Crystal structure and Hirshfeld surface analysis of 1-[(E)-2-(5-chloro-2-hy­droxy­phen­yl)hydrazin-1-yl­idene]naphthalen-2(1H)-one

The title compound, C(16)H(11)ClN(2)O(2), was obtained by diazo­tization of 2-amino-4-chloro­phenol followed by a coupling reaction with β-naphthol. There are two mol­ecules (A and B) in the asymmetric unit. The crystal structure features only one type of inter­molecular inter­action, that is strong hydrogen bonds involving the hydroxyl group. The naphthol and phenol fragments attached to the C=N—N— moiety exhibit an s-trans conformation. In addition, those fragments are almost coplanar, subtending a dihedral angle of 13.11 (2)° in mol­ecule A and 10.35 (2)° in mol­ecule B. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (32.1%), C⋯H/H⋯C (23.1%), Cl⋯H/H⋯Cl (15.2%), O⋯H/H⋯O (12.8%) and C⋯C (9%) contacts.