Experimental (X-ray, FT-IR and UV-vis spectra) and theoretical methods (DFT study) of (E)-3-methoxy-2-[(p-tolylimino)methyl]phenol

Demircioglu Z., Albayrak C., Buyukgungor O.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.128, pp.748-758, 2014 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 128
  • Publication Date: 2014
  • Doi Number: 10.1016/j.saa.2014.02.186
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.748-758
  • Keywords: Schiff bases, Natural population analysis (NPA), Density functional theory (DFT), Molecular electrostatic potential (MEP), Nonlinear optical properties (NLO), Natural bond analysis (NBO), INITIO MOLECULAR POTENTIALS, DENSITY-FUNCTIONAL THEORY, KETO-ENOL-TAUTOMERISM, SCHIFF-BASES, NBO ANALYSIS, EXCITATION-ENERGIES, HARTREE-FOCK, HOMO-LUMO, HYPERPOLARIZABILITY, APPROXIMATION
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

A suitable single crystal of (E)-3-methoxy-2-[(p-tolylimino)methyl]phenol, formulated as C15H15N1O2, reveals that the structure is adopted to its E configuration about the azomethine C=N double bond. The compound adopts a enol-imine tautomeric form with a strong intramolecular O-H center dot center dot center dot N hydrogen bond. The single crystal X-ray diffraction analysis at 296 K crystallizes in the monoclinic space group P21/c with a = 13.4791(11) angstrom, b = 6.8251(3) angstrom, c = 18.3561( 15) angstrom, alpha = 90 degrees, beta= 129.296(5)degrees, gamma = 90 degrees and Z = 4. Comprehensive theoretical and experimental structural studies on the molecule have been carried out by FT-IR and UV-vis spectrometry.