N′-(2-Fluorobenzylidene)-2-(quinolin-8-yloxy)acetohydrazide methanol solvate

Abstract

In the title compound, C18H14FN3O2·CH4O, all bond lengths and angles are within normal ranges. The C18H14FN3O2 mol­ecule is essentially planar, with a dihedral angle of 7.83 (7)° between the planes of the benzene ring and the quinoline group. Each methanol mol­ecule is linked to one C18H14FN3O2 mol­ecule via inter­molecular N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds.

4-{(E)-N′-[2-(8-Quinolyloxy)acetyl]hydrazonomethyl}benzoic acid methanol solvate

“…As part of our on going search for good extractants of metal ions or a biologically active material, the title compound was obtained in the reaction of quinolin-8-yloxyacetic acid hydrazide and 4-formylbenzoic acid. In the crystal structure of all bond lengths and angles are normal (Allen et al, 1987), and are comparable to those in the related compound N′-(2-Fluorobenzylidene)-2-(quinolin-8-yloxy)-acetohydrazide methanol solvate (Wen et al, 2005). The mean planes of the benzene ring and the quinoline ring make a dihedral angle of 6.7 (2)°.…”

“…For the coordination chemistry of 8-hydroxyquinoline and its derivatives, see: Chen & Shi (1998). For a related structure, see: Wen et al (2005). For bond-length data, see: Allen et al (1987).…”

(E)-N′-[1-(4-Hydroxyphenyl)ethylidene]-2-(quinolin-8-yloxy)acetohydrazide methanol solvate

“…We report here its crystal structure. All bond lengths and angles are normal (Allen et al, 1987), and are comparable to those in the related compound N′-(2-Fluorobenzylidene) -2-(quinolin-8-yloxy)-acetohydrazide methanol solvate (Wen et al, 2005). The mean planes of the benzene ring and the quinoline rings make a dihedral angle of 75.5 (2)°.…”

“…For background on the coordination chemistry of 8-hydroxyquinoline and its derivatives, see: Chen & Shi (1998). For related structures, see: Wen et al (2005). For reference structural data, see: Allen et al (1987).…”

(E)-N′-(5-Chloro-2-hydroxybenzylidene)-4-(8-quinolyloxy)butanohydrazide monohydrate

“…For the use of 8-hydroxyquinoline and its derivatives as ligands in this area, see: Chen et al (2005); Park et al (2006); Karmakar et al (2007). For related structures, see: Xu et al (2002); Zhang et al (2005); Wen et al (2005); Wei et al (2004); Zheng, Li et al (2008); Zheng, Wu, Lu et al, (2006); Zheng (2006); Zheng, Qiu et al (2006); Zheng, Wu, Li et al (2007); Xie et al (2008); Chen & Li (2009). For comparative bond lengths, see: Allen et al (1987).…”