Received 4 October 2012
In the title compound, C26H23BrP+·Br-·C2H3N, the dihedral angles between the plane of the benzylic phenyl ring attached to the P atom and the planes of the three directly attached phenyl rings are 34.04 (12), 45.48 (13) and 87.18 (9)°. In the crystal, centrosymmetric pairs of cations and anions are linked into dimeric aggregates via C-HBr hydrogen bonds. There is also a C-HN hydrogen bond to the acetonitrile solvent molecule.
For background to the biological activity of alkyltriphenylphosphonium derivatives, see: Modica-Napolitano & Aprille (2001); Modica-Napolitano & Singh (2002); Wang et al. (2007); Kim et al. (2008, 2012); Madar et al. (2007). For the synthesis of triphenylphosphonium salts, see: Wang et al. (2007).
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 and WinGX (Farrugia, 1999).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ5012 ).
We acknowledge the EPSRC for funds which enabled the purchase of the Stoe IPDSII diffractometer. We thank the University of Hull for the provision of a scholarship for BPB and the Nuffield Foundation for sponsorship of PG via the CREST programme. We acknowledge the use of the EPSRC's Chemical Database Service at Daresbury (Fletcher et al., 1996).
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Fletcher, D. A., McMeeking, R. F. & Parkin, D. (1996). J. Chem. Inf. Comput. Sci. 36, 746-749.
Kim, D.-Y., Kim, H.-J., Yu, K.-H. & Min, J.-J. (2012). Bioconj. Chem. 23, 431-437.
Kim, Y.-S., Yang, C.-T., Wang, J., Wang, L., Li, Z.-B., Chen, X. & Liu, S. (2008). J. Med. Chem. 51, 2971-2984.
Madar, I., Ravert, H., DiPaula, A., Du, Y., Dannals, R. F. & Becker, L. (2007). J. Nucl. Med. 48, 1021-1030.
Modica-Napolitano, J. S. & Aprille, J. R. (2001). Adv. Drug. Del. Rev. 49, 63-70.
Modica-Napolitano, J. S. & Singh, K. K. (2002). Exp. Rev. Mol. Med. 4, 1-19.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Stoe & Cie (2002). X-AREA and X-RED. Stoe & Cie GmbH, Darmstadt, Germany.
Wang, J., Yang, C.-T., Kim, Y.-S., Sreerama, S. G., Cao, Q., Li, Z.-B., He, Z., Chen, X. & Liu, S. (2007). J. Med. Chem. 50, 5057-5059.