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Synthesis and Crystal Structure of a New Schiff Base 4-[(2-hydroxy-benzylidene)-amino]-N-(5-methyl-isoxazol-3-yl)-benzenesulfonamide
Authors:Annamalai Subashini  Madhukar Hemamalini  P. Thomas  Muthiah  Gabriele Bocelli  Andrea Cantoni
Affiliation:(1) School of Chemistry, Bharathidasan University, Tiruchirappalli, 620024, India;(2) IMEM-CNR, Parco Area delle Scienze-37a, I-43010 Fontanini Parma, Italy
Abstract:Abstract  The structure of the title compound (C17H15N3O4S)2 the schiff base, bis(N-(5-methyl-3-isoxazolyl)-4-[(2-hydroxy benzylidene)-amino]) benzene sulfonamide was elucidated by H1, C13 NMR, UV–VIS and IR spectroscopic techniques. The X-ray structure was determined in order to establish the conformation of the molecule. The compound crystallizes in the triclinic space group P-1, with a = 11.419(1), b = 11.426(0), c = 13.316(1) ?, α = 71.94(2), β = 89.79(1), γ = 89.14(2)° and Z = 4. Two benzene rings and azomethine group are practically coplanar, as a result of intramolecular hydrogen bonds involving the hydroxy O atom and azomethine N atom. The component species further interact via N–H···N and C–H···O hydrogen bonds and π–π stacking interactions. Index Abstract  The title compound (C17H15N3O4S)2, Schiff base, bis(N-(5-methyl-3-isoxazolyl)-4-[(2-hydroxy benzylidene)-amino]) benzene sulfonamide was synthesized by the condensation of 4-amino-N-(5-methyl-3-isoxazolyl) benzene sulfonamide (SMZ) and 2-hydroxy benzaldehyde (SA). Its structure was confirmed by single crystal X-ray diffraction analysis. MediaObjects/10870_2008_9437_Figa_HTML.gif Electronic supplementary material  The online version of this article (doi:) contains supplementary material, which is available to authorized users.
Keywords:Schiff base  Synthesis and characterization  X-ray diffraction  Spectral studies and π    π   interactions
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