Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270103007716/sk1628sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270103007716/sk1628Isup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270103007716/sk1628IIsup3.hkl |
CCDC references: 214368; 214369
Although the complexes (I) and (II) were unknown when their structures were solved, their syntheses and characterization have recently been reported by other workers (Rigaut et al., 2002). We used essentially identical synthetic and characterization techniques to those now published, and obtained (I) and (II) as pale-yellow air-stable solids. Crystals of (I) and (II) suitable for single-crystal X-ray diffraction measurements were obtained by slow diffusion of acetone vapour into solutions in dichloromethane at 277 K.
The SiMe3 groups in (I) exhibit rotational thermal disorder, which it was not possible to model in separate, fractionally occupied, positions. As a result, the atomic displacement parameters were constrained to approximate isotropic thermal behaviour.
378 reflections are missing from the dataset of (II), as a result of the data collection strategy being calculated for the initially determined smaller cell, rather than for the subsequently found larger cell.
There is currently widespread interest in extended, pseudo-one-dimensional molecules that have the potential to act as 'molecular wires' in future nanoscale electronic/photonic devices (Joachim et al., 2000; Tour et al., 2001). Various organotransition metal complexes have received attention in this context (Ward, 1995), but those that arguably show the greatest promise contain linear polyyne chains that bridge metal centres (Bunz, 1996; Paul & Lapinte, 1998; Low & Bruce, 2001). Until very recently, all of the work on such complexes involved end-capped (generally binuclear) species, which have no potential for extension beyond their metallic terminii. However, several systems in which structural extensions may be possible have now been reported (Wong et al., 2000; Fernández et al., 2001; Xu & Ren, 2001).
The connection of multiple trans-{RuII(P—P)2}2+ (P—P is a chelating diphosphine ligand) centres via polyyne chains is an appealing strategy for the stepwise construction of novel wire-like multinuclear complexes. Attractive features of such compounds include visible transparency, reversible redox behaviour and good stability. The complex trans-RuII(C4H)2(dppe)2, (II) [dppe is 1,2- bis(diphenylphosphino)ethane] is an ideal foundation for such syntheses, but was unknown until very recently (Rigaut et al., 2002). We report here the X-ray crystal structure of (II) and of its bis-trimethylsilylated precursor, (I).
The molecular structures of the complexes (I) and (II) are as indicated by 1H NMR spectroscopy, with trans octahedral coordination geometries. The geometric parameters of the trans-{RuII(P—P)2}2+ units are unremarkable, and those of the C4—Ru—C4 chains are very similar to those found previously in the related complexes trans,trans-RuII(C4R)2(CO)2(PEt3)2 (R = H or SiMe3; Sun et al., 1992). The bond distances are consistent with Ru—C≡C—C≡C structures, and the C≡C bonds remote from the Ru(II) centres show a slight lengthening of ca 0.03 Å on replacement of H atoms with SiMe3. Importantly, the Ru(II)-bis(buta-1,3-diynyl) chains are relatively linear. The largest distortion from linearity is the C60—C61—C62 angle of 170.6 (3)° in (I), and the C53—Ru1—C60 angle in this complex is 174.2 (1)°. Complex (II) is hence an attractive starting point for the preparation of linear multinuclear complexes that can be synthesized by the deprotonation and coordination of the C-atom terminii to further trans-{RuII(P—P)2}2+ or other suitable metal centres.
Data collection: DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998) for (I); COLLECT (Hooft, 1998) for (II). Cell refinement: DENZO, COLLECT for (I); DENZO (Otwinowski and Minor, 1997) for (II). Data reduction: DENZO, COLLECT for (I); DENZO, COLLECT(Otwinowski and Minor, 1997; Hooft, 1998) for (II). For both compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CAMERON (Watkin, et al., 1993). Software used to prepare material for publication: WinGX (Farrugia, 1998) for (II).
[Ru(C7H9Si)2(C26H24P2)2] | Z = 2 |
Mr = 1140.32 | F(000) = 1188 |
Triclinic, P1 | Dx = 1.247 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.677 (3) Å | Cell parameters from 42685 reflections |
b = 16.058 (3) Å | θ = 2.9–27.5° |
c = 16.085 (3) Å | µ = 0.44 mm−1 |
α = 110.32 (3)° | T = 150 K |
β = 93.16 (3)° | Block, yellow |
γ = 96.36 (3)° | 0.2 × 0.08 × 0.05 mm |
V = 3036.3 (13) Å3 |
Bruker-Nonius KappaCCD area detector diffractometer | 13576 independent reflections |
Radiation source: Bruker-Nonius FR591 rotating anode | 9761 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.096 |
Detector resolution: 9.091 pixels mm-1 | θmax = 27.5°, θmin = 2.9° |
φ & ω scans | h = −16→16 |
Absorption correction: multi-scan (SORTAV; Blessing, 1995) | k = −20→20 |
Tmin = 0.767, Tmax = 0.986 | l = −20→20 |
42685 measured reflections |
Refinement on F2 | 18 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.046 | w = 1/[σ2(Fo2) + (0.0565P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.122 | (Δ/σ)max = 0.059 |
S = 1.03 | Δρmax = 0.76 e Å−3 |
13576 reflections | Δρmin = −0.81 e Å−3 |
665 parameters |
[Ru(C7H9Si)2(C26H24P2)2] | γ = 96.36 (3)° |
Mr = 1140.32 | V = 3036.3 (13) Å3 |
Triclinic, P1 | Z = 2 |
a = 12.677 (3) Å | Mo Kα radiation |
b = 16.058 (3) Å | µ = 0.44 mm−1 |
c = 16.085 (3) Å | T = 150 K |
α = 110.32 (3)° | 0.2 × 0.08 × 0.05 mm |
β = 93.16 (3)° |
Bruker-Nonius KappaCCD area detector diffractometer | 13576 independent reflections |
Absorption correction: multi-scan (SORTAV; Blessing, 1995) | 9761 reflections with I > 2σ(I) |
Tmin = 0.767, Tmax = 0.986 | Rint = 0.096 |
42685 measured reflections |
R[F2 > 2σ(F2)] = 0.046 | 18 restraints |
wR(F2) = 0.122 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.76 e Å−3 |
13576 reflections | Δρmin = −0.81 e Å−3 |
665 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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.4535 (9) | 0.3114 (8) | 0.4542 (7) | 0.024 (3) | |
C2 | 0.4027 (10) | 0.2839 (9) | 0.5160 (9) | 0.035 (3) | |
H2 | 0.327 | 0.2767 | 0.5129 | 0.042* | |
C3 | 0.4605 (12) | 0.2666 (11) | 0.5821 (10) | 0.049 (4) | |
H3 | 0.4244 | 0.2481 | 0.6243 | 0.059* | |
C4 | 0.5707 (11) | 0.2763 (10) | 0.5871 (10) | 0.045 (4) | |
H4 | 0.6104 | 0.265 | 0.6329 | 0.054* | |
C5 | 0.6227 (10) | 0.3025 (9) | 0.5253 (9) | 0.039 (3) | |
H5 | 0.6984 | 0.3086 | 0.5282 | 0.046* | |
C6 | 0.5647 (10) | 0.3200 (8) | 0.4588 (8) | 0.031 (3) | |
H6 | 0.6009 | 0.3379 | 0.4162 | 0.037* | |
C7 | 0.4742 (9) | 0.3804 (8) | 0.3131 (7) | 0.023 (3) | |
C8 | 0.5091 (9) | 0.4720 (8) | 0.3356 (8) | 0.029 (3) | |
H8 | 0.4798 | 0.5146 | 0.3824 | 0.035* | |
C9 | 0.5863 (10) | 0.5010 (9) | 0.2901 (9) | 0.036 (3) | |
H9 | 0.6089 | 0.5633 | 0.3054 | 0.043* | |
C10 | 0.6304 (11) | 0.4396 (10) | 0.2225 (10) | 0.043 (4) | |
H10 | 0.6833 | 0.4597 | 0.1916 | 0.052* | |
C11 | 0.5976 (10) | 0.3493 (10) | 0.2002 (9) | 0.038 (3) | |
H11 | 0.628 | 0.3072 | 0.1537 | 0.046* | |
C12 | 0.5203 (9) | 0.3194 (9) | 0.2451 (8) | 0.030 (3) | |
H12 | 0.4986 | 0.2569 | 0.2295 | 0.036* | |
C13 | 0.3184 (9) | 0.4371 (8) | 0.4389 (7) | 0.024 (3) | |
H13A | 0.2783 | 0.4231 | 0.4847 | 0.028* | |
H13B | 0.3776 | 0.4857 | 0.4698 | 0.028* | |
C14 | 0.2448 (9) | 0.4679 (8) | 0.3810 (8) | 0.024 (3) | |
H14A | 0.2883 | 0.5011 | 0.3502 | 0.029* | |
H14B | 0.2003 | 0.5095 | 0.4193 | 0.029* | |
C15 | 0.1556 (9) | 0.4077 (8) | 0.2000 (7) | 0.023 (3) | |
C16 | 0.2527 (10) | 0.4285 (8) | 0.1698 (8) | 0.029 (3) | |
H16 | 0.3174 | 0.4245 | 0.1999 | 0.035* | |
C17 | 0.2560 (12) | 0.4548 (9) | 0.0966 (9) | 0.040 (3) | |
H17 | 0.3226 | 0.4704 | 0.0778 | 0.048* | |
C18 | 0.1616 (13) | 0.4586 (10) | 0.0507 (9) | 0.043 (4) | |
H18 | 0.1636 | 0.4763 | 0.0002 | 0.051* | |
C19 | 0.0659 (12) | 0.4367 (9) | 0.0782 (9) | 0.041 (4) | |
H19 | 0.0016 | 0.4397 | 0.0468 | 0.049* | |
C20 | 0.0613 (10) | 0.4103 (8) | 0.1519 (8) | 0.030 (3) | |
H20 | −0.0058 | 0.3939 | 0.1695 | 0.036* | |
C21 | 0.0241 (9) | 0.3904 (8) | 0.3329 (7) | 0.022 (3) | |
C22 | −0.0079 (10) | 0.4753 (8) | 0.3568 (8) | 0.031 (3) | |
H22 | 0.0407 | 0.5245 | 0.3563 | 0.038* | |
C23 | −0.1087 (10) | 0.4887 (9) | 0.3811 (9) | 0.038 (3) | |
H23 | −0.129 | 0.547 | 0.3974 | 0.046* | |
C24 | −0.1813 (10) | 0.4172 (9) | 0.3818 (9) | 0.034 (3) | |
H24 | −0.2512 | 0.4264 | 0.3981 | 0.041* | |
C25 | −0.1507 (10) | 0.3331 (8) | 0.3588 (8) | 0.032 (3) | |
H25 | −0.1996 | 0.2842 | 0.3597 | 0.039* | |
C26 | −0.0492 (9) | 0.3195 (8) | 0.3343 (7) | 0.025 (3) | |
H26 | −0.0291 | 0.2611 | 0.3183 | 0.03* | |
C27 | 0.0088 (9) | 0.1699 (7) | 0.1036 (7) | 0.022 (3) | |
C28 | 0.0567 (10) | 0.1778 (8) | 0.0306 (7) | 0.026 (3) | |
H28 | 0.1283 | 0.1666 | 0.0236 | 0.031* | |
C29 | 0.0009 (10) | 0.2020 (9) | −0.0320 (8) | 0.032 (3) | |
H29 | 0.0342 | 0.2063 | −0.0821 | 0.038* | |
C30 | −0.1028 (11) | 0.2198 (9) | −0.0220 (8) | 0.036 (3) | |
H30 | −0.141 | 0.2363 | −0.065 | 0.043* | |
C31 | −0.1502 (11) | 0.2134 (9) | 0.0511 (8) | 0.036 (3) | |
H31 | −0.2212 | 0.226 | 0.0585 | 0.043* | |
C32 | −0.0950 (9) | 0.1887 (8) | 0.1138 (8) | 0.029 (3) | |
H32 | −0.1285 | 0.1848 | 0.164 | 0.035* | |
C33 | −0.0241 (9) | 0.0734 (8) | 0.2217 (7) | 0.023 (3) | |
C34 | −0.0979 (9) | 0.0068 (8) | 0.1588 (8) | 0.028 (3) | |
H34 | −0.0957 | −0.0031 | 0.0972 | 0.034* | |
C35 | −0.1739 (10) | −0.0446 (9) | 0.1854 (9) | 0.036 (3) | |
H35 | −0.2234 | −0.0896 | 0.1422 | 0.043* | |
C36 | −0.1779 (10) | −0.0305 (9) | 0.2744 (10) | 0.040 (3) | |
H36 | −0.2299 | −0.0663 | 0.2924 | 0.048* | |
C37 | −0.1073 (11) | 0.0349 (10) | 0.3374 (9) | 0.041 (3) | |
H37 | −0.1115 | 0.0452 | 0.3989 | 0.049* | |
C38 | −0.0296 (10) | 0.0861 (8) | 0.3111 (8) | 0.030 (3) | |
H38 | 0.0202 | 0.1304 | 0.3548 | 0.036* | |
C39 | 0.1470 (9) | 0.0417 (8) | 0.1171 (7) | 0.022 (3) | |
H39A | 0.0923 | −0.0071 | 0.0779 | 0.027* | |
H39B | 0.1958 | 0.0614 | 0.0795 | 0.027* | |
C40 | 0.2091 (9) | 0.0091 (8) | 0.1811 (8) | 0.025 (3) | |
H40A | 0.2553 | −0.0339 | 0.1473 | 0.03* | |
H40B | 0.1583 | −0.023 | 0.2081 | 0.03* | |
C41 | 0.2993 (10) | 0.0541 (8) | 0.3590 (8) | 0.028 (3) | |
C42 | 0.2404 (11) | 0.0818 (9) | 0.4309 (9) | 0.038 (3) | |
H42 | 0.196 | 0.1268 | 0.4351 | 0.045* | |
C43 | 0.2450 (14) | 0.0451 (11) | 0.4968 (10) | 0.052 (4) | |
H43 | 0.2035 | 0.065 | 0.5455 | 0.062* | |
C44 | 0.3084 (14) | −0.0192 (11) | 0.4929 (11) | 0.057 (4) | |
H44 | 0.3128 | −0.0427 | 0.5395 | 0.068* | |
C45 | 0.3653 (14) | −0.0495 (12) | 0.4215 (12) | 0.061 (5) | |
H45 | 0.4077 | −0.0957 | 0.4175 | 0.073* | |
C46 | 0.3620 (12) | −0.0135 (10) | 0.3546 (10) | 0.047 (4) | |
H46 | 0.4026 | −0.0349 | 0.3055 | 0.057* | |
C47 | 0.4267 (9) | 0.0957 (8) | 0.2355 (9) | 0.029 (3) | |
C48 | 0.5164 (10) | 0.1174 (9) | 0.2986 (10) | 0.039 (3) | |
H48 | 0.507 | 0.1325 | 0.36 | 0.046* | |
C49 | 0.6183 (11) | 0.1169 (10) | 0.2717 (13) | 0.053 (4) | |
H49 | 0.6782 | 0.1306 | 0.3147 | 0.064* | |
C50 | 0.6330 (12) | 0.0966 (11) | 0.1835 (14) | 0.064 (5) | |
H50 | 0.7032 | 0.097 | 0.1658 | 0.076* | |
C51 | 0.5468 (12) | 0.0755 (10) | 0.1202 (12) | 0.053 (4) | |
H51 | 0.5576 | 0.0617 | 0.0591 | 0.064* | |
C52 | 0.4442 (10) | 0.0744 (9) | 0.1461 (9) | 0.036 (3) | |
H52 | 0.385 | 0.0591 | 0.1022 | 0.044* | |
C53 | 0.2855 (9) | 0.2308 (7) | 0.1690 (8) | 0.024 (3) | |
C54 | 0.3222 (9) | 0.2306 (8) | 0.1031 (8) | 0.026 (3) | |
C55 | 0.3709 (10) | 0.2369 (9) | 0.0294 (8) | 0.033 (3) | |
C56 | 0.4157 (11) | 0.2450 (10) | −0.0329 (9) | 0.043 (4) | |
C57 | 0.456 (2) | 0.1728 (15) | −0.2238 (13) | 0.102 (7) | |
H57A | 0.4654 | 0.1166 | −0.2146 | 0.153* | |
H57B | 0.5035 | 0.1807 | −0.2675 | 0.153* | |
H57C | 0.3821 | 0.1706 | −0.2458 | 0.153* | |
C58 | 0.4536 (19) | 0.3694 (15) | −0.1335 (15) | 0.101 (7) | |
H58A | 0.3793 | 0.358 | −0.1594 | 0.152* | |
H58B | 0.5003 | 0.3856 | −0.1738 | 0.152* | |
H58C | 0.4618 | 0.4188 | −0.0759 | 0.152* | |
C59 | 0.6320 (16) | 0.287 (3) | −0.079 (2) | 0.246 (8) | |
H59A | 0.6437 | 0.3302 | −0.0179 | 0.369* | |
H59B | 0.6724 | 0.3117 | −0.1178 | 0.369* | |
H59C | 0.656 | 0.2307 | −0.0814 | 0.369* | |
C60 | 0.1578 (9) | 0.2581 (8) | 0.4063 (9) | 0.025 (3) | |
C61 | 0.1216 (9) | 0.2718 (7) | 0.4694 (8) | 0.024 (3) | |
C62 | 0.0695 (10) | 0.2741 (8) | 0.5476 (8) | 0.029 (3) | |
C63 | 0.0268 (11) | 0.2753 (9) | 0.6142 (9) | 0.037 (3) | |
C64 | 0.0672 (14) | 0.3441 (12) | 0.8110 (10) | 0.066 (5) | |
H64A | 0.1306 | 0.3139 | 0.8086 | 0.099* | |
H64B | 0.0359 | 0.3505 | 0.8669 | 0.099* | |
H64C | 0.0873 | 0.4035 | 0.8078 | 0.099* | |
C65 | −0.1565 (12) | 0.3291 (12) | 0.7240 (11) | 0.059 (5) | |
H65A | −0.1396 | 0.3914 | 0.7278 | 0.089* | |
H65B | −0.1889 | 0.3276 | 0.7775 | 0.089* | |
H65C | −0.2065 | 0.2958 | 0.6712 | 0.089* | |
C66 | −0.0641 (14) | 0.1610 (10) | 0.7127 (10) | 0.055 (4) | |
H66A | −0.1163 | 0.127 | 0.6615 | 0.083* | |
H66B | −0.094 | 0.1618 | 0.7678 | 0.083* | |
H66C | 0.001 | 0.1325 | 0.707 | 0.083* | |
Si1 | 0.4905 (3) | 0.2673 (4) | −0.1176 (3) | 0.0523 (13) | |
Si2 | −0.0319 (3) | 0.2767 (3) | 0.7156 (2) | 0.0324 (9) | |
P1 | 0.3726 (2) | 0.3370 (2) | 0.37021 (19) | 0.0200 (7) | |
P2 | 0.1563 (2) | 0.3718 (2) | 0.29627 (19) | 0.0191 (7) | |
P3 | 0.0827 (2) | 0.1369 (2) | 0.18628 (19) | 0.0191 (7) | |
P4 | 0.2929 (2) | 0.1027 (2) | 0.2712 (2) | 0.0210 (7) | |
Ru1 | 0.22320 (7) | 0.23761 (6) | 0.28515 (5) | 0.0173 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.027 (6) | 0.019 (6) | 0.025 (6) | 0.002 (5) | −0.001 (5) | 0.008 (5) |
C2 | 0.028 (7) | 0.043 (8) | 0.039 (7) | −0.002 (6) | −0.002 (6) | 0.024 (7) |
C3 | 0.045 (9) | 0.063 (11) | 0.052 (9) | −0.004 (8) | −0.005 (7) | 0.042 (8) |
C4 | 0.044 (9) | 0.050 (9) | 0.047 (9) | 0.000 (7) | −0.013 (7) | 0.030 (8) |
C5 | 0.027 (7) | 0.039 (8) | 0.049 (8) | 0.003 (6) | −0.009 (6) | 0.017 (7) |
C6 | 0.030 (7) | 0.029 (7) | 0.032 (7) | 0.000 (6) | 0.000 (6) | 0.012 (6) |
C7 | 0.018 (6) | 0.029 (7) | 0.025 (6) | 0.001 (5) | −0.001 (5) | 0.014 (5) |
C8 | 0.027 (7) | 0.030 (7) | 0.029 (7) | 0.000 (6) | 0.001 (5) | 0.012 (6) |
C9 | 0.035 (7) | 0.029 (7) | 0.047 (8) | −0.005 (6) | 0.004 (6) | 0.021 (6) |
C10 | 0.034 (8) | 0.051 (9) | 0.051 (9) | −0.006 (7) | 0.015 (7) | 0.028 (8) |
C11 | 0.032 (7) | 0.046 (9) | 0.037 (8) | 0.005 (6) | 0.015 (6) | 0.014 (7) |
C12 | 0.025 (6) | 0.029 (7) | 0.034 (7) | 0.002 (5) | 0.006 (5) | 0.010 (6) |
C13 | 0.028 (6) | 0.021 (6) | 0.019 (6) | 0.002 (5) | 0.004 (5) | 0.004 (5) |
C14 | 0.028 (6) | 0.018 (6) | 0.027 (6) | 0.003 (5) | 0.005 (5) | 0.006 (5) |
C15 | 0.034 (7) | 0.017 (6) | 0.020 (6) | 0.005 (5) | 0.005 (5) | 0.008 (5) |
C16 | 0.033 (7) | 0.029 (7) | 0.030 (7) | 0.007 (6) | 0.009 (6) | 0.015 (6) |
C17 | 0.054 (9) | 0.037 (8) | 0.037 (8) | 0.006 (7) | 0.019 (7) | 0.020 (6) |
C18 | 0.071 (11) | 0.036 (8) | 0.026 (7) | 0.007 (8) | 0.006 (7) | 0.016 (6) |
C19 | 0.054 (9) | 0.038 (8) | 0.031 (7) | 0.007 (7) | −0.006 (7) | 0.014 (6) |
C20 | 0.035 (7) | 0.024 (7) | 0.029 (7) | 0.004 (6) | 0.000 (6) | 0.009 (5) |
C21 | 0.024 (6) | 0.023 (6) | 0.021 (6) | 0.007 (5) | 0.005 (5) | 0.008 (5) |
C22 | 0.028 (7) | 0.026 (7) | 0.040 (7) | 0.004 (5) | 0.010 (6) | 0.011 (6) |
C23 | 0.031 (7) | 0.023 (7) | 0.057 (9) | 0.010 (6) | 0.017 (7) | 0.007 (6) |
C24 | 0.026 (7) | 0.032 (7) | 0.042 (8) | 0.007 (6) | 0.013 (6) | 0.007 (6) |
C25 | 0.026 (7) | 0.026 (7) | 0.039 (7) | −0.001 (5) | 0.010 (6) | 0.006 (6) |
C26 | 0.027 (6) | 0.022 (6) | 0.026 (6) | 0.004 (5) | 0.008 (5) | 0.007 (5) |
C27 | 0.027 (6) | 0.018 (6) | 0.019 (6) | 0.002 (5) | 0.001 (5) | 0.004 (5) |
C28 | 0.028 (6) | 0.025 (6) | 0.023 (6) | 0.002 (5) | 0.003 (5) | 0.007 (5) |
C29 | 0.043 (8) | 0.032 (7) | 0.023 (6) | 0.005 (6) | 0.006 (6) | 0.012 (6) |
C30 | 0.041 (8) | 0.040 (8) | 0.028 (7) | 0.009 (6) | −0.003 (6) | 0.015 (6) |
C31 | 0.033 (7) | 0.041 (8) | 0.035 (7) | 0.014 (6) | 0.001 (6) | 0.012 (6) |
C32 | 0.027 (7) | 0.032 (7) | 0.026 (6) | 0.006 (6) | 0.004 (5) | 0.009 (6) |
C33 | 0.022 (6) | 0.021 (6) | 0.027 (6) | 0.004 (5) | 0.007 (5) | 0.010 (5) |
C34 | 0.027 (6) | 0.026 (7) | 0.030 (7) | 0.001 (5) | 0.004 (5) | 0.009 (5) |
C35 | 0.027 (7) | 0.031 (7) | 0.046 (8) | −0.005 (6) | 0.005 (6) | 0.011 (6) |
C36 | 0.032 (7) | 0.037 (8) | 0.055 (9) | −0.004 (6) | 0.014 (7) | 0.024 (7) |
C37 | 0.044 (8) | 0.046 (9) | 0.037 (8) | −0.002 (7) | 0.014 (7) | 0.021 (7) |
C38 | 0.034 (7) | 0.025 (7) | 0.030 (7) | −0.003 (5) | 0.005 (6) | 0.010 (5) |
C39 | 0.022 (6) | 0.022 (6) | 0.020 (6) | 0.002 (5) | 0.005 (5) | 0.004 (5) |
C40 | 0.026 (6) | 0.019 (6) | 0.030 (6) | 0.003 (5) | 0.005 (5) | 0.009 (5) |
C41 | 0.031 (7) | 0.022 (6) | 0.032 (7) | 0.002 (5) | 0.001 (6) | 0.012 (5) |
C42 | 0.048 (8) | 0.035 (8) | 0.038 (8) | 0.013 (7) | 0.011 (7) | 0.021 (6) |
C43 | 0.079 (12) | 0.046 (9) | 0.042 (8) | 0.015 (9) | 0.018 (8) | 0.028 (7) |
C44 | 0.073 (11) | 0.060 (11) | 0.058 (10) | 0.013 (9) | 0.006 (9) | 0.046 (9) |
C45 | 0.070 (12) | 0.059 (11) | 0.082 (12) | 0.031 (9) | 0.017 (10) | 0.053 (10) |
C46 | 0.057 (9) | 0.046 (9) | 0.057 (9) | 0.025 (8) | 0.022 (8) | 0.033 (8) |
C47 | 0.023 (6) | 0.020 (6) | 0.045 (8) | 0.008 (5) | 0.009 (6) | 0.011 (6) |
C48 | 0.028 (7) | 0.027 (7) | 0.059 (9) | 0.006 (6) | −0.001 (6) | 0.012 (7) |
C49 | 0.026 (8) | 0.034 (8) | 0.095 (14) | 0.005 (6) | −0.001 (8) | 0.018 (9) |
C50 | 0.029 (8) | 0.048 (10) | 0.115 (16) | 0.012 (7) | 0.031 (10) | 0.024 (10) |
C51 | 0.044 (9) | 0.043 (9) | 0.074 (11) | 0.011 (7) | 0.034 (9) | 0.016 (8) |
C52 | 0.030 (7) | 0.030 (7) | 0.047 (8) | 0.005 (6) | 0.017 (6) | 0.009 (6) |
C53 | 0.020 (6) | 0.015 (6) | 0.034 (7) | 0.002 (5) | −0.001 (5) | 0.007 (5) |
C54 | 0.021 (6) | 0.023 (6) | 0.033 (7) | 0.003 (5) | 0.004 (5) | 0.008 (5) |
C55 | 0.036 (7) | 0.038 (8) | 0.029 (7) | 0.006 (6) | 0.012 (6) | 0.014 (6) |
C56 | 0.041 (8) | 0.052 (9) | 0.037 (8) | 0.005 (7) | 0.010 (7) | 0.019 (7) |
C57 | 0.148 (8) | 0.090 (8) | 0.081 (7) | 0.016 (4) | 0.062 (5) | 0.039 (5) |
C58 | 0.121 (8) | 0.093 (8) | 0.096 (8) | 0.013 (4) | 0.015 (4) | 0.043 (5) |
C59 | 0.035 (8) | 0.606 (9) | 0.243 (9) | 0.034 (5) | 0.026 (4) | 0.335 (5) |
C60 | 0.016 (6) | 0.018 (6) | 0.044 (8) | −0.002 (5) | −0.006 (6) | 0.018 (6) |
C61 | 0.026 (6) | 0.012 (6) | 0.027 (7) | 0.004 (5) | −0.009 (6) | 0.000 (5) |
C62 | 0.035 (7) | 0.028 (7) | 0.025 (6) | 0.003 (6) | 0.007 (6) | 0.009 (5) |
C63 | 0.047 (8) | 0.036 (8) | 0.030 (7) | 0.007 (7) | 0.014 (6) | 0.011 (6) |
C64 | 0.081 (12) | 0.072 (13) | 0.039 (9) | −0.007 (10) | −0.005 (9) | 0.018 (9) |
C65 | 0.053 (10) | 0.073 (12) | 0.063 (11) | 0.020 (9) | 0.019 (8) | 0.034 (9) |
C66 | 0.080 (12) | 0.043 (9) | 0.047 (9) | −0.001 (8) | 0.014 (8) | 0.022 (7) |
Si1 | 0.040 (2) | 0.090 (4) | 0.046 (2) | 0.010 (2) | 0.0177 (19) | 0.046 (3) |
Si2 | 0.040 (2) | 0.035 (2) | 0.0240 (18) | 0.0033 (17) | 0.0102 (16) | 0.0127 (16) |
P1 | 0.0203 (15) | 0.0194 (15) | 0.0200 (15) | 0.0018 (12) | 0.0024 (12) | 0.0070 (12) |
P2 | 0.0204 (15) | 0.0183 (15) | 0.0196 (15) | 0.0031 (12) | 0.0047 (12) | 0.0074 (12) |
P3 | 0.0202 (15) | 0.0183 (15) | 0.0189 (14) | 0.0020 (12) | 0.0046 (12) | 0.0066 (12) |
P4 | 0.0207 (15) | 0.0193 (16) | 0.0246 (16) | 0.0039 (12) | 0.0048 (13) | 0.0091 (13) |
Ru1 | 0.0184 (5) | 0.0173 (5) | 0.0170 (5) | 0.0025 (4) | 0.0049 (4) | 0.0066 (4) |
C1—C2 | 1.381 (17) | C36—C37 | 1.372 (19) |
C1—C6 | 1.398 (16) | C36—H36 | 0.9500 |
C1—P1 | 1.837 (12) | C37—C38 | 1.390 (18) |
C2—C3 | 1.381 (18) | C37—H37 | 0.9500 |
C2—H2 | 0.9500 | C38—H38 | 0.9500 |
C3—C4 | 1.384 (19) | C39—C40 | 1.527 (16) |
C3—H3 | 0.9500 | C39—P3 | 1.852 (11) |
C4—C5 | 1.38 (2) | C39—H39A | 0.9900 |
C4—H4 | 0.9500 | C39—H39B | 0.9900 |
C5—C6 | 1.391 (17) | C40—P4 | 1.857 (11) |
C5—H5 | 0.9500 | C40—H40A | 0.9900 |
C6—H6 | 0.9500 | C40—H40B | 0.9900 |
C7—C12 | 1.396 (16) | C41—C42 | 1.380 (18) |
C7—C8 | 1.400 (17) | C41—C46 | 1.400 (18) |
C7—P1 | 1.834 (12) | C41—P4 | 1.837 (13) |
C8—C9 | 1.387 (17) | C42—C43 | 1.382 (19) |
C8—H8 | 0.9500 | C42—H42 | 0.9500 |
C9—C10 | 1.383 (19) | C43—C44 | 1.37 (2) |
C9—H9 | 0.9500 | C43—H43 | 0.9500 |
C10—C11 | 1.37 (2) | C44—C45 | 1.36 (2) |
C10—H10 | 0.9500 | C44—H44 | 0.9500 |
C11—C12 | 1.389 (18) | C45—C46 | 1.39 (2) |
C11—H11 | 0.9500 | C45—H45 | 0.9500 |
C12—H12 | 0.9500 | C46—H46 | 0.9500 |
C13—C14 | 1.521 (16) | C47—C52 | 1.395 (18) |
C13—P1 | 1.835 (11) | C47—C48 | 1.408 (17) |
C13—H13A | 0.9900 | C47—P4 | 1.824 (12) |
C13—H13B | 0.9900 | C48—C49 | 1.384 (19) |
C14—P2 | 1.866 (11) | C48—H48 | 0.9500 |
C14—H14A | 0.9900 | C49—C50 | 1.37 (2) |
C14—H14B | 0.9900 | C49—H49 | 0.9500 |
C15—C20 | 1.400 (16) | C50—C51 | 1.38 (2) |
C15—C16 | 1.397 (17) | C50—H50 | 0.9500 |
C15—P2 | 1.830 (12) | C51—C52 | 1.387 (18) |
C16—C17 | 1.383 (18) | C51—H51 | 0.9500 |
C16—H16 | 0.9500 | C52—H52 | 0.9500 |
C17—C18 | 1.39 (2) | C53—C54 | 1.179 (17) |
C17—H17 | 0.9500 | C53—Ru1 | 2.041 (13) |
C18—C19 | 1.36 (2) | C54—C55 | 1.395 (18) |
C18—H18 | 0.9500 | C55—C56 | 1.217 (19) |
C19—C20 | 1.392 (18) | C56—Si1 | 1.814 (15) |
C19—H19 | 0.9500 | C57—Si1 | 1.84 (2) |
C20—H20 | 0.9500 | C57—H57A | 0.9800 |
C21—C26 | 1.394 (16) | C57—H57B | 0.9800 |
C21—C22 | 1.395 (17) | C57—H57C | 0.9800 |
C21—P2 | 1.828 (11) | C58—Si1 | 1.85 (2) |
C22—C23 | 1.375 (17) | C58—H58A | 0.9800 |
C22—H22 | 0.9500 | C58—H58B | 0.9800 |
C23—C24 | 1.393 (18) | C58—H58C | 0.9800 |
C23—H23 | 0.9500 | C59—Si1 | 1.82 (2) |
C24—C25 | 1.376 (18) | C59—H59A | 0.9800 |
C24—H24 | 0.9500 | C59—H59B | 0.9800 |
C25—C26 | 1.385 (16) | C59—H59C | 0.9800 |
C25—H25 | 0.9500 | C60—C61 | 1.099 (17) |
C26—H26 | 0.9500 | C60—Ru1 | 2.095 (14) |
C27—C28 | 1.388 (16) | C61—C62 | 1.444 (18) |
C27—C32 | 1.389 (16) | C62—C63 | 1.221 (17) |
C27—P3 | 1.841 (12) | C63—Si2 | 1.824 (14) |
C28—C29 | 1.385 (17) | C64—Si2 | 1.853 (15) |
C28—H28 | 0.9500 | C64—H64A | 0.9800 |
C29—C30 | 1.383 (18) | C64—H64B | 0.9800 |
C29—H29 | 0.9500 | C64—H64C | 0.9800 |
C30—C31 | 1.379 (18) | C65—Si2 | 1.860 (15) |
C30—H30 | 0.9500 | C65—H65A | 0.9800 |
C31—C32 | 1.388 (17) | C65—H65B | 0.9800 |
C31—H31 | 0.9500 | C65—H65C | 0.9800 |
C32—H32 | 0.9500 | C66—Si2 | 1.841 (15) |
C33—C38 | 1.388 (16) | C66—H66A | 0.9800 |
C33—C34 | 1.402 (16) | C66—H66B | 0.9800 |
C33—P3 | 1.838 (12) | C66—H66C | 0.9800 |
C34—C35 | 1.380 (17) | P1—Ru1 | 2.352 (3) |
C34—H34 | 0.9500 | P2—Ru1 | 2.356 (3) |
C35—C36 | 1.373 (19) | P3—Ru1 | 2.362 (3) |
C35—H35 | 0.9500 | P4—Ru1 | 2.373 (3) |
C2—C1—C6 | 118.8 (11) | C42—C41—C46 | 117.5 (12) |
C2—C1—P1 | 118.9 (9) | C42—C41—P4 | 121.0 (10) |
C6—C1—P1 | 122.3 (10) | C46—C41—P4 | 121.5 (10) |
C1—C2—C3 | 120.9 (12) | C41—C42—C43 | 121.0 (13) |
C1—C2—H2 | 119.6 | C41—C42—H42 | 119.5 |
C3—C2—H2 | 119.5 | C43—C42—H42 | 119.5 |
C4—C3—C2 | 120.2 (14) | C44—C43—C42 | 120.9 (15) |
C4—C3—H3 | 119.9 | C44—C43—H43 | 119.5 |
C2—C3—H3 | 119.9 | C42—C43—H43 | 119.5 |
C5—C4—C3 | 119.8 (13) | C45—C44—C43 | 119.3 (15) |
C5—C4—H4 | 120.1 | C45—C44—H44 | 120.3 |
C3—C4—H4 | 120.1 | C43—C44—H44 | 120.3 |
C4—C5—C6 | 120.2 (12) | C44—C45—C46 | 120.7 (15) |
C4—C5—H5 | 119.9 | C44—C45—H45 | 119.7 |
C6—C5—H5 | 119.9 | C46—C45—H45 | 119.7 |
C5—C6—C1 | 120.2 (12) | C45—C46—C41 | 120.5 (14) |
C5—C6—H6 | 119.9 | C45—C46—H46 | 119.7 |
C1—C6—H6 | 119.9 | C41—C46—H46 | 119.7 |
C12—C7—C8 | 118.4 (11) | C52—C47—C48 | 117.9 (12) |
C12—C7—P1 | 118.7 (9) | C52—C47—P4 | 121.4 (9) |
C8—C7—P1 | 122.9 (9) | C48—C47—P4 | 120.6 (10) |
C9—C8—C7 | 120.5 (12) | C49—C48—C47 | 120.5 (14) |
C9—C8—H8 | 119.8 | C49—C48—H48 | 119.7 |
C7—C8—H8 | 119.8 | C47—C48—H48 | 119.8 |
C10—C9—C8 | 120.3 (13) | C50—C49—C48 | 120.3 (15) |
C10—C9—H9 | 119.9 | C50—C49—H49 | 119.9 |
C8—C9—H9 | 119.8 | C48—C49—H49 | 119.9 |
C11—C10—C9 | 119.9 (13) | C49—C50—C51 | 120.6 (14) |
C11—C10—H10 | 120.0 | C49—C50—H50 | 119.7 |
C9—C10—H10 | 120.1 | C51—C50—H50 | 119.7 |
C10—C11—C12 | 120.4 (13) | C50—C51—C52 | 119.7 (15) |
C10—C11—H11 | 119.8 | C50—C51—H51 | 120.2 |
C12—C11—H11 | 119.8 | C52—C51—H51 | 120.2 |
C11—C12—C7 | 120.6 (12) | C51—C52—C47 | 121.0 (13) |
C11—C12—H12 | 119.7 | C51—C52—H52 | 119.5 |
C7—C12—H12 | 119.7 | C47—C52—H52 | 119.5 |
C14—C13—P1 | 110.2 (7) | C54—C53—Ru1 | 177.3 (11) |
C14—C13—H13A | 109.6 | C53—C54—C55 | 175.3 (14) |
P1—C13—H13A | 109.6 | C56—C55—C54 | 177.8 (15) |
C14—C13—H13B | 109.6 | C55—C56—Si1 | 174.1 (14) |
P1—C13—H13B | 109.6 | Si1—C57—H57A | 109.4 |
H13A—C13—H13B | 108.1 | Si1—C57—H57B | 109.4 |
C13—C14—P2 | 112.0 (8) | H57A—C57—H57B | 109.5 |
C13—C14—H14A | 109.2 | Si1—C57—H57C | 109.6 |
P2—C14—H14A | 109.2 | H57A—C57—H57C | 109.5 |
C13—C14—H14B | 109.2 | H57B—C57—H57C | 109.5 |
P2—C14—H14B | 109.2 | Si1—C58—H58A | 109.4 |
H14A—C14—H14B | 107.9 | Si1—C58—H58B | 109.5 |
C20—C15—C16 | 118.2 (11) | H58A—C58—H58B | 109.5 |
C20—C15—P2 | 122.7 (10) | Si1—C58—H58C | 109.5 |
C16—C15—P2 | 119.0 (9) | H58A—C58—H58C | 109.5 |
C17—C16—C15 | 121.0 (12) | H58B—C58—H58C | 109.5 |
C17—C16—H16 | 119.5 | Si1—C59—H59A | 109.5 |
C15—C16—H16 | 119.5 | Si1—C59—H59B | 109.5 |
C16—C17—C18 | 119.9 (14) | H59A—C59—H59B | 109.5 |
C16—C17—H17 | 120.1 | Si1—C59—H59C | 109.5 |
C18—C17—H17 | 120.1 | H59A—C59—H59C | 109.5 |
C19—C18—C17 | 119.9 (13) | H59B—C59—H59C | 109.5 |
C19—C18—H18 | 120.1 | C61—C60—Ru1 | 177.0 (11) |
C17—C18—H18 | 120.0 | C60—C61—C62 | 170.7 (13) |
C18—C19—C20 | 120.9 (13) | C63—C62—C61 | 178.9 (15) |
C18—C19—H19 | 119.6 | C62—C63—Si2 | 177.7 (13) |
C20—C19—H19 | 119.6 | Si2—C64—H64A | 109.5 |
C19—C20—C15 | 120.1 (13) | Si2—C64—H64B | 109.5 |
C19—C20—H20 | 120.0 | H64A—C64—H64B | 109.5 |
C15—C20—H20 | 119.9 | Si2—C64—H64C | 109.5 |
C26—C21—C22 | 118.1 (11) | H64A—C64—H64C | 109.5 |
C26—C21—P2 | 121.0 (9) | H64B—C64—H64C | 109.5 |
C22—C21—P2 | 120.9 (9) | Si2—C65—H65A | 109.5 |
C23—C22—C21 | 121.0 (12) | Si2—C65—H65B | 109.5 |
C23—C22—H22 | 119.5 | H65A—C65—H65B | 109.5 |
C21—C22—H22 | 119.5 | Si2—C65—H65C | 109.5 |
C22—C23—C24 | 120.4 (12) | H65A—C65—H65C | 109.5 |
C22—C23—H23 | 119.8 | H65B—C65—H65C | 109.5 |
C24—C23—H23 | 119.8 | Si2—C66—H66A | 109.5 |
C25—C24—C23 | 119.3 (12) | Si2—C66—H66B | 109.5 |
C25—C24—H24 | 120.3 | H66A—C66—H66B | 109.5 |
C23—C24—H24 | 120.3 | Si2—C66—H66C | 109.5 |
C24—C25—C26 | 120.4 (12) | H66A—C66—H66C | 109.5 |
C24—C25—H25 | 119.8 | H66B—C66—H66C | 109.5 |
C26—C25—H25 | 119.8 | C56—Si1—C59 | 108.5 (9) |
C25—C26—C21 | 120.9 (11) | C56—Si1—C58 | 109.6 (9) |
C25—C26—H26 | 119.6 | C59—Si1—C58 | 108.4 (16) |
C21—C26—H26 | 119.6 | C56—Si1—C57 | 109.2 (8) |
C28—C27—C32 | 118.9 (11) | C59—Si1—C57 | 112.9 (18) |
C28—C27—P3 | 120.5 (9) | C58—Si1—C57 | 108.2 (10) |
C32—C27—P3 | 120.7 (9) | C63—Si2—C66 | 109.5 (7) |
C29—C28—C27 | 120.5 (12) | C63—Si2—C64 | 107.3 (7) |
C29—C28—H28 | 119.7 | C66—Si2—C64 | 111.4 (8) |
C27—C28—H28 | 119.8 | C63—Si2—C65 | 109.9 (7) |
C30—C29—C28 | 120.5 (12) | C66—Si2—C65 | 109.0 (8) |
C30—C29—H29 | 119.8 | C64—Si2—C65 | 109.8 (8) |
C28—C29—H29 | 119.8 | C13—P1—C1 | 101.9 (5) |
C29—C30—C31 | 119.2 (12) | C13—P1—C7 | 104.2 (6) |
C29—C30—H30 | 120.4 | C1—P1—C7 | 102.5 (5) |
C31—C30—H30 | 120.4 | C13—P1—Ru1 | 105.0 (4) |
C30—C31—C32 | 120.7 (12) | C1—P1—Ru1 | 121.6 (4) |
C30—C31—H31 | 119.7 | C7—P1—Ru1 | 119.1 (4) |
C32—C31—H31 | 119.7 | C21—P2—C15 | 102.4 (5) |
C31—C32—C27 | 120.2 (12) | C21—P2—C14 | 102.5 (5) |
C31—C32—H32 | 119.9 | C15—P2—C14 | 100.9 (5) |
C27—C32—H32 | 119.9 | C21—P2—Ru1 | 120.4 (4) |
C38—C33—C34 | 118.2 (11) | C15—P2—Ru1 | 118.8 (4) |
C38—C33—P3 | 120.8 (9) | C14—P2—Ru1 | 109.0 (4) |
C34—C33—P3 | 120.9 (9) | C33—P3—C27 | 102.0 (5) |
C35—C34—C33 | 120.7 (12) | C33—P3—C39 | 98.7 (5) |
C35—C34—H34 | 119.6 | C27—P3—C39 | 103.5 (5) |
C33—C34—H34 | 119.6 | C33—P3—Ru1 | 123.6 (4) |
C36—C35—C34 | 120.0 (12) | C27—P3—Ru1 | 120.3 (4) |
C36—C35—H35 | 120.0 | C39—P3—Ru1 | 104.9 (4) |
C34—C35—H35 | 120.0 | C47—P4—C41 | 101.4 (6) |
C35—C36—C37 | 120.5 (13) | C47—P4—C40 | 103.4 (5) |
C35—C36—H36 | 119.8 | C41—P4—C40 | 100.2 (5) |
C37—C36—H36 | 119.7 | C47—P4—Ru1 | 116.0 (4) |
C36—C37—C38 | 119.9 (13) | C41—P4—Ru1 | 124.6 (4) |
C36—C37—H37 | 120.1 | C40—P4—Ru1 | 108.4 (4) |
C38—C37—H37 | 120.1 | C53—Ru1—C60 | 174.2 (4) |
C33—C38—C37 | 120.7 (12) | C53—Ru1—P1 | 91.5 (3) |
C33—C38—H38 | 119.6 | C60—Ru1—P1 | 86.3 (3) |
C37—C38—H38 | 119.6 | C53—Ru1—P2 | 91.5 (3) |
C40—C39—P3 | 107.0 (7) | C60—Ru1—P2 | 82.9 (3) |
C40—C39—H39A | 110.3 | P1—Ru1—P2 | 82.76 (11) |
P3—C39—H39A | 110.3 | C53—Ru1—P3 | 82.4 (3) |
C40—C39—H39B | 110.3 | C60—Ru1—P3 | 99.8 (3) |
P3—C39—H39B | 110.3 | P1—Ru1—P3 | 173.93 (10) |
H39A—C39—H39B | 108.6 | P2—Ru1—P3 | 97.77 (11) |
C39—C40—P4 | 112.2 (8) | C53—Ru1—P4 | 87.1 (3) |
C39—C40—H40A | 109.2 | C60—Ru1—P4 | 98.4 (3) |
P4—C40—H40A | 109.2 | P1—Ru1—P4 | 97.05 (11) |
C39—C40—H40B | 109.2 | P2—Ru1—P4 | 178.66 (11) |
P4—C40—H40B | 109.2 | P3—Ru1—P4 | 82.28 (11) |
H40A—C40—H40B | 107.9 |
[Ru(C4H)2(C26H24P2)2] | Z = 2 |
Mr = 995.95 | F(000) = 1028 |
Triclinic, P1 | Dx = 1.396 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.9017 (2) Å | Cell parameters from 19034 reflections |
b = 13.2669 (3) Å | θ = 2.9–27.5° |
c = 17.1934 (4) Å | µ = 0.51 mm−1 |
α = 79.416 (1)° | T = 120 K |
β = 76.195 (1)° | Plate, colourless |
γ = 64.499 (2)° | 0.15 × 0.1 × 0.06 mm |
V = 2369.38 (9) Å3 |
Bruker-Nonius KappaCCD area-detector diffractometer | 4873 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.073 |
Absorption correction: multi-scan (SORTAV; Blessing, 1995) | θmax = 25.0°, θmin = 3.1° |
Tmin = 0.780, Tmax = 0.872 | h = −14→14 |
26880 measured reflections | k = −15→15 |
7995 independent reflections | l = −20→20 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.038 | w = 1/[σ2(Fo2) + (0.0417P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.091 | (Δ/σ)max = 0.018 |
S = 0.94 | Δρmax = 0.60 e Å−3 |
7995 reflections | Δρmin = −0.54 e Å−3 |
589 parameters |
[Ru(C4H)2(C26H24P2)2] | γ = 64.499 (2)° |
Mr = 995.95 | V = 2369.38 (9) Å3 |
Triclinic, P1 | Z = 2 |
a = 11.9017 (2) Å | Mo Kα radiation |
b = 13.2669 (3) Å | µ = 0.51 mm−1 |
c = 17.1934 (4) Å | T = 120 K |
α = 79.416 (1)° | 0.15 × 0.1 × 0.06 mm |
β = 76.195 (1)° |
Bruker-Nonius KappaCCD area-detector diffractometer | 7995 independent reflections |
Absorption correction: multi-scan (SORTAV; Blessing, 1995) | 4873 reflections with I > 2σ(I) |
Tmin = 0.780, Tmax = 0.872 | Rint = 0.073 |
26880 measured reflections |
R[F2 > 2σ(F2)] = 0.038 | 0 restraints |
wR(F2) = 0.091 | H-atom parameters constrained |
S = 0.94 | Δρmax = 0.60 e Å−3 |
7995 reflections | Δρmin = −0.54 e Å−3 |
589 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. |
x | y | z | Uiso*/Ueq | ||
Ru1 | 0 | 0 | 0 | 0.00909 (11) | |
P1 | −0.20305 (9) | 0.14947 (8) | 0.02658 (6) | 0.0106 (2) | |
P2 | −0.11058 (9) | −0.11048 (8) | 0.06878 (5) | 0.0106 (2) | |
C1 | −0.3055 (4) | 0.2273 (3) | −0.0481 (2) | 0.0147 (8) | |
C2 | −0.3006 (4) | 0.1729 (3) | −0.1119 (2) | 0.0194 (9) | |
H2 | −0.2416 | 0.0974 | −0.1173 | 0.023* | |
C3 | −0.3803 (4) | 0.2270 (3) | −0.1675 (2) | 0.0234 (9) | |
H3 | −0.3747 | 0.1887 | −0.2108 | 0.028* | |
C4 | −0.4671 (4) | 0.3354 (3) | −0.1601 (2) | 0.0254 (10) | |
H4 | −0.5207 | 0.3725 | −0.1987 | 0.03* | |
C5 | −0.4769 (4) | 0.3911 (3) | −0.0964 (3) | 0.0320 (11) | |
H5 | −0.5379 | 0.4659 | −0.0908 | 0.038* | |
C6 | −0.3968 (4) | 0.3367 (3) | −0.0410 (3) | 0.0266 (10) | |
H6 | −0.4044 | 0.3749 | 0.0029 | 0.032* | |
C7 | −0.2088 (4) | 0.2633 (3) | 0.0756 (2) | 0.0140 (8) | |
C8 | −0.1878 (4) | 0.3537 (3) | 0.0296 (2) | 0.0161 (9) | |
H8 | −0.1765 | 0.3582 | −0.0273 | 0.019* | |
C9 | −0.1831 (4) | 0.4373 (3) | 0.0653 (3) | 0.0224 (10) | |
H9 | −0.1681 | 0.498 | 0.0329 | 0.027* | |
C10 | −0.2004 (4) | 0.4316 (4) | 0.1482 (3) | 0.0273 (10) | |
H10 | −0.1974 | 0.4885 | 0.173 | 0.033* | |
C11 | −0.2219 (4) | 0.3436 (3) | 0.1943 (2) | 0.0256 (10) | |
H11 | −0.2329 | 0.3396 | 0.2512 | 0.031* | |
C12 | −0.2277 (4) | 0.2601 (3) | 0.1590 (2) | 0.0207 (9) | |
H12 | −0.2447 | 0.2006 | 0.192 | 0.025* | |
C13 | −0.3103 (4) | 0.0925 (3) | 0.0979 (2) | 0.0144 (8) | |
H13A | −0.3643 | 0.1468 | 0.138 | 0.017* | |
H13B | −0.3664 | 0.0834 | 0.068 | 0.017* | |
C14 | −0.2378 (4) | −0.0207 (3) | 0.1418 (2) | 0.0131 (8) | |
H14A | −0.2961 | −0.0572 | 0.1681 | 0.016* | |
H14B | −0.2014 | −0.0092 | 0.1838 | 0.016* | |
C15 | −0.0366 (4) | −0.2374 (3) | 0.1341 (2) | 0.0134 (8) | |
C16 | 0.0308 (4) | −0.2338 (3) | 0.1889 (2) | 0.0188 (9) | |
H16 | 0.0378 | −0.1658 | 0.1915 | 0.023* | |
C17 | 0.0879 (4) | −0.3274 (3) | 0.2397 (2) | 0.0259 (10) | |
H17 | 0.1329 | −0.3231 | 0.2768 | 0.031* | |
C18 | 0.0791 (4) | −0.4269 (3) | 0.2362 (3) | 0.0279 (10) | |
H18 | 0.1184 | −0.4911 | 0.2709 | 0.034* | |
C19 | 0.0135 (4) | −0.4329 (3) | 0.1826 (2) | 0.0236 (10) | |
H19 | 0.0085 | −0.5017 | 0.18 | 0.028* | |
C20 | −0.0460 (4) | −0.3384 (3) | 0.1317 (2) | 0.0198 (9) | |
H20 | −0.0926 | −0.3429 | 0.0956 | 0.024* | |
C21 | −0.1909 (4) | −0.1585 (3) | 0.0147 (2) | 0.0144 (9) | |
C22 | −0.1240 (4) | −0.2113 (3) | −0.0557 (2) | 0.0146 (9) | |
H22 | −0.0416 | −0.2142 | −0.0778 | 0.018* | |
C23 | −0.1767 (4) | −0.2593 (3) | −0.0935 (2) | 0.0199 (9) | |
H23 | −0.13 | −0.2954 | −0.1409 | 0.024* | |
C24 | −0.2966 (4) | −0.2551 (3) | −0.0627 (2) | 0.0262 (10) | |
H24 | −0.3318 | −0.2889 | −0.0888 | 0.031* | |
C25 | −0.3656 (4) | −0.2017 (3) | 0.0059 (2) | 0.0231 (10) | |
H25 | −0.4485 | −0.1984 | 0.0269 | 0.028* | |
C26 | −0.3137 (4) | −0.1527 (3) | 0.0444 (2) | 0.0185 (9) | |
H26 | −0.3619 | −0.1151 | 0.091 | 0.022* | |
C27 | −0.0143 (3) | −0.0217 (3) | −0.1117 (2) | 0.0135 (8) | |
C28 | −0.0252 (3) | −0.0320 (3) | −0.1770 (2) | 0.0123 (8) | |
C29 | −0.0563 (4) | −0.0334 (3) | −0.2500 (2) | 0.0220 (9) | |
C30 | −0.0895 (4) | −0.0287 (4) | −0.3112 (3) | 0.0314 (11) | |
H30 | −0.116 | −0.025 | −0.36 | 0.038* | |
Ru1' | 0.5 | 0 | 0.5 | 0.00848 (11) | |
P1' | 0.60825 (9) | 0.11348 (8) | 0.43363 (5) | 0.0098 (2) | |
P2' | 0.70135 (9) | −0.14628 (8) | 0.46261 (6) | 0.0107 (2) | |
C1' | 0.6964 (4) | 0.1497 (3) | 0.4897 (2) | 0.0118 (8) | |
C2' | 0.8209 (4) | 0.1380 (3) | 0.4596 (2) | 0.0199 (9) | |
H2' | 0.864 | 0.1053 | 0.4104 | 0.024* | |
C3' | 0.8818 (4) | 0.1736 (4) | 0.5007 (2) | 0.0265 (10) | |
H3' | 0.9666 | 0.1649 | 0.4798 | 0.032* | |
C4' | 0.8203 (4) | 0.2217 (4) | 0.5719 (2) | 0.0282 (10) | |
H4' | 0.8623 | 0.2459 | 0.6001 | 0.034* | |
C5' | 0.6969 (4) | 0.2343 (3) | 0.6018 (2) | 0.0203 (9) | |
H5' | 0.6535 | 0.2693 | 0.6501 | 0.024* | |
C6' | 0.6361 (4) | 0.1966 (3) | 0.5622 (2) | 0.0152 (9) | |
H6' | 0.5525 | 0.2029 | 0.5847 | 0.018* | |
C7' | 0.5309 (4) | 0.2484 (3) | 0.3758 (2) | 0.0146 (8) | |
C8' | 0.5304 (4) | 0.3476 (3) | 0.3906 (2) | 0.0219 (9) | |
H8' | 0.5753 | 0.3469 | 0.4297 | 0.026* | |
C9' | 0.4650 (4) | 0.4483 (3) | 0.3487 (3) | 0.0307 (11) | |
H9' | 0.463 | 0.5163 | 0.3606 | 0.037* | |
C10' | 0.4028 (4) | 0.4500 (4) | 0.2899 (3) | 0.0376 (12) | |
H10' | 0.3588 | 0.5188 | 0.2608 | 0.045* | |
C11' | 0.4049 (4) | 0.3513 (4) | 0.2736 (3) | 0.0359 (12) | |
H11' | 0.363 | 0.3522 | 0.2327 | 0.043* | |
C12' | 0.4678 (4) | 0.2506 (3) | 0.3163 (2) | 0.0243 (10) | |
H12' | 0.4678 | 0.1831 | 0.3051 | 0.029* | |
C13' | 0.7291 (4) | 0.0315 (3) | 0.3537 (2) | 0.0139 (8) | |
H13C | 0.6878 | 0.027 | 0.3116 | 0.017* | |
H13D | 0.7869 | 0.069 | 0.3285 | 0.017* | |
C14' | 0.8037 (4) | −0.0852 (3) | 0.3893 (2) | 0.0159 (8) | |
H14C | 0.8665 | −0.0825 | 0.4167 | 0.019* | |
H14D | 0.8505 | −0.1348 | 0.3453 | 0.019* | |
C15' | 0.7016 (3) | −0.2552 (3) | 0.4102 (2) | 0.0137 (8) | |
C16' | 0.7037 (4) | −0.2407 (3) | 0.3270 (2) | 0.0181 (9) | |
H16' | 0.7137 | −0.1771 | 0.2959 | 0.022* | |
C17' | 0.6912 (4) | −0.3190 (3) | 0.2900 (2) | 0.0216 (9) | |
H17' | 0.6915 | −0.3083 | 0.2338 | 0.026* | |
C18' | 0.6782 (4) | −0.4126 (3) | 0.3350 (2) | 0.0240 (10) | |
H18' | 0.6693 | −0.466 | 0.3096 | 0.029* | |
C19' | 0.6782 (4) | −0.4284 (3) | 0.4168 (3) | 0.0213 (9) | |
H19' | 0.6708 | −0.4933 | 0.4475 | 0.026* | |
C20' | 0.6888 (4) | −0.3496 (3) | 0.4541 (2) | 0.0169 (9) | |
H20' | 0.6874 | −0.3604 | 0.5104 | 0.02* | |
C21' | 0.8142 (4) | −0.2341 (3) | 0.5294 (2) | 0.0151 (9) | |
C22' | 0.9212 (4) | −0.3278 (3) | 0.5001 (3) | 0.0254 (10) | |
H22' | 0.9315 | −0.3473 | 0.4476 | 0.03* | |
C23' | 1.0118 (4) | −0.3918 (3) | 0.5476 (3) | 0.0315 (11) | |
H23' | 1.084 | −0.4547 | 0.5274 | 0.038* | |
C24' | 0.9974 (4) | −0.3643 (4) | 0.6241 (3) | 0.0314 (11) | |
H24' | 1.0588 | −0.4088 | 0.6568 | 0.038* | |
C25' | 0.8935 (4) | −0.2720 (4) | 0.6526 (2) | 0.0321 (11) | |
H25' | 0.8836 | −0.2526 | 0.7051 | 0.039* | |
C26' | 0.8036 (4) | −0.2074 (3) | 0.6053 (2) | 0.0246 (10) | |
H26' | 0.7331 | −0.1434 | 0.6256 | 0.03* | |
C27' | 0.5257 (3) | 0.0084 (3) | 0.6126 (2) | 0.0137 (8) | |
C28' | 0.5382 (4) | 0.0099 (3) | 0.6789 (2) | 0.0138 (8) | |
C29' | 0.5645 (4) | 0.0005 (3) | 0.7551 (2) | 0.0169 (9) | |
C30' | 0.5895 (4) | −0.0120 (4) | 0.8207 (2) | 0.0285 (10) | |
H30' | 0.6094 | −0.0219 | 0.8727 | 0.034* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru1 | 0.0089 (2) | 0.0092 (2) | 0.0090 (2) | −0.00416 (18) | −0.00036 (17) | −0.00097 (17) |
P1 | 0.0094 (5) | 0.0093 (5) | 0.0121 (5) | −0.0037 (4) | −0.0003 (4) | −0.0009 (4) |
P2 | 0.0110 (5) | 0.0109 (5) | 0.0104 (5) | −0.0059 (4) | −0.0003 (4) | −0.0009 (4) |
C1 | 0.0084 (19) | 0.014 (2) | 0.022 (2) | −0.0054 (16) | −0.0038 (16) | 0.0003 (16) |
C2 | 0.014 (2) | 0.024 (2) | 0.018 (2) | −0.0058 (18) | 0.0012 (16) | −0.0057 (17) |
C3 | 0.023 (2) | 0.035 (3) | 0.013 (2) | −0.013 (2) | −0.0046 (17) | −0.0013 (17) |
C4 | 0.026 (2) | 0.025 (2) | 0.029 (2) | −0.016 (2) | −0.0112 (19) | 0.0117 (19) |
C5 | 0.025 (2) | 0.012 (2) | 0.059 (3) | −0.0002 (19) | −0.023 (2) | 0.001 (2) |
C6 | 0.023 (2) | 0.020 (2) | 0.041 (3) | −0.0068 (19) | −0.013 (2) | −0.0084 (19) |
C7 | 0.0079 (19) | 0.016 (2) | 0.017 (2) | −0.0039 (16) | 0.0006 (15) | −0.0039 (16) |
C8 | 0.011 (2) | 0.015 (2) | 0.021 (2) | −0.0054 (17) | 0.0017 (16) | −0.0041 (16) |
C9 | 0.013 (2) | 0.017 (2) | 0.039 (3) | −0.0079 (18) | −0.0010 (18) | −0.0071 (18) |
C10 | 0.024 (2) | 0.026 (2) | 0.036 (3) | −0.010 (2) | −0.001 (2) | −0.017 (2) |
C11 | 0.027 (2) | 0.029 (2) | 0.020 (2) | −0.007 (2) | −0.0013 (18) | −0.0142 (19) |
C12 | 0.020 (2) | 0.021 (2) | 0.020 (2) | −0.0083 (18) | 0.0007 (17) | −0.0038 (17) |
C13 | 0.010 (2) | 0.011 (2) | 0.019 (2) | −0.0015 (16) | −0.0004 (16) | −0.0019 (16) |
C14 | 0.015 (2) | 0.017 (2) | 0.0087 (19) | −0.0082 (17) | 0.0010 (15) | −0.0028 (15) |
C15 | 0.014 (2) | 0.011 (2) | 0.0122 (19) | −0.0042 (16) | 0.0023 (16) | 0.0000 (15) |
C16 | 0.024 (2) | 0.014 (2) | 0.017 (2) | −0.0074 (18) | −0.0045 (17) | 0.0012 (16) |
C17 | 0.026 (2) | 0.024 (2) | 0.029 (2) | −0.0091 (19) | −0.0137 (19) | 0.0032 (18) |
C18 | 0.028 (2) | 0.021 (2) | 0.034 (2) | −0.0104 (19) | −0.014 (2) | 0.0128 (19) |
C19 | 0.022 (2) | 0.011 (2) | 0.036 (2) | −0.0074 (18) | −0.0037 (19) | 0.0031 (18) |
C20 | 0.015 (2) | 0.017 (2) | 0.028 (2) | −0.0093 (17) | −0.0030 (17) | 0.0027 (17) |
C21 | 0.017 (2) | 0.013 (2) | 0.012 (2) | −0.0062 (18) | −0.0013 (16) | 0.0022 (16) |
C22 | 0.018 (2) | 0.011 (2) | 0.016 (2) | −0.0066 (17) | −0.0044 (17) | 0.0023 (16) |
C23 | 0.025 (2) | 0.018 (2) | 0.019 (2) | −0.0093 (18) | −0.0028 (17) | −0.0058 (16) |
C24 | 0.032 (3) | 0.031 (3) | 0.027 (2) | −0.022 (2) | −0.012 (2) | 0.0034 (19) |
C25 | 0.024 (2) | 0.033 (2) | 0.019 (2) | −0.019 (2) | −0.0034 (18) | 0.0018 (18) |
C26 | 0.018 (2) | 0.023 (2) | 0.017 (2) | −0.0114 (18) | −0.0016 (17) | −0.0005 (17) |
C27 | 0.007 (2) | 0.008 (2) | 0.022 (2) | −0.0029 (16) | −0.0011 (16) | 0.0031 (16) |
C28 | 0.0069 (19) | 0.0085 (19) | 0.021 (2) | −0.0030 (15) | 0.0018 (16) | −0.0059 (15) |
C29 | 0.017 (2) | 0.025 (2) | 0.021 (2) | −0.0063 (18) | 0.0006 (17) | −0.0056 (17) |
C30 | 0.030 (3) | 0.041 (3) | 0.024 (2) | −0.010 (2) | −0.006 (2) | −0.013 (2) |
Ru1' | 0.0086 (2) | 0.0069 (2) | 0.0095 (2) | −0.00309 (18) | −0.00079 (17) | −0.00111 (17) |
P1' | 0.0103 (5) | 0.0077 (5) | 0.0117 (5) | −0.0052 (4) | −0.0009 (4) | 0.0006 (4) |
P2' | 0.0072 (5) | 0.0082 (5) | 0.0142 (5) | −0.0007 (4) | −0.0008 (4) | −0.0031 (4) |
C1' | 0.013 (2) | 0.0061 (19) | 0.016 (2) | −0.0025 (16) | −0.0045 (16) | −0.0004 (15) |
C2' | 0.019 (2) | 0.027 (2) | 0.015 (2) | −0.0104 (19) | 0.0017 (17) | −0.0073 (17) |
C3' | 0.019 (2) | 0.038 (3) | 0.031 (2) | −0.020 (2) | −0.0007 (19) | −0.005 (2) |
C4' | 0.032 (3) | 0.042 (3) | 0.024 (2) | −0.026 (2) | −0.0075 (19) | −0.008 (2) |
C5' | 0.030 (2) | 0.019 (2) | 0.015 (2) | −0.0135 (19) | −0.0022 (17) | −0.0039 (16) |
C6' | 0.015 (2) | 0.011 (2) | 0.016 (2) | −0.0049 (17) | −0.0016 (16) | 0.0038 (16) |
C7' | 0.0089 (19) | 0.016 (2) | 0.017 (2) | −0.0065 (17) | 0.0001 (16) | 0.0034 (16) |
C8' | 0.022 (2) | 0.015 (2) | 0.027 (2) | −0.0079 (18) | −0.0019 (18) | 0.0006 (17) |
C9' | 0.019 (2) | 0.011 (2) | 0.055 (3) | −0.0036 (18) | −0.007 (2) | 0.007 (2) |
C10' | 0.023 (2) | 0.023 (3) | 0.062 (3) | −0.011 (2) | −0.017 (2) | 0.025 (2) |
C11' | 0.035 (3) | 0.035 (3) | 0.043 (3) | −0.019 (2) | −0.024 (2) | 0.020 (2) |
C12' | 0.023 (2) | 0.021 (2) | 0.034 (2) | −0.0139 (19) | −0.0123 (19) | 0.0071 (19) |
C13' | 0.015 (2) | 0.018 (2) | 0.013 (2) | −0.0106 (18) | −0.0033 (16) | −0.0012 (16) |
C14' | 0.012 (2) | 0.018 (2) | 0.018 (2) | −0.0083 (17) | 0.0032 (16) | −0.0045 (16) |
C15' | 0.0075 (19) | 0.010 (2) | 0.019 (2) | 0.0000 (16) | 0.0022 (16) | −0.0047 (16) |
C16' | 0.016 (2) | 0.019 (2) | 0.016 (2) | −0.0044 (17) | 0.0017 (16) | −0.0065 (16) |
C17' | 0.020 (2) | 0.028 (2) | 0.019 (2) | −0.0092 (19) | −0.0014 (17) | −0.0111 (18) |
C18' | 0.013 (2) | 0.027 (2) | 0.037 (3) | −0.0064 (18) | 0.0003 (18) | −0.022 (2) |
C19' | 0.014 (2) | 0.012 (2) | 0.037 (3) | −0.0032 (17) | −0.0051 (18) | −0.0026 (18) |
C20' | 0.014 (2) | 0.013 (2) | 0.023 (2) | −0.0040 (17) | −0.0054 (16) | −0.0017 (16) |
C21' | 0.014 (2) | 0.0051 (19) | 0.025 (2) | −0.0050 (16) | −0.0032 (16) | 0.0037 (16) |
C22' | 0.016 (2) | 0.017 (2) | 0.045 (3) | −0.0026 (18) | −0.0114 (19) | −0.0100 (19) |
C23' | 0.017 (2) | 0.013 (2) | 0.065 (3) | 0.0011 (17) | −0.018 (2) | −0.008 (2) |
C24' | 0.023 (2) | 0.026 (3) | 0.039 (3) | −0.005 (2) | −0.018 (2) | 0.014 (2) |
C25' | 0.026 (2) | 0.042 (3) | 0.018 (2) | −0.007 (2) | −0.0049 (18) | 0.005 (2) |
C26' | 0.015 (2) | 0.027 (2) | 0.023 (2) | −0.0022 (19) | −0.0023 (18) | 0.0000 (18) |
C27' | 0.0056 (19) | 0.0045 (19) | 0.027 (2) | −0.0030 (16) | 0.0030 (16) | 0.0027 (16) |
C28' | 0.013 (2) | 0.008 (2) | 0.015 (2) | −0.0012 (16) | 0.0029 (16) | −0.0037 (15) |
C29' | 0.013 (2) | 0.018 (2) | 0.017 (2) | −0.0044 (17) | −0.0029 (16) | −0.0016 (16) |
C30' | 0.030 (2) | 0.032 (3) | 0.021 (2) | −0.009 (2) | −0.0073 (19) | −0.0013 (19) |
Ru1—C27 | 2.050 (4) | Ru1'—C27' | 2.060 (4) |
Ru1—C27i | 2.050 (4) | Ru1'—C27'ii | 2.060 (4) |
Ru1—P2 | 2.3581 (9) | Ru1'—P1' | 2.3592 (9) |
Ru1—P2i | 2.3581 (9) | Ru1'—P1'ii | 2.3592 (9) |
Ru1—P1i | 2.3793 (9) | Ru1'—P2' | 2.3751 (9) |
Ru1—P1 | 2.3793 (9) | Ru1'—P2'ii | 2.3751 (9) |
P1—C7 | 1.829 (4) | P1'—C1' | 1.830 (4) |
P1—C1 | 1.837 (4) | P1'—C13' | 1.844 (4) |
P1—C13 | 1.857 (4) | P1'—C7' | 1.845 (4) |
P2—C21 | 1.830 (4) | P2'—C15' | 1.836 (4) |
P2—C15 | 1.837 (4) | P2'—C21' | 1.837 (4) |
P2—C14 | 1.837 (4) | P2'—C14' | 1.862 (4) |
C1—C6 | 1.394 (5) | C1'—C6' | 1.390 (5) |
C1—C2 | 1.398 (5) | C1'—C2' | 1.397 (6) |
C2—C3 | 1.386 (5) | C2'—C3' | 1.383 (6) |
C2—H2 | 0.95 | C2'—H2' | 0.95 |
C3—C4 | 1.370 (6) | C3'—C4' | 1.377 (6) |
C3—H3 | 0.95 | C3'—H3' | 0.95 |
C4—C5 | 1.385 (6) | C4'—C5' | 1.381 (6) |
C4—H4 | 0.95 | C4'—H4' | 0.95 |
C5—C6 | 1.389 (6) | C5'—C6' | 1.382 (6) |
C5—H5 | 0.95 | C5'—H5' | 0.95 |
C6—H6 | 0.95 | C6'—H6' | 0.95 |
C7—C12 | 1.394 (5) | C7'—C8' | 1.383 (6) |
C7—C8 | 1.394 (5) | C7'—C12' | 1.396 (6) |
C8—C9 | 1.389 (5) | C8'—C9' | 1.389 (5) |
C8—H8 | 0.95 | C8'—H8' | 0.95 |
C9—C10 | 1.383 (6) | C9'—C10' | 1.381 (7) |
C9—H9 | 0.95 | C9'—H9' | 0.95 |
C10—C11 | 1.370 (6) | C10'—C11' | 1.376 (7) |
C10—H10 | 0.95 | C10'—H10' | 0.95 |
C11—C12 | 1.391 (6) | C11'—C12' | 1.388 (6) |
C11—H11 | 0.95 | C11'—H11' | 0.95 |
C12—H12 | 0.95 | C12'—H12' | 0.95 |
C13—C14 | 1.532 (5) | C13'—C14' | 1.513 (5) |
C13—H13A | 0.99 | C13'—H13C | 0.99 |
C13—H13B | 0.99 | C13'—H13D | 0.99 |
C14—H14A | 0.99 | C14'—H14C | 0.99 |
C14—H14B | 0.99 | C14'—H14D | 0.99 |
C15—C16 | 1.394 (5) | C15'—C20' | 1.387 (5) |
C15—C20 | 1.400 (5) | C15'—C16' | 1.403 (5) |
C16—C17 | 1.388 (5) | C16'—C17' | 1.388 (5) |
C16—H16 | 0.95 | C16'—H16' | 0.95 |
C17—C18 | 1.380 (6) | C17'—C18' | 1.386 (6) |
C17—H17 | 0.95 | C17'—H17' | 0.95 |
C18—C19 | 1.375 (6) | C18'—C19' | 1.385 (6) |
C18—H18 | 0.95 | C18'—H18' | 0.95 |
C19—C20 | 1.403 (5) | C19'—C20' | 1.385 (5) |
C19—H19 | 0.95 | C19'—H19' | 0.95 |
C20—H20 | 0.95 | C20'—H20' | 0.95 |
C21—C22 | 1.401 (5) | C21'—C26' | 1.378 (6) |
C21—C26 | 1.402 (6) | C21'—C22' | 1.408 (5) |
C22—C23 | 1.382 (5) | C22'—C23' | 1.388 (6) |
C22—H22 | 0.95 | C22'—H22' | 0.95 |
C23—C24 | 1.378 (6) | C23'—C24' | 1.381 (6) |
C23—H23 | 0.95 | C23'—H23' | 0.95 |
C24—C25 | 1.384 (6) | C24'—C25' | 1.377 (6) |
C24—H24 | 0.95 | C24'—H24' | 0.95 |
C25—C26 | 1.392 (6) | C25'—C26' | 1.382 (6) |
C25—H25 | 0.95 | C25'—H25' | 0.95 |
C26—H26 | 0.95 | C26'—H26' | 0.95 |
C27—C28 | 1.198 (5) | C27'—C28' | 1.189 (5) |
C28—C29 | 1.396 (6) | C28'—C29' | 1.391 (6) |
C29—C30 | 1.193 (6) | C29'—C30' | 1.198 (6) |
C30—H30 | 0.95 | C30'—H30' | 0.95 |
C27—Ru1—C27i | 180.0 (2) | C27'—Ru1'—C27'ii | 180.0000 (10) |
C27—Ru1—P2 | 94.07 (10) | C27'—Ru1'—P1' | 94.28 (10) |
C27i—Ru1—P2 | 85.93 (10) | C27'ii—Ru1'—P1' | 85.72 (10) |
C27—Ru1—P2i | 85.93 (10) | C27'—Ru1'—P1'ii | 85.72 (10) |
C27i—Ru1—P2i | 94.07 (10) | C27'ii—Ru1'—P1'ii | 94.28 (10) |
P2—Ru1—P2i | 180.00 (4) | P1'—Ru1'—P1'ii | 180.00 (4) |
C27—Ru1—P1i | 83.91 (10) | C27'—Ru1'—P2' | 95.99 (10) |
C27i—Ru1—P1i | 96.09 (10) | C27'ii—Ru1'—P2' | 84.01 (10) |
P2—Ru1—P1i | 97.15 (3) | P1'—Ru1'—P2' | 82.26 (3) |
P2i—Ru1—P1i | 82.85 (3) | P1'ii—Ru1'—P2' | 97.74 (3) |
C27—Ru1—P1 | 96.09 (10) | C27'—Ru1'—P2'ii | 84.01 (10) |
C27i—Ru1—P1 | 83.91 (10) | C27'ii—Ru1'—P2'ii | 95.99 (10) |
P2—Ru1—P1 | 82.85 (3) | P1'—Ru1'—P2'ii | 97.74 (3) |
P2i—Ru1—P1 | 97.15 (3) | P1'ii—Ru1'—P2'ii | 82.26 (3) |
P1i—Ru1—P1 | 180.00 (9) | P2'—Ru1'—P2'ii | 180 |
C7—P1—C1 | 101.70 (17) | C1'—P1'—C13' | 104.74 (17) |
C7—P1—C13 | 105.05 (17) | C1'—P1'—C7' | 101.59 (17) |
C1—P1—C13 | 98.85 (17) | C13'—P1'—C7' | 101.13 (17) |
C7—P1—Ru1 | 115.25 (13) | C1'—P1'—Ru1' | 119.06 (12) |
C1—P1—Ru1 | 125.18 (13) | C13'—P1'—Ru1' | 105.31 (12) |
C13—P1—Ru1 | 108.19 (11) | C7'—P1'—Ru1' | 122.44 (13) |
C21—P2—C15 | 101.27 (17) | C15'—P2'—C21' | 99.98 (17) |
C21—P2—C14 | 104.72 (17) | C15'—P2'—C14' | 104.38 (17) |
C15—P2—C14 | 101.36 (16) | C21'—P2'—C14' | 98.85 (18) |
C21—P2—Ru1 | 120.50 (12) | C15'—P2'—Ru1' | 115.43 (12) |
C15—P2—Ru1 | 121.52 (13) | C21'—P2'—Ru1' | 126.50 (13) |
C14—P2—Ru1 | 104.85 (12) | C14'—P2'—Ru1' | 108.74 (12) |
C6—C1—C2 | 117.3 (3) | C6'—C1'—C2' | 118.5 (3) |
C6—C1—P1 | 123.1 (3) | C6'—C1'—P1' | 119.4 (3) |
C2—C1—P1 | 119.4 (3) | C2'—C1'—P1' | 122.0 (3) |
C3—C2—C1 | 121.3 (4) | C3'—C2'—C1' | 120.6 (4) |
C3—C2—H2 | 119.4 | C3'—C2'—H2' | 119.7 |
C1—C2—H2 | 119.4 | C1'—C2'—H2' | 119.7 |
C4—C3—C2 | 120.1 (4) | C4'—C3'—C2' | 120.4 (4) |
C4—C3—H3 | 119.9 | C4'—C3'—H3' | 119.8 |
C2—C3—H3 | 119.9 | C2'—C3'—H3' | 119.8 |
C3—C4—C5 | 120.2 (4) | C3'—C4'—C5' | 119.5 (4) |
C3—C4—H4 | 119.9 | C3'—C4'—H4' | 120.3 |
C5—C4—H4 | 119.9 | C5'—C4'—H4' | 120.3 |
C4—C5—C6 | 119.4 (4) | C4'—C5'—C6' | 120.7 (4) |
C4—C5—H5 | 120.3 | C4'—C5'—H5' | 119.7 |
C6—C5—H5 | 120.3 | C6'—C5'—H5' | 119.7 |
C5—C6—C1 | 121.6 (4) | C5'—C6'—C1' | 120.4 (4) |
C5—C6—H6 | 119.2 | C5'—C6'—H6' | 119.8 |
C1—C6—H6 | 119.2 | C1'—C6'—H6' | 119.8 |
C12—C7—C8 | 118.0 (4) | C8'—C7'—C12' | 118.9 (3) |
C12—C7—P1 | 121.7 (3) | C8'—C7'—P1' | 122.5 (3) |
C8—C7—P1 | 120.2 (3) | C12'—C7'—P1' | 118.5 (3) |
C9—C8—C7 | 121.4 (4) | C7'—C8'—C9' | 120.6 (4) |
C9—C8—H8 | 119.3 | C7'—C8'—H8' | 119.7 |
C7—C8—H8 | 119.3 | C9'—C8'—H8' | 119.7 |
C10—C9—C8 | 119.7 (4) | C10'—C9'—C8' | 120.2 (4) |
C10—C9—H9 | 120.2 | C10'—C9'—H9' | 119.9 |
C8—C9—H9 | 120.2 | C8'—C9'—H9' | 119.9 |
C11—C10—C9 | 119.7 (4) | C11'—C10'—C9' | 119.6 (4) |
C11—C10—H10 | 120.2 | C11'—C10'—H10' | 120.2 |
C9—C10—H10 | 120.2 | C9'—C10'—H10' | 120.2 |
C10—C11—C12 | 121.0 (4) | C10'—C11'—C12' | 120.6 (4) |
C10—C11—H11 | 119.5 | C10'—C11'—H11' | 119.7 |
C12—C11—H11 | 119.5 | C12'—C11'—H11' | 119.7 |
C11—C12—C7 | 120.3 (4) | C11'—C12'—C7' | 120.0 (4) |
C11—C12—H12 | 119.9 | C11'—C12'—H12' | 120 |
C7—C12—H12 | 119.9 | C7'—C12'—H12' | 120 |
C14—C13—P1 | 112.4 (3) | C14'—C13'—P1' | 109.5 (2) |
C14—C13—H13A | 109.1 | C14'—C13'—H13C | 109.8 |
P1—C13—H13A | 109.1 | P1'—C13'—H13C | 109.8 |
C14—C13—H13B | 109.1 | C14'—C13'—H13D | 109.8 |
P1—C13—H13B | 109.1 | P1'—C13'—H13D | 109.8 |
H13A—C13—H13B | 107.9 | H13C—C13'—H13D | 108.2 |
C13—C14—P2 | 109.1 (2) | C13'—C14'—P2' | 112.7 (3) |
C13—C14—H14A | 109.9 | C13'—C14'—H14C | 109 |
P2—C14—H14A | 109.9 | P2'—C14'—H14C | 109 |
C13—C14—H14B | 109.9 | C13'—C14'—H14D | 109 |
P2—C14—H14B | 109.9 | P2'—C14'—H14D | 109 |
H14A—C14—H14B | 108.3 | H14C—C14'—H14D | 107.8 |
C16—C15—C20 | 118.3 (3) | C20'—C15'—C16' | 118.8 (4) |
C16—C15—P2 | 119.2 (3) | C20'—C15'—P2' | 119.7 (3) |
C20—C15—P2 | 122.5 (3) | C16'—C15'—P2' | 121.3 (3) |
C17—C16—C15 | 121.3 (4) | C17'—C16'—C15' | 120.3 (4) |
C17—C16—H16 | 119.4 | C17'—C16'—H16' | 119.9 |
C15—C16—H16 | 119.4 | C15'—C16'—H16' | 119.9 |
C18—C17—C16 | 120.0 (4) | C18'—C17'—C16' | 120.0 (4) |
C18—C17—H17 | 120 | C18'—C17'—H17' | 120 |
C16—C17—H17 | 120 | C16'—C17'—H17' | 120 |
C19—C18—C17 | 119.9 (4) | C19'—C18'—C17' | 120.0 (4) |
C19—C18—H18 | 120 | C19'—C18'—H18' | 120 |
C17—C18—H18 | 120 | C17'—C18'—H18' | 120 |
C18—C19—C20 | 120.6 (4) | C18'—C19'—C20' | 120.0 (4) |
C18—C19—H19 | 119.7 | C18'—C19'—H19' | 120 |
C20—C19—H19 | 119.7 | C20'—C19'—H19' | 120 |
C15—C20—C19 | 119.9 (4) | C19'—C20'—C15' | 120.9 (4) |
C15—C20—H20 | 120.1 | C19'—C20'—H20' | 119.6 |
C19—C20—H20 | 120.1 | C15'—C20'—H20' | 119.6 |
C22—C21—C26 | 118.3 (3) | C26'—C21'—C22' | 118.1 (4) |
C22—C21—P2 | 119.0 (3) | C26'—C21'—P2' | 122.6 (3) |
C26—C21—P2 | 122.5 (3) | C22'—C21'—P2' | 119.1 (3) |
C23—C22—C21 | 120.6 (4) | C23'—C22'—C21' | 120.3 (4) |
C23—C22—H22 | 119.7 | C23'—C22'—H22' | 119.9 |
C21—C22—H22 | 119.7 | C21'—C22'—H22' | 119.9 |
C24—C23—C22 | 120.5 (4) | C24'—C23'—C22' | 120.2 (4) |
C24—C23—H23 | 119.8 | C24'—C23'—H23' | 119.9 |
C22—C23—H23 | 119.8 | C22'—C23'—H23' | 119.9 |
C23—C24—C25 | 120.1 (4) | C25'—C24'—C23' | 119.6 (4) |
C23—C24—H24 | 120 | C25'—C24'—H24' | 120.2 |
C25—C24—H24 | 120 | C23'—C24'—H24' | 120.2 |
C24—C25—C26 | 120.0 (4) | C24'—C25'—C26' | 120.4 (4) |
C24—C25—H25 | 120 | C24'—C25'—H25' | 119.8 |
C26—C25—H25 | 120 | C26'—C25'—H25' | 119.8 |
C25—C26—C21 | 120.5 (4) | C21'—C26'—C25' | 121.3 (4) |
C25—C26—H26 | 119.8 | C21'—C26'—H26' | 119.3 |
C21—C26—H26 | 119.8 | C25'—C26'—H26' | 119.3 |
C28—C27—Ru1 | 178.4 (3) | C28'—C27'—Ru1' | 177.1 (3) |
C27—C28—C29 | 171.6 (4) | C27'—C28'—C29' | 173.6 (4) |
C30—C29—C28 | 175.9 (5) | C30'—C29'—C28' | 177.5 (4) |
C29—C30—H30 | 180 | C29'—C30'—H30' | 180 |
Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y, −z+1. |
Experimental details
(I) | (II) | |
Crystal data | ||
Chemical formula | [Ru(C7H9Si)2(C26H24P2)2] | [Ru(C4H)2(C26H24P2)2] |
Mr | 1140.32 | 995.95 |
Crystal system, space group | Triclinic, P1 | Triclinic, P1 |
Temperature (K) | 150 | 120 |
a, b, c (Å) | 12.677 (3), 16.058 (3), 16.085 (3) | 11.9017 (2), 13.2669 (3), 17.1934 (4) |
α, β, γ (°) | 110.32 (3), 93.16 (3), 96.36 (3) | 79.416 (1), 76.195 (1), 64.499 (2) |
V (Å3) | 3036.3 (13) | 2369.38 (9) |
Z | 2 | 2 |
Radiation type | Mo Kα | Mo Kα |
µ (mm−1) | 0.44 | 0.51 |
Crystal size (mm) | 0.2 × 0.08 × 0.05 | 0.15 × 0.1 × 0.06 |
Data collection | ||
Diffractometer | Bruker-Nonius KappaCCD area detector | Bruker-Nonius KappaCCD area-detector |
Absorption correction | Multi-scan (SORTAV; Blessing, 1995) | Multi-scan (SORTAV; Blessing, 1995) |
Tmin, Tmax | 0.767, 0.986 | 0.780, 0.872 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 42685, 13576, 9761 | 26880, 7995, 4873 |
Rint | 0.096 | 0.073 |
(sin θ/λ)max (Å−1) | 0.649 | 0.595 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.046, 0.122, 1.03 | 0.038, 0.091, 0.94 |
No. of reflections | 13576 | 7995 |
No. of parameters | 665 | 589 |
No. of restraints | 18 | 0 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.76, −0.81 | 0.60, −0.54 |
Computer programs: DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998), COLLECT (Hooft, 1998), DENZO (Otwinowski and Minor, 1997), DENZO, COLLECT(Otwinowski and Minor, 1997; Hooft, 1998), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), CAMERON (Watkin, et al., 1993), WinGX (Farrugia, 1998).
C53—C54 | 1.179 (17) | C61—C62 | 1.444 (18) |
C53—Ru1 | 2.041 (13) | C62—C63 | 1.221 (17) |
C54—C55 | 1.395 (18) | P1—Ru1 | 2.352 (3) |
C55—C56 | 1.217 (19) | P2—Ru1 | 2.356 (3) |
C60—C61 | 1.099 (17) | P3—Ru1 | 2.362 (3) |
C60—Ru1 | 2.095 (14) | P4—Ru1 | 2.373 (3) |
C54—C53—Ru1 | 177.3 (11) | C60—C61—C62 | 170.7 (13) |
C53—C54—C55 | 175.3 (14) | C63—C62—C61 | 178.9 (15) |
C56—C55—C54 | 177.8 (15) | C53—Ru1—C60 | 174.2 (4) |
C61—C60—Ru1 | 177.0 (11) |
Ru1—C27 | 2.050 (4) | C27—C28 | 1.198 (5) |
Ru1—P2 | 2.3581 (9) | C28—C29 | 1.396 (6) |
Ru1—P1 | 2.3793 (9) | C29—C30 | 1.193 (6) |
C27—Ru1—C27i | 180.0 (2) | C27—C28—C29 | 171.6 (4) |
C28—C27—Ru1 | 178.4 (3) | C30—C29—C28 | 175.9 (5) |
Symmetry code: (i) −x, −y, −z. |
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There is currently widespread interest in extended, pseudo-one-dimensional molecules that have the potential to act as 'molecular wires' in future nanoscale electronic/photonic devices (Joachim et al., 2000; Tour et al., 2001). Various organotransition metal complexes have received attention in this context (Ward, 1995), but those that arguably show the greatest promise contain linear polyyne chains that bridge metal centres (Bunz, 1996; Paul & Lapinte, 1998; Low & Bruce, 2001). Until very recently, all of the work on such complexes involved end-capped (generally binuclear) species, which have no potential for extension beyond their metallic terminii. However, several systems in which structural extensions may be possible have now been reported (Wong et al., 2000; Fernández et al., 2001; Xu & Ren, 2001).
The connection of multiple trans-{RuII(P—P)2}2+ (P—P is a chelating diphosphine ligand) centres via polyyne chains is an appealing strategy for the stepwise construction of novel wire-like multinuclear complexes. Attractive features of such compounds include visible transparency, reversible redox behaviour and good stability. The complex trans-RuII(C4H)2(dppe)2, (II) [dppe is 1,2- bis(diphenylphosphino)ethane] is an ideal foundation for such syntheses, but was unknown until very recently (Rigaut et al., 2002). We report here the X-ray crystal structure of (II) and of its bis-trimethylsilylated precursor, (I).
The molecular structures of the complexes (I) and (II) are as indicated by 1H NMR spectroscopy, with trans octahedral coordination geometries. The geometric parameters of the trans-{RuII(P—P)2}2+ units are unremarkable, and those of the C4—Ru—C4 chains are very similar to those found previously in the related complexes trans,trans-RuII(C4R)2(CO)2(PEt3)2 (R = H or SiMe3; Sun et al., 1992). The bond distances are consistent with Ru—C≡C—C≡C structures, and the C≡C bonds remote from the Ru(II) centres show a slight lengthening of ca 0.03 Å on replacement of H atoms with SiMe3. Importantly, the Ru(II)-bis(buta-1,3-diynyl) chains are relatively linear. The largest distortion from linearity is the C60—C61—C62 angle of 170.6 (3)° in (I), and the C53—Ru1—C60 angle in this complex is 174.2 (1)°. Complex (II) is hence an attractive starting point for the preparation of linear multinuclear complexes that can be synthesized by the deprotonation and coordination of the C-atom terminii to further trans-{RuII(P—P)2}2+ or other suitable metal centres.