(E)-3-[(3-(Trifluoromethyl)phenylimino)methyl] benzene-1,2-diol: X-ray and DFT calculated structures

Authors

BAŞAK KOŞAR
ÇİĞDEM ALBAYRAK
MUSTAFA ODABAŞOĞLU
ORHAN BÜYÜKGÜNGÖR

DOI

10.3906/kim-0906-33

Abstract

The crystal structure of (E)-3-[(3-(Trifluoromethyl)phenylimino)- methyl]benzene-1,2-diol was determined using X-ray diffraction and the molecular structure was investigated with density functional theory (DFT). The X-ray study showed that the title compound has a strong intramolecular O-H...N hydrogen bond and 3-dimensional crystal networks are primarily determined by O-H...O intermolecular hydrogen bonds and weak van der Waals interactions. The strong O-H...N bond is evidence of the preference for the phenol-imine tautomeric form in the solid state. Optimized molecular geometry was calculated with DFT at the B3LYP/6-31G(d,p) level. The results from both experiment and theoretical calculations for the title compound are compared with each other in this study.

Keywords

Schiff bases, phenol-imine, X-ray crystal structure, IR, DFT.

First Page

481

Last Page

487

Recommended Citation

KOŞAR, BAŞAK; ALBAYRAK, ÇİĞDEM; ODABAŞOĞLU, MUSTAFA; and BÜYÜKGÜNGÖR, ORHAN (2010) "(E)-3-[(3-(Trifluoromethyl)phenylimino)methyl] benzene-1,2-diol: X-ray and DFT calculated structures," Turkish Journal of Chemistry: Vol. 34: No. 3, Article 17. https://doi.org/10.3906/kim-0906-33
Available at: https://journals.tubitak.gov.tr/chem/vol34/iss3/17