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Volume 69 
Part 9 
Page o1373  
September 2013  

Received 11 July 2013
Accepted 16 July 2013
Online 3 August 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.002 Å
R = 0.052
wR = 0.152
Data-to-parameter ratio = 15.2
Details
Open access

Biphenyl-2,4,4',6-tetracarboxylic acid monohydrate

aCollege of Mechanical and Material Engineering, China Three Gorges University, Yichang 443002' , People's Republic of China
Correspondence e-mail: junzhao08@126.com

In the title compound, C16H10O8·H2O, the dihedral angle between the benzene rings is 71.59 (8)°. The COOH groups make dihedral angles of 10.3 (2), 30.8 (2), 11.3 (2) and 42.3 (2)° with their attached rings. In the crystal, O-H...O hydrogen bonds link the components forming a three-dimensional supramolecular network.

Related literature

For general background to the use of aromatic carboxylates as building blocks for the construction of various architectures, see: Yaghi et al. (2003[Yaghi, O. M., O'Keeffe, M., Ockwing, N. W., Chae, H. K., Eddaoudi, M. & Kim, J. (2003). Nature, 423, 705-714.]); Zhao et al. (2012[Zhao, J., Li, D. S., Ke, X. J., Liu, B., Zou, K. & Hu, H. M. (2012). Dalton Trans. 41, 2560-2563.]).

[Scheme 1]

Experimental

Crystal data
  • C16H10O8·H2O

  • Mr = 348.26

  • Monoclinic, P 21 /c

  • a = 5.638 (4) Å

  • b = 16.160 (11) Å

  • c = 16.798 (12) Å

  • [beta] = 92.524 (12)°

  • V = 1528.9 (19) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.13 mm-1

  • T = 296 K

  • 0.21 × 0.18 × 0.17 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.974, Tmax = 0.979

  • 15936 measured reflections

  • 3516 independent reflections

  • 3070 reflections with I > 2[sigma](I)

  • Rint = 0.124

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

  • wR(F2) = 0.152

  • S = 1.02

  • 3516 reflections

  • 232 parameters

  • 3 restraints

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

  • [Delta][rho]max = 0.30 e Å-3

  • [Delta][rho]min = -0.26 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O2-H2A...O3i 0.82 1.87 2.688 (2) 179
O4-H4B...O1Wii 0.82 1.91 2.725 (2) 177
O6-H6B...O8iii 0.82 1.82 2.636 (2) 178
O7-H7B...O1Wiv 0.82 1.87 2.688 (2) 176
O1W-H1WB...O1 0.85 (1) 2.09 (1) 2.818 (2) 143 (2)
O1W-H1WA...O5v 0.86 (1) 1.98 (1) 2.787 (2) 157 (2)
Symmetry codes: (i) -x, -y+2, -z; (ii) -x+1, -y+2, -z; (iii) [x, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]; (iv) [x-1, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]; (v) x, y, z+1.

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: LH5634 ).


Acknowledgements

The authors are grateful to the Natural Science Foundation of Hubei Province of China (grant No. 2010CDB10707) and the Project of Hubei Provincial Education Office (grant No. Q20101203).

References

Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Yaghi, O. M., O'Keeffe, M., Ockwing, N. W., Chae, H. K., Eddaoudi, M. & Kim, J. (2003). Nature, 423, 705-714.  [ISI] [CrossRef] [PubMed] [ChemPort]
Zhao, J., Li, D. S., Ke, X. J., Liu, B., Zou, K. & Hu, H. M. (2012). Dalton Trans. 41, 2560-2563.  [CSD] [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2013). E69, o1373  [ doi:10.1107/S1600536813019624 ]

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