CHARACTERIZATION AND CRYSTAL STRUCTURES OF 5-BROMO-2-METHOXY-4-(p-TOLYLIMINOMETHYL)PHENOL AND 2-BROMO-6-[(6-METHYLPYRIDIN-2-YLIMINO)METHYL]PHENOL
Y.-L. Dong, C. Li, X.-F. Meng, X. Zhou, J.-J. Ma
College of Sciences, Agricultural University of Hebei, Baoding, P. R. China
Keywords: synthesis, Schiff base, crystal structure, X-ray diffraction, hydrogen bonding, ПЂв‹ЇПЂ interaction
Abstract
Two bromo-substituted Schiff bases 5-bromo-2-methoxy-4-( p -tolyliminomethyl)phenol (1) and 2-bromo-6-[(6-methylpyridin-2-ylimino)methyl]phenol (2) are prepared and characterized by elemental analysis, 1H and 13C NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in the triclinic space group with unit cell dimensions a = 6.228(1) Å, b = 10.929(2) Å, c = 21.312(2) Å, α = 104.230(2)°, β = 91.780(2)°, γ = 90.890(2)°, V = 1405.0(4) Å3, Z = 4, R 1 = 0.0359, and wR 2 = 0.0830. Compound 2 crystallizes in the monoclinic space group P 21/ c with unit cell dimensions a = 8.180(2) Å, b = 12.011(3) Å, c = 12.843(3) Å, β = 106.263(2)°, V = 1211.4(4) Å3, Z = 4, R 1 = 0.0364, and wR 2 = 0.0889. X-ray diffraction indicates that the Schiff base molecules of the compounds display trans configuration with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by hydrogen bonds and weak π⋯π interactions.
|
