N′-(2-Hydroxy-4-methoxybenzylidene)isonicotinohydrazide

The title compound, C14H13N3O3, was synthesized by the condensation reaction of 2-hydroxy-4-methoxybenzaldehyde with isonicotinohydrazide in a methanol solution. The molecule of the compound displays a trans configuration with respect to the C=N and C—N bonds. The dihedral angle between the benzene and the pyridine rings is 27.3 (2)°. In the crystal, molecules are linked by N—H⋯N interactions into zigzag chains with graph-set notation C(7) along [010]. An intramolecular O—H⋯N hydrogen bond is observed.


D-HÁ
Financial support from the Third Affiliated Hospital of Suzhou University is acknowledged.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BX2271).

Comment
Considerable interest has been focused on the Schiff base compounds (Fan et al., 2007;Kim et al., 2005;Nimitsiriwat et al., 2004). Some of the compounds have been found to have excellent pharmacological and antibacterial activity (Chen et al., 1997;Ren et al., 2002). we report here, the crystal structure of the title new Schiff base compound, Fig. 1, derived from the condensation reaction of 2-hydroxy-4-methoxybenzaldehyde with isonicotinohydrazide is reported. The molecular structure of the title compound displays a trans configuration with respect to the C═N and C-N bonds. There is an intramolecular O-H···N hydrogen bond in the molecule. The dihedral angle between the benzene ring and the pyridine ring is 27.3 (2)°.
Experimental 2-Hydroxy-4-methoxybenzaldehyde (0.01 mol, 1.52 g) and isonicotinohydrazide (0.01 mol, 1.37 g) were dissolved in a methanol solution (50 ml). The mixture was stirred at room temperature to give a clear colorless solution. Crystals of the title compound were formed by gradual evaporation of the solvent for a week at room temperature.

Refinement
H2 atom was located in a difference map and refined with N-H distance restrained to 0.90 (1) Å. All other H atoms were positioned geometrically [C-H = 0.93-0.96 Å, O-H = 0.82 Å] and refined using a riding model, with U iso (H) = 1.2U eq (C) and 1.5U eq (O1 and C14).

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.