Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801016063/ci6061sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801016063/ci6061Isup2.hkl |
CCDC reference: 175968
Quinoline (0.64 mmol) was added dropwise to a 5 ml solution of [Ru2(O2CCH3)4(H2O)2]PF6 (0.16 mmol) in 2-propanol. The solution was stirred for 5 min and the gold–brown product filtered and dried. Crystals could be grown by slow evaporation from dichloromethane.
H atoms were allowed to ride on the heavy atoms to which they were bonded with Uiso equal to 1.2Ueq of the heavy atom (1.5Ueq for methyl H atoms). The PF6- anion was found to be disordered and each fluoride ligand was allowed to occupy two positions, each with an occupancy of 1/2, and with equal atomic displacement parameters for each A/B pair. The fluoride A/B distances were dfixed to 0.80 (2) Å and the P—F distances to 1.58 (2) Å. The incorporated solvent molecule of quinoline was also found to be disordered. The N atom of the solvent was allowed to occupy each of the four possible positions equally, each with an occupancy of 0.25. The bonds across the top of the solvent rings were made equal in length, while the edge bonds (those not involving nitrogen), were DFIXed to 1.39 (1) Å. Similarly, in the coordinated quinoline molecule the C—C bond lengths were dfixed to 1.39 (1) Å. The highest peaks and deepest holes in the final difference map were located at distances less than 1.1 Å from the heavy metal atom.
Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1994); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN for Windows (Molecular Structure Corporation, 1997-1999); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: TEXSAN for Windows; software used to prepare material for publication: SHELXL97.
Fig. 1. The structure of (I) with displacement ellipsoids drawn at the 50% probability level. The quinoline molecule of solvation and the heaxafluorophosphate counterion have been omitted. |
[Ru(C2H3O2)4(C9H7N)2]PF6·C9H7N | Z = 1 |
Mr = 970.75 | F(000) = 485 |
Triclinic, P1 | Dx = 1.689 Mg m−3 |
a = 12.180 (7) Å | Cu Kα radiation, λ = 1.5418 Å |
b = 10.980 (3) Å | Cell parameters from 25 reflections |
c = 7.729 (3) Å | θ = 39.5–40.0° |
α = 99.75 (1)° | µ = 7.54 mm−1 |
β = 108.70 (2)° | T = 293 K |
γ = 79.0 (3)° | Block, red–brown |
V = 954.6 (11) Å3 | 0.55 × 0.35 × 0.30 mm |
Rigaku AFC-5R diffractometer | 2555 reflections with I > 2σ(I) |
Radiation source: Rigaku rotating anode | Rint = 0.078 |
Graphite monochromator | θmax = 64.9°, θmin = 3.9° |
ω–2θ scans | h = 0→14 |
Absorption correction: ψ scan (North et al., 1968) | k = −12→12 |
Tmin = 0.446, Tmax = 1.000 | l = −8→8 |
3253 measured reflections | 3 standard reflections every 150 reflections |
3089 independent reflections | intensity decay: 8.4% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.131 | w = 1/[σ2(Fo2) + (0.0655P)2 + 3.3237P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max < 0.001 |
3089 reflections | Δρmax = 1.10 e Å−3 |
260 parameters | Δρmin = −0.71 e Å−3 |
61 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0019 (3) |
[Ru(C2H3O2)4(C9H7N)2]PF6·C9H7N | γ = 79.0 (3)° |
Mr = 970.75 | V = 954.6 (11) Å3 |
Triclinic, P1 | Z = 1 |
a = 12.180 (7) Å | Cu Kα radiation |
b = 10.980 (3) Å | µ = 7.54 mm−1 |
c = 7.729 (3) Å | T = 293 K |
α = 99.75 (1)° | 0.55 × 0.35 × 0.30 mm |
β = 108.70 (2)° |
Rigaku AFC-5R diffractometer | 2555 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.078 |
Tmin = 0.446, Tmax = 1.000 | 3 standard reflections every 150 reflections |
3253 measured reflections | intensity decay: 8.4% |
3089 independent reflections |
R[F2 > 2σ(F2)] = 0.043 | 61 restraints |
wR(F2) = 0.131 | H-atom parameters constrained |
S = 1.05 | Δρmax = 1.10 e Å−3 |
3089 reflections | Δρmin = −0.71 e Å−3 |
260 parameters |
Experimental. The scan width was (1.73 + 0.35tanθ)° with an ω scan speed of 16° per minute (up to 7 scans to achieve I/σ(I) > 15). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. |
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 | Occ. (<1) | |
Ru1 | 0.48727 (4) | 0.09331 (4) | 0.44470 (6) | 0.0378 (2) | |
P1A | 1.0000 | 0.0000 | 0.5000 | 0.0850 (11) | 0.50 |
F1A | 0.943 (2) | 0.0298 (16) | 0.2958 (19) | 0.143 (5) | 0.50 |
F2A | 1.1261 (14) | 0.013 (2) | 0.487 (4) | 0.157 (7) | 0.50 |
F3A | 0.984 (2) | 0.1451 (15) | 0.568 (3) | 0.195 (9) | 0.50 |
P1B | 1.0000 | 0.0000 | 0.5000 | 0.0850 (11) | 0.50 |
F1B | 0.967 (2) | −0.0372 (14) | 0.2858 (19) | 0.143 (5) | 0.50 |
F2B | 1.1313 (14) | −0.0506 (19) | 0.523 (4) | 0.157 (7) | 0.50 |
F3B | 1.015 (2) | 0.1332 (14) | 0.483 (3) | 0.195 (9) | 0.50 |
O1 | 0.3916 (4) | 0.1713 (4) | 0.6166 (6) | 0.0464 (10) | |
O2 | 0.3397 (4) | 0.0487 (4) | 0.2505 (6) | 0.0501 (11) | |
O3 | 0.5811 (4) | 0.0102 (4) | 0.2723 (6) | 0.0459 (10) | |
O4 | 0.6330 (4) | 0.1352 (4) | 0.6462 (6) | 0.0485 (10) | |
N1 | 0.4585 (4) | 0.2862 (5) | 0.3388 (7) | 0.0406 (11) | |
C1 | 0.3767 (6) | 0.1058 (6) | 0.7253 (8) | 0.0461 (14) | |
C2 | 0.3067 (8) | 0.1655 (8) | 0.8497 (12) | 0.072 (2) | |
H2A | 0.3027 | 0.1053 | 0.9234 | 0.108* | 0.50 |
H2B | 0.2290 | 0.1965 | 0.7783 | 0.108* | 0.50 |
H2C | 0.3428 | 0.2336 | 0.9282 | 0.108* | 0.50 |
H2D | 0.2803 | 0.2516 | 0.8299 | 0.108* | 0.50 |
H2E | 0.3540 | 0.1604 | 0.9750 | 0.108* | 0.50 |
H2F | 0.2402 | 0.1233 | 0.8251 | 0.108* | 0.50 |
C3 | 0.3088 (6) | −0.0586 (7) | 0.2436 (8) | 0.0478 (15) | |
C4 | 0.2026 (7) | −0.0911 (8) | 0.0983 (10) | 0.068 (2) | |
H4A | 0.1683 | −0.0230 | 0.0256 | 0.102* | 0.50 |
H4B | 0.1473 | −0.1071 | 0.1535 | 0.102* | 0.50 |
H4C | 0.2229 | −0.1645 | 0.0211 | 0.102* | 0.50 |
H4D | 0.1907 | −0.1734 | 0.1078 | 0.102* | 0.50 |
H4E | 0.2118 | −0.0893 | −0.0200 | 0.102* | 0.50 |
H4F | 0.1361 | −0.0319 | 0.1124 | 0.102* | 0.50 |
C5 | 0.3515 (5) | 0.3478 (6) | 0.3135 (9) | 0.0477 (15) | |
H5 | 0.2953 | 0.3080 | 0.3301 | 0.057* | |
C6 | 0.3174 (5) | 0.4674 (6) | 0.2640 (9) | 0.0534 (17) | |
H6 | 0.2409 | 0.5070 | 0.2499 | 0.064* | |
C7 | 0.3984 (5) | 0.5264 (6) | 0.2362 (9) | 0.0526 (16) | |
H7 | 0.3773 | 0.6068 | 0.2020 | 0.063* | |
C8 | 0.5129 (5) | 0.4655 (5) | 0.2592 (8) | 0.0435 (14) | |
C9 | 0.5993 (6) | 0.5233 (7) | 0.2324 (10) | 0.0586 (18) | |
H9 | 0.5806 | 0.6032 | 0.1963 | 0.070* | |
C10 | 0.7116 (6) | 0.4601 (6) | 0.2604 (11) | 0.064 (2) | |
H10 | 0.7692 | 0.4984 | 0.2455 | 0.077* | |
C11 | 0.7399 (6) | 0.3397 (6) | 0.3108 (10) | 0.0586 (18) | |
H11 | 0.8159 | 0.2981 | 0.3277 | 0.070* | |
C12 | 0.6567 (5) | 0.2817 (6) | 0.3357 (9) | 0.0495 (15) | |
H12 | 0.6765 | 0.2009 | 0.3688 | 0.059* | |
C13 | 0.5424 (5) | 0.3437 (5) | 0.3116 (7) | 0.0372 (13) | |
C14 | 1.0363 (12) | 0.3005 (18) | 1.133 (3) | 0.161 (7) | |
H14 | 1.0489 | 0.2175 | 1.1548 | 0.194* | |
C16 | 1.0042 (9) | 0.4505 (10) | 0.9312 (14) | 0.111 (3) | |
C18 | 0.9694 (14) | 0.6052 (18) | 0.724 (3) | 0.166 (7) | |
H18 | 0.9583 | 0.6235 | 0.6057 | 0.199* | |
C17 | 0.9918 (10) | 0.4850 (16) | 0.7636 (19) | 0.137 (4) | 0.75 |
H17 | 0.9991 | 0.4218 | 0.6696 | 0.164* | 0.75 |
C15 | 1.0236 (10) | 0.3275 (13) | 0.961 (2) | 0.140 (4) | 0.75 |
H15 | 1.0281 | 0.2640 | 0.8659 | 0.168* | 0.75 |
N2A | 0.9918 (10) | 0.4850 (16) | 0.7636 (19) | 0.137 (4) | 0.25 |
N2B | 1.0236 (10) | 0.3275 (13) | 0.961 (2) | 0.140 (4) | 0.25 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru1 | 0.0416 (3) | 0.0422 (3) | 0.0304 (3) | −0.01320 (19) | 0.00602 (19) | 0.00727 (18) |
P1A | 0.076 (2) | 0.095 (2) | 0.0535 (17) | 0.0136 (18) | −0.0057 (15) | 0.0055 (16) |
F1A | 0.153 (12) | 0.161 (16) | 0.066 (4) | 0.017 (13) | −0.012 (5) | 0.013 (8) |
F2A | 0.099 (6) | 0.23 (2) | 0.133 (12) | 0.004 (10) | 0.026 (6) | 0.034 (13) |
F3A | 0.256 (19) | 0.118 (8) | 0.155 (19) | −0.012 (9) | −0.002 (14) | 0.002 (10) |
P1B | 0.076 (2) | 0.095 (2) | 0.0535 (17) | 0.0136 (18) | −0.0057 (15) | 0.0055 (16) |
F1B | 0.153 (12) | 0.161 (16) | 0.066 (4) | 0.017 (13) | −0.012 (5) | 0.013 (8) |
F2B | 0.099 (6) | 0.23 (2) | 0.133 (12) | 0.004 (10) | 0.026 (6) | 0.034 (13) |
F3B | 0.256 (19) | 0.118 (8) | 0.155 (19) | −0.012 (9) | −0.002 (14) | 0.002 (10) |
O1 | 0.056 (3) | 0.048 (2) | 0.043 (2) | −0.015 (2) | 0.020 (2) | 0.0053 (19) |
O2 | 0.049 (2) | 0.057 (3) | 0.041 (2) | −0.014 (2) | 0.0031 (19) | 0.010 (2) |
O3 | 0.055 (3) | 0.052 (3) | 0.037 (2) | −0.016 (2) | 0.0187 (19) | 0.0051 (19) |
O4 | 0.049 (2) | 0.054 (3) | 0.044 (2) | −0.019 (2) | 0.007 (2) | 0.009 (2) |
N1 | 0.037 (3) | 0.044 (3) | 0.037 (3) | −0.009 (2) | 0.005 (2) | 0.003 (2) |
C1 | 0.051 (4) | 0.050 (4) | 0.039 (3) | −0.016 (3) | 0.012 (3) | 0.000 (3) |
C2 | 0.094 (6) | 0.069 (5) | 0.064 (5) | −0.020 (4) | 0.041 (5) | −0.007 (4) |
C3 | 0.047 (4) | 0.063 (4) | 0.034 (3) | −0.020 (3) | 0.006 (3) | 0.002 (3) |
C4 | 0.063 (5) | 0.078 (5) | 0.051 (4) | −0.035 (4) | −0.016 (4) | 0.012 (4) |
C5 | 0.035 (3) | 0.061 (4) | 0.043 (3) | −0.010 (3) | 0.000 (3) | 0.012 (3) |
C6 | 0.037 (3) | 0.058 (4) | 0.056 (4) | 0.000 (3) | −0.001 (3) | 0.019 (3) |
C7 | 0.054 (4) | 0.046 (4) | 0.047 (4) | −0.001 (3) | 0.000 (3) | 0.016 (3) |
C8 | 0.051 (4) | 0.046 (3) | 0.030 (3) | −0.012 (3) | 0.004 (3) | 0.004 (3) |
C9 | 0.067 (5) | 0.058 (4) | 0.055 (4) | −0.019 (4) | 0.015 (4) | 0.015 (3) |
C10 | 0.065 (5) | 0.072 (5) | 0.072 (5) | −0.031 (4) | 0.028 (4) | 0.014 (4) |
C11 | 0.049 (4) | 0.070 (5) | 0.070 (5) | −0.012 (3) | 0.031 (4) | 0.015 (4) |
C12 | 0.044 (4) | 0.054 (4) | 0.051 (4) | −0.007 (3) | 0.013 (3) | 0.008 (3) |
C13 | 0.042 (3) | 0.042 (3) | 0.027 (3) | −0.013 (3) | 0.004 (2) | 0.006 (2) |
C14 | 0.063 (7) | 0.192 (16) | 0.223 (15) | −0.056 (9) | 0.010 (12) | 0.030 (13) |
C16 | 0.049 (4) | 0.151 (7) | 0.118 (6) | −0.027 (5) | 0.024 (5) | −0.040 (5) |
C18 | 0.082 (10) | 0.261 (18) | 0.167 (15) | −0.051 (14) | 0.036 (10) | 0.030 (14) |
C17 | 0.057 (6) | 0.225 (13) | 0.121 (8) | −0.043 (9) | 0.028 (7) | −0.031 (8) |
C15 | 0.063 (7) | 0.156 (8) | 0.181 (11) | −0.033 (8) | 0.029 (9) | −0.041 (8) |
N2A | 0.057 (6) | 0.225 (13) | 0.121 (8) | −0.043 (9) | 0.028 (7) | −0.031 (8) |
N2B | 0.063 (7) | 0.156 (8) | 0.181 (11) | −0.033 (8) | 0.029 (9) | −0.041 (8) |
Ru1—O2 | 2.020 (5) | C4—H4D | 0.96 |
Ru1—O3 | 2.020 (5) | C4—H4E | 0.96 |
Ru1—O1 | 2.020 (5) | C4—H4F | 0.96 |
Ru1—O4 | 2.021 (5) | C5—C6 | 1.379 (7) |
Ru1—Ru1i | 2.2816 (17) | C5—H5 | 0.93 |
Ru1—N1 | 2.323 (5) | C6—C7 | 1.366 (7) |
P1A—F1Aii | 1.570 (14) | C6—H6 | 0.93 |
P1A—F1A | 1.570 (14) | C7—C8 | 1.395 (8) |
P1A—F3Aii | 1.586 (15) | C7—H7 | 0.93 |
P1A—F3A | 1.586 (15) | C8—C13 | 1.409 (7) |
P1A—F2Aii | 1.605 (15) | C8—C9 | 1.413 (7) |
P1A—F2A | 1.605 (15) | C9—C10 | 1.377 (8) |
O1—C1 | 1.269 (8) | C9—H9 | 0.93 |
O2—C3 | 1.292 (8) | C10—C11 | 1.389 (8) |
O3—C1i | 1.280 (8) | C10—H10 | 0.93 |
O4—C3i | 1.250 (8) | C11—C12 | 1.372 (7) |
N1—C5 | 1.319 (8) | C11—H11 | 0.93 |
N1—C13 | 1.385 (8) | C12—C13 | 1.397 (7) |
C1—O3i | 1.280 (8) | C12—H12 | 0.93 |
C1—C2 | 1.476 (10) | C14—C15 | 1.366 (9) |
C2—H2A | 0.96 | C14—C18iii | 1.39 (3) |
C2—H2B | 0.96 | C14—H14 | 0.93 |
C2—H2C | 0.96 | C16—C17 | 1.365 (9) |
C2—H2D | 0.96 | C16—C15 | 1.372 (9) |
C2—H2E | 0.96 | C16—C16iii | 1.399 (10) |
C2—H2F | 0.96 | C18—C17 | 1.363 (9) |
C3—O4i | 1.250 (8) | C18—C14iii | 1.39 (3) |
C3—C4 | 1.474 (9) | C18—H18 | 0.93 |
C4—H4A | 0.96 | C17—H17 | 0.93 |
C4—H4B | 0.96 | C15—H15 | 0.93 |
C4—H4C | 0.96 | ||
O2—Ru1—O3 | 89.5 (2) | C3—C4—H4A | 109.5 |
O2—Ru1—O1 | 89.6 (2) | C3—C4—H4B | 109.5 |
O3—Ru1—O1 | 178.2 (4) | H4A—C4—H4B | 109.5 |
O2—Ru1—O4 | 177.8 (4) | C3—C4—H4C | 109.5 |
O3—Ru1—O4 | 92.0 (2) | H4A—C4—H4C | 109.5 |
O1—Ru1—O4 | 88.9 (2) | H4B—C4—H4C | 109.5 |
O2—Ru1—Ru1i | 89.6 (2) | C3—C4—H4D | 109.5 |
O3—Ru1—Ru1i | 89.1 (2) | H4A—C4—H4D | 141.1 |
O1—Ru1—Ru1i | 89.4 (2) | H4B—C4—H4D | 56.3 |
O4—Ru1—Ru1i | 88.7 (2) | H4C—C4—H4D | 56.3 |
O2—Ru1—N1 | 90.5 (3) | C3—C4—H4E | 109.5 |
O3—Ru1—N1 | 92.6 (2) | H4A—C4—H4E | 56.3 |
O1—Ru1—N1 | 88.9 (2) | H4B—C4—H4E | 141.1 |
O4—Ru1—N1 | 91.1 (3) | H4C—C4—H4E | 56.3 |
Ru1i—Ru1—N1 | 178.24 (13) | H4D—C4—H4E | 109.5 |
F1Aii—P1A—F1A | 180.000 (1) | C3—C4—H4F | 109.5 |
F1Aii—P1A—F3Aii | 89.5 (9) | H4A—C4—H4F | 56.3 |
F1A—P1A—F3Aii | 90.5 (9) | H4B—C4—H4F | 56.3 |
F1Aii—P1A—F3A | 90.5 (9) | H4C—C4—H4F | 141.1 |
F1A—P1A—F3A | 89.5 (9) | H4D—C4—H4F | 109.5 |
F3Aii—P1A—F3A | 180.000 (2) | H4E—C4—H4F | 109.5 |
F1Aii—P1A—F2Aii | 89.6 (9) | N1—C5—C6 | 124.3 (6) |
F1A—P1A—F2Aii | 90.4 (9) | N1—C5—H5 | 117.9 |
F3Aii—P1A—F2Aii | 88.0 (10) | C6—C5—H5 | 117.9 |
F3A—P1A—F2Aii | 92.0 (10) | C7—C6—C5 | 118.6 (6) |
F1Aii—P1A—F2A | 90.4 (9) | C7—C6—H6 | 120.7 |
F1A—P1A—F2A | 89.6 (9) | C5—C6—H6 | 120.7 |
F3Aii—P1A—F2A | 92.0 (10) | C6—C7—C8 | 119.8 (6) |
F3A—P1A—F2A | 88.0 (10) | C6—C7—H7 | 120.1 |
F2Aii—P1A—F2A | 180.000 (2) | C8—C7—H7 | 120.1 |
C1—O1—Ru1 | 119.8 (4) | C7—C8—C13 | 118.9 (6) |
C3—O2—Ru1 | 118.8 (4) | C7—C8—C9 | 121.5 (5) |
C1i—O3—Ru1 | 119.8 (4) | C13—C8—C9 | 119.6 (6) |
C3i—O4—Ru1 | 120.7 (4) | C10—C9—C8 | 119.2 (6) |
C5—N1—C13 | 118.4 (5) | C10—C9—H9 | 120.4 |
C5—N1—Ru1 | 114.6 (5) | C8—C9—H9 | 120.4 |
C13—N1—Ru1 | 126.9 (4) | C9—C10—C11 | 120.9 (6) |
O1—C1—O3i | 121.9 (6) | C9—C10—H10 | 119.6 |
O1—C1—C2 | 118.6 (6) | C11—C10—H10 | 119.6 |
O3i—C1—C2 | 119.5 (6) | C12—C11—C10 | 120.7 (6) |
C1—C2—H2A | 109.5 | C12—C11—H11 | 119.7 |
C1—C2—H2B | 109.5 | C10—C11—H11 | 119.7 |
H2A—C2—H2B | 109.5 | C11—C12—C13 | 120.1 (6) |
C1—C2—H2C | 109.5 | C11—C12—H12 | 120.0 |
H2A—C2—H2C | 109.5 | C13—C12—H12 | 120.0 |
H2B—C2—H2C | 109.5 | N1—C13—C12 | 120.3 (5) |
C1—C2—H2D | 109.5 | N1—C13—C8 | 120.1 (5) |
H2A—C2—H2D | 141.1 | C12—C13—C8 | 119.6 (6) |
H2B—C2—H2D | 56.3 | C15—C14—C18iii | 121.3 (18) |
H2C—C2—H2D | 56.3 | C15—C14—H14 | 119.4 |
C1—C2—H2E | 109.5 | C18iii—C14—H14 | 119.4 |
H2A—C2—H2E | 56.3 | C17—C16—C15 | 121.9 (10) |
H2B—C2—H2E | 141.1 | C17—C16—C16iii | 115.1 (15) |
H2C—C2—H2E | 56.3 | C15—C16—C16iii | 123.0 (16) |
H2D—C2—H2E | 109.5 | C17—C18—C14iii | 117.3 (18) |
C1—C2—H2F | 109.5 | C17—C18—H18 | 121.3 |
H2A—C2—H2F | 56.3 | C14iii—C18—H18 | 121.3 |
H2B—C2—H2F | 56.3 | C18—C17—C16 | 124.8 (16) |
H2C—C2—H2F | 141.1 | C18—C17—H17 | 117.6 |
H2D—C2—H2F | 109.5 | C16—C17—H17 | 117.6 |
H2E—C2—H2F | 109.5 | C14—C15—C16 | 118.4 (16) |
O4i—C3—O2 | 122.1 (6) | C14—C15—H15 | 120.8 |
O4i—C3—C4 | 119.7 (6) | C16—C15—H15 | 120.8 |
O2—C3—C4 | 118.2 (6) | ||
O2—Ru1—O1—C1 | 91.1 (5) | C13—N1—C5—C6 | −1.0 (9) |
O4—Ru1—O1—C1 | −87.3 (5) | Ru1—N1—C5—C6 | 175.2 (5) |
Ru1i—Ru1—O1—C1 | 1.5 (4) | N1—C5—C6—C7 | 1.1 (10) |
N1—Ru1—O1—C1 | −178.3 (5) | C5—C6—C7—C8 | −0.4 (10) |
O3—Ru1—O2—C3 | 87.6 (5) | C6—C7—C8—C13 | −0.2 (9) |
O1—Ru1—O2—C3 | −90.9 (5) | C6—C7—C8—C9 | −179.8 (6) |
Ru1i—Ru1—O2—C3 | −1.5 (5) | C7—C8—C9—C10 | 178.7 (7) |
N1—Ru1—O2—C3 | −179.8 (5) | C13—C8—C9—C10 | −0.8 (10) |
O2—Ru1—O3—C1i | −90.4 (5) | C8—C9—C10—C11 | 1.3 (12) |
O4—Ru1—O3—C1i | 88.0 (5) | C9—C10—C11—C12 | −0.7 (12) |
Ru1i—Ru1—O3—C1i | −0.7 (4) | C10—C11—C12—C13 | −0.3 (11) |
N1—Ru1—O3—C1i | 179.1 (5) | C5—N1—C13—C12 | −179.6 (6) |
O3—Ru1—O4—C3i | −87.1 (5) | Ru1—N1—C13—C12 | 4.7 (8) |
O1—Ru1—O4—C3i | 91.4 (5) | C5—N1—C13—C8 | 0.4 (8) |
Ru1i—Ru1—O4—C3i | 2.0 (5) | Ru1—N1—C13—C8 | −175.3 (4) |
N1—Ru1—O4—C3i | −179.7 (5) | C11—C12—C13—N1 | −179.2 (6) |
O2—Ru1—N1—C5 | 48.0 (4) | C11—C12—C13—C8 | 0.8 (9) |
O3—Ru1—N1—C5 | 137.5 (4) | C7—C8—C13—N1 | 0.2 (8) |
O1—Ru1—N1—C5 | −41.6 (5) | C9—C8—C13—N1 | 179.8 (6) |
O4—Ru1—N1—C5 | −130.5 (4) | C7—C8—C13—C12 | −179.8 (6) |
O2—Ru1—N1—C13 | −136.2 (5) | C9—C8—C13—C12 | −0.2 (9) |
O3—Ru1—N1—C13 | −46.7 (5) | C14iii—C18—C17—C16 | 3 (2) |
O1—Ru1—N1—C13 | 134.2 (5) | C15—C16—C17—C18 | 178.2 (13) |
O4—Ru1—N1—C13 | 45.4 (5) | C16iii—C16—C17—C18 | −2 (2) |
Ru1—O1—C1—O3i | −1.3 (8) | C18iii—C14—C15—C16 | −1 (2) |
Ru1—O1—C1—C2 | 179.8 (5) | C17—C16—C15—C14 | 179.4 (11) |
Ru1—O2—C3—O4i | 0.4 (9) | C16iii—C16—C15—C14 | −1 (2) |
Ru1—O2—C3—C4 | −178.5 (5) |
Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+2, −y, −z+1; (iii) −x+2, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C5—H5···O1 | 0.93 | 2.71 | 3.150 (7) | 110 |
C5—H5···O2 | 0.93 | 2.79 | 3.261 (8) | 112 |
C12—H12···O3 | 0.93 | 2.48 | 3.199 (9) | 135 |
C12—H12···O4 | 0.93 | 2.61 | 3.218 (8) | 124 |
Experimental details
Crystal data | |
Chemical formula | [Ru(C2H3O2)4(C9H7N)2]PF6·C9H7N |
Mr | 970.75 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 12.180 (7), 10.980 (3), 7.729 (3) |
α, β, γ (°) | 99.75 (1), 108.70 (2), 79.0 (3) |
V (Å3) | 954.6 (11) |
Z | 1 |
Radiation type | Cu Kα |
µ (mm−1) | 7.54 |
Crystal size (mm) | 0.55 × 0.35 × 0.30 |
Data collection | |
Diffractometer | Rigaku AFC-5R diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.446, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 3253, 3089, 2555 |
Rint | 0.078 |
(sin θ/λ)max (Å−1) | 0.587 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.131, 1.05 |
No. of reflections | 3089 |
No. of parameters | 260 |
No. of restraints | 61 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.10, −0.71 |
Computer programs: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1994), MSC/AFC Diffractometer Control Software, TEXSAN for Windows (Molecular Structure Corporation, 1997-1999), SIR92 (Altomare et al., 1994), SHELXL97 (Sheldrick, 1997), TEXSAN for Windows, SHELXL97.
Ru1—O2 | 2.020 (5) | Ru1—O4 | 2.021 (5) |
Ru1—O3 | 2.020 (5) | Ru1—Ru1i | 2.2816 (17) |
Ru1—O1 | 2.020 (5) | Ru1—N1 | 2.323 (5) |
O2—Ru1—O3 | 89.5 (2) | Ru1i—Ru1—N1 | 178.24 (13) |
O3—Ru1—O1 | 178.2 (4) | C1—O1—Ru1 | 119.8 (4) |
O3—Ru1—O4 | 92.0 (2) | C1i—O3—Ru1 | 119.8 (4) |
O2—Ru1—Ru1i | 89.6 (2) | C5—N1—C13 | 118.4 (5) |
O1—Ru1—Ru1i | 89.4 (2) | C5—N1—Ru1 | 114.6 (5) |
O2—Ru1—N1 | 90.5 (3) | C13—N1—Ru1 | 126.9 (4) |
O1—Ru1—N1 | 88.9 (2) |
Symmetry code: (i) −x+1, −y, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
C5—H5···O1 | 0.93 | 2.71 | 3.150 (7) | 110.2 |
C5—H5···O2 | 0.93 | 2.79 | 3.261 (8) | 112.2 |
C12—H12···O3 | 0.93 | 2.48 | 3.199 (9) | 134.6 |
C12—H12···O4 | 0.93 | 2.61 | 3.218 (8) | 123.8 |
Only a few N-donor heterocycle axial diadducts of diruthenium(II,III) tetracarboxylate, [Ru2(O2CR)4(N-heterocycle)2]X (R = alkyl or aryl, X = counter-ion), have been structurally characterized. Most of these involve pyridine or pyridine derivatives (Cotton et al., 1998; Vamvounis et al., 2000) and one example of biological relevance employing 2-methylimidazole as the axial ligand (Sudha & Chakravarty, 1998). This latter complex displayed a weak intermolecular hydrogen bonding interaction between the non-bound nitrogen and an oxygen on the perchlorate counterion.
As Ru2(O2CR)4Cl (R = CH3 and CH2CH3) complexes have shown small but significant antitumor activity (Keppler et al., 1989), we sought to investigate the binding of various nucleoside bases to the diruthenium(II,III) tetracarboxylate core and focus on the structural aspects of this binding, in particular, any intramolcular hydrogen bonding. In addition to looking at nucleoside base adducts, we wanted to study similar and simpler diadducts that were soluble in non-aqueous media. Molecule (I) is one such complex. While it contains typical Ru—Ru, Ru—O and Ru—N bond lengths and angles (Table 1), it displays trans-oriented axially bound quinoline rings with weak intramolecular interactions between the acetate O atoms and C—H bonds of bound quinolines. Four of these are given in Table 2, the strongest of which is C12—H12···O3.