Acta Cryst. (2006). E62, o2168-o2170  [ doi:10.1107/S1600536806016138 ]

1-(4-Chlorophenacyl)-2-methyl-4,5-dinitro-1H-imidazole

A. Gzella, M. S. Kaczmarek and Z. Wozniak

Abstract: In the title compound, C₁₂H₉ClN₄O₅, both nitro groups are rotated significantly from the imidazole plane. The C-4-NO₂ bond length is only slightly shorter than the value for a normal single Csp²-NO₂ bond and the C-5-NO₂ bond length is significantly shorter than C-4-NO₂. In consequence, the C-4-nitro group is easily replaced by morpholine, while the C-5-nitro group shows an extraordinary stability on treatment with the amine. In the crystal structure, the molecules are linked through C-HO hydrogen bonds.

Online 5 May 2006

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