2,6-Dichloro-4-nitrotoluene

Abstract

The title compound, C7H5Cl2NO2 [systematic name: 1,3-dichloro-2-methyl-5-nitrobenzene], crystallizes in the chiral space group P212121 with a Flack parameter of −0.03 (5). The methyl C atom, the Cl atoms and the N atom of the nitro substituent all lie extremely close to the plane of the benzene ring; the deviations are 0.028 (3) Å for the methyl C atom, −0.016 (1) and 0.007 (1) Å for the two Cl atoms, and −0.017 (3) Å for the nitro N atom. Hence, no significant steric hindrance of the methyl group by the ortho halogen atoms is observed. The nitro group is inclined to the benzene ring by 9.8 (3)°. In the crystal, molecules are linked by weak C—H...O and C—H...Cl hydrogen bonds, forming layers parallel to the ab plane.

Keywords

• crystal structure
• dichloronitrotoluene
• hydrogen bonding