[Journal logo]

Volume 70 
Part 1 
Page o72  
January 2014  

Received 26 November 2013
Accepted 13 December 2013
Online 18 December 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.006 Å
R = 0.083
wR = 0.195
Data-to-parameter ratio = 15.2
Details
Open access

N,N,2,4,6-Penta­methyl­anilinium hexa­fluoro­phosphate-1,4,7,10,13,16-hexa­oxa­cyclo­octa­decane (2/1)

aDepartment of Applied Chemistry, Nanjing College of Chemical Technology, Nanjing 210048, People's Republic of China
Correspondence e-mail: 75104209@qq.com

In the title compound, 2C11H18N+·2PF6-·C12H24O6, the 18-crown-6 mol­ecule has crystallographically imposed inversion symmetry. In the crystal, it inter­acts with the cation through weak C-H...O hydrogen bonds. The cations and anions are further linked via N-H...F and C-H...F hydrogen bonds, leading to a sandwich structure .

Related literature

For background to the development of ferroelectric pure organic or inorganic compounds, see: Haertling (1999[Haertling, G. H. (1999). J. Am. Ceram. Soc. 82, 797-810.]); Homes et al. (2001[Homes, C. C., Vogt, T., Shapiro, S. M., Wakimoto, S. & Ramirez, A. P. (2001). Science, 293, 673-676.]). For the structure of a related compound, see: Zhang (2013[Zhang, Y. (2013). Acta Cryst. E69, o31.]).

[Scheme 1]

Experimental

Crystal data
  • 2C11H18N+·2PF6-·C12H24O6

  • Mr = 882.78

  • Monoclinic, P 21 /c

  • a = 8.9122 (18) Å

  • b = 16.775 (3) Å

  • c = 15.136 (3) Å

  • [beta] = 103.71 (3)°

  • V = 2198.4 (8) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.19 mm-1

  • T = 293 K

  • 0.40 × 0.30 × 0.20 mm

Data collection
  • Rigaku Mercury2 (2x2 bin mode) diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.832, Tmax = 1.000

  • 18170 measured reflections

  • 3858 independent reflections

  • 2524 reflections with I > 2[sigma](I)

  • Rint = 0.053

Refinement
  • R[F2 > 2[sigma](F2)] = 0.083

  • wR(F2) = 0.195

  • S = 1.20

  • 3858 reflections

  • 253 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.49 e Å-3

  • [Delta][rho]min = -0.30 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1C...F4 0.91 2.38 3.077 (5) 134
C16-H16A...O3i 0.96 2.52 3.334 (5) 143
C16-H16B...O2ii 0.96 2.51 3.443 (5) 164
C16-H16C...O1i 0.96 2.57 3.381 (5) 143
C17-H17B...F4 0.96 2.54 3.122 (6) 119
Symmetry codes: (i) x, y-1, z; (ii) -x, -y+1, -z+1.

Data collection: CrystalClear (Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; 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: 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: RZ5098 ).


References

Haertling, G. H. (1999). J. Am. Ceram. Soc. 82, 797-810.  [CrossRef] [ChemPort]
Homes, C. C., Vogt, T., Shapiro, S. M., Wakimoto, S. & Ramirez, A. P. (2001). Science, 293, 673-676.  [Web of Science] [CrossRef] [PubMed] [ChemPort]
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Zhang, Y. (2013). Acta Cryst. E69, o31.  [CSD] [CrossRef] [IUCr Journals]


Acta Cryst (2014). E70, o72  [ doi:10.1107/S1600536813033734 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.