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Volume 68 
Part 12 
Page o3373  
December 2012  

Received 26 October 2012
Accepted 12 November 2012
Online 17 November 2012

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.002 Å
R = 0.030
wR = 0.080
Data-to-parameter ratio = 22.3
Details
Open access

Dicyclohexylbis(naphthalen-1-ylmethyl)phosphonium chloride chloroform disolvate

aLeibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany
Correspondence e-mail: matthias.beller@catalysis.de

In the title solvated phosphonium salt, C34H40P+·Cl-·2CHCl3, the two cyclohexyl and two 1-naphthylmethyl groups at the P atom are in a distorted tetrahedral arrangement [105.26 (6)-113.35 (6)°]. Both cyclohexyl rings adopt a chair conformation. The dihedral angle between the naphthyl ring systems is 74.08 (3)°.

Related literature

A multitude of phosphonium salts are known in the literature. For some examples of the type [PR'2R''2]X (R' = Me, R'' = Ph, X = I), see: Staples et al. (1995[Staples, R. J., Carlson, T., Wang, S. & Fackler, J. P. (1995). Acta Cryst. C51, 498-500.]); Dornhaus et al. (2005[Dornhaus, F., Lerner, H.-W. & Bolte, M. (2005). Acta Cryst. E61, o1657-o1658.]), (R' = Me, R'' = Ph, X = Br), see: Staples et al. (1995[Staples, R. J., Carlson, T., Wang, S. & Fackler, J. P. (1995). Acta Cryst. C51, 498-500.]) and (R' = Me, R'' = fluoren-9-yl, X = I), see: Brady et al. (2000[Brady, E. D., Hanusa, T. P., Pink, M. & Young, V. G. Jr (2000). Inorg. Chem. 39, 6028-6037.]).

[Scheme 1]

Experimental

Crystal data
  • C34H40P+·Cl-·2CHCl3

  • Mr = 753.82

  • Triclinic, [P \overline 1]

  • a = 12.3079 (2) Å

  • b = 12.7150 (2) Å

  • c = 14.0310 (3) Å

  • [alpha] = 77.785 (1)°

  • [beta] = 64.242 (1)°

  • [gamma] = 64.738 (1)°

  • V = 1787.56 (6) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.63 mm-1

  • T = 150 K

  • 0.43 × 0.30 × 0.19 mm

Data collection
  • Bruker Kappa APEXII DUO diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.96, Tmax = 1.00

  • 40097 measured reflections

  • 8871 independent reflections

  • 7562 reflections with I > 2[sigma](I)

  • Rint = 0.025

Refinement
  • R[F2 > 2[sigma](F2)] = 0.030

  • wR(F2) = 0.080

  • S = 1.03

  • 8871 reflections

  • 397 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.53 e Å-3

  • [Delta][rho]min = -0.44 e Å-3

Data collection: APEX2 (Bruker, 2011[Bruker (2011). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: XP in SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2454 ).


Acknowledgements

We thank Dr W. Baumann, and Mrs S. Buchholz (both of LIKAT) for their support.

References

Brady, E. D., Hanusa, T. P., Pink, M. & Young, V. G. Jr (2000). Inorg. Chem. 39, 6028-6037.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Bruker (2008). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2009). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2011). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Dornhaus, F., Lerner, H.-W. & Bolte, M. (2005). Acta Cryst. E61, o1657-o1658.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Staples, R. J., Carlson, T., Wang, S. & Fackler, J. P. (1995). Acta Cryst. C51, 498-500.  [CrossRef] [details]


Acta Cryst (2012). E68, o3373  [ doi:10.1107/S1600536812046661 ]

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