Synthesis, crystal structure and conformational studies of schiff-base compound 2-{[4-(Phenyldiazenyl)Phenyl]Iminomethyl}-5-bromophenol

摘要

Schiff-base compound 2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}-5-bromo phenol (1), containing an azo group was synthesized from the reaction of p-aminoazobenzene with 5-bromosalicylaldehyde and characterized by elemental analyses, FT-IR spectroscopy and X-ray single-crystal diffraction analysis. Molecular orbital calculation has been carried out using density functional method (B3LYP) at 6-31G basis set. Compound 1 crystallizes in the orthorhombic system, space group Pca2 _1, with a = 12.1781(2) ?, b = 4.4894(10) ?, c = 27.7841(5) ?, V = 1519.02(5) ? ~3, and Z = 4. Compound 1 displays a trans configuration with respect to the C=N and N=N double bonds. Graphical Abstract: New Schiff-base compound containing an azo-group was synthesized from the reaction of p-aminoazobenzene with 5-bromosalicylaldehyde and characterized by elemental analyses, FT-IR spectroscopy and X-ray single-crystal diffraction analysis. Molecular orbital calculation has been carried out using density functional method (B3LYP) at 6-31G basis set. The title compound displays a trans configuration with respect to the C=N and N=N double bonds.