Research Article: N′-(3-Bromo-5-chloro-2-hy­droxy­benzyl­idene)-2H-1,3-benzodioxole-5-carbo­hydrazide

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Jiao Wei, Hong-Yan Ban, Xiao-Zhi Sun.


The asymmetric unit of the title hydrazone compound, C15H10BrClN2O4, contains two independent mol­ecules. The dihedral angles between the benzene rings are 38.7 (3)° in one mol­ecule and 24.3 (3)° in the other. Both mol­ecules exist in trans conformations with respect to the C=N double bonds of the central methyl­idene units. Intra­molecular O—H⋯N contacts are observed in both mol­ecules, forming S(6) rings. In the crystal, mol­ecules are linked through N—H⋯O hydrogen bonds into chains along the a axis.

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For the biological activity of hydrazones, see: Zhong et al. (2007 ▶); Raj et al. (2007 ▶); Jimenez-Pulido et al. (2008 ▶). For related structures, see: Ban (2010 ▶); Ban & Li (2008a ▶,b ▶); Li & Ban (2009a ▶,b ▶); Yehye et al. (2008 ▶); Fun et al. (2008a ▶,b ▶); Yang et al. (2008 ▶); Ejsmont et al. (2008 ▶); Yang (2006 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).