Synthesis and Crystal Structure of 2-Hydroxybenzoic Acid 1-(3,5-Dibromo-2- hydroxyphenyl)methylidenehydrazide Methanol

摘要

A new Schiff base compound, 2-hydroxybenzoic acid [1-(3,5-dibromo-2-hydroxy- phenyl) methylidene]hydrazide methanol (C14H10Br2N2O3·CH3OH), has been synthesized by the condensation of equimolar 3,5-dibromosalicylaldehyde and 2-hydroxybenzoic acid hydrazide in a methanol solution. The compound was characterized by elemental analysis, IR spectra, and single- crystal X-ray diffraction. The compound consists of a Schiff base moiety 2-hydroxybenzoic acid [1-(3,5-dibromo-2-hydroxyphenyl)methylidene]hydrazide and a lattice methanol molecule. The crystal belongs to the monoclinic system, space group P21 with a = 7.183(1), b = 15.673(2), c = 15.001(2 (A), β = 98.345(2)o, Z = 4, V = 1670.9(4) (A)3, Dc = 1.773 g/cm3, Mr = 446.10, λ(MoKα) = 0.71073(A), μ = 4.872 mm-1, F(000) = 880, R = 0.0458 and wR = 0.0963. A total of 3445 unique reflections were collected, of which 2236 with Ⅰ ＞ 2σ(I) were observed. As expected, the molecule adopts a trans configuration about the C=N double bond. The two benzene rings are nearly coplanar (mean deviation from the combined plane is 0.061(4)(A)), with the dihedral angle of 7.9(3)o. The preliminary biological tests show that the compound has moderate antibacterial activities.