Date Published: March 01, 2012
Publisher: International Union of Crystallography
Author(s): R. Alan Howie, James L. Wardell, Solange M. S. V. Wardell, Edward R. T. Tiekink.
In the title hydrazone derivative, C19H16N2O, a twist is found between the hydroxyphenyl and N-bound phenyl rings [dihedral angle = 24.37 (7)°]. The C-bound phenyl ring is almost perpendicular to each of these planes [dihedral angles = 75.30 (7) and 86.00 (7)°, respectively]. The conformation about the imine bond [1.2935 (17) Å] is E. The hydroxy group forms an intramolecular hydrogen bond with the imine N atom. Zigzag chains along  mediated by N—H⋯O hydrogen bonds feature in the crystal packing.
For background on the influence of substituents upon the supramolecular structures of hydrazones, see: Glidewell et al. (2004 ▶); Ferguson et al. (2005 ▶); Wardell et al. (2007 ▶); Baddeley, de Souza França et al. (2009 ▶); Baddeley, Howie et al. (2009 ▶); de Souza et al. (2010 ▶); Howie, da Silva Lima et al. (2010 ▶); Howie, de Souza et al. (2010 ▶); Nogueira et al. (2011 ▶); Howie et al. (2011 ▶).