N′-(2,4-Dichlorobenzylidene)-2-hydroxy-3-methylbenzohydrazide

In the title compound, C15H12Cl2N2O2, the dihedral angle between the two benzene rings is 6.3 (2)°. The molecule adopts an E configuration with respect to the C=N bond. An intramolecular O—H⋯O hydrogen bond is observed. In the crystal structure, the molecules are linked through intermolecular N—H⋯O and C—H⋯O hydrogen bonds to form chains running along [101].

In the title compound, C 15 H 12 Cl 2 N 2 O 2 , the dihedral angle between the two benzene rings is 6.3 (2) . The molecule adopts an E configuration with respect to the C N bond. An intramolecular O-HÁ Á ÁO hydrogen bond is observed. In the crystal structure, the molecules are linked through intermolecular N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds to form chains running along [101].

Comment
Hydrazone compounds have been widely investigated for their biological properties (Patil et al., 2010;Cukurovali et al., 2006). Furthermore, the crystal structures of the hydrazone compounds have also attracted much attention in recent years (Mohd Lair et al., 2009;Lin & Sang, 2009;Suleiman Gwaram et al., 2010). In the present work, the title new hydrazone compound is reported.
In the title molecule ( Fig. 1), the dihedral angle between the two benzene rings is 6.3 (2)°. The molecule adopts an E configuration with respect to the C═N bond. There is an intramolecular O-H···O hydrogen bond (Table 1) in the molecule.
In the crystal structure, molecules are linked through intermolecular N-H···O and C-H···O hydrogen bonds (Table 1) to form chains running along the [101] (Fig. 2).

Experimental
A mixture of 2,4-dichlorobenzaldehyde (0.174 g, 1 mmol) and 2-hydroxy-3-methylbenzohydrazide (0.166 g, 1 mmol) in methanol (50 ml) was stirred at room temperature for 1 h. The mixture was filtered to remove impurities, and then left at room temperature. After a few days, single crystals of the title compound, suitable for X-ray diffraction, were formed.

Refinement
Atom H2 was located in a difference Fourier map and refined isotropically, with the N-H distance restrained to 0.90 (1) Å.