2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol

Abstract

The mol­ecule of the title compound, C19H15N3O, is approximately planar and displays a trans configuration with respect to the C=N and N=N double bonds. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. The dihedral angles between the hydroxy­phenyl ring and the phenyl and benzene rings are 4.31 (8) and 6.60 (8)°, respectively. The dihedral angle between the phenyl and benzene rings linked by the azo group is 2.70 (8)°. The imino group is coplanar with the hydroxy­phenyl ring, as shown by the C—C—C—N torsion angle of −1.8 (2)°. The azo group is disordered over two position with refined site-occupancy factors of ca 0.87/0.13. In the crystal structure, mol­ecules are linked together by inter­molecular C—H⋯O inter­actions along the c axis and also are packed as one-dimensional extended chains down the b axis.