Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 8 (August 2013)


organic compounds



hb7102 scheme

Acta Cryst. (2013). E69, o1203-o1204    [ doi:10.1107/S1600536813018345 ]

1-(2,4-Dinitrophenyl)-2-[(E)-2,4,5-trimethoxybenzylidene]hydrazine

H.-K. Fun, S. Chantrapromma, B. Nilwanna, T. Kobkeatthawin and N. Boonnak

Abstract: The title compound, C16H16N4O7, is close to being planar, with a dihedral angle of 3.15 (11)° between the benzene rings. The methoxy groups at the ortho- and para-positions of the 2,4,5-trimethoxyphenyl group are almost coplanar with the ring [deviations of the C atoms = 0.017 (2) and -0.025 (2) Å, respectively], whereas the meta-methoxy group deviates slightly [C-atom displacement = 0.162 (2) Å]. Both the ortho- and para-nitro groups are close to being coplanar with their attached ring [dihedral angles = 7.81 (12) and 8.56 (11)°, respectively]. An intramolecular N-H...O hydrogen bond generates an S(6) ring motif. In the crystal, inversion dimers linked by pairs of N-H...O hydrogen bonds involving the same H atom as the intramolecular bond generate R22(12) loops. The dimers are linked by weak C-H...O interactions into sheets parallel to the (10-4) plane and the sheets are stacked by [pi]-[pi] interactions, with a centroid-centroid distance of 3.5974 (14) Å.


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