Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805003934/bt6599sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805003934/bt6599Isup2.hkl |
CCDC reference: 269373
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2002); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C30H50O | F(000) = 952 |
Mr = 426.70 | Dx = 1.145 Mg m−3 |
Monoclinic, C2 | Mo Kα radiation, λ = 0.71073 Å |
a = 13.4048 (11) Å | Cell parameters from 1966 reflections |
b = 6.1275 (4) Å | θ = 2.7–20.6° |
c = 30.239 (2) Å | µ = 0.07 mm−1 |
β = 94.810 (3)° | T = 120 K |
V = 2475.0 (3) Å3 | Prism, colorless |
Z = 4 | 0.45 × 0.20 × 0.15 mm |
Bruker SMART CCD area-detector diffractometer | 3355 independent reflections |
Radiation source: sealed tube | 2506 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.066 |
φ and ω scans | θmax = 28.4°, θmin = 0.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −17→17 |
Tmin = 0.971, Tmax = 0.990 | k = −8→8 |
15848 measured reflections | l = −40→40 |
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)] = 0.052 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.110 | H-atom parameters constrained |
S = 0.98 | w = 1/[σ2(Fo2) + (0.0419P)2] where P = (Fo2 + 2Fc2)/3 |
3105 reflections | (Δ/σ)max < 0.001 |
289 parameters | Δρmax = 0.28 e Å−3 |
1 restraint | Δρmin = −0.18 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 | 0.72497 (19) | −0.1522 (5) | 0.51825 (7) | 0.0433 (7) | |
H1 | 0.7364 | −0.2822 | 0.5114 | 0.065* | |
C1 | 0.7219 (2) | −0.1355 (6) | 0.56555 (9) | 0.0281 (8) | |
H1A | 0.7206 | −0.2877 | 0.5774 | 0.034* | |
C2 | 0.8170 (2) | −0.0296 (6) | 0.58595 (9) | 0.0293 (8) | |
H2A | 0.8231 | 0.1182 | 0.5732 | 0.035* | |
H2B | 0.8753 | −0.1163 | 0.5782 | 0.035* | |
C3 | 0.8188 (2) | −0.0120 (5) | 0.63629 (9) | 0.0244 (7) | |
H3A | 0.8807 | 0.0644 | 0.6477 | 0.029* | |
H3B | 0.8206 | −0.1607 | 0.6491 | 0.029* | |
C4 | 0.7275 (2) | 0.1112 (5) | 0.65189 (9) | 0.0184 (6) | |
C5 | 0.72488 (19) | 0.0730 (5) | 0.70305 (9) | 0.0174 (6) | |
H5A | 0.7219 | −0.0891 | 0.7065 | 0.021* | |
C6 | 0.8233 (2) | 0.1411 (5) | 0.72980 (9) | 0.0218 (7) | |
H6A | 0.8719 | 0.0199 | 0.7289 | 0.026* | |
H6B | 0.8515 | 0.2684 | 0.7150 | 0.026* | |
C7 | 0.8124 (2) | 0.2000 (5) | 0.77838 (8) | 0.0191 (6) | |
H7A | 0.7940 | 0.3561 | 0.7801 | 0.023* | |
H7B | 0.8780 | 0.1806 | 0.7955 | 0.023* | |
C8 | 0.7336 (2) | 0.0631 (5) | 0.80028 (9) | 0.0184 (6) | |
C9 | 0.72149 (19) | 0.1602 (5) | 0.84750 (9) | 0.0169 (6) | |
H9A | 0.7238 | 0.3223 | 0.8439 | 0.020* | |
C10 | 0.8096 (2) | 0.1030 (5) | 0.88118 (9) | 0.0230 (7) | |
H10A | 0.8726 | 0.1447 | 0.8685 | 0.028* | |
H10B | 0.8108 | −0.0572 | 0.8855 | 0.028* | |
C11 | 0.8067 (2) | 0.2135 (5) | 0.92670 (9) | 0.0235 (7) | |
C12 | 0.7042 (2) | 0.1645 (6) | 0.94525 (10) | 0.0331 (8) | |
H12A | 0.7163 | 0.0910 | 0.9744 | 0.040* | |
H12B | 0.6697 | 0.3042 | 0.9501 | 0.040* | |
C13 | 0.6358 (2) | 0.0207 (5) | 0.91443 (9) | 0.0262 (7) | |
H13A | 0.6657 | −0.1268 | 0.9133 | 0.031* | |
H13B | 0.5703 | 0.0058 | 0.9270 | 0.031* | |
C14 | 0.6185 (2) | 0.1100 (5) | 0.86717 (9) | 0.0201 (7) | |
C15 | 0.5564 (2) | −0.0535 (5) | 0.83815 (9) | 0.0227 (7) | |
H15A | 0.5861 | −0.2007 | 0.8423 | 0.027* | |
H15B | 0.4876 | −0.0588 | 0.8477 | 0.027* | |
C16 | 0.5521 (2) | 0.0067 (5) | 0.79018 (9) | 0.0223 (7) | |
H16A | 0.4903 | −0.0027 | 0.7725 | 0.027* | |
C17 | 0.6339 (2) | 0.0734 (5) | 0.77179 (9) | 0.0176 (6) | |
C18 | 0.6300 (2) | 0.1594 (5) | 0.72390 (9) | 0.0197 (7) | |
C19 | 0.5372 (2) | 0.0686 (5) | 0.69654 (9) | 0.0207 (7) | |
H19A | 0.5321 | −0.0897 | 0.7025 | 0.025* | |
H19B | 0.4768 | 0.1395 | 0.7067 | 0.025* | |
C20 | 0.5381 (2) | 0.1026 (5) | 0.64664 (9) | 0.0213 (7) | |
H20A | 0.5357 | 0.2608 | 0.6400 | 0.026* | |
H20B | 0.4779 | 0.0340 | 0.6313 | 0.026* | |
C21 | 0.6321 (2) | 0.0036 (5) | 0.62913 (9) | 0.0194 (6) | |
H21A | 0.6340 | −0.1496 | 0.6406 | 0.023* | |
C22 | 0.6251 (2) | −0.0218 (6) | 0.57783 (9) | 0.0225 (7) | |
C23 | 0.7388 (2) | 0.3551 (5) | 0.64048 (10) | 0.0255 (7) | |
H23A | 0.7742 | 0.3690 | 0.6135 | 0.038* | |
H23B | 0.7771 | 0.4292 | 0.6651 | 0.038* | |
H23C | 0.6724 | 0.4219 | 0.6355 | 0.038* | |
C24 | 0.7703 (2) | −0.1768 (5) | 0.80244 (9) | 0.0230 (7) | |
H24A | 0.8367 | −0.1836 | 0.8187 | 0.034* | |
H24B | 0.7743 | −0.2325 | 0.7723 | 0.034* | |
H24C | 0.7232 | −0.2659 | 0.8178 | 0.034* | |
C25 | 0.8226 (3) | 0.4588 (6) | 0.92295 (10) | 0.0314 (8) | |
H25A | 0.8892 | 0.4870 | 0.9131 | 0.047* | |
H25B | 0.8173 | 0.5271 | 0.9520 | 0.047* | |
H25C | 0.7715 | 0.5201 | 0.9014 | 0.047* | |
C26 | 0.8912 (2) | 0.1179 (6) | 0.95808 (10) | 0.0373 (9) | |
H26A | 0.8927 | 0.1917 | 0.9869 | 0.056* | |
H26B | 0.9554 | 0.1395 | 0.9454 | 0.056* | |
H26C | 0.8797 | −0.0385 | 0.9621 | 0.056* | |
C27 | 0.5580 (2) | 0.3219 (5) | 0.86796 (10) | 0.0262 (7) | |
H27A | 0.4960 | 0.2949 | 0.8821 | 0.039* | |
H27B | 0.5417 | 0.3731 | 0.8375 | 0.039* | |
H27C | 0.5975 | 0.4332 | 0.8848 | 0.039* | |
C28 | 0.6199 (2) | 0.4100 (5) | 0.72520 (10) | 0.0230 (7) | |
H28A | 0.6858 | 0.4755 | 0.7328 | 0.034* | |
H28B | 0.5746 | 0.4509 | 0.7476 | 0.034* | |
H28C | 0.5928 | 0.4630 | 0.6960 | 0.034* | |
C29 | 0.5374 (2) | −0.1762 (6) | 0.56351 (10) | 0.0324 (8) | |
H29A | 0.5441 | −0.2281 | 0.5332 | 0.049* | |
H29B | 0.4739 | −0.0975 | 0.5644 | 0.049* | |
H29C | 0.5383 | −0.3011 | 0.5838 | 0.049* | |
C30 | 0.6073 (2) | 0.1924 (6) | 0.55235 (9) | 0.0316 (8) | |
H30A | 0.5508 | 0.2700 | 0.5637 | 0.047* | |
H30B | 0.5921 | 0.1609 | 0.5207 | 0.047* | |
H30C | 0.6675 | 0.2833 | 0.5563 | 0.047* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0356 (14) | 0.0687 (18) | 0.0267 (12) | 0.0074 (15) | 0.0088 (10) | −0.0179 (13) |
C1 | 0.0241 (17) | 0.040 (2) | 0.0205 (16) | 0.0009 (16) | 0.0051 (13) | −0.0026 (15) |
C2 | 0.0183 (16) | 0.042 (2) | 0.0289 (18) | 0.0050 (16) | 0.0094 (13) | −0.0036 (16) |
C3 | 0.0158 (15) | 0.0340 (19) | 0.0238 (16) | 0.0014 (14) | 0.0037 (12) | 0.0020 (15) |
C4 | 0.0161 (15) | 0.0187 (16) | 0.0209 (15) | 0.0005 (12) | 0.0043 (12) | 0.0006 (12) |
C5 | 0.0130 (14) | 0.0157 (14) | 0.0238 (15) | −0.0020 (12) | 0.0035 (12) | 0.0015 (13) |
C6 | 0.0166 (15) | 0.0273 (17) | 0.0221 (16) | −0.0026 (13) | 0.0047 (12) | 0.0015 (13) |
C7 | 0.0153 (14) | 0.0227 (16) | 0.0192 (15) | −0.0029 (13) | 0.0010 (12) | −0.0015 (13) |
C8 | 0.0147 (14) | 0.0171 (15) | 0.0235 (16) | −0.0013 (12) | 0.0013 (12) | 0.0011 (13) |
C9 | 0.0141 (14) | 0.0141 (15) | 0.0229 (15) | −0.0024 (12) | 0.0043 (12) | −0.0009 (12) |
C10 | 0.0183 (15) | 0.0267 (18) | 0.0247 (16) | −0.0031 (14) | 0.0055 (13) | 0.0005 (13) |
C11 | 0.0213 (16) | 0.0275 (17) | 0.0225 (16) | −0.0014 (14) | 0.0062 (13) | −0.0017 (14) |
C12 | 0.0287 (18) | 0.052 (2) | 0.0202 (16) | −0.0061 (18) | 0.0084 (14) | 0.0023 (16) |
C13 | 0.0202 (16) | 0.0326 (19) | 0.0271 (17) | −0.0065 (14) | 0.0088 (13) | 0.0032 (14) |
C14 | 0.0139 (14) | 0.0263 (18) | 0.0210 (15) | −0.0017 (13) | 0.0068 (12) | −0.0004 (13) |
C15 | 0.0160 (15) | 0.0244 (17) | 0.0285 (17) | −0.0079 (13) | 0.0069 (13) | −0.0007 (14) |
C16 | 0.0153 (15) | 0.0277 (18) | 0.0238 (16) | −0.0072 (14) | 0.0016 (12) | −0.0051 (14) |
C17 | 0.0182 (15) | 0.0144 (14) | 0.0206 (15) | 0.0004 (13) | 0.0040 (12) | −0.0026 (12) |
C18 | 0.0136 (15) | 0.0211 (16) | 0.0246 (16) | −0.0007 (13) | 0.0034 (12) | −0.0043 (13) |
C19 | 0.0122 (14) | 0.0264 (17) | 0.0239 (16) | −0.0003 (13) | 0.0042 (12) | −0.0033 (14) |
C20 | 0.0142 (15) | 0.0261 (17) | 0.0234 (16) | 0.0003 (13) | 0.0009 (12) | −0.0003 (13) |
C21 | 0.0156 (15) | 0.0217 (16) | 0.0217 (15) | −0.0027 (13) | 0.0053 (12) | 0.0014 (13) |
C22 | 0.0157 (15) | 0.0329 (18) | 0.0192 (15) | −0.0031 (14) | 0.0041 (12) | −0.0004 (14) |
C23 | 0.0249 (17) | 0.0254 (17) | 0.0269 (17) | −0.0072 (15) | 0.0072 (13) | 0.0036 (14) |
C24 | 0.0229 (16) | 0.0206 (16) | 0.0258 (16) | 0.0028 (14) | 0.0045 (13) | −0.0021 (14) |
C25 | 0.036 (2) | 0.035 (2) | 0.0243 (17) | −0.0063 (16) | 0.0065 (15) | −0.0060 (15) |
C26 | 0.0327 (19) | 0.053 (3) | 0.0248 (17) | −0.0023 (18) | −0.0030 (15) | −0.0011 (17) |
C27 | 0.0203 (16) | 0.0247 (18) | 0.0352 (18) | 0.0006 (14) | 0.0119 (13) | −0.0046 (15) |
C28 | 0.0235 (16) | 0.0189 (16) | 0.0267 (17) | 0.0026 (13) | 0.0040 (13) | −0.0002 (13) |
C29 | 0.0260 (17) | 0.049 (2) | 0.0228 (16) | −0.0062 (17) | 0.0042 (13) | −0.0063 (17) |
C30 | 0.0251 (17) | 0.050 (2) | 0.0203 (16) | −0.0001 (17) | 0.0040 (14) | 0.0095 (16) |
O1—C1 | 1.438 (3) | C15—C16 | 1.493 (4) |
O1—H1 | 0.8400 | C15—H15A | 0.9900 |
C1—C2 | 1.514 (4) | C15—H15B | 0.9900 |
C1—C22 | 1.545 (4) | C16—C17 | 1.334 (4) |
C1—H1A | 1.0000 | C16—H16A | 0.9500 |
C2—C3 | 1.524 (4) | C17—C18 | 1.538 (4) |
C2—H2A | 0.9900 | C18—C19 | 1.540 (4) |
C2—H2B | 0.9900 | C18—C28 | 1.543 (4) |
C3—C4 | 1.545 (4) | C19—C20 | 1.524 (4) |
C3—H3A | 0.9900 | C19—H19A | 0.9900 |
C3—H3B | 0.9900 | C19—H19B | 0.9900 |
C4—C23 | 1.544 (4) | C20—C21 | 1.532 (4) |
C4—C21 | 1.549 (4) | C20—H20A | 0.9900 |
C4—C5 | 1.568 (4) | C20—H20B | 0.9900 |
C5—C6 | 1.546 (4) | C21—C22 | 1.554 (4) |
C5—C18 | 1.558 (4) | C21—H21A | 1.0000 |
C5—H5A | 1.0000 | C22—C30 | 1.530 (4) |
C6—C7 | 1.531 (4) | C22—C29 | 1.543 (4) |
C6—H6A | 0.9900 | C23—H23A | 0.9800 |
C6—H6B | 0.9900 | C23—H23B | 0.9800 |
C7—C8 | 1.541 (4) | C23—H23C | 0.9800 |
C7—H7A | 0.9900 | C24—H24A | 0.9800 |
C7—H7B | 0.9900 | C24—H24B | 0.9800 |
C8—C17 | 1.529 (4) | C24—H24C | 0.9800 |
C8—C24 | 1.550 (4) | C25—H25A | 0.9800 |
C8—C9 | 1.568 (4) | C25—H25B | 0.9800 |
C9—C10 | 1.534 (4) | C25—H25C | 0.9800 |
C9—C14 | 1.578 (4) | C26—H26A | 0.9800 |
C9—H9A | 1.0000 | C26—H26B | 0.9800 |
C10—C11 | 1.537 (4) | C26—H26C | 0.9800 |
C10—H10A | 0.9900 | C27—H27A | 0.9800 |
C10—H10B | 0.9900 | C27—H27B | 0.9800 |
C11—C25 | 1.524 (5) | C27—H27C | 0.9800 |
C11—C26 | 1.532 (4) | C28—H28A | 0.9800 |
C11—C12 | 1.556 (4) | C28—H28B | 0.9800 |
C12—C13 | 1.531 (4) | C28—H28C | 0.9800 |
C12—H12A | 0.9900 | C29—H29A | 0.9800 |
C12—H12B | 0.9900 | C29—H29B | 0.9800 |
C13—C14 | 1.530 (4) | C29—H29C | 0.9800 |
C13—H13A | 0.9900 | C30—H30A | 0.9800 |
C13—H13B | 0.9900 | C30—H30B | 0.9800 |
C14—C15 | 1.531 (4) | C30—H30C | 0.9800 |
C14—C27 | 1.533 (4) | ||
C1—O1—H1 | 109.5 | C16—C15—H15B | 109.3 |
O1—C1—C2 | 110.0 (2) | C14—C15—H15B | 109.3 |
O1—C1—C22 | 111.4 (2) | H15A—C15—H15B | 107.9 |
C2—C1—C22 | 113.8 (3) | C17—C16—C15 | 121.0 (3) |
O1—C1—H1A | 107.1 | C17—C16—H16A | 119.5 |
C2—C1—H1A | 107.1 | C15—C16—H16A | 119.5 |
C22—C1—H1A | 107.1 | C16—C17—C8 | 117.5 (2) |
C1—C2—C3 | 112.3 (2) | C16—C17—C18 | 122.2 (3) |
C1—C2—H2A | 109.1 | C8—C17—C18 | 120.2 (2) |
C3—C2—H2A | 109.1 | C17—C18—C19 | 110.1 (2) |
C1—C2—H2B | 109.1 | C17—C18—C28 | 108.3 (2) |
C3—C2—H2B | 109.1 | C19—C18—C28 | 107.7 (2) |
H2A—C2—H2B | 107.9 | C17—C18—C5 | 107.5 (2) |
C2—C3—C4 | 113.1 (2) | C19—C18—C5 | 108.1 (2) |
C2—C3—H3A | 109.0 | C28—C18—C5 | 115.2 (2) |
C4—C3—H3A | 109.0 | C20—C19—C18 | 114.2 (2) |
C2—C3—H3B | 109.0 | C20—C19—H19A | 108.7 |
C4—C3—H3B | 109.0 | C18—C19—H19A | 108.7 |
H3A—C3—H3B | 107.8 | C20—C19—H19B | 108.7 |
C23—C4—C3 | 108.1 (2) | C18—C19—H19B | 108.7 |
C23—C4—C21 | 114.0 (2) | H19A—C19—H19B | 107.6 |
C3—C4—C21 | 107.6 (2) | C19—C20—C21 | 111.3 (2) |
C23—C4—C5 | 112.1 (2) | C19—C20—H20A | 109.4 |
C3—C4—C5 | 108.2 (2) | C21—C20—H20A | 109.4 |
C21—C4—C5 | 106.8 (2) | C19—C20—H20B | 109.4 |
C6—C5—C18 | 112.7 (2) | C21—C20—H20B | 109.4 |
C6—C5—C4 | 112.8 (2) | H20A—C20—H20B | 108.0 |
C18—C5—C4 | 115.8 (2) | C20—C21—C4 | 110.5 (2) |
C6—C5—H5A | 104.7 | C20—C21—C22 | 113.7 (2) |
C18—C5—H5A | 104.7 | C4—C21—C22 | 117.7 (2) |
C4—C5—H5A | 104.7 | C20—C21—H21A | 104.5 |
C7—C6—C5 | 114.8 (2) | C4—C21—H21A | 104.5 |
C7—C6—H6A | 108.6 | C22—C21—H21A | 104.5 |
C5—C6—H6A | 108.6 | C30—C22—C29 | 107.5 (3) |
C7—C6—H6B | 108.6 | C30—C22—C1 | 111.4 (2) |
C5—C6—H6B | 108.6 | C29—C22—C1 | 107.0 (3) |
H6A—C6—H6B | 107.5 | C30—C22—C21 | 114.2 (3) |
C6—C7—C8 | 114.1 (2) | C29—C22—C21 | 108.8 (2) |
C6—C7—H7A | 108.7 | C1—C22—C21 | 107.7 (2) |
C8—C7—H7A | 108.7 | C4—C23—H23A | 109.5 |
C6—C7—H7B | 108.7 | C4—C23—H23B | 109.5 |
C8—C7—H7B | 108.7 | H23A—C23—H23B | 109.5 |
H7A—C7—H7B | 107.6 | C4—C23—H23C | 109.5 |
C17—C8—C7 | 109.5 (2) | H23A—C23—H23C | 109.5 |
C17—C8—C24 | 108.8 (2) | H23B—C23—H23C | 109.5 |
C7—C8—C24 | 107.9 (2) | C8—C24—H24A | 109.5 |
C17—C8—C9 | 110.2 (2) | C8—C24—H24B | 109.5 |
C7—C8—C9 | 108.2 (2) | H24A—C24—H24B | 109.5 |
C24—C8—C9 | 112.2 (2) | C8—C24—H24C | 109.5 |
C10—C9—C8 | 112.7 (2) | H24A—C24—H24C | 109.5 |
C10—C9—C14 | 110.7 (2) | H24B—C24—H24C | 109.5 |
C8—C9—C14 | 115.4 (2) | C11—C25—H25A | 109.5 |
C10—C9—H9A | 105.7 | C11—C25—H25B | 109.5 |
C8—C9—H9A | 105.7 | H25A—C25—H25B | 109.5 |
C14—C9—H9A | 105.7 | C11—C25—H25C | 109.5 |
C9—C10—C11 | 114.7 (2) | H25A—C25—H25C | 109.5 |
C9—C10—H10A | 108.6 | H25B—C25—H25C | 109.5 |
C11—C10—H10A | 108.6 | C11—C26—H26A | 109.5 |
C9—C10—H10B | 108.6 | C11—C26—H26B | 109.5 |
C11—C10—H10B | 108.6 | H26A—C26—H26B | 109.5 |
H10A—C10—H10B | 107.6 | C11—C26—H26C | 109.5 |
C25—C11—C26 | 108.8 (3) | H26A—C26—H26C | 109.5 |
C25—C11—C10 | 110.7 (3) | H26B—C26—H26C | 109.5 |
C26—C11—C10 | 108.3 (3) | C14—C27—H27A | 109.5 |
C25—C11—C12 | 110.5 (3) | C14—C27—H27B | 109.5 |
C26—C11—C12 | 109.4 (3) | H27A—C27—H27B | 109.5 |
C10—C11—C12 | 109.1 (2) | C14—C27—H27C | 109.5 |
C13—C12—C11 | 113.2 (2) | H27A—C27—H27C | 109.5 |
C13—C12—H12A | 108.9 | H27B—C27—H27C | 109.5 |
C11—C12—H12A | 108.9 | C18—C28—H28A | 109.5 |
C13—C12—H12B | 108.9 | C18—C28—H28B | 109.5 |
C11—C12—H12B | 108.9 | H28A—C28—H28B | 109.5 |
H12A—C12—H12B | 107.8 | C18—C28—H28C | 109.5 |
C14—C13—C12 | 113.5 (3) | H28A—C28—H28C | 109.5 |
C14—C13—H13A | 108.9 | H28B—C28—H28C | 109.5 |
C12—C13—H13A | 108.9 | C22—C29—H29A | 109.5 |
C14—C13—H13B | 108.9 | C22—C29—H29B | 109.5 |
C12—C13—H13B | 108.9 | H29A—C29—H29B | 109.5 |
H13A—C13—H13B | 107.7 | C22—C29—H29C | 109.5 |
C13—C14—C15 | 109.5 (2) | H29A—C29—H29C | 109.5 |
C13—C14—C27 | 109.1 (2) | H29B—C29—H29C | 109.5 |
C15—C14—C27 | 107.4 (2) | C22—C30—H30A | 109.5 |
C13—C14—C9 | 110.7 (2) | C22—C30—H30B | 109.5 |
C15—C14—C9 | 111.3 (2) | H30A—C30—H30B | 109.5 |
C27—C14—C9 | 108.8 (2) | C22—C30—H30C | 109.5 |
C16—C15—C14 | 111.7 (2) | H30A—C30—H30C | 109.5 |
C16—C15—H15A | 109.3 | H30B—C30—H30C | 109.5 |
C14—C15—H15A | 109.3 | ||
O1—C1—C2—C3 | −178.8 (3) | C14—C15—C16—C17 | 43.4 (4) |
C22—C1—C2—C3 | 55.3 (4) | C15—C16—C17—C8 | 6.2 (4) |
C1—C2—C3—C4 | −56.0 (4) | C15—C16—C17—C18 | −173.4 (3) |
C2—C3—C4—C23 | −71.1 (3) | C7—C8—C17—C16 | −165.2 (3) |
C2—C3—C4—C21 | 52.3 (3) | C24—C8—C17—C16 | 77.1 (3) |
C2—C3—C4—C5 | 167.3 (3) | C9—C8—C17—C16 | −46.4 (3) |
C23—C4—C5—C6 | −63.2 (3) | C7—C8—C17—C18 | 14.4 (4) |
C3—C4—C5—C6 | 55.8 (3) | C24—C8—C17—C18 | −103.3 (3) |
C21—C4—C5—C6 | 171.4 (2) | C9—C8—C17—C18 | 133.3 (2) |
C23—C4—C5—C18 | 68.7 (3) | C16—C17—C18—C19 | −24.0 (4) |
C3—C4—C5—C18 | −172.3 (2) | C8—C17—C18—C19 | 156.4 (2) |
C21—C4—C5—C18 | −56.7 (3) | C16—C17—C18—C28 | 93.6 (3) |
C18—C5—C6—C7 | 21.9 (4) | C8—C17—C18—C28 | −86.1 (3) |
C4—C5—C6—C7 | 155.3 (2) | C16—C17—C18—C5 | −141.5 (3) |
C5—C6—C7—C8 | 35.0 (4) | C8—C17—C18—C5 | 38.9 (3) |
C6—C7—C8—C17 | −53.0 (3) | C6—C5—C18—C17 | −57.3 (3) |
C6—C7—C8—C24 | 65.2 (3) | C4—C5—C18—C17 | 170.8 (2) |
C6—C7—C8—C9 | −173.1 (2) | C6—C5—C18—C19 | −176.1 (2) |
C17—C8—C9—C10 | 165.4 (2) | C4—C5—C18—C19 | 52.0 (3) |
C7—C8—C9—C10 | −75.0 (3) | C6—C5—C18—C28 | 63.5 (3) |
C24—C8—C9—C10 | 43.9 (3) | C4—C5—C18—C28 | −68.4 (3) |
C17—C8—C9—C14 | 36.8 (3) | C17—C18—C19—C20 | −167.3 (2) |
C7—C8—C9—C14 | 156.5 (2) | C28—C18—C19—C20 | 74.8 (3) |
C24—C8—C9—C14 | −84.6 (3) | C5—C18—C19—C20 | −50.2 (3) |
C8—C9—C10—C11 | 174.1 (2) | C18—C19—C20—C21 | 56.4 (3) |
C14—C9—C10—C11 | −54.9 (3) | C19—C20—C21—C4 | −60.2 (3) |
C9—C10—C11—C25 | −68.0 (3) | C19—C20—C21—C22 | 164.9 (2) |
C9—C10—C11—C26 | 172.8 (3) | C23—C4—C21—C20 | −65.9 (3) |
C9—C10—C11—C12 | 53.8 (3) | C3—C4—C21—C20 | 174.3 (2) |
C25—C11—C12—C13 | 122.7 (3) | C5—C4—C21—C20 | 58.4 (3) |
C26—C11—C12—C13 | −117.5 (3) | C23—C4—C21—C22 | 67.0 (3) |
C10—C11—C12—C13 | 0.8 (4) | C3—C4—C21—C22 | −52.7 (3) |
C11—C12—C13—C14 | −54.1 (4) | C5—C4—C21—C22 | −168.7 (2) |
C12—C13—C14—C15 | 175.5 (2) | O1—C1—C22—C30 | −50.0 (4) |
C12—C13—C14—C27 | −67.1 (3) | C2—C1—C22—C30 | 75.1 (3) |
C12—C13—C14—C9 | 52.5 (3) | O1—C1—C22—C29 | 67.2 (3) |
C10—C9—C14—C13 | 0.6 (3) | C2—C1—C22—C29 | −167.6 (3) |
C8—C9—C14—C13 | 130.1 (3) | O1—C1—C22—C21 | −176.0 (3) |
C10—C9—C14—C15 | −121.4 (3) | C2—C1—C22—C21 | −50.9 (3) |
C8—C9—C14—C15 | 8.1 (3) | C20—C21—C22—C30 | 59.1 (3) |
C10—C9—C14—C27 | 120.5 (3) | C4—C21—C22—C30 | −72.4 (3) |
C8—C9—C14—C27 | −110.0 (3) | C20—C21—C22—C29 | −61.1 (3) |
C13—C14—C15—C16 | −170.2 (2) | C4—C21—C22—C29 | 167.4 (3) |
C27—C14—C15—C16 | 71.4 (3) | C20—C21—C22—C1 | −176.7 (3) |
C9—C14—C15—C16 | −47.5 (3) | C4—C21—C22—C1 | 51.9 (3) |