2-[(E)-(4-Bromophenyl)iminomethyl]-4-chlorophenol

Abstract

In the title compound, C13H9BrClNO, the dihedral angle between the substituted benzene rings is 44.25 (11)°. There are strong intra­molecular O—H⋯N hydrogen bonds, which generate S(6) rings, and also inter­molecular Cl⋯Cl [3.431 (3) Å] and Br⋯ Br [3.846 (1) Å] contacts. The crystal packing a C—H⋯O and C—H⋯π inter­actions.

Active control of molecular stacking types in a congeneric library of dihalogenated salicylideneaniline crystals and their solid solutions

“…3 and Tables S3 and S4 †). In 5CC-y and 5BC, 39 the molecules formed type-I interhalogen contacts at both ends of the 5′-X and 4-Cl atoms, whereas the molecules in the 5CB 40 and 5BB crystals formed type-II interhalogen contacts at the 4-Br ends (Table 3). The difference in the number of polytypes likely originates from the different molecular shapes.…”