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Acta Crystallogr Sect E Struct Rep Online. 2009 November 1; 65(Pt 11): m1481.
Published online 2009 October 31. doi:  10.1107/S1600536809044845
PMCID: PMC2971020

[1-Dimethyl­silyl-2-phenyl-3-(η5-tetra­methyl­cyclo­penta­dien­yl)­prop-1-en-1-yl-κC 1](η5-penta­methyl­cyclo­penta­dien­yl)titanium(III)

Abstract

The title compound, [Ti(C10H15)(C20H26Si)], was obtained from the reaction of [Ti{η51-C5Me4(CH2)}(η5-C5Me5)] with the alkynylsilane PhC2SiMe2H. The complex crystallizes with two independent mol­ecules in the asymmetric unit, which differ in the conformation of the propenyl unit, resulting in their having opposite helicity. No inter­molecular inter­actions or inter­actions involving the Si—H bond are present. The observed geometrical parameters are unexceptional compared to known structures of the same type.

Related literature

For the preparation and structures of analogous compounds, see: Pinkas et al. (2008 [triangle]). For the preparation of group 4 metallocene complexes with alkynylsilanes, see: Ohff et al. (1995 [triangle]); Peulecke et al. (1998 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-m1481-scheme1.jpg

Experimental

Crystal data

  • [Ti(C10H15)(C20H26Si)]
  • M r = 477.59
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1481-efi1.jpg
  • a = 16.4143 (3) Å
  • b = 11.6194 (3) Å
  • c = 28.0315 (5) Å
  • β = 94.856 (1)°
  • V = 5327.10 (19) Å3
  • Z = 8
  • Mo Kα radiation
  • μ = 0.38 mm−1
  • T = 200 K
  • 0.32 × 0.24 × 0.22 mm

Data collection

  • Stoe IPDS II diffractometer
  • Absorption correction: none
  • 73260 measured reflections
  • 11296 independent reflections
  • 6527 reflections with I > 2σ(I)
  • R int = 0.058

Refinement

  • R[F 2 > 2σ(F 2)] = 0.034
  • wR(F 2) = 0.075
  • S = 0.77
  • 11296 reflections
  • 607 parameters
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.26 e Å−3
  • Δρmin = −0.20 e Å−3

Data collection: X-AREA (Stoe & Cie, 2005 [triangle]); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: DIAMOND (Brandenburg, 2007 [triangle]); software used to prepare material for publication: PLATON (Spek, 2009 [triangle]).

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809044845/rk2178sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809044845/rk2178Isup2.hkl

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

Acknowledgments

We thank our technical staff, in particular Regina Jesse, for assistance. This work was supported by the Deutsche Forschungsgemeinschaft (Project No. GRK 1213).

supplementary crystallographic information

Comment

In order to extend our previous studies concerning the reactivity of alkynylsilanes towards Ti and Zr metallocene complexes (Ohff et al., 1995; Peulecke et al., 1998), we decided to explore the reaction of the tucked-in permethylated titanocene complex [Ti{η51-C5Me4(CH2)}(η5-C5Me5)] with PhC2SiMe2H. Contrary to our expectation, no reactivity involving the Si–H bond was observed. Instead, the known type of structure was obtained, which was formed by an insertion of the substituted alkyne into the titanium-methylene bond of the titanocene derivative, while the SiMe2H substituent stayed intact. Notably, only the described regioisomer was isolated as the preferentially crystallizing product of the insertion, which is in line with previous findings (Pinkas et al., 2008). Observed geometrical parameters (for numbering scheme, see Fig. 1) are comparable to those of the analogous [Ti{η5-C5Me4[-CH2C(Ph)═C(SiMe3)-]} (η5-C5Me5)], while the differences between two independent molecules in the title structure are insignificant. For instance, the Ti1-C22 distance is 2.236 (2)Å (the corresponding Ti2-C52 is 2.223 (2)Å; cf. the distance in the reference compound: 2.251 (2)Å), the torsion angle Ti1-C22-C21-C6 is 26.3 (2)° (the corresponding Ti2-C52-C51-C36 is -26.9 (2)°; cf. -24.6 (2)° in the reference compound), and the torsion angle Si1-C22-C21-C25 is 31.4 (3)° (the corresponding Si2-C52-C51-C55 is -30.6 (3)°; cf. -29.5 (2)° in the reference compound). Ti-ring centroid distances to both substituted cyclopentadienyl rings C1-C5 and C11-C15 are 2.038 (1) and 2.072 (1)Å, respectively, the dihedral angle between least-square planes of these rings is 33.78 (12)° (2.039 (1) and 2.072 (1)Å, and 33.41 (12)° for C31-C35 and C41-C45, respectively; cf. the values for the reference compound: 2.047 (1) and 2.073 (1)Å, and 33.22 (5)°).

Experimental

The title compound was obtained from the reaction of 120 mg (0.38 mmol) of [Ti{η51-C5Me4(CH2)}(η5-C5Me5)] and threefold excess of PhC2SiMe2H in 5 ml of n-hexane. After stirring the mixture for 3 h at room temperature the colour changed from deep purple to brown. The solvent was removed and the residue extracted with n-pentane. The solution afforded dark brown crystals suitable for X-ray analysis upon standing at 195 K overnight. Yield: 59 mg (33%). M.p. 406-407 K (under argon).

Refinement

H1 and H2 were found from a difference Fourier map and refined without restraints. All other H atoms were placed in idealized positions with d(C–H) = 0.99Å (CH2), 0.98Å (CH3) and 0.95Å (CH) and refined using a riding model with Uiso(H) fixed at 1.5 Ueq(C) for CH3 and 1.2 Ueq(C) for CH2 and CH.

Figures

Fig. 1.
A view of the molecular structure along the crystallographic c axis showing the asymmetric unit together with the atom numbering scheme. Displacement ellipsoids are shown at 30% probability level. H atoms are presented as a small spheres of arbitrary ...

Crystal data

[Ti(C10H15)(C20H26Si)]F(000) = 2056
Mr = 477.59Dx = 1.191 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 7992 reflections
a = 16.4143 (3) Åθ = 1.9–27.0°
b = 11.6194 (3) ŵ = 0.38 mm1
c = 28.0315 (5) ÅT = 200 K
β = 94.856 (1)°Prism, brown
V = 5327.10 (19) Å30.32 × 0.24 × 0.22 mm
Z = 8

Data collection

Stoe IPDS II diffractometer6527 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.058
graphiteθmax = 26.7°, θmin = 1.4°
ω scansh = −19→20
73260 measured reflectionsk = −14→14
11296 independent reflectionsl = −35→35

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)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.075H atoms treated by a mixture of independent and constrained refinement
S = 0.77w = 1/[σ2(Fo2) + (0.0382P)2] where P = (Fo2 + 2Fc2)/3
11296 reflections(Δ/σ)max = 0.001
607 parametersΔρmax = 0.26 e Å3
0 restraintsΔρmin = −0.20 e Å3

Special details

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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
C10.32601 (12)0.81677 (18)0.05676 (7)0.0270 (4)
C20.41180 (13)0.81503 (19)0.05322 (7)0.0297 (5)
C30.44162 (13)0.92744 (19)0.06261 (7)0.0313 (5)
C40.37424 (14)0.99916 (18)0.07003 (7)0.0318 (5)
C50.30275 (12)0.93075 (18)0.06759 (7)0.0284 (5)
C60.27240 (14)0.71338 (19)0.05791 (8)0.0346 (5)
H6A0.27400.66980.02770.042*
H6B0.21530.73790.06080.042*
C70.46226 (15)0.7153 (2)0.03894 (8)0.0422 (6)
H7A0.47970.72880.00680.063*
H7B0.42960.64470.03890.063*
H7C0.51050.70730.06180.063*
C80.52970 (14)0.9631 (2)0.06112 (9)0.0466 (6)
H8A0.56240.93000.08860.070*
H8B0.53361.04730.06240.070*
H8C0.55030.93530.03140.070*
C90.37578 (17)1.12853 (19)0.06992 (9)0.0459 (6)
H9A0.43061.15540.08130.069*
H9B0.33601.15780.09110.069*
H9C0.36181.15670.03730.069*
C100.21611 (13)0.9718 (2)0.06965 (8)0.0420 (6)
H10A0.18400.95200.03970.063*
H10B0.21591.05550.07410.063*
H10C0.19210.93470.09650.063*
C110.32990 (12)0.89228 (18)0.20675 (7)0.0274 (4)
C120.40412 (12)0.83158 (18)0.21737 (7)0.0279 (4)
C130.46852 (12)0.90263 (19)0.20351 (7)0.0301 (5)
C140.43409 (13)1.00735 (18)0.18655 (7)0.0305 (5)
C150.34842 (12)1.00188 (18)0.18875 (7)0.0288 (5)
C160.24569 (13)0.8498 (2)0.21516 (8)0.0412 (6)
H16A0.23130.87600.24660.062*
H16B0.24490.76550.21410.062*
H16C0.20600.88020.19020.062*
C170.41264 (15)0.7241 (2)0.24654 (8)0.0414 (6)
H17A0.46390.68550.24070.062*
H17B0.36650.67270.23750.062*
H17C0.41300.74350.28060.062*
C180.55908 (13)0.8822 (2)0.21251 (9)0.0455 (6)
H18A0.56870.80860.22910.068*
H18B0.58370.94450.23240.068*
H18C0.58380.88030.18190.068*
C190.48357 (15)1.1121 (2)0.17642 (9)0.0461 (6)
H19A0.44691.17780.16980.069*
H19B0.51441.09750.14860.069*
H19C0.52171.12940.20430.069*
C200.28851 (14)1.0991 (2)0.18128 (8)0.0427 (6)
H20A0.23861.07130.16330.064*
H20B0.31271.16080.16330.064*
H20C0.27521.12870.21240.064*
C210.30070 (12)0.63626 (17)0.10005 (7)0.0279 (4)
C220.36613 (13)0.66434 (18)0.13080 (7)0.0280 (5)
C230.53886 (13)0.5882 (2)0.16556 (9)0.0430 (6)
H23A0.57190.54040.14580.065*
H23B0.55860.57930.19930.065*
H23C0.54340.66900.15620.065*
C240.43016 (17)0.4187 (2)0.11409 (11)0.0636 (8)
H24A0.44310.44690.08270.095*
H24B0.37630.38180.11120.095*
H24C0.47160.36260.12600.095*
C250.25185 (12)0.52849 (17)0.10278 (7)0.0284 (4)
C260.22987 (13)0.48986 (19)0.14695 (8)0.0349 (5)
H260.24510.53360.17490.042*
C270.18631 (14)0.3891 (2)0.15085 (9)0.0416 (6)
H270.17230.36410.18140.050*
C280.16313 (14)0.3247 (2)0.11063 (9)0.0442 (6)
H280.13360.25510.11340.053*
C290.18299 (15)0.3618 (2)0.06673 (9)0.0443 (6)
H290.16690.31790.03890.053*
C300.22632 (14)0.46268 (19)0.06274 (8)0.0370 (5)
H300.23900.48780.03200.044*
C310.81515 (12)0.77256 (18)0.05379 (7)0.0283 (4)
C320.79439 (13)0.65761 (18)0.06447 (7)0.0283 (5)
C330.86659 (13)0.59103 (18)0.06494 (7)0.0307 (5)
C340.93196 (13)0.66513 (19)0.05530 (7)0.0324 (5)
C350.90001 (13)0.77657 (18)0.04733 (7)0.0298 (5)
C360.76127 (13)0.87527 (18)0.05787 (7)0.0335 (5)
H36A0.70530.84980.06340.040*
H36B0.75840.91970.02760.040*
C370.70856 (13)0.6143 (2)0.06782 (8)0.0414 (6)
H37A0.67720.62320.03670.062*
H37B0.68250.65860.09210.062*
H37C0.71020.53280.07690.062*
C380.86991 (16)0.46165 (18)0.06501 (8)0.0421 (6)
H38A0.85760.43300.03230.063*
H38B0.82960.43140.08560.063*
H38C0.92470.43630.07720.063*
C391.01891 (14)0.6297 (2)0.04940 (9)0.0505 (6)
H39A1.02610.61950.01530.076*
H39B1.03080.55710.06630.076*
H39C1.05630.68950.06270.076*
C400.94667 (15)0.8778 (2)0.03055 (8)0.0432 (6)
H40A0.99900.88440.05000.065*
H40B0.91470.94820.03380.065*
H40C0.95680.8669−0.00310.065*
C410.96798 (12)0.68581 (19)0.19751 (7)0.0295 (5)
C420.90395 (12)0.75580 (17)0.21228 (7)0.0270 (4)
C430.82958 (12)0.69442 (18)0.20265 (7)0.0276 (4)
C440.84810 (12)0.58542 (18)0.18456 (7)0.0286 (4)
C450.93381 (12)0.58074 (18)0.18101 (7)0.0304 (5)
C461.05862 (13)0.7072 (2)0.20591 (9)0.0431 (6)
H46A1.08440.64340.22440.065*
H46B1.06810.77920.22380.065*
H46C1.08230.71310.17500.065*
C470.91308 (15)0.86374 (19)0.24154 (8)0.0393 (5)
H47A0.91700.84400.27570.059*
H47B0.86550.91340.23400.059*
H47C0.96280.90440.23410.059*
C480.74549 (13)0.7364 (2)0.21174 (8)0.0391 (5)
H48A0.70680.71640.18440.059*
H48B0.74660.82020.21590.059*
H48C0.72830.70000.24080.059*
C490.78849 (14)0.4877 (2)0.17790 (8)0.0418 (6)
H49A0.77470.46020.20930.063*
H49B0.81310.42480.16080.063*
H49C0.73880.51420.15930.063*
C500.98355 (15)0.4770 (2)0.16986 (9)0.0438 (6)
H50A1.01570.49430.14280.066*
H50B0.94690.41210.16150.066*
H50C1.02050.45690.19790.066*
C510.79481 (12)0.95176 (17)0.09929 (7)0.0278 (4)
C520.86394 (11)0.92305 (17)0.12721 (7)0.0256 (4)
C531.03847 (14)0.9989 (2)0.15754 (10)0.0466 (6)
H53A1.04430.93040.17800.070*
H53B1.07261.06110.17190.070*
H53C1.05580.98060.12580.070*
C540.92600 (16)1.1694 (2)0.10873 (10)0.0546 (7)
H54A0.93461.14090.07660.082*
H54B0.96921.22440.11900.082*
H54C0.87271.20750.10810.082*
C550.74705 (12)1.05918 (17)0.10507 (7)0.0272 (4)
C560.73006 (13)1.09480 (19)0.15038 (8)0.0339 (5)
H560.74781.04900.17730.041*
C570.68790 (14)1.1954 (2)0.15717 (9)0.0415 (6)
H570.67721.21820.18860.050*
C580.66136 (13)1.2626 (2)0.11861 (9)0.0413 (5)
H580.63321.33260.12330.050*
C590.67563 (14)1.22821 (19)0.07342 (9)0.0404 (5)
H590.65681.27410.04670.048*
C600.71741 (13)1.12665 (19)0.06637 (8)0.0359 (5)
H600.72591.10280.03470.043*
Si10.42936 (4)0.54183 (5)0.15673 (2)0.03421 (15)
Si20.92888 (4)1.04570 (5)0.15165 (2)0.03194 (14)
Ti10.38431 (2)0.85502 (3)0.132787 (13)0.02321 (9)
Ti20.88083 (2)0.73319 (3)0.127974 (13)0.02302 (9)
H10.4075 (13)0.4888 (19)0.2016 (8)0.045 (6)*
H20.9127 (12)1.0935 (18)0.1958 (7)0.036 (6)*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
C10.0293 (11)0.0286 (11)0.0223 (10)−0.0043 (9)−0.0031 (8)0.0030 (8)
C20.0291 (11)0.0376 (12)0.0225 (10)0.0025 (9)0.0018 (8)0.0011 (9)
C30.0315 (11)0.0372 (12)0.0254 (11)−0.0055 (9)0.0042 (9)0.0023 (9)
C40.0388 (12)0.0302 (12)0.0262 (11)−0.0026 (10)0.0013 (9)0.0027 (9)
C50.0287 (11)0.0330 (12)0.0230 (10)0.0027 (9)−0.0003 (8)0.0041 (8)
C60.0350 (12)0.0334 (13)0.0335 (12)−0.0078 (10)−0.0087 (9)0.0029 (9)
C70.0442 (14)0.0468 (14)0.0365 (13)0.0108 (11)0.0076 (10)−0.0016 (10)
C80.0363 (13)0.0624 (17)0.0419 (14)−0.0150 (12)0.0078 (10)0.0035 (12)
C90.0645 (16)0.0312 (13)0.0414 (14)−0.0052 (12)0.0012 (12)0.0060 (10)
C100.0369 (13)0.0502 (15)0.0381 (13)0.0089 (11)−0.0014 (10)0.0061 (11)
C110.0220 (10)0.0352 (12)0.0252 (10)0.0004 (9)0.0037 (8)−0.0004 (9)
C120.0269 (10)0.0334 (11)0.0234 (10)0.0032 (9)0.0023 (8)−0.0017 (9)
C130.0235 (10)0.0405 (13)0.0254 (11)−0.0007 (9)−0.0025 (8)−0.0061 (9)
C140.0326 (11)0.0327 (12)0.0263 (11)−0.0059 (9)0.0033 (9)−0.0063 (9)
C150.0291 (11)0.0327 (11)0.0243 (11)0.0028 (9)0.0010 (8)−0.0032 (8)
C160.0282 (12)0.0562 (16)0.0398 (13)−0.0029 (11)0.0061 (10)0.0020 (11)
C170.0487 (14)0.0438 (14)0.0321 (12)0.0124 (11)0.0064 (10)0.0067 (10)
C180.0256 (11)0.0653 (17)0.0448 (14)0.0029 (11)−0.0026 (10)−0.0116 (12)
C190.0504 (15)0.0453 (15)0.0428 (14)−0.0189 (12)0.0044 (11)−0.0075 (11)
C200.0459 (14)0.0398 (14)0.0420 (14)0.0133 (11)0.0021 (11)−0.0030 (11)
C210.0284 (10)0.0271 (11)0.0280 (11)0.0009 (9)0.0019 (8)−0.0007 (9)
C220.0304 (12)0.0266 (11)0.0266 (10)−0.0026 (9)0.0005 (9)0.0012 (9)
C230.0356 (13)0.0408 (14)0.0521 (15)0.0009 (11)0.0008 (11)0.0021 (11)
C240.0584 (17)0.0354 (15)0.093 (2)0.0135 (13)−0.0164 (16)−0.0120 (14)
C250.0251 (10)0.0290 (11)0.0307 (11)0.0002 (9)−0.0007 (8)−0.0002 (9)
C260.0315 (12)0.0383 (13)0.0347 (12)−0.0015 (10)0.0018 (9)−0.0013 (10)
C270.0350 (13)0.0415 (14)0.0490 (14)−0.0046 (11)0.0070 (10)0.0085 (11)
C280.0352 (13)0.0326 (13)0.0636 (17)−0.0097 (11)−0.0030 (11)0.0043 (12)
C290.0484 (14)0.0345 (13)0.0480 (15)−0.0098 (11)−0.0077 (11)−0.0071 (11)
C300.0423 (13)0.0341 (13)0.0339 (12)−0.0053 (10)−0.0011 (10)−0.0029 (10)
C310.0304 (11)0.0321 (11)0.0216 (10)0.0012 (9)−0.0017 (8)−0.0037 (9)
C320.0306 (11)0.0312 (12)0.0225 (10)−0.0025 (9)−0.0011 (8)−0.0053 (9)
C330.0365 (12)0.0292 (12)0.0264 (11)0.0019 (10)0.0029 (9)−0.0049 (9)
C340.0316 (11)0.0385 (13)0.0278 (11)0.0018 (10)0.0069 (9)−0.0067 (9)
C350.0339 (11)0.0327 (11)0.0230 (10)−0.0024 (9)0.0038 (8)−0.0025 (9)
C360.0353 (12)0.0332 (12)0.0304 (12)0.0030 (10)−0.0069 (9)−0.0020 (9)
C370.0352 (12)0.0453 (14)0.0431 (14)−0.0089 (11)−0.0011 (10)−0.0035 (11)
C380.0586 (16)0.0280 (13)0.0392 (13)0.0043 (11)0.0015 (11)−0.0069 (10)
C390.0396 (13)0.0594 (16)0.0548 (16)0.0079 (12)0.0167 (11)−0.0083 (13)
C400.0507 (14)0.0444 (14)0.0359 (13)−0.0095 (11)0.0109 (11)0.0020 (10)
C410.0218 (10)0.0389 (12)0.0274 (11)−0.0005 (9)−0.0011 (8)0.0080 (9)
C420.0279 (10)0.0310 (11)0.0215 (10)−0.0007 (9)−0.0007 (8)0.0003 (8)
C430.0239 (10)0.0360 (12)0.0230 (10)0.0006 (9)0.0019 (8)0.0040 (8)
C440.0280 (11)0.0310 (11)0.0264 (11)−0.0026 (9)−0.0006 (8)0.0038 (9)
C450.0303 (11)0.0321 (12)0.0285 (11)0.0048 (9)0.0007 (9)0.0024 (9)
C460.0243 (11)0.0563 (16)0.0480 (14)−0.0037 (11)−0.0017 (10)0.0070 (11)
C470.0493 (14)0.0395 (13)0.0292 (12)−0.0080 (11)0.0035 (10)−0.0045 (10)
C480.0276 (11)0.0537 (15)0.0370 (12)0.0021 (10)0.0078 (9)−0.0018 (11)
C490.0442 (14)0.0383 (13)0.0425 (14)−0.0100 (11)0.0012 (11)0.0054 (10)
C500.0477 (14)0.0402 (14)0.0429 (14)0.0175 (11)0.0002 (11)0.0035 (11)
C510.0300 (11)0.0281 (11)0.0253 (11)0.0012 (9)0.0023 (8)0.0016 (8)
C520.0259 (10)0.0251 (10)0.0256 (10)−0.0009 (8)0.0018 (8)0.0003 (8)
C530.0323 (13)0.0420 (14)0.0654 (17)−0.0045 (11)0.0033 (11)−0.0008 (12)
C540.0531 (16)0.0321 (14)0.0766 (19)−0.0104 (12)−0.0056 (14)0.0097 (13)
C550.0245 (10)0.0276 (11)0.0294 (11)−0.0008 (8)0.0003 (8)−0.0011 (8)
C560.0318 (11)0.0375 (13)0.0324 (12)0.0039 (10)0.0020 (9)−0.0012 (9)
C570.0361 (13)0.0447 (14)0.0441 (14)0.0056 (11)0.0053 (10)−0.0124 (11)
C580.0308 (12)0.0319 (12)0.0604 (16)0.0070 (10)−0.0005 (11)−0.0063 (11)
C590.0403 (13)0.0332 (12)0.0459 (14)0.0053 (10)−0.0064 (11)0.0071 (10)
C600.0391 (12)0.0353 (13)0.0328 (12)0.0054 (10)0.0009 (9)0.0009 (9)
Si10.0327 (3)0.0266 (3)0.0419 (4)−0.0004 (3)−0.0056 (3)0.0060 (3)
Si20.0295 (3)0.0264 (3)0.0391 (4)−0.0005 (3)−0.0017 (3)−0.0047 (3)
Ti10.02236 (18)0.02384 (19)0.02319 (18)−0.00113 (15)0.00053 (14)0.00132 (15)
Ti20.02240 (19)0.02309 (19)0.02351 (19)0.00067 (16)0.00162 (14)−0.00133 (15)

Geometric parameters (Å, °)

C1—C51.418 (3)C31—C351.421 (3)
C1—C21.420 (3)C31—C361.496 (3)
C1—C61.491 (3)C31—Ti22.306 (2)
C1—Ti12.3044 (19)C32—C331.414 (3)
C2—C31.412 (3)C32—C371.507 (3)
C2—C71.498 (3)C32—Ti22.351 (2)
C2—Ti12.359 (2)C33—C341.419 (3)
C3—C41.414 (3)C33—C381.504 (3)
C3—C81.508 (3)C33—Ti22.416 (2)
C3—Ti12.403 (2)C34—C351.408 (3)
C4—C51.414 (3)C34—C391.508 (3)
C4—C91.503 (3)C34—Ti22.402 (2)
C4—Ti12.425 (2)C35—C401.501 (3)
C5—C101.506 (3)C35—Ti22.3629 (19)
C5—Ti12.344 (2)C36—C511.527 (3)
C6—C211.524 (3)C36—H36A0.9900
C6—H6A0.9900C36—H36B0.9900
C6—H6B0.9900C37—H37A0.9800
C7—H7A0.9800C37—H37B0.9800
C7—H7B0.9800C37—H37C0.9800
C7—H7C0.9800C38—H38A0.9800
C8—H8A0.9800C38—H38B0.9800
C8—H8B0.9800C38—H38C0.9800
C8—H8C0.9800C39—H39A0.9800
C9—H9A0.9800C39—H39B0.9800
C9—H9B0.9800C39—H39C0.9800
C9—H9C0.9800C40—H40A0.9800
C10—H10A0.9800C40—H40B0.9800
C10—H10B0.9800C40—H40C0.9800
C10—H10C0.9800C41—C451.405 (3)
C11—C151.412 (3)C41—C421.418 (3)
C11—C121.417 (3)C41—C461.507 (3)
C11—C161.505 (3)C41—Ti22.383 (2)
C11—Ti12.3658 (19)C42—C431.420 (3)
C12—C131.421 (3)C42—C471.499 (3)
C12—C171.493 (3)C42—Ti22.3762 (19)
C12—Ti12.381 (2)C43—C441.407 (3)
C13—C141.407 (3)C43—C481.506 (3)
C13—C181.505 (3)C43—Ti22.3645 (19)
C13—Ti12.384 (2)C44—C451.420 (3)
C14—C151.414 (3)C44—C491.500 (3)
C14—C191.504 (3)C44—Ti22.428 (2)
C14—Ti12.421 (2)C45—C501.504 (3)
C15—C201.500 (3)C45—Ti22.426 (2)
C15—Ti12.424 (2)C46—H46A0.9800
C16—H16A0.9800C46—H46B0.9800
C16—H16B0.9800C46—H46C0.9800
C16—H16C0.9800C47—H47A0.9800
C17—H17A0.9800C47—H47B0.9800
C17—H17B0.9800C47—H47C0.9800
C17—H17C0.9800C48—H48A0.9800
C18—H18A0.9800C48—H48B0.9800
C18—H18B0.9800C48—H48C0.9800
C18—H18C0.9800C49—H49A0.9800
C19—H19A0.9800C49—H49B0.9800
C19—H19B0.9800C49—H49C0.9800
C19—H19C0.9800C50—H50A0.9800
C20—H20A0.9800C50—H50B0.9800
C20—H20B0.9800C50—H50C0.9800
C20—H20C0.9800C51—C521.364 (3)
C21—C221.359 (3)C51—C551.490 (3)
C21—C251.492 (3)C52—Si21.874 (2)
C22—Si11.872 (2)C52—Ti22.223 (2)
C22—Ti12.236 (2)C53—Si21.873 (2)
C23—Si11.872 (2)C53—H53A0.9800
C23—H23A0.9800C53—H53B0.9800
C23—H23B0.9800C53—H53C0.9800
C23—H23C0.9800C54—Si21.872 (2)
C24—Si11.865 (3)C54—H54A0.9800
C24—H24A0.9800C54—H54B0.9800
C24—H24B0.9800C54—H54C0.9800
C24—H24C0.9800C55—C561.386 (3)
C25—C301.393 (3)C55—C601.392 (3)
C25—C261.393 (3)C56—C571.379 (3)
C26—C271.381 (3)C56—H560.9500
C26—H260.9500C57—C581.374 (3)
C27—C281.380 (3)C57—H570.9500
C27—H270.9500C58—C591.367 (3)
C28—C291.369 (3)C58—H580.9500
C28—H280.9500C59—C601.387 (3)
C29—C301.381 (3)C59—H590.9500
C29—H290.9500C60—H600.9500
C30—H300.9500Si1—H11.47 (2)
C31—C321.417 (3)Si2—H21.40 (2)
C5—C1—C2108.35 (19)C45—C41—C46123.8 (2)
C5—C1—C6125.28 (19)C42—C41—C46127.3 (2)
C2—C1—C6125.5 (2)C45—C41—Ti274.71 (12)
C5—C1—Ti173.75 (11)C42—C41—Ti272.41 (11)
C2—C1—Ti174.38 (11)C46—C41—Ti2127.29 (14)
C6—C1—Ti1109.57 (13)C41—C42—C43107.63 (18)
C3—C2—C1107.69 (19)C41—C42—C47126.67 (19)
C3—C2—C7125.1 (2)C43—C42—C47124.67 (19)
C1—C2—C7127.1 (2)C41—C42—Ti272.91 (11)
C3—C2—Ti174.48 (11)C43—C42—Ti272.12 (11)
C1—C2—Ti170.18 (11)C47—C42—Ti2129.55 (14)
C7—C2—Ti1124.01 (14)C44—C43—C42108.19 (17)
C2—C3—C4108.03 (18)C44—C43—C48125.57 (19)
C2—C3—C8124.6 (2)C42—C43—C48126.21 (19)
C4—C3—C8127.3 (2)C44—C43—Ti275.44 (11)
C2—C3—Ti171.04 (11)C42—C43—Ti273.03 (11)
C4—C3—Ti173.79 (11)C48—C43—Ti2119.20 (14)
C8—C3—Ti1124.16 (15)C43—C44—C45107.77 (18)
C5—C4—C3108.52 (19)C43—C44—C49124.59 (19)
C5—C4—C9125.2 (2)C45—C44—C49127.0 (2)
C3—C4—C9125.1 (2)C43—C44—Ti270.45 (11)
C5—C4—Ti169.64 (11)C45—C44—Ti272.90 (11)
C3—C4—Ti172.15 (12)C49—C44—Ti2129.19 (14)
C9—C4—Ti1133.79 (15)C41—C45—C44108.29 (18)
C4—C5—C1107.33 (18)C41—C45—C50123.80 (19)
C4—C5—C10127.0 (2)C44—C45—C50127.2 (2)
C1—C5—C10125.2 (2)C41—C45—Ti271.32 (12)
C4—C5—Ti175.90 (12)C44—C45—Ti273.09 (12)
C1—C5—Ti170.73 (11)C50—C45—Ti2129.10 (14)
C10—C5—Ti1124.61 (14)C41—C46—H46A109.5
C1—C6—C21110.42 (17)C41—C46—H46B109.5
C1—C6—H6A109.6H46A—C46—H46B109.5
C21—C6—H6A109.6C41—C46—H46C109.5
C1—C6—H6B109.6H46A—C46—H46C109.5
C21—C6—H6B109.6H46B—C46—H46C109.5
H6A—C6—H6B108.1C42—C47—H47A109.5
C2—C7—H7A109.5C42—C47—H47B109.5
C2—C7—H7B109.5H47A—C47—H47B109.5
H7A—C7—H7B109.5C42—C47—H47C109.5
C2—C7—H7C109.5H47A—C47—H47C109.5
H7A—C7—H7C109.5H47B—C47—H47C109.5
H7B—C7—H7C109.5C43—C48—H48A109.5
C3—C8—H8A109.5C43—C48—H48B109.5
C3—C8—H8B109.5H48A—C48—H48B109.5
H8A—C8—H8B109.5C43—C48—H48C109.5
C3—C8—H8C109.5H48A—C48—H48C109.5
H8A—C8—H8C109.5H48B—C48—H48C109.5
H8B—C8—H8C109.5C44—C49—H49A109.5
C4—C9—H9A109.5C44—C49—H49B109.5
C4—C9—H9B109.5H49A—C49—H49B109.5
H9A—C9—H9B109.5C44—C49—H49C109.5
C4—C9—H9C109.5H49A—C49—H49C109.5
H9A—C9—H9C109.5H49B—C49—H49C109.5
H9B—C9—H9C109.5C45—C50—H50A109.5
C5—C10—H10A109.5C45—C50—H50B109.5
C5—C10—H10B109.5H50A—C50—H50B109.5
H10A—C10—H10B109.5C45—C50—H50C109.5
C5—C10—H10C109.5H50A—C50—H50C109.5
H10A—C10—H10C109.5H50B—C50—H50C109.5
H10B—C10—H10C109.5C52—C51—C55124.22 (18)
C15—C11—C12108.46 (17)C52—C51—C36121.50 (18)
C15—C11—C16125.45 (19)C55—C51—C36114.26 (17)
C12—C11—C16126.04 (19)C51—C52—Si2116.32 (15)
C15—C11—Ti175.12 (11)C51—C52—Ti2110.20 (14)
C12—C11—Ti173.24 (11)Si2—C52—Ti2133.18 (10)
C16—C11—Ti1119.81 (14)Si2—C53—H53A109.5
C11—C12—C13107.43 (18)Si2—C53—H53B109.5
C11—C12—C17124.78 (18)H53A—C53—H53B109.5
C13—C12—C17126.75 (19)Si2—C53—H53C109.5
C11—C12—Ti172.02 (11)H53A—C53—H53C109.5
C13—C12—Ti172.74 (11)H53B—C53—H53C109.5
C17—C12—Ti1129.76 (15)Si2—C54—H54A109.5
C14—C13—C12107.93 (17)Si2—C54—H54B109.5
C14—C13—C18123.7 (2)H54A—C54—H54B109.5
C12—C13—C18127.6 (2)Si2—C54—H54C109.5
C14—C13—Ti174.43 (12)H54A—C54—H54C109.5
C12—C13—Ti172.56 (11)H54B—C54—H54C109.5
C18—C13—Ti1126.71 (14)C56—C55—C60117.48 (19)
C13—C14—C15108.59 (18)C56—C55—C51119.87 (18)
C13—C14—C19123.8 (2)C60—C55—C51122.64 (18)
C15—C14—C19126.8 (2)C57—C56—C55121.4 (2)
C13—C14—Ti171.52 (12)C57—C56—H56119.3
C15—C14—Ti173.13 (12)C55—C56—H56119.3
C19—C14—Ti1129.31 (14)C58—C57—C56120.1 (2)
C11—C15—C14107.51 (18)C58—C57—H57119.9
C11—C15—C20124.77 (19)C56—C57—H57119.9
C14—C15—C20127.0 (2)C59—C58—C57119.7 (2)
C11—C15—Ti170.60 (11)C59—C58—H58120.2
C14—C15—Ti172.93 (11)C57—C58—H58120.2
C20—C15—Ti1129.19 (14)C58—C59—C60120.4 (2)
C11—C16—H16A109.5C58—C59—H59119.8
C11—C16—H16B109.5C60—C59—H59119.8
H16A—C16—H16B109.5C59—C60—C55120.8 (2)
C11—C16—H16C109.5C59—C60—H60119.6
H16A—C16—H16C109.5C55—C60—H60119.6
H16B—C16—H16C109.5C24—Si1—C22111.61 (11)
C12—C17—H17A109.5C24—Si1—C23104.27 (12)
C12—C17—H17B109.5C22—Si1—C23109.10 (10)
H17A—C17—H17B109.5C24—Si1—H1104.0 (9)
C12—C17—H17C109.5C22—Si1—H1118.9 (9)
H17A—C17—H17C109.5C23—Si1—H1108.0 (9)
H17B—C17—H17C109.5C54—Si2—C53104.57 (12)
C13—C18—H18A109.5C54—Si2—C52111.48 (11)
C13—C18—H18B109.5C53—Si2—C52108.88 (10)
H18A—C18—H18B109.5C54—Si2—H2105.5 (8)
C13—C18—H18C109.5C53—Si2—H2106.8 (8)
H18A—C18—H18C109.5C52—Si2—H2118.6 (8)
H18B—C18—H18C109.5C22—Ti1—C175.03 (7)
C14—C19—H19A109.5C22—Ti1—C5106.64 (8)
C14—C19—H19B109.5C1—Ti1—C535.52 (7)
H19A—C19—H19B109.5C22—Ti1—C279.45 (8)
C14—C19—H19C109.5C1—Ti1—C235.44 (7)
H19A—C19—H19C109.5C5—Ti1—C258.60 (7)
H19B—C19—H19C109.5C22—Ti1—C1198.26 (7)
C15—C20—H20A109.5C1—Ti1—C11133.46 (7)
C15—C20—H20B109.5C5—Ti1—C11112.43 (7)
H20A—C20—H20B109.5C2—Ti1—C11168.89 (7)
C15—C20—H20C109.5C22—Ti1—C1285.31 (7)
H20A—C20—H20C109.5C1—Ti1—C12155.48 (7)
H20B—C20—H20C109.5C5—Ti1—C12147.16 (7)
C22—C21—C25124.62 (18)C2—Ti1—C12153.89 (7)
C22—C21—C6121.56 (18)C11—Ti1—C1234.74 (7)
C25—C21—C6113.80 (17)C22—Ti1—C13108.51 (8)
C21—C22—Si1116.51 (16)C1—Ti1—C13168.53 (7)
C21—C22—Ti1110.52 (15)C5—Ti1—C13144.50 (8)
Si1—C22—Ti1132.49 (11)C2—Ti1—C13133.48 (7)
Si1—C23—H23A109.5C11—Ti1—C1357.59 (7)
Si1—C23—H23B109.5C12—Ti1—C1334.70 (7)
H23A—C23—H23B109.5C22—Ti1—C3112.78 (7)
Si1—C23—H23C109.5C1—Ti1—C358.07 (7)
H23A—C23—H23C109.5C5—Ti1—C357.83 (7)
H23B—C23—H23C109.5C2—Ti1—C334.47 (7)
Si1—C24—H24A109.5C11—Ti1—C3148.89 (7)
Si1—C24—H24B109.5C12—Ti1—C3145.60 (7)
H24A—C24—H24B109.5C13—Ti1—C3111.09 (7)
Si1—C24—H24C109.5C22—Ti1—C14141.01 (7)
H24A—C24—H24C109.5C1—Ti1—C14143.94 (7)
H24B—C24—H24C109.5C5—Ti1—C14110.57 (7)
C30—C25—C26117.16 (19)C2—Ti1—C14130.62 (7)
C30—C25—C21123.06 (19)C11—Ti1—C1456.86 (7)
C26—C25—C21119.78 (18)C12—Ti1—C1456.87 (7)
C27—C26—C25121.2 (2)C13—Ti1—C1434.05 (7)
C27—C26—H26119.4C3—Ti1—C1496.81 (7)
C25—C26—H26119.4C22—Ti1—C15132.42 (7)
C28—C27—C26120.3 (2)C1—Ti1—C15129.02 (7)
C28—C27—H27119.9C5—Ti1—C1594.95 (7)
C26—C27—H27119.9C2—Ti1—C15145.79 (7)
C29—C28—C27119.6 (2)C11—Ti1—C1534.27 (7)
C29—C28—H28120.2C12—Ti1—C1557.07 (7)
C27—C28—H28120.2C13—Ti1—C1556.91 (7)
C28—C29—C30120.2 (2)C3—Ti1—C15114.62 (7)
C28—C29—H29119.9C14—Ti1—C1533.94 (7)
C30—C29—H29119.9C22—Ti1—C4131.74 (7)
C29—C30—C25121.5 (2)C1—Ti1—C457.63 (7)
C29—C30—H30119.2C5—Ti1—C434.45 (7)
C25—C30—H30119.2C2—Ti1—C457.10 (7)
C32—C31—C35108.29 (19)C11—Ti1—C4120.12 (7)
C32—C31—C36125.58 (19)C12—Ti1—C4142.81 (7)
C35—C31—C36125.18 (19)C13—Ti1—C4116.25 (7)
C32—C31—Ti274.03 (11)C3—Ti1—C434.06 (7)
C35—C31—Ti274.50 (11)C14—Ti1—C486.87 (7)
C36—C31—Ti2108.89 (13)C15—Ti1—C488.73 (7)
C33—C32—C31107.53 (18)C52—Ti2—C3175.29 (7)
C33—C32—C37127.15 (19)C52—Ti2—C32107.25 (7)
C31—C32—C37124.84 (19)C31—Ti2—C3235.41 (7)
C33—C32—Ti275.27 (12)C52—Ti2—C3578.80 (7)
C31—C32—Ti270.56 (11)C31—Ti2—C3535.40 (7)
C37—C32—Ti2125.83 (14)C32—Ti2—C3558.40 (7)
C32—C33—C34108.23 (18)C52—Ti2—C4398.29 (7)
C32—C33—C38125.2 (2)C31—Ti2—C43131.46 (7)
C34—C33—C38125.35 (19)C32—Ti2—C43111.23 (7)
C32—C33—Ti270.24 (11)C35—Ti2—C43166.85 (7)
C34—C33—Ti272.34 (11)C52—Ti2—C4284.79 (7)
C38—C33—Ti2132.94 (15)C31—Ti2—C42153.92 (7)
C35—C34—C33108.10 (18)C32—Ti2—C42146.08 (7)
C35—C34—C39125.2 (2)C35—Ti2—C42154.80 (7)
C33—C34—C39126.4 (2)C43—Ti2—C4234.85 (7)
C35—C34—Ti271.30 (11)C52—Ti2—C41107.63 (7)
C33—C34—Ti273.39 (11)C31—Ti2—C41170.47 (7)
C39—C34—Ti2125.79 (15)C32—Ti2—C41144.62 (8)
C34—C35—C31107.80 (19)C35—Ti2—C41135.44 (7)
C34—C35—C40125.3 (2)C43—Ti2—C4157.70 (7)
C31—C35—C40126.7 (2)C42—Ti2—C4134.67 (7)
C34—C35—Ti274.34 (12)C52—Ti2—C34111.76 (7)
C31—C35—Ti270.10 (11)C31—Ti2—C3458.04 (7)
C40—C35—Ti2125.45 (14)C32—Ti2—C3457.76 (7)
C31—C36—C51110.19 (17)C35—Ti2—C3434.35 (7)
C31—C36—H36A109.6C43—Ti2—C34149.79 (8)
C51—C36—H36A109.6C42—Ti2—C34147.36 (7)
C31—C36—H36B109.6C41—Ti2—C34112.90 (7)
C51—C36—H36B109.6C52—Ti2—C33131.85 (7)
H36A—C36—H36B108.1C31—Ti2—C3357.80 (7)
C32—C37—H37A109.5C32—Ti2—C3334.49 (7)
C32—C37—H37B109.5C35—Ti2—C3357.22 (7)
H37A—C37—H37B109.5C43—Ti2—C33119.85 (7)
C32—C37—H37C109.5C42—Ti2—C33143.18 (7)
H37A—C37—H37C109.5C41—Ti2—C33117.04 (8)
H37B—C37—H37C109.5C34—Ti2—C3334.27 (7)
C33—C38—H38A109.5C52—Ti2—C45140.21 (7)
C33—C38—H38B109.5C31—Ti2—C45144.45 (7)
H38A—C38—H38B109.5C32—Ti2—C45110.70 (7)
C33—C38—H38C109.5C35—Ti2—C45132.23 (7)
H38A—C38—H38C109.5C43—Ti2—C4556.92 (7)
H38B—C38—H38C109.5C42—Ti2—C4556.80 (7)
C34—C39—H39A109.5C41—Ti2—C4533.97 (7)
C34—C39—H39B109.5C34—Ti2—C4598.43 (7)
H39A—C39—H39B109.5C33—Ti2—C4587.51 (7)
C34—C39—H39C109.5C52—Ti2—C44132.34 (7)
H39A—C39—H39C109.5C31—Ti2—C44128.10 (7)
H39B—C39—H39C109.5C32—Ti2—C4494.46 (7)
C35—C40—H40A109.5C35—Ti2—C44146.15 (7)
C35—C40—H40B109.5C43—Ti2—C4434.11 (7)
H40A—C40—H40B109.5C42—Ti2—C4456.91 (7)
C35—C40—H40C109.5C41—Ti2—C4456.83 (7)
H40A—C40—H40C109.5C34—Ti2—C44115.70 (7)
H40B—C40—H40C109.5C33—Ti2—C4488.93 (7)
C45—C41—C42108.02 (17)C45—Ti2—C4434.01 (7)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2178).

References

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