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Volume 69 
Part 12 
Pages m667-m668  
December 2013  

Received 3 November 2013
Accepted 8 November 2013
Online 16 November 2013

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.003 Å
R = 0.029
wR = 0.086
Data-to-parameter ratio = 11.7
Details
Open access

Imidazolium trans-di­aqua­dioxalato­chromate(III) dihydrate

aLaboratoire de Matériaux et Cristallochimie, Faculté des Sciences de Tunis, Université de Tunis El Manar, 2092 Manar II Tunis, Tunisia
Correspondence e-mail: cherif.ichraf@yahoo.fr

In the title hydrated mol­ecular salt, (C3H5N2)[Cr(C2O4)2(H2O)2]·2H2O, the complete cation is generated by a crystallographic twofold rotation axis, with one C atom lying on the rotation axis. The complete anion is generated by crystallographic inversion symmetry (CrIII site symmetry -1), to generate a slightly distorted CrO6 octa­hedron with trans water mol­ecules and chelating oxalate dianions. The oxalate ion is almost planar (r.m.s. deviation = 0.017 Å) and the five-membered chelate ring is a shallow envelope with the metal ion displaced by 0.126 (1) Å from the ligand atoms. The crystal structure features O-H...O, N-H...O and C-H...O hydrogen bonds, which link the components into a three-dimensional network.

Related literature

For a related structure and background to oxalate complexes, see: Chérif et al. (2012[Chérif, I., Zid, M. F., El-Ghozzi, M. & Avignant, D. (2012). Acta Cryst. E68, m900-m901.]). For the structures of salts containing the [Cr(C2O4)2(H2O)2]- anion with various cations, see: Bélombé et al. (2009[Bélombé, M. M., Nenwa, J. & Emmerling, F. (2009). Z. Kristallogr. 224, 239-240.]); Nenwa et al. (2010[Nenwa, J., Belombe, M. M., Ngoune, J. & Fokwa, B. P. T. (2010). Acta Cryst. E66, m1410.]); Chérif et al. (2011[Chérif, I., Abdelhak, J., Zid, M. F. & Driss, A. (2011). Acta Cryst. E67, m1648-m1649.]); Kahlenberg et al. (2011[Kahlenberg, V., Wertl, W., Többens, D. M. & Schottenberger, H. (2011). Z. Anorg. Allg. Chem. 637, 1371-1377.]). For geometric parameters of the imidazolium cation, see: Zhu (2012[Zhu, R.-Q. (2012). Acta Cryst. E68, m389.]); Smith & Wermuth (2010[Smith, G. & Wermuth, U. D. (2010). Acta Cryst. E66, o2399.]).

[Scheme 1]

Experimental

Crystal data
  • (C3H5N2)[Cr(C2O4)2(H2O)2]·2H2O

  • Mr = 369.19

  • Monoclinic, C 2/c

  • a = 10.836 (1) Å

  • b = 7.5409 (7) Å

  • c = 16.349 (3) Å

  • [beta] = 93.52 (1)°

  • V = 1333.4 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.93 mm-1

  • T = 298 K

  • 0.6 × 0.4 × 0.3 mm

Data collection
  • Enraf-Nonius CAD-4 diffractometer

  • Absorption correction: [psi] scan (North et al., 1968[North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.]) Tmin = 0.647, Tmax = 0.757

  • 1848 measured reflections

  • 1452 independent reflections

  • 1369 reflections with I > 2[sigma](I)

  • Rint = 0.011

  • 2 standard reflections every 120 min intensity decay: 2.2%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.029

  • wR(F2) = 0.086

  • S = 1.12

  • 1452 reflections

  • 124 parameters

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

  • [Delta][rho]max = 0.55 e Å-3

  • [Delta][rho]min = -0.39 e Å-3

Table 1
Selected bond lengths (Å)

Cr-O3 1.963 (1)
Cr-O2 1.967 (1)
Cr-O1 1.979 (2)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O6-H1...O4i 0.80 (3) 2.20 (3) 2.984 (2) 168 (3)
O6-H4...O4ii 0.72 (3) 2.16 (3) 2.878 (2) 174 (4)
O1-H2...O5iii 0.79 (3) 1.93 (3) 2.717 (2) 173 (3)
O1-H3...O6iv 0.85 (3) 1.75 (3) 2.601 (2) 176 (3)
N1-H5...O3 1.04 (4) 2.07 (3) 2.926 (2) 137 (2)
C3-H7...O2iv 0.93 2.25 3.088 (3) 150
Symmetry codes: (i) x, y+1, z; (ii) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (iii) [x-{\script{1\over 2}}, y+{\script{1\over 2}}, z]; (iv) [-x+{\script{3\over 2}}, -y+{\script{1\over 2}}, -z+1].

Data collection: CAD-4 EXPRESS (Duisenberg, 1992[Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.]; Macícek & Yordanov, 1992[Macícek, J. & Yordanov, A. (1992). J. Appl. Cryst. 25, 73-80.]); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995[Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.]); 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: DIAMOND (Brandenburg & Putz, 1999[Brandenburg, K. & Putz, H. (1999). DIAMOND. Crystal Impact GbR. Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7157 ).


References

Bélombé, M. M., Nenwa, J. & Emmerling, F. (2009). Z. Kristallogr. 224, 239-240.
Brandenburg, K. & Putz, H. (1999). DIAMOND. Crystal Impact GbR. Bonn, Germany.
Chérif, I., Abdelhak, J., Zid, M. F. & Driss, A. (2011). Acta Cryst. E67, m1648-m1649.  [CSD] [CrossRef] [IUCr Journals]
Chérif, I., Zid, M. F., El-Ghozzi, M. & Avignant, D. (2012). Acta Cryst. E68, m900-m901.  [CSD] [CrossRef] [IUCr Journals]
Duisenberg, A. J. M. (1992). J. Appl. Cryst. 25, 92-96.  [CrossRef] [ChemPort] [Web of Science] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Kahlenberg, V., Wertl, W., Többens, D. M. & Schottenberger, H. (2011). Z. Anorg. Allg. Chem. 637, 1371-1377.  [CSD] [CrossRef] [ChemPort]
Macícek, J. & Yordanov, A. (1992). J. Appl. Cryst. 25, 73-80.  [CrossRef] [Web of Science] [IUCr Journals]
Nenwa, J., Belombe, M. M., Ngoune, J. & Fokwa, B. P. T. (2010). Acta Cryst. E66, m1410.  [CSD] [CrossRef] [IUCr Journals]
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.  [CrossRef] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Smith, G. & Wermuth, U. D. (2010). Acta Cryst. E66, o2399.  [CSD] [CrossRef] [IUCr Journals]
Zhu, R.-Q. (2012). Acta Cryst. E68, m389.  [CSD] [CrossRef] [IUCr Journals]


Acta Cryst (2013). E69, m667-m668   [ doi:10.1107/S160053681303078X ]

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