Crystal structure of 2,6-dichloro-4-nitroaniline

Abstract

Crystals of 2,6-dichloro-4-nitroaniline are monoclinic, generally twinned, a= 3·723, b= 17·833, c= 11·834 Å, β= 94·12°, Z= 4, space group P2₁/c. The structure was determined with Cu-K_α diffractometer data by Patterson, electron-density, and full-matrix least-squares methods, the final R being 0·038 for 726 observed reflexions. The planar amino- and nitro-groups are rotated out of the aromatic plane, each by ca. 7°. Bond distances and valency angles can be interpreted in terms of resonance structures and of differences in hybridization, in particular the C–N(amino)(1·358 Å) and C–N(nitro)(1·466 Å) distances.