cis-{2,6-Bis[(di-tert-butyl­phosphan­yl)meth­yl]cyclo­hexyl-κ3P,C1,P′}chloridopalladium(II)

Olsson, D.; Janse van Rensburg, J.M.; Wendt, O.F.

doi:10.1107/S1600536812047022

Volume 68
Part 12
Page m1513
December 2012

Received 8 November 2012
Accepted 15 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.002 Å
R = 0.028
wR = 0.070
Data-to-parameter ratio = 36.7
Details

cis-{2,6-Bis[(di-tert-butylphosphanyl)methyl]cyclohexyl-³P,C¹,P'}chloridopalladium(II)

Daniel Olsson,^a J. Marthinus Janse van Rensburg ^a and Ola F. Wendt ^a ^*

^aCentre for Analysis and Synthesis, Department of Chemistry, Lund University, PO Box 124, S-221 00 Lund, Sweden
Correspondence e-mail: ola.wendt@chem.lu.se

The Pd^II atom in the title compound, [Pd(C₂₄H₄₉P₂)Cl], has a distorted square-planar CClP₂ coordination geometry with the P,C,P'-tridentate ligand forming two five-membered metallacycles. The cyclohexane ring is aligned with the Pd^II coordination plane due to C-H activation in an equatorial position, giving a tri-equatorial conformation of the cyclohexyl ring.

Related literature

C(sp³)-H activated (PCP)-complexes with catalytic performance in C-C coupling reactions were reported by Ohff et al. (1997); Sjövall et al. (2002); Nilsson & Wendt (2005); Olsson & Wendt (2009). Metal complexes with (PCP)-type ligands containing an aliphatic backbone have been reported for Rh (Kuznetsov et al., 2006), Ni (Castonguay et al., 2006; Pandarus & Zargarian, 2007), Pt (Olsson et al. 2007a), Ir (Arunachalampillai et al., 2009; Jonasson et al. 2011). The crystal structures of the bromide and iodide analogues of the title compound were determined by Sjövall et al. (2002) and Olsson et al. (2007b).

Experimental

Crystal data

[Pd(C₂₄H₄₉P₂)Cl]
M_r = 541.42
Monoclinic, P 2₁ /n
a = 11.9467 (2) Å
b = 14.6159 (2) Å
c = 15.5190 (3) Å
= 100.339 (2)°
V = 2665.80 (8) Å³
Z = 4
Mo K radiation
= 0.93 mm^-1
T = 293 K
0.15 × 0.10 × 0.05 mm

Data collection

Oxford Diffraction XCalibur 3 diffractometer
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]$ ) T_min = 0.941, T_max = 1.000
26794 measured reflections
9297 independent reflections
6699 reflections with I > 2(I)
R_int = 0.024

Refinement

R[F² > 2(F²)] = 0.028
wR(F²) = 0.070
S = 0.96
9297 reflections
253 parameters
H-atom parameters constrained
_max = 1.28 e Å^-3
_min = -0.56 e Å^-3

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]$ ); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.]$ ); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalMaker (CrystalMaker, 2011); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2700 ).

Acknowledgements

Financial support from the Swedish Research Council and the Knut and Alice Wallenberg Foundation is gratefully acknowledged. We also thank the Crafoord foundation for a post-doctoral grant to JMJvR.

References

Arunachalampillai, A., Olsson, D. & Wendt, O. F. (2009). Dalton Trans. pp. 8626-8630.
Castonguay, A., Sui-Seng, C., Zargarian, D. & Beauchamp, A. L. (2006). Organometallics, 25, 602-608.
CrystalMaker (2011). CrystalMaker. CrystalMaker Software Ltd, Oxfordshire, England. URL: www.CrystalMaker.com.
Jonasson, K. J., Ahlsten, N. & Wendt, O. F. (2011). Inorg. Chim. Acta, 379, 76-80.
Kuznetsov, V. F., Lough, A. J. & Gusev, D. G. (2006). Inorg. Chim. Acta, 359, 2806-2811.
Nilsson, P. & Wendt, O. F. (2005). J. Organomet. Chem. 690, 4197-4202.
Ohff, M., Ohff, A., van der Boom, M. E. & Milstein, D. (1997). J. Am. Chem. Soc. 119, 11687-11688.
Olsson, D., Arunachalampillai, A. & Wendt, O. F. (2007a). Dalton Trans. pp. 5427-5433.
Olsson, D., Janse van Rensburg, J. M. & Wendt, O. F. (2007b). Acta Cryst. E63, m1969.
Olsson, D. & Wendt, O. F. (2009). J. Organomet. Chem. 694, 3112-3115.
Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Abingdon, England.
Pandarus, V. & Zargarian, D. (2007). Chem. Commun. pp. 978-980.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sjövall, S., Wendt, O. F. & Andersson, C. (2002). J. Chem. Soc. Dalton Trans. pp. 1396-1400.

metal-organic compounds

cis-{2,6-Bis[(di-tert-butylphosphanyl)methyl]cyclohexyl-3P,C1,P'}chloridopalladium(II)