Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801005207/ci6017sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801005207/ci6017Isup2.hkl |
CCDC reference: 165622
Synthesis of (2): a solution of (1) (100 mg, 0.114 mmol) and tBuNC (26 µl, 0.228 mmol) in dry and deoxygenated tetrahydrofuran (THF; 20 ml) was stirred under nitrogen at reflux temperature for 30 min. The solution was evaporated to dryness under reduced pressure and the residue was separated by column chromatography on neutral alumina (activity IV). Hexane eluted the isonitrile in excess. Dichloromethane eluted an orange band which afforded compound (2) upon removal of the solvent. The orange solid was recrystallized at 253 K by liquid diffusion of pentane into a concentrated solution of the complex in toluene. Yield: 82 mg (77%). Analysis (%), found: C 64.52, H 4.33, N 2.89%; calculated for C50H38N2O4Ru2: C 64.37, H 4.11, N 3.00%. IR (THF, cm-1): ν(CN) 2166 (m); ν(CO) 2008 (versus), 1974 (s), 1943 (m), 1840 (m, br). 1H NMR (CDCl3, 300 MHz, p.p.m.): δ 7.7–6.5 (m, 27H), 5.86 (d, 7.4 Hz, 1H), 5.09 (d, 7.4 Hz, 1H), 1.56 (s, 9H). Compound (1) was prepared as described previously (Cabeza et al., 1998).
All the H atoms were placed geometrically and refined riding on their parent atoms. At the end of the refinement, the highest peak in the electron density was 1.45 Å from C3 and the deepest hole was 0.03 Å from Ru1.
Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CRYSDA (Beurskens et al., 1992); data reduction: REFLEX (García-Granda et al., 1999); program(s) used to solve structure: DIRDIF (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997b); molecular graphics: PLATON (Spek, 1982); software used to prepare material for publication: SHELXL97.
Fig. 1. View of a molecule of compound (2). Displacement ellipsoids are shown at the 30% probability level. |
[Ru2(C5H9N)(C41H29N)(CO)4] | F(000) = 1888 |
Mr = 932.96 | Dx = 1.434 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 20.212 (10) Å | Cell parameters from 25 reflections |
b = 11.111 (8) Å | θ = 10–15° |
c = 19.362 (14) Å | µ = 0.75 mm−1 |
β = 96.53 (13)° | T = 293 K |
V = 4320 (5) Å3 | Prismatic, red |
Z = 4 | 0.23 × 0.20 × 0.16 mm |
Nonius CAD-4 diffractometer | 3795 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.072 |
Graphite monochromator | θmax = 25.0°, θmin = 1.0° |
ω–2θ scans | h = −23→23 |
Absorption correction: empirical (using intensity measurements) (SHELXA; Sheldrick, 1997a) | k = 0→13 |
Tmin = 0.840, Tmax = 0.880 | l = 0→22 |
7792 measured reflections | 3 standard reflections every 200 reflections |
7562 independent reflections | intensity decay: 7.3% |
Refinement on F2 | Primary atom site location: heavy-atom method |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.142 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0676P)2] where P = (Fo2 + 2Fc2)/3 |
7562 reflections | (Δ/σ)max < 0.001 |
570 parameters | Δρmax = 0.71 e Å−3 |
0 restraints | Δρmin = −0.87 e Å−3 |
[Ru2(C5H9N)(C41H29N)(CO)4] | V = 4320 (5) Å3 |
Mr = 932.96 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 20.212 (10) Å | µ = 0.75 mm−1 |
b = 11.111 (8) Å | T = 293 K |
c = 19.362 (14) Å | 0.23 × 0.20 × 0.16 mm |
β = 96.53 (13)° |
Nonius CAD-4 diffractometer | 3795 reflections with I > 2σ(I) |
Absorption correction: empirical (using intensity measurements) (SHELXA; Sheldrick, 1997a) | Rint = 0.072 |
Tmin = 0.840, Tmax = 0.880 | 3 standard reflections every 200 reflections |
7792 measured reflections | intensity decay: 7.3% |
7562 independent reflections |
R[F2 > 2σ(F2)] = 0.048 | 0 restraints |
wR(F2) = 0.142 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.71 e Å−3 |
7562 reflections | Δρmin = −0.87 e Å−3 |
570 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; correlation 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 | ||
Ru1 | 0.22267 (3) | 0.05858 (6) | 0.27511 (3) | 0.03526 (17) | |
Ru2 | 0.33368 (3) | −0.01327 (6) | 0.35913 (3) | 0.03964 (19) | |
O2 | 0.3416 (3) | −0.0041 (6) | 0.1996 (3) | 0.0695 (17) | |
O3 | 0.2298 (4) | 0.3233 (6) | 0.2416 (3) | 0.085 (2) | |
O4 | 0.1457 (4) | 0.0399 (7) | 0.1321 (3) | 0.096 (2) | |
O1 | 0.4211 (3) | 0.2048 (7) | 0.3801 (4) | 0.092 (2) | |
N2 | 0.2682 (2) | −0.1537 (5) | 0.3591 (3) | 0.0353 (14) | |
N1 | 0.4525 (4) | −0.1807 (8) | 0.3304 (4) | 0.075 (2) | |
C1 | 0.3879 (4) | 0.1230 (8) | 0.3714 (4) | 0.053 (2) | |
C2 | 0.3150 (3) | 0.0110 (7) | 0.2496 (4) | 0.0464 (19) | |
C3 | 0.2267 (4) | 0.2229 (9) | 0.2552 (4) | 0.050 (2) | |
C4 | 0.1770 (4) | 0.0423 (7) | 0.1849 (4) | 0.053 (2) | |
C5 | 0.4107 (4) | −0.1170 (9) | 0.3383 (4) | 0.059 (2) | |
C6 | 0.5042 (6) | −0.2732 (12) | 0.3301 (7) | 0.104 (4) | |
C7 | 0.5658 (7) | −0.2068 (15) | 0.3068 (8) | 0.174 (7) | |
H7A | 0.5560 | −0.1811 | 0.2594 | 0.22 (3)* | |
H7B | 0.6033 | −0.2604 | 0.3106 | 0.22 (3)* | |
H7C | 0.5761 | −0.1379 | 0.3360 | 0.22 (3)* | |
C8 | 0.5211 (8) | −0.3153 (15) | 0.4021 (8) | 0.186 (8) | |
H8A | 0.4879 | −0.3713 | 0.4137 | 0.22 (3)* | |
H8B | 0.5226 | −0.2479 | 0.4333 | 0.22 (3)* | |
H8C | 0.5637 | −0.3543 | 0.4064 | 0.22 (3)* | |
C9 | 0.4812 (6) | −0.3671 (13) | 0.2798 (8) | 0.167 (8) | |
H9A | 0.5145 | −0.4288 | 0.2802 | 0.22 (3)* | |
H9B | 0.4735 | −0.3325 | 0.2341 | 0.22 (3)* | |
H9C | 0.4406 | −0.4015 | 0.2921 | 0.22 (3)* | |
C10 | 0.2699 (4) | −0.2187 (7) | 0.4149 (4) | 0.0422 (19) | |
C11 | 0.3241 (4) | −0.1902 (7) | 0.4692 (4) | 0.0456 (19) | |
C12 | 0.3601 (3) | −0.0866 (8) | 0.4570 (4) | 0.045 (2) | |
C13 | 0.4091 (4) | −0.0501 (9) | 0.5100 (4) | 0.059 (2) | |
H13 | 0.435 (3) | 0.015 (7) | 0.498 (4) | 0.048 (4)* | |
C14 | 0.4234 (5) | −0.1188 (11) | 0.5698 (5) | 0.074 (3) | |
H14 | 0.452 (3) | −0.077 (6) | 0.609 (4) | 0.048 (4)* | |
C15 | 0.3891 (5) | −0.2210 (10) | 0.5787 (5) | 0.082 (3) | |
H15 | 0.3996 | −0.2663 | 0.6189 | 0.048 (4)* | |
C16 | 0.3388 (4) | −0.2596 (8) | 0.5293 (4) | 0.059 (2) | |
H16 | 0.3153 | −0.3298 | 0.5359 | 0.048 (4)* | |
C17 | 0.2494 (3) | 0.0714 (6) | 0.3914 (3) | 0.0322 (16) | |
C24 | 0.1817 (3) | 0.0312 (6) | 0.3808 (3) | 0.0330 (17) | |
C31 | 0.1603 (3) | −0.0632 (6) | 0.3312 (3) | 0.0296 (15) | |
C38 | 0.2100 (3) | −0.1398 (6) | 0.3081 (3) | 0.0339 (16) | |
C39 | 0.2026 (3) | −0.2297 (6) | 0.2506 (3) | 0.0360 (17) | |
C45 | 0.2154 (4) | −0.3036 (7) | 0.4293 (4) | 0.0411 (18) | |
C34 | −0.0225 (4) | −0.0318 (10) | 0.2617 (5) | 0.062 (3) | |
H34 | −0.048 (3) | 0.034 (6) | 0.237 (3) | 0.048 (4)* | |
C32 | 0.0872 (3) | −0.0860 (6) | 0.3142 (3) | 0.0348 (17) | |
C33 | 0.0453 (3) | −0.0076 (7) | 0.2745 (4) | 0.048 (2) | |
H33 | 0.0626 | 0.0615 | 0.2562 | 0.048 (4)* | |
C25 | 0.1287 (3) | 0.0935 (6) | 0.4145 (3) | 0.0331 (17) | |
C28 | 0.0310 (4) | 0.2045 (9) | 0.4801 (5) | 0.061 (3) | |
H28 | −0.002 (3) | 0.238 (6) | 0.507 (3) | 0.048 (4)* | |
C30 | 0.1091 (3) | 0.0460 (7) | 0.4754 (4) | 0.049 (2) | |
H30 | 0.1289 | −0.0242 | 0.4939 | 0.048 (4)* | |
C47 | 0.1358 (5) | −0.3617 (8) | 0.5058 (4) | 0.061 (2) | |
H47 | 0.107 (3) | −0.349 (6) | 0.549 (3) | 0.048 (4)* | |
C23 | 0.2631 (4) | 0.1501 (9) | 0.5115 (4) | 0.062 (3) | |
H23 | 0.2537 | 0.0725 | 0.5255 | 0.048 (4)* | |
C19 | 0.2786 (4) | 0.2882 (8) | 0.4244 (5) | 0.059 (2) | |
H19 | 0.2797 | 0.3075 | 0.3778 | 0.048 (4)* | |
C44 | 0.2605 (4) | −0.2966 (9) | 0.2398 (4) | 0.052 (2) | |
H44 | 0.293 (3) | −0.293 (7) | 0.262 (4) | 0.048 (4)* | |
C49 | 0.1476 (5) | −0.4759 (8) | 0.4047 (5) | 0.062 (3) | |
H49 | 0.145 (3) | −0.541 (7) | 0.377 (4) | 0.048 (4)* | |
C37 | 0.0601 (4) | −0.1872 (7) | 0.3415 (4) | 0.0451 (19) | |
H37 | 0.0872 | −0.2410 | 0.3683 | 0.048 (4)* | |
C41 | 0.1418 (4) | −0.3447 (7) | 0.1594 (4) | 0.051 (2) | |
H41 | 0.1018 | −0.3602 | 0.1323 | 0.048 (4)* | |
C36 | −0.0082 (4) | −0.2080 (9) | 0.3284 (4) | 0.060 (2) | |
H36 | −0.0267 | −0.2756 | 0.3471 | 0.048 (4)* | |
C40 | 0.1462 (4) | −0.2553 (8) | 0.2084 (4) | 0.050 (2) | |
H40 | 0.115 (3) | −0.215 (7) | 0.209 (4) | 0.048 (4)* | |
C29 | 0.0609 (4) | 0.1014 (9) | 0.5085 (4) | 0.063 (2) | |
H29 | 0.0485 | 0.0699 | 0.5496 | 0.048 (4)* | |
C48 | 0.1177 (5) | −0.4568 (9) | 0.4628 (5) | 0.069 (3) | |
H48 | 0.080 (3) | −0.498 (7) | 0.477 (3) | 0.048 (4)* | |
C22 | 0.2767 (4) | 0.2379 (12) | 0.5612 (5) | 0.083 (4) | |
H22 | 0.2762 | 0.2194 | 0.6080 | 0.048 (4)* | |
C27 | 0.0470 (4) | 0.2507 (8) | 0.4206 (5) | 0.053 (2) | |
H27 | 0.021 (3) | 0.313 (7) | 0.401 (3) | 0.048 (4)* | |
C35 | −0.0487 (4) | −0.1292 (10) | 0.2882 (5) | 0.066 (3) | |
H35 | −0.0942 | −0.1440 | 0.2795 | 0.048 (4)* | |
C43 | 0.2573 (5) | −0.3871 (8) | 0.1898 (4) | 0.059 (2) | |
H43 | 0.296 (3) | −0.416 (7) | 0.180 (3) | 0.048 (4)* | |
C26 | 0.0983 (4) | 0.1970 (7) | 0.3879 (4) | 0.0448 (19) | |
H26 | 0.107 (3) | 0.227 (6) | 0.344 (4) | 0.048 (4)* | |
C50 | 0.1968 (4) | −0.3995 (8) | 0.3880 (4) | 0.053 (2) | |
H50 | 0.214 (3) | −0.410 (7) | 0.347 (4) | 0.048 (4)* | |
C46 | 0.1850 (4) | −0.2856 (8) | 0.4892 (4) | 0.047 (2) | |
H46 | 0.205 (3) | −0.224 (6) | 0.525 (4) | 0.048 (4)* | |
C20 | 0.2927 (5) | 0.3758 (9) | 0.4737 (6) | 0.084 (3) | |
H20 | 0.3037 | 0.4530 | 0.4602 | 0.048 (4)* | |
C21 | 0.2908 (5) | 0.3504 (12) | 0.5421 (6) | 0.095 (4) | |
H21 | 0.2992 | 0.4104 | 0.5754 | 0.048 (4)* | |
C42 | 0.1974 (5) | −0.4105 (8) | 0.1513 (4) | 0.060 (3) | |
H42 | 0.204 (3) | −0.469 (6) | 0.122 (4) | 0.048 (4)* | |
C18 | 0.2631 (3) | 0.1736 (7) | 0.4416 (4) | 0.0386 (18) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru1 | 0.0393 (3) | 0.0346 (4) | 0.0321 (3) | 0.0005 (3) | 0.0050 (2) | 0.0011 (3) |
Ru2 | 0.0333 (3) | 0.0427 (5) | 0.0429 (4) | 0.0027 (3) | 0.0044 (2) | −0.0032 (3) |
O2 | 0.066 (3) | 0.093 (5) | 0.055 (3) | 0.016 (3) | 0.031 (3) | 0.010 (3) |
O3 | 0.123 (6) | 0.042 (4) | 0.087 (5) | 0.001 (4) | −0.004 (4) | 0.022 (4) |
O4 | 0.145 (7) | 0.099 (6) | 0.039 (4) | −0.013 (5) | −0.018 (4) | −0.003 (4) |
O1 | 0.059 (4) | 0.077 (5) | 0.140 (7) | −0.018 (4) | 0.014 (4) | −0.015 (5) |
N2 | 0.036 (3) | 0.034 (4) | 0.036 (3) | 0.003 (3) | 0.004 (3) | −0.002 (3) |
N1 | 0.057 (4) | 0.089 (7) | 0.079 (6) | 0.026 (4) | 0.005 (4) | −0.022 (5) |
C1 | 0.037 (4) | 0.048 (6) | 0.074 (6) | −0.005 (4) | 0.006 (4) | −0.010 (5) |
C2 | 0.046 (4) | 0.043 (5) | 0.051 (5) | 0.001 (4) | 0.010 (4) | 0.006 (4) |
C3 | 0.042 (4) | 0.064 (7) | 0.043 (5) | 0.002 (4) | 0.008 (4) | 0.002 (4) |
C4 | 0.081 (6) | 0.044 (6) | 0.036 (5) | −0.010 (4) | 0.009 (4) | −0.005 (4) |
C5 | 0.052 (5) | 0.066 (7) | 0.061 (6) | 0.002 (5) | 0.007 (4) | −0.008 (5) |
C6 | 0.088 (8) | 0.118 (11) | 0.101 (9) | 0.063 (8) | −0.010 (7) | −0.027 (8) |
C7 | 0.119 (12) | 0.189 (18) | 0.224 (19) | 0.060 (12) | 0.054 (12) | −0.012 (14) |
C8 | 0.189 (16) | 0.23 (2) | 0.131 (13) | 0.114 (15) | −0.016 (12) | 0.004 (13) |
C9 | 0.111 (10) | 0.157 (14) | 0.217 (16) | 0.063 (10) | −0.047 (10) | −0.125 (13) |
C10 | 0.057 (5) | 0.033 (5) | 0.036 (4) | 0.012 (4) | 0.000 (4) | −0.004 (4) |
C11 | 0.046 (4) | 0.045 (5) | 0.044 (5) | 0.014 (4) | 0.000 (4) | 0.001 (4) |
C12 | 0.023 (3) | 0.065 (6) | 0.045 (4) | 0.006 (3) | −0.004 (3) | 0.001 (4) |
C13 | 0.041 (4) | 0.084 (8) | 0.052 (5) | −0.003 (4) | 0.002 (4) | −0.004 (5) |
C14 | 0.060 (6) | 0.100 (9) | 0.055 (6) | −0.001 (6) | −0.019 (5) | −0.011 (6) |
C15 | 0.089 (7) | 0.094 (9) | 0.056 (6) | 0.009 (7) | −0.023 (6) | 0.010 (6) |
C16 | 0.062 (5) | 0.058 (6) | 0.052 (5) | 0.008 (4) | −0.011 (4) | 0.012 (5) |
C17 | 0.034 (3) | 0.031 (4) | 0.031 (4) | 0.003 (3) | 0.003 (3) | −0.006 (3) |
C24 | 0.036 (3) | 0.032 (5) | 0.031 (4) | 0.004 (3) | 0.002 (3) | 0.007 (3) |
C31 | 0.037 (3) | 0.026 (4) | 0.024 (3) | −0.003 (3) | −0.005 (3) | −0.001 (3) |
C38 | 0.036 (4) | 0.032 (4) | 0.033 (4) | 0.004 (3) | 0.000 (3) | −0.002 (3) |
C39 | 0.052 (4) | 0.023 (4) | 0.034 (4) | 0.000 (3) | 0.009 (3) | 0.001 (3) |
C45 | 0.052 (4) | 0.032 (5) | 0.036 (4) | 0.003 (4) | −0.009 (3) | 0.011 (4) |
C34 | 0.040 (4) | 0.080 (8) | 0.060 (6) | 0.012 (5) | −0.022 (4) | −0.016 (5) |
C32 | 0.034 (4) | 0.035 (5) | 0.033 (4) | 0.005 (3) | −0.004 (3) | −0.005 (3) |
C33 | 0.048 (4) | 0.046 (5) | 0.048 (5) | 0.003 (4) | −0.006 (4) | −0.012 (4) |
C25 | 0.029 (3) | 0.040 (5) | 0.028 (4) | −0.001 (3) | −0.003 (3) | −0.006 (3) |
C28 | 0.042 (5) | 0.070 (7) | 0.074 (6) | 0.010 (5) | 0.018 (4) | −0.018 (6) |
C30 | 0.049 (4) | 0.048 (5) | 0.049 (5) | 0.002 (4) | 0.008 (4) | 0.003 (4) |
C47 | 0.088 (6) | 0.047 (6) | 0.048 (5) | −0.002 (5) | 0.012 (5) | 0.016 (5) |
C23 | 0.058 (5) | 0.086 (8) | 0.044 (5) | −0.019 (5) | 0.009 (4) | −0.014 (5) |
C19 | 0.065 (5) | 0.048 (6) | 0.058 (6) | −0.002 (5) | −0.021 (4) | −0.005 (5) |
C44 | 0.056 (5) | 0.060 (6) | 0.040 (5) | 0.011 (5) | 0.006 (4) | −0.003 (4) |
C49 | 0.086 (6) | 0.035 (6) | 0.062 (6) | 0.002 (5) | −0.008 (5) | 0.002 (4) |
C37 | 0.055 (5) | 0.041 (5) | 0.041 (4) | −0.004 (4) | 0.011 (4) | −0.001 (4) |
C41 | 0.066 (5) | 0.053 (6) | 0.031 (4) | −0.010 (4) | −0.003 (4) | −0.011 (4) |
C36 | 0.050 (5) | 0.070 (7) | 0.060 (6) | −0.025 (5) | 0.015 (4) | −0.018 (5) |
C40 | 0.058 (5) | 0.046 (6) | 0.045 (5) | 0.006 (4) | 0.003 (4) | −0.006 (4) |
C29 | 0.066 (5) | 0.078 (7) | 0.048 (5) | −0.002 (5) | 0.027 (4) | −0.001 (5) |
C48 | 0.073 (6) | 0.068 (8) | 0.068 (6) | −0.020 (5) | 0.019 (5) | 0.017 (6) |
C22 | 0.073 (6) | 0.126 (11) | 0.051 (6) | −0.019 (7) | 0.011 (5) | −0.042 (7) |
C27 | 0.053 (5) | 0.034 (5) | 0.071 (6) | 0.009 (4) | 0.004 (5) | −0.004 (5) |
C35 | 0.033 (4) | 0.090 (8) | 0.073 (6) | −0.018 (5) | −0.001 (4) | −0.027 (6) |
C43 | 0.078 (6) | 0.058 (6) | 0.042 (5) | 0.020 (5) | 0.020 (5) | −0.008 (5) |
C26 | 0.045 (4) | 0.044 (5) | 0.045 (5) | 0.001 (4) | 0.003 (4) | −0.005 (4) |
C50 | 0.072 (6) | 0.038 (5) | 0.047 (5) | 0.000 (4) | 0.004 (4) | 0.008 (4) |
C46 | 0.068 (5) | 0.041 (5) | 0.031 (4) | −0.002 (4) | −0.001 (4) | 0.004 (4) |
C20 | 0.093 (7) | 0.041 (6) | 0.106 (9) | 0.009 (5) | −0.043 (7) | −0.022 (6) |
C21 | 0.084 (7) | 0.097 (10) | 0.097 (9) | 0.019 (7) | −0.026 (7) | −0.065 (8) |
C42 | 0.102 (7) | 0.045 (6) | 0.036 (5) | 0.006 (5) | 0.012 (5) | −0.014 (4) |
C18 | 0.027 (3) | 0.043 (5) | 0.044 (5) | 0.004 (3) | −0.002 (3) | −0.011 (4) |
Ru1—C3 | 1.870 (10) | C39—C44 | 1.422 (10) |
Ru1—C4 | 1.890 (8) | C45—C50 | 1.359 (11) |
Ru1—C2 | 2.054 (7) | C45—C46 | 1.387 (10) |
Ru1—C31 | 2.215 (7) | C34—C35 | 1.334 (12) |
Ru1—C17 | 2.260 (6) | C34—C33 | 1.391 (10) |
Ru1—C24 | 2.313 (7) | C34—H34 | 0.99 (7) |
Ru1—C38 | 2.317 (7) | C32—C37 | 1.382 (9) |
Ru1—Ru2 | 2.736 (3) | C32—C33 | 1.386 (10) |
Ru2—C1 | 1.869 (9) | C33—H33 | 0.9300 |
Ru2—C5 | 2.015 (9) | C25—C26 | 1.377 (10) |
Ru2—N2 | 2.046 (6) | C25—C30 | 1.389 (9) |
Ru2—C12 | 2.077 (7) | C28—C27 | 1.335 (12) |
Ru2—C17 | 2.103 (6) | C28—C29 | 1.379 (12) |
Ru2—C2 | 2.129 (8) | C28—H28 | 0.95 (7) |
O2—C2 | 1.171 (8) | C30—C29 | 1.372 (10) |
O3—C3 | 1.150 (9) | C30—H30 | 0.9300 |
O4—C4 | 1.140 (9) | C47—C48 | 1.369 (12) |
O1—C1 | 1.130 (9) | C47—C46 | 1.370 (11) |
N2—C10 | 1.297 (8) | C47—H47 | 1.09 (6) |
N2—C38 | 1.456 (8) | C23—C22 | 1.377 (12) |
N1—C5 | 1.125 (10) | C23—C18 | 1.377 (10) |
N1—C6 | 1.466 (11) | C23—H23 | 0.9300 |
C6—C9 | 1.467 (15) | C19—C18 | 1.361 (10) |
C6—C8 | 1.473 (17) | C19—C20 | 1.370 (12) |
C6—C7 | 1.559 (18) | C19—H19 | 0.9300 |
C7—H7A | 0.9600 | C44—C43 | 1.392 (12) |
C7—H7B | 0.9600 | C44—H44 | 0.74 (7) |
C7—H7C | 0.9600 | C49—C48 | 1.353 (13) |
C8—H8A | 0.9600 | C49—C50 | 1.375 (12) |
C8—H8B | 0.9600 | C49—H49 | 0.90 (7) |
C8—H8C | 0.9600 | C37—C36 | 1.395 (10) |
C9—H9A | 0.9600 | C37—H37 | 0.9300 |
C9—H9B | 0.9600 | C41—C42 | 1.365 (11) |
C9—H9C | 0.9600 | C41—C40 | 1.369 (11) |
C10—C11 | 1.464 (10) | C41—H41 | 0.9300 |
C10—C45 | 1.501 (10) | C36—C35 | 1.377 (12) |
C11—C12 | 1.396 (10) | C36—H36 | 0.9300 |
C11—C16 | 1.400 (10) | C40—H40 | 0.77 (7) |
C12—C13 | 1.402 (10) | C29—H29 | 0.9300 |
C13—C14 | 1.389 (13) | C48—H48 | 0.96 (7) |
C13—H13 | 0.93 (7) | C22—C21 | 1.343 (15) |
C14—C15 | 1.352 (14) | C22—H22 | 0.9300 |
C14—H14 | 1.01 (7) | C27—C26 | 1.407 (10) |
C15—C16 | 1.383 (11) | C27—H27 | 0.92 (7) |
C15—H15 | 0.9300 | C35—H35 | 0.9300 |
C16—H16 | 0.9300 | C43—C42 | 1.372 (12) |
C17—C24 | 1.431 (8) | C43—H43 | 0.90 (7) |
C17—C18 | 1.500 (9) | C26—H26 | 0.95 (7) |
C24—C31 | 1.454 (9) | C50—H50 | 0.91 (7) |
C24—C25 | 1.488 (9) | C46—H46 | 1.02 (7) |
C31—C38 | 1.426 (9) | C20—C21 | 1.360 (14) |
C31—C32 | 1.498 (8) | C20—H20 | 0.9300 |
C38—C39 | 1.492 (9) | C21—H21 | 0.9300 |
C39—C40 | 1.353 (10) | C42—H42 | 0.89 (7) |
C3—Ru1—C4 | 86.1 (3) | Ru2—C17—Ru1 | 77.6 (2) |
C3—Ru1—C2 | 98.0 (3) | C17—C24—C31 | 121.9 (6) |
C4—Ru1—C2 | 96.6 (3) | C17—C24—C25 | 121.0 (6) |
C3—Ru1—C31 | 137.5 (3) | C31—C24—C25 | 116.8 (5) |
C4—Ru1—C31 | 98.6 (3) | C17—C24—Ru1 | 69.8 (4) |
C2—Ru1—C31 | 123.0 (3) | C31—C24—Ru1 | 67.7 (3) |
C3—Ru1—C17 | 97.6 (3) | C25—C24—Ru1 | 132.5 (5) |
C4—Ru1—C17 | 164.5 (3) | C38—C31—C24 | 118.1 (5) |
C2—Ru1—C17 | 97.8 (3) | C38—C31—C32 | 122.8 (6) |
C31—Ru1—C17 | 68.6 (2) | C24—C31—C32 | 118.6 (6) |
C3—Ru1—C24 | 109.8 (3) | C38—C31—Ru1 | 75.6 (4) |
C4—Ru1—C24 | 128.3 (3) | C24—C31—Ru1 | 74.9 (4) |
C2—Ru1—C24 | 127.3 (3) | C32—C31—Ru1 | 126.7 (4) |
C31—Ru1—C24 | 37.4 (2) | C31—C38—N2 | 113.2 (5) |
C17—Ru1—C24 | 36.5 (2) | C31—C38—C39 | 128.3 (6) |
C3—Ru1—C38 | 174.0 (3) | N2—C38—C39 | 116.1 (6) |
C4—Ru1—C38 | 96.1 (3) | C31—C38—Ru1 | 67.8 (4) |
C2—Ru1—C38 | 87.4 (3) | N2—C38—Ru1 | 100.5 (4) |
C31—Ru1—C38 | 36.6 (2) | C39—C38—Ru1 | 115.8 (4) |
C17—Ru1—C38 | 78.9 (2) | C40—C39—C44 | 116.9 (7) |
C24—Ru1—C38 | 64.5 (2) | C40—C39—C38 | 126.6 (6) |
C3—Ru1—Ru2 | 110.8 (2) | C44—C39—C38 | 116.4 (6) |
C4—Ru1—Ru2 | 143.4 (3) | C50—C45—C46 | 119.1 (8) |
C2—Ru1—Ru2 | 50.3 (2) | C50—C45—C10 | 122.8 (7) |
C31—Ru1—Ru2 | 90.23 (16) | C46—C45—C10 | 118.0 (7) |
C17—Ru1—Ru2 | 48.64 (17) | C35—C34—C33 | 121.0 (8) |
C24—Ru1—Ru2 | 77.72 (17) | C35—C34—H34 | 125 (4) |
C38—Ru1—Ru2 | 70.58 (15) | C33—C34—H34 | 113 (4) |
C1—Ru2—C5 | 91.9 (3) | C37—C32—C33 | 118.6 (6) |
C1—Ru2—N2 | 171.1 (3) | C37—C32—C31 | 118.6 (6) |
C5—Ru2—N2 | 94.5 (3) | C33—C32—C31 | 122.7 (7) |
C1—Ru2—C12 | 96.6 (4) | C32—C33—C34 | 120.4 (8) |
C5—Ru2—C12 | 80.4 (3) | C32—C33—H33 | 119.8 |
N2—Ru2—C12 | 78.5 (3) | C34—C33—H33 | 119.8 |
C1—Ru2—C17 | 94.7 (3) | C26—C25—C30 | 118.5 (7) |
C5—Ru2—C17 | 170.6 (3) | C26—C25—C24 | 122.5 (6) |
N2—Ru2—C17 | 78.2 (2) | C30—C25—C24 | 119.0 (6) |
C12—Ru2—C17 | 92.1 (3) | C27—C28—C29 | 121.6 (8) |
C1—Ru2—C2 | 93.4 (3) | C27—C28—H28 | 124 (4) |
C5—Ru2—C2 | 85.8 (3) | C29—C28—H28 | 114 (4) |
N2—Ru2—C2 | 93.2 (3) | C29—C30—C25 | 120.8 (8) |
C12—Ru2—C2 | 163.2 (3) | C29—C30—H30 | 119.6 |
C17—Ru2—C2 | 100.5 (3) | C25—C30—H30 | 119.6 |
C1—Ru2—Ru1 | 105.6 (3) | C48—C47—C46 | 119.0 (8) |
C5—Ru2—Ru1 | 130.4 (2) | C48—C47—H47 | 116 (4) |
N2—Ru2—Ru1 | 74.68 (16) | C46—C47—H47 | 125 (4) |
C12—Ru2—Ru1 | 139.96 (19) | C22—C23—C18 | 122.0 (10) |
C17—Ru2—Ru1 | 53.77 (17) | C22—C23—H23 | 119.0 |
C2—Ru2—Ru1 | 48.0 (2) | C18—C23—H23 | 119.0 |
C10—N2—C38 | 124.6 (6) | C18—C19—C20 | 122.0 (9) |
C10—N2—Ru2 | 117.9 (5) | C18—C19—H19 | 119.0 |
C38—N2—Ru2 | 113.1 (4) | C20—C19—H19 | 119.0 |
C5—N1—C6 | 170.9 (11) | C43—C44—C39 | 120.3 (8) |
O1—C1—Ru2 | 178.6 (8) | C43—C44—H44 | 114 (7) |
O2—C2—Ru1 | 138.6 (6) | C39—C44—H44 | 125 (7) |
O2—C2—Ru2 | 139.5 (6) | C48—C49—C50 | 120.3 (9) |
Ru1—C2—Ru2 | 81.7 (3) | C48—C49—H49 | 129 (5) |
O3—C3—Ru1 | 178.4 (7) | C50—C49—H49 | 110 (5) |
O4—C4—Ru1 | 174.0 (8) | C32—C37—C36 | 119.6 (8) |
N1—C5—Ru2 | 174.8 (9) | C32—C37—H37 | 120.2 |
N1—C6—C9 | 109.2 (9) | C36—C37—H37 | 120.2 |
N1—C6—C8 | 108.0 (10) | C42—C41—C40 | 118.7 (8) |
C9—C6—C8 | 115.1 (14) | C42—C41—H41 | 120.7 |
N1—C6—C7 | 105.2 (11) | C40—C41—H41 | 120.7 |
C9—C6—C7 | 110.3 (12) | C35—C36—C37 | 120.6 (8) |
C8—C6—C7 | 108.5 (12) | C35—C36—H36 | 119.7 |
C6—C7—H7A | 109.5 | C37—C36—H36 | 119.7 |
C6—C7—H7B | 109.5 | C39—C40—C41 | 123.6 (8) |
H7A—C7—H7B | 109.5 | C39—C40—H40 | 120 (6) |
C6—C7—H7C | 109.5 | C41—C40—H40 | 116 (6) |
H7A—C7—H7C | 109.5 | C30—C29—C28 | 119.3 (8) |
H7B—C7—H7C | 109.5 | C30—C29—H29 | 120.3 |
C6—C8—H8A | 109.5 | C28—C29—H29 | 120.3 |
C6—C8—H8B | 109.5 | C49—C48—C47 | 120.8 (9) |
H8A—C8—H8B | 109.5 | C49—C48—H48 | 128 (4) |
C6—C8—H8C | 109.5 | C47—C48—H48 | 111 (4) |
H8A—C8—H8C | 109.5 | C21—C22—C23 | 119.9 (10) |
H8B—C8—H8C | 109.5 | C21—C22—H22 | 120.1 |
C6—C9—H9A | 109.5 | C23—C22—H22 | 120.1 |
C6—C9—H9B | 109.5 | C28—C27—C26 | 119.3 (8) |
H9A—C9—H9B | 109.5 | C28—C27—H27 | 118 (4) |
C6—C9—H9C | 109.5 | C26—C27—H27 | 123 (4) |
H9A—C9—H9C | 109.5 | C34—C35—C36 | 119.8 (7) |
H9B—C9—H9C | 109.5 | C34—C35—H35 | 120.1 |
N2—C10—C11 | 115.1 (7) | C36—C35—H35 | 120.1 |
N2—C10—C45 | 123.6 (6) | C42—C43—C44 | 118.9 (8) |
C11—C10—C45 | 120.6 (6) | C42—C43—H43 | 124 (5) |
C12—C11—C16 | 121.9 (7) | C44—C43—H43 | 116 (5) |
C12—C11—C10 | 114.8 (7) | C25—C26—C27 | 120.4 (8) |
C16—C11—C10 | 123.2 (8) | C25—C26—H26 | 121 (4) |
C11—C12—C13 | 117.0 (7) | C27—C26—H26 | 118 (4) |
C11—C12—Ru2 | 113.1 (5) | C45—C50—C49 | 120.2 (8) |
C13—C12—Ru2 | 129.9 (7) | C45—C50—H50 | 120 (5) |
C14—C13—C12 | 120.8 (9) | C49—C50—H50 | 119 (5) |
C14—C13—H13 | 124 (5) | C47—C46—C45 | 120.6 (8) |
C12—C13—H13 | 114 (5) | C47—C46—H46 | 120 (4) |
C15—C14—C13 | 120.5 (9) | C45—C46—H46 | 119 (4) |
C15—C14—H14 | 124 (4) | C21—C20—C19 | 120.2 (11) |
C13—C14—H14 | 114 (4) | C21—C20—H20 | 119.9 |
C14—C15—C16 | 121.2 (9) | C19—C20—H20 | 119.9 |
C14—C15—H15 | 119.4 | C22—C21—C20 | 119.5 (10) |
C16—C15—H15 | 119.4 | C22—C21—H21 | 120.2 |
C15—C16—C11 | 118.4 (9) | C20—C21—H21 | 120.2 |
C15—C16—H16 | 120.8 | C41—C42—C43 | 121.5 (8) |
C11—C16—H16 | 120.8 | C41—C42—H42 | 131 (5) |
C24—C17—C18 | 115.7 (5) | C43—C42—H42 | 107 (5) |
C24—C17—Ru2 | 127.6 (5) | C19—C18—C23 | 116.3 (8) |
C18—C17—Ru2 | 115.8 (4) | C19—C18—C17 | 125.4 (7) |
C24—C17—Ru1 | 73.8 (4) | C23—C18—C17 | 118.2 (7) |
C18—C17—Ru1 | 134.4 (5) | ||
C3—Ru1—Ru2—C1 | −2.8 (4) | C3—Ru1—C24—C17 | −75.5 (4) |
C4—Ru1—Ru2—C1 | 110.1 (5) | C4—Ru1—C24—C17 | −176.5 (4) |
C2—Ru1—Ru2—C1 | 80.3 (4) | C2—Ru1—C24—C17 | 42.0 (5) |
C31—Ru1—Ru2—C1 | −145.0 (3) | C31—Ru1—C24—C17 | 139.4 (6) |
C17—Ru1—Ru2—C1 | −84.4 (3) | C38—Ru1—C24—C17 | 106.6 (4) |
C24—Ru1—Ru2—C1 | −109.5 (3) | Ru2—Ru1—C24—C17 | 32.5 (3) |
C38—Ru1—Ru2—C1 | −176.5 (3) | C3—Ru1—C24—C31 | 145.1 (4) |
C3—Ru1—Ru2—C5 | −109.2 (4) | C4—Ru1—C24—C31 | 44.1 (5) |
C4—Ru1—Ru2—C5 | 3.7 (5) | C2—Ru1—C24—C31 | −97.5 (4) |
C2—Ru1—Ru2—C5 | −26.2 (4) | C17—Ru1—C24—C31 | −139.4 (6) |
C31—Ru1—Ru2—C5 | 108.5 (4) | C38—Ru1—C24—C31 | −32.8 (3) |
C17—Ru1—Ru2—C5 | 169.2 (4) | Ru2—Ru1—C24—C31 | −107.0 (3) |
C24—Ru1—Ru2—C5 | 144.0 (4) | C3—Ru1—C24—C25 | 38.6 (7) |
C38—Ru1—Ru2—C5 | 77.0 (4) | C4—Ru1—C24—C25 | −62.5 (7) |
C3—Ru1—Ru2—N2 | 168.0 (3) | C2—Ru1—C24—C25 | 156.0 (6) |
C4—Ru1—Ru2—N2 | −79.1 (4) | C31—Ru1—C24—C25 | −106.5 (7) |
C2—Ru1—Ru2—N2 | −108.9 (3) | C17—Ru1—C24—C25 | 114.0 (8) |
C31—Ru1—Ru2—N2 | 25.8 (2) | C38—Ru1—C24—C25 | −139.3 (7) |
C17—Ru1—Ru2—N2 | 86.4 (3) | Ru2—Ru1—C24—C25 | 146.5 (6) |
C24—Ru1—Ru2—N2 | 61.3 (2) | C17—C24—C31—C38 | 18.3 (9) |
C38—Ru1—Ru2—N2 | −5.7 (2) | C25—C24—C31—C38 | −168.2 (6) |
C3—Ru1—Ru2—C12 | 118.4 (4) | Ru1—C24—C31—C38 | 64.2 (5) |
C4—Ru1—Ru2—C12 | −128.7 (6) | C17—C24—C31—C32 | −169.8 (6) |
C2—Ru1—Ru2—C12 | −158.5 (5) | C25—C24—C31—C32 | 3.7 (9) |
C31—Ru1—Ru2—C12 | −23.9 (4) | Ru1—C24—C31—C32 | −123.9 (6) |
C17—Ru1—Ru2—C12 | 36.8 (4) | C17—C24—C31—Ru1 | −45.9 (6) |
C24—Ru1—Ru2—C12 | 11.7 (4) | C25—C24—C31—Ru1 | 127.6 (5) |
C38—Ru1—Ru2—C12 | −55.3 (4) | C3—Ru1—C31—C38 | −177.8 (4) |
C3—Ru1—Ru2—C17 | 81.6 (3) | C4—Ru1—C31—C38 | 88.6 (4) |
C4—Ru1—Ru2—C17 | −165.5 (5) | C2—Ru1—C31—C38 | −15.0 (5) |
C2—Ru1—Ru2—C17 | 164.6 (4) | C17—Ru1—C31—C38 | −100.4 (4) |
C31—Ru1—Ru2—C17 | −60.7 (3) | C24—Ru1—C31—C38 | −124.9 (5) |
C24—Ru1—Ru2—C17 | −25.2 (3) | Ru2—Ru1—C31—C38 | −55.7 (3) |
C38—Ru1—Ru2—C17 | −92.1 (3) | C3—Ru1—C31—C24 | −52.9 (5) |
C3—Ru1—Ru2—C2 | −83.0 (4) | C4—Ru1—C31—C24 | −146.5 (4) |
C4—Ru1—Ru2—C2 | 29.9 (5) | C2—Ru1—C31—C24 | 109.9 (4) |
C31—Ru1—Ru2—C2 | 134.7 (3) | C17—Ru1—C31—C24 | 24.5 (3) |
C17—Ru1—Ru2—C2 | −164.6 (4) | C38—Ru1—C31—C24 | 124.9 (5) |
C24—Ru1—Ru2—C2 | 170.2 (3) | Ru2—Ru1—C31—C24 | 69.2 (3) |
C38—Ru1—Ru2—C2 | 103.2 (3) | C3—Ru1—C31—C32 | 61.8 (7) |
C5—Ru2—N2—C10 | 81.1 (5) | C4—Ru1—C31—C32 | −31.8 (6) |
C12—Ru2—N2—C10 | 1.8 (5) | C2—Ru1—C31—C32 | −135.4 (6) |
C17—Ru2—N2—C10 | −92.9 (5) | C17—Ru1—C31—C32 | 139.2 (6) |
C2—Ru2—N2—C10 | 167.1 (5) | C24—Ru1—C31—C32 | 114.7 (7) |
Ru1—Ru2—N2—C10 | −148.2 (5) | C38—Ru1—C31—C32 | −120.4 (7) |
C5—Ru2—N2—C38 | −121.4 (5) | Ru2—Ru1—C31—C32 | −176.1 (5) |
C12—Ru2—N2—C38 | 159.3 (5) | C24—C31—C38—N2 | 28.4 (8) |
C17—Ru2—N2—C38 | 64.7 (4) | C32—C31—C38—N2 | −143.2 (6) |
C2—Ru2—N2—C38 | −35.4 (5) | Ru1—C31—C38—N2 | 92.2 (5) |
Ru1—Ru2—N2—C38 | 9.3 (4) | C24—C31—C38—C39 | −170.0 (6) |
C3—Ru1—C2—O2 | −75.0 (11) | C32—C31—C38—C39 | 18.5 (11) |
C4—Ru1—C2—O2 | 11.9 (11) | Ru1—C31—C38—C39 | −106.1 (7) |
C31—Ru1—C2—O2 | 116.6 (10) | C24—C31—C38—Ru1 | −63.9 (5) |
C17—Ru1—C2—O2 | −173.9 (10) | C32—C31—C38—Ru1 | 124.6 (6) |
C24—Ru1—C2—O2 | 162.5 (9) | C10—N2—C38—C31 | 74.8 (9) |
C38—Ru1—C2—O2 | 107.8 (10) | Ru2—N2—C38—C31 | −81.0 (6) |
Ru2—Ru1—C2—O2 | 174.5 (12) | C10—N2—C38—C39 | −89.3 (8) |
C3—Ru1—C2—Ru2 | 110.5 (3) | Ru2—N2—C38—C39 | 114.9 (5) |
C4—Ru1—C2—Ru2 | −162.6 (3) | C10—N2—C38—Ru1 | 145.0 (6) |
C31—Ru1—C2—Ru2 | −57.9 (3) | Ru2—N2—C38—Ru1 | −10.8 (4) |
C17—Ru1—C2—Ru2 | 11.6 (3) | C4—Ru1—C38—C31 | −96.2 (4) |
C24—Ru1—C2—Ru2 | −12.1 (4) | C2—Ru1—C38—C31 | 167.4 (4) |
C38—Ru1—C2—Ru2 | −66.8 (2) | C17—Ru1—C38—C31 | 69.0 (4) |
C1—Ru2—C2—O2 | 77.6 (10) | C24—Ru1—C38—C31 | 33.5 (3) |
C5—Ru2—C2—O2 | −14.2 (10) | Ru2—Ru1—C38—C31 | 118.8 (4) |
N2—Ru2—C2—O2 | −108.4 (10) | C4—Ru1—C38—N2 | 152.8 (4) |
C12—Ru2—C2—O2 | −48.9 (16) | C2—Ru1—C38—N2 | 56.5 (4) |
C17—Ru2—C2—O2 | 173.0 (10) | C31—Ru1—C38—N2 | −111.0 (5) |
Ru1—Ru2—C2—O2 | −174.5 (12) | C17—Ru1—C38—N2 | −42.0 (4) |
C1—Ru2—C2—Ru1 | −108.0 (3) | C24—Ru1—C38—N2 | −77.4 (4) |
C5—Ru2—C2—Ru1 | 160.3 (3) | Ru2—Ru1—C38—N2 | 7.9 (3) |
N2—Ru2—C2—Ru1 | 66.0 (2) | C4—Ru1—C38—C39 | 26.9 (5) |
C12—Ru2—C2—Ru1 | 125.5 (8) | C2—Ru1—C38—C39 | −69.5 (5) |
C17—Ru2—C2—Ru1 | −12.6 (3) | C31—Ru1—C38—C39 | 123.1 (6) |
C38—N2—C10—C11 | −160.9 (6) | C17—Ru1—C38—C39 | −167.9 (5) |
Ru2—N2—C10—C11 | −6.1 (8) | C24—Ru1—C38—C39 | 156.6 (5) |
C38—N2—C10—C45 | 9.7 (11) | Ru2—Ru1—C38—C39 | −118.1 (5) |
Ru2—N2—C10—C45 | 164.5 (5) | C31—C38—C39—C40 | 0.4 (12) |
N2—C10—C11—C12 | 8.7 (9) | N2—C38—C39—C40 | 161.6 (7) |
C45—C10—C11—C12 | −162.2 (7) | Ru1—C38—C39—C40 | −80.8 (8) |
N2—C10—C11—C16 | −172.1 (7) | C31—C38—C39—C44 | −178.5 (7) |
C45—C10—C11—C16 | 17.0 (11) | N2—C38—C39—C44 | −17.3 (9) |
C16—C11—C12—C13 | −4.1 (11) | Ru1—C38—C39—C44 | 100.3 (7) |
C10—C11—C12—C13 | 175.1 (6) | N2—C10—C45—C50 | 61.5 (10) |
C16—C11—C12—Ru2 | 173.8 (6) | C11—C10—C45—C50 | −128.4 (8) |
C10—C11—C12—Ru2 | −7.0 (8) | N2—C10—C45—C46 | −121.5 (8) |
C1—Ru2—C12—C11 | 175.6 (5) | C11—C10—C45—C46 | 48.6 (9) |
C5—Ru2—C12—C11 | −93.6 (6) | C38—C31—C32—C37 | 66.0 (9) |
N2—Ru2—C12—C11 | 3.1 (5) | C24—C31—C32—C37 | −105.5 (7) |
C17—Ru2—C12—C11 | 80.6 (5) | Ru1—C31—C32—C37 | 162.3 (5) |
C2—Ru2—C12—C11 | −58.3 (11) | C38—C31—C32—C33 | −116.6 (8) |
Ru1—Ru2—C12—C11 | 51.6 (7) | C24—C31—C32—C33 | 72.0 (9) |
C1—Ru2—C12—C13 | −6.9 (8) | Ru1—C31—C32—C33 | −20.2 (9) |
C5—Ru2—C12—C13 | 84.0 (7) | C37—C32—C33—C34 | −0.9 (10) |
N2—Ru2—C12—C13 | −179.4 (7) | C31—C32—C33—C34 | −178.4 (7) |
C17—Ru2—C12—C13 | −101.9 (7) | C35—C34—C33—C32 | 1.1 (12) |
C2—Ru2—C12—C13 | 119.2 (11) | C17—C24—C25—C26 | 81.6 (8) |
Ru1—Ru2—C12—C13 | −130.8 (6) | C31—C24—C25—C26 | −92.0 (8) |
C11—C12—C13—C14 | 3.7 (12) | Ru1—C24—C25—C26 | −8.6 (10) |
Ru2—C12—C13—C14 | −173.7 (7) | C17—C24—C25—C30 | −98.2 (8) |
C12—C13—C14—C15 | −1.5 (14) | C31—C24—C25—C30 | 88.2 (8) |
C13—C14—C15—C16 | −0.6 (16) | Ru1—C24—C25—C30 | 171.6 (5) |
C14—C15—C16—C11 | 0.2 (14) | C26—C25—C30—C29 | −0.5 (11) |
C12—C11—C16—C15 | 2.2 (12) | C24—C25—C30—C29 | 179.3 (7) |
C10—C11—C16—C15 | −176.9 (8) | C40—C39—C44—C43 | −2.6 (12) |
C1—Ru2—C17—C24 | 163.8 (6) | C38—C39—C44—C43 | 176.4 (7) |
N2—Ru2—C17—C24 | −21.6 (6) | C33—C32—C37—C36 | 0.1 (10) |
C12—Ru2—C17—C24 | −99.4 (6) | C31—C32—C37—C36 | 177.7 (6) |
C2—Ru2—C17—C24 | 69.5 (6) | C32—C37—C36—C35 | 0.6 (12) |
Ru1—Ru2—C17—C24 | 57.9 (5) | C44—C39—C40—C41 | 3.4 (12) |
C1—Ru2—C17—C18 | −27.7 (6) | C38—C39—C40—C41 | −175.5 (7) |
N2—Ru2—C17—C18 | 146.9 (5) | C42—C41—C40—C39 | −1.4 (13) |
C12—Ru2—C17—C18 | 69.1 (5) | C25—C30—C29—C28 | 1.0 (12) |
C2—Ru2—C17—C18 | −122.0 (5) | C27—C28—C29—C30 | 1.1 (14) |
Ru1—Ru2—C17—C18 | −133.5 (6) | C50—C49—C48—C47 | −0.1 (14) |
C1—Ru2—C17—Ru1 | 105.9 (3) | C46—C47—C48—C49 | 0.0 (14) |
N2—Ru2—C17—Ru1 | −79.5 (2) | C18—C23—C22—C21 | −0.3 (14) |
C12—Ru2—C17—Ru1 | −157.3 (3) | C29—C28—C27—C26 | −3.6 (14) |
C2—Ru2—C17—Ru1 | 11.5 (3) | C33—C34—C35—C36 | −0.4 (13) |
C3—Ru1—C17—C24 | 113.2 (4) | C37—C36—C35—C34 | −0.4 (13) |
C4—Ru1—C17—C24 | 10.4 (13) | C39—C44—C43—C42 | 0.0 (13) |
C2—Ru1—C17—C24 | −147.5 (4) | C30—C25—C26—C27 | −2.1 (11) |
C31—Ru1—C17—C24 | −25.1 (4) | C24—C25—C26—C27 | 178.1 (7) |
C38—Ru1—C17—C24 | −61.8 (4) | C28—C27—C26—C25 | 4.1 (12) |
Ru2—Ru1—C17—C24 | −135.6 (5) | C46—C45—C50—C49 | 1.4 (12) |
C3—Ru1—C17—C18 | 3.0 (6) | C10—C45—C50—C49 | 178.4 (7) |
C4—Ru1—C17—C18 | −99.9 (12) | C48—C49—C50—C45 | −0.6 (13) |
C2—Ru1—C17—C18 | 102.2 (6) | C48—C47—C46—C45 | 0.8 (13) |
C31—Ru1—C17—C18 | −135.4 (6) | C50—C45—C46—C47 | −1.5 (11) |
C24—Ru1—C17—C18 | −110.3 (7) | C10—C45—C46—C47 | −178.7 (7) |
C38—Ru1—C17—C18 | −172.1 (6) | C18—C19—C20—C21 | −0.7 (14) |
Ru2—Ru1—C17—C18 | 114.1 (6) | C23—C22—C21—C20 | −1.2 (16) |
C3—Ru1—C17—Ru2 | −111.1 (3) | C19—C20—C21—C22 | 1.8 (16) |
C4—Ru1—C17—Ru2 | 146.0 (11) | C40—C41—C42—C43 | −1.5 (13) |
C2—Ru1—C17—Ru2 | −11.9 (3) | C44—C43—C42—C41 | 2.1 (14) |
C31—Ru1—C17—Ru2 | 110.5 (3) | C20—C19—C18—C23 | −0.8 (12) |
C24—Ru1—C17—Ru2 | 135.6 (5) | C20—C19—C18—C17 | −177.8 (7) |
C38—Ru1—C17—Ru2 | 73.9 (2) | C22—C23—C18—C19 | 1.3 (12) |
C18—C17—C24—C31 | 177.0 (6) | C22—C23—C18—C17 | 178.5 (7) |
Ru2—C17—C24—C31 | −14.4 (9) | C24—C17—C18—C19 | −109.8 (8) |
Ru1—C17—C24—C31 | 45.1 (6) | Ru2—C17—C18—C19 | 80.3 (8) |
C18—C17—C24—C25 | 3.7 (9) | Ru1—C17—C18—C19 | −17.7 (10) |
Ru2—C17—C24—C25 | 172.3 (5) | C24—C17—C18—C23 | 73.3 (8) |
Ru1—C17—C24—C25 | −128.2 (6) | Ru2—C17—C18—C23 | −96.7 (7) |
C18—C17—C24—Ru1 | 131.9 (6) | Ru1—C17—C18—C23 | 165.4 (5) |
Ru2—C17—C24—Ru1 | −59.5 (4) |
Experimental details
Crystal data | |
Chemical formula | [Ru2(C5H9N)(C41H29N)(CO)4] |
Mr | 932.96 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 20.212 (10), 11.111 (8), 19.362 (14) |
β (°) | 96.53 (13) |
V (Å3) | 4320 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.75 |
Crystal size (mm) | 0.23 × 0.20 × 0.16 |
Data collection | |
Diffractometer | Nonius CAD-4 diffractometer |
Absorption correction | Empirical (using intensity measurements) (SHELXA; Sheldrick, 1997a) |
Tmin, Tmax | 0.840, 0.880 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7792, 7562, 3795 |
Rint | 0.072 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.048, 0.142, 1.02 |
No. of reflections | 7562 |
No. of parameters | 570 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.71, −0.87 |
Computer programs: CAD-4 EXPRESS (Enraf-Nonius, 1994), CRYSDA (Beurskens et al., 1992), REFLEX (García-Granda et al., 1999), DIRDIF (Beurskens et al., 1992), SHELXL97 (Sheldrick, 1997b), PLATON (Spek, 1982), SHELXL97.
Ru1—C3 | 1.870 (10) | Ru2—C2 | 2.129 (8) |
Ru1—C4 | 1.890 (8) | O2—C2 | 1.171 (8) |
Ru1—C2 | 2.054 (7) | O3—C3 | 1.150 (9) |
Ru1—C31 | 2.215 (7) | O4—C4 | 1.140 (9) |
Ru1—C17 | 2.260 (6) | O1—C1 | 1.130 (9) |
Ru1—C24 | 2.313 (7) | N2—C10 | 1.297 (8) |
Ru1—C38 | 2.317 (7) | N2—C38 | 1.456 (8) |
Ru1—Ru2 | 2.736 (3) | N1—C5 | 1.125 (10) |
Ru2—C1 | 1.869 (9) | N1—C6 | 1.466 (11) |
Ru2—N2 | 2.046 (6) | C17—C24 | 1.431 (8) |
Ru2—C12 | 2.077 (7) | C24—C31 | 1.454 (9) |
Ru2—C17 | 2.103 (6) | C31—C38 | 1.426 (9) |
This work is part of a project dealing with insertion reactions of unsaturated organic ligands into the C—Ru bonds of polynuclear ruthenium–carbonyl complexes (Cabeza et al., 1998).
The reaction of (I) with tert-butylisonitrile does not lead to insertion of the isonitrile into any of the C—Ru bonds of (1) but to the carbonyl substitution product (2). The crystal structure of (2) was determined by X-ray diffraction in order to determine the position of the isonitrile ligand in the complex.
The molecular structure of (2) (Fig. 1) is similar to that of its parent compound (1) (Cabeza et al., 1998). The tert-butylisonitrile ligand is terminally bound to Ru2 through its C5 atom [Ru2—C5 = 2.015 (9) Å and Ru2—C5—N1 = 174.8 (9)°], being cis to both the N atom of the imine ligand [C5—Ru2—N2 = 94.5 (3)°] and the C atom of orthometalated phenyl ring [C5—Ru2—C12 = 80.4 (3)°].