[Journal logo]

Volume 69 
Part 7 
Pages m368-m369  
July 2013  

Received 16 May 2013
Accepted 31 May 2013
Online 8 June 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
Disorder in main residue
R = 0.035
wR = 0.098
Data-to-parameter ratio = 18.5
Details
Open access

N,N,N,N',N',N'-Hexakis(2-hydroxyethyl)butane-1,4-diaminium bis(2-sulfanylidene-1,3-dithiole-4,5-dithiolato-[kappa]2S4,S5)zincate

aInstitute of Functionalized Materials, Sichuan University of Science and Engineering, Zigong 643000, People's Republic of China, and bCollege of Chemistry and Pharmaceutical Engineering, Sichuan University of Science and Engineering, Zigong 643000, People's Republic of China
Correspondence e-mail: zxlsuse@sina.com

In the asymmetric unit of the title compound, (C16H38N2O6)[Zn(C3S5)2], two independent cations lie across inversion centers. In one of the cations, the three symmetry-unique O-H groups are disordered over two sets of sites with refined occupancy ratios of 0.701 (9):0.299 (9), 0.671 (8):0.329 (8) and 0.566 (7):0.434 (7). In the anion, the ZnII ion is coordinated in a distorted tetrahedral environment by four S atoms of two chelating 1,3-dithiole-2-thione-4,5-dithiolato ligands. The dihedral angle between the mean planes [maximun deviations = 0.022 (3) and 0.0656 (6) Å] of the two ligands is 87.76 (3)°. An intamolecular O-H...O hydrogen bond occurs in the disordered cation. In the crystal, O-H...O and O-H...S hydrogen bonds link the components into a two-dimensional network parallel to (0-11).

Related literature

For synthetic background to the title compound, see: Steimecke et al. (1982[Steimecke, G., Sieler, H. J. & Kirmse, R. (1982). Phosphorus Sulfur Silicon Relat. Elem. 12, 237-247.]); Xie et al. (2009[Xie, B., Zhang, X.-L., Zou, L.-K., Wang, J., Lai, C., Wu, Y. & Feng, J.-S. (2009). Chem. J. Chine. Univ. 30, 2337-2343.]). For a related crystal structure, see: Zhao et al. (2011[Zhao, X., Wang, Y.-L., Zhang, B.-P., Qin, Y.-M., Yao, J. & Jiang, G. C. (2011). Z. Kristallogr. New Cryst. Struct. 226, 251-253.]).

[Scheme 1]

Experimental

Crystal data
  • (C16H38N2O6)[Zn(C3S5)2]

  • Mr = 812.51

  • Triclinic, [P \overline 1]

  • a = 9.051 (5) Å

  • b = 13.142 (7) Å

  • c = 15.321 (8) Å

  • [alpha] = 69.803 (5)°

  • [beta] = 84.566 (5)°

  • [gamma] = 76.909 (6)°

  • V = 1665.6 (15) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 1.40 mm-1

  • T = 296 K

  • 0.21 × 0.20 × 0.20 mm

Data collection
  • Bruker SMART APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.757, Tmax = 0.767

  • 11410 measured reflections

  • 7406 independent reflections

  • 6279 reflections with I > 2[sigma](I)

  • Rint = 0.017

Refinement
  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.098

  • S = 1.05

  • 7406 reflections

  • 401 parameters

  • 4 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.89 e Å-3

  • [Delta][rho]min = -0.61 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O5i 0.82 2.03 2.800 (5) 157
O2-H2...O5i 0.82 1.93 2.668 (5) 149
O3-H3...O2ii 0.82 2.16 2.923 (3) 154
O4-H4...O6i 0.82 2.07 2.887 (8) 179
O5-H5...O6 0.82 1.79 2.615 (9) 179
O6-H6...S2iii 0.82 2.92 3.540 (8) 134
Symmetry codes: (i) x+1, y, z; (ii) x-1, y, z; (iii) -x+1, -y+1, -z.

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. 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: SHELXL2013 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]) 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: SHELXL2013.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5618 ).


Acknowledgements

The authors acknowledge financial assistance from Sichuan University of Science and Engineering, the Institute of Functionalized Materials (grant No. 2009xjkpL004) and the Education Committee of Sichuan Province (Nos. 2011JY0052 and 13ZB0134).

References

Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
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]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Steimecke, G., Sieler, H. J. & Kirmse, R. (1982). Phosphorus Sulfur Silicon Relat. Elem. 12, 237-247.  [ChemPort]
Xie, B., Zhang, X.-L., Zou, L.-K., Wang, J., Lai, C., Wu, Y. & Feng, J.-S. (2009). Chem. J. Chine. Univ. 30, 2337-2343.  [ChemPort]
Zhao, X., Wang, Y.-L., Zhang, B.-P., Qin, Y.-M., Yao, J. & Jiang, G. C. (2011). Z. Kristallogr. New Cryst. Struct. 226, 251-253.  [ChemPort]


Acta Cryst (2013). E69, m368-m369   [ doi:10.1107/S1600536813014992 ]

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.