Literature DB >> 21837228

Diethyl 4,5-diphenyl-3,6-bis-(trimethyl-sil-yl)benzene-1,2-dicarboxyl-ate.

Jing Zhang, Hongmei Qu, Zhenyu Zhang, Lishan Zhou.   

Abstract

In the title compound, C(30)H(38)O(4)Si(2), the two phenyl rings are twisted away from the central benzene ring by 70.28 (8) and 67.42 (7)°. The two Si atoms attached to the benzene ring deviate in opposite directions from the ring plane by 0.258 (3) and 0.206 (3) Å, respectively. One ethyl group is disordered over two conformations in a 0.568 (5):0.432 (5) ratio. The crystal packing exhibits weak inter-molecular C-H⋯O inter-actions.

Entities:  

Year:  2011        PMID: 21837228      PMCID: PMC3152123          DOI: 10.1107/S160053681102397X

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For general background to the synthesis of benzene compounds, see: Reppe & Schweckendiek (1948 ▶); Reppe et al. (1948 ▶); Schore (1988 ▶); Vollhardt (1984 ▶); Yamamoto (2005 ▶). For related structures, see: Haberecht et al. (2002 ▶); Takahashi et al. (2006 ▶).

Experimental

Crystal data

C30H38O4Si2 M = 518.78 Triclinic, a = 11.534 (2) Å b = 12.389 (3) Å c = 12.853 (3) Å α = 63.40 (3)° β = 67.63 (3)° γ = 65.99 (3)° V = 1455.1 (5) Å3 Z = 2 Mo Kα radiation μ = 0.15 mm−1 T = 113 K 0.20 × 0.18 × 0.12 mm

Data collection

Rigaku Saturn CCD area-detector diffractometer Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005 ▶) T min = 0.970, T max = 0.982 12066 measured reflections 6772 independent reflections 3380 reflections with I > 2σ(I) R int = 0.047

Refinement

R[F 2 > 2σ(F 2)] = 0.046 wR(F 2) = 0.127 S = 0.95 6772 reflections 338 parameters 4 restraints H-atom parameters constrained Δρmax = 0.31 e Å−3 Δρmin = −0.38 e Å−3 Data collection: CrystalClear (Rigaku/MSC, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681102397X/cv5108sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681102397X/cv5108Isup2.hkl Supplementary material file. DOI: 10.1107/S160053681102397X/cv5108Isup3.cml Additional supplementary materials: crystallographic information; 3D view; checkCIF report
C30H38O4Si2Z = 2
Mr = 518.78F(000) = 556
Triclinic, P1Dx = 1.184 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.534 (2) ÅCell parameters from 4247 reflections
b = 12.389 (3) Åθ = 1.9–27.9°
c = 12.853 (3) ŵ = 0.15 mm1
α = 63.40 (3)°T = 113 K
β = 67.63 (3)°Block, colourless
γ = 65.99 (3)°0.20 × 0.18 × 0.12 mm
V = 1455.1 (5) Å3
Rigaku Saturn CCD area-detector diffractometer6772 independent reflections
Radiation source: rotating anode3380 reflections with I > 2σ(I)
multilayerRint = 0.047
Detector resolution: 7.31 pixels mm-1θmax = 27.9°, θmin = 1.9°
ω and φ scansh = −15→12
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005)k = −15→16
Tmin = 0.970, Tmax = 0.982l = −16→13
12066 measured reflections
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.127H-atom parameters constrained
S = 0.95w = 1/[σ2(Fo2) + (0.0512P)2] where P = (Fo2 + 2Fc2)/3
6772 reflections(Δ/σ)max = 0.001
338 parametersΔρmax = 0.31 e Å3
4 restraintsΔρmin = −0.38 e Å3
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.
xyzUiso*/UeqOcc. (<1)
Si10.73346 (5)0.73464 (5)1.08693 (5)0.02948 (16)
Si20.27477 (5)0.80890 (5)0.83890 (5)0.02739 (15)
O10.77590 (13)0.91083 (15)0.81335 (14)0.0447 (4)
O20.81690 (12)0.76114 (14)0.74003 (13)0.0418 (4)
O30.59560 (14)0.92819 (15)0.63566 (13)0.0451 (4)
O40.56124 (12)0.74465 (14)0.67925 (11)0.0349 (4)
C10.59901 (16)0.76175 (17)1.01700 (17)0.0245 (4)
C20.47780 (16)0.73924 (17)1.08678 (16)0.0232 (4)
C30.38661 (16)0.74403 (17)1.03477 (16)0.0216 (4)
C40.40993 (16)0.77728 (17)0.91040 (16)0.0231 (4)
C50.53145 (17)0.79973 (18)0.84046 (16)0.0247 (4)
C60.62236 (16)0.79331 (17)0.89246 (17)0.0252 (4)
C70.74488 (18)0.8302 (2)0.81181 (18)0.0312 (5)
C80.9196 (6)0.8173 (6)0.6438 (7)0.0543 (17)0.568 (5)
H8A0.96350.84500.67630.065*0.568 (5)
H8B0.88140.89060.57950.065*0.568 (5)
C91.0145 (4)0.7134 (5)0.5967 (4)0.0716 (19)0.568 (5)
H9A1.09140.74030.53980.107*0.568 (5)
H9B0.97220.69460.55600.107*0.568 (5)
H9C1.04170.63780.66350.107*0.568 (5)
C8'0.9492 (8)0.7716 (10)0.6688 (10)0.0543 (17)0.432 (5)
H8'A1.00160.69640.64530.065*0.432 (5)
H8'B0.99470.77900.71590.065*0.432 (5)
C9'0.9316 (6)0.8881 (7)0.5594 (6)0.090 (3)0.432 (5)
H9'A1.01710.90180.51150.136*0.432 (5)
H9'B0.87520.96090.58410.136*0.432 (5)
H9'C0.89120.87740.51130.136*0.432 (5)
C100.89613 (18)0.6606 (2)1.0013 (2)0.0452 (6)
H10A0.96500.64641.03680.068*
H10B0.91230.71680.91750.068*
H10C0.89620.57991.00470.068*
C110.7302 (2)0.8833 (2)1.0921 (2)0.0440 (6)
H11A0.79970.86631.12820.066*
H11B0.64520.91751.14030.066*
H11C0.74410.94461.01050.066*
C120.72081 (19)0.6150 (2)1.24164 (19)0.0405 (6)
H12A0.79120.60431.27340.061*
H12B0.72860.53441.23910.061*
H12C0.63600.64351.29360.061*
C130.43822 (16)0.71655 (18)1.21850 (16)0.0248 (4)
C140.41489 (17)0.8136 (2)1.25575 (18)0.0318 (5)
H14A0.42730.89191.19770.038*
C150.3737 (2)0.7989 (2)1.3765 (2)0.0438 (6)
H15A0.35860.86651.40080.053*
C160.3547 (2)0.6856 (2)1.4612 (2)0.0464 (6)
H16A0.32660.67481.54410.056*
C170.37663 (19)0.5881 (2)1.42545 (19)0.0414 (6)
H17A0.36340.51021.48390.050*
C180.41791 (17)0.60276 (19)1.30465 (17)0.0302 (5)
H18A0.43230.53521.28070.036*
C190.26591 (16)0.70700 (19)1.11783 (16)0.0242 (4)
C200.16765 (17)0.7812 (2)1.18300 (17)0.0322 (5)
H20A0.17450.85951.17260.039*
C210.05982 (19)0.7405 (2)1.26302 (19)0.0436 (6)
H21A−0.00720.79121.30700.052*
C220.0498 (2)0.6273 (3)1.2788 (2)0.0483 (7)
H22A−0.02370.59961.33420.058*
C230.1457 (2)0.5537 (2)1.21452 (19)0.0434 (6)
H23A0.13830.47561.22500.052*
C240.25341 (18)0.5944 (2)1.13433 (18)0.0324 (5)
H24A0.31960.54341.09010.039*
C250.10646 (17)0.8685 (2)0.92639 (18)0.0355 (5)
H25A0.04190.88290.88590.053*
H25B0.09820.94770.93200.053*
H25C0.09100.80601.00720.053*
C260.2847 (2)0.6650 (2)0.8199 (2)0.0428 (6)
H26A0.21470.68370.78350.064*
H26B0.27470.59790.89840.064*
H26C0.36970.63750.76770.064*
C270.28319 (19)0.9412 (2)0.69133 (18)0.0433 (6)
H27A0.21330.95560.65700.065*
H27B0.36830.91940.63650.065*
H27C0.27251.01790.70320.065*
C280.56678 (17)0.8339 (2)0.70744 (18)0.0308 (5)
C290.5882 (2)0.7649 (2)0.55243 (18)0.0455 (6)
H29A0.56120.85630.50710.055*
H29B0.53620.72480.54240.055*
C300.7289 (2)0.7116 (2)0.5031 (2)0.0568 (7)
H30A0.74420.72650.41800.085*
H30B0.75540.62070.54690.085*
H30C0.78040.75210.51180.085*
U11U22U33U12U13U23
Si10.0278 (3)0.0246 (3)0.0402 (3)−0.0068 (2)−0.0132 (2)−0.0112 (3)
Si20.0273 (3)0.0293 (4)0.0268 (3)−0.0070 (2)−0.0075 (2)−0.0109 (2)
O10.0424 (8)0.0370 (10)0.0554 (10)−0.0222 (7)−0.0068 (7)−0.0114 (8)
O20.0315 (8)0.0469 (11)0.0420 (9)−0.0185 (7)0.0080 (7)−0.0186 (8)
O30.0552 (9)0.0424 (10)0.0303 (8)−0.0258 (8)−0.0077 (7)0.0019 (7)
O40.0415 (8)0.0350 (9)0.0242 (7)−0.0102 (7)−0.0028 (6)−0.0119 (7)
C10.0256 (10)0.0159 (10)0.0307 (11)−0.0042 (8)−0.0075 (8)−0.0080 (8)
C20.0259 (10)0.0177 (10)0.0243 (10)−0.0036 (8)−0.0071 (8)−0.0073 (8)
C30.0211 (9)0.0173 (11)0.0250 (10)−0.0045 (8)−0.0045 (8)−0.0080 (8)
C40.0229 (9)0.0189 (11)0.0252 (10)−0.0044 (8)−0.0047 (8)−0.0082 (8)
C50.0270 (10)0.0194 (11)0.0232 (10)−0.0051 (8)−0.0043 (8)−0.0065 (8)
C60.0231 (10)0.0189 (11)0.0291 (11)−0.0058 (8)−0.0049 (8)−0.0059 (8)
C70.0288 (11)0.0266 (13)0.0319 (12)−0.0082 (9)−0.0069 (9)−0.0050 (10)
C80.036 (3)0.051 (5)0.051 (4)−0.022 (3)0.015 (3)−0.009 (4)
C90.042 (3)0.092 (5)0.062 (3)−0.024 (3)0.011 (2)−0.027 (3)
C8'0.036 (3)0.051 (5)0.051 (4)−0.022 (3)0.015 (3)−0.009 (4)
C9'0.061 (4)0.126 (8)0.049 (4)−0.049 (5)0.008 (4)0.002 (5)
C100.0333 (12)0.0412 (15)0.0637 (16)−0.0005 (10)−0.0194 (11)−0.0232 (13)
C110.0426 (13)0.0364 (14)0.0635 (16)−0.0133 (11)−0.0155 (11)−0.0221 (12)
C120.0398 (12)0.0375 (14)0.0481 (14)−0.0075 (10)−0.0256 (10)−0.0089 (11)
C130.0217 (10)0.0253 (12)0.0266 (10)−0.0042 (8)−0.0082 (8)−0.0087 (9)
C140.0323 (11)0.0293 (13)0.0334 (12)−0.0057 (9)−0.0107 (9)−0.0111 (10)
C150.0460 (13)0.0479 (16)0.0445 (14)−0.0051 (11)−0.0153 (11)−0.0259 (12)
C160.0520 (14)0.0612 (19)0.0263 (12)−0.0136 (13)−0.0138 (10)−0.0144 (12)
C170.0440 (13)0.0455 (16)0.0294 (12)−0.0165 (11)−0.0144 (10)−0.0007 (11)
C180.0329 (11)0.0289 (12)0.0291 (11)−0.0093 (9)−0.0126 (9)−0.0056 (9)
C190.0216 (9)0.0282 (12)0.0211 (10)−0.0071 (8)−0.0057 (8)−0.0066 (8)
C200.0283 (11)0.0378 (14)0.0294 (11)−0.0090 (9)−0.0053 (9)−0.0125 (10)
C210.0281 (12)0.0634 (19)0.0317 (12)−0.0086 (11)0.0003 (9)−0.0202 (12)
C220.0343 (13)0.0666 (19)0.0389 (14)−0.0277 (13)−0.0005 (10)−0.0091 (13)
C230.0456 (13)0.0450 (16)0.0432 (14)−0.0268 (12)−0.0116 (11)−0.0053 (12)
C240.0330 (11)0.0337 (13)0.0297 (11)−0.0127 (9)−0.0076 (9)−0.0076 (10)
C250.0295 (11)0.0367 (14)0.0400 (12)−0.0044 (9)−0.0123 (9)−0.0144 (10)
C260.0477 (13)0.0431 (15)0.0496 (14)−0.0125 (11)−0.0132 (11)−0.0252 (12)
C270.0389 (12)0.0437 (15)0.0352 (12)−0.0032 (10)−0.0155 (10)−0.0059 (11)
C280.0236 (10)0.0311 (13)0.0291 (11)−0.0073 (9)−0.0053 (8)−0.0048 (10)
C290.0528 (14)0.0563 (17)0.0248 (11)−0.0159 (12)−0.0067 (10)−0.0138 (11)
C300.0553 (15)0.070 (2)0.0390 (14)−0.0144 (13)0.0011 (12)−0.0271 (14)
Si1—C111.858 (2)C11—H11C0.9800
Si1—C121.868 (2)C12—H12A0.9800
Si1—C101.872 (2)C12—H12B0.9800
Si1—C11.9214 (19)C12—H12C0.9800
Si2—C261.859 (2)C13—C141.379 (3)
Si2—C251.869 (2)C13—C181.394 (3)
Si2—C271.871 (2)C14—C151.387 (3)
Si2—C41.9233 (19)C14—H14A0.9500
O1—C71.200 (2)C15—C161.380 (3)
O2—C71.348 (2)C15—H15A0.9500
O2—C8'1.475 (8)C16—C171.376 (3)
O2—C81.483 (6)C16—H16A0.9500
O3—C281.202 (2)C17—C181.387 (3)
O4—C281.338 (2)C17—H17A0.9500
O4—C291.459 (2)C18—H18A0.9500
C1—C21.406 (2)C19—C241.374 (3)
C1—C61.409 (3)C19—C201.397 (3)
C2—C31.416 (2)C20—C211.390 (3)
C2—C131.498 (2)C20—H20A0.9500
C3—C41.404 (2)C21—C221.372 (3)
C3—C191.496 (2)C21—H21A0.9500
C4—C51.409 (2)C22—C231.377 (3)
C5—C61.404 (3)C22—H22A0.9500
C5—C281.493 (3)C23—C241.389 (3)
C6—C71.505 (3)C23—H23A0.9500
C8—C91.506 (8)C24—H24A0.9500
C8—H8A0.9900C25—H25A0.9800
C8—H8B0.9900C25—H25B0.9800
C9—H9A0.9800C25—H25C0.9800
C9—H9B0.9800C26—H26A0.9800
C9—H9C0.9800C26—H26B0.9800
C8'—C9'1.504 (8)C26—H26C0.9800
C8'—H8'A0.9900C27—H27A0.9800
C8'—H8'B0.9900C27—H27B0.9800
C9'—H9'A0.9800C27—H27C0.9800
C9'—H9'B0.9800C29—C301.481 (3)
C9'—H9'C0.9800C29—H29A0.9900
C10—H10A0.9800C29—H29B0.9900
C10—H10B0.9800C30—H30A0.9800
C10—H10C0.9800C30—H30B0.9800
C11—H11A0.9800C30—H30C0.9800
C11—H11B0.9800
C11—Si1—C12108.75 (11)Si1—C12—H12B109.5
C11—Si1—C10111.67 (10)H12A—C12—H12B109.5
C12—Si1—C10102.99 (11)Si1—C12—H12C109.5
C11—Si1—C1111.51 (9)H12A—C12—H12C109.5
C12—Si1—C1112.47 (9)H12B—C12—H12C109.5
C10—Si1—C1109.18 (9)C14—C13—C18118.75 (19)
C26—Si2—C25108.78 (10)C14—C13—C2118.88 (18)
C26—Si2—C27110.16 (11)C18—C13—C2122.30 (19)
C25—Si2—C27102.15 (10)C13—C14—C15121.2 (2)
C26—Si2—C4111.22 (9)C13—C14—H14A119.4
C25—Si2—C4113.09 (8)C15—C14—H14A119.4
C27—Si2—C4111.07 (10)C16—C15—C14119.6 (2)
C7—O2—C8'119.7 (7)C16—C15—H15A120.2
C7—O2—C8111.5 (4)C14—C15—H15A120.2
C8'—O2—C821.5 (4)C17—C16—C15119.9 (2)
C28—O4—C29117.80 (17)C17—C16—H16A120.1
C2—C1—C6116.18 (16)C15—C16—H16A120.1
C2—C1—Si1122.45 (14)C16—C17—C18120.5 (2)
C6—C1—Si1121.06 (13)C16—C17—H17A119.8
C1—C2—C3121.63 (16)C18—C17—H17A119.8
C1—C2—C13120.41 (15)C17—C18—C13120.1 (2)
C3—C2—C13117.86 (15)C17—C18—H18A120.0
C4—C3—C2121.75 (16)C13—C18—H18A120.0
C4—C3—C19120.70 (15)C24—C19—C20118.84 (18)
C2—C3—C19117.50 (15)C24—C19—C3119.20 (17)
C3—C4—C5116.57 (15)C20—C19—C3121.90 (18)
C3—C4—Si2121.16 (13)C21—C20—C19119.9 (2)
C5—C4—Si2121.90 (13)C21—C20—H20A120.0
C6—C5—C4121.50 (16)C19—C20—H20A120.0
C6—C5—C28117.65 (16)C22—C21—C20120.3 (2)
C4—C5—C28120.84 (16)C22—C21—H21A119.9
C5—C6—C1122.30 (16)C20—C21—H21A119.9
C5—C6—C7118.89 (16)C21—C22—C23120.3 (2)
C1—C6—C7118.67 (16)C21—C22—H22A119.9
O1—C7—O2123.88 (18)C23—C22—H22A119.9
O1—C7—C6123.30 (19)C22—C23—C24119.5 (2)
O2—C7—C6112.80 (18)C22—C23—H23A120.3
O2—C8—C9105.0 (5)C24—C23—H23A120.3
O2—C8—H8A110.8C19—C24—C23121.2 (2)
C9—C8—H8A110.8C19—C24—H24A119.4
O2—C8—H8B110.8C23—C24—H24A119.4
C9—C8—H8B110.8Si2—C25—H25A109.5
H8A—C8—H8B108.8Si2—C25—H25B109.5
C8—C9—H9A109.5H25A—C25—H25B109.5
C8—C9—H9B109.5Si2—C25—H25C109.5
H9A—C9—H9B109.5H25A—C25—H25C109.5
C8—C9—H9C109.5H25B—C25—H25C109.5
H9A—C9—H9C109.5Si2—C26—H26A109.5
H9B—C9—H9C109.5Si2—C26—H26B109.5
O2—C8'—C9'106.5 (6)H26A—C26—H26B109.5
O2—C8'—H8'A110.4Si2—C26—H26C109.5
C9'—C8'—H8'A110.4H26A—C26—H26C109.5
O2—C8'—H8'B110.4H26B—C26—H26C109.5
C9'—C8'—H8'B110.4Si2—C27—H27A109.5
H8'A—C8'—H8'B108.6Si2—C27—H27B109.5
C8'—C9'—H9'A109.5H27A—C27—H27B109.5
C8'—C9'—H9'B109.5Si2—C27—H27C109.5
H9'A—C9'—H9'B109.5H27A—C27—H27C109.5
C8'—C9'—H9'C109.5H27B—C27—H27C109.5
H9'A—C9'—H9'C109.5O3—C28—O4124.7 (2)
H9'B—C9'—H9'C109.5O3—C28—C5125.0 (2)
Si1—C10—H10A109.5O4—C28—C5110.34 (17)
Si1—C10—H10B109.5O4—C29—C30111.25 (17)
H10A—C10—H10B109.5O4—C29—H29A109.4
Si1—C10—H10C109.5C30—C29—H29A109.4
H10A—C10—H10C109.5O4—C29—H29B109.4
H10B—C10—H10C109.5C30—C29—H29B109.4
Si1—C11—H11A109.5H29A—C29—H29B108.0
Si1—C11—H11B109.5C29—C30—H30A109.5
H11A—C11—H11B109.5C29—C30—H30B109.5
Si1—C11—H11C109.5H30A—C30—H30B109.5
H11A—C11—H11C109.5C29—C30—H30C109.5
H11B—C11—H11C109.5H30A—C30—H30C109.5
Si1—C12—H12A109.5H30B—C30—H30C109.5
C11—Si1—C1—C2−96.97 (18)C5—C6—C7—O1123.1 (2)
C12—Si1—C1—C225.50 (19)C1—C6—C7—O1−52.7 (3)
C10—Si1—C1—C2139.16 (16)C5—C6—C7—O2−58.3 (2)
C11—Si1—C1—C689.57 (18)C1—C6—C7—O2125.97 (19)
C12—Si1—C1—C6−147.96 (16)C7—O2—C8—C9163.3 (4)
C10—Si1—C1—C6−34.30 (19)C8'—O2—C8—C946 (2)
C6—C1—C2—C32.0 (3)C7—O2—C8'—C9'−81.0 (11)
Si1—C1—C2—C3−171.72 (14)C8—O2—C8'—C9'−8(2)
C6—C1—C2—C13−174.44 (17)C1—C2—C13—C1466.6 (2)
Si1—C1—C2—C1311.8 (2)C3—C2—C13—C14−110.0 (2)
C1—C2—C3—C4−3.1 (3)C1—C2—C13—C18−116.6 (2)
C13—C2—C3—C4173.50 (17)C3—C2—C13—C1866.8 (2)
C1—C2—C3—C19174.46 (17)C18—C13—C14—C150.9 (3)
C13—C2—C3—C19−9.0 (2)C2—C13—C14—C15177.77 (16)
C2—C3—C4—C53.0 (3)C13—C14—C15—C16−0.4 (3)
C19—C3—C4—C5−174.47 (16)C14—C15—C16—C17−0.1 (3)
C2—C3—C4—Si2−170.20 (14)C15—C16—C17—C180.1 (3)
C19—C3—C4—Si212.4 (2)C16—C17—C18—C130.4 (3)
C26—Si2—C4—C3−94.38 (17)C14—C13—C18—C17−0.8 (3)
C25—Si2—C4—C328.36 (19)C2—C13—C18—C17−177.62 (15)
C27—Si2—C4—C3142.54 (16)C4—C3—C19—C2469.9 (2)
C26—Si2—C4—C592.81 (18)C2—C3—C19—C24−107.7 (2)
C25—Si2—C4—C5−144.45 (16)C4—C3—C19—C20−112.8 (2)
C27—Si2—C4—C5−30.27 (18)C2—C3—C19—C2069.7 (2)
C3—C4—C5—C6−2.1 (3)C24—C19—C20—C210.1 (3)
Si2—C4—C5—C6171.00 (14)C3—C19—C20—C21−177.23 (16)
C3—C4—C5—C28179.11 (17)C19—C20—C21—C220.3 (3)
Si2—C4—C5—C28−7.8 (3)C20—C21—C22—C23−0.7 (3)
C4—C5—C6—C11.3 (3)C21—C22—C23—C240.6 (3)
C28—C5—C6—C1−179.87 (18)C20—C19—C24—C23−0.3 (3)
C4—C5—C6—C7−174.30 (17)C3—C19—C24—C23177.18 (17)
C28—C5—C6—C74.5 (3)C22—C23—C24—C19−0.1 (3)
C2—C1—C6—C5−1.2 (3)C29—O4—C28—O3−2.0 (3)
Si1—C1—C6—C5172.65 (14)C29—O4—C28—C5177.76 (14)
C2—C1—C6—C7174.43 (17)C6—C5—C28—O3−56.6 (3)
Si1—C1—C6—C7−11.7 (2)C4—C5—C28—O3122.3 (2)
C8'—O2—C7—O17.8 (5)C6—C5—C28—O4123.73 (18)
C8—O2—C7—O1−14.2 (4)C4—C5—C28—O4−57.5 (2)
C8'—O2—C7—C6−170.8 (4)C28—O4—C29—C3090.7 (2)
C8—O2—C7—C6167.2 (4)
D—H···AD—HH···AD···AD—H···A
C10—H10B···O10.982.393.116 (3)131
C27—H27B···O40.982.433.137 (3)129
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯ADAD—H⋯A
C10—H10B⋯O10.982.393.116 (3)131
C27—H27B⋯O40.982.433.137 (3)129
  2 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  Homologation method for preparation of substituted pentacenes and naphthacenes.

Authors:  Tamotsu Takahashi; Shi Li; Wenying Huang; Fanzhi Kong; Kiyohiko Nakajima; Baojian Shen; Takahiro Ohe; Ken-ichiro Kanno
Journal:  J Org Chem       Date:  2006-10-13       Impact factor: 4.354

  2 in total

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