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Volume 66 
Part 2 
Page m198  
February 2010  

Received 3 December 2009
Accepted 19 January 2010
Online 23 January 2010

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Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.010 Å
R = 0.056
wR = 0.148
Data-to-parameter ratio = 16.7
Details
Open access

(Bis{2-[3-(2,4,6-trimethylbenzyl)imidazolin-2-yliden-1-yl-[kappa]C2]-4-methylphenyl}amido-[kappa]N)chloridopalladium(II)

Guan-Jun Cheng,a Wei Wei,a Chuang Zhoub and Mei-Ming Luoa*

aKey Laboratory of Green Chemistry and Technology of the Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China, and bSchool of Bioindustry, Chengdu University, Chengdu 610106, People's Republic of China
Correspondence e-mail: luomm@scu.edu.cn

The coordination geometry about the Pd centre in the title compound, [Pd(C40H42N5)Cl], is approximately square-planar. The CNC pincer-type N-heterocyclic carbene ligand binds to the Pd atom in a tridentate fashion by the amido N atom and the two carbene atoms and generates two six-membered chelate rings, completing the coordination.

Related literature

For details of various PNP pincer-type ligands, see: Liang et al. (2003[Liang, L. C., Lin, J. M. & Hung, C. H. (2003). Organometallics, 22, 3007-3009.]); Fan et al. (2004[Fan, L., Foxman, B. M. & Ozerov, O. V. (2004). Organometallics, 23, 326-328.]). For PCP pincer-type ligands, see: Moulton & Shaw (1976[Moulton, C. J. & Shaw, B. L. (1976). J. Chem. Soc. Dalton Trans. pp. 1020-1024.]). For general background to pincer-type N-heterocyclic carbene ligands and their complexes, see: Moser et al. (2007[Moser, M., Wucher, B., Kunz, D. & Rominger, F. (2007). Organometallics, 26, 1024-1030.]); Peris et al. (2001[Peris, E., Loch, J. A., Mata, J. & Crabtree, R. H. (2001). Chem. Commun. pp. 201-202.]). For the catalytic activity of palladium(II) complexes of CNC pincer-type NHC Ligands, see: Loch et al. (2002[Loch, J. A., Albrecht, M., Peris, E., Mata, J., Faller, J. W. & Crabtree, R. H. (2002). Organometallics, 21, 700-706.]); Hahn et al. (2005[Hahn, F. E., Jahnke, M. C., Valente, G. B., David, M. M. & Pape, T. (2005). Organometallics, 24, 6458-6463.]). For the synthesis of the ligand, see: Wei et al. (2008[Wei, W., Qin, Y. C., Luo, M. M., Xia, P. F. & Wong, M. S. (2008). Organometallics, 27, 2268-2272.]).

[Scheme 1]

Experimental

Crystal data

  • [Pd(C40H42N5)Cl]

  • Mr = 734.64

  • Monoclinic, P 21 /c

  • a = 14.077 (4) Å

  • b = 28.784 (10) Å

  • c = 10.269 (3) Å

  • [beta] = 101.87 (3)°

  • V = 4072 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.55 mm-1

  • T = 295 K

  • 0.45 × 0.40 × 0.12 mm
Data collection

  • Enraf-Nonius CAD-4 diffractometer

  • Absorption correction: for a sphere (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]) Tmin = 0.942, Tmax = 0.984

  • 8356 measured reflections

  • 7268 independent reflections

  • 3639 reflections with I > 2[sigma](I)

  • Rint = 0.004

  • 3 standard reflections every 300 reflections intensity decay: 0.4%
Refinement

  • R[F2 > 2[sigma](F2)] = 0.056

  • wR(F2) = 0.148

  • S = 0.97

  • 7268 reflections

  • 436 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.91 e Å-3

  • [Delta][rho]min = -0.68 e Å-3

Data collection: DIFRAC (Gabe et al., 1993[Gabe, E. J., White, P. S. & Enright, G. D. (1993). American Crystallographic Association Pittsburgh Meeting, Abstract PA104.]); cell refinement: NRCVAX (Gabe et al., 1989[Gabe, E. J., Le Page, Y., Charland, J.-P., Lee, F. L. & White, P. S. (1989). J. Appl. Cryst. 22, 384-387.]); data reduction: NRCVAX; 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: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KJ2138 ).

Acknowledgements

Financial support for this work by the Natural Science Foundation of Sichuan Province of China is gratefully acknowledged.

References

Fan, L., Foxman, B. M. & Ozerov, O. V. (2004). Organometallics, 23, 326-328.  [CSD] [CrossRef] [ChemPort]
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.  [CrossRef] [ChemPort] [details]
Gabe, E. J., Le Page, Y., Charland, J.-P., Lee, F. L. & White, P. S. (1989). J. Appl. Cryst. 22, 384-387.  [CrossRef] [ChemPort] [ISI] [details]
Gabe, E. J., White, P. S. & Enright, G. D. (1993). American Crystallographic Association Pittsburgh Meeting, Abstract PA104.
Hahn, F. E., Jahnke, M. C., Valente, G. B., David, M. M. & Pape, T. (2005). Organometallics, 24, 6458-6463.  [CSD] [CrossRef] [ChemPort]
Liang, L. C., Lin, J. M. & Hung, C. H. (2003). Organometallics, 22, 3007-3009.  [CSD] [CrossRef] [ChemPort]
Loch, J. A., Albrecht, M., Peris, E., Mata, J., Faller, J. W. & Crabtree, R. H. (2002). Organometallics, 21, 700-706.  [CrossRef] [ChemPort]
Moser, M., Wucher, B., Kunz, D. & Rominger, F. (2007). Organometallics, 26, 1024-1030.  [CSD] [CrossRef] [ChemPort]
Moulton, C. J. & Shaw, B. L. (1976). J. Chem. Soc. Dalton Trans. pp. 1020-1024.  [CrossRef]
Peris, E., Loch, J. A., Mata, J. & Crabtree, R. H. (2001). Chem. Commun. pp. 201-202.  [CSD] [CrossRef]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Wei, W., Qin, Y. C., Luo, M. M., Xia, P. F. & Wong, M. S. (2008). Organometallics, 27, 2268-2272.  [CSD] [CrossRef] [ChemPort]

Acta Cryst (2010). E66, m198  [ doi:10.1107/S1600536810002382 ]

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