Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804024936/wn6288sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804024936/wn6288Isup2.hkl |
CCDC reference: 255884
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
C27H26O3S | F(000) = 912 |
Mr = 430.55 | Dx = 1.254 Mg m−3 |
Monoclinic, P21/c | Melting point: 446 K |
Hall symbol: -P 2yn | Mo Kα radiation, λ = 0.71073 Å |
a = 20.779 (8) Å | Cell parameters from 874 reflections |
b = 15.097 (6) Å | θ = 3.2–24.6° |
c = 7.317 (3) Å | µ = 0.17 mm−1 |
β = 96.624 (7)° | T = 293 K |
V = 2280.0 (16) Å3 | Block, colorless |
Z = 4 | 0.18 × 0.16 × 0.12 mm |
Bruker SMART 1000 CCD area-detector diffractometer | 4011 independent reflections |
Radiation source: fine-focus sealed tube | 2389 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.060 |
φ and ω scans | θmax = 25.0°, θmin = 1.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −24→20 |
Tmin = 0.960, Tmax = 0.980 | k = −17→14 |
11551 measured reflections | l = −8→8 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.178 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0845P)2 + 0.7221P] where P = (Fo2 + 2Fc2)/3 |
4011 reflections | (Δ/σ)max = 0.001 |
306 parameters | Δρmax = 0.32 e Å−3 |
95 restraints | Δρmin = −0.35 e Å−3 |
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 | Occ. (<1) | |
S1 | 0.48897 (4) | 0.37031 (7) | 0.85450 (11) | 0.0355 (3) | |
O1 | 0.16439 (13) | 0.35358 (19) | 0.7551 (4) | 0.0516 (8) | |
O2 | 0.19902 (12) | 0.4357 (2) | 0.4738 (4) | 0.0507 (8) | |
O3 | 0.80926 (13) | 0.35336 (19) | 1.0689 (4) | 0.0493 (8) | |
C1 | 0.34198 (17) | 0.3264 (3) | 0.8455 (5) | 0.0350 (9) | |
H1 | 0.3729 | 0.3006 | 0.9312 | 0.042* | |
C2 | 0.27729 (18) | 0.3208 (3) | 0.8715 (5) | 0.0390 (9) | |
H2 | 0.2654 | 0.2925 | 0.9754 | 0.047* | |
C3 | 0.23014 (18) | 0.3567 (3) | 0.7451 (5) | 0.0375 (9) | |
C4 | 0.24875 (17) | 0.4016 (2) | 0.5915 (5) | 0.0346 (9) | |
C5 | 0.31369 (17) | 0.4092 (3) | 0.5690 (5) | 0.0348 (9) | |
H5 | 0.3257 | 0.4411 | 0.4696 | 0.042* | |
C6 | 0.36192 (16) | 0.3699 (2) | 0.6932 (4) | 0.0301 (8) | |
C7 | 0.43097 (17) | 0.3732 (2) | 0.6638 (4) | 0.0306 (8) | |
C8 | 0.46009 (17) | 0.3753 (2) | 0.5043 (4) | 0.0299 (8) | |
C9 | 0.52933 (17) | 0.3750 (2) | 0.5361 (4) | 0.0293 (8) | |
C10 | 0.55218 (17) | 0.3714 (2) | 0.7205 (4) | 0.0319 (8) | |
C11 | 0.61910 (18) | 0.3692 (2) | 0.8103 (4) | 0.0334 (9) | |
C12 | 0.66617 (18) | 0.3124 (3) | 0.7501 (5) | 0.0378 (9) | |
H12 | 0.6549 | 0.2761 | 0.6487 | 0.045* | |
C13 | 0.72840 (18) | 0.3092 (3) | 0.8378 (5) | 0.0395 (9) | |
H13 | 0.7586 | 0.2715 | 0.7942 | 0.047* | |
C14 | 0.74651 (18) | 0.3620 (3) | 0.9908 (5) | 0.0359 (9) | |
C15 | 0.70089 (17) | 0.4184 (3) | 1.0542 (5) | 0.0357 (9) | |
H15 | 0.7122 | 0.4542 | 1.1564 | 0.043* | |
C16 | 0.63871 (17) | 0.4210 (2) | 0.9644 (4) | 0.0326 (9) | |
H16 | 0.6087 | 0.4589 | 1.0085 | 0.039* | |
C17 | 0.8252 (5) | 0.4031 (11) | 1.2382 (19) | 0.044 (6) | 0.390 (19) |
H17A | 0.7970 | 0.3844 | 1.3277 | 0.052* | 0.390 (19) |
H17B | 0.8175 | 0.4656 | 1.2138 | 0.052* | 0.390 (19) |
C18 | 0.8942 (4) | 0.3899 (7) | 1.3167 (16) | 0.042 (4) | 0.390 (19) |
C19 | 0.9435 (4) | 0.4423 (6) | 1.2620 (19) | 0.057 (4) | 0.390 (19) |
H19A | 0.9338 | 0.4875 | 1.1770 | 0.068* | 0.390 (19) |
C20 | 1.0074 (4) | 0.4270 (6) | 1.334 (2) | 0.058 (4) | 0.390 (19) |
H20A | 1.0404 | 0.4621 | 1.2977 | 0.070* | 0.390 (19) |
C21 | 1.0219 (4) | 0.3594 (8) | 1.4613 (17) | 0.051 (4) | 0.390 (19) |
H21A | 1.0646 | 0.3492 | 1.5097 | 0.061* | 0.390 (19) |
C22 | 0.9725 (5) | 0.3070 (8) | 1.5160 (14) | 0.056 | 0.390 (19) |
H22A | 0.9822 | 0.2618 | 1.6010 | 0.067* | 0.390 (19) |
C23 | 0.9087 (4) | 0.3223 (8) | 1.4437 (15) | 0.059 | 0.390 (19) |
H23A | 0.8756 | 0.2873 | 1.4803 | 0.071* | 0.390 (19) |
C17' | 0.8317 (4) | 0.4127 (8) | 1.2157 (15) | 0.061 (5) | 0.610 (19) |
H17C | 0.8074 | 0.4036 | 1.3196 | 0.073* | 0.610 (19) |
H17D | 0.8259 | 0.4737 | 1.1751 | 0.073* | 0.610 (19) |
C18' | 0.9020 (3) | 0.3941 (5) | 1.2705 (13) | 0.050 (3) | 0.610 (19) |
C19' | 0.9475 (3) | 0.4441 (5) | 1.1911 (16) | 0.069 | 0.610 (19) |
H19B | 0.9343 | 0.4827 | 1.0950 | 0.083* | 0.610 (19) |
C20' | 1.0129 (3) | 0.4365 (6) | 1.2553 (19) | 0.096 (4) | 0.610 (19) |
H20B | 1.0434 | 0.4700 | 1.2021 | 0.116* | 0.610 (19) |
C21' | 1.0327 (3) | 0.3788 (7) | 1.3989 (18) | 0.082 (3) | 0.610 (19) |
H21B | 1.0765 | 0.3737 | 1.4418 | 0.099* | 0.610 (19) |
C22' | 0.9871 (5) | 0.3288 (7) | 1.4783 (13) | 0.095 (3) | 0.610 (19) |
H22B | 1.0004 | 0.2902 | 1.5744 | 0.113* | 0.610 (19) |
C23' | 0.9218 (4) | 0.3364 (6) | 1.4141 (12) | 0.084 (3) | 0.610 (19) |
H23B | 0.8913 | 0.3029 | 1.4673 | 0.101* | 0.610 (19) |
C24 | 0.1429 (2) | 0.3088 (4) | 0.9080 (7) | 0.0779 (17) | |
H24A | 0.1591 | 0.3388 | 1.0196 | 0.117* | |
H24B | 0.1587 | 0.2490 | 0.9119 | 0.117* | |
H24C | 0.0964 | 0.3083 | 0.8957 | 0.117* | |
C25 | 0.2156 (2) | 0.4862 (4) | 0.3230 (6) | 0.0761 (17) | |
H25A | 0.2375 | 0.4490 | 0.2433 | 0.114* | |
H25B | 0.2436 | 0.5340 | 0.3674 | 0.114* | |
H25C | 0.1769 | 0.5098 | 0.2560 | 0.114* | |
C26 | 0.42632 (19) | 0.3759 (3) | 0.3106 (4) | 0.0409 (10) | |
H26A | 0.4264 | 0.4350 | 0.2620 | 0.061* | |
H26B | 0.3824 | 0.3562 | 0.3112 | 0.061* | |
H26C | 0.4486 | 0.3370 | 0.2353 | 0.061* | |
C27 | 0.57090 (19) | 0.3817 (3) | 0.3824 (5) | 0.0406 (10) | |
H27A | 0.6154 | 0.3889 | 0.4326 | 0.061* | |
H27B | 0.5576 | 0.4319 | 0.3067 | 0.061* | |
H27C | 0.5664 | 0.3287 | 0.3095 | 0.061* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0310 (5) | 0.0509 (7) | 0.0242 (4) | −0.0004 (5) | 0.0017 (4) | −0.0007 (4) |
O1 | 0.0340 (16) | 0.057 (2) | 0.0647 (18) | −0.0001 (13) | 0.0105 (14) | 0.0140 (15) |
O2 | 0.0353 (16) | 0.062 (2) | 0.0523 (16) | 0.0025 (14) | −0.0046 (13) | 0.0179 (15) |
O3 | 0.0358 (16) | 0.055 (2) | 0.0542 (16) | 0.0055 (13) | −0.0086 (13) | −0.0116 (14) |
C1 | 0.031 (2) | 0.041 (2) | 0.0319 (19) | 0.0028 (17) | 0.0004 (16) | 0.0046 (17) |
C2 | 0.037 (2) | 0.043 (3) | 0.037 (2) | −0.0010 (19) | 0.0077 (18) | 0.0066 (18) |
C3 | 0.032 (2) | 0.035 (2) | 0.046 (2) | −0.0041 (17) | 0.0079 (18) | 0.0003 (18) |
C4 | 0.033 (2) | 0.030 (2) | 0.039 (2) | −0.0017 (16) | −0.0035 (17) | 0.0010 (16) |
C5 | 0.034 (2) | 0.039 (2) | 0.0302 (18) | −0.0026 (17) | 0.0023 (16) | 0.0010 (16) |
C6 | 0.031 (2) | 0.032 (2) | 0.0264 (17) | 0.0002 (16) | −0.0001 (15) | −0.0028 (16) |
C7 | 0.031 (2) | 0.033 (2) | 0.0270 (17) | 0.0006 (17) | 0.0007 (15) | −0.0005 (16) |
C8 | 0.034 (2) | 0.028 (2) | 0.0267 (17) | 0.0019 (16) | 0.0020 (15) | −0.0012 (15) |
C9 | 0.034 (2) | 0.031 (2) | 0.0234 (16) | 0.0005 (16) | 0.0041 (14) | −0.0021 (15) |
C10 | 0.032 (2) | 0.033 (2) | 0.0309 (17) | 0.0008 (17) | 0.0034 (15) | 0.0004 (16) |
C11 | 0.038 (2) | 0.034 (2) | 0.0283 (17) | −0.0033 (18) | 0.0049 (16) | 0.0025 (17) |
C12 | 0.039 (2) | 0.039 (2) | 0.0356 (19) | −0.0007 (18) | 0.0045 (17) | −0.0056 (17) |
C13 | 0.037 (2) | 0.039 (2) | 0.043 (2) | 0.0061 (18) | 0.0061 (18) | −0.0041 (18) |
C14 | 0.032 (2) | 0.036 (2) | 0.0388 (19) | 0.0013 (17) | 0.0011 (17) | 0.0037 (18) |
C15 | 0.039 (2) | 0.036 (2) | 0.0313 (18) | −0.0027 (18) | 0.0001 (17) | −0.0046 (17) |
C16 | 0.036 (2) | 0.033 (2) | 0.0291 (17) | 0.0034 (17) | 0.0034 (16) | −0.0012 (16) |
C17 | 0.036 (7) | 0.043 (7) | 0.049 (7) | −0.001 (4) | −0.006 (4) | −0.008 (4) |
C18 | 0.043 (5) | 0.047 (6) | 0.037 (5) | 0.000 (4) | 0.005 (4) | −0.005 (4) |
C19 | 0.056 (5) | 0.068 (5) | 0.048 (5) | −0.004 (4) | 0.008 (4) | 0.014 (4) |
C20 | 0.049 (5) | 0.065 (6) | 0.060 (6) | −0.012 (4) | 0.008 (4) | 0.008 (4) |
C21 | 0.038 (5) | 0.062 (6) | 0.052 (5) | 0.000 (4) | 0.003 (4) | −0.001 (4) |
C22 | 0.043 | 0.064 | 0.060 | 0.006 | 0.000 | 0.030 |
C23 | 0.046 | 0.059 | 0.071 | 0.000 | 0.000 | 0.033 |
C17' | 0.050 (6) | 0.061 (6) | 0.069 (6) | 0.001 (4) | −0.001 (4) | −0.005 (4) |
C18' | 0.043 (4) | 0.056 (4) | 0.050 (4) | −0.001 (3) | −0.003 (3) | −0.005 (3) |
C19' | 0.063 | 0.075 | 0.072 | 0.000 | 0.015 | 0.000 |
C20' | 0.084 (5) | 0.108 (5) | 0.099 (5) | −0.011 (4) | 0.016 (4) | 0.004 (4) |
C21' | 0.067 (5) | 0.086 (5) | 0.093 (5) | 0.003 (4) | 0.001 (4) | 0.002 (4) |
C22' | 0.088 (5) | 0.099 (5) | 0.096 (5) | −0.008 (4) | 0.006 (4) | 0.025 (4) |
C23' | 0.069 (4) | 0.089 (5) | 0.093 (5) | −0.008 (4) | 0.004 (4) | 0.017 (4) |
C24 | 0.052 (3) | 0.104 (5) | 0.081 (3) | −0.008 (3) | 0.023 (3) | 0.030 (3) |
C25 | 0.061 (3) | 0.101 (5) | 0.062 (3) | 0.004 (3) | −0.009 (3) | 0.040 (3) |
C26 | 0.045 (2) | 0.048 (3) | 0.0286 (18) | −0.001 (2) | −0.0006 (17) | 0.0009 (18) |
C27 | 0.043 (2) | 0.050 (3) | 0.0307 (18) | −0.0008 (19) | 0.0096 (17) | 0.0014 (18) |
S1—C10 | 1.728 (4) | C18—C19 | 1.3900 |
S1—C7 | 1.736 (3) | C18—C23 | 1.3900 |
O1—C3 | 1.377 (4) | C19—C20 | 1.3900 |
O1—C24 | 1.423 (5) | C19—H19A | 0.9300 |
O2—C4 | 1.367 (4) | C20—C21 | 1.3900 |
O2—C25 | 1.416 (5) | C20—H20A | 0.9300 |
O3—C14 | 1.368 (4) | C21—C22 | 1.3900 |
O3—C17' | 1.435 (8) | C21—H21A | 0.9300 |
O3—C17 | 1.453 (9) | C22—C23 | 1.3900 |
C1—C2 | 1.382 (5) | C22—H22A | 0.9300 |
C1—C6 | 1.396 (5) | C23—H23A | 0.9300 |
C1—H1 | 0.9300 | C17'—C18' | 1.495 (7) |
C2—C3 | 1.378 (5) | C17'—H17C | 0.9700 |
C2—H2 | 0.9300 | C17'—H17D | 0.9700 |
C3—C4 | 1.405 (5) | C18'—C19' | 1.3900 |
C4—C5 | 1.383 (5) | C18'—C23' | 1.3900 |
C5—C6 | 1.405 (5) | C19'—C20' | 1.3900 |
C5—H5 | 0.9300 | C19'—H19B | 0.9300 |
C6—C7 | 1.476 (5) | C20'—C21' | 1.3900 |
C7—C8 | 1.376 (4) | C20'—H20B | 0.9300 |
C8—C9 | 1.431 (5) | C21'—C22' | 1.3900 |
C8—C26 | 1.507 (4) | C21'—H21B | 0.9300 |
C9—C10 | 1.378 (4) | C22'—C23' | 1.3900 |
C9—C27 | 1.498 (5) | C22'—H22B | 0.9300 |
C10—C11 | 1.468 (5) | C23'—H23B | 0.9300 |
C11—C16 | 1.394 (5) | C24—H24A | 0.9600 |
C11—C12 | 1.409 (5) | C24—H24B | 0.9600 |
C12—C13 | 1.376 (5) | C24—H24C | 0.9600 |
C12—H12 | 0.9300 | C25—H25A | 0.9600 |
C13—C14 | 1.390 (5) | C25—H25B | 0.9600 |
C13—H13 | 0.9300 | C25—H25C | 0.9600 |
C14—C15 | 1.394 (5) | C26—H26A | 0.9600 |
C15—C16 | 1.381 (5) | C26—H26B | 0.9600 |
C15—H15 | 0.9300 | C26—H26C | 0.9600 |
C16—H16 | 0.9300 | C27—H27A | 0.9600 |
C17—C18 | 1.494 (7) | C27—H27B | 0.9600 |
C17—H17A | 0.9700 | C27—H27C | 0.9600 |
C17—H17B | 0.9700 | ||
C10—S1—C7 | 92.66 (16) | C18—C19—C20 | 120.0 |
C3—O1—C24 | 117.4 (3) | C18—C19—H19A | 120.0 |
C4—O2—C25 | 117.4 (3) | C20—C19—H19A | 120.0 |
C14—O3—C17' | 117.7 (4) | C19—C20—C21 | 120.0 |
C14—O3—C17 | 114.8 (5) | C19—C20—H20A | 120.0 |
C17'—O3—C17 | 10.6 (12) | C21—C20—H20A | 120.0 |
C2—C1—C6 | 121.4 (3) | C22—C21—C20 | 120.0 |
C2—C1—H1 | 119.3 | C22—C21—H21A | 120.0 |
C6—C1—H1 | 119.3 | C20—C21—H21A | 120.0 |
C3—C2—C1 | 120.8 (3) | C23—C22—C21 | 120.0 |
C3—C2—H2 | 119.6 | C23—C22—H22A | 120.0 |
C1—C2—H2 | 119.6 | C21—C22—H22A | 120.0 |
O1—C3—C2 | 125.7 (3) | C22—C23—C18 | 120.0 |
O1—C3—C4 | 115.1 (3) | C22—C23—H23A | 120.0 |
C2—C3—C4 | 119.1 (3) | C18—C23—H23A | 120.0 |
O2—C4—C5 | 124.8 (3) | O3—C17'—C18' | 107.8 (6) |
O2—C4—C3 | 115.3 (3) | O3—C17'—H17C | 110.1 |
C5—C4—C3 | 119.9 (3) | C18'—C17'—H17C | 110.1 |
C4—C5—C6 | 121.4 (3) | O3—C17'—H17D | 110.1 |
C4—C5—H5 | 119.3 | C18'—C17'—H17D | 110.1 |
C6—C5—H5 | 119.3 | H17C—C17'—H17D | 108.5 |
C1—C6—C5 | 117.4 (3) | C19'—C18'—C23' | 120.0 |
C1—C6—C7 | 121.0 (3) | C19'—C18'—C17' | 118.5 (6) |
C5—C6—C7 | 121.6 (3) | C23'—C18'—C17' | 121.0 (6) |
C8—C7—C6 | 130.9 (3) | C20'—C19'—C18' | 120.0 |
C8—C7—S1 | 110.5 (3) | C20'—C19'—H19B | 120.0 |
C6—C7—S1 | 118.6 (2) | C18'—C19'—H19B | 120.0 |
C7—C8—C9 | 113.2 (3) | C19'—C20'—C21' | 120.0 |
C7—C8—C26 | 126.5 (3) | C19'—C20'—H20B | 120.0 |
C9—C8—C26 | 120.2 (3) | C21'—C20'—H20B | 120.0 |
C10—C9—C8 | 112.7 (3) | C22'—C21'—C20' | 120.0 |
C10—C9—C27 | 125.0 (3) | C22'—C21'—H21B | 120.0 |
C8—C9—C27 | 122.2 (3) | C20'—C21'—H21B | 120.0 |
C9—C10—C11 | 129.8 (3) | C21'—C22'—C23' | 120.0 |
C9—C10—S1 | 110.9 (3) | C21'—C22'—H22B | 120.0 |
C11—C10—S1 | 119.2 (2) | C23'—C22'—H22B | 120.0 |
C16—C11—C12 | 116.5 (3) | C22'—C23'—C18' | 120.0 |
C16—C11—C10 | 121.5 (3) | C22'—C23'—H23B | 120.0 |
C12—C11—C10 | 122.0 (3) | C18'—C23'—H23B | 120.0 |
C13—C12—C11 | 121.6 (3) | O1—C24—H24A | 109.5 |
C13—C12—H12 | 119.2 | O1—C24—H24B | 109.5 |
C11—C12—H12 | 119.2 | H24A—C24—H24B | 109.5 |
C12—C13—C14 | 120.5 (4) | O1—C24—H24C | 109.5 |
C12—C13—H13 | 119.7 | H24A—C24—H24C | 109.5 |
C14—C13—H13 | 119.7 | H24B—C24—H24C | 109.5 |
O3—C14—C13 | 116.0 (3) | O2—C25—H25A | 109.5 |
O3—C14—C15 | 124.9 (3) | O2—C25—H25B | 109.5 |
C13—C14—C15 | 119.2 (3) | H25A—C25—H25B | 109.5 |
C16—C15—C14 | 119.6 (3) | O2—C25—H25C | 109.5 |
C16—C15—H15 | 120.2 | H25A—C25—H25C | 109.5 |
C14—C15—H15 | 120.2 | H25B—C25—H25C | 109.5 |
C15—C16—C11 | 122.6 (3) | C8—C26—H26A | 109.5 |
C15—C16—H16 | 118.7 | C8—C26—H26B | 109.5 |
C11—C16—H16 | 118.7 | H26A—C26—H26B | 109.5 |
O3—C17—C18 | 111.9 (8) | C8—C26—H26C | 109.5 |
O3—C17—H17A | 109.2 | H26A—C26—H26C | 109.5 |
C18—C17—H17A | 109.2 | H26B—C26—H26C | 109.5 |
O3—C17—H17B | 109.2 | C9—C27—H27A | 109.5 |
C18—C17—H17B | 109.2 | C9—C27—H27B | 109.5 |
H17A—C17—H17B | 107.9 | H27A—C27—H27B | 109.5 |
C19—C18—C23 | 120.0 | C9—C27—H27C | 109.5 |
C19—C18—C17 | 121.4 (7) | H27A—C27—H27C | 109.5 |
C23—C18—C17 | 118.6 (7) | H27B—C27—H27C | 109.5 |
C6—C1—C2—C3 | 1.3 (6) | S1—C10—C11—C12 | 133.9 (3) |
C24—O1—C3—C2 | −0.7 (6) | C16—C11—C12—C13 | −0.8 (5) |
C24—O1—C3—C4 | 179.9 (4) | C10—C11—C12—C13 | −178.5 (3) |
C1—C2—C3—O1 | 178.7 (4) | C11—C12—C13—C14 | 0.6 (6) |
C1—C2—C3—C4 | −1.9 (6) | C17'—O3—C14—C13 | 174.0 (7) |
C25—O2—C4—C5 | −3.3 (6) | C17—O3—C14—C13 | −174.6 (9) |
C25—O2—C4—C3 | 176.2 (4) | C17'—O3—C14—C15 | −6.3 (9) |
O1—C3—C4—O2 | −0.1 (5) | C17—O3—C14—C15 | 5.1 (10) |
C2—C3—C4—O2 | −179.5 (3) | C12—C13—C14—O3 | 179.5 (3) |
O1—C3—C4—C5 | 179.4 (3) | C12—C13—C14—C15 | −0.2 (6) |
C2—C3—C4—C5 | 0.0 (6) | O3—C14—C15—C16 | −179.6 (3) |
O2—C4—C5—C6 | −178.0 (3) | C13—C14—C15—C16 | 0.0 (6) |
C3—C4—C5—C6 | 2.5 (6) | C14—C15—C16—C11 | −0.2 (6) |
C2—C1—C6—C5 | 1.2 (5) | C12—C11—C16—C15 | 0.6 (5) |
C2—C1—C6—C7 | −178.2 (3) | C10—C11—C16—C15 | 178.3 (3) |
C4—C5—C6—C1 | −3.1 (5) | C14—O3—C17—C18 | 179.4 (7) |
C4—C5—C6—C7 | 176.3 (3) | C17'—O3—C17—C18 | −72 (4) |
C1—C6—C7—C8 | 148.2 (4) | O3—C17—C18—C19 | 86.9 (13) |
C5—C6—C7—C8 | −31.1 (6) | O3—C17—C18—C23 | −91.6 (13) |
C1—C6—C7—S1 | −29.2 (5) | C23—C18—C19—C20 | 0.0 |
C5—C6—C7—S1 | 151.5 (3) | C17—C18—C19—C20 | −178.4 (10) |
C10—S1—C7—C8 | −0.3 (3) | C18—C19—C20—C21 | 0.0 |
C10—S1—C7—C6 | 177.6 (3) | C19—C20—C21—C22 | 0.0 |
C6—C7—C8—C9 | −177.8 (4) | C20—C21—C22—C23 | 0.0 |
S1—C7—C8—C9 | −0.3 (4) | C21—C22—C23—C18 | 0.0 |
C6—C7—C8—C26 | 0.8 (6) | C19—C18—C23—C22 | 0.0 |
S1—C7—C8—C26 | 178.4 (3) | C17—C18—C23—C22 | 178.5 (10) |
C7—C8—C9—C10 | 0.8 (5) | C14—O3—C17'—C18' | −176.8 (5) |
C26—C8—C9—C10 | −177.9 (3) | C17—O3—C17'—C18' | 107 (4) |
C7—C8—C9—C27 | −176.9 (3) | O3—C17'—C18'—C19' | 94.0 (9) |
C26—C8—C9—C27 | 4.4 (5) | O3—C17'—C18'—C23' | −94.2 (9) |
C8—C9—C10—C11 | 179.4 (4) | C23'—C18'—C19'—C20' | 0.0 |
C27—C9—C10—C11 | −2.9 (7) | C17'—C18'—C19'—C20' | 171.9 (7) |
C8—C9—C10—S1 | −1.0 (4) | C18'—C19'—C20'—C21' | 0.0 |
C27—C9—C10—S1 | 176.6 (3) | C19'—C20'—C21'—C22' | 0.0 |
C7—S1—C10—C9 | 0.7 (3) | C20'—C21'—C22'—C23' | 0.0 |
C7—S1—C10—C11 | −179.7 (3) | C21'—C22'—C23'—C18' | 0.0 |
C9—C10—C11—C16 | 135.9 (4) | C19'—C18'—C23'—C22' | 0.0 |
S1—C10—C11—C16 | −43.6 (5) | C17'—C18'—C23'—C22' | −171.7 (7) |
C9—C10—C11—C12 | −46.6 (6) |