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Volume 67 
Part 6 
Pages m820-m821  
June 2011  

Received 8 May 2011
Accepted 24 May 2011
Online 28 May 2011

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Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.003 Å
R = 0.041
wR = 0.119
Data-to-parameter ratio = 15.0
Details
Open access

{N,N'-[2,2'-(Ethane-1,2-diyldisulfanediyl)di-o-phenylene]bis(quinoline-2-carboxamidato)}copper(II)

Soraia Meghdadi,a* Valiollah Mirkhania and Peter C. Fordb

aDepartment of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran, and bDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, California, 93106, USA
Correspondence e-mail: smeghdad@cc.iut.ac.ir

In the title compound, [Cu(C34H24N4O2S2)] or [Cu(bqdapte)], where H2bqdapte is 1,2-{bis[2-(quinoline-2-carboxamido)phenyl]sulfanyl}ethane, the CuII ion is coordinated to the dianionic hexadentate bqdapte2- ligand by two amide and two quinoline N atoms and two thioether S atoms. In the observed conformation of the hexadentate ligand, the quinoline rings attain positions related by a twofold axis. The Cu atom displays a Jahn-Teller-distorted octahedral CuN4S2 geometry axially compressed along the two trans-configured Cu-Namidate bonds.

Related literature

For general background to the applications of transition metal complexes of hybrid N,S-donor ligands, see: Kouroulis et al. (2009[Kouroulis, K. N., Hadjikakou, S. K., Kourkoumelis, N., Kubicki, M., Male, L., Hursthouse, M., Skoulika, S., Metsios, A. K., Tyurin, V. Y., Dolganov, A. V., Milaeva, E. R. & Hadjiliadis, N. (2009). Dalton Trans. pp. 10446-10456.]); Lee et al. (2007[Lee, D.-H., Hatcher, L. Q., Vance, M. A., Sarangi, R., Milligan, A. E., Narducci Sarjeant, A. A., Incarvito, C. D., Rheingold, A. L., Hodgson, K. O., Hedman, B., Solomon, E. I. & Karlin, K. D. (2007). Inorg. Chem. 46, 6056-6068.]); Ronson et al. (2006[Ronson, T. K., Adams, H. & Ward, M. D. (2006). CrystEngComm, 8, 497-501.]); Sarkar et al. (2009[Sarkar, S., Patra, A., Drew, M. G. B., Zangrando, E. & Chattopadhyay, P. (2009). Polyhedron, 28, 1-6.]); Tavacoli et al. (2003[Tavacoli, S., Miller, T. A., Paul, R. L., Jeffery, J. C. & Ward, M. D. (2003). Polyhedron, 22, 507-514.]); Xie et al. (2005[Xie, Y. B., Li, J. R. & Bu, X. H. (2005). Polyhedron, 24, 413-418.]). For related structures, see: Kouroulis et al. (2009[Kouroulis, K. N., Hadjikakou, S. K., Kourkoumelis, N., Kubicki, M., Male, L., Hursthouse, M., Skoulika, S., Metsios, A. K., Tyurin, V. Y., Dolganov, A. V., Milaeva, E. R. & Hadjiliadis, N. (2009). Dalton Trans. pp. 10446-10456.]); Sarkar et al. (2009[Sarkar, S., Patra, A., Drew, M. G. B., Zangrando, E. & Chattopadhyay, P. (2009). Polyhedron, 28, 1-6.]); Singh & Mukherjee (2005[Singh, A. K. & Mukherjee, R. (2005). Inorg. Chem. 44, 5813-5819.]); Sunatsuki et al. (1998[Sunatsuki, Y., Matsumoto, T., Fukushima, Y., Mimura, M., Hirohata, M., Matsumoto, N. & Kai, F. (1998). Polyhedron, 17, 1943-1952.]); Zhang et al. (2004[Zhang, S., Tu, C., Wang, X., Yang, Z., Zhang, J., Lin, L., Ding, J. & Guo, Z. (2004). Eur. J. Inorg. Chem. pp. 4028-4035.]). For the synthesis of the ligand see: Meghdadi et al. (2011[Meghdadi, S., Mirkhani, V. & Ford, P. C. (2011). Synth. Commun. In the press.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu(C34H24N4O2S2)]

  • Mr = 648.23

  • Orthorhombic, P c c n

  • a = 11.4124 (15) Å

  • b = 13.5097 (18) Å

  • c = 18.606 (2) Å

  • V = 2868.6 (7) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.95 mm-1

  • T = 150 K

  • 0.30 × 0.25 × 0.08 mm
Data collection

  • Bruker SMART 100 diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2003[Bruker (2003). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.770, Tmax = 0.927

  • 21464 measured reflections

  • 2926 independent reflections

  • 2467 reflections with I > 2[sigma](I)

  • Rint = 0.040
Refinement

  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.119

  • S = 1.22

  • 2926 reflections

  • 195 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.83 e Å-3

  • [Delta][rho]min = -0.40 e Å-3

Data collection: SMART (Bruker, 2003[Bruker (2003). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2003[Bruker (2003). SMART, 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: 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.]); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: QK2010 ).

Acknowledgements

Partial support of this work by the Research Council of the University of Isfahan is gratefully acknowledged. Also acknowledged is partial support from the US National Science Foundation grant (NSF-CHE-0749524) to PCF.

References

Bruker (2003). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Kouroulis, K. N., Hadjikakou, S. K., Kourkoumelis, N., Kubicki, M., Male, L., Hursthouse, M., Skoulika, S., Metsios, A. K., Tyurin, V. Y., Dolganov, A. V., Milaeva, E. R. & Hadjiliadis, N. (2009). Dalton Trans. pp. 10446-10456.
Lee, D.-H., Hatcher, L. Q., Vance, M. A., Sarangi, R., Milligan, A. E., Narducci Sarjeant, A. A., Incarvito, C. D., Rheingold, A. L., Hodgson, K. O., Hedman, B., Solomon, E. I. & Karlin, K. D. (2007). Inorg. Chem. 46, 6056-6068.  [PubMed] [ChemPort]
Meghdadi, S., Mirkhani, V. & Ford, P. C. (2011). Synth. Commun. In the press.
Ronson, T. K., Adams, H. & Ward, M. D. (2006). CrystEngComm, 8, 497-501.  [ChemPort]
Sarkar, S., Patra, A., Drew, M. G. B., Zangrando, E. & Chattopadhyay, P. (2009). Polyhedron, 28, 1-6.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Singh, A. K. & Mukherjee, R. (2005). Inorg. Chem. 44, 5813-5819.  [PubMed] [ChemPort]
Sunatsuki, Y., Matsumoto, T., Fukushima, Y., Mimura, M., Hirohata, M., Matsumoto, N. & Kai, F. (1998). Polyhedron, 17, 1943-1952.  [ChemPort]
Tavacoli, S., Miller, T. A., Paul, R. L., Jeffery, J. C. & Ward, M. D. (2003). Polyhedron, 22, 507-514.  [ChemPort]
Xie, Y. B., Li, J. R. & Bu, X. H. (2005). Polyhedron, 24, 413-418.  [ISI] [CSD] [CrossRef] [ChemPort]
Zhang, S., Tu, C., Wang, X., Yang, Z., Zhang, J., Lin, L., Ding, J. & Guo, Z. (2004). Eur. J. Inorg. Chem. pp. 4028-4035.

Acta Cryst (2011). E67, m820-m821   [ doi:10.1107/S1600536811019581 ]

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