Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806009548/nc2007sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806009548/nc2007Isup2.hkl |
CCDC reference: 605132
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C)= 0.004 Å
- R factor = 0.078
- wR factor = 0.199
- Data-to-parameter ratio = 17.7
checkCIF/PLATON results
No syntax errors found No errors found in this datablock
Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).
C38H28O | F(000) = 1056 |
Mr = 500.60 | Dx = 1.231 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 10503 reflections |
a = 13.6436 (17) Å | θ = 3.6–27.6° |
b = 11.5482 (9) Å | µ = 0.07 mm−1 |
c = 17.1442 (19) Å | T = 173 K |
β = 90.306 (10)° | Block, colourless |
V = 2701.2 (5) Å3 | 0.24 × 0.23 × 0.21 mm |
Z = 4 |
Stoe IPDS-II two-circle diffractometer | 3318 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.097 |
Graphite monochromator | θmax = 27.7°, θmin = 3.5° |
ω scans | h = −17→17 |
31915 measured reflections | k = −14→15 |
6240 independent reflections | l = −22→22 |
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)] = 0.078 | H-atom parameters constrained |
wR(F2) = 0.199 | w = 1/[σ2(Fo2) + (0.089P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.96 | (Δ/σ)max < 0.001 |
6240 reflections | Δρmax = 0.36 e Å−3 |
353 parameters | Δρmin = −0.26 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: 0.0083 (19) |
Experimental. 1H NMR (250 MHz, CDCl3): δ 8.50 (br s, 2H), 7.56 (d, J = 8 Hz, 2H), 7.60–7.06 (m, 7H), 7.05–6.92 (m, 4H), 6.90–6.63 (m, 9H), 6.51 (d, J = 8 Hz, 2H), 6.56–6.40 (m, 2H). 13C NMR (63 MHz, CDCl3): δ 148.0, 146.1, 143.1, 140.9, 129.8, 129.7, 128.3, 127.9, 127.5, 126.6, 126.5, 126.2, 125.6, 86.1. MS (ESI): m/z = 500 (M+). |
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 | 0.7679 (2) | 0.2184 (2) | 0.62825 (17) | 0.0262 (6) | |
O1 | 0.77184 (15) | 0.30170 (16) | 0.69246 (12) | 0.0266 (5) | |
C2 | 0.7094 (2) | 0.4046 (2) | 0.69302 (17) | 0.0255 (6) | |
C11 | 0.8400 (2) | 0.2557 (2) | 0.56300 (17) | 0.0269 (6) | |
C12 | 0.8270 (3) | 0.2208 (3) | 0.48554 (19) | 0.0364 (7) | |
H12 | 0.7713 | 0.1757 | 0.4717 | 0.044* | |
C13 | 0.8941 (3) | 0.2511 (3) | 0.4286 (2) | 0.0449 (9) | |
H13 | 0.8851 | 0.2245 | 0.3766 | 0.054* | |
C14 | 0.9747 (3) | 0.3202 (3) | 0.4471 (2) | 0.0428 (9) | |
H14 | 1.0188 | 0.3445 | 0.4076 | 0.051* | |
C15 | 0.9894 (3) | 0.3530 (3) | 0.5240 (2) | 0.0408 (8) | |
H15 | 1.0450 | 0.3983 | 0.5375 | 0.049* | |
C16 | 0.9236 (2) | 0.3203 (3) | 0.5816 (2) | 0.0332 (7) | |
H16 | 0.9357 | 0.3420 | 0.6343 | 0.040* | |
C21 | 0.8081 (2) | 0.1040 (2) | 0.66433 (19) | 0.0283 (6) | |
C22 | 0.8293 (2) | 0.0096 (3) | 0.6156 (2) | 0.0375 (8) | |
H22 | 0.8217 | 0.0172 | 0.5607 | 0.045* | |
C23 | 0.8617 (2) | −0.0958 (3) | 0.6473 (2) | 0.0436 (9) | |
H23 | 0.8744 | −0.1595 | 0.6138 | 0.052* | |
C24 | 0.8751 (3) | −0.1076 (3) | 0.7270 (3) | 0.0474 (10) | |
H24 | 0.8971 | −0.1789 | 0.7485 | 0.057* | |
C25 | 0.8560 (3) | −0.0141 (3) | 0.7748 (2) | 0.0457 (9) | |
H25 | 0.8658 | −0.0213 | 0.8295 | 0.055* | |
C26 | 0.8225 (2) | 0.0908 (3) | 0.7443 (2) | 0.0355 (7) | |
H26 | 0.8094 | 0.1538 | 0.7783 | 0.043* | |
C31 | 0.7565 (2) | 0.4818 (2) | 0.75668 (17) | 0.0257 (6) | |
C32 | 0.8552 (3) | 0.4763 (3) | 0.7744 (2) | 0.0411 (8) | |
H32 | 0.8952 | 0.4214 | 0.7483 | 0.049* | |
C33 | 0.8979 (3) | 0.5506 (3) | 0.8305 (2) | 0.0472 (9) | |
H33 | 0.9659 | 0.5446 | 0.8422 | 0.057* | |
C34 | 0.8413 (3) | 0.6319 (3) | 0.8683 (2) | 0.0433 (9) | |
H34 | 0.8696 | 0.6817 | 0.9064 | 0.052* | |
C35 | 0.7425 (3) | 0.6398 (3) | 0.8500 (2) | 0.0485 (10) | |
H35 | 0.7033 | 0.6967 | 0.8748 | 0.058* | |
C36 | 0.6999 (3) | 0.5655 (3) | 0.7957 (2) | 0.0407 (8) | |
H36 | 0.6318 | 0.5713 | 0.7848 | 0.049* | |
C41 | 0.6048 (2) | 0.3728 (2) | 0.72066 (16) | 0.0257 (6) | |
C42 | 0.5935 (2) | 0.2891 (3) | 0.77956 (19) | 0.0343 (7) | |
H42 | 0.6490 | 0.2483 | 0.7988 | 0.041* | |
C43 | 0.5008 (3) | 0.2660 (3) | 0.8097 (2) | 0.0415 (8) | |
H43 | 0.4939 | 0.2083 | 0.8487 | 0.050* | |
C44 | 0.4189 (3) | 0.3251 (3) | 0.7840 (2) | 0.0400 (8) | |
H44 | 0.3562 | 0.3086 | 0.8052 | 0.048* | |
C45 | 0.4299 (2) | 0.4099 (3) | 0.7264 (2) | 0.0388 (8) | |
H45 | 0.3744 | 0.4518 | 0.7082 | 0.047* | |
C46 | 0.5220 (2) | 0.4326 (3) | 0.69558 (18) | 0.0308 (7) | |
H46 | 0.5285 | 0.4904 | 0.6565 | 0.037* | |
C51 | 0.7092 (2) | 0.4661 (2) | 0.61287 (17) | 0.0255 (6) | |
C52 | 0.6677 (2) | 0.4105 (2) | 0.54721 (17) | 0.0257 (6) | |
C53 | 0.6692 (2) | 0.4662 (3) | 0.47460 (19) | 0.0329 (7) | |
H53 | 0.6418 | 0.4285 | 0.4303 | 0.039* | |
C54 | 0.7104 (2) | 0.5763 (3) | 0.4664 (2) | 0.0362 (8) | |
H54 | 0.7117 | 0.6129 | 0.4168 | 0.043* | |
C55 | 0.7492 (2) | 0.6316 (3) | 0.5312 (2) | 0.0352 (7) | |
H55 | 0.7762 | 0.7071 | 0.5262 | 0.042* | |
C56 | 0.7492 (2) | 0.5775 (2) | 0.60376 (18) | 0.0292 (7) | |
H56 | 0.7766 | 0.6162 | 0.6476 | 0.035* | |
C61 | 0.6630 (2) | 0.2031 (2) | 0.59729 (17) | 0.0259 (6) | |
C62 | 0.6187 (2) | 0.2951 (2) | 0.55460 (17) | 0.0260 (6) | |
C63 | 0.5255 (2) | 0.2796 (3) | 0.52302 (18) | 0.0320 (7) | |
H63 | 0.4962 | 0.3410 | 0.4944 | 0.038* | |
C64 | 0.4743 (2) | 0.1768 (3) | 0.5322 (2) | 0.0368 (8) | |
H64 | 0.4118 | 0.1667 | 0.5085 | 0.044* | |
C65 | 0.5163 (2) | 0.0882 (3) | 0.5768 (2) | 0.0370 (8) | |
H65 | 0.4807 | 0.0189 | 0.5861 | 0.044* | |
C66 | 0.6096 (2) | 0.1012 (2) | 0.60757 (18) | 0.0292 (6) | |
H66 | 0.6380 | 0.0393 | 0.6364 | 0.035* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0368 (16) | 0.0150 (13) | 0.0269 (15) | 0.0021 (11) | 0.0013 (12) | −0.0056 (11) |
O1 | 0.0368 (11) | 0.0158 (9) | 0.0271 (11) | 0.0053 (8) | −0.0018 (9) | −0.0035 (8) |
C2 | 0.0334 (15) | 0.0171 (13) | 0.0260 (15) | 0.0039 (11) | −0.0005 (12) | −0.0022 (11) |
C11 | 0.0350 (16) | 0.0162 (13) | 0.0294 (16) | 0.0066 (11) | 0.0015 (12) | 0.0014 (11) |
C12 | 0.0425 (18) | 0.0317 (17) | 0.0351 (18) | 0.0059 (14) | 0.0023 (14) | −0.0034 (14) |
C13 | 0.059 (2) | 0.047 (2) | 0.0290 (18) | 0.0156 (18) | 0.0076 (16) | −0.0024 (15) |
C14 | 0.048 (2) | 0.0344 (18) | 0.046 (2) | 0.0110 (16) | 0.0178 (17) | 0.0092 (15) |
C15 | 0.0406 (19) | 0.0285 (17) | 0.054 (2) | 0.0011 (14) | 0.0092 (16) | 0.0023 (15) |
C16 | 0.0403 (17) | 0.0236 (15) | 0.0357 (18) | 0.0020 (13) | 0.0033 (14) | −0.0020 (13) |
C21 | 0.0292 (15) | 0.0174 (13) | 0.0384 (17) | 0.0004 (11) | −0.0021 (12) | −0.0004 (12) |
C22 | 0.0434 (19) | 0.0198 (15) | 0.049 (2) | 0.0022 (13) | −0.0051 (15) | −0.0059 (14) |
C23 | 0.0419 (19) | 0.0176 (15) | 0.071 (3) | 0.0041 (13) | −0.0050 (17) | −0.0069 (16) |
C24 | 0.0406 (19) | 0.0222 (17) | 0.079 (3) | 0.0028 (14) | −0.0064 (18) | 0.0173 (17) |
C25 | 0.048 (2) | 0.037 (2) | 0.052 (2) | 0.0012 (16) | −0.0027 (17) | 0.0153 (17) |
C26 | 0.0442 (19) | 0.0264 (16) | 0.0360 (18) | 0.0059 (14) | 0.0010 (14) | 0.0040 (13) |
C31 | 0.0380 (16) | 0.0161 (13) | 0.0231 (15) | 0.0003 (11) | 0.0012 (12) | −0.0012 (11) |
C32 | 0.045 (2) | 0.0339 (18) | 0.044 (2) | 0.0070 (15) | −0.0050 (16) | −0.0153 (15) |
C33 | 0.042 (2) | 0.041 (2) | 0.059 (2) | 0.0035 (16) | −0.0151 (17) | −0.0183 (17) |
C34 | 0.057 (2) | 0.0330 (18) | 0.040 (2) | −0.0097 (16) | 0.0004 (16) | −0.0151 (15) |
C35 | 0.054 (2) | 0.0375 (19) | 0.054 (2) | −0.0056 (17) | 0.0111 (18) | −0.0260 (17) |
C36 | 0.0349 (17) | 0.0296 (17) | 0.058 (2) | −0.0024 (13) | 0.0036 (15) | −0.0152 (16) |
C41 | 0.0362 (16) | 0.0182 (13) | 0.0228 (15) | −0.0004 (12) | −0.0010 (12) | −0.0059 (11) |
C42 | 0.0436 (18) | 0.0233 (15) | 0.0361 (18) | 0.0050 (13) | 0.0043 (14) | 0.0027 (13) |
C43 | 0.060 (2) | 0.0245 (16) | 0.041 (2) | −0.0028 (15) | 0.0162 (16) | 0.0006 (14) |
C44 | 0.0382 (18) | 0.0390 (19) | 0.043 (2) | −0.0120 (15) | 0.0139 (15) | −0.0106 (15) |
C45 | 0.0338 (17) | 0.045 (2) | 0.0377 (19) | 0.0034 (15) | −0.0007 (14) | −0.0079 (15) |
C46 | 0.0341 (16) | 0.0280 (16) | 0.0302 (17) | 0.0030 (13) | 0.0030 (13) | −0.0036 (12) |
C51 | 0.0287 (15) | 0.0179 (13) | 0.0300 (16) | 0.0058 (11) | 0.0045 (12) | 0.0005 (11) |
C52 | 0.0305 (15) | 0.0198 (14) | 0.0269 (15) | 0.0071 (11) | 0.0013 (12) | 0.0013 (11) |
C53 | 0.0403 (18) | 0.0303 (17) | 0.0281 (16) | 0.0049 (13) | −0.0031 (13) | 0.0008 (13) |
C54 | 0.0465 (19) | 0.0272 (17) | 0.0349 (18) | 0.0044 (14) | 0.0030 (14) | 0.0095 (13) |
C55 | 0.0420 (18) | 0.0210 (15) | 0.0427 (19) | −0.0033 (13) | 0.0017 (15) | 0.0047 (13) |
C56 | 0.0332 (16) | 0.0219 (15) | 0.0326 (17) | −0.0007 (12) | 0.0020 (13) | −0.0010 (12) |
C61 | 0.0379 (16) | 0.0169 (13) | 0.0228 (14) | 0.0013 (12) | 0.0033 (12) | −0.0037 (11) |
C62 | 0.0349 (16) | 0.0182 (13) | 0.0248 (15) | 0.0024 (12) | 0.0027 (12) | −0.0025 (11) |
C63 | 0.0416 (18) | 0.0272 (16) | 0.0273 (16) | 0.0047 (13) | 0.0009 (13) | −0.0037 (12) |
C64 | 0.0354 (17) | 0.0343 (18) | 0.040 (2) | −0.0019 (14) | −0.0039 (14) | −0.0068 (14) |
C65 | 0.0433 (19) | 0.0253 (16) | 0.042 (2) | −0.0073 (14) | 0.0044 (15) | −0.0061 (13) |
C66 | 0.0366 (16) | 0.0201 (14) | 0.0309 (16) | 0.0019 (12) | 0.0028 (13) | −0.0007 (12) |
C1—O1 | 1.463 (3) | C34—H34 | 0.9500 |
C1—C61 | 1.535 (4) | C35—C36 | 1.390 (5) |
C1—C11 | 1.554 (4) | C35—H35 | 0.9500 |
C1—C21 | 1.557 (4) | C36—H36 | 0.9500 |
O1—C2 | 1.463 (3) | C41—C46 | 1.391 (4) |
C2—C51 | 1.546 (4) | C41—C42 | 1.407 (4) |
C2—C31 | 1.547 (4) | C42—C43 | 1.394 (5) |
C2—C41 | 1.550 (4) | C42—H42 | 0.9500 |
C11—C12 | 1.398 (4) | C43—C44 | 1.379 (5) |
C11—C16 | 1.399 (4) | C43—H43 | 0.9500 |
C12—C13 | 1.387 (5) | C44—C45 | 1.400 (5) |
C12—H12 | 0.9500 | C44—H44 | 0.9500 |
C13—C14 | 1.394 (5) | C45—C46 | 1.390 (5) |
C13—H13 | 0.9500 | C45—H45 | 0.9500 |
C14—C15 | 1.385 (5) | C46—H46 | 0.9500 |
C14—H14 | 0.9500 | C51—C56 | 1.407 (4) |
C15—C16 | 1.390 (5) | C51—C52 | 1.412 (4) |
C15—H15 | 0.9500 | C52—C53 | 1.401 (4) |
C16—H16 | 0.9500 | C52—C62 | 1.496 (4) |
C21—C26 | 1.392 (5) | C53—C54 | 1.398 (5) |
C21—C22 | 1.405 (4) | C53—H53 | 0.9500 |
C22—C23 | 1.403 (5) | C54—C55 | 1.384 (5) |
C22—H22 | 0.9500 | C54—H54 | 0.9500 |
C23—C24 | 1.385 (6) | C55—C56 | 1.391 (4) |
C23—H23 | 0.9500 | C55—H55 | 0.9500 |
C24—C25 | 1.382 (6) | C56—H56 | 0.9500 |
C24—H24 | 0.9500 | C61—C66 | 1.395 (4) |
C25—C26 | 1.396 (5) | C61—C62 | 1.423 (4) |
C25—H25 | 0.9500 | C62—C63 | 1.391 (4) |
C26—H26 | 0.9500 | C63—C64 | 1.387 (5) |
C31—C32 | 1.380 (5) | C63—H63 | 0.9500 |
C31—C36 | 1.408 (4) | C64—C65 | 1.398 (5) |
C32—C33 | 1.412 (5) | C64—H64 | 0.9500 |
C32—H32 | 0.9500 | C65—C66 | 1.383 (4) |
C33—C34 | 1.380 (5) | C65—H65 | 0.9500 |
C33—H33 | 0.9500 | C66—H66 | 0.9500 |
C34—C35 | 1.385 (5) | ||
O1—C1—C61 | 111.5 (2) | C34—C35—C36 | 120.9 (3) |
O1—C1—C11 | 109.8 (2) | C34—C35—H35 | 119.5 |
C61—C1—C11 | 112.0 (2) | C36—C35—H35 | 119.5 |
O1—C1—C21 | 104.4 (2) | C35—C36—C31 | 120.9 (3) |
C61—C1—C21 | 111.4 (2) | C35—C36—H36 | 119.6 |
C11—C1—C21 | 107.4 (2) | C31—C36—H36 | 119.6 |
C2—O1—C1 | 121.4 (2) | C46—C41—C42 | 118.1 (3) |
O1—C2—C51 | 111.4 (2) | C46—C41—C2 | 122.4 (3) |
O1—C2—C31 | 103.5 (2) | C42—C41—C2 | 119.2 (3) |
C51—C2—C31 | 111.2 (2) | C43—C42—C41 | 120.0 (3) |
O1—C2—C41 | 110.3 (2) | C43—C42—H42 | 120.0 |
C51—C2—C41 | 112.5 (2) | C41—C42—H42 | 120.0 |
C31—C2—C41 | 107.5 (2) | C44—C43—C42 | 121.5 (3) |
C12—C11—C16 | 118.0 (3) | C44—C43—H43 | 119.3 |
C12—C11—C1 | 121.8 (3) | C42—C43—H43 | 119.3 |
C16—C11—C1 | 120.1 (3) | C43—C44—C45 | 118.8 (3) |
C13—C12—C11 | 121.0 (3) | C43—C44—H44 | 120.6 |
C13—C12—H12 | 119.5 | C45—C44—H44 | 120.6 |
C11—C12—H12 | 119.5 | C46—C45—C44 | 120.0 (3) |
C12—C13—C14 | 120.5 (3) | C46—C45—H45 | 120.0 |
C12—C13—H13 | 119.7 | C44—C45—H45 | 120.0 |
C14—C13—H13 | 119.7 | C45—C46—C41 | 121.5 (3) |
C15—C14—C13 | 118.8 (3) | C45—C46—H46 | 119.2 |
C15—C14—H14 | 120.6 | C41—C46—H46 | 119.2 |
C13—C14—H14 | 120.6 | C56—C51—C52 | 118.8 (3) |
C14—C15—C16 | 120.8 (3) | C56—C51—C2 | 121.3 (3) |
C14—C15—H15 | 119.6 | C52—C51—C2 | 119.9 (2) |
C16—C15—H15 | 119.6 | C53—C52—C51 | 119.5 (3) |
C15—C16—C11 | 120.8 (3) | C53—C52—C62 | 119.5 (3) |
C15—C16—H16 | 119.6 | C51—C52—C62 | 121.0 (3) |
C11—C16—H16 | 119.6 | C54—C53—C52 | 120.9 (3) |
C26—C21—C22 | 118.2 (3) | C54—C53—H53 | 119.5 |
C26—C21—C1 | 122.1 (3) | C52—C53—H53 | 119.5 |
C22—C21—C1 | 119.7 (3) | C55—C54—C53 | 119.5 (3) |
C23—C22—C21 | 120.5 (3) | C55—C54—H54 | 120.3 |
C23—C22—H22 | 119.8 | C53—C54—H54 | 120.3 |
C21—C22—H22 | 119.8 | C54—C55—C56 | 120.5 (3) |
C24—C23—C22 | 120.5 (3) | C54—C55—H55 | 119.7 |
C24—C23—H23 | 119.7 | C56—C55—H55 | 119.7 |
C22—C23—H23 | 119.7 | C55—C56—C51 | 120.8 (3) |
C25—C24—C23 | 119.0 (3) | C55—C56—H56 | 119.6 |
C25—C24—H24 | 120.5 | C51—C56—H56 | 119.6 |
C23—C24—H24 | 120.5 | C66—C61—C62 | 118.3 (3) |
C24—C25—C26 | 121.2 (4) | C66—C61—C1 | 122.7 (3) |
C24—C25—H25 | 119.4 | C62—C61—C1 | 119.0 (2) |
C26—C25—H25 | 119.4 | C63—C62—C61 | 119.2 (3) |
C21—C26—C25 | 120.6 (3) | C63—C62—C52 | 119.3 (3) |
C21—C26—H26 | 119.7 | C61—C62—C52 | 121.4 (3) |
C25—C26—H26 | 119.7 | C64—C63—C62 | 121.8 (3) |
C32—C31—C36 | 117.6 (3) | C64—C63—H63 | 119.1 |
C32—C31—C2 | 122.0 (3) | C62—C63—H63 | 119.1 |
C36—C31—C2 | 120.3 (3) | C63—C64—C65 | 118.9 (3) |
C31—C32—C33 | 121.4 (3) | C63—C64—H64 | 120.6 |
C31—C32—H32 | 119.3 | C65—C64—H64 | 120.6 |
C33—C32—H32 | 119.3 | C66—C65—C64 | 120.2 (3) |
C34—C33—C32 | 120.2 (3) | C66—C65—H65 | 119.9 |
C34—C33—H33 | 119.9 | C64—C65—H65 | 119.9 |
C32—C33—H33 | 119.9 | C65—C66—C61 | 121.6 (3) |
C33—C34—C35 | 119.0 (3) | C65—C66—H66 | 119.2 |
C33—C34—H34 | 120.5 | C61—C66—H66 | 119.2 |
C35—C34—H34 | 120.5 | ||
C61—C1—O1—C2 | −36.7 (3) | C31—C2—C41—C46 | 97.5 (3) |
C11—C1—O1—C2 | 88.1 (3) | O1—C2—C41—C42 | 36.8 (3) |
C21—C1—O1—C2 | −157.1 (2) | C51—C2—C41—C42 | 161.9 (3) |
C1—O1—C2—C51 | −45.5 (3) | C31—C2—C41—C42 | −75.4 (3) |
C1—O1—C2—C31 | −165.0 (2) | C46—C41—C42—C43 | 1.7 (4) |
C1—O1—C2—C41 | 80.2 (3) | C2—C41—C42—C43 | 174.8 (3) |
O1—C1—C11—C12 | −155.9 (3) | C41—C42—C43—C44 | −1.2 (5) |
C61—C1—C11—C12 | −31.4 (4) | C42—C43—C44—C45 | 0.1 (5) |
C21—C1—C11—C12 | 91.2 (3) | C43—C44—C45—C46 | 0.4 (5) |
O1—C1—C11—C16 | 28.0 (4) | C44—C45—C46—C41 | 0.1 (5) |
C61—C1—C11—C16 | 152.4 (3) | C42—C41—C46—C45 | −1.1 (4) |
C21—C1—C11—C16 | −84.9 (3) | C2—C41—C46—C45 | −174.0 (3) |
C16—C11—C12—C13 | −1.2 (5) | O1—C2—C51—C56 | −114.2 (3) |
C1—C11—C12—C13 | −177.4 (3) | C31—C2—C51—C56 | 0.6 (4) |
C11—C12—C13—C14 | −2.0 (5) | C41—C2—C51—C56 | 121.3 (3) |
C12—C13—C14—C15 | 3.4 (5) | O1—C2—C51—C52 | 66.2 (3) |
C13—C14—C15—C16 | −1.7 (5) | C31—C2—C51—C52 | −178.9 (2) |
C14—C15—C16—C11 | −1.4 (5) | C41—C2—C51—C52 | −58.2 (3) |
C12—C11—C16—C15 | 2.9 (4) | C56—C51—C52—C53 | 1.4 (4) |
C1—C11—C16—C15 | 179.1 (3) | C2—C51—C52—C53 | −179.0 (3) |
O1—C1—C21—C26 | 11.1 (4) | C56—C51—C52—C62 | −176.3 (3) |
C61—C1—C21—C26 | −109.3 (3) | C2—C51—C52—C62 | 3.3 (4) |
C11—C1—C21—C26 | 127.6 (3) | C51—C52—C53—C54 | −0.6 (4) |
O1—C1—C21—C22 | −169.9 (3) | C62—C52—C53—C54 | 177.1 (3) |
C61—C1—C21—C22 | 69.7 (3) | C52—C53—C54—C55 | −0.7 (5) |
C11—C1—C21—C22 | −53.4 (4) | C53—C54—C55—C56 | 1.2 (5) |
C26—C21—C22—C23 | 1.7 (5) | C54—C55—C56—C51 | −0.4 (5) |
C1—C21—C22—C23 | −177.3 (3) | C52—C51—C56—C55 | −0.9 (4) |
C21—C22—C23—C24 | −1.3 (5) | C2—C51—C56—C55 | 179.6 (3) |
C22—C23—C24—C25 | 0.1 (5) | O1—C1—C61—C66 | −110.8 (3) |
C23—C24—C25—C26 | 0.8 (6) | C11—C1—C61—C66 | 125.7 (3) |
C22—C21—C26—C25 | −0.8 (5) | C21—C1—C61—C66 | 5.3 (4) |
C1—C21—C26—C25 | 178.2 (3) | O1—C1—C61—C62 | 70.8 (3) |
C24—C25—C26—C21 | −0.4 (5) | C11—C1—C61—C62 | −52.7 (3) |
O1—C2—C31—C32 | 28.1 (4) | C21—C1—C61—C62 | −173.1 (3) |
C51—C2—C31—C32 | −91.6 (3) | C66—C61—C62—C63 | −1.6 (4) |
C41—C2—C31—C32 | 144.8 (3) | C1—C61—C62—C63 | 176.8 (3) |
O1—C2—C31—C36 | −155.5 (3) | C66—C61—C62—C52 | 174.5 (3) |
C51—C2—C31—C36 | 84.8 (3) | C1—C61—C62—C52 | −7.1 (4) |
C41—C2—C31—C36 | −38.8 (4) | C53—C52—C62—C63 | −47.8 (4) |
C36—C31—C32—C33 | 0.9 (5) | C51—C52—C62—C63 | 129.9 (3) |
C2—C31—C32—C33 | 177.4 (3) | C53—C52—C62—C61 | 136.1 (3) |
C31—C32—C33—C34 | −0.8 (6) | C51—C52—C62—C61 | −46.2 (4) |
C32—C33—C34—C35 | −0.4 (6) | C61—C62—C63—C64 | 0.1 (5) |
C33—C34—C35—C36 | 1.5 (6) | C52—C62—C63—C64 | −176.1 (3) |
C34—C35—C36—C31 | −1.3 (6) | C62—C63—C64—C65 | 2.4 (5) |
C32—C31—C36—C35 | 0.1 (5) | C63—C64—C65—C66 | −3.5 (5) |
C2—C31—C36—C35 | −176.5 (3) | C64—C65—C66—C61 | 2.0 (5) |
O1—C2—C41—C46 | −150.4 (3) | C62—C61—C66—C65 | 0.6 (4) |
C51—C2—C41—C46 | −25.3 (4) | C1—C61—C66—C65 | −177.8 (3) |