2-Bromo-N′-[(Z)-2-bromobenzylidene]-5-methoxybenzohydrazide

In the title compound, C15H12Br2N2O2, the molecule adopts an E conformation about the C=N double bond and a transoid conformation about the central N—N bond, with a C(=O)—N—N—C(H) dihedral angle of 169.4 (4)°. In the crystal, molecules are linked by N—H⋯O hydrogen bonds, leading to C(4) chains. The packing also features slipped π–π stacking interactions, with a centroid–centroid separation of 3.838 (3) Å and a slippage of 1.19 Å.

In the title compound, C 15 H 12 Br 2 N 2 O 2 , the molecule adopts an E conformation about the C N double bond and a transoid conformation about the central N-N bond, with a C( O)-N-N-C(H) dihedral angle of 169.4 (4) . In the crystal, molecules are linked by N-HÁ Á ÁO hydrogen bonds, leading to C(4) chains. The packing also features slippedstacking interactions, with a centroid-centroid separation of 3.838 (3) Å and a slippage of 1.19 Å .
HSY thanks the University of Mysore for research facilities.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2231).

S1. Comment
As part of our ongoing studies of substituted benzohydrazides Butcher et al., 2007) we now describe the synthesis and crystal structure of the title compound, (I) (Fig. 1).
The dihedral angle between the mean planes of the A (C1-C6) and B (C10-C15) rings is 18.6 (3)°. Atom C7 is dispalaced from the A plane by 0.064 (9)Å. The molecule is significantly twisted about the N1-N2 bond.

S3. Refinement
The N-bound H atom was located in a difference map and its position was freely refined. All the other H atoms were placed in idealized locations (C-H = 0.93-0.98 Å) and refined as riding with U iso (H) = 1.2U eq (C,N) or 1.5U eq (methyl C).

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.