2-Hydroxy-N′-(4-hydroxybenzylidene)-3-methylbenzohydrazide

The title compound, C15H14N2O3, was prepared by condensing 4-hydroxybenzaldehyde and 2-hydroxy-3-methylbenzohydrazide in methanol. The two benzene rings make a dihedral angle of 19.03 (11)°. An intramolecular O—H⋯O hydrogen bond is observed. The crystal structure is stabilized by intermolecular O—H⋯O and N—H⋯O hydrogen bonds and C—H⋯O interactions, which lead to the formation of a three-dimensional network.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2356).

Comment
In the last few years, the crystal structures of a number of hydrazone compounds have been reported Horkaew et al., 2011;Zhi et al., 2011;Huang & Wu, 2010). As an extension of work on such compounds, we report herein on the synthesis and crystal structure of the title compound.
In the crystal, molecules are linked via O-H···O and N-H···O hydrogen bonds and C-H···O interactions, leading to the formation of a three-dimensional network (Table 1 and Fig. 2).
Colourless crystals were formed when the solution was left to evaporate in air for several days.

Refinement
All the H atoms were placed in calculated positions and refined as riding atoms: O-H = 0.82 Å, N-H = 0.86 Å, C-H = 0.93 and 0.96 Å for CH and CH 3 H atoms, respectively, with U iso (H) = k × U eq (O,N,C), where k = 1.5 for OH and CH 3 H-atoms and k = 1.2 for all other H-atoms. In the absence of significant anomalous scattering effects the Flack parameter of 2.5 (15) for 1092 Friedel pairs, has no meaning. Fig. 1. The molecular structure of the title molecule, with atom numbering and displacement ellipsoids drawn at the 30% probability level. The intramolecular O-H···O hydrogen bond is drawn as a dashed line.