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Volume 64 
Part 11 
Page o2066  
November 2008  

Received 4 September 2008
Accepted 27 September 2008
Online 4 October 2008

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Key indicators
Single-crystal X-ray study
T = 273 K
Mean [sigma](C-C) = 0.003 Å
R = 0.047
wR = 0.113
Data-to-parameter ratio = 12.2
Details
Open access

3-(Benzimidazolium-2-yl)propionate dihydrate

Xin Xiao,a Yun-Qiang Zhang,a Sai-Feng Xuea and Zhu Taob*

aKey Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, People's Republic of China, and bInstitute of Applied Chemistry, Guizhou University, Guiyang 550025, People's Republic of China
Correspondence e-mail: gyhxxiaoxin@163.com

In the crystal struture of the title compound, C10H10N2O2·2H2O, the component species are linked to the water molecules by N-H...O and O-H...O hydrogen bonds to form a three-dimensional network structure.

Related literature

For general background, see: Day & Arnold (2000[Day, A. I. & Arnold, A. P. (2000). Int. Patent WO/2000/068232.]); Day et al. (2002[Day, A. I., Blanch, R. J., Arnold, A. P., Lorenzo, S., Lewis, G. R. & Dance, I. (2002). Angew. Chem. Int. Ed. 41, 275-277.]); Freeman et al. (1981[Freeman, W. A., Mock, W. L. & Shih, N. Y. (1981). J. Am. Chem. Soc. 103, 7367-7368.]); Kim et al. (2000[Kim, J., Jung, I.-S., Kim, S.-Y., Lee, E., Kang, J.-K., Sakamoto, S., Yamaguchi, K. & Kim, K. (2000). J. Am. Chem. Soc. 122, 540-541.]). For related structure, see: Ge et al. (2007[Ge, J. Y., Xue, S. F., Zhu, Q. J., Tao, Z. & Zhang, J., X. (2007). J. Incl. Phenom. Macro. 58, 63-69.]).

[Scheme 1]

Experimental

Crystal data

  • C10H10N2O2·2H2O

  • Mr = 226.23

  • Monoclinic, P 21 /c

  • a = 18.444 (3) Å

  • b = 4.9730 (8) Å

  • c = 11.9097 (19) Å

  • [beta] = 94.530 (5)°

  • V = 1089.0 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.11 mm-1

  • T = 273 (2) K

  • 0.29 × 0.26 × 0.20 mm
Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer

  • Absorption correction: none

  • 7787 measured reflections

  • 2002 independent reflections

  • 1394 reflections with I > 2[sigma](I)

  • Rint = 0.066
Refinement

  • R[F2 > 2[sigma](F2)] = 0.047

  • wR(F2) = 0.113

  • S = 1.08

  • 1971 reflections

  • 161 parameters

  • 6 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.19 e Å-3

  • [Delta][rho]min = -0.23 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1N...O1i 0.86 1.86 2.700 (2) 166
N2-H2N...O2ii 0.86 1.80 2.654 (3) 170
O2W-H2W1...O1Wiii 0.841 (17) 2.007 (18) 2.842 (3) 172 (3)
Symmetry codes: (i) x, y+1, z; (ii) [x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]; (iii) [-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2 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: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG2490 ).

Acknowledgements

The authors gratefully acknowledge the Natural Science Foundation of China (grant No. 20767001), the International Collaborative Project of Guizhou Province, the Governor Foundation of Guizhou Province and the Natural Science Youth Foundation of Guizhou University (grant No. 2007-005) for financial support.

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Day, A. I. & Arnold, A. P. (2000). Int. Patent WO/2000/068232.
Day, A. I., Blanch, R. J., Arnold, A. P., Lorenzo, S., Lewis, G. R. & Dance, I. (2002). Angew. Chem. Int. Ed. 41, 275-277.  [CSD] [CrossRef] [ChemPort]
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Freeman, W. A., Mock, W. L. & Shih, N. Y. (1981). J. Am. Chem. Soc. 103, 7367-7368.  [CrossRef] [ChemPort] [ISI]
Ge, J. Y., Xue, S. F., Zhu, Q. J., Tao, Z. & Zhang, J., X. (2007). J. Incl. Phenom. Macro. 58, 63-69.  [CrossRef] [ChemPort]
Kim, J., Jung, I.-S., Kim, S.-Y., Lee, E., Kang, J.-K., Sakamoto, S., Yamaguchi, K. & Kim, K. (2000). J. Am. Chem. Soc. 122, 540-541.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2008). E64, o2066  [ doi:10.1107/S1600536808031346 ]

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