Methyl­ammonium tetra­fluoridoborate 18-crown-6 clathrate

Jin, Y.

doi:10.1107/S1600536811054432

Volume 68
Part 1
Page o225
January 2012

Received 3 December 2011
Accepted 18 December 2011
Online 23 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.006 Å
Disorder in solvent or counterion
R = 0.073
wR = 0.226
Data-to-parameter ratio = 17.1
Details

Methylammonium tetrafluoridoborate 18-crown-6 clathrate

Yu Jin ^a ^*

^aOrdered Matter Science Research Center, Southeast University, Nanjing 211189, People's Republic of China
Correspondence e-mail: jinyunihao@yahoo.cn

In the title compound, CH₃NH₃⁺·BF₄^-·C₁₂H₂₄O₆, the methylammonium cation makes three N-HO hydrogen bonds to the 18-crown-6 molecule. The -NH₃⁺ and -CH₃ groups of the cation adopt a staggered conformation. The F atoms of the tetrafluoridoborate anion are disordered over two sets of sites in a 0.519 (11):0.481 (11) ratio. Weak C-HF interactions occur in the crystal, which possibly correlate with the anion disorder.

Related literature

For related structures, see: Henschel et al. (1999); Trueblood et al. (1982). For the possible relationship of the title compound to molecular ferroelectrics, see: Wu et al. (2011).

Experimental

Crystal data

CH₆N⁺·BF₄^-·C₁₂H₂₄O₆
M_r = 383.19
Monoclinic, C 2/c
a = 24.375 (5) Å
b = 8.5404 (17) Å
c = 21.345 (4) Å
= 116.90 (3)°
V = 3962.7 (14) Å³
Z = 8
Mo K radiation
= 0.12 mm^-1
T = 293 K
0.3 × 0.3 × 0.2 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005) T_min = 0.489, T_max = 1.000
19676 measured reflections
4519 independent reflections
2155 reflections with I > 2(I)
R_int = 0.061

Refinement

R[F² > 2(F²)] = 0.073
wR(F²) = 0.226
S = 1.03
4519 reflections
265 parameters
H-atom parameters constrained
_max = 0.25 e Å^-3
_min = -0.19 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1CO2	0.89	1.98	2.867 (3)	171
N1-H1BO6	0.89	1.99	2.866 (3)	168
N1-H1AO4	0.89	1.99	2.876 (3)	171
C2-H2BF2'ⁱ	0.97	2.41	3.345 (14)	163
C7-H7BF3'	0.97	2.52	3.481 (13)	172
C9-H9BF1'ⁱⁱ	0.97	2.49	3.306 (12)	142
C9-H9BF2'ⁱⁱ	0.97	2.36	3.298 (17)	163
C11-H11AF4'ⁱⁱⁱ	0.97	2.47	3.393 (12)	158
Symmetry codes: (i) $[x, -y+1, z-{\script{1\over 2}}]$ ; (ii) x, y+1, z; (iii) $[-x, y+1, -z+{\script{1\over 2}}]$ .

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6552 ).

Acknowledgements

The author thanks Southeast University for support.

References

Henschel, D., Wijaya, K., Jones, P. G. & Blaschette, A. (1999). Acta Cryst. C55, 664-668.
Rigaku (2005). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Trueblood, K.-N., Knobler, C.-B., Lawrence, D.-S. & Stevens, R.-V. (1982). J. Am. Chem. Soc. 104, 1355-1362.
Wu, D.-H., Ge, J.-Z., Cai, H.-L., Zhang, W. & Xiong, R.-G. (2011). CrystEngComm, 13, 319-324.

organic compounds