Synthesis, Characterization and Crystal Structures of 3-Hydroxy-N′-[methyl(2-pyridyl)methylene]-2-naphthohydrazide monohydrate and 3-Hydroxy-N′-(3,5-dibromo-2-hydroxybenzylidene)-2-naphthohydrazide dimethylformamide solvate

Abstract

Two hydrazone compounds, 3-hydroxy-N 0 -[methyl (2-pyridyl)methylene]-2-naphthohydrazide monohydrate (1), and 3-hydroxy-N 0 -(3,5-dibromo-2-hydroxybenzylidene)-2-naphthohydrazide dimethylformamide solvate (2), have been prepared and characterized by elemental analysis, IR spectra, 1 HNMR spectra, and X-ray single crystal structural determination. Compound (1) crystallizes in the monoclinic space group C2/c with unit cell dimensions a = 11.072(2) Å , b = 12.017(2) Å , c = 23.753(3) Å , b = 95.710(2)°, V = 3144.7(9) Ǻ 3 , Z = 8, R 1 = 0.0780, and wR 2 = 0.1465. Compound (2) crystallizes in the triclinic space group P-1 with unit cell dimensions a = 7.601(2) Å , b = 16.522(4) Å , c = 17.048(3) Å , a = 92.516(11)°, b = 96.726(12)°, c = 94.117(12)°, V = 2117.8(8) Ǻ 3 , Z = 4, R 1 = 0.0490, and wR 2 = 0.1012. The hydrazone molecules in the compounds adopt trans configurations about the C=N double bonds. The crystal structures of the compounds are stabilized by intermolecular hydrogen bonds and pÁÁÁp stacking interactions.