Research Article: (2E)-N′-[(E)-2-Hy­droxy­benzyl­idene]-3-phenyl­prop-2-enohydrazide

Date Published: July 01, 2012

Publisher: International Union of Crystallography

Author(s): Samir A. Carvalho, Edson F. da Silva, Carlos A. M. Fraga, Solange M. S. V. Wardell, James L. Wardell, Edward R. T. Tiekink.


In the non-planar title compound, C16H14N2O2, the dihedral angle between the phenyl rings is 16.67 (8)°. An E conformation is found for each of the imine [1.286 (2) Å] and ethyl­ene [1.335 (2) Å] bonds. The amide O and H atoms are anti, and an intra­molecular hy­droxy O—H⋯N hydrogen bond is noted. The formation of N—H⋯O(hy­droxy) hydrogen bonds in the crystal packing leads to helical chains along the b axis. Supra­molecular layers in the ab plane are formed as the chains are linked by C—H⋯O inter­actions.

Partial Text

For background to the biological activity of compounds with the N-acyl­hydrazone framework, (E)-cinnamoylhydrazone derivatives, and related structures, see: Carvalho et al. (2012a ▶). For the synthesis, see: Carvalho et al. (2012b ▶). For background to the data collection at the National Crystallographic Service, see: Coles & Gale (2012 ▶).




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