Synthesis, structure, quantum computational and biological studies of novel thiophene derivatives

Abstract Substituted thiophene derivatives form an important class of pharmaceutically significant heterocyclic compounds. Three novel thiophene derivatives with benzenesulfonyl hydrazide moiety were synthesized by condensation reaction and characterized by various spectroscopic techniques. Various intermolecular hydrogen bonds results in the formation of R 2 2 ( 10 ) , R 2 1 ( 7 ) and R 2 1 ( 8 ) supramolecular motifs. The Hirshfeld surface analysis revealed that H⋅⋅⋅H, O⋅⋅⋅H and C⋅⋅⋅H contacts contribute significantly to the intermolecular interactions. QTAIM and ADCH charge analysis were carried out to understand covalent and non-covalent interactions in the molecular system. The energy framework analysis showed that dispersion energy is dominant in all the compounds. Quantum chemical calculations have been carried out using density functional theory with B3LYP and CAM-B3LYP functionals at 6-311+G(d,p) level to explore the physical, optical and chemical reactive parameters of the novel thiophene derivatives. The UV-visible spectroscopy showed the absorption peaks between 260 nm to 330 nm are associated with electronic excitations from HOMO to LUMO in all the compounds. Further, all the compounds exhibit antibacterial activity against Staphylococcus aureus and Escherichia coli.