Synthesis and Structure Characterization of N-Phenyl-(2S)-hydroxy-3-(2-hydroxybenzylidene)aminopropionamide

摘要

A new Schiff base, N-phenyl-(2S)-hydroxy-3-[(2-hydroxybenzylidene)amino]pro- pionamide, has been synthesized by using (S)-isoserine as the starting material. Its crystal struc- ture with solvent benzene was determined by X-ray single-crystal diffraction, elemental analysis and 1H NMR. The crystal belongs to the monoclinic system with space group P21, a = 5.673(3), b = 15.486(8), c = 18.753(9) (A), β = 90.086(7)°, C16H16O3N2·(1/2C6H6, Mr = 323.36, V = 1647.7(14) (A)3, Z = 4, Dc = 1.304 g/cm3, μ = 0.089 cm-1, F(000) = 684.00, the final R = 0.0624 and wR = 0.1320 for 2613 observed reflections (I > 2σ(I)). The asymmetric unit of the crystal has two crystallographically different molecules with the same configuration and one solvent benzene molecule, and they are not planar. In the crystal, molecules are stacked through H-bonds along [100] and the stacks are laterally interacted through H-bonds and extended along [010]. In the third direction [101], molecules interact through C-H…π interaction, which is one of the major factors stabilizing the crystal structure.