Spectroscopic characterization and density functional studies of (Z)-1-[(2-methoxy-5-(trifluoromethyl)phenylamino)methylene] naphthalene-2(1H)-one

ALPASLAN Y. B., GÖKCE H., ALPASLAN G., Macit M.

JOURNAL OF MOLECULAR STRUCTURE, vol.1097, pp.171-180, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1097
  • Publication Date: 2015
  • Doi Number: 10.1016/j.molstruc.2015.04.029
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.171-180
  • Keywords: Schiff base, Spectroscopy, DFT, Non-linear optic, SCHIFF-BASES, MICRO-RAMAN, EFFICIENT IMPLEMENTATION, MOLECULAR POTENTIALS, EXCITATION-ENERGIES, CRYSTAL-STRUCTURE, FT-IR, TAUTOMERISM, CONTINUUM, MODEL
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

In the current work, the Schiff base compound (Z)-1-[(2-Methoxy-5-(trifluoromethyl)phenylamino)methylenelnaphthalene-2(1H)-one (I) has been characterized by using C-13 NMR, H-1 NMR, FT-IR and UV-vis spectroscopic techniques. Molecular geometry of the compound I in the ground state, vibrational frequencies, electronic absorption spectra and gauge including atomic orbital (CIAO) H-1 and C-13 NMR chemical shift values have been calculated by using the density functional method (DFT) with 6-311++G(d,p) basis set and compared with the experimental data. The optimized geometric parameters obtained by using DFT (B3LYP/6-311++G(d,p)) show good agreement with the experimental data. The vibrational frequencies were determined based on the recorded FT-IR spectra in the range of 4000-400 cm(-1) for solid state. Using the TD-DFT method, electronic absorption spectra of the compound I have been predicted and good agreement is determined with the experimental ones. In addition, molecular electrostatic potential (MEP), frontier molecular orbital analysis (HOMO-LUMO), non-linear optical (NLO) properties. NBO analysis and NBO atomic charges of the compound I were investigated using same theoretical calculations. (C) 2015 Elsevier B.V. All rights reserved.