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

Journal of Structural Chemistry(2016)

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摘要
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, 1 H and 13 C NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in the triclinic space group P 1̅ 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) Å 3 , Z = 4, R1 = 0.0359, and wR 2 = 0.0830. Compound 2 crystallizes in the monoclinic space group P 2 1/ 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) Å 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 π•••π interactions.
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关键词
synthesis,Schiff base,crystal structure,X-ray diffraction,hydrogen bonding,π•••π interaction
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