N′-(4-Hydroxybenzylidene)-2-methylbenzohydrazide

The title hydrazone compound, C15H14N2O2, was prepared by the condensation of 4-hydroxybenzaldehyde with 2-methylbenzohydrazide in methanol. The dihedral angle between the two benzene rings is 42.3 (2)°. In the crystal structure, molecules are linked by intermolecular O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds, forming a three-dimensional framework.

Financial support from the Jiaying University research fund is gratefully acknowledged.
In the crystal structure of the compound, molecules are linked through O-H···O, O-H···N, and N-H···O intermolecular hydrogen bonds (Table 1), forming a three-dimensional network (Fig. 2).
Experimental 4-Hydroxybenzaldehyde (0.1 mmol, 12.2 mg) and 3-methylbenzohydrazide (0.1 mmol, 15.0 mg) were dissolved in methanol (20 ml). The mixture was stirred at reflux for 10 min to give a clear colourless solution. Colourless block-shaped crystals of the compound were formed by slow evaporation of the solvent over several days.

Refinement
Atom H2 was located in a difference Fourier map and refined isotropically, with the N-H distance restrained to 0.90 (1) Å [U iso (H) = 0.08 Å 2 ]. Other H atoms were constrained to ideal geometries, with C-H = 0.93-0.96 Å, O-H = 0.82 Å, and with U iso (H) = 1.2U eq (C) and 1.5U eq (C15 and O1). In the absence of significant anomalous dispersion effects, Friedel pairs were averaged. Fig. 1. The molecular structure of the compound, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.