Experimental, spectroscopic and theoretical investigation of (+)-(R)-5-[1-(Benzenesulfonamido)-2-phenylethyl]-4-phenethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione

• Published in: Journal of molecular structure Vol. 1251; p. 131996
• Main Authors: Başaran, Eyüp, Demircioğlu, Zeynep, Tarı, Gonca Özdemir, Ceylan, Ümit, Karaküçük-İyidoğan, Ayşegül, Oruç-Emre, Emine Elçin, Aygün, Muhittin
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05.03.2022
• Subjects: Chemical activity; DFT; Hirshfeld surface analysis; NLO; XRD; NLO; Chemical activity; Hirshfeld surface analysis; DFT; XRD
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2021.131996

•Compound has been studied with X-Ray, IR, UV and NMR techniques, experimentally.•The Hirshfeld surface analysis was carried.•DFT calculations were performed at the B3LYP levels of 6–311G(d,p) basis set.•The MEP map and FMO and NBO analysis of the title compound were obtained with the same levels of theory. In this study, an enantiomerically pure triazole derivative, namely, (+)-(R)-5-[1-(benzenesulfonamido)-2-phenylethyl]-4-phenethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione was successfully synthesized in high yield and characterized by spectroscopic techniques (FT-IR and UV–Vis) and single crystal X-ray diffraction analysis. Hirshfeld surface (HS) analysis revealed the nature of intermolecular contacts, the fingerprint plots, and molecular surface contours. All theoretical computations were calculated using density functional theory (DFT) B3LYP method with the help of 6–311G(d,p) basis set. Chemical activity descriptors were studied for global (HOMO, LUMO, hardness, and softness parameters) and local (MEP, Fukui function, net charges). The stability of the molecule arising from hyper conjugative interactions, charge delocalization was analyzed by using natural bond orbital analysis (NBO) and in the continuation of the study, nonlinear optical properties were examined.