Crystal structure of 4-hydroxy-3-methoxy-N'-(5-chloro-2-hydroxybenzylidene) benzohydrazide – methanol (1:1), C15H13CIN2O4CH3OH

Abstract

Source of materialThe title compound was prepared by the Schiff base condensation of equimolar (0.5 mmol each) solutions of 5-chlorosalicylaldehyde and 4-hydroxy-3-methoxybenzohydrazide in methanol (20 ml). Excess methanol was removed from the reaction mixture by distillation. The colourless solid was filtered and dried in air. Colourless block-shaped crystals suitable for X-ray diffraction were obtained from a methanol solution. Experimental detailsThe i mino Η atom was located in a difference map and refined with Ν-Η distance restrained to 0.90(1) Â. The remaining Η atoms were positioned geometrically [d(C-H) = 0.93 -0.96 Â, d(0-H) = 0.82 Â] and refmed using a riding model, with C/iso(H) = 1.2 U e q(C) and 1.5 i/eq(Cmethyi and O). Rotating group models were used for the methyl groups.

4-Hydroxy-N′-(3,5-dichloro-2-hydroxybenzylidene)benzohydrazide

“…1, the dihedral angle between the two benzene rings is 5.1 (2)°. All the bond lengths are within normal values (Allen et al, 1987) and comparable to those in other similar compounds (Cui et al, 2007;Jing et al, 2007;Ma et al, 2008;Salhin et al, 2007;Lin et al, 2007;Alhadi et al, 2008;Xue et al, 2008;Wang et al, 2008;Lu, 2008;Diao et al, 2008;Qiu, 2009;Mohd Lair et al, 2009a,b).…”

N′-(5-Chloro-2-hydroxybenzylidene)nicotinohydrazide

“…1, there two independent molecules in the symmetric unit.The dihedral angles between the benzene and pyridine rings are 12.8 (2) and 1.9 (2)°, respectively. All the bond lengths are within normal values (Allen et al, 1987) and comparable to those in other similar compounds (Cui et al, 2007;Jing et al, 2007;Ma et al, 2008;Salhin et al, 2007;Lin et al, 2007;Alhadi et al, 2008;Xue et al, 2008;Wang et al, 2008;Lu, 2008;Diao et al, 2008;Qiu, 2009;Lair et al, 2009a,b (Bernstein et al, 1995).…”

“…For metal complexes of Schiff base compounds, see: Shivakumar et al (2008); Prabhakaran et al (2006); Dhar et al (2005). For related structures, see: Cui et al (2007); Jing et al (2007); Ma et al (2008); Salhin et al (2007); Lin et al (2007); Alhadi et al (2008); Xue et al (2008); Wang et al (2008); Lu (2008); Diao et al (2008); Qiu (2009);Mohd Lair et al (2009a,b). For reference structural data, see: Allen et al (1987).…”