(E)-3-Bromo-N′-(4-methoxybenzylidene)benzohydrazide methanol solvate

The title compound, C15H13BrN2O2·CH3OH, was synthesized by the reaction of 4-methoxybenzaldehyde with an equimolar quantity of 3-bromobenzohydrazide in methanol. The benzohydrazide molecule displays an E configuration about the C=N bond. The dihedral angle between the two benzene rings is 4.0 (2)°. The benzohydrazide and methanol molecules are linked into a chain propagating along the b axis by O—H⋯O, O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds.


Structure Reports Online
The title compound ( (Table 1) to form chains running along the b axis (Fig. 2).

Experimental
The title compound was prepared by refluxing equimolar quantities of 4-methoxybenzaldehyde with 3-bromobenzohydrazide in methanol. Colourless block-like crystals were formed by slow evaporation of the solution in air.

Refinement
Atom H1 was located in a difference Fourier map and refined isotropically, with the N-H distance restrained to 0.90 (1) Å.
The other H atoms were placed in idealized positions and constrained to ride on their parent atoms, with a O-H distance of 0.82 Å, C-H distances of 0.93-0.96 Å, and with U iso (H) set at 1.2U eq (C) and 1.5U eq (methyl C). Fig. 1. The asymmetric unit of the title compound. 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.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.