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Volume 67 
Part 10 
Pages m1375-m1376  
October 2011  

Received 20 August 2011
Accepted 5 September 2011
Online 14 September 2011

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.004 Å
R = 0.019
wR = 0.050
Data-to-parameter ratio = 20.7
Details
Open access

2,5-Bis(pyridinium-2-yl)-3,6-bis(2-pyridyl)pyrazine bis[tetrachloridoaurate(III)]

aDepartment of Chemistry, North Tehran Branch, Islamic Azad University, Tehran, Iran, and bDepartment of Chemistry, Share-Ray Branch, Islamic Azad University, Tehran, Iran
Correspondence e-mail: anita_abedi@yahoo.com

In the title compound, (C24H18N6)[AuCl4]2, the cation is located on an inversion center. Each of the two independent AuIII ions lies on an inversion center and has a distorted square-planar geometry. In the crystal, intermolecular C-H...Cl hydrogen bonds, [pi]-[pi] interactions [centroid-centroid distances = 3.5548 (16) and 3.7507 (16) Å] and Au...[pi] interactions [Au...centroid distance = 3.6424 (10) Å] are effective in the stabilization of the structure, resulting in the formation of a supramolecular structure. Intramolecular N-H...N hydrogen bonds are present in the cation.

Related literature

For the structures of related proton-transfer complexes, see: Abedi et al. (2008[Abedi, A., Bahrami Shabestari, A. & Amani, V. (2008). Acta Cryst. E64, o990.]); Aragoni et al. (2005a[Aragoni, M. C., Arca, M., Devillanova, F. A., Hursthouse, M. B., Huth, S. L., Isaia, F., Lippolis, V., Mancini, A. & Ogilvie, H. (2005a). Inorg. Chem. Commun. 8, 79-82.],b[Aragoni, M. C., Arca, M., Devillanova, F. A., Hursthouse, M. B., Huth, S. L., Isaia, F., Lippolis, V., Mancini, A., Ogilvie, H. & Verani, G. (2005b). J. Organomet. Chem. 690, 1923-1934.]); Bock et al. (1992[Bock, H., Vaupel, T., Näther, C., Ruppert, K. & Havlas, Z. (1992). Angew. Chem. Int. Ed. 31, 299-301.]); Calleja et al. (2001[Calleja, M., Johnson, K., Belcher, W. J. & Steed, W. (2001). Inorg. Chem. 40, 4978-4985.]); Graf & Stoeckli-Evans (1996[Graf, M. & Stoeckli-Evans, H. (1996). Acta Cryst. C52, 3073-3075.]); Hasan et al. (1999[Hasan, M., Kozhevnikov, I. V., Siddiqu, M. R. H., Steiner, A. & Winterton, N. (1999). Inorg. Chem. 38, 5637-5641.]); Hojjat Kashani et al. (2008[Hojjat Kashani, L., Yousefi, M., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m840-m841.]); Johnson & Steed (1998[Johnson, K. & Steed, J. W. (1998). Chem. Commun. pp. 1479-1480.]); Kalateh et al. (2008[Kalateh, K., Ebadi, A., Abedi, A., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1267-m1268.]); Padgett et al. (2005[Padgett, C. W., Walsh, R. D., Drake, G. W., Hanks, T. W. & Pennington, W. T. (2005). Cryst. Growth Des. 5, 745-753.]); Yap et al. (1995[Yap, G. P. A., Rheingold, A. R., Das, P. & Crabtree, R. H. (1995). Inorg. Chem. 34, 3474-3476.]); Yildirim et al. (2009a[Yildirim, S. Ö., Akkurt, M., Safari, N., Abedi, A., Amani, V. & McKee, V. (2009a). Acta Cryst. E65, m479-m480.],b[Yildirim, S. Ö., Akkurt, M., Safari, N., Amani, V. & McKee, V. (2009b). Acta Cryst. E65, m491-m492.]); Zhang et al. (2006[Zhang, X.-P., Yang, G. & Ng, S. W. (2006). Acta Cryst. E62, m2018-m2020.]).

[Scheme 1]

Experimental

Crystal data
  • (C24H18N6)[AuCl4]2

  • Mr = 1067.98

  • Triclinic, [P \overline 1]

  • a = 7.2847 (6) Å

  • b = 9.6611 (8) Å

  • c = 10.6263 (9) Å

  • [alpha] = 79.6692 (13)°

  • [beta] = 78.7378 (12)°

  • [gamma] = 88.8600 (13)°

  • V = 721.48 (10) Å3

  • Z = 1

  • Mo K[alpha] radiation

  • [mu] = 10.93 mm-1

  • T = 100 K

  • 0.30 × 0.20 × 0.20 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.080, Tmax = 0.110

  • 8652 measured reflections

  • 3821 independent reflections

  • 3395 reflections with I > 2[sigma](I)

  • Rint = 0.020

Refinement
  • R[F2 > 2[sigma](F2)] = 0.019

  • wR(F2) = 0.050

  • S = 1.05

  • 3821 reflections

  • 185 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.76 e Å-3

  • [Delta][rho]min = -1.36 e Å-3

Table 1
Selected bond lengths (Å)

Au1-Cl1 2.2775 (7)
Au1-Cl2 2.2774 (6)
Au2-Cl3 2.2834 (7)
Au2-Cl4 2.2821 (6)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2N...N3i 0.87 1.69 2.538 (3) 164
C4-H4A...Cl1ii 0.95 2.77 3.680 (3) 161
C6-H6A...Cl2iii 0.95 2.77 3.519 (3) 136
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) -x+1, -y+1, -z; (iii) x, y-1, z+1.

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. 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: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) and Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2466 ).


Acknowledgements

We thank the Graduate Study Councils of the Islamic Azad University, North Tehran Branch, for financial support.

References

Abedi, A., Bahrami Shabestari, A. & Amani, V. (2008). Acta Cryst. E64, o990.  [CSD] [CrossRef] [details]
Aragoni, M. C., Arca, M., Devillanova, F. A., Hursthouse, M. B., Huth, S. L., Isaia, F., Lippolis, V., Mancini, A. & Ogilvie, H. (2005a). Inorg. Chem. Commun. 8, 79-82.  [ISI] [CSD] [CrossRef] [ChemPort]
Aragoni, M. C., Arca, M., Devillanova, F. A., Hursthouse, M. B., Huth, S. L., Isaia, F., Lippolis, V., Mancini, A., Ogilvie, H. & Verani, G. (2005b). J. Organomet. Chem. 690, 1923-1934.  [CSD] [CrossRef] [ChemPort]
Bock, H., Vaupel, T., Näther, C., Ruppert, K. & Havlas, Z. (1992). Angew. Chem. Int. Ed. 31, 299-301.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Calleja, M., Johnson, K., Belcher, W. J. & Steed, W. (2001). Inorg. Chem. 40, 4978-4985.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Graf, M. & Stoeckli-Evans, H. (1996). Acta Cryst. C52, 3073-3075.  [CrossRef] [details]
Hasan, M., Kozhevnikov, I. V., Siddiqu, M. R. H., Steiner, A. & Winterton, N. (1999). Inorg. Chem. 38, 5637-5641.  [ISI] [CrossRef] [ChemPort]
Hojjat Kashani, L., Yousefi, M., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m840-m841.  [CSD] [CrossRef] [details]
Johnson, K. & Steed, J. W. (1998). Chem. Commun. pp. 1479-1480.  [CSD] [CrossRef]
Kalateh, K., Ebadi, A., Abedi, A., Amani, V. & Khavasi, H. R. (2008). Acta Cryst. E64, m1267-m1268.  [CSD] [CrossRef] [details]
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.  [ISI] [CrossRef] [ChemPort] [details]
Padgett, C. W., Walsh, R. D., Drake, G. W., Hanks, T. W. & Pennington, W. T. (2005). Cryst. Growth Des. 5, 745-753.  [CSD] [CrossRef]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Yap, G. P. A., Rheingold, A. R., Das, P. & Crabtree, R. H. (1995). Inorg. Chem. 34, 3474-3476.  [CrossRef] [ChemPort] [ISI]
Yildirim, S. Ö., Akkurt, M., Safari, N., Abedi, A., Amani, V. & McKee, V. (2009a). Acta Cryst. E65, m479-m480.  [CSD] [CrossRef] [details]
Yildirim, S. Ö., Akkurt, M., Safari, N., Amani, V. & McKee, V. (2009b). Acta Cryst. E65, m491-m492.  [CSD] [CrossRef] [details]
Zhang, X.-P., Yang, G. & Ng, S. W. (2006). Acta Cryst. E62, m2018-m2020.


Acta Cryst (2011). E67, m1375-m1376   [ doi:10.1107/S1600536811036208 ]

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