Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100011896/qd0018sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100011896/qd0018Isup2.hkl |
CCDC reference: 152646
The H atoms were located on idealized positions and allowed to ride on the their parent C atoms, with a common isotropic displacement parameter (Uiso = 0.08 Å2).
Data collection: P3/V (Siemens, 1989); cell refinement: P3/V; data reduction: XDISK (Siemens, 1990); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: locally modified PARST95 (Nardelli, 1995) and SHELXL97.
[RuCl2(C10H14)(C16H19P)] | F(000) = 1128 |
Mr = 548.46 | Dx = 1.421 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 10.574 (3) Å | Cell parameters from 30 reflections |
b = 12.983 (4) Å | θ = 13.0–30.0° |
c = 19.239 (6) Å | µ = 0.89 mm−1 |
β = 103.99 (2)° | T = 293 K |
V = 2562.8 (13) Å3 | Regular prismatic, red |
Z = 4 | 0.5 × 0.2 × 0.14 mm |
Siemens R3m/V diffractometer | Rint = 0.017 |
Radiation source: fine-focus sealed tube | θmax = 25.0°, θmin = 1.9° |
Graphite monochromator | h = −2→12 |
ω–2θ scans | k = 0→15 |
4878 measured reflections | l = −22→22 |
4530 independent reflections | 3 standard reflections every 197 reflections |
2393 reflections with I > 2σ(I) | intensity decay: 2.3% |
Refinement on F2 | Primary atom site location: Patterson |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.159 | H-atom parameters constrained |
S = 0.86 | w = 1/[σ2(Fo2) + (0.088P)2] where P = (Fo2 + 2Fc2)/3 |
4530 reflections | (Δ/σ)max < 0.001 |
265 parameters | Δρmax = 1.38 e Å−3 |
1 restraint | Δρmin = −0.87 e Å−3 |
[RuCl2(C10H14)(C16H19P)] | V = 2562.8 (13) Å3 |
Mr = 548.46 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 10.574 (3) Å | µ = 0.89 mm−1 |
b = 12.983 (4) Å | T = 293 K |
c = 19.239 (6) Å | 0.5 × 0.2 × 0.14 mm |
β = 103.99 (2)° |
Siemens R3m/V diffractometer | Rint = 0.017 |
4878 measured reflections | 3 standard reflections every 197 reflections |
4530 independent reflections | intensity decay: 2.3% |
2393 reflections with I > 2σ(I) |
R[F2 > 2σ(F2)] = 0.057 | 1 restraint |
wR(F2) = 0.159 | H-atom parameters constrained |
S = 0.86 | Δρmax = 1.38 e Å−3 |
4530 reflections | Δρmin = −0.87 e Å−3 |
265 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 | ||
Ru | 0.36886 (6) | 0.14112 (5) | 0.07271 (3) | 0.0397 (2) | |
Cl1 | 0.2865 (2) | −0.02495 (18) | 0.09697 (12) | 0.0593 (6) | |
Cl2 | 0.58256 (18) | 0.08679 (19) | 0.13848 (11) | 0.0561 (6) | |
C1 | 0.3060 (8) | 0.1089 (7) | −0.0442 (4) | 0.051 (2) | |
H1 | 0.2888 | 0.0461 | −0.0678 | 0.080* | |
C2 | 0.4300 (8) | 0.1490 (7) | −0.0308 (4) | 0.052 (2) | |
H2 | 0.4943 | 0.1135 | −0.0465 | 0.080* | |
C3 | 0.4616 (8) | 0.2434 (7) | 0.0064 (4) | 0.053 (2) | |
C4 | 0.3616 (8) | 0.2959 (7) | 0.0285 (4) | 0.049 (2) | |
H4 | 0.3794 | 0.3583 | 0.0527 | 0.080* | |
C5 | 0.2325 (8) | 0.2539 (7) | 0.0140 (4) | 0.052 (2) | |
H5 | 0.1676 | 0.2892 | 0.0293 | 0.080* | |
C6 | 0.2028 (7) | 0.1614 (7) | −0.0225 (4) | 0.051 (2) | |
C7 | 0.5983 (9) | 0.2839 (9) | 0.0186 (5) | 0.072 (3) | |
H7 | 0.6583 | 0.2269 | 0.0363 | 0.080* | |
C8 | 0.6274 (11) | 0.3690 (10) | 0.0727 (6) | 0.107 (4) | |
H8A | 0.7156 | 0.3918 | 0.0781 | 0.080* | |
H8B | 0.6163 | 0.3444 | 0.1179 | 0.080* | |
H8C | 0.5689 | 0.4255 | 0.0567 | 0.080* | |
C9 | 0.6214 (12) | 0.3190 (11) | −0.0530 (6) | 0.116 (5) | |
H9A | 0.6021 | 0.2634 | −0.0868 | 0.080* | |
H9B | 0.7108 | 0.3393 | −0.0466 | 0.080* | |
H9C | 0.5657 | 0.3765 | −0.0707 | 0.080* | |
C10 | 0.0655 (8) | 0.1153 (8) | −0.0400 (5) | 0.076 (3) | |
H10A | 0.0655 | 0.0515 | −0.0652 | 0.080* | |
H10B | 0.0059 | 0.1625 | −0.0695 | 0.080* | |
H10C | 0.0390 | 0.1031 | 0.0036 | 0.080* | |
P | 0.34635 (19) | 0.19204 (18) | 0.18645 (11) | 0.0422 (5) | |
C11 | 0.3936 (9) | 0.0960 (7) | 0.2563 (4) | 0.057 (2) | |
H11A | 0.3376 | 0.0364 | 0.2429 | 0.080* | |
H11B | 0.4819 | 0.0742 | 0.2576 | 0.080* | |
C12 | 0.3885 (11) | 0.1285 (9) | 0.3335 (5) | 0.084 (3) | |
H12A | 0.2992 | 0.1451 | 0.3336 | 0.080* | |
H12B | 0.4402 | 0.1904 | 0.3464 | 0.080* | |
C13 | 0.4395 (12) | 0.0441 (14) | 0.3917 (7) | 0.164 (5) | |
H13A | 0.4202 | 0.0633 | 0.4367 | 0.080* | |
H13B | 0.3985 | −0.0217 | 0.3765 | 0.080* | |
C14 | 0.5863 (12) | 0.0371 (14) | 0.4001 (7) | 0.164 (5) | |
H14A | 0.6222 | −0.0135 | 0.4358 | 0.080* | |
H14B | 0.6253 | 0.1029 | 0.4146 | 0.080* | |
H14C | 0.6038 | 0.0176 | 0.3552 | 0.080* | |
C15 | 0.4457 (7) | 0.3046 (7) | 0.2196 (4) | 0.048 (2) | |
C16 | 0.4017 (8) | 0.4034 (8) | 0.2023 (5) | 0.059 (2) | |
H16 | 0.3156 | 0.4128 | 0.1771 | 0.080* | |
C17 | 0.4802 (9) | 0.4894 (8) | 0.2210 (5) | 0.066 (3) | |
H17 | 0.4471 | 0.5551 | 0.2092 | 0.080* | |
C18 | 0.6089 (9) | 0.4753 (9) | 0.2575 (6) | 0.073 (3) | |
H18 | 0.6635 | 0.5318 | 0.2708 | 0.080* | |
C19 | 0.6548 (9) | 0.3788 (9) | 0.2736 (5) | 0.072 (3) | |
H19 | 0.7417 | 0.3701 | 0.2976 | 0.080* | |
C20 | 0.5765 (8) | 0.2921 (8) | 0.2556 (4) | 0.055 (2) | |
H20 | 0.6107 | 0.2267 | 0.2674 | 0.080* | |
C21 | 0.1812 (7) | 0.2253 (6) | 0.1924 (4) | 0.0425 (19) | |
C22 | 0.1550 (8) | 0.2904 (7) | 0.2448 (5) | 0.055 (2) | |
H22 | 0.2235 | 0.3225 | 0.2769 | 0.080* | |
C23 | 0.0273 (8) | 0.3079 (7) | 0.2495 (5) | 0.057 (2) | |
H23 | 0.0104 | 0.3521 | 0.2842 | 0.080* | |
C24 | −0.0722 (8) | 0.2598 (8) | 0.2030 (6) | 0.067 (3) | |
H24 | −0.1572 | 0.2712 | 0.2067 | 0.080* | |
C25 | −0.0508 (8) | 0.1940 (8) | 0.1501 (5) | 0.063 (3) | |
H25 | −0.1203 | 0.1619 | 0.1186 | 0.080* | |
C26 | 0.0773 (7) | 0.1770 (7) | 0.1450 (5) | 0.052 (2) | |
H26 | 0.0934 | 0.1333 | 0.1098 | 0.080* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru | 0.0304 (3) | 0.0478 (4) | 0.0416 (4) | 0.0073 (3) | 0.0103 (2) | 0.0013 (4) |
Cl1 | 0.0600 (14) | 0.0513 (13) | 0.0676 (15) | 0.0009 (11) | 0.0176 (11) | 0.0044 (12) |
Cl2 | 0.0352 (11) | 0.0783 (16) | 0.0536 (13) | 0.0184 (11) | 0.0083 (9) | −0.0025 (12) |
C1 | 0.050 (5) | 0.062 (6) | 0.040 (5) | 0.005 (4) | 0.010 (4) | 0.001 (4) |
C2 | 0.051 (5) | 0.067 (6) | 0.039 (4) | 0.011 (5) | 0.014 (4) | 0.002 (5) |
C3 | 0.050 (5) | 0.065 (6) | 0.045 (5) | 0.006 (5) | 0.017 (4) | 0.017 (5) |
C4 | 0.042 (5) | 0.054 (5) | 0.051 (5) | 0.005 (4) | 0.013 (4) | 0.005 (4) |
C5 | 0.038 (5) | 0.065 (6) | 0.053 (5) | 0.015 (4) | 0.012 (4) | 0.012 (5) |
C6 | 0.036 (4) | 0.075 (7) | 0.039 (4) | 0.003 (4) | 0.006 (3) | 0.008 (5) |
C7 | 0.051 (6) | 0.100 (9) | 0.067 (7) | −0.021 (6) | 0.019 (5) | 0.002 (6) |
C8 | 0.079 (8) | 0.163 (13) | 0.080 (8) | −0.046 (9) | 0.019 (6) | −0.010 (9) |
C9 | 0.097 (9) | 0.161 (13) | 0.101 (10) | −0.052 (9) | 0.048 (8) | −0.012 (9) |
C10 | 0.039 (5) | 0.116 (9) | 0.066 (6) | −0.004 (5) | 0.000 (4) | 0.017 (6) |
P | 0.0308 (10) | 0.0506 (13) | 0.0458 (12) | 0.0063 (10) | 0.0104 (9) | 0.0003 (11) |
C11 | 0.058 (5) | 0.059 (6) | 0.060 (6) | 0.008 (5) | 0.024 (5) | 0.003 (5) |
C12 | 0.077 (7) | 0.112 (9) | 0.065 (6) | 0.020 (7) | 0.022 (5) | 0.009 (7) |
C13 | 0.172 (11) | 0.225 (13) | 0.075 (6) | 0.037 (13) | −0.011 (8) | −0.010 (8) |
C14 | 0.172 (11) | 0.225 (13) | 0.075 (6) | 0.037 (13) | −0.011 (8) | −0.010 (8) |
C15 | 0.037 (5) | 0.062 (6) | 0.047 (5) | 0.003 (4) | 0.014 (4) | −0.011 (4) |
C16 | 0.043 (5) | 0.070 (6) | 0.066 (6) | −0.003 (5) | 0.019 (4) | 0.000 (5) |
C17 | 0.052 (6) | 0.057 (6) | 0.086 (7) | −0.004 (5) | 0.014 (5) | −0.009 (5) |
C18 | 0.053 (6) | 0.081 (8) | 0.089 (8) | −0.014 (6) | 0.025 (6) | −0.031 (7) |
C19 | 0.031 (5) | 0.119 (10) | 0.066 (6) | −0.008 (6) | 0.011 (4) | −0.034 (7) |
C20 | 0.040 (5) | 0.079 (7) | 0.045 (5) | 0.007 (5) | 0.012 (4) | −0.008 (5) |
C21 | 0.037 (4) | 0.049 (5) | 0.046 (5) | 0.000 (4) | 0.019 (4) | 0.000 (4) |
C22 | 0.048 (5) | 0.061 (6) | 0.060 (6) | 0.000 (4) | 0.021 (4) | −0.007 (5) |
C23 | 0.049 (5) | 0.058 (6) | 0.070 (6) | 0.013 (5) | 0.029 (5) | 0.000 (5) |
C24 | 0.035 (5) | 0.081 (7) | 0.092 (8) | 0.010 (5) | 0.031 (5) | 0.013 (6) |
C25 | 0.025 (4) | 0.076 (6) | 0.086 (7) | −0.002 (4) | 0.010 (4) | 0.001 (6) |
C26 | 0.032 (4) | 0.057 (6) | 0.069 (6) | 0.003 (4) | 0.016 (4) | −0.004 (4) |
Ru—C5 | 2.170 (8) | P—C11 | 1.813 (9) |
Ru—C4 | 2.176 (8) | P—C15 | 1.822 (9) |
Ru—C1 | 2.225 (8) | P—C21 | 1.829 (7) |
Ru—C6 | 2.225 (8) | C11—C12 | 1.557 (12) |
Ru—C3 | 2.228 (8) | C12—C13 | 1.565 (17) |
Ru—C2 | 2.241 (8) | C13—C14 | 1.524 (5) |
Ru—P | 2.352 (2) | C15—C16 | 1.378 (12) |
Ru—Cl1 | 2.413 (2) | C15—C20 | 1.399 (11) |
Ru—Cl2 | 2.413 (2) | C16—C17 | 1.386 (12) |
C1—C2 | 1.376 (11) | C17—C18 | 1.385 (12) |
C1—C6 | 1.432 (11) | C18—C19 | 1.352 (14) |
C2—C3 | 1.418 (12) | C19—C20 | 1.390 (12) |
C3—C4 | 1.408 (11) | C21—C22 | 1.394 (10) |
C3—C7 | 1.502 (12) | C21—C26 | 1.394 (11) |
C4—C5 | 1.433 (11) | C22—C23 | 1.394 (11) |
C5—C6 | 1.388 (12) | C23—C24 | 1.357 (13) |
C6—C10 | 1.530 (11) | C24—C25 | 1.389 (12) |
C7—C8 | 1.498 (13) | C25—C26 | 1.399 (10) |
C7—C9 | 1.526 (13) | ||
C5—Ru—C4 | 38.5 (3) | C2—C3—C7 | 118.8 (8) |
C5—Ru—C1 | 66.6 (3) | C4—C3—Ru | 69.4 (5) |
C4—Ru—C1 | 78.8 (3) | C2—C3—Ru | 72.0 (5) |
C5—Ru—C6 | 36.8 (3) | C7—C3—Ru | 131.2 (6) |
C4—Ru—C6 | 67.9 (3) | C3—C4—C5 | 120.4 (8) |
C1—Ru—C6 | 37.5 (3) | C3—C4—Ru | 73.3 (5) |
C5—Ru—C3 | 68.2 (3) | C5—C4—Ru | 70.5 (5) |
C4—Ru—C3 | 37.3 (3) | C6—C5—C4 | 121.1 (8) |
C1—Ru—C3 | 66.3 (3) | C6—C5—Ru | 73.7 (5) |
C6—Ru—C3 | 80.0 (3) | C4—C5—Ru | 71.0 (5) |
C5—Ru—C2 | 78.7 (3) | C5—C6—C1 | 117.6 (8) |
C4—Ru—C2 | 66.5 (3) | C5—C6—C10 | 122.5 (8) |
C1—Ru—C2 | 35.9 (3) | C1—C6—C10 | 119.9 (8) |
C6—Ru—C2 | 66.6 (3) | C5—C6—Ru | 69.5 (5) |
C3—Ru—C2 | 37.0 (3) | C1—C6—Ru | 71.2 (4) |
C5—Ru—P | 95.2 (2) | C10—C6—Ru | 130.8 (6) |
C4—Ru—P | 95.8 (2) | C8—C7—C3 | 113.3 (8) |
C1—Ru—P | 157.0 (2) | C8—C7—C9 | 110.8 (9) |
C6—Ru—P | 119.7 (2) | C3—C7—C9 | 108.7 (8) |
C3—Ru—P | 121.5 (3) | C11—P—C15 | 105.1 (4) |
C2—Ru—P | 158.4 (3) | C11—P—C21 | 102.3 (4) |
C5—Ru—Cl1 | 118.6 (2) | C15—P—C21 | 105.5 (4) |
C4—Ru—Cl1 | 157.0 (2) | C11—P—Ru | 115.1 (3) |
C1—Ru—Cl1 | 89.6 (2) | C15—P—Ru | 111.8 (3) |
C6—Ru—Cl1 | 90.9 (2) | C21—P—Ru | 115.9 (3) |
C3—Ru—Cl1 | 150.8 (3) | C12—C11—P | 117.0 (7) |
C2—Ru—Cl1 | 114.1 (3) | C11—C12—C13 | 114.0 (10) |
P—Ru—Cl1 | 87.06 (8) | C14—C13—C12 | 106.5 (12) |
C5—Ru—Cl2 | 152.9 (2) | C16—C15—C20 | 117.6 (8) |
C4—Ru—Cl2 | 114.5 (2) | C16—C15—P | 122.0 (6) |
C1—Ru—Cl2 | 119.2 (2) | C20—C15—P | 119.9 (7) |
C6—Ru—Cl2 | 156.7 (2) | C15—C16—C17 | 122.8 (9) |
C3—Ru—Cl2 | 89.3 (2) | C18—C17—C16 | 118.6 (10) |
C2—Ru—Cl2 | 92.6 (2) | C19—C18—C17 | 119.5 (10) |
P—Ru—Cl2 | 83.51 (7) | C18—C19—C20 | 122.2 (9) |
Cl1—Ru—Cl2 | 88.47 (8) | C19—C20—C15 | 119.2 (9) |
C2—C1—C6 | 121.7 (8) | C22—C21—C26 | 118.8 (7) |
C2—C1—Ru | 72.7 (5) | C22—C21—P | 123.2 (6) |
C6—C1—Ru | 71.2 (4) | C26—C21—P | 117.8 (6) |
C1—C2—C3 | 121.3 (8) | C21—C22—C23 | 120.8 (8) |
C1—C2—Ru | 71.4 (5) | C24—C23—C22 | 119.3 (9) |
C3—C2—Ru | 71.0 (4) | C23—C24—C25 | 121.9 (8) |
C4—C3—C2 | 117.9 (8) | C24—C25—C26 | 118.7 (8) |
C4—C3—C7 | 123.3 (9) | C21—C26—C25 | 120.4 (8) |
C5—Ru—C1—C2 | 103.6 (6) | Ru—C5—C6—C1 | −54.3 (7) |
C4—Ru—C1—C2 | 65.2 (5) | C4—C5—C6—C10 | −178.9 (8) |
C6—Ru—C1—C2 | 133.3 (8) | Ru—C5—C6—C10 | 126.0 (8) |
C3—Ru—C1—C2 | 28.2 (5) | C4—C5—C6—Ru | 55.1 (7) |
P—Ru—C1—C2 | 143.6 (5) | C2—C1—C6—C5 | −1.2 (12) |
Cl1—Ru—C1—C2 | −134.8 (5) | Ru—C1—C6—C5 | 53.4 (7) |
Cl2—Ru—C1—C2 | −46.7 (6) | C2—C1—C6—C10 | 178.5 (8) |
C5—Ru—C1—C6 | −29.7 (5) | Ru—C1—C6—C10 | −126.9 (7) |
C4—Ru—C1—C6 | −68.1 (5) | C2—C1—C6—Ru | −54.6 (7) |
C3—Ru—C1—C6 | −105.1 (6) | C4—Ru—C6—C5 | −29.9 (5) |
C2—Ru—C1—C6 | −133.3 (8) | C1—Ru—C6—C5 | −130.6 (7) |
P—Ru—C1—C6 | 10.2 (9) | C3—Ru—C6—C5 | −66.7 (5) |
Cl1—Ru—C1—C6 | 91.9 (5) | C2—Ru—C6—C5 | −102.9 (5) |
Cl2—Ru—C1—C6 | 179.9 (4) | P—Ru—C6—C5 | 54.0 (5) |
C6—C1—C2—C3 | 1.3 (12) | Cl1—Ru—C6—C5 | 141.1 (5) |
Ru—C1—C2—C3 | −52.7 (7) | Cl2—Ru—C6—C5 | −130.7 (6) |
C6—C1—C2—Ru | 54.0 (7) | C5—Ru—C6—C1 | 130.6 (7) |
C5—Ru—C2—C1 | −65.4 (5) | C4—Ru—C6—C1 | 100.6 (5) |
C4—Ru—C2—C1 | −103.8 (6) | C3—Ru—C6—C1 | 63.8 (5) |
C6—Ru—C2—C1 | −28.9 (5) | C2—Ru—C6—C1 | 27.7 (5) |
C3—Ru—C2—C1 | −134.0 (8) | P—Ru—C6—C1 | −175.4 (4) |
P—Ru—C2—C1 | −140.8 (5) | Cl1—Ru—C6—C1 | −88.3 (5) |
Cl1—Ru—C2—C1 | 51.0 (5) | Cl2—Ru—C6—C1 | −0.2 (9) |
Cl2—Ru—C2—C1 | 140.5 (5) | C5—Ru—C6—C10 | −115.7 (10) |
C5—Ru—C2—C3 | 68.6 (5) | C4—Ru—C6—C10 | −145.6 (9) |
C4—Ru—C2—C3 | 30.2 (5) | C1—Ru—C6—C10 | 113.7 (11) |
C1—Ru—C2—C3 | 134.0 (8) | C3—Ru—C6—C10 | 177.6 (9) |
C6—Ru—C2—C3 | 105.1 (6) | C2—Ru—C6—C10 | 141.4 (10) |
P—Ru—C2—C3 | −6.8 (9) | P—Ru—C6—C10 | −61.7 (9) |
Cl1—Ru—C2—C3 | −175.0 (4) | Cl1—Ru—C6—C10 | 25.4 (8) |
Cl2—Ru—C2—C3 | −85.5 (5) | Cl2—Ru—C6—C10 | 113.5 (8) |
C1—C2—C3—C4 | −0.9 (12) | C4—C3—C7—C8 | 15.4 (13) |
Ru—C2—C3—C4 | −53.8 (6) | C2—C3—C7—C8 | −166.2 (9) |
C1—C2—C3—C7 | −179.3 (8) | Ru—C3—C7—C8 | −75.5 (12) |
Ru—C2—C3—C7 | 127.8 (8) | C4—C3—C7—C9 | −108.3 (11) |
C1—C2—C3—Ru | 52.9 (7) | C2—C3—C7—C9 | 70.1 (12) |
C5—Ru—C3—C4 | 30.0 (5) | Ru—C3—C7—C9 | 160.9 (8) |
C1—Ru—C3—C4 | 103.0 (5) | C5—Ru—P—C11 | 158.8 (4) |
C6—Ru—C3—C4 | 66.3 (5) | C4—Ru—P—C11 | −162.5 (4) |
C2—Ru—C3—C4 | 130.4 (7) | C1—Ru—P—C11 | 122.6 (7) |
P—Ru—C3—C4 | −52.5 (5) | C6—Ru—P—C11 | 129.7 (4) |
Cl1—Ru—C3—C4 | 139.9 (5) | C3—Ru—P—C11 | −133.6 (4) |
Cl2—Ru—C3—C4 | −134.5 (5) | C2—Ru—P—C11 | −128.9 (7) |
C5—Ru—C3—C2 | −100.4 (5) | Cl1—Ru—P—C11 | 40.4 (3) |
C4—Ru—C3—C2 | −130.4 (7) | Cl2—Ru—P—C11 | −48.4 (3) |
C1—Ru—C3—C2 | −27.4 (5) | C5—Ru—P—C15 | −81.4 (4) |
C6—Ru—C3—C2 | −64.1 (5) | C4—Ru—P—C15 | −42.7 (4) |
P—Ru—C3—C2 | 177.1 (4) | C1—Ru—P—C15 | −117.7 (7) |
Cl1—Ru—C3—C2 | 9.4 (8) | C6—Ru—P—C15 | −110.5 (4) |
Cl2—Ru—C3—C2 | 95.1 (5) | C3—Ru—P—C15 | −13.8 (4) |
C5—Ru—C3—C7 | 146.7 (10) | C2—Ru—P—C15 | −9.1 (7) |
C4—Ru—C3—C7 | 116.7 (11) | Cl1—Ru—P—C15 | 160.2 (3) |
C1—Ru—C3—C7 | −140.3 (10) | Cl2—Ru—P—C15 | 71.4 (3) |
C6—Ru—C3—C7 | −177.0 (10) | C5—Ru—P—C21 | 39.6 (4) |
C2—Ru—C3—C7 | −112.9 (11) | C4—Ru—P—C21 | 78.3 (4) |
P—Ru—C3—C7 | 64.2 (10) | C1—Ru—P—C21 | 3.3 (7) |
Cl1—Ru—C3—C7 | −103.4 (9) | C6—Ru—P—C21 | 10.5 (4) |
Cl2—Ru—C3—C7 | −17.8 (9) | C3—Ru—P—C21 | 107.1 (4) |
C2—C3—C4—C5 | 0.4 (12) | C2—Ru—P—C21 | 111.9 (6) |
C7—C3—C4—C5 | 178.8 (8) | Cl1—Ru—P—C21 | −78.9 (3) |
Ru—C3—C4—C5 | −54.6 (7) | Cl2—Ru—P—C21 | −167.7 (3) |
C2—C3—C4—Ru | 55.0 (7) | C15—P—C11—C12 | 52.9 (8) |
C7—C3—C4—Ru | −126.6 (8) | C21—P—C11—C12 | −57.1 (8) |
C5—Ru—C4—C3 | −131.8 (8) | Ru—P—C11—C12 | 176.3 (6) |
C1—Ru—C4—C3 | −65.5 (5) | P—C11—C12—C13 | −176.1 (8) |
C6—Ru—C4—C3 | −103.1 (5) | C11—C12—C13—C14 | 70.0 (15) |
C2—Ru—C4—C3 | −30.0 (5) | C11—P—C15—C16 | −148.5 (7) |
P—Ru—C4—C3 | 137.2 (5) | C21—P—C15—C16 | −40.9 (8) |
Cl1—Ru—C4—C3 | −126.5 (6) | Ru—P—C15—C16 | 86.0 (7) |
Cl2—Ru—C4—C3 | 51.7 (5) | C11—P—C15—C20 | 40.3 (7) |
C1—Ru—C4—C5 | 66.3 (5) | C21—P—C15—C20 | 147.9 (6) |
C6—Ru—C4—C5 | 28.7 (5) | Ru—P—C15—C20 | −85.2 (7) |
C3—Ru—C4—C5 | 131.8 (8) | C20—C15—C16—C17 | −1.9 (13) |
C2—Ru—C4—C5 | 101.8 (5) | P—C15—C16—C17 | −173.3 (7) |
P—Ru—C4—C5 | −91.0 (5) | C15—C16—C17—C18 | 1.1 (14) |
Cl1—Ru—C4—C5 | 5.3 (9) | C16—C17—C18—C19 | 0.3 (15) |
Cl2—Ru—C4—C5 | −176.5 (4) | C17—C18—C19—C20 | −0.8 (15) |
C3—C4—C5—C6 | −0.4 (12) | C18—C19—C20—C15 | 0.0 (14) |
Ru—C4—C5—C6 | −56.4 (7) | C16—C15—C20—C19 | 1.4 (12) |
C3—C4—C5—Ru | 55.9 (7) | P—C15—C20—C19 | 172.9 (6) |
C4—Ru—C5—C6 | 132.0 (7) | C11—P—C21—C22 | 78.1 (8) |
C1—Ru—C5—C6 | 30.3 (5) | C15—P—C21—C22 | −31.5 (8) |
C3—Ru—C5—C6 | 103.0 (5) | Ru—P—C21—C22 | −155.8 (6) |
C2—Ru—C5—C6 | 65.8 (5) | C11—P—C21—C26 | −97.2 (7) |
P—Ru—C5—C6 | −135.1 (4) | C15—P—C21—C26 | 153.1 (7) |
Cl1—Ru—C5—C6 | −45.6 (5) | Ru—P—C21—C26 | 28.8 (7) |
Cl2—Ru—C5—C6 | 139.0 (5) | C26—C21—C22—C23 | −0.6 (13) |
C1—Ru—C5—C4 | −101.8 (5) | P—C21—C22—C23 | −175.9 (7) |
C6—Ru—C5—C4 | −132.0 (7) | C21—C22—C23—C24 | 0.8 (14) |
C3—Ru—C5—C4 | −29.1 (5) | C22—C23—C24—C25 | −0.6 (15) |
C2—Ru—C5—C4 | −66.2 (5) | C23—C24—C25—C26 | 0.2 (15) |
P—Ru—C5—C4 | 92.9 (5) | C22—C21—C26—C25 | 0.1 (13) |
Cl1—Ru—C5—C4 | −177.7 (4) | P—C21—C26—C25 | 175.7 (7) |
Cl2—Ru—C5—C4 | 6.9 (8) | C24—C25—C26—C21 | 0.1 (14) |
C4—C5—C6—C1 | 0.8 (12) |
Experimental details
Crystal data | |
Chemical formula | [RuCl2(C10H14)(C16H19P)] |
Mr | 548.46 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 293 |
a, b, c (Å) | 10.574 (3), 12.983 (4), 19.239 (6) |
β (°) | 103.99 (2) |
V (Å3) | 2562.8 (13) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.89 |
Crystal size (mm) | 0.5 × 0.2 × 0.14 |
Data collection | |
Diffractometer | Siemens R3m/V diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 4878, 4530, 2393 |
Rint | 0.017 |
(sin θ/λ)max (Å−1) | 0.596 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.159, 0.86 |
No. of reflections | 4530 |
No. of parameters | 265 |
No. of restraints | 1 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.38, −0.87 |
Computer programs: P3/V (Siemens, 1989), P3/V, XDISK (Siemens, 1990), SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), locally modified PARST95 (Nardelli, 1995) and SHELXL97.
Ru—C5 | 2.170 (8) | Ru—C2 | 2.241 (8) |
Ru—C4 | 2.176 (8) | Ru—P | 2.352 (2) |
Ru—C1 | 2.225 (8) | Ru—Cl1 | 2.413 (2) |
Ru—C6 | 2.225 (8) | Ru—Cl2 | 2.413 (2) |
Ru—C3 | 2.228 (8) | ||
P—Ru—Cl1 | 87.06 (8) | Cl1—Ru—Cl2 | 88.47 (8) |
P—Ru—Cl2 | 83.51 (7) |
The η6-arene complexes of RuII have shown promising results in catalytic hydrogenation of olefins. Furthermore, complexes of this type have been successfully employed in asymmetric olefin hydrogenation. The structure of (n-butyldiphenylphosphine)dichloro(η6-p-cymeme)ruthenium(II), (I), is presented here.