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Acta Cryst. (2007). E63, m2567    [ doi:10.1107/S1600536807045825 ]

[mu]-[Bis(3,3-dimethylbut-1-ynyl)diphenylsilane]bis[(cycloocta-1,5-diene)nickel(II)](Ni-Ni)

W. Imhof, T. Klettke and D. Walther

Abstract top

The title compound, [Ni2(C24H28Si)(C8H12)2], was obtained from the reaction of the symmetrical diyne bis(3,3-dimethylbut-1-ynyl)diphenylsilane with bis(cycloocta-1,5-diene)nickel. In the resulting molecule, two Ni(cod) (cod is cycloocta-1,5-diene) units are coordinated by one of the C[triple bond]C triple bonds, resulting in the formation of a dinickelatetrahedrane. The second triple bond remains uncoordinated even if an excess amount of the diyne is used in the reaction.

Comment top

In the course of a study on the reactivity of alkynols and alkynylsilanes toward Ni(0) compounds such as [Ni(cdt)] (cdt = 1,5,9-cyclododecatriene) or [Ni(cod)2] (cod = cycloocta-1,5-diene) it was shown that the reactions with alkynes produce organometallic compounds of the general formulae [Ni(alkyne)2] or [Ni3(alkyne)4] which crystallize as hydrogen-bonded supramolecular structures if alkynols are used as the starting material (Braga et al., 1997; Klettke et al., 1996; Walther et al., 1994, 1995, 1997; Walther, Klettke, Imhof & Görls, 1996; Walther, Klettke, Schmidt et al., 1996). The reaction of tert-butyltriphenylsilylacetylene with [Ni(cod)2] leads to a mononuclear complex in which one Ni(cod) unit is coordinated by the carbon-carbon triple bond (Walther et al., 1997). In contrast, the reaction of the symmetrical diyne bis(3,3-dimethylbut-1-ynyl)diphenylsilane does not lead to a dinuclear nickel complex with one Ni(cod) fragment per carbon-carbon triple bond but to the title compound 1.

Corresponding to the IR spectrum, which is indicative of one coordinated and one non-coordinated carbon-carbon triple bond, the structural analysis of the title compound shows that two Ni(cod) units are bound to one of the alkynyl subunits, thereby establishing a nickel–nickel bond and forming a dinickelatetrahedrane derivative. By coordination to the transition metal centers the C1—C2 bond is elongated by 0.152 Å compared to the uncoordinated C3—C4 bond. In addition, the bond angles Si1—C2—C1 and C2—C1—C5 are observed to be 153.8 (3) and 141.3 (3)°, respectively, whereas the corresponding bond angles Si1—C3—C4 and C3—C4—C9 are close to linearity [175.5 (3) and 178.8 (4)°].

Related literature top

The closely related complex [(tert-butyltriphenylsilylacetlyene)nickel(cycloocta-1,5-diene)] was reported by Walther et al. (1997). For other related literature, see: Braga et al. (1997); Klettke et al. (1996); Walther et al. (1994, 1995); Walther, Klettke, Imhof & Görls (1996); Walther, Klettke, Schmidt et al. (1996).

Experimental top

1.04 mmol (285 mg) [Ni(cod)2] and 0.52 mmol (179 mg) bis-3,3-dimethylbut-1-ynyl)diphenylsilane were combined in 10 ml n-pentane and stirred at room temperature until all the starting material had dissolved. During the reaction the solution developed an intense red color. After the reaction had finished the solution was kept at 273 K. Two days later deep red crystals suitable for X-ray structural analysis could be collected (0.24 mmol, 163 mg, yield 46.4%). IR (nujol mull, 295 K): 1521 cm−1, 2147 cm−1; MS (EI): 676 (M+, 1), 568 (M+ - cod, 1), 510 (M+– Ni(cod), 3), 460 (M+ - Ni(cod) - C3H8, 5, 67 (C5H7, 100); elemental analysis for C40H52SiNi2 (calcd.): C 70.72 (70.83), H 7.98 (7.73), Ni 17.42 (17.30)%.

Refinement top

Hydrogen atoms were positioned geometrically and refined using a riding model with with C—H = 0.95–0.99 Å and with Uiso(H) = 1.5Ueq(C).

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: SET4 (de Boer & Duisenberg, 1984); data reduction: MolEN (Fair, 1990); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1990); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), showing the labeling scheme and 40% probability displacement ellipsoids for non-H atoms.
µ-[Bis(3,3-dimethylbut-1-ynyl)diphenylsilane]bis[(cycloocta-1,5- diene)nickel(II)](Ni—Ni) top
Crystal data top
[Ni2(C24H28Si)(C8H12)2]F000 = 724
Mr = 678.31Dx = 1.276 Mg m−3
Monoclinic, P21Mo Kα radiation
λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 25 reflections
a = 10.167 (2) Åθ = 13.4–25.1º
b = 9.617 (2) ŵ = 1.13 mm−1
c = 18.110 (4) ÅT = 183 (2) K
β = 94.68 (3)ºBlock, red
V = 1764.8 (6) Å30.32 × 0.28 × 0.26 mm
Z = 2
Data collection top
Enraf–Nonius CAD-4
diffractometer		Rint = 0.019
Radiation source: fine-focus sealed tubeθmax = 27.5º
Monochromator: graphiteθmin = 3.2º
T = 183(2) Kh = −1→13
ω/2θ scansk = −12→0
Absorption correction: ψ scan
(North et al., 1968)		l = −23→23
Tmin = 0.823, Tmax = 0.9063 standard reflections
4489 measured reflections every 120 min
4246 independent reflections intensity decay: 0.1%
3931 reflections with I > 2σ(I)
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.027  w = 1/[σ2(Fo2) + (0.0315P)2 + 0.65P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.070(Δ/σ)max < 0.001
S = 1.15Δρmax = 0.38 e Å−3
4246 reflectionsΔρmin = −0.32 e Å−3
394 parametersExtinction correction: none
1 restraintAbsolute structure: Flack (1983), with 4 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.006 (13)
Secondary atom site location: difference Fourier map
Crystal data top
[Ni2(C24H28Si)(C8H12)2]V = 1764.8 (6) Å3
Mr = 678.31Z = 2
Monoclinic, P21Mo Kα
a = 10.167 (2) ŵ = 1.13 mm−1
b = 9.617 (2) ÅT = 183 (2) K
c = 18.110 (4) Å0.32 × 0.28 × 0.26 mm
β = 94.68 (3)º
Data collection top
Enraf–Nonius CAD-4
diffractometer		3931 reflections with I > 2σ(I)
Absorption correction: ψ scan
(North et al., 1968)		Rint = 0.019
Tmin = 0.823, Tmax = 0.9063 standard reflections
4489 measured reflections every 120 min
4246 independent reflections intensity decay: 0.1%
Refinement top
R[F2 > 2σ(F2)] = 0.027H-atom parameters constrained
wR(F2) = 0.070Δρmax = 0.38 e Å−3
S = 1.15Δρmin = −0.32 e Å−3
4246 reflectionsAbsolute structure: Flack (1983), with 4 Friedel pairs
394 parametersFlack parameter: 0.006 (13)
1 restraint
Special details top

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) top
xyzUiso*/Ueq
Ni10.47667 (4)0.78591 (4)0.21857 (2)0.02036 (9)
Ni20.24266 (3)0.83291 (4)0.14742 (2)0.01928 (9)
Si10.22104 (8)0.62681 (9)0.29347 (4)0.01964 (17)
C10.3630 (3)0.6769 (3)0.15160 (16)0.0188 (6)
C20.3092 (3)0.6903 (3)0.21689 (16)0.0191 (6)
C30.1678 (3)0.7751 (4)0.34747 (16)0.0271 (6)
C40.1411 (3)0.8711 (4)0.38577 (18)0.0279 (7)
C50.3926 (3)0.5685 (4)0.09442 (16)0.0234 (6)
C60.2651 (4)0.5011 (4)0.06099 (19)0.0314 (8)
H6A0.28590.43440.02270.047*
H6B0.20610.57310.03890.047*
H6C0.22180.45260.09990.047*
C70.4639 (3)0.6365 (4)0.03206 (18)0.0317 (8)
H7A0.47170.5691−0.00790.048*
H7B0.55210.66650.05150.048*
H7C0.41330.71730.01280.048*
C80.4802 (4)0.4529 (4)0.1306 (2)0.0349 (8)
H8A0.50830.39030.09220.052*
H8B0.43020.40020.16520.052*
H8C0.55810.49440.15750.052*
C90.1072 (4)0.9914 (4)0.4316 (2)0.0356 (8)
C10−0.0308 (5)1.0402 (7)0.4058 (4)0.085 (2)
H10A−0.05371.12090.43520.127*
H10B−0.09390.96500.41220.127*
H10C−0.03391.06630.35340.127*
C110.2042 (6)1.1091 (6)0.4213 (3)0.0704 (16)
H11A0.17971.19040.44980.106*
H11B0.20181.13360.36870.106*
H11C0.29351.07910.43870.106*
C120.1168 (7)0.9489 (7)0.5128 (3)0.087 (2)
H12A0.08581.02530.54260.130*
H12B0.20890.92750.52920.130*
H12C0.06210.86640.51880.130*
C130.3236 (3)0.5201 (4)0.36372 (17)0.0266 (7)
C140.3126 (4)0.5377 (5)0.4386 (2)0.0442 (10)
H140.25040.60270.45450.066*
C150.3905 (5)0.4625 (6)0.4915 (2)0.0506 (11)
H150.38050.47650.54270.076*
C160.4795 (5)0.3707 (5)0.4706 (2)0.0491 (11)
H160.53170.31880.50680.074*
C170.4948 (6)0.3521 (7)0.3972 (2)0.082 (2)
H170.55830.28770.38220.123*
C180.4180 (6)0.4269 (6)0.3444 (2)0.0665 (17)
H180.43080.41370.29350.100*
C190.0709 (3)0.5251 (3)0.25825 (17)0.0226 (6)
C200.0106 (3)0.5454 (4)0.18705 (19)0.0318 (8)
H200.04840.60980.15510.048*
C21−0.1031 (4)0.4744 (5)0.1614 (2)0.0403 (9)
H21−0.14230.48990.11270.061*
C22−0.1582 (4)0.3807 (5)0.2079 (3)0.0550 (12)
H22−0.23630.33190.19140.082*
C23−0.1006 (4)0.3587 (6)0.2772 (3)0.0642 (15)
H23−0.13880.29400.30890.096*
C240.0122 (4)0.4286 (5)0.3022 (2)0.0442 (10)
H240.05100.41050.35080.066*
C250.6186 (3)0.8906 (4)0.1628 (2)0.0326 (8)
H250.56920.87520.11670.049*
C260.6765 (3)0.7778 (5)0.19708 (18)0.0321 (7)
H260.66230.69030.17350.048*
C270.7616 (3)0.7799 (6)0.2694 (2)0.0427 (9)
H27A0.80410.87220.27590.064*
H27B0.83220.70940.26760.064*
C280.6818 (4)0.7499 (5)0.3366 (2)0.0438 (10)
H28A0.67260.64810.34210.066*
H28B0.73130.78570.38200.066*
C290.5460 (3)0.8150 (5)0.32953 (17)0.0361 (9)
H290.47660.76080.34660.054*
C300.5120 (4)0.9419 (5)0.3016 (2)0.0361 (9)
H300.42110.96580.29870.054*
C310.6064 (4)1.0495 (5)0.2746 (2)0.0478 (10)
H31A0.69321.03930.30300.072*
H31B0.57251.14350.28450.072*
C320.6256 (5)1.0369 (5)0.1912 (3)0.0471 (10)
H32A0.55691.09290.16300.071*
H32B0.71251.07670.18190.071*
C330.1711 (3)0.8718 (4)0.03922 (18)0.0334 (8)
H330.20320.78500.02320.050*
C340.2636 (4)0.9702 (4)0.0607 (2)0.0334 (8)
H340.35370.94370.06150.050*
C350.2341 (5)1.1186 (5)0.0832 (3)0.0488 (11)
H35A0.15111.14940.05570.073*
H35B0.30581.18000.06880.073*
C360.2208 (6)1.1350 (5)0.1664 (3)0.0556 (12)
H36A0.30861.15680.19140.083*
H36B0.16211.21500.17410.083*
C370.1669 (4)1.0092 (4)0.2022 (2)0.0367 (8)
H370.21100.98160.24810.055*
C380.0622 (3)0.9299 (5)0.1766 (2)0.0353 (8)
H380.04180.85040.20460.053*
C39−0.0238 (4)0.9600 (7)0.1062 (2)0.0571 (14)
H39A−0.02541.06160.09740.086*
H39B−0.11510.92980.11280.086*
C400.0242 (4)0.8871 (7)0.0385 (2)0.0540 (13)
H40A−0.01620.79340.03450.081*
H40B−0.00780.9399−0.00640.081*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.01796 (17)0.02247 (19)0.02058 (18)−0.00277 (16)0.00111 (13)−0.00417 (16)
Ni20.01797 (17)0.01904 (18)0.02100 (18)0.00099 (15)0.00264 (13)0.00367 (15)
Si10.0218 (4)0.0197 (4)0.0176 (4)−0.0009 (3)0.0027 (3)0.0016 (3)
C10.0178 (13)0.0168 (14)0.0211 (13)−0.0009 (12)−0.0017 (10)−0.0001 (12)
C20.0183 (13)0.0197 (15)0.0193 (13)−0.0005 (12)0.0010 (11)0.0036 (12)
C30.0313 (15)0.0281 (16)0.0224 (13)−0.0017 (15)0.0056 (12)0.0016 (14)
C40.0317 (17)0.0283 (18)0.0243 (15)0.0001 (14)0.0058 (13)−0.0008 (13)
C50.0274 (15)0.0217 (16)0.0208 (14)0.0022 (13)0.0000 (12)−0.0042 (12)
C60.0336 (18)0.0288 (19)0.0313 (18)−0.0054 (15)−0.0009 (14)−0.0086 (15)
C70.0330 (17)0.034 (2)0.0287 (16)0.0009 (16)0.0095 (14)−0.0079 (15)
C80.0389 (19)0.0273 (19)0.0375 (18)0.0113 (16)−0.0037 (15)−0.0073 (16)
C90.041 (2)0.0310 (19)0.0358 (18)0.0017 (17)0.0059 (15)−0.0112 (16)
C100.053 (3)0.067 (4)0.133 (5)0.019 (3)−0.005 (3)−0.047 (4)
C110.085 (4)0.037 (3)0.092 (4)−0.016 (3)0.029 (3)−0.026 (3)
C120.165 (7)0.062 (4)0.035 (2)0.019 (4)0.019 (3)−0.012 (2)
C130.0324 (17)0.0248 (17)0.0220 (14)−0.0032 (14)−0.0020 (12)0.0042 (13)
C140.053 (2)0.051 (3)0.0297 (18)0.014 (2)0.0068 (17)0.0096 (18)
C150.071 (3)0.057 (3)0.0232 (17)0.010 (2)−0.0018 (18)0.0112 (19)
C160.063 (3)0.049 (3)0.0328 (19)0.011 (2)−0.0110 (18)0.0103 (18)
C170.112 (4)0.094 (5)0.038 (2)0.075 (4)−0.004 (3)0.000 (3)
C180.095 (4)0.080 (4)0.0233 (18)0.052 (3)−0.007 (2)−0.005 (2)
C190.0216 (14)0.0198 (15)0.0270 (15)−0.0011 (12)0.0051 (12)−0.0010 (12)
C200.0294 (17)0.036 (2)0.0299 (17)−0.0027 (16)0.0044 (14)−0.0026 (15)
C210.0326 (18)0.042 (2)0.045 (2)0.0022 (18)−0.0055 (16)−0.0128 (18)
C220.032 (2)0.035 (2)0.094 (4)−0.0092 (18)−0.015 (2)0.002 (2)
C230.039 (2)0.055 (3)0.097 (4)−0.017 (2)−0.006 (2)0.038 (3)
C240.0343 (19)0.046 (2)0.051 (2)−0.0139 (18)−0.0038 (17)0.021 (2)
C250.0291 (17)0.0346 (19)0.0350 (18)−0.0114 (15)0.0082 (14)−0.0045 (16)
C260.0199 (14)0.0391 (19)0.0378 (17)−0.0057 (16)0.0061 (12)−0.0104 (18)
C270.0255 (16)0.055 (2)0.047 (2)0.0020 (19)−0.0045 (14)−0.011 (2)
C280.0377 (19)0.057 (3)0.0341 (18)−0.003 (2)−0.0123 (15)−0.0043 (19)
C290.0315 (16)0.052 (3)0.0238 (14)−0.0107 (18)−0.0033 (12)−0.0116 (16)
C300.0316 (18)0.042 (2)0.0341 (18)−0.0038 (17)0.0011 (15)−0.0203 (17)
C310.047 (2)0.037 (2)0.059 (3)−0.008 (2)0.002 (2)−0.019 (2)
C320.049 (2)0.031 (2)0.063 (3)−0.0119 (19)0.010 (2)−0.005 (2)
C330.0330 (17)0.040 (2)0.0266 (16)0.0051 (16)−0.0020 (13)0.0090 (15)
C340.0343 (18)0.033 (2)0.0346 (18)0.0073 (16)0.0111 (15)0.0150 (15)
C350.063 (3)0.030 (2)0.056 (3)0.005 (2)0.024 (2)0.015 (2)
C360.083 (3)0.024 (2)0.065 (3)0.004 (2)0.031 (3)0.004 (2)
C370.045 (2)0.0276 (19)0.0398 (19)0.0096 (17)0.0172 (16)0.0038 (16)
C380.0290 (17)0.045 (2)0.0334 (18)0.0102 (17)0.0110 (14)0.0100 (17)
C390.0280 (19)0.095 (4)0.048 (2)0.021 (2)0.0048 (17)0.013 (3)
C400.032 (2)0.088 (4)0.040 (2)0.010 (2)−0.0097 (17)0.003 (2)
Geometric parameters (Å, °) top
Ni1—C11.917 (3)C17—H170.950
Ni1—C21.933 (3)C18—H180.950
Ni1—C252.086 (3)C19—C241.389 (5)
Ni1—C292.093 (3)C19—C201.396 (5)
Ni1—C262.101 (3)C20—C211.389 (5)
Ni1—C302.134 (4)C20—H200.950
Ni1—Ni22.6505 (9)C21—C221.382 (7)
Ni2—C11.933 (3)C21—H210.950
Ni2—C21.945 (3)C22—C231.358 (7)
Ni2—C332.068 (3)C22—H220.950
Ni2—C342.077 (3)C23—C241.374 (6)
Ni2—C372.139 (4)C23—H230.950
Ni2—C382.161 (4)C24—H240.950
Si1—C21.817 (3)C25—C261.360 (6)
Si1—C31.836 (4)C25—C321.498 (6)
Si1—C191.880 (3)C25—H250.950
Si1—C131.882 (3)C26—C271.510 (5)
C1—C21.349 (4)C26—H260.950
C1—C51.517 (4)C27—C281.542 (5)
C3—C41.199 (5)C27—H27A0.990
C4—C91.480 (5)C27—H27B0.990
C5—C61.529 (4)C28—C291.512 (5)
C5—C81.538 (5)C28—H28A0.990
C5—C71.537 (5)C28—H28B0.990
C6—H6A0.980C29—C301.355 (6)
C6—H6B0.980C29—H290.950
C6—H6C0.980C30—C311.519 (6)
C7—H7A0.980C30—H300.950
C7—H7B0.980C31—C321.543 (6)
C7—H7C0.980C31—H31A0.990
C8—H8A0.980C31—H31B0.990
C8—H8B0.980C32—H32A0.990
C8—H8C0.980C32—H32B0.990
C9—C101.516 (6)C33—C341.368 (5)
C9—C111.523 (6)C33—C401.500 (5)
C9—C121.522 (6)C33—H330.950
C10—H10A0.980C34—C351.520 (6)
C10—H10B0.980C34—H340.950
C10—H10C0.980C35—C361.532 (6)
C11—H11A0.980C35—H35A0.990
C11—H11B0.980C35—H35B0.990
C11—H11C0.980C36—C371.497 (6)
C12—H12A0.980C36—H36A0.990
C12—H12B0.980C36—H36B0.990
C12—H12C0.980C37—C381.360 (6)
C13—C181.379 (6)C37—H370.950
C13—C141.380 (5)C38—C391.513 (5)
C14—C151.395 (6)C38—H380.950
C14—H140.950C39—C401.527 (7)
C15—C161.341 (7)C39—H39A0.990
C15—H150.950C39—H39B0.990
C16—C171.363 (6)C40—H40A0.990
C16—H160.950C40—H40B0.990
C17—C181.385 (6)
C1—Ni1—C241.02 (12)C17—C16—H16120.2
C1—Ni1—C25111.24 (13)C16—C17—C18120.1 (4)
C2—Ni1—C25149.87 (13)C16—C17—H17119.9
C1—Ni1—C29144.97 (15)C18—C17—H17119.9
C2—Ni1—C29107.81 (13)C13—C18—C17121.9 (4)
C25—Ni1—C29102.01 (15)C13—C18—H18119.1
C1—Ni1—C26113.86 (13)C17—C18—H18119.1
C2—Ni1—C26147.49 (15)C24—C19—C20116.5 (3)
C25—Ni1—C2637.89 (16)C24—C19—Si1121.9 (3)
C29—Ni1—C2685.86 (14)C20—C19—Si1121.6 (3)
C1—Ni1—C30152.67 (14)C21—C20—C19122.1 (4)
C2—Ni1—C30116.29 (14)C21—C20—H20119.0
C25—Ni1—C3085.32 (15)C19—C20—H20119.0
C29—Ni1—C3037.37 (17)C22—C21—C20118.9 (4)
C26—Ni1—C3092.68 (14)C22—C21—H21120.5
C1—Ni1—Ni246.76 (9)C20—C21—H21120.5
C2—Ni1—Ni247.07 (9)C23—C22—C21120.0 (4)
C25—Ni1—Ni2108.13 (11)C23—C22—H22120.0
C29—Ni1—Ni2131.49 (10)C21—C22—H22120.0
C26—Ni1—Ni2139.42 (10)C22—C23—C24120.9 (4)
C30—Ni1—Ni2108.40 (11)C22—C23—H23119.5
C1—Ni2—C240.71 (12)C24—C23—H23119.5
C1—Ni2—C33110.49 (14)C23—C24—C19121.6 (4)
C2—Ni2—C33144.84 (15)C23—C24—H24119.2
C1—Ni2—C34114.79 (14)C19—C24—H24119.2
C2—Ni2—C34152.39 (13)C26—C25—C32125.9 (4)
C33—Ni2—C3438.54 (15)C26—C25—Ni171.7 (2)
C1—Ni2—C37147.93 (14)C32—C25—Ni1107.6 (3)
C2—Ni2—C37112.22 (14)C26—C25—H25117.1
C33—Ni2—C37100.60 (16)C32—C25—H25117.1
C34—Ni2—C3784.82 (15)Ni1—C25—H2590.8
C1—Ni2—C38150.73 (14)C25—C26—C27125.6 (4)
C2—Ni2—C38113.81 (14)C25—C26—Ni170.46 (19)
C33—Ni2—C3885.03 (14)C27—C26—Ni1109.4 (2)
C34—Ni2—C3892.97 (14)C25—C26—H26117.2
C37—Ni2—C3836.87 (16)C27—C26—H26117.2
C1—Ni2—Ni146.25 (8)Ni1—C26—H2690.1
C2—Ni2—Ni146.69 (9)C26—C27—C28112.4 (3)
C33—Ni2—Ni1136.38 (10)C26—C27—H27A109.1
C34—Ni2—Ni1109.45 (11)C28—C27—H27A109.1
C37—Ni2—Ni1104.63 (12)C26—C27—H27B109.1
C38—Ni2—Ni1134.50 (10)C28—C27—H27B109.1
C2—Si1—C3109.30 (15)H27A—C27—H27B107.9
C2—Si1—C19110.69 (14)C29—C28—C27113.0 (3)
C3—Si1—C19108.57 (14)C29—C28—H28A109.0
C2—Si1—C13114.74 (14)C27—C28—H28A109.0
C3—Si1—C13103.58 (15)C29—C28—H28B109.0
C19—Si1—C13109.59 (15)C27—C28—H28B109.0
C2—C1—C5141.4 (3)H28A—C28—H28B107.8
C2—C1—Ni170.11 (18)C30—C29—C28127.4 (4)
C5—C1—Ni1131.7 (2)C30—C29—Ni172.9 (2)
C2—C1—Ni270.10 (18)C28—C29—Ni1105.0 (2)
C5—C1—Ni2131.8 (2)C30—C29—H29116.3
Ni1—C1—Ni287.00 (13)C28—C29—H29116.3
C1—C2—Si1153.8 (3)Ni1—C29—H2992.2
C1—C2—Ni168.86 (17)C29—C30—C31125.8 (4)
Si1—C2—Ni1129.53 (16)C29—C30—Ni169.7 (2)
C1—C2—Ni269.19 (18)C31—C30—Ni1109.0 (2)
Si1—C2—Ni2124.29 (16)C29—C30—H30117.1
Ni1—C2—Ni286.24 (13)C31—C30—H30117.1
C4—C3—Si1175.5 (3)Ni1—C30—H3091.3
C3—C4—C9178.8 (4)C30—C31—C32113.3 (3)
C1—C5—C6110.7 (3)C30—C31—H31A108.9
C1—C5—C8110.3 (2)C32—C31—H31A108.9
C6—C5—C8107.8 (3)C30—C31—H31B108.9
C1—C5—C7109.9 (3)C32—C31—H31B108.9
C6—C5—C7108.9 (3)H31A—C31—H31B107.7
C8—C5—C7109.2 (3)C25—C32—C31113.8 (4)
C5—C6—H6A109.5C25—C32—H32A108.8
C5—C6—H6B109.5C31—C32—H32A108.8
H6A—C6—H6B109.5C25—C32—H32B108.8
C5—C6—H6C109.5C31—C32—H32B108.8
H6A—C6—H6C109.5H32A—C32—H32B107.7
H6B—C6—H6C109.5C34—C33—C40126.5 (4)
C5—C7—H7A109.5C34—C33—Ni271.1 (2)
C5—C7—H7B109.5C40—C33—Ni2107.4 (2)
H7A—C7—H7B109.5C34—C33—H33116.7
C5—C7—H7C109.5C40—C33—H33116.7
H7A—C7—H7C109.5Ni2—C33—H3391.6
H7B—C7—H7C109.5C33—C34—C35125.4 (4)
C5—C8—H8A109.5C33—C34—Ni270.4 (2)
C5—C8—H8B109.5C35—C34—Ni2111.0 (3)
H8A—C8—H8B109.5C33—C34—H34117.3
C5—C8—H8C109.5C35—C34—H34117.3
H8A—C8—H8C109.5Ni2—C34—H3488.5
H8B—C8—H8C109.5C34—C35—C36113.3 (3)
C4—C9—C10108.7 (3)C34—C35—H35A108.9
C4—C9—C11109.2 (3)C36—C35—H35A108.9
C10—C9—C11108.9 (5)C34—C35—H35B108.9
C4—C9—C12109.4 (4)C36—C35—H35B108.9
C10—C9—C12111.5 (5)H35A—C35—H35B107.7
C11—C9—C12109.1 (4)C37—C36—C35114.0 (4)
C9—C10—H10A109.5C37—C36—H36A108.7
C9—C10—H10B109.5C35—C36—H36A108.7
H10A—C10—H10B109.5C37—C36—H36B108.7
C9—C10—H10C109.5C35—C36—H36B108.7
H10A—C10—H10C109.5H36A—C36—H36B107.6
H10B—C10—H10C109.5C38—C37—C36127.5 (4)
C9—C11—H11A109.5C38—C37—Ni272.4 (2)
C9—C11—H11B109.5C36—C37—Ni2106.4 (2)
H11A—C11—H11B109.5C38—C37—H37116.2
C9—C11—H11C109.5C36—C37—H37116.2
H11A—C11—H11C109.5Ni2—C37—H3791.3
H11B—C11—H11C109.5C37—C38—C39124.2 (4)
C9—C12—H12A109.5C37—C38—Ni270.7 (2)
C9—C12—H12B109.5C39—C38—Ni2108.7 (3)
H12A—C12—H12B109.5C37—C38—H38117.9
C9—C12—H12C109.5C39—C38—H38117.9
H12A—C12—H12C109.5Ni2—C38—H3890.6
H12B—C12—H12C109.5C38—C39—C40112.8 (4)
C18—C13—C14116.3 (3)C38—C39—H39A109.0
C18—C13—Si1122.8 (3)C40—C39—H39A109.0
C14—C13—Si1120.8 (3)C38—C39—H39B109.0
C13—C14—C15121.6 (4)C40—C39—H39B109.0
C13—C14—H14119.2H39A—C39—H39B107.8
C15—C14—H14119.2C33—C40—C39114.9 (3)
C16—C15—C14120.4 (4)C33—C40—H40A108.5
C16—C15—H15119.8C39—C40—H40A108.5
C14—C15—H15119.8C33—C40—H40B108.5
C15—C16—C17119.7 (4)C39—C40—H40B108.5
C15—C16—H16120.2H40A—C40—H40B107.5
Acknowledgements top

Financial support from the German Research Foundation (grant No. SFB 247) is gratefully acknowledged.

references
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