Synthesis, crystal structure and theoretical analysis of intermolecular interactions in two biologically active derivatives of 1,2,4-triazoles

In the present study, we have synthesized and structurally characterized two biologically active derivatives of 1,2,4 triazoles, namely 3-(4-fluoro-3-phenoxyphenyl)-1-(piperidin-1-ylmethyl)-1H-1,2,4triazole-5(4H)-thione (TR) and 14(3-(4-fluoro-3-phenoxypheny1)-5-(methylthio)-1H-1,2,4-triazol-1-y1) methyl)piperidine (TR1) via single crystal X-ray diffraction. Both the structures show the presence of various intermolecular interactions in the crystalline solid such as C- H center dot center dot center dot F, C- H center dot center dot center dot 5, C -H center dot center dot center dot N, C- H center dot center dot center dot O, C-H pi, and pi center dot center dot center dot pi intermolecular interactions. The role of these interactions in molecular packing was analyzed, and the nature of these interactions was evaluated through computational procedures using PIXEL. Hirshfeld analysis further reveals that the contribution of H center dot center dot center dot F interactions was more prominent towards packing as compared to H center dot center dot center dot N/O intermolecular interactions. (C) 2017 Elsevier B.V. All rights reserved.