Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807058576/bt2611sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807058576/bt2611Isup2.hkl |
CCDC reference: 662850
The complex was prepared by adding the pyridine salt of 8-hydroxy-2-methyl-quinoline-7-carbodithioic acid to the solution of [RuCl2(PPh3)3] in methanol (100 ml). The reaction mixture was refluxed by 3 h. The crystals of (I) were obtained by slow evaporation of the methanol solution of the complex.
Usage of pyridine instead of its salt leads to [RuCl2(pyridine)4] (Wong and Lau, 1994), thus usage of salt is important.
All hydrogen atoms were placed in calculated positions and were refined as riding on their parent atom with fixed U values [Uiso(H) = 1.2Ueq(C)].
Data collection: CrysAlis CCD (Kuma, 2000); cell refinement: CrysAlis RED (Kuma, 2000); data reduction: CrysAlis RED (Kuma, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL/PC (Sheldrick, 1990b); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997) and PLATON (Spek, 2003).
Fig. 1. Molecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen atoms are omitted for clarity. |
[RuCl2(C5H5N)3(C18H15P)] | Z = 2 |
Mr = 671.54 | F(000) = 684 |
Triclinic, P1 | Dx = 1.542 Mg m−3 Dm = 1.54 Mg m−3 Dm measured by Berman density torsion balance |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.5807 (1) Å | Cell parameters from 7117 reflections |
b = 10.1447 (1) Å | θ = 3–20° |
c = 16.9834 (2) Å | µ = 0.81 mm−1 |
α = 78.927 (1)° | T = 291 K |
β = 85.539 (1)° | Prism, yellow |
γ = 89.174 (1)° | 0.37 × 0.37 × 0.37 mm |
V = 1446.46 (3) Å3 |
Kuma KM4 CCD diffractometer | 5119 independent reflections |
Radiation source: fine-focus sealed tube | 4735 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
Detector resolution: 1048576 pixels mm-1 | θmax = 25.1°, θmin = 2.1° |
ω scans | h = −10→10 |
Absorption correction: numerical (X-RED; Stoe & Cie,1999) | k = −9→12 |
Tmin = 0.720, Tmax = 0.740 | l = −20→20 |
14401 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)] = 0.019 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.052 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.028P)2 + 0.5954P] where P = (Fo2 + 2Fc2)/3 |
5119 reflections | (Δ/σ)max = 0.001 |
361 parameters | Δρmax = 0.28 e Å−3 |
0 restraints | Δρmin = −0.61 e Å−3 |
[RuCl2(C5H5N)3(C18H15P)] | γ = 89.174 (1)° |
Mr = 671.54 | V = 1446.46 (3) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.5807 (1) Å | Mo Kα radiation |
b = 10.1447 (1) Å | µ = 0.81 mm−1 |
c = 16.9834 (2) Å | T = 291 K |
α = 78.927 (1)° | 0.37 × 0.37 × 0.37 mm |
β = 85.539 (1)° |
Kuma KM4 CCD diffractometer | 5119 independent reflections |
Absorption correction: numerical (X-RED; Stoe & Cie,1999) | 4735 reflections with I > 2σ(I) |
Tmin = 0.720, Tmax = 0.740 | Rint = 0.019 |
14401 measured reflections |
R[F2 > 2σ(F2)] = 0.019 | 0 restraints |
wR(F2) = 0.052 | H-atom parameters constrained |
S = 1.07 | Δρmax = 0.28 e Å−3 |
5119 reflections | Δρmin = −0.61 e Å−3 |
361 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. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Ru1 | 0.616943 (15) | 0.517519 (12) | 0.720182 (8) | 0.02183 (5) | |
Cl1 | 0.78369 (5) | 0.48535 (5) | 0.82957 (3) | 0.03334 (10) | |
Cl2 | 0.44394 (5) | 0.58568 (4) | 0.61271 (3) | 0.03378 (10) | |
P1 | 0.50574 (5) | 0.31054 (4) | 0.77488 (3) | 0.02394 (10) | |
C1 | 0.4244 (2) | 0.20909 (17) | 0.70880 (11) | 0.0278 (4) | |
C2 | 0.4343 (2) | 0.25245 (18) | 0.62632 (11) | 0.0317 (4) | |
H2 | 0.4719 | 0.3382 | 0.6044 | 0.038* | |
C3 | 0.3892 (2) | 0.1701 (2) | 0.57575 (12) | 0.0374 (4) | |
H3 | 0.3985 | 0.2000 | 0.5203 | 0.045* | |
C4 | 0.3307 (2) | 0.0442 (2) | 0.60780 (13) | 0.0412 (5) | |
H4 | 0.2993 | −0.0109 | 0.5741 | 0.049* | |
C5 | 0.3188 (3) | −0.0001 (2) | 0.68980 (13) | 0.0427 (5) | |
H5 | 0.2783 | −0.0851 | 0.7115 | 0.051* | |
C6 | 0.3664 (2) | 0.08047 (18) | 0.73990 (12) | 0.0373 (4) | |
H6 | 0.3597 | 0.0488 | 0.7952 | 0.045* | |
C7 | 0.6369 (2) | 0.17868 (17) | 0.82475 (11) | 0.0289 (4) | |
C8 | 0.6343 (3) | 0.1353 (2) | 0.90699 (12) | 0.0426 (5) | |
H8 | 0.5659 | 0.1751 | 0.9406 | 0.051* | |
C9 | 0.7321 (3) | 0.0333 (2) | 0.94012 (14) | 0.0535 (6) | |
H9 | 0.7277 | 0.0046 | 0.9957 | 0.064* | |
C10 | 0.8345 (3) | −0.0252 (2) | 0.89218 (16) | 0.0571 (6) | |
H10 | 0.9018 | −0.0921 | 0.9147 | 0.069* | |
C11 | 0.8376 (3) | 0.0153 (3) | 0.81022 (16) | 0.0623 (7) | |
H11 | 0.9063 | −0.0251 | 0.7770 | 0.075* | |
C12 | 0.7388 (3) | 0.1161 (2) | 0.77697 (13) | 0.0469 (5) | |
H12 | 0.7411 | 0.1421 | 0.7213 | 0.056* | |
C13 | 0.3515 (2) | 0.31553 (17) | 0.85465 (10) | 0.0288 (4) | |
C14 | 0.3886 (2) | 0.37404 (18) | 0.91916 (11) | 0.0351 (4) | |
H14 | 0.4906 | 0.4016 | 0.9218 | 0.042* | |
C15 | 0.2764 (3) | 0.3912 (2) | 0.97845 (12) | 0.0457 (5) | |
H15 | 0.3030 | 0.4286 | 1.0215 | 0.055* | |
C16 | 0.1246 (3) | 0.3530 (2) | 0.97428 (14) | 0.0539 (6) | |
H16 | 0.0482 | 0.3667 | 1.0138 | 0.065* | |
C17 | 0.0857 (3) | 0.2945 (2) | 0.91187 (15) | 0.0507 (6) | |
H17 | −0.0166 | 0.2671 | 0.9099 | 0.061* | |
C18 | 0.1980 (2) | 0.2761 (2) | 0.85205 (12) | 0.0380 (4) | |
H18 | 0.1705 | 0.2370 | 0.8098 | 0.046* | |
N1 | 0.46188 (17) | 0.62309 (14) | 0.78690 (9) | 0.0270 (3) | |
C19 | 0.5158 (2) | 0.70417 (18) | 0.83268 (11) | 0.0326 (4) | |
H19 | 0.6233 | 0.7149 | 0.8323 | 0.039* | |
C20 | 0.4199 (3) | 0.7718 (2) | 0.87986 (12) | 0.0425 (5) | |
H20 | 0.4622 | 0.8272 | 0.9104 | 0.051* | |
C21 | 0.2598 (3) | 0.7566 (2) | 0.88150 (13) | 0.0477 (5) | |
H21 | 0.1926 | 0.7992 | 0.9143 | 0.057* | |
C22 | 0.2026 (2) | 0.6768 (2) | 0.83332 (12) | 0.0401 (5) | |
H22 | 0.0954 | 0.6661 | 0.8321 | 0.048* | |
C23 | 0.3050 (2) | 0.61331 (18) | 0.78716 (11) | 0.0312 (4) | |
H23 | 0.2646 | 0.5608 | 0.7543 | 0.037* | |
N2 | 0.73976 (17) | 0.70292 (14) | 0.67324 (9) | 0.0283 (3) | |
C24 | 0.6679 (2) | 0.81775 (18) | 0.64484 (11) | 0.0359 (4) | |
H24 | 0.5593 | 0.8190 | 0.6471 | 0.043* | |
C25 | 0.7482 (3) | 0.9347 (2) | 0.61224 (13) | 0.0479 (5) | |
H25 | 0.6943 | 1.0132 | 0.5934 | 0.057* | |
C26 | 0.9085 (3) | 0.9341 (2) | 0.60793 (14) | 0.0535 (6) | |
H26 | 0.9651 | 1.0116 | 0.5856 | 0.064* | |
C27 | 0.9833 (3) | 0.8172 (2) | 0.63714 (14) | 0.0477 (5) | |
H27 | 1.0919 | 0.8140 | 0.6349 | 0.057* | |
C28 | 0.8966 (2) | 0.7047 (2) | 0.66977 (12) | 0.0364 (4) | |
H28 | 0.9487 | 0.6261 | 0.6904 | 0.044* | |
N3 | 0.78249 (16) | 0.42674 (13) | 0.64618 (8) | 0.0252 (3) | |
C29 | 0.7641 (2) | 0.4297 (2) | 0.56892 (11) | 0.0345 (4) | |
H29 | 0.6772 | 0.4737 | 0.5469 | 0.041* | |
C30 | 0.8668 (2) | 0.3711 (2) | 0.51992 (13) | 0.0441 (5) | |
H30 | 0.8473 | 0.3731 | 0.4666 | 0.053* | |
C31 | 0.9988 (3) | 0.3094 (2) | 0.55034 (13) | 0.0462 (5) | |
H31 | 1.0703 | 0.2691 | 0.5184 | 0.055* | |
C32 | 1.0214 (3) | 0.3092 (2) | 0.62922 (14) | 0.0490 (5) | |
H32 | 1.1105 | 0.2700 | 0.6515 | 0.059* | |
C33 | 0.9122 (2) | 0.3669 (2) | 0.67520 (13) | 0.0420 (5) | |
H33 | 0.9286 | 0.3644 | 0.7289 | 0.050* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru1 | 0.02144 (8) | 0.02457 (8) | 0.02026 (8) | 0.00073 (5) | −0.00374 (5) | −0.00545 (5) |
Cl1 | 0.0321 (2) | 0.0429 (2) | 0.0281 (2) | 0.00523 (19) | −0.01118 (18) | −0.01125 (18) |
Cl2 | 0.0348 (2) | 0.0379 (2) | 0.0301 (2) | 0.00577 (18) | −0.01235 (19) | −0.00677 (18) |
P1 | 0.0261 (2) | 0.0258 (2) | 0.0202 (2) | −0.00026 (17) | −0.00340 (17) | −0.00459 (16) |
C1 | 0.0280 (9) | 0.0282 (9) | 0.0281 (9) | −0.0015 (7) | −0.0052 (7) | −0.0064 (7) |
C2 | 0.0344 (10) | 0.0316 (9) | 0.0287 (10) | −0.0058 (8) | −0.0021 (8) | −0.0042 (7) |
C3 | 0.0419 (11) | 0.0454 (11) | 0.0265 (10) | −0.0058 (9) | −0.0037 (8) | −0.0095 (8) |
C4 | 0.0449 (12) | 0.0423 (11) | 0.0414 (12) | −0.0088 (9) | −0.0085 (9) | −0.0180 (9) |
C5 | 0.0531 (13) | 0.0302 (10) | 0.0451 (12) | −0.0126 (9) | −0.0085 (10) | −0.0054 (8) |
C6 | 0.0488 (12) | 0.0318 (10) | 0.0304 (10) | −0.0068 (8) | −0.0080 (9) | −0.0012 (8) |
C7 | 0.0309 (9) | 0.0259 (9) | 0.0305 (9) | 0.0001 (7) | −0.0073 (7) | −0.0051 (7) |
C8 | 0.0480 (12) | 0.0472 (12) | 0.0313 (11) | 0.0115 (10) | −0.0067 (9) | −0.0039 (9) |
C9 | 0.0639 (15) | 0.0539 (13) | 0.0392 (13) | 0.0129 (12) | −0.0143 (11) | 0.0035 (10) |
C10 | 0.0589 (15) | 0.0454 (13) | 0.0642 (16) | 0.0213 (11) | −0.0177 (12) | 0.0004 (11) |
C11 | 0.0671 (16) | 0.0594 (15) | 0.0599 (16) | 0.0329 (13) | −0.0034 (13) | −0.0131 (12) |
C12 | 0.0564 (13) | 0.0479 (12) | 0.0354 (11) | 0.0176 (10) | −0.0030 (10) | −0.0071 (9) |
C13 | 0.0311 (9) | 0.0290 (9) | 0.0234 (9) | 0.0040 (7) | 0.0006 (7) | 0.0009 (7) |
C14 | 0.0438 (11) | 0.0333 (10) | 0.0269 (10) | 0.0037 (8) | −0.0010 (8) | −0.0033 (7) |
C15 | 0.0650 (15) | 0.0422 (11) | 0.0264 (10) | 0.0116 (10) | 0.0066 (10) | −0.0028 (8) |
C16 | 0.0561 (14) | 0.0520 (13) | 0.0424 (13) | 0.0174 (11) | 0.0208 (11) | 0.0076 (10) |
C17 | 0.0323 (11) | 0.0548 (13) | 0.0547 (14) | 0.0050 (10) | 0.0076 (10) | 0.0101 (11) |
C18 | 0.0322 (10) | 0.0407 (11) | 0.0380 (11) | 0.0022 (8) | −0.0028 (8) | 0.0001 (8) |
N1 | 0.0302 (8) | 0.0258 (7) | 0.0245 (7) | 0.0019 (6) | −0.0021 (6) | −0.0037 (6) |
C19 | 0.0369 (10) | 0.0318 (9) | 0.0294 (10) | 0.0015 (8) | −0.0035 (8) | −0.0062 (7) |
C20 | 0.0576 (13) | 0.0388 (11) | 0.0329 (11) | 0.0056 (9) | −0.0019 (9) | −0.0127 (8) |
C21 | 0.0517 (13) | 0.0481 (12) | 0.0414 (12) | 0.0135 (10) | 0.0112 (10) | −0.0104 (10) |
C22 | 0.0327 (10) | 0.0430 (11) | 0.0396 (11) | 0.0058 (8) | 0.0049 (9) | 0.0012 (9) |
C23 | 0.0299 (9) | 0.0293 (9) | 0.0323 (10) | 0.0017 (7) | −0.0023 (8) | −0.0007 (7) |
N2 | 0.0303 (8) | 0.0310 (8) | 0.0249 (8) | −0.0040 (6) | 0.0002 (6) | −0.0087 (6) |
C24 | 0.0439 (11) | 0.0320 (10) | 0.0331 (10) | −0.0004 (8) | −0.0043 (8) | −0.0087 (8) |
C25 | 0.0719 (16) | 0.0304 (10) | 0.0417 (12) | −0.0037 (10) | −0.0066 (11) | −0.0068 (9) |
C26 | 0.0670 (16) | 0.0441 (13) | 0.0489 (13) | −0.0274 (11) | 0.0072 (11) | −0.0104 (10) |
C27 | 0.0430 (12) | 0.0523 (13) | 0.0506 (13) | −0.0184 (10) | 0.0042 (10) | −0.0186 (10) |
C28 | 0.0339 (10) | 0.0405 (10) | 0.0372 (11) | −0.0057 (8) | −0.0007 (8) | −0.0138 (8) |
N3 | 0.0240 (7) | 0.0259 (7) | 0.0262 (8) | −0.0011 (6) | −0.0034 (6) | −0.0055 (6) |
C29 | 0.0296 (9) | 0.0437 (11) | 0.0305 (10) | 0.0011 (8) | −0.0028 (8) | −0.0075 (8) |
C30 | 0.0421 (12) | 0.0614 (13) | 0.0307 (11) | 0.0039 (10) | −0.0018 (9) | −0.0144 (10) |
C31 | 0.0420 (12) | 0.0554 (13) | 0.0435 (13) | 0.0097 (10) | 0.0042 (10) | −0.0192 (10) |
C32 | 0.0413 (12) | 0.0644 (14) | 0.0443 (13) | 0.0227 (11) | −0.0097 (10) | −0.0174 (11) |
C33 | 0.0396 (11) | 0.0546 (12) | 0.0347 (11) | 0.0144 (9) | −0.0094 (9) | −0.0144 (9) |
Ru1—N1 | 2.0956 (14) | C16—H16 | 0.9300 |
Ru1—N3 | 2.1389 (14) | C17—C18 | 1.382 (3) |
Ru1—N2 | 2.1527 (14) | C17—H17 | 0.9300 |
Ru1—P1 | 2.3137 (4) | C18—H18 | 0.9300 |
Ru1—Cl1 | 2.4026 (4) | N1—C19 | 1.345 (2) |
Ru1—Cl2 | 2.4331 (4) | N1—C23 | 1.350 (2) |
P1—C13 | 1.8260 (18) | C19—C20 | 1.372 (3) |
P1—C1 | 1.8419 (17) | C19—H19 | 0.9300 |
P1—C7 | 1.8557 (18) | C20—C21 | 1.382 (3) |
C1—C2 | 1.381 (3) | C20—H20 | 0.9300 |
C1—C6 | 1.394 (3) | C21—C22 | 1.377 (3) |
C2—C3 | 1.387 (3) | C21—H21 | 0.9300 |
C2—H2 | 0.9300 | C22—C23 | 1.368 (3) |
C3—C4 | 1.374 (3) | C22—H22 | 0.9300 |
C3—H3 | 0.9300 | C23—H23 | 0.9300 |
C4—C5 | 1.375 (3) | N2—C24 | 1.334 (2) |
C4—H4 | 0.9300 | N2—C28 | 1.343 (2) |
C5—C6 | 1.375 (3) | C24—C25 | 1.379 (3) |
C5—H5 | 0.9300 | C24—H24 | 0.9300 |
C6—H6 | 0.9300 | C25—C26 | 1.372 (3) |
C7—C12 | 1.377 (3) | C25—H25 | 0.9300 |
C7—C8 | 1.380 (3) | C26—C27 | 1.366 (3) |
C8—C9 | 1.384 (3) | C26—H26 | 0.9300 |
C8—H8 | 0.9300 | C27—C28 | 1.372 (3) |
C9—C10 | 1.358 (3) | C27—H27 | 0.9300 |
C9—H9 | 0.9300 | C28—H28 | 0.9300 |
C10—C11 | 1.372 (4) | N3—C29 | 1.328 (2) |
C10—H10 | 0.9300 | N3—C33 | 1.342 (2) |
C11—C12 | 1.382 (3) | C29—C30 | 1.373 (3) |
C11—H11 | 0.9300 | C29—H29 | 0.9300 |
C12—H12 | 0.9300 | C30—C31 | 1.373 (3) |
C13—C18 | 1.389 (3) | C30—H30 | 0.9300 |
C13—C14 | 1.401 (3) | C31—C32 | 1.368 (3) |
C14—C15 | 1.372 (3) | C31—H31 | 0.9300 |
C14—H14 | 0.9300 | C32—C33 | 1.370 (3) |
C15—C16 | 1.375 (3) | C32—H32 | 0.9300 |
C15—H15 | 0.9300 | C33—H33 | 0.9300 |
C16—C17 | 1.375 (4) | ||
N1—Ru1—N3 | 174.89 (5) | C16—C15—H15 | 120.0 |
N1—Ru1—N2 | 88.61 (5) | C17—C16—C15 | 120.1 (2) |
N3—Ru1—N2 | 86.42 (5) | C17—C16—H16 | 119.9 |
N1—Ru1—P1 | 94.11 (4) | C15—C16—H16 | 119.9 |
N3—Ru1—P1 | 90.94 (4) | C16—C17—C18 | 120.3 (2) |
N2—Ru1—P1 | 174.89 (4) | C16—C17—H17 | 119.8 |
N1—Ru1—Cl1 | 88.58 (4) | C18—C17—H17 | 119.8 |
N3—Ru1—Cl1 | 92.37 (4) | C17—C18—C13 | 120.4 (2) |
N2—Ru1—Cl1 | 87.44 (4) | C17—C18—H18 | 119.8 |
P1—Ru1—Cl1 | 88.298 (16) | C13—C18—H18 | 119.8 |
N1—Ru1—Cl2 | 85.00 (4) | C19—N1—C23 | 116.58 (15) |
N3—Ru1—Cl2 | 93.51 (4) | C19—N1—Ru1 | 120.66 (12) |
N2—Ru1—Cl2 | 86.29 (4) | C23—N1—Ru1 | 122.75 (12) |
P1—Ru1—Cl2 | 98.252 (16) | N1—C19—C20 | 123.20 (18) |
Cl1—Ru1—Cl2 | 171.122 (16) | N1—C19—H19 | 118.4 |
C13—P1—C1 | 104.93 (8) | C20—C19—H19 | 118.4 |
C13—P1—C7 | 101.78 (8) | C19—C20—C21 | 119.29 (19) |
C1—P1—C7 | 96.49 (8) | C19—C20—H20 | 120.4 |
C13—P1—Ru1 | 114.03 (6) | C21—C20—H20 | 120.4 |
C1—P1—Ru1 | 119.86 (6) | C22—C21—C20 | 118.23 (19) |
C7—P1—Ru1 | 116.92 (6) | C22—C21—H21 | 120.9 |
C2—C1—C6 | 118.14 (16) | C20—C21—H21 | 120.9 |
C2—C1—P1 | 120.84 (13) | C23—C22—C21 | 119.32 (19) |
C6—C1—P1 | 120.67 (14) | C23—C22—H22 | 120.3 |
C1—C2—C3 | 121.03 (17) | C21—C22—H22 | 120.3 |
C1—C2—H2 | 119.5 | N1—C23—C22 | 123.31 (18) |
C3—C2—H2 | 119.5 | N1—C23—H23 | 118.3 |
C4—C3—C2 | 119.82 (18) | C22—C23—H23 | 118.3 |
C4—C3—H3 | 120.1 | C24—N2—C28 | 117.26 (16) |
C2—C3—H3 | 120.1 | C24—N2—Ru1 | 123.23 (13) |
C3—C4—C5 | 119.91 (17) | C28—N2—Ru1 | 119.49 (12) |
C3—C4—H4 | 120.0 | N2—C24—C25 | 122.68 (19) |
C5—C4—H4 | 120.0 | N2—C24—H24 | 118.7 |
C6—C5—C4 | 120.30 (18) | C25—C24—H24 | 118.7 |
C6—C5—H5 | 119.8 | C26—C25—C24 | 119.3 (2) |
C4—C5—H5 | 119.8 | C26—C25—H25 | 120.4 |
C5—C6—C1 | 120.78 (18) | C24—C25—H25 | 120.4 |
C5—C6—H6 | 119.6 | C27—C26—C25 | 118.5 (2) |
C1—C6—H6 | 119.6 | C27—C26—H26 | 120.7 |
C12—C7—C8 | 117.71 (17) | C25—C26—H26 | 120.7 |
C12—C7—P1 | 118.27 (14) | C26—C27—C28 | 119.4 (2) |
C8—C7—P1 | 123.96 (15) | C26—C27—H27 | 120.3 |
C7—C8—C9 | 121.0 (2) | C28—C27—H27 | 120.3 |
C7—C8—H8 | 119.5 | N2—C28—C27 | 122.9 (2) |
C9—C8—H8 | 119.5 | N2—C28—H28 | 118.6 |
C10—C9—C8 | 120.5 (2) | C27—C28—H28 | 118.6 |
C10—C9—H9 | 119.7 | C29—N3—C33 | 116.77 (16) |
C8—C9—H9 | 119.7 | C29—N3—Ru1 | 121.74 (12) |
C9—C10—C11 | 119.4 (2) | C33—N3—Ru1 | 121.47 (12) |
C9—C10—H10 | 120.3 | N3—C29—C30 | 123.32 (18) |
C11—C10—H10 | 120.3 | N3—C29—H29 | 118.3 |
C10—C11—C12 | 120.1 (2) | C30—C29—H29 | 118.3 |
C10—C11—H11 | 119.9 | C29—C30—C31 | 119.41 (19) |
C12—C11—H11 | 119.9 | C29—C30—H30 | 120.3 |
C7—C12—C11 | 121.2 (2) | C31—C30—H30 | 120.3 |
C7—C12—H12 | 119.4 | C32—C31—C30 | 117.79 (19) |
C11—C12—H12 | 119.4 | C32—C31—H31 | 121.1 |
C18—C13—C14 | 118.24 (18) | C30—C31—H31 | 121.1 |
C18—C13—P1 | 124.34 (14) | C31—C32—C33 | 119.72 (19) |
C14—C13—P1 | 117.18 (14) | C31—C32—H32 | 120.1 |
C15—C14—C13 | 120.9 (2) | C33—C32—H32 | 120.1 |
C15—C14—H14 | 119.6 | N3—C33—C32 | 122.95 (19) |
C13—C14—H14 | 119.6 | N3—C33—H33 | 118.5 |
C14—C15—C16 | 120.0 (2) | C32—C33—H33 | 118.5 |
C14—C15—H15 | 120.0 |
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···Cl2 | 0.93 | 2.55 | 3.3456 (18) | 144 |
C19—H19···Cl1 | 0.93 | 2.69 | 3.1771 (19) | 113 |
C23—H23···Cl2 | 0.93 | 2.72 | 3.1681 (19) | 110 |
C24—H24···Cl2 | 0.93 | 2.76 | 3.2128 (19) | 111 |
C28—H28···Cl1 | 0.93 | 2.81 | 3.254 (2) | 111 |
C29—H29···Cl2 | 0.93 | 2.57 | 3.257 (2) | 131 |
C33—H33···Cl1 | 0.93 | 2.53 | 3.203 (2) | 129 |
Experimental details
Crystal data | |
Chemical formula | [RuCl2(C5H5N)3(C18H15P)] |
Mr | 671.54 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 291 |
a, b, c (Å) | 8.5807 (1), 10.1447 (1), 16.9834 (2) |
α, β, γ (°) | 78.927 (1), 85.539 (1), 89.174 (1) |
V (Å3) | 1446.46 (3) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.81 |
Crystal size (mm) | 0.37 × 0.37 × 0.37 |
Data collection | |
Diffractometer | Kuma KM4 CCD diffractometer |
Absorption correction | Numerical (X-RED; Stoe & Cie,1999) |
Tmin, Tmax | 0.720, 0.740 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 14401, 5119, 4735 |
Rint | 0.019 |
(sin θ/λ)max (Å−1) | 0.596 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.019, 0.052, 1.07 |
No. of reflections | 5119 |
No. of parameters | 361 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.28, −0.61 |
Computer programs: CrysAlis CCD (Kuma, 2000), CrysAlis RED (Kuma, 2000), SHELXS97 (Sheldrick, 1990a), XP in SHELXTL/PC (Sheldrick, 1990b), SHELXL97 (Sheldrick, 1997) and PLATON (Spek, 2003).
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···Cl2 | 0.93 | 2.55 | 3.3456 (18) | 144.0 |
C19—H19···Cl1 | 0.93 | 2.69 | 3.1771 (19) | 113.1 |
C23—H23···Cl2 | 0.93 | 2.72 | 3.1681 (19) | 110.3 |
C24—H24···Cl2 | 0.93 | 2.76 | 3.2128 (19) | 111.1 |
C28—H28···Cl1 | 0.93 | 2.81 | 3.254 (2) | 110.8 |
C29—H29···Cl2 | 0.93 | 2.57 | 3.257 (2) | 130.8 |
C33—H33···Cl1 | 0.93 | 2.53 | 3.203 (2) | 129.4 |
In the Cambridge Structural Database (Version 5.28 + 3 updates, 01–2007, 05–2007, 08–2007; Allen, 2002) can be found 213 ruthenium complexes containing pyridine (py) in inner coordination sphere (1 compound containing 6 py molecules, 30 compounds containing 5 py molecules, 14 compounds containing 3 py molecules, 55 compounds containing 2 py molecules and 113 compounds containing 1 py molecule), but title compound (I) is the first reported structure containing 3 py molecules and PPh3 subsituent bonded to Ru cation. Additionally, (I) is the first known structure of compound having 3 py molecules and trans arranged halogen atoms.
All intramolecular distances and angles in (I) (Fig. 1) can be considered normal. All atoms lie in general positions. The planes of the phenyl rings of the triphenylphosphine substituent are inclined at 67.93 (6), 67.28 (6) and 59.54 (7)° respectively for pairs of rings indicated by C1/C7, C7/C13 and C1/C13 atoms. The close to planarity pyridine rings are inclined at 66.04 (5), 81.63 (7) and 45.23 (8)° respectively for pairs of rings containing N1/N2, N2/N3 and N1/N3 atoms. The Ru1 atom deviates by 0.098 (3), 0.092 (3) and 0.005 (3) Å from weighted lest squares planes of pyridine rings indicated respectively by N1, N2 and N3 atoms. In the structure can be found several intramolecular C—H···O short contacts (Table 1) which, according to Desiraju & Steiner (1999), can be classified as weak hydrogen bonds. In the structure can not be found any unusual intermolecular interactions.