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Volume 66 
Part 10 
Page o2668  
October 2010  

Received 9 September 2010
Accepted 22 September 2010
Online 30 September 2010

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.003 Å
R = 0.034
wR = 0.092
Data-to-parameter ratio = 15.8
Details
Open access

1,1',2,2'-Tetramethyl-3,3'-(p-phenylenedimethylene)diimidazol-1-ium bis[bis(trifluoromethylsulfonyl)imide]

aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The cation of the imidazolium-based ionic-liquid title salt, C16H24N42+·2C2F6NO4S2-, lies on a center of inversion; in the cation, the five-membered imidazolium ring is aligned at 84.4 (1)° with respect to the phenylene ring; the angle at the methylene C atom is 113.0 (2)°. In the anion, the negative charge formally resides on the two-coordinate N atom; the S-N-S angle at this atom is 125.2 (1)°.

Related literature

For the tetrafluoroborate and hexafluorophosphate salts, see: Puvaneswary et al. (2009a[Puvaneswary, S., Alias, Y. & Ng, S. W. (2009a). Acta Cryst. E65, o1829.],b[Puvaneswary, S., Alias, Y. & Ng, S. W. (2009b). Acta Cryst. E65, o1830.]).

[Scheme 1]

Experimental

Crystal data
  • C16H24N42+·2C2F6NO4S2-

  • Mr = 856.71

  • Monoclinic, P 21 /n

  • a = 8.7195 (7) Å

  • b = 13.710 (1) Å

  • c = 13.8351 (11) Å

  • [beta] = 92.290 (1)°

  • V = 1652.6 (2) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.41 mm-1

  • T = 100 K

  • 0.40 × 0.30 × 0.20 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.853, Tmax = 0.922

  • 10192 measured reflections

  • 3744 independent reflections

  • 3191 reflections with I > 2[sigma](I)

  • Rint = 0.023

Refinement
  • R[F2 > 2[sigma](F2)] = 0.034

  • wR(F2) = 0.092

  • S = 1.02

  • 3744 reflections

  • 237 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.48 e Å-3

  • [Delta][rho]min = -0.41 e Å-3

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2 and 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JH2208 ).


Acknowledgements

We thank the University of Malaya (grant No. TA010/2010 A) for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Puvaneswary, S., Alias, Y. & Ng, S. W. (2009a). Acta Cryst. E65, o1829.  [CrossRef] [details]
Puvaneswary, S., Alias, Y. & Ng, S. W. (2009b). Acta Cryst. E65, o1830.  [CrossRef] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2010). E66, o2668  [ doi:10.1107/S1600536810038006 ]

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