Received 12 March 2013
The title compound, C13H2F10N2O, has been previously described in the space group Pbca with Z = 8 [Jai-nhuknan et al. (1997). Acta Cryst. C53, 455-457]. The current P212121 polymorph was obtained from a tetrahydrofuran solution. The pentafluorophenyl rings make dihedral angles of 50.35 (6) and 54.94 (6)° with the urea fragment, in close accord with those reported for the first polymorph. In the crystal, both of the N-H groups donate H atoms to the same carbonyl O atom, forming a one-dimensional molecular array along the a axis. There are close contacts between perfluorophenyl C atoms within the array [3.228 (3) Å] and halogen bonds are also observed between the arrays [FF = 2.709 (2) and 2.7323 (18) Å].
For the structure of the first reported ploymorph, see: Jai-nhuknan et al. (1997). For the related structure of 1,3-diphenylurea, see: Dannecker et al. (1979). For background to organofluorine chemistry, see: Chambers (2004).
Data collection: CrystalClear (Rigaku, 2008); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SIR92 (Altomare, et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: CrystalStructure (Rigaku, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FF2101 ).
This work was supported by `Research for Promoting Technological Seeds' of the Japan Science and Technology Agency (JST).
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