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Acta Crystallogr Sect E Struct Rep Online. 2008 October 1; 64(Pt 10): m1271.
Published online 2008 September 17. doi:  10.1107/S1600536808028961
PMCID: PMC2959264

{Bis[2-(dicyclo­hexyl­phosphino)­phen­yl]methyl­silyl-κ3 P,Si,P′}chloridopalladium(II)

Abstract

In the title compound, [Pd(C37H55P2Si)Cl], the Pd atom has a distorted square-planar geometry. The two five-membered rings adopt envelope conformations, while the four cyclo­hexane rings have chair conformations. The two planar aromatic rings are oriented at a dihedral angle of 28.79 (3)°.

Related literature

For general background, see: Moulton & Shaw (1976 [triangle]); Boom & Milstein (2003 [triangle]). For bond-length data, see: Allen et al. (1987 [triangle]). For ring puckering parameters, see: Cremer & Pople (1975 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-m1271-scheme1.jpg

Experimental

Crystal data

  • [Pd(C37H55P2Si)Cl]
  • M r = 731.69
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1271-efi1.jpg
  • a = 13.079 (3) Å
  • b = 16.632 (3) Å
  • c = 17.739 (4) Å
  • β = 108.55 (3)°
  • V = 3658.3 (15) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.72 mm−1
  • T = 153 (2) K
  • 0.49 × 0.4 × 0.4 mm

Data collection

  • Bruker P4 diffractometer
  • Absorption correction: multi-scan (CrystalClear, Rigaku, 2005 [triangle]) T min = 0.690, T max = 0.758
  • 26471 measured reflections
  • 8379 independent reflections
  • 6612 reflections with I > 2σ(I)
  • R int = 0.029

Refinement

  • R[F 2 > 2σ(F 2)] = 0.026
  • wR(F 2) = 0.059
  • S = 0.93
  • 8379 reflections
  • 380 parameters
  • H-atom parameters constrained
  • Δρmax = 0.83 e Å−3
  • Δρmin = −0.24 e Å−3

Data collection: CrystalClear (Rigaku, 2005 [triangle]); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku, 2005 [triangle]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected geometric parameters (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808028961/hk2519sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808028961/hk2519Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The authors are grateful to the Starter Fund of Southeast University for financial support to buy the CCD X-ray diffractometer.

supplementary crystallographic information

Comment

Pincer ligands incorporating two phosphine arms and a central donor site have attracted a substantial amount of interest, since the initial investigations of PCP ligands (Moulton & Shaw, 1976). Several variations of the central donor atom have been explored (Boom & Milstein, 2003). However, the "PSiP" pincer-like transition-metal complexes have rarely been reported. The title compound was obtained during our work on the phosphinoalkylsilyl complexes, and we report herein its crystal structure.

In the molecule of the title compound, (Fig. 1), the bond lengths (Allen et al., 1987) and angles are generally within normal ranges. The Pd atom has a distorted square geometry (Table 1). Rings A (C2–C7) and D (C20–C25) are, of course, planar, and they are oriented at a dihedral angle of 28.79 (3)°. The six-membered rings B (C8–C13), C (C14–C19), E (C26–C31) and F (C32–C37) are not planar, having total puckering amplitudes, QT, of 0.570 (3), 0.580 (3), 0.566 (3) and 0.583 (3) and chair conformations [[var phi] = -16.92 (2)°, θ = 2.08 (3)°; [var phi] = -100.91 (3)°, θ = 1.43 (3)°; [var phi] = -40.78 (2)°, θ = 2.27 (3)° and [var phi] = -155.29 (3)°, θ = 176.23 (4)°, respectively] (Cremer & Pople, 1975), while rings G (Pd1/P1/Si1/C2/C7) and H (Pd1/P2/Si1/C20/C25) adopt envelope conformations, with Si1 and Pd1 atoms displaced by -0.422 (3) and 0.694 (2) Å from the planes of the other ring atoms.

Experimental

Dropwise addition of a solution of MeSiH(Cy2PC6H4)2 (124 mg, 0.21 mmol) in dry THF (5 ml) to a solution of [Pd(COD)Cl2] (43 mg, 0.21 mmol) in a mixture of THF (7 ml) and NEt3 (1 ml) resulted in rapid formation of a colorless precipitate. Removal of the volatiles left solid material, which after through washing left the product (yield; 130 mg, 85%). Crystals suitable for X-ray analysis were obtained by slow evaporation of a benzene (5 ml) solution of the title compound (28 mg) after 1 d.

Refinement

H atoms were positioned geometrically, with C—H = 0.93, 0.98, 0.97 and 0.96 Å for aromatic, methine, methylene and methyl H, respectively, and constrained to ride on their parent atoms with Uiso(H) = xUeq(C), where x = 1.5 for methyl H and x = 1.2 for all other H atoms.

Figures

Fig. 1.
The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity.

Crystal data

[Pd(C37H55P2Si)Cl]F(000) = 1536
Mr = 731.69Dx = 1.328 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 8380 reflections
a = 13.079 (3) Åθ = 2.6–27.5°
b = 16.632 (3) ŵ = 0.73 mm1
c = 17.739 (4) ÅT = 153 K
β = 108.55 (3)°Plate, colourless
V = 3658.3 (15) Å30.49 × 0.4 × 0.4 mm
Z = 4

Data collection

Bruker P4 diffractometer8379 independent reflections
Radiation source: fine-focus sealed tube6612 reflections with I > 2σ(I)
graphiteRint = 0.029
Detector resolution: 13.6612 pixels mm-1θmax = 27.5°, θmin = 1.6°
ω scansh = −16→16
Absorption correction: multi-scan (CrystalClear, Rigaku, 2005)k = −21→20
Tmin = 0.690, Tmax = 0.758l = −22→23
26471 measured reflections

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.059H-atom parameters constrained
S = 0.93w = 1/[σ2(Fo2) + (0.0286P)2] where P = (Fo2 + 2Fc2)/3
8379 reflections(Δ/σ)max = 0.002
380 parametersΔρmax = 0.83 e Å3
0 restraintsΔρmin = −0.24 e Å3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Pd10.776955 (11)0.199184 (8)0.842716 (8)0.01619 (5)
Cl10.74782 (4)0.10723 (3)0.94246 (3)0.02368 (11)
P10.61347 (4)0.26445 (3)0.81739 (3)0.01750 (11)
P20.92123 (4)0.13330 (3)0.82162 (3)0.01924 (11)
Si10.80048 (4)0.28746 (3)0.75107 (3)0.01937 (12)
C10.88282 (17)0.38076 (11)0.79094 (12)0.0281 (5)
H90.95660.36590.81690.042*
H100.85470.40700.82840.042*
H110.87890.41670.74780.042*
C20.66587 (16)0.33238 (11)0.69303 (11)0.0217 (4)
C30.64531 (18)0.37785 (12)0.62354 (12)0.0311 (5)
H10.69680.37980.59760.037*
C40.55014 (19)0.42001 (12)0.59254 (13)0.0355 (5)
H20.53730.44830.54520.043*
C50.47352 (17)0.42045 (11)0.63167 (12)0.0304 (5)
H30.41080.45060.61190.037*
C60.49142 (16)0.37573 (11)0.70008 (11)0.0242 (4)
H40.44030.37580.72640.029*
C70.58586 (15)0.33015 (10)0.73039 (11)0.0197 (4)
C80.58284 (16)0.32556 (11)0.89412 (11)0.0220 (4)
H520.51410.35300.86910.026*
C90.66938 (17)0.38988 (11)0.92582 (12)0.0264 (5)
H120.67350.42360.88230.032*
H130.73900.36430.94900.032*
C100.64322 (19)0.44220 (12)0.98907 (13)0.0353 (5)
H140.70140.48021.01090.042*
H150.57790.47260.96420.042*
C110.62822 (18)0.39211 (12)1.05543 (12)0.0336 (5)
H160.60600.42651.09160.040*
H170.69640.36741.08500.040*
C120.54384 (19)0.32688 (13)1.02360 (13)0.0355 (5)
H180.47390.35170.99970.043*
H190.53970.29341.06730.043*
C130.57070 (18)0.27452 (12)0.96181 (12)0.0287 (5)
H200.63730.24560.98680.034*
H210.51380.23540.94090.034*
C140.50756 (15)0.18646 (10)0.78938 (11)0.0189 (4)
H530.52100.14990.83480.023*
C150.52037 (16)0.13733 (12)0.72025 (12)0.0273 (5)
H220.50900.17200.67430.033*
H230.59330.11650.73460.033*
C160.44090 (18)0.06758 (12)0.69850 (14)0.0363 (5)
H240.44870.03960.65270.044*
H250.45700.02990.74240.044*
C170.32561 (17)0.09697 (12)0.67967 (14)0.0359 (5)
H260.30700.13070.63260.043*
H270.27690.05130.66870.043*
C180.31299 (17)0.14426 (12)0.74885 (14)0.0336 (5)
H280.32640.10940.79480.040*
H290.23970.16420.73550.040*
C190.39173 (16)0.21510 (11)0.76928 (13)0.0289 (5)
H300.37540.25170.72440.035*
H310.38300.24420.81430.035*
C200.87194 (15)0.23153 (11)0.68936 (11)0.0206 (4)
C210.87080 (16)0.25321 (12)0.61293 (12)0.0256 (4)
H50.83120.29780.58840.031*
C220.92774 (18)0.20930 (12)0.57330 (12)0.0306 (5)
H60.92510.22400.52210.037*
C230.98812 (18)0.14409 (13)0.60931 (13)0.0327 (5)
H71.02720.11540.58270.039*
C240.99120 (17)0.12082 (12)0.68487 (12)0.0288 (5)
H81.03240.07680.70910.035*
C250.93198 (15)0.16385 (11)0.72491 (11)0.0216 (4)
C261.05438 (15)0.14745 (11)0.89758 (11)0.0230 (4)
H541.04730.12790.94780.028*
C271.08270 (16)0.23684 (12)0.90993 (12)0.0281 (5)
H321.09020.25900.86140.034*
H331.02440.26510.92120.034*
C281.18724 (17)0.25026 (13)0.97816 (13)0.0363 (5)
H341.20530.30700.98150.044*
H351.17660.23461.02780.044*
C291.27954 (18)0.20260 (14)0.96696 (14)0.0410 (6)
H361.34270.20901.01350.049*
H371.29690.22350.92140.049*
C301.25193 (17)0.11356 (14)0.95408 (14)0.0399 (6)
H381.24320.09101.00210.048*
H391.31080.08550.94330.048*
C311.14817 (16)0.10098 (13)0.88463 (13)0.0330 (5)
H401.15910.11890.83570.040*
H411.13070.04410.87930.040*
C320.90634 (15)0.02306 (10)0.81022 (12)0.0215 (4)
H550.95890.00510.78490.026*
C330.93034 (16)−0.02350 (11)0.88812 (12)0.0251 (4)
H421.0016−0.00960.92330.030*
H430.8780−0.00970.91440.030*
C340.92479 (17)−0.11331 (11)0.86989 (13)0.0304 (5)
H440.9805−0.12710.84680.037*
H450.9387−0.14320.91910.037*
C350.81590 (18)−0.13772 (12)0.81309 (14)0.0360 (5)
H460.7610−0.12960.83850.043*
H470.8172−0.19440.80060.043*
C360.78722 (18)−0.08883 (12)0.73637 (13)0.0348 (5)
H480.8361−0.10280.70720.042*
H490.7146−0.10220.70340.042*
C370.79441 (16)0.00105 (11)0.75349 (12)0.0272 (5)
H500.73980.01620.77720.033*
H510.78080.03050.70410.033*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pd10.01625 (8)0.01725 (7)0.01517 (8)−0.00036 (6)0.00515 (6)0.00109 (6)
Cl10.0337 (3)0.0213 (2)0.0204 (2)0.0042 (2)0.0148 (2)0.00410 (19)
P10.0186 (3)0.0176 (2)0.0161 (2)0.0007 (2)0.0053 (2)0.0002 (2)
P20.0161 (3)0.0211 (2)0.0207 (3)−0.0011 (2)0.0061 (2)0.0003 (2)
Si10.0205 (3)0.0190 (3)0.0187 (3)−0.0035 (2)0.0064 (2)0.0012 (2)
C10.0316 (12)0.0236 (10)0.0297 (12)−0.0045 (9)0.0107 (10)−0.0014 (9)
C20.0255 (11)0.0183 (9)0.0193 (10)−0.0037 (8)0.0044 (9)0.0020 (8)
C30.0347 (13)0.0292 (11)0.0298 (12)−0.0027 (10)0.0109 (10)0.0082 (9)
C40.0419 (14)0.0309 (12)0.0272 (12)−0.0014 (10)0.0017 (11)0.0127 (10)
C50.0265 (12)0.0231 (11)0.0326 (12)−0.0001 (9)−0.0036 (10)0.0058 (9)
C60.0231 (11)0.0189 (10)0.0267 (11)−0.0027 (8)0.0024 (9)−0.0011 (8)
C70.0222 (11)0.0154 (9)0.0176 (10)−0.0031 (8)0.0011 (8)−0.0011 (8)
C80.0214 (11)0.0232 (10)0.0210 (10)0.0033 (8)0.0061 (9)−0.0021 (8)
C90.0300 (12)0.0215 (10)0.0256 (11)0.0009 (9)0.0060 (9)−0.0022 (9)
C100.0425 (14)0.0274 (11)0.0311 (13)0.0017 (10)0.0050 (11)−0.0088 (10)
C110.0397 (14)0.0345 (12)0.0229 (12)0.0097 (10)0.0045 (10)−0.0087 (10)
C120.0416 (14)0.0419 (12)0.0272 (12)0.0029 (11)0.0168 (11)−0.0060 (10)
C130.0358 (13)0.0292 (11)0.0238 (11)−0.0013 (9)0.0131 (10)−0.0045 (9)
C140.0203 (10)0.0191 (9)0.0172 (10)−0.0016 (8)0.0057 (8)0.0019 (8)
C150.0273 (12)0.0290 (11)0.0277 (12)−0.0050 (9)0.0117 (10)−0.0074 (9)
C160.0365 (14)0.0293 (12)0.0452 (15)−0.0061 (10)0.0159 (12)−0.0109 (10)
C170.0303 (13)0.0286 (11)0.0441 (14)−0.0079 (10)0.0050 (11)−0.0037 (10)
C180.0215 (12)0.0310 (12)0.0491 (15)−0.0013 (9)0.0124 (11)0.0019 (11)
C190.0246 (12)0.0252 (11)0.0373 (13)−0.0008 (9)0.0101 (10)−0.0024 (9)
C200.0188 (10)0.0222 (9)0.0209 (10)−0.0100 (8)0.0066 (8)−0.0022 (8)
C210.0254 (11)0.0264 (11)0.0247 (11)−0.0108 (9)0.0076 (9)0.0001 (9)
C220.0366 (13)0.0384 (12)0.0207 (11)−0.0174 (10)0.0148 (10)−0.0062 (10)
C230.0347 (13)0.0370 (12)0.0333 (13)−0.0086 (10)0.0204 (11)−0.0107 (10)
C240.0279 (12)0.0300 (11)0.0314 (12)−0.0028 (9)0.0136 (10)−0.0031 (9)
C250.0188 (10)0.0242 (10)0.0224 (11)−0.0070 (8)0.0073 (8)−0.0042 (8)
C260.0169 (10)0.0290 (11)0.0223 (11)−0.0028 (8)0.0052 (8)0.0017 (9)
C270.0244 (12)0.0331 (11)0.0254 (11)−0.0080 (9)0.0059 (9)0.0007 (9)
C280.0318 (13)0.0416 (13)0.0305 (13)−0.0158 (11)0.0028 (10)0.0012 (10)
C290.0215 (12)0.0575 (15)0.0391 (14)−0.0117 (11)0.0029 (10)0.0053 (12)
C300.0193 (12)0.0512 (15)0.0452 (15)0.0008 (10)0.0045 (11)0.0044 (12)
C310.0185 (11)0.0411 (12)0.0384 (13)0.0007 (10)0.0077 (10)0.0019 (11)
C320.0179 (10)0.0189 (9)0.0288 (11)0.0020 (8)0.0090 (9)−0.0009 (8)
C330.0204 (11)0.0249 (10)0.0303 (12)0.0029 (8)0.0083 (9)0.0032 (9)
C340.0281 (12)0.0252 (11)0.0419 (14)0.0055 (9)0.0167 (11)0.0069 (10)
C350.0350 (14)0.0211 (11)0.0535 (16)−0.0028 (10)0.0162 (12)0.0007 (10)
C360.0293 (13)0.0284 (11)0.0436 (14)−0.0053 (10)0.0073 (11)−0.0077 (10)
C370.0220 (11)0.0255 (10)0.0318 (12)−0.0007 (9)0.0055 (9)−0.0004 (9)

Geometric parameters (Å, °)

Pd1—P22.3132 (6)C17—H260.9700
Pd1—Cl12.4584 (6)C17—H270.9700
P1—Pd12.3111 (7)C18—C191.531 (3)
P1—C81.8421 (18)C18—H280.9700
P1—C141.8468 (19)C18—H290.9700
P2—C261.847 (2)C19—H300.9700
P2—C321.8480 (18)C19—H310.9700
Si1—C21.888 (2)C20—C211.398 (3)
Si1—C11.893 (2)C20—C251.402 (3)
Si1—C201.8942 (19)C21—C221.384 (3)
Si1—Pd12.2829 (6)C21—H50.9300
C1—H90.9600C22—C231.374 (3)
C1—H100.9600C22—H60.9300
C1—H110.9600C23—C241.383 (3)
C2—C31.397 (3)C23—H70.9300
C2—C71.406 (2)C24—C251.402 (3)
C3—C41.381 (3)C24—H80.9300
C3—H10.9300C25—P21.8370 (19)
C4—C51.389 (3)C26—C311.528 (3)
C4—H20.9300C26—C271.531 (3)
C5—C61.378 (3)C26—H540.9800
C5—H30.9300C27—C281.527 (3)
C6—C71.403 (3)C27—H320.9700
C6—H40.9300C27—H330.9700
C7—P11.8307 (19)C28—C291.509 (3)
C8—C131.520 (3)C28—H340.9700
C8—C91.529 (3)C28—H350.9700
C8—H520.9800C29—C301.524 (3)
C9—C101.542 (3)C29—H360.9700
C9—H120.9700C29—H370.9700
C9—H130.9700C30—C311.530 (3)
C10—C111.505 (3)C30—H380.9700
C10—H140.9700C30—H390.9700
C10—H150.9700C31—H400.9700
C11—C121.522 (3)C31—H410.9700
C11—H160.9700C32—C331.527 (3)
C11—H170.9700C32—C371.534 (3)
C12—C131.526 (3)C32—H550.9800
C12—H180.9700C33—C341.525 (3)
C12—H190.9700C33—H420.9700
C13—H200.9700C33—H430.9700
C13—H210.9700C34—C351.515 (3)
C14—C191.518 (3)C34—H440.9700
C14—C151.527 (2)C34—H450.9700
C14—H530.9800C35—C361.526 (3)
C15—C161.523 (3)C35—H460.9700
C15—H220.9700C35—H470.9700
C15—H230.9700C36—C371.522 (3)
C16—C171.518 (3)C36—H480.9700
C16—H240.9700C36—H490.9700
C16—H250.9700C37—H500.9700
C17—C181.510 (3)C37—H510.9700
Si1—Pd1—P183.42 (3)C18—C17—H27109.6
Si1—Pd1—P283.56 (3)C16—C17—H27109.6
P1—Pd1—P2160.56 (4)H26—C17—H27108.1
Si1—Pd1—Cl1178.18 (4)C17—C18—C19110.74 (16)
P1—Pd1—Cl194.96 (3)C17—C18—H28109.5
P2—Pd1—Cl198.21 (3)C19—C18—H28109.5
C7—P1—C8105.23 (9)C17—C18—H29109.5
C7—P1—C14105.22 (9)C19—C18—H29109.5
C8—P1—C14105.40 (8)H28—C18—H29108.1
C7—P1—Pd1111.50 (7)C14—C19—C18111.10 (16)
C8—P1—Pd1121.38 (7)C14—C19—H30109.4
C14—P1—Pd1106.91 (6)C18—C19—H30109.4
C25—P2—C26108.15 (9)C14—C19—H31109.4
C25—P2—C32102.06 (9)C18—C19—H31109.4
C26—P2—C32104.38 (9)H30—C19—H31108.0
C25—P2—Pd1109.19 (7)C21—C20—C25118.34 (17)
C26—P2—Pd1116.74 (6)C21—C20—Si1125.34 (15)
C32—P2—Pd1115.13 (6)C25—C20—Si1116.30 (13)
C2—Si1—C1101.56 (9)C22—C21—C20120.99 (19)
C2—Si1—C20115.16 (9)C22—C21—H5119.5
C1—Si1—C20106.97 (8)C20—C21—H5119.5
C2—Si1—Pd1109.23 (6)C23—C22—C21120.20 (19)
C1—Si1—Pd1116.79 (7)C23—C22—H6119.9
C20—Si1—Pd1107.38 (6)C21—C22—H6119.9
Si1—C1—H9109.5C22—C23—C24120.45 (19)
Si1—C1—H10109.5C22—C23—H7119.8
H9—C1—H10109.5C24—C23—H7119.8
Si1—C1—H11109.5C23—C24—C25119.8 (2)
H9—C1—H11109.5C23—C24—H8120.1
H10—C1—H11109.5C25—C24—H8120.1
C3—C2—C7117.83 (18)C20—C25—C24120.16 (17)
C3—C2—Si1125.42 (15)C20—C25—P2116.34 (13)
C7—C2—Si1115.93 (14)C24—C25—P2123.40 (15)
C4—C3—C2121.47 (19)C31—C26—C27110.10 (16)
C4—C3—H1119.3C31—C26—P2116.21 (14)
C2—C3—H1119.3C27—C26—P2110.93 (13)
C3—C4—C5120.39 (19)C31—C26—H54106.3
C3—C4—H2119.8C27—C26—H54106.3
C5—C4—H2119.8P2—C26—H54106.3
C6—C5—C4119.32 (19)C28—C27—C26111.73 (17)
C6—C5—H3120.3C28—C27—H32109.3
C4—C5—H3120.3C26—C27—H32109.3
C5—C6—C7120.75 (18)C28—C27—H33109.3
C5—C6—H4119.6C26—C27—H33109.3
C7—C6—H4119.6H32—C27—H33107.9
C6—C7—C2120.12 (17)C29—C28—C27111.77 (19)
C6—C7—P1124.00 (14)C29—C28—H34109.3
C2—C7—P1115.87 (14)C27—C28—H34109.3
C13—C8—C9110.58 (17)C29—C28—H35109.3
C13—C8—P1112.19 (13)C27—C28—H35109.3
C9—C8—P1110.38 (13)H34—C28—H35107.9
C13—C8—H52107.8C28—C29—C30111.63 (18)
C9—C8—H52107.8C28—C29—H36109.3
P1—C8—H52107.8C30—C29—H36109.3
C8—C9—C10110.66 (16)C28—C29—H37109.3
C8—C9—H12109.5C30—C29—H37109.3
C10—C9—H12109.5H36—C29—H37108.0
C8—C9—H13109.5C29—C30—C31111.15 (19)
C10—C9—H13109.5C29—C30—H38109.4
H12—C9—H13108.1C31—C30—H38109.4
C11—C10—C9111.78 (16)C29—C30—H39109.4
C11—C10—H14109.3C31—C30—H39109.4
C9—C10—H14109.3H38—C30—H39108.0
C11—C10—H15109.3C26—C31—C30111.02 (18)
C9—C10—H15109.3C26—C31—H40109.4
H14—C10—H15107.9C30—C31—H40109.4
C10—C11—C12111.33 (18)C26—C31—H41109.4
C10—C11—H16109.4C30—C31—H41109.4
C12—C11—H16109.4H40—C31—H41108.0
C10—C11—H17109.4C33—C32—C37110.56 (16)
C12—C11—H17109.4C33—C32—P2114.83 (13)
H16—C11—H17108.0C37—C32—P2110.73 (13)
C11—C12—C13111.58 (17)C33—C32—H55106.7
C11—C12—H18109.3C37—C32—H55106.7
C13—C12—H18109.3P2—C32—H55106.7
C11—C12—H19109.3C34—C33—C32108.82 (16)
C13—C12—H19109.3C34—C33—H42109.9
H18—C12—H19108.0C32—C33—H42109.9
C8—C13—C12110.77 (16)C34—C33—H43109.9
C8—C13—H20109.5C32—C33—H43109.9
C12—C13—H20109.5H42—C33—H43108.3
C8—C13—H21109.5C35—C34—C33112.01 (17)
C12—C13—H21109.5C35—C34—H44109.2
H20—C13—H21108.1C33—C34—H44109.2
C19—C14—C15109.61 (16)C35—C34—H45109.2
C19—C14—P1116.73 (13)C33—C34—H45109.2
C15—C14—P1109.12 (12)H44—C34—H45107.9
C19—C14—H53107.0C34—C35—C36111.27 (17)
C15—C14—H53107.0C34—C35—H46109.4
P1—C14—H53107.0C36—C35—H46109.4
C16—C15—C14111.76 (16)C34—C35—H47109.4
C16—C15—H22109.3C36—C35—H47109.4
C14—C15—H22109.3H46—C35—H47108.0
C16—C15—H23109.3C37—C36—C35111.30 (18)
C14—C15—H23109.3C37—C36—H48109.4
H22—C15—H23107.9C35—C36—H48109.4
C17—C16—C15111.14 (17)C37—C36—H49109.4
C17—C16—H24109.4C35—C36—H49109.4
C15—C16—H24109.4H48—C36—H49108.0
C17—C16—H25109.4C36—C37—C32110.54 (16)
C15—C16—H25109.4C36—C37—H50109.5
H24—C16—H25108.0C32—C37—H50109.5
C18—C17—C16110.28 (19)C36—C37—H51109.5
C18—C17—H26109.6C32—C37—H51109.5
C16—C17—H26109.6H50—C37—H51108.1
Si1—Pd1—P2—C25−21.40 (7)C3—C4—C5—C6−2.6 (3)
P1—Pd1—P2—C2526.82 (9)C4—C5—C6—C70.1 (3)
Cl1—Pd1—P2—C25159.00 (6)C5—C6—C7—C22.8 (3)
Si1—Pd1—P2—C26101.61 (7)C5—C6—C7—P1−176.37 (15)
P1—Pd1—P2—C26149.83 (8)C3—C2—C7—C6−3.1 (3)
Cl1—Pd1—P2—C26−77.98 (7)Si1—C2—C7—C6167.11 (14)
Si1—Pd1—P2—C32−135.46 (7)C3—C2—C7—P1176.15 (14)
P1—Pd1—P2—C32−87.24 (9)Si1—C2—C7—P1−13.66 (19)
Cl1—Pd1—P2—C3244.95 (7)C6—C7—P1—C8−48.12 (18)
C7—P1—Pd1—Si111.09 (6)C2—C7—P1—C8132.68 (15)
C8—P1—Pd1—Si1−113.73 (7)C6—C7—P1—C1462.93 (17)
C14—P1—Pd1—Si1125.58 (6)C2—C7—P1—C14−116.27 (15)
C7—P1—Pd1—P2−37.14 (9)C6—C7—P1—Pd1178.46 (14)
C8—P1—Pd1—P2−161.96 (8)C2—C7—P1—Pd1−0.74 (16)
C14—P1—Pd1—P277.35 (8)C13—C8—C9—C10−56.2 (2)
C7—P1—Pd1—Cl1−169.74 (6)P1—C8—C9—C10179.03 (13)
C8—P1—Pd1—Cl165.44 (7)C8—C9—C10—C1155.2 (2)
C14—P1—Pd1—Cl1−55.25 (6)C9—C10—C11—C12−54.3 (2)
C7—P1—C8—C13163.86 (14)C10—C11—C12—C1355.0 (2)
C14—P1—C8—C1352.94 (16)C9—C8—C13—C1257.1 (2)
Pd1—P1—C8—C13−68.48 (15)P1—C8—C13—C12−179.20 (15)
C7—P1—C8—C9−72.32 (15)C11—C12—C13—C8−56.4 (2)
C14—P1—C8—C9176.75 (13)C19—C14—C15—C16−55.6 (2)
Pd1—P1—C8—C955.33 (15)P1—C14—C15—C16175.45 (15)
C7—P1—C14—C19−61.00 (16)C14—C15—C16—C1756.0 (2)
C8—P1—C14—C1949.93 (16)C15—C16—C17—C18−56.3 (2)
Pd1—P1—C14—C19−179.66 (13)C16—C17—C18—C1957.3 (2)
C7—P1—C14—C1563.90 (15)C15—C14—C19—C1856.5 (2)
C8—P1—C14—C15174.84 (13)P1—C14—C19—C18−178.88 (14)
Pd1—P1—C14—C15−54.76 (14)C17—C18—C19—C14−58.3 (2)
C25—P2—C26—C31−58.80 (16)C25—C20—C21—C22−0.2 (3)
C32—P2—C26—C3149.33 (16)Si1—C20—C21—C22178.54 (15)
Pd1—P2—C26—C31177.66 (12)C20—C21—C22—C23−1.1 (3)
C25—P2—C26—C2767.95 (14)C21—C22—C23—C241.1 (3)
C32—P2—C26—C27176.08 (13)C22—C23—C24—C250.3 (3)
Pd1—P2—C26—C27−55.59 (14)C21—C20—C25—C241.6 (3)
C25—P2—C32—C33161.75 (14)Si1—C20—C25—C24−177.30 (15)
C26—P2—C32—C3349.19 (15)C21—C20—C25—P2−174.99 (14)
Pd1—P2—C32—C33−80.12 (14)Si1—C20—C25—P26.1 (2)
C25—P2—C32—C37−72.17 (15)C23—C24—C25—C20−1.6 (3)
C26—P2—C32—C37175.27 (13)C23—C24—C25—P2174.71 (15)
Pd1—P2—C32—C3745.96 (15)C20—C25—P2—C26−114.32 (15)
C2—Si1—Pd1—P1−16.64 (6)C24—C25—P2—C2669.22 (18)
C1—Si1—Pd1—P197.81 (8)C20—C25—P2—C32135.96 (15)
C20—Si1—Pd1—P1−142.15 (7)C24—C25—P2—C32−40.50 (19)
C2—Si1—Pd1—P2148.89 (6)C20—C25—P2—Pd113.67 (16)
C1—Si1—Pd1—P2−96.66 (8)C24—C25—P2—Pd1−162.79 (15)
C20—Si1—Pd1—P223.38 (6)C31—C26—C27—C28−55.6 (2)
C1—Si1—C2—C367.68 (18)P2—C26—C27—C28174.39 (14)
C20—Si1—C2—C3−47.5 (2)C26—C27—C28—C2954.7 (2)
Pd1—Si1—C2—C3−168.37 (15)C27—C28—C29—C30−54.0 (3)
C1—Si1—C2—C7−101.67 (15)C28—C29—C30—C3155.0 (3)
C20—Si1—C2—C7143.16 (14)C27—C26—C31—C3056.5 (2)
Pd1—Si1—C2—C722.28 (16)P2—C26—C31—C30−176.32 (14)
C2—Si1—C20—C2136.01 (19)C29—C30—C31—C26−56.5 (2)
C1—Si1—C20—C21−76.01 (18)C37—C32—C33—C3458.93 (19)
Pd1—Si1—C20—C21157.89 (15)P2—C32—C33—C34−174.90 (13)
C2—Si1—C20—C25−145.19 (14)C32—C33—C34—C35−57.9 (2)
C1—Si1—C20—C25102.80 (15)C33—C34—C35—C3655.7 (2)
Pd1—Si1—C20—C25−23.30 (16)C34—C35—C36—C37−53.8 (2)
C7—C2—C3—C40.6 (3)C35—C36—C37—C3255.2 (2)
Si1—C2—C3—C4−168.58 (16)C33—C32—C37—C36−58.4 (2)
C2—C3—C4—C52.3 (3)P2—C32—C37—C36173.13 (14)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HK2519).

References

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  • Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc 97, 1354–1358.
  • Moulton, C. J. & Shaw, B. L. (1976). J. Chem. Soc. Dalton Trans pp. 1020–1024.
  • Rigaku (2005). CrystalClear and CrystalStructure Rigaku Corporation, Tokyo, Japan.
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