Structural, spectroscopic and electronic properties of 4-bromo-5-fluoro-2-((3-nitrophenylimino)methyl)phenol Schiff-base molecule: Experimental and theoretical investigations

Bozkurt I., EVECEN M., TANAK H., Ağar E.

JOURNAL OF MOLECULAR STRUCTURE, vol.1197, pp.9-18, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Review
  • Volume: 1197
  • Publication Date: 2019
  • Doi Number: 10.1016/j.molstruc.2019.07.034
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.9-18
  • Keywords: Schiff base, Crystal, Vibrational, NLO, DFT, DENSITY-FUNCTIONAL THEORY, VIBRATIONAL-SPECTRA, CRYSTAL-STRUCTURE, EXPERIMENTAL XRD, FT-IR, EFFICIENT IMPLEMENTATION, EXCITATION-ENERGIES, BIOLOGICAL-ACTIVITY, AB-INITIO, RAMAN
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

A new Schiff-base 4-bromo-5-fluoro-2-((3-nitrophenylimino)methyl)phenol compound was synthesized and characterized using FT-IR, UV-Vis, NMR and single-crystal X-ray diffraction method. In addition to molecular geometry, vibrational frequencies and electronic properties of this Schiff-base compound were investigated using DFT(B3LYP) method with the 6-311++G(d,p) basis set in ground state. The UV-Vis spectra of the molecule were computed using the Time-Dependent DFT method in gas phase and ethanol phase. H-1 and C-13 NMR chemical shifts have been calculated with GIAO approxymation and the calculated results show good agreement with experimental chemical shifts. The natural bond orbital analysis have been performed at B3LYP6-311++G(d,p) method to elucidate the intramolecular interactions. The frontier molecular orbitals and molecular electrostatic potential were performed same level of theory. The polarizability and hyperpolarizability properties were also calculated and interpreted theoretically. (C) 2019 Elsevier B.V. All rights reserved.