Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806010634/nc2006sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806010634/nc2006Isup2.hkl |
CCDC reference: 605250
Data collection: Bruker SMART (Bruker 1997); cell refinement: Bruker SAINT (Bruker 1997); data reduction: Bruker SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Bruker SHELXTL (Bruker 1997); software used to prepare material for publication: Bruker SHELXTL (Bruker 1997).
C40H36O5 | Z = 2 |
Mr = 596.69 | F(000) = 630 |
Triclinic, P1 | Dx = 1.257 Mg m−3 |
Hall symbol: -P 1 | Melting point: 373(375) K |
a = 9.941 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 11.551 (2) Å | Cell parameters from 2907 reflections |
c = 15.240 (3) Å | θ = 2.5–25.7° |
α = 68.271 (3)° | µ = 0.08 mm−1 |
β = 89.203 (3)° | T = 273 K |
γ = 76.337 (3)° | Plate, white |
V = 1574.4 (5) Å3 | 0.64 × 0.26 × 0.10 mm |
Bruker SMART CCD area-detector diffractometer | 6997 independent reflections |
Radiation source: fine-focus sealed tube | 4245 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
φ and ω scans | θmax = 27.5°, θmin = 2.5° |
Absorption correction: multi-scan SADABS Sheldrick, 1996) | h = −12→12 |
Tmin = 0.950, Tmax = 0.992 | k = −11→15 |
10262 measured reflections | l = −15→19 |
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)] = 0.043 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.110 | w = 1/[σ2(Fo2) + (0.047P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.94 | (Δ/σ)max = 0.001 |
6997 reflections | Δρmax = 0.27 e Å−3 |
535 parameters | Δρmin = −0.18 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0115 (13) |
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 | −0.34866 (16) | 0.09460 (15) | 0.46923 (12) | 0.0481 (4) | |
C2 | −0.24385 (16) | 0.05860 (15) | 0.41606 (11) | 0.0471 (4) | |
C3 | −0.26564 (14) | 0.09240 (13) | 0.31941 (10) | 0.0422 (4) | |
C4 | −0.39734 (16) | 0.16361 (15) | 0.27701 (11) | 0.0494 (4) | |
C5 | −0.50255 (17) | 0.20094 (15) | 0.32809 (11) | 0.0511 (4) | |
C6 | −0.47772 (15) | 0.16676 (13) | 0.42486 (11) | 0.0451 (4) | |
C7 | 0.14996 (16) | −0.23763 (14) | 0.28321 (11) | 0.0470 (4) | |
C8 | 0.22605 (18) | −0.26549 (16) | 0.36629 (14) | 0.0682 (5) | |
H36 | 0.2104 | −0.2054 | 0.3948 | 0.082* | |
C9 | 0.3256 (2) | −0.38070 (19) | 0.40893 (18) | 0.0816 (6) | |
C10 | 0.3517 (3) | −0.4679 (2) | 0.3674 (2) | 0.1000 (8) | |
C11 | 0.2788 (3) | −0.4425 (2) | 0.2863 (2) | 0.1277 (11) | |
H10 | 0.2969 | −0.5023 | 0.2575 | 0.153* | |
C12 | 0.1768 (3) | −0.32873 (18) | 0.24420 (15) | 0.0940 (7) | |
H11 | 0.1263 | −0.3146 | 0.1887 | 0.113* | |
C13 | 0.10295 (14) | 0.23844 (13) | 0.09861 (10) | 0.0398 (3) | |
C14 | 0.07281 (15) | 0.31218 (14) | 0.00253 (10) | 0.0428 (4) | |
C15 | 0.13144 (16) | 0.41279 (15) | −0.04352 (11) | 0.0473 (4) | |
C16 | 0.22363 (15) | 0.44304 (13) | 0.00617 (11) | 0.0443 (4) | |
C17 | 0.25936 (17) | 0.36950 (15) | 0.10036 (12) | 0.0523 (4) | |
C18 | 0.19959 (17) | 0.26783 (16) | 0.14567 (12) | 0.0523 (4) | |
C19 | 0.36173 (14) | −0.07958 (13) | 0.12305 (10) | 0.0402 (3) | |
C20 | 0.44598 (16) | −0.06538 (17) | 0.18799 (12) | 0.0520 (4) | |
C21 | 0.58903 (17) | −0.10766 (19) | 0.19127 (13) | 0.0622 (5) | |
C22 | 0.64896 (18) | −0.16648 (17) | 0.13176 (14) | 0.0623 (5) | |
C23 | 0.56628 (18) | −0.18117 (18) | 0.06677 (15) | 0.0640 (5) | |
C24 | 0.42423 (17) | −0.13686 (16) | 0.06194 (13) | 0.0544 (4) | |
C25 | −0.05241 (18) | 0.29738 (15) | 0.32414 (11) | 0.0534 (4) | |
C26 | −0.1822 (2) | 0.38123 (16) | 0.29175 (13) | 0.0644 (5) | |
H24 | −0.2419 | 0.3657 | 0.2534 | 0.077* | |
C27 | −0.2239 (3) | 0.4878 (2) | 0.31585 (19) | 0.0885 (7) | |
C28 | −0.1349 (4) | 0.5128 (3) | 0.3694 (2) | 0.1263 (11) | |
C29 | −0.0040 (4) | 0.4338 (3) | 0.4004 (3) | 0.1392 (12) | |
C30 | 0.0369 (3) | 0.3239 (3) | 0.37931 (19) | 0.0963 (7) | |
C31 | −0.07079 (14) | 0.16476 (14) | 0.21980 (10) | 0.0410 (3) | |
C32 | 0.02788 (14) | 0.13392 (13) | 0.14757 (10) | 0.0395 (3) | |
C33 | 0.12590 (14) | −0.00222 (13) | 0.18932 (10) | 0.0385 (3) | |
C34 | 0.04486 (14) | −0.10833 (13) | 0.23436 (10) | 0.0413 (3) | |
C35 | −0.05336 (16) | −0.07336 (15) | 0.30451 (11) | 0.0450 (4) | |
C36 | −0.15285 (14) | 0.05939 (14) | 0.25821 (11) | 0.0421 (4) | |
C37 | 0.20863 (14) | −0.03208 (13) | 0.11231 (10) | 0.0415 (3) | |
C38 | 0.00019 (16) | 0.18020 (14) | 0.30123 (10) | 0.0450 (4) | |
C39 | −0.5734 (2) | 0.1784 (2) | 0.56726 (14) | 0.0658 (5) | |
C40 | 0.3335 (3) | 0.6054 (2) | 0.00703 (18) | 0.0727 (6) | |
H1 | −0.3344 (16) | 0.0689 (14) | 0.5348 (12) | 0.062 (5)* | |
H2 | −0.1571 (16) | 0.0071 (13) | 0.4505 (10) | 0.047 (4)* | |
H3 | −0.4157 (14) | 0.1865 (13) | 0.2100 (11) | 0.050 (4)* | |
H4 | −0.5963 (17) | 0.2498 (15) | 0.2974 (11) | 0.064 (5)* | |
H5 | −0.5450 (19) | 0.084 (2) | 0.6028 (14) | 0.087 (6)* | |
H7 | −0.499 (2) | 0.2105 (19) | 0.5812 (14) | 0.097 (7)* | |
H8 | −0.1067 (15) | −0.1408 (14) | 0.3262 (10) | 0.057 (4)* | |
H9 | 0.376 (2) | −0.394 (2) | 0.4706 (17) | 0.117 (8)* | |
H12 | −0.022 (2) | −0.081 (2) | 0.1088 (15) | 0.100 (8)* | |
H13 | 0.0076 (15) | 0.2913 (13) | −0.0317 (10) | 0.047 (4)* | |
H14 | 0.1060 (16) | 0.4624 (15) | −0.1075 (12) | 0.062 (5)* | |
H15 | 0.3243 (17) | 0.3866 (15) | 0.1367 (11) | 0.063 (5)* | |
H16 | 0.2272 (17) | 0.2211 (15) | 0.2099 (12) | 0.066 (5)* | |
H17 | 0.360 (2) | 0.679 (2) | −0.0396 (15) | 0.103 (7)* | |
H18 | 0.271 (2) | 0.6265 (18) | 0.0529 (15) | 0.096 (7)* | |
H19 | 0.421 (2) | 0.5467 (19) | 0.0500 (15) | 0.097 (7)* | |
H20 | 0.134 (3) | 0.260 (2) | 0.4022 (16) | 0.121 (8)* | |
H21 | 0.068 (3) | 0.447 (3) | 0.438 (2) | 0.160 (12)* | |
H22 | −0.167 (3) | 0.593 (3) | 0.3831 (18) | 0.147 (10)* | |
H23 | −0.313 (2) | 0.5380 (19) | 0.2930 (14) | 0.093 (7)* | |
H25 | 0.4029 (16) | −0.0224 (15) | 0.2306 (11) | 0.064 (5)* | |
H26 | 0.6471 (19) | −0.0989 (17) | 0.2354 (13) | 0.082 (6)* | |
H27 | 0.7487 (17) | −0.1939 (14) | 0.1334 (11) | 0.062 (5)* | |
H28 | 0.6064 (18) | −0.2190 (16) | 0.0212 (12) | 0.078 (6)* | |
H29 | 0.3587 (16) | −0.1393 (14) | 0.0149 (11) | 0.062 (5)* | |
H30 | −0.0338 (13) | 0.1311 (11) | 0.0982 (9) | 0.033 (3)* | |
H31 | −0.1376 (14) | 0.2451 (13) | 0.1849 (9) | 0.039 (4)* | |
H32 | −0.2011 (14) | 0.0618 (12) | 0.2002 (10) | 0.039 (4)* | |
H33 | 0.424 (3) | −0.545 (3) | 0.3968 (18) | 0.135 (9)* | |
H34 | 0.1895 (12) | −0.0070 (11) | 0.2389 (9) | 0.028 (3)* | |
H35 | 0.0038 (15) | −0.0795 (13) | 0.3628 (11) | 0.055 (4)* | |
H6 | −0.671 (2) | 0.2189 (18) | 0.5834 (14) | 0.096 (6)* | |
O1 | −0.04260 (11) | −0.11594 (11) | 0.16456 (9) | 0.0562 (3) | |
O2 | 0.10076 (11) | 0.09778 (10) | 0.34853 (7) | 0.0578 (3) | |
O3 | −0.58971 (11) | 0.20904 (10) | 0.46834 (8) | 0.0616 (3) | |
O4 | 0.27689 (12) | 0.54609 (10) | −0.04458 (8) | 0.0614 (3) | |
O5 | 0.14474 (11) | −0.02025 (11) | 0.04003 (8) | 0.0610 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0511 (10) | 0.0533 (9) | 0.0363 (9) | −0.0151 (8) | 0.0031 (7) | −0.0114 (7) |
C2 | 0.0381 (8) | 0.0520 (9) | 0.0423 (9) | −0.0079 (7) | −0.0014 (7) | −0.0098 (7) |
C3 | 0.0376 (8) | 0.0447 (8) | 0.0393 (8) | −0.0117 (7) | 0.0037 (6) | −0.0093 (7) |
C4 | 0.0457 (9) | 0.0551 (9) | 0.0357 (9) | −0.0059 (7) | −0.0004 (7) | −0.0080 (7) |
C5 | 0.0402 (9) | 0.0535 (9) | 0.0469 (10) | −0.0015 (7) | −0.0005 (7) | −0.0107 (8) |
C6 | 0.0441 (9) | 0.0420 (8) | 0.0454 (9) | −0.0106 (7) | 0.0095 (7) | −0.0126 (7) |
C7 | 0.0509 (9) | 0.0399 (8) | 0.0504 (10) | −0.0159 (7) | 0.0098 (8) | −0.0146 (7) |
C8 | 0.0634 (11) | 0.0520 (10) | 0.0831 (14) | −0.0036 (9) | −0.0173 (10) | −0.0243 (10) |
C9 | 0.0708 (13) | 0.0563 (12) | 0.0968 (18) | −0.0041 (10) | −0.0202 (12) | −0.0116 (12) |
C10 | 0.107 (2) | 0.0512 (13) | 0.110 (2) | 0.0086 (13) | 0.0059 (16) | −0.0125 (14) |
C11 | 0.190 (3) | 0.0620 (14) | 0.112 (2) | 0.0266 (17) | −0.020 (2) | −0.0453 (15) |
C12 | 0.146 (2) | 0.0575 (12) | 0.0695 (14) | 0.0022 (13) | −0.0113 (14) | −0.0293 (11) |
C13 | 0.0356 (8) | 0.0418 (8) | 0.0371 (8) | −0.0081 (6) | 0.0028 (6) | −0.0105 (7) |
C14 | 0.0414 (8) | 0.0481 (9) | 0.0366 (8) | −0.0105 (7) | 0.0011 (7) | −0.0137 (7) |
C15 | 0.0510 (9) | 0.0481 (9) | 0.0340 (9) | −0.0098 (7) | 0.0030 (7) | −0.0071 (7) |
C16 | 0.0448 (8) | 0.0385 (8) | 0.0446 (9) | −0.0104 (7) | 0.0092 (7) | −0.0104 (7) |
C17 | 0.0562 (10) | 0.0561 (10) | 0.0443 (10) | −0.0239 (8) | −0.0014 (8) | −0.0122 (8) |
C18 | 0.0560 (10) | 0.0568 (10) | 0.0382 (9) | −0.0234 (8) | −0.0047 (8) | −0.0051 (8) |
C19 | 0.0374 (8) | 0.0418 (8) | 0.0410 (8) | −0.0125 (6) | 0.0050 (6) | −0.0136 (7) |
C20 | 0.0399 (9) | 0.0713 (11) | 0.0498 (10) | −0.0146 (8) | 0.0040 (7) | −0.0281 (9) |
C21 | 0.0414 (10) | 0.0877 (13) | 0.0602 (12) | −0.0190 (9) | 0.0001 (8) | −0.0288 (10) |
C22 | 0.0370 (9) | 0.0712 (12) | 0.0737 (13) | −0.0082 (9) | 0.0082 (9) | −0.0250 (10) |
C23 | 0.0505 (11) | 0.0697 (12) | 0.0805 (14) | −0.0089 (9) | 0.0128 (10) | −0.0420 (11) |
C24 | 0.0471 (10) | 0.0602 (10) | 0.0640 (11) | −0.0136 (8) | 0.0029 (8) | −0.0324 (9) |
C25 | 0.0614 (11) | 0.0525 (9) | 0.0486 (10) | −0.0173 (8) | 0.0114 (8) | −0.0198 (8) |
C26 | 0.0730 (12) | 0.0537 (10) | 0.0622 (12) | −0.0111 (9) | 0.0134 (10) | −0.0201 (9) |
C27 | 0.0984 (19) | 0.0675 (14) | 0.0920 (18) | −0.0023 (14) | 0.0200 (15) | −0.0332 (13) |
C28 | 0.144 (3) | 0.107 (2) | 0.155 (3) | −0.011 (2) | 0.013 (2) | −0.092 (2) |
C29 | 0.137 (3) | 0.149 (3) | 0.180 (3) | −0.021 (2) | −0.007 (2) | −0.125 (3) |
C30 | 0.0937 (17) | 0.1073 (18) | 0.113 (2) | −0.0157 (15) | −0.0022 (15) | −0.0756 (16) |
C31 | 0.0367 (8) | 0.0392 (8) | 0.0372 (8) | −0.0051 (7) | 0.0001 (6) | −0.0058 (7) |
C32 | 0.0345 (7) | 0.0459 (8) | 0.0332 (8) | −0.0103 (6) | −0.0020 (6) | −0.0090 (7) |
C33 | 0.0341 (7) | 0.0436 (8) | 0.0348 (8) | −0.0104 (6) | −0.0010 (6) | −0.0109 (7) |
C34 | 0.0383 (8) | 0.0464 (8) | 0.0405 (8) | −0.0147 (7) | 0.0018 (6) | −0.0151 (7) |
C35 | 0.0421 (9) | 0.0450 (9) | 0.0434 (9) | −0.0132 (7) | 0.0060 (7) | −0.0105 (7) |
C36 | 0.0366 (8) | 0.0477 (8) | 0.0370 (8) | −0.0105 (7) | 0.0015 (7) | −0.0104 (7) |
C37 | 0.0400 (8) | 0.0455 (8) | 0.0381 (8) | −0.0143 (7) | 0.0013 (7) | −0.0125 (7) |
C38 | 0.0448 (9) | 0.0474 (9) | 0.0384 (8) | −0.0149 (7) | 0.0054 (7) | −0.0092 (7) |
C39 | 0.0749 (14) | 0.0721 (14) | 0.0568 (12) | −0.0236 (12) | 0.0207 (10) | −0.0289 (11) |
C40 | 0.0885 (16) | 0.0647 (13) | 0.0732 (14) | −0.0403 (13) | 0.0128 (13) | −0.0228 (12) |
O1 | 0.0517 (7) | 0.0737 (8) | 0.0506 (8) | −0.0291 (6) | 0.0007 (6) | −0.0236 (6) |
O2 | 0.0564 (7) | 0.0594 (7) | 0.0487 (7) | −0.0049 (6) | −0.0118 (6) | −0.0157 (6) |
O3 | 0.0589 (7) | 0.0629 (7) | 0.0543 (7) | −0.0044 (6) | 0.0146 (6) | −0.0191 (6) |
O4 | 0.0772 (8) | 0.0522 (6) | 0.0535 (7) | −0.0315 (6) | 0.0086 (6) | −0.0092 (6) |
O5 | 0.0449 (6) | 0.0958 (9) | 0.0462 (7) | −0.0157 (6) | −0.0014 (5) | −0.0321 (6) |
C1—C6 | 1.378 (2) | C22—C23 | 1.378 (3) |
C1—C2 | 1.392 (2) | C22—H27 | 0.967 (16) |
C1—H1 | 0.934 (16) | C23—C24 | 1.377 (2) |
C2—C3 | 1.383 (2) | C23—H28 | 0.984 (18) |
C2—H2 | 0.955 (15) | C24—H29 | 0.987 (16) |
C3—C4 | 1.389 (2) | C25—C26 | 1.385 (2) |
C3—C36 | 1.5180 (19) | C25—C30 | 1.389 (3) |
C4—C5 | 1.378 (2) | C25—C38 | 1.496 (2) |
C4—H3 | 0.966 (15) | C26—C27 | 1.383 (3) |
C5—C6 | 1.388 (2) | C26—H24 | 0.9300 |
C5—H4 | 0.987 (17) | C27—C28 | 1.359 (4) |
C6—O3 | 1.3706 (17) | C27—H23 | 0.92 (2) |
C7—C12 | 1.364 (2) | C28—C29 | 1.374 (4) |
C7—C8 | 1.374 (2) | C28—H22 | 1.01 (3) |
C7—C34 | 1.529 (2) | C29—C30 | 1.390 (3) |
C8—C9 | 1.389 (2) | C29—H21 | 1.00 (3) |
C8—H36 | 0.9300 | C30—H20 | 1.04 (2) |
C9—C10 | 1.352 (3) | C31—C38 | 1.522 (2) |
C9—H9 | 1.01 (2) | C31—C32 | 1.548 (2) |
C10—C11 | 1.340 (4) | C31—C36 | 1.555 (2) |
C10—H33 | 0.96 (3) | C31—H31 | 0.970 (14) |
C11—C12 | 1.390 (3) | C32—C33 | 1.5427 (19) |
C11—H10 | 0.9300 | C32—H30 | 0.992 (13) |
C12—H11 | 0.9300 | C33—C37 | 1.520 (2) |
C13—C18 | 1.381 (2) | C33—C34 | 1.5656 (19) |
C13—C14 | 1.3883 (19) | C33—H34 | 0.968 (13) |
C13—C32 | 1.5214 (19) | C34—O1 | 1.4233 (17) |
C14—C15 | 1.374 (2) | C34—C35 | 1.538 (2) |
C14—H13 | 0.963 (15) | C35—C36 | 1.526 (2) |
C15—C16 | 1.379 (2) | C35—H8 | 0.998 (15) |
C15—H14 | 0.931 (16) | C35—H35 | 1.031 (16) |
C16—C17 | 1.370 (2) | C36—H32 | 1.000 (14) |
C16—O4 | 1.3785 (17) | C37—O5 | 1.2256 (17) |
C17—C18 | 1.388 (2) | C38—O2 | 1.2195 (17) |
C17—H15 | 0.956 (16) | C39—O3 | 1.417 (2) |
C18—H16 | 0.933 (17) | C39—H5 | 0.99 (2) |
C19—C20 | 1.384 (2) | C39—H7 | 0.96 (2) |
C19—C24 | 1.392 (2) | C39—H6 | 1.04 (2) |
C19—C37 | 1.4802 (19) | C40—O4 | 1.413 (2) |
C20—C21 | 1.385 (2) | C40—H17 | 0.98 (2) |
C20—H25 | 0.992 (17) | C40—H18 | 0.99 (2) |
C21—C22 | 1.375 (2) | C40—H19 | 1.02 (2) |
C21—H26 | 0.940 (19) | O1—H12 | 0.84 (2) |
C6—C1—C2 | 119.53 (15) | C30—C25—C38 | 117.18 (17) |
C6—C1—H1 | 119.1 (10) | C27—C26—C25 | 120.7 (2) |
C2—C1—H1 | 121.4 (10) | C27—C26—H24 | 119.6 |
C3—C2—C1 | 121.80 (15) | C25—C26—H24 | 119.6 |
C3—C2—H2 | 122.1 (8) | C28—C27—C26 | 119.6 (3) |
C1—C2—H2 | 116.0 (8) | C28—C27—H23 | 124.5 (14) |
C2—C3—C4 | 117.29 (14) | C26—C27—H23 | 115.8 (14) |
C2—C3—C36 | 123.49 (13) | C27—C28—C29 | 121.2 (3) |
C4—C3—C36 | 119.19 (13) | C27—C28—H22 | 117.6 (16) |
C5—C4—C3 | 121.96 (15) | C29—C28—H22 | 121.2 (16) |
C5—C4—H3 | 119.3 (9) | C28—C29—C30 | 119.5 (3) |
C3—C4—H3 | 118.8 (9) | C28—C29—H21 | 125.7 (17) |
C4—C5—C6 | 119.64 (15) | C30—C29—H21 | 114.8 (17) |
C4—C5—H4 | 121.1 (9) | C25—C30—C29 | 120.0 (3) |
C6—C5—H4 | 119.2 (9) | C25—C30—H20 | 117.0 (13) |
O3—C6—C1 | 125.64 (14) | C29—C30—H20 | 123.0 (13) |
O3—C6—C5 | 114.59 (13) | C38—C31—C32 | 114.74 (12) |
C1—C6—C5 | 119.77 (14) | C38—C31—C36 | 110.58 (12) |
C12—C7—C8 | 116.81 (16) | C32—C31—C36 | 109.03 (12) |
C12—C7—C34 | 121.42 (16) | C38—C31—H31 | 108.2 (8) |
C8—C7—C34 | 121.72 (14) | C32—C31—H31 | 106.7 (8) |
C7—C8—C9 | 121.92 (19) | C36—C31—H31 | 107.3 (8) |
C7—C8—H36 | 119.0 | C13—C32—C33 | 113.34 (11) |
C9—C8—H36 | 119.0 | C13—C32—C31 | 113.12 (12) |
C10—C9—C8 | 119.8 (2) | C33—C32—C31 | 112.66 (11) |
C10—C9—H9 | 123.4 (13) | C13—C32—H30 | 107.1 (7) |
C8—C9—H9 | 116.8 (13) | C33—C32—H30 | 104.8 (7) |
C11—C10—C9 | 119.2 (2) | C31—C32—H30 | 104.9 (7) |
C11—C10—H33 | 122.7 (16) | C37—C33—C32 | 110.08 (11) |
C9—C10—H33 | 118.1 (16) | C37—C33—C34 | 108.40 (11) |
C10—C11—C12 | 121.4 (2) | C32—C33—C34 | 112.14 (11) |
C10—C11—H10 | 119.3 | C37—C33—H34 | 109.2 (7) |
C12—C11—H10 | 119.3 | C32—C33—H34 | 109.5 (7) |
C7—C12—C11 | 120.8 (2) | C34—C33—H34 | 107.5 (7) |
C7—C12—H11 | 119.6 | O1—C34—C7 | 110.01 (12) |
C11—C12—H11 | 119.6 | O1—C34—C35 | 105.33 (12) |
C18—C13—C14 | 116.67 (14) | C7—C34—C35 | 111.39 (12) |
C18—C13—C32 | 123.18 (13) | O1—C34—C33 | 111.34 (11) |
C14—C13—C32 | 120.12 (13) | C7—C34—C33 | 108.66 (11) |
C15—C14—C13 | 122.24 (15) | C35—C34—C33 | 110.10 (12) |
C15—C14—H13 | 120.0 (8) | C36—C35—C34 | 112.00 (12) |
C13—C14—H13 | 117.8 (8) | C36—C35—H8 | 110.1 (9) |
C14—C15—C16 | 119.76 (15) | C34—C35—H8 | 105.7 (8) |
C14—C15—H14 | 119.9 (10) | C36—C35—H35 | 111.2 (8) |
C16—C15—H14 | 120.2 (10) | C34—C35—H35 | 109.8 (8) |
C17—C16—O4 | 124.05 (15) | H8—C35—H35 | 107.9 (12) |
C17—C16—C15 | 119.50 (14) | C3—C36—C35 | 114.69 (12) |
O4—C16—C15 | 116.43 (14) | C3—C36—C31 | 112.11 (12) |
C16—C17—C18 | 119.94 (16) | C35—C36—C31 | 110.57 (12) |
C16—C17—H15 | 121.8 (10) | C3—C36—H32 | 106.6 (7) |
C18—C17—H15 | 118.2 (10) | C35—C36—H32 | 107.9 (7) |
C13—C18—C17 | 121.79 (16) | C31—C36—H32 | 104.3 (7) |
C13—C18—H16 | 121.8 (10) | O5—C37—C19 | 119.13 (13) |
C17—C18—H16 | 116.4 (10) | O5—C37—C33 | 118.22 (13) |
C20—C19—C24 | 118.49 (14) | C19—C37—C33 | 122.60 (13) |
C20—C19—C37 | 123.44 (13) | O2—C38—C25 | 119.00 (15) |
C24—C19—C37 | 118.02 (14) | O2—C38—C31 | 120.72 (14) |
C19—C20—C21 | 120.14 (16) | C25—C38—C31 | 120.29 (13) |
C19—C20—H25 | 119.2 (9) | O3—C39—H5 | 111.3 (11) |
C21—C20—H25 | 120.6 (10) | O3—C39—H7 | 109.6 (12) |
C22—C21—C20 | 120.66 (18) | H5—C39—H7 | 105.2 (17) |
C22—C21—H26 | 118.4 (11) | O3—C39—H6 | 104.2 (11) |
C20—C21—H26 | 120.9 (11) | H5—C39—H6 | 111.6 (16) |
C21—C22—C23 | 119.75 (17) | H7—C39—H6 | 114.9 (16) |
C21—C22—H27 | 120.2 (10) | O4—C40—H17 | 106.7 (13) |
C23—C22—H27 | 120.0 (10) | O4—C40—H18 | 113.2 (12) |
C24—C23—C22 | 119.78 (18) | H17—C40—H18 | 114.8 (17) |
C24—C23—H28 | 118.6 (11) | O4—C40—H19 | 113.2 (11) |
C22—C23—H28 | 121.6 (11) | H17—C40—H19 | 107.3 (16) |
C23—C24—C19 | 121.16 (17) | H18—C40—H19 | 101.7 (17) |
C23—C24—H29 | 124.4 (9) | C34—O1—H12 | 113.3 (15) |
C19—C24—H29 | 114.4 (9) | C6—O3—C39 | 118.31 (14) |
C26—C25—C30 | 118.87 (18) | C16—O4—C40 | 117.48 (14) |
C26—C25—C38 | 123.92 (16) | ||
C6—C1—C2—C3 | −0.5 (2) | C36—C31—C32—C33 | −55.37 (16) |
C1—C2—C3—C4 | −0.4 (2) | C13—C32—C33—C37 | −56.13 (16) |
C1—C2—C3—C36 | 177.65 (14) | C31—C32—C33—C37 | 173.79 (12) |
C2—C3—C4—C5 | 0.7 (2) | C13—C32—C33—C34 | −176.92 (12) |
C36—C3—C4—C5 | −177.40 (14) | C31—C32—C33—C34 | 53.00 (16) |
C3—C4—C5—C6 | −0.2 (2) | C12—C7—C34—O1 | 17.2 (2) |
C2—C1—C6—O3 | −179.76 (13) | C8—C7—C34—O1 | −165.65 (14) |
C2—C1—C6—C5 | 1.1 (2) | C12—C7—C34—C35 | 133.59 (18) |
C4—C5—C6—O3 | 180.00 (13) | C8—C7—C34—C35 | −49.23 (19) |
C4—C5—C6—C1 | −0.7 (2) | C12—C7—C34—C33 | −104.94 (18) |
C12—C7—C8—C9 | 0.0 (3) | C8—C7—C34—C33 | 72.24 (17) |
C34—C7—C8—C9 | −177.35 (16) | C37—C33—C34—O1 | −56.99 (15) |
C7—C8—C9—C10 | 1.4 (3) | C32—C33—C34—O1 | 64.77 (15) |
C8—C9—C10—C11 | −1.2 (4) | C37—C33—C34—C7 | 64.31 (15) |
C9—C10—C11—C12 | −0.2 (5) | C32—C33—C34—C7 | −173.93 (12) |
C8—C7—C12—C11 | −1.4 (3) | C37—C33—C34—C35 | −173.43 (12) |
C34—C7—C12—C11 | 175.9 (2) | C32—C33—C34—C35 | −51.67 (16) |
C10—C11—C12—C7 | 1.6 (4) | O1—C34—C35—C36 | −64.42 (16) |
C18—C13—C14—C15 | −2.4 (2) | C7—C34—C35—C36 | 176.34 (13) |
C32—C13—C14—C15 | 175.87 (13) | C33—C34—C35—C36 | 55.71 (17) |
C13—C14—C15—C16 | 0.0 (2) | C2—C3—C36—C35 | 38.4 (2) |
C14—C15—C16—C17 | 2.2 (2) | C4—C3—C36—C35 | −143.62 (15) |
C14—C15—C16—O4 | −179.26 (12) | C2—C3—C36—C31 | −88.77 (17) |
C15—C16—C17—C18 | −1.9 (2) | C4—C3—C36—C31 | 89.21 (17) |
O4—C16—C17—C18 | 179.66 (14) | C34—C35—C36—C3 | 171.93 (12) |
C14—C13—C18—C17 | 2.7 (2) | C34—C35—C36—C31 | −60.12 (17) |
C32—C13—C18—C17 | −175.53 (14) | C38—C31—C36—C3 | 60.64 (15) |
C16—C17—C18—C13 | −0.6 (2) | C32—C31—C36—C3 | −172.32 (12) |
C24—C19—C20—C21 | 0.0 (2) | C38—C31—C36—C35 | −68.72 (15) |
C37—C19—C20—C21 | −177.33 (14) | C32—C31—C36—C35 | 58.32 (16) |
C19—C20—C21—C22 | −1.4 (3) | C20—C19—C37—O5 | 162.66 (15) |
C20—C21—C22—C23 | 1.4 (3) | C24—C19—C37—O5 | −14.7 (2) |
C21—C22—C23—C24 | 0.0 (3) | C20—C19—C37—C33 | −19.9 (2) |
C22—C23—C24—C19 | −1.4 (3) | C24—C19—C37—C33 | 162.76 (13) |
C20—C19—C24—C23 | 1.4 (2) | C32—C33—C37—O5 | −53.93 (17) |
C37—C19—C24—C23 | 178.85 (15) | C34—C33—C37—O5 | 69.07 (16) |
C30—C25—C26—C27 | −1.7 (3) | C32—C33—C37—C19 | 128.60 (13) |
C38—C25—C26—C27 | −179.99 (16) | C34—C33—C37—C19 | −108.39 (14) |
C25—C26—C27—C28 | 2.1 (3) | C26—C25—C38—O2 | −164.01 (14) |
C26—C27—C28—C29 | −0.2 (5) | C30—C25—C38—O2 | 17.6 (2) |
C27—C28—C29—C30 | −2.1 (5) | C26—C25—C38—C31 | 16.2 (2) |
C26—C25—C30—C29 | −0.6 (4) | C30—C25—C38—C31 | −162.13 (17) |
C38—C25—C30—C29 | 177.8 (2) | C32—C31—C38—O2 | −51.77 (17) |
C28—C29—C30—C25 | 2.5 (5) | C36—C31—C38—O2 | 72.04 (16) |
C18—C13—C32—C33 | −63.79 (19) | C32—C31—C38—C25 | 128.00 (13) |
C14—C13—C32—C33 | 118.03 (14) | C36—C31—C38—C25 | −108.18 (14) |
C18—C13—C32—C31 | 66.05 (18) | C1—C6—O3—C39 | 0.8 (2) |
C14—C13—C32—C31 | −112.13 (15) | C5—C6—O3—C39 | −179.96 (16) |
C38—C31—C32—C13 | −60.92 (16) | C17—C16—O4—C40 | −21.6 (2) |
C36—C31—C32—C13 | 174.44 (12) | C15—C16—O4—C40 | 159.95 (17) |
C38—C31—C32—C33 | 69.27 (16) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H12···O5 | 0.84 (2) | 2.07 (2) | 2.7591 (16) | 139 (2) |
O1—H12···O5i | 0.84 (2) | 2.33 (2) | 2.9880 (17) | 134.8 (19) |
Symmetry code: (i) −x, −y, −z. |