Crystal Structure of 4,4′-di­nitro-[1,1′-biphen­yl]-2-amine

Abstract

In the title biphenyl derivative, C<inf>12</inf>H<inf>9</inf>N<inf>3</inf>O<inf>4</inf>, the dihedral angle between the benzene rings is 52.84(10)°. The nitro group attached to the benzene ring is inclined to the ring by 4.03(2)°, while the nitro group attached to the amino-substituted benzene ring is inclined to the ring by 8.84(2)°. In the crystal, molecules are linked by two pairs of N-H⋯O hydrogen bonds, forming chains propagating along [101]. Within the chains, these N-H⋯O hydrogen bonds result in the formation of R 22(20) and R 22(14) ring motifs. The latter ring motif is reinforced by a pair of C-H⋯O hydrogen bonds, enclosing R 21(6) ring motifs. The chains are linked by a second C-H⋯O hydrogen bond, forming a three-dimensional supramolecular structure.