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Anthracene derivative compounds are currently investigated because of their unique physical properties (e.g. bright luminescence and emission tunability), which make them ideal candidates for advanced optoelectronic devices. Intermolecular interactions are the basis of the tunability of the optical and electronic properties of these compounds, whose prediction and exploitation benefit from knowledge of the crystal structure and the packing architecture. Polymorphism can occur due to the weak intermolecular interactions, requiring detailed structural analysis to clarify the origin of observed material property modifications. Here, two silylethyne-substituted anthracene compounds are characterized by single-crystal synchrotron X-ray diffraction, identifying a new polymorph in the process. Additionally, laser confocal microscopy and fluorescence lifetime imaging microscopy confirm the results obtained by the X-ray diffraction characterization, i.e. shifting the substituents towards the external benzene rings of the anthracene unit favours π–π interactions, impacting on both the morphology and the microscopic optical properties of the crystals. The compounds with more isolated anthracene units feature shorter lifetime and emission spectra, more similar to those of isolated molecules. The crystallographic study, supported by the optical investigation, sheds light on the influence of non-covalent interactions on the crystal packing and luminescence properties of anthracene derivatives, providing a further step towards their efficient use as building blocks in active components of light sources and photonic networks.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520620004424/ra5074sup1.cif
Contains datablocks I, II

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520620004424/ra5074Isup2.hkl
Structure factors for F4 TMS ANT

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520620004424/ra5074IIsup3.hkl
Structure factors for TIPS ANTp

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2052520620004424/ra5074sup4.pdf
Figures S1 to S7

txt

Text file https://doi.org/10.1107/S2052520620004424/ra5074sup5.txt
CIF file for structure deposited by Camposeo et al. (2019) at the Cambridge Crystallographic Data Centre

CCDC references: 1962253; 1962254

Computing details top

For both structures, program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2014).

(I) top
Crystal data top
C24H22F4Si2F(000) = 920
Mr = 442.59Dx = 1.208 Mg m3
Monoclinic, P21/cSynchrotron radiation, λ = 0.72932 Å
a = 6.9050 (14) ÅCell parameters from 421 reflections
b = 14.948 (3) Åθ = 1.7–26.8°
c = 23.660 (5) ŵ = 0.19 mm1
β = 94.82 (3)°T = 296 K
V = 2433.5 (8) Å3Needle, yellow
Z = 40.09 × 0.01 × 0.01 mm
Data collection top
Multi-axis PRIGo goniometer
diffractometer
θmax = 26.8°, θmin = 1.7°
ω scans, shutterless continuous rotation methodh = 88
62204 measured reflectionsk = 1818
4807 independent reflectionsl = 2929
3237 reflections with I > 2σ(I)4807 standard reflections every 0.00167 min
Rint = 0.059 intensity decay: 0.5%
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.048H-atom parameters constrained
wR(F2) = 0.148 w = 1/[σ2(Fo2) + (0.0702P)2 + 0.5392P]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.001
4807 reflectionsΔρmax = 0.22 e Å3
277 parametersΔρmin = 0.32 e Å3
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Si10.77925 (12)0.84835 (5)0.22633 (4)0.0897 (3)
Si20.64819 (16)1.45054 (5)0.09270 (4)0.1057 (3)
F10.7797 (2)0.80384 (8)0.00591 (6)0.0807 (4)
F20.7872 (2)0.77163 (10)0.11865 (7)0.1013 (5)
F30.7719 (3)0.90604 (13)0.19354 (6)0.1106 (6)
F40.7492 (2)1.07801 (10)0.15848 (6)0.0898 (4)
C10.7337 (3)1.08694 (14)0.11365 (9)0.0595 (5)
C20.7382 (3)1.06734 (12)0.05430 (8)0.0527 (4)
C30.7522 (3)0.97987 (12)0.03488 (8)0.0536 (5)
H30.75810.93310.06090.064*
C40.7576 (3)0.96084 (12)0.02229 (9)0.0539 (5)
C50.7715 (3)0.87214 (14)0.04318 (10)0.0636 (5)
C60.7754 (3)0.85560 (16)0.09880 (12)0.0739 (6)
C70.7679 (4)0.92591 (19)0.13812 (10)0.0771 (6)
C80.7559 (3)1.01123 (17)0.12058 (9)0.0685 (6)
C90.7493 (3)1.03292 (14)0.06245 (9)0.0569 (5)
C100.7343 (3)1.12031 (13)0.04307 (9)0.0595 (5)
H100.72811.16710.06910.071*
C110.7283 (3)1.13933 (12)0.01422 (9)0.0558 (5)
C120.7119 (3)1.22989 (13)0.03469 (10)0.0669 (6)
C130.7098 (4)1.24464 (15)0.09152 (12)0.0770 (6)
H130.70081.30310.10450.092*
C140.7207 (3)1.17456 (15)0.13110 (11)0.0717 (6)
H140.71931.18740.16950.086*
C150.7448 (3)1.01472 (15)0.15357 (9)0.0633 (5)
C160.7560 (3)0.95084 (16)0.18430 (10)0.0714 (6)
C170.9936 (5)0.8601 (3)0.27760 (17)0.1577 (19)
H17A1.01100.80630.29960.237*
H17B0.97480.90970.30240.237*
H17C1.10680.87050.25760.237*
C180.5596 (4)0.8325 (3)0.26395 (16)0.1257 (13)
H18A0.57860.78320.28980.189*
H18B0.45110.82030.23700.189*
H18C0.53450.88590.28470.189*
C190.8126 (9)0.7584 (3)0.1759 (2)0.200 (3)
H19A0.85150.70490.19620.300*
H19B0.91120.77520.15170.300*
H19C0.69260.74790.15340.300*
C200.6958 (4)1.30201 (14)0.00519 (12)0.0808 (7)
C210.6799 (5)1.36126 (16)0.03916 (14)0.0945 (8)
C220.3877 (6)1.4793 (3)0.10196 (18)0.1435 (15)
H22A0.36301.51560.13530.215*
H22B0.35241.51180.06940.215*
H22C0.31211.42540.10610.215*
C230.7880 (8)1.5485 (2)0.06689 (19)0.1564 (17)
H23A0.77521.59500.09500.235*
H23B0.92241.53250.05980.235*
H23C0.73961.56950.03240.235*
C240.7293 (8)1.4056 (3)0.15961 (18)0.1625 (18)
H24A0.69471.44680.19000.244*
H24B0.66761.34900.16790.244*
H24C0.86781.39780.15570.244*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Si10.0933 (5)0.0888 (5)0.0896 (5)0.0186 (4)0.0234 (4)0.0364 (4)
Si20.1574 (9)0.0561 (4)0.1054 (6)0.0177 (4)0.0213 (6)0.0216 (4)
F10.0933 (9)0.0467 (7)0.1017 (10)0.0006 (6)0.0063 (8)0.0056 (6)
F20.1177 (12)0.0757 (9)0.1104 (12)0.0027 (8)0.0082 (9)0.0338 (8)
F30.1314 (13)0.1274 (14)0.0730 (10)0.0060 (11)0.0087 (9)0.0245 (10)
F40.1034 (10)0.1000 (10)0.0660 (8)0.0003 (8)0.0061 (7)0.0221 (7)
C10.0573 (11)0.0557 (11)0.0655 (12)0.0003 (9)0.0051 (9)0.0047 (9)
C20.0470 (10)0.0470 (10)0.0638 (12)0.0002 (8)0.0041 (8)0.0076 (8)
C30.0504 (10)0.0461 (10)0.0640 (12)0.0001 (8)0.0034 (8)0.0112 (9)
C40.0465 (10)0.0480 (10)0.0666 (12)0.0018 (8)0.0018 (8)0.0044 (9)
C50.0575 (12)0.0554 (11)0.0773 (14)0.0030 (9)0.0017 (10)0.0001 (10)
C60.0698 (14)0.0645 (13)0.0872 (17)0.0032 (11)0.0050 (12)0.0161 (12)
C70.0744 (15)0.0929 (18)0.0638 (14)0.0051 (13)0.0037 (11)0.0137 (13)
C80.0638 (13)0.0790 (15)0.0619 (13)0.0023 (11)0.0013 (10)0.0101 (11)
C90.0483 (10)0.0593 (11)0.0626 (12)0.0019 (8)0.0016 (8)0.0070 (9)
C100.0565 (11)0.0529 (11)0.0689 (13)0.0007 (9)0.0031 (9)0.0169 (10)
C110.0525 (10)0.0447 (10)0.0698 (13)0.0010 (8)0.0027 (9)0.0084 (9)
C120.0684 (13)0.0462 (11)0.0861 (16)0.0013 (9)0.0059 (11)0.0076 (10)
C130.0890 (16)0.0477 (11)0.0941 (18)0.0026 (11)0.0069 (13)0.0059 (11)
C140.0800 (15)0.0632 (13)0.0717 (14)0.0022 (11)0.0047 (11)0.0060 (11)
C150.0642 (12)0.0654 (12)0.0605 (12)0.0023 (10)0.0065 (9)0.0042 (10)
C160.0763 (15)0.0776 (15)0.0608 (13)0.0045 (11)0.0087 (11)0.0089 (11)
C170.089 (2)0.246 (5)0.138 (3)0.024 (3)0.009 (2)0.109 (3)
C180.089 (2)0.162 (3)0.129 (3)0.006 (2)0.0206 (18)0.077 (2)
C190.297 (7)0.089 (3)0.227 (6)0.027 (3)0.096 (5)0.005 (3)
C200.0915 (17)0.0479 (12)0.1032 (19)0.0036 (11)0.0092 (14)0.0097 (12)
C210.117 (2)0.0529 (13)0.114 (2)0.0075 (13)0.0113 (17)0.0174 (14)
C220.175 (4)0.105 (3)0.150 (3)0.050 (3)0.003 (3)0.017 (2)
C230.236 (5)0.078 (2)0.155 (4)0.031 (3)0.013 (3)0.034 (2)
C240.246 (5)0.113 (3)0.136 (3)0.037 (3)0.063 (3)0.010 (3)
Geometric parameters (Å, º) top
Si1—C191.825 (5)C10—H100.9300
Si1—C161.826 (2)C11—C121.445 (3)
Si1—C181.837 (3)C12—C131.364 (3)
Si1—C171.842 (4)C12—C201.431 (3)
Si2—C231.831 (4)C13—C141.403 (3)
Si2—C211.841 (3)C13—H130.9300
Si2—C221.844 (4)C14—H140.9300
Si2—C241.849 (4)C15—C161.199 (3)
F1—C51.347 (2)C17—H17A0.9600
F2—C61.345 (3)C17—H17B0.9600
F3—C71.347 (3)C17—H17C0.9600
F4—C81.340 (3)C18—H18A0.9600
C1—C141.378 (3)C18—H18B0.9600
C1—C151.432 (3)C18—H18C0.9600
C1—C21.437 (3)C19—H19A0.9600
C2—C31.392 (3)C19—H19B0.9600
C2—C111.432 (3)C19—H19C0.9600
C3—C41.386 (3)C20—C211.195 (3)
C3—H30.9300C22—H22A0.9600
C4—C51.421 (3)C22—H22B0.9600
C4—C91.435 (3)C22—H22C0.9600
C5—C61.341 (3)C23—H23A0.9600
C6—C71.402 (4)C23—H23B0.9600
C7—C81.346 (3)C23—H23C0.9600
C8—C91.418 (3)C24—H24A0.9600
C9—C101.391 (3)C24—H24B0.9600
C10—C111.389 (3)C24—H24C0.9600
C19—Si1—C16105.79 (18)C20—C12—C11119.3 (2)
C19—Si1—C18112.1 (2)C12—C13—C14122.2 (2)
C16—Si1—C18109.48 (13)C12—C13—H13118.9
C19—Si1—C17111.3 (3)C14—C13—H13118.9
C16—Si1—C17107.91 (16)C1—C14—C13120.7 (2)
C18—Si1—C17110.11 (17)C1—C14—H14119.6
C23—Si2—C21108.76 (17)C13—C14—H14119.6
C23—Si2—C22109.6 (2)C16—C15—C1176.0 (2)
C21—Si2—C22108.01 (17)C15—C16—Si1175.4 (2)
C23—Si2—C24112.8 (2)Si1—C17—H17A109.5
C21—Si2—C24107.39 (16)Si1—C17—H17B109.5
C22—Si2—C24110.2 (2)H17A—C17—H17B109.5
C14—C1—C15121.3 (2)Si1—C17—H17C109.5
C14—C1—C2119.58 (19)H17A—C17—H17C109.5
C15—C1—C2119.09 (18)H17B—C17—H17C109.5
C3—C2—C11119.21 (18)Si1—C18—H18A109.5
C3—C2—C1121.45 (17)Si1—C18—H18B109.5
C11—C2—C1119.34 (17)H18A—C18—H18B109.5
C4—C3—C2121.55 (17)Si1—C18—H18C109.5
C4—C3—H3119.2H18A—C18—H18C109.5
C2—C3—H3119.2H18B—C18—H18C109.5
C3—C4—C5122.62 (18)Si1—C19—H19A109.5
C3—C4—C9119.30 (18)Si1—C19—H19B109.5
C5—C4—C9118.07 (19)H19A—C19—H19B109.5
C6—C5—F1119.9 (2)Si1—C19—H19C109.5
C6—C5—C4121.4 (2)H19A—C19—H19C109.5
F1—C5—C4118.7 (2)H19B—C19—H19C109.5
C5—C6—F2121.4 (2)C21—C20—C12178.7 (3)
C5—C6—C7120.7 (2)C20—C21—Si2178.0 (3)
F2—C6—C7117.9 (2)Si2—C22—H22A109.5
C8—C7—F3121.1 (2)Si2—C22—H22B109.5
C8—C7—C6120.4 (2)H22A—C22—H22B109.5
F3—C7—C6118.6 (2)Si2—C22—H22C109.5
F4—C8—C7120.0 (2)H22A—C22—H22C109.5
F4—C8—C9118.5 (2)H22B—C22—H22C109.5
C7—C8—C9121.6 (2)Si2—C23—H23A109.5
C10—C9—C8122.95 (19)Si2—C23—H23B109.5
C10—C9—C4119.14 (19)H23A—C23—H23B109.5
C8—C9—C4117.91 (19)Si2—C23—H23C109.5
C11—C10—C9121.53 (18)H23A—C23—H23C109.5
C11—C10—H10119.2H23B—C23—H23C109.5
C9—C10—H10119.2Si2—C24—H24A109.5
C10—C11—C2119.26 (18)Si2—C24—H24B109.5
C10—C11—C12121.89 (18)H24A—C24—H24B109.5
C2—C11—C12118.86 (19)Si2—C24—H24C109.5
C13—C12—C20121.4 (2)H24A—C24—H24C109.5
C13—C12—C11119.3 (2)H24B—C24—H24C109.5
C14—C1—C2—C3179.66 (19)C7—C8—C9—C10179.1 (2)
C15—C1—C2—C30.3 (3)F4—C8—C9—C4179.70 (17)
C14—C1—C2—C110.3 (3)C7—C8—C9—C40.5 (3)
C15—C1—C2—C11179.63 (18)C3—C4—C9—C100.6 (3)
C11—C2—C3—C40.3 (3)C5—C4—C9—C10179.53 (18)
C1—C2—C3—C4179.67 (17)C3—C4—C9—C8179.75 (18)
C2—C3—C4—C5179.87 (18)C5—C4—C9—C80.1 (3)
C2—C3—C4—C90.3 (3)C8—C9—C10—C11179.96 (19)
C3—C4—C5—C6179.7 (2)C4—C9—C10—C110.4 (3)
C9—C4—C5—C60.5 (3)C9—C10—C11—C20.1 (3)
C3—C4—C5—F10.0 (3)C9—C10—C11—C12179.77 (19)
C9—C4—C5—F1179.88 (17)C3—C2—C11—C100.4 (3)
F1—C5—C6—F20.1 (3)C1—C2—C11—C10179.48 (17)
C4—C5—C6—F2179.55 (19)C3—C2—C11—C12179.43 (18)
F1—C5—C6—C7179.7 (2)C1—C2—C11—C120.6 (3)
C4—C5—C6—C70.7 (4)C10—C11—C12—C13179.0 (2)
C5—C6—C7—C80.2 (4)C2—C11—C12—C131.1 (3)
F2—C6—C7—C8180.0 (2)C10—C11—C12—C201.8 (3)
C5—C6—C7—F3179.9 (2)C2—C11—C12—C20178.1 (2)
F2—C6—C7—F30.3 (3)C20—C12—C13—C14178.4 (2)
F3—C7—C8—F40.5 (3)C11—C12—C13—C140.8 (4)
C6—C7—C8—F4179.9 (2)C15—C1—C14—C13180.0 (2)
F3—C7—C8—C9179.3 (2)C2—C1—C14—C130.7 (3)
C6—C7—C8—C90.4 (4)C12—C13—C14—C10.2 (4)
F4—C8—C9—C100.7 (3)
(II) top
Crystal data top
C36H50Si2Z = 1
Mr = 538.94F(000) = 294
Triclinic, P1Dx = 1.084 Mg m3
a = 8.6020 (17) ÅSynchrotron radiation, λ = 0.72932 Å
b = 10.085 (2) ÅCell parameters from 1335 reflections
c = 11.209 (2) Åθ = 2.2–31.5°
α = 115.07 (3)°µ = 0.14 mm1
β = 102.61 (3)°T = 296 K
γ = 98.82 (3)°Block, yellow
V = 825.6 (4) Å30.09 × 0.08 × 0.08 mm
Data collection top
Multi-axis PRIGo goniometer
diffractometer
θmax = 31.5°, θmin = 2.2°
ω scans, shutterless continuous rotation methodh = 1212
27676 measured reflectionsk = 1414
4620 independent reflectionsl = 1516
4447 reflections with I > 2σ(I)4620 standard reflections every 0.00167 min
Rint = 0.026 intensity decay: 0.5%
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.039H-atom parameters constrained
wR(F2) = 0.116 w = 1/[σ2(Fo2) + (0.0706P)2 + 0.1231P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max < 0.001
4620 reflectionsΔρmax = 0.32 e Å3
178 parametersΔρmin = 0.32 e Å3
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Si10.18459 (3)0.18680 (3)0.32597 (2)0.03045 (9)
C10.12184 (13)0.29554 (12)0.23562 (11)0.0383 (2)
C20.04121 (12)0.43215 (10)0.08574 (9)0.03209 (18)
C30.12671 (11)0.40482 (10)0.01398 (9)0.03191 (18)
C40.16818 (11)0.52677 (10)0.07290 (9)0.03271 (18)
C50.14913 (14)0.27582 (12)0.49964 (10)0.0399 (2)
H50.17460.21340.54450.048*
C60.08369 (13)0.35981 (11)0.16930 (10)0.0363 (2)
C70.05679 (13)0.01820 (12)0.21266 (11)0.0395 (2)
H70.11020.06430.14240.047*
C80.41254 (13)0.20975 (14)0.35141 (12)0.0443 (2)
H80.46820.31880.41050.053*
C90.25754 (13)0.30944 (12)0.02455 (11)0.0403 (2)
H90.23250.26460.08100.048*
C100.33841 (13)0.55747 (14)0.14507 (12)0.0439 (2)
H100.36730.51370.20190.053*
C110.41805 (15)0.28305 (15)0.04652 (13)0.0495 (3)
H110.50170.22000.03860.059*
C120.45931 (14)0.64956 (16)0.13241 (14)0.0523 (3)
H120.56980.66830.18050.063*
C130.03051 (18)0.27784 (18)0.48561 (15)0.0568 (3)
H13A0.10080.17510.43770.085*
H13B0.06240.33020.43410.085*
H13C0.04160.32950.57630.085*
C140.45544 (17)0.16374 (19)0.21661 (16)0.0597 (3)
H14A0.41600.22150.17310.090*
H14B0.40370.05700.15520.090*
H14C0.57350.18380.23690.090*
C150.2658 (2)0.43708 (16)0.59437 (14)0.0606 (3)
H15A0.37880.43290.60960.091*
H15B0.24460.47930.68170.091*
H15C0.24710.50000.55110.091*
C160.0579 (2)0.10950 (15)0.29180 (16)0.0649 (4)
H16A0.17030.10150.33620.097*
H16B0.00020.21450.22820.097*
H16C0.00420.06990.36080.097*
C170.12106 (17)0.03768 (17)0.13345 (16)0.0635 (4)
H17A0.11970.01690.08120.095*
H17B0.18030.00170.19810.095*
H17C0.17490.14390.07130.095*
C180.4854 (2)0.1290 (3)0.4289 (2)0.0851 (6)
H18A0.45090.15400.50980.128*
H18B0.60420.16150.45640.128*
H18C0.44690.02080.36920.128*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Si10.03174 (14)0.03600 (15)0.03312 (14)0.01022 (9)0.00693 (9)0.02610 (12)
C10.0423 (5)0.0439 (5)0.0393 (5)0.0140 (4)0.0096 (4)0.0301 (4)
C20.0414 (4)0.0338 (4)0.0297 (4)0.0147 (3)0.0091 (3)0.0222 (4)
C30.0394 (4)0.0332 (4)0.0308 (4)0.0132 (3)0.0102 (3)0.0214 (4)
C40.0387 (4)0.0350 (4)0.0313 (4)0.0139 (3)0.0083 (3)0.0218 (4)
C50.0495 (5)0.0438 (5)0.0356 (4)0.0168 (4)0.0121 (4)0.0264 (4)
C60.0434 (5)0.0396 (5)0.0352 (4)0.0150 (4)0.0102 (4)0.0259 (4)
C70.0447 (5)0.0380 (5)0.0393 (5)0.0088 (4)0.0134 (4)0.0223 (4)
C80.0345 (4)0.0566 (6)0.0524 (6)0.0121 (4)0.0107 (4)0.0367 (5)
C90.0454 (5)0.0444 (5)0.0431 (5)0.0128 (4)0.0149 (4)0.0309 (4)
C100.0405 (5)0.0544 (6)0.0457 (5)0.0149 (4)0.0061 (4)0.0348 (5)
C110.0424 (5)0.0578 (7)0.0580 (7)0.0097 (5)0.0157 (5)0.0375 (6)
C120.0376 (5)0.0670 (8)0.0588 (7)0.0119 (5)0.0071 (5)0.0403 (6)
C130.0586 (7)0.0679 (8)0.0598 (7)0.0280 (6)0.0298 (6)0.0356 (7)
C140.0495 (6)0.0780 (9)0.0670 (8)0.0211 (6)0.0280 (6)0.0422 (7)
C150.0700 (8)0.0508 (7)0.0455 (6)0.0132 (6)0.0061 (6)0.0161 (6)
C160.0935 (11)0.0435 (6)0.0630 (8)0.0069 (6)0.0211 (7)0.0358 (6)
C170.0451 (6)0.0599 (8)0.0617 (8)0.0019 (5)0.0011 (5)0.0198 (6)
C180.0542 (8)0.1471 (18)0.1147 (14)0.0528 (10)0.0306 (9)0.1055 (15)
Geometric parameters (Å, º) top
Si1—C11.8449 (11)C10—H100.9300
Si1—C81.8816 (11)C11—C12i1.4120 (16)
Si1—C51.8843 (12)C11—H110.9300
Si1—C71.8877 (15)C12—C11i1.4120 (16)
C1—C61.2031 (13)C12—H120.9300
C2—C41.4106 (14)C13—H13A0.9600
C2—C31.4114 (13)C13—H13B0.9600
C2—C61.4334 (12)C13—H13C0.9600
C3—C91.4242 (14)C14—H14A0.9600
C3—C4i1.4300 (12)C14—H14B0.9600
C4—C101.4233 (14)C14—H14C0.9600
C4—C3i1.4299 (11)C15—H15A0.9600
C5—C131.5229 (17)C15—H15B0.9600
C5—C151.533 (2)C15—H15C0.9600
C5—H50.9800C16—H16A0.9600
C7—C161.5251 (16)C16—H16B0.9600
C7—C171.5278 (18)C16—H16C0.9600
C7—H70.9800C17—H17A0.9600
C8—C181.5258 (17)C17—H17B0.9600
C8—C141.5285 (18)C17—H17C0.9600
C8—H80.9800C18—H18A0.9600
C9—C111.3561 (16)C18—H18B0.9600
C9—H90.9300C18—H18C0.9600
C10—C121.3580 (17)
C1—Si1—C8106.22 (5)C9—C11—H11119.7
C1—Si1—C5107.65 (5)C12i—C11—H11119.7
C8—Si1—C5109.92 (6)C10—C12—C11i120.32 (11)
C1—Si1—C7107.78 (5)C10—C12—H12119.8
C8—Si1—C7112.32 (6)C11i—C12—H12119.8
C5—Si1—C7112.61 (6)C5—C13—H13A109.5
C6—C1—Si1175.59 (10)C5—C13—H13B109.5
C4—C2—C3120.57 (8)H13A—C13—H13B109.5
C4—C2—C6119.59 (8)C5—C13—H13C109.5
C3—C2—C6119.82 (9)H13A—C13—H13C109.5
C2—C3—C9121.84 (8)H13B—C13—H13C109.5
C2—C3—C4i119.63 (8)C8—C14—H14A109.5
C9—C3—C4i118.53 (9)C8—C14—H14B109.5
C2—C4—C10121.77 (8)H14A—C14—H14B109.5
C2—C4—C3i119.80 (8)C8—C14—H14C109.5
C10—C4—C3i118.43 (9)H14A—C14—H14C109.5
C13—C5—C15110.31 (11)H14B—C14—H14C109.5
C13—C5—Si1112.25 (9)C5—C15—H15A109.5
C15—C5—Si1111.48 (9)C5—C15—H15B109.5
C13—C5—H5107.5H15A—C15—H15B109.5
C15—C5—H5107.5C5—C15—H15C109.5
Si1—C5—H5107.5H15A—C15—H15C109.5
C1—C6—C2177.43 (11)H15B—C15—H15C109.5
C16—C7—C17110.38 (11)C7—C16—H16A109.5
C16—C7—Si1112.71 (8)C7—C16—H16B109.5
C17—C7—Si1114.07 (9)H16A—C16—H16B109.5
C16—C7—H7106.4C7—C16—H16C109.5
C17—C7—H7106.4H16A—C16—H16C109.5
Si1—C7—H7106.4H16B—C16—H16C109.5
C18—C8—C14110.76 (12)C7—C17—H17A109.5
C18—C8—Si1112.81 (9)C7—C17—H17B109.5
C14—C8—Si1113.35 (9)H17A—C17—H17B109.5
C18—C8—H8106.5C7—C17—H17C109.5
C14—C8—H8106.5H17A—C17—H17C109.5
Si1—C8—H8106.5H17B—C17—H17C109.5
C11—C9—C3120.98 (9)C8—C18—H18A109.5
C11—C9—H9119.5C8—C18—H18B109.5
C3—C9—H9119.5H18A—C18—H18B109.5
C12—C10—C4121.14 (10)C8—C18—H18C109.5
C12—C10—H10119.4H18A—C18—H18C109.5
C4—C10—H10119.4H18B—C18—H18C109.5
C9—C11—C12i120.59 (11)
C4—C2—C3—C9179.79 (9)C5—Si1—C7—C1644.13 (11)
C6—C2—C3—C91.58 (14)C1—Si1—C7—C1735.82 (10)
C4—C2—C3—C4i0.26 (15)C8—Si1—C7—C17152.49 (9)
C6—C2—C3—C4i177.94 (8)C5—Si1—C7—C1782.76 (10)
C3—C2—C4—C10179.40 (9)C1—Si1—C8—C18178.52 (12)
C6—C2—C4—C102.39 (15)C5—Si1—C8—C1862.33 (13)
C3—C2—C4—C3i0.26 (15)C7—Si1—C8—C1863.88 (13)
C6—C2—C4—C3i177.95 (8)C1—Si1—C8—C1454.59 (11)
C1—Si1—C5—C1357.78 (10)C5—Si1—C8—C14170.77 (9)
C8—Si1—C5—C13173.07 (8)C7—Si1—C8—C1463.01 (11)
C7—Si1—C5—C1360.88 (10)C2—C3—C9—C11179.20 (10)
C1—Si1—C5—C1566.56 (9)C4i—C3—C9—C110.34 (16)
C8—Si1—C5—C1548.73 (10)C2—C4—C10—C12179.58 (11)
C7—Si1—C5—C15174.78 (8)C3i—C4—C10—C120.08 (17)
C1—Si1—C7—C16162.71 (10)C3—C9—C11—C12i0.33 (19)
C8—Si1—C7—C1680.62 (11)C4—C10—C12—C11i0.1 (2)
Symmetry code: (i) x, y+1, z.
 

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