[Journal logo]

Volume 65 
Part 4 
Page o690  
April 2009  

Received 19 February 2009
Accepted 2 March 2009
Online 6 March 2009

Key indicators
Single-crystal X-ray study
T = 291 K
Mean [sigma](C-C) = 0.003 Å
R = 0.048
wR = 0.123
Data-to-parameter ratio = 18.6
Details
Open access

1,4-Bis[(1H-pyrazol-1-yl)methyl]benzene dihydrate

aCollege of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, People's Republic of China
Correspondence e-mail: hgf1000@163.com

The asymmetric unit of the title compound, C14H14N4·2H2O consists of two half-molecules of the main molecule, each situated on an inversion center, and two molecules of water. One-dimensional chains of water molecules are built up by O-H...O hydrogen bonds which are then linked with the main molecule via O-H...N hydrogen bonds, forming a two-dimensional supramolecular network in the ac plane.

Related literature

For background and the synthesis, see: Chang et al. (1993[Chang, W.-K., Sheu, S.-C., Lee, G.-H., Wang, Y., Ho, T.-I. & Lin, Y.-C. (1993). Dalton Trans. pp. 687-694.]). For similar structures, see: Bourne et al. (2006[Bourne, S. A., De Villiers, K. & Egan, T. J. (2006). Acta Cryst. C62, o53-o57.]).

[Scheme 1]

Experimental

Crystal data
  • C14H14N4·2H2O

  • Mr = 274.32

  • Monoclinic, P 21 /c

  • a = 4.680 (2) Å

  • b = 18.640 (8) Å

  • c = 16.974 (10) Å

  • [beta] = 91.15 (2)°

  • V = 1480.6 (13) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 291 K

  • 0.29 × 0.27 × 0.19 mm

Data collection
  • Rigaku R-AXIS RAPID diffractometer

  • Absorption correction: multi-scan (ABSCOR; Higashi, 1995[Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.956, Tmax = 0.984

  • 14065 measured reflections

  • 3361 independent reflections

  • 1735 reflections with I > 2[sigma](I)

  • Rint = 0.050

Refinement
  • R[F2 > 2[sigma](F2)] = 0.048

  • wR(F2) = 0.123

  • S = 1.00

  • 3361 reflections

  • 181 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.13 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H15...N4 0.85 2.08 2.929 (3) 178
O1-H16...O2i 0.85 1.87 2.717 (2) 177
O2-H17...N2ii 0.85 2.08 2.923 (2) 170
O2-H18...O1 0.85 1.89 2.733 (2) 172
Symmetry codes: (i) x-1, y, z; (ii) -x+2, -y+1, -z+1.

Data collection: RAPID-AUTO (Rigaku, 1998[Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.]); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002[Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc., The Woodlands, Texas, USA.]); 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: FL2236 ).


Acknowledgements

The authors acknowledge financial support from the National Natural Science Foundation of China (grant No. 20872030), the Research Foundation of Heilongjiang Provincial Education Department (grant No. 11513073), the Project of the Special Fund of the Science and Technology Innovation People of Harbin (grant No. RC2006QN018001) and Heilongjiang University.

References

Bourne, S. A., De Villiers, K. & Egan, T. J. (2006). Acta Cryst. C62, o53-o57.  [CSD] [CrossRef] [details]
Chang, W.-K., Sheu, S.-C., Lee, G.-H., Wang, Y., Ho, T.-I. & Lin, Y.-C. (1993). Dalton Trans. pp. 687-694.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc., The Woodlands, Texas, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2009). E65, o690  [ doi:10.1107/S1600536809007521 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.