Experimental spectral characterization, Hirshfeld surface analysis, DFT/TD-DFT calculations and docking studies of (2Z,5Z)-5-(4-nitrobenzylidene)-3-N(2-methoxyphenyl)-2-N’(2-methoxyphenylimino) thiazolidin-4-one
Ahmed Djafri,
Fouzia Perveen,
Nadia Benhalima,
Nawel Khelloul,
Rachida Rahmani,
Ayada Djafri,
Abdelkader Chouaih,
Mohammed Benali Kanoun,
Souraya Goumri-Said
Affiliations
Ahmed Djafri
Centre de Recherche Scientifique et Technique en Analyses Physico-chimiques (CRAPC), BP 384-Bou-Ismail-RP, 42004, Tipaza, Algeria; Laboratory of Technology and Solid Properties (LTPS), Abdelhamid IbnBadis University, BP 227, Mostaganem, 27000, Algeria
Fouzia Perveen
Research Center for Modeling and Simulations (RCMS), National University of Sciences and Technology, H-12 Campus, Islamabad, Pakistan
Nadia Benhalima
Laboratory of Technology and Solid Properties (LTPS), Abdelhamid IbnBadis University, BP 227, Mostaganem, 27000, Algeria; Département de physique, Faculté des sciences, Université Dr. Moulay Tahar, BP138, EN-NASR, 20000, Saida, Algeria
Nawel Khelloul
Laboratory of Technology and Solid Properties (LTPS), Abdelhamid IbnBadis University, BP 227, Mostaganem, 27000, Algeria; Faculty of Sciences and Technology, Mustapha Stambouli University of Mascara, B.P.763, 29000, Mascara, Algeria
Rachida Rahmani
Laboratory of Technology and Solid Properties (LTPS), Abdelhamid IbnBadis University, BP 227, Mostaganem, 27000, Algeria; Département de Génie des procédés, Centre Universitaire de Relizane, Algeria
Ayada Djafri
Laboratoire de Synthèse Organique Appliquées, Faculté des Sciences Exactes et Appliquées, Département de Chimie, Université Oran-1, Algeria
Abdelkader Chouaih
Laboratory of Technology and Solid Properties (LTPS), Abdelhamid IbnBadis University, BP 227, Mostaganem, 27000, Algeria
Mohammed Benali Kanoun
Department of Physics, College of Science, King Faisal University, P.O. Box 400, Al-Ahsa, 31982, Saudi Arabia
Souraya Goumri-Said
College of Science, Physics Department, Alfaisal University, P.O. Box 50927, Riyadh, 11533, Saudi Arabia; Corresponding author.
We reported an experimental and theoretical spectroscopic studies of (2Z,5Z)-5-(4-nitrobenzylidene)-3-N (2-methoxyphenyl)-2-N’ (2-methoxyphenylimino) thiazolidin-4-one (C24H19N3O5S) molecule, using FT-IR, NMR spectroscopy, and density functional theory (DFT) via time-dependent schema (TD-DFT) respectively. The molecular inter-contacts were explored using Hirshfeld surfaces (HS) analysis method. Vibrational frequencies, gauge-independent atomic orbital (GIAO)1H and13C NMR chemical shift values and frontier molecular orbitals (FMOs) have been calculated from the optimized structure of the molecule by DFT/B3LYP functional with 6-31G(d, p) basis set. Our theoretical results show a good agreement with the experimental data. The calculated UV-visible spectrum employing TD-DFT shows electronic transitions at 388 nm and 495 nm. To get insight on the charge interaction happening inside the molecule, HOMO and LUMO were scrutinized and their calculated energy gap was found to be 2.96 eV. The molecular docking was analyzed via interplay study ofacetyl cholinesterase, and Butyrylcholinesterase using molecular docking methodology.
