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Acta Cryst. (2013). E69, o75
[ doi:10.1107/S1600536812048866 ]

2-{[(Dimethylamino)methylidene]amino}-5-nitrobenzonitrile

S. M. Saad, S. M. Haider, S. Perveen, K. M. Khan and S. Yousuf

Abstract: The title molecule, C10H10N4O2, is almost planar and adopts an E configuration of the azomethine [C=N = 1.298 (2) Å] double bond. The benzene ring is attached to an essentially planar (r.m.s. deviation = 0.0226 Å) amidine moiety (N=CN/Me2), the dihedral angle between the two mean planes being 18.42 (11)°. The cyano group lies in the plane of the benzene ring [the C and N atoms deviating by 0.030 (3) and 0.040 (3) Å, respectively], while the nitro group makes a dihedral angle 5.8 (3)° with the benzene ring. There are two distinct intermolecular hydrogen bonds, C-H...O and C-H...N, that stabilize the crystal structure; the former interactions result in centrosymmetric dimers about inversion centers resulting in ten-membered rings, while the later give rise to chains of molecules running parallel to the b axis.


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