Crystal Structure of 2-((E)-(5-Bromo-2-hydroxybenzylidene)hydrazono)-1,2-diphenylethanone(1)

Abstract

The molecular structure of the title compound, C(21)H(15)Br(1)N(2)O2, was characterized by single crystal X-ray diffraction. The compound crystallizes in the triclinic sp. gr. P & Unknown; with Z = 2. The molecule is not planar: the dihedral angle between the planes of two aromatic rings [C1/C6] and [C16/C21] is 84.9(2)degrees. The other dihedral angle between two aromatic rings [C9/C14] and [C16/C21] is 88.8(2)degrees. The title compound exists as a phenol-imine tautomer, in which a strong intramolecular OHN hydrogen bond is formed. This study verifies the preference of the phenol-imine tautomeric form in the solid state. A pi-pi stacking interactions are also observed, which may influence crystal stability: the distance between centroids is 3.702(2) angstrom.