Experimental and theoretical investigation of the molecular and electronic structure of N '-benzylidene-N-[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-chloro-acetic acid hydrazide

DEMİR S., Dincer M., ÇUKUROVALI A., YILMAZ İ.

INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, vol.112, no.4, pp.1016-1028, 2012 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 112 Issue: 4
  • Publication Date: 2012
  • Doi Number: 10.1002/qua.23086
  • Journal Name: INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1016-1028
  • Keywords: X-ray structure determination, IR and NMR spectroscopy, Hartree-Fock, density functional method, molecular electrostatic potential, NMR CHEMICAL-SHIFTS, HOLE, CONFIGURATION, CONFORMATION, SHIELDINGS, COMPLEXES, MECHANICS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The title compound, N'-benzylidene-N-[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-chloro-acetic acid hydrazide, has been synthesized and characterized by elemental analysis, IR, 1H and 13C NMR, and X-ray single crystal diffraction. The compound crystallizes in the orthorhombic space group P 21 21 21 with a = 5.8671 (3) angstrom, b = 17.7182 (9) angstrom, and c = 20.6373 (8) angstrom. Moreover, the molecular geometry from X-ray experiment, the molecular geometry, vibrational frequencies, and gauge-including atomic orbital 1H and 13C chemical shift values of the title compound in the ground state have been calculated by using the HartreeFock and density functional methods (B3LYP) with 6-31G(d) and 6-31G(d,p) basis sets. The results of the optimized molecular structure are exhibited and compared with the experimental X-ray diffraction. Besides, molecular electrostatic potential, Frontier molecular orbitals, and thermodynamic properties of the title compound were determined at B3LYP/6-31G(d) levels of theory. (C) 2011 Wiley Periodicals, Inc. Int J Quantum Chem, 2012