3-Chloro-N′-(4-diethylamino-2-hydroxybenzylidene)benzohydrazide

The asymmetric unit of the title Schiff base compound, C18H20ClN3O2, contains two independent molecules. An O—H⋯N hydrogen bond contributes to the planarity of each molecule: the dihedral angles between the two benzene rings are 12.8 (3) and 27.2 (3)° in the two molecules. In the crystal, molecules are linked through intermolecular N—H⋯O hydrogen bonds, forming chains along the a axis.

The asymmetric unit of the title Schiff base compound, C 18 H 20 ClN 3 O 2 , contains two independent molecules. An O-HÁ Á ÁN hydrogen bond contributes to the planarity of each molecule: the dihedral angles between the two benzene rings are 12.8 (3) and 27.2 (3) in the two molecules. In the crystal, molecules are linked through intermolecular N-HÁ Á ÁO hydrogen bonds, forming chains along the a axis.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: OM2397).

3-Chloro
In the last few years, a number of Schiff bases derived from the reaction of aldehydes with benzohydrazides were prepared and structurally characterized (Bessy et al., 2006;Podyachev et al., 2007;Raj & Kurup, 2007;Pouralimardan et al., 2007;Bacchi et al., 2006;Dinda et al., 2002). As a continuation of the work, in the present paper, the title new Schiff base compound, Fig. 1, is reported.
The asymmetric unit of the compound contains two independent Schiff base molecules. In each Schiff base molecule, there is an O-H···N hydrogen bond, which contributes to the planarity of the molecule. The dihedral angles between the two benzene rings in both molecules are 12.8 (3) and 27.2 (3)°, respectively. All the bond lengths are within normal values (Allen et al., 1987). The molecules are linked through intermolecular N-H···O hydrogen bonds (Table 1) to form chains along the a axis (Fig. 2).
The mixture was stirred at reflux for 10 min, and cooled to room temperature. The clear colorless solution was left to slowly evaporate in air for a few days, yielding colorless block-shaped crystals, which were collected by filtration and washed with methanol.