Received 17 July 2013
The title compound, C9H3F5O2, crystallizes as O-HO hydrogen-bonded carboxylic acid dimers that, together with C-HF interactions and OF [2.8065 (13) and 2.9628 (13) Å] and FF [2.6665 (11), 2.7049 (12) and 2.7314 (12) Å] contacts, form a sheet-like structure. The sheets are stacked via short - interactions [centroid-centroid distance = 4.3198 (11) Å]. An intramolecular C-HF interaction is also observed.
For related structures, see: Goud et al. (1995); Quan & Sun, (2013). For the biological activity of N-alkenyl amides, see: Brettle & Mosedale (1988). For fluorinated N-alkenyl amides, see: Aguirre et al. (1998).
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; 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: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GG2124 ).
We gratefully acknowledge support for this project from the Dirección General de Educación Superior Tecnológica (DGEST) 2536.09-P.
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Brettle, R. & Mosedale, A. J. (1988). J. Chem. Soc. Perkin Trans. 1, pp. 2185-2195.
Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Goud, B. S., Reddy, P. K., Panneerselvam, K. & Desiraju, G. R. (1995). Acta Cryst. C51, 683-685.
Quan, J. & Sun, H.-S. (2013). Acta Cryst. E69, o30.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.