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Volume 68 
Part 1 
Page m57  
January 2012  

Received 3 December 2011
Accepted 12 December 2011
Online 17 December 2011

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.016 Å
R = 0.093
wR = 0.222
Data-to-parameter ratio = 17.8
Details
Open access

Bis(tetra-n-butylammonium) bis(5,6-dicyanopyrazine-2,3-dithiolato-[kappa]2S,S')palladium(II)

aInstitute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan, and bDepartment of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8502, Japan
Correspondence e-mail: tomura@ims.ac.jp

In the title complex, (C16H36N)2[Pd(C6N4S2)2], the centrosymmetric dianion is planar, with an r.m.s. deviation of 0.034 (8) Å. The PdII atom, lying on an inversion center, has a square-planar coordination geometry, with Pd-S bond lengths of 2.276 (3) and 2.294 (3) Å.

Related literature

For the synthesis of the title complex, see: Tomura et al. (1994[Tomura, M., Tanaka, S. & Yamashita, Y. (1994). Synth. Met. 64, 197-202.]). For molecular conductors and superconductors based on metal dithiolene complexes, see: Brossard et al. (1986[Brossard, L., Ribault, M., Valade, L. & Cassoux, P. (1986). Physica B & C, 143, 378-380.]); Cassoux et al. (1991[Cassoux, P., Valade, L., Kobayashi, H., Kobayashi, A., Clarck, R. A. & Underhill, A. E. (1991). Coord. Chem. Rev. 110, 115-160.]); Kobayashi et al. (1987[Kobayashi, A., Kim, H., Sasaki, Y., Kato, R., Kobayashi, H., Moriyama, S., Nishio, Y., Kajita, K. & Sasaki, W. (1987). Chem. Lett. pp. 1819-1822.]); Tajima et al. (1993[Tajima, H., Inokuchi, M., Kobayashi, A., Ohta, T., Kato, R., Kobayashi, H. & Kuroda, H. (1993). Chem. Lett. pp. 1235-1238.]); Tanaka et al. (2001[Tanaka, H., Okano, Y., Kobayashi, H., Suzuki, W. & Kobayashi, A. (2001). Science, 291, 285-287.]). For related structures, including the 2,3-dicyano-5,6-dimercaptopyrazine system, see: Belo et al. (1999[Belo, D., Morgado, J., Lopes, E. B., Santos, I. C., Rabaça, S., Duarte, M. T., Gama, V., Henriques, R. T. & Almeida, M. (1999). Synth. Met. 102, 1751-1752.], 2004[Belo, D., Santos, I. C. & Almeida, M. (2004). Polyhedron, 23, 1351-1359.]); Nomura et al. (2009[Nomura, M., Tsukano, E., Fujita-Takayama, C., Sugiyama, T. & Kajitani, M. (2009). J. Organomet. Chem. 694, 3116-3124.]); Rabaça & Almeida (2010[Rabaça, S. & Almeida, M. (2010). Coord. Chem. Rev. 254, 1493-1508.]). For related structures, including the 1,2-dicyano-4,5-dimercaptobenzene system, see: Alves et al. (2004[Alves, H., Simão, D., Santos, I. C., Gama, V., Henriques, R. T., Novais, H. & Almeida, M. (2004). Eur. J. Inorg. Chem. pp. 1318-1329.]). For intermolecular interactions caused by heteroatoms, see: Yamashita & Tomura (1998[Yamashita, Y. & Tomura, M. (1998). J. Mater. Chem. 8, 1933-1944.]).

[Scheme 1]

Experimental

Crystal data
  • (C16H36N)2[Pd(C6N4S2)2]

  • Mr = 975.80

  • Triclinic, [P \overline 1]

  • a = 9.912 (3) Å

  • b = 10.635 (4) Å

  • c = 13.286 (4) Å

  • [alpha] = 68.82 (2)°

  • [beta] = 87.74 (3)°

  • [gamma] = 80.16 (3)°

  • V = 1286.3 (8) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 0.56 mm-1

  • T = 296 K

  • 0.25 × 0.10 × 0.05 mm

Data collection
  • Rigaku AFC-7R diffractometer

  • 5102 measured reflections

  • 4835 independent reflections

  • 1751 reflections with I > 2[sigma](I)

  • Rint = 0.087

  • 3 standard reflections every 150 reflections intensity decay: 1.0%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.093

  • wR(F2) = 0.222

  • S = 0.98

  • 4835 reflections

  • 272 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.39 e Å-3

  • [Delta][rho]min = -0.41 e Å-3

Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988[Molecular Structure Corporation (1988). MSC/AFC Diffractometer Control Software. MSC, The Woodlands, Texas, USA.]); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation & Rigaku, 2000[Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.]); program(s) used to solve structure: SIR97 (Altomare et al., 1999[Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.]); program(s) used to refine structure: SHELXL97 (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.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2494 ).


Acknowledgements

The authors thank the Instrument Center of the Institute for Molecular Science for the X-ray crystallographic analysis.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.  [ISI] [CrossRef] [ChemPort] [details]
Alves, H., Simão, D., Santos, I. C., Gama, V., Henriques, R. T., Novais, H. & Almeida, M. (2004). Eur. J. Inorg. Chem. pp. 1318-1329.  [ISI] [CSD] [CrossRef]
Belo, D., Morgado, J., Lopes, E. B., Santos, I. C., Rabaça, S., Duarte, M. T., Gama, V., Henriques, R. T. & Almeida, M. (1999). Synth. Met. 102, 1751-1752.  [ISI] [CrossRef] [ChemPort]
Belo, D., Santos, I. C. & Almeida, M. (2004). Polyhedron, 23, 1351-1359.  [ISI] [CSD] [CrossRef] [ChemPort]
Brossard, L., Ribault, M., Valade, L. & Cassoux, P. (1986). Physica B & C, 143, 378-380.  [CrossRef] [ChemPort]
Cassoux, P., Valade, L., Kobayashi, H., Kobayashi, A., Clarck, R. A. & Underhill, A. E. (1991). Coord. Chem. Rev. 110, 115-160.  [CrossRef] [ChemPort] [ISI]
Kobayashi, A., Kim, H., Sasaki, Y., Kato, R., Kobayashi, H., Moriyama, S., Nishio, Y., Kajita, K. & Sasaki, W. (1987). Chem. Lett. pp. 1819-1822.  [CrossRef] [ISI]
Molecular Structure Corporation (1988). MSC/AFC Diffractometer Control Software. MSC, The Woodlands, Texas, USA.
Molecular Structure Corporation & Rigaku (2000). TEXSAN. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
Nomura, M., Tsukano, E., Fujita-Takayama, C., Sugiyama, T. & Kajitani, M. (2009). J. Organomet. Chem. 694, 3116-3124.  [CSD] [CrossRef] [ChemPort]
Rabaça, S. & Almeida, M. (2010). Coord. Chem. Rev. 254, 1493-1508.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Tajima, H., Inokuchi, M., Kobayashi, A., Ohta, T., Kato, R., Kobayashi, H. & Kuroda, H. (1993). Chem. Lett. pp. 1235-1238.  [CrossRef] [ISI]
Tanaka, H., Okano, Y., Kobayashi, H., Suzuki, W. & Kobayashi, A. (2001). Science, 291, 285-287.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Tomura, M., Tanaka, S. & Yamashita, Y. (1994). Synth. Met. 64, 197-202.  [CSD] [CrossRef] [ChemPort] [ISI]
Yamashita, Y. & Tomura, M. (1998). J. Mater. Chem. 8, 1933-1944.  [ISI] [CrossRef] [ChemPort]


Acta Cryst (2012). E68, m57  [ doi:10.1107/S1600536811053402 ]

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