The study of the role of non-covalent interactions (C-H�N, CH��, C-O�C-O, and ���) towards crystal packing of benzyl 4-(4-flurophenyl)thiazole-2-carboxylate : A combined experimental and computational approach

Doreswamy, S. and Santhosh, C. and Lohith, T. N. and Neetha, S. and Sharath, K. and Sridhar, M. A. and Sadashiva, M. P. (2025) The study of the role of non-covalent interactions (C-H�N, CH��, C-O�C-O, and ���) towards crystal packing of benzyl 4-(4-flurophenyl)thiazole-2-carboxylate : A combined experimental and computational approach. Journal of Molecular Structure, 1329. ISSN 0022-2860

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Abstract

This research article provides a extensive investigation into the synthesis, structural analysis, and other physi- cochemical properties of a novel thiazole derivative benzyl 4-(4-flurophenyl)thiazole-2-carboxylate (w37) syn- thesized using condensation reaction. Single crystal X-ray diffraction study unravels that the compound w37 crystallized in the orthorhombic crystal system with the space group P212121 space group, showcasing a non- planarity of the structure. The crystal packing is stabilized by a network of intermolecular interactions, including hydrogen bonds, C–H⋯π, and π-stacking. The remarkable combination of antiparallel CO⋯CO in- teractions observed in the solid state structure. The Hirshfeld surface analysis has been carried out for visual- izing, exploring and quantifying the intermolecular interactions that stabilize the crystal packing of the compound w37. The HOMO-LUMO energy gap and global reactivity descriptor values of compound w37 were determined using density functional theory calculations to assess the degree of harmony between theoretical and experimental values. Molecular Electrostatic Potential (MEP) surfaces were performed to get additional insights into charge distribution, intermolecular interactions, and stabilization energies. Based on the Bader’s theory, reduced density gradient (RDG) analysis and the density overlap regions indicator (DORI) analysis is also exploited to visualize and quantify the concept of electronic compactness in supramolecular chemistry, and to investigate the nature and strength of the van der Waal interactions. In addition, screened for drug likeness character of the molecule through online servers pkCSM and SwissADME, which suggest that the physico- chemical and ADMET parameters are within an ideal range, the synthesized w37 molecule exhibits good pharmacokinetics. Further, The docking studies revealed that the molecule might possess potential against SARS- CoV-2 protein.

Item Type:	Article
Uncontrolled Keywords:	Thiazole derivative, Crystal structure, Hirshfeld surface, DFT, DORI, Molecular docking
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Ms Varalakshmi
Date Deposited:	18 Oct 2025 09:51
Last Modified:	18 Oct 2025 09:51
URI:	http://eprints.uni-mysore.ac.in/id/eprint/17858

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