Synthesis and Characterization a New Schiff Base with Aliphatic Spacers

Abstract

Crystals of a new Schiff base compound with the m.f. C₂₈H₃₇N₃O₄ (1), was obtained by the condensation of 4-(quinolin-8-yloxy)butanohydrazide with 2-hydroxy-3,5-dimethylbenzaldehyde and recrystallization of the product from dimethylformamide. The Schiff base (1) has been characterized by elemental analysis, IR, ¹H NMR, fluorescence spectra, X-ray single crystal and powder X-ray diffraction measurements. The compound crystallizes in the monoclinic system with the space group P 21/c and Z = 4. The unit cell parameters are a = 25.203 (7), b = 11.292 (3), c = 9.768 (3) Å with b = 100.01 (7)°. The crystal structure reveals that the compound exists as a trans-trans conformer in which the benzyl and quinoline group is trans with respect to the C=N and C=O bonds. The intermolecular hydrogen bond N-H···O plays a major role in linking the molecules to a zigzag 1-D chain and stabilizes the crystal packing.