X-ray crystal and computational structural study of (E)-2-[(2-chlorophenyl)iminomethyl]-4-methoxyphenol

Abstract

In the molecule of the title compound, C(14)H(12)ClNO, the two aromatic rings are oriented at a dihedral angle of 12.28 (7)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, which is oriented with respect to the aromatic rings at dihedral angles of 0.18 (5) and 12.10 (6)degrees. In the crystal structure, weak intermolecular C-H center dot center dot center dot O hydrogen bonds link the molecules into chains along the c axis. There is a C-H center dot center dot center dot pi contact between the methyl group and the chlorophenyl ring and a pi-pi contact between the two benzene rings [centroid-centroid distance = 3.866 (1) angstrom].