Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804013595/lh6225sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804013595/lh6225Isup2.hkl |
CCDC reference: 245289
Data collection: SMART (Bruker, 1997–1999); cell refinement: SMART; data reduction: SAINT (Bruker, 1997–1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997b); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997b); molecular graphics: PLATON (Spek, 2004); software used to prepare material for publication: SHELXTL (Sheldrick, 1997a).
C58H48O6 | F(000) = 3552 |
Mr = 840.96 | Dx = 1.233 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 14515 reflections |
a = 18.1209 (13) Å | θ = 2.1–25.0° |
b = 19.8137 (14) Å | µ = 0.08 mm−1 |
c = 25.2396 (17) Å | T = 198 K |
V = 9062.1 (11) Å3 | Irregular, colourless |
Z = 8 | 0.4 × 0.4 × 0.3 mm |
Bruker SMART 1000/P4 diffractometer | 10340 independent reflections |
Radiation source: fine-focus sealed tube | 5000 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.067 |
ω and φ scans | θmax = 27.5°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −23→21 |
Tmin = 0.88, Tmax = 0.98 | k = −24→25 |
60976 measured reflections | l = −32→32 |
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)] = 0.053 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.160 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0729P)2] where P = (Fo2 + 2Fc2)/3 |
10340 reflections | (Δ/σ)max < 0.001 |
577 parameters | Δρmax = 0.36 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
Experimental. Crystal decay was monitored by repeating the initial 50 frames at the end of the data collection and analyzing duplicate reflections. 1H NMR spectra (300.15 MHz) were acquired on a Bruker AC-300 spectrometer using the solvent as chemical shift standard. Electronic ionization mass spectra were acquired on a VG Instruments ZAB-IF spectrometer at a potential of 70 eV. |
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 | 0.12535 (12) | 0.14430 (11) | 0.71632 (8) | 0.0404 (5) | |
C2 | 0.19778 (12) | 0.12053 (10) | 0.72030 (7) | 0.0383 (5) | |
C3 | 0.24536 (12) | 0.14107 (10) | 0.76145 (7) | 0.0381 (5) | |
C4 | 0.21628 (12) | 0.18011 (10) | 0.80181 (8) | 0.0391 (5) | |
H4 | 0.2471 | 0.1939 | 0.8303 | 0.047* | |
C5 | 0.14216 (12) | 0.19958 (10) | 0.80125 (8) | 0.0393 (5) | |
C6 | 0.09877 (12) | 0.18285 (11) | 0.75787 (8) | 0.0418 (5) | |
H6 | 0.0492 | 0.1984 | 0.7567 | 0.050* | |
C7 | 0.32683 (12) | 0.12645 (11) | 0.75670 (8) | 0.0437 (5) | |
H7A | 0.3345 | 0.0781 | 0.7484 | 0.052* | |
H7B | 0.3518 | 0.1364 | 0.7907 | 0.052* | |
C8 | 0.35951 (11) | 0.16999 (11) | 0.71287 (8) | 0.0394 (5) | |
C9 | 0.39857 (11) | 0.14196 (10) | 0.67020 (8) | 0.0375 (5) | |
C10 | 0.42125 (11) | 0.18074 (11) | 0.62711 (8) | 0.0396 (5) | |
C11 | 0.40396 (12) | 0.24937 (12) | 0.62761 (9) | 0.0474 (6) | |
H11 | 0.4172 | 0.2766 | 0.5981 | 0.057* | |
C12 | 0.36814 (13) | 0.27841 (12) | 0.66991 (10) | 0.0534 (6) | |
H12 | 0.3589 | 0.3256 | 0.6701 | 0.064* | |
C13 | 0.34581 (12) | 0.23917 (11) | 0.71180 (9) | 0.0480 (6) | |
H13 | 0.3205 | 0.2596 | 0.7406 | 0.058* | |
C14 | 0.45963 (12) | 0.15039 (12) | 0.57919 (8) | 0.0456 (6) | |
H14A | 0.5090 | 0.1710 | 0.5749 | 0.055* | |
H14B | 0.4662 | 0.1012 | 0.5845 | 0.055* | |
C15 | 0.41395 (12) | 0.16295 (11) | 0.52992 (8) | 0.0402 (5) | |
C16 | 0.34327 (12) | 0.13594 (10) | 0.52456 (7) | 0.0390 (5) | |
C17 | 0.29328 (12) | 0.15824 (11) | 0.48572 (7) | 0.0397 (5) | |
C18 | 0.31869 (12) | 0.20448 (11) | 0.44881 (8) | 0.0433 (5) | |
H18 | 0.2864 | 0.2199 | 0.4218 | 0.052* | |
C19 | 0.39053 (12) | 0.22878 (11) | 0.45062 (8) | 0.0421 (5) | |
C20 | 0.43687 (12) | 0.20878 (11) | 0.49136 (8) | 0.0432 (5) | |
H20 | 0.4854 | 0.2267 | 0.4931 | 0.052* | |
C21 | 0.21360 (12) | 0.13619 (12) | 0.48794 (8) | 0.0452 (6) | |
H21A | 0.2111 | 0.0868 | 0.4935 | 0.054* | |
H21B | 0.1891 | 0.1468 | 0.4539 | 0.054* | |
C22 | 0.17393 (12) | 0.17203 (11) | 0.53276 (8) | 0.0416 (5) | |
C23 | 0.14164 (11) | 0.13670 (11) | 0.57523 (8) | 0.0392 (5) | |
C24 | 0.11286 (11) | 0.17062 (12) | 0.61924 (8) | 0.0423 (5) | |
C25 | 0.11551 (12) | 0.24040 (13) | 0.61963 (9) | 0.0518 (6) | |
H25 | 0.0979 | 0.2642 | 0.6498 | 0.062* | |
C26 | 0.14336 (13) | 0.27641 (13) | 0.57695 (10) | 0.0578 (7) | |
H26 | 0.1423 | 0.3243 | 0.5770 | 0.069* | |
C27 | 0.17258 (13) | 0.24170 (13) | 0.53455 (9) | 0.0522 (6) | |
H27 | 0.1924 | 0.2665 | 0.5056 | 0.063* | |
C28 | 0.07982 (12) | 0.13327 (12) | 0.66663 (8) | 0.0454 (6) | |
H28A | 0.0288 | 0.1494 | 0.6728 | 0.054* | |
H28B | 0.0775 | 0.0844 | 0.6587 | 0.054* | |
C29 | 0.11020 (14) | 0.23900 (12) | 0.84468 (10) | 0.0511 (6) | |
H29 | 0.0600 | 0.2520 | 0.8412 | 0.061* | |
O29 | 0.14175 (10) | 0.25651 (9) | 0.88449 (7) | 0.0661 (5) | |
C30 | 0.41828 (14) | 0.27670 (12) | 0.41142 (10) | 0.0557 (6) | |
H30 | 0.4678 | 0.2915 | 0.4155 | 0.067* | |
O30 | 0.38428 (11) | 0.29928 (10) | 0.37443 (7) | 0.0761 (6) | |
C31 | 0.20064 (17) | 0.01175 (12) | 0.67869 (9) | 0.0643 (7) | |
H31A | 0.2155 | −0.0079 | 0.6442 | 0.077* | |
H31B | 0.1460 | 0.0127 | 0.6796 | 0.077* | |
O31 | 0.22764 (8) | 0.08096 (8) | 0.68124 (5) | 0.0486 (4) | |
C32 | 0.22718 (13) | −0.03360 (11) | 0.72177 (8) | 0.0454 (6) | |
C33 | 0.19304 (14) | −0.03389 (13) | 0.77070 (10) | 0.0602 (7) | |
H33 | 0.1551 | −0.0021 | 0.7778 | 0.072* | |
C34 | 0.21298 (17) | −0.07943 (15) | 0.80944 (11) | 0.0687 (8) | |
H34 | 0.1897 | −0.0780 | 0.8431 | 0.082* | |
C35 | 0.26585 (17) | −0.12629 (14) | 0.79954 (12) | 0.0679 (8) | |
H35 | 0.2780 | −0.1589 | 0.8257 | 0.081* | |
C36 | 0.30102 (17) | −0.12638 (14) | 0.75252 (14) | 0.0787 (9) | |
H36 | 0.3388 | −0.1586 | 0.7459 | 0.094* | |
C37 | 0.28247 (16) | −0.07979 (14) | 0.71360 (11) | 0.0683 (8) | |
H37 | 0.3084 | −0.0799 | 0.6809 | 0.082* | |
C38 | 0.47791 (12) | 0.05703 (11) | 0.70093 (9) | 0.0471 (6) | |
H38A | 0.4707 | 0.0719 | 0.7380 | 0.056* | |
H38B | 0.5211 | 0.0813 | 0.6863 | 0.056* | |
O38 | 0.41352 (7) | 0.07286 (7) | 0.67031 (5) | 0.0393 (4) | |
C39 | 0.49172 (12) | −0.01724 (11) | 0.69951 (9) | 0.0433 (5) | |
C40 | 0.49438 (13) | −0.05461 (13) | 0.74579 (10) | 0.0570 (6) | |
H40 | 0.4843 | −0.0332 | 0.7787 | 0.068* | |
C41 | 0.51130 (16) | −0.12192 (15) | 0.74488 (13) | 0.0758 (8) | |
H41 | 0.5138 | −0.1465 | 0.7771 | 0.091* | |
C42 | 0.52457 (16) | −0.15386 (15) | 0.69815 (14) | 0.0773 (8) | |
H42 | 0.5367 | −0.2005 | 0.6978 | 0.093* | |
C43 | 0.52032 (17) | −0.11826 (15) | 0.65145 (12) | 0.0739 (8) | |
H43 | 0.5283 | −0.1404 | 0.6186 | 0.089* | |
C44 | 0.50432 (14) | −0.04994 (13) | 0.65256 (10) | 0.0594 (7) | |
H44 | 0.5021 | −0.0254 | 0.6203 | 0.071* | |
C45 | 0.35197 (15) | 0.02260 (12) | 0.55730 (10) | 0.0612 (7) | |
H45A | 0.3463 | −0.0007 | 0.5918 | 0.073* | |
H45B | 0.4054 | 0.0279 | 0.5504 | 0.073* | |
O45 | 0.31817 (9) | 0.08933 (8) | 0.56087 (5) | 0.0485 (4) | |
C46 | 0.31909 (14) | −0.02038 (12) | 0.51475 (9) | 0.0528 (6) | |
C47 | 0.3461 (2) | −0.01946 (16) | 0.46359 (12) | 0.0887 (10) | |
H47 | 0.3862 | 0.0094 | 0.4550 | 0.106* | |
C48 | 0.3153 (3) | −0.0601 (2) | 0.42455 (13) | 0.1067 (13) | |
H48 | 0.3338 | −0.0585 | 0.3893 | 0.128* | |
C49 | 0.2583 (2) | −0.10262 (18) | 0.43704 (14) | 0.0928 (11) | |
H49 | 0.2378 | −0.1309 | 0.4104 | 0.111* | |
C50 | 0.23087 (17) | −0.10472 (14) | 0.48683 (13) | 0.0767 (9) | |
H50 | 0.1911 | −0.1341 | 0.4953 | 0.092* | |
C51 | 0.26147 (15) | −0.06351 (13) | 0.52530 (10) | 0.0621 (7) | |
H51 | 0.2420 | −0.0651 | 0.5602 | 0.075* | |
C52 | 0.09104 (14) | 0.03615 (12) | 0.53682 (8) | 0.0543 (7) | |
H52A | 0.1183 | 0.0023 | 0.5156 | 0.065* | |
H52B | 0.0717 | 0.0710 | 0.5124 | 0.065* | |
O52 | 0.14037 (8) | 0.06708 (7) | 0.57492 (5) | 0.0463 (4) | |
C53 | 0.02796 (12) | 0.00261 (12) | 0.56532 (8) | 0.0441 (6) | |
C54 | 0.03062 (14) | −0.06576 (13) | 0.57469 (10) | 0.0610 (7) | |
H54 | 0.0729 | −0.0904 | 0.5637 | 0.073* | |
C55 | −0.02570 (18) | −0.09923 (17) | 0.59937 (13) | 0.0856 (10) | |
H55 | −0.0236 | −0.1468 | 0.6041 | 0.103* | |
C56 | −0.08439 (18) | −0.0637 (2) | 0.61691 (11) | 0.0821 (10) | |
H56 | −0.1230 | −0.0867 | 0.6348 | 0.099* | |
C57 | −0.09000 (17) | 0.0051 (2) | 0.60969 (12) | 0.0844 (10) | |
H57 | −0.1314 | 0.0295 | 0.6227 | 0.101* | |
C58 | −0.03214 (16) | 0.03838 (15) | 0.58225 (11) | 0.0678 (8) | |
H58 | −0.0351 | 0.0855 | 0.5757 | 0.081* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0427 (13) | 0.0409 (13) | 0.0376 (11) | −0.0092 (10) | 0.0012 (10) | 0.0047 (10) |
C2 | 0.0468 (14) | 0.0356 (12) | 0.0326 (11) | −0.0011 (10) | −0.0007 (9) | 0.0010 (9) |
C3 | 0.0455 (13) | 0.0346 (12) | 0.0342 (11) | 0.0007 (10) | −0.0026 (9) | 0.0017 (9) |
C4 | 0.0454 (14) | 0.0388 (13) | 0.0332 (11) | −0.0035 (10) | −0.0020 (9) | 0.0023 (9) |
C5 | 0.0447 (14) | 0.0357 (12) | 0.0374 (11) | −0.0060 (10) | 0.0069 (10) | 0.0039 (10) |
C6 | 0.0355 (12) | 0.0433 (14) | 0.0467 (12) | −0.0050 (10) | 0.0036 (10) | 0.0104 (10) |
C7 | 0.0484 (14) | 0.0489 (14) | 0.0336 (11) | 0.0085 (11) | −0.0082 (10) | −0.0078 (10) |
C8 | 0.0341 (12) | 0.0427 (13) | 0.0414 (11) | 0.0019 (10) | −0.0097 (9) | −0.0084 (10) |
C9 | 0.0359 (12) | 0.0361 (13) | 0.0405 (12) | −0.0004 (10) | −0.0108 (9) | −0.0075 (10) |
C10 | 0.0325 (12) | 0.0423 (13) | 0.0438 (12) | −0.0041 (10) | −0.0085 (9) | −0.0046 (10) |
C11 | 0.0431 (14) | 0.0426 (14) | 0.0564 (14) | −0.0029 (11) | −0.0031 (11) | 0.0024 (11) |
C12 | 0.0554 (16) | 0.0366 (14) | 0.0683 (16) | 0.0011 (11) | −0.0027 (13) | −0.0050 (12) |
C13 | 0.0485 (14) | 0.0425 (15) | 0.0531 (14) | 0.0031 (11) | −0.0033 (11) | −0.0132 (11) |
C14 | 0.0391 (13) | 0.0484 (14) | 0.0494 (13) | −0.0022 (11) | −0.0016 (10) | −0.0041 (11) |
C15 | 0.0402 (13) | 0.0412 (13) | 0.0391 (11) | −0.0024 (10) | 0.0003 (9) | −0.0041 (10) |
C16 | 0.0476 (14) | 0.0369 (12) | 0.0324 (11) | −0.0067 (10) | 0.0031 (9) | −0.0010 (9) |
C17 | 0.0465 (13) | 0.0401 (13) | 0.0325 (11) | −0.0096 (10) | −0.0005 (9) | −0.0019 (10) |
C18 | 0.0477 (14) | 0.0446 (14) | 0.0376 (11) | −0.0010 (11) | 0.0022 (10) | 0.0012 (10) |
C19 | 0.0455 (14) | 0.0392 (13) | 0.0418 (12) | −0.0005 (11) | 0.0118 (10) | 0.0021 (10) |
C20 | 0.0395 (13) | 0.0413 (13) | 0.0488 (13) | −0.0028 (10) | 0.0094 (10) | −0.0055 (11) |
C21 | 0.0462 (14) | 0.0505 (14) | 0.0387 (11) | −0.0141 (11) | −0.0076 (10) | 0.0048 (10) |
C22 | 0.0370 (12) | 0.0475 (14) | 0.0402 (12) | −0.0101 (11) | −0.0085 (9) | 0.0085 (10) |
C23 | 0.0342 (12) | 0.0442 (14) | 0.0391 (12) | −0.0092 (10) | −0.0114 (9) | 0.0082 (10) |
C24 | 0.0314 (12) | 0.0527 (15) | 0.0428 (12) | −0.0076 (10) | −0.0062 (9) | 0.0093 (11) |
C25 | 0.0427 (14) | 0.0548 (17) | 0.0579 (15) | 0.0001 (12) | 0.0044 (11) | 0.0022 (12) |
C26 | 0.0561 (16) | 0.0431 (15) | 0.0742 (17) | 0.0024 (12) | 0.0064 (13) | 0.0125 (13) |
C27 | 0.0510 (15) | 0.0533 (16) | 0.0522 (14) | −0.0060 (12) | 0.0042 (12) | 0.0144 (12) |
C28 | 0.0371 (13) | 0.0570 (15) | 0.0420 (12) | −0.0086 (11) | −0.0047 (10) | 0.0075 (11) |
C29 | 0.0504 (15) | 0.0503 (15) | 0.0527 (14) | −0.0043 (12) | 0.0106 (12) | −0.0001 (12) |
O29 | 0.0767 (13) | 0.0675 (13) | 0.0541 (10) | 0.0026 (10) | 0.0094 (9) | −0.0126 (9) |
C30 | 0.0499 (16) | 0.0524 (16) | 0.0647 (16) | 0.0034 (12) | 0.0155 (13) | 0.0101 (13) |
O30 | 0.0742 (13) | 0.0812 (14) | 0.0728 (12) | 0.0039 (11) | 0.0104 (10) | 0.0313 (11) |
C31 | 0.098 (2) | 0.0419 (15) | 0.0528 (14) | 0.0060 (14) | −0.0262 (14) | −0.0112 (12) |
O31 | 0.0619 (11) | 0.0455 (10) | 0.0385 (8) | 0.0051 (8) | −0.0078 (7) | −0.0062 (7) |
C32 | 0.0517 (15) | 0.0403 (13) | 0.0441 (13) | 0.0025 (11) | −0.0098 (11) | −0.0032 (10) |
C33 | 0.0511 (16) | 0.0608 (17) | 0.0688 (17) | 0.0099 (13) | −0.0010 (13) | −0.0002 (14) |
C34 | 0.077 (2) | 0.0676 (19) | 0.0611 (17) | −0.0085 (17) | −0.0007 (15) | 0.0074 (15) |
C35 | 0.069 (2) | 0.0555 (18) | 0.079 (2) | −0.0095 (15) | −0.0217 (16) | 0.0170 (15) |
C36 | 0.0649 (19) | 0.0579 (19) | 0.113 (2) | 0.0219 (15) | −0.0036 (18) | 0.0170 (18) |
C37 | 0.076 (2) | 0.0588 (18) | 0.0695 (17) | 0.0138 (15) | 0.0177 (14) | 0.0009 (14) |
C38 | 0.0404 (13) | 0.0485 (14) | 0.0523 (13) | 0.0069 (11) | −0.0121 (10) | −0.0097 (11) |
O38 | 0.0387 (8) | 0.0376 (9) | 0.0416 (8) | 0.0044 (7) | −0.0104 (6) | −0.0073 (6) |
C39 | 0.0383 (13) | 0.0433 (14) | 0.0481 (13) | 0.0053 (10) | −0.0085 (10) | −0.0049 (11) |
C40 | 0.0536 (16) | 0.0610 (17) | 0.0563 (15) | 0.0056 (13) | 0.0009 (12) | 0.0053 (13) |
C41 | 0.076 (2) | 0.064 (2) | 0.088 (2) | 0.0033 (16) | −0.0081 (17) | 0.0254 (18) |
C42 | 0.068 (2) | 0.0484 (17) | 0.116 (3) | 0.0100 (15) | −0.0113 (18) | 0.0000 (19) |
C43 | 0.084 (2) | 0.0627 (19) | 0.0746 (19) | 0.0194 (16) | −0.0066 (16) | −0.0204 (16) |
C44 | 0.0737 (19) | 0.0489 (16) | 0.0554 (15) | 0.0175 (13) | −0.0102 (13) | −0.0045 (12) |
C45 | 0.0768 (19) | 0.0448 (15) | 0.0620 (15) | −0.0121 (14) | −0.0210 (14) | 0.0084 (12) |
O45 | 0.0616 (10) | 0.0441 (10) | 0.0398 (8) | −0.0140 (8) | −0.0063 (7) | 0.0066 (7) |
C46 | 0.0667 (17) | 0.0404 (14) | 0.0513 (14) | −0.0019 (13) | −0.0131 (12) | 0.0061 (11) |
C47 | 0.121 (3) | 0.075 (2) | 0.071 (2) | −0.011 (2) | 0.0152 (18) | −0.0011 (17) |
C48 | 0.173 (4) | 0.093 (3) | 0.0547 (19) | 0.011 (3) | 0.009 (2) | −0.0170 (19) |
C49 | 0.123 (3) | 0.077 (2) | 0.079 (2) | 0.015 (2) | −0.028 (2) | −0.0315 (19) |
C50 | 0.076 (2) | 0.067 (2) | 0.087 (2) | −0.0019 (16) | −0.0095 (17) | −0.0323 (17) |
C51 | 0.0699 (19) | 0.0556 (17) | 0.0608 (16) | −0.0034 (14) | −0.0054 (13) | −0.0121 (13) |
C52 | 0.0632 (17) | 0.0603 (16) | 0.0393 (12) | −0.0296 (13) | −0.0124 (11) | 0.0039 (11) |
O52 | 0.0549 (10) | 0.0454 (10) | 0.0387 (8) | −0.0202 (8) | −0.0161 (7) | 0.0043 (7) |
C53 | 0.0455 (14) | 0.0502 (15) | 0.0368 (11) | −0.0123 (12) | −0.0136 (10) | 0.0008 (10) |
C54 | 0.0506 (16) | 0.0590 (17) | 0.0735 (17) | −0.0101 (13) | −0.0084 (13) | 0.0212 (14) |
C55 | 0.071 (2) | 0.085 (2) | 0.100 (2) | −0.0185 (19) | −0.0090 (19) | 0.0452 (19) |
C56 | 0.060 (2) | 0.130 (3) | 0.0564 (17) | −0.025 (2) | −0.0014 (14) | 0.015 (2) |
C57 | 0.0464 (18) | 0.138 (3) | 0.0686 (19) | 0.008 (2) | −0.0082 (14) | −0.042 (2) |
C58 | 0.0595 (19) | 0.0681 (19) | 0.0759 (18) | −0.0007 (15) | −0.0199 (15) | −0.0220 (15) |
C1—C6 | 1.384 (3) | C31—O31 | 1.457 (3) |
C1—C2 | 1.398 (3) | C31—C32 | 1.490 (3) |
C1—C28 | 1.517 (3) | C31—H31A | 0.9900 |
C2—O31 | 1.371 (2) | C31—H31B | 0.9900 |
C2—C3 | 1.410 (3) | C32—C37 | 1.372 (3) |
C3—C4 | 1.383 (3) | C32—C33 | 1.381 (3) |
C3—C7 | 1.509 (3) | C33—C34 | 1.379 (4) |
C4—C5 | 1.397 (3) | C33—H33 | 0.9500 |
C4—H4 | 0.9500 | C34—C35 | 1.357 (4) |
C5—C6 | 1.388 (3) | C34—H34 | 0.9500 |
C5—C29 | 1.465 (3) | C35—C36 | 1.347 (4) |
C6—H6 | 0.9500 | C35—H35 | 0.9500 |
C7—C8 | 1.523 (3) | C36—C37 | 1.390 (4) |
C7—H7A | 0.9900 | C36—H36 | 0.9500 |
C7—H7B | 0.9900 | C37—H37 | 0.9500 |
C8—C13 | 1.393 (3) | C38—O38 | 1.434 (2) |
C8—C9 | 1.403 (3) | C38—C39 | 1.493 (3) |
C9—C10 | 1.394 (3) | C38—H38A | 0.9900 |
C9—O38 | 1.396 (2) | C38—H38B | 0.9900 |
C10—C11 | 1.395 (3) | C39—C44 | 1.370 (3) |
C10—C14 | 1.519 (3) | C39—C40 | 1.384 (3) |
C11—C12 | 1.376 (3) | C40—C41 | 1.369 (4) |
C11—H11 | 0.9500 | C40—H40 | 0.9500 |
C12—C13 | 1.373 (3) | C41—C42 | 1.360 (4) |
C12—H12 | 0.9500 | C41—H41 | 0.9500 |
C13—H13 | 0.9500 | C42—C43 | 1.376 (4) |
C14—C15 | 1.515 (3) | C42—H42 | 0.9500 |
C14—H14A | 0.9900 | C43—C44 | 1.385 (3) |
C14—H14B | 0.9900 | C43—H43 | 0.9500 |
C15—C20 | 1.394 (3) | C44—H44 | 0.9500 |
C15—C16 | 1.395 (3) | C45—O45 | 1.460 (3) |
C16—O45 | 1.378 (2) | C45—C46 | 1.495 (3) |
C16—C17 | 1.406 (3) | C45—H45A | 0.9900 |
C17—C18 | 1.385 (3) | C45—H45B | 0.9900 |
C17—C21 | 1.509 (3) | C46—C51 | 1.375 (3) |
C18—C19 | 1.389 (3) | C46—C47 | 1.381 (4) |
C18—H18 | 0.9500 | C47—C48 | 1.389 (5) |
C19—C20 | 1.385 (3) | C47—H47 | 0.9500 |
C19—C30 | 1.461 (3) | C48—C49 | 1.370 (5) |
C20—H20 | 0.9500 | C48—H48 | 0.9500 |
C21—C22 | 1.517 (3) | C49—C50 | 1.352 (4) |
C21—H21A | 0.9900 | C49—H49 | 0.9500 |
C21—H21B | 0.9900 | C50—C51 | 1.385 (3) |
C22—C27 | 1.381 (3) | C50—H50 | 0.9500 |
C22—C23 | 1.408 (3) | C51—H51 | 0.9500 |
C23—O52 | 1.380 (2) | C52—O52 | 1.449 (2) |
C23—C24 | 1.399 (3) | C52—C53 | 1.505 (3) |
C24—C25 | 1.383 (3) | C52—H52A | 0.9900 |
C24—C28 | 1.529 (3) | C52—H52B | 0.9900 |
C25—C26 | 1.387 (3) | C53—C58 | 1.368 (3) |
C25—H25 | 0.9500 | C53—C54 | 1.376 (3) |
C26—C27 | 1.378 (3) | C54—C55 | 1.367 (4) |
C26—H26 | 0.9500 | C54—H54 | 0.9500 |
C27—H27 | 0.9500 | C55—C56 | 1.350 (4) |
C28—H28A | 0.9900 | C55—H55 | 0.9500 |
C28—H28B | 0.9900 | C56—C57 | 1.378 (5) |
C29—O29 | 1.207 (3) | C56—H56 | 0.9500 |
C29—H29 | 0.9500 | C57—C58 | 1.419 (4) |
C30—O30 | 1.205 (3) | C57—H57 | 0.9500 |
C30—H30 | 0.9500 | C58—H58 | 0.9500 |
C6—C1—C2 | 117.28 (19) | C19—C30—H30 | 116.9 |
C6—C1—C28 | 121.1 (2) | O31—C31—C32 | 115.26 (19) |
C2—C1—C28 | 121.42 (19) | O31—C31—H31A | 108.5 |
O31—C2—C1 | 120.77 (18) | C32—C31—H31A | 108.5 |
O31—C2—C3 | 116.96 (19) | O31—C31—H31B | 108.5 |
C1—C2—C3 | 121.98 (19) | C32—C31—H31B | 108.5 |
C4—C3—C2 | 118.1 (2) | H31A—C31—H31B | 107.5 |
C4—C3—C7 | 122.58 (18) | C2—O31—C31 | 115.93 (18) |
C2—C3—C7 | 118.97 (18) | C37—C32—C33 | 117.3 (2) |
C3—C4—C5 | 120.86 (19) | C37—C32—C31 | 121.9 (2) |
C3—C4—H4 | 119.6 | C33—C32—C31 | 120.7 (2) |
C5—C4—H4 | 119.6 | C34—C33—C32 | 121.3 (2) |
C6—C5—C4 | 119.11 (19) | C34—C33—H33 | 119.4 |
C6—C5—C29 | 119.6 (2) | C32—C33—H33 | 119.4 |
C4—C5—C29 | 121.3 (2) | C35—C34—C33 | 120.1 (3) |
C1—C6—C5 | 122.2 (2) | C35—C34—H34 | 119.9 |
C1—C6—H6 | 118.9 | C33—C34—H34 | 119.9 |
C5—C6—H6 | 118.9 | C36—C35—C34 | 119.8 (3) |
C3—C7—C8 | 109.23 (17) | C36—C35—H35 | 120.1 |
C3—C7—H7A | 109.8 | C34—C35—H35 | 120.1 |
C8—C7—H7A | 109.8 | C35—C36—C37 | 120.5 (3) |
C3—C7—H7B | 109.8 | C35—C36—H36 | 119.8 |
C8—C7—H7B | 109.8 | C37—C36—H36 | 119.7 |
H7A—C7—H7B | 108.3 | C32—C37—C36 | 120.9 (3) |
C13—C8—C9 | 117.7 (2) | C32—C37—H37 | 119.6 |
C13—C8—C7 | 120.14 (19) | C36—C37—H37 | 119.6 |
C9—C8—C7 | 121.97 (19) | O38—C38—C39 | 109.80 (17) |
C10—C9—O38 | 119.02 (18) | O38—C38—H38A | 109.7 |
C10—C9—C8 | 122.0 (2) | C39—C38—H38A | 109.7 |
O38—C9—C8 | 118.99 (18) | O38—C38—H38B | 109.7 |
C9—C10—C11 | 117.6 (2) | C39—C38—H38B | 109.7 |
C9—C10—C14 | 122.55 (19) | H38A—C38—H38B | 108.2 |
C11—C10—C14 | 119.7 (2) | C9—O38—C38 | 111.93 (15) |
C12—C11—C10 | 121.4 (2) | C44—C39—C40 | 118.1 (2) |
C12—C11—H11 | 119.3 | C44—C39—C38 | 121.0 (2) |
C10—C11—H11 | 119.3 | C40—C39—C38 | 120.9 (2) |
C13—C12—C11 | 120.0 (2) | C41—C40—C39 | 121.0 (3) |
C13—C12—H12 | 120.0 | C41—C40—H40 | 119.5 |
C11—C12—H12 | 120.0 | C39—C40—H40 | 119.5 |
C12—C13—C8 | 121.3 (2) | C42—C41—C40 | 120.5 (3) |
C12—C13—H13 | 119.4 | C42—C41—H41 | 119.8 |
C8—C13—H13 | 119.4 | C40—C41—H41 | 119.8 |
C15—C14—C10 | 109.78 (17) | C41—C42—C43 | 119.6 (3) |
C15—C14—H14A | 109.7 | C41—C42—H42 | 120.2 |
C10—C14—H14A | 109.7 | C43—C42—H42 | 120.2 |
C15—C14—H14B | 109.7 | C42—C43—C44 | 119.7 (3) |
C10—C14—H14B | 109.7 | C42—C43—H43 | 120.1 |
H14A—C14—H14B | 108.2 | C44—C43—H43 | 120.1 |
C20—C15—C16 | 117.12 (19) | C39—C44—C43 | 121.0 (2) |
C20—C15—C14 | 121.15 (19) | C39—C44—H44 | 119.5 |
C16—C15—C14 | 121.23 (19) | C43—C44—H44 | 119.5 |
O45—C16—C15 | 119.72 (18) | O45—C45—C46 | 113.15 (19) |
O45—C16—C17 | 117.48 (18) | O45—C45—H45A | 108.9 |
C15—C16—C17 | 122.60 (19) | C46—C45—H45A | 108.9 |
C18—C17—C16 | 117.5 (2) | O45—C45—H45B | 108.9 |
C18—C17—C21 | 122.30 (19) | C46—C45—H45B | 108.9 |
C16—C17—C21 | 119.96 (18) | H45A—C45—H45B | 107.8 |
C17—C18—C19 | 121.2 (2) | C16—O45—C45 | 115.29 (18) |
C17—C18—H18 | 119.4 | C51—C46—C47 | 117.3 (2) |
C19—C18—H18 | 119.4 | C51—C46—C45 | 121.2 (2) |
C20—C19—C18 | 119.56 (19) | C47—C46—C45 | 121.5 (3) |
C20—C19—C30 | 118.7 (2) | C46—C47—C48 | 120.9 (3) |
C18—C19—C30 | 121.7 (2) | C46—C47—H47 | 119.6 |
C19—C20—C15 | 121.6 (2) | C48—C47—H47 | 119.6 |
C19—C20—H20 | 119.2 | C49—C48—C47 | 119.7 (3) |
C15—C20—H20 | 119.2 | C49—C48—H48 | 120.1 |
C17—C21—C22 | 110.21 (17) | C47—C48—H48 | 120.1 |
C17—C21—H21A | 109.6 | C50—C49—C48 | 120.7 (3) |
C22—C21—H21A | 109.6 | C50—C49—H49 | 119.7 |
C17—C21—H21B | 109.6 | C48—C49—H49 | 119.7 |
C22—C21—H21B | 109.6 | C49—C50—C51 | 119.1 (3) |
H21A—C21—H21B | 108.1 | C49—C50—H50 | 120.5 |
C27—C22—C23 | 117.7 (2) | C51—C50—H50 | 120.5 |
C27—C22—C21 | 120.04 (19) | C46—C51—C50 | 122.3 (3) |
C23—C22—C21 | 122.1 (2) | C46—C51—H51 | 118.8 |
O52—C23—C24 | 118.60 (18) | C50—C51—H51 | 118.8 |
O52—C23—C22 | 120.0 (2) | O52—C52—C53 | 109.76 (16) |
C24—C23—C22 | 121.4 (2) | O52—C52—H52A | 109.7 |
C25—C24—C23 | 118.2 (2) | C53—C52—H52A | 109.7 |
C25—C24—C28 | 119.5 (2) | O52—C52—H52B | 109.7 |
C23—C24—C28 | 122.3 (2) | C53—C52—H52B | 109.7 |
C24—C25—C26 | 121.4 (2) | H52A—C52—H52B | 108.2 |
C24—C25—H25 | 119.3 | C23—O52—C52 | 115.91 (16) |
C26—C25—H25 | 119.3 | C58—C53—C54 | 119.0 (2) |
C27—C26—C25 | 119.1 (2) | C58—C53—C52 | 121.7 (2) |
C27—C26—H26 | 120.5 | C54—C53—C52 | 119.4 (2) |
C25—C26—H26 | 120.5 | C55—C54—C53 | 122.0 (3) |
C26—C27—C22 | 122.1 (2) | C55—C54—H54 | 119.0 |
C26—C27—H27 | 119.0 | C53—C54—H54 | 119.0 |
C22—C27—H27 | 119.0 | C56—C55—C54 | 118.9 (3) |
C1—C28—C24 | 111.34 (17) | C56—C55—H55 | 120.5 |
C1—C28—H28A | 109.4 | C54—C55—H55 | 120.5 |
C24—C28—H28A | 109.4 | C55—C56—C57 | 122.1 (3) |
C1—C28—H28B | 109.4 | C55—C56—H56 | 119.0 |
C24—C28—H28B | 109.4 | C57—C56—H56 | 119.0 |
H28A—C28—H28B | 108.0 | C56—C57—C58 | 118.0 (3) |
O29—C29—C5 | 126.1 (2) | C56—C57—H57 | 121.0 |
O29—C29—H29 | 117.0 | C58—C57—H57 | 121.0 |
C5—C29—H29 | 117.0 | C53—C58—C57 | 120.0 (3) |
O30—C30—C19 | 126.2 (2) | C53—C58—H58 | 120.0 |
O30—C30—H30 | 116.9 | C57—C58—H58 | 120.0 |