(E)-N′-(4-Methoxybenzylidene)pyridine-3-carbohydrazide dihydrate

Abstract

In the title compound, C14H13N3O2·2H2O, the hydrazone mol­ecule adopts an E conformation with respect to the C=N bond. The dihedral angle between the benzene and pyridine rings is 8.55 (10)°. The methyl­idene–hydrazide [–C(=O)–N–N=C–] fragment is essentially planar, with a maximum deviation of 0.0375 (13) Å. The mean planes of the benzene and pyridine rings make dihedral angles of 2.71 (14) and 11.25 (13)°, respectively, with mean plane of the methyl­idene-hydrazide fragment. In the crystal, the benzohydrazide and water mol­ecules are linked by N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds into a three-dimensional network.

(E)-N′-(3,4-Dimethoxybenzylidene)nicotinohydrazide monohydrate

“…The benzene and pyridine rings (C2-C7 and N3/C10-C14, respectively) are each planar with a dihedral angle of 5.10 (14)° between their mean-planes. This is comparable to the corresponding angle found in a related structure (Novina et al, 2013). One of the methoxy group is almost coplanar with the C2-C7 benzene ring whereas the other one deviates somewhat from the benzene ring plane [torsion angles: C1-O1-C2-C7 = -3.9 (3), C15-O2-C3-C4 = 16.5 3 (Fig.…”

“…For background to the use of nicotinohydrazides as catalysts and of their transition metal complexes in the treatment of tuberculosis, see: Torje et al (2012). For closely related structures, see: Novina et al (2013); Wang et al (2010). Table 1 Hydrogen-bond geometry (Å , ).…”

“…Moreover, hydrazone derivatives may act as multidentate ligands and their transition metal complexes have been used in the treatment of tuberculosis, in colorimetric or fluorimetric analytic determinations, as well as in applications involving catalytic processes (Torje et al, 2012). As part of our studies of substituent effects on the structure and other aspects of hydrazone derivatives, such as (E)-N′-(4-Methoxybenzylidene)pyridine-3-carbohydrazide dihydrate (Novina et al, 2013), in the present work we report the synthesis and crystal structure of the title compound.…”

Crystal structure of (E)-3-{[2-(2,4-dichlorobenzylidene)hydrazin-1-yl]carbonyl}pyridinium chloride trihydrate

“…For the biological activity of hydrazones, see: Kaplancikli et al (2012); Babahan et al (2013). For related structures, see: Novina et al (2013Novina et al ( , 2014 H atoms treated by a mixture of independent and constrained refinement Á max = 0.28 e Å À3 Á min = À0.37 e Å À3 Table 1 Hydrogen-bond geometry (Å , ). Symmetry codes: (i) x þ 1; y; z; (ii) Àx þ 2; Ày þ 1; Àz þ 1; (iii) Àx þ 1; Ày þ 1; Àz; (iv) Àx þ 1; Ày þ 1; Àz þ 1;…”

Crystal structure of 3-({[(thiophen-2-yl)methylidene]hydrazinyl}carbonyl)pyridinium chloride dihydrate

“…For structures of related hydrazone derivatives, see: Cheng et al (2008); Jing et al (2007); Novina et al (2013Novina et al ( , 2014. For the biological activity of hydrazones, see: Babahan et al (2013); Kaplancikli et al (2012).…”