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


Basaran E., DEMİRCİOĞLU Z., TARI G. Ö., CEYLAN Ü., Karakucuk-Iyidogan A., Oruc-Emre E. E., ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.1251, 2022 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 1251
  • Publication Date: 2022
  • Doi Number: 10.1016/j.molstruc.2021.131996
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex, INSPEC
  • Keywords: XRD, DFT, NLO, Chemical activity, Hirshfeld surface analysis, NONLINEAR-OPTICAL-PROPERTIES, FT-IR, FUKUI FUNCTION, MEP ANALYSIS, HOMO-LUMO, NLO, RAMAN, NBO, HIRSHFELD, NMR
  • Dokuz Eylül University Affiliated: Yes

Abstract

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. (C) 2021 Elsevier B.V. All rights reserved.