(E)-2-Acetyl-4-[(3-methylphenyl)diazenyl]phenol: an X-ray and DFT study

Abstract

The title compound, C15H14N2O2, an azo dye, displays a trans configuration with respect to the N = N bridge. The dihedral angle between the aromatic rings is 0.18 (14)degrees. There is a strong intramolecular O-H center dot center dot center dot O hydrogen bond. Geometrical parameters, determined using X-ray diffraction techniques, are compared with those calculated by density functional theory (DFT), using hybrid exchange-correlation functional, B3LYP and semi-empirical (PM3) methods.