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Volume 69 
Part 1 
Page m36  
January 2013  

Received 12 November 2012
Accepted 4 December 2012
Online 8 December 2012

Key indicators
Single-crystal X-ray study
T = 290 K
Mean [sigma](C-C) = 0.010 Å
R = 0.039
wR = 0.085
Data-to-parameter ratio = 15.3
Details
Open access

(Benzyl isocyanide-[kappa]C1)chlorido(2-chloro-3-dimethylamino-1-phenylprop-1-en-1-yl-[kappa]2C1,N)palladium(II)

aInstituto de Fisica de Sao Carlos, Av. do Trabalhador Saocarlense, 400, Sao Carlos, SP, Brazil, and bInstituto de Quimica de Sao Carlos, Av. do Trabalhador Saocarlense, 400, Sao Carlos, SP, Brazil
Correspondence e-mail: mafud@usp.br

In the title compound, [Pd(C11H13ClN)Cl(C8H7N)], which crystallized in the chiral space group P212121, the PdII atom is coordinated by two C atoms, a Csp2 atom of the 2-chloro-3-dimethylamino-1-phenylprop-1-en-1-yl ligand and a Csp atom from the benzyl isocyanide ligand, as well as an N atom of the ligand and a Cl atom, in a square-planar geometry. In the complex, there is a short C-H...Cl hydrogen bond and a C-H...[pi] interaction. In the crystal, molecules are linked via C-H...Cl hydrogen bonds, forming chains along the a-axis direction.

Related literature

For the crystal structures of similar compounds, see: Moro et al. (2004[Moro, A. C., Mauro, A. E. & Ananias, S. R. (2004). Eclet. Quim. 29, 57-61.]); Caires et al. (2006[Caires, A. C. F., Mauro, A. E., Moro, A. C., de Oliveira Legendre, A. & Ananias, S. R. (2006). Quim. Nova, 29, 750-754.]); Mafud et al. (2013[Mafud, A. C., Oliviera, M. A. R. & Gambardella, M. T. P. (2013). Acta Cryst. E69, m15.]).

[Scheme 1]

Experimental

Crystal data
  • [Pd(C11H13ClN)Cl(C8H7N)]

  • Mr = 453.67

  • Orthorhombic, P 21 21 21

  • a = 6.2529 (7) Å

  • b = 11.0931 (10) Å

  • c = 27.640 (2) Å

  • V = 1917.2 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.25 mm-1

  • T = 290 K

  • 0.63 × 0.08 × 0.05 mm

Data collection
  • Enraf-Nonius TurboCAD-4 diffractometer

  • Absorption correction: [psi] scan (North et al., 1968[North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.]) Tmin = 0.871, Tmax = 0.928

  • 3421 measured reflections

  • 3358 independent reflections

  • 2420 reflections with I > 2[sigma](I)

  • Rint = 0.019

  • 3 standard reflections every 120 min intensity decay: 1%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.085

  • S = 1.03

  • 3358 reflections

  • 219 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.67 e Å-3

  • [Delta][rho]min = -1.07 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 161 Friedel pairs

  • Flack parameter: -0.10 (5)

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C10-C15 ring.

D-H...A D-H H...A D...A D-H...A
C19-H19B...Cl1 0.96 2.65 3.275 (8) 123
C17-H17A...Cl1i 0.97 2.80 3.729 (6) 160
C4-H4...Cg1 0.93 2.76 3.622 (8) 155
Symmetry code: (i) x-1, y, z.

Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994[Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.]); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995[Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.]); 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, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]); software used to prepare material for publication: 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: SU2529 ).


Acknowledgements

We are extremely grateful to the late Professor Antonio Carlos Favero Caires for supplying us with the sample used, and to the CNPq National Council for Technological and Scientific Development for supporting this study.

References

Caires, A. C. F., Mauro, A. E., Moro, A. C., de Oliveira Legendre, A. & Ananias, S. R. (2006). Quim. Nova, 29, 750-754.  [CrossRef] [ChemPort]
Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [details]
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.  [ISI] [CrossRef] [ChemPort] [details]
Mafud, A. C., Oliviera, M. A. R. & Gambardella, M. T. P. (2013). Acta Cryst. E69, m15.  [CrossRef] [details]
Moro, A. C., Mauro, A. E. & Ananias, S. R. (2004). Eclet. Quim. 29, 57-61.  [ChemPort]
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.  [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2013). E69, m36  [ doi:10.1107/S1600536812049768 ]

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