Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803025005/lh6136sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803025005/lh6136Isup2.hkl |
CCDC reference: 227740
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.
[Tm(C4H8O)(C8H8)(C24H25)] | F(000) = 2672 |
Mr = 658.62 | Dx = 1.483 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 6048 reflections |
a = 13.1317 (9) Å | θ = 2.5–28.2° |
b = 15.709 (1) Å | µ = 3.03 mm−1 |
c = 28.594 (2) Å | T = 218 K |
V = 5898.6 (7) Å3 | Block, orange |
Z = 8 | 0.40 × 0.20 × 0.05 mm |
Bruker SMART 4K CCD area-detector diffractometer | 5203 independent reflections |
Radiation source: fine-focus sealed tube | 3903 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.059 |
φ and ω scans | θmax = 25.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −15→14 |
Tmin = 0.377, Tmax = 0.863 | k = −18→18 |
33690 measured reflections | l = −33→34 |
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)] = 0.029 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.072 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0334P)2 + 1.0269P] where P = (Fo2 + 2Fc2)/3 |
5203 reflections | (Δ/σ)max = 0.002 |
359 parameters | Δρmax = 0.71 e Å−3 |
0 restraints | Δρmin = −0.43 e Å−3 |
Experimental. A crystal of approximately 0.40 x 0.20 x 0.05 mm3 on an edge was handled under a nitrogen atomosphere and mounted on a glass fiber with Paratone-N oil and then cooled to 218 K. The data were collected on a Bruker Smart 4 K CCD diffractometer with Mo radiation (Bruker,2001). The strucure was solved by direct methods and completed from subsequent difference Fourier syntheses. |
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 | Occ. (<1) | |
O1 | 0.8828 (2) | 0.30732 (17) | 0.38686 (10) | 0.0420 (8) | |
Tm1 | 0.956870 (13) | 0.172882 (10) | 0.386912 (6) | 0.02965 (8) | |
C1 | 0.8891 (4) | 0.0841 (3) | 0.45381 (17) | 0.0485 (12) | |
H1A | 0.8928 | 0.0905 | 0.4864 | 0.073* | |
C2 | 0.8007 (4) | 0.1215 (3) | 0.4347 (2) | 0.0530 (13) | |
H2A | 0.7554 | 0.1424 | 0.4575 | 0.079* | |
C3 | 0.7665 (3) | 0.1340 (3) | 0.3887 (2) | 0.0561 (14) | |
H3A | 0.7022 | 0.1602 | 0.3878 | 0.084* | |
C4 | 0.8040 (4) | 0.1175 (3) | 0.3435 (2) | 0.0593 (15) | |
H4A | 0.7619 | 0.1393 | 0.3198 | 0.089* | |
C5 | 0.8902 (4) | 0.0756 (3) | 0.32611 (18) | 0.0554 (14) | |
H5A | 0.8936 | 0.0771 | 0.2933 | 0.083* | |
C6 | 0.9723 (3) | 0.0322 (3) | 0.34598 (18) | 0.0450 (12) | |
H6A | 1.0147 | 0.0071 | 0.3234 | 0.067* | |
C7 | 1.0058 (4) | 0.0173 (3) | 0.39117 (18) | 0.0449 (12) | |
H7A | 1.0654 | −0.0158 | 0.3920 | 0.067* | |
C8 | 0.9723 (3) | 0.0398 (3) | 0.43562 (18) | 0.0439 (12) | |
H8A | 1.0165 | 0.0204 | 0.4592 | 0.066* | |
C9 | 1.1077 (3) | 0.2469 (2) | 0.35766 (14) | 0.0271 (9) | |
C10 | 1.1477 (3) | 0.2611 (2) | 0.31231 (14) | 0.0279 (9) | |
C11 | 1.2289 (3) | 0.3153 (2) | 0.30462 (16) | 0.0392 (11) | |
H11A | 1.2533 | 0.3234 | 0.2740 | 0.047* | |
C12 | 1.2745 (3) | 0.3577 (3) | 0.34111 (17) | 0.0423 (11) | |
H12A | 1.3294 | 0.3947 | 0.3353 | 0.051* | |
C13 | 1.2399 (3) | 0.3460 (3) | 0.38595 (16) | 0.0402 (11) | |
H13A | 1.2711 | 0.3748 | 0.4110 | 0.048* | |
C14 | 1.1578 (3) | 0.2908 (2) | 0.39422 (14) | 0.0292 (9) | |
C15 | 1.1218 (3) | 0.2761 (2) | 0.44269 (14) | 0.0312 (9) | |
C16 | 1.1429 (3) | 0.1993 (2) | 0.46567 (15) | 0.0323 (10) | |
C17 | 1.1016 (3) | 0.1839 (3) | 0.50975 (16) | 0.0393 (11) | |
H17A | 1.1144 | 0.1314 | 0.5243 | 0.047* | |
C18 | 1.0426 (3) | 0.2432 (3) | 0.53267 (16) | 0.0387 (10) | |
C19 | 1.0271 (3) | 0.3204 (3) | 0.51094 (16) | 0.0416 (11) | |
H19A | 0.9889 | 0.3622 | 0.5267 | 0.050* | |
C20 | 1.0650 (3) | 0.3391 (2) | 0.46709 (16) | 0.0366 (10) | |
C21 | 1.2159 (3) | 0.1354 (3) | 0.44494 (16) | 0.0450 (11) | |
H21A | 1.2846 | 0.1582 | 0.4460 | 0.068* | |
H21B | 1.1971 | 0.1240 | 0.4127 | 0.068* | |
H21C | 1.2131 | 0.0829 | 0.4628 | 0.068* | |
C22 | 0.9990 (4) | 0.2256 (3) | 0.58031 (17) | 0.0554 (13) | |
H22A | 0.9991 | 0.1647 | 0.5860 | 0.083* | |
H22B | 0.9297 | 0.2469 | 0.5818 | 0.083* | |
H22C | 1.0401 | 0.2538 | 0.6039 | 0.083* | |
C23 | 1.0488 (4) | 0.4256 (3) | 0.44534 (17) | 0.0536 (13) | |
H23A | 0.9913 | 0.4534 | 0.4603 | 0.080* | |
H23B | 1.0351 | 0.4191 | 0.4122 | 0.080* | |
H23C | 1.1094 | 0.4600 | 0.4496 | 0.080* | |
C24 | 1.1027 (3) | 0.2149 (2) | 0.27134 (14) | 0.0295 (9) | |
C25 | 1.0370 (3) | 0.2546 (3) | 0.23967 (15) | 0.0327 (9) | |
C26 | 0.9922 (3) | 0.2063 (3) | 0.20384 (15) | 0.0378 (10) | |
H26A | 0.9460 | 0.2329 | 0.1834 | 0.045* | |
C27 | 1.0139 (3) | 0.1212 (3) | 0.19766 (15) | 0.0371 (10) | |
C28 | 1.0843 (3) | 0.0848 (2) | 0.22769 (16) | 0.0376 (11) | |
H28A | 1.1019 | 0.0273 | 0.2233 | 0.045* | |
C29 | 1.1292 (3) | 0.1288 (2) | 0.26351 (14) | 0.0332 (10) | |
C30 | 1.0158 (3) | 0.3490 (2) | 0.24163 (17) | 0.0414 (11) | |
H30A | 1.0383 | 0.3714 | 0.2715 | 0.062* | |
H30B | 0.9432 | 0.3588 | 0.2381 | 0.062* | |
H30C | 1.0521 | 0.3774 | 0.2165 | 0.062* | |
C31 | 0.9672 (3) | 0.0710 (3) | 0.15780 (17) | 0.0536 (13) | |
H31A | 0.9111 | 0.1030 | 0.1445 | 0.080* | |
H31B | 0.9423 | 0.0169 | 0.1695 | 0.080* | |
H31C | 1.0183 | 0.0611 | 0.1339 | 0.080* | |
C32 | 1.2104 (3) | 0.0875 (3) | 0.29296 (16) | 0.0455 (12) | |
H32A | 1.2222 | 0.0299 | 0.2819 | 0.068* | |
H32B | 1.1883 | 0.0859 | 0.3253 | 0.068* | |
H32C | 1.2730 | 0.1200 | 0.2906 | 0.068* | |
C33 | 0.8058 (4) | 0.3437 (3) | 0.41729 (19) | 0.0539 (13) | |
H33A | 0.7533 | 0.3009 | 0.4239 | 0.065* | |
H33B | 0.8370 | 0.3605 | 0.4470 | 0.065* | |
C34 | 0.761 (2) | 0.4147 (12) | 0.3961 (12) | 0.067 (6) | 0.60 (6) |
H34A | 0.8001 | 0.4668 | 0.4020 | 0.080* | 0.60 (6) |
H34B | 0.6905 | 0.4228 | 0.4061 | 0.080* | 0.60 (6) |
C34A | 0.743 (3) | 0.397 (3) | 0.3806 (11) | 0.080 (11) | 0.40 (6) |
H34C | 0.6710 | 0.3818 | 0.3837 | 0.097* | 0.40 (6) |
H34D | 0.7504 | 0.4571 | 0.3879 | 0.097* | 0.40 (6) |
C35 | 0.7683 (4) | 0.3853 (4) | 0.3411 (3) | 0.089 (2) | |
H35A | 0.7148 | 0.3444 | 0.3330 | 0.107* | |
H35B | 0.7647 | 0.4342 | 0.3199 | 0.107* | |
C36 | 0.8718 (4) | 0.3449 (3) | 0.34061 (19) | 0.0562 (13) | |
H36A | 0.8761 | 0.3011 | 0.3163 | 0.067* | |
H36B | 0.9249 | 0.3875 | 0.3350 | 0.067* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0432 (18) | 0.0340 (15) | 0.049 (2) | 0.0094 (13) | 0.0129 (16) | 0.0063 (14) |
Tm1 | 0.02790 (11) | 0.02567 (10) | 0.03538 (13) | −0.00214 (7) | 0.00180 (9) | 0.00325 (8) |
C1 | 0.061 (3) | 0.043 (2) | 0.042 (3) | −0.008 (2) | 0.010 (3) | 0.009 (2) |
C2 | 0.048 (3) | 0.043 (3) | 0.067 (4) | −0.008 (2) | 0.024 (3) | 0.004 (3) |
C3 | 0.026 (2) | 0.046 (3) | 0.096 (5) | −0.004 (2) | 0.000 (3) | 0.009 (3) |
C4 | 0.051 (3) | 0.060 (3) | 0.066 (4) | −0.020 (3) | −0.026 (3) | 0.025 (3) |
C5 | 0.068 (4) | 0.051 (3) | 0.048 (3) | −0.030 (3) | −0.007 (3) | −0.002 (2) |
C6 | 0.058 (3) | 0.032 (2) | 0.045 (3) | −0.013 (2) | 0.006 (3) | −0.004 (2) |
C7 | 0.048 (3) | 0.029 (2) | 0.058 (4) | 0.001 (2) | 0.009 (2) | 0.000 (2) |
C8 | 0.046 (3) | 0.037 (2) | 0.048 (3) | −0.0037 (19) | −0.009 (2) | 0.013 (2) |
C9 | 0.025 (2) | 0.0238 (18) | 0.033 (3) | 0.0012 (16) | −0.0008 (18) | 0.0036 (17) |
C10 | 0.030 (2) | 0.0277 (19) | 0.026 (2) | 0.0023 (16) | 0.0013 (18) | 0.0048 (17) |
C11 | 0.040 (2) | 0.044 (2) | 0.034 (3) | −0.009 (2) | 0.004 (2) | 0.003 (2) |
C12 | 0.038 (2) | 0.043 (2) | 0.046 (3) | −0.0141 (19) | 0.007 (2) | 0.006 (2) |
C13 | 0.040 (3) | 0.038 (2) | 0.042 (3) | −0.0114 (19) | −0.004 (2) | −0.006 (2) |
C14 | 0.034 (2) | 0.0302 (19) | 0.024 (2) | −0.0012 (17) | 0.0017 (18) | 0.0031 (18) |
C15 | 0.030 (2) | 0.037 (2) | 0.026 (2) | −0.0046 (17) | −0.004 (2) | −0.0042 (18) |
C16 | 0.033 (2) | 0.035 (2) | 0.030 (3) | −0.0047 (17) | −0.005 (2) | 0.0023 (18) |
C17 | 0.043 (3) | 0.038 (2) | 0.037 (3) | −0.0052 (19) | −0.009 (2) | 0.011 (2) |
C18 | 0.040 (2) | 0.044 (2) | 0.032 (3) | −0.008 (2) | −0.001 (2) | −0.001 (2) |
C19 | 0.049 (3) | 0.038 (2) | 0.038 (3) | −0.002 (2) | 0.005 (2) | −0.010 (2) |
C20 | 0.043 (3) | 0.036 (2) | 0.031 (3) | −0.0039 (18) | 0.000 (2) | −0.0038 (19) |
C21 | 0.042 (3) | 0.048 (2) | 0.045 (3) | 0.006 (2) | −0.001 (2) | 0.007 (2) |
C22 | 0.069 (3) | 0.060 (3) | 0.038 (3) | −0.009 (3) | 0.010 (3) | 0.005 (3) |
C23 | 0.076 (4) | 0.037 (2) | 0.048 (3) | 0.005 (2) | 0.008 (3) | −0.002 (2) |
C24 | 0.030 (2) | 0.035 (2) | 0.024 (2) | −0.0036 (17) | 0.0080 (18) | 0.0040 (18) |
C25 | 0.036 (2) | 0.037 (2) | 0.025 (2) | 0.0010 (19) | 0.006 (2) | 0.0039 (18) |
C26 | 0.040 (2) | 0.047 (2) | 0.026 (3) | 0.003 (2) | 0.004 (2) | −0.001 (2) |
C27 | 0.040 (3) | 0.043 (2) | 0.028 (3) | −0.0039 (19) | 0.011 (2) | −0.006 (2) |
C28 | 0.044 (3) | 0.028 (2) | 0.041 (3) | 0.0000 (18) | 0.011 (2) | −0.005 (2) |
C29 | 0.037 (2) | 0.031 (2) | 0.032 (3) | 0.0017 (18) | 0.009 (2) | 0.0031 (19) |
C30 | 0.049 (3) | 0.038 (2) | 0.038 (3) | 0.004 (2) | −0.003 (2) | 0.004 (2) |
C31 | 0.063 (3) | 0.055 (3) | 0.042 (3) | −0.007 (2) | −0.005 (3) | −0.018 (3) |
C32 | 0.049 (3) | 0.041 (2) | 0.046 (3) | 0.010 (2) | 0.000 (2) | −0.001 (2) |
C33 | 0.053 (3) | 0.052 (3) | 0.057 (4) | 0.014 (2) | 0.018 (3) | −0.006 (3) |
C34 | 0.082 (12) | 0.039 (7) | 0.080 (16) | 0.023 (6) | 0.037 (11) | 0.010 (8) |
C34A | 0.076 (15) | 0.13 (3) | 0.038 (15) | 0.077 (17) | −0.004 (12) | −0.003 (13) |
C35 | 0.076 (4) | 0.096 (5) | 0.094 (6) | 0.047 (4) | 0.012 (4) | 0.040 (4) |
C36 | 0.062 (3) | 0.049 (3) | 0.057 (3) | 0.015 (2) | 0.013 (3) | 0.014 (3) |
O1—C33 | 1.451 (5) | C19—C20 | 1.381 (6) |
O1—C36 | 1.455 (5) | C19—H19A | 0.9400 |
O1—Tm1 | 2.325 (3) | C20—C23 | 1.510 (6) |
Tm1—C9 | 2.445 (4) | C21—H21A | 0.9700 |
Tm1—C5 | 2.475 (4) | C21—H21B | 0.9700 |
Tm1—C6 | 2.509 (4) | C21—H21C | 0.9700 |
Tm1—C4 | 2.515 (5) | C22—H22A | 0.9700 |
Tm1—C8 | 2.520 (4) | C22—H22B | 0.9700 |
Tm1—C1 | 2.529 (4) | C22—H22C | 0.9700 |
Tm1—C7 | 2.530 (4) | C23—H23A | 0.9700 |
Tm1—C3 | 2.573 (4) | C23—H23B | 0.9700 |
Tm1—C2 | 2.594 (4) | C23—H23C | 0.9700 |
C1—C8 | 1.396 (6) | C24—C25 | 1.397 (5) |
C1—C2 | 1.410 (7) | C24—C29 | 1.414 (5) |
C1—H1A | 0.9400 | C25—C26 | 1.403 (6) |
C2—C3 | 1.406 (7) | C25—C30 | 1.511 (5) |
C2—H2A | 0.9400 | C26—C27 | 1.378 (6) |
C3—C4 | 1.405 (7) | C26—H26A | 0.9400 |
C3—H3A | 0.9400 | C27—C28 | 1.385 (6) |
C4—C5 | 1.401 (7) | C27—C31 | 1.516 (6) |
C4—H4A | 0.9400 | C28—C29 | 1.370 (6) |
C5—C6 | 1.396 (7) | C28—H28A | 0.9400 |
C5—H5A | 0.9400 | C29—C32 | 1.506 (6) |
C6—C7 | 1.385 (6) | C30—H30A | 0.9700 |
C6—H6A | 0.9400 | C30—H30B | 0.9700 |
C7—C8 | 1.391 (6) | C30—H30C | 0.9700 |
C7—H7A | 0.9400 | C31—H31A | 0.9700 |
C8—H8A | 0.9400 | C31—H31B | 0.9700 |
C9—C14 | 1.415 (5) | C31—H31C | 0.9700 |
C9—C10 | 1.416 (5) | C32—H32A | 0.9700 |
C10—C11 | 1.383 (5) | C32—H32B | 0.9700 |
C10—C24 | 1.499 (5) | C32—H32C | 0.9700 |
C11—C12 | 1.375 (6) | C33—C34 | 1.40 (2) |
C11—H11A | 0.9400 | C33—C34A | 1.57 (3) |
C12—C13 | 1.373 (6) | C33—H33A | 0.9800 |
C12—H12A | 0.9400 | C33—H33B | 0.9800 |
C13—C14 | 1.404 (6) | C34—C35 | 1.64 (4) |
C13—H13A | 0.9400 | C34—H34A | 0.9800 |
C14—C15 | 1.483 (5) | C34—H34B | 0.9800 |
C15—C16 | 1.402 (5) | C34A—C35 | 1.19 (3) |
C15—C20 | 1.422 (5) | C34A—H34C | 0.9800 |
C16—C17 | 1.393 (6) | C34A—H34D | 0.9800 |
C16—C21 | 1.510 (6) | C35—C36 | 1.500 (7) |
C17—C18 | 1.377 (6) | C35—H35A | 0.9800 |
C17—H17A | 0.9400 | C35—H35B | 0.9800 |
C18—C19 | 1.378 (6) | C36—H36A | 0.9800 |
C18—C22 | 1.503 (6) | C36—H36B | 0.9800 |
C33—O1—C36 | 108.5 (3) | C13—C14—C15 | 119.9 (4) |
C33—O1—Tm1 | 130.4 (3) | C9—C14—C15 | 117.8 (3) |
C36—O1—Tm1 | 114.2 (2) | C16—C15—C20 | 118.2 (4) |
O1—Tm1—C9 | 84.66 (10) | C16—C15—C14 | 120.6 (4) |
O1—Tm1—C5 | 114.35 (15) | C20—C15—C14 | 121.2 (4) |
C9—Tm1—C5 | 109.88 (15) | C17—C16—C15 | 119.8 (4) |
O1—Tm1—C6 | 146.46 (14) | C17—C16—C21 | 119.2 (4) |
C9—Tm1—C6 | 101.20 (13) | C15—C16—C21 | 120.9 (4) |
C5—Tm1—C6 | 32.53 (16) | C18—C17—C16 | 122.2 (4) |
O1—Tm1—C4 | 88.86 (15) | C18—C17—H17A | 118.9 |
C9—Tm1—C4 | 130.00 (17) | C16—C17—H17A | 118.9 |
C5—Tm1—C4 | 32.59 (18) | C17—C18—C19 | 117.6 (4) |
C6—Tm1—C4 | 61.92 (17) | C17—C18—C22 | 121.4 (4) |
O1—Tm1—C8 | 141.94 (14) | C19—C18—C22 | 120.9 (4) |
C9—Tm1—C8 | 121.24 (13) | C18—C19—C20 | 122.9 (4) |
C5—Tm1—C8 | 84.51 (16) | C18—C19—H19A | 118.6 |
C6—Tm1—C8 | 61.35 (16) | C20—C19—H19A | 118.6 |
C4—Tm1—C8 | 92.83 (14) | C19—C20—C15 | 119.2 (4) |
O1—Tm1—C1 | 110.72 (13) | C19—C20—C23 | 120.9 (4) |
C9—Tm1—C1 | 143.74 (15) | C15—C20—C23 | 119.9 (4) |
C5—Tm1—C1 | 93.81 (16) | C16—C21—H21A | 109.5 |
C6—Tm1—C1 | 84.00 (15) | C16—C21—H21B | 109.5 |
C4—Tm1—C1 | 84.32 (17) | H21A—C21—H21B | 109.5 |
C8—Tm1—C1 | 32.11 (15) | C16—C21—H21C | 109.5 |
O1—Tm1—C7 | 169.63 (13) | H21A—C21—H21C | 109.5 |
C9—Tm1—C7 | 105.68 (13) | H21B—C21—H21C | 109.5 |
C5—Tm1—C7 | 61.78 (17) | C18—C22—H22A | 109.5 |
C6—Tm1—C7 | 31.90 (14) | C18—C22—H22B | 109.5 |
C4—Tm1—C7 | 83.80 (16) | H22A—C22—H22B | 109.5 |
C8—Tm1—C7 | 31.96 (15) | C18—C22—H22C | 109.5 |
C1—Tm1—C7 | 61.34 (15) | H22A—C22—H22C | 109.5 |
O1—Tm1—C3 | 78.98 (13) | H22B—C22—H22C | 109.5 |
C9—Tm1—C3 | 155.02 (16) | C20—C23—H23A | 109.5 |
C5—Tm1—C3 | 61.55 (18) | C20—C23—H23B | 109.5 |
C6—Tm1—C3 | 83.02 (16) | H23A—C23—H23B | 109.5 |
C4—Tm1—C3 | 32.03 (17) | C20—C23—H23C | 109.5 |
C8—Tm1—C3 | 82.57 (15) | H23A—C23—H23C | 109.5 |
C1—Tm1—C3 | 60.83 (17) | H23B—C23—H23C | 109.5 |
C7—Tm1—C3 | 90.96 (15) | C25—C24—C29 | 118.4 (4) |
O1—Tm1—C2 | 87.23 (12) | C25—C24—C10 | 122.3 (3) |
C9—Tm1—C2 | 165.71 (15) | C29—C24—C10 | 119.3 (4) |
C5—Tm1—C2 | 84.19 (17) | C24—C25—C26 | 119.4 (4) |
C6—Tm1—C2 | 92.05 (14) | C24—C25—C30 | 121.8 (4) |
C4—Tm1—C2 | 61.40 (19) | C26—C25—C30 | 118.7 (4) |
C8—Tm1—C2 | 60.93 (15) | C27—C26—C25 | 122.1 (4) |
C1—Tm1—C2 | 31.93 (15) | C27—C26—H26A | 119.0 |
C7—Tm1—C2 | 82.83 (15) | C25—C26—H26A | 119.0 |
C3—Tm1—C2 | 31.58 (17) | C26—C27—C28 | 117.3 (4) |
C8—C1—C2 | 135.1 (5) | C26—C27—C31 | 121.1 (4) |
C8—C1—Tm1 | 73.6 (3) | C28—C27—C31 | 121.4 (4) |
C2—C1—Tm1 | 76.6 (3) | C29—C28—C27 | 122.8 (4) |
C8—C1—H1A | 112.5 | C29—C28—H28A | 118.6 |
C2—C1—H1A | 112.5 | C27—C28—H28A | 118.6 |
Tm1—C1—H1A | 132.3 | C28—C29—C24 | 119.7 (4) |
C3—C2—C1 | 133.1 (5) | C28—C29—C32 | 120.4 (4) |
C3—C2—Tm1 | 73.4 (3) | C24—C29—C32 | 119.9 (4) |
C1—C2—Tm1 | 71.5 (3) | C25—C30—H30A | 109.5 |
C3—C2—H2A | 113.5 | C25—C30—H30B | 109.5 |
C1—C2—H2A | 113.5 | H30A—C30—H30B | 109.5 |
Tm1—C2—H2A | 139.2 | C25—C30—H30C | 109.5 |
C4—C3—C2 | 136.3 (5) | H30A—C30—H30C | 109.5 |
C4—C3—Tm1 | 71.7 (3) | H30B—C30—H30C | 109.5 |
C2—C3—Tm1 | 75.0 (3) | C27—C31—H31A | 109.5 |
C4—C3—H3A | 111.9 | C27—C31—H31B | 109.5 |
C2—C3—H3A | 111.9 | H31A—C31—H31B | 109.5 |
Tm1—C3—H3A | 140.3 | C27—C31—H31C | 109.5 |
C5—C4—C3 | 134.2 (5) | H31A—C31—H31C | 109.5 |
C5—C4—Tm1 | 72.1 (3) | H31B—C31—H31C | 109.5 |
C3—C4—Tm1 | 76.3 (3) | C29—C32—H32A | 109.5 |
C5—C4—H4A | 112.9 | C29—C32—H32B | 109.5 |
C3—C4—H4A | 112.9 | H32A—C32—H32B | 109.5 |
Tm1—C4—H4A | 134.4 | C29—C32—H32C | 109.5 |
C6—C5—C4 | 135.1 (5) | H32A—C32—H32C | 109.5 |
C6—C5—Tm1 | 75.1 (3) | H32B—C32—H32C | 109.5 |
C4—C5—Tm1 | 75.3 (3) | C34—C33—O1 | 110.2 (12) |
C6—C5—H5A | 112.5 | C34—C33—C34A | 21.4 (15) |
C4—C5—H5A | 112.5 | O1—C33—C34A | 99.9 (12) |
Tm1—C5—H5A | 132.0 | C34—C33—H33A | 109.6 |
C7—C6—C5 | 135.0 (5) | O1—C33—H33A | 109.6 |
C7—C6—Tm1 | 74.9 (3) | C34A—C33—H33A | 97.1 |
C5—C6—Tm1 | 72.4 (3) | C34—C33—H33B | 109.6 |
C7—C6—H6A | 112.5 | O1—C33—H33B | 109.6 |
C5—C6—H6A | 112.5 | C34A—C33—H33B | 130.9 |
Tm1—C6—H6A | 137.5 | H33A—C33—H33B | 108.1 |
C6—C7—C8 | 135.2 (4) | C33—C34—C35 | 99.6 (15) |
C6—C7—Tm1 | 73.2 (2) | C33—C34—H34A | 111.9 |
C8—C7—Tm1 | 73.6 (2) | C35—C34—H34A | 111.9 |
C6—C7—H7A | 112.4 | C33—C34—H34B | 111.9 |
C8—C7—H7A | 112.4 | C35—C34—H34B | 111.9 |
Tm1—C7—H7A | 138.4 | H34A—C34—H34B | 109.6 |
C7—C8—C1 | 135.6 (4) | C35—C34A—C33 | 114 (2) |
C7—C8—Tm1 | 74.4 (3) | C35—C34A—H34C | 108.7 |
C1—C8—Tm1 | 74.3 (2) | C33—C34A—H34C | 108.7 |
C7—C8—H8A | 112.2 | C35—C34A—H34D | 108.7 |
C1—C8—H8A | 112.2 | C33—C34A—H34D | 108.7 |
Tm1—C8—H8A | 135.6 | H34C—C34A—H34D | 107.6 |
C14—C9—C10 | 115.3 (3) | C34A—C35—C36 | 108.8 (17) |
C14—C9—Tm1 | 110.8 (3) | C34A—C35—C34 | 15 (3) |
C10—C9—Tm1 | 133.5 (3) | C36—C35—C34 | 100.4 (10) |
C11—C10—C9 | 121.9 (4) | C34A—C35—H35A | 97.0 |
C11—C10—C24 | 118.5 (4) | C36—C35—H35A | 111.7 |
C9—C10—C24 | 119.6 (3) | C34—C35—H35A | 111.7 |
C12—C11—C10 | 120.9 (4) | C34A—C35—H35B | 117.3 |
C12—C11—H11A | 119.5 | C36—C35—H35B | 111.7 |
C10—C11—H11A | 119.5 | C34—C35—H35B | 111.7 |
C13—C12—C11 | 120.0 (4) | H35A—C35—H35B | 109.5 |
C13—C12—H12A | 120.0 | O1—C36—C35 | 104.6 (4) |
C11—C12—H12A | 120.0 | O1—C36—H36A | 110.8 |
C12—C13—C14 | 119.6 (4) | C35—C36—H36A | 110.8 |
C12—C13—H13A | 120.2 | O1—C36—H36B | 110.8 |
C14—C13—H13A | 120.2 | C35—C36—H36B | 110.8 |
C13—C14—C9 | 122.3 (4) | H36A—C36—H36B | 108.9 |