Synthesis and crystal structure of Schiff-base compound (E)-4-methoxy-N- (4-hydroxybenzylidene) aniline

Abstract

New Schiff-base compound (E)-4-methoxy-N-(4-hydroxybenzylidene) aniline has been synthesized from the reaction of 4-hydroxybenzaldehyde with 4-methoxyaniline in methanol at 50ºC, and has been characterized by using elemental analysis and FT-IR spectroscopy. The crystal structure of the title compound has been determined by single crystal X-ray diffraction study. The title compound crystallizes in the orthorhombic, space group Pbcn with unit cell parameters a = 22.3813(5), b = 10.7477(2), c = 9.3623(2) Å, V = 2252.08(8) Å3, Z = 8 and R = 0.03. The N1 = C7 imine bond length of 1.2839(14) Å is typical of a double bond. The molecule of the title compound is non planar and the dihedral angle between the two phenyl rings is 58.97 (32)º. There is a strong intermolecular hydrogen bond of the O∙∙∙H-C type forming one-dimensional chain.

Keywords


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