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Volume 68 
Part 1 
Pages m33-m34  
January 2012  

Received 23 November 2011
Accepted 2 December 2011
Online 10 December 2011

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Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.006 Å
R = 0.058
wR = 0.169
Data-to-parameter ratio = 18.5
Details
Open access

Bis(tetraphenylphosphonium) bis[N-(trifluoromethylsulfonyl)dithiocarbimato(2-)-[kappa]2S,S']zincate(II)

Paula S. Pinto,a Mayura M. M. Rubinger,a Silvana Guilardi,b* Drielly A. Paixãob and Marcelo R. L. Oliveiraa

aDepartamento de Química - UFV, Viçosa MG, Brazil, and bInstituto de Química - UFU, Uberlândia, MG, Brazil
Correspondence e-mail: silvana@ufu.br

The title salt, (C24H20P)2[Zn(C2F3NO2S3)2], consists of a complex dianion and two tetraphenylphosphonium cations. The ZnII ion displays a distorted tetrahedral coordination environment with four S atoms from two S,S'-chelated N-(trifluoromethylsulfonyl)dithiocarbimate anions. In the crystal, besides the ionic interaction of the oppositely charged ions, intermolecular C-H...O interactions between cations and anions are observed. One of the cations interacts with an inversion-related equivalent by [pi]-[pi] stacking between phenyl rings, with a centroid-centroid distance of 3.932 (4) Å.

Related literature

For the antifungal and vulcanization activities and crystal structures of dithiocarbimato complexes, see: Amim et al. (2011[Amim, R. S., Oliveira, M. R. L., Janczak, J., Rubinger, M. M. M., Vieira, L. M. M., Alves, L. C. & Zambolim, L. (2011). Polyhedron, 30, 683-689.]); Alves et al. (2009[Alves, L. C., Rubinger, M. M. M., Lindemann, R. H., Perpétuo, G. J., Janczak, J., Miranda, L. D. L., Zambolim, L. & Oliveira, M. R. L. (2009). J. Inorg. Biochem. 103, 1045-1053.]); Mariano et al. (2007[Mariano, R. M., Oliveira, M. R. L., Rubinger, M. M. M. & Visconte, L. L. Y. (2007). Eur. Polym. J. 43, 4706-4711.]); Oliveira et al. (2007[Oliveira, M. R. L., Perpétuo, G. J., Janczak, J. & Rubinger, M. M. M. (2007). Polyhedron, 26, 163-168.]); Perpétuo et al. (2003[Perpétuo, G. J., Oliveira, M. R. L., Janczak, J., Vieira, H. P., Amaral, F. F. & De Bellis, V. M. (2003). Polyhedron, 22, 3355-3362.]). For further synthetic details, see: Franca et al. (2006[Franca, E. F., Oliveira, M. R. L., Guilardi, S., Andrade, R. P., Lindemann, R. H., Amim, J. Jr, Ellena, J., De Bellis, V. M. & Rubinger, M. M. M. (2006). Polyhedron, 25, 2119-2126.]). For other literature related to fungicides, see: Hogarth (2005[Hogarth, G. A. (2005). Prog. Inorg. Chem. 53, 71-561.]).

[Scheme 1]

Experimental

Crystal data

  • (C24H20P)2[Zn(C2F3NO2S3)2]

  • Mr = 1190.53

  • Monoclinic, P 21 /c

  • a = 8.8461 (1) Å

  • b = 29.1869 (5) Å

  • c = 20.6963 (3) Å

  • [beta] = 93.578 (1)°

  • V = 5333.17 (13) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.82 mm-1

  • T = 295 K

  • 0.42 × 0.18 × 0.12 mm
Data collection

  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SORTAV; Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.758, Tmax = 0.950

  • 57739 measured reflections

  • 11977 independent reflections

  • 8307 reflections with I > 2[sigma](I)

  • Rint = 0.082
Refinement

  • R[F2 > 2[sigma](F2)] = 0.058

  • wR(F2) = 0.169

  • S = 1.05

  • 11977 reflections

  • 646 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.18 e Å-3

  • [Delta][rho]min = -1.66 e Å-3

Table 1
Selected geometric parameters (Å, °)

Zn-S1 2.3346 (10)
Zn-S2 2.3340 (10)
Zn-S4 2.3376 (9)
Zn-S5 2.3566 (10)
S2-Zn-S1 77.84 (3)
S4-Zn-S5 77.63 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C9-H9...O1 0.93 2.68 3.424 (4) 138
C31-H31...O4 0.93 2.62 3.470 (4) 153
C33-H33...O2i 0.93 2.47 3.283 (4) 145
Symmetry code: (i) [x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}].

Data collection: COLLECT (Nonius, 2000[Nonius (2000). 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: 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, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2371 ).

Acknowledgements

The authors thank Professor Dr Javier Ellena of the IFSC, USP, Brazil, for the X-ray data collection. This work was supported financially by FAPEMIG and CAPES.

References

Alves, L. C., Rubinger, M. M. M., Lindemann, R. H., Perpétuo, G. J., Janczak, J., Miranda, L. D. L., Zambolim, L. & Oliveira, M. R. L. (2009). J. Inorg. Biochem. 103, 1045-1053.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Amim, R. S., Oliveira, M. R. L., Janczak, J., Rubinger, M. M. M., Vieira, L. M. M., Alves, L. C. & Zambolim, L. (2011). Polyhedron, 30, 683-689.  [ISI] [CSD] [CrossRef] [ChemPort]
Blessing, R. H. (1995). Acta Cryst. A51, 33-38.  [CrossRef] [details]
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Franca, E. F., Oliveira, M. R. L., Guilardi, S., Andrade, R. P., Lindemann, R. H., Amim, J. Jr, Ellena, J., De Bellis, V. M. & Rubinger, M. M. M. (2006). Polyhedron, 25, 2119-2126.  [ChemPort]
Hogarth, G. A. (2005). Prog. Inorg. Chem. 53, 71-561.  [CrossRef] [ChemPort]
Mariano, R. M., Oliveira, M. R. L., Rubinger, M. M. M. & Visconte, L. L. Y. (2007). Eur. Polym. J. 43, 4706-4711.  [ISI] [CrossRef] [ChemPort]
Nonius (2000). COLLECT. Nonius BV, Delft, The Netherlands.
Oliveira, M. R. L., Perpétuo, G. J., Janczak, J. & Rubinger, M. M. M. (2007). Polyhedron, 26, 163-168.  [ISI] [CSD] [CrossRef]
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.
Perpétuo, G. J., Oliveira, M. R. L., Janczak, J., Vieira, H. P., Amaral, F. F. & De Bellis, V. M. (2003). Polyhedron, 22, 3355-3362.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2012). E68, m33-m34   [ doi:10.1107/S160053681105207X ]

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