(1S,3S)-1-tert-Butyl­diphenyl­siloxy-3-hydr­oxy-3-isopropenyl-1,2,3,4-tetra­hydro­naphthalene

In the title compound, C₂₉H₃₄O₂Si, the isopropenyl group is oriented trans and the OH group is cis to the tert-butyl­diphenyl­siloxy (OTBDPS) group. The cyclo­hexane ring of the tetra­hydro­naphthalene system adopts a half-chair conformation in which the stereogenic centre at the ring C3 atom is projected above the plane of the ring (³H₂), minimizing steric congestion between the substituents on the ring C3 atom and the bulky OTBDPS group.

Key indicators

• Single-crystal X-ray study
• T = 193 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.038
• wR factor = 0.095
• Data-to-parameter ratio = 17.5

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor       O2     -   H2O    ...          ?

Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.88 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C14

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           26.40
           From the CIF: _reflns_number_total               5064
           Count of symmetry unique reflns         2701
           Completeness (_total/calc)            187.49%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      2363
           Fraction of Friedel pairs measured     0.875
           Are heavy atom types Z>Si present        yes

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

(3S,1S)-1-tert-Butyldiphenylsiloxy-3-hydroxy-3-isopropenyl-1,2,3,4- tetrahydronaphthalene

Crystal data

C29H34O2Si	F(000) = 476
Mr = 442.65	Dx = 1.182 Mg m^−3
Monoclinic, P21	Melting point: 368 K
Hall symbol: P 2yb	Mo Kα radiation, λ = 0.71073 Å
a = 10.4483 (12) Å	Cell parameters from 4566 reflections
b = 10.2152 (12) Å	θ = 2.5–26.2°
c = 11.6877 (13) Å	µ = 0.12 mm^−1
β = 94.506 (2)°	T = 193 K
V = 1243.6 (2) Å^3	Plate, pale yellow
Z = 2	0.47 × 0.28 × 0.11 mm

Data collection

Bruker PLATFORM diffractometer/SMART 1000 CCD area-detector	5064 independent reflections
Radiation source: fine-focus sealed tube	4498 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
Detector resolution: 8.192 pixels mm^-1	θmax = 26.4°, θmin = 2.0°
ω scans	h = −13→13
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −12→12
Tmin = 0.947, Tmax = 0.987	l = −14→14
9592 measured reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.038	H-atom parameters constrained
wR(F^2) = 0.095	w = 1/[σ^2(Fo^2) + (0.0494P)^2 + 0.0552P] where P = (Fo^2 + 2Fc^2)/3
S = 1.05	(Δ/σ)max < 0.001
5064 reflections	Δρmax = 0.26 e Å^−3
290 parameters	Δρmin = −0.18 e Å^−3
1 restraint	Absolute structure: Flack (1983), 2367 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.01 (10)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Si	0.23659 (5)	0.36299 (5)	0.19880 (4)	0.02460 (12)
O1	0.25169 (13)	0.44946 (14)	0.31752 (10)	0.0310 (3)
O2	0.51244 (15)	0.20692 (18)	0.61257 (14)	0.0479 (4)
H2O	0.5685	0.2206	0.5662	0.058*
C1	0.26768 (19)	0.40844 (18)	0.43463 (15)	0.0261 (4)
H1	0.1912	0.3548	0.4511	0.031*
C2	0.38668 (19)	0.3249 (2)	0.45963 (17)	0.0324 (5)
H2A	0.4627	0.3716	0.4346	0.039*
H2B	0.3772	0.2418	0.4161	0.039*
C3	0.40640 (19)	0.2954 (2)	0.58838 (18)	0.0321 (5)
C4	0.4379 (2)	0.4245 (2)	0.64912 (18)	0.0345 (5)
H4A	0.4372	0.4109	0.7329	0.041*
H4B	0.5258	0.4513	0.6332	0.041*
C5	0.34585 (19)	0.5339 (2)	0.61344 (17)	0.0287 (4)
C6	0.3404 (2)	0.6451 (2)	0.68185 (18)	0.0370 (5)
H6	0.3903	0.6484	0.7533	0.044*
C7	0.2642 (2)	0.7501 (2)	0.64810 (19)	0.0400 (5)
H7	0.2623	0.8252	0.6959	0.048*
C8	0.1906 (2)	0.7464 (2)	0.54501 (18)	0.0378 (5)
H8	0.1388	0.8193	0.5209	0.045*
C9	0.1927 (2)	0.6359 (2)	0.47683 (17)	0.0310 (5)
H9	0.1407	0.6328	0.4065	0.037*
C10	0.26983 (18)	0.52914 (18)	0.50966 (16)	0.0250 (4)
C11	0.2912 (2)	0.2240 (2)	0.63060 (17)	0.0337 (5)
C12	0.2240 (2)	0.2697 (2)	0.7121 (2)	0.0439 (6)
H12A	0.1532	0.2211	0.7359	0.053*
H12B	0.2461	0.3513	0.7473	0.053*
C13	0.2584 (3)	0.0958 (2)	0.5737 (2)	0.0520 (6)
H13A	0.1807	0.0601	0.6038	0.062*
H13B	0.3297	0.0344	0.5894	0.062*
H13C	0.2434	0.1089	0.4907	0.062*
C14	0.11708 (19)	0.4569 (2)	0.10059 (17)	0.0347 (5)
C15	0.0929 (3)	0.3866 (4)	−0.0134 (2)	0.0707 (9)
H15A	0.0276	0.4341	−0.0618	0.085*
H15B	0.0627	0.2975	0.0000	0.085*
H15C	0.1728	0.3829	−0.0519	0.085*
C16	0.1744 (3)	0.5917 (3)	0.0799 (3)	0.0719 (10)
H16A	0.1129	0.6438	0.0314	0.086*
H16B	0.2538	0.5815	0.0415	0.086*
H16C	0.1932	0.6363	0.1536	0.086*
C17	−0.0109 (2)	0.4771 (3)	0.1527 (3)	0.0663 (8)
H17A	−0.0699	0.5246	0.0981	0.080*
H17B	0.0031	0.5280	0.2237	0.080*
H17C	−0.0479	0.3919	0.1698	0.080*
C21	0.18379 (19)	0.19158 (19)	0.22966 (16)	0.0275 (4)
C22	0.2605 (2)	0.0817 (2)	0.21531 (18)	0.0331 (5)
H22	0.3422	0.0927	0.1863	0.040*
C23	0.2200 (2)	−0.0432 (2)	0.24242 (18)	0.0361 (5)
H23	0.2740	−0.1163	0.2318	0.043*
C24	0.1024 (2)	−0.0613 (2)	0.28440 (17)	0.0367 (5)
H24	0.0744	−0.1470	0.3019	0.044*
C25	0.0247 (2)	0.0452 (2)	0.3012 (2)	0.0400 (5)
H25	−0.0563	0.0333	0.3314	0.048*
C26	0.0652 (2)	0.1692 (2)	0.27395 (18)	0.0360 (5)
H26	0.0107	0.2416	0.2857	0.043*
C31	0.39470 (17)	0.3632 (2)	0.13375 (14)	0.0265 (4)
C32	0.49005 (19)	0.4524 (2)	0.17339 (16)	0.0307 (4)
H32	0.4756	0.5078	0.2364	0.037*
C33	0.6047 (2)	0.4612 (2)	0.12233 (18)	0.0366 (5)
H33	0.6683	0.5221	0.1506	0.044*
C34	0.6271 (2)	0.3821 (2)	0.03082 (19)	0.0423 (6)
H34	0.7063	0.3880	−0.0036	0.051*
C35	0.5352 (2)	0.2947 (2)	−0.0108 (2)	0.0431 (6)
H35	0.5502	0.2404	−0.0743	0.052*
C36	0.4203 (2)	0.2862 (2)	0.04024 (18)	0.0363 (5)
H36	0.3570	0.2259	0.0104	0.044*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Si	0.0256 (2)	0.0250 (3)	0.0233 (2)	0.0001 (2)	0.00238 (18)	−0.0025 (2)
O1	0.0458 (9)	0.0253 (7)	0.0221 (6)	0.0027 (6)	0.0036 (6)	−0.0006 (6)
O2	0.0410 (9)	0.0575 (11)	0.0457 (9)	0.0249 (8)	0.0062 (7)	0.0079 (8)
C1	0.0312 (10)	0.0257 (9)	0.0217 (9)	−0.0007 (8)	0.0042 (8)	0.0008 (7)
C2	0.0329 (11)	0.0358 (12)	0.0294 (10)	0.0075 (9)	0.0076 (8)	−0.0013 (8)
C3	0.0295 (11)	0.0358 (12)	0.0309 (10)	0.0095 (9)	0.0018 (8)	0.0007 (9)
C4	0.0287 (11)	0.0414 (12)	0.0327 (11)	−0.0001 (9)	−0.0022 (9)	0.0017 (9)
C5	0.0270 (10)	0.0290 (10)	0.0303 (10)	−0.0060 (8)	0.0040 (8)	−0.0013 (8)
C6	0.0426 (12)	0.0380 (12)	0.0295 (11)	−0.0106 (10)	−0.0015 (9)	−0.0060 (9)
C7	0.0541 (14)	0.0272 (12)	0.0396 (12)	−0.0087 (10)	0.0102 (10)	−0.0105 (9)
C8	0.0526 (14)	0.0273 (12)	0.0344 (11)	0.0019 (10)	0.0082 (10)	−0.0009 (9)
C9	0.0355 (11)	0.0325 (11)	0.0251 (10)	0.0002 (9)	0.0036 (9)	−0.0010 (9)
C10	0.0263 (10)	0.0235 (9)	0.0259 (9)	−0.0041 (8)	0.0075 (8)	−0.0008 (8)
C11	0.0386 (11)	0.0300 (11)	0.0319 (10)	0.0074 (10)	−0.0004 (9)	0.0082 (9)
C12	0.0483 (14)	0.0380 (12)	0.0474 (13)	0.0042 (10)	0.0173 (11)	0.0086 (10)
C13	0.0692 (17)	0.0341 (13)	0.0526 (15)	−0.0023 (12)	0.0042 (13)	0.0029 (11)
C14	0.0305 (10)	0.0389 (12)	0.0340 (11)	0.0000 (10)	−0.0011 (8)	0.0049 (10)
C15	0.079 (2)	0.091 (3)	0.0378 (13)	0.0113 (18)	−0.0228 (13)	−0.0074 (15)
C16	0.0534 (17)	0.0501 (17)	0.109 (3)	−0.0015 (13)	−0.0168 (17)	0.0391 (17)
C17	0.0410 (14)	0.086 (2)	0.0718 (19)	0.0245 (15)	0.0065 (13)	0.0225 (17)
C21	0.0314 (10)	0.0264 (10)	0.0247 (9)	−0.0009 (8)	0.0025 (8)	−0.0016 (8)
C22	0.0302 (11)	0.0331 (11)	0.0356 (11)	−0.0013 (9)	0.0010 (9)	−0.0007 (9)
C23	0.0418 (12)	0.0281 (11)	0.0376 (11)	0.0022 (10)	−0.0029 (9)	0.0001 (10)
C24	0.0440 (13)	0.0338 (12)	0.0310 (10)	−0.0109 (10)	−0.0042 (9)	0.0029 (9)
C25	0.0379 (12)	0.0398 (12)	0.0434 (13)	−0.0080 (10)	0.0104 (10)	−0.0015 (10)
C26	0.0358 (11)	0.0317 (11)	0.0414 (12)	0.0001 (9)	0.0087 (9)	−0.0012 (10)
C31	0.0273 (9)	0.0265 (9)	0.0258 (8)	0.0021 (10)	0.0026 (7)	0.0024 (9)
C32	0.0340 (11)	0.0298 (10)	0.0278 (10)	0.0013 (9)	−0.0009 (8)	0.0028 (9)
C33	0.0328 (11)	0.0398 (12)	0.0368 (11)	−0.0087 (10)	−0.0002 (9)	0.0108 (10)
C34	0.0321 (11)	0.0522 (15)	0.0443 (12)	0.0019 (11)	0.0134 (9)	0.0126 (12)
C35	0.0472 (14)	0.0441 (14)	0.0400 (12)	0.0051 (11)	0.0169 (10)	−0.0048 (11)
C36	0.0354 (12)	0.0383 (12)	0.0360 (12)	−0.0008 (10)	0.0069 (9)	−0.0063 (9)

Geometric parameters (Å, º)

Si—O1	1.6420 (13)	C14—C15	1.517 (3)
Si—C31	1.8720 (18)	C14—C17	1.526 (3)
Si—C21	1.879 (2)	C14—C16	1.528 (4)
Si—C14	1.890 (2)	C15—H15A	0.9800
O1—C1	1.429 (2)	C15—H15B	0.9800
O2—C3	1.441 (2)	C15—H15C	0.9800
O2—H2O	0.8400	C16—H16A	0.9800
C1—C10	1.512 (3)	C16—H16B	0.9800
C1—C2	1.517 (3)	C16—H16C	0.9800
C1—H1	1.0000	C17—H17A	0.9800
C2—C3	1.533 (3)	C17—H17B	0.9800
C2—H2A	0.9900	C17—H17C	0.9800
C2—H2B	0.9900	C21—C22	1.397 (3)
C3—C4	1.521 (3)	C21—C26	1.399 (3)
C3—C11	1.523 (3)	C22—C23	1.388 (3)
C4—C5	1.512 (3)	C22—H22	0.9500
C4—H4A	0.9900	C23—C24	1.371 (3)
C4—H4B	0.9900	C23—H23	0.9500
C5—C6	1.393 (3)	C24—C25	1.381 (3)
C5—C10	1.398 (3)	C24—H24	0.9500
C6—C7	1.375 (3)	C25—C26	1.380 (3)
C6—H6	0.9500	C25—H25	0.9500
C7—C8	1.378 (3)	C26—H26	0.9500
C7—H7	0.9500	C31—C36	1.389 (3)
C8—C9	1.383 (3)	C31—C32	1.402 (3)
C8—H8	0.9500	C32—C33	1.383 (3)
C9—C10	1.392 (3)	C32—H32	0.9500
C9—H9	0.9500	C33—C34	1.375 (3)
C11—C12	1.313 (3)	C33—H33	0.9500
C11—C13	1.496 (3)	C34—C35	1.372 (3)
C12—H12A	0.9500	C34—H34	0.9500
C12—H12B	0.9500	C35—C36	1.384 (3)
C13—H13A	0.9800	C35—H35	0.9500
C13—H13B	0.9800	C36—H36	0.9500
C13—H13C	0.9800
O1—Si—C31	108.26 (8)	H13B—C13—H13C	109.5
O1—Si—C21	110.44 (8)	C15—C14—C17	108.9 (2)
C31—Si—C21	111.14 (9)	C15—C14—C16	109.2 (2)
O1—Si—C14	104.78 (9)	C17—C14—C16	107.9 (2)
C31—Si—C14	108.35 (9)	C15—C14—Si	110.45 (17)
C21—Si—C14	113.57 (9)	C17—C14—Si	112.57 (15)
C1—O1—Si	130.40 (12)	C16—C14—Si	107.78 (15)
C3—O2—H2O	109.5	C14—C15—H15A	109.5
O1—C1—C10	108.16 (15)	C14—C15—H15B	109.5
O1—C1—C2	112.45 (15)	H15A—C15—H15B	109.5
C10—C1—C2	111.86 (16)	C14—C15—H15C	109.5
O1—C1—H1	108.1	H15A—C15—H15C	109.5
C10—C1—H1	108.1	H15B—C15—H15C	109.5
C2—C1—H1	108.1	C14—C16—H16A	109.5
C1—C2—C3	110.15 (15)	C14—C16—H16B	109.5
C1—C2—H2A	109.6	H16A—C16—H16B	109.5
C3—C2—H2A	109.6	C14—C16—H16C	109.5
C1—C2—H2B	109.6	H16A—C16—H16C	109.5
C3—C2—H2B	109.6	H16B—C16—H16C	109.5
H2A—C2—H2B	108.1	C14—C17—H17A	109.5
O2—C3—C4	108.50 (16)	C14—C17—H17B	109.5
O2—C3—C11	104.54 (17)	H17A—C17—H17B	109.5
C4—C3—C11	114.32 (17)	C14—C17—H17C	109.5
O2—C3—C2	110.98 (16)	H17A—C17—H17C	109.5
C4—C3—C2	107.17 (17)	H17B—C17—H17C	109.5
C11—C3—C2	111.33 (17)	C22—C21—C26	116.51 (19)
C5—C4—C3	113.74 (16)	C22—C21—Si	123.08 (15)
C5—C4—H4A	108.8	C26—C21—Si	120.35 (15)
C3—C4—H4A	108.8	C23—C22—C21	121.5 (2)
C5—C4—H4B	108.8	C23—C22—H22	119.2
C3—C4—H4B	108.8	C21—C22—H22	119.2
H4A—C4—H4B	107.7	C24—C23—C22	120.2 (2)
C6—C5—C10	118.74 (19)	C24—C23—H23	119.9
C6—C5—C4	119.90 (18)	C22—C23—H23	119.9
C10—C5—C4	121.29 (18)	C23—C24—C25	119.8 (2)
C7—C6—C5	121.4 (2)	C23—C24—H24	120.1
C7—C6—H6	119.3	C25—C24—H24	120.1
C5—C6—H6	119.3	C26—C25—C24	119.8 (2)
C6—C7—C8	120.0 (2)	C26—C25—H25	120.1
C6—C7—H7	120.0	C24—C25—H25	120.1
C8—C7—H7	120.0	C25—C26—C21	122.1 (2)
C7—C8—C9	119.6 (2)	C25—C26—H26	118.9
C7—C8—H8	120.2	C21—C26—H26	118.9
C9—C8—H8	120.2	C36—C31—C32	116.88 (17)
C8—C9—C10	121.05 (19)	C36—C31—Si	123.34 (15)
C8—C9—H9	119.5	C32—C31—Si	119.55 (14)
C10—C9—H9	119.5	C33—C32—C31	121.12 (19)
C9—C10—C5	119.27 (18)	C33—C32—H32	119.4
C9—C10—C1	119.82 (17)	C31—C32—H32	119.4
C5—C10—C1	120.89 (18)	C34—C33—C32	120.2 (2)
C12—C11—C13	121.1 (2)	C34—C33—H33	119.9
C12—C11—C3	123.1 (2)	C32—C33—H33	119.9
C13—C11—C3	115.76 (19)	C35—C34—C33	120.07 (19)
C11—C12—H12A	120.0	C35—C34—H34	120.0
C11—C12—H12B	120.0	C33—C34—H34	120.0
H12A—C12—H12B	120.0	C34—C35—C36	119.6 (2)
C11—C13—H13A	109.5	C34—C35—H35	120.2
C11—C13—H13B	109.5	C36—C35—H35	120.2
H13A—C13—H13B	109.5	C35—C36—C31	122.1 (2)
C11—C13—H13C	109.5	C35—C36—H36	119.0
H13A—C13—H13C	109.5	C31—C36—H36	119.0
C31—Si—O1—C1	−101.63 (17)	C31—Si—C14—C15	65.09 (19)
C21—Si—O1—C1	20.26 (18)	C21—Si—C14—C15	−58.90 (19)
C14—Si—O1—C1	142.91 (16)	O1—Si—C14—C17	−57.5 (2)
Si—O1—C1—C10	−177.16 (13)	C31—Si—C14—C17	−172.95 (19)
Si—O1—C1—C2	58.8 (2)	C21—Si—C14—C17	63.1 (2)
O1—C1—C2—C3	174.31 (16)	O1—Si—C14—C16	61.3 (2)
C10—C1—C2—C3	52.4 (2)	C31—Si—C14—C16	−54.1 (2)
C1—C2—C3—O2	175.03 (17)	C21—Si—C14—C16	−178.07 (19)
C1—C2—C3—C4	−66.7 (2)	O1—Si—C21—C22	−114.47 (16)
C1—C2—C3—C11	59.0 (2)	C31—Si—C21—C22	5.70 (19)
O2—C3—C4—C5	169.36 (17)	C14—Si—C21—C22	128.17 (17)
C11—C3—C4—C5	−74.4 (2)	O1—Si—C21—C26	62.61 (18)
C2—C3—C4—C5	49.5 (2)	C31—Si—C21—C26	−177.22 (15)
C3—C4—C5—C6	162.53 (19)	C14—Si—C21—C26	−54.75 (19)
C3—C4—C5—C10	−20.7 (3)	C26—C21—C22—C23	0.7 (3)
C10—C5—C6—C7	−1.3 (3)	Si—C21—C22—C23	177.93 (16)
C4—C5—C6—C7	175.5 (2)	C21—C22—C23—C24	0.0 (3)
C5—C6—C7—C8	0.4 (3)	C22—C23—C24—C25	−0.9 (3)
C6—C7—C8—C9	0.9 (3)	C23—C24—C25—C26	1.0 (3)
C7—C8—C9—C10	−1.2 (3)	C24—C25—C26—C21	−0.2 (3)
C8—C9—C10—C5	0.2 (3)	C22—C21—C26—C25	−0.6 (3)
C8—C9—C10—C1	178.56 (18)	Si—C21—C26—C25	−177.90 (17)
C6—C5—C10—C9	1.0 (3)	O1—Si—C31—C36	171.85 (16)
C4—C5—C10—C9	−175.80 (18)	C21—Si—C31—C36	50.40 (19)
C6—C5—C10—C1	−177.29 (18)	C14—Si—C31—C36	−75.0 (2)
C4—C5—C10—C1	5.9 (3)	O1—Si—C31—C32	−13.81 (18)
O1—C1—C10—C9	35.6 (2)	C21—Si—C31—C32	−135.26 (16)
C2—C1—C10—C9	159.95 (18)	C14—Si—C31—C32	99.30 (17)
O1—C1—C10—C5	−146.12 (17)	C36—C31—C32—C33	−1.0 (3)
C2—C1—C10—C5	−21.7 (2)	Si—C31—C32—C33	−175.71 (15)
O2—C3—C11—C12	118.8 (2)	C31—C32—C33—C34	0.2 (3)
C4—C3—C11—C12	0.3 (3)	C32—C33—C34—C35	0.5 (3)
C2—C3—C11—C12	−121.3 (2)	C33—C34—C35—C36	−0.4 (3)
O2—C3—C11—C13	−60.8 (2)	C34—C35—C36—C31	−0.5 (3)
C4—C3—C11—C13	−179.27 (18)	C32—C31—C36—C35	1.2 (3)
C2—C3—C11—C13	59.1 (2)	Si—C31—C36—C35	175.63 (18)
O1—Si—C14—C15	−179.51 (17)