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Volume 68 
Part 1 
Page o185  
January 2012  

Received 5 November 2011
Accepted 15 December 2011
Online 21 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.052
wR = 0.131
Data-to-parameter ratio = 18.2
Details
Open access

4-Methylanilinium perchlorate 18-crown-6 clathrate

aOrdered Matter Science Research Center, Southeast University, Nanjing 211189, People's Republic of China
Correspondence e-mail: wangyufeng0924@163.com

In the title compound, C7H10N+·ClO4-·C12H24O6, the 4-methylanilinium cation interacts with an 18-crown-6 molecule forming a rotator-stator-like structure through bifurcated N-H...(O,O) hydrogen bonds between the ammonium group of the cation and the O atoms of the crown ether molecule. All three components of the structure possess mirror symmetry. The benzene ring is inclined to the mean plane of the crown ether molecule by 86.84 (8)°.

Related literature

The crystal structure of related 4-methylanilinium tetrafluoroborate 18-crown-6 clathrate has been reported by Ge & Zhao (2010[Ge, J.-Z. & Zhao, M.-M. (2010). Acta Cryst. E66, m739.]).

[Scheme 1]

Experimental

Crystal data
  • C7H10N+·ClO4-·C12H24O6

  • Mr = 471.92

  • Orthorhombic, P n m a

  • a = 15.510 (3) Å

  • b = 11.717 (2) Å

  • c = 13.014 (3) Å

  • V = 2365.0 (8) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.21 mm-1

  • T = 293 K

  • 0.27 × 0.26 × 0.23 mm

Data collection
  • Rigaku Mercury2 diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku, 2005[Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.944, Tmax = 0.952

  • 23471 measured reflections

  • 2843 independent reflections

  • 2051 reflections with I > 2[sigma](I)

  • Rint = 0.056

Refinement
  • R[F2 > 2[sigma](F2)] = 0.052

  • wR(F2) = 0.131

  • S = 1.04

  • 2843 reflections

  • 156 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.23 e Å-3

  • [Delta][rho]min = -0.29 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1B...O2i 0.89 2.23 2.9477 (19) 138
N1-H1B...O3i 0.89 2.19 2.9511 (18) 143
N1-H1C...O4 0.89 2.20 2.924 (3) 138
N1-H1C...O3 0.89 2.20 2.9511 (18) 142
N1-H1A...O2 0.89 2.22 2.9477 (19) 139
N1-H1A...O1 0.89 2.15 2.888 (3) 140
Symmetry code: (i) [x, -y+{\script{1\over 2}}, z].

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: CV5196 ).


Acknowledgements

The author thanks the SEU research start-up capital of new teachers for support.

References

Ge, J.-Z. & Zhao, M.-M. (2010). Acta Cryst. E66, m739.  [CrossRef] [details]
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2012). E68, o185  [ doi:10.1107/S1600536811053992 ]

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