N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate

Abstract

Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.003 Å; R factor = 0.053; wR factor = 0.176; data-to-parameter ratio = 15.4.The title compound, C 21 H 17 N 3 O 5 ÁC 3 H 7 NO, exists in an E conformation with respect to the azomethine double bond of the hydrazide molecule. This molecule contains an intramolecular O-HÁ Á ÁN hydrogen bond, while an intermolecular N-HÁ Á ÁO hydrogen bond links the hydrazide to the formamide molecule of solvation. Nonclassical C-HÁ Á ÁO intermolecular hydrogen bonds build up a supramolecular architecture, together with two C-HÁ Á Á interactions and a weak -interaction, with a centroid-centroid distance of 3.650 (13) Å . Related literature

Bis{μ-N-[(E)-4-benzyloxy-2-oxidobenzylidene]-4-nitrobenzenecarbohydrazidato}bis[diaquanickel(II)] dimethylformamide tetrasolvate

“…The coordination geometry around each Ni II ion is octahedral with a slight distortion. The hydrazide moiety of the free ligand is coordinated to each Ni atom via iminolate form of the hydrazide moiety without changing its configuration (Joseph et al, 2012;Raj & Kurup, 2007;Joseph et al, 2013).…”

“…For biological applications of hydrazinecarboxamide and its derivatives, see: Lakshmi et al (2011); Prasanna & Kumar (2013); Singh et al (2007); Naseema et al (2010). For the synthesis of related compounds, see: Joseph et al (2013). For related structures, see: Joseph et al (2012); Raj & Kurup (2007).…”

“…The title complex was prepared by adapting a reported procedure (Joseph et al, 2013) by mixing hot methanolic solutions of N′-[(E)-4-benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate (0.464 g, 1 mmol) and Ni(OAc) 2 •4H 2 O (0.248 g, 1 mmol) for 4 h. On cooling, brown colored product formed were collected, washed with few drops of methanol and dried over P 4 O 10 in vacuo. Single crystals of the title compound suitable for Xray analysis were obtained by recrystallization from a mixture of methanol and dimethylformamide (1:1 v/v).…”

Crystal structure of 4-{(E)-[2-(pyridin-4-ylcarbonyl)hydrazin-1-ylidene]methyl}phenyl acetate monohydrate

“…For biological applications of hydrazone derivatives, see: Sreeja et al (2004); Prasanna & Kumar (2013). For the synthesis of related compounds, see: Joseph et al (2013); Thilagavathi et al (2010). For the anticancer activity of hydrazones against cervical cancer, see: Nair et al (2014…”

“…The title compound was synthesised by adapting a reported procedure (Joseph et al, 2013). A solution of isonicotinic acid hydrazide (0.137 g, 1 mmol) in methanol/DMF (1:1 v/v, 10 ml) was mixed with a methanol /DMF solution (10 ml) of 4-formylphenyl acetate (0.164 g, 1 mmol).…”