Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680600403X/bh6054sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680600403X/bh6054Isup2.hkl |
CCDC reference: 601110
Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Mercury (Bruno et al., 2002) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2003).
C28H30O3 | Z = 2 |
Mr = 414.52 | F(000) = 444 |
Triclinic, P1 | Dx = 1.334 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.1843 (17) Å | Cell parameters from 990 reflections |
b = 10.963 (3) Å | θ = 3.4–28.3° |
c = 15.572 (4) Å | µ = 0.09 mm−1 |
α = 86.327 (5)° | T = 173 K |
β = 83.046 (5)° | Irregular fragment, colourless |
γ = 80.221 (5)° | 0.51 × 0.44 × 0.30 mm |
V = 1031.7 (5) Å3 |
Bruker SMART CCD area-detector diffractometer | 3894 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.016 |
Graphite monochromator | θmax = 28.0°, θmin = 1.3° |
φ and ω scans | h = −8→7 |
10401 measured reflections | k = −14→14 |
4949 independent reflections | l = −20→20 |
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)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.132 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0843P)2 + 0.1152P] where P = (Fo2 + 2Fc2)/3 |
4949 reflections | (Δ/σ)max < 0.001 |
284 parameters | Δρmax = 0.37 e Å−3 |
15 restraints | Δρmin = −0.20 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) | |
O1 | 0.47664 (14) | 0.77587 (8) | 0.16772 (6) | 0.0242 (2) | |
O2 | 0.36540 (14) | 0.69130 (8) | 0.30506 (5) | 0.0214 (2) | |
O3 | 0.24823 (18) | 0.80195 (10) | 0.49046 (6) | 0.0369 (3) | |
C1 | 0.7623 (2) | 0.57241 (11) | 0.28006 (8) | 0.0211 (2) | |
C2 | 0.8473 (2) | 0.43742 (12) | 0.24931 (8) | 0.0243 (3) | |
C3 | 0.6430 (2) | 0.37796 (12) | 0.23679 (9) | 0.0257 (3) | |
C4 | 0.6941 (2) | 0.33215 (13) | 0.14467 (9) | 0.0305 (3) | |
C5 | 0.7403 (2) | 0.45626 (12) | 0.10251 (9) | 0.0275 (3) | |
C6 | 0.9154 (2) | 0.49109 (12) | 0.15632 (8) | 0.0254 (3) | |
C7 | 0.8328 (2) | 0.62564 (11) | 0.18771 (8) | 0.0222 (3) | |
C8 | 0.6368 (2) | 0.67266 (11) | 0.13613 (8) | 0.0220 (3) | |
C9 | 0.5375 (2) | 0.55218 (11) | 0.13520 (8) | 0.0231 (3) | |
C10 | 0.4678 (2) | 0.49621 (11) | 0.22898 (8) | 0.0221 (3) | |
C11 | 0.51299 (19) | 0.57390 (11) | 0.30159 (8) | 0.0198 (2) | |
C12 | 0.4714 (2) | 0.51335 (11) | 0.39269 (8) | 0.0228 (3) | |
C13 | 0.2463 (2) | 0.47902 (12) | 0.41411 (8) | 0.0263 (3) | |
C14 | 0.2091 (3) | 0.36548 (14) | 0.43650 (9) | 0.0347 (3) | |
C15 | 0.7183 (2) | 0.71987 (14) | 0.04448 (9) | 0.0306 (3) | |
C16 | 0.8162 (2) | 0.83617 (14) | 0.04573 (9) | 0.0354 (3) | |
C17 | 1.0303 (3) | 0.83945 (18) | 0.04105 (12) | 0.0415 (5) | 0.872 (4) |
C17B | 0.7222 (14) | 0.9473 (3) | 0.0187 (9) | 0.050* | 0.128 (4) |
C18 | 0.6048 (2) | 0.85400 (11) | 0.29436 (8) | 0.0229 (3) | |
C19 | 0.5532 (2) | 0.99399 (12) | 0.26637 (9) | 0.0276 (3) | |
C20 | 0.3310 (2) | 1.01620 (12) | 0.22663 (10) | 0.0307 (3) | |
C21 | 0.1950 (3) | 1.12370 (13) | 0.27746 (11) | 0.0387 (4) | |
C22 | 0.2253 (2) | 1.06287 (13) | 0.36671 (10) | 0.0341 (3) | |
C23 | 0.4816 (2) | 1.02614 (12) | 0.36331 (10) | 0.0303 (3) | |
C24 | 0.5334 (2) | 0.88520 (12) | 0.39187 (9) | 0.0263 (3) | |
C25 | 0.3045 (2) | 0.85655 (12) | 0.42327 (9) | 0.0279 (3) | |
C26 | 0.1561 (2) | 0.93336 (12) | 0.36247 (9) | 0.0289 (3) | |
C27 | 0.2317 (2) | 0.90102 (11) | 0.26480 (9) | 0.0251 (3) | |
C28 | 0.4282 (2) | 0.79527 (11) | 0.25737 (8) | 0.0209 (2) | |
H1 | 0.8384 | 0.5979 | 0.3275 | 0.025* | |
H2 | 0.9661 | 0.3856 | 0.2801 | 0.029* | |
H3 | 0.6035 | 0.3149 | 0.2827 | 0.031* | |
H4A | 0.8249 | 0.2660 | 0.1381 | 0.037* | |
H4B | 0.5661 | 0.3047 | 0.1237 | 0.037* | |
H5 | 0.7809 | 0.4573 | 0.0384 | 0.033* | |
H6 | 1.0740 | 0.4702 | 0.1323 | 0.030* | |
H7 | 0.9480 | 0.6803 | 0.1840 | 0.027* | |
H9 | 0.4165 | 0.5612 | 0.0970 | 0.028* | |
H10 | 0.3134 | 0.4780 | 0.2361 | 0.026* | |
H12A | 0.5828 | 0.4377 | 0.3980 | 0.027* | |
H12B | 0.4934 | 0.5712 | 0.4359 | 0.027* | |
H13 | 0.1223 | 0.5429 | 0.4114 | 0.032* | |
H14A | 0.3296 | 0.2995 | 0.4398 | 0.042* | |
H14B | 0.0619 | 0.3499 | 0.4493 | 0.042* | |
H15A | 0.8309 | 0.6546 | 0.0168 | 0.037* | |
H15B | 0.5929 | 0.7362 | 0.0091 | 0.037* | |
H16A | 0.7176 | 0.9126 | 0.0502 | 0.043* | 0.872 (4) |
H16B | 0.9545 | 0.8295 | 0.0679 | 0.043* | 0.128 (4) |
H17A | 1.1348 | 0.7653 | 0.0358 | 0.050* | 0.872 (4) |
H17B | 1.0791 | 0.9162 | 0.0454 | 0.050* | 0.872 (4) |
H17C | 0.8100 | 1.0096 | 0.0010 | 0.060* | 0.128 (4) |
H17D | 0.5670 | 0.9648 | 0.0170 | 0.060* | 0.128 (4) |
H18 | 0.7611 | 0.8128 | 0.2802 | 0.027* | |
H19 | 0.6770 | 1.0327 | 0.2349 | 0.033* | |
H20 | 0.3423 | 1.0283 | 0.1621 | 0.037* | |
H21A | 0.2594 | 1.2008 | 0.2675 | 0.046* | |
H21B | 0.0385 | 1.1399 | 0.2659 | 0.046* | |
H22 | 0.1515 | 1.1129 | 0.4168 | 0.041* | |
H23 | 0.5629 | 1.0841 | 0.3886 | 0.036* | |
H24 | 0.6485 | 0.8615 | 0.4325 | 0.032* | |
H26 | −0.0048 | 0.9330 | 0.3802 | 0.035* | |
H27 | 0.1072 | 0.8855 | 0.2338 | 0.030* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0247 (5) | 0.0251 (4) | 0.0212 (4) | 0.0009 (3) | −0.0035 (3) | 0.0003 (3) |
O2 | 0.0195 (4) | 0.0203 (4) | 0.0238 (4) | −0.0030 (3) | −0.0006 (3) | −0.0007 (3) |
O3 | 0.0383 (6) | 0.0417 (6) | 0.0305 (5) | −0.0122 (5) | 0.0071 (4) | −0.0048 (4) |
C1 | 0.0197 (6) | 0.0233 (6) | 0.0210 (6) | −0.0034 (4) | −0.0050 (5) | −0.0009 (5) |
C2 | 0.0232 (6) | 0.0235 (6) | 0.0260 (6) | 0.0002 (5) | −0.0068 (5) | −0.0022 (5) |
C3 | 0.0286 (7) | 0.0223 (6) | 0.0274 (7) | −0.0045 (5) | −0.0066 (5) | −0.0033 (5) |
C4 | 0.0341 (7) | 0.0271 (6) | 0.0314 (7) | −0.0028 (5) | −0.0070 (6) | −0.0088 (5) |
C5 | 0.0294 (7) | 0.0310 (7) | 0.0222 (6) | −0.0023 (5) | −0.0039 (5) | −0.0066 (5) |
C6 | 0.0216 (6) | 0.0285 (6) | 0.0248 (6) | 0.0000 (5) | −0.0014 (5) | −0.0054 (5) |
C7 | 0.0203 (6) | 0.0243 (6) | 0.0219 (6) | −0.0027 (4) | −0.0029 (5) | −0.0020 (5) |
C8 | 0.0212 (6) | 0.0253 (6) | 0.0193 (6) | −0.0026 (5) | −0.0020 (5) | −0.0015 (5) |
C9 | 0.0234 (6) | 0.0271 (6) | 0.0198 (6) | −0.0038 (5) | −0.0062 (5) | −0.0025 (5) |
C10 | 0.0228 (6) | 0.0228 (6) | 0.0220 (6) | −0.0051 (5) | −0.0055 (5) | −0.0026 (5) |
C11 | 0.0204 (6) | 0.0201 (5) | 0.0195 (6) | −0.0034 (4) | −0.0045 (4) | −0.0011 (4) |
C12 | 0.0253 (6) | 0.0249 (6) | 0.0194 (6) | −0.0058 (5) | −0.0054 (5) | 0.0001 (5) |
C13 | 0.0250 (7) | 0.0321 (7) | 0.0221 (6) | −0.0054 (5) | −0.0038 (5) | 0.0006 (5) |
C14 | 0.0372 (8) | 0.0378 (8) | 0.0320 (7) | −0.0162 (6) | −0.0006 (6) | −0.0023 (6) |
C15 | 0.0321 (7) | 0.0381 (7) | 0.0207 (6) | −0.0053 (6) | −0.0023 (5) | 0.0025 (5) |
C16 | 0.0406 (8) | 0.0325 (7) | 0.0296 (7) | −0.0039 (6) | 0.0026 (6) | 0.0076 (6) |
C17 | 0.0447 (11) | 0.0410 (10) | 0.0390 (10) | −0.0128 (8) | −0.0024 (8) | 0.0074 (8) |
C18 | 0.0195 (6) | 0.0235 (6) | 0.0254 (6) | −0.0041 (5) | −0.0005 (5) | −0.0018 (5) |
C19 | 0.0245 (6) | 0.0226 (6) | 0.0354 (7) | −0.0063 (5) | 0.0002 (5) | 0.0003 (5) |
C20 | 0.0297 (7) | 0.0228 (6) | 0.0386 (8) | −0.0021 (5) | −0.0050 (6) | 0.0026 (5) |
C21 | 0.0327 (8) | 0.0228 (6) | 0.0594 (10) | −0.0006 (5) | −0.0052 (7) | −0.0028 (6) |
C22 | 0.0284 (7) | 0.0253 (7) | 0.0477 (9) | −0.0028 (5) | 0.0026 (6) | −0.0107 (6) |
C23 | 0.0274 (7) | 0.0254 (6) | 0.0393 (8) | −0.0075 (5) | −0.0013 (6) | −0.0076 (6) |
C24 | 0.0242 (6) | 0.0288 (6) | 0.0269 (7) | −0.0071 (5) | −0.0011 (5) | −0.0046 (5) |
C25 | 0.0275 (7) | 0.0281 (6) | 0.0286 (7) | −0.0076 (5) | 0.0032 (5) | −0.0086 (5) |
C26 | 0.0212 (6) | 0.0276 (6) | 0.0369 (8) | −0.0038 (5) | 0.0035 (5) | −0.0072 (6) |
C27 | 0.0203 (6) | 0.0235 (6) | 0.0312 (7) | −0.0014 (5) | −0.0043 (5) | −0.0010 (5) |
C28 | 0.0197 (6) | 0.0212 (6) | 0.0215 (6) | −0.0035 (4) | −0.0018 (4) | −0.0003 (5) |
C1—C2 | 1.5688 (17) | C28—O1 | 1.4139 (15) |
C1—C7 | 1.5575 (17) | C28—O2 | 1.4049 (14) |
C2—C6 | 1.5645 (18) | C28—C18 | 1.5416 (17) |
C3—C2 | 1.5539 (18) | C28—C27 | 1.5292 (17) |
C4—C3 | 1.5292 (18) | C1—H1 | 1.0000 |
C5—C4 | 1.528 (2) | C2—H2 | 1.0000 |
C5—C6 | 1.5562 (18) | C3—H3 | 1.0000 |
C7—C6 | 1.5657 (17) | C4—H4A | 0.9900 |
C8—O1 | 1.4408 (15) | C4—H4B | 0.9900 |
C8—C7 | 1.5333 (17) | C5—H5 | 1.0000 |
C8—C9 | 1.5498 (17) | C6—H6 | 1.0000 |
C8—C15 | 1.5422 (18) | C7—H7 | 1.0000 |
C9—C5 | 1.5502 (18) | C9—H9 | 1.0000 |
C9—C10 | 1.5866 (17) | C10—H10 | 1.0000 |
C10—C3 | 1.5505 (18) | C12—H12A | 0.9900 |
C10—C11 | 1.5371 (16) | C12—H12B | 0.9900 |
C11—C1 | 1.5354 (17) | C13—H13 | 0.9500 |
C11—O2 | 1.4458 (14) | C14—H14A | 0.9500 |
C11—C12 | 1.5389 (17) | C14—H14B | 0.9500 |
C12—C13 | 1.4962 (18) | C15—H15A | 0.9900 |
C13—C14 | 1.321 (2) | C15—H15B | 0.9900 |
C15—C16 | 1.504 (2) | C16—H16A | 0.9500 |
C16—C17 | 1.324 (2) | C16—H16B | 0.9500 |
C16—C17B | 1.324 (3) | C17—H17A | 0.9503 |
C18—C19 | 1.5583 (18) | C17—H17B | 0.9502 |
C20—C19 | 1.550 (2) | C17B—H17C | 0.9500 |
C20—C21 | 1.531 (2) | C17B—H17D | 0.9500 |
C21—C22 | 1.521 (2) | C18—H18 | 1.0000 |
C22—C23 | 1.563 (2) | C19—H19 | 1.0000 |
C23—C19 | 1.566 (2) | C20—H20 | 1.0000 |
C24—C18 | 1.5718 (18) | C21—H21A | 0.9900 |
C24—C23 | 1.570 (2) | C21—H21B | 0.9900 |
C25—O3 | 1.2150 (17) | C22—H22 | 1.0000 |
C25—C24 | 1.5185 (18) | C23—H23 | 1.0000 |
C26—C22 | 1.5585 (19) | C24—H24 | 1.0000 |
C26—C25 | 1.514 (2) | C26—H26 | 1.0000 |
C27—C20 | 1.5504 (18) | C27—H27 | 1.0000 |
C27—C26 | 1.5805 (19) | ||
O1—C8—C7 | 118.42 (10) | H16B—C17—H17A | 108.1 |
O1—C8—C15 | 102.79 (10) | H17B—C17—H17A | 119.9 |
C7—C8—C15 | 110.45 (10) | C16—C17B—H17C | 120.0 |
O1—C8—C9 | 112.84 (10) | C16—C17B—H17D | 120.0 |
C7—C8—C9 | 100.25 (10) | H17C—C17B—H17D | 120.0 |
C15—C8—C9 | 112.49 (10) | C13—C12—C11 | 114.55 (10) |
C8—C9—C5 | 102.85 (10) | C13—C12—H12A | 108.6 |
C8—C9—C10 | 113.59 (10) | C11—C12—H12A | 108.6 |
C5—C9—C10 | 102.26 (10) | C13—C12—H12B | 108.6 |
C8—C9—H9 | 112.4 | C11—C12—H12B | 108.6 |
C5—C9—H9 | 112.4 | H12A—C12—H12B | 107.6 |
C10—C9—H9 | 112.4 | C14—C13—C12 | 124.18 (13) |
C11—C10—C3 | 102.19 (10) | C14—C13—H13 | 117.9 |
C11—C10—C9 | 112.72 (10) | C12—C13—H13 | 117.9 |
C3—C10—C9 | 102.85 (10) | C13—C14—H14A | 120.0 |
C11—C10—H10 | 112.7 | C13—C14—H14B | 120.0 |
C3—C10—H10 | 112.7 | H14A—C14—H14B | 120.0 |
C9—C10—H10 | 112.7 | O2—C28—O1 | 112.81 (9) |
O2—C11—C1 | 119.34 (9) | O2—C28—C27 | 108.24 (10) |
O2—C11—C10 | 111.22 (9) | O1—C28—C27 | 105.14 (10) |
C1—C11—C10 | 100.76 (9) | O2—C28—C18 | 115.27 (10) |
O2—C11—C12 | 104.04 (9) | O1—C28—C18 | 112.95 (10) |
C1—C11—C12 | 108.43 (10) | C27—C28—C18 | 101.09 (10) |
C10—C11—C12 | 113.41 (10) | C28—C27—C20 | 103.92 (10) |
C11—C1—C7 | 114.71 (10) | C28—C27—C26 | 111.24 (10) |
C11—C1—C2 | 102.66 (9) | C20—C27—C26 | 102.99 (10) |
C7—C1—C2 | 90.04 (9) | C28—C27—H27 | 112.7 |
C11—C1—H1 | 115.4 | C20—C27—H27 | 112.7 |
C7—C1—H1 | 115.4 | C26—C27—H27 | 112.7 |
C2—C1—H1 | 115.4 | C25—C26—C22 | 100.76 (11) |
C8—C7—C1 | 113.08 (10) | C25—C26—C27 | 111.80 (11) |
C8—C7—C6 | 103.40 (10) | C22—C26—C27 | 102.45 (11) |
C1—C7—C6 | 90.21 (9) | C25—C26—H26 | 113.5 |
C8—C7—H7 | 115.6 | C22—C26—H26 | 113.5 |
C1—C7—H7 | 115.6 | C27—C26—H26 | 113.5 |
C6—C7—H7 | 115.6 | O3—C25—C26 | 127.32 (13) |
C4—C5—C9 | 105.11 (11) | O3—C25—C24 | 127.17 (13) |
C4—C5—C6 | 103.30 (11) | C26—C25—C24 | 104.39 (11) |
C9—C5—C6 | 99.77 (10) | C25—C24—C23 | 101.84 (11) |
C4—C5—H5 | 115.6 | C25—C24—C18 | 112.03 (10) |
C9—C5—H5 | 115.6 | C23—C24—C18 | 89.20 (10) |
C6—C5—H5 | 115.6 | C25—C24—H24 | 116.6 |
C5—C4—C3 | 95.36 (10) | C23—C24—H24 | 116.6 |
C5—C4—H4A | 112.7 | C18—C24—H24 | 116.6 |
C3—C4—H4A | 112.7 | C28—C18—C19 | 104.41 (10) |
C5—C4—H4B | 112.7 | C28—C18—C24 | 111.12 (10) |
C3—C4—H4B | 112.7 | C19—C18—C24 | 90.59 (10) |
H4A—C4—H4B | 110.2 | C28—C18—H18 | 115.9 |
C4—C3—C10 | 104.38 (10) | C19—C18—H18 | 115.9 |
C4—C3—C2 | 103.61 (11) | C24—C18—H18 | 115.9 |
C10—C3—C2 | 100.11 (10) | C21—C20—C19 | 103.15 (12) |
C4—C3—H3 | 115.6 | C21—C20—C27 | 104.19 (12) |
C10—C3—H3 | 115.6 | C19—C20—C27 | 100.65 (10) |
C2—C3—H3 | 115.6 | C21—C20—H20 | 115.6 |
C3—C2—C6 | 102.85 (10) | C19—C20—H20 | 115.6 |
C3—C2—C1 | 107.98 (10) | C27—C20—H20 | 115.6 |
C6—C2—C1 | 89.84 (9) | C22—C21—C20 | 95.83 (11) |
C3—C2—H2 | 117.4 | C22—C21—H21A | 112.6 |
C6—C2—H2 | 117.4 | C20—C21—H21A | 112.6 |
C1—C2—H2 | 117.4 | C22—C21—H21B | 112.6 |
C5—C6—C2 | 103.02 (10) | C20—C21—H21B | 112.6 |
C5—C6—C7 | 108.22 (10) | H21A—C21—H21B | 110.1 |
C2—C6—C7 | 89.90 (9) | C21—C22—C26 | 104.19 (12) |
C5—C6—H6 | 117.3 | C21—C22—C23 | 102.93 (12) |
C2—C6—H6 | 117.3 | C26—C22—C23 | 100.88 (10) |
C7—C6—H6 | 117.3 | C21—C22—H22 | 115.6 |
C16—C15—C8 | 112.31 (11) | C26—C22—H22 | 115.6 |
C16—C15—H15A | 109.1 | C23—C22—H22 | 115.6 |
C8—C15—H15A | 109.1 | C22—C23—C19 | 102.90 (11) |
C16—C15—H15B | 109.1 | C22—C23—C24 | 107.69 (11) |
C8—C15—H15B | 109.1 | C19—C23—C24 | 90.37 (10) |
H15A—C15—H15B | 107.9 | C22—C23—H23 | 117.3 |
C17—C16—C17B | 106.4 (4) | C19—C23—H23 | 117.3 |
C17—C16—C15 | 124.54 (15) | C24—C23—H23 | 117.3 |
C17B—C16—C15 | 124.50 (18) | C20—C19—C18 | 107.80 (10) |
C17—C16—H16A | 117.7 | C20—C19—C23 | 103.06 (11) |
C15—C16—H16A | 117.7 | C18—C19—C23 | 89.84 (10) |
C17B—C16—H16B | 117.8 | C20—C19—H19 | 117.4 |
C15—C16—H16B | 117.7 | C18—C19—H19 | 117.4 |
H16A—C16—H16B | 118.5 | C23—C19—H19 | 117.4 |
C16—C17—H17B | 119.5 | C28—O1—C8 | 121.13 (9) |
H16B—C17—H17B | 115.0 | C28—O2—C11 | 119.74 (9) |
C16—C17—H17A | 120.5 | ||
O1—C8—C9—C5 | −178.07 (9) | O2—C28—C27—C20 | 168.97 (10) |
C7—C8—C9—C5 | −51.14 (11) | O1—C28—C27—C20 | −70.23 (12) |
C15—C8—C9—C5 | 66.19 (12) | C18—C28—C27—C20 | 47.46 (12) |
O1—C8—C9—C10 | −68.36 (13) | O2—C28—C27—C26 | 58.80 (13) |
C7—C8—C9—C10 | 58.58 (12) | O1—C28—C27—C26 | 179.60 (9) |
C15—C8—C9—C10 | 175.90 (10) | C18—C28—C27—C26 | −62.71 (12) |
C8—C9—C10—C11 | 0.18 (14) | C28—C27—C26—C25 | 3.11 (15) |
C5—C9—C10—C11 | 110.25 (11) | C20—C27—C26—C25 | −107.66 (12) |
C8—C9—C10—C3 | −109.12 (11) | C28—C27—C26—C22 | 110.22 (12) |
C5—C9—C10—C3 | 0.96 (11) | C20—C27—C26—C22 | −0.55 (13) |
C3—C10—C11—O2 | 179.44 (9) | C22—C26—C25—O3 | 118.18 (15) |
C9—C10—C11—O2 | 69.74 (12) | C27—C26—C25—O3 | −133.61 (14) |
C3—C10—C11—C1 | 51.94 (11) | C22—C26—C25—C24 | −50.35 (12) |
C9—C10—C11—C1 | −57.76 (12) | C27—C26—C25—C24 | 57.86 (13) |
C3—C10—C11—C12 | −63.71 (13) | O3—C25—C24—C23 | −132.34 (14) |
C9—C10—C11—C12 | −173.41 (10) | C26—C25—C24—C23 | 36.21 (12) |
O2—C11—C1—C7 | −63.83 (13) | O3—C25—C24—C18 | 133.68 (14) |
C10—C11—C1—C7 | 58.13 (12) | C26—C25—C24—C18 | −57.77 (13) |
C12—C11—C1—C7 | 177.44 (10) | O2—C28—C18—C19 | −149.93 (10) |
O2—C11—C1—C2 | −159.81 (10) | O1—C28—C18—C19 | 78.36 (12) |
C10—C11—C1—C2 | −37.85 (11) | C27—C28—C18—C19 | −33.48 (12) |
C12—C11—C1—C2 | 81.47 (11) | O2—C28—C18—C24 | −53.57 (14) |
O1—C8—C7—C1 | 63.87 (14) | O1—C28—C18—C24 | 174.71 (9) |
C15—C8—C7—C1 | −178.07 (10) | C27—C28—C18—C24 | 62.87 (12) |
C9—C8—C7—C1 | −59.24 (12) | C25—C24—C18—C28 | −3.22 (15) |
O1—C8—C7—C6 | 159.93 (10) | C23—C24—C18—C28 | −105.68 (11) |
C15—C8—C7—C6 | −82.01 (12) | C25—C24—C18—C19 | 102.48 (12) |
C9—C8—C7—C6 | 36.82 (11) | C23—C24—C18—C19 | 0.03 (10) |
C11—C1—C7—C8 | 1.35 (14) | C28—C27—C20—C21 | −148.18 (11) |
C2—C1—C7—C8 | 105.32 (11) | C26—C27—C20—C21 | −32.06 (13) |
C11—C1—C7—C6 | −103.34 (10) | C28—C27—C20—C19 | −41.54 (13) |
C2—C1—C7—C6 | 0.64 (9) | C26—C27—C20—C19 | 74.58 (12) |
C8—C9—C5—C4 | 149.91 (10) | C19—C20—C21—C22 | −53.19 (13) |
C10—C9—C5—C4 | 31.89 (12) | C27—C20—C21—C22 | 51.57 (13) |
C8—C9—C5—C6 | 43.15 (12) | C20—C21—C22—C26 | −51.95 (13) |
C10—C9—C5—C6 | −74.86 (11) | C20—C21—C22—C23 | 53.00 (12) |
C9—C5—C4—C3 | −51.30 (12) | C25—C26—C22—C21 | 148.67 (11) |
C6—C5—C4—C3 | 52.84 (12) | C27—C26—C22—C21 | 33.26 (13) |
C5—C4—C3—C10 | 51.63 (12) | C25—C26—C22—C23 | 42.19 (13) |
C5—C4—C3—C2 | −52.75 (12) | C27—C26—C22—C23 | −73.22 (13) |
C11—C10—C3—C4 | −150.46 (10) | C21—C22—C23—C19 | −33.51 (13) |
C9—C10—C3—C4 | −33.42 (12) | C26—C22—C23—C19 | 73.96 (13) |
C11—C10—C3—C2 | −43.46 (12) | C21—C22—C23—C24 | −128.09 (11) |
C9—C10—C3—C2 | 73.58 (11) | C26—C22—C23—C24 | −20.62 (14) |
C4—C3—C2—C6 | 33.08 (12) | C25—C24—C23—C22 | −8.71 (14) |
C10—C3—C2—C6 | −74.54 (11) | C18—C24—C23—C22 | 103.64 (12) |
C4—C3—C2—C1 | 127.15 (11) | C25—C24—C23—C19 | −112.38 (10) |
C10—C3—C2—C1 | 19.54 (13) | C18—C24—C23—C19 | −0.03 (9) |
C11—C1—C2—C3 | 11.26 (12) | C21—C20—C19—C18 | 127.33 (12) |
C7—C1—C2—C3 | −104.11 (10) | C27—C20—C19—C18 | 19.86 (13) |
C11—C1—C2—C6 | 114.73 (10) | C21—C20—C19—C23 | 33.22 (13) |
C7—C1—C2—C6 | −0.64 (9) | C27—C20—C19—C23 | −74.24 (12) |
C4—C5—C6—C2 | −33.69 (12) | C28—C18—C19—C20 | 8.30 (13) |
C9—C5—C6—C2 | 74.52 (11) | C24—C18—C19—C20 | −103.71 (11) |
C4—C5—C6—C7 | −127.94 (11) | C28—C18—C19—C23 | 111.98 (10) |
C9—C5—C6—C7 | −19.74 (13) | C24—C18—C19—C23 | −0.03 (10) |
C3—C2—C6—C5 | 0.37 (12) | C22—C23—C19—C20 | 0.04 (12) |
C1—C2—C6—C5 | −108.05 (10) | C24—C23—C19—C20 | 108.28 (10) |
C3—C2—C6—C7 | 109.06 (10) | C22—C23—C19—C18 | −108.22 (10) |
C1—C2—C6—C7 | 0.64 (9) | C24—C23—C19—C18 | 0.03 (10) |
C8—C7—C6—C5 | −10.78 (13) | O2—C28—O1—C8 | −54.72 (14) |
C1—C7—C6—C5 | 103.04 (11) | C27—C28—O1—C8 | −172.47 (10) |
C8—C7—C6—C2 | −114.46 (10) | C18—C28—O1—C8 | 78.20 (13) |
C1—C7—C6—C2 | −0.64 (9) | C7—C8—O1—C28 | −31.42 (15) |
O1—C8—C15—C16 | 58.83 (13) | C15—C8—O1—C28 | −153.43 (10) |
C7—C8—C15—C16 | −68.43 (14) | C9—C8—O1—C28 | 85.16 (13) |
C9—C8—C15—C16 | −179.52 (11) | O1—C28—O2—C11 | 57.60 (13) |
C8—C15—C16—C17 | 98.55 (18) | C27—C28—O2—C11 | 173.50 (9) |
C8—C15—C16—C17B | −108.8 (8) | C18—C28—O2—C11 | −74.19 (13) |
O2—C11—C12—C13 | 66.66 (12) | C1—C11—O2—C28 | 25.54 (14) |
C1—C11—C12—C13 | −165.34 (10) | C10—C11—O2—C28 | −91.07 (12) |
C10—C11—C12—C13 | −54.33 (14) | C12—C11—O2—C28 | 146.49 (10) |
C11—C12—C13—C14 | 121.85 (14) |