Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805025365/ac6189sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805025365/ac6189Isup2.hkl |
CCDC reference: 283740
Data collection: SMART (Bruker, 1999); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 1999); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C18H14O3·0.5H2O | F(000) = 604 |
Mr = 287.30 | Dx = 1.358 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.287 (2) Å | Cell parameters from 984 reflections |
b = 26.569 (9) Å | θ = 2.9–26.2° |
c = 7.294 (3) Å | µ = 0.09 mm−1 |
β = 95.590 (7)° | T = 293 K |
V = 1405.6 (8) Å3 | Plate, red |
Z = 4 | 0.48 × 0.42 × 0.17 mm |
Bruker SMART 1000 CCD diffractometer | 2782 independent reflections |
Radiation source: fine-focus sealed tube | 1958 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
φ and ω scans | θmax = 26.0°, θmin = 2.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −4→8 |
Tmin = 0.956, Tmax = 0.984 | k = −32→32 |
7831 measured reflections | l = −8→8 |
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)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.104 | w = 1/[σ2(Fo2) + (0.0558P)2 + 0.1165P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.001 |
2782 reflections | Δρmax = 0.16 e Å−3 |
392 parameters | Δρmin = −0.15 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0 (10) |
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 | 0.9253 (5) | 0.91392 (13) | 0.8099 (4) | 0.0513 (9) | |
H1 | 0.8437 | 0.8884 | 0.7695 | 0.062* | |
C2 | 0.8662 (6) | 0.96308 (15) | 0.8064 (5) | 0.0646 (11) | |
H2 | 0.7438 | 0.9705 | 0.7679 | 0.077* | |
C3 | 0.9896 (6) | 1.00237 (14) | 0.8605 (5) | 0.0610 (10) | |
H3 | 0.9479 | 1.0355 | 0.8534 | 0.073* | |
C4 | 1.1670 (5) | 0.99307 (13) | 0.9225 (4) | 0.0525 (9) | |
C5 | 1.2327 (4) | 0.94229 (12) | 0.9327 (4) | 0.0449 (8) | |
C6 | 1.4157 (5) | 0.93134 (14) | 0.9974 (5) | 0.0521 (9) | |
H6 | 1.4953 | 0.9577 | 1.0334 | 0.062* | |
C7 | 1.4799 (5) | 0.88369 (13) | 1.0090 (5) | 0.0513 (9) | |
H7 | 1.6020 | 0.8777 | 1.0530 | 0.062* | |
C8 | 1.3631 (4) | 0.84312 (12) | 0.9551 (4) | 0.0440 (8) | |
C9 | 1.1807 (4) | 0.85157 (12) | 0.8857 (4) | 0.0417 (8) | |
C10 | 1.1100 (4) | 0.90174 (12) | 0.8750 (4) | 0.0425 (8) | |
C11 | 1.0691 (5) | 0.80678 (13) | 0.8224 (4) | 0.0473 (8) | |
C12 | 1.1563 (5) | 0.75316 (14) | 0.8398 (5) | 0.0517 (8) | |
C13 | 1.3413 (5) | 0.74957 (13) | 0.9162 (5) | 0.0510 (8) | |
C14 | 1.4336 (4) | 0.79210 (13) | 0.9683 (4) | 0.0483 (8) | |
C15 | 1.6465 (6) | 0.73087 (16) | 1.0269 (7) | 0.0729 (11) | |
H15A | 1.6923 | 0.7180 | 1.1472 | 0.088* | |
H15B | 1.7387 | 0.7248 | 0.9422 | 0.088* | |
C16 | 1.4635 (5) | 0.70471 (14) | 0.9578 (5) | 0.0611 (10) | |
H16 | 1.4782 | 0.6861 | 0.8442 | 0.073* | |
C17 | 1.3957 (6) | 0.66965 (15) | 1.1009 (5) | 0.0778 (12) | |
H17A | 1.2728 | 0.6587 | 1.0609 | 0.117* | |
H17B | 1.3957 | 0.6871 | 1.2161 | 0.117* | |
H17C | 1.4758 | 0.6410 | 1.1164 | 0.117* | |
C18 | 1.2953 (6) | 1.03576 (15) | 0.9780 (6) | 0.0745 (11) | |
H18A | 1.2298 | 1.0671 | 0.9623 | 0.112* | |
H18B | 1.3960 | 1.0356 | 0.9024 | 0.112* | |
H18C | 1.3421 | 1.0319 | 1.1049 | 0.112* | |
C19 | 0.5556 (4) | 0.39037 (13) | 0.4989 (5) | 0.0494 (8) | |
H19 | 0.4729 | 0.4158 | 0.4608 | 0.059* | |
C20 | 0.4989 (5) | 0.34120 (13) | 0.4926 (5) | 0.0555 (9) | |
H20 | 0.3771 | 0.3338 | 0.4513 | 0.067* | |
C21 | 0.6192 (5) | 0.30211 (13) | 0.5465 (4) | 0.0546 (9) | |
H21 | 0.5764 | 0.2691 | 0.5387 | 0.066* | |
C22 | 0.7987 (5) | 0.31099 (11) | 0.6106 (4) | 0.0457 (8) | |
C23 | 0.8635 (4) | 0.36207 (11) | 0.6212 (4) | 0.0395 (7) | |
C24 | 1.0461 (4) | 0.37291 (12) | 0.6855 (4) | 0.0464 (8) | |
H24 | 1.1259 | 0.3465 | 0.7205 | 0.056* | |
C25 | 1.1102 (4) | 0.42086 (12) | 0.6981 (4) | 0.0455 (8) | |
H25 | 1.2319 | 0.4270 | 0.7432 | 0.055* | |
C26 | 0.9942 (4) | 0.46086 (11) | 0.6437 (4) | 0.0394 (8) | |
C27 | 0.8121 (4) | 0.45307 (10) | 0.5748 (4) | 0.0381 (7) | |
C28 | 0.7408 (4) | 0.40262 (12) | 0.5637 (4) | 0.0389 (7) | |
C29 | 0.7002 (5) | 0.49820 (12) | 0.5137 (4) | 0.0458 (8) | |
C30 | 0.7888 (5) | 0.55148 (13) | 0.5329 (5) | 0.0530 (9) | |
C31 | 0.9761 (5) | 0.55435 (12) | 0.6059 (5) | 0.0482 (8) | |
C32 | 1.0658 (4) | 0.51196 (12) | 0.6577 (4) | 0.0432 (7) | |
C33 | 1.2737 (6) | 0.57297 (15) | 0.7351 (7) | 0.0834 (13) | |
H33A | 1.3819 | 0.5808 | 0.6730 | 0.100* | |
H33B | 1.2944 | 0.5847 | 0.8614 | 0.100* | |
C34 | 1.1044 (5) | 0.59857 (13) | 0.6376 (5) | 0.0588 (10) | |
H34 | 1.0537 | 0.6227 | 0.7210 | 0.071* | |
C35 | 1.1462 (7) | 0.62484 (17) | 0.4641 (7) | 0.0953 (14) | |
H35A | 1.0332 | 0.6360 | 0.3979 | 0.143* | |
H35B | 1.2077 | 0.6020 | 0.3886 | 0.143* | |
H35C | 1.2243 | 0.6533 | 0.4948 | 0.143* | |
C36 | 0.9276 (5) | 0.26849 (12) | 0.6692 (5) | 0.0595 (9) | |
H36A | 0.8617 | 0.2372 | 0.6581 | 0.089* | |
H36B | 0.9764 | 0.2734 | 0.7950 | 0.089* | |
H36C | 1.0269 | 0.2678 | 0.5920 | 0.089* | |
O1 | 1.6074 (3) | 0.78468 (10) | 1.0377 (3) | 0.0608 (7) | |
O2 | 1.0582 (4) | 0.71746 (10) | 0.7862 (4) | 0.0745 (8) | |
O3 | 0.9118 (3) | 0.80813 (10) | 0.7532 (4) | 0.0728 (8) | |
O4 | 1.2403 (3) | 0.51878 (9) | 0.7312 (3) | 0.0601 (7) | |
O5 | 0.6899 (4) | 0.58736 (9) | 0.4869 (4) | 0.0820 (9) | |
O6 | 0.5427 (3) | 0.49676 (9) | 0.4470 (4) | 0.0743 (8) | |
O7 | 0.6965 (4) | 0.69888 (13) | 0.5430 (5) | 0.1033 (10) | |
H7A | 0.7069 | 0.6655 | 0.5482 | 0.155* | |
H7B | 0.7741 | 0.7109 | 0.6328 | 0.155* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.046 (2) | 0.061 (2) | 0.0463 (19) | −0.0040 (17) | −0.0026 (15) | 0.0045 (16) |
C2 | 0.054 (2) | 0.075 (3) | 0.063 (3) | 0.006 (2) | −0.0043 (19) | 0.004 (2) |
C3 | 0.074 (3) | 0.055 (2) | 0.053 (2) | 0.004 (2) | 0.0022 (19) | 0.0044 (18) |
C4 | 0.061 (2) | 0.057 (2) | 0.0383 (19) | −0.0050 (17) | 0.0015 (16) | −0.0005 (15) |
C5 | 0.052 (2) | 0.054 (2) | 0.0299 (16) | −0.0085 (17) | 0.0075 (14) | 0.0001 (14) |
C6 | 0.046 (2) | 0.056 (2) | 0.053 (2) | −0.0150 (17) | −0.0017 (17) | −0.0052 (17) |
C7 | 0.0406 (19) | 0.061 (2) | 0.051 (2) | −0.0069 (17) | −0.0020 (16) | −0.0033 (17) |
C8 | 0.0395 (19) | 0.058 (2) | 0.0345 (17) | −0.0079 (16) | 0.0038 (15) | −0.0003 (15) |
C9 | 0.0413 (19) | 0.053 (2) | 0.0311 (16) | −0.0071 (16) | 0.0039 (14) | 0.0039 (14) |
C10 | 0.0423 (19) | 0.056 (2) | 0.0293 (16) | −0.0072 (16) | 0.0048 (14) | 0.0019 (14) |
C11 | 0.0437 (19) | 0.057 (2) | 0.0399 (18) | −0.0117 (17) | −0.0012 (15) | 0.0022 (15) |
C12 | 0.051 (2) | 0.058 (2) | 0.0459 (19) | −0.0114 (18) | 0.0017 (16) | −0.0038 (17) |
C13 | 0.049 (2) | 0.056 (2) | 0.0469 (19) | −0.0058 (18) | 0.0016 (16) | −0.0028 (16) |
C14 | 0.0415 (19) | 0.062 (2) | 0.0415 (19) | −0.0036 (17) | 0.0043 (15) | −0.0022 (16) |
C15 | 0.058 (3) | 0.067 (3) | 0.093 (3) | 0.008 (2) | 0.001 (2) | −0.004 (2) |
C16 | 0.057 (2) | 0.063 (2) | 0.063 (2) | 0.0017 (19) | 0.0037 (18) | −0.0127 (19) |
C17 | 0.086 (3) | 0.060 (2) | 0.087 (3) | 0.004 (2) | 0.004 (2) | 0.003 (2) |
C18 | 0.089 (3) | 0.058 (2) | 0.075 (3) | −0.012 (2) | 0.001 (2) | −0.007 (2) |
C19 | 0.0407 (19) | 0.057 (2) | 0.0495 (19) | −0.0014 (16) | −0.0028 (15) | −0.0004 (15) |
C20 | 0.046 (2) | 0.062 (2) | 0.057 (2) | −0.0123 (18) | −0.0045 (16) | −0.0058 (18) |
C21 | 0.064 (2) | 0.050 (2) | 0.050 (2) | −0.0154 (19) | 0.0025 (17) | −0.0026 (17) |
C22 | 0.056 (2) | 0.0438 (19) | 0.0377 (17) | −0.0031 (16) | 0.0074 (15) | −0.0021 (14) |
C23 | 0.0441 (18) | 0.0405 (17) | 0.0341 (16) | 0.0013 (15) | 0.0057 (14) | −0.0012 (13) |
C24 | 0.0441 (19) | 0.0441 (19) | 0.0499 (19) | 0.0047 (15) | −0.0015 (15) | 0.0042 (15) |
C25 | 0.0377 (18) | 0.0457 (19) | 0.051 (2) | −0.0011 (15) | −0.0060 (15) | 0.0041 (15) |
C26 | 0.0416 (19) | 0.0419 (17) | 0.0348 (17) | −0.0014 (15) | 0.0051 (14) | 0.0021 (14) |
C27 | 0.0394 (18) | 0.0426 (18) | 0.0326 (16) | 0.0036 (14) | 0.0058 (14) | −0.0004 (13) |
C28 | 0.0425 (18) | 0.0445 (17) | 0.0302 (16) | −0.0017 (14) | 0.0060 (13) | −0.0027 (13) |
C29 | 0.042 (2) | 0.047 (2) | 0.0477 (19) | 0.0044 (16) | 0.0028 (16) | −0.0010 (15) |
C30 | 0.057 (2) | 0.0434 (19) | 0.058 (2) | 0.0063 (18) | 0.0035 (17) | 0.0025 (17) |
C31 | 0.053 (2) | 0.0387 (17) | 0.054 (2) | −0.0012 (16) | 0.0073 (16) | 0.0011 (15) |
C32 | 0.0411 (18) | 0.0430 (19) | 0.0454 (18) | 0.0019 (15) | 0.0039 (14) | 0.0006 (15) |
C33 | 0.072 (3) | 0.048 (2) | 0.125 (4) | −0.013 (2) | −0.017 (3) | 0.002 (2) |
C34 | 0.061 (2) | 0.0396 (19) | 0.076 (3) | −0.0051 (17) | 0.007 (2) | −0.0038 (17) |
C35 | 0.103 (3) | 0.073 (3) | 0.110 (4) | −0.025 (3) | 0.012 (3) | 0.022 (2) |
C36 | 0.071 (2) | 0.0404 (19) | 0.067 (2) | −0.0029 (17) | 0.0037 (19) | 0.0004 (16) |
O1 | 0.0405 (13) | 0.0660 (16) | 0.0743 (16) | 0.0007 (11) | −0.0030 (12) | −0.0069 (13) |
O2 | 0.0639 (17) | 0.0598 (16) | 0.097 (2) | −0.0121 (14) | −0.0092 (14) | −0.0149 (14) |
O3 | 0.0497 (16) | 0.0655 (17) | 0.098 (2) | −0.0121 (14) | −0.0192 (14) | 0.0028 (15) |
O4 | 0.0461 (13) | 0.0454 (14) | 0.0858 (18) | −0.0047 (11) | −0.0089 (12) | 0.0034 (12) |
O5 | 0.0678 (18) | 0.0456 (16) | 0.128 (2) | 0.0107 (14) | −0.0128 (17) | 0.0098 (15) |
O6 | 0.0479 (16) | 0.0583 (16) | 0.111 (2) | 0.0082 (13) | −0.0192 (14) | −0.0024 (15) |
O7 | 0.096 (2) | 0.085 (2) | 0.124 (3) | 0.0087 (18) | −0.0129 (19) | −0.0055 (18) |
C1—C2 | 1.375 (5) | C19—C28 | 1.424 (4) |
C1—C10 | 1.420 (4) | C19—H19 | 0.9300 |
C1—H1 | 0.9300 | C20—C21 | 1.391 (5) |
C2—C3 | 1.409 (5) | C20—H20 | 0.9300 |
C2—H2 | 0.9300 | C21—C22 | 1.366 (4) |
C3—C4 | 1.350 (5) | C21—H21 | 0.9300 |
C3—H3 | 0.9300 | C22—C23 | 1.436 (4) |
C4—C5 | 1.431 (5) | C22—C36 | 1.504 (5) |
C4—C18 | 1.500 (5) | C23—C24 | 1.397 (4) |
C5—C6 | 1.401 (5) | C23—C28 | 1.436 (4) |
C5—C10 | 1.437 (4) | C24—C25 | 1.357 (4) |
C6—C7 | 1.349 (5) | C24—H24 | 0.9300 |
C6—H6 | 0.9300 | C25—C26 | 1.391 (4) |
C7—C8 | 1.406 (4) | C25—H25 | 0.9300 |
C7—H7 | 0.9300 | C26—C27 | 1.388 (4) |
C8—C9 | 1.394 (4) | C26—C32 | 1.455 (4) |
C8—C14 | 1.450 (5) | C27—C28 | 1.437 (4) |
C9—C10 | 1.428 (5) | C27—C29 | 1.493 (4) |
C9—C11 | 1.489 (4) | C29—O6 | 1.203 (4) |
C11—O3 | 1.208 (4) | C29—C30 | 1.556 (5) |
C11—C12 | 1.560 (5) | C30—O5 | 1.222 (4) |
C12—O2 | 1.229 (4) | C30—C31 | 1.418 (5) |
C12—C13 | 1.411 (5) | C31—C32 | 1.338 (4) |
C13—C14 | 1.351 (5) | C31—C34 | 1.505 (5) |
C13—C16 | 1.501 (5) | C32—O4 | 1.343 (4) |
C14—O1 | 1.331 (4) | C33—O4 | 1.460 (5) |
C15—O1 | 1.461 (5) | C33—C34 | 1.523 (5) |
C15—C16 | 1.544 (6) | C33—H33A | 0.9700 |
C15—H15A | 0.9700 | C33—H33B | 0.9700 |
C15—H15B | 0.9700 | C34—C35 | 1.502 (5) |
C16—C17 | 1.517 (5) | C34—H34 | 0.9800 |
C16—H16 | 0.9800 | C35—H35A | 0.9600 |
C17—H17A | 0.9600 | C35—H35B | 0.9600 |
C17—H17B | 0.9600 | C35—H35C | 0.9600 |
C17—H17C | 0.9600 | C36—H36A | 0.9600 |
C18—H18A | 0.9600 | C36—H36B | 0.9600 |
C18—H18B | 0.9600 | C36—H36C | 0.9600 |
C18—H18C | 0.9600 | O7—H7A | 0.8917 |
C19—C20 | 1.370 (5) | O7—H7B | 0.8824 |
C2—C1—C10 | 120.5 (3) | C28—C19—H19 | 119.9 |
C2—C1—H1 | 119.8 | C19—C20—C21 | 121.5 (3) |
C10—C1—H1 | 119.8 | C19—C20—H20 | 119.2 |
C1—C2—C3 | 120.6 (4) | C21—C20—H20 | 119.2 |
C1—C2—H2 | 119.7 | C22—C21—C20 | 121.6 (3) |
C3—C2—H2 | 119.7 | C22—C21—H21 | 119.2 |
C4—C3—C2 | 121.5 (3) | C20—C21—H21 | 119.2 |
C4—C3—H3 | 119.3 | C21—C22—C23 | 118.7 (3) |
C2—C3—H3 | 119.3 | C21—C22—C36 | 121.2 (3) |
C3—C4—C5 | 119.6 (3) | C23—C22—C36 | 120.1 (3) |
C3—C4—C18 | 120.2 (3) | C24—C23—C28 | 119.3 (3) |
C5—C4—C18 | 120.2 (3) | C24—C23—C22 | 120.7 (3) |
C6—C5—C4 | 121.0 (3) | C28—C23—C22 | 120.1 (3) |
C6—C5—C10 | 119.2 (3) | C25—C24—C23 | 121.8 (3) |
C4—C5—C10 | 119.8 (3) | C25—C24—H24 | 119.1 |
C7—C6—C5 | 121.9 (3) | C23—C24—H24 | 119.1 |
C7—C6—H6 | 119.1 | C24—C25—C26 | 120.1 (3) |
C5—C6—H6 | 119.1 | C24—C25—H25 | 119.9 |
C6—C7—C8 | 120.4 (3) | C26—C25—H25 | 119.9 |
C6—C7—H7 | 119.8 | C27—C26—C25 | 121.5 (3) |
C8—C7—H7 | 119.8 | C27—C26—C32 | 119.2 (3) |
C9—C8—C7 | 120.5 (3) | C25—C26—C32 | 119.3 (3) |
C9—C8—C14 | 119.6 (3) | C26—C27—C28 | 119.1 (3) |
C7—C8—C14 | 119.8 (3) | C26—C27—C29 | 117.6 (3) |
C8—C9—C10 | 119.7 (3) | C28—C27—C29 | 123.3 (3) |
C8—C9—C11 | 117.1 (3) | C19—C28—C23 | 117.9 (3) |
C10—C9—C11 | 123.1 (3) | C19—C28—C27 | 123.9 (3) |
C1—C10—C9 | 123.7 (3) | C23—C28—C27 | 118.2 (3) |
C1—C10—C5 | 118.0 (3) | O6—C29—C27 | 124.5 (3) |
C9—C10—C5 | 118.2 (3) | O6—C29—C30 | 115.9 (3) |
O3—C11—C9 | 125.0 (3) | C27—C29—C30 | 119.6 (3) |
O3—C11—C12 | 115.1 (3) | O5—C30—C31 | 125.5 (3) |
C9—C11—C12 | 119.9 (3) | O5—C30—C29 | 117.1 (3) |
O2—C12—C13 | 125.3 (4) | C31—C30—C29 | 117.3 (3) |
O2—C12—C11 | 117.3 (3) | C32—C31—C30 | 119.1 (3) |
C13—C12—C11 | 117.4 (3) | C32—C31—C34 | 109.6 (3) |
C14—C13—C12 | 119.0 (3) | C30—C31—C34 | 131.3 (3) |
C14—C13—C16 | 109.8 (3) | C31—C32—O4 | 114.6 (3) |
C12—C13—C16 | 131.2 (3) | C31—C32—C26 | 127.1 (3) |
O1—C14—C13 | 114.3 (3) | O4—C32—C26 | 118.2 (3) |
O1—C14—C8 | 118.8 (3) | O4—C33—C34 | 107.8 (3) |
C13—C14—C8 | 126.9 (3) | O4—C33—H33A | 110.2 |
O1—C15—C16 | 106.9 (3) | C34—C33—H33A | 110.2 |
O1—C15—H15A | 110.3 | O4—C33—H33B | 110.2 |
C16—C15—H15A | 110.3 | C34—C33—H33B | 110.2 |
O1—C15—H15B | 110.3 | H33A—C33—H33B | 108.5 |
C16—C15—H15B | 110.3 | C35—C34—C31 | 114.0 (3) |
H15A—C15—H15B | 108.6 | C35—C34—C33 | 112.3 (4) |
C13—C16—C17 | 113.6 (3) | C31—C34—C33 | 100.7 (3) |
C13—C16—C15 | 100.7 (3) | C35—C34—H34 | 109.8 |
C17—C16—C15 | 112.4 (3) | C31—C34—H34 | 109.8 |
C13—C16—H16 | 110.0 | C33—C34—H34 | 109.8 |
C17—C16—H16 | 110.0 | C34—C35—H35A | 109.5 |
C15—C16—H16 | 110.0 | C34—C35—H35B | 109.5 |
C16—C17—H17A | 109.5 | H35A—C35—H35B | 109.5 |
C16—C17—H17B | 109.5 | C34—C35—H35C | 109.5 |
H17A—C17—H17B | 109.5 | H35A—C35—H35C | 109.5 |
C16—C17—H17C | 109.5 | H35B—C35—H35C | 109.5 |
H17A—C17—H17C | 109.5 | C22—C36—H36A | 109.5 |
H17B—C17—H17C | 109.5 | C22—C36—H36B | 109.5 |
C4—C18—H18A | 109.5 | H36A—C36—H36B | 109.5 |
C4—C18—H18B | 109.5 | C22—C36—H36C | 109.5 |
H18A—C18—H18B | 109.5 | H36A—C36—H36C | 109.5 |
C4—C18—H18C | 109.5 | H36B—C36—H36C | 109.5 |
H18A—C18—H18C | 109.5 | C14—O1—C15 | 107.9 (3) |
H18B—C18—H18C | 109.5 | C32—O4—C33 | 106.9 (3) |
C20—C19—C28 | 120.2 (3) | H7A—O7—H7B | 106.4 |
C20—C19—H19 | 119.9 | ||
C10—C1—C2—C3 | 2.4 (6) | C20—C21—C22—C36 | 179.8 (3) |
C1—C2—C3—C4 | −2.0 (6) | C21—C22—C23—C24 | −179.8 (3) |
C2—C3—C4—C5 | 0.4 (5) | C36—C22—C23—C24 | 0.1 (5) |
C2—C3—C4—C18 | 179.6 (4) | C21—C22—C23—C28 | −0.5 (4) |
C3—C4—C5—C6 | −179.6 (3) | C36—C22—C23—C28 | 179.5 (3) |
C18—C4—C5—C6 | 1.2 (5) | C28—C23—C24—C25 | 1.2 (5) |
C3—C4—C5—C10 | 0.7 (5) | C22—C23—C24—C25 | −179.5 (3) |
C18—C4—C5—C10 | −178.5 (3) | C23—C24—C25—C26 | −1.0 (5) |
C4—C5—C6—C7 | 179.6 (3) | C24—C25—C26—C27 | −0.4 (5) |
C10—C5—C6—C7 | −0.7 (5) | C24—C25—C26—C32 | −179.8 (3) |
C5—C6—C7—C8 | 0.2 (5) | C25—C26—C27—C28 | 1.6 (4) |
C6—C7—C8—C9 | 1.2 (5) | C32—C26—C27—C28 | −179.1 (3) |
C6—C7—C8—C14 | −180.0 (3) | C25—C26—C27—C29 | −177.8 (3) |
C7—C8—C9—C10 | −2.1 (5) | C32—C26—C27—C29 | 1.5 (4) |
C14—C8—C9—C10 | 179.1 (3) | C20—C19—C28—C23 | 0.0 (5) |
C7—C8—C9—C11 | 176.8 (3) | C20—C19—C28—C27 | 179.9 (3) |
C14—C8—C9—C11 | −2.0 (4) | C24—C23—C28—C19 | 180.0 (3) |
C2—C1—C10—C9 | 178.9 (3) | C22—C23—C28—C19 | 0.7 (4) |
C2—C1—C10—C5 | −1.3 (5) | C24—C23—C28—C27 | 0.0 (4) |
C8—C9—C10—C1 | −178.7 (3) | C22—C23—C28—C27 | −179.3 (3) |
C11—C9—C10—C1 | 2.5 (5) | C26—C27—C28—C19 | 178.7 (3) |
C8—C9—C10—C5 | 1.5 (4) | C29—C27—C28—C19 | −2.0 (5) |
C11—C9—C10—C5 | −177.3 (3) | C26—C27—C28—C23 | −1.3 (4) |
C6—C5—C10—C1 | −180.0 (3) | C29—C27—C28—C23 | 178.0 (3) |
C4—C5—C10—C1 | −0.3 (4) | C26—C27—C29—O6 | 178.0 (3) |
C6—C5—C10—C9 | −0.1 (4) | C28—C27—C29—O6 | −1.4 (5) |
C4—C5—C10—C9 | 179.5 (3) | C26—C27—C29—C30 | −1.2 (4) |
C8—C9—C11—O3 | −177.2 (3) | C28—C27—C29—C30 | 179.4 (3) |
C10—C9—C11—O3 | 1.6 (5) | O6—C29—C30—O5 | 3.2 (5) |
C8—C9—C11—C12 | 1.5 (4) | C27—C29—C30—O5 | −177.6 (3) |
C10—C9—C11—C12 | −179.7 (3) | O6—C29—C30—C31 | −178.2 (3) |
O3—C11—C12—O2 | −1.4 (5) | C27—C29—C30—C31 | 1.1 (4) |
C9—C11—C12—O2 | 179.7 (3) | O5—C30—C31—C32 | 177.2 (4) |
O3—C11—C12—C13 | 178.7 (3) | C29—C30—C31—C32 | −1.4 (5) |
C9—C11—C12—C13 | −0.2 (4) | O5—C30—C31—C34 | −3.5 (6) |
O2—C12—C13—C14 | 179.5 (3) | C29—C30—C31—C34 | 177.9 (3) |
C11—C12—C13—C14 | −0.6 (5) | C30—C31—C32—O4 | −177.7 (3) |
O2—C12—C13—C16 | −2.1 (6) | C34—C31—C32—O4 | 2.9 (4) |
C11—C12—C13—C16 | 177.8 (3) | C30—C31—C32—C26 | 1.8 (5) |
C12—C13—C14—O1 | −179.7 (3) | C34—C31—C32—C26 | −177.6 (3) |
C16—C13—C14—O1 | 1.6 (4) | C27—C26—C32—C31 | −1.9 (5) |
C12—C13—C14—C8 | 0.1 (5) | C25—C26—C32—C31 | 177.4 (3) |
C16—C13—C14—C8 | −178.7 (3) | C27—C26—C32—O4 | 177.5 (3) |
C9—C8—C14—O1 | −178.9 (3) | C25—C26—C32—O4 | −3.1 (4) |
C7—C8—C14—O1 | 2.2 (5) | C32—C31—C34—C35 | 114.7 (4) |
C9—C8—C14—C13 | 1.4 (5) | C30—C31—C34—C35 | −64.7 (5) |
C7—C8—C14—C13 | −177.5 (3) | C32—C31—C34—C33 | −5.8 (4) |
C14—C13—C16—C17 | 115.5 (4) | C30—C31—C34—C33 | 174.8 (4) |
C12—C13—C16—C17 | −63.0 (5) | O4—C33—C34—C35 | −115.1 (4) |
C14—C13—C16—C15 | −4.8 (4) | O4—C33—C34—C31 | 6.6 (4) |
C12—C13—C16—C15 | 176.7 (4) | C13—C14—O1—C15 | 2.6 (4) |
O1—C15—C16—C13 | 6.1 (4) | C8—C14—O1—C15 | −177.1 (3) |
O1—C15—C16—C17 | −115.0 (4) | C16—C15—O1—C14 | −5.6 (4) |
C28—C19—C20—C21 | −0.7 (5) | C31—C32—O4—C33 | 1.7 (4) |
C19—C20—C21—C22 | 0.9 (6) | C26—C32—O4—C33 | −177.9 (3) |
C20—C21—C22—C23 | −0.3 (5) | C34—C33—O4—C32 | −5.5 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O7—H7A···O5 | 0.89 | 2.12 | 2.991 (4) | 164 |
O7—H7B···O2 | 0.88 | 2.26 | 3.070 (4) | 152 |