title: Synthesis, characterization, crystal structure and theoretical study of a compound with benzodiazole ring: antimicrobial activity and DNA binding.
abstract: 2-(Thiophen-2-yl)-1-((thiophen-2-yl)methyl)-1H-1,3-benzodiazole (HL) is synthesized and characterized by elemental analysis, UV-Vis, FT-IR, (1)H, (13)C NMR, mass spectra, scanning electron microscope (SEM) and single crystal X-ray diffraction. The crystal structure is stabilized by intermolecular CH⋯N and CH⋯π interactions. The molecular structure is also optimized at the B3LYP/6-31G level using density functional theory (DFT). The structural parameters from the theory are nearer to those of crystal, the calculated total energy of coordination is -1522.814a.u. The energy of HOMO-LUMO and the energy gap are -0.20718, -0.04314, 0.16404a.u, respectively. All data obtained from the spectral studies support the structural properties of the compound HL. The benzimidazole ring is essentially planar. The in vitro biological screening effects of the synthesized compound is tested against four bacterial and four fungal strains by well diffusion method. Antioxidant property and DNA binding behaviour of the compound has been investigated using spectrophotometric method.
authors.affiliation: Chemistry Section, Faculty of Engineering and Technology, Annamalai University, Annamalainagar 608 002, India.
authors.forename: P
authors.initials: P
authors.lastname: Latha
authors.affiliation: Chemistry Section, Faculty of Engineering and Technology, Annamalai University, Annamalainagar 608 002, India.
authors.forename: P
authors.initials: P
authors.lastname: Kodisundaram
authors.affiliation: Chemistry Section, Faculty of Engineering and Technology, Annamalai University, Annamalainagar 608 002, India.
authors.forename: M L
authors.initials: ML
authors.lastname: Sundararajan
authors.affiliation: Chemistry Section, Faculty of Engineering and Technology, Annamalai University, Annamalainagar 608 002, India. Electronic address: jekeyg@yahoo.com.
authors.forename: T
authors.initials: T
authors.lastname: Jeyakumar
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004247:DNA / Q000378:metabolism*; D005658:Fungi / Q000187:drug effects; D006801:Humans; D008958:Models, Molecular; D009181:Mycoses / Q000188:drug therapy; D013057:Spectrum Analysis; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000890:Anti-Infective Agents; D000975:Antioxidants; D001555:Benzene Derivatives; D013876:Thiophenes; D004247:DNA
keywords: 1,2-Phenylenediamine; 2-Thiophenecarboxaldehyde; DFT; DNA binding; X-ray crystallography