Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804013467/hg6053sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804013467/hg6053Isup2.hkl |
CCDC reference: 187184
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.
C27H40O5 | F(000) = 484 |
Mr = 444.59 | Dx = 1.229 Mg m−3 |
Monoclinic, P21 | Melting point: 531 K |
Hall symbol: P 2yb | Mo Kα radiation, λ = 0.71073 Å |
a = 10.9714 (9) Å | Cell parameters from 71 reflections |
b = 7.7711 (8) Å | θ = 3.8–12.0° |
c = 14.3786 (11) Å | µ = 0.08 mm−1 |
β = 101.464 (4)° | T = 298 K |
V = 1201.46 (18) Å3 | Plate, colorless |
Z = 2 | 0.60 × 0.18 × 0.08 mm |
Bruker P4 diffractometer | Rint = 0.035 |
Radiation source: fine-focus sealed tube, FN4 | θmax = 25.0°, θmin = 1.9° |
Graphite monochromator | h = −13→9 |
ω scans | k = −9→1 |
4919 measured reflections | l = −16→17 |
2282 independent reflections | 2 standard reflections every 48 reflections |
1591 reflections with I > 2σ(I) | intensity decay: 1.5% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: See text |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.114 | w = 1/[σ2(Fo2) + (0.0538P)2 + 0.0998P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
2282 reflections | Δρmax = 0.16 e Å−3 |
293 parameters | Δρmin = −0.17 e Å−3 |
1 restraint | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.012 (2) |
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 | 0.5618 (3) | 0.4207 (5) | 0.8185 (2) | 0.0466 (9) | |
H1A | 0.5789 | 0.5201 | 0.7811 | 0.056* | |
C2 | 0.6153 (3) | 0.4275 (6) | 0.9204 (2) | 0.0477 (9) | |
H2A | 0.6628 | 0.5316 | 0.9424 | 0.057* | |
C3 | 0.6527 (4) | 0.2683 (6) | 0.9783 (2) | 0.0521 (10) | |
H3A | 0.7416 | 0.2783 | 1.0058 | 0.063* | |
C4 | 0.6344 (3) | 0.1024 (5) | 0.9223 (2) | 0.0477 (10) | |
H4A | 0.6206 | 0.0097 | 0.9642 | 0.057* | |
H4B | 0.7100 | 0.0766 | 0.8997 | 0.057* | |
C5 | 0.5259 (3) | 0.1080 (5) | 0.8377 (2) | 0.0389 (8) | |
H5A | 0.4508 | 0.1327 | 0.8625 | 0.047* | |
C6 | 0.5034 (3) | −0.0575 (5) | 0.7827 (2) | 0.0431 (9) | |
C7 | 0.3852 (3) | −0.0599 (5) | 0.7079 (2) | 0.0488 (9) | |
H7A | 0.3138 | −0.0501 | 0.7379 | 0.059* | |
H7B | 0.3789 | −0.1681 | 0.6736 | 0.059* | |
C8 | 0.3856 (3) | 0.0911 (5) | 0.6379 (2) | 0.0397 (9) | |
H8A | 0.4518 | 0.0696 | 0.6025 | 0.048* | |
C9 | 0.4148 (3) | 0.2619 (5) | 0.6916 (2) | 0.0393 (8) | |
H9A | 0.3489 | 0.2787 | 0.7278 | 0.047* | |
C10 | 0.5392 (3) | 0.2529 (5) | 0.7658 (2) | 0.0389 (8) | |
C11 | 0.4079 (4) | 0.4172 (6) | 0.6243 (2) | 0.0517 (10) | |
H11A | 0.4159 | 0.5221 | 0.6616 | 0.062* | |
H11B | 0.4774 | 0.4122 | 0.5920 | 0.062* | |
C12 | 0.2865 (3) | 0.4245 (6) | 0.5501 (2) | 0.0507 (10) | |
H12A | 0.2175 | 0.4456 | 0.5816 | 0.061* | |
H12B | 0.2904 | 0.5191 | 0.5068 | 0.061* | |
C13 | 0.2643 (3) | 0.2577 (5) | 0.4944 (2) | 0.0400 (8) | |
C14 | 0.2633 (3) | 0.1088 (5) | 0.5659 (2) | 0.0393 (9) | |
H14A | 0.1999 | 0.1387 | 0.6025 | 0.047* | |
C15 | 0.2109 (3) | −0.0432 (6) | 0.5026 (2) | 0.0500 (10) | |
H15A | 0.1770 | −0.1306 | 0.5385 | 0.060* | |
H15B | 0.2740 | −0.0946 | 0.4728 | 0.060* | |
C16 | 0.1082 (3) | 0.0420 (6) | 0.4290 (2) | 0.0484 (10) | |
H16A | 0.0262 | 0.0169 | 0.4431 | 0.058* | |
C17 | 0.1324 (3) | 0.2376 (6) | 0.4322 (2) | 0.0464 (10) | |
H17A | 0.0719 | 0.2942 | 0.4638 | 0.056* | |
C18 | 0.3658 (3) | 0.2322 (6) | 0.4354 (2) | 0.0491 (10) | |
H18A | 0.4463 | 0.2454 | 0.4756 | 0.074* | |
H18B | 0.3556 | 0.3163 | 0.3856 | 0.074* | |
H18C | 0.3587 | 0.1189 | 0.4083 | 0.074* | |
C19 | 0.6522 (3) | 0.2217 (6) | 0.7196 (2) | 0.0510 (10) | |
H19A | 0.7264 | 0.2170 | 0.7679 | 0.077* | |
H19B | 0.6590 | 0.3140 | 0.6765 | 0.077* | |
H19C | 0.6419 | 0.1148 | 0.6855 | 0.077* | |
C20 | 0.1078 (3) | 0.2932 (6) | 0.3267 (2) | 0.0527 (11) | |
H20A | 0.1885 | 0.3193 | 0.3106 | 0.063* | |
C21 | 0.0265 (5) | 0.4514 (8) | 0.3033 (3) | 0.0797 (14) | |
H21A | 0.0160 | 0.4764 | 0.2368 | 0.119* | |
H21B | 0.0653 | 0.5476 | 0.3394 | 0.119* | |
H21C | −0.0533 | 0.4303 | 0.3189 | 0.119* | |
C22 | 0.0586 (3) | 0.1277 (7) | 0.2732 (2) | 0.0491 (10) | |
C23 | 0.0926 (3) | 0.1031 (7) | 0.1774 (2) | 0.0617 (13) | |
H23A | 0.1822 | 0.0939 | 0.1854 | 0.074* | |
H23B | 0.0662 | 0.2032 | 0.1382 | 0.074* | |
C24 | 0.0330 (3) | −0.0562 (8) | 0.1273 (3) | 0.0679 (13) | |
H24A | 0.0690 | −0.1579 | 0.1611 | 0.081* | |
H24B | 0.0498 | −0.0606 | 0.0636 | 0.081* | |
C25 | −0.1073 (3) | −0.0555 (7) | 0.1221 (2) | 0.0595 (11) | |
H25A | −0.1432 | 0.0404 | 0.0814 | 0.071* | |
C26 | −0.1318 (4) | −0.0246 (8) | 0.2209 (3) | 0.0642 (13) | |
H26A | −0.2208 | −0.0159 | 0.2172 | 0.077* | |
H26B | −0.1021 | −0.1230 | 0.2605 | 0.077* | |
C27 | −0.1697 (4) | −0.2213 (8) | 0.0808 (3) | 0.0868 (16) | |
H27A | −0.2575 | −0.2143 | 0.0791 | 0.130* | |
H27B | −0.1354 | −0.3168 | 0.1197 | 0.130* | |
H27C | −0.1556 | −0.2372 | 0.0176 | 0.130* | |
O1 | 0.4823 (2) | 0.4524 (4) | 0.88540 (17) | 0.0571 (7) | |
O3 | 0.5876 (4) | 0.2744 (5) | 1.0545 (2) | 0.0923 (12) | |
H3 | 0.586 (5) | 0.157 (10) | 1.080 (4) | 0.139* | |
O6 | 0.5771 (3) | −0.1760 (4) | 0.79290 (18) | 0.0568 (7) | |
O22 | 0.1126 (2) | −0.0097 (4) | 0.33333 (16) | 0.0524 (7) | |
O26 | −0.0732 (2) | 0.1282 (5) | 0.26491 (16) | 0.0577 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.056 (2) | 0.036 (2) | 0.0497 (19) | −0.001 (2) | 0.0146 (17) | −0.0011 (19) |
C2 | 0.054 (2) | 0.041 (2) | 0.048 (2) | −0.007 (2) | 0.0095 (16) | −0.003 (2) |
C3 | 0.065 (2) | 0.046 (3) | 0.0446 (19) | −0.006 (2) | 0.0111 (17) | −0.003 (2) |
C4 | 0.056 (2) | 0.040 (2) | 0.0454 (19) | 0.005 (2) | 0.0077 (16) | 0.0022 (19) |
C5 | 0.0452 (19) | 0.031 (2) | 0.0405 (17) | −0.0001 (18) | 0.0077 (14) | 0.0001 (17) |
C6 | 0.058 (2) | 0.033 (2) | 0.0409 (18) | 0.000 (2) | 0.0155 (16) | 0.0044 (19) |
C7 | 0.065 (2) | 0.030 (2) | 0.0492 (19) | −0.008 (2) | 0.0051 (17) | 0.0006 (19) |
C8 | 0.0437 (19) | 0.034 (2) | 0.0424 (18) | −0.0004 (17) | 0.0104 (15) | 0.0029 (17) |
C9 | 0.0436 (18) | 0.031 (2) | 0.0433 (17) | 0.0026 (18) | 0.0090 (14) | 0.0010 (18) |
C10 | 0.0467 (19) | 0.028 (2) | 0.0431 (17) | −0.0031 (18) | 0.0114 (14) | −0.0012 (17) |
C11 | 0.070 (3) | 0.031 (2) | 0.050 (2) | −0.003 (2) | 0.0016 (18) | 0.0031 (19) |
C12 | 0.061 (2) | 0.037 (3) | 0.053 (2) | 0.008 (2) | 0.0082 (18) | 0.004 (2) |
C13 | 0.0426 (19) | 0.036 (2) | 0.0428 (18) | 0.0050 (18) | 0.0109 (14) | 0.0033 (19) |
C14 | 0.0436 (19) | 0.037 (2) | 0.0388 (17) | −0.0027 (18) | 0.0106 (14) | 0.0001 (18) |
C15 | 0.059 (2) | 0.044 (2) | 0.0450 (18) | −0.005 (2) | 0.0057 (16) | 0.006 (2) |
C16 | 0.046 (2) | 0.055 (3) | 0.044 (2) | −0.002 (2) | 0.0062 (16) | 0.000 (2) |
C17 | 0.0418 (19) | 0.053 (3) | 0.047 (2) | 0.006 (2) | 0.0149 (15) | 0.003 (2) |
C18 | 0.0480 (19) | 0.056 (3) | 0.0456 (18) | 0.001 (2) | 0.0135 (15) | 0.012 (2) |
C19 | 0.047 (2) | 0.054 (3) | 0.054 (2) | −0.005 (2) | 0.0175 (16) | 0.001 (2) |
C20 | 0.051 (2) | 0.057 (3) | 0.049 (2) | 0.005 (2) | 0.0076 (17) | 0.009 (2) |
C21 | 0.089 (3) | 0.069 (3) | 0.072 (3) | 0.014 (3) | −0.004 (2) | 0.011 (3) |
C22 | 0.0386 (19) | 0.063 (3) | 0.0459 (19) | 0.006 (2) | 0.0081 (15) | 0.011 (2) |
C23 | 0.047 (2) | 0.090 (4) | 0.049 (2) | 0.004 (3) | 0.0118 (16) | 0.005 (2) |
C24 | 0.064 (3) | 0.090 (4) | 0.048 (2) | 0.010 (3) | 0.0063 (18) | −0.009 (3) |
C25 | 0.055 (2) | 0.068 (3) | 0.049 (2) | 0.005 (3) | −0.0041 (17) | 0.006 (2) |
C26 | 0.047 (2) | 0.084 (4) | 0.060 (2) | −0.007 (3) | 0.0079 (17) | 0.004 (3) |
C27 | 0.086 (3) | 0.089 (4) | 0.075 (3) | 0.004 (4) | −0.007 (2) | −0.017 (3) |
O1 | 0.0619 (16) | 0.0494 (18) | 0.0618 (15) | 0.0045 (15) | 0.0165 (12) | −0.0125 (15) |
O3 | 0.173 (3) | 0.054 (2) | 0.0662 (18) | −0.009 (2) | 0.063 (2) | −0.0026 (18) |
O6 | 0.0764 (18) | 0.0364 (17) | 0.0571 (15) | 0.0140 (16) | 0.0122 (13) | 0.0033 (14) |
O22 | 0.0551 (15) | 0.057 (2) | 0.0417 (13) | 0.0037 (14) | 0.0016 (11) | −0.0017 (14) |
O26 | 0.0370 (13) | 0.079 (2) | 0.0576 (14) | 0.0042 (16) | 0.0109 (10) | −0.0043 (17) |
C1—O1 | 1.443 (4) | C15—C16 | 1.535 (5) |
C1—C2 | 1.468 (5) | C15—H15A | 0.9700 |
C1—C10 | 1.503 (5) | C15—H15B | 0.9700 |
C1—H1A | 0.9800 | C16—O22 | 1.443 (4) |
C2—O1 | 1.459 (4) | C16—C17 | 1.542 (6) |
C2—C3 | 1.502 (6) | C16—H16A | 0.9800 |
C2—H2A | 0.9800 | C17—C20 | 1.549 (5) |
C3—O3 | 1.422 (4) | C17—H17A | 0.9800 |
C3—C4 | 1.512 (6) | C18—H18A | 0.9600 |
C3—H3A | 0.9800 | C18—H18B | 0.9600 |
C4—C5 | 1.524 (4) | C18—H18C | 0.9600 |
C4—H4A | 0.9700 | C19—H19A | 0.9600 |
C4—H4B | 0.9700 | C19—H19B | 0.9600 |
C5—C6 | 1.505 (5) | C19—H19C | 0.9600 |
C5—C10 | 1.555 (5) | C20—C21 | 1.517 (7) |
C5—H5A | 0.9800 | C22—C20 | 1.540 (6) |
C6—O6 | 1.215 (4) | C20—H20A | 0.9800 |
C6—C7 | 1.511 (5) | C21—H21A | 0.9600 |
C7—C8 | 1.547 (5) | C21—H21B | 0.9600 |
C7—H7A | 0.9700 | C21—H21C | 0.9600 |
C7—H7B | 0.9700 | C22—O26 | 1.427 (4) |
C8—C14 | 1.529 (4) | C22—O22 | 1.427 (5) |
C8—C9 | 1.537 (5) | C22—C23 | 1.510 (5) |
C8—H8A | 0.9800 | C23—C24 | 1.513 (7) |
C9—C11 | 1.538 (5) | C23—H23A | 0.9700 |
C9—C10 | 1.558 (5) | C23—H23B | 0.9700 |
C9—H9A | 0.9800 | C24—C25 | 1.526 (5) |
C10—C19 | 1.538 (5) | C24—H24A | 0.9700 |
C11—C12 | 1.533 (5) | C24—H24B | 0.9700 |
C11—H11A | 0.9700 | C25—C26 | 1.515 (5) |
C11—H11B | 0.9700 | C25—C27 | 1.523 (8) |
C12—C13 | 1.517 (6) | C25—H25A | 0.9800 |
C12—H12A | 0.9700 | C26—O26 | 1.437 (6) |
C12—H12B | 0.9700 | C26—H26A | 0.9700 |
C13—C18 | 1.540 (5) | C26—H26B | 0.9700 |
C13—C14 | 1.549 (5) | C27—H27A | 0.9600 |
C13—C17 | 1.551 (5) | C27—H27B | 0.9600 |
C14—C15 | 1.531 (5) | C27—H27C | 0.9600 |
C14—H14A | 0.9800 | O3—H3 | 0.99 (8) |
O1—C1—C2 | 60.2 (2) | C14—C15—H15A | 111.3 |
O1—C1—C10 | 115.0 (3) | C16—C15—H15A | 111.3 |
C2—C1—C10 | 121.8 (3) | C14—C15—H15B | 111.3 |
O1—C1—H1A | 116.0 | C16—C15—H15B | 111.3 |
C2—C1—H1A | 116.0 | H15A—C15—H15B | 109.2 |
C10—C1—H1A | 116.0 | O22—C16—C15 | 112.3 (3) |
O1—C2—C1 | 59.1 (2) | O22—C16—C17 | 105.4 (3) |
O1—C2—C3 | 116.4 (3) | C15—C16—C17 | 107.8 (3) |
C1—C2—C3 | 122.3 (4) | O22—C16—H16A | 110.4 |
O1—C2—H2A | 115.6 | C15—C16—H16A | 110.4 |
C1—C2—H2A | 115.6 | C17—C16—H16A | 110.4 |
C3—C2—H2A | 115.6 | C16—C17—C20 | 104.5 (3) |
O3—C3—C2 | 106.0 (3) | C16—C17—C13 | 104.6 (3) |
O3—C3—C4 | 113.9 (3) | C20—C17—C13 | 119.8 (3) |
C2—C3—C4 | 114.5 (3) | C16—C17—H17A | 109.1 |
O3—C3—H3A | 107.4 | C20—C17—H17A | 109.1 |
C2—C3—H3A | 107.4 | C13—C17—H17A | 109.1 |
C4—C3—H3A | 107.4 | C13—C18—H18A | 109.5 |
C3—C4—C5 | 113.6 (3) | C13—C18—H18B | 109.5 |
C3—C4—H4A | 108.8 | H18A—C18—H18B | 109.5 |
C5—C4—H4A | 108.8 | C13—C18—H18C | 109.5 |
C3—C4—H4B | 108.8 | H18A—C18—H18C | 109.5 |
C5—C4—H4B | 108.8 | H18B—C18—H18C | 109.5 |
H4A—C4—H4B | 107.7 | C10—C19—H19A | 109.5 |
C6—C5—C4 | 114.6 (3) | C10—C19—H19B | 109.5 |
C6—C5—C10 | 107.3 (3) | H19A—C19—H19B | 109.5 |
C4—C5—C10 | 113.0 (3) | C10—C19—H19C | 109.5 |
C6—C5—H5A | 107.2 | H19A—C19—H19C | 109.5 |
C4—C5—H5A | 107.2 | H19B—C19—H19C | 109.5 |
C10—C5—H5A | 107.2 | C21—C20—C22 | 115.7 (3) |
O6—C6—C5 | 123.2 (3) | C21—C20—C17 | 115.0 (4) |
O6—C6—C7 | 122.2 (4) | C22—C20—C17 | 103.4 (3) |
C5—C6—C7 | 114.4 (3) | C21—C20—H20A | 107.4 |
C6—C7—C8 | 109.9 (3) | C22—C20—H20A | 107.4 |
C6—C7—H7A | 109.7 | C17—C20—H20A | 107.4 |
C8—C7—H7A | 109.7 | C20—C21—H21A | 109.5 |
C6—C7—H7B | 109.7 | C20—C21—H21B | 109.5 |
C8—C7—H7B | 109.7 | H21A—C21—H21B | 109.5 |
H7A—C7—H7B | 108.2 | C20—C21—H21C | 109.5 |
C14—C8—C9 | 109.3 (3) | H21A—C21—H21C | 109.5 |
C14—C8—C7 | 113.2 (3) | H21B—C21—H21C | 109.5 |
C9—C8—C7 | 110.8 (3) | O26—C22—O22 | 110.1 (3) |
C14—C8—H8A | 107.8 | O26—C22—C23 | 110.7 (3) |
C9—C8—H8A | 107.8 | O22—C22—C23 | 108.1 (3) |
C7—C8—H8A | 107.8 | O26—C22—C20 | 106.8 (3) |
C8—C9—C11 | 112.5 (2) | O22—C22—C20 | 105.1 (3) |
C8—C9—C10 | 111.9 (3) | C23—C22—C20 | 115.9 (3) |
C11—C9—C10 | 113.1 (3) | C22—C23—C24 | 112.1 (4) |
C8—C9—H9A | 106.2 | C22—C23—H23A | 109.2 |
C11—C9—H9A | 106.2 | C24—C23—H23A | 109.2 |
C10—C9—H9A | 106.2 | C22—C23—H23B | 109.2 |
C1—C10—C19 | 106.7 (3) | C24—C23—H23B | 109.2 |
C1—C10—C5 | 108.7 (3) | H23A—C23—H23B | 107.9 |
C19—C10—C5 | 111.3 (3) | C23—C24—C25 | 110.9 (4) |
C1—C10—C9 | 109.9 (3) | C23—C24—H24A | 109.5 |
C19—C10—C9 | 112.5 (3) | C25—C24—H24A | 109.5 |
C5—C10—C9 | 107.7 (3) | C23—C24—H24B | 109.5 |
C12—C11—C9 | 113.2 (3) | C25—C24—H24B | 109.5 |
C12—C11—H11A | 108.9 | H24A—C24—H24B | 108.1 |
C9—C11—H11A | 108.9 | C26—C25—C27 | 110.4 (4) |
C12—C11—H11B | 108.9 | C26—C25—C24 | 108.7 (3) |
C9—C11—H11B | 108.9 | C27—C25—C24 | 112.8 (4) |
H11A—C11—H11B | 107.7 | C26—C25—H25A | 108.3 |
C13—C12—C11 | 111.2 (3) | C27—C25—H25A | 108.3 |
C13—C12—H12A | 109.4 | C24—C25—H25A | 108.3 |
C11—C12—H12A | 109.4 | O26—C26—C25 | 113.4 (4) |
C13—C12—H12B | 109.4 | O26—C26—H26A | 108.9 |
C11—C12—H12B | 109.4 | C25—C26—H26A | 108.9 |
H12A—C12—H12B | 108.0 | O26—C26—H26B | 108.9 |
C12—C13—C18 | 110.1 (3) | C25—C26—H26B | 108.9 |
C12—C13—C14 | 108.0 (3) | H26A—C26—H26B | 107.7 |
C18—C13—C14 | 111.7 (3) | C25—C27—H27A | 109.5 |
C12—C13—C17 | 115.1 (3) | C25—C27—H27B | 109.5 |
C18—C13—C17 | 111.3 (3) | H27A—C27—H27B | 109.5 |
C14—C13—C17 | 100.3 (3) | C25—C27—H27C | 109.5 |
C8—C14—C15 | 120.5 (3) | H27A—C27—H27C | 109.5 |
C8—C14—C13 | 113.3 (3) | H27B—C27—H27C | 109.5 |
C15—C14—C13 | 103.5 (2) | C1—O1—C2 | 60.8 (2) |
C8—C14—H14A | 106.2 | C3—O3—H3 | 108 (3) |
C15—C14—H14A | 106.2 | C22—O22—C16 | 106.3 (3) |
C13—C14—H14A | 106.2 | C22—O26—C26 | 113.1 (3) |
C14—C15—C16 | 102.4 (3) | ||
C10—C1—C2—O1 | −102.6 (4) | C7—C8—C14—C13 | −178.8 (3) |
O1—C1—C2—C3 | 103.6 (4) | C12—C13—C14—C8 | −60.5 (4) |
C10—C1—C2—C3 | 1.0 (6) | C18—C13—C14—C8 | 60.7 (4) |
O1—C2—C3—O3 | −55.9 (4) | C17—C13—C14—C8 | 178.7 (3) |
C1—C2—C3—O3 | −124.6 (4) | C12—C13—C14—C15 | 167.2 (3) |
O1—C2—C3—C4 | 70.5 (4) | C18—C13—C14—C15 | −71.6 (3) |
C1—C2—C3—C4 | 1.9 (5) | C17—C13—C14—C15 | 46.4 (3) |
O3—C3—C4—C5 | 91.3 (4) | C8—C14—C15—C16 | −167.7 (3) |
C2—C3—C4—C5 | −30.9 (4) | C13—C14—C15—C16 | −39.8 (3) |
C3—C4—C5—C6 | −178.1 (3) | C14—C15—C16—O22 | 133.3 (3) |
C3—C4—C5—C10 | 58.6 (4) | C14—C15—C16—C17 | 17.6 (4) |
C4—C5—C6—O6 | −12.7 (5) | O22—C16—C17—C20 | 17.6 (4) |
C10—C5—C6—O6 | 113.5 (3) | C15—C16—C17—C20 | 137.6 (3) |
C4—C5—C6—C7 | 171.6 (3) | O22—C16—C17—C13 | −109.2 (3) |
C10—C5—C6—C7 | −62.1 (4) | C15—C16—C17—C13 | 10.9 (4) |
O6—C6—C7—C8 | −118.9 (4) | C12—C13—C17—C16 | −150.1 (3) |
C5—C6—C7—C8 | 56.8 (4) | C18—C13—C17—C16 | 83.9 (4) |
C6—C7—C8—C14 | −174.1 (3) | C14—C13—C17—C16 | −34.5 (3) |
C6—C7—C8—C9 | −51.0 (4) | C12—C13—C17—C20 | 93.4 (4) |
C14—C8—C9—C11 | −51.0 (4) | C18—C13—C17—C20 | −32.7 (5) |
C7—C8—C9—C11 | −176.4 (3) | C14—C13—C17—C20 | −151.0 (4) |
C14—C8—C9—C10 | −179.6 (3) | C16—C17—C20—C21 | 132.8 (4) |
C7—C8—C9—C10 | 55.0 (3) | C13—C17—C20—C21 | −110.6 (4) |
O1—C1—C10—C19 | −165.4 (3) | C16—C17—C20—C22 | 5.7 (4) |
C2—C1—C10—C19 | −96.3 (4) | C13—C17—C20—C22 | 122.3 (4) |
O1—C1—C10—C5 | −45.2 (4) | C21—C20—C22—O26 | −37.2 (4) |
C2—C1—C10—C5 | 23.9 (5) | C17—C20—C22—O26 | 89.5 (3) |
O1—C1—C10—C9 | 72.4 (4) | C21—C20—C22—O22 | −154.2 (3) |
C2—C1—C10—C9 | 141.5 (3) | C17—C20—C22—O22 | −27.5 (3) |
C6—C5—C10—C1 | 180.0 (3) | C21—C20—C22—C23 | 86.6 (4) |
C4—C5—C10—C1 | −52.8 (4) | C17—C20—C22—C23 | −146.7 (3) |
C6—C5—C10—C19 | −62.8 (3) | O26—C22—C23—C24 | −54.3 (5) |
C4—C5—C10—C19 | 64.4 (4) | O22—C22—C23—C24 | 66.4 (4) |
C6—C5—C10—C9 | 60.9 (4) | C20—C22—C23—C24 | −176.1 (3) |
C4—C5—C10—C9 | −171.9 (3) | C22—C23—C24—C25 | 53.1 (5) |
C8—C9—C10—C1 | −178.3 (3) | C23—C24—C25—C26 | −51.7 (5) |
C11—C9—C10—C1 | 53.4 (4) | C23—C24—C25—C27 | −174.5 (4) |
C8—C9—C10—C19 | 63.0 (4) | C27—C25—C26—O26 | 178.8 (4) |
C11—C9—C10—C19 | −65.3 (4) | C24—C25—C26—O26 | 54.6 (5) |
C8—C9—C10—C5 | −60.0 (3) | C10—C1—O1—C2 | 113.8 (4) |
C11—C9—C10—C5 | 171.7 (3) | C3—C2—O1—C1 | −113.5 (4) |
C8—C9—C11—C12 | 51.0 (4) | O26—C22—O22—C16 | −74.3 (4) |
C10—C9—C11—C12 | 179.0 (3) | C23—C22—O22—C16 | 164.6 (3) |
C9—C11—C12—C13 | −54.4 (4) | C20—C22—O22—C16 | 40.3 (3) |
C11—C12—C13—C18 | −65.2 (4) | C15—C16—O22—C22 | −153.4 (3) |
C11—C12—C13—C14 | 57.1 (4) | C17—C16—O22—C22 | −36.3 (3) |
C11—C12—C13—C17 | 168.1 (3) | O22—C22—O26—C26 | −63.1 (4) |
C9—C8—C14—C15 | −179.5 (3) | C23—C22—O26—C26 | 56.4 (5) |
C7—C8—C14—C15 | −55.5 (4) | C20—C22—O26—C26 | −176.6 (3) |
C9—C8—C14—C13 | 57.1 (3) | C25—C26—O26—C22 | −58.4 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O1i | 0.99 (8) | 1.86 (8) | 2.804 (5) | 158 (5) |
Symmetry code: (i) −x+1, y−1/2, −z+2. |