Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805012079/ci6565sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805012079/ci6565Isup2.hkl |
CCDC reference: 271842
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; 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.
C34H30O4 | F(000) = 1064 |
Mr = 502.58 | Dx = 1.299 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 882 reflections |
a = 16.507 (6) Å | θ = 2.9–24.6° |
b = 8.361 (3) Å | µ = 0.08 mm−1 |
c = 18.907 (7) Å | T = 293 K |
β = 100.076 (6)° | Block, colourless |
V = 2569.2 (15) Å3 | 0.24 × 0.12 × 0.10 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 3230 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.044 |
Graphite monochromator | θmax = 26.4°, θmin = 1.8° |
φ and ω scans | h = −15→20 |
14431 measured reflections | k = −8→10 |
5260 independent reflections | l = −23→23 |
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)] = 0.058 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.138 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0491P)2 + 0.7205P] where P = (Fo2 + 2Fc2)/3 |
5260 reflections | (Δ/σ)max = 0.001 |
345 parameters | Δρmax = 0.29 e Å−3 |
0 restraints | Δρmin = −0.22 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 | ||
O1 | 0.55965 (9) | 0.41332 (18) | 0.21070 (8) | 0.0396 (4) | |
O2 | 0.45683 (10) | 0.65095 (18) | 0.27978 (8) | 0.0468 (5) | |
O3 | 0.70030 (11) | 0.4131 (3) | 0.23789 (10) | 0.0668 (6) | |
O4 | 0.51926 (13) | 0.8994 (2) | 0.27098 (10) | 0.0631 (6) | |
C1 | 0.46171 (13) | 0.3290 (2) | 0.28165 (11) | 0.0294 (5) | |
C2 | 0.48816 (13) | 0.3306 (2) | 0.21658 (11) | 0.0319 (5) | |
C3 | 0.44345 (14) | 0.2570 (2) | 0.15427 (11) | 0.0340 (5) | |
C4 | 0.37138 (14) | 0.1814 (3) | 0.16000 (12) | 0.0377 (6) | |
H4 | 0.3407 | 0.1349 | 0.1192 | 0.045* | |
C5 | 0.34196 (13) | 0.1713 (2) | 0.22564 (11) | 0.0316 (5) | |
C6 | 0.38747 (13) | 0.2458 (2) | 0.28742 (11) | 0.0292 (5) | |
C7 | 0.35708 (14) | 0.2358 (3) | 0.35254 (12) | 0.0372 (5) | |
H7 | 0.3860 | 0.2850 | 0.3934 | 0.045* | |
C8 | 0.28654 (15) | 0.1561 (3) | 0.35685 (13) | 0.0436 (6) | |
H8 | 0.2681 | 0.1501 | 0.4005 | 0.052* | |
C9 | 0.24142 (15) | 0.0830 (3) | 0.29590 (13) | 0.0461 (6) | |
H9 | 0.1929 | 0.0289 | 0.2991 | 0.055* | |
C10 | 0.26828 (14) | 0.0908 (3) | 0.23219 (13) | 0.0423 (6) | |
H10 | 0.2376 | 0.0421 | 0.1920 | 0.051* | |
C11 | 0.50683 (13) | 0.4225 (3) | 0.34358 (11) | 0.0314 (5) | |
C12 | 0.50316 (14) | 0.5871 (3) | 0.34077 (12) | 0.0368 (5) | |
C13 | 0.54544 (16) | 0.6823 (3) | 0.39652 (13) | 0.0449 (6) | |
H13 | 0.5421 | 0.7932 | 0.3936 | 0.054* | |
C14 | 0.59102 (16) | 0.6114 (3) | 0.45458 (12) | 0.0451 (6) | |
H14 | 0.6196 | 0.6753 | 0.4909 | 0.054* | |
C15 | 0.59651 (14) | 0.4442 (3) | 0.46174 (12) | 0.0386 (6) | |
C16 | 0.55367 (13) | 0.3477 (3) | 0.40547 (11) | 0.0340 (5) | |
C17 | 0.56042 (15) | 0.1796 (3) | 0.41360 (13) | 0.0443 (6) | |
H17 | 0.5340 | 0.1133 | 0.3773 | 0.053* | |
C18 | 0.60511 (18) | 0.1138 (3) | 0.47388 (14) | 0.0575 (8) | |
H18 | 0.6079 | 0.0032 | 0.4785 | 0.069* | |
C19 | 0.64704 (18) | 0.2099 (3) | 0.52916 (14) | 0.0593 (8) | |
H19 | 0.6773 | 0.1633 | 0.5701 | 0.071* | |
C20 | 0.64315 (16) | 0.3705 (3) | 0.52256 (13) | 0.0513 (7) | |
H20 | 0.6719 | 0.4339 | 0.5589 | 0.062* | |
C21 | 0.63213 (15) | 0.3175 (3) | 0.22952 (15) | 0.0525 (7) | |
H21A | 0.6302 | 0.2605 | 0.2739 | 0.063* | |
H21B | 0.6348 | 0.2393 | 0.1921 | 0.063* | |
C22 | 0.71024 (18) | 0.5091 (4) | 0.30078 (17) | 0.0730 (9) | |
H22A | 0.6704 | 0.5939 | 0.2942 | 0.109* | |
H22B | 0.7646 | 0.5539 | 0.3096 | 0.109* | |
H22C | 0.7024 | 0.4445 | 0.3410 | 0.109* | |
C23 | 0.47392 (16) | 0.2627 (3) | 0.08295 (12) | 0.0436 (6) | |
H23A | 0.5221 | 0.3309 | 0.0879 | 0.052* | |
H23B | 0.4903 | 0.1560 | 0.0711 | 0.052* | |
C24 | 0.41029 (15) | 0.3242 (3) | 0.02259 (12) | 0.0416 (6) | |
C25 | 0.36990 (18) | 0.2436 (3) | −0.03367 (13) | 0.0539 (7) | |
H25 | 0.3779 | 0.1357 | −0.0421 | 0.065* | |
C26 | 0.31010 (19) | 0.3482 (3) | −0.08152 (13) | 0.0622 (8) | |
H26A | 0.3231 | 0.3538 | −0.1295 | 0.075* | |
H26B | 0.2541 | 0.3102 | −0.0844 | 0.075* | |
C27 | 0.32211 (16) | 0.5066 (3) | −0.04447 (13) | 0.0489 (6) | |
C28 | 0.38243 (15) | 0.4900 (3) | 0.01720 (12) | 0.0417 (6) | |
C29 | 0.40686 (17) | 0.6213 (3) | 0.06004 (14) | 0.0516 (7) | |
H29 | 0.4469 | 0.6112 | 0.1010 | 0.062* | |
C30 | 0.3707 (2) | 0.7682 (3) | 0.04078 (17) | 0.0638 (8) | |
H30 | 0.3872 | 0.8578 | 0.0688 | 0.077* | |
C31 | 0.3104 (2) | 0.7830 (4) | −0.01953 (17) | 0.0662 (8) | |
H31 | 0.2863 | 0.8821 | −0.0314 | 0.079* | |
C32 | 0.28569 (18) | 0.6522 (4) | −0.06239 (15) | 0.0614 (8) | |
H32 | 0.2449 | 0.6624 | −0.1028 | 0.074* | |
C33 | 0.44710 (18) | 0.8188 (3) | 0.27426 (15) | 0.0565 (7) | |
H33A | 0.4073 | 0.8433 | 0.2315 | 0.068* | |
H33B | 0.4250 | 0.8572 | 0.3154 | 0.068* | |
C34 | 0.5524 (2) | 0.8638 (4) | 0.20855 (18) | 0.0796 (10) | |
H34A | 0.5597 | 0.7503 | 0.2052 | 0.119* | |
H34B | 0.6046 | 0.9162 | 0.2113 | 0.119* | |
H34C | 0.5154 | 0.9008 | 0.1669 | 0.119* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0334 (9) | 0.0410 (9) | 0.0442 (9) | −0.0047 (7) | 0.0063 (7) | 0.0033 (7) |
O2 | 0.0529 (11) | 0.0310 (9) | 0.0496 (10) | 0.0014 (8) | −0.0105 (8) | 0.0014 (7) |
O3 | 0.0427 (11) | 0.0896 (15) | 0.0696 (13) | −0.0103 (11) | 0.0135 (10) | −0.0069 (11) |
O4 | 0.0824 (15) | 0.0394 (10) | 0.0637 (13) | −0.0122 (10) | 0.0027 (11) | −0.0017 (9) |
C1 | 0.0308 (12) | 0.0241 (11) | 0.0314 (11) | 0.0029 (9) | 0.0000 (9) | 0.0017 (9) |
C2 | 0.0316 (12) | 0.0266 (11) | 0.0358 (12) | 0.0006 (10) | 0.0016 (10) | 0.0024 (9) |
C3 | 0.0388 (14) | 0.0321 (12) | 0.0300 (12) | 0.0062 (10) | 0.0033 (10) | 0.0008 (9) |
C4 | 0.0398 (14) | 0.0371 (13) | 0.0323 (12) | 0.0002 (11) | −0.0046 (10) | −0.0055 (10) |
C5 | 0.0325 (12) | 0.0260 (11) | 0.0334 (12) | 0.0009 (10) | −0.0025 (10) | 0.0009 (9) |
C6 | 0.0286 (12) | 0.0240 (11) | 0.0329 (12) | 0.0025 (9) | −0.0007 (9) | 0.0014 (9) |
C7 | 0.0364 (13) | 0.0396 (13) | 0.0337 (12) | −0.0026 (11) | 0.0009 (10) | −0.0028 (10) |
C8 | 0.0430 (15) | 0.0476 (15) | 0.0418 (13) | −0.0013 (12) | 0.0121 (11) | 0.0032 (11) |
C9 | 0.0346 (14) | 0.0470 (15) | 0.0557 (16) | −0.0089 (11) | 0.0050 (12) | 0.0042 (12) |
C10 | 0.0366 (14) | 0.0434 (14) | 0.0425 (14) | −0.0062 (11) | −0.0053 (11) | −0.0033 (11) |
C11 | 0.0290 (12) | 0.0337 (12) | 0.0308 (11) | −0.0022 (10) | 0.0032 (9) | −0.0031 (9) |
C12 | 0.0369 (13) | 0.0349 (13) | 0.0365 (13) | −0.0018 (10) | 0.0011 (10) | −0.0024 (10) |
C13 | 0.0543 (17) | 0.0322 (13) | 0.0461 (14) | −0.0058 (12) | 0.0030 (12) | −0.0079 (11) |
C14 | 0.0511 (16) | 0.0444 (15) | 0.0376 (13) | −0.0112 (12) | 0.0016 (12) | −0.0123 (11) |
C15 | 0.0377 (13) | 0.0436 (14) | 0.0330 (12) | −0.0033 (11) | 0.0021 (10) | −0.0033 (10) |
C16 | 0.0330 (12) | 0.0373 (13) | 0.0307 (11) | −0.0008 (10) | 0.0028 (10) | −0.0027 (10) |
C17 | 0.0467 (15) | 0.0384 (14) | 0.0432 (14) | −0.0001 (12) | −0.0051 (11) | −0.0025 (11) |
C18 | 0.069 (2) | 0.0410 (15) | 0.0561 (17) | 0.0057 (14) | −0.0074 (15) | 0.0046 (13) |
C19 | 0.0636 (19) | 0.0637 (19) | 0.0425 (15) | 0.0086 (15) | −0.0131 (14) | 0.0066 (13) |
C20 | 0.0546 (17) | 0.0572 (17) | 0.0366 (14) | −0.0047 (13) | −0.0076 (12) | −0.0050 (12) |
C21 | 0.0346 (15) | 0.0530 (16) | 0.0702 (18) | 0.0016 (13) | 0.0098 (13) | −0.0066 (14) |
C22 | 0.0521 (19) | 0.087 (2) | 0.076 (2) | −0.0180 (17) | −0.0008 (16) | −0.0160 (18) |
C23 | 0.0481 (15) | 0.0485 (15) | 0.0345 (13) | 0.0029 (12) | 0.0082 (11) | −0.0021 (11) |
C24 | 0.0468 (15) | 0.0484 (15) | 0.0307 (12) | −0.0013 (12) | 0.0093 (11) | 0.0008 (11) |
C25 | 0.071 (2) | 0.0516 (16) | 0.0383 (14) | −0.0002 (14) | 0.0068 (13) | −0.0039 (12) |
C26 | 0.070 (2) | 0.076 (2) | 0.0369 (14) | −0.0040 (16) | −0.0014 (14) | −0.0001 (14) |
C27 | 0.0488 (15) | 0.0586 (17) | 0.0401 (14) | 0.0004 (13) | 0.0097 (12) | 0.0086 (12) |
C28 | 0.0431 (14) | 0.0487 (15) | 0.0347 (12) | −0.0024 (12) | 0.0110 (11) | 0.0019 (11) |
C29 | 0.0544 (17) | 0.0524 (17) | 0.0484 (15) | −0.0005 (14) | 0.0102 (13) | 0.0001 (13) |
C30 | 0.069 (2) | 0.0529 (18) | 0.073 (2) | 0.0017 (15) | 0.0226 (17) | −0.0025 (15) |
C31 | 0.067 (2) | 0.0599 (19) | 0.076 (2) | 0.0145 (16) | 0.0250 (17) | 0.0181 (17) |
C32 | 0.0559 (18) | 0.073 (2) | 0.0550 (17) | 0.0104 (16) | 0.0088 (14) | 0.0173 (16) |
C33 | 0.064 (2) | 0.0348 (14) | 0.0655 (18) | 0.0095 (14) | −0.0028 (15) | 0.0019 (12) |
C34 | 0.091 (3) | 0.066 (2) | 0.083 (2) | −0.0114 (18) | 0.021 (2) | 0.0036 (18) |
O1—C2 | 1.389 (3) | C17—H17 | 0.93 |
O1—C21 | 1.432 (3) | C18—C19 | 1.401 (4) |
O2—C12 | 1.375 (3) | C18—H18 | 0.93 |
O2—C33 | 1.414 (3) | C19—C20 | 1.349 (4) |
O3—C21 | 1.367 (3) | C19—H19 | 0.93 |
O3—C22 | 1.420 (3) | C20—H20 | 0.93 |
O4—C33 | 1.379 (3) | C21—H21A | 0.97 |
O4—C34 | 1.417 (4) | C21—H21B | 0.97 |
C1—C2 | 1.376 (3) | C22—H22A | 0.96 |
C1—C6 | 1.430 (3) | C22—H22B | 0.96 |
C1—C11 | 1.494 (3) | C22—H22C | 0.96 |
C2—C3 | 1.417 (3) | C23—C24 | 1.500 (3) |
C3—C4 | 1.368 (3) | C23—H23A | 0.97 |
C3—C23 | 1.520 (3) | C23—H23B | 0.97 |
C4—C5 | 1.412 (3) | C24—C25 | 1.335 (3) |
C4—H4 | 0.93 | C24—C28 | 1.459 (3) |
C5—C10 | 1.414 (3) | C25—C26 | 1.498 (4) |
C5—C6 | 1.417 (3) | C25—H25 | 0.93 |
C6—C7 | 1.411 (3) | C26—C27 | 1.495 (4) |
C7—C8 | 1.356 (3) | C26—H26A | 0.97 |
C7—H7 | 0.93 | C26—H26B | 0.97 |
C8—C9 | 1.399 (3) | C27—C32 | 1.373 (4) |
C8—H8 | 0.93 | C27—C28 | 1.401 (3) |
C9—C10 | 1.356 (3) | C28—C29 | 1.381 (3) |
C9—H9 | 0.93 | C29—C30 | 1.387 (4) |
C10—H10 | 0.93 | C29—H29 | 0.93 |
C11—C12 | 1.378 (3) | C30—C31 | 1.381 (4) |
C11—C16 | 1.429 (3) | C30—H30 | 0.93 |
C12—C13 | 1.405 (3) | C31—C32 | 1.380 (4) |
C13—C14 | 1.354 (3) | C31—H31 | 0.93 |
C13—H13 | 0.93 | C32—H32 | 0.93 |
C14—C15 | 1.407 (3) | C33—H33A | 0.97 |
C14—H14 | 0.93 | C33—H33B | 0.97 |
C15—C20 | 1.409 (3) | C34—H34A | 0.96 |
C15—C16 | 1.421 (3) | C34—H34B | 0.96 |
C16—C17 | 1.417 (3) | C34—H34C | 0.96 |
C17—C18 | 1.361 (3) | ||
C2—O1—C21 | 112.70 (17) | C19—C20—H20 | 119.3 |
C12—O2—C33 | 119.11 (18) | C15—C20—H20 | 119.3 |
C21—O3—C22 | 113.6 (2) | O3—C21—O1 | 109.7 (2) |
C33—O4—C34 | 113.4 (2) | O3—C21—H21A | 109.7 |
C2—C1—C6 | 118.91 (18) | O1—C21—H21A | 109.7 |
C2—C1—C11 | 120.2 (2) | O3—C21—H21B | 109.7 |
C6—C1—C11 | 120.74 (19) | O1—C21—H21B | 109.7 |
C1—C2—O1 | 118.91 (18) | H21A—C21—H21B | 108.2 |
C1—C2—C3 | 122.6 (2) | O3—C22—H22A | 109.5 |
O1—C2—C3 | 118.43 (19) | O3—C22—H22B | 109.5 |
C4—C3—C2 | 117.9 (2) | H22A—C22—H22B | 109.5 |
C4—C3—C23 | 120.8 (2) | O3—C22—H22C | 109.5 |
C2—C3—C23 | 121.3 (2) | H22A—C22—H22C | 109.5 |
C3—C4—C5 | 122.30 (19) | H22B—C22—H22C | 109.5 |
C3—C4—H4 | 118.8 | C24—C23—C3 | 112.9 (2) |
C5—C4—H4 | 118.8 | C24—C23—H23A | 109.0 |
C4—C5—C10 | 122.56 (19) | C3—C23—H23A | 109.0 |
C4—C5—C6 | 119.0 (2) | C24—C23—H23B | 109.0 |
C10—C5—C6 | 118.5 (2) | C3—C23—H23B | 109.0 |
C7—C6—C5 | 118.4 (2) | H23A—C23—H23B | 107.8 |
C7—C6—C1 | 122.38 (19) | C25—C24—C28 | 108.5 (2) |
C5—C6—C1 | 119.2 (2) | C25—C24—C23 | 128.2 (2) |
C8—C7—C6 | 121.4 (2) | C28—C24—C23 | 123.3 (2) |
C8—C7—H7 | 119.3 | C24—C25—C26 | 111.8 (2) |
C6—C7—H7 | 119.3 | C24—C25—H25 | 124.1 |
C7—C8—C9 | 120.3 (2) | C26—C25—H25 | 124.1 |
C7—C8—H8 | 119.9 | C27—C26—C25 | 102.4 (2) |
C9—C8—H8 | 119.9 | C27—C26—H26A | 111.3 |
C10—C9—C8 | 120.1 (2) | C25—C26—H26A | 111.3 |
C10—C9—H9 | 120.0 | C27—C26—H26B | 111.3 |
C8—C9—H9 | 120.0 | C25—C26—H26B | 111.3 |
C9—C10—C5 | 121.4 (2) | H26A—C26—H26B | 109.2 |
C9—C10—H10 | 119.3 | C32—C27—C28 | 120.6 (3) |
C5—C10—H10 | 119.3 | C32—C27—C26 | 130.8 (2) |
C12—C11—C16 | 118.84 (19) | C28—C27—C26 | 108.6 (2) |
C12—C11—C1 | 118.69 (19) | C29—C28—C27 | 120.1 (2) |
C16—C11—C1 | 122.47 (19) | C29—C28—C24 | 131.1 (2) |
O2—C12—C11 | 115.73 (19) | C27—C28—C24 | 108.8 (2) |
O2—C12—C13 | 122.7 (2) | C28—C29—C30 | 118.8 (3) |
C11—C12—C13 | 121.6 (2) | C28—C29—H29 | 120.6 |
C14—C13—C12 | 119.5 (2) | C30—C29—H29 | 120.6 |
C14—C13—H13 | 120.2 | C31—C30—C29 | 120.7 (3) |
C12—C13—H13 | 120.2 | C31—C30—H30 | 119.6 |
C13—C14—C15 | 122.0 (2) | C29—C30—H30 | 119.6 |
C13—C14—H14 | 119.0 | C32—C31—C30 | 120.7 (3) |
C15—C14—H14 | 119.0 | C32—C31—H31 | 119.7 |
C14—C15—C20 | 122.0 (2) | C30—C31—H31 | 119.7 |
C14—C15—C16 | 118.5 (2) | C27—C32—C31 | 119.1 (3) |
C20—C15—C16 | 119.5 (2) | C27—C32—H32 | 120.5 |
C17—C16—C15 | 117.6 (2) | C31—C32—H32 | 120.5 |
C17—C16—C11 | 122.97 (19) | O4—C33—O2 | 113.6 (2) |
C15—C16—C11 | 119.5 (2) | O4—C33—H33A | 108.8 |
C18—C17—C16 | 120.8 (2) | O2—C33—H33A | 108.8 |
C18—C17—H17 | 119.6 | O4—C33—H33B | 108.8 |
C16—C17—H17 | 119.6 | O2—C33—H33B | 108.8 |
C17—C18—C19 | 121.2 (2) | H33A—C33—H33B | 107.7 |
C17—C18—H18 | 119.4 | O4—C34—H34A | 109.5 |
C19—C18—H18 | 119.4 | O4—C34—H34B | 109.5 |
C20—C19—C18 | 119.5 (2) | H34A—C34—H34B | 109.5 |
C20—C19—H19 | 120.3 | O4—C34—H34C | 109.5 |
C18—C19—H19 | 120.3 | H34A—C34—H34C | 109.5 |
C19—C20—C15 | 121.4 (2) | H34B—C34—H34C | 109.5 |
C6—C1—C2—O1 | 179.10 (17) | C14—C15—C16—C17 | 179.7 (2) |
C11—C1—C2—O1 | 3.4 (3) | C20—C15—C16—C17 | −0.1 (4) |
C6—C1—C2—C3 | 2.0 (3) | C14—C15—C16—C11 | 0.2 (3) |
C11—C1—C2—C3 | −173.76 (19) | C20—C15—C16—C11 | −179.6 (2) |
C21—O1—C2—C1 | 87.7 (2) | C12—C11—C16—C17 | 179.3 (2) |
C21—O1—C2—C3 | −95.0 (2) | C1—C11—C16—C17 | −0.8 (4) |
C1—C2—C3—C4 | −0.2 (3) | C12—C11—C16—C15 | −1.2 (3) |
O1—C2—C3—C4 | −177.41 (19) | C1—C11—C16—C15 | 178.6 (2) |
C1—C2—C3—C23 | 179.3 (2) | C15—C16—C17—C18 | 1.2 (4) |
O1—C2—C3—C23 | 2.1 (3) | C11—C16—C17—C18 | −179.3 (2) |
C2—C3—C4—C5 | −1.6 (3) | C16—C17—C18—C19 | −1.2 (4) |
C23—C3—C4—C5 | 178.9 (2) | C17—C18—C19—C20 | −0.1 (5) |
C3—C4—C5—C10 | −178.8 (2) | C18—C19—C20—C15 | 1.2 (5) |
C3—C4—C5—C6 | 1.7 (3) | C14—C15—C20—C19 | 179.1 (3) |
C4—C5—C6—C7 | 179.55 (19) | C16—C15—C20—C19 | −1.1 (4) |
C10—C5—C6—C7 | 0.0 (3) | C22—O3—C21—O1 | 71.5 (3) |
C4—C5—C6—C1 | 0.1 (3) | C2—O1—C21—O3 | −166.8 (2) |
C10—C5—C6—C1 | −179.45 (19) | C4—C3—C23—C24 | 52.4 (3) |
C2—C1—C6—C7 | 178.7 (2) | C2—C3—C23—C24 | −127.1 (2) |
C11—C1—C6—C7 | −5.6 (3) | C3—C23—C24—C25 | −110.5 (3) |
C2—C1—C6—C5 | −1.8 (3) | C3—C23—C24—C28 | 69.4 (3) |
C11—C1—C6—C5 | 173.86 (19) | C28—C24—C25—C26 | −0.8 (3) |
C5—C6—C7—C8 | 0.6 (3) | C23—C24—C25—C26 | 179.0 (2) |
C1—C6—C7—C8 | −179.9 (2) | C24—C25—C26—C27 | 0.5 (3) |
C6—C7—C8—C9 | −0.8 (4) | C25—C26—C27—C32 | 179.1 (3) |
C7—C8—C9—C10 | 0.3 (4) | C25—C26—C27—C28 | 0.1 (3) |
C8—C9—C10—C5 | 0.3 (4) | C32—C27—C28—C29 | −1.1 (4) |
C4—C5—C10—C9 | −180.0 (2) | C26—C27—C28—C29 | 178.0 (2) |
C6—C5—C10—C9 | −0.5 (3) | C32—C27—C28—C24 | −179.7 (2) |
C2—C1—C11—C12 | 69.4 (3) | C26—C27—C28—C24 | −0.6 (3) |
C6—C1—C11—C12 | −106.3 (2) | C25—C24—C28—C29 | −177.5 (3) |
C2—C1—C11—C16 | −110.5 (2) | C23—C24—C28—C29 | 2.6 (4) |
C6—C1—C11—C16 | 73.8 (3) | C25—C24—C28—C27 | 0.9 (3) |
C33—O2—C12—C11 | 177.2 (2) | C23—C24—C28—C27 | −179.0 (2) |
C33—O2—C12—C13 | −3.8 (3) | C27—C28—C29—C30 | 0.0 (4) |
C16—C11—C12—O2 | −179.8 (2) | C24—C28—C29—C30 | 178.2 (3) |
C1—C11—C12—O2 | 0.3 (3) | C28—C29—C30—C31 | 1.0 (4) |
C16—C11—C12—C13 | 1.2 (4) | C29—C30—C31—C32 | −0.8 (5) |
C1—C11—C12—C13 | −178.7 (2) | C28—C27—C32—C31 | 1.2 (4) |
O2—C12—C13—C14 | −178.9 (2) | C26—C27—C32—C31 | −177.7 (3) |
C11—C12—C13—C14 | 0.0 (4) | C30—C31—C32—C27 | −0.3 (4) |
C12—C13—C14—C15 | −1.1 (4) | C34—O4—C33—O2 | 64.6 (3) |
C13—C14—C15—C20 | −179.2 (3) | C12—O2—C33—O4 | 66.0 (3) |
C13—C14—C15—C16 | 1.0 (4) |