Received 27 October 2011
The title compound, C13H6Cl3F3N4O, was synthesized by the reaction of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-1H-pyrazole-3-carbonitrile and 2-chloroacetyl chloride. The five-membered pyrazole ring makes a dihedral angle of 71.5 (3)° with the benzene ring. The -CF3 group is disordered by rotation, and the F atoms are split over two sets of sites with occupancies of 0.59 (2) and 0.41 (2). The crystal structure features weak C-HO and N-HN interactions involving the carbonyl and cyano groups as acceptors.
For biological properties of N-pyrazole derivatives, see: Cheng et al. (2008); Liu et al. (2010); Hatton et al. (1993). For related structures, see: Yang et al. (2004); Zhang et al. (2005); Zhong et al. (2004).
Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BH2393 ).
The authors thank Professor Hua-qin Wang of the Analysis Centre, Nanjing University, for providing help during the X-ray crystallographic analysis.
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