Structure property relationship in two thiazole derivatives: Insights of crystal structure, Hirshfeld surface, DFT, QTAIM, NBO and molecular docking studies

• Published in: Molecular Crystals and Liquid Crystals Vol. 763; no. 1; pp. 54 - 72
• Main Authors: Ravi Singh, K., Lohith, T. N., Ananth Nag, T., Sridhar, M. A., Sadashiva, M. P.
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 22.09.2023; Taylor & Francis Ltd
• Subjects: Crystal structure; DFT; Hirshfeld surface; Hydrogen bonds; Molecular docking; NBO; QTAIM; Single crystals; Surface analysis (chemical); thiazole derivatives; X-ray diffraction
• ISSN: 1542-1406; 1563-5287; 1527-1943
• DOI: 10.1080/15421406.2023.2194596

Detailed structural and noncovalent interactions in two thiazole derivatives (N-(4-Bromophenyl)-2-(methylthio)thiazole-5-carboxamide and Ethyl-5-((4-bromophenyl)carbamoyl)thiazole-4-carboxylate) are investigated by single crystal X-ray diffraction study and computational approaches. The structure investigation revealed that various interactions like C-H...O, N-H...O, and N-H...N hydrogen bonds and Br...Br interactions are involved in constructing ring motifs to stabilize the crystal packing. Hirshfeld surface analysis and fingerprint plots were carried out to study the differences and similarities in the relative contribution of noncovalent interactions in both the molecules. The FMOs and other global reactive parameters are analyzed for thiazole derivatives. The strength and nature of weak interactions present in the molecule were characterized by RDG-based NCI and QTAIM analyses. Natural bond orbital (NBO) analysis unravels the importance of non-covalent and hyperconjugative interactions for the stability of the molecules in their solid state. Further, molecular docking of N-(4-Bromophenyl)-2-(methylthio)thiazole-5-carboxamide and Ethyl-5-((4-bromophenyl)carbamoyl)thiazole-4-carboxylate with SARS-Covid-19 have been carried out.