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Volume 65 
Part 10 
Page o2332  
October 2009  

Received 23 August 2009
Accepted 28 August 2009
Online 5 September 2009

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Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.005 Å
R = 0.057
wR = 0.197
Data-to-parameter ratio = 12.2
Details
Open access

1H-Imidazo[4,5-f][1,10]phenanthrolin-7-ium perchlorate monohydrate

Su-Mei Shena*

aDepartment of Applied Engineering, Zhejiang Economic and Trade Polytechnic, 310018 Hangzhou, People's Republic of China
Correspondence e-mail: zjssm01@126.com

In the title crystal structure, C13H9N4+·ClO4-·H2O, cations, anions and water molecules are linked through intermolecular N-H...O, O-H...N and O-H...O hydrogen bonds, forming layers parallel to (001). In addition, there are weak [pi]-[pi] stacking interactions between the layers, involving the cations and with centroid-centroid distances in the range 3.584 (2)-3.662 (2) Å, forming a three-dimensional network.

Related literature

For background to 1H-imidazo[4,5-f][1,10]-phenanthroline and its use as a molecular building block, see: Xiong et al. (1999[Xiong, Y., He, X. F., Zhou, X. H., Wu, J. Z., Chen, X. M., Ji, L. N., Li, R. H., Zhou, J. Y. & Yu, K. B. (1999). J. Chem. Soc. Dalton Trans. pp. 19-24.]); Yu et al. (2009[Yu, J. (2009). Acta Cryst. E65, m618.]); Liu et al. (2009[Liu, J. Q., Zhang, Y. N., Wang, Y. Y., Jin, J. C., Lermontova, E. K. & Shi, Q. Z. (2009). Dalton Trans. pp. 5365-5378.]).

[Scheme 1]

Experimental

Crystal data

  • C13H9N4+·ClO4-·H2O

  • Mr = 338.71

  • Monoclinic, P 21 /c

  • a = 11.401 (2) Å

  • b = 18.475 (3) Å

  • c = 6.7163 (13) Å

  • [beta] = 90.179 (3)°

  • V = 1414.7 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.30 mm-1

  • T = 298 K

  • 0.30 × 0.26 × 0.17 mm
Data collection

  • Bruker APEXII area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.914, Tmax = 0.950

  • 7051 measured reflections

  • 2534 independent reflections

  • 1734 reflections with I > 2[sigma](I)

  • Rint = 0.031
Refinement

  • R[F2 > 2[sigma](F2)] = 0.057

  • wR(F2) = 0.197

  • S = 1.01

  • 2534 reflections

  • 208 parameters

  • 3 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.41 e Å-3

  • [Delta][rho]min = -0.39 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2A...O1Wi 0.86 1.90 2.713 (4) 156
N3-H3A...O3ii 0.86 1.99 2.825 (4) 162
O1W-H1WB...N4 0.84 2.02 2.852 (4) 177
O1W-H1WA...O2 0.84 2.25 3.018 (5) 154
Symmetry codes: (i) [-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) x+1, y, z.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. 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: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2890 ).

Acknowledgements

The author is grateful to the Zhejiang Economic and Trade Polytechnic for financial support.

References

Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Liu, J. Q., Zhang, Y. N., Wang, Y. Y., Jin, J. C., Lermontova, E. K. & Shi, Q. Z. (2009). Dalton Trans. pp. 5365-5378.  [CSD] [CrossRef]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Xiong, Y., He, X. F., Zhou, X. H., Wu, J. Z., Chen, X. M., Ji, L. N., Li, R. H., Zhou, J. Y. & Yu, K. B. (1999). J. Chem. Soc. Dalton Trans. pp. 19-24.  [CSD] [CrossRef]
Yu, J. (2009). Acta Cryst. E65, m618.  [CSD] [CrossRef] [details]

Acta Cryst (2009). E65, o2332  [ doi:10.1107/S1600536809034576 ]

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