Research Article: (1Z,2E)-N′-{2-Chloro-1-methyl-2-[2-(4-methyl­phen­yl)hydrazin-1-yl­idene]ethyl­idene}-4-meth­oxy­benzohydrazide

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Hatem A. Abdel-Aziz, Hazem A. Ghabbour, Madhukar Hemamalini, Hoong-Kun Fun.


The asymmetric unit of the title compound, C18H19ClN4O2, contains two mol­ecules, in which the dihedral angles between the benzene rings are 43.60 (12) and 58.65 (13)°. The hydrazine N atoms are twisted slightly out of the planes of the tolyl and meth­oxy­benzene rings: the C—C—N—N and N—N—C—C torsion angles are 171.1 (2) and −174.4 (2)°, respectively, for one mol­ecule and −177.4 (2) and −170.6 (2)°, respectively, for the other. In the crystal, mol­ecules are linked by N—H⋯O and C—H⋯O hydrogen bonds into chains propagating along the b-axis direction.

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For related structures and background to the bioactivity of hydrazones, see: Chantrapromma et al. (2011 ▶); Fun et al. (2012 ▶); Abdel-Aziz & Mekawey (2009 ▶); Abdel-Aziz et al. (2010 ▶). For reference bond lengths, see: Allen et al. (1987 ▶).