Characterization and crystal structures of 5-bromo-2-methoxy-4-(p-tolyliminomethyl)phenol and 2-bromo-6-[(6-methylpyridin-2-ylimino)methyl]phenol

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, H-1 and C-13 NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in the triclinic space group P with unit cell dimensions a = 6.228(1) , b = 10.929(2) , c = 21.312(2) , alpha = 104.230(2)A degrees, beta = 91.780(2)A degrees, gamma = 90.890(2)A degrees, V = 1405.0(4) (3), Z = 4, R1 = 0.0359, and wR (2) = 0.0830. Compound 2 crystallizes in the monoclinic space group P2(1/c) with unit cell dimensions a = 8.180(2) , b = 12.011(3) , c = 12.843(3) , beta = 106.263(2)A degrees, V = 1211.4(4) (3), 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 pi aEuro cent aEuro cent aEuro cent pi interactions.