2-Hydroxy-N′-(4-hydroxybenzylidene)-3-methylbenzohydrazide

Abstract

The title compound, C15H14N2O3, was prepared by condensing 4-hy­droxy­benzaldehyde and 2-hy­droxy-3-methyl­benzo­hydra­zide in methanol. The two benzene rings make a dihedral angle of 19.03 (11)°. An intra­molecular O—H⋯O hydrogen bond is observed. The crystal structure is stabilized by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds and C—H⋯O inter­actions, which lead to the formation of a three-dimensional network.

N′-(3-Ethoxy-2-hydroxybenzylidene)-2-hydroxy-3-methylbenzohydrazide

“…In molecule B the (C18-C23) and (C26-C31) benzene rings make a dihedral angle of 3.9 (3)°. All the bond values are within normal ranges and are comparable with those in the similar compounds reported on by (Fun et al, 2011;Horkaew et al, 2011;Zhi et al, 2011;Huang & Wu, 2010;Shen et al, 2012). (Table 1), and some π-π interactions involving symmetry related A/A molecules and neighbouring B/B molecules [Cg1-Cg2 i 3.874 (4) Å; symmetry code: (i) -x, y+172, -z+1; Cg3-Cg4 ii 3.904 (3) Å; symmetry code: (ii) x-1, y, z; where Cg1, Cg2, Cg3, and Cg4 are the centroids of the (C1-C6), (C9-C14), (C18-C23) and (C26-C31) benzene rings, respectively].…”

“…However, compounds derived from 2-hydroxy-3-methylbenzohydrazide have seldom been reported. As an extension of our work on such compounds (Shen et al, 2012), we report herein on the crystal structure of the title compound, prepared by condensing 3-ethoxy-2-hydroxybenzaldehyde and 2-hydroxy-3-methylbenzohydrazide in methanol. (Table 1).…”

2-Hydroxy-N′-(5-hydroxy-2-nitrobenzylidene)-3-methylbenzohydrazide

“…The (C1-C6) and (C9-C14) benzene rings make a dihedral angle of 3.9 (3)°. All the bond values are within normal ranges and are comparable with those in similar compounds reported on by (Fun et al, 2011;Horkaew et al, 2011;Zhi et al, 2011;Huang & Wu, 2010;Shen et al, 2012;Zhu et al, 2012).…”

“…In the last few years, the synthesis and crystal structures of a number of hydrazone compounds have been reported (Fun et al, 2011;Horkaew et al, 2011;Zhi et al, 2011;Huang & Wu, 2010). The compounds derived from 2-hydroxy-3methylbenzohydrazide have seldom been reported As an extension of our work on such compounds (Shen et al, 2012;Zhu et al, 2012), we report herein on the crystal structure of the title compound.…”

N′-(5-Chloro-2-hydroxybenzylidene)-4-methoxybenzohydrazide

“…As an extension of the work on the structures of hydrazone derivatives (Li, 2012;Zhu et al, 2012;Shen et al, 2012;Liu et al, 2011;Lei, 2011), the author reports here the structure of a new benzohydrazide compound, (I). The asymmetric unit of (I) contains two independent hydrazone molecules, Fig 1. Each molecule adopts a trans configuration with respect to the methylidene unit.…”