Received 24 June 2010
The 1,3,5-oxadiazinane ring in the title compound, C12H14F2N4O3, has a conformation intermediate between half-chair and screw-boat. The crystal structure is stabilized by weak intermolecular C-HO hydrogen bonds. Weak - interactions are indicated by the relatively long centroid-centroid distance of 3.9199 (12) Å and interplanar distance of 3.803 Å between symmetry-related benzene rings from neighbouring molecules.
An important type of insecticide, oxadiazine compounds are highly efficient and of low toxicity, see: Gsell et al.(1998). The title compound has been used to synthesize many similar insecticides, see: Maienfisch et al. (1994). For the preparation of the title compound, see: Gottfied et al.(2001). For the related structures, see: Chopra et al., (2004); Kang et al. (2008). For puckering parameters, see: Cremer & Pople (1975).
Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DN2586 ).
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