Acta Crystallographica Section E

Volume 68, Part 3 (March 2012)


organic compounds



rz2707 scheme

Acta Cryst. (2012). E68, o704-o705    [ doi:10.1107/S160053681200548X ]

(E)-1-[1-(3-Chlorophenyl)ethylidene]-2-(2,4-dinitrophenyl)hydrazine

H.-K. Fun, S. Chantrapromma, B. Nilwanna and C. Karalai

Abstract: There are two crystallographically independent molecules in the asymmetric unit of the title compound, C14H11ClN4O4, with the same E conformation about the C=N double bond. The molecules are approximately planar, with a dihedral angle between the benzene rings of 10.24 (12)° in one molecule and 4.73 (12)° in the other. In both molecules, the ortho-nitro groups of the 2,4-dinitrophenyl units are coplanar to their bound benzene rings, whereas the para-nitro groups are slightly twisted. In each molecule, intramolecular N-H...O hydrogen bonds generate S(6) ring motifs. In the crystal, molecules are linked by weak C-H...O interactions into sheets parallel to the (-102) plane. These sheets are stacked by [pi]-[pi] interactions, with centroid-centroid distances of 3.7008 (14) and 3.7459 (14) Å. A Cl...O short contact [3.111 (2) Å] is observed.


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