{"paper_id":"3f568e7a-94d3-4601-9816-0bbf1c4d776f","body_text":"Single-Crystal X-ray Diffraction Study of 2:1 Inclusion Complexes of [2]Biphenyl- Extended Pillar[6]arene with Dichloromethane, 3,5-Lutidine and Ethyl Acetate | Research Square window.SnipcartSettings = { analytics: { enabled: false } }; (function() { var accessVector = localStorage.getItem('access_vector') || ''; window.dataLayer = window.dataLayer || []; if (accessVector) { window.dataLayer.push({ user: { profile: { profileInfo: { snid: accessVector } } } }); } })(); (function(w,d,s,l,i){w[l]=w[l]||[];w[l].push({'gtm.start':new Date().getTime(),event:'gtm.js'});var f=d.getElementsByTagName(s)[0],j=d.createElement(s),dl=l!='dataLayer'?'&l='+l:'';j.async=true;j.src='https://www.googletagmanager.com/gtm.js?id='+i+dl;f.parentNode.insertBefore(j,f);})(window,document,'script','dataLayer','GTM-K279D39R'); Browse Preprints In Review Journals COVID-19 Preprints AJE Video Bytes Research Tools Research Promotion AJE Professional Editing AJE Rubriq About Preprint Platform In Review Editorial Policies Our Team Advisory Board Help Center Sign In Submit a Preprint Cite Share Download PDF Research Article Single-Crystal X-ray Diffraction Study of 2:1 Inclusion Complexes of [2]Biphenyl- Extended Pillar[6]arene with Dichloromethane, 3,5-Lutidine and Ethyl Acetate Mickey Vinodh, Randa Abd Almoaeen, Fatemeh Alipour, Talal F. Al-Azemi This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-9225831/v1 This work is licensed under a CC BY 4.0 License Status: Under Review Version 1 posted 8 You are reading this latest preprint version Graphical Abstract Abstract Single-crystal X-ray diffraction analysis was employed to investigate the inclusion behavior of []biphenyl-extended pillar[]arene (BP8) in the presence of dichloromethane (DCM), 3,5-lutidine (Lut), and ethyl acetate (EtOAc). In all cases, BP8 forms 2:1 host–guest inclusion complexes, namely BP8·2DCM, BP8·2Lut, and BP8·2EtOAc, in which two guest molecules are encapsulated within the macrocyclic cavity. The host framework adopts a slightly distorted hexagonal conformation that remains largely preserved across all three structures, indicating minimal structural perturbation upon guest inclusion. While the overall crystal packing motifs are comparable, notable differences arise in the intermolecular interactions. Specifically, 3,5-lutidine and ethyl acetate engage in additional non-covalent interactions with adjacent macrocycles, whereas dichloromethane is involved primarily in encapsulation without significant external interactions. The resulting supramolecular assemblies were fully characterized using single-crystal X-ray diffraction and Hirshfeld surface analysis. extended pillar[6]arene biphenyl-embedded inclusion complexes supramolecular assembly Figures Figure 1 Figure 2 Figure 3 Figure 4 Figure 5 Figure 6 Figure 7 Figure 8 Figure 9 Figure 10 Figure 11 Introduction In recent years, significant attention has been devoted to the development of extended pillararenes, a rapidly expanding subclass of pillararene-based macrocycles [ 1 – 7 ]. In these systems, additional aromatic or heterocyclic fragments are incorporated into the parent macrocyclic framework, producing hosts with enlarged cavities, altered conformational dynamics, and modified physicochemical properties [ 8 – 16 ]. The expanded cavities of extended pillararenes frequently enhance their ability to accommodate aromatic or alicyclic guest molecules, enabling applications in selective molecular recognition, adsorption, and separation processes involving comparatively larger species. Furthermore, deliberate modification of the pillararene framework can generate new supramolecular assembly modes and electronic or optoelectronic properties that are not accessible in conventional pillararenes [ 17 – 26 ]. Recently, we reported the synthesis and structural investigation of a naphthalene-extended pillar[ 6 ]arene, in which two naphthalene units are incorporated into the macrocyclic framework together with four methoxy-substituted phenyl rings, generating an π-extended macrocycle [ 27 ]. To examine the influence of crystallization conditions on macrocyclic conformation and supramolecular organization, single crystals of the naphthalene-based extended pillar[ 6 ]arene ( PN8 ) were grown from several solvents, including dichloromethane, N,N-dimethylformamide, toluene, and ethyl acetate. Notably, the resulting crystalline materials displayed pronounced differences in macrocyclic geometry, intermolecular interactions, guest inclusion behavior, solvent orientation, and overall crystal packing. These observations highlight how subtle variations in crystallization environment can direct distinct host–guest architectures and supramolecular networks in extended-pillararene systems. Motivated by these findings, we sought to further explore how different solvents influence the structural and supramolecular organization of related extended-pillararene macrocycles. Recently, the synthesis, characterization, and crystal structures of [ 2 ]biphenyl-extended pillar[ 6 ]arene containing toluene and xylene as guest molecules were reported [ 28 ]. The biphenyl-embedded macrocycle is structurally analogous to our previously reported naphthyl-extended pillar[ 6 ]arene ( PN8 ). Given that the geometry of the macrocyclic cavity and the resulting supramolecular interactions are strongly dependent on the nature of the encapsulated guest molecules, it is of particular interest to investigate how different solvent guests influence the crystal structure and supramolecular behavior of the [ 2 ]biphenyl-extended pillar[ 6 ]arene( BP8 ). In this work, single crystals of BP8 containing different solvent guests, namely dichloromethane ( DCM ), ethyl acetate ( EtOAc ), and 3,5-lutidine ( Lut ), were obtained and analyzed by single-crystal X-ray diffraction. Structural analysis reveals that in each case the BP8 macrocycle encapsulates two solvent molecules within its cavity. The crystal structures and supramolecular interactions of the resulting host–guest complexes, BP8.2DCM , BP8.2EtOAc , and BP8.2Lut , are presented and comparatively discussed to elucidate the influence of guest molecules on the macrocyclic conformation and crystal packing behavior of this extended-pillar[ 6 ]arene system. Experimental Crystal growth. [ 2 ]biphenyl-extended pillar[ 6 ]arene( BP8 ) is synthesized according to the reported procedure [ 28 ]. Single crystals of BP8.2DCM were grown by dissolving BP8 (10 mg) in dichloromethane (1 mL) and do solvent diffusion using methanol. Single crystals of BP8.2Lut systems were grown by slow evaporation of BP8 (10 mg) from 1.0 mL of chloroform/3,5-lutidine (8:2 v/v). Single crystals of BP8.2EtOAc systems were grown by slow evaporation of BP8 (10 mg) from 1.0 mL of ethyl acetate/n-hexane (1:1 v/v). The resulting crystals were analyzed via single-crystal X-ray diffraction. Instrumentation and crystal refinement Nuclear magnetic resonance (NMR) spectroscopy was done either by Bruker Avance II 600 MHz (Germany) or by Burker DPX 400 MHz (Germany) spectrometers. Electron impact ionization (EI) mass spectrometry was performed using Thermo Scientific DFS High Resolution GC/MS (Germany) mass spectrometer. The single crystal data collection were made on Rigaku Rapid II (Japan) diffractometer by Mo-Kα radiation at room temperature. The crystal data collected were processed by ‘Crystalclear’ software package. The structures were then solved by direct methods using ‘CrystalStructure’ crystallographic software package and the refinement were performed using SHELXL-2019/3 [ 29 ]. All non-hydrogen atoms were refined anisotropically and hydrogen atoms were refined using the riding model. In the BP8.2DCM , the encapsulated dichloromethane molecule exhibits positional disorder over two sites, which was modeled using PART commands with refined occupancies of 75.0% and 25.0%. The two disorder components were modeled by SAME restraints to maintain chemically reasonable geometries, while SIMU and DELU restraints were applied to control their anisotropic displacement parameters. Similarly, in the BP8.2EtOAc structure, the encapsulated ethylacetate molecule is disordered over two positions with nearly equal occupancies of 51.4% and 48.6%. The disorder components were refined using a combination of SAME restraints to ensure comparable geometries, together with DFIX and DANG restraints to maintain chemically reasonable bond lengths and angles. SIMU and DELU restraints were applied to control the anisotropic displacement parameters of the disordered atoms. Molecular graphics and intermolecular interaction analyses were carried out using Mercury (version 2024.3.0), while Hirshfeld surface analysis was performed with CrystalExplorer 21.5 [ 30 , 31 ]. Only the major components of the disordered fragments were considered for evaluating non-bonded interactions and for generating molecular graphics. The cavity width was determined by measuring the distance between two opposite inner edges of the macrocyclic framework, whereas the cavity height was measured as the distance between the planes formed by the oxygen atoms at the upper and lower rims of the macrocycle.The crystallographic data for the structures reported in this paper has been deposited at the Cambridge Crystallographic Data Centre (CCDC 2540382–2540384). Results and Discussion Structural details of BP8 macrocycle in BP8.2DCM, BP8.2Lut and BP8.2EtOAc systems The incorporation of biphenyl units into the pillararene framework markedly expands the structural and functional scope of these macrocycles. In contrast to conventional pillar[ 5 ]arenes, the [ 2 ]biphenyl-extended pillar[ 6 ]arene( BP8 ) adopts a hexagonal geometry with an enlarged cavity capable of accommodating multiple guest molecules. The increased π-surface provided by the biphenyl moieties strengthens multiple host–guest interactions and promotes the formation of well-organized supramolecular assemblies in the solid state. To investigate the influence of crystallization solvents, single crystals of BP8 suitable for X-ray diffraction analysis were grown from dichloromethane ( DCM ), 3,5-lutidine ( Lut ), and ethyl acetate ( EtOAc ) containing solutions. The resulting crystal structures, depicted in Fig. 1 – 3 , show that in all cases the BP8 macrocycle encapsulates two solvent molecules within its cavity, forming host–guest complexes ( BP8·2DCM , BP8·2Lut , and BP8·2EtOAc ). In each structure, the asymmetric unit contains only half of the molecular assembly due to symmetry, and the complete structure is generated through appropriate symmetry operations. Thermal ellipsoid representations of all these crystal structures are provided in the Supporting Information ( Fig. S1 -S3 ) and their corresponding crystallographic data are summarized in Tables S1 (Supporting information). The macrocyclic framework in the BP8·2DCM , BP8·2Lut , and BP8·2EtOAc crystals adopts a similar slightly distorted hexagonal geometry, indicating that the overall conformation of the BP8 host is largely preserved irrespective of the included solvent molecule. The cavity width and height remain nearly constant across the three structures, while the vertex-to-vertex distance of the hexagonal cavity shows a gradual increase from the DCM to the EtOAc solvate (13.82 Å for BP8·2DCM ; 15.71 Å for BP8·2Lut ; 16.03 Å for BP8·2EtOAc ), reflecting a modest expansion of the macrocycle in response to different guest environments. In all three crystals, the biphenyl fragments are oriented nearly parallel to the mean molecular plane and display a characteristic inward–outward arrangement of the two phenyl rings relative to the macrocyclic cavity. One phenyl ring consistently tilts inward toward the cavity while the other is directed outward, and their symmetry-related counterparts adopt the reverse orientation. Although this conformational motif is conserved across the three structures, the extent of inward inclination of the biphenyl ring increases slightly from the BP8·2DCM to BP8·2Lut (15.8° for BP8·2DCM ; 16.0° for BP8·2EtOAc ; 18.8° for BP8·2Lut ), indicating a degree of conformational flexibility that allows the macrocycle to accommodate different solvent molecules within the crystal lattice. The dimethoxyphenyl rings in all three systems are oriented nearly perpendicular to the mean molecular plane, maintaining a similar spatial arrangement in each crystal. Nevertheless, the lutidine-encapsulated macrocycle exhibits a somewhat larger deviation from the other two systems, which may be attributed to the relatively larger aromatic framework of the guest molecule. The dihedral angle between the two phenyl rings of the biphenyl unit varies only slightly among the structures, indicating that the biphenyl linkage retains a similar degree of twist regardless of the included guest. Similarly, the dihedral relationships between the dimethoxyphenyl rings and the adjacent biphenyl fragments remain close to orthogonal in all three crystals. A detailed comparison of the relevant geometric parameters for the three solvates is summarized in Table 1 . Overall, these results demonstrate that the BP8 macrocycle maintains its distorted hexagonal conformation in the BP8·2DCM , BP8·2Lut , and BP8·2EtOAc crystals, while accommodating different solvent molecules through only minor adjustments in cavity dimensions and aromatic ring orientations. This behaviour contrasts with that observed for the structurally related naphthalene-embedded extended pillar[ 6 ]arene previously reported by us, which exhibited pronounced variations in macrocyclic geometry upon encapsulation of different solvent molecules [ 27 ]. The structural persistence of the hexagonal BP8 framework in response to changes in the guest environment is therefore significant for potential applications of such supramolecular systems in size/shape selective molecular recognition, molecular sieving and separation or targeted drug delivery, where a stable host framework is essential. Table 1 Comparison of selected geometric parameters for BP8·2DCM , BP8·2Lut , and BP8·2EtOAc crystals Parameter BP8·2DCM BP8·2Lut BP8·2EtOAc Average cavity width (Å) 10.01 10.23 10.07 Cavity height (Å) 4.67 4.65 4.70 Max. vertex–vertex distance of hexagon (Å) 13.82 15.71 16.03 Distance between opposite biphenyl units (Å) 9.79 10.20 9.07 Distance between opposite dimethoxyphenyl rings (Å) 12.98 12.75 12.95 Inward tilt of biphenyl rings 15.8 & 26.1 18.8 & 27.8 16.0 & 26.3 Outward orientation of biphenyl rings (°) 164.2 & 153.9 161.2 &152.2 164.0 & 153.7 Dihedral angle between biphenyl rings (°) 41.8 46.4 42.3 Inward dimethoxyphenyl orientations (°) 86.4 & 89.5 77.7 & 86.7 84.4 & 89.4 Outward dimethoxyphenyl orientations (°) 93.6 & 90.5 102.3 & 91.3 95.6. & 90.6 Angles represent dihedral angles between the least-squares planes of the corresponding aromatic rings. Host-guest interactions in BP8.2DCM, BP8.2Lut and BP8.2EtOAc systems The influence of the size and shape of the solvent molecules on the nature of the BP8 -based host-guest systems and their consequent propagation into supramolecular self-assembly requires detailed investigation. As mentioned before, the BP8 macrocycle encapsulates two solvent molecules within its cavity, forming host–guest complexes ( BP8·2DCM , BP8·2Lut , and BP8·2EtOAc ). Notably, no additional solvent molecules are co-crystallized within the lattice as space-filling agents. In both BP8·2Lut , and BP8·2EtOAc systems, the solvent guests are stabilized by multiple C–H⋯O and C–H⋯π interactions within the macrocycle, where as in BP8·2DCM system, multiple C-H…Cl interactions too are present as demonstrated in Fig-4-6 . The quantitative data of these host-guest nonobonding interactions are provided in Table 2 -Table 4 . Table 2 Host-guest interactions between BP8 host and dichloromethane guest in BP8.2DCM crystals ( Å, o ). A-B⋯C A-B B⋯C A⋯.C A-B⋯C C32A-H32A⋯π1 0.97 2.800 3.747 165.55 C32B-H32B ⋯ π4 i 0.97 2.672 3.608 162.33 C12-H12 ⋯Cl1A 0.93 3.556 4.094(6) 119.4 C15 i -H15 i ⋯Cl1A 0.93 3.530 4.055(8) 118.4 Symmetry code: (i) 1-x, 2-y, 1-z; π1 & π4 are the centroids of the phenyl rings C1-C6 & C21-C26 respectively. Table 3 Host-guest interactions between BP8 host and Lutidene guest in BP8.2Lut crystals ( Å, o ). A-B⋯C A-B B⋯C A⋯.C A-B⋯C C32-H32 ⋯ π2 i 0.95 4.097 4.894 143.56 C34-H34⋯ π4 i 0.95 3.511 4.338 146.81 C34-H34⋯ O3 i 0.95 3.018 3.912(4) 157.4 C36-H36⋯ O4 iii 0.95 2.631 3.520(8) 156.1 C37-H37A⋯ π1 i 0.98 3.112 4.059 163.05 C38-H38C⋯ π3 0.98 3.345 4.152 140.90 C28 ii -H28A ii ⋯ π 0.98 3.512 4.485 171.96 C28 ii -H28A ii ⋯ N1 0.98 2.917 3.87(1) 165.6 C29 iii -H29A iii ⋯ N1 0.97 3.174 3.734(6) 117.9 Symmetry code: (i) 1 + x, 1 + y, -1 + z; (ii) x, 1 + y, z; (iii) -x, 1-y, 1-z; π-π4 are the centroids of the phenyl rings N1,C32-C36, C1-C6, C8-C13, C14-C19 & C21-C26 respectively. Table 4 Host-guest interactions between BP8 host and ethyl acetate guest in BP8.2EtOAc crystals ( Å, o ). A-B⋯C A-B B⋯C A⋯C A-B⋯C C32A-H32A ⋯ π2 0.96 3.483 4.172 130.55 C32A-H32B⋯ O1 ii 0.96 2.682 3.51(2) 144 C29-H29B⋯ O5A 0.96 2.854 3.74(1) 154.2 C30 i -H30C i ⋯ O5A 0.96 2.90 3.66(1) 137.0 C22 iii -H22 iii ⋯ O5A 0.93 2.65 3.51(1) 154.6 C9-H9⋯O6A 0.93 3.055 3.36(1) 101.2 C34A-H34A⋯ π1 0.97 3.190 3.888 130.27 C35A-H35A⋯ π4 i 0.96 3.152 3.912 137.35 C35A-H35C⋯ π1 0.96 3.307 3.908 122.51 Symmetry code: (i) 1-x, 2-y, 1-z; (ii) -1 + x, y, z; (iii) x, 1 + y, z; π1, π2 and π4 are the centroids of the phenyl rings C1-C6, C8-C13 and C21-C26 respectively. The Guest (solvent) - host interactions depicted in in Fig. 4 to Fig. 6 demonstrate only for one encapsulated guest. The other symmetry equivalent guest molecule occupied in the same macrocycle also engaged in the same type and number of non-bonding interactions in the system. The multiple host–guest interactions within the cavity of the BP8 molecule impart enhanced stability to the system, which likely accounts for the pronounced resistance of these crystals—particularly BP8·2Lut and BP8·2EtOAc —toward X-ray exposure during room-temperature data collection. Intermolecular non-bonding interactions The [ 2 ]biphenyl-extended pillar[ 6 ]arene systems ( BP8·2DCM , BP8·2Lut , and BP8·2EtOAc ) discussed in this study exhibit a variety of intermolecular non-covalent interactions within their crystal networks. These non-bonding interactions - occurring at distances shorter than typical van der Waals contacts – also play a crucial role in stabilizing the crystal structures. The interactions between each pillar[ 6 ]arene systems and their immediate neighboring molecules are illustrated in Fig. 7 – 10 . The intermolecular non-covalent interactions in the BP8·2DCM crystal are illustrated in Fig. 7 , with corresponding quantitative details provided in Table 5 . These interactions mainly comprise C–H⋯π and C–H⋯O contacts, through which each BP8 molecule interacts with eight symmetry-equivalent pillar[ 6 ]arene units in the crystal lattice. The interactions are complementary in nature, such that each interaction between a pair of neighboring macrocycles is reciprocated by the same type of contact. Overall, eight such complementary interactions stabilize the supramolecular network. Both biphenyl moieties of the BP8 macrocycle participate in these contacts through their π cloud. Notably, the encapsulated dichloromethane molecules do not contribute to intermolecular interactions and instead serve only to occupy the cavity, stabilizing the host framework through host–guest interactions. In the BP8·2Lut crystal, the intermolecular interactions are depicted in Figs. 8 and Fig. 9 , with quantitative parameters summarized in Table 6 . In contrast to the DCM system, the 3,5-lutidine guest molecules in this inclusion complex play an active role in the intermolecular network, participating in C–H⋯π, C–H⋯O, and C–H⋯N interactions. Each BP8 macrocycle interacts with four 3,5-lutidine molecules located in neighboring host cavities, while each 3,5-lutidine molecule bridges with two BP8 molecules. In addition to these solvent-mediated interactions, each BP8 molecule forms direct contacts with six neighboring macrocycles via complementary C–H⋯π and C–H⋯O interactions. Interestingly, only one biphenyl moiety of the BP8 macrocycle is involved in these direct intermolecular contacts (π⋯H-C type), in contrast to the BP8·2DCM structure where both biphenyl units participate. Similarly, in the BP8·2EtOAc crystal, the ethyl acetate guest molecules significantly contribute to the intermolecular interaction network. As shown in Fig. 10 and Table 7 , the solvent molecules engage in C–H⋯π and C–H⋯O interactions. Each BP8 macrocycle interacts with four ethyl acetate molecules associated with neighboring hosts, while each guest molecule connects two symmetry-equivalent BP8 molecules. These solvent-mediated interactions closely resemble those observed in the BP8·2Lut system. Additionally, direct BP8–BP8 interactions are present and are complementary in nature; however, each macrocycle interacts with only four neighboring pillar[ 6 ]arenes through C–H⋯π and C–H⋯O contacts, fewer than in the BP8·2Lut crystal. Notably, no biphenyl π-cloud are involved in intermolecular interactions shorter than the van der Waals distance in this structure. A comparison of the three crystal systems reveals distinct roles of the guest molecules in governing the supramolecular architecture. In BP8·2DCM , the guest molecules are passive and do not participate in intermolecular interactions, with stabilization arising solely from BP8–BP8 contacts involving both biphenyl π-clouds. In contrast, in BP8·2Lut and BP8·2EtOAc , the guest molecules actively mediate the supramolecular assembly by bridging neighboring macrocycles through multiple non-covalent interactions. The BP8·2Lut system exhibits the highest number of direct BP8–BP8 interactions and partial involvement of biphenyl moieties, whereas BP8·2EtOAc shows fewer direct host–host contacts and no participation of biphenyl π-clouds. Overall, the nature and extent of intermolecular interactions are strongly influenced by the identity of the encapsulated solvent, which modulates both host–guest and host–host interactions within the crystal lattice. Table 5 Intermolecular non-bonding interactions (shorter than the sum of van der Walls radii) in the BP8 macrocycles in BP8.2DCM crystals ( Å, o ). A-B⋯C A-B B⋯C A⋯C A-B⋯C C18-H18⋯ O2 ii 0.93 2.613 3.518 164.4 C28-H28B⋯π2 iii 0.96 2.656 3.492 145.67 C29-H29B⋯π3 x 0.96 3.73 4.652 161.80 C31-H31C⋯π4 viii 0.96 2.909 3.760 148.26 Symmetry code: (ii) 1-x, 2-y, -z; (iii) 1-x, 1-y, 1-z; (viii) 2-x, 3-y, -z & (x) -1 + x, y, z π2, π3 & π4 are the centroids of the phenyl rings C8-C13, C14-C19 & C21-C26 respectively. Table 6 Intermolecular non-bonding interactions (shorter than the sum of van der Walls radii) in the BP8 macrocycles in BP8.2Lut crystals ( Å, o ). A-B⋯C A-B B⋯C A⋯C A-B⋯C C18-H18⋯ O2 iv 0.95 2.651 3.591(4) 170.1 C20-H20A⋯π3 viii 0.99 2.776 3.754 169.71 C30-H30C⋯π4 vii 0.98 2.652 3.518 147.57 C36-H36⋯ O4 iii 0.95 2.631 3.520(8) 156.1 C28-H28A⋯ π xiii 0.98 3.512 4.485 171.96 C28-H28A⋯ N1 xiii 0.98 2.917 3.87(1) 165.6 C29-H29A ⋯ N1 xii 0.97 3.174 3.734(6) 117.9 Symmetry code: (iv) 1-x, 1-y, -z; (vii) -x, -y, 2-z (viii) 2-x, 1-y, -z; ; (xii) -x, 1-y, 1-z; (xiii) x, -1 + y, z; π3 & π4 are the centroids of the phenyl rings C14-C19 & C21-C26 respectively. Table 7 Intermolecular non-bonding interactions (shorter than the sum of van der Walls radii) in the BP8 macrocycles in BP8.2EtOAc crystals ( Å, o ). A-B⋯C A-B B⋯C A⋯C A-B⋯C C13-H13⋯ O4 xi 0.93 2.598 3.505(3) 165.1 C29-H29A⋯π1 x 0.96 2.823 3.686 150.01 C20-H20B⋯ O5A viii 0.97 2.70 3.52(1) 143.4 C22-H22⋯ O5A viii 0.93 2.68 3.52(1) 152.0 C32A-H32B⋯ O1 ii 0.96 2.682 3.51(2) 144 Symmetry code: (ii) -1 + x, y, z ; (viii) x, -1 + y, z; (x) 2-x, 3-y, -z & (xi) 1-x, 2-y, -z; π1 is the centroids of the phenyl rings C1-C6. The crystal packing of all BP8.2DCM , BP8.2Lut , and BP8.2EtOAc exhibits a layered arrangement of BP8 macrocycles, where the molecules are organized in a parallel, offset (slipped) fashion across the lattice. Each macrocycle maintains its structural integrity and adopts a consistent orientation, leading to a highly ordered two-dimensional sheet-like architecture ( Fig. S4 - Fig. S6 ; supporting information). As discussed above the intermolecular interactions through C–H⋯π, C–H⋯O and C–H⋯N stabilizing this arrangement. These interactions collectively promote a close-packed, brick-wall-like motif, where adjacent molecules are slightly shifted rather than perfectly stacked, reducing steric hindrance and optimizing intermolecular contacts. Hirshfeld surface analysis structures The non-covalent interactions present in the BP8·2DCM , BP8·2Lut , and BP8·2EtOAc crystals were further investigated using Hirshfeld surface (HS) analysis [ 30 – 31 ]. The intermolecular interactions in these systems are visualized through the three-dimensional d norm surfaces, as shown in Fig. 11 . In all cases, the surfaces are predominantly blue, indicating that most intermolecular contacts are longer than the sum of the van der Waals radii. Nevertheless, the cavity and rim regions display whitish areas with occasional red spots, reflecting the presence of multiple non-bonding interactions such as C–H⋯π, C–H⋯O, and C–H⋯N contacts. Notably, in the BP8·2DCM crystal, the pronounced white regions around the biphenyl units suggest that both biphenyl π-surfaces are actively involved in intermolecular interactions, distinguishing it from the other two systems. To quantitatively assess these interactions, two-dimensional fingerprint plots were derived from the HS data. These plots reveal that the dominant contributions in BP8·2DCM arise from H⋯H (56.5%), C⋯H (23.7%), O⋯H (6.3%), Cl⋯H (10.7%), and C⋯C (2.2%) contacts. In BP8·2Lut the contribution is mainly governed by H⋯H (62.8%), C⋯H (26.7%), O⋯H (7.0%), N⋯H (1.6%), and C⋯C (1.6%) interactions, while BP8·2EtOAc shows contributions from H⋯H (61.8%), C⋯H (24.8%), O⋯H (11.0%), and C⋯C (2.0%) contacts. Overall, these fingerprint plots provide a quantitative understanding of the nature and relative contributions of intermolecular interactions in each crystal structure Conclusion In conclusion, [ 2 ]biphenyl-extended pillar[ 6 ]arene(BP8) demonstrates consistent host–guest behavior upon crystallization with dichloromethane, 3,5-lutidine, and ethyl acetate, forming BP8·2DCM , BP8·2Lut , and BP8·2EtOAc inclusion complexes with two encapsulated guests in each case. The BP8 macrocycle retains its distorted hexagonal geometry across in these inclusion complexes, indicating a high degree of structural robustness with only minor adjustments to accommodate different guests. While the overall supramolecular packing remains similar, the nature of intermolecular interactions varies moderately, with 3,5-lutidine and ethyl acetate engaging in additional non-covalent interactions beyond their macrocyclic host. These findings highlight the robustness of the BP8 framework, underscoring its potential significance in applications requiring stable and resilient host architectures, as well as the role of guest molecules in modulating supramolecular interactions. Investigations on related host–guest systems involving similar extended pillararenes are currently underway in our laboratory. Declarations Funding: This work was supported by Foundation for the Advancement of Science (KFAS) [Grant No. PN23-14SC-2096]. Additional support were provided by College Graduate Studies and the Research Sector Projects Unit (RSPU) at Kuwait University [Grant Nos. GS01/01, GS01/03, and GS03/08]. Author Contribution All authors contributed equally to this work. The manuscript was written through contributions of all authors. All authors have given approval to the final version of the manuscript. Acknowledgements The support received from Kuwait Foundation for the Advancement of Science (KFAS), the College Graduate Studies and the facilities at the RSPU are gratefully acknowledged. References Bleus S, Dehaen W (2024) Pillararene-inspired arenes: Synthesis, properties and applications compared to the parent macrocycle. Coord Chem Rev 509:215762. https://doi.org/10.1016/j.ccr.2024.215762 Zhu JY, Gao Y, Rebek J Jr, Yu Y (2025) Recent applications of pillararene-inspired water-soluble hosts. Chem Eur J 31:e202404424. https://doi.org/10.1002/chem.202404424 Wu JR, Wu G, Yang YW (2022) Pillararene-inspired macrocycles: from extended pillar[n]arenes to geminiarenes. Acc Chem Res 55:3191–3204. https://doi.org/10.1021/acs.accounts.2c00555 Wu JR, Wu G, Zhang L, Li S, Dai D, Yang YW (2022) Guest-induced amorphous-to-crystalline transformation enables sorting of haloalkane isomers with near-perfect selectivity. Sci Adv 8:eabo2255. https://doi.org/10.1126/sciadv.abo2255 Wu JR, Mu AU, Li B, Wang CY, Fang L, Yang YW (2018) Desymmetrized leaning pillar[6]arene Angew. Chem Int Ed 57:9853–9858. https://doi.org/10.1002/anie.201805980 Zeng H, Liu P, Xing H, Huang F (2022) Symmetrically tetra-functionalized pillar[6]arenes prepared by fragment coupling. Angew Chem Int Ed 61:e202115823. https://doi.org/10.1002/anie.202115823 Li W, Qin P, Zhao XX, Qu WJ, Lin Q, Yao H, Wei TB, Zhang Y, Liu Y, Shi B (2022) Fluorinated leaning pillar[6]arene: synthesis, structure and selective iodide anion binding by anion–π interactions. Org Biomol Chem 20:9122–9126. https://doi.org/10.1039/D2OB01579J Dai D, Yang J, Zou YC, Wu JR, Tan LL, Wang Y, Li B, Lu T, Wang B, Yang YW (2021) Macrocyclic arenes-based conjugated macrocycle polymers for highly selective CO2 capture and iodine adsorption. Angew Chem Int Ed 60:8967–8975. https://doi.org/10.1002/anie.202015162 Wu JR, Wang CY, Tao YC, Wang Y, Li C, Yang YW (2018) A water-soluble [2]biphenyl-extended Pillar[6]arene. Eur J Org Chem 2018:1321–1325. https://doi.org/10.1002/ejoc.201800112 Liu YZ, Wang H, Liu PR, Zhu H, Shi B, Hong X, Huang F (2021) Azobenzene-based macrocyclic arenes: synthesis, crystal structures, and light-controlled molecular encapsulation and release. Angew Chem Int Ed 60:5766–5770. https://doi.org/10.1002/anie.202015597 Zeng F, Cheng L, Ou GC, Tang LL, Ding MH (2022) Pyromellitic Diimide-extended pillar[6]arene: Synthesis, structure, and its complexation with polycyclic aromatic hydrocarbons. J Org Chem 87:3863–3867. https://doi.org/10.1021/acs.joc.1c03096 Zeng F, Tang LL, Ding MH, Dessie W (2023) Giant cavity macrocycle: synthesis, structure, and its complexation with pagoda[5]. arene Org Lett 25:6290–6294. https://doi.org/10.1021/acs.orglett.3c02107 Niu P, Shi C, Jiao J, Xie W, Qiu H, Yang Z, Jiang J, Wang L (2023) Synthesis of Tröger's base-based [3]arenes for efficient iodine adsorption. Chem Commun 59:10960–10963. https://doi.org/10.1039/D3CC02804F Fang S, Wang M, Wu Y, Guo QH, Li E, Li H, Huang F (2022) Cagearenes: synthesis, characterization, and application for programmed vapour release. Chem Sci 13:6254–6261. https://doi.org/10.1039/D2SC01782B Zhao Y, Xiao H, Tung CH, Wu LZ, Cong H (2021) Adsorptive separation of cyclohexanol and cyclohexanone by nonporous adaptive crystals of RhombicArene. Chem Sci 12:15528–15532. https://doi.org/10.1039/D1SC04728K Zeng F, Cheng L, Zhang WJ, Tang LL, Wang XF (2022) Phenanthrene[2]arene: synthesis and application as nonporous adaptive crystals in the separation of benzene from cyclohexane. Org Chem Front 9:3307–3311. https://doi.org/10.1039/D2QO00474G Zhang H, Wang X, Huang KT, Liang F, Yang YW (2021) Green synthesis of leaning tower[6]arene-mediated gold nanoparticles for label-free detection. Org Lett 23:4677–4682. https://doi.org/10.1021/acs.orglett.1c01300 Zhang Y, Li Z, Meng S, Dong A, Yang YW (2022) Silver nanoparticles modified by water-soluble leaning tower[6]arenes for sensing and catalysis. Chem Commun 58:649–652. https://doi.org/10.1039/D1CC06079A Wu JR, Li B, Yang YW (2020) Separation of bromoalkanes isomers by nonporous adaptive crystals of leaning pillar[6]arene Angew. Chem Int Ed 59:2251–2255. https://doi.org/10.1002/anie.201911965 Zhou HY, Han Y, Shi Q, Chen CF (2019) Directional transportation of a helic[6]arene along a nonsymmetric molecular axle. J Org Chem 84:5872–5876. https://doi.org/10.1021/acs.joc.9b00229 Ding Y, Yu W, Wang J, Ma Y, Wang C, Wang Y, Lu B, Yao Y (2022) Intelligent supramolecular nanoprodrug based on anionic water-soluble [2]biphenyl-extended-Pillar[6]arenes for combination therapy. ACS Macro Lett 11:830–834. https://doi.org/10.1021/acsmacrolett.2c00322 Ding Y, Ma Y, Zhu L, Xu Y, Wang C, Lu B, Wang Y, Du C, Yao Y (2022) Nitric oxide-containing supramolecular polypeptide nanomedicine based on [2]biphenyl-extended-pillar[6]arenes for drug resistance reversal. J Mater Chem B 10:6181–6186. https://doi.org/10.1039/D2TB01127A Vinodh M, Abdeljaber NO, Alipour FH, Al-Azemi TF (2025) Prism[n]arene-alkyl dibromide (n = 5, 6) synergy: molecular affinity in the solid state CrystEngComm 27:1873–1878. https://doi.org/10.1039/D4CE01320D Abdeljaber NO, Vinodh M, Al-Azemi TF (2023) Host-guest properties of pagoda[4]arene with α,ω-dibromoalkanes and their self-assembled linear supramolecular polymer driven by guest halogen–halogen interactions Tetrahedron 132:133240. https://doi.org/10.1016/j.tet.2022.133240 Guo Y, Han Y, Du XS, Chen CF (2022) Chiral bishelic[6]arene-based supramolecular gels with circularly polarized luminescence property. ACS Appl Polym Mater 4:3473–3481. https://doi.org/10.1021/acsapm.2c00080 Liu Z, Yu G, Li Y, Shen J, Wang M, Li Z, Wei P, Huang F (2020) Stimuli-responsive fluorescent supramolecular polymer network based on a monofunctionalized leaning tower[6]arene. Chin Chem Lett 31:2299–2303. https://doi.org/10.1016/j.cclet.2019.10.023 Almoaeen RA, Vinodh M, Alipour FH, Al-Azemi TF (2026) Influence of crystallization solvents on the crystal structures and supramolecular assemblies of a [2]naphthyl-extended pillar[6]arene CrystEngComm 28:1331–1338. https://doi.org/10.1039/d5ce01118c Gao B, Tan LL, Song N, Li K, Yang YW (2016) A high-yield synthesis of [m]biphenyl-extended pillar[n]arenes for an efficient selective inclusion of toluene and m-xylene in the solid state. Chem Commun 52:5804–5807. https://doi.org/10.1039/C6CC01892K Sheldrick GM (2015) Crystal structure refinement with SHELXL Acta Crystallogr Sect. C Struct Chem 71:3–8. https://doi.org/10.1107/S2053229614024218 Spackman PR, Turner MJ, McKinnon JJ, Wolff SK, Grimwood DJ, Jayatilaka D, Spackman MA (2021) CrystalExplorer: A program for Hirshfeld surface analysis, visualization and quantitative analysis of molecular crystals. J Appl Crystallogr 54:1006–1011 Turner MJ, McKinnon JJ, Wolff SK, Grimwood DJ, Spackman PR, Jayatilaka D, Spackman MA (2021) CrystalExplorer 21.5 University of Western Australia Scheme Scheme 1 is available in the Supplementary Files section. Additional Declarations No competing interests reported. Supplementary Files SupportinginformationJCCAlazemi20263.docx Scheme.jpg Scheme 1. Crystallization of [2]biphenyl-extended pillar[6]arene (BP8) from different solvent media: dichloromethane (DCM), ethyl acetate( EtOAc) and 3,5-lutidine (Lut). Cite Share Download PDF Status: Under Review Version 1 posted Reviews received at journal 06 May, 2026 Reviews received at journal 05 May, 2026 Reviewers agreed at journal 25 Apr, 2026 Reviewers agreed at journal 23 Apr, 2026 Reviewers invited by journal 23 Apr, 2026 Editor assigned by journal 27 Mar, 2026 Submission checks completed at journal 27 Mar, 2026 First submitted to journal 25 Mar, 2026 You are reading this latest preprint version Research Square lets you share your work early, gain feedback from the community, and start making changes to your manuscript prior to peer review in a journal. As a division of Research Square Company, we’re committed to making research communication faster, fairer, and more useful. We do this by developing innovative software and high quality services for the global research community. Our growing team is made up of researchers and industry professionals working together to solve the most critical problems facing scientific publishing. Also discoverable on Platform About Our Team In Review Editorial Policies Advisory Board Help Center Resources Author Services Accessibility API Access RSS feed Manage Cookie Preferences © Research Square 2026 | ISSN 2693-5015 (online) Privacy Policy Terms of Service Do Not Sell My Personal Information {\"props\":{\"pageProps\":{\"initialData\":{\"identity\":\"rs-9225831\",\"acceptedTermsAndConditions\":true,\"allowDirectSubmit\":false,\"archivedVersions\":[],\"articleType\":\"Research Article\",\"associatedPublications\":[],\"authors\":[{\"id\":633698329,\"identity\":\"975911bd-70b2-4674-9e98-389a6adaf171\",\"order_by\":0,\"name\":\"Mickey Vinodh\",\"email\":\"\",\"orcid\":\"\",\"institution\":\"Kuwait University\",\"correspondingAuthor\":false,\"prefix\":\"\",\"firstName\":\"Mickey\",\"middleName\":\"\",\"lastName\":\"Vinodh\",\"suffix\":\"\"},{\"id\":633698330,\"identity\":\"93f11e9b-936c-4790-a0b5-8a230d16d486\",\"order_by\":1,\"name\":\"Randa Abd Almoaeen\",\"email\":\"\",\"orcid\":\"\",\"institution\":\"Kuwait University\",\"correspondingAuthor\":false,\"prefix\":\"\",\"firstName\":\"Randa\",\"middleName\":\"Abd\",\"lastName\":\"Almoaeen\",\"suffix\":\"\"},{\"id\":633698331,\"identity\":\"a49a547d-806f-479e-bc4e-c24abf9127c1\",\"order_by\":2,\"name\":\"Fatemeh Alipour\",\"email\":\"\",\"orcid\":\"\",\"institution\":\"Kuwait University\",\"correspondingAuthor\":false,\"prefix\":\"\",\"firstName\":\"Fatemeh\",\"middleName\":\"\",\"lastName\":\"Alipour\",\"suffix\":\"\"},{\"id\":633698332,\"identity\":\"7f9331c8-9b1f-4e86-810f-fb957752ef2b\",\"order_by\":3,\"name\":\"Talal F. Al-Azemi\",\"email\":\"data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAZAAAAAyAQMAAABI0h/eAAAABlBMVEX///8AAABVwtN+AAAACXBIWXMAAA7EAAAOxAGVKw4bAAAA2UlEQVRIiWNgGAWjYHACxgMgko29DUQxMzDwEFAPkodo4TlGqhYGiTQitdgzMD848OOPTTSf5LM0CYYK68QGnjMGBGxhMzjYw5OW2yaddkyC4Ux6YgNvDyEtDAYHeCQOA7Wkt0kwth1ObODn3UBAC/uHg38M/ue2SR4HavlHlBYeg8M8CQdy2yTYjkkwNgC18PYS0HKYp+CwzIHk3DaetGSLhGPpxm085z/g1cLe3r7x4Zs/drnz248Z3vhQYy3bz5OWgFcLKCIQAKSWDb/6UTAKRsEoGAXEAACZN0Gg96WBtAAAAABJRU5ErkJggg==\",\"orcid\":\"\",\"institution\":\"Kuwait University\",\"correspondingAuthor\":true,\"prefix\":\"\",\"firstName\":\"Talal\",\"middleName\":\"F.\",\"lastName\":\"Al-Azemi\",\"suffix\":\"\"}],\"badges\":[],\"createdAt\":\"2026-03-25 17:08:58\",\"currentVersionCode\":1,\"declarations\":\"\",\"doi\":\"10.21203/rs.3.rs-9225831/v1\",\"doiUrl\":\"https://doi.org/10.21203/rs.3.rs-9225831/v1\",\"draftVersion\":[],\"editorialEvents\":[],\"editorialNote\":\"\",\"failedWorkflow\":false,\"files\":[{\"id\":108793607,\"identity\":\"b06ef3a2-9718-456f-a418-4b0449733ee4\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":1,\"title\":\"Figure 1\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":181849,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eCrystal Structure of \\u003cstrong\\u003eBP8.2DCM\\u003c/strong\\u003e (\\u003cstrong\\u003eA\\u003c/strong\\u003e) Top view; (\\u003cstrong\\u003eB\\u003c/strong\\u003e) Side view (Only Symmetry independent atoms are labelled; hydrogen atoms on the \\u003cstrong\\u003eBP8\\u003c/strong\\u003ering are omitted for clarity).\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage3.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/a3b037f82b8fd6ddc2892679.png\"},{\"id\":108793609,\"identity\":\"13a589e9-3162-4c70-a608-6f2573cfaf7a\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":2,\"title\":\"Figure 2\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":258870,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eCrystal Structure of \\u003cstrong\\u003eBP8.2Lut\\u003c/strong\\u003e (\\u003cstrong\\u003eA\\u003c/strong\\u003e) Top view; (\\u003cstrong\\u003eB\\u003c/strong\\u003e) Side view (Only Symmetry independent atoms are labelled; hydrogen atoms on the \\u003cstrong\\u003eBP8\\u003c/strong\\u003ering are omitted for clarity).\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage4.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/4b7477028e464d0ac28a37d4.png\"},{\"id\":108806818,\"identity\":\"9fea9a0c-88a2-4abc-b920-1ca270139101\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 15:29:32\",\"extension\":\"png\",\"order_by\":3,\"title\":\"Figure 3\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":211252,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eCrystal Structure of \\u003cstrong\\u003eBP8.2Lut\\u003c/strong\\u003e (\\u003cstrong\\u003eA\\u003c/strong\\u003e) Top view; (\\u003cstrong\\u003eB\\u003c/strong\\u003e) Side view (Only Symmetry independent atoms are labelled; hydrogen atoms on the \\u003cstrong\\u003eBP8\\u003c/strong\\u003ering are omitted for clarity).\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage5.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/acc989414445a86e793265d5.png\"},{\"id\":108793612,\"identity\":\"2839d7a9-6b85-4f10-8921-d401eff5d967\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":4,\"title\":\"Figure 4\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":121131,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003ePossible host-guest interactions between \\u003cstrong\\u003eBP8\\u003c/strong\\u003e host and DCM guest in \\u003cstrong\\u003eBP8.2DCM \\u003c/strong\\u003ecrystals. Symmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 2-y, 1-z; π1 \\u0026amp; π4 are the centroids of the phenyl rings C1-C6 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e\\n\\u003cp\\u003e\\u003cstrong\\u003e\\u0026nbsp;\\u003c/strong\\u003e\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage6.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/2d37bf2d4c69f4d54665cd21.png\"},{\"id\":108793613,\"identity\":\"1ecf152b-9835-4328-85c9-d2c68127a386\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":5,\"title\":\"Figure 5\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":264760,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003ePossible host-guest interactions between \\u003cstrong\\u003eBP8\\u003c/strong\\u003e host and Lutidine guest in \\u003cstrong\\u003eBP8.2Lut \\u003c/strong\\u003ecrystals. Symmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 1-y, 1-z;\\u003csup\\u003e (ii) \\u003c/sup\\u003ex, 1+y, z; \\u003csup\\u003e(iii)\\u003c/sup\\u003e -x, 1-y, 1-z;\\u0026nbsp; π-π4 are the centroids of the phenyl rings N1,C32-C36, C1-C6, C8-C13, C14-C19\\u0026nbsp; \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage7.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/fef3747c584f623b3fbfda12.png\"},{\"id\":108807719,\"identity\":\"05cfca6d-80bb-4f90-be01-8e31cd5b6de4\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 15:31:18\",\"extension\":\"png\",\"order_by\":6,\"title\":\"Figure 6\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":251452,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003ePossible host-guest interactions between \\u003cstrong\\u003eBP8\\u003c/strong\\u003e host and ethyl acetate guest in \\u003cstrong\\u003eBP8.2EtOAc \\u003c/strong\\u003ecrystals. Symmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 2-y, 1-z; \\u003csup\\u003e(ii)\\u003c/sup\\u003e -1+x, y, z; \\u003csup\\u003e(iii) \\u003c/sup\\u003ex, 1+y, z; π1, π2 and π4 are the centroids of the phenyl rings C1-C6, C8-C13 and C21-C26 respectively.\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage8.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/36baf727f6769c586884403a.png\"},{\"id\":109203904,\"identity\":\"bdb25430-88b8-493e-b3d4-66b6c31a8540\",\"added_by\":\"auto\",\"created_at\":\"2026-05-13 14:50:26\",\"extension\":\"png\",\"order_by\":7,\"title\":\"Figure 7\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":367195,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eIntermolecular non-bonding interactions among \\u003cstrong\\u003eBP8\\u003c/strong\\u003e molecules in \\u003cstrong\\u003eBP8.2DCM\\u003c/strong\\u003e crystal. For clarity these are demonstrated in two separate figures showing 8 interactions each. Symmetry code:\\u003csup\\u003e (i)\\u003c/sup\\u003e 1-x, 2-y, 1-z;\\u0026nbsp; \\u003csup\\u003e(ii) \\u003c/sup\\u003e1-x, 2-y, -z; \\u003csup\\u003e(iii)\\u003c/sup\\u003e 1-x, 1-y, 1-z; \\u003csup\\u003e(iv)\\u003c/sup\\u003e x, y, 1+z; \\u003csup\\u003e(v)\\u003c/sup\\u003e x, 1+y, z; \\u003csup\\u003e(vi)\\u003c/sup\\u003e 2-x, 2-y, 1-z; \\u003csup\\u003e(vii)\\u003c/sup\\u003e 1+x, y, z \\u003csup\\u003e(viii)\\u003c/sup\\u003e 2-x, 3-y, -z; \\u003csup\\u003e(ix)\\u003c/sup\\u003e -x, 2-y, 1-z; \\u003csup\\u003e(x)\\u003c/sup\\u003e -1+x, y, z \\u0026amp; \\u003csup\\u003e(xi)\\u003c/sup\\u003e -1+x, -1+y, 1+z\\u0026nbsp;\\u0026nbsp; π2, π3 \\u0026amp; π4 are the centroids of the phenyl rings C8-C13, C14-C19 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage9.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/326b8ba29690cef758e32d9c.png\"},{\"id\":108793618,\"identity\":\"4f82137e-3aeb-4d6a-b408-8be75119ce2f\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":8,\"title\":\"Figure 8\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":306450,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eSolvent based intermolecular non-bonding interactions in \\u003cstrong\\u003eBP8.2Lut\\u003c/strong\\u003e crystals. π is the centroid of the lutidine ring. Symmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 1-y, 1-z;\\u003csup\\u003e (ii) \\u003c/sup\\u003ex, 1+y, z; \\u003csup\\u003e(iii)\\u003c/sup\\u003e -x, 1-y, 1-z; \\u003csup\\u003e(x)\\u003c/sup\\u003e 1+x, y, z; \\u003csup\\u003e(xi)\\u003c/sup\\u003e 1-x, -y, 1-z; \\u003csup\\u003e(xii)\\u003c/sup\\u003e -x, 1-y, 1-z;\\u003csup\\u003e (xiii)\\u003c/sup\\u003e x, -1+y, z; \\u003csup\\u003e(xiv)\\u003c/sup\\u003e 1-x, 2-y, 1-z.\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage10.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/473968129ecb0ac189c7fb2a.png\"},{\"id\":108793616,\"identity\":\"9673f6b6-33cc-48ff-89bc-a6b617575555\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":9,\"title\":\"Figure 9\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":495483,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eIntermolecular non-bonding interactions among \\u003cstrong\\u003eBP8\\u003c/strong\\u003e molecules in \\u003cstrong\\u003eBP8.2Lut\\u003c/strong\\u003e crystal. For clarity these are demonstrated in two separate figures. Symmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 1-y, 1-z;\\u003csup\\u003e (iv)\\u003c/sup\\u003e 1-x, 1-y, -z;\\u003csup\\u003e (v)\\u003c/sup\\u003e 1+x, 1+y, -1+z;\\u003csup\\u003e (vi)\\u003c/sup\\u003e x, y, 1+z;\\u0026nbsp;\\u0026nbsp;\\u0026nbsp; \\u003csup\\u003e(vii)\\u003c/sup\\u003e -x, -y, 2-z \\u003csup\\u003e(viii)\\u003c/sup\\u003e 2-x, 1-y,-z; \\u003csup\\u003e(ix)\\u003c/sup\\u003e -1+x, y,1+z\\u0026nbsp;\\u0026nbsp; π3 \\u0026amp; π4 are the centroids of the phenyl rings C14-C19 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage11.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/097f5090386e6d55b71f60e9.png\"},{\"id\":108793620,\"identity\":\"635bdd87-d21d-436f-8e0b-3c37403739df\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":10,\"title\":\"Figure 10\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":1136284,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eIntermolecular non-bonding interactions among \\u003cstrong\\u003eBP8\\u003c/strong\\u003e molecules in \\u003cstrong\\u003eBP8.2EtOAc\\u003c/strong\\u003e crystal. (A) ethyl acetate (guestF) mediated intermolecular interactions (B) interactions among \\u003cstrong\\u003eBP8\\u003c/strong\\u003e solely. \\u0026nbsp;Symmetry code:\\u003csup\\u003e (i)\\u003c/sup\\u003e 1-x, 2-y, 1-z; \\u003csup\\u003e(ii)\\u003c/sup\\u003e -1+x, y, z; \\u003csup\\u003e(iii) \\u003c/sup\\u003ex, 1+y, z;\\u003csup\\u003e (iv)\\u003c/sup\\u003e 1-x, 3-y, 1-z; \\u003csup\\u003e(v)\\u003c/sup\\u003e 1+x, y, z; \\u003csup\\u003e(vi)\\u003c/sup\\u003e 2-x, 2-y, 1-z;\\u003csup\\u003e (vii)\\u003c/sup\\u003e 1-x, 1-y, 1-z; \\u0026nbsp;\\u003csup\\u003e(viii)\\u003c/sup\\u003e x, -1+y, z;\\u003csup\\u003e (ix)\\u003c/sup\\u003e -x, 2-y, 1-z; \\u0026nbsp;\\u003csup\\u003e(x)\\u003c/sup\\u003e 2-x, 3-y, -z; \\u003csup\\u003e(xi)\\u003c/sup\\u003e 1-x, 2-y, -z; \\u003csup\\u003e(xii)\\u003c/sup\\u003e -1+x, -1+y, 1+z \\u0026amp; \\u003csup\\u003e(xiii)\\u003c/sup\\u003e x, y, 1+z;\\u0026nbsp;\\u0026nbsp; π1 is the centroids of the phenyl rings C1-C6.\\u003c/p\\u003e\\n\\u003cp\\u003e\\u0026nbsp;\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage12.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/25db754eb0ebcbd9d5e70dee.png\"},{\"id\":108793619,\"identity\":\"5ee04b47-ade0-481d-abc6-1c15d3589c16\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"png\",\"order_by\":11,\"title\":\"Figure 11\",\"display\":\"\",\"copyAsset\":false,\"role\":\"figure\",\"size\":564075,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003eHirshfeld surfaces (mapped with dnorm) of the \\u003cstrong\\u003eBP8.2Lut\\u003c/strong\\u003e,\\u003cstrong\\u003e BP8.2EtOAc\\u003c/strong\\u003e and \\u003cstrong\\u003eBP8.2DCM\\u003c/strong\\u003e crystals.\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"floatimage13.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/eb3135e510a542f7309971fb.png\"},{\"id\":108807727,\"identity\":\"6c0c684b-f0a6-45de-878a-7af15a61ccf5\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 15:31:23\",\"extension\":\"png\",\"order_by\":1,\"title\":\"\",\"display\":\"\",\"copyAsset\":false,\"role\":\"graphical-abstract\",\"size\":45520,\"visible\":true,\"origin\":\"\",\"legend\":\"Single-crystal X-ray diffraction analysis was employed to investigate the inclusion behavior of []biphenyl-extended pillar[]arene (BP8) in the presence of dichloromethane (DCM), 3,5-lutidine (Lut), and ethyl acetate (EtOAc). In all cases, BP8 forms 2:1 host\\u0026ndash;guest inclusion complexes, namely BP8\\u0026middot;2DCM, BP8\\u0026middot;2Lut, and BP8\\u0026middot;2EtOAc, in which two guest molecules are encapsulated within the macrocyclic cavity. The host framework adopts a slightly distorted hexagonal conformation that remains largely preserved across all three structures, indicating minimal structural perturbation upon guest inclusion. While the overall crystal packing motifs are comparable, notable differences arise in the intermolecular interactions. Specifically, 3,5-lutidine and ethyl acetate engage in additional non-covalent interactions with adjacent macrocycles, whereas dichloromethane is involved primarily in encapsulation without significant external interactions. The resulting supramolecular assemblies were fully characterized using single-crystal X-ray diffraction and Hirshfeld surface analysis.\",\"description\":\"\",\"filename\":\"Onlinefloatimage1.png\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/59729c3b8c9142233a4f5aa8.png\"},{\"id\":109206031,\"identity\":\"5f8bf4ff-2c70-496c-b369-a60041f3b596\",\"added_by\":\"auto\",\"created_at\":\"2026-05-13 15:10:36\",\"extension\":\"pdf\",\"order_by\":0,\"title\":\"\",\"display\":\"\",\"copyAsset\":false,\"role\":\"manuscript-pdf\",\"size\":4551556,\"visible\":true,\"origin\":\"\",\"legend\":\"\",\"description\":\"\",\"filename\":\"manuscript.pdf\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/ec0bbf29-fc83-4b39-84f5-5e31dd530eb1.pdf\"},{\"id\":108793608,\"identity\":\"3a2263e7-333c-44f4-8d0b-b054a99d2d2b\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"docx\",\"order_by\":1,\"title\":\"\",\"display\":\"\",\"copyAsset\":false,\"role\":\"supplement\",\"size\":3349324,\"visible\":true,\"origin\":\"\",\"legend\":\"\",\"description\":\"\",\"filename\":\"SupportinginformationJCCAlazemi20263.docx\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/29324af2d433f5401cb0a26e.docx\"},{\"id\":108793610,\"identity\":\"c5162b37-2424-4aee-a2a6-b18b6365b476\",\"added_by\":\"auto\",\"created_at\":\"2026-05-08 12:58:37\",\"extension\":\"jpg\",\"order_by\":2,\"title\":\"\",\"display\":\"\",\"copyAsset\":false,\"role\":\"supplement\",\"size\":50196,\"visible\":true,\"origin\":\"\",\"legend\":\"\\u003cp\\u003e\\u003cstrong\\u003eScheme 1.\\u003c/strong\\u003e Crystallization of [2]biphenyl-extended pillar[6]arene (\\u003cstrong\\u003eBP8\\u003c/strong\\u003e) from different solvent media: dichloromethane (DCM), ethyl acetate( EtOAc) and 3,5-lutidine (Lut).\\u003c/p\\u003e\",\"description\":\"\",\"filename\":\"Scheme.jpg\",\"url\":\"https://assets-eu.researchsquare.com/files/rs-9225831/v1/617ebb33f75b10bfb815c152.jpg\"}],\"financialInterests\":\"No competing interests reported.\",\"formattedTitle\":\"Single-Crystal X-ray Diffraction Study of 2:1 Inclusion Complexes of [2]Biphenyl- Extended Pillar[6]arene with Dichloromethane, 3,5-Lutidine and Ethyl Acetate\",\"fulltext\":[{\"header\":\"Introduction\",\"content\":\"\\u003cp\\u003eIn recent years, significant attention has been devoted to the development of extended pillararenes, a rapidly expanding subclass of pillararene-based macrocycles [\\u003cspan additionalcitationids=\\\"CR2 CR3 CR4 CR5 CR6\\\" citationid=\\\"CR1\\\" class=\\\"CitationRef\\\"\\u003e1\\u003c/span\\u003e\\u0026ndash;\\u003cspan citationid=\\\"CR7\\\" class=\\\"CitationRef\\\"\\u003e7\\u003c/span\\u003e]. In these systems, additional aromatic or heterocyclic fragments are incorporated into the parent macrocyclic framework, producing hosts with enlarged cavities, altered conformational dynamics, and modified physicochemical properties [\\u003cspan additionalcitationids=\\\"CR9 CR10 CR11 CR12 CR13 CR14 CR15\\\" citationid=\\\"CR8\\\" class=\\\"CitationRef\\\"\\u003e8\\u003c/span\\u003e\\u0026ndash;\\u003cspan citationid=\\\"CR16\\\" class=\\\"CitationRef\\\"\\u003e16\\u003c/span\\u003e]. The expanded cavities of extended pillararenes frequently enhance their ability to accommodate aromatic or alicyclic guest molecules, enabling applications in selective molecular recognition, adsorption, and separation processes involving comparatively larger species. Furthermore, deliberate modification of the pillararene framework can generate new supramolecular assembly modes and electronic or optoelectronic properties that are not accessible in conventional pillararenes [\\u003cspan additionalcitationids=\\\"CR18 CR19 CR20 CR21 CR22 CR23 CR24 CR25\\\" citationid=\\\"CR17\\\" class=\\\"CitationRef\\\"\\u003e17\\u003c/span\\u003e\\u0026ndash;\\u003cspan citationid=\\\"CR26\\\" class=\\\"CitationRef\\\"\\u003e26\\u003c/span\\u003e].\\u003c/p\\u003e \\u003cp\\u003eRecently, we reported the synthesis and structural investigation of a naphthalene-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene, in which two naphthalene units are incorporated into the macrocyclic framework together with four methoxy-substituted phenyl rings, generating an π-extended macrocycle [\\u003cspan citationid=\\\"CR27\\\" class=\\\"CitationRef\\\"\\u003e27\\u003c/span\\u003e]. To examine the influence of crystallization conditions on macrocyclic conformation and supramolecular organization, single crystals of the naphthalene-based extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene (\\u003cb\\u003ePN8\\u003c/b\\u003e) were grown from several solvents, including dichloromethane, N,N-dimethylformamide, toluene, and ethyl acetate. Notably, the resulting crystalline materials displayed pronounced differences in macrocyclic geometry, intermolecular interactions, guest inclusion behavior, solvent orientation, and overall crystal packing. These observations highlight how subtle variations in crystallization environment can direct distinct host\\u0026ndash;guest architectures and supramolecular networks in extended-pillararene systems.\\u003c/p\\u003e \\u003cp\\u003eMotivated by these findings, we sought to further explore how different solvents influence the structural and supramolecular organization of related extended-pillararene macrocycles. Recently, the synthesis, characterization, and crystal structures of [\\u003cspan citationid=\\\"CR2\\\" class=\\\"CitationRef\\\"\\u003e2\\u003c/span\\u003e]biphenyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene containing toluene and xylene as guest molecules were reported [\\u003cspan citationid=\\\"CR28\\\" class=\\\"CitationRef\\\"\\u003e28\\u003c/span\\u003e]. The biphenyl-embedded macrocycle is structurally analogous to our previously reported naphthyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene (\\u003cb\\u003ePN8\\u003c/b\\u003e). Given that the geometry of the macrocyclic cavity and the resulting supramolecular interactions are strongly dependent on the nature of the encapsulated guest molecules, it is of particular interest to investigate how different solvent guests influence the crystal structure and supramolecular behavior of the [\\u003cspan citationid=\\\"CR2\\\" class=\\\"CitationRef\\\"\\u003e2\\u003c/span\\u003e]biphenyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene(\\u003cb\\u003eBP8\\u003c/b\\u003e).\\u003c/p\\u003e \\u003cp\\u003eIn this work, single crystals of \\u003cb\\u003eBP8\\u003c/b\\u003e containing different solvent guests, namely dichloromethane (\\u003cb\\u003eDCM\\u003c/b\\u003e), ethyl acetate (\\u003cb\\u003eEtOAc\\u003c/b\\u003e), and 3,5-lutidine (\\u003cb\\u003eLut\\u003c/b\\u003e), were obtained and analyzed by single-crystal X-ray diffraction. Structural analysis reveals that in each case the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle encapsulates two solvent molecules within its cavity. The crystal structures and supramolecular interactions of the resulting host\\u0026ndash;guest complexes, \\u003cb\\u003eBP8.2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8.2EtOAc\\u003c/b\\u003e, and \\u003cb\\u003eBP8.2Lut\\u003c/b\\u003e, are presented and comparatively discussed to elucidate the influence of guest molecules on the macrocyclic conformation and crystal packing behavior of this extended-pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene system.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e\"},{\"header\":\"Experimental\",\"content\":\"\\u003cp\\u003e \\u003cb\\u003eCrystal growth.\\u003c/b\\u003e [\\u003cspan citationid=\\\"CR2\\\" class=\\\"CitationRef\\\"\\u003e2\\u003c/span\\u003e]biphenyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene(\\u003cb\\u003eBP8\\u003c/b\\u003e) is synthesized according to the reported procedure [\\u003cspan citationid=\\\"CR28\\\" class=\\\"CitationRef\\\"\\u003e28\\u003c/span\\u003e]. Single crystals of \\u003cb\\u003eBP8.2DCM\\u003c/b\\u003e were grown by dissolving \\u003cb\\u003eBP8\\u003c/b\\u003e (10 mg) in dichloromethane (1 mL) and do solvent diffusion using methanol. Single crystals of \\u003cb\\u003eBP8.2Lut\\u003c/b\\u003e systems were grown by slow evaporation of \\u003cb\\u003eBP8\\u003c/b\\u003e (10 mg) from 1.0 mL of chloroform/3,5-lutidine (8:2 v/v). Single crystals of \\u003cb\\u003eBP8.2EtOAc\\u003c/b\\u003e systems were grown by slow evaporation of \\u003cb\\u003eBP8\\u003c/b\\u003e (10 mg) from 1.0 mL of ethyl acetate/n-hexane (1:1 v/v). The resulting crystals were analyzed via single-crystal X-ray diffraction.\\u003c/p\\u003e \\u003cdiv id=\\\"Sec3\\\" class=\\\"Section2\\\"\\u003e \\u003ch2\\u003eInstrumentation and crystal refinement\\u003c/h2\\u003e \\u003cp\\u003eNuclear magnetic resonance (NMR) spectroscopy was done either by Bruker Avance II 600 MHz (Germany) or by Burker DPX 400 MHz (Germany) spectrometers. Electron impact ionization (EI) mass spectrometry was performed using Thermo Scientific DFS High Resolution GC/MS (Germany) mass spectrometer.\\u003c/p\\u003e \\u003cp\\u003eThe single crystal data collection were made on Rigaku Rapid II (Japan) diffractometer by Mo-Kα radiation at room temperature. The crystal data collected were processed by \\u0026lsquo;Crystalclear\\u0026rsquo; software package. The structures were then solved by direct methods using \\u0026lsquo;CrystalStructure\\u0026rsquo; crystallographic software package and the refinement were performed using SHELXL-2019/3 [\\u003cspan citationid=\\\"CR29\\\" class=\\\"CitationRef\\\"\\u003e29\\u003c/span\\u003e]. All non-hydrogen atoms were refined anisotropically and hydrogen atoms were refined using the riding model.\\u003c/p\\u003e \\u003cp\\u003eIn the \\u003cb\\u003eBP8.2DCM\\u003c/b\\u003e, the encapsulated dichloromethane molecule exhibits positional disorder over two sites, which was modeled using PART commands with refined occupancies of 75.0% and 25.0%. The two disorder components were modeled by SAME restraints to maintain chemically reasonable geometries, while SIMU and DELU restraints were applied to control their anisotropic displacement parameters.\\u003c/p\\u003e \\u003cp\\u003eSimilarly, in the \\u003cb\\u003eBP8.2EtOAc\\u003c/b\\u003e structure, the encapsulated ethylacetate molecule is disordered over two positions with nearly equal occupancies of 51.4% and 48.6%. The disorder components were refined using a combination of SAME restraints to ensure comparable geometries, together with DFIX and DANG restraints to maintain chemically reasonable bond lengths and angles. SIMU and DELU restraints were applied to control the anisotropic displacement parameters of the disordered atoms.\\u003c/p\\u003e \\u003cp\\u003eMolecular graphics and intermolecular interaction analyses were carried out using Mercury (version 2024.3.0), while Hirshfeld surface analysis was performed with CrystalExplorer 21.5 [\\u003cspan citationid=\\\"CR30\\\" class=\\\"CitationRef\\\"\\u003e30\\u003c/span\\u003e, \\u003cspan citationid=\\\"CR31\\\" class=\\\"CitationRef\\\"\\u003e31\\u003c/span\\u003e]. Only the major components of the disordered fragments were considered for evaluating non-bonded interactions and for generating molecular graphics. The cavity width was determined by measuring the distance between two opposite inner edges of the macrocyclic framework, whereas the cavity height was measured as the distance between the planes formed by the oxygen atoms at the upper and lower rims of the macrocycle.The crystallographic data for the structures reported in this paper has been deposited at the Cambridge Crystallographic Data Centre (CCDC 2540382\\u0026ndash;2540384).\\u003c/p\\u003e \\u003c/div\\u003e\"},{\"header\":\"Results and Discussion\",\"content\":\"\\u003cdiv id=\\\"Sec5\\\" class=\\\"Section2\\\"\\u003e \\u003ch2\\u003eStructural details of BP8 macrocycle in BP8.2DCM, BP8.2Lut and BP8.2EtOAc systems\\u003c/h2\\u003e \\u003cp\\u003eThe incorporation of biphenyl units into the pillararene framework markedly expands the structural and functional scope of these macrocycles. In contrast to conventional pillar[\\u003cspan citationid=\\\"CR5\\\" class=\\\"CitationRef\\\"\\u003e5\\u003c/span\\u003e]arenes, the [\\u003cspan citationid=\\\"CR2\\\" class=\\\"CitationRef\\\"\\u003e2\\u003c/span\\u003e]biphenyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene(\\u003cb\\u003eBP8\\u003c/b\\u003e) adopts a hexagonal geometry with an enlarged cavity capable of accommodating multiple guest molecules. The increased π-surface provided by the biphenyl moieties strengthens multiple host\\u0026ndash;guest interactions and promotes the formation of well-organized supramolecular assemblies in the solid state.\\u003c/p\\u003e \\u003cp\\u003eTo investigate the influence of crystallization solvents, single crystals of \\u003cb\\u003eBP8\\u003c/b\\u003e suitable for X-ray diffraction analysis were grown from dichloromethane (\\u003cb\\u003eDCM\\u003c/b\\u003e), 3,5-lutidine (\\u003cb\\u003eLut\\u003c/b\\u003e), and ethyl acetate (\\u003cb\\u003eEtOAc\\u003c/b\\u003e) containing solutions. The resulting crystal structures, depicted in Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig1\\\" class=\\\"InternalRef\\\"\\u003e1\\u003c/span\\u003e\\u0026ndash;\\u003cspan refid=\\\"Fig3\\\" class=\\\"InternalRef\\\"\\u003e3\\u003c/span\\u003e, show that in all cases the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle encapsulates two solvent molecules within its cavity, forming host\\u0026ndash;guest complexes (\\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e). In each structure, the asymmetric unit contains only half of the molecular assembly due to symmetry, and the complete structure is generated through appropriate symmetry operations. Thermal ellipsoid representations of all these crystal structures are provided in the Supporting Information (\\u003cb\\u003eFig. \\u003cspan refid=\\\"MOESM1\\\" class=\\\"InternalRef\\\"\\u003eS1\\u003c/span\\u003e-S3\\u003c/b\\u003e) and their corresponding crystallographic data are summarized in \\u003cb\\u003eTables S1\\u003c/b\\u003e (Supporting information).\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003eThe macrocyclic framework in the \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e crystals adopts a similar slightly distorted hexagonal geometry, indicating that the overall conformation of the \\u003cb\\u003eBP8\\u003c/b\\u003e host is largely preserved irrespective of the included solvent molecule. The cavity width and height remain nearly constant across the three structures, while the vertex-to-vertex distance of the hexagonal cavity shows a gradual increase from the DCM to the EtOAc solvate (13.82 \\u0026Aring; for \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e; 15.71 \\u0026Aring; for \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e; 16.03 \\u0026Aring; for \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e), reflecting a modest expansion of the macrocycle in response to different guest environments. In all three crystals, the biphenyl fragments are oriented nearly parallel to the mean molecular plane and display a characteristic inward\\u0026ndash;outward arrangement of the two phenyl rings relative to the macrocyclic cavity. One phenyl ring consistently tilts inward toward the cavity while the other is directed outward, and their symmetry-related counterparts adopt the reverse orientation. Although this conformational motif is conserved across the three structures, the extent of inward inclination of the biphenyl ring increases slightly from the \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e to \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e (15.8\\u0026deg; for \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e; 16.0\\u0026deg; for \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e; 18.8\\u0026deg; for \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e), indicating a degree of conformational flexibility that allows the macrocycle to accommodate different solvent molecules within the crystal lattice. The dimethoxyphenyl rings in all three systems are oriented nearly perpendicular to the mean molecular plane, maintaining a similar spatial arrangement in each crystal. Nevertheless, the lutidine-encapsulated macrocycle exhibits a somewhat larger deviation from the other two systems, which may be attributed to the relatively larger aromatic framework of the guest molecule. The dihedral angle between the two phenyl rings of the biphenyl unit varies only slightly among the structures, indicating that the biphenyl linkage retains a similar degree of twist regardless of the included guest. Similarly, the dihedral relationships between the dimethoxyphenyl rings and the adjacent biphenyl fragments remain close to orthogonal in all three crystals.\\u003c/p\\u003e \\u003cp\\u003eA detailed comparison of the relevant geometric parameters for the three solvates is summarized in Table\\u0026nbsp;\\u003cspan refid=\\\"Tab1\\\" class=\\\"InternalRef\\\"\\u003e1\\u003c/span\\u003e. Overall, these results demonstrate that the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle maintains its distorted hexagonal conformation in the \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e crystals, while accommodating different solvent molecules through only minor adjustments in cavity dimensions and aromatic ring orientations. This behaviour contrasts with that observed for the structurally related naphthalene-embedded extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene previously reported by us, which exhibited pronounced variations in macrocyclic geometry upon encapsulation of different solvent molecules [\\u003cspan citationid=\\\"CR27\\\" class=\\\"CitationRef\\\"\\u003e27\\u003c/span\\u003e]. The structural persistence of the hexagonal \\u003cb\\u003eBP8\\u003c/b\\u003e framework in response to changes in the guest environment is therefore significant for potential applications of such supramolecular systems in size/shape selective molecular recognition, molecular sieving and separation or targeted drug delivery, where a stable host framework is essential.\\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab1\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 1\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eComparison of selected geometric parameters for \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e crystals\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"4\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"char\\\" char=\\\".\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"char\\\" char=\\\".\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"char\\\" char=\\\".\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eParameter\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003eBP8\\u0026middot;2DCM\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003eBP8\\u0026middot;2Lut\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003eBP8\\u0026middot;2EtOAc\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eAverage cavity width (\\u0026Aring;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e10.01\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e10.23\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e10.07\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eCavity height (\\u0026Aring;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e4.67\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e4.65\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e4.70\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eMax. vertex\\u0026ndash;vertex distance of hexagon (\\u0026Aring;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e13.82\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e15.71\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e16.03\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eDistance between opposite biphenyl units (\\u0026Aring;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e9.79\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e10.20\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e9.07\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eDistance between opposite dimethoxyphenyl rings (\\u0026Aring;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e12.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e12.75\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e12.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eInward tilt of biphenyl rings\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e15.8 \\u0026amp; 26.1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e18.8 \\u0026amp; 27.8\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e16.0 \\u0026amp; 26.3\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eOutward orientation of biphenyl rings (\\u0026deg;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e164.2 \\u0026amp; 153.9\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e161.2 \\u0026amp;152.2\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e164.0 \\u0026amp; 153.7\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eDihedral angle between biphenyl rings (\\u0026deg;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e41.8\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e46.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e42.3\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eInward dimethoxyphenyl orientations (\\u0026deg;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e86.4 \\u0026amp; 89.5\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e77.7 \\u0026amp; 86.7\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e84.4 \\u0026amp; 89.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eOutward dimethoxyphenyl orientations (\\u0026deg;)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c2\\\"\\u003e \\u003cp\\u003e93.6 \\u0026amp; 90.5\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c3\\\"\\u003e \\u003cp\\u003e102.3 \\u0026amp; 91.3\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"char\\\" char=\\\".\\\" colname=\\\"c4\\\"\\u003e \\u003cp\\u003e95.6. \\u0026amp; 90.6\\u003c/p\\u003e \\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eAngles represent dihedral angles between the least-squares planes of the corresponding aromatic rings.\\u003c/p\\u003e \\u003c/div\\u003e\\n\\u003ch3\\u003eHost-guest interactions in BP8.2DCM, BP8.2Lut and BP8.2EtOAc systems\\u003c/h3\\u003e\\n\\u003cp\\u003eThe influence of the size and shape of the solvent molecules on the nature of the \\u003cb\\u003eBP8\\u003c/b\\u003e-based host-guest systems and their consequent propagation into supramolecular self-assembly requires detailed investigation. As mentioned before, the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle encapsulates two solvent molecules within its cavity, forming host\\u0026ndash;guest complexes (\\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e). Notably, no additional solvent molecules are co-crystallized within the lattice as space-filling agents. In both \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e systems, the solvent guests are stabilized by multiple C\\u0026ndash;H⋯O and C\\u0026ndash;H⋯π interactions within the macrocycle, where as in \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e system, multiple C-H\\u0026hellip;Cl interactions too are present as demonstrated in \\u003cb\\u003eFig-4-6\\u003c/b\\u003e. The quantitative data of these host-guest nonobonding interactions are provided in Table\\u0026nbsp;\\u003cspan refid=\\\"Tab2\\\" class=\\\"InternalRef\\\"\\u003e2\\u003c/span\\u003e\\u003cb\\u003e-Table\\u0026nbsp;4\\u003c/b\\u003e.\\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab2\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 2\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eHost-guest interactions between \\u003cb\\u003eBP8\\u003c/b\\u003e host and dichloromethane guest in \\u003cb\\u003eBP8.2DCM\\u003c/b\\u003e crystals ( \\u0026Aring;, \\u003csup\\u003eo\\u003c/sup\\u003e).\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"10\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c5\\\" colnum=\\\"5\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c6\\\" colnum=\\\"6\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c7\\\" colnum=\\\"7\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c8\\\" colnum=\\\"8\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c9\\\" colnum=\\\"9\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c10\\\" colnum=\\\"10\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c2\\\" namest=\\\"c1\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c4\\\" namest=\\\"c3\\\"\\u003e \\u003cp\\u003eA-B\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c6\\\" namest=\\\"c5\\\"\\u003e \\u003cp\\u003eB⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c8\\\" namest=\\\"c7\\\"\\u003e \\u003cp\\u003eA⋯.C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c10\\\" namest=\\\"c9\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC32A-H32A⋯π1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.97\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.800\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.747\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e165.55\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC32B-H32B ⋯ π4\\u003csup\\u003ei\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.97\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.672\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.608\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e162.33\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC12-H12 ⋯Cl1A\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.556\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.094(6)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e119.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC15\\u003csup\\u003ei\\u003c/sup\\u003e-H15\\u003csup\\u003ei\\u003c/sup\\u003e⋯Cl1A\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.530\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.055(8)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e118.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eSymmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 2-y, 1-z; π1 \\u0026amp; π4 are the centroids of the phenyl rings C1-C6 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab3\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 3\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eHost-guest interactions between \\u003cb\\u003eBP8\\u003c/b\\u003e host and Lutidene guest in \\u003cb\\u003eBP8.2Lut\\u003c/b\\u003e crystals ( \\u0026Aring;, \\u003csup\\u003eo\\u003c/sup\\u003e).\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"10\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c5\\\" colnum=\\\"5\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c6\\\" colnum=\\\"6\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c7\\\" colnum=\\\"7\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c8\\\" colnum=\\\"8\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c9\\\" colnum=\\\"9\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c10\\\" colnum=\\\"10\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c2\\\" namest=\\\"c1\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c4\\\" namest=\\\"c3\\\"\\u003e \\u003cp\\u003eA-B\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c6\\\" namest=\\\"c5\\\"\\u003e \\u003cp\\u003eB⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c8\\\" namest=\\\"c7\\\"\\u003e \\u003cp\\u003eA⋯.C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c10\\\" namest=\\\"c9\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC32-H32 ⋯ π2\\u003csup\\u003ei\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e4.097\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.894\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e143.56\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC34-H34⋯ π4\\u003csup\\u003ei\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.511\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.338\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e146.81\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC34-H34⋯ O3\\u003csup\\u003ei\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.018\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.912(4)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e157.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC36-H36⋯ O4\\u003csup\\u003eiii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.631\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.520(8)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e156.1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC37-H37A⋯ π1\\u003csup\\u003ei\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.112\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.059\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e163.05\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC38-H38C⋯ π3\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.345\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.152\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e140.90\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC28\\u003csup\\u003eii\\u003c/sup\\u003e-H28A\\u003csup\\u003eii\\u003c/sup\\u003e⋯ π\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.512\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.485\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e171.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC28\\u003csup\\u003eii\\u003c/sup\\u003e-H28A\\u003csup\\u003eii\\u003c/sup\\u003e⋯ N1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.917\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.87(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e165.6\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC29\\u003csup\\u003eiii\\u003c/sup\\u003e-H29A\\u003csup\\u003eiii\\u003c/sup\\u003e ⋯ N1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.97\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.174\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.734(6)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e117.9\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eSymmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1\\u0026thinsp;+\\u0026thinsp;x, 1\\u0026thinsp;+\\u0026thinsp;y, -1\\u0026thinsp;+\\u0026thinsp;z; \\u003csup\\u003e(ii)\\u003c/sup\\u003e x, 1\\u0026thinsp;+\\u0026thinsp;y, z; \\u003csup\\u003e(iii)\\u003c/sup\\u003e -x, 1-y, 1-z; π-π4 are the centroids of the phenyl rings N1,C32-C36, C1-C6, C8-C13, C14-C19 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab4\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 4\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eHost-guest interactions between \\u003cb\\u003eBP8\\u003c/b\\u003e host and ethyl acetate guest in \\u003cb\\u003eBP8.2EtOAc\\u003c/b\\u003e crystals ( \\u0026Aring;, \\u003csup\\u003eo\\u003c/sup\\u003e).\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"10\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c5\\\" colnum=\\\"5\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c6\\\" colnum=\\\"6\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c7\\\" colnum=\\\"7\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c8\\\" colnum=\\\"8\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c9\\\" colnum=\\\"9\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c10\\\" colnum=\\\"10\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c2\\\" namest=\\\"c1\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c4\\\" namest=\\\"c3\\\"\\u003e \\u003cp\\u003eA-B\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c6\\\" namest=\\\"c5\\\"\\u003e \\u003cp\\u003eB⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c8\\\" namest=\\\"c7\\\"\\u003e \\u003cp\\u003eA⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c10\\\" namest=\\\"c9\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC32A-H32A ⋯ π2\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.483\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.172\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e130.55\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC32A-H32B⋯ O1\\u003csup\\u003eii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.682\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.51(2)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e144\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC29-H29B⋯ O5A\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.854\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.74(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e154.2\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC30\\u003csup\\u003ei\\u003c/sup\\u003e-H30C\\u003csup\\u003ei\\u003c/sup\\u003e⋯ O5A\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.90\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.66(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e137.0\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC22\\u003csup\\u003eiii\\u003c/sup\\u003e-H22\\u003csup\\u003eiii\\u003c/sup\\u003e⋯ O5A\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.65\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.51(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e154.6\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC9-H9⋯O6A\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.055\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.36(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e101.2\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC34A-H34A⋯ π1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.97\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.190\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.888\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e130.27\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC35A-H35A⋯ π4\\u003csup\\u003ei\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.152\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.912\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e137.35\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC35A-H35C⋯ π1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.307\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.908\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e122.51\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eSymmetry code: \\u003csup\\u003e(i)\\u003c/sup\\u003e 1-x, 2-y, 1-z; \\u003csup\\u003e(ii)\\u003c/sup\\u003e -1\\u0026thinsp;+\\u0026thinsp;x, y, z; \\u003csup\\u003e(iii)\\u003c/sup\\u003e x, 1\\u0026thinsp;+\\u0026thinsp;y, z; π1, π2 and π4 are the centroids of the phenyl rings C1-C6, C8-C13 and C21-C26 respectively.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003eThe Guest (solvent) - host interactions depicted in in Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig4\\\" class=\\\"InternalRef\\\"\\u003e4\\u003c/span\\u003e to Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig6\\\" class=\\\"InternalRef\\\"\\u003e6\\u003c/span\\u003e demonstrate only for one encapsulated guest. The other symmetry equivalent guest molecule occupied in the same macrocycle also engaged in the same type and number of non-bonding interactions in the system. The multiple host\\u0026ndash;guest interactions within the cavity of the \\u003cb\\u003eBP8\\u003c/b\\u003e molecule impart enhanced stability to the system, which likely accounts for the pronounced resistance of these crystals\\u0026mdash;particularly \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e\\u0026mdash;toward X-ray exposure during room-temperature data collection.\\u003c/p\\u003e\\n\\u003ch3\\u003eIntermolecular non-bonding interactions\\u003c/h3\\u003e\\n\\u003cp\\u003eThe [\\u003cspan citationid=\\\"CR2\\\" class=\\\"CitationRef\\\"\\u003e2\\u003c/span\\u003e]biphenyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene systems (\\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e) discussed in this study exhibit a variety of intermolecular non-covalent interactions within their crystal networks. These non-bonding interactions - occurring at distances shorter than typical van der Waals contacts \\u0026ndash; also play a crucial role in stabilizing the crystal structures. The interactions between each pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene systems and their immediate neighboring molecules are illustrated in Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig7\\\" class=\\\"InternalRef\\\"\\u003e7\\u003c/span\\u003e\\u0026ndash;\\u003cspan refid=\\\"Fig10\\\" class=\\\"InternalRef\\\"\\u003e10\\u003c/span\\u003e.\\u003c/p\\u003e \\u003cp\\u003eThe intermolecular non-covalent interactions in the \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e crystal are illustrated in Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig7\\\" class=\\\"InternalRef\\\"\\u003e7\\u003c/span\\u003e, with corresponding quantitative details provided in Table\\u0026nbsp;\\u003cspan refid=\\\"Tab5\\\" class=\\\"InternalRef\\\"\\u003e5\\u003c/span\\u003e. These interactions mainly comprise C\\u0026ndash;H⋯π and C\\u0026ndash;H⋯O contacts, through which each \\u003cb\\u003eBP8\\u003c/b\\u003e molecule interacts with eight symmetry-equivalent pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene units in the crystal lattice. The interactions are complementary in nature, such that each interaction between a pair of neighboring macrocycles is reciprocated by the same type of contact. Overall, eight such complementary interactions stabilize the supramolecular network. Both biphenyl moieties of the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle participate in these contacts through their π cloud. Notably, the encapsulated dichloromethane molecules do not contribute to intermolecular interactions and instead serve only to occupy the cavity, stabilizing the host framework through host\\u0026ndash;guest interactions.\\u003c/p\\u003e \\u003cp\\u003eIn the \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e crystal, the intermolecular interactions are depicted in Figs.\\u0026nbsp;\\u003cspan refid=\\\"Fig8\\\" class=\\\"InternalRef\\\"\\u003e8\\u003c/span\\u003e and Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig9\\\" class=\\\"InternalRef\\\"\\u003e9\\u003c/span\\u003e, with quantitative parameters summarized in Table\\u0026nbsp;\\u003cspan refid=\\\"Tab6\\\" class=\\\"InternalRef\\\"\\u003e6\\u003c/span\\u003e. In contrast to the DCM system, the 3,5-lutidine guest molecules in this inclusion complex play an active role in the intermolecular network, participating in C\\u0026ndash;H⋯π, C\\u0026ndash;H⋯O, and C\\u0026ndash;H⋯N interactions. Each \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle interacts with four 3,5-lutidine molecules located in neighboring host cavities, while each 3,5-lutidine molecule bridges with two \\u003cb\\u003eBP8\\u003c/b\\u003e molecules. In addition to these solvent-mediated interactions, each \\u003cb\\u003eBP8\\u003c/b\\u003e molecule forms direct contacts with six neighboring macrocycles via complementary C\\u0026ndash;H⋯π and C\\u0026ndash;H⋯O interactions. Interestingly, only one biphenyl moiety of the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle is involved in these direct intermolecular contacts (π⋯H-C type), in contrast to \\u003cb\\u003ethe BP8\\u0026middot;2DCM\\u003c/b\\u003e structure where both biphenyl units participate.\\u003c/p\\u003e \\u003cp\\u003eSimilarly, in the \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e crystal, the ethyl acetate guest molecules significantly contribute to the intermolecular interaction network. As shown in Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig10\\\" class=\\\"InternalRef\\\"\\u003e10\\u003c/span\\u003e and Table\\u0026nbsp;\\u003cspan refid=\\\"Tab7\\\" class=\\\"InternalRef\\\"\\u003e7\\u003c/span\\u003e, the solvent molecules engage in C\\u0026ndash;H⋯π and C\\u0026ndash;H⋯O interactions. Each \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle interacts with four ethyl acetate molecules associated with neighboring hosts, while each guest molecule connects two symmetry-equivalent \\u003cb\\u003eBP8\\u003c/b\\u003e molecules. These solvent-mediated interactions closely resemble those observed in the \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e system. Additionally, direct \\u003cb\\u003eBP8\\u0026ndash;BP8\\u003c/b\\u003e interactions are present and are complementary in nature; however, each macrocycle interacts with only four neighboring pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arenes through C\\u0026ndash;H⋯π and C\\u0026ndash;H⋯O contacts, fewer than in the \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e crystal. Notably, no biphenyl π-cloud are involved in intermolecular interactions shorter than the van der Waals distance in this structure.\\u003c/p\\u003e \\u003cp\\u003eA comparison of the three crystal systems reveals distinct roles of the guest molecules in governing the supramolecular architecture. In \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, the guest molecules are passive and do not participate in intermolecular interactions, with stabilization arising solely from \\u003cb\\u003eBP8\\u0026ndash;BP8\\u003c/b\\u003e contacts involving both biphenyl π-clouds. In contrast, in \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e, the guest molecules actively mediate the supramolecular assembly by bridging neighboring macrocycles through multiple non-covalent interactions. The \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e system exhibits the highest number of direct \\u003cb\\u003eBP8\\u0026ndash;BP8\\u003c/b\\u003e interactions and partial involvement of biphenyl moieties, whereas \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e shows fewer direct host\\u0026ndash;host contacts and no participation of biphenyl π-clouds. Overall, the nature and extent of intermolecular interactions are strongly influenced by the identity of the encapsulated solvent, which modulates both host\\u0026ndash;guest and host\\u0026ndash;host interactions within the crystal lattice.\\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab5\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 5\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eIntermolecular non-bonding interactions (shorter than the sum of van der Walls radii) in the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycles in \\u003cb\\u003eBP8.2DCM\\u003c/b\\u003e crystals ( \\u0026Aring;, \\u003csup\\u003eo\\u003c/sup\\u003e).\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"10\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c5\\\" colnum=\\\"5\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c6\\\" colnum=\\\"6\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c7\\\" colnum=\\\"7\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c8\\\" colnum=\\\"8\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c9\\\" colnum=\\\"9\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c10\\\" colnum=\\\"10\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c2\\\" namest=\\\"c1\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c4\\\" namest=\\\"c3\\\"\\u003e \\u003cp\\u003eA-B\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c6\\\" namest=\\\"c5\\\"\\u003e \\u003cp\\u003eB⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c8\\\" namest=\\\"c7\\\"\\u003e \\u003cp\\u003eA⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c10\\\" namest=\\\"c9\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC18-H18⋯ O2\\u003csup\\u003eii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.613\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.518\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e164.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC28-H28B⋯π2\\u003csup\\u003eiii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.656\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.492\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e145.67\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC29-H29B⋯π3\\u003csup\\u003ex\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.73\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.652\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e161.80\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC31-H31C⋯π4\\u003csup\\u003eviii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.909\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.760\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e148.26\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eSymmetry code: \\u003csup\\u003e(ii)\\u003c/sup\\u003e 1-x, 2-y, -z; \\u003csup\\u003e(iii)\\u003c/sup\\u003e 1-x, 1-y, 1-z; \\u003csup\\u003e(viii)\\u003c/sup\\u003e 2-x, 3-y, -z \\u0026amp; \\u003csup\\u003e(x)\\u003c/sup\\u003e -1\\u0026thinsp;+\\u0026thinsp;x, y, z π2, π3 \\u0026amp; π4 are the centroids of the phenyl rings C8-C13, C14-C19 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab6\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 6\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eIntermolecular non-bonding interactions (shorter than the sum of van der Walls radii) in the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycles in \\u003cb\\u003eBP8.2Lut\\u003c/b\\u003e crystals ( \\u0026Aring;, \\u003csup\\u003eo\\u003c/sup\\u003e).\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"10\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c5\\\" colnum=\\\"5\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c6\\\" colnum=\\\"6\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c7\\\" colnum=\\\"7\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c8\\\" colnum=\\\"8\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c9\\\" colnum=\\\"9\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c10\\\" colnum=\\\"10\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c2\\\" namest=\\\"c1\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c4\\\" namest=\\\"c3\\\"\\u003e \\u003cp\\u003eA-B\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c6\\\" namest=\\\"c5\\\"\\u003e \\u003cp\\u003eB⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c8\\\" namest=\\\"c7\\\"\\u003e \\u003cp\\u003eA⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c10\\\" namest=\\\"c9\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC18-H18⋯ O2\\u003csup\\u003eiv\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.651\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.591(4)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e170.1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC20-H20A⋯π3\\u003csup\\u003eviii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.99\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.776\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.754\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e169.71\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC30-H30C⋯π4\\u003csup\\u003evii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.652\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.518\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e147.57\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC36-H36⋯ O4\\u003csup\\u003eiii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.95\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.631\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.520(8)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e156.1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC28-H28A⋯ π\\u003csup\\u003exiii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.512\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e4.485\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e171.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC28-H28A⋯ N1\\u003csup\\u003exiii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.98\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.917\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.87(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e165.6\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC29-H29A ⋯ N1\\u003csup\\u003exii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.97\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e3.174\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.734(6)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e117.9\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eSymmetry code: \\u003csup\\u003e(iv)\\u003c/sup\\u003e 1-x, 1-y, -z; \\u003csup\\u003e(vii)\\u003c/sup\\u003e -x, -y, 2-z \\u003csup\\u003e(viii)\\u003c/sup\\u003e 2-x, 1-y, -z; ; \\u003csup\\u003e(xii)\\u003c/sup\\u003e -x, 1-y, 1-z; \\u003csup\\u003e(xiii)\\u003c/sup\\u003e x, -1\\u0026thinsp;+\\u0026thinsp;y, z; π3 \\u0026amp; π4 are the centroids of the phenyl rings C14-C19 \\u0026amp; C21-C26 respectively.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003e \\u003cdiv class=\\\"gridtable\\\"\\u003e\\u003ctable float=\\\"Yes\\\" id=\\\"Tab7\\\" border=\\\"1\\\"\\u003e \\u003ccaption language=\\\"En\\\"\\u003e \\u003cdiv class=\\\"CaptionNumber\\\"\\u003eTable 7\\u003c/div\\u003e \\u003cdiv class=\\\"CaptionContent\\\"\\u003e \\u003cp\\u003eIntermolecular non-bonding interactions (shorter than the sum of van der Walls radii) in the \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycles in \\u003cb\\u003eBP8.2EtOAc\\u003c/b\\u003e crystals ( \\u0026Aring;, \\u003csup\\u003eo\\u003c/sup\\u003e).\\u003c/p\\u003e \\u003c/div\\u003e \\u003c/caption\\u003e \\u003ccolgroup cols=\\\"10\\\"\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c1\\\" colnum=\\\"1\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c2\\\" colnum=\\\"2\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c3\\\" colnum=\\\"3\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c4\\\" colnum=\\\"4\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c5\\\" colnum=\\\"5\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c6\\\" colnum=\\\"6\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c7\\\" colnum=\\\"7\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c8\\\" colnum=\\\"8\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c9\\\" colnum=\\\"9\\\"\\u003e\\u003c/div\\u003e \\u003cdiv align=\\\"left\\\" class=\\\"colspec\\\" colname=\\\"c10\\\" colnum=\\\"10\\\"\\u003e\\u003c/div\\u003e \\u003cthead\\u003e \\u003ctr\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c2\\\" namest=\\\"c1\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c4\\\" namest=\\\"c3\\\"\\u003e \\u003cp\\u003eA-B\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c6\\\" namest=\\\"c5\\\"\\u003e \\u003cp\\u003eB⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c8\\\" namest=\\\"c7\\\"\\u003e \\u003cp\\u003eA⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003cth align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c10\\\" namest=\\\"c9\\\"\\u003e \\u003cp\\u003eA-B⋯C\\u003c/p\\u003e \\u003c/th\\u003e \\u003c/tr\\u003e \\u003c/thead\\u003e \\u003ctbody\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC13-H13⋯ O4\\u003csup\\u003exi\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.598\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.505(3)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e165.1\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC29-H29A⋯π1\\u003csup\\u003ex\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.823\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.686\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e150.01\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC20-H20B⋯ O5A\\u003csup\\u003eviii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.97\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.70\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.52(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e143.4\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC22-H22⋯ O5A\\u003csup\\u003eviii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.93\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.68\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.52(1)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e152.0\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003ctr\\u003e \\u003ctd align=\\\"left\\\" colname=\\\"c1\\\"\\u003e \\u003cp\\u003eC32A-H32B⋯ O1\\u003csup\\u003eii\\u003c/sup\\u003e\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c3\\\" namest=\\\"c2\\\"\\u003e \\u003cp\\u003e0.96\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c5\\\" namest=\\\"c4\\\"\\u003e \\u003cp\\u003e2.682\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c7\\\" namest=\\\"c6\\\"\\u003e \\u003cp\\u003e3.51(2)\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"2\\\" nameend=\\\"c9\\\" namest=\\\"c8\\\"\\u003e \\u003cp\\u003e144\\u003c/p\\u003e \\u003c/td\\u003e \\u003ctd align=\\\"left\\\" colspan=\\\"1\\\" nameend=\\\"c10\\\" namest=\\\"c10\\\"\\u003e\\u0026nbsp;\\u003c/td\\u003e \\u003c/tr\\u003e \\u003c/tbody\\u003e \\u003c/colgroup\\u003e \\u003c/table\\u003e\\u003c/div\\u003e \\u003c/p\\u003e \\u003cp\\u003eSymmetry code: \\u003csup\\u003e(ii)\\u003c/sup\\u003e -1\\u0026thinsp;+\\u0026thinsp;x, y, z ; \\u003csup\\u003e(viii)\\u003c/sup\\u003e x, -1\\u0026thinsp;+\\u0026thinsp;y, z; \\u003csup\\u003e(x)\\u003c/sup\\u003e 2-x, 3-y, -z \\u0026amp; \\u003csup\\u003e(xi)\\u003c/sup\\u003e 1-x, 2-y, -z; π1 is the centroids of the phenyl rings C1-C6.\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003cp\\u003eThe crystal packing of all \\u003cb\\u003eBP8.2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8.2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8.2EtOAc\\u003c/b\\u003e exhibits a layered arrangement of \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycles, where the molecules are organized in a parallel, offset (slipped) fashion across the lattice. Each macrocycle maintains its structural integrity and adopts a consistent orientation, leading to a highly ordered two-dimensional sheet-like architecture (\\u003cb\\u003eFig. S4 - Fig. S6\\u003c/b\\u003e; supporting information). As discussed above the intermolecular interactions through C\\u0026ndash;H⋯π, C\\u0026ndash;H⋯O and C\\u0026ndash;H⋯N stabilizing this arrangement. These interactions collectively promote a close-packed, brick-wall-like motif, where adjacent molecules are slightly shifted rather than perfectly stacked, reducing steric hindrance and optimizing intermolecular contacts.\\u003c/p\\u003e \\u003cdiv id=\\\"Sec8\\\" class=\\\"Section2\\\"\\u003e \\u003ch2\\u003eHirshfeld surface analysis structures\\u003c/h2\\u003e \\u003cp\\u003eThe non-covalent interactions present in the \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e crystals were further investigated using Hirshfeld surface (HS) analysis [\\u003cspan citationid=\\\"CR30\\\" class=\\\"CitationRef\\\"\\u003e30\\u003c/span\\u003e\\u0026ndash;\\u003cspan citationid=\\\"CR31\\\" class=\\\"CitationRef\\\"\\u003e31\\u003c/span\\u003e]. The intermolecular interactions in these systems are visualized through the three-dimensional \\u003cem\\u003ed\\u003c/em\\u003e\\u003csub\\u003e\\u003cem\\u003enorm\\u003c/em\\u003e\\u003c/sub\\u003e surfaces, as shown in Fig.\\u0026nbsp;\\u003cspan refid=\\\"Fig11\\\" class=\\\"InternalRef\\\"\\u003e11\\u003c/span\\u003e. In all cases, the surfaces are predominantly blue, indicating that most intermolecular contacts are longer than the sum of the van der Waals radii. Nevertheless, the cavity and rim regions display whitish areas with occasional red spots, reflecting the presence of multiple non-bonding interactions such as C\\u0026ndash;H⋯π, C\\u0026ndash;H⋯O, and C\\u0026ndash;H⋯N contacts. Notably, in the \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e crystal, the pronounced white regions around the biphenyl units suggest that both biphenyl π-surfaces are actively involved in intermolecular interactions, distinguishing it from the other two systems. To quantitatively assess these interactions, two-dimensional fingerprint plots were derived from the HS data. These plots reveal that the dominant contributions in \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e arise from H⋯H (56.5%), C⋯H (23.7%), O⋯H (6.3%), Cl⋯H (10.7%), and C⋯C (2.2%) contacts. In \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e the contribution is mainly governed by H⋯H (62.8%), C⋯H (26.7%), O⋯H (7.0%), N⋯H (1.6%), and C⋯C (1.6%) interactions, while \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e shows contributions from H⋯H (61.8%), C⋯H (24.8%), O⋯H (11.0%), and C⋯C (2.0%) contacts. Overall, these fingerprint plots provide a quantitative understanding of the nature and relative contributions of intermolecular interactions in each crystal structure\\u003c/p\\u003e \\u003cp\\u003e \\u003c/p\\u003e \\u003c/div\\u003e\"},{\"header\":\"Conclusion\",\"content\":\"\\u003cp\\u003eIn conclusion, [\\u003cspan citationid=\\\"CR2\\\" class=\\\"CitationRef\\\"\\u003e2\\u003c/span\\u003e]biphenyl-extended pillar[\\u003cspan citationid=\\\"CR6\\\" class=\\\"CitationRef\\\"\\u003e6\\u003c/span\\u003e]arene(BP8) demonstrates consistent host\\u0026ndash;guest behavior upon crystallization with dichloromethane, 3,5-lutidine, and ethyl acetate, forming \\u003cb\\u003eBP8\\u0026middot;2DCM\\u003c/b\\u003e, \\u003cb\\u003eBP8\\u0026middot;2Lut\\u003c/b\\u003e, and \\u003cb\\u003eBP8\\u0026middot;2EtOAc\\u003c/b\\u003e inclusion complexes with two encapsulated guests in each case. The \\u003cb\\u003eBP8\\u003c/b\\u003e macrocycle retains its distorted hexagonal geometry across in these inclusion complexes, indicating a high degree of structural robustness with only minor adjustments to accommodate different guests. While the overall supramolecular packing remains similar, the nature of intermolecular interactions varies moderately, with 3,5-lutidine and ethyl acetate engaging in additional non-covalent interactions beyond their macrocyclic host. These findings highlight the robustness of the \\u003cb\\u003eBP8\\u003c/b\\u003e framework, underscoring its potential significance in applications requiring stable and resilient host architectures, as well as the role of guest molecules in modulating supramolecular interactions. Investigations on related host\\u0026ndash;guest systems involving similar extended pillararenes are currently underway in our laboratory.\\u003c/p\\u003e\"},{\"header\":\"Declarations\",\"content\":\"\\u003ch2\\u003eFunding:\\u003c/h2\\u003e \\u003cp\\u003eThis work was supported by Foundation for the Advancement of Science (KFAS) [Grant No. PN23-14SC-2096]. Additional support were provided by College Graduate Studies and the Research Sector Projects Unit (RSPU) at Kuwait University [Grant Nos. GS01/01, GS01/03, and GS03/08].\\u003c/p\\u003e\\u003ch2\\u003eAuthor Contribution\\u003c/h2\\u003e\\u003cp\\u003eAll authors contributed equally to this work. The manuscript was written through contributions of all authors. All authors have given approval to the final version of the manuscript.\\u003c/p\\u003e\\u003ch2\\u003eAcknowledgements\\u003c/h2\\u003e \\u003cp\\u003eThe support received from Kuwait Foundation for the Advancement of Science (KFAS), the College Graduate Studies and the facilities at the RSPU are gratefully acknowledged.\\u003c/p\\u003e\"},{\"header\":\"References\",\"content\":\"\\u003col\\u003e\\u003cli\\u003e\\u003cspan\\u003eBleus S, Dehaen W (2024) Pillararene-inspired arenes: Synthesis, properties and applications compared to the parent macrocycle. Coord Chem Rev 509:215762. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1016/j.ccr.2024.215762\\u003c/span\\u003e\\u003cspan address=\\\"10.1016/j.ccr.2024.215762\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZhu JY, Gao Y, Rebek J Jr, Yu Y (2025) Recent applications of pillararene-inspired water-soluble hosts. Chem Eur J 31:e202404424. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/chem.202404424\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/chem.202404424\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eWu JR, Wu G, Yang YW (2022) Pillararene-inspired macrocycles: from extended pillar[n]arenes to geminiarenes. Acc Chem Res 55:3191\\u0026ndash;3204. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acs.accounts.2c00555\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acs.accounts.2c00555\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eWu JR, Wu G, Zhang L, Li S, Dai D, Yang YW (2022) Guest-induced amorphous-to-crystalline transformation enables sorting of haloalkane isomers with near-perfect selectivity. Sci Adv 8:eabo2255. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1126/sciadv.abo2255\\u003c/span\\u003e\\u003cspan address=\\\"10.1126/sciadv.abo2255\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eWu JR, Mu AU, Li B, Wang CY, Fang L, Yang YW (2018) Desymmetrized leaning pillar[6]arene Angew. Chem Int Ed 57:9853\\u0026ndash;9858. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/anie.201805980\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/anie.201805980\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZeng H, Liu P, Xing H, Huang F (2022) Symmetrically tetra-functionalized pillar[6]arenes prepared by fragment coupling. Angew Chem Int Ed 61:e202115823. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/anie.202115823\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/anie.202115823\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eLi W, Qin P, Zhao XX, Qu WJ, Lin Q, Yao H, Wei TB, Zhang Y, Liu Y, Shi B (2022) Fluorinated leaning pillar[6]arene: synthesis, structure and selective iodide anion binding by anion\\u0026ndash;π interactions. Org Biomol Chem 20:9122\\u0026ndash;9126. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D2OB01579J\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D2OB01579J\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eDai D, Yang J, Zou YC, Wu JR, Tan LL, Wang Y, Li B, Lu T, Wang B, Yang YW (2021) Macrocyclic arenes-based conjugated macrocycle polymers for highly selective CO2 capture and iodine adsorption. Angew Chem Int Ed 60:8967\\u0026ndash;8975. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/anie.202015162\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/anie.202015162\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eWu JR, Wang CY, Tao YC, Wang Y, Li C, Yang YW (2018) A water-soluble [2]biphenyl-extended Pillar[6]arene. Eur J Org Chem 2018:1321\\u0026ndash;1325. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/ejoc.201800112\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/ejoc.201800112\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eLiu YZ, Wang H, Liu PR, Zhu H, Shi B, Hong X, Huang F (2021) Azobenzene-based macrocyclic arenes: synthesis, crystal structures, and light-controlled molecular encapsulation and release. Angew Chem Int Ed 60:5766\\u0026ndash;5770. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/anie.202015597\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/anie.202015597\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZeng F, Cheng L, Ou GC, Tang LL, Ding MH (2022) Pyromellitic Diimide-extended pillar[6]arene: Synthesis, structure, and its complexation with polycyclic aromatic hydrocarbons. J Org Chem 87:3863\\u0026ndash;3867. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acs.joc.1c03096\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acs.joc.1c03096\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZeng F, Tang LL, Ding MH, Dessie W (2023) Giant cavity macrocycle: synthesis, structure, and its complexation with pagoda[5]. arene Org Lett 25:6290\\u0026ndash;6294. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acs.orglett.3c02107\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acs.orglett.3c02107\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eNiu P, Shi C, Jiao J, Xie W, Qiu H, Yang Z, Jiang J, Wang L (2023) Synthesis of Tr\\u0026ouml;ger's base-based [3]arenes for efficient iodine adsorption. Chem Commun 59:10960\\u0026ndash;10963. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D3CC02804F\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D3CC02804F\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eFang S, Wang M, Wu Y, Guo QH, Li E, Li H, Huang F (2022) Cagearenes: synthesis, characterization, and application for programmed vapour release. Chem Sci 13:6254\\u0026ndash;6261. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D2SC01782B\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D2SC01782B\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZhao Y, Xiao H, Tung CH, Wu LZ, Cong H (2021) Adsorptive separation of cyclohexanol and cyclohexanone by nonporous adaptive crystals of RhombicArene. Chem Sci 12:15528\\u0026ndash;15532. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D1SC04728K\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D1SC04728K\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZeng F, Cheng L, Zhang WJ, Tang LL, Wang XF (2022) Phenanthrene[2]arene: synthesis and application as nonporous adaptive crystals in the separation of benzene from cyclohexane. Org Chem Front 9:3307\\u0026ndash;3311. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D2QO00474G\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D2QO00474G\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZhang H, Wang X, Huang KT, Liang F, Yang YW (2021) Green synthesis of leaning tower[6]arene-mediated gold nanoparticles for label-free detection. Org Lett 23:4677\\u0026ndash;4682. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acs.orglett.1c01300\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acs.orglett.1c01300\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZhang Y, Li Z, Meng S, Dong A, Yang YW (2022) Silver nanoparticles modified by water-soluble leaning tower[6]arenes for sensing and catalysis. Chem Commun 58:649\\u0026ndash;652. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D1CC06079A\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D1CC06079A\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eWu JR, Li B, Yang YW (2020) Separation of bromoalkanes isomers by nonporous adaptive crystals of leaning pillar[6]arene Angew. Chem Int Ed 59:2251\\u0026ndash;2255. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1002/anie.201911965\\u003c/span\\u003e\\u003cspan address=\\\"10.1002/anie.201911965\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eZhou HY, Han Y, Shi Q, Chen CF (2019) Directional transportation of a helic[6]arene along a nonsymmetric molecular axle. J Org Chem 84:5872\\u0026ndash;5876. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acs.joc.9b00229\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acs.joc.9b00229\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eDing Y, Yu W, Wang J, Ma Y, Wang C, Wang Y, Lu B, Yao Y (2022) Intelligent supramolecular nanoprodrug based on anionic water-soluble [2]biphenyl-extended-Pillar[6]arenes for combination therapy. ACS Macro Lett 11:830\\u0026ndash;834. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acsmacrolett.2c00322\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acsmacrolett.2c00322\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eDing Y, Ma Y, Zhu L, Xu Y, Wang C, Lu B, Wang Y, Du C, Yao Y (2022) Nitric oxide-containing supramolecular polypeptide nanomedicine based on [2]biphenyl-extended-pillar[6]arenes for drug resistance reversal. J Mater Chem B 10:6181\\u0026ndash;6186. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D2TB01127A\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D2TB01127A\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eVinodh M, Abdeljaber NO, Alipour FH, Al-Azemi TF (2025) Prism[n]arene-alkyl dibromide (n\\u0026thinsp;=\\u0026thinsp;5, 6) synergy: molecular affinity in the solid state CrystEngComm 27:1873\\u0026ndash;1878. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/D4CE01320D\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/D4CE01320D\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eAbdeljaber NO, Vinodh M, Al-Azemi TF (2023) Host-guest properties of pagoda[4]arene with α,ω-dibromoalkanes and their self-assembled linear supramolecular polymer driven by guest halogen\\u0026ndash;halogen interactions Tetrahedron 132:133240. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1016/j.tet.2022.133240\\u003c/span\\u003e\\u003cspan address=\\\"10.1016/j.tet.2022.133240\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eGuo Y, Han Y, Du XS, Chen CF (2022) Chiral bishelic[6]arene-based supramolecular gels with circularly polarized luminescence property. ACS Appl Polym Mater 4:3473\\u0026ndash;3481. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1021/acsapm.2c00080\\u003c/span\\u003e\\u003cspan address=\\\"10.1021/acsapm.2c00080\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eLiu Z, Yu G, Li Y, Shen J, Wang M, Li Z, Wei P, Huang F (2020) Stimuli-responsive fluorescent supramolecular polymer network based on a monofunctionalized leaning tower[6]arene. Chin Chem Lett 31:2299\\u0026ndash;2303. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1016/j.cclet.2019.10.023\\u003c/span\\u003e\\u003cspan address=\\\"10.1016/j.cclet.2019.10.023\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eAlmoaeen RA, Vinodh M, Alipour FH, Al-Azemi TF (2026) Influence of crystallization solvents on the crystal structures and supramolecular assemblies of a [2]naphthyl-extended pillar[6]arene CrystEngComm 28:1331\\u0026ndash;1338. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/d5ce01118c\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/d5ce01118c\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eGao B, Tan LL, Song N, Li K, Yang YW (2016) A high-yield synthesis of [m]biphenyl-extended pillar[n]arenes for an efficient selective inclusion of toluene and m-xylene in the solid state. Chem Commun 52:5804\\u0026ndash;5807. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1039/C6CC01892K\\u003c/span\\u003e\\u003cspan address=\\\"10.1039/C6CC01892K\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eSheldrick GM (2015) Crystal structure refinement with SHELXL Acta Crystallogr Sect. C Struct Chem 71:3\\u0026ndash;8. \\u003cspan class=\\\"ExternalRef\\\"\\u003e\\u003cspan class=\\\"RefSource\\\"\\u003ehttps://doi.org/10.1107/S2053229614024218\\u003c/span\\u003e\\u003cspan address=\\\"10.1107/S2053229614024218\\\" targettype=\\\"DOI\\\" class=\\\"RefTarget\\\"\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eSpackman PR, Turner MJ, McKinnon JJ, Wolff SK, Grimwood DJ, Jayatilaka D, Spackman MA (2021) CrystalExplorer: A program for Hirshfeld surface analysis, visualization and quantitative analysis of molecular crystals. J Appl Crystallogr 54:1006\\u0026ndash;1011\\u003c/span\\u003e\\u003c/li\\u003e \\u003cli\\u003e\\u003cspan\\u003eTurner MJ, McKinnon JJ, Wolff SK, Grimwood DJ, Spackman PR, Jayatilaka D, Spackman MA (2021) CrystalExplorer 21.5 University of Western Australia\\u003c/span\\u003e\\u003c/li\\u003e\\u003c/ol\\u003e\"},{\"header\":\"Scheme \",\"content\":\"\\u003cp\\u003eScheme 1 is available in the Supplementary Files section.\\u003c/p\\u003e\"}],\"fulltextSource\":\"\",\"fullText\":\"\",\"funders\":[],\"hasAdminPriorityOnWorkflow\":false,\"hasManuscriptDocX\":true,\"hasOptedInToPreprint\":true,\"hasPassedJournalQc\":\"\",\"hasAnyPriority\":false,\"hideJournal\":false,\"highlight\":\"\",\"institution\":\"\",\"isAcceptedByJournal\":false,\"isAuthorSuppliedPdf\":false,\"isDeskRejected\":\"\",\"isHiddenFromSearch\":false,\"isInQc\":false,\"isInWorkflow\":false,\"isPdf\":false,\"isPdfUpToDate\":true,\"isWithdrawnOrRetracted\":false,\"journal\":{\"display\":true,\"email\":\"info@researchsquare.com\",\"identity\":\"journal-of-chemical-crystallography\",\"isNatureJournal\":false,\"hasQc\":true,\"allowDirectSubmit\":false,\"externalIdentity\":\"jocc\",\"sideBox\":\"Learn more about [Journal of Chemical Crystallography](http://link.springer.com/journal/10870)\",\"snPcode\":\"10870\",\"submissionUrl\":\"https://submission.nature.com/new-submission/10870/3\",\"title\":\"Journal of Chemical Crystallography\",\"twitterHandle\":\"\",\"acdcEnabled\":true,\"dfaEnabled\":true,\"editorialSystem\":\"em\",\"reportingPortfolio\":\"Springer Hybrid\",\"inReviewEnabled\":true,\"inReviewRevisionsEnabled\":false},\"keywords\":\"extended pillar[6]arene, biphenyl-embedded, inclusion complexes, supramolecular assembly\",\"lastPublishedDoi\":\"10.21203/rs.3.rs-9225831/v1\",\"lastPublishedDoiUrl\":\"https://doi.org/10.21203/rs.3.rs-9225831/v1\",\"license\":{\"name\":\"CC BY 4.0\",\"url\":\"https://creativecommons.org/licenses/by/4.0/\"},\"manuscriptAbstract\":\"Single-crystal X-ray diffraction analysis was employed to investigate the inclusion behavior of []biphenyl-extended pillar[]arene (BP8) in the presence of dichloromethane (DCM), 3,5-lutidine (Lut), and ethyl acetate (EtOAc). In all cases, BP8 forms 2:1 host\\u0026ndash;guest inclusion complexes, namely BP8\\u0026middot;2DCM, BP8\\u0026middot;2Lut, and BP8\\u0026middot;2EtOAc, in which two guest molecules are encapsulated within the macrocyclic cavity. The host framework adopts a slightly distorted hexagonal conformation that remains largely preserved across all three structures, indicating minimal structural perturbation upon guest inclusion. While the overall crystal packing motifs are comparable, notable differences arise in the intermolecular interactions. Specifically, 3,5-lutidine and ethyl acetate engage in additional non-covalent interactions with adjacent macrocycles, whereas dichloromethane is involved primarily in encapsulation without significant external interactions. The resulting supramolecular assemblies were fully characterized using single-crystal X-ray diffraction and Hirshfeld surface analysis.\",\"manuscriptTitle\":\"Single-Crystal X-ray Diffraction Study of 2:1 Inclusion Complexes of [2]Biphenyl- Extended Pillar[6]arene with Dichloromethane, 3,5-Lutidine and Ethyl Acetate\",\"msid\":\"\",\"msnumber\":\"\",\"nonDraftVersions\":[{\"code\":1,\"date\":\"2026-05-08 12:58:18\",\"doi\":\"10.21203/rs.3.rs-9225831/v1\",\"editorialEvents\":[{\"type\":\"communityComments\",\"content\":0},{\"type\":\"editorInvitedReview\",\"content\":\"\",\"date\":\"2026-05-06T19:11:07+00:00\",\"index\":\"hide\",\"fulltext\":\"\"},{\"type\":\"editorInvitedReview\",\"content\":\"\",\"date\":\"2026-05-06T03:20:47+00:00\",\"index\":\"hide\",\"fulltext\":\"\"},{\"type\":\"reviewerAgreed\",\"content\":\"18176685543874317644434373483992767937\",\"date\":\"2026-04-25T21:24:43+00:00\",\"index\":\"hide\",\"fulltext\":\"\"},{\"type\":\"reviewerAgreed\",\"content\":\"52695984855840478138711941956064237270\",\"date\":\"2026-04-23T22:39:02+00:00\",\"index\":\"hide\",\"fulltext\":\"\"},{\"type\":\"reviewersInvited\",\"content\":\"\",\"date\":\"2026-04-23T18:31:42+00:00\",\"index\":\"\",\"fulltext\":\"\"},{\"type\":\"editorAssigned\",\"content\":\"\",\"date\":\"2026-03-27T05:03:44+00:00\",\"index\":\"\",\"fulltext\":\"\"},{\"type\":\"checksComplete\",\"content\":\"\",\"date\":\"2026-03-27T05:02:50+00:00\",\"index\":\"\",\"fulltext\":\"\"},{\"type\":\"submitted\",\"content\":\"Journal of Chemical Crystallography\",\"date\":\"2026-03-25T17:01:32+00:00\",\"index\":\"\",\"fulltext\":\"\"}],\"status\":\"published\",\"journal\":{\"display\":true,\"email\":\"info@researchsquare.com\",\"identity\":\"journal-of-chemical-crystallography\",\"isNatureJournal\":false,\"hasQc\":true,\"allowDirectSubmit\":false,\"externalIdentity\":\"jocc\",\"sideBox\":\"Learn more about [Journal of Chemical Crystallography](http://link.springer.com/journal/10870)\",\"snPcode\":\"10870\",\"submissionUrl\":\"https://submission.nature.com/new-submission/10870/3\",\"title\":\"Journal of Chemical Crystallography\",\"twitterHandle\":\"\",\"acdcEnabled\":true,\"dfaEnabled\":true,\"editorialSystem\":\"em\",\"reportingPortfolio\":\"Springer Hybrid\",\"inReviewEnabled\":true,\"inReviewRevisionsEnabled\":false}}],\"origin\":\"\",\"ownerIdentity\":\"1be37534-c9d3-438a-9c70-71f06d2f429d\",\"owner\":[],\"postedDate\":\"May 8th, 2026\",\"published\":true,\"recentEditorialEvents\":[{\"type\":\"editorInvitedReview\",\"content\":\"\",\"date\":\"2026-05-06T19:11:07+00:00\",\"index\":14,\"fulltext\":\"\"},{\"type\":\"editorInvitedReview\",\"content\":\"\",\"date\":\"2026-05-06T03:20:47+00:00\",\"index\":13,\"fulltext\":\"\"}],\"rejectedJournal\":[],\"revision\":\"\",\"amendment\":\"\",\"status\":\"under-review\",\"subjectAreas\":[],\"tags\":[],\"updatedAt\":\"2026-05-08T12:58:18+00:00\",\"versionOfRecord\":[],\"versionCreatedAt\":\"2026-05-08 12:58:18\",\"video\":\"\",\"vorDoi\":\"\",\"vorDoiUrl\":\"\",\"workflowStages\":[]},\"version\":\"v1\",\"identity\":\"rs-9225831\",\"journalConfig\":\"researchsquare\"},\"__N_SSP\":true},\"page\":\"/article/[identity]/[[...version]]\",\"query\":{\"redirect\":\"/article/rs-9225831\",\"identity\":\"rs-9225831\",\"version\":[\"v1\"]},\"buildId\":\"XKTyCvWXoU3ODBz1xrDgd\",\"isFallback\":false,\"isExperimentalCompile\":false,\"dynamicIds\":[84888],\"gssp\":true,\"scriptLoader\":[]}","source_license":"CC-BY-4.0","license_restricted":false}