Study of the Molecular Architectures of 2-(4-Chlorophenyl)-5-(Pyrrolidin-1-Yl)-2H-1,2,3-Triazole-4-Carboxylic Acid as the Potential Anticancer Drug by Their Vibrational Spectra and Quantum Chemical Calculations

1,2,3-triazole skeleton is a privileged building block for the discovery of new promising anticancer agents. In the present work, the molecular structure of the synthesized anticancer drug 2-(4-chlorophenyl)-5-(pyrrolidin-1-yl)-2H-1,2,3-triazole-4-carboxylic acid (1b) and its sodium salt (2b) were optimized in the monomer, cyclic dimer and staking forms using the B3LYP, M06-2X and MP2 methods. The molecular structure was found to be slightly out-of-plane. The observed IR and Raman bands in the solid state were accurately assigned according to the functional calculations (DFT) on the monomer and dimer forms, together with the polynomic scaling equation procedure (PSE). The effect of the chlorine substitution in the benzene ring was evaluated in the molecular structure and in the vibrational spectra by comparison to its non-substituted form. The system with molecule 1b interacting with few aminoacids of the MMP-2 metalloproteinase receptor was optimized, which demonstrated the relevance of triazole scaffolds in establishing hydrogen bond type interactions.