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Volume 69 
Part 7 
Pages m402-m403  
July 2013  

Received 8 May 2013
Accepted 13 June 2013
Online 19 June 2013

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.008 Å
R = 0.040
wR = 0.102
Data-to-parameter ratio = 17.4
Details
Open access

Bis{3-amino-1-carbamothioyl-5-[(2-{[(5-methyl-1H-imidazol-3-ium-4-yl)methyl]sulfanyl}ethyl)amino]-1H-1,2,4-triazol-4-ium} hexachloridobismuthate(III) nitrate dihydrate

aDepartment of Chemistry, University of Dhaka, Dhaka 1000, Bangladesh
Correspondence e-mail: acsbd@yahoo.com

The asymmetric unit of the title hydrated salt, (C10H18N8S2)2[BiCl6]NO3·2H2O, contains two independent 3-amino-1-carbamothioyl-5-[(2-{[(5-methyl-1H-imidazol-3-ium-4-yl)methyl]sulfanyl}ethyl)amino]-1H-1,2,4-triazol-4-ium cations, one hexachloridobismuthate anion, one nitrate anion and two solvent water molecules. The dihedral angles between the imidazole and triazole rings in the cations are 44.7 (3) and 89.4 (3)°. The BiIII ion is coordinated by six chloride ligands in a slightly distorted octahedral geometry. In each cation, an intramolecular N-H...S hydrogen bond is observed. In the crystal, N-H...Cl, N-H...S, N-H...O, O-H...Cl, O-H...S and O-H...O hydrogen bonds connect the components into a three-dimensional network. In addtion, [pi]-[pi] stacking interactions between inversion-related triazole rings are observed, with a centroid-centroid distance of 3.322 (3) Å

Related literature

For background to hexachloridobismuthate(III) complexes with organic cations, see: Lazarini (1987[Lazarini, F. (1987). Acta Cryst. C43, 637-638.]); Jarraya et al. (1993[Jarraya, S., Salah, A. B., Daoud, A., Rothammel, W. & Burzlaff, H. (1993). Acta Cryst. C49, 1594-1596.]); Battaglia & Corradi (1986[Battaglia, L. P. & Corradi, A. B. (1986). Inorg. Chim. Acta, 121, 131-136.]); Bednarska-Bolek et al. (2000[Bednarska-Bolek, B., Zaleski, J., Bator, G. & Jakubas, R. (2000). J. Phys. Chem. Solids, 61, 1249-1261.]).

[Scheme 1]

Experimental

Crystal data
  • (C10H18N8S2)2[BiCl6]NO3·2H2O

  • Mr = 1148.61

  • Triclinic, [P \overline 1]

  • a = 8.8750 (1) Å

  • b = 14.2860 (2) Å

  • c = 16.6500 (2) Å

  • [alpha] = 94.376 (1)°

  • [beta] = 100.717 (1)°

  • [gamma] = 92.167 (1)°

  • V = 2065.24 (4) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 4.91 mm-1

  • T = 150 K

  • 0.20 × 0.20 × 0.20 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SORTAV; Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.440, Tmax = 0.440

  • 34173 measured reflections

  • 9432 independent reflections

  • 8522 reflections with I > 2[sigma](I)

  • Rint = 0.061

Refinement
  • R[F2 > 2[sigma](F2)] = 0.040

  • wR(F2) = 0.102

  • S = 1.05

  • 9432 reflections

  • 541 parameters

  • 24 restraints

  • [Delta][rho]max = 2.72 e Å-3

  • [Delta][rho]min = -2.16 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1N...Cl6i 0.89 (4) 2.54 (3) 3.379 (6) 158 (7)
N2-H2N...Cl6ii 0.88 (5) 2.58 (5) 3.406 (5) 156 (6)
N3-H3N...S2 0.89 (5) 2.23 (6) 3.019 (6) 148 (7)
N4-H4N...O2 0.91 (7) 1.74 (7) 2.608 (7) 160 (7)
N7-H7A...S2iii 0.91 (6) 2.46 (7) 3.296 (6) 155 (6)
N7-H7B...O1iv 0.90 (4) 1.97 (5) 2.842 (8) 162 (6)
N8-H8A...Cl5iv 0.89 (5) 2.83 (6) 3.550 (5) 140 (5)
O1-H11...Cl5 0.84 (6) 2.39 (6) 3.138 (5) 149 (6)
N11-H11N...O1v 0.89 (2) 1.83 (3) 2.703 (6) 170 (9)
O1-H12...Cl4vi 0.85 (6) 2.27 (5) 3.116 (5) 172 (7)
N12-H12N...O3ii 0.88 (6) 1.99 (7) 2.835 (6) 162 (6)
N12-H12N...O4ii 0.88 (6) 2.58 (6) 3.307 (8) 142 (5)
N13-H13N...S4 0.88 (3) 2.27 (6) 3.025 (4) 144 (7)
N14-H14N...O3vii 0.87 (6) 1.91 (6) 2.772 (5) 175 (5)
N14-H14N...O5vii 0.87 (6) 2.43 (8) 2.960 (7) 120 (7)
N17-H17A...S4iii 0.87 (6) 2.60 (6) 3.423 (5) 159 (6)
N17-H17B...Cl3iii 0.87 (3) 2.52 (5) 3.337 (5) 158 (6)
N18-H18A...Cl2 0.87 (5) 2.56 (7) 3.304 (5) 144 (5)
N18-H18B...Cl3 0.88 (4) 2.59 (7) 3.332 (5) 143 (7)
O2-H21...Cl4 0.86 (4) 2.62 (6) 3.326 (5) 139 (6)
O2-H21...S2iii 0.86 (4) 2.59 (8) 3.168 (5) 126 (7)
O2-H22...O4 0.86 (3) 2.52 (5) 3.227 (7) 139 (7)
O2-H22...O5 0.86 (3) 1.88 (5) 2.717 (6) 162 (9)
Symmetry codes: (i) -x+2, -y+1, -z+1; (ii) -x+1, -y+1, -z+1; (iii) x-1, y, z; (iv) -x+1, -y+1, -z; (v) -x+1, -y, -z+1; (vi) x+1, y, z; (vii) -x, -y+1, -z+1.

Data collection: DENZO (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.]) and COLLECT (Hooft, 1998[Hooft, R. W. W. (1998). COLLECT. Bruker AXS Inc., Delft, The Netherlands.]); cell refinement: DENZO and COLLECT; data reduction: DENZO and COLLECT; 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); 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: LH5614 ).


Acknowledgements

The author acknowledges the School of Chemistry, Cardiff University, Wales.

References

Battaglia, L. P. & Corradi, A. B. (1986). Inorg. Chim. Acta, 121, 131-136.  [CrossRef] [ChemPort] [Web of Science]
Bednarska-Bolek, B., Zaleski, J., Bator, G. & Jakubas, R. (2000). J. Phys. Chem. Solids, 61, 1249-1261.  [ChemPort]
Blessing, R. H. (1995). Acta Cryst. A51, 33-38.  [CrossRef] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Hooft, R. W. W. (1998). COLLECT. Bruker AXS Inc., Delft, The Netherlands.
Jarraya, S., Salah, A. B., Daoud, A., Rothammel, W. & Burzlaff, H. (1993). Acta Cryst. C49, 1594-1596.  [CrossRef] [IUCr Journals]
Lazarini, F. (1987). Acta Cryst. C43, 637-638.  [CrossRef] [IUCr Journals]
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.
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]


Acta Cryst (2013). E69, m402-m403   [ doi:10.1107/S1600536813016449 ]

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