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Volume 69 
Part 1 
Page o87  
January 2013  

Received 28 September 2012
Accepted 5 December 2012
Online 15 December 2012

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.004 Å
R = 0.038
wR = 0.104
Data-to-parameter ratio = 12.3
Details
Open access

Triphenyl[(triphenylphosphoranylidene)amino]phosphonium tetrakis(pentafluorophenyl)borate

aDepartment of Chemistry and Biochemistry, Northern Illinois University, DeKalb, IL 60115, USA
Correspondence e-mail: czheng@niu.edu

In the title molecular salt, C36H30NP2+·C24BF20-, the P-N bond lengths in the cation are equal [1.573 (2) and 1.572 (2) Å], indicating a resonance structure and the P-N-P bond angle is 144.79 (12)°. In the crystal, weak C-H...F interactions link the cations and the anions.

Related literature

For details of the preparation, see: Fermín et al. (1999[Fermín, D. J., Duong, H. D., Ding, Z., Brevet, P. F. & Girault, H. H. (1999). Phys. Chem. Chem. Phys. 1, 1461-1467.]); Gobry (2001[Gobry, V. (2001). Thesis, École Polytechnique Fédérale de Lausanne, Switzerland.]). For electrochemical studies of interfaces between polar organic solvents and water, see: Luo et al. (2006[Luo, G., Málková, S., Yoon, J., Schultz, D. G., Lin, B., Meron, M., Benjamin, I., Vanýsek, P. & Schlossman, M. L. (2006). J. Electroanal. Chem. 593, 142-158.]); Fermín et al. (1999[Fermín, D. J., Duong, H. D., Ding, Z., Brevet, P. F. & Girault, H. H. (1999). Phys. Chem. Chem. Phys. 1, 1461-1467.]); Su et al. (2008a[Su, B., Li, F., Partovi-Nia, R., Gros, C., Barbe, J.-M., Samec, Z. & Girault, H. H. (2008a). Chem. Commun. 40, 5037-5038.],b[Su, B., Partovi-Nia, R., Li, F., Hojeij, M., Prudent, M., Corminboeuf, C., Samec, Z. & Girault, H. H. (2008b). Angew. Chem. Int. Ed. 47, 4675-4678.]); Stephenson et al. (2005[Stephenson, M. J., Holmes, S. M. & Dryfe, R. A. W. (2005). Angew. Chem. Int. Ed. 44, 3075-3078.]). For an X-ray reflectivity study of the interface, see: Luo et al. (2006[Luo, G., Málková, S., Yoon, J., Schultz, D. G., Lin, B., Meron, M., Benjamin, I., Vanýsek, P. & Schlossman, M. L. (2006). J. Electroanal. Chem. 593, 142-158.]). For a Gibbs free-energy study of the compound, see: Vanýsek & Novák (2009[Vanýsek, P. & Novák, V. (2009). ECS Trans. 19, 55-63.]).

[Scheme 1]

Experimental

Crystal data
  • C36H30NP2+·C24BF20-

  • Mr = 1217.60

  • Monoclinic, P 21 /n

  • a = 13.3081 (15) Å

  • b = 25.196 (3) Å

  • c = 16.0355 (18) Å

  • [beta] = 100.094 (2)°

  • V = 5293.7 (10) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.20 mm-1

  • T = 298 K

  • 0.60 × 0.50 × 0.30 mm

Data collection
  • Bruker SMART CCD PLATFORM diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2006[Sheldrick, G. M. (2006). SADABS. University of Göttingen, Germany.]) Tmin = 0.212, Tmax = 0.264

  • 39430 measured reflections

  • 9311 independent reflections

  • 7829 reflections with I > 2[sigma](I)

  • Rint = 0.030

Refinement
  • R[F2 > 2[sigma](F2)] = 0.038

  • wR(F2) = 0.104

  • S = 1.07

  • 9311 reflections

  • 758 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.28 e Å-3

  • [Delta][rho]min = -0.26 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C118-H118...F302i 0.93 2.55 3.188 (2) 126
C212-H212...F303i 0.93 2.55 3.229 (3) 131
Symmetry code: (i) x-1, y, z.

Data collection: SMART (Bruker, 1999[Bruker (1999). SMART and SAINT. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); cell refinement: SMART and SAINT (Bruker, 1999[Bruker (1999). SMART and SAINT. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SIR97 (Altomare et al., 1999[Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.]); program(s) used to refine structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BR2211 ).


Acknowledgements

The authors acknowledge support from the NSF-CHE0615129.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.  [ISI] [CrossRef] [ChemPort] [details]
Bruker (1999). SMART and SAINT. Bruker Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
Fermín, D. J., Duong, H. D., Ding, Z., Brevet, P. F. & Girault, H. H. (1999). Phys. Chem. Chem. Phys. 1, 1461-1467.
Gobry, V. (2001). Thesis, École Polytechnique Fédérale de Lausanne, Switzerland.
Luo, G., Málková, S., Yoon, J., Schultz, D. G., Lin, B., Meron, M., Benjamin, I., Vanýsek, P. & Schlossman, M. L. (2006). J. Electroanal. Chem. 593, 142-158.  [ChemPort]
Sheldrick, G. M. (2006). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Stephenson, M. J., Holmes, S. M. & Dryfe, R. A. W. (2005). Angew. Chem. Int. Ed. 44, 3075-3078.  [ISI] [CrossRef] [ChemPort]
Su, B., Li, F., Partovi-Nia, R., Gros, C., Barbe, J.-M., Samec, Z. & Girault, H. H. (2008a). Chem. Commun. 40, 5037-5038.  [CrossRef]
Su, B., Partovi-Nia, R., Li, F., Hojeij, M., Prudent, M., Corminboeuf, C., Samec, Z. & Girault, H. H. (2008b). Angew. Chem. Int. Ed. 47, 4675-4678.  [ISI] [CrossRef] [ChemPort]
Vanýsek, P. & Novák, V. (2009). ECS Trans. 19, 55-63.


Acta Cryst (2013). E69, o87  [ doi:10.1107/S1600536812049914 ]

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