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Volume 69 
Part 11 
Pages m581-m582  
November 2013  

Received 13 September 2013
Accepted 30 September 2013
Online 5 October 2013

Key indicators
Single-crystal X-ray study
T = 115 K
Mean [sigma](C-C) = 0.007 Å
R = 0.049
wR = 0.095
Data-to-parameter ratio = 21.0
Details
Open access

Tris(cyclo­hexyl­ammonium) cis-di­chlorido­bis­(oxalato-[kappa]2O1,O2)stann­ate(IV) chloride monohydrate

aLaboratoire de Chimie Minérale et Analytique (LACHIMIA), Département de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, Senegal, and bICMUB UMR 6302, Université de Bourgogne, Faculté des Sciences, 9 avenue Alain Savary, 21000 Dijon, France
Correspondence e-mail: diallo_waly@yahoo.fr, hcattey@u-bourgogne.fr

The crystal structure of the title compound, (C6H14N)3[Sn(C2O4)2Cl2]Cl·H2O, contains three cyclo­hexyl­ammonium cations, one stannate(IV) dianion, one isolated chloride anion and one lattice water mol­ecule. The cyclo­hexyl­ammonium cations adopt chair conformations. In the complex anion, two bidentate oxalate ligands and two chloride anions in cis positions coordinate octa­hedrally to the central SnIV atom. The cohesion of the mol­ecular entities is ensured by the formation of N-H...O, O-H...O, O-H...Cl and N-H...Cl inter­actions involving cations, anions and the lattice water mol­ecule, giving rise to a layer-like arrangement parallel to (010).

Related literature

For general background on organotin(IV) chemistry and applications, see: Evans & Karpel (1985[Evans, C. J. & Karpel, S. (1985). Organotin Compounds in Modern Technology. J. Organomet. Chem. Library, Vol. 16. Amsterdam: Elsevier.]); Davies et al. (2008[Davies, A. G., Gielen, M., Pannell, K. H. & Tiekink, E. R. T. (2008). In Tin Chemistry, Fundamentals, Frontiers, and Applications. Chichester, UK: John Wiley & Sons Ltd.]). For previous studies of tin(IV) derivatives with oxidoanions, see: Sarr & Diop (1990[Sarr, O. & Diop, L. (1990). Spectrochim. Acta Part A, 46, 1239-1244.]); Qamar-Kane & Diop (2010[Qamar-Kane, H. & Diop, L. (2010). St. Cerc. St. CICBIA, 11, 389-392.]); Diallo et al. (2009[Diallo, W., Diassé-Sarr, A., Diop, L., Mahieu, B., Biesemans, M., Willem, R., Kociok-Köhn, G. & Molloy, K. C. (2009). St. Cerc. St. CICBIA, 10, 207-212.]). For crystal structures of halogenidotin(IV) compounds, see: Willey et al. (1998[Willey, G. R., Woodman, T. J., Deeth, R. J. & Errington, W. (1998). Main Group Met. Chem. 21, 583-591.]); Skapski et al. (1974[Skapski, A. C., Guerchais, J.-E. & Calves, J.-Y. (1974). C. R. Acad. Sci. Ser. C, 278, 1377-1379.]); Gueye et al. (2011[Gueye, N., Diop, L., Molloy, K. C. & Kociok-Köhn, G. (2011). Main Group Met. Chem. 34, 3-5.]); Sow et al. (2013[Sow, Y., Diop, L., Molloy, K. C. & Kociok-Köhn, G. (2013). Acta Cryst. E69, m106-m107.]); Sarr et al. (2013[Sarr, M., Diasse-Sarr, A., Diallo, W., Plasseraud, L. & Cattey, H. (2013). Acta Cryst. E69, m473-m474.]).

[Scheme 1]

Experimental

Crystal data
  • (C6H14N)3[Sn(C2O4)2Cl2]Cl·H2O

  • Mr = 719.64

  • Monoclinic, C 2/c

  • a = 27.9894 (10) Å

  • b = 12.3088 (5) Å

  • c = 19.3457 (7) Å

  • [beta] = 105.542 (1)°

  • V = 6421.2 (4) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 1.09 mm-1

  • T = 115 K

  • 0.17 × 0.08 × 0.03 mm

Data collection
  • Nonius KappaCCD diffractometer

  • 10624 measured reflections

  • 7264 independent reflections

  • 6028 reflections with I > 2[sigma](I)

  • Rint = 0.028

Refinement
  • R[F2 > 2[sigma](F2)] = 0.049

  • wR(F2) = 0.095

  • S = 1.22

  • 7264 reflections

  • 346 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.66 e Å-3

  • [Delta][rho]min = -0.70 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...O4i 0.89 2.11 2.957 (4) 160
N1-H1B...Cl3i 0.89 2.29 3.163 (4) 166
N1-H1C...O8 0.89 2.05 2.873 (4) 154
N1-H1C...O7 0.89 2.50 3.130 (5) 129
N2-H2A...O4ii 0.89 1.99 2.829 (4) 157
N2-H2A...O3ii 0.89 2.56 3.197 (4) 129
N2-H2B...Cl3i 0.89 2.41 3.209 (3) 150
N2-H2C...O6iii 0.89 2.00 2.879 (4) 170
N3-H3A...Cl3 0.89 2.37 3.180 (3) 152
N3-H3A...O7 0.89 2.48 2.971 (4) 115
N3-H3B...O9 0.89 1.88 2.751 (5) 164
N3-H3C...O1iv 0.89 2.08 2.957 (4) 167
O9-H1O...Cl3i 0.90 2.21 3.108 (3) 173
O9-H2O...O3iv 0.87 2.28 2.950 (4) 135
Symmetry codes: (i) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) x, y+1, z; (iii) [-x+{\script{3\over 2}}, -y+{\script{1\over 2}}, -z]; (iv) [x, -y, z+{\script{1\over 2}}].

Data collection: COLLECT (Nonius, 1998[Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: DENZO-SMN; program(s) used to solve structure: SIR92 (Altomare et al., 1993[Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]); 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: WM2771 ).


Acknowledgements

The authors gratefully acknowledge the Cheikh Anta Diop University of Dakar (Senegal), the Centre National de la Recherche Scientifique (CNRS, France) and the University of Burgundy (Dijon, France).

References

Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.  [CrossRef] [Web of Science] [IUCr Journals]
Davies, A. G., Gielen, M., Pannell, K. H. & Tiekink, E. R. T. (2008). In Tin Chemistry, Fundamentals, Frontiers, and Applications. Chichester, UK: John Wiley & Sons Ltd.
Diallo, W., Diassé-Sarr, A., Diop, L., Mahieu, B., Biesemans, M., Willem, R., Kociok-Köhn, G. & Molloy, K. C. (2009). St. Cerc. St. CICBIA, 10, 207-212.  [ChemPort]
Evans, C. J. & Karpel, S. (1985). Organotin Compounds in Modern Technology. J. Organomet. Chem. Library, Vol. 16. Amsterdam: Elsevier.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Gueye, N., Diop, L., Molloy, K. C. & Kociok-Köhn, G. (2011). Main Group Met. Chem. 34, 3-5.  [CrossRef] [ChemPort]
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.
Qamar-Kane, H. & Diop, L. (2010). St. Cerc. St. CICBIA, 11, 389-392.
Sarr, M., Diasse-Sarr, A., Diallo, W., Plasseraud, L. & Cattey, H. (2013). Acta Cryst. E69, m473-m474.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Sarr, O. & Diop, L. (1990). Spectrochim. Acta Part A, 46, 1239-1244.  [CrossRef]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Skapski, A. C., Guerchais, J.-E. & Calves, J.-Y. (1974). C. R. Acad. Sci. Ser. C, 278, 1377-1379.  [ChemPort]
Sow, Y., Diop, L., Molloy, K. C. & Kociok-Köhn, G. (2013). Acta Cryst. E69, m106-m107.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Willey, G. R., Woodman, T. J., Deeth, R. J. & Errington, W. (1998). Main Group Met. Chem. 21, 583-591.  [CrossRef] [ChemPort]


Acta Cryst (2013). E69, m581-m582   [ doi:10.1107/S1600536813026901 ]

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