2-Hy­droxy-N,N,N-trimethyl-3-tetra­decyl­oxypropan-1-aminium bromide

Wang, X.; Wei, X.; Du, P.

doi:10.1107/S1600536811054651

Volume 68
Part 1
Page o246
January 2012

Received 9 November 2011
Accepted 19 December 2011
Online 23 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.011 Å
Disorder in main residue
R = 0.052
wR = 0.154
Data-to-parameter ratio = 13.2
Details

2-Hydroxy-N,N,N-trimethyl-3-tetradecyloxypropan-1-aminium bromide

Xiuhong Wang,^a Xilian Wei ^a ^* and Panpan Du ^a

^aCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
Correspondence e-mail: weixilian@126.com

In the crystal structure of the title compound, C₂₀H₄₄NO₂⁺·Br^-, the cation and anion are connected via an O-HBr hydrogen bond, forming an ionic pair. The cation is disordered over two conformations related by a mirror plane, and the anion is situated on a mirror plane so that the asymmetric unit contains half of the ionic pair. The long alkyl chain in the cation adopts an all-trans conformation. The crystal packing exhibits weak intermolecular C-HO interactions.

Related literature

For related structures, see: Koh et al. (1993); Fu et al. (2009); Liu et al. (2010). For details of the synthesis, see: Yin et al. (1998).

Experimental

Crystal data

C₂₀H₄₄NO₂⁺·Br^-
M_r = 410.47
Monoclinic, P 2₁ /m
a = 5.9470 (4) Å
b = 7.4331 (5) Å
c = 26.720 (2) Å
= 92.185 (1)°
V = 1180.30 (15) Å³
Z = 2
Mo K radiation
= 1.75 mm^-1
T = 293 K
0.39 × 0.32 × 0.30 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.548, T_max = 0.621
5657 measured reflections
2251 independent reflections
1430 reflections with I > 2(I)
R_int = 0.048

Refinement

R[F² > 2(F²)] = 0.052
wR(F²) = 0.154
S = 0.99
2251 reflections
171 parameters
H-atom parameters constrained
_max = 0.36 e Å^-3
_min = -0.42 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1DBr1	0.85	2.41	3.207 (6)	157
C19-H19BO1ⁱ	0.96	2.23	3.190 (6)	176
Symmetry code: (i) x+1, y, z.

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; 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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5198 ).

Acknowledgements

We acknowledge the National Natural Science Foundation of China (grant No. 21073081) for financial support.

References

Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Fu, S., Wei, Z., Wei, X. & Wu, T. (2009). Acta Cryst. E65, o1836.
Koh, L. L., Xu, Y., Gan, L. M., Chew, C. H. & Lee, K. C. (1993). Acta Cryst. C49, 1032-1035.
Liu, J., Wei, Z., Wei, X. & Zhang, C. (2010). Acta Cryst. E66, o2865.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Yin, B. L., Zhang, G. Y. & Wei, X. L. (1998). China Surfact. Deterg. Cosmet. 4, 18-22.

organic compounds