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

In the title compound, C15H13ClN2O, the molecule displays a trans conformation with respect to the C=N bond. The two aromatic rings form a dihedral angle of 12.0 (3)°. In the crystal, molecules are connected via N—H⋯O hydrogen bonds into chains propagating along the c-axis direction.

In the title compound, C 15 H 13 ClN 2 O, the molecule displays a trans conformation with respect to the C N bond. The two aromatic rings form a dihedral angle of 12.0 (3) . In the crystal, molecules are connected via N-HÁ Á ÁO hydrogen bonds into chains propagating along the c-axis direction.
al., 2009). As an extension of work on the structural characterization of hydrazones, the title compound, Fig. 1, is reported here.
The molecule of the compound displays a trans conformation with respect to the C=N bond. The two aromatic rings form a dihedral angle of 12.0 (3)°. The bond lengths are within normal ranges (Allen et al., 1987). In the crystal, molecules are connected via intermolecular N-H···O hydrogen bonding (Table 1)

Refinement
The amino H atom was located from a difference Fourier map and refined isotropically, with N-H distance restrained to 0.90 (1) Å. The remaining hydrogen atoms were positioned geometrically and treated as riding on their parent atoms, with C-H distances of 0.93-0.96 Å, and with U iso (H) = 1.2U eq (C aromatic ) and 1.5U eq (C methyl ).

Figure 2
The crystal packing of the title compound viewed along the b axis. Dashed lines show intermolecular hydrogen bonds.

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.