title: Molecular structure of 2-chloromethyl-1H-benzimidazole hydrochloride: single crystal, spectral, biological studies, and DFT calculations.
abstract: In the present work, structural studies on 2-chloromethyl-1H-benzimidazole hydrochloride have been performed extensively by X-ray crystallography, (1)H NMR, FT-IR, UV/vis, and elemental analysis. The title compound crystallizes in a monoclinic space group P2(1)/c with a=7.1982 (3) Å, b=9.4513 (5) Å, c=14.0485 (7) Å and β=102.440 (3)° forming an infinite chain structure parallel to "b" axis through the intermolecular hydrogen bond. Optimized geometrical structure, harmonic vibrational frequencies, natural bonding orbital (NBO) and frontier molecular orbitals (FMO) were obtained by DFT/B3LYP method combined with 6-31G(d) basis set. TD-DFT calculations help to assign the electronic transitions. The (1)H NMR chemical shifts were computed at the B3LYP/6-311+G(2d,p) level of theory in different solvents by applying GIAO method using the polarizable continuum model (PCM). The title compound was screened for its antibacterial activity referring to Tetracycline as a standard antibacterial agent.
authors.affiliation: Chemistry Department, Faculty of Science, Cairo University, Gamaa Street, Giza 12613, Egypt. noureta2002@yahoo.com
authors.forename: Nour T
authors.initials: NT
authors.lastname: Abdel Ghani
authors.forename: Ahmed M
authors.initials: AM
authors.lastname: Mansour
mesh_terms: D000042:Absorption / Q000187:drug effects; D000890:Anti-Infective Agents / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001562:Benzimidazoles / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004583:Electrons; D006860:Hydrogen Bonding / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D012997:Solvents; D013055:Spectrophotometry, Infrared; D013499:Surface Properties / Q000187:drug effects; D014732:Vibration
chemical_list: C571560:2-chloromethyl-1H-benzimidazole hydrochloride; D000890:Anti-Infective Agents; D001562:Benzimidazoles; D012997:Solvents