Three (E)-2-[(bromophenyl)iminomethyl]-4-methoxyphenols

Abstract
The title compounds, (E)-2-[(2-bromophenyl)iminomethyl]-4-methoxyphenol, C14H12BrNO2, (I), (E)-2-[(3-bromophenyl)iminomethyl]-4-methoxyphenol, C14H12BrNO2, (II), and (E)2-[(4-bromophenyl)iminomethyl]-4-methoxyphenol, C14H12BrNO2, (III), adopt the phenol-imine tautomeric form. In all three structures, there are strong intramolecular O-H center dot center dot center dot N hydrogen bonds. Compound (I) has strong intermolecular hydrogen bonds, while compound (III) has weak intermolecular hydrogen bonds. In addition to these intermolecular interactions, C-H center dot center dot center dot pi interactions in (I) and (III), and pi-pi interactions in (I), play roles in the crystal packing. The dihedral angles between the aromatic rings are 15.34 (12), 6.1 (3) and 39.2 (14)degrees for (I), (II) and (III), respectively.

This publication has 3 references indexed in Scilit: