4-Chloroacetophenone 1-(4-methoxyphenyl)ethylidenehydrazone

The crystal structure of the title mixed azine, C17H17ClN2O, contains four independent mol­ecules, A–D, and mol­ecule B is disordered. All four mol­ecules have an N—N gauche conformation, with C—N—N—C torsion angles of 136.5 (4), 137.0 (4), −134.7 (4) and −134.7 (4)°, respectively. The phenyl rings are also somewhat twisted with respect to the plane defined by Cipso and the imine bond. On average, the combined effect of these twists results in an angle of 64.7° between the best planes of the two phenyl rings. Arene–arene double T-contacts are the dominant intermolecular inter­action. The methoxy-substituted phenyl ring of one azine mol­ecule interacts to form a T-contact with the methoxy-substituted phenyl ring of an adjacent mol­ecule and, similarly, two chloro-substituted phenyl rings of neighboring mol­ecules interact to form another T-contact. The only exception is for mol­ecule B, for which the disorder leads to the formation of T-­contacts between methoxy- and chloro-substituted phenyl rings. The prevailing structural motif of T-contact formation between like-substituted arene rings results in a highly dipole-parallel-aligned crystal structure.