(E)-2-Acetyl-4-[(3-Methyl-Phenyl-)Diazen-yl]phenol: An X-Ray and DFT Study

Abstract

The title compound, C<inf>15</inf>H<inf>14</inf>N<inf>2</inf>O<inf>2</inf>, 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)°. There is a strong intra-molecular O - H⋯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.