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.
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 ▶).