Received 17 September 2009
In the title compound, C12H9N2+·C7F5O2-·2C7HF5O2, the cation and anion are linked by an N-HO hydrogen bond. The neutral molecules bond to the anion via O-HO hydrogen bonds to form associations of one cation, one anion and two neutral molecules. Intermolecular C-HO, C-HF, FF [shortest contact = 2.768 (8) Å], F [shortest contact = 3.148 (13) Å] and - [shortest centroid-centroid separation = 3.689 (5) Å] interactions further link the components to form a three-dimensional network.
For recent developments in the supramolecular chemistry of fluorine-containing compounds, see: Chopra & Row (2008); Choudhury & Row (2004); Gdaniec et al. (2003); Kawahara et al. (2004); Mori & Matsumoo (2007); Reddy et al. (2004).
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); 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: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5105 ).
This work was supported by the Project for Innovation Team of Liaoning Province, China (grant No. 2007T052), the Project for Provincial Key Laboratory of Liaoning Province, China (grant No. 2008S104) and the Startup Project of Doctor, Liaoning University, China.
Bruker (2001). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Chopra, D. & Row, T. N. G. (2008). CrystEngComm, 10, 54-67.
Choudhury, A. R. & Row, T. N. G. (2004). Cryst. Growth Des. 4, 47-52.
Gdaniec, M., Jankowski, W., Milewska, M. J. & Poloñski, T. (2003). Angew. Chem. Int. Ed. 42, 3903-3906.
Kawahara, S.-i., Tsuzuki, S. & Uchimaru, T. (2004). J. Phys. Chem. A, 108, 6744-6749.
Mori, Y. & Matsumoo, A. (2007). Cryst. Growth Des. 7, 377-385.
Reddy, L. S., Nangia, A. & Lynch, V. M. (2004). Cryst. Growth Des. 4, 89-94.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.