title: Experimental and theoretical investigations of 4-chloro-N-(2-methoxyphenyl)benzamidoxime.
abstract: 4-Chloro-N-(2-methoxyphenyl) benzamidoxime (CMB) has been synthesized and characterized by X-ray diffraction, (1)H NMR, (13)C NMR, FT-IR and FT-Raman spectra. The X-ray study showed that CMB has a Z configuration, due to the strong intramolecular N-H···O hydrogen bond and centrosymmetric dimer form due to intermolecular O-H···N' and O-H···O' hydrogen bonds. The 2-methoxyphenyl and 4-chlorophenyl rings are twisted from the mean plane of the hydroxyamidine group by 33.09 (1) and 44.89 (1)°, respectively. The optimized molecular structure and vibrational frequencies have been calculated with DFT (B3LYP) method by using a 6-311G(d,p) basis set. The (1)H and (13)C NMR chemical shifts were calculated by the gauge-including atomic orbital (GIAO) method with the B3LYP/6-311G (d,p) level. A comparison between experimental and calculated theoretical results indicate that the density functional B3LYP method provided satisfactory results for predicting IR, Raman, (1)H NMR and (13)C NMR spectra properties.
authors.affiliation: Department of Chemistry, Science and Art Faculty, Kocaeli University, Umuttepe Campus, 41380 Kocaeli, Turkey. yesimkara@kocaeli.edu.tr
authors.forename: Yesim S
authors.initials: YS
authors.lastname: Kara
authors.forename: Seda G
authors.initials: SG
authors.lastname: Sagdinc
authors.forename: Nevzat
authors.initials: N
authors.lastname: Karadayı
mesh_terms: D001550:Benzamidines / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D054879:Halogenation; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman
chemical_list: D001550:Benzamidines; C053561:benzamidoxime