(E)-4-Methoxy-2-(o-tolyliminomethyl)phenol

Abstract

In the molecule of the title compound, C15H15NO2, the aromatic rings are oriented at a dihedral angle of 15.46 (6)degrees. An intramolecular O-H center dot center dot center dot N hydrogen bond results in the formation of a nearly planar six-membered ring [maximum deviation of 0.035 (5) angstrom for the N atom] which is almost coplanar with the adjacent ring, making a dihedral angle of 0.8 (3)degrees. The title organic molecule is a phenol-imine tautomer, as evidenced by the C-O, C-N and C-C bond lengths. Molecules are linked by intermolecular C-H center dot center dot center dot O hydrogen bonds that generate a C(5) chain. C-H center dot center dot center dot pi and pi-pi interactions exist in the structure. The pi-pi interaction occurs between the phenol ring and its symmetry equivalent at (1 - x, 1 - y, -z), with a centroid-centroid distance of 3.727 (7) angstrom and a plane-to-plane separation of 3.383 (5) angstrom, resulting in an offset angle of 24.82 (1)degrees.