Crystal structure of 4-hydroxy-3-methoxy-N'-(2-hydroxy- naphthylidene) benzohydrazide methanol solvate, C19H16N2O4 ·CH3OH

Abstract

Source of materialThe title compound was prepared by the Schiff base condensation of equimolar (0.5 mmol each) 2-hydroxy-1-naphthylaldehyde and 4-hydroxy-3-methoxybenzohydrazide in methanol (20 ml). Excess methanol was removed from the reaction mixture with distillation. The colorless solid was filtered and dried in air. Colorless block-shaped crystals suitable for X-ray diffraction were obtained from amethanol solution. and refined using ariding model, with U iso(H) =1.2 U eq (C) and 1.5 U eq (C methyl and O). Rotating group models were used for the methyl groups. Experimental details DiscussionHydrazone compounds, which derived from the reaction of aldehydes with hydrazides, have been widely studied due to their excellent biological properties [1][2][3][4][5][6]. The crystal structure of the title compound consists of aSchiff base molecule and amethanol molecule of crystallization. The Schiff base molecule is in a trans configuration with respect to the methylidene group. The dihedral angle between the phenyl ring and the naphthyl ring is 1.5(2)°, indicating anearly planar configuration of the molecule. The bond lengths and angles in the compound are found to have normal values and comparable to the values in the similar compounds [7][8][9]. The methanol molecules are linked to the Schiff base molecules through intermolecular N−H···O and O−H···O hydrogen bonds. In the crystal structure, molecules are linked by intermolecular O−H···O and N−H···O hydrogen bonds into wave-shaped twodimensional layers parallel to (010).