Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804013443/ob6376sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804013443/ob6376Isup2.hkl |
CCDC reference: 245276
Data collection: XSCANS (Siemens, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXTL-Plus (Sheldrick, 1998); program(s) used to refine structure: SHELXTL-Plus; molecular graphics: SHELXTL-Plus; software used to prepare material for publication: SHELXTL-Plus.
C35H52O7 | Z = 1 |
Mr = 584.77 | F(000) = 318 |
Triclinic, P1 | Dx = 1.189 Mg m−3 |
Hall symbol: P 1 | Melting point: 436 K |
a = 7.6789 (9) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.2222 (11) Å | Cell parameters from 65 reflections |
c = 11.3519 (13) Å | θ = 4.7–13.4° |
α = 102.368 (9)° | µ = 0.08 mm−1 |
β = 103.812 (10)° | T = 296 K |
γ = 101.113 (9)° | Plate, colorless |
V = 816.81 (16) Å3 | 0.60 × 0.60 × 0.20 mm |
Bruker P4 diffractometer | Rint = 0.037 |
Radiation source: fine-focus sealed tube, FN4 | θmax = 27.5°, θmin = 1.9° |
Graphite monochromator | h = −9→3 |
2θ/ω scans | k = −12→12 |
5573 measured reflections | l = −14→14 |
3710 independent reflections | 3 standard reflections every 97 reflections |
3430 reflections with I > 2σ(I) | intensity decay: 10.1% |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.041 | w = 1/[σ2(Fo2) + (0.078P)2 + 0.0696P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.116 | (Δ/σ)max < 0.001 |
S = 0.97 | Δρmax = 0.17 e Å−3 |
3710 reflections | Δρmin = −0.17 e Å−3 |
388 parameters | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
3 restraints | Extinction coefficient: 0.022 (6) |
Primary atom site location: structure-invariant direct methods | Absolute structure: see text |
Secondary atom site location: difference Fourier map |
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 | ||
C1 | 0.4839 (3) | −0.1690 (2) | 0.3700 (2) | 0.0438 (5) | |
H1A | 0.4167 | −0.2377 | 0.2904 | 0.053* | |
H1B | 0.6005 | −0.1216 | 0.3614 | 0.053* | |
C2 | 0.5254 (3) | −0.2435 (2) | 0.4725 (2) | 0.0477 (5) | |
H2A | 0.5945 | −0.3097 | 0.4489 | 0.057* | |
H2B | 0.6019 | −0.1765 | 0.5509 | 0.057* | |
C3 | 0.3492 (3) | −0.3184 (2) | 0.4923 (2) | 0.0476 (5) | |
H3A | 0.3806 | −0.3553 | 0.5653 | 0.057* | |
O3' | 0.2594 (2) | −0.43366 (18) | 0.37763 (18) | 0.0522 (4) | |
C4 | 0.2223 (3) | −0.2235 (3) | 0.5126 (2) | 0.0472 (5) | |
H4A | 0.2760 | −0.1590 | 0.5959 | 0.057* | |
H4B | 0.1037 | −0.2793 | 0.5108 | 0.057* | |
C4' | 0.1424 (4) | −0.5444 (3) | 0.3860 (3) | 0.0615 (7) | |
C5 | 0.1880 (3) | −0.1403 (2) | 0.4151 (2) | 0.0418 (5) | |
H5A | 0.1138 | −0.2063 | 0.3342 | 0.050* | |
C5' | 0.0779 (5) | −0.6566 (4) | 0.2661 (5) | 0.0850 (11) | |
H5B | 0.0262 | −0.7425 | 0.2813 | 0.128* | |
H5C | 0.1809 | −0.6653 | 0.2336 | 0.128* | |
H5D | −0.0151 | −0.6347 | 0.2059 | 0.128* | |
C6 | 0.0715 (3) | −0.0398 (3) | 0.4528 (3) | 0.0502 (5) | |
H6A | 0.0272 | −0.0027 | 0.3828 | 0.060* | |
H6B | −0.0358 | −0.0905 | 0.4699 | 0.060* | |
O6' | 0.0983 (4) | −0.5505 (3) | 0.4800 (3) | 0.0878 (8) | |
C7 | 0.1830 (3) | 0.0799 (2) | 0.5690 (2) | 0.0470 (5) | |
H7A | 0.2129 | 0.0437 | 0.6415 | 0.056* | |
H7B | 0.1073 | 0.1435 | 0.5852 | 0.056* | |
C8 | 0.3630 (3) | 0.1590 (2) | 0.55313 (19) | 0.0367 (4) | |
H8A | 0.3319 | 0.2067 | 0.4878 | 0.044* | |
C9 | 0.4802 (3) | 0.0600 (2) | 0.51394 (18) | 0.0350 (4) | |
H9A | 0.5140 | 0.0184 | 0.5836 | 0.042* | |
C10 | 0.3695 (3) | −0.0623 (2) | 0.39527 (19) | 0.0378 (4) | |
C11 | 0.6638 (3) | 0.1422 (2) | 0.5033 (2) | 0.0433 (5) | |
H11A | 0.7375 | 0.0785 | 0.4826 | 0.052* | |
H11B | 0.6364 | 0.1848 | 0.4348 | 0.052* | |
C12 | 0.7785 (3) | 0.2556 (2) | 0.6248 (2) | 0.0409 (4) | |
H12A | 0.8202 | 0.2127 | 0.6911 | 0.049* | |
H12B | 0.8874 | 0.3078 | 0.6104 | 0.049* | |
C13 | 0.6648 (3) | 0.3546 (2) | 0.66750 (18) | 0.0343 (4) | |
C14 | 0.4822 (3) | 0.2663 (2) | 0.67601 (19) | 0.0358 (4) | |
H14A | 0.5201 | 0.2131 | 0.7355 | 0.043* | |
C15 | 0.3987 (3) | 0.3743 (2) | 0.7445 (2) | 0.0461 (5) | |
H15A | 0.3366 | 0.4204 | 0.6873 | 0.055* | |
H15B | 0.3118 | 0.3321 | 0.7836 | 0.055* | |
C16 | 0.5712 (3) | 0.4750 (2) | 0.8438 (2) | 0.0463 (5) | |
H16A | 0.5749 | 0.4645 | 0.9281 | 0.056* | |
C17 | 0.7442 (3) | 0.4436 (2) | 0.80740 (19) | 0.0401 (4) | |
H17A | 0.7948 | 0.3861 | 0.8586 | 0.048* | |
C18 | 0.6251 (3) | 0.4419 (2) | 0.5736 (2) | 0.0429 (5) | |
H18A | 0.7331 | 0.4685 | 0.5470 | 0.064* | |
H18B | 0.5945 | 0.5234 | 0.6139 | 0.064* | |
H18C | 0.5228 | 0.3880 | 0.5016 | 0.064* | |
C19 | 0.3198 (4) | −0.0111 (3) | 0.2769 (2) | 0.0537 (6) | |
H19A | 0.2487 | −0.0882 | 0.2058 | 0.081* | |
H19B | 0.4316 | 0.0318 | 0.2613 | 0.081* | |
H19C | 0.2481 | 0.0551 | 0.2895 | 0.081* | |
C20 | 0.8846 (3) | 0.5896 (2) | 0.8502 (2) | 0.0425 (5) | |
C21 | 1.0144 (3) | 0.6067 (3) | 0.7668 (3) | 0.0561 (6) | |
H21A | 1.1286 | 0.6740 | 0.8156 | 0.084* | |
H21B | 0.9557 | 0.6373 | 0.6968 | 0.084* | |
H21C | 1.0397 | 0.5194 | 0.7360 | 0.084* | |
C21' | 0.9919 (4) | 0.6031 (3) | 0.9881 (2) | 0.0559 (6) | |
O21' | 0.9208 (4) | 0.6302 (3) | 1.07141 (19) | 0.0775 (6) | |
C22 | 0.7568 (3) | 0.6875 (2) | 0.8545 (2) | 0.0412 (4) | |
C22' | 1.1793 (5) | 0.5723 (4) | 1.0153 (4) | 0.0832 (11) | |
H22A | 1.2123 | 0.5589 | 1.0981 | 0.125* | |
H22B | 1.2703 | 0.6486 | 1.0110 | 0.125* | |
H22C | 1.1747 | 0.4898 | 0.9540 | 0.125* | |
O22' | 0.5809 (2) | 0.61671 (17) | 0.84133 (18) | 0.0524 (4) | |
C23 | 0.7936 (3) | 0.8244 (2) | 0.8688 (2) | 0.0420 (5) | |
C23' | 0.9855 (3) | 0.9063 (3) | 0.8902 (2) | 0.0466 (5) | |
C23" | 1.0106 (5) | 1.0291 (4) | 0.8365 (4) | 0.0743 (9) | |
H23A | 1.1405 | 1.0722 | 0.8562 | 0.111* | |
H23B | 0.9504 | 1.0947 | 0.8724 | 0.111* | |
H23C | 0.9567 | 0.9986 | 0.7466 | 0.111* | |
O23" | 1.1210 (3) | 0.8772 (2) | 0.9485 (2) | 0.0619 (5) | |
C24 | 0.6455 (3) | 0.9033 (2) | 0.8733 (2) | 0.0451 (5) | |
H24A | 0.5269 | 0.8381 | 0.8572 | 0.054* | |
H24B | 0.6347 | 0.9506 | 0.8074 | 0.054* | |
C25 | 0.6911 (3) | 1.0106 (2) | 1.0024 (2) | 0.0439 (5) | |
H25A | 0.8125 | 1.0739 | 1.0177 | 0.053* | |
C26 | 0.5489 (3) | 1.0946 (3) | 0.9963 (2) | 0.0508 (5) | |
H26A | 0.5285 | 1.1232 | 0.9190 | 0.061* | |
H26B | 0.4317 | 1.0394 | 0.9975 | 0.061* | |
O26' | 0.6194 (3) | 1.2154 (2) | 1.10498 (19) | 0.0622 (5) | |
C27 | 0.7038 (6) | 0.9416 (4) | 1.1081 (3) | 0.0717 (9) | |
H27A | 0.7285 | 1.0103 | 1.1865 | 0.107* | |
H27B | 0.8025 | 0.8960 | 1.1124 | 0.107* | |
H27C | 0.5887 | 0.8747 | 1.0925 | 0.107* | |
C27' | 0.5166 (4) | 1.3055 (3) | 1.1136 (3) | 0.0583 (6) | |
C28' | 0.6078 (6) | 1.4313 (4) | 1.2226 (4) | 0.0869 (11) | |
H28A | 0.5154 | 1.4753 | 1.2438 | 0.130* | |
H28B | 0.6953 | 1.4948 | 1.2001 | 0.130* | |
H28C | 0.6713 | 1.4048 | 1.2938 | 0.130* | |
O29' | 0.3703 (4) | 1.2895 (3) | 1.0377 (3) | 0.0965 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0436 (11) | 0.0385 (11) | 0.0449 (11) | 0.0116 (8) | 0.0183 (9) | −0.0044 (8) |
C2 | 0.0435 (11) | 0.0385 (11) | 0.0569 (13) | 0.0178 (9) | 0.0121 (9) | 0.0010 (9) |
C3 | 0.0527 (12) | 0.0401 (11) | 0.0487 (12) | 0.0147 (9) | 0.0141 (10) | 0.0082 (9) |
O3' | 0.0554 (9) | 0.0377 (8) | 0.0590 (10) | 0.0109 (7) | 0.0191 (8) | 0.0023 (7) |
C4 | 0.0475 (12) | 0.0428 (11) | 0.0526 (12) | 0.0124 (9) | 0.0222 (10) | 0.0064 (9) |
C4' | 0.0485 (13) | 0.0473 (14) | 0.0824 (19) | 0.0109 (11) | 0.0163 (12) | 0.0092 (13) |
C5 | 0.0349 (9) | 0.0406 (11) | 0.0432 (10) | 0.0097 (8) | 0.0093 (8) | 0.0001 (8) |
C5' | 0.0692 (19) | 0.0542 (17) | 0.107 (3) | −0.0003 (14) | 0.0214 (18) | −0.0086 (18) |
C6 | 0.0347 (10) | 0.0481 (13) | 0.0637 (14) | 0.0147 (9) | 0.0142 (9) | 0.0035 (10) |
O6' | 0.0871 (16) | 0.0801 (16) | 0.0926 (18) | −0.0024 (13) | 0.0378 (14) | 0.0247 (14) |
C7 | 0.0363 (10) | 0.0461 (12) | 0.0575 (13) | 0.0135 (9) | 0.0214 (9) | 0.0005 (10) |
C8 | 0.0365 (9) | 0.0355 (10) | 0.0389 (10) | 0.0145 (8) | 0.0138 (7) | 0.0037 (8) |
C9 | 0.0353 (9) | 0.0361 (9) | 0.0340 (9) | 0.0131 (7) | 0.0134 (7) | 0.0030 (7) |
C10 | 0.0392 (10) | 0.0379 (10) | 0.0351 (9) | 0.0139 (8) | 0.0127 (8) | 0.0019 (7) |
C11 | 0.0402 (10) | 0.0408 (11) | 0.0473 (11) | 0.0133 (8) | 0.0206 (9) | −0.0027 (9) |
C12 | 0.0346 (9) | 0.0371 (10) | 0.0479 (11) | 0.0131 (8) | 0.0128 (8) | 0.0007 (8) |
C13 | 0.0365 (9) | 0.0340 (9) | 0.0336 (9) | 0.0146 (7) | 0.0137 (7) | 0.0028 (7) |
C14 | 0.0389 (9) | 0.0352 (10) | 0.0351 (9) | 0.0126 (8) | 0.0170 (8) | 0.0038 (7) |
C15 | 0.0472 (11) | 0.0405 (11) | 0.0509 (12) | 0.0116 (9) | 0.0273 (10) | −0.0019 (9) |
C16 | 0.0565 (12) | 0.0407 (11) | 0.0423 (10) | 0.0109 (9) | 0.0276 (9) | −0.0010 (9) |
C17 | 0.0464 (10) | 0.0391 (10) | 0.0334 (9) | 0.0138 (8) | 0.0136 (8) | 0.0024 (8) |
C18 | 0.0460 (11) | 0.0455 (11) | 0.0408 (10) | 0.0156 (9) | 0.0150 (8) | 0.0132 (8) |
C19 | 0.0650 (14) | 0.0556 (14) | 0.0369 (10) | 0.0173 (11) | 0.0122 (10) | 0.0069 (9) |
C20 | 0.0420 (10) | 0.0398 (11) | 0.0401 (10) | 0.0119 (8) | 0.0107 (8) | −0.0006 (8) |
C21 | 0.0447 (11) | 0.0533 (14) | 0.0633 (15) | 0.0092 (10) | 0.0240 (11) | −0.0044 (11) |
C21' | 0.0618 (14) | 0.0456 (12) | 0.0454 (12) | 0.0139 (10) | 0.0010 (10) | −0.0019 (9) |
O21' | 0.0925 (16) | 0.0896 (17) | 0.0424 (10) | 0.0308 (13) | 0.0105 (10) | 0.0058 (10) |
C22 | 0.0426 (10) | 0.0413 (11) | 0.0370 (9) | 0.0126 (8) | 0.0150 (8) | 0.0000 (8) |
C22' | 0.0695 (19) | 0.080 (2) | 0.079 (2) | 0.0325 (17) | −0.0111 (16) | 0.0028 (17) |
O22' | 0.0467 (8) | 0.0382 (8) | 0.0691 (11) | 0.0112 (6) | 0.0270 (8) | −0.0032 (7) |
C23 | 0.0458 (11) | 0.0415 (11) | 0.0366 (10) | 0.0126 (9) | 0.0131 (8) | 0.0037 (8) |
C23' | 0.0503 (12) | 0.0454 (12) | 0.0413 (11) | 0.0117 (9) | 0.0166 (9) | 0.0032 (9) |
C23" | 0.0702 (18) | 0.083 (2) | 0.087 (2) | 0.0188 (16) | 0.0384 (17) | 0.0426 (19) |
O23" | 0.0471 (9) | 0.0544 (11) | 0.0709 (12) | 0.0083 (8) | 0.0049 (8) | 0.0077 (9) |
C24 | 0.0472 (11) | 0.0407 (11) | 0.0431 (11) | 0.0146 (9) | 0.0109 (9) | 0.0022 (9) |
C25 | 0.0434 (10) | 0.0441 (11) | 0.0419 (11) | 0.0131 (9) | 0.0152 (8) | 0.0025 (9) |
C26 | 0.0511 (12) | 0.0451 (12) | 0.0506 (13) | 0.0161 (10) | 0.0119 (10) | 0.0016 (10) |
O26' | 0.0618 (11) | 0.0567 (11) | 0.0592 (11) | 0.0249 (9) | 0.0155 (9) | −0.0085 (9) |
C27 | 0.099 (2) | 0.085 (2) | 0.0516 (15) | 0.0499 (19) | 0.0346 (15) | 0.0236 (14) |
C27' | 0.0698 (16) | 0.0541 (15) | 0.0589 (15) | 0.0259 (12) | 0.0291 (13) | 0.0110 (12) |
C28' | 0.108 (3) | 0.073 (2) | 0.078 (2) | 0.039 (2) | 0.036 (2) | −0.0064 (18) |
O29' | 0.0934 (18) | 0.0785 (17) | 0.106 (2) | 0.0506 (15) | 0.0078 (15) | −0.0001 (15) |
C1—C2 | 1.527 (4) | C16—O22' | 1.443 (3) |
C1—C10 | 1.549 (3) | C16—C17 | 1.552 (3) |
C1—H1A | 0.9700 | C16—H16A | 0.9800 |
C1—H1B | 0.9700 | C17—C20 | 1.563 (3) |
C2—C3 | 1.512 (3) | C17—H17A | 0.9800 |
C2—H2A | 0.9700 | C18—H18A | 0.9600 |
C2—H2B | 0.9700 | C18—H18B | 0.9600 |
C3—O3' | 1.469 (3) | C18—H18C | 0.9600 |
C3—C4 | 1.523 (3) | C19—H19A | 0.9600 |
C3—H3A | 0.9800 | C19—H19B | 0.9600 |
O3'—C4' | 1.339 (4) | C19—H19C | 0.9600 |
C4—C5 | 1.539 (4) | C20—C22 | 1.532 (3) |
C4—H4A | 0.9700 | C20—C21 | 1.541 (3) |
C4—H4B | 0.9700 | C20—C21' | 1.548 (3) |
C4'—O6' | 1.204 (4) | C21—H21A | 0.9600 |
C4'—C5' | 1.485 (5) | C21—H21B | 0.9600 |
C5—C6 | 1.545 (3) | C21—H21C | 0.9600 |
C5—C10 | 1.558 (3) | C21'—O21' | 1.209 (4) |
C5—H5A | 0.9800 | C21'—C22' | 1.506 (4) |
C5'—H5B | 0.9600 | C22—C23 | 1.340 (3) |
C5'—H5C | 0.9600 | C22—O22' | 1.360 (3) |
C5'—H5D | 0.9600 | C22'—H22A | 0.9600 |
C6—C7 | 1.528 (3) | C22'—H22B | 0.9600 |
C6—H6A | 0.9700 | C22'—H22C | 0.9600 |
C6—H6B | 0.9700 | C23—C23' | 1.482 (3) |
C7—C8 | 1.532 (3) | C23—C24 | 1.520 (3) |
C7—H7A | 0.9700 | C23'—O23" | 1.218 (3) |
C7—H7B | 0.9700 | C23'—C23" | 1.508 (4) |
C8—C14 | 1.527 (3) | C23"—H23A | 0.9600 |
C8—C9 | 1.543 (2) | C23"—H23B | 0.9600 |
C8—H8A | 0.9800 | C23"—H23C | 0.9600 |
C9—C11 | 1.542 (3) | C24—C25 | 1.546 (3) |
C9—C10 | 1.557 (3) | C24—H24A | 0.9700 |
C9—H9A | 0.9800 | C24—H24B | 0.9700 |
C10—C19 | 1.536 (3) | C25—C27 | 1.509 (4) |
C11—C12 | 1.537 (3) | C25—C26 | 1.512 (3) |
C11—H11A | 0.9700 | C25—H25A | 0.9800 |
C11—H11B | 0.9700 | C26—O26' | 1.453 (3) |
C12—C13 | 1.534 (2) | C26—H26A | 0.9700 |
C12—H12A | 0.9700 | C26—H26B | 0.9700 |
C12—H12B | 0.9700 | O26'—C27' | 1.327 (3) |
C13—C18 | 1.543 (3) | C27—H27A | 0.9600 |
C13—C14 | 1.551 (3) | C27—H27B | 0.9600 |
C13—C17 | 1.558 (3) | C27—H27C | 0.9600 |
C14—C15 | 1.542 (3) | C27'—O29' | 1.199 (4) |
C14—H14A | 0.9800 | C27'—C28' | 1.494 (5) |
C15—C16 | 1.533 (3) | C28'—H28A | 0.9600 |
C15—H15A | 0.9700 | C28'—H28B | 0.9600 |
C15—H15B | 0.9700 | C28'—H28C | 0.9600 |
C2—C1—C10 | 114.33 (17) | C14—C15—H15B | 111.3 |
C2—C1—H1A | 108.7 | H15A—C15—H15B | 109.2 |
C10—C1—H1A | 108.7 | O22'—C16—C15 | 111.8 (2) |
C2—C1—H1B | 108.7 | O22'—C16—C17 | 105.01 (17) |
C10—C1—H1B | 108.7 | C15—C16—C17 | 107.73 (16) |
H1A—C1—H1B | 107.6 | O22'—C16—H16A | 110.7 |
C3—C2—C1 | 111.57 (18) | C15—C16—H16A | 110.7 |
C3—C2—H2A | 109.3 | C17—C16—H16A | 110.7 |
C1—C2—H2A | 109.3 | C16—C17—C13 | 104.05 (16) |
C3—C2—H2B | 109.3 | C16—C17—C20 | 103.19 (16) |
C1—C2—H2B | 109.3 | C13—C17—C20 | 123.39 (18) |
H2A—C2—H2B | 108.0 | C16—C17—H17A | 108.4 |
O3'—C3—C2 | 105.50 (18) | C13—C17—H17A | 108.4 |
O3'—C3—C4 | 110.91 (19) | C20—C17—H17A | 108.4 |
C2—C3—C4 | 111.77 (19) | C13—C18—H18A | 109.5 |
O3'—C3—H3A | 109.5 | C13—C18—H18B | 109.5 |
C2—C3—H3A | 109.5 | H18A—C18—H18B | 109.5 |
C4—C3—H3A | 109.5 | C13—C18—H18C | 109.5 |
C4'—O3'—C3 | 117.9 (2) | H18A—C18—H18C | 109.5 |
C3—C4—C5 | 114.73 (19) | H18B—C18—H18C | 109.5 |
C3—C4—H4A | 108.6 | C10—C19—H19A | 109.5 |
C5—C4—H4A | 108.6 | C10—C19—H19B | 109.5 |
C3—C4—H4B | 108.6 | H19A—C19—H19B | 109.5 |
C5—C4—H4B | 108.6 | C10—C19—H19C | 109.5 |
H4A—C4—H4B | 107.6 | H19A—C19—H19C | 109.5 |
O6'—C4'—O3' | 123.4 (3) | H19B—C19—H19C | 109.5 |
O6'—C4'—C5' | 125.3 (3) | C22—C20—C21 | 116.1 (2) |
O3'—C4'—C5' | 111.2 (3) | C22—C20—C21' | 107.34 (18) |
C4—C5—C6 | 109.44 (19) | C21—C20—C21' | 112.4 (2) |
C4—C5—C10 | 113.52 (17) | C22—C20—C17 | 102.43 (17) |
C6—C5—C10 | 111.34 (19) | C21—C20—C17 | 113.59 (17) |
C4—C5—H5A | 107.4 | C21'—C20—C17 | 103.8 (2) |
C6—C5—H5A | 107.4 | C20—C21—H21A | 109.5 |
C10—C5—H5A | 107.4 | C20—C21—H21B | 109.5 |
C4'—C5'—H5B | 109.5 | H21A—C21—H21B | 109.5 |
C4'—C5'—H5C | 109.5 | C20—C21—H21C | 109.5 |
H5B—C5'—H5C | 109.5 | H21A—C21—H21C | 109.5 |
C4'—C5'—H5D | 109.5 | H21B—C21—H21C | 109.5 |
H5B—C5'—H5D | 109.5 | O21'—C21'—C22' | 120.7 (3) |
H5C—C5'—H5D | 109.5 | O21'—C21'—C20 | 120.0 (3) |
C7—C6—C5 | 112.11 (18) | C22'—C21'—C20 | 119.1 (3) |
C7—C6—H6A | 109.2 | C23—C22—O22' | 118.98 (19) |
C5—C6—H6A | 109.2 | C23—C22—C20 | 130.3 (2) |
C7—C6—H6B | 109.2 | O22'—C22—C20 | 110.74 (19) |
C5—C6—H6B | 109.2 | C21'—C22'—H22A | 109.5 |
H6A—C6—H6B | 107.9 | C21'—C22'—H22B | 109.5 |
C6—C7—C8 | 112.52 (19) | H22A—C22'—H22B | 109.5 |
C6—C7—H7A | 109.1 | C21'—C22'—H22C | 109.5 |
C8—C7—H7A | 109.1 | H22A—C22'—H22C | 109.5 |
C6—C7—H7B | 109.1 | H22B—C22'—H22C | 109.5 |
C8—C7—H7B | 109.1 | C22—O22'—C16 | 111.54 (17) |
H7A—C7—H7B | 107.8 | C22—C23—C23' | 120.6 (2) |
C14—C8—C7 | 111.17 (17) | C22—C23—C24 | 121.9 (2) |
C14—C8—C9 | 107.65 (15) | C23'—C23—C24 | 117.4 (2) |
C7—C8—C9 | 111.25 (16) | O23"—C23'—C23 | 122.3 (2) |
C14—C8—H8A | 108.9 | O23"—C23'—C23" | 119.8 (3) |
C7—C8—H8A | 108.9 | C23—C23'—C23" | 117.9 (2) |
C9—C8—H8A | 108.9 | C23'—C23"—H23A | 109.5 |
C11—C9—C8 | 110.40 (16) | C23'—C23"—H23B | 109.5 |
C11—C9—C10 | 113.86 (15) | H23A—C23"—H23B | 109.5 |
C8—C9—C10 | 113.02 (15) | C23'—C23"—H23C | 109.5 |
C11—C9—H9A | 106.3 | H23A—C23"—H23C | 109.5 |
C8—C9—H9A | 106.3 | H23B—C23"—H23C | 109.5 |
C10—C9—H9A | 106.3 | C23—C24—C25 | 111.88 (18) |
C19—C10—C1 | 107.49 (18) | C23—C24—H24A | 109.2 |
C19—C10—C9 | 111.33 (19) | C25—C24—H24A | 109.2 |
C1—C10—C9 | 111.13 (16) | C23—C24—H24B | 109.2 |
C19—C10—C5 | 109.23 (18) | C25—C24—H24B | 109.2 |
C1—C10—C5 | 107.28 (18) | H24A—C24—H24B | 107.9 |
C9—C10—C5 | 110.26 (16) | C27—C25—C26 | 112.6 (2) |
C12—C11—C9 | 113.23 (17) | C27—C25—C24 | 111.4 (2) |
C12—C11—H11A | 108.9 | C26—C25—C24 | 109.09 (18) |
C9—C11—H11A | 108.9 | C27—C25—H25A | 107.9 |
C12—C11—H11B | 108.9 | C26—C25—H25A | 107.9 |
C9—C11—H11B | 108.9 | C24—C25—H25A | 107.9 |
H11A—C11—H11B | 107.7 | O26'—C26—C25 | 107.91 (18) |
C13—C12—C11 | 111.44 (16) | O26'—C26—H26A | 110.1 |
C13—C12—H12A | 109.3 | C25—C26—H26A | 110.1 |
C11—C12—H12A | 109.3 | O26'—C26—H26B | 110.1 |
C13—C12—H12B | 109.3 | C25—C26—H26B | 110.1 |
C11—C12—H12B | 109.3 | H26A—C26—H26B | 108.4 |
H12A—C12—H12B | 108.0 | C27'—O26'—C26 | 116.9 (2) |
C12—C13—C18 | 110.13 (16) | C25—C27—H27A | 109.5 |
C12—C13—C14 | 107.95 (15) | C25—C27—H27B | 109.5 |
C18—C13—C14 | 111.23 (16) | H27A—C27—H27B | 109.5 |
C12—C13—C17 | 115.08 (16) | C25—C27—H27C | 109.5 |
C18—C13—C17 | 113.14 (17) | H27A—C27—H27C | 109.5 |
C14—C13—C17 | 98.68 (15) | H27B—C27—H27C | 109.5 |
C8—C14—C15 | 120.09 (17) | O29'—C27'—O26' | 122.9 (3) |
C8—C14—C13 | 114.68 (15) | O29'—C27'—C28' | 124.2 (3) |
C15—C14—C13 | 103.69 (15) | O26'—C27'—C28' | 112.8 (3) |
C8—C14—H14A | 105.8 | C27'—C28'—H28A | 109.5 |
C15—C14—H14A | 105.8 | C27'—C28'—H28B | 109.5 |
C13—C14—H14A | 105.8 | H28A—C28'—H28B | 109.5 |
C16—C15—C14 | 102.16 (17) | C27'—C28'—H28C | 109.5 |
C16—C15—H15A | 111.3 | H28A—C28'—H28C | 109.5 |
C14—C15—H15A | 111.3 | H28B—C28'—H28C | 109.5 |
C16—C15—H15B | 111.3 | ||
C10—C1—C2—C3 | 57.7 (2) | C13—C14—C15—C16 | −39.4 (2) |
C1—C2—C3—O3' | 69.2 (2) | C14—C15—C16—O22' | 128.86 (18) |
C1—C2—C3—C4 | −51.5 (2) | C14—C15—C16—C17 | 14.0 (2) |
C2—C3—O3'—C4' | 155.7 (2) | O22'—C16—C17—C13 | −103.25 (19) |
C4—C3—O3'—C4' | −83.1 (3) | C15—C16—C17—C13 | 16.0 (2) |
O3'—C3—C4—C5 | −68.4 (3) | O22'—C16—C17—C20 | 26.6 (2) |
C2—C3—C4—C5 | 49.0 (3) | C15—C16—C17—C20 | 145.88 (19) |
C3—O3'—C4'—O6' | 4.9 (4) | C12—C13—C17—C16 | −153.37 (19) |
C3—O3'—C4'—C5' | −174.4 (2) | C18—C13—C17—C16 | 78.8 (2) |
C3—C4—C5—C6 | −175.25 (19) | C14—C13—C17—C16 | −38.8 (2) |
C3—C4—C5—C10 | −50.2 (3) | C12—C13—C17—C20 | 90.1 (2) |
C4—C5—C6—C7 | 71.3 (3) | C18—C13—C17—C20 | −37.7 (3) |
C10—C5—C6—C7 | −55.0 (3) | C14—C13—C17—C20 | −155.33 (19) |
C5—C6—C7—C8 | 54.7 (3) | C16—C17—C20—C22 | −21.8 (2) |
C6—C7—C8—C14 | −173.11 (19) | C13—C17—C20—C22 | 95.2 (2) |
C6—C7—C8—C9 | −53.1 (3) | C16—C17—C20—C21 | −147.8 (2) |
C14—C8—C9—C11 | −55.9 (2) | C13—C17—C20—C21 | −30.9 (3) |
C7—C8—C9—C11 | −177.91 (19) | C16—C17—C20—C21' | 89.9 (2) |
C14—C8—C9—C10 | 175.30 (17) | C13—C17—C20—C21' | −153.2 (2) |
C7—C8—C9—C10 | 53.3 (2) | C22—C20—C21'—O21' | 30.8 (3) |
C2—C1—C10—C19 | −173.06 (19) | C21—C20—C21'—O21' | 159.6 (3) |
C2—C1—C10—C9 | 64.9 (2) | C17—C20—C21'—O21' | −77.2 (3) |
C2—C1—C10—C5 | −55.7 (2) | C22—C20—C21'—C22' | −153.4 (3) |
C11—C9—C10—C19 | −59.3 (2) | C21—C20—C21'—C22' | −24.6 (4) |
C8—C9—C10—C19 | 67.7 (2) | C17—C20—C21'—C22' | 98.6 (3) |
C11—C9—C10—C1 | 60.5 (2) | C21—C20—C22—C23 | −45.7 (3) |
C8—C9—C10—C1 | −172.52 (17) | C21'—C20—C22—C23 | 81.0 (3) |
C11—C9—C10—C5 | 179.28 (18) | C17—C20—C22—C23 | −170.1 (2) |
C8—C9—C10—C5 | −53.7 (2) | C21—C20—C22—O22' | 134.3 (2) |
C4—C5—C10—C19 | 167.16 (18) | C21'—C20—C22—O22' | −99.0 (2) |
C6—C5—C10—C19 | −68.8 (2) | C17—C20—C22—O22' | 9.9 (2) |
C4—C5—C10—C1 | 50.9 (2) | C23—C22—O22'—C16 | −172.42 (19) |
C6—C5—C10—C1 | 174.98 (18) | C20—C22—O22'—C16 | 7.5 (2) |
C4—C5—C10—C9 | −70.2 (2) | C15—C16—O22'—C22 | −138.47 (18) |
C6—C5—C10—C9 | 53.8 (2) | C17—C16—O22'—C22 | −22.0 (2) |
C8—C9—C11—C12 | 56.0 (2) | O22'—C22—C23—C23' | 176.8 (2) |
C10—C9—C11—C12 | −175.66 (18) | C20—C22—C23—C23' | −3.2 (3) |
C9—C11—C12—C13 | −55.0 (3) | O22'—C22—C23—C24 | 1.3 (3) |
C11—C12—C13—C18 | −68.5 (2) | C20—C22—C23—C24 | −178.6 (2) |
C11—C12—C13—C14 | 53.2 (2) | C22—C23—C23'—O23" | −33.0 (3) |
C11—C12—C13—C17 | 162.23 (19) | C24—C23—C23'—O23" | 142.7 (2) |
C7—C8—C14—C15 | −53.6 (3) | C22—C23—C23'—C23" | 146.7 (3) |
C9—C8—C14—C15 | −175.70 (18) | C24—C23—C23'—C23" | −37.7 (3) |
C7—C8—C14—C13 | −178.19 (17) | C22—C23—C24—C25 | 116.1 (2) |
C9—C8—C14—C13 | 59.7 (2) | C23'—C23—C24—C25 | −59.4 (3) |
C12—C13—C14—C8 | −58.3 (2) | C23—C24—C25—C27 | −60.6 (3) |
C18—C13—C14—C8 | 62.6 (2) | C23—C24—C25—C26 | 174.5 (2) |
C17—C13—C14—C8 | −178.36 (16) | C27—C25—C26—O26' | 70.0 (3) |
C12—C13—C14—C15 | 168.81 (18) | C24—C25—C26—O26' | −165.8 (2) |
C18—C13—C14—C15 | −70.3 (2) | C25—C26—O26'—C27' | 177.3 (2) |
C17—C13—C14—C15 | 48.8 (2) | C26—O26'—C27'—O29' | 1.2 (5) |
C8—C14—C15—C16 | −169.01 (19) | C26—O26'—C27'—C28' | −175.3 (3) |