Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803023754/cf6291sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803023754/cf6291Isup2.hkl |
CCDC reference: 227022
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.
C33H50O6 | F(000) = 592 |
Mr = 542.73 | Dx = 1.131 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 68 reflections |
a = 12.9463 (14) Å | θ = 4.6–12.5° |
b = 7.3819 (10) Å | µ = 0.08 mm−1 |
c = 16.8664 (17) Å | T = 300 K |
β = 98.562 (6)° | Prism, colorless |
V = 1593.9 (3) Å3 | 0.65 × 0.50 × 0.38 mm |
Z = 2 |
Bruker P4 diffractometer | Rint = 0.028 |
Radiation source: fine-focus sealed tube, FN4 | θmax = 28.0°, θmin = 1.6° |
Graphite monochromator | h = −17→8 |
2θ/ω scans | k = −1→9 |
7849 measured reflections | l = −22→22 |
4144 independent reflections | 3 standard reflections every 97 reflections |
3498 reflections with I > 2σ(I) | intensity decay: <1% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.133 | w = 1/[σ2(Fo2) + (0.0712P)2 + 0.1538P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
4144 reflections | Δρmax = 0.25 e Å−3 |
363 parameters | Δρmin = −0.19 e Å−3 |
1 restraint | Extinction correction: SHELXTL-Plus, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.016 (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) | |
C1 | 0.8280 (2) | 0.8269 (5) | 0.15861 (12) | 0.0606 (7) | |
H1A | 0.8801 | 0.8204 | 0.1229 | 0.073* | |
H1B | 0.7975 | 0.7073 | 0.1606 | 0.073* | |
C2 | 0.7442 (2) | 0.9561 (6) | 0.12383 (14) | 0.0715 (9) | |
H2A | 0.6872 | 0.9511 | 0.1551 | 0.086* | |
H2B | 0.7172 | 0.9190 | 0.0695 | 0.086* | |
C3 | 0.7837 (2) | 1.1492 (5) | 0.12267 (15) | 0.0706 (8) | |
H3A | 0.7253 | 1.2316 | 0.1057 | 0.085* | |
O3' | 0.85872 (15) | 1.1570 (4) | 0.06517 (10) | 0.0766 (6) | |
C4' | 0.8451 (3) | 1.2727 (6) | 0.00780 (19) | 0.0904 (11) | |
C5' | 0.9293 (2) | 1.2709 (5) | −0.04377 (15) | 0.0783 (9) | |
H5'A | 0.9518 | 1.1486 | −0.0501 | 0.118* | |
H5'B | 0.9873 | 1.3423 | −0.0190 | 0.118* | |
H5'C | 0.9029 | 1.3208 | −0.0954 | 0.118* | |
O6' | 0.7500 (5) | 1.3115 (17) | −0.0225 (4) | 0.105 (4) | 0.532 (16) |
O6'A | 0.8021 (12) | 1.4236 (14) | 0.0237 (8) | 0.128 (6) | 0.468 (16) |
C4 | 0.8408 (2) | 1.2072 (4) | 0.20367 (15) | 0.0649 (7) | |
H4A | 0.7903 | 1.2227 | 0.2402 | 0.078* | |
H4B | 0.8734 | 1.3239 | 0.1979 | 0.078* | |
C5 | 0.92394 (18) | 1.0745 (4) | 0.24030 (12) | 0.0544 (6) | |
H5A | 0.9780 | 1.0731 | 0.2053 | 0.065* | |
C6 | 0.9769 (2) | 1.1381 (5) | 0.32293 (13) | 0.0694 (8) | |
H6A | 1.0389 | 1.0655 | 0.3392 | 0.083* | |
H6B | 0.9988 | 1.2631 | 0.3192 | 0.083* | |
C7 | 0.9047 (2) | 1.1231 (4) | 0.38647 (13) | 0.0619 (7) | |
H7A | 0.8479 | 1.2089 | 0.3742 | 0.074* | |
H7B | 0.9434 | 1.1551 | 0.4383 | 0.074* | |
C8 | 0.85951 (16) | 0.9325 (4) | 0.39116 (11) | 0.0476 (5) | |
H8A | 0.9160 | 0.8489 | 0.4118 | 0.057* | |
C9 | 0.80689 (16) | 0.8662 (4) | 0.30687 (11) | 0.0459 (5) | |
H9A | 0.7505 | 0.9522 | 0.2892 | 0.055* | |
C10 | 0.88312 (17) | 0.8768 (4) | 0.24352 (12) | 0.0503 (5) | |
C11 | 0.7544 (2) | 0.6803 (4) | 0.31129 (12) | 0.0560 (6) | |
H11A | 0.8074 | 0.5899 | 0.3285 | 0.067* | |
H11B | 0.7199 | 0.6467 | 0.2583 | 0.067* | |
C12 | 0.67375 (18) | 0.6816 (4) | 0.36990 (11) | 0.0528 (6) | |
H12A | 0.6171 | 0.7633 | 0.3501 | 0.063* | |
H12B | 0.6448 | 0.5611 | 0.3730 | 0.063* | |
C13 | 0.72405 (16) | 0.7422 (3) | 0.45369 (11) | 0.0434 (4) | |
C14 | 0.77652 (17) | 0.9286 (3) | 0.44662 (11) | 0.0448 (5) | |
H14A | 0.7207 | 1.0093 | 0.4219 | 0.054* | |
C15 | 0.80277 (19) | 0.9913 (4) | 0.53439 (11) | 0.0545 (6) | |
H15A | 0.8658 | 0.9335 | 0.5611 | 0.065* | |
H15B | 0.8112 | 1.1217 | 0.5379 | 0.065* | |
C16 | 0.70632 (18) | 0.9293 (3) | 0.57018 (11) | 0.0481 (5) | |
H16A | 0.6632 | 1.0331 | 0.5807 | 0.058* | |
C17 | 0.64457 (15) | 0.7985 (3) | 0.50959 (10) | 0.0440 (5) | |
H17A | 0.5863 | 0.8637 | 0.4783 | 0.053* | |
C18 | 0.79967 (18) | 0.5962 (4) | 0.49181 (14) | 0.0548 (6) | |
H18A | 0.8475 | 0.5651 | 0.4556 | 0.082* | |
H18B | 0.7610 | 0.4905 | 0.5028 | 0.082* | |
H18C | 0.8380 | 0.6414 | 0.5409 | 0.082* | |
C19 | 0.9746 (2) | 0.7446 (5) | 0.26413 (17) | 0.0733 (8) | |
H19A | 1.0203 | 0.7535 | 0.2244 | 0.110* | |
H19B | 0.9482 | 0.6232 | 0.2651 | 0.110* | |
H19C | 1.0125 | 0.7744 | 0.3158 | 0.110* | |
C20 | 0.60167 (15) | 0.6580 (3) | 0.56277 (10) | 0.0444 (5) | |
H20A | 0.5987 | 0.5374 | 0.5382 | 0.053* | |
C21 | 0.49508 (17) | 0.7147 (4) | 0.58314 (13) | 0.0562 (6) | |
H21A | 0.4702 | 0.6241 | 0.6165 | 0.084* | |
H21B | 0.4465 | 0.7274 | 0.5346 | 0.084* | |
H21C | 0.5016 | 0.8283 | 0.6111 | 0.084* | |
C22 | 0.67995 (15) | 0.6638 (3) | 0.63885 (11) | 0.0437 (4) | |
O22' | 0.73500 (12) | 0.8205 (3) | 0.64298 (7) | 0.0512 (4) | |
C23 | 0.69628 (17) | 0.5453 (3) | 0.70078 (11) | 0.0471 (5) | |
C23' | 0.6438 (2) | 0.3698 (4) | 0.69456 (14) | 0.0560 (6) | |
C23" | 0.6662 (4) | 0.2353 (6) | 0.7619 (2) | 0.1128 (15) | |
H23A | 0.6257 | 0.1276 | 0.7486 | 0.169* | |
H23B | 0.6479 | 0.2871 | 0.8101 | 0.169* | |
H23C | 0.7392 | 0.2053 | 0.7699 | 0.169* | |
O23" | 0.58358 (16) | 0.3182 (3) | 0.63582 (11) | 0.0718 (5) | |
C24 | 0.77170 (18) | 0.6009 (4) | 0.77514 (12) | 0.0542 (6) | |
H24A | 0.8355 | 0.6456 | 0.7584 | 0.065* | |
H24B | 0.7895 | 0.4944 | 0.8080 | 0.065* | |
C25 | 0.7291 (2) | 0.7460 (4) | 0.82632 (12) | 0.0579 (6) | |
H25A | 0.7079 | 0.8507 | 0.7920 | 0.069* | |
C26 | 0.6343 (3) | 0.6793 (6) | 0.86092 (18) | 0.0777 (8) | |
H26A | 0.5813 | 0.6377 | 0.8180 | 0.093* | |
H26B | 0.6539 | 0.5784 | 0.8969 | 0.093* | |
C27 | 0.8146 (3) | 0.8070 (7) | 0.89287 (19) | 0.1007 (13) | |
H27A | 0.7874 | 0.8980 | 0.9248 | 0.151* | |
H27B | 0.8719 | 0.8562 | 0.8697 | 0.151* | |
H27C | 0.8383 | 0.7052 | 0.9261 | 0.151* | |
O26' | 0.5933 (2) | 0.8252 (5) | 0.90403 (14) | 0.1071 (10) | |
C27' | 0.5010 (3) | 0.8905 (8) | 0.8799 (3) | 0.1030 (13) | |
C28' | 0.4712 (4) | 1.0416 (9) | 0.9277 (3) | 0.141 (2) | |
H28A | 0.4022 | 1.0815 | 0.9061 | 0.211* | |
H28B | 0.5196 | 1.1395 | 0.9262 | 0.211* | |
H28C | 0.4722 | 1.0029 | 0.9821 | 0.211* | |
O29' | 0.4520 (3) | 0.8393 (10) | 0.8191 (3) | 0.204 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0705 (14) | 0.0774 (17) | 0.0375 (9) | −0.0182 (15) | 0.0207 (10) | −0.0093 (12) |
C2 | 0.0592 (14) | 0.116 (3) | 0.0401 (10) | −0.0178 (17) | 0.0084 (10) | 0.0002 (14) |
C3 | 0.0631 (14) | 0.101 (2) | 0.0500 (12) | 0.0137 (17) | 0.0164 (10) | 0.0216 (15) |
O3' | 0.0730 (11) | 0.1063 (17) | 0.0541 (9) | 0.0144 (12) | 0.0208 (8) | 0.0325 (12) |
C4' | 0.102 (2) | 0.107 (3) | 0.0681 (17) | 0.025 (2) | 0.0310 (17) | 0.039 (2) |
C5' | 0.0900 (19) | 0.093 (2) | 0.0549 (13) | −0.0091 (19) | 0.0195 (13) | 0.0199 (16) |
O6' | 0.092 (3) | 0.150 (8) | 0.073 (4) | 0.043 (4) | 0.017 (3) | 0.052 (5) |
O6'A | 0.189 (11) | 0.096 (6) | 0.117 (8) | 0.053 (7) | 0.083 (9) | 0.052 (6) |
C4 | 0.0774 (16) | 0.0671 (17) | 0.0540 (12) | −0.0042 (15) | 0.0218 (12) | 0.0051 (12) |
C5 | 0.0527 (11) | 0.0718 (17) | 0.0408 (10) | −0.0144 (13) | 0.0137 (9) | 0.0014 (11) |
C6 | 0.0658 (14) | 0.097 (2) | 0.0471 (11) | −0.0366 (16) | 0.0132 (10) | −0.0058 (14) |
C7 | 0.0670 (14) | 0.0778 (19) | 0.0415 (10) | −0.0272 (14) | 0.0097 (9) | −0.0086 (12) |
C8 | 0.0457 (10) | 0.0625 (14) | 0.0348 (9) | −0.0068 (11) | 0.0064 (8) | 0.0003 (9) |
C9 | 0.0471 (10) | 0.0580 (13) | 0.0339 (8) | −0.0036 (10) | 0.0104 (7) | −0.0001 (9) |
C10 | 0.0507 (11) | 0.0653 (15) | 0.0369 (9) | −0.0057 (11) | 0.0138 (8) | 0.0002 (10) |
C11 | 0.0676 (13) | 0.0646 (15) | 0.0383 (9) | −0.0171 (13) | 0.0163 (9) | −0.0091 (11) |
C12 | 0.0566 (11) | 0.0677 (15) | 0.0352 (9) | −0.0199 (12) | 0.0102 (8) | −0.0055 (10) |
C13 | 0.0457 (10) | 0.0536 (12) | 0.0319 (8) | −0.0051 (10) | 0.0087 (7) | −0.0004 (9) |
C14 | 0.0478 (10) | 0.0552 (12) | 0.0313 (8) | −0.0048 (10) | 0.0062 (7) | 0.0010 (9) |
C15 | 0.0664 (13) | 0.0628 (15) | 0.0352 (9) | −0.0145 (13) | 0.0101 (9) | −0.0044 (10) |
C16 | 0.0622 (12) | 0.0501 (12) | 0.0329 (8) | −0.0007 (11) | 0.0099 (8) | 0.0001 (9) |
C17 | 0.0450 (9) | 0.0552 (12) | 0.0320 (8) | 0.0004 (10) | 0.0061 (7) | 0.0010 (9) |
C18 | 0.0551 (12) | 0.0605 (14) | 0.0512 (11) | 0.0078 (12) | 0.0161 (9) | 0.0036 (11) |
C19 | 0.0693 (15) | 0.089 (2) | 0.0678 (15) | 0.0152 (17) | 0.0292 (13) | 0.0070 (16) |
C20 | 0.0457 (10) | 0.0538 (12) | 0.0341 (8) | −0.0010 (10) | 0.0077 (7) | 0.0011 (9) |
C21 | 0.0490 (11) | 0.0701 (17) | 0.0505 (11) | 0.0000 (12) | 0.0103 (9) | 0.0061 (12) |
C22 | 0.0451 (9) | 0.0530 (12) | 0.0342 (8) | 0.0023 (10) | 0.0102 (7) | −0.0020 (9) |
O22' | 0.0613 (8) | 0.0612 (10) | 0.0306 (6) | −0.0091 (9) | 0.0049 (6) | 0.0005 (7) |
C23 | 0.0516 (11) | 0.0556 (13) | 0.0348 (9) | 0.0100 (11) | 0.0087 (8) | 0.0016 (9) |
C23' | 0.0670 (14) | 0.0546 (14) | 0.0474 (10) | 0.0104 (12) | 0.0116 (10) | 0.0044 (10) |
C23" | 0.187 (4) | 0.065 (2) | 0.077 (2) | −0.016 (3) | −0.015 (2) | 0.0201 (18) |
O23" | 0.0820 (12) | 0.0638 (12) | 0.0661 (10) | −0.0129 (11) | −0.0004 (9) | 0.0058 (10) |
C24 | 0.0563 (12) | 0.0666 (15) | 0.0384 (9) | 0.0115 (12) | 0.0028 (8) | 0.0042 (11) |
C25 | 0.0754 (15) | 0.0612 (14) | 0.0364 (9) | 0.0071 (13) | 0.0055 (10) | 0.0006 (10) |
C26 | 0.0845 (18) | 0.087 (2) | 0.0670 (15) | 0.0103 (19) | 0.0278 (13) | −0.0126 (17) |
C27 | 0.099 (2) | 0.126 (3) | 0.0724 (18) | −0.015 (3) | −0.0007 (16) | −0.040 (2) |
O26' | 0.0982 (16) | 0.139 (3) | 0.0842 (14) | 0.0391 (19) | 0.0151 (12) | −0.0392 (17) |
C27' | 0.082 (2) | 0.123 (4) | 0.108 (3) | 0.016 (3) | 0.028 (2) | −0.014 (3) |
C28' | 0.124 (3) | 0.139 (5) | 0.173 (4) | 0.039 (4) | 0.068 (3) | −0.026 (4) |
O29' | 0.116 (2) | 0.250 (7) | 0.232 (5) | 0.066 (4) | −0.024 (3) | −0.087 (5) |
C1—C2 | 1.497 (5) | C15—C16 | 1.535 (3) |
C1—C10 | 1.547 (3) | C15—H15A | 0.970 |
C1—H1A | 0.970 | C15—H15B | 0.970 |
C1—H1B | 0.970 | C16—O22' | 1.468 (2) |
C2—C3 | 1.515 (6) | C16—C17 | 1.540 (3) |
C2—H2A | 0.970 | C16—H16A | 0.980 |
C2—H2B | 0.970 | C17—C20 | 1.529 (3) |
C3—O3' | 1.472 (3) | C17—H17A | 0.980 |
C3—C4 | 1.515 (4) | C18—H18A | 0.960 |
C3—H3A | 0.980 | C18—H18B | 0.960 |
O3'—C4' | 1.283 (4) | C18—H18C | 0.960 |
C4'—O6'A | 1.291 (9) | C19—H19A | 0.960 |
C4'—O6' | 1.292 (6) | C19—H19B | 0.960 |
C4'—C5' | 1.493 (4) | C19—H19C | 0.960 |
C5'—H5'A | 0.960 | C20—C22 | 1.513 (3) |
C5'—H5'B | 0.960 | C20—C21 | 1.529 (3) |
C5'—H5'C | 0.960 | C20—H20A | 0.980 |
O6'—O6'A | 1.262 (11) | C21—H21A | 0.960 |
C4—C5 | 1.517 (4) | C21—H21B | 0.960 |
C4—H4A | 0.970 | C21—H21C | 0.960 |
C4—H4B | 0.970 | C22—O22' | 1.355 (3) |
C5—C6 | 1.533 (3) | C22—C23 | 1.355 (3) |
C5—C10 | 1.556 (4) | C23—C23' | 1.459 (4) |
C5—H5A | 0.980 | C23—C24 | 1.526 (3) |
C6—C7 | 1.527 (3) | C23'—O23" | 1.227 (3) |
C6—H6A | 0.970 | C23'—C23" | 1.503 (4) |
C6—H6B | 0.970 | C23"—H23A | 0.960 |
C7—C8 | 1.531 (4) | C23"—H23B | 0.960 |
C7—H7A | 0.970 | C23"—H23C | 0.960 |
C7—H7B | 0.970 | C24—C25 | 1.530 (4) |
C8—C14 | 1.526 (3) | C24—H24A | 0.970 |
C8—C9 | 1.561 (3) | C24—H24B | 0.970 |
C8—H8A | 0.980 | C25—C26 | 1.517 (4) |
C9—C11 | 1.538 (4) | C25—C27 | 1.522 (4) |
C9—C10 | 1.561 (3) | C25—H25A | 0.980 |
C9—H9A | 0.980 | C26—O26' | 1.444 (4) |
C10—C19 | 1.533 (4) | C26—H26A | 0.970 |
C11—C12 | 1.541 (3) | C26—H26B | 0.970 |
C11—H11A | 0.970 | C27—H27A | 0.960 |
C11—H11B | 0.970 | C27—H27B | 0.960 |
C12—C13 | 1.532 (3) | C27—H27C | 0.960 |
C12—H12A | 0.970 | O26'—C27' | 1.297 (5) |
C12—H12B | 0.970 | C27'—O29' | 1.185 (6) |
C13—C18 | 1.532 (3) | C27'—C28' | 1.461 (7) |
C13—C14 | 1.547 (3) | C28'—H28A | 0.960 |
C13—C17 | 1.552 (3) | C28'—H28B | 0.960 |
C14—C15 | 1.540 (3) | C28'—H28C | 0.960 |
C14—H14A | 0.980 | ||
C2—C1—C10 | 114.7 (2) | C8—C14—H14A | 105.6 |
C2—C1—H1A | 108.6 | C15—C14—H14A | 105.6 |
C10—C1—H1A | 108.6 | C13—C14—H14A | 105.6 |
C2—C1—H1B | 108.6 | C16—C15—C14 | 102.25 (17) |
C10—C1—H1B | 108.6 | C16—C15—H15A | 111.3 |
H1A—C1—H1B | 107.6 | C14—C15—H15A | 111.3 |
C1—C2—C3 | 112.2 (2) | C16—C15—H15B | 111.3 |
C1—C2—H2A | 109.2 | C14—C15—H15B | 111.3 |
C3—C2—H2A | 109.2 | H15A—C15—H15B | 109.2 |
C1—C2—H2B | 109.2 | O22'—C16—C15 | 111.88 (18) |
C3—C2—H2B | 109.2 | O22'—C16—C17 | 104.71 (18) |
H2A—C2—H2B | 107.9 | C15—C16—C17 | 107.35 (16) |
O3'—C3—C4 | 107.6 (2) | O22'—C16—H16A | 110.9 |
O3'—C3—C2 | 107.6 (3) | C15—C16—H16A | 110.9 |
C4—C3—C2 | 112.0 (2) | C17—C16—H16A | 110.9 |
O3'—C3—H3A | 109.9 | C20—C17—C16 | 103.54 (15) |
C4—C3—H3A | 109.9 | C20—C17—C13 | 120.4 (2) |
C2—C3—H3A | 109.9 | C16—C17—C13 | 104.20 (16) |
C4'—O3'—C3 | 119.5 (3) | C20—C17—H17A | 109.3 |
O3'—C4'—O6'A | 115.6 (5) | C16—C17—H17A | 109.3 |
O3'—C4'—O6' | 117.5 (4) | C13—C17—H17A | 109.3 |
O6'A—C4'—O6' | 58.5 (5) | C13—C18—H18A | 109.5 |
O3'—C4'—C5' | 113.8 (3) | C13—C18—H18B | 109.5 |
O6'A—C4'—C5' | 120.2 (5) | H18A—C18—H18B | 109.5 |
O6'—C4'—C5' | 120.4 (3) | C13—C18—H18C | 109.5 |
C4'—C5'—H5'A | 109.5 | H18A—C18—H18C | 109.5 |
C4'—C5'—H5'B | 109.5 | H18B—C18—H18C | 109.5 |
H5'A—C5'—H5'B | 109.5 | C10—C19—H19A | 109.5 |
C4'—C5'—H5'C | 109.5 | C10—C19—H19B | 109.5 |
H5'A—C5'—H5'C | 109.5 | H19A—C19—H19B | 109.5 |
H5'B—C5'—H5'C | 109.5 | C10—C19—H19C | 109.5 |
O6'A—O6'—C4' | 60.7 (5) | H19A—C19—H19C | 109.5 |
O6'—O6'A—C4' | 60.8 (6) | H19B—C19—H19C | 109.5 |
C3—C4—C5 | 113.9 (3) | C22—C20—C17 | 102.84 (17) |
C3—C4—H4A | 108.8 | C22—C20—C21 | 108.32 (15) |
C5—C4—H4A | 108.8 | C17—C20—C21 | 111.4 (2) |
C3—C4—H4B | 108.8 | C22—C20—H20A | 111.3 |
C5—C4—H4B | 108.8 | C17—C20—H20A | 111.3 |
H4A—C4—H4B | 107.7 | C21—C20—H20A | 111.3 |
C4—C5—C6 | 111.5 (3) | C20—C21—H21A | 109.5 |
C4—C5—C10 | 113.3 (2) | C20—C21—H21B | 109.5 |
C6—C5—C10 | 111.3 (2) | H21A—C21—H21B | 109.5 |
C4—C5—H5A | 106.7 | C20—C21—H21C | 109.5 |
C6—C5—H5A | 106.7 | H21A—C21—H21C | 109.5 |
C10—C5—H5A | 106.7 | H21B—C21—H21C | 109.5 |
C7—C6—C5 | 112.21 (19) | O22'—C22—C23 | 119.43 (18) |
C7—C6—H6A | 109.2 | O22'—C22—C20 | 110.42 (18) |
C5—C6—H6A | 109.2 | C23—C22—C20 | 130.0 (2) |
C7—C6—H6B | 109.2 | C22—O22'—C16 | 110.99 (15) |
C5—C6—H6B | 109.2 | C22—C23—C23' | 120.0 (2) |
H6A—C6—H6B | 107.9 | C22—C23—C24 | 117.8 (2) |
C6—C7—C8 | 112.4 (2) | C23'—C23—C24 | 122.1 (2) |
C6—C7—H7A | 109.1 | O23"—C23'—C23 | 124.5 (2) |
C8—C7—H7A | 109.1 | O23"—C23'—C23" | 115.6 (3) |
C6—C7—H7B | 109.1 | C23—C23'—C23" | 119.8 (3) |
C8—C7—H7B | 109.1 | C23'—C23"—H23A | 109.5 |
H7A—C7—H7B | 107.9 | C23'—C23"—H23B | 109.5 |
C14—C8—C7 | 111.0 (2) | H23A—C23"—H23B | 109.5 |
C14—C8—C9 | 107.50 (16) | C23'—C23"—H23C | 109.5 |
C7—C8—C9 | 111.08 (18) | H23A—C23"—H23C | 109.5 |
C14—C8—H8A | 109.1 | H23B—C23"—H23C | 109.5 |
C7—C8—H8A | 109.1 | C23—C24—C25 | 114.32 (19) |
C9—C8—H8A | 109.1 | C23—C24—H24A | 108.7 |
C11—C9—C10 | 114.01 (19) | C25—C24—H24A | 108.7 |
C11—C9—C8 | 111.82 (17) | C23—C24—H24B | 108.7 |
C10—C9—C8 | 111.91 (16) | C25—C24—H24B | 108.7 |
C11—C9—H9A | 106.1 | H24A—C24—H24B | 107.6 |
C10—C9—H9A | 106.1 | C26—C25—C27 | 110.7 (2) |
C8—C9—H9A | 106.1 | C26—C25—C24 | 111.7 (3) |
C19—C10—C1 | 107.0 (2) | C27—C25—C24 | 109.8 (2) |
C19—C10—C5 | 110.5 (2) | C26—C25—H25A | 108.2 |
C1—C10—C5 | 107.7 (2) | C27—C25—H25A | 108.2 |
C19—C10—C9 | 111.0 (2) | C24—C25—H25A | 108.2 |
C1—C10—C9 | 111.74 (17) | O26'—C26—C25 | 109.3 (3) |
C5—C10—C9 | 108.9 (2) | O26'—C26—H26A | 109.8 |
C9—C11—C12 | 111.8 (2) | C25—C26—H26A | 109.8 |
C9—C11—H11A | 109.3 | O26'—C26—H26B | 109.8 |
C12—C11—H11A | 109.3 | C25—C26—H26B | 109.8 |
C9—C11—H11B | 109.3 | H26A—C26—H26B | 108.3 |
C12—C11—H11B | 109.3 | C25—C27—H27A | 109.5 |
H11A—C11—H11B | 107.9 | C25—C27—H27B | 109.5 |
C13—C12—C11 | 111.00 (17) | H27A—C27—H27B | 109.5 |
C13—C12—H12A | 109.4 | C25—C27—H27C | 109.5 |
C11—C12—H12A | 109.4 | H27A—C27—H27C | 109.5 |
C13—C12—H12B | 109.4 | H27B—C27—H27C | 109.5 |
C11—C12—H12B | 109.4 | C27'—O26'—C26 | 120.7 (3) |
H12A—C12—H12B | 108.0 | O29'—C27'—O26' | 120.2 (4) |
C18—C13—C12 | 109.8 (2) | O29'—C27'—C28' | 124.7 (5) |
C18—C13—C14 | 113.43 (18) | O26'—C27'—C28' | 114.7 (4) |
C12—C13—C14 | 108.65 (17) | C27'—C28'—H28A | 109.5 |
C18—C13—C17 | 111.93 (16) | C27'—C28'—H28B | 109.5 |
C12—C13—C17 | 114.16 (16) | H28A—C28'—H28B | 109.5 |
C14—C13—C17 | 98.46 (18) | C27'—C28'—H28C | 109.5 |
C8—C14—C15 | 120.58 (18) | H28A—C28'—H28C | 109.5 |
C8—C14—C13 | 114.92 (19) | H28B—C28'—H28C | 109.5 |
C15—C14—C13 | 103.29 (17) | ||
C10—C1—C2—C3 | 55.1 (3) | C18—C13—C14—C8 | 64.3 (2) |
C1—C2—C3—O3' | 67.2 (3) | C12—C13—C14—C8 | −58.2 (2) |
C1—C2—C3—C4 | −50.8 (3) | C17—C13—C14—C8 | −177.30 (16) |
C4—C3—O3'—C4' | −114.0 (4) | C18—C13—C14—C15 | −69.1 (2) |
C2—C3—O3'—C4' | 125.2 (3) | C12—C13—C14—C15 | 168.50 (18) |
C3—O3'—C4'—O6'A | 32.3 (11) | C17—C13—C14—C15 | 49.4 (2) |
C3—O3'—C4'—O6' | −33.9 (9) | C8—C14—C15—C16 | −169.2 (2) |
C3—O3'—C4'—C5' | 177.5 (3) | C13—C14—C15—C16 | −39.2 (2) |
O3'—C4'—O6'—O6'A | 104.6 (6) | C14—C15—C16—O22' | 127.6 (2) |
C5'—C4'—O6'—O6'A | −109.0 (6) | C14—C15—C16—C17 | 13.2 (3) |
O3'—C4'—O6'A—O6' | −107.9 (7) | O22'—C16—C17—C20 | 25.0 (2) |
C5'—C4'—O6'A—O6' | 109.3 (6) | C15—C16—C17—C20 | 144.02 (19) |
O3'—C3—C4—C5 | −68.0 (3) | O22'—C16—C17—C13 | −101.79 (18) |
C2—C3—C4—C5 | 50.0 (3) | C15—C16—C17—C13 | 17.3 (2) |
C3—C4—C5—C6 | −178.6 (2) | C18—C13—C17—C20 | −36.0 (3) |
C3—C4—C5—C10 | −52.0 (3) | C12—C13—C17—C20 | 89.6 (2) |
C4—C5—C6—C7 | 71.2 (3) | C14—C13—C17—C20 | −155.52 (17) |
C10—C5—C6—C7 | −56.5 (3) | C18—C13—C17—C16 | 79.4 (2) |
C5—C6—C7—C8 | 54.1 (4) | C12—C13—C17—C16 | −155.0 (2) |
C6—C7—C8—C14 | −172.2 (2) | C14—C13—C17—C16 | −40.14 (19) |
C6—C7—C8—C9 | −52.6 (3) | C16—C17—C20—C22 | −26.4 (2) |
C14—C8—C9—C11 | −54.4 (3) | C13—C17—C20—C22 | 89.3 (2) |
C7—C8—C9—C11 | −176.1 (2) | C16—C17—C20—C21 | 89.4 (2) |
C14—C8—C9—C10 | 176.3 (2) | C13—C17—C20—C21 | −154.89 (18) |
C7—C8—C9—C10 | 54.6 (3) | C17—C20—C22—O22' | 19.6 (2) |
C2—C1—C10—C19 | −172.8 (2) | C21—C20—C22—O22' | −98.4 (2) |
C2—C1—C10—C5 | −54.0 (3) | C17—C20—C22—C23 | −164.4 (2) |
C2—C1—C10—C9 | 65.5 (3) | C21—C20—C22—C23 | 77.6 (3) |
C4—C5—C10—C19 | 168.00 (19) | C23—C22—O22'—C16 | 179.75 (19) |
C6—C5—C10—C19 | −65.3 (2) | C20—C22—O22'—C16 | −3.7 (2) |
C4—C5—C10—C1 | 51.5 (2) | C15—C16—O22'—C22 | −129.7 (2) |
C6—C5—C10—C1 | 178.2 (2) | C17—C16—O22'—C22 | −13.7 (2) |
C4—C5—C10—C9 | −69.8 (2) | O22'—C22—C23—C23' | −175.10 (19) |
C6—C5—C10—C9 | 56.9 (2) | C20—C22—C23—C23' | 9.2 (3) |
C11—C9—C10—C19 | −62.6 (3) | O22'—C22—C23—C24 | 3.9 (3) |
C8—C9—C10—C19 | 65.6 (3) | C20—C22—C23—C24 | −171.8 (2) |
C11—C9—C10—C1 | 56.8 (3) | C22—C23—C23'—O23" | −0.2 (4) |
C8—C9—C10—C1 | −175.1 (2) | C24—C23—C23'—O23" | −179.2 (2) |
C11—C9—C10—C5 | 175.58 (19) | C22—C23—C23'—C23" | 177.1 (3) |
C8—C9—C10—C5 | −56.3 (3) | C24—C23—C23'—C23" | −1.9 (4) |
C10—C9—C11—C12 | −175.58 (18) | C22—C23—C24—C25 | 72.8 (3) |
C8—C9—C11—C12 | 56.2 (3) | C23'—C23—C24—C25 | −108.2 (3) |
C9—C11—C12—C13 | −56.4 (3) | C23—C24—C25—C26 | 63.4 (3) |
C11—C12—C13—C18 | −69.4 (3) | C23—C24—C25—C27 | −173.3 (3) |
C11—C12—C13—C14 | 55.2 (3) | C27—C25—C26—O26' | 61.1 (4) |
C11—C12—C13—C17 | 163.9 (2) | C24—C25—C26—O26' | −176.2 (2) |
C7—C8—C14—C15 | −56.8 (3) | C25—C26—O26'—C27' | 115.6 (4) |
C9—C8—C14—C15 | −178.4 (2) | C26—O26'—C27'—O29' | −5.1 (8) |
C7—C8—C14—C13 | 178.56 (18) | C26—O26'—C27'—C28' | −178.0 (4) |
C9—C8—C14—C13 | 56.9 (2) |