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Volume 68 
Part 12 
Pages m1574-m1575  
December 2012  

Received 15 November 2012
Accepted 27 November 2012
Online 30 November 2012

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Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.003 Å
Disorder in main residue
R = 0.020
wR = 0.044
Data-to-parameter ratio = 20.2
Details
Open access

[mu]-Carbonato-[kappa]4O,O':O',O''-bis{[2'-(di-tert-butylphosphanyl)biphenyl-2-yl-[kappa]2P,C1]palladium(II)} dichloromethane monosolvate

Alfred Mullera* and Cedric W. Holzapfela

aDepartment of Chemistry, University of Johannesburg (APK Campus), PO Box 524, Auckland Park, Johannesburg, 2006, South Africa
Correspondence e-mail: mullera@uj.ac.za

The title compound, [([mu]2-CO3){Pd(P(t-C4H9)2(C12H8)}2]·CH2Cl2, the first CO3-bridged palladium dimer complex reported to date, was obtained while preparing the Pd0 complex with (2-biphenyl)P(tBu)2. In the crystal, each palladium dimer is accompanied by a dichloromethane solvent molecule. Coordination of the carbonate and chelated phosphane ligands gives distorted square-planar environments at the Pd atoms. Important geometrical parameters include Pd-P(av.) = 2.2135 (4) Å, Pd-C(av.) = 1.9648 (16) Å and P-Pd-C = 84.05 (5) and 87.98 (5)°, and O-Pd-O' = 60.56 (4) and 61.13 (4)°. Bonding with the carbonate O atoms shows values of 2.1616 (11) and 2.1452 (11) Å for the Pd-O-Pd bridge, whereas other Pd-O distances are slightly longer at 2.2136 (11) and 2.1946 (11) Å. One of the tert-butyl groups is disordered over two set of sites with an occupancy ratio of 0.723 (6):0.277 (6). Weak C-H...O interactions are observed propagating the molecules along the [100] direction.

Related literature

For catalytic studies on palladium complexes [Pd2(dba)3] or [Pd(dba)3)], where dba = dibenzylideneacetone, in combination with 2-biphenyl-di-tert-butylphosphane, see: Barlenga et al. (2007[Barlenga, J., Moriel, P., Fernando, A. & Valdes, C. (2007). Org. Lett. 9, 275-278.]); Christman et al. (2006[Christman, U., Pantazis, D. A., Benet-Buchholz, J., McGraady, J. E., Maseras, F. & Vilar, R. (2006). J. Am. Chem. Soc. 128, 6376-6990.]); Ohmura et al. (2008[Ohmura, T., Masuda, K. & Suginome, M. (2008). J. Am. Chem. Soc. 130, 1526-1527.]); Williams et al. (2008[Williams, D. G. B., Shaw, M. L., Green, M. J. & Holzapfel, C. W. (2008). Angew. Chem. Int. Ed. 47, 560-563.]); Omondi et al. (2011[Omondi, B., Shaw, M. L. & Holzapfel, C. W. (2011). J. Organomet. Chem. 696, 3091-3096.]); de Pater et al. (2005[Pater, J. J. M. de, Tromp, D. S., Tooke, D., Spek, A. L., Deelman, B.-J., van Koten, G. & Elsevier, C. J. (2005). Organometallics, 24, 6411-6419.]).

[Scheme 1]

Experimental

Crystal data

  • [Pd2(CO3)(C20H26P)2]·CH2Cl2

  • Mr = 952.49

  • Triclinic, [P \overline 1]

  • a = 7.5459 (6) Å

  • b = 14.6579 (11) Å

  • c = 18.7078 (14) Å

  • [alpha] = 83.866 (2)°

  • [beta] = 86.457 (2)°

  • [gamma] = 86.478 (2)°

  • V = 2050.3 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 1.12 mm-1

  • T = 100 K

  • 0.42 × 0.1 × 0.06 mm
Data collection

  • Bruker APEX DUO 4K CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). SADABS, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.650, Tmax = 0.936

  • 86748 measured reflections

  • 10165 independent reflections

  • 8987 reflections with I > 2[sigma](I)

  • Rint = 0.033
Refinement

  • R[F2 > 2[sigma](F2)] = 0.020

  • wR(F2) = 0.044

  • S = 1.03

  • 10165 reflections

  • 503 parameters

  • 78 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.56 e Å-3

  • [Delta][rho]min = -0.48 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C18-H18A...O1 0.98 2.53 3.362 (2) 143
C20-H20C...O1 0.98 2.27 3.182 (2) 154
C22-H22...O2 0.95 2.43 3.030 (2) 121
C35-H35A...O2i 0.98 2.43 3.358 (2) 159
C38-H38C...O3 0.98 2.37 3.223 (2) 146
C40-H40A...O3 0.98 2.51 3.377 (2) 147
C42-H42A...O3ii 0.99 2.40 3.190 (2) 136
Symmetry codes: (i) x+1, y, z; (ii) -x+2, -y+1, -z.

Data collection: APEX2 (Bruker, 2011[Bruker (2011). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). SADABS, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT and XPREP (Bruker, 2008[Bruker (2008). SADABS, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); 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: DIAMOND (Brandenburg & Putz, 2005[Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]) and WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: YK2080 ).

Acknowledgements

Support by the research fund of the University of Johannesburg is gratefully acknowledged.

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]
Barlenga, J., Moriel, P., Fernando, A. & Valdes, C. (2007). Org. Lett. 9, 275-278.  [PubMed]
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2008). SADABS, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2011). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Christman, U., Pantazis, D. A., Benet-Buchholz, J., McGraady, J. E., Maseras, F. & Vilar, R. (2006). J. Am. Chem. Soc. 128, 6376-6990.  [PubMed]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Ohmura, T., Masuda, K. & Suginome, M. (2008). J. Am. Chem. Soc. 130, 1526-1527.  [CrossRef] [PubMed] [ChemPort]
Omondi, B., Shaw, M. L. & Holzapfel, C. W. (2011). J. Organomet. Chem. 696, 3091-3096.  [CrossRef] [ChemPort]
Pater, J. J. M. de, Tromp, D. S., Tooke, D., Spek, A. L., Deelman, B.-J., van Koten, G. & Elsevier, C. J. (2005). Organometallics, 24, 6411-6419.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]
Williams, D. G. B., Shaw, M. L., Green, M. J. & Holzapfel, C. W. (2008). Angew. Chem. Int. Ed. 47, 560-563.  [CrossRef] [ChemPort]

Acta Cryst (2012). E68, m1574-m1575   [ doi:10.1107/S1600536812048702 ]

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