Acta Cryst. (2009). E65, o1221-o1222  [ doi:10.1107/S1600536809016225 ]

1-[(Bromomethyl)(phenyl)methylene]-2-(2,4-dinitrophenyl)hydrazine

A. Salhin, N. Abdul Razak and I. A. Rahman

Abstract: The title compound, C₁₄H₁₁BrN₄O₄, comprises two crystallographically independent molecules (A and B) in the asymmetric unit. In molecule B, intramolecular bifurcated N-HO and N-HBr hydrogen bonds and in molecule A, an intramolecular N-HO hydrogen bond generate S(6) ring motifs. The dihedral angle between the phenyl and benzene rings is 5.44 (6) in molecule A and 7.63 (6)° in molecule B. The ortho- and meta-nitro substituents make dihedral angles of 6.67 (15) and 2.26 (15)° to the attached benzene ring in molecule A and 6.37 (17) and 5.81 (16)° in molecule B. The Br atom in molecule B is disordered over two positions with a refined site-occupancy ratio of 0.61 (3):0.39 (3). Interesting features of the crystal structure are the short BrN [3.257 (3)-3.294 (4) Å], BrO [3.279 (3)-3.307 (4) Å] and OO [2.9319 (16)-2.9995 (16) Å] contacts, which are shorter than the sum of the van der Waals radii of these atoms. The crystal structure is further stabilized by intermolecular C-HO and - interactions [centroid-centroid distances = 3.6643 (8)-3.8514 (8) Å].

Online 7 May 2009

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