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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 [sigma](C-C) = 0.011 Å
Disorder in main residue
R = 0.052
wR = 0.154
Data-to-parameter ratio = 13.2
Details
Open access

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

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-H...Br 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-H...O interactions.

Related literature

For related structures, see: Koh et al. (1993[Koh, L. L., Xu, Y., Gan, L. M., Chew, C. H. & Lee, K. C. (1993). Acta Cryst. C49, 1032-1035.]); Fu et al. (2009[Fu, S., Wei, Z., Wei, X. & Wu, T. (2009). Acta Cryst. E65, o1836.]); Liu et al. (2010[Liu, J., Wei, Z., Wei, X. & Zhang, C. (2010). Acta Cryst. E66, o2865.]). For details of the synthesis, see: Yin et al. (1998[Yin, B. L., Zhang, G. Y. & Wei, X. L. (1998). China Surfact. Deterg. Cosmet. 4, 18-22.]).

[Scheme 1]

Experimental

Crystal data
  • C20H44NO2+·Br-

  • Mr = 410.47

  • Monoclinic, P 21 /m

  • a = 5.9470 (4) Å

  • b = 7.4331 (5) Å

  • c = 26.720 (2) Å

  • [beta] = 92.185 (1)°

  • V = 1180.30 (15) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 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[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.548, Tmax = 0.621

  • 5657 measured reflections

  • 2251 independent reflections

  • 1430 reflections with I > 2[sigma](I)

  • Rint = 0.048

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

  • wR(F2) = 0.154

  • S = 0.99

  • 2251 reflections

  • 171 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.36 e Å-3

  • [Delta][rho]min = -0.42 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1D...Br1 0.85 2.41 3.207 (6) 157
C19-H19B...O1i 0.96 2.23 3.190 (6) 176
Symmetry code: (i) x+1, y, z.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART 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: 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: 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.  [CrossRef] [details]
Koh, L. L., Xu, Y., Gan, L. M., Chew, C. H. & Lee, K. C. (1993). Acta Cryst. C49, 1032-1035.  [CrossRef] [details]
Liu, J., Wei, Z., Wei, X. & Zhang, C. (2010). Acta Cryst. E66, o2865.  [CrossRef] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Yin, B. L., Zhang, G. Y. & Wei, X. L. (1998). China Surfact. Deterg. Cosmet. 4, 18-22.


Acta Cryst (2012). E68, o246  [ doi:10.1107/S1600536811054651 ]

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