Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806010609/bt2041sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806010609/bt2041Isup2.hkl |
CCDC reference: 604994
Data collection: SMART (Bruker, 1998); cell refinement: SAINT+ (Bruker, 1999); data reduction: SAINT+; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1997); software used to prepare material for publication: SHELXTL.
C17H15FO3 | Z = 4 |
Mr = 286.29 | F(000) = 600 |
Triclinic, P1 | Dx = 1.344 Mg m−3 |
a = 8.7105 (13) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.6712 (16) Å | Cell parameters from 2895 reflections |
c = 15.480 (2) Å | θ = 2.4–24.5° |
α = 90.766 (2)° | µ = 0.10 mm−1 |
β = 100.366 (2)° | T = 273 K |
γ = 91.856 (2)° | Plate, colourless |
V = 1414.4 (4) Å3 | 0.52 × 0.44 × 0.23 mm |
Bruker SMART CCD area-detector diffractometer | 6957 independent reflections |
Radiation source: fine-focus sealed tube | 3244 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
phi and ω scans | θmax = 28.3°, θmin = 1.3° |
Absorption correction: multi-scan SADABS (Sheldrick, 1996) | h = −11→11 |
Tmin = 0.950, Tmax = 0.977 | k = −14→14 |
14595 measured reflections | l = −20→20 |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.123 | H-atom parameters constrained |
S = 0.83 | w = 1/[σ2(Fo2) + (0.059P)2] where P = (Fo2 + 2Fc2)/3 |
6957 reflections | (Δ/σ)max = 0.001 |
383 parameters | Δρmax = 0.21 e Å−3 |
0 restraints | Δρmin = −0.17 e Å−3 |
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 | ||
F1A | 0.56549 (15) | 0.09402 (13) | 0.60616 (9) | 0.0950 (4) | |
F1B | 1.48114 (14) | 0.60351 (12) | −0.27711 (8) | 0.0859 (4) | |
O1A | 1.27056 (14) | 0.47271 (11) | 0.01056 (8) | 0.0576 (3) | |
O2A | 1.36226 (15) | 0.64970 (12) | 0.12349 (8) | 0.0643 (4) | |
O3A | 0.82861 (17) | 0.57096 (13) | 0.44380 (10) | 0.0788 (4) | |
O1B | 0.92171 (14) | 0.96639 (11) | 0.37205 (8) | 0.0599 (3) | |
O2B | 1.12016 (15) | 1.14920 (12) | 0.37072 (8) | 0.0631 (4) | |
O3B | 1.34883 (15) | 1.08083 (12) | −0.06782 (8) | 0.0631 (4) | |
C1A | 1.06611 (19) | 0.49234 (16) | 0.23329 (11) | 0.0472 (4) | |
C2A | 1.0228 (2) | 0.39492 (17) | 0.17280 (12) | 0.0544 (5) | |
H2AA | 0.9487 | 0.3347 | 0.1827 | 0.065* | |
C3A | 1.0881 (2) | 0.38588 (16) | 0.09795 (12) | 0.0534 (5) | |
H3AA | 1.0559 | 0.3206 | 0.0577 | 0.064* | |
C4A | 1.2000 (2) | 0.47213 (16) | 0.08235 (11) | 0.0469 (4) | |
C5A | 1.2484 (2) | 0.56980 (15) | 0.14357 (11) | 0.0470 (4) | |
C6A | 1.1809 (2) | 0.57946 (16) | 0.21691 (11) | 0.0489 (4) | |
H6AA | 1.2121 | 0.6455 | 0.2567 | 0.059* | |
C7A | 1.2287 (3) | 0.37371 (18) | −0.05273 (13) | 0.0704 (6) | |
H7AA | 1.2874 | 0.3839 | −0.0992 | 0.106* | |
H7AB | 1.1191 | 0.3757 | −0.0765 | 0.106* | |
H7AC | 1.2513 | 0.2947 | −0.0252 | 0.106* | |
C8A | 1.4388 (2) | 0.73470 (19) | 0.19011 (13) | 0.0678 (6) | |
H8AA | 1.5161 | 0.7845 | 0.1677 | 0.102* | |
H8AB | 1.4884 | 0.6885 | 0.2396 | 0.102* | |
H8AC | 1.3636 | 0.7885 | 0.2080 | 0.102* | |
C9A | 0.9955 (2) | 0.50960 (17) | 0.31064 (11) | 0.0518 (4) | |
H9AA | 1.0113 | 0.5884 | 0.3377 | 0.062* | |
C10A | 0.9115 (2) | 0.42706 (17) | 0.34747 (11) | 0.0535 (5) | |
H10A | 0.8980 | 0.3455 | 0.3249 | 0.064* | |
C11A | 0.8390 (2) | 0.46061 (18) | 0.42294 (12) | 0.0537 (5) | |
C12A | 0.77076 (19) | 0.36018 (17) | 0.47171 (11) | 0.0479 (4) | |
C13A | 0.8144 (2) | 0.23635 (17) | 0.47071 (12) | 0.0548 (5) | |
H13A | 0.8897 | 0.2134 | 0.4385 | 0.066* | |
C14A | 0.7473 (2) | 0.14709 (19) | 0.51699 (13) | 0.0630 (5) | |
H14A | 0.7782 | 0.0645 | 0.5174 | 0.076* | |
C15A | 0.6348 (2) | 0.1822 (2) | 0.56214 (13) | 0.0624 (5) | |
C16A | 0.5884 (2) | 0.3036 (2) | 0.56522 (13) | 0.0645 (5) | |
H16A | 0.5111 | 0.3252 | 0.5965 | 0.077* | |
C17A | 0.6593 (2) | 0.39202 (18) | 0.52090 (12) | 0.0567 (5) | |
H17A | 0.6321 | 0.4753 | 0.5239 | 0.068* | |
C1B | 1.14467 (19) | 0.99915 (16) | 0.15685 (11) | 0.0467 (4) | |
C2B | 1.0403 (2) | 0.89971 (18) | 0.16053 (12) | 0.0565 (5) | |
H2BA | 1.0201 | 0.8413 | 0.1144 | 0.068* | |
C3B | 0.9655 (2) | 0.88545 (17) | 0.23142 (12) | 0.0565 (5) | |
H3BA | 0.8961 | 0.8176 | 0.2324 | 0.068* | |
C4B | 0.99238 (19) | 0.97019 (16) | 0.30037 (11) | 0.0471 (4) | |
C5B | 1.09915 (19) | 1.07056 (15) | 0.29857 (11) | 0.0459 (4) | |
C6B | 1.17179 (19) | 1.08489 (15) | 0.22739 (11) | 0.0480 (4) | |
H6BA | 1.2405 | 1.1531 | 0.2261 | 0.058* | |
C7B | 0.8254 (3) | 0.85937 (19) | 0.38136 (15) | 0.0761 (6) | |
H7BA | 0.7945 | 0.8627 | 0.4378 | 0.114* | |
H7BB | 0.8823 | 0.7848 | 0.3765 | 0.114* | |
H7BC | 0.7342 | 0.8582 | 0.3361 | 0.114* | |
C8B | 1.2487 (2) | 1.23796 (18) | 0.38149 (13) | 0.0639 (5) | |
H8BA | 1.2525 | 1.2856 | 0.4349 | 0.096* | |
H8BB | 1.2360 | 1.2935 | 0.3327 | 0.096* | |
H8BC | 1.3442 | 1.1945 | 0.3841 | 0.096* | |
C9B | 1.22414 (19) | 1.01865 (16) | 0.08258 (11) | 0.0492 (4) | |
H9BA | 1.2719 | 1.0973 | 0.0797 | 0.059* | |
C10B | 1.2365 (2) | 0.93783 (17) | 0.01871 (11) | 0.0540 (5) | |
H10B | 1.1932 | 0.8572 | 0.0201 | 0.065* | |
C11B | 1.3163 (2) | 0.97141 (17) | −0.05442 (11) | 0.0495 (4) | |
C12B | 1.35560 (19) | 0.87001 (16) | −0.11252 (11) | 0.0464 (4) | |
C13B | 1.3831 (2) | 0.74828 (17) | −0.08420 (12) | 0.0536 (5) | |
H13B | 1.3717 | 0.7271 | −0.0276 | 0.064* | |
C14B | 1.4270 (2) | 0.65864 (18) | −0.13907 (13) | 0.0585 (5) | |
H14B | 1.4475 | 0.5777 | −0.1198 | 0.070* | |
C15B | 1.4396 (2) | 0.6917 (2) | −0.22218 (13) | 0.0591 (5) | |
C16B | 1.4130 (2) | 0.8101 (2) | −0.25337 (12) | 0.0612 (5) | |
H16B | 1.4222 | 0.8295 | −0.3106 | 0.073* | |
C17B | 1.3724 (2) | 0.89896 (18) | −0.19758 (11) | 0.0553 (5) | |
H17B | 1.3559 | 0.9803 | −0.2171 | 0.066* |
U11 | U22 | U33 | U12 | U13 | U23 | |
F1A | 0.1026 (10) | 0.0911 (10) | 0.1014 (10) | −0.0121 (8) | 0.0463 (8) | 0.0304 (8) |
F1B | 0.0913 (9) | 0.0900 (9) | 0.0802 (8) | 0.0142 (7) | 0.0259 (7) | −0.0238 (7) |
O1A | 0.0751 (9) | 0.0500 (7) | 0.0507 (7) | −0.0064 (6) | 0.0210 (6) | −0.0026 (6) |
O2A | 0.0812 (9) | 0.0617 (8) | 0.0529 (7) | −0.0273 (7) | 0.0255 (7) | −0.0054 (6) |
O3A | 0.1070 (12) | 0.0491 (8) | 0.0922 (11) | 0.0009 (8) | 0.0506 (9) | −0.0011 (8) |
O1B | 0.0710 (8) | 0.0495 (7) | 0.0678 (8) | −0.0051 (6) | 0.0365 (7) | 0.0015 (6) |
O2B | 0.0755 (9) | 0.0554 (8) | 0.0644 (8) | −0.0143 (7) | 0.0327 (7) | −0.0163 (7) |
O3B | 0.0791 (9) | 0.0501 (8) | 0.0635 (8) | −0.0041 (7) | 0.0228 (7) | 0.0037 (7) |
C1A | 0.0507 (10) | 0.0436 (10) | 0.0483 (10) | 0.0015 (8) | 0.0113 (8) | 0.0068 (8) |
C2A | 0.0576 (11) | 0.0477 (10) | 0.0582 (12) | −0.0085 (9) | 0.0128 (9) | 0.0042 (9) |
C3A | 0.0615 (11) | 0.0431 (10) | 0.0549 (11) | −0.0056 (9) | 0.0100 (9) | −0.0021 (8) |
C4A | 0.0556 (11) | 0.0419 (9) | 0.0445 (10) | 0.0038 (8) | 0.0119 (8) | 0.0058 (8) |
C5A | 0.0537 (10) | 0.0400 (9) | 0.0479 (10) | −0.0037 (8) | 0.0115 (8) | 0.0062 (8) |
C6A | 0.0561 (11) | 0.0410 (9) | 0.0493 (10) | −0.0045 (8) | 0.0099 (8) | 0.0007 (8) |
C7A | 0.1039 (16) | 0.0519 (12) | 0.0593 (12) | −0.0037 (11) | 0.0269 (11) | −0.0077 (10) |
C8A | 0.0767 (14) | 0.0634 (13) | 0.0633 (12) | −0.0269 (11) | 0.0184 (10) | −0.0074 (10) |
C9A | 0.0556 (11) | 0.0463 (10) | 0.0550 (11) | −0.0008 (9) | 0.0143 (9) | 0.0032 (9) |
C10A | 0.0583 (11) | 0.0485 (10) | 0.0563 (11) | −0.0036 (9) | 0.0183 (9) | 0.0008 (9) |
C11A | 0.0530 (11) | 0.0500 (11) | 0.0605 (12) | 0.0006 (9) | 0.0165 (9) | 0.0012 (9) |
C12A | 0.0456 (10) | 0.0527 (11) | 0.0461 (10) | −0.0019 (8) | 0.0111 (8) | −0.0009 (8) |
C13A | 0.0589 (11) | 0.0542 (11) | 0.0550 (11) | 0.0022 (9) | 0.0204 (9) | −0.0005 (9) |
C14A | 0.0731 (14) | 0.0533 (12) | 0.0659 (13) | 0.0030 (10) | 0.0206 (11) | 0.0087 (10) |
C15A | 0.0601 (12) | 0.0718 (14) | 0.0566 (12) | −0.0121 (11) | 0.0152 (10) | 0.0132 (10) |
C16A | 0.0562 (12) | 0.0807 (15) | 0.0618 (12) | 0.0065 (11) | 0.0234 (10) | 0.0050 (11) |
C17A | 0.0551 (11) | 0.0564 (11) | 0.0622 (12) | 0.0037 (9) | 0.0194 (9) | 0.0040 (10) |
C1B | 0.0505 (10) | 0.0432 (10) | 0.0483 (10) | 0.0015 (8) | 0.0135 (8) | 0.0017 (8) |
C2B | 0.0635 (12) | 0.0531 (11) | 0.0547 (11) | −0.0071 (9) | 0.0185 (9) | −0.0110 (9) |
C3B | 0.0583 (11) | 0.0474 (10) | 0.0667 (12) | −0.0111 (9) | 0.0217 (10) | −0.0038 (9) |
C4B | 0.0486 (10) | 0.0434 (10) | 0.0530 (10) | 0.0051 (8) | 0.0183 (8) | 0.0037 (8) |
C5B | 0.0521 (10) | 0.0382 (9) | 0.0498 (10) | 0.0032 (8) | 0.0152 (8) | −0.0020 (8) |
C6B | 0.0526 (10) | 0.0393 (9) | 0.0542 (11) | −0.0009 (8) | 0.0162 (8) | 0.0003 (8) |
C7B | 0.0925 (16) | 0.0576 (13) | 0.0890 (15) | −0.0153 (11) | 0.0478 (13) | 0.0056 (11) |
C8B | 0.0725 (13) | 0.0578 (12) | 0.0632 (12) | −0.0131 (10) | 0.0209 (10) | −0.0124 (10) |
C9B | 0.0518 (10) | 0.0467 (10) | 0.0506 (10) | −0.0017 (8) | 0.0134 (8) | 0.0021 (8) |
C10B | 0.0608 (11) | 0.0501 (11) | 0.0538 (11) | −0.0078 (9) | 0.0196 (9) | −0.0018 (9) |
C11B | 0.0510 (10) | 0.0505 (11) | 0.0462 (10) | −0.0028 (8) | 0.0077 (8) | 0.0009 (8) |
C12B | 0.0456 (10) | 0.0518 (11) | 0.0424 (10) | −0.0056 (8) | 0.0107 (8) | 0.0019 (8) |
C13B | 0.0586 (11) | 0.0552 (11) | 0.0489 (11) | −0.0061 (9) | 0.0162 (9) | 0.0038 (9) |
C14B | 0.0580 (12) | 0.0529 (11) | 0.0658 (13) | 0.0003 (9) | 0.0150 (9) | 0.0003 (10) |
C15B | 0.0524 (11) | 0.0682 (13) | 0.0577 (12) | 0.0010 (10) | 0.0139 (9) | −0.0164 (11) |
C16B | 0.0614 (12) | 0.0818 (15) | 0.0423 (10) | 0.0046 (11) | 0.0138 (9) | 0.0012 (10) |
C17B | 0.0601 (12) | 0.0595 (12) | 0.0476 (11) | 0.0026 (9) | 0.0122 (9) | 0.0077 (9) |
F1A—C15A | 1.357 (2) | C14A—C15A | 1.361 (3) |
F1B—C15B | 1.3604 (19) | C14A—H14A | 0.9300 |
O1A—C4A | 1.363 (2) | C15A—C16A | 1.372 (3) |
O1A—C7A | 1.424 (2) | C16A—C17A | 1.369 (3) |
O2A—C5A | 1.368 (2) | C16A—H16A | 0.9300 |
O2A—C8A | 1.421 (2) | C17A—H17A | 0.9300 |
O3A—C11A | 1.227 (2) | C1B—C2B | 1.383 (2) |
O1B—C4B | 1.363 (2) | C1B—C6B | 1.397 (2) |
O1B—C7B | 1.420 (2) | C1B—C9B | 1.459 (2) |
O2B—C5B | 1.3699 (19) | C2B—C3B | 1.381 (2) |
O2B—C8B | 1.428 (2) | C2B—H2BA | 0.9300 |
O3B—C11B | 1.222 (2) | C3B—C4B | 1.372 (2) |
C1A—C2A | 1.386 (2) | C3B—H3BA | 0.9300 |
C1A—C6A | 1.402 (2) | C4B—C5B | 1.399 (2) |
C1A—C9A | 1.453 (2) | C5B—C6B | 1.374 (2) |
C2A—C3A | 1.383 (2) | C6B—H6BA | 0.9300 |
C2A—H2AA | 0.9300 | C7B—H7BA | 0.9600 |
C3A—C4A | 1.374 (2) | C7B—H7BB | 0.9600 |
C3A—H3AA | 0.9300 | C7B—H7BC | 0.9600 |
C4A—C5A | 1.401 (2) | C8B—H8BA | 0.9600 |
C5A—C6A | 1.373 (2) | C8B—H8BB | 0.9600 |
C6A—H6AA | 0.9300 | C8B—H8BC | 0.9600 |
C7A—H7AA | 0.9600 | C9B—C10B | 1.324 (2) |
C7A—H7AB | 0.9600 | C9B—H9BA | 0.9300 |
C7A—H7AC | 0.9600 | C10B—C11B | 1.474 (2) |
C8A—H8AA | 0.9600 | C10B—H10B | 0.9300 |
C8A—H8AB | 0.9600 | C11B—C12B | 1.485 (2) |
C8A—H8AC | 0.9600 | C12B—C17B | 1.389 (2) |
C9A—C10A | 1.326 (2) | C12B—C13B | 1.391 (2) |
C9A—H9AA | 0.9300 | C13B—C14B | 1.379 (2) |
C10A—C11A | 1.470 (2) | C13B—H13B | 0.9300 |
C10A—H10A | 0.9300 | C14B—C15B | 1.361 (3) |
C11A—C12A | 1.488 (2) | C14B—H14B | 0.9300 |
C12A—C17A | 1.385 (2) | C15B—C16B | 1.370 (3) |
C12A—C13A | 1.387 (2) | C16B—C17B | 1.371 (2) |
C13A—C14A | 1.377 (3) | C16B—H16B | 0.9300 |
C13A—H13A | 0.9300 | C17B—H17B | 0.9300 |
C4A—O1A—C7A | 117.57 (15) | C16A—C17A—H17A | 119.3 |
C5A—O2A—C8A | 117.98 (14) | C12A—C17A—H17A | 119.3 |
C4B—O1B—C7B | 117.71 (14) | C2B—C1B—C6B | 117.67 (16) |
C5B—O2B—C8B | 117.51 (13) | C2B—C1B—C9B | 122.95 (15) |
C2A—C1A—C6A | 117.65 (16) | C6B—C1B—C9B | 119.38 (16) |
C2A—C1A—C9A | 123.19 (17) | C3B—C2B—C1B | 121.27 (16) |
C6A—C1A—C9A | 119.15 (16) | C3B—C2B—H2BA | 119.4 |
C3A—C2A—C1A | 121.04 (18) | C1B—C2B—H2BA | 119.4 |
C3A—C2A—H2AA | 119.5 | C4B—C3B—C2B | 120.76 (17) |
C1A—C2A—H2AA | 119.5 | C4B—C3B—H3BA | 119.6 |
C4A—C3A—C2A | 120.81 (17) | C2B—C3B—H3BA | 119.6 |
C4A—C3A—H3AA | 119.6 | O1B—C4B—C3B | 125.30 (16) |
C2A—C3A—H3AA | 119.6 | O1B—C4B—C5B | 115.76 (15) |
O1A—C4A—C3A | 125.59 (16) | C3B—C4B—C5B | 118.94 (16) |
O1A—C4A—C5A | 115.19 (16) | O2B—C5B—C6B | 125.22 (16) |
C3A—C4A—C5A | 119.22 (16) | O2B—C5B—C4B | 114.82 (15) |
O2A—C5A—C6A | 125.22 (15) | C6B—C5B—C4B | 119.95 (15) |
O2A—C5A—C4A | 115.18 (15) | C5B—C6B—C1B | 121.40 (16) |
C6A—C5A—C4A | 119.60 (17) | C5B—C6B—H6BA | 119.3 |
C5A—C6A—C1A | 121.65 (16) | C1B—C6B—H6BA | 119.3 |
C5A—C6A—H6AA | 119.2 | O1B—C7B—H7BA | 109.5 |
C1A—C6A—H6AA | 119.2 | O1B—C7B—H7BB | 109.5 |
O1A—C7A—H7AA | 109.5 | H7BA—C7B—H7BB | 109.5 |
O1A—C7A—H7AB | 109.5 | O1B—C7B—H7BC | 109.5 |
H7AA—C7A—H7AB | 109.5 | H7BA—C7B—H7BC | 109.5 |
O1A—C7A—H7AC | 109.5 | H7BB—C7B—H7BC | 109.5 |
H7AA—C7A—H7AC | 109.5 | O2B—C8B—H8BA | 109.5 |
H7AB—C7A—H7AC | 109.5 | O2B—C8B—H8BB | 109.5 |
O2A—C8A—H8AA | 109.5 | H8BA—C8B—H8BB | 109.5 |
O2A—C8A—H8AB | 109.5 | O2B—C8B—H8BC | 109.5 |
H8AA—C8A—H8AB | 109.5 | H8BA—C8B—H8BC | 109.5 |
O2A—C8A—H8AC | 109.5 | H8BB—C8B—H8BC | 109.5 |
H8AA—C8A—H8AC | 109.5 | C10B—C9B—C1B | 127.83 (17) |
H8AB—C8A—H8AC | 109.5 | C10B—C9B—H9BA | 116.1 |
C10A—C9A—C1A | 128.17 (17) | C1B—C9B—H9BA | 116.1 |
C10A—C9A—H9AA | 115.9 | C9B—C10B—C11B | 122.21 (17) |
C1A—C9A—H9AA | 115.9 | C9B—C10B—H10B | 118.9 |
C9A—C10A—C11A | 122.01 (17) | C11B—C10B—H10B | 118.9 |
C9A—C10A—H10A | 119.0 | O3B—C11B—C10B | 120.83 (16) |
C11A—C10A—H10A | 119.0 | O3B—C11B—C12B | 120.23 (16) |
O3A—C11A—C10A | 120.54 (18) | C10B—C11B—C12B | 118.94 (16) |
O3A—C11A—C12A | 119.73 (16) | C17B—C12B—C13B | 118.42 (16) |
C10A—C11A—C12A | 119.66 (16) | C17B—C12B—C11B | 118.74 (16) |
C17A—C12A—C13A | 118.49 (18) | C13B—C12B—C11B | 122.78 (16) |
C17A—C12A—C11A | 118.44 (16) | C14B—C13B—C12B | 120.81 (17) |
C13A—C12A—C11A | 123.07 (16) | C14B—C13B—H13B | 119.6 |
C14A—C13A—C12A | 120.67 (17) | C12B—C13B—H13B | 119.6 |
C14A—C13A—H13A | 119.7 | C15B—C14B—C13B | 118.28 (18) |
C12A—C13A—H13A | 119.7 | C15B—C14B—H14B | 120.9 |
C15A—C14A—C13A | 118.66 (19) | C13B—C14B—H14B | 120.9 |
C15A—C14A—H14A | 120.7 | F1B—C15B—C14B | 118.71 (19) |
C13A—C14A—H14A | 120.7 | F1B—C15B—C16B | 118.16 (18) |
F1A—C15A—C14A | 119.0 (2) | C14B—C15B—C16B | 123.13 (17) |
F1A—C15A—C16A | 118.40 (19) | C15B—C16B—C17B | 117.99 (17) |
C14A—C15A—C16A | 122.6 (2) | C15B—C16B—H16B | 121.0 |
C17A—C16A—C15A | 118.02 (18) | C17B—C16B—H16B | 121.0 |
C17A—C16A—H16A | 121.0 | C16B—C17B—C12B | 121.34 (18) |
C15A—C16A—H16A | 121.0 | C16B—C17B—H17B | 119.3 |
C16A—C17A—C12A | 121.46 (18) | C12B—C17B—H17B | 119.3 |
C6A—C1A—C2A—C3A | −1.5 (2) | C6B—C1B—C2B—C3B | −0.1 (3) |
C9A—C1A—C2A—C3A | 176.85 (16) | C9B—C1B—C2B—C3B | −178.99 (16) |
C1A—C2A—C3A—C4A | 1.2 (3) | C1B—C2B—C3B—C4B | 0.2 (3) |
C7A—O1A—C4A—C3A | −1.9 (2) | C7B—O1B—C4B—C3B | 7.3 (3) |
C7A—O1A—C4A—C5A | 178.43 (15) | C7B—O1B—C4B—C5B | −173.40 (16) |
C2A—C3A—C4A—O1A | −179.30 (15) | C2B—C3B—C4B—O1B | 178.20 (16) |
C2A—C3A—C4A—C5A | 0.3 (3) | C2B—C3B—C4B—C5B | −1.1 (3) |
C8A—O2A—C5A—C6A | 12.8 (3) | C8B—O2B—C5B—C6B | −13.2 (2) |
C8A—O2A—C5A—C4A | −167.53 (16) | C8B—O2B—C5B—C4B | 167.77 (16) |
O1A—C4A—C5A—O2A | −1.6 (2) | O1B—C4B—C5B—O2B | 1.6 (2) |
C3A—C4A—C5A—O2A | 178.75 (15) | C3B—C4B—C5B—O2B | −179.08 (15) |
O1A—C4A—C5A—C6A | 178.13 (15) | O1B—C4B—C5B—C6B | −177.55 (14) |
C3A—C4A—C5A—C6A | −1.5 (2) | C3B—C4B—C5B—C6B | 1.8 (2) |
O2A—C5A—C6A—C1A | −179.06 (15) | O2B—C5B—C6B—C1B | 179.29 (15) |
C4A—C5A—C6A—C1A | 1.3 (2) | C4B—C5B—C6B—C1B | −1.7 (2) |
C2A—C1A—C6A—C5A | 0.2 (2) | C2B—C1B—C6B—C5B | 0.8 (2) |
C9A—C1A—C6A—C5A | −178.15 (15) | C9B—C1B—C6B—C5B | 179.77 (15) |
C2A—C1A—C9A—C10A | 17.0 (3) | C2B—C1B—C9B—C10B | −14.7 (3) |
C6A—C1A—C9A—C10A | −164.69 (18) | C6B—C1B—C9B—C10B | 166.36 (17) |
C1A—C9A—C10A—C11A | −176.11 (16) | C1B—C9B—C10B—C11B | 177.96 (16) |
C9A—C10A—C11A—O3A | 14.0 (3) | C9B—C10B—C11B—O3B | −13.7 (3) |
C9A—C10A—C11A—C12A | −168.98 (17) | C9B—C10B—C11B—C12B | 166.93 (16) |
O3A—C11A—C12A—C17A | 18.8 (3) | O3B—C11B—C12B—C17B | −24.3 (2) |
C10A—C11A—C12A—C17A | −158.20 (16) | C10B—C11B—C12B—C17B | 155.08 (16) |
O3A—C11A—C12A—C13A | −160.68 (18) | O3B—C11B—C12B—C13B | 152.79 (17) |
C10A—C11A—C12A—C13A | 22.3 (3) | C10B—C11B—C12B—C13B | −27.8 (2) |
C17A—C12A—C13A—C14A | 0.6 (3) | C17B—C12B—C13B—C14B | 0.4 (3) |
C11A—C12A—C13A—C14A | −179.93 (17) | C11B—C12B—C13B—C14B | −176.65 (16) |
C12A—C13A—C14A—C15A | 1.5 (3) | C12B—C13B—C14B—C15B | −1.4 (3) |
C13A—C14A—C15A—F1A | 178.41 (16) | C13B—C14B—C15B—F1B | −179.25 (15) |
C13A—C14A—C15A—C16A | −1.7 (3) | C13B—C14B—C15B—C16B | 1.0 (3) |
F1A—C15A—C16A—C17A | 179.77 (16) | F1B—C15B—C16B—C17B | −179.46 (15) |
C14A—C15A—C16A—C17A | −0.1 (3) | C14B—C15B—C16B—C17B | 0.3 (3) |
C15A—C16A—C17A—C12A | 2.2 (3) | C15B—C16B—C17B—C12B | −1.2 (3) |
C13A—C12A—C17A—C16A | −2.5 (3) | C13B—C12B—C17B—C16B | 0.9 (3) |
C11A—C12A—C17A—C16A | 178.01 (17) | C11B—C12B—C17B—C16B | 178.10 (16) |