Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802018676/fl6003sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802018676/fl6003Isup2.hkl |
CCDC reference: 200733
Data collection: EXPOSE (IPDS Software; Stoe, 2000); cell refinement: CELL (IPDS Software; Stoe, 2000); data reduction: INTEGRATE (IPDS Software; Stoe, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
[Ru(C9H10)Cl2]·CHCl3 | F(000) = 800 |
Mr = 409.51 | Dx = 1.972 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5187 (10) Å | Cell parameters from 8000 reflections |
b = 11.6680 (15) Å | θ = 2.0–26.0° |
c = 11.402 (1) Å | µ = 2.08 mm−1 |
β = 99.793 (11)° | T = 153 K |
V = 1379.0 (3) Å3 | Block, red |
Z = 4 | 0.45 × 0.45 × 0.3 mm |
STOE IPDS diffractometer | 2528 independent reflections |
Radiation source: fine-focus sealed tube | 2190 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.059 |
Detector resolution: 0.81Å pixels mm-1 | θmax = 26.0°, θmin = 2.0° |
ψ scan | h = −12→12 |
Absorption correction: multi-scan (Blessing, 1995) | k = −14→14 |
Tmin = 0.376, Tmax = 0.566 | l = −12→13 |
9749 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.089 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0568P)2] where P = (Fo2 + 2Fc2)/3 |
2528 reflections | (Δ/σ)max < 0.001 |
145 parameters | Δρmax = 0.87 e Å−3 |
0 restraints | Δρmin = −1.00 e Å−3 |
Experimental. Crystals suitable for X-ray diffraction analysis were grown by slow evaporation of a chloroform/hexane solution. A crystal was mounted at 153 K on a Stoe Image Plate Diffraction System (Stoe & Cie, 2000) using Mo Kα graphite monochromated radiation. Image plate distance 70 mm, φ oscillation scans 0 - 186°, step Δφ = 2.0°, 3 minutes per frame. |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.2237 (4) | 0.1208 (3) | 0.1044 (4) | 0.0185 (8) | |
C2 | 0.2498 (4) | 0.0025 (3) | 0.1308 (4) | 0.0238 (9) | |
H2 | 0.2026 | −0.0543 | 0.0855 | 0.029* | |
C3 | 0.3480 (4) | −0.0273 (3) | 0.2264 (4) | 0.0270 (9) | |
H3 | 0.3647 | −0.1040 | 0.2453 | 0.032* | |
C4 | 0.4213 (4) | 0.0599 (4) | 0.2939 (4) | 0.0239 (9) | |
H4 | 0.4860 | 0.0394 | 0.3565 | 0.029* | |
C5 | 0.3978 (4) | 0.1771 (3) | 0.2675 (4) | 0.0202 (8) | |
H5 | 0.4474 | 0.2336 | 0.3110 | 0.024* | |
C6 | 0.2959 (3) | 0.2070 (3) | 0.1725 (4) | 0.0175 (8) | |
C7 | 0.2580 (4) | 0.3230 (3) | 0.1221 (4) | 0.0257 (9) | |
H7A | 0.3334 | 0.3693 | 0.1168 | 0.031* | |
H7B | 0.2044 | 0.3629 | 0.1701 | 0.031* | |
C8 | 0.1823 (4) | 0.2956 (4) | −0.0019 (4) | 0.0302 (10) | |
H8A | 0.2382 | 0.3007 | −0.0612 | 0.036* | |
H8B | 0.1116 | 0.3492 | −0.0228 | 0.036* | |
C9 | 0.1307 (4) | 0.1730 (3) | 0.0041 (4) | 0.0253 (9) | |
H9A | 0.0436 | 0.1732 | 0.0215 | 0.030* | |
H9B | 0.1317 | 0.1323 | −0.0699 | 0.030* | |
C1S | −0.1601 (4) | 0.1636 (3) | 0.2394 (4) | 0.0218 (8) | |
H1S | −0.2321 | 0.1462 | 0.1753 | 0.026* | |
Cl1 | 0.61301 (8) | −0.03942 (7) | 0.10508 (8) | 0.0151 (2) | |
Cl2 | 0.56015 (8) | 0.24168 (7) | 0.05681 (8) | 0.0186 (2) | |
Cl3 | −0.04552 (10) | 0.05276 (8) | 0.24604 (11) | 0.0311 (3) | |
Cl4 | −0.22036 (12) | 0.17506 (9) | 0.37318 (11) | 0.0353 (3) | |
Cl5 | −0.08978 (10) | 0.29466 (8) | 0.20566 (10) | 0.0301 (3) | |
Ru1 | 0.42712 (3) | 0.08752 (2) | 0.10707 (3) | 0.01147 (12) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0135 (17) | 0.0214 (17) | 0.022 (2) | 0.0013 (14) | 0.0081 (16) | −0.0030 (15) |
C2 | 0.0203 (19) | 0.0203 (19) | 0.034 (3) | −0.0076 (15) | 0.0129 (18) | −0.0002 (16) |
C3 | 0.028 (2) | 0.023 (2) | 0.034 (3) | 0.0027 (16) | 0.0168 (19) | 0.0125 (17) |
C4 | 0.029 (2) | 0.034 (2) | 0.010 (2) | 0.0090 (17) | 0.0090 (17) | 0.0077 (16) |
C5 | 0.0229 (19) | 0.026 (2) | 0.012 (2) | 0.0041 (15) | 0.0051 (16) | −0.0070 (15) |
C6 | 0.0173 (18) | 0.0211 (18) | 0.015 (2) | 0.0070 (14) | 0.0068 (15) | −0.0032 (14) |
C7 | 0.027 (2) | 0.0189 (19) | 0.032 (3) | 0.0078 (15) | 0.0078 (19) | −0.0039 (16) |
C8 | 0.032 (2) | 0.035 (2) | 0.022 (3) | 0.0118 (18) | −0.0015 (19) | 0.0060 (18) |
C9 | 0.0183 (19) | 0.032 (2) | 0.025 (3) | 0.0061 (16) | 0.0022 (17) | −0.0034 (17) |
C1S | 0.0180 (19) | 0.0207 (18) | 0.027 (2) | 0.0026 (14) | 0.0042 (17) | −0.0049 (15) |
Cl1 | 0.0169 (4) | 0.0159 (4) | 0.0114 (5) | 0.0034 (3) | −0.0009 (3) | −0.0023 (3) |
Cl2 | 0.0205 (4) | 0.0166 (4) | 0.0178 (5) | −0.0042 (3) | 0.0012 (4) | 0.0022 (3) |
Cl3 | 0.0255 (5) | 0.0206 (5) | 0.0466 (7) | 0.0051 (4) | 0.0047 (5) | −0.0031 (4) |
Cl4 | 0.0418 (6) | 0.0371 (6) | 0.0309 (7) | −0.0040 (5) | 0.0173 (5) | −0.0040 (4) |
Cl5 | 0.0350 (6) | 0.0193 (5) | 0.0386 (7) | −0.0052 (4) | 0.0137 (5) | −0.0033 (4) |
Ru1 | 0.01350 (17) | 0.01084 (17) | 0.0100 (2) | 0.00032 (9) | 0.00188 (12) | −0.00083 (9) |
C1—C6 | 1.412 (5) | C6—C7 | 1.497 (5) |
C1—C2 | 1.430 (5) | C6—Ru1 | 2.181 (3) |
C1—C9 | 1.501 (6) | C7—C8 | 1.533 (6) |
C1—Ru1 | 2.170 (4) | C8—C9 | 1.536 (6) |
C2—C3 | 1.411 (6) | C1S—Cl4 | 1.754 (4) |
C2—Ru1 | 2.170 (4) | C1S—Cl3 | 1.761 (4) |
C3—C4 | 1.421 (6) | C1S—Cl5 | 1.769 (4) |
C3—Ru1 | 2.174 (4) | Cl1—Ru1i | 2.4489 (9) |
C4—C5 | 1.413 (5) | Cl1—Ru1 | 2.4561 (8) |
C4—Ru1 | 2.165 (4) | Cl2—Ru1 | 2.4072 (9) |
C5—C6 | 1.431 (6) | Ru1—Cl1i | 2.4489 (9) |
C5—Ru1 | 2.174 (4) | ||
C6—C1—C2 | 120.4 (4) | C4—Ru1—C5 | 38.01 (14) |
C6—C1—C9 | 110.4 (3) | C2—Ru1—C5 | 82.34 (15) |
C2—C1—C9 | 129.1 (4) | C1—Ru1—C5 | 69.22 (15) |
C6—C1—Ru1 | 71.5 (2) | C4—Ru1—C3 | 38.23 (17) |
C2—C1—Ru1 | 70.8 (2) | C2—Ru1—C3 | 37.91 (16) |
C9—C1—Ru1 | 126.6 (3) | C1—Ru1—C3 | 68.73 (15) |
C3—C2—C1 | 119.3 (4) | C5—Ru1—C3 | 69.21 (16) |
C3—C2—Ru1 | 71.2 (2) | C4—Ru1—C6 | 68.48 (15) |
C1—C2—Ru1 | 70.8 (2) | C2—Ru1—C6 | 69.05 (14) |
C2—C3—C4 | 120.0 (4) | C1—Ru1—C6 | 37.88 (14) |
C2—C3—Ru1 | 70.9 (2) | C5—Ru1—C6 | 38.37 (15) |
C4—C3—Ru1 | 70.6 (2) | C3—Ru1—C6 | 81.25 (15) |
C5—C4—C3 | 121.2 (4) | C4—Ru1—Cl2 | 117.41 (12) |
C5—C4—Ru1 | 71.3 (2) | C2—Ru1—Cl2 | 156.67 (11) |
C3—C4—Ru1 | 71.2 (2) | C1—Ru1—Cl2 | 118.35 (11) |
C4—C5—C6 | 118.6 (4) | C5—Ru1—Cl2 | 90.72 (11) |
C4—C5—Ru1 | 70.7 (2) | C3—Ru1—Cl2 | 155.45 (13) |
C6—C5—Ru1 | 71.1 (2) | C6—Ru1—Cl2 | 91.77 (10) |
C1—C6—C5 | 120.4 (3) | C4—Ru1—Cl1i | 155.30 (12) |
C1—C6—C7 | 110.4 (4) | C2—Ru1—Cl1i | 90.64 (12) |
C5—C6—C7 | 128.9 (4) | C1—Ru1—Cl1i | 91.32 (11) |
C1—C6—Ru1 | 70.7 (2) | C5—Ru1—Cl1i | 156.36 (11) |
C5—C6—Ru1 | 70.6 (2) | C3—Ru1—Cl1i | 117.20 (13) |
C7—C6—Ru1 | 126.1 (3) | C6—Ru1—Cl1i | 118.15 (11) |
C6—C7—C8 | 103.2 (3) | Cl2—Ru1—Cl1i | 86.88 (3) |
C7—C8—C9 | 106.5 (3) | C4—Ru1—Cl1 | 94.30 (11) |
C1—C9—C8 | 102.9 (3) | C2—Ru1—Cl1 | 115.33 (10) |
Cl4—C1S—Cl3 | 111.4 (2) | C1—Ru1—Cl1 | 153.18 (10) |
Cl4—C1S—Cl5 | 110.5 (2) | C5—Ru1—Cl1 | 121.66 (11) |
Cl3—C1S—Cl5 | 109.6 (2) | C3—Ru1—Cl1 | 91.40 (11) |
Ru1i—Cl1—Ru1 | 98.25 (3) | C6—Ru1—Cl1 | 160.02 (11) |
C4—Ru1—C2 | 68.92 (17) | Cl2—Ru1—Cl1 | 87.28 (3) |
C4—Ru1—C1 | 81.25 (16) | Cl1i—Ru1—Cl1 | 81.75 (3) |
C2—Ru1—C1 | 38.47 (14) | ||
C6—C1—C2—C3 | 0.5 (5) | C2—C1—Ru1—C3 | −29.4 (3) |
C9—C1—C2—C3 | 176.0 (4) | C9—C1—Ru1—C3 | −154.3 (4) |
Ru1—C1—C2—C3 | 54.0 (3) | C2—C1—Ru1—C6 | −133.0 (4) |
C6—C1—C2—Ru1 | −53.5 (3) | C9—C1—Ru1—C6 | 102.1 (4) |
C9—C1—C2—Ru1 | 122.0 (4) | C6—C1—Ru1—Cl2 | −50.5 (3) |
C1—C2—C3—C4 | −1.2 (6) | C2—C1—Ru1—Cl2 | 176.5 (2) |
Ru1—C2—C3—C4 | 52.6 (3) | C9—C1—Ru1—Cl2 | 51.6 (4) |
C1—C2—C3—Ru1 | −53.8 (3) | C6—C1—Ru1—Cl1i | −137.6 (2) |
C2—C3—C4—C5 | 0.2 (6) | C2—C1—Ru1—Cl1i | 89.4 (2) |
Ru1—C3—C4—C5 | 53.0 (3) | C9—C1—Ru1—Cl1i | −35.5 (3) |
C2—C3—C4—Ru1 | −52.8 (3) | C6—C1—Ru1—Cl1 | 148.2 (2) |
C3—C4—C5—C6 | 1.4 (5) | C2—C1—Ru1—Cl1 | 15.2 (4) |
Ru1—C4—C5—C6 | 54.4 (3) | C9—C1—Ru1—Cl1 | −109.7 (3) |
C3—C4—C5—Ru1 | −53.0 (3) | C6—C5—Ru1—C4 | −131.1 (3) |
C2—C1—C6—C5 | 1.2 (5) | C4—C5—Ru1—C2 | 65.3 (3) |
C9—C1—C6—C5 | −175.2 (3) | C6—C5—Ru1—C2 | −65.7 (2) |
Ru1—C1—C6—C5 | −52.0 (3) | C4—C5—Ru1—C1 | 102.8 (3) |
C2—C1—C6—C7 | 175.6 (3) | C6—C5—Ru1—C1 | −28.3 (2) |
C9—C1—C6—C7 | −0.7 (4) | C4—C5—Ru1—C3 | 28.5 (2) |
Ru1—C1—C6—C7 | 122.4 (3) | C6—C5—Ru1—C3 | −102.5 (3) |
C2—C1—C6—Ru1 | 53.2 (3) | C4—C5—Ru1—C6 | 131.1 (3) |
C9—C1—C6—Ru1 | −123.1 (3) | C4—C5—Ru1—Cl2 | −137.0 (2) |
C4—C5—C6—C1 | −2.1 (5) | C6—C5—Ru1—Cl2 | 91.9 (2) |
Ru1—C5—C6—C1 | 52.1 (3) | C4—C5—Ru1—Cl1i | 139.1 (3) |
C4—C5—C6—C7 | −175.3 (4) | C6—C5—Ru1—Cl1i | 8.1 (4) |
Ru1—C5—C6—C7 | −121.2 (4) | C4—C5—Ru1—Cl1 | −49.8 (3) |
C4—C5—C6—Ru1 | −54.2 (3) | C6—C5—Ru1—Cl1 | 179.19 (18) |
C1—C6—C7—C8 | −14.8 (4) | C2—C3—Ru1—C4 | 133.1 (3) |
C5—C6—C7—C8 | 159.0 (4) | C4—C3—Ru1—C2 | −133.1 (3) |
Ru1—C6—C7—C8 | 65.7 (4) | C2—C3—Ru1—C1 | 29.8 (2) |
C6—C7—C8—C9 | 24.3 (4) | C4—C3—Ru1—C1 | −103.3 (3) |
C6—C1—C9—C8 | 15.9 (4) | C2—C3—Ru1—C5 | 104.8 (3) |
C2—C1—C9—C8 | −160.0 (4) | C4—C3—Ru1—C5 | −28.4 (2) |
Ru1—C1—C9—C8 | −65.7 (4) | C2—C3—Ru1—C6 | 67.0 (2) |
C7—C8—C9—C1 | −24.6 (4) | C4—C3—Ru1—C6 | −66.2 (2) |
C5—C4—Ru1—C2 | −105.1 (3) | C2—C3—Ru1—Cl2 | 141.8 (2) |
C3—C4—Ru1—C2 | 28.7 (2) | C4—C3—Ru1—Cl2 | 8.7 (4) |
C5—C4—Ru1—C1 | −67.3 (2) | C2—C3—Ru1—Cl1i | −50.3 (3) |
C3—C4—Ru1—C1 | 66.6 (2) | C4—C3—Ru1—Cl1i | 176.61 (19) |
C3—C4—Ru1—C5 | 133.9 (4) | C2—C3—Ru1—Cl1 | −131.7 (2) |
C5—C4—Ru1—C3 | −133.9 (4) | C4—C3—Ru1—Cl1 | 95.2 (2) |
C5—C4—Ru1—C6 | −30.2 (2) | C1—C6—Ru1—C4 | −103.9 (3) |
C3—C4—Ru1—C6 | 103.7 (3) | C5—C6—Ru1—C4 | 29.9 (2) |
C5—C4—Ru1—Cl2 | 50.2 (3) | C7—C6—Ru1—C4 | 154.4 (4) |
C3—C4—Ru1—Cl2 | −175.96 (19) | C1—C6—Ru1—C2 | −29.2 (2) |
C5—C4—Ru1—Cl1i | −141.1 (2) | C5—C6—Ru1—C2 | 104.7 (3) |
C3—C4—Ru1—Cl1i | −7.2 (4) | C7—C6—Ru1—C2 | −130.8 (4) |
C5—C4—Ru1—Cl1 | 139.3 (2) | C5—C6—Ru1—C1 | 133.9 (3) |
C3—C4—Ru1—Cl1 | −86.8 (2) | C7—C6—Ru1—C1 | −101.6 (4) |
C3—C2—Ru1—C4 | −28.9 (2) | C1—C6—Ru1—C5 | −133.9 (3) |
C1—C2—Ru1—C4 | 102.9 (3) | C7—C6—Ru1—C5 | 124.5 (4) |
C3—C2—Ru1—C1 | −131.8 (4) | C1—C6—Ru1—C3 | −66.4 (3) |
C3—C2—Ru1—C5 | −65.8 (3) | C5—C6—Ru1—C3 | 67.4 (2) |
C1—C2—Ru1—C5 | 66.0 (2) | C7—C6—Ru1—C3 | −168.1 (4) |
C1—C2—Ru1—C3 | 131.8 (4) | C1—C6—Ru1—Cl2 | 137.2 (2) |
C3—C2—Ru1—C6 | −103.1 (3) | C5—C6—Ru1—Cl2 | −88.9 (2) |
C1—C2—Ru1—C6 | 28.8 (2) | C7—C6—Ru1—Cl2 | 35.6 (3) |
C3—C2—Ru1—Cl2 | −139.5 (3) | C1—C6—Ru1—Cl1i | 49.8 (3) |
C1—C2—Ru1—Cl2 | −7.7 (5) | C5—C6—Ru1—Cl1i | −176.34 (19) |
C3—C2—Ru1—Cl1i | 136.9 (2) | C7—C6—Ru1—Cl1i | −51.8 (4) |
C1—C2—Ru1—Cl1i | −91.3 (2) | C1—C6—Ru1—Cl1 | −135.9 (3) |
C3—C2—Ru1—Cl1 | 55.7 (3) | C5—C6—Ru1—Cl1 | −2.0 (4) |
C1—C2—Ru1—Cl1 | −172.5 (2) | C7—C6—Ru1—Cl1 | 122.5 (3) |
C6—C1—Ru1—C4 | 66.0 (2) | Ru1i—Cl1—Ru1—C4 | 155.47 (12) |
C2—C1—Ru1—C4 | −67.0 (3) | Ru1i—Cl1—Ru1—C2 | 86.78 (14) |
C9—C1—Ru1—C4 | 168.1 (4) | Ru1i—Cl1—Ru1—C1 | 76.4 (2) |
C6—C1—Ru1—C2 | 133.0 (4) | Ru1i—Cl1—Ru1—C5 | −176.41 (12) |
C9—C1—Ru1—C2 | −124.9 (4) | Ru1i—Cl1—Ru1—C3 | 117.29 (13) |
C6—C1—Ru1—C5 | 28.6 (2) | Ru1i—Cl1—Ru1—C6 | −174.9 (3) |
C2—C1—Ru1—C5 | −104.4 (3) | Ru1i—Cl1—Ru1—Cl2 | −87.24 (3) |
C9—C1—Ru1—C5 | 130.7 (4) | Ru1i—Cl1—Ru1—Cl1i | 0.0 |
C6—C1—Ru1—C3 | 103.6 (3) |
Symmetry code: (i) −x+1, −y, −z. |