The structures of 3β-acetoxy-9α,11α-epoxy-5α-lanost-9(11)-en-7-one and 3β-acetoxy-9β,11β-epoxy-5α-lanost-9(11)-en-7-one, C
32H
52O
4, differ in their respective substituted cyclohexanone rings but adopt similar conformations in the other three rings. In both of the crystal structures, weak intermolecular C—H
O interactions are present.
Supporting information
CCDC references: 645583; 645584
For both compounds, data collection: COLLECT (Hooft, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SAPI91 (Fan, 1991); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
(I) 3
β-acetoxy-9
α,11-epoxy-5
α-lanost-9(11)-en-7-one
top
Crystal data top
C32H52O4 | F(000) = 552 |
Mr = 500.74 | Dx = 1.131 Mg m−3 |
Monoclinic, P21 | Melting point: 446(2) K |
Hall symbol: P 2yb | Mo Kα radiation, λ = 0.71073 Å |
a = 11.483 (4) Å | Cell parameters from 5281 reflections |
b = 7.612 (3) Å | θ = 2.9–27.5° |
c = 16.903 (6) Å | µ = 0.07 mm−1 |
β = 95.79 (3)° | T = 173 K |
V = 1469.9 (9) Å3 | Block, colorless |
Z = 2 | 0.14 × 0.12 × 0.10 mm |
Data collection top
Nonius KappaCCD diffractometer | 3578 independent reflections |
Radiation source: fine-focus sealed tube | 3157 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
ω and φ scans | θmax = 27.5°, θmin = 2.9° |
Absorption correction: multi-scan (SORTAV; Blessing, 1997) | h = −14→14 |
Tmin = 0.990, Tmax = 0.993 | k = −9→8 |
5281 measured reflections | l = −21→21 |
Refinement top
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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.098 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0455P)2 + 0.2611P] where P = (Fo2 + 2Fc2)/3 |
3578 reflections | (Δ/σ)max = 0.001 |
334 parameters | Δρmax = 0.22 e Å−3 |
1 restraint | Δρmin = −0.15 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.37522 (13) | 0.2718 (2) | 0.89785 (7) | 0.0330 (4) | |
O2 | 0.21373 (16) | 0.1687 (3) | 0.94688 (10) | 0.0530 (5) | |
O3 | 0.47605 (12) | 0.0335 (3) | 0.49951 (9) | 0.0393 (4) | |
O4 | 0.15405 (11) | 0.0900 (2) | 0.57223 (8) | 0.0258 (3) | |
C1 | 0.18057 (17) | 0.3326 (3) | 0.70439 (11) | 0.0260 (4) | |
H1A | 0.1209 | 0.4222 | 0.6871 | 0.031* | |
H1B | 0.1408 | 0.2172 | 0.7045 | 0.031* | |
C2 | 0.23381 (18) | 0.3754 (3) | 0.78908 (11) | 0.0295 (5) | |
H2A | 0.2713 | 0.4925 | 0.7900 | 0.035* | |
H2B | 0.1714 | 0.3780 | 0.8254 | 0.035* | |
C3 | 0.32393 (17) | 0.2370 (3) | 0.81652 (11) | 0.0280 (5) | |
H3 | 0.2839 | 0.1202 | 0.8157 | 0.034* | |
C4 | 0.42668 (16) | 0.2244 (3) | 0.76522 (11) | 0.0269 (4) | |
C5 | 0.37306 (16) | 0.1999 (3) | 0.67696 (10) | 0.0245 (4) | |
H5 | 0.3365 | 0.0806 | 0.6750 | 0.029* | |
C6 | 0.46894 (17) | 0.1908 (3) | 0.61981 (11) | 0.0293 (5) | |
H6A | 0.5067 | 0.3074 | 0.6177 | 0.035* | |
H6B | 0.5295 | 0.1057 | 0.6408 | 0.035* | |
C7 | 0.42253 (16) | 0.1367 (3) | 0.53669 (11) | 0.0269 (5) | |
C8 | 0.31151 (15) | 0.2289 (3) | 0.50202 (10) | 0.0220 (4) | |
H8 | 0.3361 | 0.3520 | 0.4914 | 0.026* | |
C9 | 0.22390 (15) | 0.2457 (3) | 0.56472 (11) | 0.0212 (4) | |
C10 | 0.27347 (16) | 0.3274 (3) | 0.64460 (11) | 0.0226 (4) | |
C11 | 0.09759 (16) | 0.2459 (3) | 0.53682 (11) | 0.0238 (4) | |
H11 | 0.0471 | 0.3106 | 0.5719 | 0.029* | |
C12 | 0.04955 (16) | 0.2371 (3) | 0.45004 (10) | 0.0247 (4) | |
H12A | −0.0133 | 0.3256 | 0.4398 | 0.030* | |
H12B | 0.0146 | 0.1197 | 0.4388 | 0.030* | |
C13 | 0.14384 (16) | 0.2703 (3) | 0.39334 (11) | 0.0219 (4) | |
C14 | 0.25612 (17) | 0.1595 (3) | 0.42123 (11) | 0.0238 (4) | |
C15 | 0.33239 (17) | 0.1907 (3) | 0.35238 (11) | 0.0289 (5) | |
H15A | 0.3894 | 0.0941 | 0.3491 | 0.035* | |
H15B | 0.3754 | 0.3032 | 0.3594 | 0.035* | |
C16 | 0.24332 (16) | 0.1957 (4) | 0.27715 (11) | 0.0304 (5) | |
H16A | 0.2508 | 0.0886 | 0.2448 | 0.036* | |
H16B | 0.2579 | 0.2994 | 0.2442 | 0.036* | |
C17 | 0.11836 (16) | 0.2061 (3) | 0.30577 (10) | 0.0246 (4) | |
H17 | 0.0884 | 0.0830 | 0.3078 | 0.030* | |
C18 | 0.16847 (19) | 0.4693 (3) | 0.39447 (12) | 0.0278 (5) | |
H18A | 0.2342 | 0.4941 | 0.3635 | 0.042* | |
H18B | 0.1881 | 0.5082 | 0.4495 | 0.042* | |
H18C | 0.0988 | 0.5321 | 0.3712 | 0.042* | |
C19 | 0.31041 (18) | 0.5177 (3) | 0.62800 (12) | 0.0273 (5) | |
H19A | 0.2463 | 0.5779 | 0.5963 | 0.041* | |
H19B | 0.3798 | 0.5162 | 0.5987 | 0.041* | |
H19C | 0.3286 | 0.5799 | 0.6785 | 0.041* | |
C20 | 0.03244 (17) | 0.3078 (3) | 0.24644 (11) | 0.0264 (4) | |
H20 | 0.0657 | 0.4273 | 0.2390 | 0.032* | |
C21 | −0.08823 (18) | 0.3298 (3) | 0.27620 (12) | 0.0310 (5) | |
H21A | −0.0804 | 0.3952 | 0.3264 | 0.047* | |
H21B | −0.1219 | 0.2139 | 0.2847 | 0.047* | |
H21C | −0.1396 | 0.3945 | 0.2365 | 0.047* | |
C22 | 0.02258 (18) | 0.2125 (4) | 0.16574 (11) | 0.0306 (5) | |
H22A | 0.0997 | 0.2173 | 0.1444 | 0.037* | |
H22B | 0.0044 | 0.0874 | 0.1746 | 0.037* | |
C23 | −0.06952 (19) | 0.2864 (4) | 0.10319 (11) | 0.0335 (5) | |
H23A | −0.1477 | 0.2726 | 0.1223 | 0.040* | |
H23B | −0.0552 | 0.4137 | 0.0970 | 0.040* | |
C24 | −0.07022 (19) | 0.1980 (4) | 0.02238 (11) | 0.0377 (6) | |
H24A | −0.0839 | 0.0706 | 0.0286 | 0.045* | |
H24B | 0.0077 | 0.2129 | 0.0029 | 0.045* | |
C25 | −0.1639 (2) | 0.2720 (4) | −0.03989 (12) | 0.0428 (6) | |
H25 | −0.1513 | 0.4016 | −0.0436 | 0.051* | |
C26 | −0.1510 (3) | 0.1925 (6) | −0.12106 (14) | 0.0665 (10) | |
H26A | −0.2106 | 0.2419 | −0.1604 | 0.100* | |
H26B | −0.1609 | 0.0648 | −0.1185 | 0.100* | |
H26C | −0.0730 | 0.2194 | −0.1366 | 0.100* | |
C27 | −0.2871 (2) | 0.2420 (5) | −0.01583 (17) | 0.0588 (8) | |
H27A | −0.3449 | 0.2869 | −0.0576 | 0.088* | |
H27B | −0.2957 | 0.3039 | 0.0341 | 0.088* | |
H27C | −0.2998 | 0.1160 | −0.0085 | 0.088* | |
C28 | 0.22973 (19) | −0.0400 (3) | 0.42300 (13) | 0.0286 (5) | |
H28A | 0.2168 | −0.0847 | 0.3684 | 0.043* | |
H28B | 0.1594 | −0.0600 | 0.4502 | 0.043* | |
H28C | 0.2962 | −0.1015 | 0.4515 | 0.043* | |
C29 | 0.4973 (2) | 0.0593 (4) | 0.79145 (13) | 0.0387 (6) | |
H29A | 0.5661 | 0.0511 | 0.7618 | 0.058* | |
H29B | 0.4482 | −0.0451 | 0.7808 | 0.058* | |
H29C | 0.5226 | 0.0665 | 0.8485 | 0.058* | |
C30 | 0.5077 (2) | 0.3840 (4) | 0.77713 (13) | 0.0346 (5) | |
H30A | 0.5728 | 0.3710 | 0.7443 | 0.052* | |
H30B | 0.5385 | 0.3923 | 0.8332 | 0.052* | |
H30C | 0.4637 | 0.4909 | 0.7615 | 0.052* | |
C31 | 0.3125 (2) | 0.2224 (4) | 0.95714 (12) | 0.0373 (5) | |
C32 | 0.3827 (2) | 0.2425 (5) | 1.03695 (13) | 0.0515 (7) | |
H32A | 0.3297 | 0.2445 | 1.0789 | 0.077* | |
H32B | 0.4271 | 0.3526 | 1.0380 | 0.077* | |
H32C | 0.4370 | 0.1435 | 1.0458 | 0.078* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0376 (8) | 0.0435 (10) | 0.0173 (6) | −0.0068 (8) | −0.0005 (6) | −0.0004 (7) |
O2 | 0.0535 (11) | 0.0696 (14) | 0.0375 (9) | −0.0166 (11) | 0.0124 (8) | 0.0051 (10) |
O3 | 0.0288 (9) | 0.0573 (12) | 0.0313 (7) | 0.0160 (8) | 0.0012 (6) | −0.0082 (8) |
O4 | 0.0249 (7) | 0.0254 (8) | 0.0264 (7) | −0.0029 (6) | −0.0001 (5) | 0.0048 (6) |
C1 | 0.0221 (9) | 0.0335 (12) | 0.0224 (9) | 0.0011 (9) | 0.0022 (7) | −0.0001 (9) |
C2 | 0.0298 (10) | 0.0368 (13) | 0.0223 (9) | 0.0010 (10) | 0.0049 (8) | −0.0009 (9) |
C3 | 0.0314 (10) | 0.0337 (12) | 0.0183 (8) | −0.0037 (10) | −0.0001 (7) | 0.0014 (9) |
C4 | 0.0256 (9) | 0.0337 (12) | 0.0207 (9) | −0.0006 (9) | −0.0007 (7) | 0.0018 (9) |
C5 | 0.0231 (9) | 0.0294 (11) | 0.0208 (8) | 0.0017 (9) | 0.0009 (7) | 0.0000 (9) |
C6 | 0.0214 (9) | 0.0420 (13) | 0.0239 (9) | 0.0044 (9) | −0.0006 (7) | 0.0007 (10) |
C7 | 0.0214 (9) | 0.0367 (13) | 0.0230 (9) | 0.0030 (9) | 0.0048 (7) | 0.0025 (9) |
C8 | 0.0200 (8) | 0.0263 (11) | 0.0194 (8) | 0.0012 (8) | 0.0008 (6) | 0.0012 (8) |
C9 | 0.0200 (9) | 0.0220 (10) | 0.0218 (8) | 0.0000 (8) | 0.0027 (7) | 0.0018 (8) |
C10 | 0.0215 (9) | 0.0264 (11) | 0.0199 (8) | 0.0000 (8) | 0.0015 (7) | −0.0004 (8) |
C11 | 0.0210 (9) | 0.0278 (11) | 0.0226 (9) | 0.0005 (9) | 0.0018 (7) | 0.0028 (9) |
C12 | 0.0209 (9) | 0.0301 (11) | 0.0224 (9) | 0.0009 (9) | −0.0008 (7) | −0.0003 (9) |
C13 | 0.0194 (9) | 0.0248 (11) | 0.0211 (9) | −0.0007 (8) | 0.0007 (7) | 0.0000 (8) |
C14 | 0.0221 (9) | 0.0281 (11) | 0.0212 (9) | 0.0015 (8) | 0.0018 (7) | 0.0000 (8) |
C15 | 0.0250 (9) | 0.0406 (13) | 0.0213 (9) | 0.0008 (10) | 0.0026 (7) | −0.0014 (10) |
C16 | 0.0260 (10) | 0.0421 (14) | 0.0232 (9) | 0.0020 (10) | 0.0028 (7) | −0.0020 (10) |
C17 | 0.0249 (9) | 0.0269 (11) | 0.0216 (9) | 0.0008 (9) | 0.0004 (7) | 0.0003 (9) |
C18 | 0.0319 (11) | 0.0273 (11) | 0.0237 (9) | −0.0019 (9) | 0.0004 (8) | 0.0007 (9) |
C19 | 0.0290 (10) | 0.0291 (12) | 0.0236 (9) | −0.0016 (9) | 0.0013 (8) | 0.0013 (9) |
C20 | 0.0283 (10) | 0.0286 (11) | 0.0211 (9) | 0.0011 (9) | −0.0025 (8) | 0.0005 (9) |
C21 | 0.0310 (10) | 0.0339 (13) | 0.0268 (10) | 0.0092 (10) | −0.0036 (8) | −0.0021 (10) |
C22 | 0.0299 (10) | 0.0373 (13) | 0.0235 (9) | 0.0031 (10) | −0.0026 (7) | −0.0021 (10) |
C23 | 0.0328 (11) | 0.0412 (14) | 0.0247 (10) | 0.0041 (10) | −0.0052 (8) | −0.0036 (10) |
C24 | 0.0372 (11) | 0.0491 (15) | 0.0252 (10) | 0.0069 (12) | −0.0044 (8) | −0.0069 (11) |
C25 | 0.0497 (14) | 0.0473 (16) | 0.0285 (11) | 0.0071 (12) | −0.0103 (10) | −0.0074 (12) |
C26 | 0.085 (2) | 0.079 (2) | 0.0309 (12) | 0.024 (2) | −0.0172 (13) | −0.0137 (16) |
C27 | 0.0442 (14) | 0.073 (2) | 0.0546 (15) | −0.0001 (16) | −0.0189 (12) | −0.0077 (17) |
C28 | 0.0299 (11) | 0.0282 (12) | 0.0272 (10) | 0.0059 (9) | −0.0001 (8) | −0.0010 (9) |
C29 | 0.0413 (13) | 0.0446 (15) | 0.0285 (11) | 0.0121 (12) | −0.0051 (9) | 0.0039 (11) |
C30 | 0.0297 (11) | 0.0491 (15) | 0.0241 (10) | −0.0069 (11) | −0.0022 (8) | 0.0008 (10) |
C31 | 0.0497 (13) | 0.0401 (14) | 0.0224 (10) | −0.0015 (13) | 0.0053 (9) | 0.0044 (10) |
C32 | 0.0665 (16) | 0.064 (2) | 0.0226 (10) | −0.0014 (17) | −0.0014 (10) | 0.0019 (13) |
Geometric parameters (Å, º) top
O1—C31 | 1.345 (3) | C16—H16B | 0.9900 |
O1—C3 | 1.464 (2) | C17—C20 | 1.542 (3) |
O2—C31 | 1.202 (3) | C17—H17 | 1.0000 |
O3—C7 | 1.212 (3) | C18—H18A | 0.9800 |
O4—C9 | 1.444 (2) | C18—H18B | 0.9800 |
O4—C11 | 1.452 (3) | C18—H18C | 0.9800 |
C1—C2 | 1.534 (3) | C19—H19A | 0.9800 |
C1—C10 | 1.542 (3) | C19—H19B | 0.9800 |
C1—H1A | 0.9900 | C19—H19C | 0.9800 |
C1—H1B | 0.9900 | C20—C21 | 1.530 (3) |
C2—C3 | 1.516 (3) | C20—C22 | 1.539 (3) |
C2—H2A | 0.9900 | C20—H20 | 1.0000 |
C2—H2B | 0.9900 | C21—H21A | 0.9800 |
C3—C4 | 1.536 (3) | C21—H21B | 0.9800 |
C3—H3 | 1.0000 | C21—H21C | 0.9800 |
C4—C30 | 1.532 (3) | C22—C23 | 1.525 (3) |
C4—C29 | 1.537 (3) | C22—H22A | 0.9900 |
C4—C5 | 1.567 (3) | C22—H22B | 0.9900 |
C5—C6 | 1.538 (3) | C23—C24 | 1.522 (3) |
C5—C10 | 1.556 (3) | C23—H23A | 0.9900 |
C5—H5 | 1.0000 | C23—H23B | 0.9900 |
C6—C7 | 1.509 (3) | C24—C25 | 1.534 (3) |
C6—H6A | 0.9900 | C24—H24A | 0.9900 |
C6—H6B | 0.9900 | C24—H24B | 0.9900 |
C7—C8 | 1.520 (3) | C25—C26 | 1.521 (3) |
C8—C9 | 1.538 (2) | C25—C27 | 1.528 (4) |
C8—C14 | 1.541 (3) | C25—H25 | 1.0000 |
C8—H8 | 1.0000 | C26—H26A | 0.9800 |
C9—C11 | 1.479 (3) | C26—H26B | 0.9800 |
C9—C10 | 1.542 (3) | C26—H26C | 0.9800 |
C10—C19 | 1.544 (3) | C27—H27A | 0.9800 |
C11—C12 | 1.516 (3) | C27—H27B | 0.9800 |
C11—H11 | 1.0000 | C27—H27C | 0.9800 |
C12—C13 | 1.537 (2) | C28—H28A | 0.9800 |
C12—H12A | 0.9900 | C28—H28B | 0.9800 |
C12—H12B | 0.9900 | C28—H28C | 0.9800 |
C13—C18 | 1.541 (3) | C29—H29A | 0.9800 |
C13—C17 | 1.558 (3) | C29—H29B | 0.9800 |
C13—C14 | 1.573 (3) | C29—H29C | 0.9800 |
C14—C15 | 1.544 (3) | C30—H30A | 0.9800 |
C14—C28 | 1.549 (3) | C30—H30B | 0.9800 |
C15—C16 | 1.550 (3) | C30—H30C | 0.9800 |
C15—H15A | 0.9900 | C31—C32 | 1.508 (3) |
C15—H15B | 0.9900 | C32—H32A | 0.9800 |
C16—C17 | 1.562 (3) | C32—H32B | 0.9800 |
C16—H16A | 0.9900 | C32—H32C | 0.9800 |
| | | |
C31—O1—C3 | 116.99 (17) | H16A—C16—H16B | 108.5 |
C9—O4—C11 | 61.44 (12) | C20—C17—C13 | 120.46 (18) |
C2—C1—C10 | 112.34 (15) | C20—C17—C16 | 111.82 (16) |
C2—C1—H1A | 109.1 | C13—C17—C16 | 102.70 (14) |
C10—C1—H1A | 109.1 | C20—C17—H17 | 107.0 |
C2—C1—H1B | 109.1 | C13—C17—H17 | 107.0 |
C10—C1—H1B | 109.1 | C16—C17—H17 | 107.0 |
H1A—C1—H1B | 107.9 | C13—C18—H18A | 109.5 |
C3—C2—C1 | 109.48 (18) | C13—C18—H18B | 109.5 |
C3—C2—H2A | 109.8 | H18A—C18—H18B | 109.5 |
C1—C2—H2A | 109.8 | C13—C18—H18C | 109.5 |
C3—C2—H2B | 109.8 | H18A—C18—H18C | 109.5 |
C1—C2—H2B | 109.8 | H18B—C18—H18C | 109.5 |
H2A—C2—H2B | 108.2 | C10—C19—H19A | 109.5 |
O1—C3—C2 | 111.03 (18) | C10—C19—H19B | 109.5 |
O1—C3—C4 | 106.39 (15) | H19A—C19—H19B | 109.5 |
C2—C3—C4 | 114.22 (17) | C10—C19—H19C | 109.5 |
O1—C3—H3 | 108.3 | H19A—C19—H19C | 109.5 |
C2—C3—H3 | 108.3 | H19B—C19—H19C | 109.5 |
C4—C3—H3 | 108.3 | C21—C20—C22 | 110.80 (16) |
C30—C4—C3 | 111.56 (18) | C21—C20—C17 | 112.48 (16) |
C30—C4—C29 | 108.36 (17) | C22—C20—C17 | 108.97 (18) |
C3—C4—C29 | 107.54 (18) | C21—C20—H20 | 108.2 |
C30—C4—C5 | 113.24 (17) | C22—C20—H20 | 108.2 |
C3—C4—C5 | 107.13 (15) | C17—C20—H20 | 108.2 |
C29—C4—C5 | 108.83 (18) | C20—C21—H21A | 109.5 |
C6—C5—C10 | 110.78 (16) | C20—C21—H21B | 109.5 |
C6—C5—C4 | 111.48 (15) | H21A—C21—H21B | 109.5 |
C10—C5—C4 | 117.70 (17) | C20—C21—H21C | 109.5 |
C6—C5—H5 | 105.3 | H21A—C21—H21C | 109.5 |
C10—C5—H5 | 105.3 | H21B—C21—H21C | 109.5 |
C4—C5—H5 | 105.3 | C23—C22—C20 | 115.14 (19) |
C7—C6—C5 | 112.91 (16) | C23—C22—H22A | 108.5 |
C7—C6—H6A | 109.0 | C20—C22—H22A | 108.5 |
C5—C6—H6A | 109.0 | C23—C22—H22B | 108.5 |
C7—C6—H6B | 109.0 | C20—C22—H22B | 108.5 |
C5—C6—H6B | 109.0 | H22A—C22—H22B | 107.5 |
H6A—C6—H6B | 107.8 | C24—C23—C22 | 113.6 (2) |
O3—C7—C6 | 120.65 (18) | C24—C23—H23A | 108.9 |
O3—C7—C8 | 123.30 (18) | C22—C23—H23A | 108.9 |
C6—C7—C8 | 115.91 (17) | C24—C23—H23B | 108.9 |
C7—C8—C9 | 110.75 (15) | C22—C23—H23B | 108.9 |
C7—C8—C14 | 116.02 (17) | H23A—C23—H23B | 107.7 |
C9—C8—C14 | 113.52 (15) | C23—C24—C25 | 113.2 (2) |
C7—C8—H8 | 105.1 | C23—C24—H24A | 108.9 |
C9—C8—H8 | 105.1 | C25—C24—H24A | 108.9 |
C14—C8—H8 | 105.1 | C23—C24—H24B | 108.9 |
O4—C9—C11 | 59.54 (12) | C25—C24—H24B | 108.9 |
O4—C9—C8 | 113.57 (16) | H24A—C24—H24B | 107.8 |
C11—C9—C8 | 117.96 (15) | C26—C25—C27 | 111.0 (2) |
O4—C9—C10 | 114.39 (15) | C26—C25—C24 | 110.3 (2) |
C11—C9—C10 | 122.83 (15) | C27—C25—C24 | 111.5 (2) |
C8—C9—C10 | 115.31 (14) | C26—C25—H25 | 108.0 |
C1—C10—C9 | 111.44 (15) | C27—C25—H25 | 108.0 |
C1—C10—C19 | 108.42 (16) | C24—C25—H25 | 108.0 |
C9—C10—C19 | 107.65 (16) | C25—C26—H26A | 109.5 |
C1—C10—C5 | 108.54 (15) | C25—C26—H26B | 109.5 |
C9—C10—C5 | 104.46 (16) | H26A—C26—H26B | 109.5 |
C19—C10—C5 | 116.33 (17) | C25—C26—H26C | 109.5 |
O4—C11—C9 | 59.02 (12) | H26A—C26—H26C | 109.5 |
O4—C11—C12 | 117.82 (18) | H26B—C26—H26C | 109.5 |
C9—C11—C12 | 123.91 (15) | C25—C27—H27A | 109.5 |
O4—C11—H11 | 114.8 | C25—C27—H27B | 109.5 |
C9—C11—H11 | 114.8 | H27A—C27—H27B | 109.5 |
C12—C11—H11 | 114.8 | C25—C27—H27C | 109.5 |
C11—C12—C13 | 112.68 (15) | H27A—C27—H27C | 109.5 |
C11—C12—H12A | 109.1 | H27B—C27—H27C | 109.5 |
C13—C12—H12A | 109.1 | C14—C28—H28A | 109.5 |
C11—C12—H12B | 109.1 | C14—C28—H28B | 109.5 |
C13—C12—H12B | 109.1 | H28A—C28—H28B | 109.5 |
H12A—C12—H12B | 107.8 | C14—C28—H28C | 109.5 |
C12—C13—C18 | 107.09 (17) | H28A—C28—H28C | 109.5 |
C12—C13—C17 | 117.65 (15) | H28B—C28—H28C | 109.5 |
C18—C13—C17 | 109.68 (17) | C4—C29—H29A | 109.5 |
C12—C13—C14 | 109.42 (15) | C4—C29—H29B | 109.5 |
C18—C13—C14 | 112.32 (17) | H29A—C29—H29B | 109.5 |
C17—C13—C14 | 100.73 (15) | C4—C29—H29C | 109.5 |
C8—C14—C15 | 113.61 (16) | H29A—C29—H29C | 109.5 |
C8—C14—C28 | 112.53 (17) | H29B—C29—H29C | 109.5 |
C15—C14—C28 | 107.00 (18) | C4—C30—H30A | 109.5 |
C8—C14—C13 | 109.53 (16) | C4—C30—H30B | 109.5 |
C15—C14—C13 | 101.64 (15) | H30A—C30—H30B | 109.5 |
C28—C14—C13 | 112.05 (17) | C4—C30—H30C | 109.5 |
C14—C15—C16 | 104.16 (16) | H30A—C30—H30C | 109.5 |
C14—C15—H15A | 110.9 | H30B—C30—H30C | 109.5 |
C16—C15—H15A | 110.9 | O2—C31—O1 | 123.78 (19) |
C14—C15—H15B | 110.9 | O2—C31—C32 | 125.1 (2) |
C16—C15—H15B | 110.9 | O1—C31—C32 | 111.1 (2) |
H15A—C15—H15B | 108.9 | C31—C32—H32A | 109.5 |
C15—C16—C17 | 107.34 (15) | C31—C32—H32B | 109.5 |
C15—C16—H16A | 110.2 | H32A—C32—H32B | 109.5 |
C17—C16—H16A | 110.2 | C31—C32—H32C | 109.5 |
C15—C16—H16B | 110.2 | H32A—C32—H32C | 109.5 |
C17—C16—H16B | 110.2 | H32B—C32—H32C | 109.5 |
| | | |
C10—C1—C2—C3 | −59.7 (2) | C9—O4—C11—C12 | 114.76 (18) |
C31—O1—C3—C2 | 80.2 (2) | C8—C9—C11—O4 | 102.30 (19) |
C31—O1—C3—C4 | −154.9 (2) | C10—C9—C11—O4 | −101.0 (2) |
C1—C2—C3—O1 | −178.97 (16) | O4—C9—C11—C12 | −104.6 (2) |
C1—C2—C3—C4 | 60.7 (2) | C8—C9—C11—C12 | −2.3 (3) |
O1—C3—C4—C30 | −51.8 (2) | C10—C9—C11—C12 | 154.4 (2) |
C2—C3—C4—C30 | 71.1 (2) | O4—C11—C12—C13 | −82.8 (2) |
O1—C3—C4—C29 | 66.9 (2) | C9—C11—C12—C13 | −13.1 (3) |
C2—C3—C4—C29 | −170.21 (19) | C11—C12—C13—C18 | −75.7 (2) |
O1—C3—C4—C5 | −176.21 (18) | C11—C12—C13—C17 | 160.28 (19) |
C2—C3—C4—C5 | −53.4 (2) | C11—C12—C13—C14 | 46.2 (2) |
C30—C4—C5—C6 | 55.0 (3) | C7—C8—C14—C15 | −66.3 (2) |
C3—C4—C5—C6 | 178.4 (2) | C9—C8—C14—C15 | 163.78 (18) |
C29—C4—C5—C6 | −65.6 (2) | C7—C8—C14—C28 | 55.5 (2) |
C30—C4—C5—C10 | −74.6 (2) | C9—C8—C14—C28 | −74.4 (2) |
C3—C4—C5—C10 | 48.9 (2) | C7—C8—C14—C13 | −179.12 (16) |
C29—C4—C5—C10 | 164.86 (18) | C9—C8—C14—C13 | 50.9 (2) |
C10—C5—C6—C7 | −56.7 (3) | C12—C13—C14—C8 | −66.6 (2) |
C4—C5—C6—C7 | 170.22 (19) | C18—C13—C14—C8 | 52.2 (2) |
C5—C6—C7—O3 | −138.1 (2) | C17—C13—C14—C8 | 168.86 (16) |
C5—C6—C7—C8 | 46.1 (3) | C12—C13—C14—C15 | 172.98 (17) |
O3—C7—C8—C9 | 142.2 (2) | C18—C13—C14—C15 | −68.2 (2) |
C6—C7—C8—C9 | −42.0 (2) | C17—C13—C14—C15 | 48.40 (19) |
O3—C7—C8—C14 | 11.0 (3) | C12—C13—C14—C28 | 59.1 (2) |
C6—C7—C8—C14 | −173.30 (18) | C18—C13—C14—C28 | 177.84 (17) |
C11—O4—C9—C8 | −109.69 (17) | C17—C13—C14—C28 | −65.53 (19) |
C11—O4—C9—C10 | 115.09 (17) | C8—C14—C15—C16 | −154.24 (18) |
C7—C8—C9—O4 | −83.12 (19) | C28—C14—C15—C16 | 80.9 (2) |
C14—C8—C9—O4 | 49.4 (2) | C13—C14—C15—C16 | −36.7 (2) |
C7—C8—C9—C11 | −149.89 (19) | C14—C15—C16—C17 | 11.4 (2) |
C14—C8—C9—C11 | −17.3 (3) | C12—C13—C17—C20 | 75.4 (2) |
C7—C8—C9—C10 | 51.7 (2) | C18—C13—C17—C20 | −47.2 (2) |
C14—C8—C9—C10 | −175.75 (17) | C14—C13—C17—C20 | −165.78 (17) |
C2—C1—C10—C9 | 167.63 (18) | C12—C13—C17—C16 | −159.50 (19) |
C2—C1—C10—C19 | −74.1 (2) | C18—C13—C17—C16 | 77.8 (2) |
C2—C1—C10—C5 | 53.1 (2) | C14—C13—C17—C16 | −40.7 (2) |
O4—C9—C10—C1 | −43.5 (2) | C15—C16—C17—C20 | 149.18 (19) |
C11—C9—C10—C1 | 24.8 (3) | C15—C16—C17—C13 | 18.6 (2) |
C8—C9—C10—C1 | −177.95 (17) | C13—C17—C20—C21 | −55.5 (3) |
O4—C9—C10—C19 | −162.28 (15) | C16—C17—C20—C21 | −176.17 (19) |
C11—C9—C10—C19 | −94.0 (2) | C13—C17—C20—C22 | −178.78 (17) |
C8—C9—C10—C19 | 63.3 (2) | C16—C17—C20—C22 | 60.6 (2) |
O4—C9—C10—C5 | 73.48 (18) | C21—C20—C22—C23 | 49.4 (3) |
C11—C9—C10—C5 | 141.78 (19) | C17—C20—C22—C23 | 173.67 (18) |
C8—C9—C10—C5 | −61.0 (2) | C20—C22—C23—C24 | 175.5 (2) |
C6—C5—C10—C1 | −179.55 (17) | C22—C23—C24—C25 | 179.4 (2) |
C4—C5—C10—C1 | −49.6 (2) | C23—C24—C25—C26 | 173.8 (3) |
C6—C5—C10—C9 | 61.5 (2) | C23—C24—C25—C27 | −62.4 (3) |
C4—C5—C10—C9 | −168.62 (16) | C3—O1—C31—O2 | −7.7 (4) |
C6—C5—C10—C19 | −57.0 (2) | C3—O1—C31—C32 | 171.9 (2) |
C4—C5—C10—C19 | 72.9 (2) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C8—H8···O3i | 1.00 | 2.55 | 3.368 (3) | 138 |
C12—H12A···O4ii | 0.99 | 2.58 | 3.556 (3) | 171 |
C19—H19B···O3i | 0.98 | 2.46 | 3.426 (3) | 167 |
C21—H21A···O4ii | 0.98 | 2.48 | 3.383 (3) | 154 |
C1—H1B···O4 | 0.99 | 2.46 | 2.891 (3) | 106 |
C5—H5···O4 | 1.00 | 2.58 | 3.043 (3) | 108 |
C28—H28B···O4 | 0.98 | 2.36 | 2.922 (3) | 115 |
C28—H28C···O3 | 0.98 | 2.38 | 3.041 (3) | 125 |
C29—H29C···O1 | 0.98 | 2.51 | 2.885 (3) | 103 |
C30—H30B···O1 | 0.98 | 2.44 | 2.799 (3) | 101 |
Symmetry codes: (i) −x+1, y+1/2, −z+1; (ii) −x, y+1/2, −z+1. |
(II) 3
β-acetoxy-9
β,11-epoxy-5
α-lanost-9(11)-en-7-one
top
Crystal data top
C32H52O4 | F(000) = 552 |
Mr = 500.74 | Dx = 1.104 Mg m−3 |
Monoclinic, P21 | Melting point: 489(2) K |
Hall symbol: P 2yb | Mo Kα radiation, λ = 0.71073 Å |
a = 13.356 (6) Å | Cell parameters from 2892 reflections |
b = 6.233 (13) Å | θ = 3.3–25.0° |
c = 18.104 (16) Å | µ = 0.07 mm−1 |
β = 92.14 (7)° | T = 173 K |
V = 1506 (3) Å3 | Plate, colorless |
Z = 2 | 0.26 × 0.08 × 0.03 mm |
Data collection top
Nonius KappaCCD diffractometer | 2892 independent reflections |
Radiation source: fine-focus sealed tube | 2108 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.000 |
ω and φ scans | θmax = 25.0°, θmin = 3.3° |
Absorption correction: multi-scan (SORTAV; Blessing, 1997) | h = −15→15 |
Tmin = 0.982, Tmax = 0.998 | k = 0→7 |
2892 measured reflections | l = 0→21 |
Refinement top
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)] = 0.056 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.154 | w = 1/[σ2(Fo2) + (0.0826P)2 + 0.2139P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max = 0.05 |
2892 reflections | Δρmax = 0.35 e Å−3 |
419 parameters | Δρmin = −0.20 e Å−3 |
115 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.047 (11) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
O1 | 0.6620 (2) | 0.8609 (6) | −0.28097 (16) | 0.0597 (9) | |
O2 | 0.5689 (3) | 1.1604 (7) | −0.2711 (2) | 0.0816 (12) | |
O3 | 0.9434 (2) | 0.4370 (5) | 0.04190 (19) | 0.0634 (9) | |
O4 | 0.5989 (2) | 0.5614 (5) | 0.06375 (17) | 0.0546 (8) | |
C1 | 0.5835 (3) | 0.7219 (7) | −0.0906 (2) | 0.0454 (10) | |
H1A | 0.5231 | 0.6488 | −0.0729 | 0.058 (13)* | |
H1B | 0.5822 | 0.8718 | −0.0727 | 0.034 (10)* | |
C2 | 0.5789 (3) | 0.7230 (8) | −0.1741 (2) | 0.0510 (11) | |
H2A | 0.5165 | 0.7940 | −0.1925 | 0.045 (11)* | |
H2B | 0.5791 | 0.5741 | −0.1931 | 0.042 (10)* | |
C3 | 0.6691 (3) | 0.8433 (8) | −0.2006 (2) | 0.0502 (11) | |
H3 | 0.6685 | 0.9911 | −0.1792 | 0.064 (14)* | |
C4 | 0.7691 (3) | 0.7356 (7) | −0.1773 (2) | 0.0478 (10) | |
C5 | 0.7715 (3) | 0.7101 (7) | −0.0917 (2) | 0.0435 (10) | |
H5 | 0.7757 | 0.8596 | −0.0717 | 0.031 (9)* | |
C6 | 0.8675 (3) | 0.5989 (7) | −0.0629 (2) | 0.0485 (11) | |
H6A | 0.8778 | 0.4694 | −0.0933 | 0.048 (11)* | |
H6B | 0.9246 | 0.6966 | −0.0708 | 0.047 (11)* | |
C7 | 0.8711 (3) | 0.5332 (7) | 0.0165 (2) | 0.0464 (10) | |
C8 | 0.7853 (3) | 0.5811 (7) | 0.0670 (2) | 0.0449 (10) | |
H8 | 0.7723 | 0.4465 | 0.0950 | 0.042 (11)* | |
C9 | 0.6856 (3) | 0.6441 (6) | 0.0268 (2) | 0.0421 (10) | |
C10 | 0.6771 (3) | 0.6095 (7) | −0.0571 (2) | 0.0444 (10) | |
C11 | 0.6174 (3) | 0.7911 (7) | 0.0662 (3) | 0.0489 (11) | |
H11 | 0.5717 | 0.8785 | 0.0332 | 0.049 (12)* | |
C12 | 0.6409 (3) | 0.8880 (8) | 0.1403 (2) | 0.0497 (11) | |
H12A | 0.5817 | 0.8717 | 0.1711 | 0.051 (12)* | |
H12B | 0.6528 | 1.0435 | 0.1338 | 0.048 (12)* | |
C13 | 0.7324 (3) | 0.7894 (7) | 0.1818 (2) | 0.0467 (10) | |
C14 | 0.8170 (3) | 0.7548 (7) | 0.1249 (2) | 0.0451 (10) | |
C15 | 0.9075 (3) | 0.6987 (9) | 0.1759 (3) | 0.0614 (13) | |
H15A | 0.9065 | 0.5453 | 0.1900 | 0.065 (14)* | |
H15B | 0.9711 | 0.7299 | 0.1516 | 0.054 (13)* | |
C16 | 0.8957 (4) | 0.8428 (10) | 0.2437 (3) | 0.0687 (15) | |
H16A | 0.9453 | 0.9608 | 0.2436 | 0.10 (2)* | |
H16B | 0.9070 | 0.7585 | 0.2896 | 0.060 (14)* | |
C17 | 0.7863 (3) | 0.9366 (8) | 0.2401 (2) | 0.0512 (11) | |
H17 | 0.7902 | 1.0830 | 0.2177 | 0.035 (10)* | |
C18 | 0.7023 (4) | 0.5780 (9) | 0.2181 (3) | 0.0637 (14) | |
H18A | 0.7607 | 0.5159 | 0.2447 | 0.080 (17)* | |
H18B | 0.6777 | 0.4775 | 0.1800 | 0.071 (16)* | |
H18C | 0.6493 | 0.6054 | 0.2529 | 0.074 (16)* | |
C19 | 0.6679 (3) | 0.3633 (7) | −0.0689 (3) | 0.0500 (11) | |
H19A | 0.7328 | 0.2953 | −0.0574 | 0.067 (14)* | |
H19B | 0.6475 | 0.3339 | −0.1204 | 0.13 (3)* | |
H19C | 0.6177 | 0.3055 | −0.0362 | 0.073 (15)* | |
C20 | 0.7437 (4) | 0.9634 (9) | 0.3168 (3) | 0.0654 (14) | |
H20 | 0.7504 | 0.8259 | 0.3451 | 0.064 (14)* | |
C21 | 0.6335 (4) | 1.0365 (10) | 0.3135 (3) | 0.0634 (13) | |
H21A | 0.6106 | 1.0571 | 0.3638 | 0.083 (17)* | |
H21B | 0.5922 | 0.9269 | 0.2884 | 0.079 (17)* | |
H21C | 0.6276 | 1.1720 | 0.2863 | 0.080 (17)* | |
C22a | 0.8064 (12) | 1.145 (3) | 0.3575 (8) | 0.069 (4) | 0.657 (12) |
H22A | 0.7904 | 1.2862 | 0.3351 | 0.082* | 0.657 (12) |
H22B | 0.8790 | 1.1177 | 0.3531 | 0.082* | 0.657 (12) |
C23a | 0.7765 (14) | 1.143 (3) | 0.4466 (7) | 0.129 (7) | 0.657 (12) |
H23A | 0.7040 | 1.1692 | 0.4518 | 0.155* | 0.657 (12) |
H23B | 0.7944 | 1.0041 | 0.4702 | 0.155* | 0.657 (12) |
C24a | 0.8406 (11) | 1.331 (3) | 0.4817 (6) | 0.161 (8) | 0.657 (12) |
H24A | 0.9112 | 1.2977 | 0.4715 | 0.193* | 0.657 (12) |
H24B | 0.8229 | 1.4605 | 0.4524 | 0.193* | 0.657 (12) |
C25a | 0.8403 (9) | 1.394 (2) | 0.5563 (6) | 0.096 (4) | 0.657 (12) |
H25A | 0.7691 | 1.3984 | 0.5716 | 0.116* | 0.657 (12) |
C26a | 0.8955 (11) | 1.231 (2) | 0.6033 (5) | 0.121 (5) | 0.657 (12) |
H26A | 0.8640 | 1.0900 | 0.5962 | 0.182* | 0.657 (12) |
H26B | 0.8932 | 1.2722 | 0.6555 | 0.182* | 0.657 (12) |
H26C | 0.9655 | 1.2235 | 0.5889 | 0.182* | 0.657 (12) |
C27a | 0.887 (2) | 1.619 (3) | 0.5704 (11) | 0.165 (10) | 0.657 (12) |
H27A | 0.9589 | 1.6136 | 0.5624 | 0.248* | 0.657 (12) |
H27B | 0.8756 | 1.6632 | 0.6214 | 0.248* | 0.657 (12) |
H27C | 0.8552 | 1.7232 | 0.5362 | 0.248* | 0.657 (12) |
C22b | 0.810 (3) | 1.083 (5) | 0.3720 (17) | 0.084 (12) | 0.343 (12) |
H22C | 0.8675 | 0.9837 | 0.3803 | 0.101* | 0.343 (12) |
H22D | 0.8370 | 1.2018 | 0.3422 | 0.101* | 0.343 (12) |
C23b | 0.802 (2) | 1.168 (4) | 0.4343 (11) | 0.068 (7) | 0.343 (12) |
H23C | 0.8151 | 1.0510 | 0.4704 | 0.081* | 0.343 (12) |
H23D | 0.7298 | 1.2028 | 0.4373 | 0.081* | 0.343 (12) |
C24b | 0.8592 (19) | 1.369 (3) | 0.4670 (11) | 0.090 (8) | 0.343 (12) |
H24C | 0.9315 | 1.3350 | 0.4723 | 0.109* | 0.343 (12) |
H24D | 0.8510 | 1.4901 | 0.4320 | 0.109* | 0.343 (12) |
C25b | 0.822 (2) | 1.432 (6) | 0.5390 (16) | 0.177 (17) | 0.343 (12) |
H25B | 0.8097 | 1.2939 | 0.5651 | 0.213* | 0.343 (12) |
C26b | 0.902 (3) | 1.544 (7) | 0.5861 (16) | 0.145 (13) | 0.343 (12) |
H26D | 0.9656 | 1.4676 | 0.5825 | 0.217* | 0.343 (12) |
H26E | 0.8821 | 1.5446 | 0.6377 | 0.217* | 0.343 (12) |
H26F | 0.9094 | 1.6917 | 0.5689 | 0.217* | 0.343 (12) |
C27b | 0.723 (2) | 1.538 (6) | 0.5325 (19) | 0.197 (15) | 0.343 (12) |
H27D | 0.6741 | 1.4544 | 0.5593 | 0.295* | 0.343 (12) |
H27E | 0.7015 | 1.5483 | 0.4803 | 0.295* | 0.343 (12) |
H27F | 0.7279 | 1.6829 | 0.5538 | 0.295* | 0.343 (12) |
C28 | 0.8430 (3) | 0.9627 (7) | 0.0834 (2) | 0.0478 (11) | |
H28A | 0.8639 | 1.0734 | 0.1192 | 0.072* | |
H28B | 0.7839 | 1.0124 | 0.0546 | 0.072* | |
H28C | 0.8976 | 0.9343 | 0.0502 | 0.072* | |
C29 | 0.8547 (3) | 0.8879 (8) | −0.1987 (3) | 0.0586 (12) | |
H29A | 0.9194 | 0.8201 | −0.1865 | 0.088* | |
H29B | 0.8496 | 1.0227 | −0.1712 | 0.088* | |
H29C | 0.8493 | 0.9176 | −0.2518 | 0.088* | |
C30 | 0.7826 (4) | 0.5253 (8) | −0.2203 (3) | 0.0574 (12) | |
H30A | 0.8480 | 0.4627 | −0.2067 | 0.086* | |
H30B | 0.7789 | 0.5550 | −0.2735 | 0.086* | |
H30C | 0.7295 | 0.4243 | −0.2080 | 0.086* | |
C31 | 0.6055 (4) | 1.0228 (11) | −0.3080 (3) | 0.0696 (15) | |
C32 | 0.5914 (5) | 1.0061 (15) | −0.3902 (3) | 0.100 (2) | |
H32A | 0.5786 | 1.1490 | −0.4111 | 0.150* | |
H32B | 0.5344 | 0.9121 | −0.4024 | 0.150* | |
H32C | 0.6521 | 0.9463 | −0.4111 | 0.150* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0509 (18) | 0.065 (2) | 0.063 (2) | 0.0031 (17) | 0.0019 (15) | −0.0006 (16) |
O2 | 0.073 (3) | 0.067 (3) | 0.104 (3) | 0.017 (2) | −0.005 (2) | 0.011 (2) |
O3 | 0.0399 (18) | 0.061 (2) | 0.090 (2) | 0.0182 (17) | 0.0104 (15) | 0.0111 (18) |
O4 | 0.0361 (16) | 0.0538 (19) | 0.075 (2) | −0.0136 (14) | 0.0160 (13) | −0.0107 (16) |
C1 | 0.027 (2) | 0.037 (2) | 0.072 (3) | −0.0017 (18) | 0.0021 (18) | −0.008 (2) |
C2 | 0.035 (2) | 0.047 (3) | 0.071 (3) | 0.000 (2) | −0.0014 (19) | −0.009 (2) |
C3 | 0.041 (2) | 0.046 (3) | 0.064 (3) | −0.002 (2) | 0.000 (2) | −0.007 (2) |
C4 | 0.033 (2) | 0.042 (2) | 0.069 (3) | −0.0008 (19) | 0.0062 (18) | −0.005 (2) |
C5 | 0.030 (2) | 0.033 (2) | 0.068 (3) | −0.0032 (18) | 0.0065 (17) | −0.005 (2) |
C6 | 0.027 (2) | 0.046 (3) | 0.074 (3) | −0.0018 (18) | 0.0073 (19) | −0.009 (2) |
C7 | 0.030 (2) | 0.034 (2) | 0.075 (3) | 0.0024 (19) | 0.0088 (19) | −0.001 (2) |
C8 | 0.035 (2) | 0.031 (2) | 0.069 (3) | 0.0039 (17) | 0.0097 (18) | 0.004 (2) |
C9 | 0.0230 (19) | 0.034 (2) | 0.069 (3) | −0.0048 (16) | 0.0077 (17) | 0.0004 (19) |
C10 | 0.029 (2) | 0.036 (2) | 0.069 (3) | −0.0026 (17) | 0.0074 (18) | −0.005 (2) |
C11 | 0.028 (2) | 0.048 (3) | 0.070 (3) | 0.0002 (19) | 0.0001 (19) | −0.007 (2) |
C12 | 0.033 (2) | 0.050 (3) | 0.066 (3) | 0.0056 (19) | 0.0006 (19) | −0.008 (2) |
C13 | 0.039 (2) | 0.040 (2) | 0.062 (3) | 0.0036 (19) | 0.0028 (19) | 0.002 (2) |
C14 | 0.027 (2) | 0.044 (2) | 0.065 (3) | 0.0036 (18) | 0.0014 (18) | 0.004 (2) |
C15 | 0.042 (3) | 0.068 (3) | 0.073 (3) | 0.018 (2) | −0.007 (2) | 0.007 (3) |
C16 | 0.051 (3) | 0.081 (4) | 0.073 (3) | 0.019 (3) | −0.014 (2) | 0.001 (3) |
C17 | 0.044 (2) | 0.054 (3) | 0.056 (3) | 0.003 (2) | −0.0052 (19) | 0.002 (2) |
C18 | 0.063 (3) | 0.054 (3) | 0.076 (3) | 0.003 (3) | 0.017 (3) | 0.011 (3) |
C19 | 0.035 (2) | 0.034 (2) | 0.082 (3) | −0.0033 (18) | 0.006 (2) | −0.006 (2) |
C20 | 0.067 (3) | 0.072 (3) | 0.056 (3) | 0.017 (3) | −0.001 (2) | 0.007 (3) |
C21 | 0.059 (3) | 0.069 (3) | 0.063 (3) | 0.002 (3) | 0.004 (2) | −0.006 (3) |
C22a | 0.052 (6) | 0.106 (10) | 0.046 (6) | 0.011 (7) | −0.015 (4) | 0.013 (6) |
C23a | 0.115 (13) | 0.221 (18) | 0.049 (6) | 0.066 (11) | −0.021 (7) | −0.032 (9) |
C24a | 0.062 (7) | 0.33 (2) | 0.089 (8) | 0.014 (12) | −0.019 (7) | −0.081 (12) |
C25a | 0.072 (7) | 0.122 (11) | 0.095 (7) | 0.009 (7) | 0.013 (5) | 0.001 (7) |
C26a | 0.143 (11) | 0.143 (11) | 0.076 (6) | 0.037 (9) | −0.015 (6) | −0.016 (7) |
C27a | 0.21 (2) | 0.161 (14) | 0.128 (15) | −0.058 (15) | 0.000 (13) | 0.024 (12) |
C22b | 0.092 (16) | 0.096 (19) | 0.061 (16) | 0.049 (14) | −0.040 (12) | −0.031 (16) |
C23b | 0.053 (11) | 0.052 (10) | 0.099 (16) | −0.016 (9) | 0.027 (10) | 0.009 (9) |
C24b | 0.102 (17) | 0.050 (10) | 0.117 (15) | −0.037 (10) | −0.034 (12) | 0.035 (9) |
C25b | 0.19 (3) | 0.12 (3) | 0.22 (3) | −0.04 (2) | −0.01 (2) | −0.04 (2) |
C26b | 0.13 (2) | 0.21 (3) | 0.087 (15) | −0.10 (2) | −0.016 (14) | 0.041 (18) |
C27b | 0.136 (18) | 0.17 (3) | 0.28 (3) | −0.025 (19) | 0.023 (18) | −0.03 (2) |
C28 | 0.038 (2) | 0.040 (2) | 0.066 (3) | −0.0056 (19) | 0.0006 (19) | −0.002 (2) |
C29 | 0.043 (2) | 0.060 (3) | 0.073 (3) | −0.006 (2) | 0.007 (2) | 0.000 (2) |
C30 | 0.049 (3) | 0.050 (3) | 0.073 (3) | 0.002 (2) | 0.008 (2) | −0.013 (2) |
C31 | 0.048 (3) | 0.074 (4) | 0.086 (4) | −0.006 (3) | −0.004 (3) | 0.012 (3) |
C32 | 0.086 (4) | 0.135 (6) | 0.080 (4) | 0.016 (5) | −0.005 (3) | 0.013 (4) |
Geometric parameters (Å, º) top
O1—C31 | 1.341 (7) | C20—C21 | 1.540 (7) |
O1—C3 | 1.459 (5) | C20—C22a | 1.573 (12) |
O2—C31 | 1.203 (7) | C20—H20 | 1.0000 |
O3—C7 | 1.212 (5) | C21—H21A | 0.9800 |
O4—C11 | 1.453 (6) | C21—H21B | 0.9800 |
O4—C9 | 1.454 (5) | C21—H21C | 0.9800 |
C1—C2 | 1.510 (6) | C22a—C23a | 1.68 (2) |
C1—C10 | 1.539 (6) | C22a—H22A | 0.9900 |
C1—H1A | 0.9900 | C22a—H22B | 0.9900 |
C1—H1B | 0.9900 | C23a—C24a | 1.572 (16) |
C2—C3 | 1.512 (6) | C23a—H23A | 0.9900 |
C2—H2A | 0.9900 | C23a—H23B | 0.9900 |
C2—H2B | 0.9900 | C24a—C25a | 1.407 (12) |
C3—C4 | 1.538 (6) | C24a—H24A | 0.9900 |
C3—H3 | 1.0000 | C24a—H24B | 0.9900 |
C4—C30 | 1.538 (7) | C25a—C26a | 1.504 (15) |
C4—C29 | 1.546 (6) | C25a—C27a | 1.550 (15) |
C4—C5 | 1.558 (6) | C25a—H25A | 1.0000 |
C5—C6 | 1.531 (6) | C26a—H26A | 0.9800 |
C5—C10 | 1.560 (6) | C26a—H26B | 0.9800 |
C5—H5 | 1.0000 | C26a—H26C | 0.9800 |
C6—C7 | 1.494 (6) | C27a—H27A | 0.9800 |
C6—H6A | 0.9900 | C27a—H27B | 0.9800 |
C6—H6B | 0.9900 | C27a—H27C | 0.9800 |
C7—C8 | 1.521 (6) | C22b—C23b | 1.25 (3) |
C8—C9 | 1.543 (6) | C22b—H22C | 0.9900 |
C8—C14 | 1.555 (6) | C22b—H22D | 0.9900 |
C8—H8 | 1.0000 | C23b—C24b | 1.571 (16) |
C9—C11 | 1.492 (6) | C23b—H23C | 0.9900 |
C9—C10 | 1.535 (6) | C23b—H23D | 0.9900 |
C10—C19 | 1.554 (7) | C24b—C25b | 1.47 (2) |
C11—C12 | 1.493 (6) | C24b—H24C | 0.9900 |
C11—H11 | 1.0000 | C24b—H24D | 0.9900 |
C12—C13 | 1.538 (6) | C25b—C27b | 1.48 (2) |
C12—H12A | 0.9900 | C25b—C26b | 1.508 (19) |
C12—H12B | 0.9900 | C25b—H25B | 1.0000 |
C13—C18 | 1.533 (7) | C26b—H26D | 0.9800 |
C13—C17 | 1.555 (6) | C26b—H26E | 0.9800 |
C13—C14 | 1.572 (6) | C26b—H26F | 0.9800 |
C14—C15 | 1.535 (6) | C27b—H27D | 0.9800 |
C14—C28 | 1.544 (7) | C27b—H27E | 0.9800 |
C15—C16 | 1.534 (7) | C27b—H27F | 0.9800 |
C15—H15A | 0.9900 | C28—H28A | 0.9800 |
C15—H15B | 0.9900 | C28—H28B | 0.9800 |
C16—C17 | 1.573 (6) | C28—H28C | 0.9800 |
C16—H16A | 0.9900 | C29—H29A | 0.9800 |
C16—H16B | 0.9900 | C29—H29B | 0.9800 |
C17—C20 | 1.531 (7) | C29—H29C | 0.9800 |
C17—H17 | 1.0000 | C30—H30A | 0.9800 |
C18—H18A | 0.9800 | C30—H30B | 0.9800 |
C18—H18B | 0.9800 | C30—H30C | 0.9800 |
C18—H18C | 0.9800 | C31—C32 | 1.497 (8) |
C19—H19A | 0.9800 | C32—H32A | 0.9800 |
C19—H19B | 0.9800 | C32—H32B | 0.9800 |
C19—H19C | 0.9800 | C32—H32C | 0.9800 |
C20—C22b | 1.510 (17) | | |
| | | |
C31—O1—C3 | 115.8 (4) | C10—C19—H19B | 109.5 |
C11—O4—C9 | 61.8 (3) | H19A—C19—H19B | 109.5 |
C2—C1—C10 | 113.5 (3) | C10—C19—H19C | 109.5 |
C2—C1—H1A | 108.9 | H19A—C19—H19C | 109.5 |
C10—C1—H1A | 108.9 | H19B—C19—H19C | 109.5 |
C2—C1—H1B | 108.9 | C22b—C20—C17 | 115.1 (16) |
C10—C1—H1B | 108.9 | C22b—C20—C21 | 114.8 (14) |
H1A—C1—H1B | 107.7 | C17—C20—C21 | 112.6 (4) |
C1—C2—C3 | 108.5 (3) | C17—C20—C22a | 107.1 (7) |
C1—C2—H2A | 110.0 | C21—C20—C22a | 107.3 (8) |
C3—C2—H2A | 110.0 | C22b—C20—H20 | 92.6 |
C1—C2—H2B | 110.0 | C17—C20—H20 | 109.9 |
C3—C2—H2B | 110.0 | C21—C20—H20 | 109.9 |
H2A—C2—H2B | 108.4 | C22a—C20—H20 | 109.9 |
O1—C3—C2 | 109.3 (3) | C20—C21—H21A | 109.5 |
O1—C3—C4 | 109.2 (3) | C20—C21—H21B | 109.5 |
C2—C3—C4 | 113.0 (4) | H21A—C21—H21B | 109.5 |
O1—C3—H3 | 108.4 | C20—C21—H21C | 109.5 |
C2—C3—H3 | 108.4 | H21A—C21—H21C | 109.5 |
C4—C3—H3 | 108.4 | H21B—C21—H21C | 109.5 |
C30—C4—C3 | 110.5 (4) | C20—C22a—C23a | 107.7 (11) |
C30—C4—C29 | 107.2 (4) | C20—C22a—H22A | 110.2 |
C3—C4—C29 | 107.8 (4) | C23a—C22a—H22A | 110.2 |
C30—C4—C5 | 114.7 (4) | C20—C22a—H22B | 110.2 |
C3—C4—C5 | 107.6 (3) | C23a—C22a—H22B | 110.2 |
C29—C4—C5 | 108.8 (3) | H22A—C22a—H22B | 108.5 |
C6—C5—C4 | 111.8 (3) | C24a—C23a—C22a | 103.8 (12) |
C6—C5—C10 | 111.1 (4) | C24a—C23a—H23A | 111.0 |
C4—C5—C10 | 116.9 (3) | C22a—C23a—H23A | 111.0 |
C6—C5—H5 | 105.3 | C24a—C23a—H23B | 111.0 |
C4—C5—H5 | 105.3 | C22a—C23a—H23B | 111.0 |
C10—C5—H5 | 105.3 | H23A—C23a—H23B | 109.0 |
C7—C6—C5 | 116.6 (3) | C25a—C24a—C23a | 125.2 (13) |
C7—C6—H6A | 108.1 | C25a—C24a—H24A | 106.0 |
C5—C6—H6A | 108.1 | C23a—C24a—H24A | 106.0 |
C7—C6—H6B | 108.1 | C25a—C24a—H24B | 106.0 |
C5—C6—H6B | 108.1 | C23a—C24a—H24B | 106.0 |
H6A—C6—H6B | 107.3 | H24A—C24a—H24B | 106.3 |
O3—C7—C6 | 119.7 (4) | C24a—C25a—C26a | 109.5 (11) |
O3—C7—C8 | 118.5 (4) | C24a—C25a—C27a | 113.3 (13) |
C6—C7—C8 | 121.7 (4) | C26a—C25a—C27a | 109.6 (11) |
C7—C8—C9 | 115.0 (4) | C24a—C25a—H25A | 108.1 |
C7—C8—C14 | 110.5 (3) | C26a—C25a—H25A | 108.1 |
C9—C8—C14 | 110.4 (3) | C27a—C25a—H25A | 108.1 |
C7—C8—H8 | 106.8 | C23b—C22b—C20 | 137 (3) |
C9—C8—H8 | 106.8 | C23b—C22b—H22C | 102.9 |
C14—C8—H8 | 106.8 | C20—C22b—H22C | 102.9 |
O4—C9—C11 | 59.1 (3) | C23b—C22b—H22D | 102.9 |
O4—C9—C10 | 112.0 (3) | C20—C22b—H22D | 102.9 |
C11—C9—C10 | 122.4 (4) | H22C—C22b—H22D | 105.1 |
O4—C9—C8 | 112.4 (3) | C22b—C23b—C24b | 128 (2) |
C11—C9—C8 | 117.6 (4) | C22b—C23b—H23C | 105.3 |
C10—C9—C8 | 117.4 (3) | C24b—C23b—H23C | 105.3 |
C9—C10—C1 | 110.8 (3) | C22b—C23b—H23D | 105.3 |
C9—C10—C19 | 106.1 (4) | C24b—C23b—H23D | 105.3 |
C1—C10—C19 | 109.7 (4) | H23C—C23b—H23D | 106.0 |
C9—C10—C5 | 108.1 (3) | C25b—C24b—C23b | 112.0 (16) |
C1—C10—C5 | 108.4 (4) | C25b—C24b—H24C | 109.2 |
C19—C10—C5 | 113.8 (3) | C23b—C24b—H24C | 109.2 |
O4—C11—C9 | 59.1 (3) | C25b—C24b—H24D | 109.2 |
O4—C11—C12 | 117.1 (4) | C23b—C24b—H24D | 109.2 |
C9—C11—C12 | 124.4 (4) | H24C—C24b—H24D | 107.9 |
O4—C11—H11 | 114.8 | C24b—C25b—C27b | 112 (2) |
C9—C11—H11 | 114.8 | C24b—C25b—C26b | 112.1 (19) |
C12—C11—H11 | 114.8 | C27b—C25b—C26b | 117 (2) |
C11—C12—C13 | 114.4 (4) | C24b—C25b—H25B | 104.9 |
C11—C12—H12A | 108.7 | C27b—C25b—H25B | 104.9 |
C13—C12—H12A | 108.7 | C26b—C25b—H25B | 104.9 |
C11—C12—H12B | 108.7 | C25b—C26b—H26D | 109.5 |
C13—C12—H12B | 108.7 | C25b—C26b—H26E | 109.5 |
H12A—C12—H12B | 107.6 | H26D—C26b—H26E | 109.5 |
C18—C13—C12 | 109.7 (4) | C25b—C26b—H26F | 109.5 |
C18—C13—C17 | 109.7 (4) | H26D—C26b—H26F | 109.5 |
C12—C13—C17 | 115.8 (4) | H26E—C26b—H26F | 109.5 |
C18—C13—C14 | 111.7 (4) | C25b—C27b—H27D | 109.5 |
C12—C13—C14 | 108.2 (3) | C25b—C27b—H27E | 109.5 |
C17—C13—C14 | 101.5 (3) | H27D—C27b—H27E | 109.5 |
C15—C14—C28 | 107.3 (4) | C25b—C27b—H27F | 109.5 |
C15—C14—C8 | 115.8 (4) | H27D—C27b—H27F | 109.5 |
C28—C14—C8 | 108.5 (3) | H27E—C27b—H27F | 109.5 |
C15—C14—C13 | 101.9 (3) | C14—C28—H28A | 109.5 |
C28—C14—C13 | 112.6 (3) | C14—C28—H28B | 109.5 |
C8—C14—C13 | 110.7 (3) | H28A—C28—H28B | 109.5 |
C16—C15—C14 | 104.3 (4) | C14—C28—H28C | 109.5 |
C16—C15—H15A | 110.9 | H28A—C28—H28C | 109.5 |
C14—C15—H15A | 110.9 | H28B—C28—H28C | 109.5 |
C16—C15—H15B | 110.9 | C4—C29—H29A | 109.5 |
C14—C15—H15B | 110.9 | C4—C29—H29B | 109.5 |
H15A—C15—H15B | 108.9 | H29A—C29—H29B | 109.5 |
C15—C16—C17 | 107.9 (4) | C4—C29—H29C | 109.5 |
C15—C16—H16A | 110.1 | H29A—C29—H29C | 109.5 |
C17—C16—H16A | 110.1 | H29B—C29—H29C | 109.5 |
C15—C16—H16B | 110.1 | C4—C30—H30A | 109.5 |
C17—C16—H16B | 110.1 | C4—C30—H30B | 109.5 |
H16A—C16—H16B | 108.4 | H30A—C30—H30B | 109.5 |
C20—C17—C13 | 120.2 (4) | C4—C30—H30C | 109.5 |
C20—C17—C16 | 112.2 (4) | H30A—C30—H30C | 109.5 |
C13—C17—C16 | 102.5 (4) | H30B—C30—H30C | 109.5 |
C20—C17—H17 | 107.1 | O2—C31—O1 | 124.6 (5) |
C13—C17—H17 | 107.1 | O2—C31—C32 | 124.3 (6) |
C16—C17—H17 | 107.1 | O1—C31—C32 | 111.0 (6) |
C13—C18—H18A | 109.5 | C31—C32—H32A | 109.5 |
C13—C18—H18B | 109.5 | C31—C32—H32B | 109.5 |
H18A—C18—H18B | 109.5 | H32A—C32—H32B | 109.5 |
C13—C18—H18C | 109.5 | C31—C32—H32C | 109.5 |
H18A—C18—H18C | 109.5 | H32A—C32—H32C | 109.5 |
H18B—C18—H18C | 109.5 | H32B—C32—H32C | 109.5 |
C10—C19—H19A | 109.5 | | |
| | | |
C10—C1—C2—C3 | −61.0 (5) | C8—C9—C11—C12 | 2.6 (6) |
C31—O1—C3—C2 | 83.3 (5) | O4—C11—C12—C13 | 57.5 (5) |
C31—O1—C3—C4 | −152.7 (4) | C9—C11—C12—C13 | −12.2 (6) |
C1—C2—C3—O1 | −175.6 (3) | C11—C12—C13—C18 | −79.9 (5) |
C1—C2—C3—C4 | 62.6 (5) | C11—C12—C13—C17 | 155.3 (4) |
O1—C3—C4—C30 | −51.5 (5) | C11—C12—C13—C14 | 42.2 (5) |
C2—C3—C4—C30 | 70.4 (5) | C7—C8—C14—C15 | −59.3 (5) |
O1—C3—C4—C29 | 65.4 (4) | C9—C8—C14—C15 | 172.3 (4) |
C2—C3—C4—C29 | −172.8 (4) | C7—C8—C14—C28 | 61.4 (4) |
O1—C3—C4—C5 | −177.4 (3) | C9—C8—C14—C28 | −67.0 (4) |
C2—C3—C4—C5 | −55.5 (4) | C7—C8—C14—C13 | −174.7 (3) |
C30—C4—C5—C6 | 55.2 (5) | C9—C8—C14—C13 | 57.0 (4) |
C3—C4—C5—C6 | 178.6 (3) | C18—C13—C14—C15 | −69.6 (5) |
C29—C4—C5—C6 | −64.8 (5) | C12—C13—C14—C15 | 169.6 (4) |
C30—C4—C5—C10 | −74.5 (5) | C17—C13—C14—C15 | 47.3 (4) |
C3—C4—C5—C10 | 49.0 (5) | C18—C13—C14—C28 | 175.8 (4) |
C29—C4—C5—C10 | 165.5 (4) | C12—C13—C14—C28 | 55.0 (4) |
C4—C5—C6—C7 | −170.2 (3) | C17—C13—C14—C28 | −67.3 (4) |
C10—C5—C6—C7 | −37.6 (5) | C18—C13—C14—C8 | 54.2 (5) |
C5—C6—C7—O3 | 177.1 (4) | C12—C13—C14—C8 | −66.6 (4) |
C5—C6—C7—C8 | −2.1 (6) | C17—C13—C14—C8 | 171.1 (3) |
O3—C7—C8—C9 | −163.4 (4) | C28—C14—C15—C16 | 81.0 (5) |
C6—C7—C8—C9 | 15.8 (6) | C8—C14—C15—C16 | −157.6 (4) |
O3—C7—C8—C14 | 70.8 (5) | C13—C14—C15—C16 | −37.4 (5) |
C6—C7—C8—C14 | −110.0 (4) | C14—C15—C16—C17 | 13.9 (6) |
C11—O4—C9—C10 | −115.5 (4) | C18—C13—C17—C20 | −44.8 (5) |
C11—O4—C9—C8 | 109.7 (4) | C12—C13—C17—C20 | 80.1 (5) |
C7—C8—C9—O4 | 143.8 (3) | C14—C13—C17—C20 | −163.0 (4) |
C14—C8—C9—O4 | −90.4 (4) | C18—C13—C17—C16 | 80.4 (4) |
C7—C8—C9—C11 | −150.5 (4) | C12—C13—C17—C16 | −154.7 (4) |
C14—C8—C9—C11 | −24.6 (5) | C14—C13—C17—C16 | −37.8 (4) |
C7—C8—C9—C10 | 11.7 (5) | C15—C16—C17—C20 | 145.7 (5) |
C14—C8—C9—C10 | 137.5 (4) | C15—C16—C17—C13 | 15.4 (5) |
O4—C9—C10—C1 | 59.4 (4) | C13—C17—C20—C22b | 171.3 (15) |
C11—C9—C10—C1 | −7.0 (5) | C16—C17—C20—C22b | 50.9 (15) |
C8—C9—C10—C1 | −168.2 (3) | C13—C17—C20—C21 | −54.6 (6) |
O4—C9—C10—C19 | −59.5 (4) | C16—C17—C20—C21 | −175.0 (5) |
C11—C9—C10—C19 | −126.0 (4) | C13—C17—C20—C22a | −172.2 (7) |
C8—C9—C10—C19 | 72.8 (4) | C16—C17—C20—C22a | 67.3 (8) |
O4—C9—C10—C5 | 178.1 (3) | C22b—C20—C22a—C23a | −48 (6) |
C11—C9—C10—C5 | 111.7 (4) | C17—C20—C22a—C23a | −169.0 (10) |
C8—C9—C10—C5 | −49.5 (5) | C21—C20—C22a—C23a | 70.0 (12) |
C2—C1—C10—C9 | 171.2 (3) | C20—C22a—C23a—C24a | −178.8 (12) |
C2—C1—C10—C19 | −72.0 (5) | C22a—C23a—C24a—C25a | 179.3 (15) |
C2—C1—C10—C5 | 52.8 (5) | C23a—C24a—C25a—C26a | 73.4 (18) |
C6—C5—C10—C9 | 62.1 (4) | C23a—C24a—C25a—C27a | −164.0 (17) |
C4—C5—C10—C9 | −167.9 (3) | C17—C20—C22b—C23b | 167 (4) |
C6—C5—C10—C1 | −177.7 (3) | C21—C20—C22b—C23b | 34 (5) |
C4—C5—C10—C1 | −47.7 (5) | C22a—C20—C22b—C23b | 101 (8) |
C6—C5—C10—C19 | −55.4 (5) | C20—C22b—C23b—C24b | −149 (3) |
C4—C5—C10—C19 | 74.6 (5) | C22b—C23b—C24b—C25b | 175 (3) |
C9—O4—C11—C12 | −115.7 (4) | C23b—C24b—C25b—C27b | −74 (3) |
C10—C9—C11—O4 | 97.9 (4) | C23b—C24b—C25b—C26b | 153 (3) |
C8—C9—C11—O4 | −100.9 (4) | C3—O1—C31—O2 | 6.6 (7) |
O4—C9—C11—C12 | 103.5 (5) | C3—O1—C31—C32 | −171.7 (4) |
C10—C9—C11—C12 | −158.6 (4) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C6—H6B···O3i | 0.99 | 2.36 | 3.300 (9) | 159 |
C18—H18B···O4 | 0.98 | 2.38 | 3.072 (9) | 128 |
C19—H19C···O4 | 0.98 | 2.43 | 2.882 (8) | 107 |
C29—H29C···O1 | 0.98 | 2.56 | 2.930 (8) | 102 |
C30—H30B···O1 | 0.98 | 2.46 | 2.836 (9) | 102 |
Symmetry code: (i) −x+2, y+1/2, −z. |