[Journal logo]

Volume 69 
Part 2 
Page m126  
February 2013  

Received 10 January 2013
Accepted 21 January 2013
Online 31 January 2013

[lh5575sup1]
[3d view]

[Cited in]
[Download citation]
Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.003 Å
R = 0.035
wR = 0.088
Data-to-parameter ratio = 17.1
Details
Open access

[mu]-Oxalato-bis[bis(triphenylphosphine)copper(I)] dichloromethane disolvate1

Andrew D. Royappa,a* James A. Golen,b Arnold L. Rheingoldc and A. Timothy Royappaa

aDepartment of Chemistry, University of West Florida, 11000 University Parkway, Pensacola, FL 32514, USA,bDepartment of Chemistry, University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747, USA, and cDepartment of Chemistry, University of California, San Diego, Urey Hall 5128, mail code 0358, 9500 Gilman Drive, La Jolla, CA 92093, USA
Correspondence e-mail: royappa@uwf.edu

The dinuclear molecule of the title compound, [Cu2(C2O4)(C18H15P)4]·2CH2Cl2, lies across an inversion center with a strictly planar bridging oxalate ligand coordinating two CuI ions via two pairs of O atoms. Two triphenylphosphine ligands also coordinate each symmetry-related CuI ion, resulting in a distorted tetrahedral geometry [O-Cu-O = 80.57 (5)° and P-Cu-P = 125.72 (2)°]. In the crystal, there are two dichloromethane solvent molecules for each dinuclear complex.

Related literature

For the applications of copper(I) oxalates, see: Doyle (1982[Doyle, G. (1982). US Patent 4347066.]); Köhler et al. (2003[Köhler, K., Eichhorn, J., Meyer, F. & Vidovic, D. (2003). Organometallics, 22, 4426-4432.]); Angamuthu et al. (2010[Angamuthu, R., Byers, P., Lutz, M., Spek, A. L. & Bouwman, E. (2010). Science, 327, 313-315.]). For a comprehensive patent covering CVD applications of copper(I) oxalates, see: Köhler & Meyer (2004[Köhler, K. & Meyer, F. (2004). World Patent WO 2004/000850.]). For related copper(I) oxalate complexes, see: Frosch et al. (2000[Frosch, W., Back, S., Rheinwald, G., Köhler, K., Zsolnai, L., Huttner, G. & Lang, H. (2000). Organometallics, 19, 5769-5779.]); He et al. (2008[He, Y., Li, J., Zhang, P., Chen, X., Ma, Y. & Han, Z. (2008). J. Coord. Chem. 61, 2876-2883.]); Teichgräber et al. (2005[Teichgräber, J., Dechert, S. & Meyer, F. (2005). J. Organomet. Chem. 690, 5255-5263.]). For the chemical fixation of CO2 to form oxalates, see: Savéant (2008[Savéant, J.-M. (2008). Chem. Rev. 108, 2348-2378.]). For an alternate synthesis of the title compound, see: Díez et al. (1988[Díez, J., Falagán, S., Gamasa, P. & Gimeno, J. (1988). Polyhedron, 7, 37-42.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu2(C2O4)(C18H15P)4]·2CH2Cl2

  • Mr = 1434.03

  • Monoclinic, P 21 /c

  • a = 13.4735 (4) Å

  • b = 14.7294 (4) Å

  • c = 18.2282 (6) Å

  • [beta] = 109.255 (1)°

  • V = 3415.14 (18) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.92 mm-1

  • T = 100 K

  • 0.30 × 0.25 × 0.20 mm
Data collection

  • Bruker Kappa diffractometer equipped with a Photon100 CMOS detector

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.769, Tmax = 0.837

  • 27318 measured reflections

  • 6960 independent reflections

  • 5738 reflections with I > 2[sigma](I)

  • Rint = 0.053
Refinement

  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.088

  • S = 1.01

  • 6960 reflections

  • 406 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.83 e Å-3

  • [Delta][rho]min = -0.55 e Å-3

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2, 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: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) and CHEMDRAW (Cambridgesoft, 2003[Cambridgesoft (2003). CHEMDRAW. Cambridgesoft Corporation, Cambridge, MA, USA.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5575 ).

Acknowledgements

ATR and ADR thank the Office of Research and Sponsored Programs at the University of West Florida for financial support.

References

Angamuthu, R., Byers, P., Lutz, M., Spek, A. L. & Bouwman, E. (2010). Science, 327, 313-315.  [CrossRef] [ChemPort] [PubMed]
Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cambridgesoft (2003). CHEMDRAW. Cambridgesoft Corporation, Cambridge, MA, USA.
Díez, J., Falagán, S., Gamasa, P. & Gimeno, J. (1988). Polyhedron, 7, 37-42.
Doyle, G. (1982). US Patent 4347066.
Frosch, W., Back, S., Rheinwald, G., Köhler, K., Zsolnai, L., Huttner, G. & Lang, H. (2000). Organometallics, 19, 5769-5779.  [CrossRef] [ChemPort]
He, Y., Li, J., Zhang, P., Chen, X., Ma, Y. & Han, Z. (2008). J. Coord. Chem. 61, 2876-2883.  [CrossRef] [ChemPort]
Köhler, K., Eichhorn, J., Meyer, F. & Vidovic, D. (2003). Organometallics, 22, 4426-4432.
Köhler, K. & Meyer, F. (2004). World Patent WO 2004/000850.
Savéant, J.-M. (2008). Chem. Rev. 108, 2348-2378.  [PubMed]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Teichgräber, J., Dechert, S. & Meyer, F. (2005). J. Organomet. Chem. 690, 5255-5263.

Acta Cryst (2013). E69, m126  [ doi:10.1107/S1600536813002080 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.