Crystal structure of 4,4'-di-nitro-[1,1'-biphen-yl]-2-amine

Acta Crystallogr E Crystallogr Commun. 2017 Mar 21;73(Pt 4):550-552. doi: 10.1107/S205698901700408X. eCollection 2017 Apr 1.

Abstract

In the title biphenyl derivative, C12H9N3O4, 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, mol-ecules 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 R22(20) and R22(14) ring motifs. The latter ring motif is reinforced by a pair of C-H⋯O hydrogen bonds, enclosing R21(6) ring motifs. The chains are linked by a second C-H⋯O hydrogen bond, forming a three-dimensional supra-molecular structure.

Keywords: amine; biphenyl derivatives; biphen­yl; crystal structure; di­nitro; hydrogen bonding.