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
Key indicators
- Single-crystal X-ray study
- T = 273 K
- Mean (C-C) = 0.003 Å
- R factor = 0.043
- wR factor = 0.110
- Data-to-parameter ratio = 13.1
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.71 Ratio
Author Response: The thermal vibration of the molecule is disorder. |
Alert level B PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.61 Ratio
Author Response: The thermal vibration of the molecule is disorder. |
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C11
Author Response: The thermal vibration of the molecule is disorder. |
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.64 mm PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
Author Response: the difference was caused by the vibration disorder probably. |
PLAT230_ALERT_2_C Hirshfeld Test Diff for C19 - C24 .. 5.42 su
Author Response: The parameter of the two adjacent atoms was effected by the vibration disorder. |
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C29
Author Response: The thermal vibration of the molecule is disorder. |
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C7
Author Response: The thermal vibration of the molecule is disorder. |
1 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
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. |