Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270199015462/gd1066sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270199015462/gd1066Isup2.hkl |
CCDC reference: 143227
Attempts were made to isolate 1-(2,3,4,5,1',2',3',4'-octamethylferrocen-1-yl)-3-(ruthenocenyl)allylium tetrafluoroborate by the method we used for a range of other bis(metallocenyl)allylium salts (Barlow et al., YEAR). Specifically, a diethyl ether solution of 1-(2,3,4,5,1',2',3',4'-octamethylferrocen-1-yl)-3-(ruthenocenyl)-2-propen-1-ol (Barlow et al., in preparation) was treated with ethereal HBF4. The resulting precipitate was washed with diethyl ether and extracted into dichloromethane solution. Layering of this solution with diethyl ether afforded a crystalline product, which was found to be a mixture of the desired compound and its one-electron oxidation product by elemental analysis (which indicated approximately half the material to be oxidized) and 1H NMR (which indicated paramagnetic species present). Both compounds are reasonably stable in the solid state and in solution in deoxygenated dichloromethane, but solutions exposed to air, or in more polar solvents, such as DMSO, slowly decompose. We were unable to separate the two compounds in bulk. However, a number of crystals were found to be the oxidation product - the subject of the present structure determination.
Data reduction: CRYM (Duchamp, 1964); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens).
[FeRu(C5H5)(C9H13)(C17H19)](BF4)2 | F(000) = 3000 |
Mr = 740.16 | Dx = 1.657 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 19.178 (4) Å | Cell parameters from 25 reflections |
b = 10.988 (3) Å | θ = 13.5–14.2° |
c = 28.728 (7) Å | µ = 1.07 mm−1 |
β = 101.75 (2)° | T = 85 K |
V = 5927 (2) Å3 | Blade, dark green-brown |
Z = 8 | 0.39 × 0.33 × 0.14 mm |
CAD-4 diffractometer | 7469 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.037 |
Graphite monochromator | θmax = 25.0°, θmin = 1.6° |
ω scans | h = −22→22 |
Absorption correction: ψ scan (North et al., 1968) | k = −13→13 |
Tmin = 0.666, Tmax = 0.861 | l = 0→34 |
22328 measured reflections | 3 standard reflections every 75 min |
10404 independent reflections | intensity decay: decay 0.36% |
Refinement on F2 | Primary atom site location: Direct methods |
Least-squares matrix: Full matrix | Secondary atom site location: Difference Fourier map |
R[F2 > 2σ(F2)] = 0.052 | Hydrogen site location: Geometric sites |
wR(F2) = 0.095 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.75 | Observed w = 1/s2(Fo2) |
10403 reflections | (Δ/σ)max = 0.002 |
832 parameters | Δρmax = 1.93 e Å−3 |
3 restraints | Δρmin = −0.85 e Å−3 |
[FeRu(C5H5)(C9H13)(C17H19)](BF4)2 | V = 5927 (2) Å3 |
Mr = 740.16 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 19.178 (4) Å | µ = 1.07 mm−1 |
b = 10.988 (3) Å | T = 85 K |
c = 28.728 (7) Å | 0.39 × 0.33 × 0.14 mm |
β = 101.75 (2)° |
CAD-4 diffractometer | 7469 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.037 |
Tmin = 0.666, Tmax = 0.861 | 3 standard reflections every 75 min |
22328 measured reflections | intensity decay: decay 0.36% |
10404 independent reflections |
R[F2 > 2σ(F2)] = 0.052 | 3 restraints |
wR(F2) = 0.095 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.75 | Δρmax = 1.93 e Å−3 |
10403 reflections | Δρmin = −0.85 e Å−3 |
832 parameters |
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. The weighting scheme was based upon 1/[s2(Fo2)]. The variances [s2(Fo2)] were derived from counting statistics plus an additional term, (0.014I)2, and the variances of the merged data were obtained by propagation of error plus the addition of another term, (0.014<I>)2. Disorder was modelled in one of the tetrafluoroborate anions; the populations of the two orientations were found to be approximately 84:16. Hydrogen atoms were placed geometrically; C–H bonding distances were refined, with the angles fixed. Their temperature factors were set to values 1.2 times those of the atoms to which they are bonded. The maximum and minimum residual electron density are both within 1 Å of Ru1. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
B1 | 0.0453 (3) | 0.5147 (6) | 0.2383 (2) | 0.0226 (15) | |
F1A | 0.05756 (17) | 0.5658 (3) | 0.19663 (11) | 0.0306 (8) | |
F2A | 0.04225 (19) | 0.6059 (3) | 0.27090 (12) | 0.0368 (9) | |
F3A | −0.02005 (19) | 0.4541 (3) | 0.22894 (12) | 0.0385 (9) | |
F4A | 0.0992 (2) | 0.4357 (4) | 0.25669 (13) | 0.0503 (11) | |
B2 | 0.3808 (4) | 0.1773 (6) | 0.0048 (2) | 0.0279 (17) | |
F1B | 0.3853 (3) | 0.1081 (4) | 0.04620 (14) | 0.0643 (13) | |
F2B | 0.4025 (2) | 0.2927 (3) | 0.02012 (13) | 0.0502 (11) | |
F3B | 0.42542 (19) | 0.1262 (3) | −0.02103 (13) | 0.0448 (10) | |
F4B | 0.3121 (2) | 0.1772 (4) | −0.01776 (17) | 0.0811 (16) | |
B3 | 0.4347 (4) | 0.5080 (7) | 0.2466 (2) | 0.0294 (17) | |
F1C | 0.44078 (18) | 0.4080 (3) | 0.21806 (12) | 0.0352 (9) | |
F2C | 0.4385 (2) | 0.4685 (4) | 0.29268 (12) | 0.0494 (11) | |
F3C | 0.36980 (18) | 0.5660 (3) | 0.23067 (12) | 0.0343 (8) | |
F4C | 0.4885 (2) | 0.5896 (3) | 0.24421 (15) | 0.0547 (12) | |
B4 | 0.1203 (4) | 0.8171 (6) | 0.5014 (2) | 0.0316 (18) | |
F1D | 0.08546 (18) | 0.7114 (3) | 0.48216 (11) | 0.0356 (8) | |
F2D | 0.1147 (3) | 0.9019 (4) | 0.46390 (16) | 0.0509 (16) | 0.837 (8) |
F3D | 0.1919 (3) | 0.7948 (4) | 0.5150 (2) | 0.066 (2) | 0.837 (8) |
F4D | 0.0886 (3) | 0.8673 (5) | 0.5350 (2) | 0.066 (2) | 0.837 (8) |
F2DA | 0.1494 (10) | 0.7813 (17) | 0.5491 (5) | 0.028 (6)* | 0.163 (8) |
F3DA | 0.0744 (14) | 0.916 (2) | 0.5024 (12) | 0.073 (10)* | 0.163 (8) |
F4DA | 0.170 (2) | 0.862 (3) | 0.4844 (13) | 0.087 (11)* | 0.163 (8) |
Ru1 | 0.55235 (2) | 0.20543 (4) | 0.396127 (14) | 0.01718 (11) | |
Fe1 | 0.70167 (4) | 0.25312 (6) | 0.64337 (3) | 0.01469 (18) | |
C1A | 0.6204 (3) | 0.3483 (5) | 0.42313 (19) | 0.0219 (13) | |
C2A | 0.6641 (3) | 0.2551 (5) | 0.4076 (2) | 0.0257 (14) | |
H2AA | 0.701 (2) | 0.214 (3) | 0.4262 (12) | 0.031* | |
C3A | 0.6394 (3) | 0.2393 (5) | 0.3584 (2) | 0.0280 (15) | |
H3AA | 0.6550 (11) | 0.187 (4) | 0.3411 (12) | 0.034* | |
C4A | 0.5842 (3) | 0.3246 (5) | 0.3422 (2) | 0.0286 (15) | |
H4AA | 0.5606 (15) | 0.3330 (7) | 0.3124 (19) | 0.034* | |
C5A | 0.5731 (3) | 0.3929 (5) | 0.38081 (19) | 0.0274 (15) | |
H5AA | 0.546 (2) | 0.446 (4) | 0.3798 (2) | 0.033* | |
C6A | 0.4818 (3) | 0.1134 (5) | 0.4366 (2) | 0.0277 (14) | |
H6AA | 0.4802 (3) | 0.1330 (12) | 0.4688 (19) | 0.033* | |
C7A | 0.5268 (3) | 0.0252 (5) | 0.4214 (2) | 0.0303 (15) | |
H7AA | 0.557 (2) | −0.021 (3) | 0.4397 (13) | 0.036* | |
C8A | 0.5132 (3) | 0.0272 (5) | 0.3716 (2) | 0.0322 (17) | |
H8AA | 0.5320 (15) | −0.013 (3) | 0.3556 (12) | 0.039* | |
C9A | 0.4598 (3) | 0.1142 (6) | 0.3553 (2) | 0.0352 (17) | |
H9AA | 0.4421 (12) | 0.1324 (14) | 0.325 (2) | 0.042* | |
C10A | 0.4397 (3) | 0.1669 (6) | 0.3952 (2) | 0.0341 (16) | |
H10A | 0.405 (2) | 0.226 (4) | 0.3947 (2) | 0.041* | |
C11A | 0.6188 (3) | 0.1912 (5) | 0.58880 (17) | 0.0184 (12) | |
C12A | 0.6735 (3) | 0.1002 (4) | 0.60060 (19) | 0.0165 (12) | |
C13A | 0.6793 (3) | 0.0689 (5) | 0.64934 (18) | 0.0169 (12) | |
C14A | 0.6286 (3) | 0.1402 (5) | 0.66832 (18) | 0.0154 (12) | |
C15A | 0.5911 (3) | 0.2145 (5) | 0.63077 (18) | 0.0176 (12) | |
C16A | 0.7327 (3) | 0.3909 (5) | 0.6921 (2) | 0.0211 (13) | |
H16A | 0.7055 (14) | 0.4138 (12) | 0.7181 (13) | 0.025* | |
C17A | 0.7206 (3) | 0.4415 (5) | 0.64486 (19) | 0.0204 (13) | |
C18A | 0.7692 (3) | 0.3826 (5) | 0.62048 (19) | 0.0189 (12) | |
C19A | 0.8107 (3) | 0.2984 (5) | 0.65262 (17) | 0.0180 (12) | |
C20A | 0.7878 (3) | 0.3053 (5) | 0.69657 (17) | 0.0178 (11) | |
C21A | 0.7130 (3) | 0.0407 (5) | 0.56697 (19) | 0.0267 (15) | |
H21A | 0.6905 (8) | −0.018 (2) | 0.5547 (5) | 0.032* | |
H21B | 0.7517 (13) | 0.0184 (9) | 0.5814 (5) | 0.032* | |
H21C | 0.7181 (3) | 0.0889 (16) | 0.5466 (7) | 0.032* | |
C22A | 0.7274 (3) | −0.0265 (5) | 0.67552 (19) | 0.0234 (13) | |
H22A | 0.7042 (7) | −0.100 (2) | 0.6724 (2) | 0.028* | |
H22B | 0.7397 (5) | −0.0059 (7) | 0.7072 (9) | 0.028* | |
H22C | 0.7679 (12) | −0.0319 (5) | 0.6630 (4) | 0.028* | |
C23A | 0.6167 (3) | 0.1372 (5) | 0.71795 (18) | 0.0236 (13) | |
H23A | 0.5807 (10) | 0.0787 (17) | 0.7202 (2) | 0.028* | |
H23B | 0.6018 (5) | 0.216 (2) | 0.7263 (3) | 0.028* | |
H23C | 0.6600 (12) | 0.1153 (8) | 0.7392 (6) | 0.028* | |
C24A | 0.5311 (3) | 0.2984 (5) | 0.63414 (19) | 0.0258 (13) | |
H24A | 0.4872 (13) | 0.2553 (12) | 0.6263 (3) | 0.031* | |
H24B | 0.5307 (3) | 0.3644 (19) | 0.6126 (6) | 0.031* | |
H24C | 0.5373 (3) | 0.3291 (10) | 0.6657 (9) | 0.031* | |
C25A | 0.6678 (3) | 0.5379 (5) | 0.6262 (2) | 0.0308 (15) | |
H25A | 0.6902 (7) | 0.616 (2) | 0.6315 (3) | 0.037* | |
H25B | 0.6286 (12) | 0.5337 (5) | 0.6423 (5) | 0.037* | |
H25C | 0.6506 (6) | 0.5259 (6) | 0.5926 (10) | 0.037* | |
C26A | 0.7757 (3) | 0.4083 (5) | 0.5706 (2) | 0.0292 (15) | |
H26A | 0.8086 (10) | 0.4679 (18) | 0.5705 (2) | 0.035* | |
H26B | 0.7327 (13) | 0.4331 (9) | 0.5535 (6) | 0.035* | |
H26C | 0.7896 (5) | 0.339 (2) | 0.5574 (5) | 0.035* | |
C27A | 0.8685 (3) | 0.2185 (5) | 0.6423 (2) | 0.0283 (14) | |
H27A | 0.9177 (13) | 0.2658 (13) | 0.6504 (3) | 0.034* | |
H27B | 0.8571 (4) | 0.1942 (8) | 0.6058 (10) | 0.034* | |
H27C | 0.8718 (3) | 0.139 (2) | 0.6634 (6) | 0.034* | |
C28A | 0.8184 (3) | 0.2351 (5) | 0.74085 (19) | 0.0270 (14) | |
H28A | 0.8603 (11) | 0.2824 (13) | 0.7604 (6) | 0.032* | |
H28B | 0.8357 (5) | 0.152 (2) | 0.7318 (3) | 0.032* | |
H28C | 0.7800 (10) | 0.2233 (6) | 0.7606 (6) | 0.032* | |
C29A | 0.5907 (3) | 0.3283 (5) | 0.4642 (2) | 0.0272 (14) | |
H29A | 0.542 (4) | 0.367 (3) | 0.4644 (2) | 0.08 (3)* | |
C30A | 0.6232 (3) | 0.2585 (5) | 0.50540 (19) | 0.0233 (14) | |
H30A | 0.666 (2) | 0.214 (3) | 0.50522 (19) | 0.028* | |
C31A | 0.5939 (3) | 0.2555 (5) | 0.54401 (19) | 0.0252 (14) | |
H31A | 0.555 (3) | 0.297 (3) | 0.5421 (2) | 0.030* | |
Ru2 | 0.06210 (2) | 0.29927 (4) | 0.384733 (14) | 0.01472 (11) | |
Fe2 | 0.21271 (4) | 0.26160 (7) | 0.62912 (3) | 0.01586 (18) | |
C1B | 0.1353 (3) | 0.1638 (5) | 0.41121 (19) | 0.0226 (13) | |
C2B | 0.1769 (3) | 0.2656 (5) | 0.3991 (2) | 0.0227 (13) | |
H2BA | 0.214 (2) | 0.313 (3) | 0.4215 (12) | 0.027* | |
C3B | 0.1552 (3) | 0.2846 (6) | 0.3494 (2) | 0.0262 (13) | |
H3BA | 0.1755 (10) | 0.359 (4) | 0.3281 (10) | 0.031* | |
C4B | 0.1036 (3) | 0.1943 (5) | 0.3305 (2) | 0.0265 (13) | |
H4BA | 0.0795 (13) | 0.1869 (7) | 0.2965 (19) | 0.032* | |
C5B | 0.0921 (3) | 0.1177 (5) | 0.3672 (2) | 0.0261 (14) | |
H5BA | 0.0618 (18) | 0.049 (4) | 0.3640 (3) | 0.031* | |
C6B | −0.0188 (3) | 0.3659 (5) | 0.4216 (2) | 0.0248 (14) | |
H6BA | −0.0232 (4) | 0.3389 (17) | 0.4503 (17) | 0.030* | |
C7B | 0.0232 (3) | 0.4666 (5) | 0.4132 (2) | 0.0253 (14) | |
H7BA | 0.0482 (17) | 0.512 (3) | 0.4341 (14) | 0.030* | |
C8B | 0.0154 (3) | 0.4772 (5) | 0.3634 (2) | 0.0246 (14) | |
H8BA | 0.0387 (13) | 0.540 (3) | 0.3464 (9) | 0.029* | |
C9B | −0.0313 (3) | 0.3829 (5) | 0.3412 (2) | 0.0251 (14) | |
H9BA | −0.0463 (8) | 0.3676 (10) | 0.3059 (19) | 0.030* | |
C10B | −0.0527 (3) | 0.3150 (5) | 0.3778 (2) | 0.0260 (14) | |
H10B | −0.0822 (19) | 0.252 (4) | 0.3738 (3) | 0.031* | |
C11B | 0.1232 (3) | 0.3047 (5) | 0.57612 (18) | 0.0190 (12) | |
C12B | 0.1004 (3) | 0.2725 (5) | 0.61872 (19) | 0.0197 (13) | |
C13B | 0.1329 (3) | 0.3532 (5) | 0.65516 (19) | 0.0222 (13) | |
C14B | 0.1755 (3) | 0.4373 (5) | 0.63547 (19) | 0.0200 (13) | |
C15B | 0.1698 (3) | 0.4083 (5) | 0.58632 (19) | 0.0195 (12) | |
C16B | 0.3158 (3) | 0.2273 (5) | 0.61973 (19) | 0.0210 (13) | |
H16B | 0.3391 (13) | 0.273 (3) | 0.5993 (11) | 0.025* | |
C17B | 0.2732 (3) | 0.1208 (5) | 0.6070 (2) | 0.0197 (13) | |
C18B | 0.2465 (3) | 0.0816 (5) | 0.64694 (19) | 0.0205 (13) | |
C19B | 0.2743 (3) | 0.1640 (5) | 0.68558 (18) | 0.0191 (12) | |
C20B | 0.3168 (3) | 0.2519 (5) | 0.66790 (19) | 0.0212 (13) | |
C21B | 0.0494 (3) | 0.1716 (5) | 0.6228 (2) | 0.0305 (16) | |
H21D | 0.0048 (14) | 0.2006 (10) | 0.6165 (3) | 0.037* | |
H21E | 0.0594 (4) | 0.1411 (11) | 0.6523 (9) | 0.037* | |
H21F | 0.0536 (3) | 0.1128 (19) | 0.6019 (7) | 0.037* | |
C22B | 0.1225 (3) | 0.3519 (5) | 0.70577 (19) | 0.0285 (15) | |
H22D | 0.0833 (12) | 0.4001 (15) | 0.7082 (2) | 0.034* | |
H22E | 0.1632 (12) | 0.3827 (10) | 0.7258 (6) | 0.034* | |
H22F | 0.1146 (4) | 0.272 (2) | 0.7147 (3) | 0.034* | |
C23B | 0.2173 (3) | 0.5410 (5) | 0.6609 (2) | 0.0283 (15) | |
H23D | 0.1899 (8) | 0.607 (2) | 0.6587 (2) | 0.034* | |
H23E | 0.2545 (12) | 0.5561 (7) | 0.6479 (4) | 0.034* | |
H23F | 0.2322 (6) | 0.5217 (7) | 0.6913 (9) | 0.034* | |
C24B | 0.2022 (3) | 0.4816 (5) | 0.5522 (2) | 0.0273 (15) | |
H24D | 0.1714 (10) | 0.5389 (18) | 0.5389 (5) | 0.033* | |
H24E | 0.2123 (4) | 0.4329 (15) | 0.5296 (7) | 0.033* | |
H24F | 0.2421 (12) | 0.5169 (12) | 0.5678 (5) | 0.033* | |
C25B | 0.2612 (3) | 0.0639 (5) | 0.5588 (2) | 0.0315 (15) | |
H25D | 0.2971 (11) | 0.0007 (19) | 0.5584 (2) | 0.038* | |
H25E | 0.2649 (3) | 0.1262 (18) | 0.5351 (7) | 0.038* | |
H25F | 0.2136 (14) | 0.0273 (12) | 0.5515 (3) | 0.038* | |
C26B | 0.2010 (3) | −0.0262 (5) | 0.6492 (2) | 0.0315 (15) | |
H26D | 0.2319 (9) | −0.099 (2) | 0.6587 (3) | 0.038* | |
H26E | 0.1696 (10) | −0.0405 (7) | 0.6172 (9) | 0.038* | |
H26F | 0.1706 (9) | −0.0117 (6) | 0.6733 (7) | 0.038* | |
C27B | 0.2637 (3) | 0.1565 (5) | 0.73517 (19) | 0.0302 (14) | |
H27D | 0.3026 (11) | 0.1019 (16) | 0.7548 (6) | 0.036* | |
H27E | 0.2143 (14) | 0.1198 (11) | 0.73534 (19) | 0.036* | |
H27F | 0.2668 (3) | 0.242 (2) | 0.7498 (5) | 0.036* | |
C28B | 0.3603 (3) | 0.3505 (5) | 0.6973 (2) | 0.0307 (14) | |
H28D | 0.4126 (14) | 0.3152 (10) | 0.7130 (5) | 0.037* | |
H28E | 0.3336 (7) | 0.3795 (9) | 0.7252 (8) | 0.037* | |
H28F | 0.3658 (3) | 0.427 (2) | 0.6746 (6) | 0.037* | |
C29B | 0.1020 (3) | 0.1733 (5) | 0.4503 (2) | 0.0292 (15) | |
H29B | 0.052 (3) | 0.125 (3) | 0.4487 (2) | 0.05 (2)* | |
C30B | 0.1303 (3) | 0.2438 (5) | 0.4929 (2) | 0.0297 (15) | |
H30B | 0.172 (2) | 0.295 (3) | 0.4935 (2) | 0.036* | |
C31B | 0.1007 (3) | 0.2405 (5) | 0.53150 (19) | 0.0259 (14) | |
H31B | 0.062 (2) | 0.192 (3) | 0.5293 (2) | 0.031* |
U11 | U22 | U33 | U12 | U13 | U23 | |
B1 | 0.016 (3) | 0.024 (4) | 0.025 (4) | 0.000 (3) | −0.001 (3) | −0.004 (3) |
F1A | 0.031 (2) | 0.038 (2) | 0.0230 (18) | −0.0023 (16) | 0.0057 (16) | 0.0029 (15) |
F2A | 0.044 (2) | 0.039 (2) | 0.034 (2) | −0.0160 (17) | 0.0225 (18) | −0.0169 (16) |
F3A | 0.037 (2) | 0.040 (2) | 0.038 (2) | −0.0199 (17) | 0.0046 (18) | −0.0030 (16) |
F4A | 0.047 (3) | 0.054 (3) | 0.050 (2) | 0.026 (2) | 0.012 (2) | 0.0178 (19) |
B2 | 0.025 (4) | 0.031 (5) | 0.027 (4) | −0.009 (3) | 0.006 (3) | −0.009 (3) |
F1B | 0.104 (4) | 0.041 (3) | 0.057 (3) | 0.018 (2) | 0.039 (3) | 0.006 (2) |
F2B | 0.055 (3) | 0.035 (2) | 0.068 (3) | −0.020 (2) | 0.032 (2) | −0.025 (2) |
F3B | 0.036 (2) | 0.050 (3) | 0.051 (2) | −0.0004 (18) | 0.016 (2) | −0.0232 (19) |
F4B | 0.033 (2) | 0.095 (4) | 0.095 (3) | 0.023 (2) | −0.034 (2) | −0.058 (3) |
B3 | 0.022 (4) | 0.038 (4) | 0.029 (4) | −0.009 (3) | 0.006 (3) | −0.006 (3) |
F1C | 0.034 (2) | 0.029 (2) | 0.047 (2) | −0.0075 (16) | 0.0184 (18) | −0.0145 (16) |
F2C | 0.051 (3) | 0.063 (3) | 0.028 (2) | 0.006 (2) | −0.0054 (19) | −0.0003 (18) |
F3C | 0.030 (2) | 0.036 (2) | 0.041 (2) | 0.0022 (16) | 0.0163 (18) | 0.0053 (16) |
F4C | 0.034 (2) | 0.054 (3) | 0.080 (3) | −0.025 (2) | 0.022 (2) | −0.031 (2) |
B4 | 0.040 (5) | 0.029 (5) | 0.028 (4) | −0.008 (3) | 0.011 (4) | 0.002 (3) |
F1D | 0.043 (2) | 0.030 (2) | 0.0348 (19) | −0.0165 (17) | 0.0097 (17) | −0.0098 (16) |
F2D | 0.076 (4) | 0.030 (3) | 0.046 (3) | 0.000 (3) | 0.010 (3) | 0.012 (2) |
F3D | 0.042 (3) | 0.033 (3) | 0.100 (5) | 0.015 (2) | −0.042 (3) | −0.027 (3) |
F4D | 0.099 (5) | 0.050 (3) | 0.067 (4) | −0.035 (3) | 0.061 (4) | −0.031 (3) |
Ru1 | 0.0164 (2) | 0.0153 (2) | 0.0182 (2) | −0.0003 (2) | −0.00032 (19) | 0.00000 (19) |
Fe1 | 0.0129 (4) | 0.0142 (4) | 0.0159 (4) | 0.0008 (3) | 0.0006 (3) | 0.0027 (3) |
C1A | 0.020 (3) | 0.020 (3) | 0.024 (3) | −0.006 (2) | −0.002 (3) | 0.002 (2) |
C2A | 0.016 (3) | 0.024 (3) | 0.037 (4) | −0.002 (2) | 0.005 (3) | 0.005 (3) |
C3A | 0.029 (4) | 0.027 (3) | 0.031 (3) | −0.005 (3) | 0.013 (3) | −0.007 (3) |
C4A | 0.033 (4) | 0.032 (4) | 0.021 (3) | −0.002 (3) | 0.006 (3) | 0.008 (3) |
C5A | 0.038 (4) | 0.022 (3) | 0.022 (3) | −0.003 (3) | 0.007 (3) | 0.003 (2) |
C6A | 0.023 (3) | 0.026 (4) | 0.035 (4) | −0.009 (3) | 0.008 (3) | −0.001 (3) |
C7A | 0.028 (4) | 0.015 (3) | 0.048 (4) | −0.007 (3) | 0.009 (3) | 0.003 (3) |
C8A | 0.031 (4) | 0.024 (4) | 0.044 (4) | −0.012 (3) | 0.016 (3) | −0.014 (3) |
C9A | 0.028 (4) | 0.037 (4) | 0.035 (4) | −0.012 (3) | −0.007 (3) | −0.003 (3) |
C10A | 0.016 (3) | 0.025 (4) | 0.058 (5) | −0.003 (3) | 0.000 (3) | −0.003 (3) |
C11A | 0.017 (3) | 0.019 (3) | 0.017 (3) | 0.000 (2) | −0.001 (2) | −0.001 (2) |
C12A | 0.014 (3) | 0.011 (3) | 0.023 (3) | 0.003 (2) | 0.001 (2) | −0.002 (2) |
C13A | 0.015 (3) | 0.013 (3) | 0.022 (3) | −0.003 (2) | 0.003 (2) | 0.000 (2) |
C14A | 0.011 (3) | 0.011 (3) | 0.022 (3) | −0.008 (2) | −0.002 (2) | 0.000 (2) |
C15A | 0.013 (3) | 0.016 (3) | 0.023 (3) | −0.003 (2) | 0.002 (2) | −0.006 (2) |
C16A | 0.022 (3) | 0.013 (3) | 0.028 (3) | −0.006 (2) | 0.004 (3) | −0.002 (2) |
C17A | 0.019 (3) | 0.016 (3) | 0.025 (3) | −0.006 (2) | 0.000 (3) | 0.006 (2) |
C18A | 0.016 (3) | 0.019 (3) | 0.022 (3) | 0.002 (2) | 0.005 (3) | 0.003 (2) |
C19A | 0.009 (3) | 0.018 (3) | 0.026 (3) | −0.004 (2) | 0.003 (2) | −0.003 (2) |
C20A | 0.017 (3) | 0.020 (3) | 0.014 (3) | −0.008 (2) | −0.002 (2) | 0.001 (2) |
C21A | 0.024 (3) | 0.024 (3) | 0.029 (3) | 0.010 (3) | −0.001 (3) | 0.000 (3) |
C22A | 0.021 (3) | 0.022 (3) | 0.028 (3) | 0.002 (2) | 0.004 (3) | 0.005 (2) |
C23A | 0.023 (3) | 0.025 (3) | 0.023 (3) | −0.002 (3) | 0.006 (3) | 0.004 (2) |
C24A | 0.017 (3) | 0.031 (3) | 0.029 (3) | 0.006 (3) | 0.004 (3) | 0.001 (3) |
C25A | 0.025 (4) | 0.018 (3) | 0.049 (4) | 0.003 (3) | 0.006 (3) | 0.006 (3) |
C26A | 0.028 (4) | 0.030 (4) | 0.031 (4) | −0.006 (3) | 0.012 (3) | 0.002 (3) |
C27A | 0.020 (3) | 0.017 (3) | 0.048 (4) | −0.002 (2) | 0.007 (3) | −0.006 (3) |
C28A | 0.023 (3) | 0.028 (3) | 0.025 (3) | −0.007 (3) | −0.007 (3) | 0.006 (2) |
C29A | 0.022 (3) | 0.029 (4) | 0.029 (3) | −0.006 (3) | 0.002 (3) | −0.001 (3) |
C30A | 0.023 (3) | 0.020 (3) | 0.025 (3) | 0.000 (2) | −0.001 (3) | 0.001 (2) |
C31A | 0.024 (3) | 0.028 (3) | 0.021 (3) | 0.008 (3) | −0.002 (3) | −0.003 (2) |
Ru2 | 0.0122 (2) | 0.0153 (2) | 0.0154 (2) | 0.00158 (19) | −0.00003 (18) | −0.00049 (18) |
Fe2 | 0.0135 (4) | 0.0162 (4) | 0.0162 (4) | 0.0020 (3) | −0.0008 (3) | −0.0011 (3) |
C1B | 0.022 (3) | 0.022 (3) | 0.023 (3) | 0.009 (3) | 0.003 (3) | 0.000 (2) |
C2B | 0.012 (3) | 0.024 (3) | 0.033 (3) | 0.006 (2) | 0.005 (3) | −0.001 (3) |
C3B | 0.014 (3) | 0.036 (4) | 0.031 (3) | 0.004 (3) | 0.010 (3) | −0.004 (3) |
C4B | 0.028 (3) | 0.031 (3) | 0.022 (3) | 0.009 (3) | 0.008 (3) | −0.006 (3) |
C5B | 0.027 (3) | 0.019 (3) | 0.029 (3) | 0.009 (3) | −0.002 (3) | −0.009 (3) |
C6B | 0.022 (3) | 0.024 (3) | 0.030 (3) | 0.007 (3) | 0.008 (3) | 0.005 (3) |
C7B | 0.017 (3) | 0.025 (3) | 0.031 (4) | 0.004 (3) | 0.000 (3) | −0.008 (3) |
C8B | 0.016 (3) | 0.017 (3) | 0.041 (4) | 0.006 (2) | 0.004 (3) | 0.007 (3) |
C9B | 0.017 (3) | 0.024 (3) | 0.029 (3) | 0.007 (3) | −0.007 (3) | 0.000 (3) |
C10B | 0.015 (3) | 0.022 (3) | 0.040 (4) | −0.002 (3) | 0.002 (3) | 0.006 (3) |
C11B | 0.012 (3) | 0.020 (3) | 0.022 (3) | 0.000 (2) | −0.002 (2) | 0.007 (2) |
C12B | 0.009 (3) | 0.023 (3) | 0.025 (3) | 0.005 (2) | −0.002 (2) | 0.009 (2) |
C13B | 0.019 (3) | 0.029 (3) | 0.020 (3) | 0.012 (3) | 0.006 (3) | 0.006 (2) |
C14B | 0.013 (3) | 0.019 (3) | 0.027 (3) | 0.006 (2) | 0.001 (3) | 0.000 (2) |
C15B | 0.016 (3) | 0.020 (3) | 0.020 (3) | 0.002 (2) | −0.001 (2) | 0.003 (2) |
C16B | 0.013 (3) | 0.025 (3) | 0.027 (3) | 0.002 (2) | 0.007 (2) | −0.001 (2) |
C17B | 0.012 (3) | 0.016 (3) | 0.031 (3) | 0.006 (2) | 0.002 (3) | −0.003 (2) |
C18B | 0.014 (3) | 0.017 (3) | 0.030 (3) | 0.011 (2) | 0.003 (3) | 0.004 (2) |
C19B | 0.018 (3) | 0.020 (3) | 0.018 (3) | 0.010 (2) | 0.002 (2) | 0.006 (2) |
C20B | 0.016 (3) | 0.021 (3) | 0.025 (3) | 0.006 (2) | −0.001 (2) | 0.006 (2) |
C21B | 0.017 (3) | 0.038 (4) | 0.033 (3) | −0.003 (3) | −0.001 (3) | 0.013 (3) |
C22B | 0.023 (3) | 0.031 (3) | 0.030 (3) | 0.011 (3) | 0.002 (3) | 0.004 (3) |
C23B | 0.024 (3) | 0.028 (4) | 0.031 (3) | 0.007 (3) | 0.001 (3) | −0.010 (3) |
C24B | 0.037 (4) | 0.014 (3) | 0.031 (3) | −0.008 (3) | 0.007 (3) | 0.002 (2) |
C25B | 0.034 (4) | 0.025 (3) | 0.037 (4) | 0.002 (3) | 0.013 (3) | −0.005 (3) |
C26B | 0.027 (4) | 0.020 (3) | 0.050 (4) | 0.002 (3) | 0.014 (3) | 0.008 (3) |
C27B | 0.030 (4) | 0.030 (3) | 0.030 (3) | 0.015 (3) | 0.004 (3) | 0.008 (3) |
C28B | 0.023 (3) | 0.025 (3) | 0.040 (4) | 0.002 (3) | −0.002 (3) | −0.004 (3) |
C29B | 0.025 (3) | 0.026 (4) | 0.032 (4) | 0.000 (3) | −0.005 (3) | 0.002 (3) |
C30B | 0.023 (4) | 0.027 (4) | 0.034 (4) | −0.003 (3) | −0.005 (3) | 0.005 (3) |
C31B | 0.019 (3) | 0.035 (4) | 0.020 (3) | −0.009 (3) | −0.005 (3) | 0.006 (3) |
B1—F4A | 1.371 (7) | C26A—H26B | 0.9109 |
B1—F2A | 1.380 (7) | C26A—H26C | 0.9109 |
B1—F1A | 1.386 (7) | C27A—H27A | 1.0608 |
B1—F3A | 1.396 (7) | C27A—H27B | 1.0609 |
B2—F4B | 1.346 (8) | C27A—H27C | 1.0608 |
B2—F3B | 1.362 (7) | C28A—H28A | 1.0242 |
B2—F2B | 1.379 (7) | C28A—H28B | 1.0242 |
B2—F1B | 1.399 (8) | C28A—H28C | 1.0242 |
B3—F2C | 1.380 (8) | C29A—C30A | 1.441 (7) |
B3—F4C | 1.379 (7) | C29A—H29A | 1.0275 |
B3—F1C | 1.390 (7) | C30A—C31A | 1.341 (7) |
B3—F3C | 1.390 (8) | C30A—H30A | 0.9502 |
B4—F3DA | 1.403 (11) | C31A—H31A | 0.8647 |
B4—F4DA | 1.26 (3) | Ru2—C1B | 2.082 (5) |
B4—F4D | 1.358 (8) | Ru2—C5B | 2.163 (5) |
B4—F3D | 1.372 (9) | Ru2—C9B | 2.170 (5) |
B4—F2D | 1.412 (7) | Ru2—C10B | 2.176 (5) |
B4—F1D | 1.396 (8) | Ru2—C6B | 2.177 (5) |
B4—F2DA | 1.426 (10) | Ru2—C8B | 2.186 (5) |
F2D—F3DA | 1.48 (3) | Ru2—C2B | 2.186 (5) |
F2D—F4DA | 1.20 (4) | Ru2—C7B | 2.204 (5) |
F3D—F4DA | 1.15 (4) | Ru2—C4B | 2.212 (5) |
F3D—F2DA | 1.402 (18) | Ru2—C3B | 2.232 (5) |
F4D—F3DA | 1.06 (3) | Ru2—C29B | 2.337 (6) |
F4D—F2DA | 1.493 (18) | Fe2—C14B | 2.079 (5) |
F3DA—F4DA | 2.10 (4) | Fe2—C20B | 2.082 (5) |
Ru1—C1A | 2.088 (5) | Fe2—C16B | 2.083 (5) |
Ru1—C5A | 2.160 (6) | Fe2—C15B | 2.092 (5) |
Ru1—C8A | 2.163 (6) | Fe2—C13B | 2.093 (5) |
Ru1—C9A | 2.164 (6) | Fe2—C19B | 2.097 (5) |
Ru1—C2A | 2.170 (6) | Fe2—C11B | 2.103 (5) |
Ru1—C10A | 2.196 (6) | Fe2—C17B | 2.108 (5) |
Ru1—C7A | 2.199 (6) | Fe2—C18B | 2.111 (5) |
Ru1—C3A | 2.200 (6) | Fe2—C12B | 2.117 (5) |
Ru1—C6A | 2.200 (6) | C1B—C29B | 1.405 (7) |
Ru1—C4A | 2.207 (5) | C1B—C2B | 1.456 (8) |
Ru1—C29A | 2.367 (6) | C1B—C5B | 1.453 (8) |
Fe1—C16A | 2.065 (5) | C2B—C3B | 1.418 (8) |
Fe1—C12A | 2.087 (5) | C2B—H2BA | 0.9974 |
Fe1—C13A | 2.083 (5) | C3B—C4B | 1.428 (8) |
Fe1—C20A | 2.089 (5) | C3B—H3BA | 1.1394 |
Fe1—C17A | 2.101 (5) | C4B—C5B | 1.401 (8) |
Fe1—C11A | 2.105 (5) | C4B—H4BA | 0.9966 |
Fe1—C14A | 2.104 (5) | C5B—H5BA | 0.9471 |
Fe1—C19A | 2.114 (5) | C6B—C10B | 1.410 (8) |
Fe1—C18A | 2.117 (5) | C6B—C7B | 1.418 (8) |
Fe1—C15A | 2.120 (5) | C6B—H6BA | 0.8948 |
C1A—C29A | 1.428 (7) | C7B—C8B | 1.414 (8) |
C1A—C5A | 1.447 (7) | C7B—H7BA | 0.8495 |
C1A—C2A | 1.450 (8) | C8B—C9B | 1.432 (8) |
C2A—C3A | 1.407 (8) | C8B—H8BA | 1.0020 |
C2A—H2AA | 0.9081 | C9B—C10B | 1.416 (8) |
C3A—C4A | 1.420 (8) | C9B—H9BA | 1.0103 |
C3A—H3AA | 0.8508 | C10B—H10B | 0.8897 |
C4A—C5A | 1.390 (8) | C11B—C12B | 1.426 (7) |
C4A—H4AA | 0.8882 | C11B—C15B | 1.440 (7) |
C5A—H5AA | 0.7784 | C11B—C31B | 1.450 (7) |
C6A—C7A | 1.422 (8) | C12B—C13B | 1.416 (8) |
C6A—C10A | 1.420 (8) | C12B—C21B | 1.497 (7) |
C6A—H6AA | 0.9576 | C13B—C14B | 1.425 (8) |
C7A—C8A | 1.400 (8) | C13B—C22B | 1.507 (7) |
C7A—H7AA | 0.8695 | C14B—C15B | 1.430 (7) |
C8A—C9A | 1.409 (8) | C14B—C23B | 1.496 (7) |
C8A—H8AA | 0.7782 | C15B—C24B | 1.496 (7) |
C9A—C10A | 1.406 (8) | C16B—C20B | 1.406 (7) |
C9A—H9AA | 0.8817 | C16B—C17B | 1.432 (7) |
C10A—H10A | 0.9256 | C16B—H16B | 0.9521 |
C11A—C15A | 1.437 (7) | C17B—C18B | 1.416 (7) |
C11A—C12A | 1.439 (7) | C17B—C25B | 1.492 (7) |
C11A—C31A | 1.461 (7) | C18B—C19B | 1.448 (7) |
C12A—C13A | 1.424 (7) | C18B—C26B | 1.480 (7) |
C12A—C21A | 1.493 (7) | C19B—C20B | 1.423 (7) |
C13A—C14A | 1.439 (7) | C19B—C27B | 1.482 (7) |
C13A—C22A | 1.494 (7) | C20B—C28B | 1.515 (8) |
C14A—C15A | 1.425 (7) | C21B—H21D | 0.8967 |
C14A—C23A | 1.489 (7) | C21B—H21E | 0.8967 |
C15A—C24A | 1.492 (7) | C21B—H21F | 0.8967 |
C16A—C20A | 1.401 (7) | C22B—H22D | 0.9338 |
C16A—C17A | 1.440 (7) | C22B—H22E | 0.9338 |
C16A—H16A | 1.0274 | C22B—H22F | 0.9338 |
C17A—C18A | 1.429 (7) | C23B—H23D | 0.8870 |
C17A—C25A | 1.488 (7) | C23B—H23E | 0.8870 |
C18A—C19A | 1.429 (7) | C23B—H23F | 0.8870 |
C18A—C26A | 1.490 (7) | C24B—H24D | 0.8938 |
C19A—C20A | 1.421 (7) | C24B—H24E | 0.8938 |
C19A—C27A | 1.490 (7) | C24B—H24F | 0.8938 |
C20A—C28A | 1.501 (7) | C25B—H25D | 0.9800 |
C21A—H21A | 0.8104 | C25B—H25E | 0.9800 |
C21A—H21B | 0.8104 | C25B—H25F | 0.9800 |
C21A—H21C | 0.8104 | C26B—H26D | 1.0042 |
C22A—H22A | 0.9217 | C26B—H26E | 1.0042 |
C22A—H22B | 0.9217 | C26B—H26F | 1.0042 |
C22A—H22C | 0.9217 | C27B—H27D | 1.0310 |
C23A—H23A | 0.9560 | C27B—H27E | 1.0310 |
C23A—H23B | 0.9560 | C27B—H27F | 1.0310 |
C23A—H23C | 0.9560 | C28B—H28D | 1.0849 |
C24A—H24A | 0.9531 | C28B—H28E | 1.0849 |
C24A—H24B | 0.9531 | C28B—H28F | 1.0849 |
C24A—H24C | 0.9531 | C29B—C30B | 1.457 (8) |
C25A—H25A | 0.9619 | C29B—H29B | 1.0833 |
C25A—H25B | 0.9619 | C30B—C31B | 1.346 (8) |
C25A—H25C | 0.9619 | C30B—H30B | 0.9719 |
C26A—H26A | 0.9109 | C31B—H31B | 0.9065 |
F4A—B1—F2A | 109.4 (5) | H25B—C25A—H25C | 109.5 |
F4A—B1—F1A | 109.9 (5) | C18A—C26A—H26A | 109.5 |
F2A—B1—F1A | 109.3 (5) | C18A—C26A—H26B | 109.5 |
F4A—B1—F3A | 110.4 (5) | H26A—C26A—H26B | 109.5 |
F2A—B1—F3A | 108.5 (5) | C18A—C26A—H26C | 109.5 |
F1A—B1—F3A | 109.2 (5) | H26A—C26A—H26C | 109.5 |
F4B—B2—F3B | 113.5 (5) | H26B—C26A—H26C | 109.5 |
F4B—B2—F2B | 110.8 (6) | C19A—C27A—H27A | 109.5 |
F3B—B2—F2B | 111.8 (5) | C19A—C27A—H27B | 109.5 |
F4B—B2—F1B | 107.1 (6) | H27A—C27A—H27B | 109.5 |
F3B—B2—F1B | 107.6 (6) | C19A—C27A—H27C | 109.5 |
F2B—B2—F1B | 105.4 (5) | H27A—C27A—H27C | 109.5 |
F2C—B3—F4C | 111.0 (5) | H27B—C27A—H27C | 109.5 |
F2C—B3—F1C | 108.9 (6) | C20A—C28A—H28A | 109.5 |
F4C—B3—F1C | 109.3 (5) | C20A—C28A—H28B | 109.5 |
F2C—B3—F3C | 109.2 (5) | H28A—C28A—H28B | 109.5 |
F4C—B3—F3C | 108.3 (6) | C20A—C28A—H28C | 109.5 |
F1C—B3—F3C | 110.2 (5) | H28A—C28A—H28C | 109.5 |
F3DA—B4—F4DA | 104 (2) | H28B—C28A—H28C | 109.5 |
F3DA—B4—F4D | 45.3 (13) | C1A—C29A—C30A | 125.6 (6) |
F4DA—B4—F4D | 127.1 (17) | C1A—C29A—Ru1 | 61.0 (3) |
F3DA—B4—F3D | 136.7 (14) | C30A—C29A—Ru1 | 112.6 (4) |
F4DA—B4—F3D | 51.8 (18) | C1A—C29A—H29A | 117.2 |
F4D—B4—F3D | 115.9 (6) | C30A—C29A—H29A | 117.2 |
F3DA—B4—F2D | 63.5 (14) | Ru1—C29A—H29A | 96.3 |
F4DA—B4—F2D | 52.8 (18) | C31A—C30A—C29A | 120.6 (5) |
F4D—B4—F2D | 107.3 (6) | C31A—C30A—H30A | 119.7 |
F3D—B4—F2D | 104.6 (6) | C29A—C30A—H30A | 119.7 |
F3DA—B4—F1D | 113.7 (14) | C30A—C31A—C11A | 128.5 (5) |
F4DA—B4—F1D | 120.7 (16) | C30A—C31A—H31A | 115.7 |
F4D—B4—F1D | 111.9 (5) | C11A—C31A—H31A | 115.7 |
F3D—B4—F1D | 109.6 (6) | C1B—Ru2—C5B | 40.0 (2) |
F2D—B4—F1D | 107.0 (5) | C1B—Ru2—C9B | 158.5 (2) |
F3DA—B4—F2DA | 108.6 (17) | C5B—Ru2—C9B | 118.9 (2) |
F4DA—B4—F2DA | 107 (2) | C1B—Ru2—C10B | 133.2 (2) |
F4D—B4—F2DA | 64.8 (9) | C5B—Ru2—C10B | 111.3 (2) |
F3D—B4—F2DA | 60.1 (9) | C9B—Ru2—C10B | 38.0 (2) |
F2D—B4—F2DA | 150.3 (10) | C1B—Ru2—C6B | 123.9 (2) |
F1D—B4—F2DA | 102.3 (9) | C5B—Ru2—C6B | 132.3 (2) |
F3DA—F2D—F4DA | 102.8 (19) | C9B—Ru2—C6B | 63.4 (2) |
F3DA—F2D—B4 | 58.0 (8) | C10B—Ru2—C6B | 37.8 (2) |
F4DA—F2D—B4 | 57.2 (17) | C1B—Ru2—C8B | 161.8 (2) |
F4DA—F3D—B4 | 59.2 (18) | C5B—Ru2—C8B | 150.8 (2) |
F4DA—F3D—F2DA | 115.5 (19) | C9B—Ru2—C8B | 38.4 (2) |
B4—F3D—F2DA | 61.8 (6) | C10B—Ru2—C8B | 63.5 (2) |
F3DA—F4D—B4 | 69.6 (9) | C6B—Ru2—C8B | 62.9 (2) |
F3DA—F4D—F2DA | 127.1 (13) | C1B—Ru2—C2B | 39.8 (2) |
B4—F4D—F2DA | 59.8 (6) | C5B—Ru2—C2B | 65.3 (2) |
F3D—F2DA—F4D | 106.1 (9) | C9B—Ru2—C2B | 149.5 (2) |
F3D—F2DA—B4 | 58.1 (7) | C10B—Ru2—C2B | 172.4 (2) |
F4D—F2DA—B4 | 55.4 (6) | C6B—Ru2—C2B | 139.0 (2) |
B4—F3DA—F4D | 65.1 (10) | C8B—Ru2—C2B | 122.9 (2) |
B4—F3DA—F2D | 58.6 (8) | C1B—Ru2—C7B | 135.7 (2) |
F4D—F3DA—F2D | 121.7 (12) | C5B—Ru2—C7B | 169.0 (2) |
B4—F3DA—F4DA | 35.8 (12) | C9B—Ru2—C7B | 63.8 (2) |
F4D—F3DA—F4DA | 89.6 (15) | C10B—Ru2—C7B | 63.6 (2) |
F2D—F3DA—F4DA | 33.8 (11) | C6B—Ru2—C7B | 37.8 (2) |
F3D—F4DA—F2D | 139 (3) | C8B—Ru2—C7B | 37.6 (2) |
F3D—F4DA—B4 | 69.0 (19) | C2B—Ru2—C7B | 118.4 (2) |
F2D—F4DA—B4 | 70 (2) | C1B—Ru2—C4B | 64.6 (2) |
F3D—F4DA—F3DA | 101 (2) | C5B—Ru2—C4B | 37.3 (2) |
F2D—F4DA—F3DA | 43.5 (15) | C9B—Ru2—C4B | 100.8 (2) |
B4—F4DA—F3DA | 40.5 (14) | C10B—Ru2—C4B | 118.6 (2) |
C1A—Ru1—C5A | 39.8 (2) | C6B—Ru2—C4B | 155.9 (2) |
C1A—Ru1—C8A | 162.0 (2) | C8B—Ru2—C4B | 117.0 (2) |
C5A—Ru1—C8A | 149.7 (2) | C2B—Ru2—C4B | 63.4 (2) |
C1A—Ru1—C9A | 158.7 (2) | C7B—Ru2—C4B | 153.4 (2) |
C5A—Ru1—C9A | 119.7 (2) | C1B—Ru2—C3B | 64.6 (2) |
C8A—Ru1—C9A | 38.0 (2) | C5B—Ru2—C3B | 63.4 (2) |
C1A—Ru1—C2A | 39.8 (2) | C9B—Ru2—C3B | 114.3 (2) |
C5A—Ru1—C2A | 64.8 (2) | C10B—Ru2—C3B | 148.4 (2) |
C8A—Ru1—C2A | 122.9 (2) | C6B—Ru2—C3B | 164.0 (2) |
C9A—Ru1—C2A | 151.0 (2) | C8B—Ru2—C3B | 104.9 (2) |
C1A—Ru1—C10A | 133.5 (2) | C2B—Ru2—C3B | 37.4 (2) |
C5A—Ru1—C10A | 113.7 (2) | C7B—Ru2—C3B | 126.3 (2) |
C8A—Ru1—C10A | 63.0 (2) | C4B—Ru2—C3B | 37.5 (2) |
C9A—Ru1—C10A | 37.6 (2) | C1B—Ru2—C29B | 36.5 (2) |
C2A—Ru1—C10A | 171.3 (2) | C5B—Ru2—C29B | 65.3 (2) |
C1A—Ru1—C7A | 136.0 (2) | C9B—Ru2—C29B | 144.3 (2) |
C5A—Ru1—C7A | 171.4 (2) | C10B—Ru2—C29B | 106.3 (2) |
C8A—Ru1—C7A | 37.4 (2) | C6B—Ru2—C29B | 87.4 (2) |
C9A—Ru1—C7A | 63.1 (2) | C8B—Ru2—C29B | 143.5 (2) |
C2A—Ru1—C7A | 117.1 (2) | C2B—Ru2—C29B | 66.2 (2) |
C10A—Ru1—C7A | 62.9 (2) | C7B—Ru2—C29B | 105.9 (2) |
C1A—Ru1—C3A | 64.9 (2) | C4B—Ru2—C29B | 98.8 (2) |
C5A—Ru1—C3A | 63.2 (2) | C3B—Ru2—C29B | 99.4 (2) |
C8A—Ru1—C3A | 103.9 (2) | C14B—Fe2—C20B | 108.0 (2) |
C9A—Ru1—C3A | 115.6 (2) | C14B—Fe2—C16B | 122.1 (2) |
C2A—Ru1—C3A | 37.6 (2) | C20B—Fe2—C16B | 39.5 (2) |
C10A—Ru1—C3A | 150.5 (2) | C14B—Fe2—C15B | 40.1 (2) |
C7A—Ru1—C3A | 123.9 (2) | C20B—Fe2—C15B | 125.0 (2) |
C1A—Ru1—C6A | 123.7 (2) | C16B—Fe2—C15B | 109.5 (2) |
C5A—Ru1—C6A | 134.8 (2) | C14B—Fe2—C13B | 39.9 (2) |
C8A—Ru1—C6A | 62.9 (2) | C20B—Fe2—C13B | 121.7 (2) |
C9A—Ru1—C6A | 63.1 (2) | C16B—Fe2—C13B | 156.3 (2) |
C2A—Ru1—C6A | 136.9 (2) | C15B—Fe2—C13B | 67.1 (2) |
C10A—Ru1—C6A | 37.7 (2) | C14B—Fe2—C19B | 123.8 (2) |
C7A—Ru1—C6A | 37.7 (2) | C20B—Fe2—C19B | 39.8 (2) |
C3A—Ru1—C6A | 161.4 (2) | C16B—Fe2—C19B | 66.9 (2) |
C1A—Ru1—C4A | 64.7 (2) | C15B—Fe2—C19B | 160.2 (2) |
C5A—Ru1—C4A | 37.1 (2) | C13B—Fe2—C19B | 107.9 (2) |
C8A—Ru1—C4A | 115.9 (2) | C14B—Fe2—C11B | 67.1 (2) |
C9A—Ru1—C4A | 102.0 (2) | C20B—Fe2—C11B | 162.0 (2) |
C2A—Ru1—C4A | 63.4 (2) | C16B—Fe2—C11B | 127.1 (2) |
C10A—Ru1—C4A | 121.2 (2) | C15B—Fe2—C11B | 40.2 (2) |
C7A—Ru1—C4A | 151.5 (2) | C13B—Fe2—C11B | 66.6 (2) |
C3A—Ru1—C4A | 37.6 (2) | C19B—Fe2—C11B | 157.4 (2) |
C6A—Ru1—C4A | 158.5 (2) | C14B—Fe2—C17B | 158.1 (2) |
C1A—Ru1—C29A | 36.7 (2) | C20B—Fe2—C17B | 66.3 (2) |
C5A—Ru1—C29A | 65.5 (2) | C16B—Fe2—C17B | 40.0 (2) |
C8A—Ru1—C29A | 144.5 (2) | C15B—Fe2—C17B | 124.3 (2) |
C9A—Ru1—C29A | 142.6 (2) | C13B—Fe2—C17B | 161.4 (2) |
C2A—Ru1—C29A | 66.5 (2) | C19B—Fe2—C17B | 66.4 (2) |
C10A—Ru1—C29A | 105.0 (2) | C11B—Fe2—C17B | 111.4 (2) |
C7A—Ru1—C29A | 107.1 (2) | C14B—Fe2—C18B | 160.4 (2) |
C3A—Ru1—C29A | 99.9 (2) | C20B—Fe2—C18B | 67.0 (2) |
C6A—Ru1—C29A | 87.0 (2) | C16B—Fe2—C18B | 67.0 (2) |
C4A—Ru1—C29A | 99.1 (2) | C15B—Fe2—C18B | 158.3 (2) |
C16A—Fe1—C12A | 173.5 (2) | C13B—Fe2—C18B | 125.0 (2) |
C16A—Fe1—C13A | 133.8 (2) | C19B—Fe2—C18B | 40.2 (2) |
C12A—Fe1—C13A | 39.94 (19) | C11B—Fe2—C18B | 123.5 (2) |
C16A—Fe1—C20A | 39.4 (2) | C17B—Fe2—C18B | 39.2 (2) |
C12A—Fe1—C20A | 136.3 (2) | C14B—Fe2—C12B | 66.6 (2) |
C13A—Fe1—C20A | 110.6 (2) | C20B—Fe2—C12B | 156.3 (2) |
C16A—Fe1—C17A | 40.4 (2) | C16B—Fe2—C12B | 163.2 (2) |
C12A—Fe1—C17A | 145.9 (2) | C15B—Fe2—C12B | 66.8 (2) |
C13A—Fe1—C17A | 173.4 (2) | C13B—Fe2—C12B | 39.3 (2) |
C20A—Fe1—C17A | 66.9 (2) | C19B—Fe2—C12B | 122.4 (2) |
C16A—Fe1—C11A | 144.2 (2) | C11B—Fe2—C12B | 39.50 (19) |
C12A—Fe1—C11A | 40.1 (2) | C17B—Fe2—C12B | 127.2 (2) |
C13A—Fe1—C11A | 67.1 (2) | C18B—Fe2—C12B | 109.9 (2) |
C20A—Fe1—C11A | 176.3 (2) | C29B—C1B—C2B | 119.6 (5) |
C17A—Fe1—C11A | 115.8 (2) | C29B—C1B—C5B | 116.7 (5) |
C16A—Fe1—C14A | 108.8 (2) | C2B—C1B—C5B | 107.6 (5) |
C12A—Fe1—C14A | 67.4 (2) | C29B—C1B—Ru2 | 81.7 (3) |
C13A—Fe1—C14A | 40.19 (19) | C2B—C1B—Ru2 | 74.0 (3) |
C20A—Fe1—C14A | 113.3 (2) | C5B—C1B—Ru2 | 73.0 (3) |
C17A—Fe1—C14A | 134.3 (2) | C3B—C2B—C1B | 106.9 (5) |
C11A—Fe1—C14A | 67.0 (2) | C3B—C2B—Ru2 | 73.0 (3) |
C16A—Fe1—C19A | 66.5 (2) | C1B—C2B—Ru2 | 66.2 (3) |
C12A—Fe1—C19A | 113.2 (2) | C3B—C2B—H2BA | 126.5 |
C13A—Fe1—C19A | 115.7 (2) | C1B—C2B—H2BA | 126.5 |
C20A—Fe1—C19A | 39.52 (18) | Ru2—C2B—H2BA | 125.7 |
C17A—Fe1—C19A | 66.6 (2) | C2B—C3B—C4B | 108.6 (5) |
C11A—Fe1—C19A | 138.36 (19) | C2B—C3B—Ru2 | 69.5 (3) |
C14A—Fe1—C19A | 143.8 (2) | C4B—C3B—Ru2 | 70.5 (3) |
C16A—Fe1—C18A | 66.9 (2) | C2B—C3B—H3BA | 125.7 |
C12A—Fe1—C18A | 117.4 (2) | C4B—C3B—H3BA | 125.7 |
C13A—Fe1—C18A | 145.9 (2) | Ru2—C3B—H3BA | 125.8 |
C20A—Fe1—C18A | 66.4 (2) | C5B—C4B—C3B | 109.5 (5) |
C17A—Fe1—C18A | 39.6 (2) | C5B—C4B—Ru2 | 69.4 (3) |
C11A—Fe1—C18A | 113.7 (2) | C3B—C4B—Ru2 | 72.0 (3) |
C14A—Fe1—C18A | 173.9 (2) | C5B—C4B—H4BA | 125.2 |
C19A—Fe1—C18A | 39.5 (2) | C3B—C4B—H4BA | 125.2 |
C16A—Fe1—C15A | 113.8 (2) | Ru2—C4B—H4BA | 124.9 |
C12A—Fe1—C15A | 67.0 (2) | C4B—C5B—C1B | 107.2 (5) |
C13A—Fe1—C15A | 66.6 (2) | C4B—C5B—Ru2 | 73.2 (3) |
C20A—Fe1—C15A | 142.6 (2) | C1B—C5B—Ru2 | 67.0 (3) |
C17A—Fe1—C15A | 111.3 (2) | C4B—C5B—H5BA | 126.4 |
C11A—Fe1—C15A | 39.75 (19) | C1B—C5B—H5BA | 126.4 |
C14A—Fe1—C15A | 39.44 (19) | Ru2—C5B—H5BA | 124.9 |
C19A—Fe1—C15A | 176.8 (2) | C10B—C6B—C7B | 109.4 (5) |
C18A—Fe1—C15A | 137.4 (2) | C10B—C6B—Ru2 | 71.1 (3) |
C29A—C1A—C5A | 117.3 (5) | C7B—C6B—Ru2 | 72.2 (3) |
C29A—C1A—C2A | 119.9 (5) | C10B—C6B—H6BA | 125.3 |
C5A—C1A—C2A | 106.4 (5) | C7B—C6B—H6BA | 125.3 |
C29A—C1A—Ru1 | 82.3 (3) | Ru2—C6B—H6BA | 123.1 |
C5A—C1A—Ru1 | 72.8 (3) | C8B—C7B—C6B | 106.9 (5) |
C2A—C1A—Ru1 | 73.2 (3) | C8B—C7B—Ru2 | 70.5 (3) |
C3A—C2A—C1A | 107.4 (5) | C6B—C7B—Ru2 | 70.1 (3) |
C3A—C2A—Ru1 | 72.4 (3) | C8B—C7B—H7BA | 126.5 |
C1A—C2A—Ru1 | 67.1 (3) | C6B—C7B—H7BA | 126.5 |
C3A—C2A—H2AA | 126.3 | Ru2—C7B—H7BA | 124.5 |
C1A—C2A—H2AA | 126.3 | C7B—C8B—C9B | 108.6 (5) |
Ru1—C2A—H2AA | 125.8 | C7B—C8B—Ru2 | 71.9 (3) |
C2A—C3A—C4A | 108.8 (5) | C9B—C8B—Ru2 | 70.2 (3) |
C2A—C3A—Ru1 | 70.1 (3) | C7B—C8B—H8BA | 125.7 |
C4A—C3A—Ru1 | 71.5 (3) | C9B—C8B—H8BA | 125.7 |
C2A—C3A—H3AA | 125.6 | Ru2—C8B—H8BA | 123.8 |
C4A—C3A—H3AA | 125.6 | C10B—C9B—C8B | 107.4 (5) |
Ru1—C3A—H3AA | 124.4 | C10B—C9B—Ru2 | 71.2 (3) |
C5A—C4A—C3A | 108.7 (5) | C8B—C9B—Ru2 | 71.4 (3) |
C5A—C4A—Ru1 | 69.6 (3) | C10B—C9B—H9BA | 126.3 |
C3A—C4A—Ru1 | 70.9 (3) | C8B—C9B—H9BA | 126.3 |
C5A—C4A—H4AA | 125.6 | Ru2—C9B—H9BA | 122.8 |
C3A—C4A—H4AA | 125.6 | C6B—C10B—C9B | 107.7 (5) |
Ru1—C4A—H4AA | 125.4 | C6B—C10B—Ru2 | 71.1 (3) |
C4A—C5A—C1A | 108.4 (5) | C9B—C10B—Ru2 | 70.7 (3) |
C4A—C5A—Ru1 | 73.3 (3) | C6B—C10B—H10B | 126.1 |
C1A—C5A—Ru1 | 67.4 (3) | C9B—C10B—H10B | 126.1 |
C4A—C5A—H5AA | 125.8 | Ru2—C10B—H10B | 123.7 |
C1A—C5A—H5AA | 125.8 | C12B—C11B—C15B | 107.9 (5) |
Ru1—C5A—H5AA | 125.0 | C12B—C11B—C31B | 123.3 (5) |
C7A—C6A—C10A | 107.7 (6) | C15B—C11B—C31B | 128.7 (5) |
C7A—C6A—Ru1 | 71.1 (3) | C12B—C11B—Fe2 | 70.8 (3) |
C10A—C6A—Ru1 | 71.0 (3) | C15B—C11B—Fe2 | 69.5 (3) |
C7A—C6A—H6AA | 126.2 | C31B—C11B—Fe2 | 125.7 (4) |
C10A—C6A—H6AA | 126.2 | C13B—C12B—C11B | 108.2 (5) |
Ru1—C6A—H6AA | 123.4 | C13B—C12B—C21B | 127.0 (5) |
C8A—C7A—C6A | 107.6 (6) | C11B—C12B—C21B | 124.7 (5) |
C8A—C7A—Ru1 | 69.9 (3) | C13B—C12B—Fe2 | 69.4 (3) |
C6A—C7A—Ru1 | 71.2 (3) | C11B—C12B—Fe2 | 69.7 (3) |
C8A—C7A—H7AA | 126.2 | C21B—C12B—Fe2 | 127.5 (4) |
C6A—C7A—H7AA | 126.2 | C12B—C13B—C14B | 108.3 (5) |
Ru1—C7A—H7AA | 124.3 | C12B—C13B—C22B | 125.7 (5) |
C7A—C8A—C9A | 108.8 (6) | C14B—C13B—C22B | 126.0 (5) |
C7A—C8A—Ru1 | 72.7 (3) | C12B—C13B—Fe2 | 71.3 (3) |
C9A—C8A—Ru1 | 71.0 (3) | C14B—C13B—Fe2 | 69.5 (3) |
C7A—C8A—H8AA | 125.6 | C22B—C13B—Fe2 | 126.2 (4) |
C9A—C8A—H8AA | 125.6 | C13B—C14B—C15B | 108.3 (5) |
Ru1—C8A—H8AA | 122.4 | C13B—C14B—C23B | 126.4 (5) |
C10A—C9A—C8A | 108.0 (6) | C15B—C14B—C23B | 125.3 (5) |
C10A—C9A—Ru1 | 72.4 (3) | C13B—C14B—Fe2 | 70.6 (3) |
C8A—C9A—Ru1 | 71.0 (4) | C15B—C14B—Fe2 | 70.4 (3) |
C10A—C9A—H9AA | 126.0 | C23B—C14B—Fe2 | 126.2 (4) |
C8A—C9A—H9AA | 126.0 | C14B—C15B—C11B | 107.2 (5) |
Ru1—C9A—H9AA | 122.3 | C14B—C15B—C24B | 124.6 (5) |
C9A—C10A—C6A | 107.9 (6) | C11B—C15B—C24B | 127.9 (5) |
C9A—C10A—Ru1 | 69.9 (3) | C14B—C15B—Fe2 | 69.5 (3) |
C6A—C10A—Ru1 | 71.3 (3) | C11B—C15B—Fe2 | 70.4 (3) |
C9A—C10A—H10A | 126.0 | C24B—C15B—Fe2 | 129.3 (4) |
C6A—C10A—H10A | 126.0 | C20B—C16B—C17B | 107.6 (5) |
Ru1—C10A—H10A | 124.3 | C20B—C16B—Fe2 | 70.2 (3) |
C15A—C11A—C12A | 107.6 (4) | C17B—C16B—Fe2 | 71.0 (3) |
C15A—C11A—C31A | 122.8 (5) | C20B—C16B—H16B | 126.2 |
C12A—C11A—C31A | 129.5 (5) | C17B—C16B—H16B | 126.2 |
C15A—C11A—Fe1 | 70.7 (3) | Fe2—C16B—H16B | 124.2 |
C12A—C11A—Fe1 | 69.2 (3) | C18B—C17B—C16B | 108.8 (5) |
C31A—C11A—Fe1 | 124.2 (4) | C18B—C17B—C25B | 127.7 (5) |
C13A—C12A—C11A | 107.8 (4) | C16B—C17B—C25B | 123.5 (5) |
C13A—C12A—C21A | 125.6 (5) | C18B—C17B—Fe2 | 70.5 (3) |
C11A—C12A—C21A | 126.3 (5) | C16B—C17B—Fe2 | 69.1 (3) |
C13A—C12A—Fe1 | 69.9 (3) | C25B—C17B—Fe2 | 126.7 (4) |
C11A—C12A—Fe1 | 70.6 (3) | C17B—C18B—C19B | 107.1 (5) |
C21A—C12A—Fe1 | 129.0 (4) | C17B—C18B—C26B | 126.3 (5) |
C12A—C13A—C14A | 108.6 (5) | C19B—C18B—C26B | 126.6 (5) |
C12A—C13A—C22A | 125.5 (5) | C17B—C18B—Fe2 | 70.3 (3) |
C14A—C13A—C22A | 125.9 (5) | C19B—C18B—Fe2 | 69.4 (3) |
C12A—C13A—Fe1 | 70.1 (3) | C26B—C18B—Fe2 | 127.3 (4) |
C14A—C13A—Fe1 | 70.7 (3) | C20B—C19B—C18B | 107.4 (5) |
C22A—C13A—Fe1 | 127.3 (4) | C20B—C19B—C27B | 125.6 (5) |
C15A—C14A—C13A | 107.5 (4) | C18B—C19B—C27B | 126.9 (5) |
C15A—C14A—C23A | 125.8 (5) | C20B—C19B—Fe2 | 69.5 (3) |
C13A—C14A—C23A | 126.7 (5) | C18B—C19B—Fe2 | 70.4 (3) |
C15A—C14A—Fe1 | 70.9 (3) | C27B—C19B—Fe2 | 127.3 (4) |
C13A—C14A—Fe1 | 69.2 (3) | C16B—C20B—C19B | 109.0 (5) |
C23A—C14A—Fe1 | 125.6 (4) | C16B—C20B—C28B | 125.6 (5) |
C14A—C15A—C11A | 108.5 (4) | C19B—C20B—C28B | 125.2 (5) |
C14A—C15A—C24A | 125.6 (5) | C16B—C20B—Fe2 | 70.3 (3) |
C11A—C15A—C24A | 125.9 (5) | C19B—C20B—Fe2 | 70.7 (3) |
C14A—C15A—Fe1 | 69.7 (3) | C28B—C20B—Fe2 | 128.4 (4) |
C11A—C15A—Fe1 | 69.5 (3) | C12B—C21B—H21D | 109.5 |
C24A—C15A—Fe1 | 128.5 (4) | C12B—C21B—H21E | 109.5 |
C20A—C16A—C17A | 108.7 (5) | H21D—C21B—H21E | 109.5 |
C20A—C16A—Fe1 | 71.2 (3) | C12B—C21B—H21F | 109.5 |
C17A—C16A—Fe1 | 71.1 (3) | H21D—C21B—H21F | 109.5 |
C20A—C16A—H16A | 125.7 | H21E—C21B—H21F | 109.5 |
C17A—C16A—H16A | 125.7 | C13B—C22B—H22D | 109.5 |
Fe1—C16A—H16A | 123.6 | C13B—C22B—H22E | 109.5 |
C18A—C17A—C16A | 106.9 (5) | H22D—C22B—H22E | 109.5 |
C18A—C17A—C25A | 127.5 (5) | C13B—C22B—H22F | 109.5 |
C16A—C17A—C25A | 125.6 (5) | H22D—C22B—H22F | 109.5 |
C18A—C17A—Fe1 | 70.8 (3) | H22E—C22B—H22F | 109.5 |
C16A—C17A—Fe1 | 68.5 (3) | C14B—C23B—H23D | 109.5 |
C25A—C17A—Fe1 | 126.3 (4) | C14B—C23B—H23E | 109.5 |
C17A—C18A—C19A | 108.0 (5) | H23D—C23B—H23E | 109.5 |
C17A—C18A—C26A | 125.1 (5) | C14B—C23B—H23F | 109.5 |
C19A—C18A—C26A | 126.8 (5) | H23D—C23B—H23F | 109.5 |
C17A—C18A—Fe1 | 69.6 (3) | H23E—C23B—H23F | 109.5 |
C19A—C18A—Fe1 | 70.1 (3) | C15B—C24B—H24D | 109.5 |
C26A—C18A—Fe1 | 127.0 (4) | C15B—C24B—H24E | 109.5 |
C20A—C19A—C18A | 107.9 (5) | H24D—C24B—H24E | 109.5 |
C20A—C19A—C27A | 125.8 (5) | C15B—C24B—H24F | 109.5 |
C18A—C19A—C27A | 126.3 (5) | H24D—C24B—H24F | 109.5 |
C20A—C19A—Fe1 | 69.3 (3) | H24E—C24B—H24F | 109.5 |
C18A—C19A—Fe1 | 70.4 (3) | C17B—C25B—H25D | 109.5 |
C27A—C19A—Fe1 | 126.4 (4) | C17B—C25B—H25E | 109.5 |
C16A—C20A—C19A | 108.5 (5) | H25D—C25B—H25E | 109.5 |
C16A—C20A—C28A | 125.5 (5) | C17B—C25B—H25F | 109.5 |
C19A—C20A—C28A | 126.0 (5) | H25D—C25B—H25F | 109.5 |
C16A—C20A—Fe1 | 69.4 (3) | H25E—C25B—H25F | 109.5 |
C19A—C20A—Fe1 | 71.2 (3) | C18B—C26B—H26D | 109.5 |
C28A—C20A—Fe1 | 126.4 (4) | C18B—C26B—H26E | 109.5 |
C12A—C21A—H21A | 109.5 | H26D—C26B—H26E | 109.5 |
C12A—C21A—H21B | 109.5 | C18B—C26B—H26F | 109.5 |
H21A—C21A—H21B | 109.5 | H26D—C26B—H26F | 109.5 |
C12A—C21A—H21C | 109.5 | H26E—C26B—H26F | 109.5 |
H21A—C21A—H21C | 109.5 | C19B—C27B—H27D | 109.5 |
H21B—C21A—H21C | 109.5 | C19B—C27B—H27E | 109.5 |
C13A—C22A—H22A | 109.5 | H27D—C27B—H27E | 109.5 |
C13A—C22A—H22B | 109.5 | C19B—C27B—H27F | 109.5 |
H22A—C22A—H22B | 109.5 | H27D—C27B—H27F | 109.5 |
C13A—C22A—H22C | 109.5 | H27E—C27B—H27F | 109.5 |
H22A—C22A—H22C | 109.5 | C20B—C28B—H28D | 109.5 |
H22B—C22A—H22C | 109.5 | C20B—C28B—H28E | 109.5 |
C14A—C23A—H23A | 109.5 | H28D—C28B—H28E | 109.5 |
C14A—C23A—H23B | 109.5 | C20B—C28B—H28F | 109.5 |
H23A—C23A—H23B | 109.5 | H28D—C28B—H28F | 109.5 |
C14A—C23A—H23C | 109.5 | H28E—C28B—H28F | 109.5 |
H23A—C23A—H23C | 109.5 | C1B—C29B—C30B | 123.9 (6) |
H23B—C23A—H23C | 109.5 | C1B—C29B—Ru2 | 61.8 (3) |
C15A—C24A—H24A | 109.5 | C30B—C29B—Ru2 | 111.5 (4) |
C15A—C24A—H24B | 109.5 | C1B—C29B—H29B | 118.0 |
H24A—C24A—H24B | 109.5 | C30B—C29B—H29B | 118.0 |
C15A—C24A—H24C | 109.5 | Ru2—C29B—H29B | 96.5 |
H24A—C24A—H24C | 109.5 | C31B—C30B—C29B | 122.0 (6) |
H24B—C24A—H24C | 109.5 | C31B—C30B—H30B | 119.0 |
C17A—C25A—H25A | 109.5 | C29B—C30B—H30B | 119.0 |
C17A—C25A—H25B | 109.5 | C30B—C31B—C11B | 128.0 (5) |
H25A—C25A—H25B | 109.5 | C30B—C31B—H31B | 116.0 |
C17A—C25A—H25C | 109.5 | C11B—C31B—H31B | 116.0 |
H25A—C25A—H25C | 109.5 |
Experimental details
Crystal data | |
Chemical formula | [FeRu(C5H5)(C9H13)(C17H19)](BF4)2 |
Mr | 740.16 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 85 |
a, b, c (Å) | 19.178 (4), 10.988 (3), 28.728 (7) |
β (°) | ?, 101.75 (2), ? |
V (Å3) | 5927 (2) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.07 |
Crystal size (mm) | 0.39 × 0.33 × 0.14 |
Data collection | |
Diffractometer | CAD-4 diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.666, 0.861 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22328, 10404, 7469 |
Rint | 0.037 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.052, 0.095, 1.75 |
No. of reflections | 10403 |
No. of parameters | 832 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.93, −0.85 |
Computer programs: CRYM (Duchamp, 1964), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), XP (Siemens).
C1A—C29A | 1.428 (7) | C1B—C29B | 1.405 (7) |
C11A—C31A | 1.461 (7) | C11B—C31B | 1.450 (7) |
C29A—C30A | 1.441 (7) | C29B—C30B | 1.457 (8) |
C30A—C31A | 1.341 (7) | C30B—C31B | 1.346 (8) |
C1A—C29A—C30A | 125.6 (6) | C1B—C29B—C30B | 123.9 (6) |
C31A—C30A—C29A | 120.6 (5) | C31B—C30B—C29B | 122.0 (6) |
C30A—C31A—C11A | 128.5 (5) | C30B—C31B—C11B | 128.0 (5) |
In the course of our work on symmetrical and unsymmetrical metallocene-terminated polymethines (Barlow et al., 1999, YEAR), aimed at understanding Peierls distortion effects in cyanines (Tolbert, 1992, and references cited therein), we attempted to isolate 1-(2,3,4,5,1',2',3',4'-octamethylferrocen-1-yl)-3-(ruthenocenylidene) prop-1-enium tetrafluoroborate by treating 1-(2,3,4,5,1',2',3',4'-octamethylferrocen-1-yl)-3-(ruthenocenyl)prop-2-en-1-ol with anhydrous HBF4. We found the product contained comparable amounts of the target compound and its one-electron oxidation product, (I), which is the subject of the present structure determination. We did not encounter complications from oxidation in the analogous synthesis of a variety of related ferrocene and octamethylferrocene allylium salts. Significantly, electrochemistry shows 1-(2,3,4,5,1',2',3',4'-octamethylferrocen-1-yl)-3- (ruthenocenylidene)prop-1-enium is more easily oxidized (E1/2 = -190 mV versus. ferrocenium / ferrocene in THF) than these other species (E1/2 = -140 to +145 mV). Presumably the oxidant is H+. Several cases of similar acids effecting the oxidation of organometallics with similar potentials have been reported (Connelly & Geiger, 1996, and references cited therein). \sch
The octamethylferrocenyl moiety has clearly been oxidized; the average Fe—C distance of 2.098 (3) Å [range 2.065 (5)–2.120 (5) Å] may be compared with average Fe—C distances of 2.050 (2) Å for decamethylferrocene (Freyberg et al., 1979) and between 2.086 (2) and 2.096 (1) Å for a variety of decamethylferrocenium salts (Miller et al., 1987 and references cited therein). The ruthenium coordination is best described as (η6-fulvene)-(η5-cyclopentadienyl) and is similar to that in other ruthenocenyl carbocations. The Ru—α-carbon distances of 2.367 (6) Å (molecule a) and 2.337 (6) Å (molecule b) can be compared with literature values ranging from 2.270 (3) to 2.571 (4) Å, (Yanovsky et al., 1989; Watanabe et al., 1996a, b; Sato et al., 1998; Barlow et al., 1999) while the Ru—C(ring) distances fall in the range 2.082 (5) to 2.232 (5) Å. The allylium bridging group shows clear bond length alternation [0.100 (10) Å in molecule (a) and 0.111 (11) Å in molecule (b)] between the formally single C29—C30 bond and the formally double C30—C31 bond, similar in magnitude to that in the structures of the Peierls-distorted cation 1,3-bis(ruthenocenyl)allylium [0.100 (6) Å] (Barlow et al., 1999) and of 1-ferrocenyl-3-ruthenocenylallylium [0.100 (7) Å] (Barlow et al., YEAR), both of which can be considered as an (η6-fulvene)-(η5-cyclopentadienyl)ruthenium cation vinylene-bridged to a `normal' metallocene. Unfortunately, we have no direct evidence for the structure of our original target compound. However, electrochemical data suggest the structure may be similar to that of 1-(ferrocenyl)-3-(2,3,4,5,1',2',3',4'-octamethylferrocen-1-yl)-allylium (Barlow et al., YEAR), in which the cationic charge is shared, albeit unevenly, between the two metallocenes. Thus, it appears that, in this case, it is the oxidation which leads to the shift of the ruthenium to full fulvene-coordination.