Date Published: August 01, 2012
Publisher: International Union of Crystallography
Author(s): Muhd. Hidayat bin Najib, Ai Ling Tan, David J. Young, Seik Weng Ng, Edward R. T. Tiekink.
In the title compound, C24H19N3O, the pyrazole ring is close to being planar (r.m.s. deviation of the five fitted atoms = 0.062 Å), and each of the N-bound quinoline ring [dihedral angle = 9.90 (7)°] and the C-bound phenyl ring in the 3-position is close to being coplanar [dihedral angle = 8.87 (9)°]. However, the phenyl ring in the 5-position forms a dihedral angle of 72.31 (9)°. The hydroxy group forms an intramolecular hydrogen bond to the quinoline N atom. In the crystal, molecules are connected into supramolecular layers two molecules thick in the bc plane by C—H⋯O and C—H⋯π interactions.
For applications of coordination complexes of hydrazones as organic light emitting diodes and supramolecular magnetic clusters, see: Zhang et al. (2011 ▶, 2012 ▶). For the synthesis of hydrazones, see: Gupta et al. (2007 ▶). For background to and the synthesis of the target molecules, see: Najib et al. (2012a ▶,b ▶,c ▶)