organic compounds
of 1,1,2,2-tetramethyl-1,2-bis(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)disilane
aLeibniz-Institut für Katalyse e. V. der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany
*Correspondence e-mail: torsten.beweries@catalysis.de
The molecular structure of the title compound, C22H38Si2, features a trans arrangement of the cyclopentadienyl rings to avoid [C—Si—Si—C torsion angle = −179.0 (5)°]. The Si—Si bond length is 2.3444 (4) Å. The most notable intermolecular interactions in the molecular packing are C—H⋯π contacts that lead to the formation of wave-like supramolecular chains along the b axis.
Keywords: crystal structure; disilane; ansa ligand.
CCDC reference: 1432476
1. Related literature
For synthesis of the title compound, see: Kessler et al. (2013). For group 4 complexes with this ligand, see: Godemann et al. (2014, 2015); Pinkas et al. (2011); Xu et al. (1997); Horáček et al. (2008).
2. Experimental
2.1. Crystal data
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2.3. Refinement
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Data collection: APEX2 (Bruker, 2011); cell SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supporting information
CCDC reference: 1432476
https://doi.org/10.1107/S2056989015019891/tk5400sup1.cif
contains datablocks I, New_Global_Publ_Block. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989015019891/tk5400Isup2.hkl
Supporting information file. DOI: https://doi.org/10.1107/S2056989015019891/tk5400Isup3.cml
The synthesis of the title compound has been described previously (Kessler et al., 2013). A
of the title compound in n-hexane was very slowly cooled from 60 °C to room temperature resulting in precipitation of colourless crystals.For synthesis of the title compound, see: Kessler et al. (2013). For group 4 complexes with this ligand, see: Godemann et al. (2014, 2015); Pinkas et al. (2011); Xu et al. (1997); Horáček et al. (2008).
The synthesis of the title compound has been described previously (Kessler et al., 2013). A
of the title compound in n-hexane was very slowly cooled from 60 °C to room temperature resulting in precipitation of colourless crystals. detailsH atoms were placed in idealized positions with d(C—H) = 1.00 Å (CH) & 0.98 Å (CH3), and refined using a riding model with Uiso(H) fixed at 1.2 Ueq(C) for CH & 1.5 Ueq(C) for CH3.
Data collection: APEX2 (Bruker, 2011); cell
SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).Fig. 1. Molecular structure of the title compound with atom labelling scheme and displacement ellipsoids drawn at 30% probability level. |
C22H38Si2 | F(000) = 792 |
Mr = 358.70 | Dx = 1.081 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 8.7790 (2) Å | Cell parameters from 9858 reflections |
b = 15.3039 (4) Å | θ = 2.5–28.6° |
c = 16.4355 (4) Å | µ = 0.16 mm−1 |
β = 93.678 (1)° | T = 150 K |
V = 2203.61 (9) Å3 | Prism, colourless |
Z = 4 | 0.55 × 0.41 × 0.29 mm |
Bruker APEXII CCD diffractometer | 5318 independent reflections |
Radiation source: fine-focus sealed tube | 4636 reflections with I > 2σ(I) |
Curved graphite monochromator | Rint = 0.035 |
Detector resolution: 8.3333 pixels mm-1 | θmax = 28.0°, θmin = 1.8° |
φ and ω scans | h = −11→11 |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | k = −20→19 |
Tmin = 0.92, Tmax = 0.95 | l = −21→21 |
46817 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.097 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.047P)2 + 0.8183P] where P = (Fo2 + 2Fc2)/3 |
5318 reflections | (Δ/σ)max = 0.001 |
229 parameters | Δρmax = 0.32 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
C22H38Si2 | V = 2203.61 (9) Å3 |
Mr = 358.70 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 8.7790 (2) Å | µ = 0.16 mm−1 |
b = 15.3039 (4) Å | T = 150 K |
c = 16.4355 (4) Å | 0.55 × 0.41 × 0.29 mm |
β = 93.678 (1)° |
Bruker APEXII CCD diffractometer | 5318 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | 4636 reflections with I > 2σ(I) |
Tmin = 0.92, Tmax = 0.95 | Rint = 0.035 |
46817 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | 0 restraints |
wR(F2) = 0.097 | H-atom parameters constrained |
S = 1.06 | Δρmax = 0.32 e Å−3 |
5318 reflections | Δρmin = −0.23 e Å−3 |
229 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.85658 (13) | 0.71127 (8) | 0.10459 (7) | 0.0212 (2) | |
H1 | 0.8437 | 0.6501 | 0.1244 | 0.025* | |
C2 | 1.01814 (13) | 0.72631 (8) | 0.08367 (8) | 0.0227 (2) | |
C3 | 1.01837 (14) | 0.75224 (8) | 0.00516 (8) | 0.0243 (2) | |
C4 | 0.86221 (14) | 0.75132 (8) | −0.03149 (7) | 0.0234 (2) | |
C5 | 0.76715 (14) | 0.72439 (8) | 0.02488 (7) | 0.0228 (2) | |
C6 | 1.15522 (16) | 0.71322 (10) | 0.14202 (9) | 0.0349 (3) | |
H6A | 1.2403 | 0.6908 | 0.1123 | 0.052* | |
H6B | 1.1304 | 0.6712 | 0.1842 | 0.052* | |
H6C | 1.1843 | 0.7691 | 0.1676 | 0.052* | |
C7 | 1.15333 (17) | 0.77834 (11) | −0.04066 (10) | 0.0374 (3) | |
H7A | 1.2463 | 0.7744 | −0.0045 | 0.056* | |
H7B | 1.1400 | 0.8385 | −0.0601 | 0.056* | |
H7C | 1.1620 | 0.7392 | −0.0873 | 0.056* | |
C8 | 0.81945 (17) | 0.77582 (10) | −0.11828 (8) | 0.0332 (3) | |
H8A | 0.8533 | 0.7299 | −0.1546 | 0.050* | |
H8B | 0.8687 | 0.8312 | −0.1311 | 0.050* | |
H8C | 0.7084 | 0.7823 | −0.1259 | 0.050* | |
C9 | 0.59858 (16) | 0.70960 (11) | 0.01139 (9) | 0.0359 (3) | |
H9A | 0.5448 | 0.7653 | 0.0159 | 0.054* | |
H9B | 0.5648 | 0.6688 | 0.0525 | 0.054* | |
H9C | 0.5760 | 0.6850 | −0.0431 | 0.054* | |
C10 | 0.59182 (15) | 0.77168 (9) | 0.20801 (9) | 0.0298 (3) | |
H10A | 0.5796 | 0.7097 | 0.2212 | 0.045* | |
H10B | 0.5237 | 0.7867 | 0.1605 | 0.045* | |
H10C | 0.5661 | 0.8075 | 0.2546 | 0.045* | |
C11 | 0.91263 (16) | 0.77522 (9) | 0.28252 (8) | 0.0283 (3) | |
H11A | 0.8710 | 0.8103 | 0.3258 | 0.042* | |
H11B | 1.0184 | 0.7928 | 0.2756 | 0.042* | |
H11C | 0.9099 | 0.7132 | 0.2973 | 0.042* | |
C12 | 0.69980 (16) | 0.95635 (9) | 0.04136 (7) | 0.0275 (3) | |
H12A | 0.6950 | 1.0192 | 0.0299 | 0.041* | |
H12B | 0.5966 | 0.9340 | 0.0475 | 0.041* | |
H12C | 0.7448 | 0.9260 | −0.0038 | 0.041* | |
C13 | 1.02293 (15) | 0.96094 (9) | 0.11437 (8) | 0.0281 (3) | |
H13A | 1.0465 | 0.9302 | 0.0644 | 0.042* | |
H13B | 1.0925 | 0.9412 | 0.1597 | 0.042* | |
H13C | 1.0353 | 1.0240 | 0.1066 | 0.042* | |
C14 | 0.76149 (13) | 1.01788 (8) | 0.21979 (7) | 0.0205 (2) | |
H14 | 0.7769 | 1.0788 | 0.1999 | 0.025* | |
C15 | 0.59856 (13) | 1.00765 (8) | 0.24095 (7) | 0.0223 (2) | |
C16 | 0.59561 (14) | 0.98747 (8) | 0.32073 (8) | 0.0236 (2) | |
C17 | 0.75209 (14) | 0.98656 (8) | 0.35759 (7) | 0.0228 (2) | |
C18 | 0.84985 (13) | 1.00645 (8) | 0.30048 (7) | 0.0222 (2) | |
C19 | 0.46292 (15) | 1.01960 (10) | 0.18157 (9) | 0.0334 (3) | |
H19A | 0.4372 | 0.9637 | 0.1550 | 0.050* | |
H19B | 0.4872 | 1.0627 | 0.1403 | 0.050* | |
H19C | 0.3758 | 1.0402 | 0.2107 | 0.050* | |
C20 | 0.45939 (16) | 0.97111 (10) | 0.36880 (10) | 0.0367 (3) | |
H20A | 0.4494 | 1.0185 | 0.4082 | 0.055* | |
H20B | 0.4722 | 0.9155 | 0.3979 | 0.055* | |
H20C | 0.3674 | 0.9686 | 0.3318 | 0.055* | |
C21 | 0.78832 (18) | 0.96916 (10) | 0.44647 (8) | 0.0346 (3) | |
H21A | 0.8990 | 0.9635 | 0.4570 | 0.052* | |
H21B | 0.7385 | 0.9149 | 0.4620 | 0.052* | |
H21C | 0.7511 | 1.0177 | 0.4786 | 0.052* | |
C22 | 1.01980 (15) | 1.01596 (10) | 0.31332 (9) | 0.0324 (3) | |
H22A | 1.0463 | 1.0338 | 0.3697 | 0.049* | |
H22B | 1.0554 | 1.0604 | 0.2760 | 0.049* | |
H22C | 1.0687 | 0.9599 | 0.3026 | 0.049* | |
Si1 | 0.79503 (4) | 0.79312 (2) | 0.184414 (19) | 0.01845 (9) | |
Si2 | 0.82065 (4) | 0.93696 (2) | 0.138159 (18) | 0.01799 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0224 (6) | 0.0182 (5) | 0.0231 (6) | −0.0005 (4) | 0.0010 (4) | 0.0000 (4) |
C2 | 0.0193 (6) | 0.0207 (5) | 0.0281 (6) | 0.0035 (4) | 0.0009 (5) | −0.0026 (5) |
C3 | 0.0220 (6) | 0.0228 (6) | 0.0287 (6) | 0.0019 (4) | 0.0058 (5) | −0.0031 (5) |
C4 | 0.0253 (6) | 0.0226 (6) | 0.0223 (6) | 0.0024 (5) | 0.0009 (5) | −0.0038 (5) |
C5 | 0.0219 (6) | 0.0223 (6) | 0.0239 (6) | −0.0014 (4) | −0.0015 (4) | −0.0046 (5) |
C6 | 0.0237 (6) | 0.0428 (8) | 0.0373 (7) | 0.0086 (6) | −0.0046 (5) | −0.0002 (6) |
C7 | 0.0292 (7) | 0.0442 (8) | 0.0402 (8) | 0.0019 (6) | 0.0139 (6) | 0.0004 (6) |
C8 | 0.0373 (7) | 0.0390 (8) | 0.0231 (6) | 0.0037 (6) | 0.0014 (5) | −0.0008 (5) |
C9 | 0.0250 (7) | 0.0465 (8) | 0.0354 (7) | −0.0099 (6) | −0.0042 (5) | −0.0049 (6) |
C10 | 0.0259 (6) | 0.0287 (7) | 0.0359 (7) | −0.0050 (5) | 0.0114 (5) | −0.0005 (5) |
C11 | 0.0353 (7) | 0.0288 (6) | 0.0204 (6) | 0.0030 (5) | −0.0022 (5) | 0.0033 (5) |
C12 | 0.0346 (7) | 0.0277 (6) | 0.0200 (6) | 0.0040 (5) | −0.0011 (5) | 0.0023 (5) |
C13 | 0.0264 (6) | 0.0264 (6) | 0.0328 (7) | −0.0051 (5) | 0.0113 (5) | −0.0022 (5) |
C14 | 0.0195 (5) | 0.0203 (5) | 0.0215 (5) | 0.0016 (4) | 0.0004 (4) | −0.0023 (4) |
C15 | 0.0176 (5) | 0.0216 (6) | 0.0273 (6) | 0.0035 (4) | −0.0006 (4) | −0.0049 (5) |
C16 | 0.0217 (6) | 0.0203 (5) | 0.0290 (6) | 0.0012 (4) | 0.0040 (5) | −0.0033 (5) |
C17 | 0.0260 (6) | 0.0199 (5) | 0.0222 (6) | 0.0033 (4) | −0.0003 (5) | −0.0028 (4) |
C18 | 0.0201 (6) | 0.0215 (5) | 0.0244 (6) | 0.0021 (4) | −0.0024 (4) | −0.0060 (5) |
C19 | 0.0222 (6) | 0.0429 (8) | 0.0342 (7) | 0.0080 (6) | −0.0059 (5) | −0.0073 (6) |
C20 | 0.0292 (7) | 0.0395 (8) | 0.0427 (8) | −0.0005 (6) | 0.0126 (6) | 0.0018 (6) |
C21 | 0.0422 (8) | 0.0362 (7) | 0.0249 (6) | 0.0042 (6) | −0.0009 (6) | 0.0012 (6) |
C22 | 0.0205 (6) | 0.0409 (8) | 0.0351 (7) | 0.0000 (5) | −0.0042 (5) | −0.0099 (6) |
Si1 | 0.01894 (16) | 0.01846 (16) | 0.01803 (16) | −0.00115 (11) | 0.00177 (11) | 0.00206 (11) |
Si2 | 0.01903 (16) | 0.01773 (16) | 0.01736 (15) | −0.00037 (11) | 0.00222 (11) | 0.00092 (11) |
C1—C5 | 1.4969 (16) | C12—H12A | 0.9800 |
C1—C2 | 1.4985 (16) | C12—H12B | 0.9800 |
C1—Si1 | 1.9166 (12) | C12—H12C | 0.9800 |
C1—H1 | 1.0000 | C13—Si2 | 1.8789 (13) |
C2—C3 | 1.3501 (18) | C13—H13A | 0.9800 |
C2—C6 | 1.5033 (17) | C13—H13B | 0.9800 |
C3—C4 | 1.4617 (17) | C13—H13C | 0.9800 |
C3—C7 | 1.4984 (18) | C14—C15 | 1.5017 (16) |
C4—C5 | 1.3505 (17) | C14—C18 | 1.5031 (16) |
C4—C8 | 1.4993 (17) | C14—Si2 | 1.9216 (12) |
C5—C9 | 1.4994 (17) | C14—H14 | 1.0000 |
C6—H6A | 0.9800 | C15—C16 | 1.3490 (17) |
C6—H6B | 0.9800 | C15—C19 | 1.5016 (17) |
C6—H6C | 0.9800 | C16—C17 | 1.4655 (17) |
C7—H7A | 0.9800 | C16—C20 | 1.4961 (17) |
C7—H7B | 0.9800 | C17—C18 | 1.3467 (17) |
C7—H7C | 0.9800 | C17—C21 | 1.4989 (17) |
C8—H8A | 0.9800 | C18—C22 | 1.5004 (17) |
C8—H8B | 0.9800 | C19—H19A | 0.9800 |
C8—H8C | 0.9800 | C19—H19B | 0.9800 |
C9—H9A | 0.9800 | C19—H19C | 0.9800 |
C9—H9B | 0.9800 | C20—H20A | 0.9800 |
C9—H9C | 0.9800 | C20—H20B | 0.9800 |
C10—Si1 | 1.8787 (13) | C20—H20C | 0.9800 |
C10—H10A | 0.9800 | C21—H21A | 0.9800 |
C10—H10B | 0.9800 | C21—H21B | 0.9800 |
C10—H10C | 0.9800 | C21—H21C | 0.9800 |
C11—Si1 | 1.8780 (13) | C22—H22A | 0.9800 |
C11—H11A | 0.9800 | C22—H22B | 0.9800 |
C11—H11B | 0.9800 | C22—H22C | 0.9800 |
C11—H11C | 0.9800 | Si1—Si2 | 2.3444 (4) |
C12—Si2 | 1.8783 (13) | ||
C5—C1—C2 | 103.28 (10) | Si2—C13—H13A | 109.5 |
C5—C1—Si1 | 110.87 (8) | Si2—C13—H13B | 109.5 |
C2—C1—Si1 | 111.67 (8) | H13A—C13—H13B | 109.5 |
C5—C1—H1 | 110.3 | Si2—C13—H13C | 109.5 |
C2—C1—H1 | 110.3 | H13A—C13—H13C | 109.5 |
Si1—C1—H1 | 110.3 | H13B—C13—H13C | 109.5 |
C3—C2—C1 | 108.89 (11) | C15—C14—C18 | 103.23 (10) |
C3—C2—C6 | 126.77 (12) | C15—C14—Si2 | 113.49 (8) |
C1—C2—C6 | 124.33 (11) | C18—C14—Si2 | 113.19 (8) |
C2—C3—C4 | 109.40 (11) | C15—C14—H14 | 108.9 |
C2—C3—C7 | 127.48 (12) | C18—C14—H14 | 108.9 |
C4—C3—C7 | 123.12 (12) | Si2—C14—H14 | 108.9 |
C5—C4—C3 | 108.95 (11) | C16—C15—C19 | 126.57 (12) |
C5—C4—C8 | 126.95 (12) | C16—C15—C14 | 109.08 (10) |
C3—C4—C8 | 124.10 (12) | C19—C15—C14 | 124.35 (11) |
C4—C5—C1 | 109.19 (11) | C15—C16—C17 | 109.15 (11) |
C4—C5—C9 | 126.30 (12) | C15—C16—C20 | 128.13 (12) |
C1—C5—C9 | 124.51 (11) | C17—C16—C20 | 122.68 (12) |
C2—C6—H6A | 109.5 | C18—C17—C16 | 109.40 (11) |
C2—C6—H6B | 109.5 | C18—C17—C21 | 127.92 (12) |
H6A—C6—H6B | 109.5 | C16—C17—C21 | 122.63 (11) |
C2—C6—H6C | 109.5 | C17—C18—C22 | 126.61 (12) |
H6A—C6—H6C | 109.5 | C17—C18—C14 | 108.99 (10) |
H6B—C6—H6C | 109.5 | C22—C18—C14 | 124.40 (11) |
C3—C7—H7A | 109.5 | C15—C19—H19A | 109.5 |
C3—C7—H7B | 109.5 | C15—C19—H19B | 109.5 |
H7A—C7—H7B | 109.5 | H19A—C19—H19B | 109.5 |
C3—C7—H7C | 109.5 | C15—C19—H19C | 109.5 |
H7A—C7—H7C | 109.5 | H19A—C19—H19C | 109.5 |
H7B—C7—H7C | 109.5 | H19B—C19—H19C | 109.5 |
C4—C8—H8A | 109.5 | C16—C20—H20A | 109.5 |
C4—C8—H8B | 109.5 | C16—C20—H20B | 109.5 |
H8A—C8—H8B | 109.5 | H20A—C20—H20B | 109.5 |
C4—C8—H8C | 109.5 | C16—C20—H20C | 109.5 |
H8A—C8—H8C | 109.5 | H20A—C20—H20C | 109.5 |
H8B—C8—H8C | 109.5 | H20B—C20—H20C | 109.5 |
C5—C9—H9A | 109.5 | C17—C21—H21A | 109.5 |
C5—C9—H9B | 109.5 | C17—C21—H21B | 109.5 |
H9A—C9—H9B | 109.5 | H21A—C21—H21B | 109.5 |
C5—C9—H9C | 109.5 | C17—C21—H21C | 109.5 |
H9A—C9—H9C | 109.5 | H21A—C21—H21C | 109.5 |
H9B—C9—H9C | 109.5 | H21B—C21—H21C | 109.5 |
Si1—C10—H10A | 109.5 | C18—C22—H22A | 109.5 |
Si1—C10—H10B | 109.5 | C18—C22—H22B | 109.5 |
H10A—C10—H10B | 109.5 | H22A—C22—H22B | 109.5 |
Si1—C10—H10C | 109.5 | C18—C22—H22C | 109.5 |
H10A—C10—H10C | 109.5 | H22A—C22—H22C | 109.5 |
H10B—C10—H10C | 109.5 | H22B—C22—H22C | 109.5 |
Si1—C11—H11A | 109.5 | C11—Si1—C10 | 105.92 (6) |
Si1—C11—H11B | 109.5 | C11—Si1—C1 | 109.20 (6) |
H11A—C11—H11B | 109.5 | C10—Si1—C1 | 109.90 (6) |
Si1—C11—H11C | 109.5 | C11—Si1—Si2 | 110.88 (4) |
H11A—C11—H11C | 109.5 | C10—Si1—Si2 | 110.06 (5) |
H11B—C11—H11C | 109.5 | C1—Si1—Si2 | 110.77 (4) |
Si2—C12—H12A | 109.5 | C12—Si2—C13 | 106.44 (6) |
Si2—C12—H12B | 109.5 | C12—Si2—C14 | 109.04 (6) |
H12A—C12—H12B | 109.5 | C13—Si2—C14 | 108.71 (6) |
Si2—C12—H12C | 109.5 | C12—Si2—Si1 | 111.24 (4) |
H12A—C12—H12C | 109.5 | C13—Si2—Si1 | 111.25 (4) |
H12B—C12—H12C | 109.5 | C14—Si2—Si1 | 110.05 (4) |
C5—C1—C2—C3 | 4.99 (13) | C20—C16—C17—C21 | −0.01 (19) |
Si1—C1—C2—C3 | −114.20 (10) | C16—C17—C18—C22 | 177.49 (12) |
C5—C1—C2—C6 | −174.52 (12) | C21—C17—C18—C22 | −0.1 (2) |
Si1—C1—C2—C6 | 66.29 (14) | C16—C17—C18—C14 | −2.63 (14) |
C1—C2—C3—C4 | −3.13 (14) | C21—C17—C18—C14 | 179.77 (12) |
C6—C2—C3—C4 | 176.37 (12) | C15—C14—C18—C17 | 3.78 (13) |
C1—C2—C3—C7 | 177.06 (12) | Si2—C14—C18—C17 | −119.32 (10) |
C6—C2—C3—C7 | −3.4 (2) | C15—C14—C18—C22 | −176.33 (11) |
C2—C3—C4—C5 | −0.26 (15) | Si2—C14—C18—C22 | 60.57 (14) |
C7—C3—C4—C5 | 179.56 (12) | C5—C1—Si1—C11 | −179.05 (8) |
C2—C3—C4—C8 | −179.61 (12) | C2—C1—Si1—C11 | −64.46 (10) |
C7—C3—C4—C8 | 0.2 (2) | C5—C1—Si1—C10 | 65.17 (10) |
C3—C4—C5—C1 | 3.55 (14) | C2—C1—Si1—C10 | 179.76 (9) |
C8—C4—C5—C1 | −177.13 (12) | C5—C1—Si1—Si2 | −56.66 (9) |
C3—C4—C5—C9 | −176.51 (12) | C2—C1—Si1—Si2 | 57.93 (9) |
C8—C4—C5—C9 | 2.8 (2) | C15—C14—Si2—C12 | 61.62 (10) |
C2—C1—C5—C4 | −5.18 (13) | C18—C14—Si2—C12 | 178.86 (9) |
Si1—C1—C5—C4 | 114.56 (10) | C15—C14—Si2—C13 | 177.27 (9) |
C2—C1—C5—C9 | 174.88 (12) | C18—C14—Si2—C13 | −65.49 (10) |
Si1—C1—C5—C9 | −65.38 (14) | C15—C14—Si2—Si1 | −60.65 (9) |
C18—C14—C15—C16 | −3.64 (13) | C18—C14—Si2—Si1 | 56.59 (9) |
Si2—C14—C15—C16 | 119.27 (10) | C11—Si1—Si2—C12 | −178.64 (6) |
C18—C14—C15—C19 | 175.62 (11) | C10—Si1—Si2—C12 | −61.77 (7) |
Si2—C14—C15—C19 | −61.48 (14) | C1—Si1—Si2—C12 | 59.96 (6) |
C19—C15—C16—C17 | −176.98 (12) | C11—Si1—Si2—C13 | 62.88 (7) |
C14—C15—C16—C17 | 2.25 (14) | C10—Si1—Si2—C13 | 179.74 (6) |
C19—C15—C16—C20 | 0.9 (2) | C1—Si1—Si2—C13 | −58.52 (6) |
C14—C15—C16—C20 | −179.88 (12) | C11—Si1—Si2—C14 | −57.68 (6) |
C15—C16—C17—C18 | 0.24 (14) | C10—Si1—Si2—C14 | 59.19 (6) |
C20—C16—C17—C18 | −177.76 (12) | C1—Si1—Si2—C14 | −179.08 (5) |
C15—C16—C17—C21 | 177.99 (12) |
Cg1 is the centroid of the C15–C18 ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···Cg1i | 1.00 | 2.65 | 3.646 | 173 |
Symmetry code: (i) −x+3/2, y−1/2, −z+1/2. |
Cg1 is the centroid of the C15–C18 ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···Cg1i | 1.00 | 2.65 | 3.646 | 173 |
Symmetry code: (i) −x+3/2, y−1/2, −z+1/2. |
Acknowledgements
Financial support by the BMBF (project `Light2Hydrogen') is gratefully acknowledged.
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