Cholesteryl phenyl­acetate

The mol­ecule of the title compound, C₃₅H₅₂O₂, adopts an extended conformation, with the phenylacetate group twisted by 69.3 (1)° from the least-squares plane of the tetra­cyclic ring system. In the crystal structure, the mol­ecules are aligned in an anti­parallel fashion to form alternate layers. These layers are then packed in a herring-bone arrangement.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](Wave) = 0.000 Å
• R factor = 0.056
• wR factor = 0.127
• Data-to-parameter ratio = 15.1

checkCIF/PLATON results

No syntax errors found



Alert level G
REFLT03_ALERT_4_G  ALERT: MoKa measured Friedel data cannot be used to
                   determine absolute structure in a light-atom
                   study EXCEPT under VERY special conditions.
                   It is preferred that Friedel data is merged in such cases.
           From the CIF: _diffrn_reflns_theta_max           25.01
           From the CIF: _reflns_number_total               5117
           Count of symmetry unique reflns         3106
           Completeness (_total/calc)            164.75%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      2011
           Fraction of Friedel pairs measured     0.647
           Are heavy atom types Z>Si present         no

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97.

Cholesteryl phenylacetate

Crystal data

C35H52O2	F(000) = 1112
Mr = 504.77	Dx = 1.115 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 6121 reflections
a = 10.1476 (15) Å	θ = 2.2–25.0°
b = 46.823 (7) Å	µ = 0.07 mm^−1
c = 6.3293 (9) Å	T = 173 K
V = 3007.3 (8) Å^3	Plate, colourless
Z = 4	0.50 × 0.28 × 0.10 mm

Data collection

Bruker SMART CCD area-detector diffractometer	4543 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.032
Graphite monochromator	θmax = 25.0°, θmin = 1.7°
ω scans	h = −10→11
9396 measured reflections	k = −54→38
5117 independent reflections	l = −7→6

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)] = 0.056	H-atom parameters constrained
wR(F^2) = 0.127	w = 1/[σ^2(Fo^2) + (0.0189P)^2 + 2.2445P] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.001
5117 reflections	Δρmax = 0.32 e Å^−3
340 parameters	Δρmin = −0.21 e Å^−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 1997), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0034 (6)

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
O3	0.2620 (2)	0.95627 (4)	1.4050 (4)	0.0480 (6)
O28	0.4804 (3)	0.95338 (6)	1.4139 (8)	0.1178 (15)
C1	0.1244 (3)	0.88272 (6)	1.3335 (4)	0.0387 (7)
H1A	0.0387	0.8745	1.3775	0.046*
H1B	0.1943	0.8723	1.4109	0.046*
C2	0.1282 (4)	0.91414 (6)	1.4007 (5)	0.0434 (8)
H2A	0.0533	0.9246	1.3368	0.052*
H2B	0.1211	0.9156	1.5563	0.052*
C3	0.2559 (4)	0.92686 (6)	1.3277 (5)	0.0447 (8)
H3	0.3312	0.9157	1.3871	0.054*
C4	0.2620 (3)	0.92636 (6)	1.0875 (5)	0.0405 (7)
H4A	0.1874	0.9374	1.0287	0.049*
H4B	0.3450	0.9353	1.0391	0.049*
C5	0.2554 (3)	0.89569 (6)	1.0089 (4)	0.0333 (6)
C6	0.3448 (3)	0.88591 (6)	0.8739 (5)	0.0359 (7)
H6	0.4099	0.8990	0.8263	0.043*
C7	0.3516 (3)	0.85617 (6)	0.7907 (5)	0.0351 (7)
H7A	0.4284	0.8464	0.8545	0.042*
H7B	0.3657	0.8569	0.6360	0.042*
C8	0.2272 (3)	0.83865 (5)	0.8362 (4)	0.0280 (6)
H8	0.1570	0.8439	0.7324	0.034*
C9	0.1784 (3)	0.84514 (5)	1.0620 (4)	0.0284 (6)
H9	0.2543	0.8412	1.1584	0.034*
C10	0.1428 (3)	0.87718 (5)	1.0931 (4)	0.0311 (6)
C11	0.0673 (3)	0.82449 (5)	1.1277 (4)	0.0328 (6)
H11A	0.0466	0.8277	1.2788	0.039*
H11B	−0.0128	0.8291	1.0451	0.039*
C12	0.1008 (3)	0.79272 (5)	1.0952 (4)	0.0313 (6)
H12A	0.1731	0.7873	1.1921	0.038*
H12B	0.0228	0.7810	1.1310	0.038*
C13	0.1425 (3)	0.78641 (5)	0.8673 (4)	0.0281 (6)
C14	0.2575 (3)	0.80697 (5)	0.8169 (4)	0.0287 (6)
H14	0.3270	0.8029	0.9247	0.034*
C15	0.3126 (3)	0.79600 (6)	0.6059 (4)	0.0348 (7)
H15A	0.4081	0.8000	0.5944	0.042*
H15B	0.2666	0.8050	0.4851	0.042*
C16	0.2861 (3)	0.76334 (6)	0.6122 (4)	0.0349 (7)
H16A	0.3701	0.7526	0.6064	0.042*
H16B	0.2308	0.7575	0.4909	0.042*
C17	0.2132 (3)	0.75740 (5)	0.8245 (4)	0.0287 (6)
H17	0.2836	0.7558	0.9344	0.034*
C18	0.0251 (3)	0.79008 (6)	0.7168 (4)	0.0336 (6)
H18A	−0.0452	0.7768	0.7568	0.050*
H18B	0.0533	0.7861	0.5717	0.050*
H18C	−0.0078	0.8097	0.7257	0.050*
C19	0.0153 (3)	0.88549 (6)	0.9756 (5)	0.0401 (7)
H19A	0.0001	0.9061	0.9905	0.060*
H19B	−0.0593	0.8750	1.0362	0.060*
H19C	0.0240	0.8807	0.8256	0.060*
C20	0.1357 (3)	0.72916 (5)	0.8333 (4)	0.0352 (7)
H20	0.0500	0.7321	0.7583	0.042*
C21	0.1057 (4)	0.72114 (7)	1.0634 (5)	0.0519 (9)
H21A	0.0545	0.7034	1.0667	0.078*
H21B	0.0549	0.7365	1.1300	0.078*
H21C	0.1886	0.7184	1.1403	0.078*
C22	0.2092 (3)	0.70486 (6)	0.7239 (5)	0.0407 (7)
H22A	0.2966	0.7028	0.7917	0.049*
H22B	0.2244	0.7103	0.5748	0.049*
C23	0.1406 (3)	0.67578 (6)	0.7271 (6)	0.0468 (8)
H23A	0.1396	0.6685	0.8738	0.056*
H23B	0.0480	0.6782	0.6812	0.056*
C24	0.2071 (4)	0.65392 (6)	0.5851 (5)	0.0528 (9)
H24A	0.2988	0.6512	0.6344	0.063*
H24B	0.2112	0.6618	0.4400	0.063*
C25	0.1398 (4)	0.62477 (6)	0.5765 (6)	0.0510 (9)
H25	0.0456	0.6277	0.5357	0.061*
C26	0.2033 (6)	0.60572 (9)	0.4145 (8)	0.1009 (19)
H26A	0.1990	0.6149	0.2755	0.151*
H26B	0.1567	0.5874	0.4097	0.151*
H26C	0.2957	0.6025	0.4529	0.151*
C27	0.1433 (5)	0.60961 (8)	0.7906 (7)	0.0742 (12)
H27A	0.0955	0.5915	0.7806	0.111*
H27B	0.1017	0.6217	0.8976	0.111*
H27C	0.2350	0.6059	0.8306	0.111*
C28	0.3808 (4)	0.96620 (7)	1.4513 (7)	0.0611 (11)
C29	0.3750 (4)	0.99563 (7)	1.5493 (6)	0.0587 (10)
H29A	0.2995	1.0062	1.4883	0.070*
H29B	0.3593	0.9937	1.7030	0.070*
C30	0.4985 (3)	1.01266 (6)	1.5154 (5)	0.0439 (8)
C31	0.5226 (4)	1.02558 (7)	1.3241 (6)	0.0616 (10)
H31	0.4586	1.0240	1.2151	0.074*
C32	0.6346 (5)	1.04049 (8)	1.2860 (7)	0.0699 (11)
H32	0.6484	1.0492	1.1524	0.084*
C33	0.7282 (5)	1.04285 (8)	1.4420 (7)	0.0694 (12)
H33	0.8072	1.0531	1.4154	0.083*
C34	0.7083 (4)	1.03039 (8)	1.6370 (7)	0.0678 (12)
H34	0.7726	1.0322	1.7452	0.081*
C35	0.5918 (4)	1.01496 (7)	1.6735 (6)	0.0545 (9)
H35	0.5772	1.0061	1.8066	0.065*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0567 (15)	0.0280 (10)	0.0594 (14)	0.0048 (10)	−0.0040 (12)	−0.0114 (10)
O28	0.062 (2)	0.0535 (18)	0.238 (5)	0.0087 (15)	−0.011 (2)	−0.057 (2)
C1	0.060 (2)	0.0244 (14)	0.0320 (15)	0.0000 (14)	0.0083 (15)	−0.0010 (12)
C2	0.066 (2)	0.0287 (15)	0.0359 (16)	−0.0007 (15)	0.0101 (16)	−0.0014 (13)
C3	0.063 (2)	0.0231 (14)	0.0481 (18)	0.0064 (14)	−0.0035 (17)	−0.0078 (13)
C4	0.0494 (19)	0.0241 (14)	0.0480 (18)	−0.0038 (13)	0.0051 (16)	0.0044 (13)
C5	0.0403 (17)	0.0254 (14)	0.0340 (15)	−0.0020 (13)	0.0011 (13)	0.0039 (11)
C6	0.0401 (17)	0.0273 (14)	0.0404 (16)	−0.0059 (12)	0.0028 (14)	0.0040 (12)
C7	0.0385 (17)	0.0296 (14)	0.0371 (15)	−0.0025 (13)	0.0093 (13)	0.0000 (12)
C8	0.0317 (15)	0.0279 (13)	0.0243 (13)	−0.0002 (11)	0.0031 (11)	0.0032 (10)
C9	0.0357 (16)	0.0227 (13)	0.0267 (13)	0.0005 (11)	0.0042 (11)	0.0006 (11)
C10	0.0429 (16)	0.0216 (13)	0.0287 (14)	0.0023 (12)	0.0034 (13)	0.0032 (11)
C11	0.0423 (16)	0.0241 (14)	0.0318 (15)	0.0019 (12)	0.0114 (13)	−0.0006 (11)
C12	0.0409 (17)	0.0248 (14)	0.0282 (14)	−0.0025 (12)	0.0033 (12)	0.0016 (11)
C13	0.0346 (15)	0.0239 (13)	0.0257 (13)	0.0015 (11)	0.0012 (12)	0.0015 (10)
C14	0.0342 (15)	0.0282 (14)	0.0238 (13)	0.0017 (12)	0.0021 (12)	−0.0006 (10)
C15	0.0424 (17)	0.0339 (15)	0.0280 (14)	0.0001 (12)	0.0085 (13)	−0.0028 (12)
C16	0.0441 (17)	0.0276 (14)	0.0331 (15)	0.0068 (12)	0.0000 (13)	−0.0029 (12)
C17	0.0346 (15)	0.0235 (13)	0.0282 (14)	0.0038 (11)	−0.0030 (11)	−0.0013 (11)
C18	0.0353 (16)	0.0310 (15)	0.0344 (15)	−0.0005 (12)	−0.0030 (13)	0.0031 (12)
C19	0.0415 (18)	0.0312 (15)	0.0476 (18)	0.0045 (13)	0.0059 (14)	0.0056 (13)
C20	0.0372 (16)	0.0266 (14)	0.0418 (16)	0.0041 (12)	−0.0108 (14)	−0.0036 (12)
C21	0.065 (2)	0.0340 (17)	0.057 (2)	−0.0144 (16)	0.0199 (18)	−0.0037 (15)
C22	0.056 (2)	0.0235 (14)	0.0423 (17)	0.0027 (13)	0.0011 (15)	−0.0009 (12)
C23	0.0434 (18)	0.0298 (15)	0.067 (2)	0.0043 (14)	−0.0098 (16)	−0.0087 (14)
C24	0.083 (3)	0.0295 (16)	0.0460 (19)	0.0008 (16)	0.0041 (18)	−0.0038 (14)
C25	0.061 (2)	0.0305 (16)	0.062 (2)	0.0101 (16)	−0.0234 (19)	−0.0127 (15)
C26	0.160 (5)	0.049 (2)	0.093 (4)	−0.021 (3)	0.033 (3)	−0.036 (2)
C27	0.091 (3)	0.043 (2)	0.089 (3)	−0.015 (2)	0.000 (3)	−0.002 (2)
C28	0.059 (2)	0.0273 (16)	0.097 (3)	0.0043 (17)	−0.004 (2)	−0.0153 (18)
C29	0.060 (2)	0.0412 (19)	0.075 (2)	−0.0021 (17)	0.002 (2)	−0.0201 (17)
C30	0.054 (2)	0.0251 (15)	0.0525 (19)	0.0059 (14)	−0.0032 (16)	−0.0109 (14)
C31	0.086 (3)	0.0408 (19)	0.058 (2)	0.009 (2)	−0.013 (2)	−0.0103 (17)
C32	0.104 (3)	0.039 (2)	0.066 (3)	0.001 (2)	0.004 (3)	−0.0002 (18)
C33	0.079 (3)	0.040 (2)	0.089 (3)	−0.008 (2)	0.019 (3)	−0.010 (2)
C34	0.061 (3)	0.055 (2)	0.087 (3)	0.0050 (19)	−0.016 (2)	−0.022 (2)
C35	0.070 (3)	0.0389 (19)	0.054 (2)	0.0024 (17)	−0.0041 (19)	−0.0040 (16)

Geometric parameters (Å, º)

O3—C28	1.325 (4)	C17—H17	1.0000
O3—C3	1.463 (3)	C18—H18A	0.9800
O28—C28	1.200 (4)	C18—H18B	0.9800
C1—C2	1.532 (4)	C18—H18C	0.9800
C1—C10	1.555 (4)	C19—H19A	0.9800
C1—H1A	0.9900	C19—H19B	0.9800
C1—H1B	0.9900	C19—H19C	0.9800
C2—C3	1.499 (5)	C20—C22	1.527 (4)
C2—H2A	0.9900	C20—C21	1.534 (4)
C2—H2B	0.9900	C20—H20	1.0000
C3—C4	1.521 (4)	C21—H21A	0.9800
C3—H3	1.0000	C21—H21B	0.9800
C4—C5	1.521 (4)	C21—H21C	0.9800
C4—H4A	0.9900	C22—C23	1.529 (4)
C4—H4B	0.9900	C22—H22A	0.9900
C5—C6	1.327 (4)	C22—H22B	0.9900
C5—C10	1.530 (4)	C23—C24	1.520 (4)
C6—C7	1.491 (4)	C23—H23A	0.9900
C6—H6	0.9500	C23—H23B	0.9900
C7—C8	1.533 (4)	C24—C25	1.527 (4)
C7—H7A	0.9900	C24—H24A	0.9900
C7—H7B	0.9900	C24—H24B	0.9900
C8—C14	1.519 (3)	C25—C26	1.504 (5)
C8—C9	1.543 (3)	C25—C27	1.530 (5)
C8—H8	1.0000	C25—H25	1.0000
C9—C11	1.542 (4)	C26—H26A	0.9800
C9—C10	1.556 (3)	C26—H26B	0.9800
C9—H9	1.0000	C26—H26C	0.9800
C10—C19	1.542 (4)	C27—H27A	0.9800
C11—C12	1.540 (4)	C27—H27B	0.9800
C11—H11A	0.9900	C27—H27C	0.9800
C11—H11B	0.9900	C28—C29	1.512 (4)
C12—C13	1.532 (3)	C29—C30	1.501 (5)
C12—H12A	0.9900	C29—H29A	0.9900
C12—H12B	0.9900	C29—H29B	0.9900
C13—C18	1.535 (4)	C30—C31	1.375 (5)
C13—C14	1.546 (4)	C30—C35	1.382 (5)
C13—C17	1.560 (3)	C31—C32	1.356 (6)
C14—C15	1.536 (4)	C31—H31	0.9500
C14—H14	1.0000	C32—C33	1.374 (6)
C15—C16	1.553 (4)	C32—H32	0.9500
C15—H15A	0.9900	C33—C34	1.380 (6)
C15—H15B	0.9900	C33—H33	0.9500
C16—C17	1.559 (4)	C34—C35	1.404 (5)
C16—H16A	0.9900	C34—H34	0.9500
C16—H16B	0.9900	C35—H35	0.9500
C17—C20	1.539 (4)
C28—O3—C3	116.2 (2)	C20—C17—C13	120.4 (2)
C2—C1—C10	115.4 (2)	C16—C17—C13	102.3 (2)
C2—C1—H1A	108.4	C20—C17—H17	105.9
C10—C1—H1A	108.4	C16—C17—H17	105.9
C2—C1—H1B	108.4	C13—C17—H17	105.9
C10—C1—H1B	108.4	C13—C18—H18A	109.5
H1A—C1—H1B	107.5	C13—C18—H18B	109.5
C3—C2—C1	108.5 (3)	H18A—C18—H18B	109.5
C3—C2—H2A	110.0	C13—C18—H18C	109.5
C1—C2—H2A	110.0	H18A—C18—H18C	109.5
C3—C2—H2B	110.0	H18B—C18—H18C	109.5
C1—C2—H2B	110.0	C10—C19—H19A	109.5
H2A—C2—H2B	108.4	C10—C19—H19B	109.5
O3—C3—C2	107.9 (2)	H19A—C19—H19B	109.5
O3—C3—C4	110.3 (2)	C10—C19—H19C	109.5
C2—C3—C4	109.7 (3)	H19A—C19—H19C	109.5
O3—C3—H3	109.7	H19B—C19—H19C	109.5
C2—C3—H3	109.7	C22—C20—C21	110.2 (2)
C4—C3—H3	109.7	C22—C20—C17	112.0 (2)
C5—C4—C3	109.9 (2)	C21—C20—C17	110.2 (2)
C5—C4—H4A	109.7	C22—C20—H20	108.1
C3—C4—H4A	109.7	C21—C20—H20	108.1
C5—C4—H4B	109.7	C17—C20—H20	108.1
C3—C4—H4B	109.7	C20—C21—H21A	109.5
H4A—C4—H4B	108.2	C20—C21—H21B	109.5
C6—C5—C4	120.4 (3)	H21A—C21—H21B	109.5
C6—C5—C10	122.6 (2)	C20—C21—H21C	109.5
C4—C5—C10	117.0 (2)	H21A—C21—H21C	109.5
C5—C6—C7	125.5 (3)	H21B—C21—H21C	109.5
C5—C6—H6	117.2	C20—C22—C23	115.8 (3)
C7—C6—H6	117.2	C20—C22—H22A	108.3
C6—C7—C8	113.3 (2)	C23—C22—H22A	108.3
C6—C7—H7A	108.9	C20—C22—H22B	108.3
C8—C7—H7A	108.9	C23—C22—H22B	108.3
C6—C7—H7B	108.9	H22A—C22—H22B	107.4
C8—C7—H7B	108.9	C24—C23—C22	112.9 (3)
H7A—C7—H7B	107.7	C24—C23—H23A	109.0
C14—C8—C7	109.9 (2)	C22—C23—H23A	109.0
C14—C8—C9	109.4 (2)	C24—C23—H23B	109.0
C7—C8—C9	109.5 (2)	C22—C23—H23B	109.0
C14—C8—H8	109.3	H23A—C23—H23B	107.8
C7—C8—H8	109.3	C23—C24—C25	115.1 (3)
C9—C8—H8	109.3	C23—C24—H24A	108.5
C11—C9—C8	111.2 (2)	C25—C24—H24A	108.5
C11—C9—C10	113.6 (2)	C23—C24—H24B	108.5
C8—C9—C10	112.4 (2)	C25—C24—H24B	108.5
C11—C9—H9	106.3	H24A—C24—H24B	107.5
C8—C9—H9	106.3	C26—C25—C24	111.3 (3)
C10—C9—H9	106.3	C26—C25—C27	108.6 (3)
C5—C10—C19	108.4 (2)	C24—C25—C27	111.9 (3)
C5—C10—C1	109.6 (2)	C26—C25—H25	108.3
C19—C10—C1	109.2 (2)	C24—C25—H25	108.3
C5—C10—C9	109.2 (2)	C27—C25—H25	108.3
C19—C10—C9	112.2 (2)	C25—C26—H26A	109.5
C1—C10—C9	108.2 (2)	C25—C26—H26B	109.5
C12—C11—C9	114.1 (2)	H26A—C26—H26B	109.5
C12—C11—H11A	108.7	C25—C26—H26C	109.5
C9—C11—H11A	108.7	H26A—C26—H26C	109.5
C12—C11—H11B	108.7	H26B—C26—H26C	109.5
C9—C11—H11B	108.7	C25—C27—H27A	109.5
H11A—C11—H11B	107.6	C25—C27—H27B	109.5
C13—C12—C11	111.9 (2)	H27A—C27—H27B	109.5
C13—C12—H12A	109.2	C25—C27—H27C	109.5
C11—C12—H12A	109.2	H27A—C27—H27C	109.5
C13—C12—H12B	109.2	H27B—C27—H27C	109.5
C11—C12—H12B	109.2	O28—C28—O3	123.3 (3)
H12A—C12—H12B	107.9	O28—C28—C29	124.7 (4)
C12—C13—C18	110.4 (2)	O3—C28—C29	112.0 (3)
C12—C13—C14	106.4 (2)	C30—C29—C28	113.2 (3)
C18—C13—C14	112.8 (2)	C30—C29—H29A	108.9
C12—C13—C17	117.3 (2)	C28—C29—H29A	108.9
C18—C13—C17	110.3 (2)	C30—C29—H29B	108.9
C14—C13—C17	99.1 (2)	C28—C29—H29B	108.9
C8—C14—C15	118.0 (2)	H29A—C29—H29B	107.8
C8—C14—C13	116.0 (2)	C31—C30—C35	118.8 (3)
C15—C14—C13	104.2 (2)	C31—C30—C29	120.5 (3)
C8—C14—H14	105.8	C35—C30—C29	120.7 (3)
C15—C14—H14	105.8	C32—C31—C30	122.1 (4)
C13—C14—H14	105.8	C32—C31—H31	118.9
C14—C15—C16	104.1 (2)	C30—C31—H31	118.9
C14—C15—H15A	110.9	C31—C32—C33	119.6 (4)
C16—C15—H15A	110.9	C31—C32—H32	120.2
C14—C15—H15B	110.9	C33—C32—H32	120.2
C16—C15—H15B	110.9	C32—C33—C34	120.5 (4)
H15A—C15—H15B	108.9	C32—C33—H33	119.8
C15—C16—C17	106.2 (2)	C34—C33—H33	119.8
C15—C16—H16A	110.5	C33—C34—C35	119.2 (4)
C17—C16—H16A	110.5	C33—C34—H34	120.4
C15—C16—H16B	110.5	C35—C34—H34	120.4
C17—C16—H16B	110.5	C30—C35—C34	119.9 (4)
H16A—C16—H16B	108.7	C30—C35—H35	120.1
C20—C17—C16	115.3 (2)	C34—C35—H35	120.1
C10—C1—C2—C3	−56.3 (4)	C9—C8—C14—C13	57.4 (3)
C28—O3—C3—C4	−92.4 (4)	C12—C13—C14—C8	−59.0 (3)
C1—C2—C3—O3	−176.3 (2)	C18—C13—C14—C8	62.2 (3)
C2—C3—O3—C28	147.8 (3)	C17—C13—C14—C8	178.9 (2)
C1—C2—C3—C4	63.5 (3)	C12—C13—C14—C15	169.4 (2)
O3—C3—C4—C5	−179.9 (2)	C18—C13—C14—C15	−69.4 (3)
C2—C3—C4—C5	−61.2 (3)	C17—C13—C14—C15	47.3 (2)
C3—C4—C5—C6	−128.4 (3)	C8—C14—C15—C16	−161.0 (2)
C3—C4—C5—C10	51.4 (4)	C13—C14—C15—C16	−30.6 (3)
C4—C5—C6—C7	178.0 (3)	C14—C15—C16—C17	1.6 (3)
C10—C5—C6—C7	−1.8 (5)	C15—C16—C17—C20	159.9 (2)
C5—C6—C7—C8	12.7 (4)	C15—C16—C17—C13	27.4 (3)
C6—C7—C8—C14	−160.7 (2)	C12—C13—C17—C20	71.6 (3)
C6—C7—C8—C9	−40.5 (3)	C18—C13—C17—C20	−55.9 (3)
C14—C8—C9—C11	−50.3 (3)	C14—C13—C17—C20	−174.5 (2)
C7—C8—C9—C11	−170.8 (2)	C12—C13—C17—C16	−159.0 (2)
C14—C8—C9—C10	−178.9 (2)	C18—C13—C17—C16	73.5 (3)
C7—C8—C9—C10	60.6 (3)	C14—C13—C17—C16	−45.1 (2)
C6—C5—C10—C19	−103.0 (3)	C16—C17—C20—C22	39.3 (3)
C4—C5—C10—C19	77.2 (3)	C13—C17—C20—C22	162.6 (2)
C6—C5—C10—C1	137.9 (3)	C16—C17—C20—C21	162.3 (3)
C4—C5—C10—C1	−41.9 (3)	C13—C17—C20—C21	−74.3 (3)
C6—C5—C10—C9	19.5 (4)	C21—C20—C22—C23	56.2 (4)
C4—C5—C10—C9	−160.3 (2)	C17—C20—C22—C23	179.2 (3)
C2—C1—C10—C5	44.2 (4)	C20—C22—C23—C24	170.3 (3)
C2—C1—C10—C19	−74.5 (3)	C22—C23—C24—C25	−178.0 (3)
C2—C1—C10—C9	163.2 (3)	C23—C24—C25—C26	173.7 (4)
C11—C9—C10—C5	−176.1 (2)	C23—C24—C25—C27	−64.7 (4)
C8—C9—C10—C5	−48.7 (3)	C3—O3—C28—O28	7.3 (6)
C11—C9—C10—C19	−55.9 (3)	C3—O3—C28—C29	−174.5 (3)
C8—C9—C10—C19	71.5 (3)	O28—C28—C29—C30	24.1 (7)
C11—C9—C10—C1	64.7 (3)	O3—C28—C29—C30	−154.2 (3)
C8—C9—C10—C1	−168.0 (2)	C28—C29—C30—C31	77.8 (4)
C8—C9—C11—C12	51.3 (3)	C28—C29—C30—C35	−100.3 (4)
C10—C9—C11—C12	179.3 (2)	C35—C30—C31—C32	−0.1 (5)
C9—C11—C12—C13	−54.9 (3)	C29—C30—C31—C32	−178.2 (3)
C11—C12—C13—C18	−67.9 (3)	C30—C31—C32—C33	0.2 (6)
C11—C12—C13—C14	54.8 (3)	C31—C32—C33—C34	−0.6 (6)
C11—C12—C13—C17	164.6 (2)	C32—C33—C34—C35	0.7 (6)
C7—C8—C14—C15	−57.6 (3)	C31—C30—C35—C34	0.3 (5)
C9—C8—C14—C15	−177.8 (2)	C29—C30—C35—C34	178.4 (3)
C7—C8—C14—C13	177.6 (2)	C33—C34—C35—C30	−0.6 (5)