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
Key indicators
- Single-crystal X-ray study
- T = 300 K
- Mean (C-C) = 0.004 Å
- R factor = 0.045
- wR factor = 0.133
- Data-to-parameter ratio = 11.4
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT220_ALERT_2_B Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.98 Ratio PLAT242_ALERT_2_B Check Low U(eq) as Compared to Neighbors .... C27'
Alert level C PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.65 mm PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.25 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.98 Ratio PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... O26' PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C23' PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C25 PLAT301_ALERT_3_C Main Residue Disorder ......................... 2.00 Perc. PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ...... C23" PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 28.00 From the CIF: _reflns_number_total 4144 Count of symmetry unique reflns 4145 Completeness (_total/calc) 99.98% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present no
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 9 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 6 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion
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) |