Crystal structure of 4′-bromo-2,5-dihydroxy-2′,5′-dimethoxy-[1,1′-biphenyl]-3,4-dicarbonitrile

Abstract

In the crystal of the title substituted hemibiquinone derivative, C16H11BrN2O4 or [BrHBQH2(CN)2], the substituted benzene rings are rotated about the central C—C bond, forming a dihedral angle of 53.59 (7)°. The ring systems interact through an intramolecular O—H...Omethoxy hydrogen bond, which induces a geometry quite different from those in previously reported hemibiquinone structures. In the crystal, the molecules associate through an intermolecular O—H...Nnitrile hydrogen bond, forming chains which extend along [100] and are interlinked through very weak C—H...N hydrogen bonds, giving a overall two-dimensional structure lying parallel to (010).

Keywords

• crystal structure
• hemibiquinone
• molecular rectifier