Research Article: (E)-4-Amino-N′-(5-chloro-2-hy­droxy­benzyl­idene)benzohydrazide

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Zhong-Feng Shi, Jia-Ming Li.


The title compound, C14H12ClN3O2, displays an E conformation with respect to the C=N double bond. The dihedral angle between the benzene rings is 41.3 (5)°. The mol­ecular structure is stabilized by an intra­molecular O—H⋯N hydrogen bond. In the crystal, N—H⋯O and weak N—H⋯Cl hydrogen bonds link the mol­ecules into a three-dimensional architecture. In addition, there are weak C—H⋯π stacking inter­actions.

Partial Text

For the biological properties of Schiff base and hydrazone compounds, see: Kucukguzel et al. (2006 ▶); Khattab (2005 ▶); Karthikeyan et al. (2006 ▶). For closely related structures and background references, see: Bernhardt et al. (2003 ▶, 2005 ▶); Armstrong et al. (2003 ▶); Cao (2009 ▶); Yang (2009 ▶); Zhou & Yang (2010 ▶); Zhang et al., (2009 ▶).