Abstract

The title compound, C14H12BrNO2, was synthesized by the condensation reaction of 2,3-di-hydroxy-benzaldehyde and 2-bromo-3-methyl-aniline. It crystallizes in the centrosymmetric triclinic space group P . The configuration about the C=N bond is E. The dihedral angle between the planes of the 5-(2-bromo-3-methyl-phenyl ring and the catechol ring is 2.80 (17)°. In the crystal, O-H⋯O hydrogen-bond inter-actions consolidate the crystal packing.

Highlights

  • The title compound, C14H12BrNO2, was synthesized by the condensation reaction of 2,3-dihydroxybenzaldehyde and 2-bromo-3-methylaniline. It crystallizes in the centrosymmetric triclinic space group P1

  • Schiff bases containing an azomethine or imine (–C N–) unit are condensation products of primary amines and carbonyl compounds that were first reported by Hugo Schiff (1864)

  • The methyl C1 atom deviates from the plane of the C2–C7 benzene ring by 0.039 (2) Awhile C9 deviates from the plane of the C9–C14 benzene ring by 0.024 (3) A

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Summary

Chemical context

Schiff bases containing an azomethine or imine (–C N–) unit are condensation products of primary amines and carbonyl compounds that were first reported by Hugo Schiff (1864). Schiff bases have a wide variety of applications in many areas of biological, organic and inorganic chemistry. The medicinal uses and applications of Schiff bases and their metal complexes are of increasing clinical and commercial importance and are increasingly significant in the medicinal and pharmaceutical fields because of their extensive range of biological activities (Karthikeyan et al, 2006)

Structural commentary
Supramolecular features
Database survey
Hirshfeld surface analysis
Findings
Refinement
Full Text
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