Synthesis, molecular structure, FT-IR, FT-Raman and XRD spectroscopic investigations of (E)-1-(5-((4-bromophenyl)diazenyl)-2-hydroxyphenyl)ethanone: A comparative DFT study

Ağar E., ALVER Ö., Köroğlu A., Gümüş S., Kazak C.

JOURNAL OF MOLECULAR STRUCTURE, vol.1098, pp.84-91, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1098
  • Publication Date: 2015
  • Doi Number: 10.1016/j.molstruc.2015.06.008
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.84-91
  • Keywords: Azo compounds, Bromophenyl, X-ray structure determination, Vibrational assignment, Density functional method, RAY CRYSTAL-STRUCTURE, CONFORMATIONAL-ANALYSIS, AZO DYES, ISOMERIZATION, AZOBENZENES, POLYESTER
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The (E)-2-acethyl-4-(4-bromophenyldiazenyl) phenol compound was synthesized and analysed by elemental analysis, single-crystal X-ray diffraction (XRD), FT-IR and FT-Raman spectroscopies. Furthermore, vibrational spectra of this compound have been assigned by using scaled quantum mechanical force field approximation from density functional method (B3LYP) with 6-31G(d) basis set. A well-agreement has been attained between the calculated and observed spectra. Moreover, NBO analysis indicates there are strong conjugate interactions inside the molecule. Apart from this, the single-crystal structure from X-ray study has showed that this compound has a strong intramolecular O-H center dot center dot center dot O hydrogen bond and pi - pi stacking. (C) 2015 Elsevier B.V. All rights reserved.