Crystal structure of 4-bromo-N-(2-bromo-3-nitrobenzyl)-2-nitronaphthalen-1-amine

In the title compound, C17H11Br2N3O4, the dihedral angle between the planes of the naphthalene system and the benzene ring is 52.86 (8)°. The nitro substituent and the attached naphthalene system are almost coplanar [dihedral angle = 5.6 (4)°], probably as a consequence of an intramolecular N—H...O hydrogen bond with the amine group. The nitro substituent attached to the benzene ring is disordered over two sets of sites with occupancies of 0.694 (3) and 0.306 (3). The major component deviates significantly from the ring plane [dihedral angle = 53.6 (2)°]. In the crystal, the molecules are linked into a three-dimensional array by extensive π–π interactions involving both the naphthalene and benzene rings [range of centroid–centroid distances = 3.5295 (16)–3.9629 (18) Å] and C—H...O interactions involving the methylene H atoms and the phenyl-attached nitro group.

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