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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 66| Part 9| September 2010| Pages m1150-m1151
https://doi.org/10.1107/S160053681003093X

Bis([μ-bis­­(di­phenyl­phosphino)methane-1:2κ2P:P′]nona­carbonyl-1κ3C,2κ3C,3κ3C-{tris­­[4-(methyl­sulfan­yl)phen­yl]arsine-3κAs}-triangulo-triruthenium(0)) di­chloro­methane monosolvate

Omar bin Shawkataly,a*‡ Imthyaz Ahmed Khan,a§ Siti Syaida Sirat,a Chin Sing Yeapb and Hoong-Kun Funb‡‡

aChemical Sciences Programme, School of Distance Education, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia, and bX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
*Correspondence e-mail: omarsa@usm.my

(Received 27 July 2010; accepted 3 August 2010; online 21 August 2010)

The asymmetric unit of the title triangulo-triruthenium compound, 2[Ru3(C21H21AsS3)(C25H22P2)(CO)9]·CH2Cl2, consists of one triangulo-triruthenium complex mol­ecule and one half of a dichloro­methane mol­ecule which lies across a crystallographic inversion center, leading to the disorder of this mol­ecule over two positions of equal occupancy. The bis­(diphenyl­phosphino)methane ligand bridges an Ru—Ru bond and the monodentate arsine ligand bonds to the third Ru atom. Both the arsine and phosphine ligands are equatorial with respect to the Ru3 triangle. Each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The three arsine-substituted benzene rings make dihedral angles of 82.69 (9), 70.43 (9) and 89.45 (9)° with each other. The dihedral angles between the two benzene rings are 85.14 (11) and 77.61 (10)° for the two diphenyl­phosphino groups. In the crystal packing, mol­ecules are linked together into dimers via inter­molecular C—H⋯O hydrogen bonds and these dimers are stacked along the a axis. Weak inter­molecular C—H⋯π inter­actions are also present.

Related literature

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985[Bruce, M. I., Shawkataly, O. bin. & Williams, M. L. (1985). J. Organomet. Chem. 287, 127-131.]); Bruce, Liddell, Hughes et al. (1988[Bruce, M. I., Liddell, M. J., Hughes, C. A., Patrick, J. M., Skelton, B. W. & White, A. H. (1988). J. Organomet. Chem. 347, 181-205.]); Bruce, Liddell, Shawkataly et al. (1988[Bruce, M. I., Liddell, M. J., Shawkataly, O. bin., Hughes, C. A., Skelton, B. W. & White, A. H. (1988). J. Organomet. Chem. 347, 207-235.]). For related structures, see: Shawkataly et al. (1998[Shawkataly, O. bin., Ramalingam, K., Lee, S. T., Parameswary, M., Fun, H.-K. & Sivakumar, K. (1998). Polyhedron, 17, 1211-1216.], 2004[Shawkataly, O. bin, Ramalingam, K., Fun, H.-K., Abdul Rahman, A. & Razak, I. A. (2004). J. Cluster Sci. 15, 387-394.], 2010[Shawkataly, O. bin, Khan, I. A., Sirat, S. S., Yeap, C. S. & Fun, H.-K. (2010). Acta Cryst. E66, m1047-m1048.], 2010a[Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2010a). Acta Cryst. E66, m30-m31.],b[Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2010b). Acta Cryst. E66, m180-m181.]). For the synthesis of bis­(diphenyl­phosphino)methane, see: Bruce et al. (1983[Bruce, M. I., Matisons, J. G. & Nicholson, B. K. (1983). J. Organomet. Chem. 247, 321-343.]). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986[Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.]).

[Scheme 1]

Experimental

Crystal data

  • 2[Ru3(C21H21AsS3)(C25H22P2)(CO)9]·CH2Cl2

  • Mr = 2853.21

  • Triclinic, [P \overline 1]

  • a = 10.8077 (1) Å

  • b = 12.6180 (2) Å

  • c = 20.9478 (3) Å

  • α = 94.539 (1)°

  • β = 98.228 (1)°

  • γ = 103.212 (1)°

  • V = 2733.83 (6) Å3

  • Z = 1

  • Mo Kα radiation

  • μ = 1.70 mm−1

  • T = 100 K

  • 0.36 × 0.31 × 0.15 mm
Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.583, Tmax = 0.786

  • 305620 measured reflections

  • 24183 independent reflections

  • 20753 reflections with I > 2σ(I)

  • Rint = 0.036
Refinement

  • R[F2 > 2σ(F2)] = 0.031

  • wR(F2) = 0.070

  • S = 1.08

  • 24183 reflections

  • 679 parameters

  • H-atom parameters constrained

  • Δρmax = 1.50 e Å−3

  • Δρmin = −1.34 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1, Cg2, Cg3 and Cg4 are the centroids of the C14–C19, C26–C31, C1–C6 and C32–C37 benzene rings, respectively.
D—H⋯A D—H H⋯A D⋯A D—H⋯A
C46—H46C⋯O4i 0.96 2.59 3.401 (3) 142
C11—H11A⋯Cg1ii 0.93 2.91 3.640 (2) 137
C18—H18A⋯Cg2iii 0.93 2.96 3.652 (2) 133
C36—H36A⋯Cg3iv 0.93 2.81 3.687 (2) 157
C45—H45B⋯Cg4v 0.96 2.90 3.760 (3) 150
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) x-1, y, z; (iii) x+1, y, z; (iv) x, y-1, z; (v) -x+1, -y+1, -z.

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S160053681003093X/is2583sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S160053681003093X/is2583Isup2.hkl

checkCIF report


Comment top

Triangulo-triruthenium clusters are known for their interesting structural variations and related catalytic activity. A large number of substituted derivatives, Ru3(CO)12-nLn (L = group 15 ligand) have been reported (Bruce, Liddell, Hughes et al., 1988; Bruce, Liddell, Shawkataly et al., 1988; Bruce et al., 1985). As part of our study on the substitution of transition metal-carbonyl clusters with mixed-ligand complexes, we have published several structures of triangulo-triruthenium-carbonyl clusters containing mixed P/As and P/Sb ligands (Shawkataly et al., 1998, 2004; Shawkataly, Khan, Yeap & Fun, 2010a, b; Shawkataly, Khan, Sirat et al., 2010). Herein we report the synthesis and structure of the title compound.

The asymmetry unit consists of one molecule of triangulo-triruthenium complex and half a molecule of dichloromethane solvent (Fig. 1). The dichloromethane solvent lies across a crystallographic inversion center leading to disorder of this solvent molecule over two positions. The geometric parameters of title compound are comparable to those found in related structures (Shawkataly, Khan, Yeap & Fun, 2010a,b; Shawkataly, Khan, Sirat et al., 2010). The bis(diphenylphosphino)methane ligand bridges the Ru1—Ru2 bond and the monodentate arsine ligand bonds to the Ru3 atom. Both the arsine and phosphine ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The three arsine-substituted benzene rings make dihedral angles (C26–C31/C32–C37, C26–C31/C38–C43 and C32–C37/C38–C43) of 82.69 (9), 70.43 (9) and 89.45 (9)° with each other respectively. The dihedral angles between the two benzene rings (C1–C6/C7–C12 and C14–C19/C20–C25) are 85.14 (11) and 77.61 (10)° for the two diphenylphosphino groups respectively. The methylsulfanyl groups are nearly coplanar with the attached benzene rings [torsion angles C44–S1–C29–C28 = -8.6 (2), C45–S2–C35–C34 = -8.6 (2) and C46–S3–C41–C42 = 14.6 (2)°].

In the crystal packing, the molecules are linked together into dimers via intermolecular C46—H46C···O4 hydrogen bonds (Table 1) and these dimers are stacked along the a axis (Fig. 2). Weak intermolecular C—H···π interactions (Table 1) further stabilize the crystal structure.

Related literature top

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985); Bruce, Liddell, Hughes et al. (1988); Bruce, Liddell, Shawkataly et al. (1988). For related structures, see: Shawkataly et al. (1998, 2004); Shawkataly, Khan, Yeap & Fun (2010, 2010a,b). For the synthesis of bis(diphenylphosphino)methane, see: Bruce et al. (1983). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).

Experimental top

All manipulations were performed under a dry oxygen-free nitrogen atmosphere using standard Schlenk techniques. All solvents were dried over sodium and distilled from sodium benzophenone ketyl under dry oxygen-free nitrogen. Tris(4-(methylsulfanyl)phenyl)arsine was prepared from arsenic trichloride and 4-(methylsulfanyl)phenylmagnesium bromide in tetrahydrofuran and bis(diphenylphosphino)methane (Bruce et al., 1983) was prepared by reported procedure. The title compound was obtained by refluxing equimolar quantities of Ru3(CO)10(µ-Ph2PCH2PPh2) and tris(4-(methylsulfanyl)phenyl)arsine in hexane under nitrogen atmosphere. Crystals suitable for X-ray diffraction were grown by slow solvent / solvent diffusion of CH3OH into CH2Cl2.

Refinement top

All hydrogen atoms were positioned geometrically and refined using a riding model with C—H = 0.93–0.97 Å and Uiso(H) = 1.2 or 1.5 Ueq(C). Rotating group model was applied for the methyl groups. The highest peak and deepest hole in the difference Fourier map are located 0.88 and 0.64 Å, respectively, from atoms C45 and C11.

Structure description top

Triangulo-triruthenium clusters are known for their interesting structural variations and related catalytic activity. A large number of substituted derivatives, Ru3(CO)12-nLn (L = group 15 ligand) have been reported (Bruce, Liddell, Hughes et al., 1988; Bruce, Liddell, Shawkataly et al., 1988; Bruce et al., 1985). As part of our study on the substitution of transition metal-carbonyl clusters with mixed-ligand complexes, we have published several structures of triangulo-triruthenium-carbonyl clusters containing mixed P/As and P/Sb ligands (Shawkataly et al., 1998, 2004; Shawkataly, Khan, Yeap & Fun, 2010a, b; Shawkataly, Khan, Sirat et al., 2010). Herein we report the synthesis and structure of the title compound.

The asymmetry unit consists of one molecule of triangulo-triruthenium complex and half a molecule of dichloromethane solvent (Fig. 1). The dichloromethane solvent lies across a crystallographic inversion center leading to disorder of this solvent molecule over two positions. The geometric parameters of title compound are comparable to those found in related structures (Shawkataly, Khan, Yeap & Fun, 2010a,b; Shawkataly, Khan, Sirat et al., 2010). The bis(diphenylphosphino)methane ligand bridges the Ru1—Ru2 bond and the monodentate arsine ligand bonds to the Ru3 atom. Both the arsine and phosphine ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The three arsine-substituted benzene rings make dihedral angles (C26–C31/C32–C37, C26–C31/C38–C43 and C32–C37/C38–C43) of 82.69 (9), 70.43 (9) and 89.45 (9)° with each other respectively. The dihedral angles between the two benzene rings (C1–C6/C7–C12 and C14–C19/C20–C25) are 85.14 (11) and 77.61 (10)° for the two diphenylphosphino groups respectively. The methylsulfanyl groups are nearly coplanar with the attached benzene rings [torsion angles C44–S1–C29–C28 = -8.6 (2), C45–S2–C35–C34 = -8.6 (2) and C46–S3–C41–C42 = 14.6 (2)°].

In the crystal packing, the molecules are linked together into dimers via intermolecular C46—H46C···O4 hydrogen bonds (Table 1) and these dimers are stacked along the a axis (Fig. 2). Weak intermolecular C—H···π interactions (Table 1) further stabilize the crystal structure.

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985); Bruce, Liddell, Hughes et al. (1988); Bruce, Liddell, Shawkataly et al. (1988). For related structures, see: Shawkataly et al. (1998, 2004); Shawkataly, Khan, Yeap & Fun (2010, 2010a,b). For the synthesis of bis(diphenylphosphino)methane, see: Bruce et al. (1983). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound with 50% probability ellipsoids for non-H atoms. Atoms with suffix A are generated by the symmetry operation (1 - x, -y, 1 - z).
[Figure 2] Fig. 2. The crystal packing of the title compound, viewed down the a axis, showing the molecules link into dimers stacking along a axis. Intermolecular hydrogen bonds are shown as dashed lines and solvent molecule have been omitted for clarity.
Bis([µ-bis(diphenylphosphino)methane-1:2κ2P:P']nonacarbonyl- 1κ3C,2κ3C,3κ3C- {tris[4-(methylsulfanyl)phenyl]arsine-3κAs}-triangulo- triruthenium(0)) dichloromethane monosolvate top
Crystal data top
2[Ru3(C21H21AsS3)(C25H22P2)(CO)9]·CH2Cl2Z = 1
Mr = 2853.21F(000) = 1418
Triclinic, P1Dx = 1.733 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.8077 (1) ÅCell parameters from 9102 reflections
b = 12.6180 (2) Åθ = 2.3–34.9°
c = 20.9478 (3) ŵ = 1.70 mm−1
α = 94.539 (1)°T = 100 K
β = 98.228 (1)°Block, purple
γ = 103.212 (1)°0.36 × 0.31 × 0.15 mm
V = 2733.83 (6) Å3
Data collection top
Bruker SMART APEXII CCD area-detector
diffractometer		24183 independent reflections
Radiation source: fine-focus sealed tube20753 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
φ and ω scansθmax = 35.2°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2009)		h = −17→17
Tmin = 0.583, Tmax = 0.786k = −20→20
305620 measured reflectionsl = −32→33
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.031Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070H-atom parameters constrained
S = 1.08 w = 1/[σ2(Fo2) + (0.021P)2 + 4.6125P]
where P = (Fo2 + 2Fc2)/3
24183 reflections(Δ/σ)max = 0.005
679 parametersΔρmax = 1.50 e Å−3
0 restraintsΔρmin = −1.34 e Å−3
Crystal data top
2[Ru3(C21H21AsS3)(C25H22P2)(CO)9]·CH2Cl2γ = 103.212 (1)°
Mr = 2853.21V = 2733.83 (6) Å3
Triclinic, P1Z = 1
a = 10.8077 (1) ÅMo Kα radiation
b = 12.6180 (2) ŵ = 1.70 mm−1
c = 20.9478 (3) ÅT = 100 K
α = 94.539 (1)°0.36 × 0.31 × 0.15 mm
β = 98.228 (1)°
Data collection top
Bruker SMART APEXII CCD area-detector
diffractometer		24183 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2009)		20753 reflections with I > 2σ(I)
Tmin = 0.583, Tmax = 0.786Rint = 0.036
305620 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0310 restraints
wR(F2) = 0.070H-atom parameters constrained
S = 1.08Δρmax = 1.50 e Å−3
24183 reflectionsΔρmin = −1.34 e Å−3
679 parameters
Special details top

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ru10.789717 (12)1.074563 (10)0.230124 (6)0.01282 (2)
Ru20.955747 (12)1.014066 (10)0.331223 (6)0.01201 (2)
Ru30.732672 (12)0.856245 (10)0.269877 (6)0.01296 (2)
As10.515421 (16)0.749783 (13)0.220967 (8)0.01364 (3)
P10.87864 (4)1.26009 (3)0.26392 (2)0.01301 (7)
P21.10728 (4)1.17749 (3)0.33137 (2)0.01262 (7)
S10.14677 (5)0.91123 (5)−0.00329 (2)0.02511 (9)
S20.53088 (5)0.31201 (4)0.03880 (2)0.02334 (9)
S30.17287 (5)0.55384 (4)0.43536 (2)0.02273 (9)
O10.99444 (14)1.04100 (12)0.14713 (7)0.0213 (2)
O20.61722 (15)1.10054 (13)0.10736 (8)0.0279 (3)
O30.56621 (14)1.07036 (13)0.30652 (8)0.0258 (3)
O40.80979 (13)1.13552 (12)0.41588 (7)0.0218 (3)
O51.06190 (17)0.91808 (14)0.44992 (8)0.0303 (3)
O61.07660 (14)0.86993 (12)0.24560 (7)0.0240 (3)
O70.82395 (15)0.81171 (12)0.14058 (7)0.0254 (3)
O80.85901 (15)0.68341 (12)0.32256 (8)0.0260 (3)
O90.63093 (15)0.90166 (12)0.39677 (7)0.0247 (3)
C10.92078 (17)1.35527 (14)0.20399 (9)0.0167 (3)
C20.96341 (19)1.46840 (15)0.22417 (10)0.0225 (3)
H2A0.97331.49400.26790.027*
C30.9908 (2)1.54212 (17)0.17939 (12)0.0316 (5)
H3A1.01961.61680.19320.038*
C40.9752 (3)1.50426 (19)0.11383 (13)0.0355 (5)
H4A0.99411.55360.08380.043*
C50.9316 (2)1.39300 (19)0.09312 (11)0.0308 (4)
H5A0.91981.36810.04920.037*
C60.9052 (2)1.31822 (16)0.13816 (9)0.0215 (3)
H6A0.87731.24360.12420.026*
C70.77484 (16)1.33157 (13)0.30306 (8)0.0155 (3)
C80.81545 (18)1.40218 (15)0.36071 (9)0.0192 (3)
H8A0.89901.41220.38290.023*
C90.73212 (19)1.45786 (16)0.38536 (9)0.0215 (3)
H9A0.75981.50440.42400.026*
C100.60814 (19)1.44401 (15)0.35230 (10)0.0216 (3)
H10A0.55251.48120.36880.026*
C110.56677 (18)1.37492 (16)0.29474 (10)0.0223 (3)
H11A0.48361.36630.27250.027*
C120.64908 (17)1.31841 (15)0.27014 (9)0.0190 (3)
H12A0.62061.27160.23160.023*
C131.02687 (16)1.29086 (13)0.32548 (8)0.0150 (3)
H13A1.08701.35440.31510.018*
H13B1.00511.30990.36750.018*
C141.20348 (16)1.18633 (14)0.26653 (8)0.0149 (3)
C151.20290 (17)1.26488 (15)0.22314 (9)0.0186 (3)
H15A1.15911.31930.22950.022*
C161.26785 (19)1.26183 (18)0.17042 (10)0.0243 (4)
H16A1.26731.31440.14180.029*
C171.33347 (19)1.18084 (18)0.16030 (10)0.0246 (4)
H17A1.37471.17800.12440.030*
C181.33699 (18)1.10422 (17)0.20416 (9)0.0216 (3)
H18A1.38221.05080.19810.026*
C191.27308 (17)1.10715 (14)0.25718 (9)0.0174 (3)
H19A1.27671.05610.28660.021*
C201.22350 (16)1.22969 (13)0.40601 (8)0.0150 (3)
C211.35464 (18)1.27053 (16)0.40655 (9)0.0208 (3)
H21A1.38711.27040.36780.025*
C221.4378 (2)1.31169 (18)0.46514 (10)0.0261 (4)
H22A1.52551.33840.46520.031*
C231.3905 (2)1.31285 (17)0.52300 (10)0.0249 (4)
H23A1.44601.34050.56190.030*
C241.2597 (2)1.27251 (17)0.52274 (9)0.0229 (3)
H24A1.22761.27380.56160.027*
C251.17665 (18)1.23034 (15)0.46504 (9)0.0194 (3)
H25A1.08941.20230.46550.023*
C260.39948 (16)0.80880 (13)0.16213 (8)0.0155 (3)
C270.26723 (17)0.78662 (15)0.16155 (9)0.0193 (3)
H27A0.23230.75050.19430.023*
C280.18649 (18)0.81801 (16)0.11239 (9)0.0207 (3)
H28A0.09830.80370.11270.025*
C290.23805 (18)0.87091 (15)0.06264 (9)0.0188 (3)
C300.37130 (19)0.89558 (16)0.06400 (9)0.0207 (3)
H30A0.40660.93240.03160.025*
C310.45127 (17)0.86529 (14)0.11362 (9)0.0186 (3)
H31A0.53990.88280.11450.022*
C320.51489 (17)0.61810 (13)0.16580 (8)0.0161 (3)
C330.41482 (18)0.57361 (14)0.11431 (9)0.0199 (3)
H33A0.34580.60610.10680.024*
C340.41688 (19)0.48096 (15)0.07386 (9)0.0213 (3)
H34A0.35000.45270.03930.026*
C350.51893 (19)0.43051 (14)0.08509 (9)0.0187 (3)
C360.61985 (19)0.47521 (15)0.13645 (9)0.0212 (3)
H36A0.68880.44270.14410.025*
C370.61745 (18)0.56789 (15)0.17616 (9)0.0205 (3)
H37A0.68520.59700.21020.025*
C380.40518 (16)0.69247 (13)0.28205 (8)0.0154 (3)
C390.38059 (17)0.58160 (14)0.29089 (9)0.0173 (3)
H39A0.41180.53370.26510.021*
C400.30962 (17)0.54248 (14)0.33805 (9)0.0181 (3)
H40A0.29610.46890.34450.022*
C410.25826 (17)0.61239 (14)0.37597 (9)0.0169 (3)
C420.28079 (18)0.72304 (15)0.36634 (9)0.0199 (3)
H42A0.24600.77020.39070.024*
C430.35491 (18)0.76292 (14)0.32052 (9)0.0194 (3)
H43A0.37140.83710.31530.023*
C44−0.0172 (2)0.8498 (2)0.00396 (11)0.0289 (4)
H44A−0.07410.8627−0.03260.043*
H44B−0.03690.88160.04330.043*
H44C−0.02810.77240.00510.043*
C450.3761 (2)0.26979 (19)−0.01170 (11)0.0306 (4)
H45A0.36740.1993−0.03520.046*
H45B0.36770.3222−0.04190.046*
H45C0.31000.26530.01480.046*
C460.0931 (3)0.65660 (19)0.46065 (12)0.0321 (5)
H46A0.03230.62680.48770.048*
H46B0.04860.67930.42310.048*
H46C0.15580.71860.48460.048*
C470.92190 (17)1.05241 (14)0.18044 (8)0.0171 (3)
C480.67963 (17)1.08893 (14)0.15414 (9)0.0185 (3)
C490.65165 (17)1.06542 (15)0.28060 (9)0.0186 (3)
C500.85955 (16)1.08903 (14)0.38234 (8)0.0162 (3)
C511.02419 (17)0.95376 (14)0.40485 (9)0.0179 (3)
C521.02916 (17)0.92561 (14)0.27472 (9)0.0176 (3)
C530.79256 (17)0.83725 (15)0.18851 (9)0.0188 (3)
C540.80506 (18)0.74630 (14)0.30340 (9)0.0184 (3)
C550.67171 (17)0.89014 (14)0.35021 (9)0.0180 (3)
Cl10.38996 (8)0.00599 (6)0.45153 (4)0.04883 (17)
C560.5335 (4)0.0655 (3)0.4924 (2)0.0284 (8)0.50
H56A0.52710.13220.51560.034*0.50
H56B0.58970.08560.46140.034*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ru10.01295 (5)0.01199 (5)0.01326 (5)0.00315 (4)0.00049 (4)0.00250 (4)
Ru20.01166 (5)0.01287 (5)0.01219 (5)0.00396 (4)0.00212 (4)0.00244 (4)
Ru30.01298 (5)0.01205 (5)0.01406 (5)0.00286 (4)0.00259 (4)0.00265 (4)
As10.01331 (7)0.01265 (7)0.01545 (7)0.00372 (5)0.00291 (6)0.00193 (5)
P10.01247 (16)0.01252 (16)0.01434 (17)0.00372 (13)0.00158 (13)0.00251 (13)
P20.01157 (16)0.01369 (16)0.01305 (17)0.00384 (13)0.00196 (13)0.00208 (13)
S10.0250 (2)0.0332 (2)0.0187 (2)0.01099 (19)0.00041 (17)0.00628 (17)
S20.0308 (2)0.01854 (18)0.0215 (2)0.00746 (17)0.00672 (18)−0.00113 (15)
S30.0260 (2)0.02171 (19)0.0213 (2)0.00338 (16)0.00942 (17)0.00470 (16)
O10.0219 (6)0.0247 (6)0.0178 (6)0.0056 (5)0.0043 (5)0.0032 (5)
O20.0261 (7)0.0312 (7)0.0244 (7)0.0054 (6)−0.0043 (6)0.0105 (6)
O30.0198 (6)0.0313 (7)0.0323 (8)0.0116 (5)0.0093 (6)0.0142 (6)
O40.0199 (6)0.0250 (6)0.0213 (6)0.0074 (5)0.0050 (5)−0.0015 (5)
O50.0349 (8)0.0353 (8)0.0243 (7)0.0141 (7)0.0021 (6)0.0136 (6)
O60.0220 (6)0.0252 (6)0.0263 (7)0.0090 (5)0.0066 (5)−0.0024 (5)
O70.0267 (7)0.0261 (7)0.0210 (6)0.0005 (5)0.0081 (5)−0.0013 (5)
O80.0302 (7)0.0237 (6)0.0267 (7)0.0123 (6)0.0021 (6)0.0068 (5)
O90.0306 (7)0.0244 (6)0.0213 (6)0.0073 (5)0.0105 (6)0.0032 (5)
C10.0154 (7)0.0162 (6)0.0194 (7)0.0042 (5)0.0033 (6)0.0054 (5)
C20.0240 (8)0.0159 (7)0.0256 (9)0.0004 (6)0.0034 (7)0.0048 (6)
C30.0351 (11)0.0184 (8)0.0410 (12)0.0015 (8)0.0098 (9)0.0103 (8)
C40.0466 (14)0.0281 (10)0.0373 (12)0.0084 (9)0.0181 (10)0.0187 (9)
C50.0428 (13)0.0304 (10)0.0239 (9)0.0114 (9)0.0127 (9)0.0110 (8)
C60.0264 (9)0.0203 (7)0.0200 (8)0.0069 (6)0.0069 (7)0.0065 (6)
C70.0140 (6)0.0147 (6)0.0191 (7)0.0053 (5)0.0035 (5)0.0035 (5)
C80.0178 (7)0.0207 (7)0.0197 (8)0.0080 (6)0.0009 (6)0.0006 (6)
C90.0234 (8)0.0225 (8)0.0208 (8)0.0108 (7)0.0034 (6)0.0005 (6)
C100.0204 (8)0.0204 (7)0.0274 (9)0.0096 (6)0.0071 (7)0.0034 (6)
C110.0150 (7)0.0219 (8)0.0314 (10)0.0075 (6)0.0034 (7)0.0033 (7)
C120.0158 (7)0.0185 (7)0.0227 (8)0.0056 (6)0.0011 (6)0.0015 (6)
C130.0136 (6)0.0137 (6)0.0174 (7)0.0041 (5)0.0001 (5)0.0011 (5)
C140.0119 (6)0.0182 (7)0.0148 (7)0.0035 (5)0.0027 (5)0.0030 (5)
C150.0161 (7)0.0218 (7)0.0195 (8)0.0052 (6)0.0043 (6)0.0068 (6)
C160.0215 (8)0.0327 (10)0.0208 (8)0.0057 (7)0.0069 (7)0.0115 (7)
C170.0197 (8)0.0371 (10)0.0181 (8)0.0057 (7)0.0079 (6)0.0045 (7)
C180.0176 (8)0.0274 (8)0.0212 (8)0.0073 (6)0.0057 (6)0.0000 (7)
C190.0151 (7)0.0201 (7)0.0183 (7)0.0052 (6)0.0051 (6)0.0031 (6)
C200.0157 (7)0.0150 (6)0.0138 (6)0.0042 (5)0.0003 (5)0.0012 (5)
C210.0155 (7)0.0264 (8)0.0188 (8)0.0018 (6)0.0012 (6)0.0047 (6)
C220.0183 (8)0.0308 (9)0.0241 (9)−0.0009 (7)−0.0022 (7)0.0033 (7)
C230.0263 (9)0.0256 (9)0.0189 (8)0.0051 (7)−0.0054 (7)−0.0015 (7)
C240.0267 (9)0.0270 (9)0.0151 (7)0.0089 (7)0.0012 (6)0.0002 (6)
C250.0181 (7)0.0234 (8)0.0163 (7)0.0052 (6)0.0028 (6)0.0009 (6)
C260.0154 (7)0.0143 (6)0.0173 (7)0.0048 (5)0.0022 (5)0.0019 (5)
C270.0172 (7)0.0226 (8)0.0208 (8)0.0075 (6)0.0052 (6)0.0071 (6)
C280.0163 (7)0.0272 (8)0.0205 (8)0.0081 (6)0.0038 (6)0.0050 (6)
C290.0211 (8)0.0197 (7)0.0160 (7)0.0074 (6)0.0013 (6)0.0000 (6)
C300.0213 (8)0.0235 (8)0.0177 (8)0.0049 (6)0.0041 (6)0.0052 (6)
C310.0167 (7)0.0192 (7)0.0204 (8)0.0044 (6)0.0043 (6)0.0028 (6)
C320.0174 (7)0.0139 (6)0.0172 (7)0.0044 (5)0.0034 (6)0.0014 (5)
C330.0208 (8)0.0166 (7)0.0221 (8)0.0060 (6)0.0015 (6)−0.0002 (6)
C340.0237 (8)0.0186 (7)0.0195 (8)0.0045 (6)0.0001 (6)−0.0011 (6)
C350.0246 (8)0.0160 (7)0.0167 (7)0.0048 (6)0.0076 (6)0.0025 (5)
C360.0213 (8)0.0213 (8)0.0223 (8)0.0092 (6)0.0030 (6)−0.0007 (6)
C370.0202 (8)0.0199 (7)0.0217 (8)0.0079 (6)0.0010 (6)−0.0007 (6)
C380.0146 (7)0.0152 (6)0.0168 (7)0.0043 (5)0.0030 (5)0.0024 (5)
C390.0168 (7)0.0146 (6)0.0214 (8)0.0043 (5)0.0043 (6)0.0036 (5)
C400.0169 (7)0.0152 (6)0.0223 (8)0.0032 (5)0.0036 (6)0.0041 (6)
C410.0152 (7)0.0174 (7)0.0171 (7)0.0021 (5)0.0026 (5)0.0028 (5)
C420.0226 (8)0.0170 (7)0.0216 (8)0.0051 (6)0.0077 (6)0.0019 (6)
C430.0233 (8)0.0140 (6)0.0220 (8)0.0041 (6)0.0076 (6)0.0027 (6)
C440.0236 (9)0.0399 (11)0.0258 (10)0.0139 (8)0.0018 (7)0.0054 (8)
C450.0329 (11)0.0289 (10)0.0269 (10)0.0046 (8)0.0050 (8)−0.0065 (8)
C460.0414 (13)0.0302 (10)0.0290 (10)0.0113 (9)0.0170 (9)0.0019 (8)
C470.0185 (7)0.0158 (6)0.0161 (7)0.0040 (5)−0.0008 (6)0.0024 (5)
C480.0180 (7)0.0186 (7)0.0185 (7)0.0043 (6)0.0004 (6)0.0043 (6)
C490.0157 (7)0.0194 (7)0.0208 (8)0.0044 (6)0.0009 (6)0.0065 (6)
C500.0153 (7)0.0175 (7)0.0160 (7)0.0045 (5)0.0017 (5)0.0025 (5)
C510.0175 (7)0.0188 (7)0.0190 (7)0.0066 (6)0.0039 (6)0.0036 (6)
C520.0171 (7)0.0179 (7)0.0179 (7)0.0049 (6)0.0022 (6)0.0030 (6)
C530.0166 (7)0.0194 (7)0.0190 (7)0.0020 (6)0.0022 (6)0.0027 (6)
C540.0194 (7)0.0186 (7)0.0170 (7)0.0041 (6)0.0032 (6)0.0025 (6)
C550.0190 (7)0.0147 (6)0.0205 (8)0.0040 (5)0.0031 (6)0.0035 (6)
Cl10.0647 (5)0.0448 (4)0.0421 (4)0.0295 (3)0.0040 (3)−0.0036 (3)
C560.029 (2)0.0228 (17)0.035 (2)0.0055 (15)0.0140 (17)0.0021 (15)
Geometric parameters (Å, º) top
Ru1—C481.8932 (18)C15—C161.393 (3)
Ru1—C491.9365 (19)C15—H15A0.9300
Ru1—C471.9401 (19)C16—C171.390 (3)
Ru1—P12.3280 (4)C16—H16A0.9300
Ru1—Ru22.8429 (2)C17—C181.388 (3)
Ru1—Ru32.8976 (2)C17—H17A0.9300
Ru2—C511.9030 (18)C18—C191.392 (3)
Ru2—C501.9313 (17)C18—H18A0.9300
Ru2—C521.9340 (18)C19—H19A0.9300
Ru2—P22.3212 (4)C20—C211.391 (2)
Ru2—Ru32.8184 (2)C20—C251.402 (2)
Ru3—C541.8770 (18)C21—C221.398 (3)
Ru3—C531.9245 (19)C21—H21A0.9300
Ru3—C551.9445 (19)C22—C231.382 (3)
Ru3—As12.4534 (2)C22—H22A0.9300
As1—C381.9413 (17)C23—C241.388 (3)
As1—C261.9425 (17)C23—H23A0.9300
As1—C321.9459 (17)C24—C251.385 (3)
P1—C71.8311 (17)C24—H24A0.9300
P1—C11.8381 (17)C25—H25A0.9300
P1—C131.8508 (17)C26—C271.390 (2)
P2—C141.8202 (17)C26—C311.396 (2)
P2—C201.8311 (17)C27—C281.394 (3)
P2—C131.8391 (16)C27—H27A0.9300
S1—C291.7578 (18)C28—C291.396 (3)
S1—C441.798 (2)C28—H28A0.9300
S2—C351.7571 (18)C29—C301.398 (3)
S2—C451.789 (2)C30—C311.389 (3)
S3—C411.7629 (18)C30—H30A0.9300
S3—C461.800 (2)C31—H31A0.9300
O1—C471.147 (2)C32—C331.393 (3)
O2—C481.147 (2)C32—C371.397 (2)
O3—C491.147 (2)C33—C341.395 (3)
O4—C501.146 (2)C33—H33A0.9300
O5—C511.141 (2)C34—C351.395 (3)
O6—C521.147 (2)C34—H34A0.9300
O7—C531.150 (2)C35—C361.397 (3)
O8—C541.151 (2)C36—C371.388 (3)
O9—C551.139 (2)C36—H36A0.9300
C1—C61.394 (3)C37—H37A0.9300
C1—C21.406 (3)C38—C391.395 (2)
C2—C31.387 (3)C38—C431.403 (2)
C2—H2A0.9300C39—C401.389 (2)
C3—C41.391 (4)C39—H39A0.9300
C3—H3A0.9300C40—C411.399 (3)
C4—C51.387 (3)C40—H40A0.9300
C4—H4A0.9300C41—C421.397 (2)
C5—C61.399 (3)C42—C431.389 (3)
C5—H5A0.9300C42—H42A0.9300
C6—H6A0.9300C43—H43A0.9300
C7—C81.394 (2)C44—H44A0.9600
C7—C121.400 (2)C44—H44B0.9600
C8—C91.391 (3)C44—H44C0.9600
C8—H8A0.9300C45—H45A0.9600
C9—C101.383 (3)C45—H45B0.9600
C9—H9A0.9300C45—H45C0.9600
C10—C111.384 (3)C46—H46A0.9600
C10—H10A0.9300C46—H46B0.9600
C11—C121.389 (3)C46—H46C0.9600
C11—H11A0.9300Cl1—C561.640 (5)
C12—H12A0.9300Cl1—C56i1.763 (5)
C13—H13A0.9700C56—Cl1i1.763 (5)
C13—H13B0.9700C56—H56A0.9600
C14—C151.397 (2)C56—H56B0.9600
C14—C191.399 (2)
C48—Ru1—C4991.37 (8)C18—C17—H17A120.2
C48—Ru1—C4791.58 (8)C16—C17—H17A120.2
C49—Ru1—C47168.53 (7)C17—C18—C19120.21 (18)
C48—Ru1—P198.15 (6)C17—C18—H18A119.9
C49—Ru1—P194.01 (6)C19—C18—H18A119.9
C47—Ru1—P196.54 (5)C18—C19—C14120.53 (16)
C48—Ru1—Ru2169.01 (6)C18—C19—H19A119.7
C49—Ru1—Ru293.12 (5)C14—C19—H19A119.7
C47—Ru1—Ru282.13 (5)C21—C20—C25118.92 (16)
P1—Ru1—Ru291.541 (11)C21—C20—P2123.14 (13)
C48—Ru1—Ru3113.33 (5)C25—C20—P2117.93 (13)
C49—Ru1—Ru372.67 (5)C20—C21—C22120.29 (18)
C47—Ru1—Ru396.00 (5)C20—C21—H21A119.9
P1—Ru1—Ru3145.643 (12)C22—C21—H21A119.9
Ru2—Ru1—Ru358.799 (4)C23—C22—C21120.34 (19)
C51—Ru2—C5091.76 (7)C23—C22—H22A119.8
C51—Ru2—C5290.74 (7)C21—C22—H22A119.8
C50—Ru2—C52172.03 (7)C22—C23—C24119.62 (18)
C51—Ru2—P2103.48 (6)C22—C23—H23A120.2
C50—Ru2—P290.49 (5)C24—C23—H23A120.2
C52—Ru2—P296.28 (5)C25—C24—C23120.51 (18)
C51—Ru2—Ru3106.23 (6)C25—C24—H24A119.7
C50—Ru2—Ru392.76 (5)C23—C24—H24A119.7
C52—Ru2—Ru379.28 (5)C24—C25—C20120.31 (17)
P2—Ru2—Ru3149.985 (12)C24—C25—H25A119.8
C51—Ru2—Ru1164.61 (5)C20—C25—H25A119.8
C50—Ru2—Ru180.11 (5)C27—C26—C31119.21 (16)
C52—Ru2—Ru195.68 (5)C27—C26—As1123.23 (13)
P2—Ru2—Ru189.729 (11)C31—C26—As1117.13 (13)
Ru3—Ru2—Ru161.569 (5)C26—C27—C28120.64 (17)
C54—Ru3—C5392.51 (8)C26—C27—H27A119.7
C54—Ru3—C5592.73 (7)C28—C27—H27A119.7
C53—Ru3—C55174.29 (7)C27—C28—C29120.00 (17)
C54—Ru3—As1101.07 (6)C27—C28—H28A120.0
C53—Ru3—As190.73 (5)C29—C28—H28A120.0
C55—Ru3—As190.50 (5)C28—C29—C30119.40 (17)
C54—Ru3—Ru289.15 (6)C28—C29—S1124.59 (15)
C53—Ru3—Ru295.37 (5)C30—C29—S1116.01 (14)
C55—Ru3—Ru282.43 (5)C31—C30—C29120.22 (17)
As1—Ru3—Ru2167.874 (7)C31—C30—H30A119.9
C54—Ru3—Ru1144.62 (6)C29—C30—H30A119.9
C53—Ru3—Ru175.80 (5)C30—C31—C26120.48 (17)
C55—Ru3—Ru198.58 (5)C30—C31—H31A119.8
As1—Ru3—Ru1112.165 (7)C26—C31—H31A119.8
Ru2—Ru3—Ru159.632 (5)C33—C32—C37118.60 (16)
C38—As1—C26101.53 (7)C33—C32—As1121.12 (13)
C38—As1—C32102.50 (7)C37—C32—As1120.26 (13)
C26—As1—C3298.87 (7)C32—C33—C34120.79 (17)
C38—As1—Ru3115.32 (5)C32—C33—H33A119.6
C26—As1—Ru3122.36 (5)C34—C33—H33A119.6
C32—As1—Ru3113.31 (5)C33—C34—C35120.21 (17)
C7—P1—C198.31 (8)C33—C34—H34A119.9
C7—P1—C13102.25 (8)C35—C34—H34A119.9
C1—P1—C13103.32 (8)C34—C35—C36119.18 (16)
C7—P1—Ru1115.19 (6)C34—C35—S2124.52 (15)
C1—P1—Ru1120.08 (6)C36—C35—S2116.29 (14)
C13—P1—Ru1114.97 (5)C37—C36—C35120.20 (17)
C14—P2—C20105.03 (8)C37—C36—H36A119.9
C14—P2—C13105.42 (8)C35—C36—H36A119.9
C20—P2—C1399.85 (8)C36—C37—C32121.00 (17)
C14—P2—Ru2117.27 (6)C36—C37—H37A119.5
C20—P2—Ru2117.45 (6)C32—C37—H37A119.5
C13—P2—Ru2109.85 (6)C39—C38—C43118.98 (16)
C29—S1—C44103.84 (10)C39—C38—As1120.45 (13)
C35—S2—C45102.34 (10)C43—C38—As1120.47 (12)
C41—S3—C46103.70 (10)C40—C39—C38120.25 (16)
C6—C1—C2119.03 (16)C40—C39—H39A119.9
C6—C1—P1121.32 (13)C38—C39—H39A119.9
C2—C1—P1119.57 (14)C39—C40—C41120.81 (16)
C3—C2—C1120.6 (2)C39—C40—H40A119.6
C3—C2—H2A119.7C41—C40—H40A119.6
C1—C2—H2A119.7C42—C41—C40118.98 (16)
C2—C3—C4119.9 (2)C42—C41—S3124.37 (14)
C2—C3—H3A120.0C40—C41—S3116.61 (13)
C4—C3—H3A120.0C43—C42—C41120.27 (16)
C5—C4—C3120.11 (19)C43—C42—H42A119.9
C5—C4—H4A119.9C41—C42—H42A119.9
C3—C4—H4A119.9C42—C43—C38120.66 (16)
C4—C5—C6120.2 (2)C42—C43—H43A119.7
C4—C5—H5A119.9C38—C43—H43A119.7
C6—C5—H5A119.9S1—C44—H44A109.5
C1—C6—C5120.17 (18)S1—C44—H44B109.5
C1—C6—H6A119.9H44A—C44—H44B109.5
C5—C6—H6A119.9S1—C44—H44C109.5
C8—C7—C12118.82 (16)H44A—C44—H44C109.5
C8—C7—P1124.27 (13)H44B—C44—H44C109.5
C12—C7—P1116.80 (13)S2—C45—H45A109.5
C9—C8—C7120.58 (17)S2—C45—H45B109.5
C9—C8—H8A119.7H45A—C45—H45B109.5
C7—C8—H8A119.7S2—C45—H45C109.5
C10—C9—C8119.95 (18)H45A—C45—H45C109.5
C10—C9—H9A120.0H45B—C45—H45C109.5
C8—C9—H9A120.0S3—C46—H46A109.5
C9—C10—C11120.15 (17)S3—C46—H46B109.5
C9—C10—H10A119.9H46A—C46—H46B109.5
C11—C10—H10A119.9S3—C46—H46C109.5
C10—C11—C12120.19 (17)H46A—C46—H46C109.5
C10—C11—H11A119.9H46B—C46—H46C109.5
C12—C11—H11A119.9O1—C47—Ru1174.90 (15)
C11—C12—C7120.31 (17)O2—C48—Ru1177.15 (17)
C11—C12—H12A119.8O3—C49—Ru1171.53 (15)
C7—C12—H12A119.8O4—C50—Ru2175.33 (16)
P2—C13—P1114.22 (9)O5—C51—Ru2177.76 (17)
P2—C13—H13A108.7O6—C52—Ru2174.50 (16)
P1—C13—H13A108.7O7—C53—Ru3171.18 (16)
P2—C13—H13B108.7O8—C54—Ru3174.27 (17)
P1—C13—H13B108.7O9—C55—Ru3174.68 (16)
H13A—C13—H13B107.6C56—Cl1—C56i60.6 (2)
C15—C14—C19119.00 (16)Cl1—C56—C56i63.3 (3)
C15—C14—P2122.11 (13)Cl1—C56—Cl1i119.4 (2)
C19—C14—P2118.75 (13)C56i—C56—Cl1i56.1 (3)
C16—C15—C14120.10 (17)Cl1—C56—H56A107.3
C16—C15—H15A119.9C56i—C56—H56A126.2
C14—C15—H15A119.9Cl1i—C56—H56A107.4
C17—C16—C15120.56 (18)Cl1—C56—H56B107.5
C17—C16—H16A119.7C56i—C56—H56B126.4
C15—C16—H16A119.7Cl1i—C56—H56B107.4
C18—C17—C16119.55 (17)H56A—C56—H56B107.2
C48—Ru1—Ru2—C51−86.1 (4)C7—P1—C1—C6−128.05 (16)
C49—Ru1—Ru2—C5127.9 (2)C13—P1—C1—C6127.18 (16)
C47—Ru1—Ru2—C51−141.6 (2)Ru1—P1—C1—C6−2.49 (18)
P1—Ru1—Ru2—C51122.0 (2)C7—P1—C1—C248.68 (16)
Ru3—Ru1—Ru2—C51−39.7 (2)C13—P1—C1—C2−56.08 (16)
C48—Ru1—Ru2—C50−145.0 (3)Ru1—P1—C1—C2174.25 (13)
C49—Ru1—Ru2—C50−31.07 (8)C6—C1—C2—C3−0.6 (3)
C47—Ru1—Ru2—C50159.43 (7)P1—C1—C2—C3−177.41 (17)
P1—Ru1—Ru2—C5063.04 (5)C1—C2—C3—C40.5 (3)
Ru3—Ru1—Ru2—C50−98.62 (5)C2—C3—C4—C50.4 (4)
C48—Ru1—Ru2—C5228.1 (3)C3—C4—C5—C6−1.1 (4)
C49—Ru1—Ru2—C52142.10 (8)C2—C1—C6—C5−0.2 (3)
C47—Ru1—Ru2—C52−27.41 (7)P1—C1—C6—C5176.61 (17)
P1—Ru1—Ru2—C52−123.80 (5)C4—C5—C6—C11.0 (3)
Ru3—Ru1—Ru2—C5274.54 (5)C1—P1—C7—C8−97.59 (16)
C48—Ru1—Ru2—P2124.4 (3)C13—P1—C7—C88.06 (17)
C49—Ru1—Ru2—P2−121.61 (6)Ru1—P1—C7—C8133.47 (14)
C47—Ru1—Ru2—P268.88 (5)C1—P1—C7—C1278.45 (15)
P1—Ru1—Ru2—P2−27.510 (16)C13—P1—C7—C12−175.89 (13)
Ru3—Ru1—Ru2—P2170.831 (12)Ru1—P1—C7—C12−50.48 (15)
C48—Ru1—Ru2—Ru3−46.4 (3)C12—C7—C8—C90.5 (3)
C49—Ru1—Ru2—Ru367.56 (5)P1—C7—C8—C9176.51 (14)
C47—Ru1—Ru2—Ru3−101.95 (5)C7—C8—C9—C10−0.5 (3)
P1—Ru1—Ru2—Ru3161.659 (12)C8—C9—C10—C110.0 (3)
C51—Ru2—Ru3—C54−27.64 (8)C9—C10—C11—C120.6 (3)
C50—Ru2—Ru3—C54−120.28 (7)C10—C11—C12—C7−0.5 (3)
C52—Ru2—Ru3—C5459.99 (8)C8—C7—C12—C110.0 (3)
P2—Ru2—Ru3—C54143.95 (6)P1—C7—C12—C11−176.27 (15)
Ru1—Ru2—Ru3—C54162.53 (6)C14—P2—C13—P182.37 (10)
C51—Ru2—Ru3—C53−120.08 (8)C20—P2—C13—P1−168.91 (9)
C50—Ru2—Ru3—C53147.28 (7)Ru2—P2—C13—P1−44.85 (10)
C52—Ru2—Ru3—C53−32.46 (8)C7—P1—C13—P2143.58 (9)
P2—Ru2—Ru3—C5351.51 (6)C1—P1—C13—P2−114.69 (10)
Ru1—Ru2—Ru3—C5370.08 (5)Ru1—P1—C13—P218.03 (11)
C51—Ru2—Ru3—C5565.23 (8)C20—P2—C14—C15−107.16 (15)
C50—Ru2—Ru3—C55−27.42 (7)C13—P2—C14—C15−2.23 (17)
C52—Ru2—Ru3—C55152.85 (7)Ru2—P2—C14—C15120.35 (14)
P2—Ru2—Ru3—C55−123.19 (6)C20—P2—C14—C1977.37 (15)
Ru1—Ru2—Ru3—C55−104.61 (5)C13—P2—C14—C19−177.69 (14)
C51—Ru2—Ru3—As1120.05 (6)Ru2—P2—C14—C19−55.12 (15)
C50—Ru2—Ru3—As127.40 (6)C19—C14—C15—C161.8 (3)
C52—Ru2—Ru3—As1−152.33 (6)P2—C14—C15—C16−173.62 (15)
P2—Ru2—Ru3—As1−68.37 (4)C14—C15—C16—C170.1 (3)
Ru1—Ru2—Ru3—As1−49.79 (3)C15—C16—C17—C18−1.7 (3)
C51—Ru2—Ru3—Ru1169.84 (6)C16—C17—C18—C191.3 (3)
C50—Ru2—Ru3—Ru177.19 (5)C17—C18—C19—C140.7 (3)
C52—Ru2—Ru3—Ru1−102.54 (5)C15—C14—C19—C18−2.3 (3)
P2—Ru2—Ru3—Ru1−18.57 (2)P2—C14—C19—C18173.33 (14)
C48—Ru1—Ru3—C54140.11 (11)C14—P2—C20—C212.86 (17)
C49—Ru1—Ru3—C54−136.05 (11)C13—P2—C20—C21−106.16 (16)
C47—Ru1—Ru3—C5445.78 (11)Ru2—P2—C20—C21135.25 (14)
P1—Ru1—Ru3—C54−65.11 (10)C14—P2—C20—C25−178.56 (13)
Ru2—Ru1—Ru3—C54−31.24 (10)C13—P2—C20—C2572.41 (15)
C48—Ru1—Ru3—C5366.27 (8)Ru2—P2—C20—C25−46.17 (15)
C49—Ru1—Ru3—C53150.11 (8)C25—C20—C21—C22−0.1 (3)
C47—Ru1—Ru3—C53−28.06 (8)P2—C20—C21—C22178.42 (15)
P1—Ru1—Ru3—C53−138.95 (6)C20—C21—C22—C23−0.4 (3)
Ru2—Ru1—Ru3—C53−105.08 (6)C21—C22—C23—C240.2 (3)
C48—Ru1—Ru3—C55−112.70 (8)C22—C23—C24—C250.5 (3)
C49—Ru1—Ru3—C55−28.86 (8)C23—C24—C25—C20−1.1 (3)
C47—Ru1—Ru3—C55152.97 (7)C21—C20—C25—C240.9 (3)
P1—Ru1—Ru3—C5542.07 (6)P2—C20—C25—C24−177.73 (14)
Ru2—Ru1—Ru3—C5575.95 (5)C38—As1—C26—C27−12.47 (16)
C48—Ru1—Ru3—As1−18.62 (6)C32—As1—C26—C2792.33 (16)
C49—Ru1—Ru3—As165.21 (6)Ru3—As1—C26—C27−142.70 (13)
C47—Ru1—Ru3—As1−112.95 (5)C38—As1—C26—C31175.20 (13)
P1—Ru1—Ru3—As1136.15 (2)C32—As1—C26—C31−80.00 (14)
Ru2—Ru1—Ru3—As1170.025 (8)Ru3—As1—C26—C3144.97 (15)
C48—Ru1—Ru3—Ru2171.35 (6)C31—C26—C27—C281.5 (3)
C49—Ru1—Ru3—Ru2−104.81 (6)As1—C26—C27—C28−170.72 (14)
C47—Ru1—Ru3—Ru277.02 (5)C26—C27—C28—C290.9 (3)
P1—Ru1—Ru3—Ru2−33.88 (2)C27—C28—C29—C30−2.4 (3)
C54—Ru3—As1—C3868.63 (8)C27—C28—C29—S1178.11 (15)
C53—Ru3—As1—C38161.33 (8)C44—S1—C29—C28−8.66 (19)
C55—Ru3—As1—C38−24.24 (7)C44—S1—C29—C30171.81 (15)
Ru2—Ru3—As1—C38−78.36 (6)C28—C29—C30—C311.5 (3)
Ru1—Ru3—As1—C38−123.72 (5)S1—C29—C30—C31−178.91 (15)
C54—Ru3—As1—C26−167.21 (8)C29—C30—C31—C260.8 (3)
C53—Ru3—As1—C26−74.51 (8)C27—C26—C31—C30−2.3 (3)
C55—Ru3—As1—C2699.91 (8)As1—C26—C31—C30170.35 (14)
Ru2—Ru3—As1—C2645.79 (7)C38—As1—C32—C3382.51 (16)
Ru1—Ru3—As1—C260.44 (6)C26—As1—C32—C33−21.48 (16)
C54—Ru3—As1—C32−49.05 (8)Ru3—As1—C32—C33−152.57 (13)
C53—Ru3—As1—C3243.65 (8)C38—As1—C32—C37−99.25 (15)
C55—Ru3—As1—C32−141.93 (7)C26—As1—C32—C37156.76 (15)
Ru2—Ru3—As1—C32163.95 (6)Ru3—As1—C32—C3725.67 (16)
Ru1—Ru3—As1—C32118.59 (5)C37—C32—C33—C34−0.1 (3)
C48—Ru1—P1—C777.35 (8)As1—C32—C33—C34178.20 (14)
C49—Ru1—P1—C7−14.62 (8)C32—C33—C34—C350.9 (3)
C47—Ru1—P1—C7169.89 (8)C33—C34—C35—C36−1.2 (3)
Ru2—Ru1—P1—C7−107.85 (6)C33—C34—C35—S2178.57 (15)
Ru3—Ru1—P1—C7−79.37 (7)C45—S2—C35—C34−8.56 (19)
C48—Ru1—P1—C1−39.84 (9)C45—S2—C35—C36171.24 (16)
C49—Ru1—P1—C1−131.80 (8)C34—C35—C36—C370.8 (3)
C47—Ru1—P1—C152.71 (8)S2—C35—C36—C37−179.06 (15)
Ru2—Ru1—P1—C1134.96 (7)C35—C36—C37—C320.1 (3)
Ru3—Ru1—P1—C1163.45 (6)C33—C32—C37—C36−0.4 (3)
C48—Ru1—P1—C13−164.13 (8)As1—C32—C37—C36−178.69 (15)
C49—Ru1—P1—C13103.91 (8)C26—As1—C38—C39120.99 (14)
C47—Ru1—P1—C13−71.58 (8)C32—As1—C38—C3919.08 (16)
Ru2—Ru1—P1—C1310.67 (6)Ru3—As1—C38—C39−104.52 (14)
Ru3—Ru1—P1—C1339.16 (7)C26—As1—C38—C43−62.55 (16)
C51—Ru2—P2—C14110.73 (8)C32—As1—C38—C43−164.46 (15)
C50—Ru2—P2—C14−157.34 (8)Ru3—As1—C38—C4371.94 (15)
C52—Ru2—P2—C1418.45 (8)C43—C38—C39—C40−1.3 (3)
Ru3—Ru2—P2—C14−60.97 (7)As1—C38—C39—C40175.19 (14)
Ru1—Ru2—P2—C14−77.23 (6)C38—C39—C40—C412.0 (3)
C51—Ru2—P2—C20−15.90 (8)C39—C40—C41—C42−0.8 (3)
C50—Ru2—P2—C2076.03 (8)C39—C40—C41—S3−178.72 (14)
C52—Ru2—P2—C20−108.18 (8)C46—S3—C41—C4214.55 (19)
Ru3—Ru2—P2—C20172.40 (6)C46—S3—C41—C40−167.69 (15)
Ru1—Ru2—P2—C20156.14 (6)C40—C41—C42—C43−1.1 (3)
C51—Ru2—P2—C13−129.00 (8)S3—C41—C42—C43176.65 (15)
C50—Ru2—P2—C13−37.07 (8)C41—C42—C43—C381.8 (3)
C52—Ru2—P2—C13138.72 (8)C39—C38—C43—C42−0.6 (3)
Ru3—Ru2—P2—C1359.30 (7)As1—C38—C43—C42−177.08 (15)
Ru1—Ru2—P2—C1343.03 (6)
Symmetry code: (i) −x+1, −y, −z+1.
Hydrogen-bond geometry (Å, º) top
Cg1, Cg2, Cg3 and Cg4 are the centroids of the C14–C19, C26–C31, C1–C6 and C32–C37 benzene rings, respectively.
D—H···AD—HH···AD···AD—H···A
C46—H46C···O4ii0.962.593.401 (3)142
C11—H11A···Cg1iii0.932.913.640 (2)137
C18—H18A···Cg2iv0.932.963.652 (2)133
C36—H36A···Cg3v0.932.813.687 (2)157
C45—H45B···Cg4vi0.962.903.760 (3)150
Symmetry codes: (ii) −x+1, −y+2, −z+1; (iii) x−1, y, z; (iv) x+1, y, z; (v) x, y−1, z; (vi) −x+1, −y+1, −z.

Experimental details

Crystal data
Chemical formula2[Ru3(C21H21AsS3)(C25H22P2)(CO)9]·CH2Cl2
Mr2853.21
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)10.8077 (1), 12.6180 (2), 20.9478 (3)
α, β, γ (°)94.539 (1), 98.228 (1), 103.212 (1)
V (Å3)2733.83 (6)
Z1
Radiation typeMo Kα
µ (mm−1)1.70
Crystal size (mm)0.36 × 0.31 × 0.15
Data collection
DiffractometerBruker SMART APEXII CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2009)
Tmin, Tmax0.583, 0.786
No. of measured, independent and
observed [I > 2σ(I)] reflections		305620, 24183, 20753
Rint0.036
(sin θ/λ)max (Å−1)0.811
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.031, 0.070, 1.08
No. of reflections24183
No. of parameters679
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å−3)1.50, −1.34

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top
Cg1, Cg2, Cg3 and Cg4 are the centroids of the C14–C19, C26–C31, C1–C6 and C32–C37 benzene rings, respectively.
D—H···AD—HH···AD···AD—H···A
C46—H46C···O4i0.962.593.401 (3)142
C11—H11A···Cg1ii0.932.913.640 (2)137
C18—H18A···Cg2iii0.932.963.652 (2)133
C36—H36A···Cg3iv0.932.813.687 (2)157
C45—H45B···Cg4v0.962.903.760 (3)150
Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x−1, y, z; (iii) x+1, y, z; (iv) x, y−1, z; (v) −x+1, −y+1, −z.
 

Footnotes

‡Thomson Reuters ResearcherID: B-6034-2009. On secondment to: Multimedia University, Melaka Campus, Jalan Ayer Keroh Lama, 74750 Melaka, Malaysia.

§Thomson Reuters ResearcherID: E-2833-2010.

Thomson Reuters ResearcherID: A-5523-2009.

‡‡Thomson Reuters ResearcherID: A-3561-2009. Additional correspondence author, e-mail: hkfun@usm.my.

Acknowledgements

The authors would like to thank the Malaysian Government and Universiti Sains Malaysia (USM) for the Research Grant 1001/PJJAUH/811115. SSS thanks USM for Research Officer position. IAK is grateful to USM for a Visiting Researcher position. HKF and CSY thank USM for the Research University Golden Goose Grant 1001/PFIZIK/811012 and CSY also thanks USM for the award of a USM Fellowship.

References

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ISSN: 2056-9890
Volume 66| Part 9| September 2010| Pages m1150-m1151
https://doi.org/10.1107/S160053681003093X
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