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Journal of Structural Chemistry

2013 year, number 6


Q.-S. Zong1,2, J.-Y. Wu1
1College of Biology and Chemical Engineering, Jiaxing University, Jiaxing Zhejiang, P. R. China
2School of Pharmaceutical Sciences, Zhejiang University, Hangzhou Zhejiang, P. R. China
Keywords: aroylhydrazone, Schiff base, synthesis, X-ray structure, hydrogen bonding


Two new aroylhydrazones 3-bromo-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (1) and 4-hydroxy-3-methoxy-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (2), derived from 5-methoxysalicylaldehyde, are prepared and determined by means of infrared and 1H NMR spectroscopy and single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group P2 1/ n with a = 5.9406(7) Å, b = 31.833(3) Å, c = 7.6460(8) Å, β = 94.522(4)°, V = 1441.4(3) Å 3, Z = 4. Compound 2 crystallizes in the monoclinic space group P2 1/ c with a = 14.3471(9) Å, b = 11.3893(7) Å, c = 9.6853(6) Å, β = 94.063(2)°, V = 1578.6(2) Å 3, Z = 4. Both molecules have very similar bond lengths and angles. The crystal structures of both compounds are stabilized by N—H⋯O and O—H⋯O hydrogen bonds as well as π⋯π interactions.