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Volume 65 
Part 2 
Page o278  
February 2009  

Received 11 December 2008
Accepted 25 December 2008
Online 10 January 2009

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
Disorder in main residue
R = 0.066
wR = 0.205
Data-to-parameter ratio = 15.7
Details
Open access

Hemi(4,4'-bipyridinium) hexafluoridophosphate bis(4-aminobenzoic acid) 4,4'-bipyridine monohydrate

aSchool of Chemistry and Environment, South China Normal University, Guangzhou 510006, People's Republic of China, and bKey Laboratory of Electrochemical Technology on Energy Storage and Power Generation in Guangdong Universities, Guangzhou 510631, People's Republic of China
Correspondence e-mail: zrh321@yahoo.com.cn

In the title compound, 0.5C10H10N22+·PF6-·C10H8N2·2C7H7NO2·H2O, the cation is located on a center of symmetry. The crystal structure is determined by a complex three-dimensional network of intermolecular O-H...O, O-H...N, N-H...N and N-H...F hydrogen bonds. [pi]-[pi] stacking interactions between neighboring pyridyl rings are also present; the centroid-centroid distance is 3.643 (5) Å. The hexafluoridophosphate anion is disordered over two positions with site-occupancy factors of ca 0.6 and 0.4.

Related literature

For the use of 4-aminobenzoic acid and 4,4'-bipyridine for the construction of three-dimensional network motifs, see: Hu et al. (2003[Hu, D. H., Huang, W., Gou, S. H., Fang, J. L. & Fun, H. K. (2003). Polyhedron, 22, 2661-2667.]); Yang et al. (2004[Yang, G. P., Wang, Z. Y. & Chen, J. T. (2004). J. Mol. Struct. 707, 223-229.]).

[Scheme 1]

Experimental

Crystal data
  • 0.5C10H10N22+·PF6-·C10H8N2·2C7H7NO2·H2O

  • Mr = 672.54

  • Triclinic, [P \overline 1]

  • a = 10.1032 (2) Å

  • b = 10.1142 (2) Å

  • c = 16.8906 (3) Å

  • [alpha] = 92.557 (1)°

  • [beta] = 98.063 (1)°

  • [gamma] = 117.346 (1)°

  • V = 1506.23 (5) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.18 mm-1

  • T = 296 (2) K

  • 0.18 × 0.15 × 0.14 mm

Data collection
  • Bruker APEXII area-detector diffractometer

  • Absorption correction: none

  • 22618 measured reflections

  • 7121 independent reflections

  • 3129 reflections with I > 2[sigma](I)

  • Rint = 0.057

Refinement
  • R[F2 > 2[sigma](F2)] = 0.066

  • wR(F2) = 0.205

  • S = 1.02

  • 7121 reflections

  • 454 parameters

  • 43 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.29 e Å-3

  • [Delta][rho]min = -0.34 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1W-H2W...O4i 0.89 1.87 2.751 (3) 169
O1W-H1W...O2ii 0.79 2.01 2.799 (3) 174
O3-H3A...N3iii 0.82 1.87 2.686 (3) 174
O1-H1...O1Wiv 0.82 1.80 2.617 (3) 173
N1-H1B...F3 0.86 2.57 3.324 (4) 147
N5-H27...N4 0.86 1.84 2.700 (4) 176
Symmetry codes: (i) x-1, y, z; (ii) -x, -y+1, -z+1; (iii) x+1, y, z-1; (iv) x, y, z+1.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2 and 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: 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: WN2299 ).


Acknowledgements

The authors acknowledge South China Normal University for supporting this work.

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Hu, D. H., Huang, W., Gou, S. H., Fang, J. L. & Fun, H. K. (2003). Polyhedron, 22, 2661-2667.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Yang, G. P., Wang, Z. Y. & Chen, J. T. (2004). J. Mol. Struct. 707, 223-229.


Acta Cryst (2009). E65, o278  [ doi:10.1107/S1600536808043900 ]

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