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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 2| February 2011| Pages m195-m196

[μ-Bis(di-o-tolyl­phosphan­yl)methane-1:2κ2P:P′]nona­carbonyl-1κ3C,2κ3C,3κ3C-[diphen­yl(phenyl­sulfanylmeth­yl)phosphane-3κP]-triangulo-triruthenium(0) di­chloro­methane 0.25-solvate

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 22 December 2010; accepted 6 January 2011; online 15 January 2011)

In the title compound, [Ru3(C29H30P2)(C19H17PS)(CO)9]·0.25CH2Cl2, the atoms of the dichloro­methane solvent mol­ecule have a fractional site occupancy of 0.25; the dichloro­methane mol­ecule is disordered about an inversion centre. The bis­(di-o-tolyl­phosphan­yl)methane ligand bridges an Ru—Ru bond and the monodentate phosphane ligand bonds to the third Ru atom; its S-bonded phenyl ring is disordered over two orientations in a 0.53 (4):0.47 (4) ratio. All the P atoms are equatorial with respect to the Ru3 triangle: each Ru atom also bears one equatorial and two axial terminal carbonyl ligands. The dihedral angles between the two benzene rings attached to each P atom of the diphenyl­phosphanyl ligand are 68.4 (2) and 71.5 (2)°. In the crystal, mol­ecules are linked into [001] chains via inter­molecular C—H⋯O hydrogen bonds. Weak inter­molecular C—H⋯π inter­actions also occur.

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.], 1988a[Bruce, M. I., Liddell, M. J., Hughes, C. A., Patrick, J. M., Skelton, B. W. & White, A. H. (1988a). J. Organomet. Chem. 347, 181-205.],b[Bruce, M. I., Liddell, M. J., Shawkataly, O. bin, Hughes, C. A., Skelton, B. W. & White, A. H. (1988b). 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., Yeap, C. S. & Fun, H.-K. (2010). Acta Cryst. E66, m94-m95.]). For the synthesis of diphen­yl((phenyl­thio)­meth­yl)phosphine, see: Sanger (1983[Sanger, A. R. (1983). Can. J. Chem. 61, 2214-2219.]) and for that of bis­(di-o-tolyl­phosphan­yl)methane, see: Filby et al. (2006[Filby, M., Deeming, A. J., Hogarth, G. & Lee, M.-Y. (2006). Can. J. Chem. 84, 319-329.]). 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
  • [Ru3(C29H30P2)(C19H17PS)(CO)9]·0.25CH2Cl2

  • Mr = 1325.36

  • Monoclinic, P 21 /c

  • a = 11.022 (2) Å

  • b = 28.576 (6) Å

  • c = 18.454 (4) Å

  • β = 106.069 (3)°

  • V = 5585 (2) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 1.00 mm−1

  • T = 100 K

  • 0.15 × 0.09 × 0.08 mm

Data collection
  • Bruker APEXII DUO CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.862, Tmax = 0.928

  • 39779 measured reflections

  • 12798 independent reflections

  • 8500 reflections with I > 2σ(I)

  • Rint = 0.066

Refinement
  • R[F2 > 2σ(F2)] = 0.040

  • wR(F2) = 0.092

  • S = 1.02

  • 12798 reflections

  • 699 parameters

  • 180 restraints

  • H-atom parameters constrained

  • Δρmax = 0.55 e Å−3

  • Δρmin = −0.66 e Å−3

Table 1
Selected bond lengths (Å)

Ru1—P1 2.3594 (11)
Ru2—P2 2.3476 (11)
Ru3—P3 2.3289 (12)

Table 2
Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of the C7–C12 and C14–C19 benzene rings, respectively.

D—H⋯A D—H H⋯A DA D—H⋯A
C9—H9A⋯O1i 0.93 2.53 3.330 (5) 144
C29—H29BCg1ii 0.96 2.97 3.554 (5) 121
C40—H40ACg1iii 0.93 2.92 3.670 (6) 139
C58—H58ACg2iv 0.97 2.67 3.585 (19) 158
Symmetry codes: (i) [x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]; (ii) x+1, y, z; (iii) [-x, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (iv) [x, -y-{\script{1\over 2}}, z-{\script{1\over 2}}].

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


Comment top

A large number of substituted derivatives, Ru3(CO)12-nLn (L = group 15 ligand) have been reported (Bruce et al., 1985, 1988a,b). 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, 2010). Herein we report the synthesis and structure of the title compound.

The asymmetric unit of title triangulo-triruthenium compound consists of one triangulo-triruthenium complex molecule and one-quarter molecule of dichloromethane solvent. The dichloromethane solvent lies across a crystallographic inversion center leading to the disorder of this solvent molecule over two positions. The bis(di-o-tolylphosphanyl)methane ligand bridges the Ru1–Ru2 bond and the monodentate phosphine ligand bonds to the Ru3 atom. Both phosphine ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands (Fig 1). The dihedral angles between the two benzene rings (C1–C6/C7–C12 and C14–C19/C20–C25) are 68.4 (2) and 71.5 (2)° for the two diphenylphosphanyl groups respectively.

In the crystal, the molecules are linked into one-dimensional chains along c axis via intermolecular C9—H9A···O1 hydrogen bonds (Fig. 2, Table 1). Weak intermolecular C—H···π (Table 1) interactions stabilize the crystal structure.

Related literature top

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985, 1988a,b). For related structures, see: Shawkataly et al. (1998, 2004, 2010). For the synthesis of diphenyl((phenylthio)methyl)phosphine, see: Sanger (1983) and for that of bis(di-o-tolylphosphanyl)methane, see: Filby et al. (2006). 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. Diphenyl((phenylthio)methyl)phosphine (Sanger, 1983) and bis(di-o-tolylphosphanyl)methane (Filby et al., 2006) were prepared by the reported procedures. Ru3(CO)10(µ-(2-CH3C6H4)2PCH2P(2-CH3C6H4)2) was prepared by reacting Ru3(CO)12 with bis(di-o-tolylphosphanyl)methane in presence of sodium benzophenone ketyl radical in THF. The title compound was obtained by refluxing equimolar quantities of Ru3(CO)10(µ-(2-(CH3C6H4)2PCH2P(2-CH3C6H4)2) and P(CH2SC6H5)(C6H5)2 in hexane under nitrogen atmosphere. Orange blocks of the title compound 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 1.5Ueq(C). The C31–C36 benzene ring is disordered over two positions with refined site occupancies of 0.53 (4):0.47 (4). The disordered components are subjected to simulation restrain. The dichloromethane molecule is refined isotropically and with fixed occupancy of 0.25. The maximum and minimum residual electron density peaks of 0.55 and -0.66 e Å-3 were located 0.70 and 0.68 Å from the Cl1 and Ru2 atom, respectively.

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. Minor disorder component is shown with open bonds. Atoms with suffix X are generated by the symmetry operation (-x, -y, 1 - z).
[Figure 2] Fig. 2. The packing of the title compound, viewed down the a axis, showing the molecules linked into chains along c axis. Hydrogen atoms not involved in the hydrogen-bonding (dashed lines), minor disorder component and solvent molecules have been omitted for clarity.
[µ-Bis(di-o-tolylphosphanyl)methane- 1:2κ2P:P']nonacarbonyl- 1κ3C,2κ3C,3κ3C- [diphenyl(phenylsulfanylmethyl)phosphane-3κP]-triangulo- triruthenium(0) dichloromethane 0.25-solvate top
Crystal data top
[Ru3(C29H30P2)(C19H17PS)(CO)9]·0.25CH2Cl2F(000) = 2658
Mr = 1325.36Dx = 1.576 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 5023 reflections
a = 11.022 (2) Åθ = 2.4–27.9°
b = 28.576 (6) ŵ = 1.00 mm1
c = 18.454 (4) ÅT = 100 K
β = 106.069 (3)°Block, orange
V = 5585 (2) Å30.15 × 0.09 × 0.08 mm
Z = 4
Data collection top
Bruker APEXII DUO CCD
diffractometer
12798 independent reflections
Radiation source: fine-focus sealed tube8500 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.066
ϕ and ω scansθmax = 27.5°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Bruker, 2009)
h = 1214
Tmin = 0.862, Tmax = 0.928k = 3537
39779 measured reflectionsl = 2323
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)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.092H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0285P)2 + 2.1069P]
where P = (Fo2 + 2Fc2)/3
12798 reflections(Δ/σ)max = 0.001
699 parametersΔρmax = 0.55 e Å3
180 restraintsΔρmin = 0.66 e Å3
Crystal data top
[Ru3(C29H30P2)(C19H17PS)(CO)9]·0.25CH2Cl2V = 5585 (2) Å3
Mr = 1325.36Z = 4
Monoclinic, P21/cMo Kα radiation
a = 11.022 (2) ŵ = 1.00 mm1
b = 28.576 (6) ÅT = 100 K
c = 18.454 (4) Å0.15 × 0.09 × 0.08 mm
β = 106.069 (3)°
Data collection top
Bruker APEXII DUO CCD
diffractometer
12798 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2009)
8500 reflections with I > 2σ(I)
Tmin = 0.862, Tmax = 0.928Rint = 0.066
39779 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.040180 restraints
wR(F2) = 0.092H-atom parameters constrained
S = 1.02Δρmax = 0.55 e Å3
12798 reflectionsΔρmin = 0.66 e Å3
699 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)
Ru10.14245 (3)0.203379 (11)0.156805 (15)0.01570 (8)
Ru20.09910 (3)0.204897 (11)0.129353 (15)0.01651 (8)
Ru30.01551 (3)0.117561 (11)0.141835 (17)0.01934 (8)
S10.34596 (12)0.01710 (4)0.22273 (7)0.0368 (3)
P10.16719 (9)0.28466 (4)0.13530 (5)0.0168 (2)
P20.12747 (9)0.28484 (3)0.15843 (5)0.0169 (2)
P30.16771 (10)0.06123 (4)0.14285 (6)0.0209 (2)
O10.3047 (3)0.18309 (10)0.00412 (14)0.0258 (6)
O20.3753 (3)0.17910 (10)0.20596 (15)0.0274 (7)
O30.0073 (2)0.20921 (10)0.32350 (14)0.0266 (7)
O40.2607 (3)0.17983 (10)0.28865 (14)0.0288 (7)
O50.3265 (3)0.17506 (11)0.07823 (16)0.0358 (8)
O60.0517 (2)0.22118 (10)0.03527 (14)0.0251 (6)
O70.1001 (3)0.11920 (10)0.03116 (15)0.0311 (7)
O80.2027 (3)0.05687 (14)0.1291 (2)0.0571 (10)
O90.0685 (3)0.10898 (10)0.31393 (16)0.0409 (8)
C10.2515 (3)0.29940 (13)0.03786 (19)0.0174 (8)
C20.1848 (4)0.31381 (14)0.0127 (2)0.0243 (9)
H2A0.09730.31610.00380.029*
C30.2464 (4)0.32457 (16)0.0863 (2)0.0330 (11)
H3A0.20020.33380.11910.040*
C40.3756 (4)0.32185 (16)0.1116 (2)0.0349 (11)
H4A0.41740.33020.16090.042*
C50.4422 (4)0.30662 (14)0.0634 (2)0.0282 (10)
H5A0.52960.30440.08110.034*
C60.3832 (3)0.29441 (14)0.0110 (2)0.0203 (8)
C70.2427 (3)0.31845 (14)0.1965 (2)0.0194 (8)
C80.2342 (3)0.29804 (14)0.2660 (2)0.0213 (9)
H8A0.19860.26840.27610.026*
C90.2771 (4)0.32042 (15)0.3208 (2)0.0251 (9)
H9A0.26760.30650.36760.030*
C100.3339 (4)0.36350 (16)0.3049 (2)0.0323 (11)
H10A0.36580.37850.34050.039*
C110.3436 (4)0.38439 (15)0.2366 (2)0.0293 (10)
H11A0.38290.41340.22670.035*
C120.2963 (4)0.36350 (14)0.1813 (2)0.0244 (9)
C130.0186 (3)0.31861 (13)0.1525 (2)0.0230 (9)
H13A0.02880.34140.11230.028*
H13B0.00680.33580.19930.028*
C140.1976 (4)0.32245 (14)0.0999 (2)0.0233 (9)
C150.1957 (3)0.30541 (15)0.0289 (2)0.0229 (9)
H15A0.16740.27500.01610.028*
C160.2342 (4)0.33195 (16)0.0233 (2)0.0319 (11)
H16A0.22950.32010.07090.038*
C170.2792 (5)0.37592 (18)0.0034 (3)0.0474 (14)
H17A0.30680.39410.03750.057*
C180.2841 (5)0.39359 (18)0.0663 (3)0.0490 (14)
H18A0.31680.42340.07860.059*
C190.2417 (4)0.36852 (15)0.1195 (2)0.0319 (10)
C200.2198 (3)0.29290 (13)0.25651 (19)0.0175 (8)
C210.1587 (4)0.29948 (13)0.3124 (2)0.0203 (8)
H21A0.07100.30090.29890.024*
C220.2255 (4)0.30390 (13)0.3873 (2)0.0242 (9)
H22A0.18310.30810.42390.029*
C230.3561 (4)0.30198 (14)0.4075 (2)0.0260 (10)
H23A0.40220.30640.45740.031*
C240.4167 (4)0.29364 (14)0.3536 (2)0.0233 (9)
H24A0.50440.29170.36800.028*
C250.3519 (3)0.28793 (13)0.2774 (2)0.0198 (8)
C260.4634 (4)0.27819 (15)0.0604 (2)0.0263 (10)
H26A0.54210.26620.02940.039*
H26B0.47940.30400.08970.039*
H26C0.41980.25400.09360.039*
C270.3046 (4)0.39113 (15)0.1106 (2)0.0313 (10)
H27A0.32430.42310.11840.047*
H27B0.36970.37820.06970.047*
H27C0.22520.38970.09880.047*
C280.2465 (5)0.39181 (16)0.1941 (3)0.0437 (13)
H28A0.26260.42470.19090.065*
H28B0.31280.37800.23340.065*
H28C0.16720.38750.20530.065*
C290.4268 (4)0.27706 (16)0.2230 (2)0.0300 (10)
H29A0.50220.26050.24880.045*
H29B0.44910.30570.20270.045*
H29C0.37720.25800.18280.045*
C300.2357 (4)0.06438 (14)0.2232 (2)0.0249 (9)
H30A0.16800.06320.26980.030*
H30B0.27890.09410.22180.030*
C31A0.3953 (4)0.03194 (16)0.3037 (2)0.030 (5)0.53 (4)
C32A0.5173 (9)0.0494 (7)0.2898 (3)0.052 (4)0.53 (4)
H32A0.56600.05420.24050.063*0.53 (4)
C33A0.5664 (6)0.0597 (9)0.3497 (5)0.065 (4)0.53 (4)
H33A0.64800.07140.34050.078*0.53 (4)
C34A0.4935 (6)0.0526 (5)0.4234 (4)0.063 (4)0.53 (4)
H34A0.52640.05950.46350.076*0.53 (4)
C35A0.3715 (10)0.03513 (18)0.43726 (15)0.046 (4)0.53 (4)
H35A0.32280.03030.48660.056*0.53 (4)
C36A0.3224 (7)0.0248 (3)0.3774 (3)0.035 (3)0.53 (4)
H36A0.24080.01310.38660.042*0.53 (4)
C31B0.4008 (4)0.02967 (18)0.30122 (19)0.033 (6)0.47 (4)
C32B0.5287 (3)0.0312 (7)0.2968 (4)0.058 (4)0.47 (4)
H32B0.58850.02870.25020.069*0.47 (4)
C33B0.5671 (6)0.0365 (9)0.3620 (6)0.065 (4)0.47 (4)
H33B0.65270.03750.35900.078*0.47 (4)
C34B0.4777 (10)0.0402 (5)0.4316 (4)0.058 (4)0.47 (4)
H34B0.50350.04370.47520.070*0.47 (4)
C35B0.3498 (9)0.0387 (3)0.43603 (19)0.060 (5)0.47 (4)
H35B0.29000.04120.48260.072*0.47 (4)
C36B0.3114 (4)0.0334 (4)0.3708 (4)0.053 (4)0.47 (4)
H36B0.22580.03240.37380.063*0.47 (4)
C370.1059 (4)0.00157 (14)0.1538 (2)0.0248 (9)
C380.0052 (5)0.00675 (16)0.2102 (3)0.0411 (12)
H38A0.04480.01800.24030.049*
C390.0580 (5)0.05091 (16)0.2224 (3)0.0457 (13)
H39A0.13070.05590.26160.055*
C400.0030 (5)0.08741 (16)0.1765 (3)0.0384 (12)
H40A0.04040.11690.18270.046*
C410.1074 (5)0.07998 (16)0.1217 (3)0.0382 (11)
H41A0.14610.10490.09170.046*
C420.1626 (4)0.03638 (14)0.1100 (2)0.0311 (10)
H42A0.23820.03230.07260.037*
C430.3036 (4)0.06080 (13)0.0597 (2)0.0221 (9)
C440.2919 (4)0.04285 (14)0.0075 (2)0.0280 (10)
H44A0.21550.03000.00970.034*
C450.3939 (4)0.04392 (15)0.0721 (2)0.0336 (11)
H45A0.38650.03040.11650.040*
C460.5057 (4)0.06497 (15)0.0703 (2)0.0347 (11)
H46A0.57320.06630.11370.042*
C470.5163 (4)0.08400 (15)0.0035 (3)0.0346 (11)
H47A0.59130.09840.00210.041*
C480.4170 (4)0.08181 (14)0.0613 (2)0.0276 (10)
H48A0.42580.09440.10610.033*
C490.2362 (3)0.18993 (13)0.0545 (2)0.0190 (8)
C500.2871 (4)0.18831 (13)0.1871 (2)0.0205 (9)
C510.0414 (3)0.20681 (14)0.2606 (2)0.0198 (8)
C520.1944 (3)0.18872 (13)0.2310 (2)0.0200 (8)
C530.2411 (4)0.18684 (15)0.0974 (2)0.0250 (9)
C540.0023 (3)0.21497 (13)0.0274 (2)0.0199 (8)
C550.0706 (4)0.12134 (14)0.0332 (2)0.0238 (9)
C560.1201 (4)0.07923 (17)0.1345 (3)0.0364 (11)
C570.0378 (4)0.11576 (14)0.2504 (2)0.0287 (10)
Cl10.0339 (6)0.0158 (2)0.4242 (3)0.0608 (15)*0.25
Cl20.0173 (6)0.0494 (2)0.5618 (3)0.0599 (15)*0.25
C580.0061 (18)0.0667 (6)0.4726 (10)0.036 (4)*0.25
H58A0.05850.09050.47810.043*0.25
H58B0.08590.07980.44340.043*0.25
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ru10.01344 (15)0.02026 (17)0.01309 (14)0.00001 (13)0.00318 (11)0.00101 (12)
Ru20.01358 (16)0.02206 (18)0.01362 (14)0.00093 (13)0.00329 (11)0.00147 (12)
Ru30.01813 (16)0.01951 (17)0.01903 (15)0.00044 (14)0.00291 (11)0.00097 (13)
S10.0514 (8)0.0312 (7)0.0345 (6)0.0142 (6)0.0228 (5)0.0077 (5)
P10.0152 (5)0.0225 (6)0.0118 (4)0.0006 (4)0.0023 (4)0.0001 (4)
P20.0138 (5)0.0219 (6)0.0145 (4)0.0024 (4)0.0033 (4)0.0008 (4)
P30.0235 (5)0.0171 (5)0.0210 (5)0.0005 (4)0.0042 (4)0.0006 (4)
O10.0249 (15)0.0328 (17)0.0192 (14)0.0014 (13)0.0049 (12)0.0026 (12)
O20.0223 (16)0.0363 (18)0.0274 (15)0.0035 (13)0.0132 (12)0.0007 (13)
O30.0235 (15)0.0366 (18)0.0164 (13)0.0010 (13)0.0001 (11)0.0018 (12)
O40.0269 (16)0.0392 (18)0.0165 (14)0.0008 (14)0.0004 (12)0.0041 (12)
O50.0248 (17)0.057 (2)0.0290 (17)0.0106 (16)0.0135 (13)0.0004 (15)
O60.0221 (15)0.0332 (17)0.0177 (14)0.0031 (13)0.0018 (11)0.0004 (12)
O70.0423 (18)0.0302 (17)0.0206 (15)0.0017 (14)0.0085 (13)0.0015 (12)
O80.035 (2)0.069 (3)0.068 (3)0.0206 (19)0.0147 (18)0.007 (2)
O90.059 (2)0.0323 (19)0.0230 (16)0.0101 (16)0.0034 (14)0.0057 (13)
C10.0186 (19)0.021 (2)0.0121 (16)0.0061 (16)0.0033 (14)0.0006 (15)
C20.019 (2)0.029 (2)0.025 (2)0.0048 (18)0.0072 (16)0.0049 (17)
C30.040 (3)0.043 (3)0.020 (2)0.012 (2)0.0157 (19)0.0071 (19)
C40.035 (3)0.050 (3)0.017 (2)0.009 (2)0.0019 (18)0.0042 (19)
C50.024 (2)0.035 (3)0.022 (2)0.0042 (19)0.0001 (16)0.0031 (18)
C60.020 (2)0.025 (2)0.0153 (17)0.0034 (17)0.0031 (14)0.0018 (16)
C70.0123 (19)0.028 (2)0.0167 (18)0.0023 (16)0.0019 (14)0.0076 (16)
C80.0134 (19)0.029 (2)0.0196 (18)0.0023 (17)0.0011 (14)0.0019 (17)
C90.019 (2)0.040 (3)0.0171 (19)0.0014 (19)0.0052 (15)0.0060 (17)
C100.027 (2)0.039 (3)0.034 (2)0.003 (2)0.0134 (19)0.018 (2)
C110.030 (2)0.024 (2)0.033 (2)0.0019 (19)0.0078 (18)0.0102 (18)
C120.021 (2)0.028 (2)0.023 (2)0.0015 (18)0.0033 (16)0.0019 (17)
C130.020 (2)0.020 (2)0.027 (2)0.0002 (18)0.0036 (16)0.0004 (17)
C140.020 (2)0.029 (2)0.0199 (19)0.0032 (18)0.0032 (16)0.0020 (16)
C150.0145 (19)0.033 (2)0.0196 (19)0.0008 (17)0.0018 (15)0.0032 (17)
C160.029 (2)0.048 (3)0.018 (2)0.003 (2)0.0052 (17)0.0052 (19)
C170.060 (3)0.047 (3)0.036 (3)0.016 (3)0.014 (2)0.015 (2)
C180.072 (4)0.038 (3)0.040 (3)0.023 (3)0.020 (3)0.002 (2)
C190.038 (3)0.034 (3)0.026 (2)0.009 (2)0.0133 (19)0.0052 (19)
C200.0179 (19)0.019 (2)0.0150 (17)0.0022 (16)0.0030 (14)0.0026 (15)
C210.021 (2)0.016 (2)0.026 (2)0.0014 (17)0.0104 (16)0.0000 (16)
C220.031 (2)0.026 (2)0.0181 (19)0.0000 (18)0.0112 (16)0.0006 (16)
C230.033 (2)0.026 (2)0.0156 (18)0.0006 (19)0.0007 (16)0.0021 (16)
C240.0154 (19)0.032 (2)0.0199 (19)0.0010 (18)0.0002 (15)0.0020 (17)
C250.0150 (19)0.025 (2)0.0201 (19)0.0008 (17)0.0055 (15)0.0021 (16)
C260.017 (2)0.034 (2)0.023 (2)0.0016 (18)0.0028 (16)0.0007 (17)
C270.039 (3)0.027 (2)0.026 (2)0.008 (2)0.0068 (18)0.0005 (18)
C280.065 (4)0.030 (3)0.038 (3)0.020 (2)0.017 (2)0.005 (2)
C290.016 (2)0.047 (3)0.026 (2)0.0009 (19)0.0045 (17)0.0130 (19)
C300.028 (2)0.023 (2)0.024 (2)0.0024 (18)0.0072 (17)0.0001 (16)
C31A0.036 (9)0.029 (9)0.033 (9)0.003 (8)0.025 (8)0.006 (8)
C32A0.040 (7)0.073 (9)0.040 (6)0.007 (6)0.006 (5)0.008 (5)
C33A0.045 (7)0.102 (11)0.052 (7)0.019 (7)0.020 (5)0.009 (7)
C34A0.073 (9)0.082 (9)0.040 (7)0.030 (7)0.025 (6)0.004 (6)
C35A0.056 (7)0.059 (9)0.025 (7)0.010 (7)0.013 (5)0.014 (6)
C36A0.042 (7)0.035 (6)0.030 (6)0.002 (5)0.013 (5)0.000 (5)
C31B0.039 (11)0.029 (10)0.026 (10)0.002 (9)0.003 (9)0.009 (9)
C32B0.051 (8)0.079 (9)0.051 (7)0.009 (7)0.028 (6)0.005 (7)
C33B0.056 (8)0.082 (12)0.072 (9)0.006 (7)0.042 (7)0.001 (8)
C34B0.075 (10)0.064 (8)0.047 (8)0.005 (8)0.038 (7)0.001 (6)
C35B0.068 (9)0.070 (11)0.045 (10)0.000 (9)0.020 (8)0.007 (9)
C36B0.056 (9)0.073 (9)0.030 (8)0.014 (8)0.013 (7)0.003 (7)
C370.028 (2)0.023 (2)0.025 (2)0.0029 (18)0.0099 (17)0.0044 (17)
C380.047 (3)0.027 (3)0.040 (3)0.008 (2)0.004 (2)0.000 (2)
C390.050 (3)0.032 (3)0.048 (3)0.014 (2)0.003 (2)0.010 (2)
C400.048 (3)0.021 (3)0.053 (3)0.011 (2)0.027 (2)0.010 (2)
C410.046 (3)0.023 (3)0.050 (3)0.000 (2)0.020 (2)0.005 (2)
C420.030 (2)0.018 (2)0.042 (3)0.0025 (19)0.0059 (19)0.0002 (18)
C430.025 (2)0.017 (2)0.022 (2)0.0077 (17)0.0035 (16)0.0021 (16)
C440.029 (2)0.028 (2)0.028 (2)0.0056 (19)0.0115 (18)0.0013 (18)
C450.043 (3)0.030 (3)0.026 (2)0.014 (2)0.0062 (19)0.0026 (18)
C460.033 (3)0.033 (3)0.029 (2)0.010 (2)0.0049 (19)0.0021 (19)
C470.026 (2)0.031 (3)0.042 (3)0.001 (2)0.0004 (19)0.002 (2)
C480.031 (2)0.020 (2)0.032 (2)0.0008 (19)0.0085 (18)0.0002 (17)
C490.018 (2)0.023 (2)0.0189 (19)0.0011 (16)0.0100 (15)0.0002 (15)
C500.023 (2)0.021 (2)0.0158 (18)0.0036 (17)0.0031 (15)0.0013 (15)
C510.0129 (18)0.024 (2)0.023 (2)0.0010 (17)0.0071 (15)0.0012 (16)
C520.016 (2)0.022 (2)0.025 (2)0.0003 (16)0.0101 (16)0.0003 (16)
C530.026 (2)0.030 (2)0.0169 (19)0.0007 (19)0.0018 (16)0.0006 (16)
C540.0134 (19)0.022 (2)0.025 (2)0.0037 (16)0.0068 (15)0.0039 (16)
C550.023 (2)0.018 (2)0.031 (2)0.0005 (17)0.0091 (17)0.0009 (17)
C560.024 (2)0.042 (3)0.042 (3)0.004 (2)0.007 (2)0.001 (2)
C570.032 (2)0.018 (2)0.034 (2)0.0035 (19)0.0054 (19)0.0019 (18)
Geometric parameters (Å, º) top
Ru1—C501.880 (4)C21—C221.381 (5)
Ru1—C491.924 (4)C21—H21A0.9300
Ru1—C511.933 (4)C22—C231.384 (5)
Ru1—P12.3594 (11)C22—H22A0.9300
Ru1—Ru22.8449 (7)C23—C241.364 (6)
Ru1—Ru32.8744 (6)C23—H23A0.9300
Ru2—C531.891 (5)C24—C251.399 (5)
Ru2—C541.925 (4)C24—H24A0.9300
Ru2—C521.936 (4)C25—C291.498 (5)
Ru2—P22.3476 (11)C26—H26A0.9600
Ru2—Ru32.8352 (6)C26—H26B0.9600
Ru3—C561.888 (5)C26—H26C0.9600
Ru3—C571.926 (4)C27—H27A0.9600
Ru3—C551.931 (4)C27—H27B0.9600
Ru3—P32.3289 (12)C27—H27C0.9600
S1—C31B1.754 (3)C28—H28A0.9600
S1—C31A1.777 (3)C28—H28B0.9600
S1—C301.816 (4)C28—H28C0.9600
P1—C11.830 (3)C29—H29A0.9600
P1—C71.849 (4)C29—H29B0.9600
P1—C131.854 (4)C29—H29C0.9600
P2—C201.829 (3)C30—H30A0.9700
P2—C141.839 (4)C30—H30B0.9700
P2—C131.854 (4)C31A—C32A1.3900
P3—C431.824 (4)C31A—C36A1.3900
P3—C371.826 (4)C32A—C33A1.3900
P3—C301.840 (4)C32A—H32A0.9300
O1—C491.151 (4)C33A—C34A1.3900
O2—C501.149 (5)C33A—H33A0.9300
O3—C511.139 (4)C34A—C35A1.3900
O4—C521.139 (4)C34A—H34A0.9300
O5—C531.144 (5)C35A—C36A1.3900
O6—C541.148 (4)C35A—H35A0.9300
O7—C551.142 (5)C36A—H36A0.9300
O8—C561.140 (5)C31B—C32B1.3900
O9—C571.143 (5)C31B—C36B1.3900
C1—C21.401 (5)C32B—C33B1.3900
C1—C61.405 (5)C32B—H32B0.9300
C2—C31.374 (5)C33B—C34B1.3900
C2—H2A0.9300C33B—H33B0.9300
C3—C41.373 (6)C34B—C35B1.3900
C3—H3A0.9300C34B—H34B0.9300
C4—C51.372 (6)C35B—C36B1.3900
C4—H4A0.9300C35B—H35B0.9300
C5—C61.392 (5)C36B—H36B0.9300
C5—H5A0.9300C37—C381.390 (6)
C6—C261.508 (5)C37—C421.393 (5)
C7—C81.389 (5)C38—C391.382 (6)
C7—C121.412 (5)C38—H38A0.9300
C8—C91.385 (5)C39—C401.374 (6)
C8—H8A0.9300C39—H39A0.9300
C9—C101.376 (6)C40—C411.366 (6)
C9—H9A0.9300C40—H40A0.9300
C10—C111.372 (6)C41—C421.377 (6)
C10—H10A0.9300C41—H41A0.9300
C11—C121.402 (6)C42—H42A0.9300
C11—H11A0.9300C43—C441.380 (5)
C12—C271.505 (5)C43—C481.395 (6)
C13—H13A0.9700C44—C451.394 (6)
C13—H13B0.9700C44—H44A0.9300
C14—C151.392 (5)C45—C461.380 (6)
C14—C191.415 (6)C45—H45A0.9300
C15—C161.381 (5)C46—C471.383 (6)
C15—H15A0.9300C46—H46A0.9300
C16—C171.363 (6)C47—C481.381 (5)
C16—H16A0.9300C47—H47A0.9300
C17—C181.368 (7)C48—H48A0.9300
C17—H17A0.9300Cl1—C581.824 (19)
C18—C191.397 (6)Cl1—Cl2i1.896 (8)
C18—H18A0.9300Cl2—C581.755 (19)
C19—C281.517 (6)Cl2—Cl1i1.896 (8)
C20—C211.392 (5)C58—H58A0.9700
C20—C251.406 (5)C58—H58B0.9700
C50—Ru1—C4988.68 (16)C21—C22—C23119.5 (4)
C50—Ru1—C5191.17 (15)C21—C22—H22A120.2
C49—Ru1—C51171.19 (16)C23—C22—H22A120.2
C50—Ru1—P1101.97 (12)C24—C23—C22119.6 (3)
C49—Ru1—P191.48 (12)C24—C23—H23A120.2
C51—Ru1—P197.16 (12)C22—C23—H23A120.2
C50—Ru1—Ru2165.71 (11)C23—C24—C25122.4 (4)
C49—Ru1—Ru295.92 (11)C23—C24—H24A118.8
C51—Ru1—Ru282.22 (11)C25—C24—H24A118.8
P1—Ru1—Ru291.45 (3)C24—C25—C20117.7 (3)
C50—Ru1—Ru3107.98 (12)C24—C25—C29118.3 (3)
C49—Ru1—Ru383.03 (11)C20—C25—C29123.9 (3)
C51—Ru1—Ru388.64 (11)C6—C26—H26A109.5
P1—Ru1—Ru3149.37 (3)C6—C26—H26B109.5
Ru2—Ru1—Ru359.434 (13)H26A—C26—H26B109.5
C53—Ru2—C5492.46 (16)C6—C26—H26C109.5
C53—Ru2—C5287.91 (16)H26A—C26—H26C109.5
C54—Ru2—C52174.47 (16)H26B—C26—H26C109.5
C53—Ru2—P2105.51 (13)C12—C27—H27A109.5
C54—Ru2—P294.73 (11)C12—C27—H27B109.5
C52—Ru2—P290.49 (12)H27A—C27—H27B109.5
C53—Ru2—Ru3102.18 (13)C12—C27—H27C109.5
C54—Ru2—Ru393.42 (11)H27A—C27—H27C109.5
C52—Ru2—Ru381.11 (11)H27B—C27—H27C109.5
P2—Ru2—Ru3150.71 (3)C19—C28—H28A109.5
C53—Ru2—Ru1161.38 (12)C19—C28—H28B109.5
C54—Ru2—Ru181.79 (11)H28A—C28—H28B109.5
C52—Ru2—Ru196.15 (11)C19—C28—H28C109.5
P2—Ru2—Ru192.65 (3)H28A—C28—H28C109.5
Ru3—Ru2—Ru160.801 (13)H28B—C28—H28C109.5
C56—Ru3—C5792.27 (19)C25—C29—H29A109.5
C56—Ru3—C5589.19 (18)C25—C29—H29B109.5
C57—Ru3—C55178.22 (17)H29A—C29—H29B109.5
C56—Ru3—P3100.71 (15)C25—C29—H29C109.5
C57—Ru3—P389.20 (13)H29A—C29—H29C109.5
C55—Ru3—P391.53 (12)H29B—C29—H29C109.5
C56—Ru3—Ru297.21 (15)S1—C30—P3112.4 (2)
C57—Ru3—Ru295.37 (12)S1—C30—H30A109.1
C55—Ru3—Ru283.43 (12)P3—C30—H30A109.1
P3—Ru3—Ru2161.31 (3)S1—C30—H30B109.1
C56—Ru3—Ru1156.64 (14)P3—C30—H30B109.1
C57—Ru3—Ru186.51 (13)H30A—C30—H30B107.9
C55—Ru3—Ru191.75 (12)C32A—C31A—C36A120.0
P3—Ru3—Ru1102.60 (3)C32A—C31A—S1115.9 (3)
Ru2—Ru3—Ru159.765 (17)C36A—C31A—S1124.0 (4)
C31B—S1—C30103.1 (2)C31A—C32A—C33A120.0
C31A—S1—C30100.3 (2)C31A—C32A—H32A120.0
C1—P1—C7106.70 (17)C33A—C32A—H32A120.0
C1—P1—C13103.41 (18)C34A—C33A—C32A120.0
C7—P1—C1398.52 (17)C34A—C33A—H33A120.0
C1—P1—Ru1113.30 (12)C32A—C33A—H33A120.0
C7—P1—Ru1117.52 (13)C35A—C34A—C33A120.0
C13—P1—Ru1115.52 (13)C35A—C34A—H34A120.0
C20—P2—C14107.36 (17)C33A—C34A—H34A120.0
C20—P2—C13103.26 (17)C34A—C35A—C36A120.0
C14—P2—C1399.22 (18)C34A—C35A—H35A120.0
C20—P2—Ru2110.56 (12)C36A—C35A—H35A120.0
C14—P2—Ru2119.04 (14)C35A—C36A—C31A120.0
C13—P2—Ru2115.75 (13)C35A—C36A—H36A120.0
C43—P3—C37106.34 (18)C31A—C36A—H36A120.0
C43—P3—C30104.83 (19)C32B—C31B—C36B120.0
C37—P3—C30100.34 (18)C32B—C31B—S1122.2 (3)
C43—P3—Ru3115.05 (13)C36B—C31B—S1117.4 (3)
C37—P3—Ru3113.48 (14)C31B—C32B—C33B120.0
C30—P3—Ru3115.32 (13)C31B—C32B—H32B120.0
C2—C1—C6118.5 (3)C33B—C32B—H32B120.0
C2—C1—P1120.3 (3)C34B—C33B—C32B120.0
C6—C1—P1121.1 (3)C34B—C33B—H33B120.0
C3—C2—C1121.1 (4)C32B—C33B—H33B120.0
C3—C2—H2A119.4C33B—C34B—C35B120.0
C1—C2—H2A119.4C33B—C34B—H34B120.0
C4—C3—C2120.5 (4)C35B—C34B—H34B120.0
C4—C3—H3A119.8C34B—C35B—C36B120.0
C2—C3—H3A119.8C34B—C35B—H35B120.0
C5—C4—C3119.2 (4)C36B—C35B—H35B120.0
C5—C4—H4A120.4C35B—C36B—C31B120.0
C3—C4—H4A120.4C35B—C36B—H36B120.0
C4—C5—C6122.1 (4)C31B—C36B—H36B120.0
C4—C5—H5A118.9C38—C37—C42117.5 (4)
C6—C5—H5A118.9C38—C37—P3117.8 (3)
C5—C6—C1118.5 (4)C42—C37—P3124.7 (3)
C5—C6—C26118.8 (3)C39—C38—C37121.5 (4)
C1—C6—C26122.6 (3)C39—C38—H38A119.2
C8—C7—C12118.9 (4)C37—C38—H38A119.2
C8—C7—P1114.7 (3)C40—C39—C38119.9 (4)
C12—C7—P1126.1 (3)C40—C39—H39A120.1
C9—C8—C7122.1 (4)C38—C39—H39A120.1
C9—C8—H8A119.0C41—C40—C39119.3 (4)
C7—C8—H8A119.0C41—C40—H40A120.4
C10—C9—C8119.1 (4)C39—C40—H40A120.4
C10—C9—H9A120.5C40—C41—C42121.4 (4)
C8—C9—H9A120.5C40—C41—H41A119.3
C11—C10—C9120.0 (4)C42—C41—H41A119.3
C11—C10—H10A120.0C41—C42—C37120.3 (4)
C9—C10—H10A120.0C41—C42—H42A119.8
C10—C11—C12122.3 (4)C37—C42—H42A119.8
C10—C11—H11A118.9C44—C43—C48119.1 (4)
C12—C11—H11A118.9C44—C43—P3119.9 (3)
C11—C12—C7117.6 (4)C48—C43—P3120.8 (3)
C11—C12—C27117.5 (4)C43—C44—C45120.4 (4)
C7—C12—C27124.9 (4)C43—C44—H44A119.8
P2—C13—P1116.7 (2)C45—C44—H44A119.8
P2—C13—H13A108.1C46—C45—C44120.3 (4)
P1—C13—H13A108.1C46—C45—H45A119.9
P2—C13—H13B108.1C44—C45—H45A119.9
P1—C13—H13B108.1C45—C46—C47119.3 (4)
H13A—C13—H13B107.3C45—C46—H46A120.4
C15—C14—C19118.8 (4)C47—C46—H46A120.4
C15—C14—P2116.7 (3)C48—C47—C46120.8 (4)
C19—C14—P2124.3 (3)C48—C47—H47A119.6
C16—C15—C14122.4 (4)C46—C47—H47A119.6
C16—C15—H15A118.8C47—C48—C43120.1 (4)
C14—C15—H15A118.8C47—C48—H48A120.0
C17—C16—C15118.5 (4)C43—C48—H48A120.0
C17—C16—H16A120.7O1—C49—Ru1172.0 (3)
C15—C16—H16A120.7O2—C50—Ru1179.7 (4)
C16—C17—C18120.6 (5)O3—C51—Ru1173.3 (3)
C16—C17—H17A119.7O4—C52—Ru2173.4 (3)
C18—C17—H17A119.7O5—C53—Ru2178.7 (4)
C17—C18—C19122.5 (5)O6—C54—Ru2173.2 (3)
C17—C18—H18A118.7O7—C55—Ru3173.5 (3)
C19—C18—H18A118.7O8—C56—Ru3178.4 (5)
C18—C19—C14117.0 (4)O9—C57—Ru3171.8 (4)
C18—C19—C28118.6 (4)C58—Cl1—Cl2i132.1 (7)
C14—C19—C28124.3 (4)C58—Cl2—Cl1i116.0 (7)
C21—C20—C25119.2 (3)Cl2—C58—Cl1108.9 (10)
C21—C20—P2119.9 (3)Cl2—C58—H58A109.9
C25—C20—P2120.6 (3)Cl1—C58—H58A109.9
C22—C21—C20121.3 (4)Cl2—C58—H58B109.9
C22—C21—H21A119.3Cl1—C58—H58B109.9
C20—C21—H21A119.3H58A—C58—H58B108.3
C50—Ru1—Ru2—C5355.6 (6)P1—C1—C2—C3179.4 (3)
C49—Ru1—Ru2—C5352.7 (4)C1—C2—C3—C40.6 (7)
C51—Ru1—Ru2—C53118.6 (4)C2—C3—C4—C52.3 (7)
P1—Ru1—Ru2—C53144.3 (4)C3—C4—C5—C60.9 (7)
Ru3—Ru1—Ru2—C5325.6 (4)C4—C5—C6—C12.1 (6)
C50—Ru1—Ru2—C54128.6 (5)C4—C5—C6—C26179.8 (4)
C49—Ru1—Ru2—C5420.31 (16)C2—C1—C6—C53.7 (6)
C51—Ru1—Ru2—C54168.36 (16)P1—C1—C6—C5179.4 (3)
P1—Ru1—Ru2—C5471.33 (12)C2—C1—C6—C26178.7 (4)
Ru3—Ru1—Ru2—C5498.61 (11)P1—C1—C6—C261.8 (5)
C50—Ru1—Ru2—C5246.3 (5)C1—P1—C7—C8152.3 (3)
C49—Ru1—Ru2—C52154.51 (16)C13—P1—C7—C8100.9 (3)
C51—Ru1—Ru2—C5216.81 (16)Ru1—P1—C7—C823.8 (3)
P1—Ru1—Ru2—C52113.84 (12)C1—P1—C7—C1233.5 (4)
Ru3—Ru1—Ru2—C5276.22 (11)C13—P1—C7—C1273.4 (3)
C50—Ru1—Ru2—P2137.0 (5)Ru1—P1—C7—C12162.0 (3)
C49—Ru1—Ru2—P2114.71 (12)C12—C7—C8—C90.2 (6)
C51—Ru1—Ru2—P273.96 (12)P1—C7—C8—C9174.9 (3)
P1—Ru1—Ru2—P223.07 (3)C7—C8—C9—C102.3 (6)
Ru3—Ru1—Ru2—P2166.99 (3)C8—C9—C10—C112.2 (6)
C50—Ru1—Ru2—Ru330.0 (5)C9—C10—C11—C120.5 (6)
C49—Ru1—Ru2—Ru378.30 (11)C10—C11—C12—C73.0 (6)
C51—Ru1—Ru2—Ru393.03 (12)C10—C11—C12—C27176.0 (4)
P1—Ru1—Ru2—Ru3169.94 (3)C8—C7—C12—C112.8 (5)
C53—Ru2—Ru3—C5612.34 (18)P1—C7—C12—C11176.8 (3)
C54—Ru2—Ru3—C56105.60 (18)C8—C7—C12—C27176.1 (4)
C52—Ru2—Ru3—C5673.55 (18)P1—C7—C12—C272.1 (6)
P2—Ru2—Ru3—C56148.41 (15)C20—P2—C13—P1114.1 (2)
Ru1—Ru2—Ru3—C56175.77 (14)C14—P2—C13—P1135.5 (2)
C53—Ru2—Ru3—C57105.32 (17)Ru2—P2—C13—P16.8 (3)
C54—Ru2—Ru3—C57161.42 (17)C1—P1—C13—P2108.1 (2)
C52—Ru2—Ru3—C5719.42 (17)C7—P1—C13—P2142.3 (2)
P2—Ru2—Ru3—C5755.43 (14)Ru1—P1—C13—P216.2 (3)
Ru1—Ru2—Ru3—C5782.79 (13)C20—P2—C14—C15145.2 (3)
C53—Ru2—Ru3—C5576.00 (16)C13—P2—C14—C15107.7 (3)
C54—Ru2—Ru3—C5517.26 (16)Ru2—P2—C14—C1518.8 (4)
C52—Ru2—Ru3—C55161.90 (17)C20—P2—C14—C1940.9 (4)
P2—Ru2—Ru3—C55123.25 (13)C13—P2—C14—C1966.3 (4)
Ru1—Ru2—Ru3—C5595.89 (12)Ru2—P2—C14—C19167.3 (3)
C53—Ru2—Ru3—P3151.13 (14)C19—C14—C15—C160.6 (6)
C54—Ru2—Ru3—P357.87 (15)P2—C14—C15—C16173.7 (3)
C52—Ru2—Ru3—P3122.97 (15)C14—C15—C16—C172.0 (6)
P2—Ru2—Ru3—P348.11 (11)C15—C16—C17—C181.1 (7)
Ru1—Ru2—Ru3—P320.76 (9)C16—C17—C18—C191.3 (9)
C53—Ru2—Ru3—Ru1171.89 (11)C17—C18—C19—C142.7 (8)
C54—Ru2—Ru3—Ru178.63 (12)C17—C18—C19—C28177.7 (5)
C52—Ru2—Ru3—Ru1102.22 (12)C15—C14—C19—C181.7 (6)
P2—Ru2—Ru3—Ru127.36 (5)P2—C14—C19—C18175.5 (4)
C50—Ru1—Ru3—C56161.9 (4)C15—C14—C19—C28178.7 (4)
C49—Ru1—Ru3—C56111.7 (4)P2—C14—C19—C284.9 (6)
C51—Ru1—Ru3—C5671.1 (4)C14—P2—C20—C21134.1 (3)
P1—Ru1—Ru3—C5630.7 (4)C13—P2—C20—C2129.9 (4)
Ru2—Ru1—Ru3—C5610.6 (4)Ru2—P2—C20—C2194.6 (3)
C50—Ru1—Ru3—C5774.27 (17)C14—P2—C20—C2552.2 (4)
C49—Ru1—Ru3—C57160.60 (17)C13—P2—C20—C25156.5 (3)
C51—Ru1—Ru3—C5716.52 (17)Ru2—P2—C20—C2579.1 (3)
P1—Ru1—Ru3—C57118.32 (14)C25—C20—C21—C223.8 (6)
Ru2—Ru1—Ru3—C5798.28 (13)P2—C20—C21—C22177.5 (3)
C50—Ru1—Ru3—C55106.08 (16)C20—C21—C22—C230.3 (6)
C49—Ru1—Ru3—C5519.75 (17)C21—C22—C23—C243.0 (6)
C51—Ru1—Ru3—C55163.12 (16)C22—C23—C24—C251.6 (6)
P1—Ru1—Ru3—C5561.32 (13)C23—C24—C25—C202.5 (6)
Ru2—Ru1—Ru3—C5581.36 (12)C23—C24—C25—C29177.7 (4)
C50—Ru1—Ru3—P314.13 (11)C21—C20—C25—C245.0 (6)
C49—Ru1—Ru3—P372.20 (12)P2—C20—C25—C24178.7 (3)
C51—Ru1—Ru3—P3104.92 (12)C21—C20—C25—C29175.1 (4)
P1—Ru1—Ru3—P3153.28 (5)P2—C20—C25—C291.4 (6)
Ru2—Ru1—Ru3—P3173.32 (3)C31B—S1—C30—P3177.5 (2)
C50—Ru1—Ru3—Ru2172.55 (11)C31A—S1—C30—P3178.2 (2)
C49—Ru1—Ru3—Ru2101.12 (11)C43—P3—C30—S156.0 (3)
C51—Ru1—Ru3—Ru281.76 (11)C37—P3—C30—S154.1 (2)
P1—Ru1—Ru3—Ru220.04 (5)Ru3—P3—C30—S1176.38 (14)
C50—Ru1—P1—C191.35 (17)C31B—S1—C31A—C32A60.50 (19)
C49—Ru1—P1—C12.38 (18)C30—S1—C31A—C32A107.6 (9)
C51—Ru1—P1—C1175.92 (17)C31B—S1—C31A—C36A116.08 (16)
Ru2—Ru1—P1—C193.58 (14)C30—S1—C31A—C36A75.8 (8)
Ru3—Ru1—P1—C176.41 (15)C36A—C31A—C32A—C33A0.0
C50—Ru1—P1—C733.91 (17)S1—C31A—C32A—C33A176.7 (3)
C49—Ru1—P1—C7122.88 (17)C31A—C32A—C33A—C34A0.0
C51—Ru1—P1—C758.83 (17)C32A—C33A—C34A—C35A0.0
Ru2—Ru1—P1—C7141.16 (13)C33A—C34A—C35A—C36A0.0
Ru3—Ru1—P1—C7158.33 (12)C34A—C35A—C36A—C31A0.0
C50—Ru1—P1—C13149.62 (18)C32A—C31A—C36A—C35A0.0
C49—Ru1—P1—C13121.42 (18)S1—C31A—C36A—C35A176.5 (3)
C51—Ru1—P1—C1356.88 (18)C31A—S1—C31B—C32B141.4 (3)
Ru2—Ru1—P1—C1325.46 (15)C30—S1—C31B—C32B129.4 (9)
Ru3—Ru1—P1—C1342.63 (16)C31A—S1—C31B—C36B45.18 (11)
C53—Ru2—P2—C2087.92 (18)C30—S1—C31B—C36B57.2 (8)
C54—Ru2—P2—C20178.21 (17)C36B—C31B—C32B—C33B0.0
C52—Ru2—P2—C200.05 (17)S1—C31B—C32B—C33B173.3 (4)
Ru3—Ru2—P2—C2072.55 (15)C31B—C32B—C33B—C34B0.0
Ru1—Ru2—P2—C2096.23 (13)C32B—C33B—C34B—C35B0.0
C53—Ru2—P2—C1437.03 (18)C33B—C34B—C35B—C36B0.0
C54—Ru2—P2—C1456.84 (18)C34B—C35B—C36B—C31B0.0
C52—Ru2—P2—C14125.00 (18)C32B—C31B—C36B—C35B0.0
Ru3—Ru2—P2—C14162.50 (13)S1—C31B—C36B—C35B173.6 (3)
Ru1—Ru2—P2—C14138.82 (14)C43—P3—C37—C38174.9 (4)
C53—Ru2—P2—C13155.15 (18)C30—P3—C37—C3876.2 (4)
C54—Ru2—P2—C1361.28 (19)Ru3—P3—C37—C3847.4 (4)
C52—Ru2—P2—C13116.88 (18)C43—P3—C37—C425.6 (4)
Ru3—Ru2—P2—C1344.38 (16)C30—P3—C37—C42103.3 (4)
Ru1—Ru2—P2—C1320.70 (15)Ru3—P3—C37—C42133.1 (4)
C56—Ru3—P3—C43112.4 (2)C42—C37—C38—C390.2 (7)
C57—Ru3—P3—C43155.4 (2)P3—C37—C38—C39179.7 (4)
C55—Ru3—P3—C4322.93 (19)C37—C38—C39—C402.3 (8)
Ru2—Ru3—P3—C4350.91 (19)C38—C39—C40—C413.4 (8)
Ru1—Ru3—P3—C4369.20 (16)C39—C40—C41—C422.0 (8)
C56—Ru3—P3—C3710.4 (2)C40—C41—C42—C370.6 (7)
C57—Ru3—P3—C3781.77 (19)C38—C37—C42—C411.7 (7)
C55—Ru3—P3—C3799.85 (18)P3—C37—C42—C41178.8 (4)
Ru2—Ru3—P3—C37173.70 (14)C37—P3—C43—C4451.9 (4)
Ru1—Ru3—P3—C37168.01 (14)C30—P3—C43—C44157.6 (3)
C56—Ru3—P3—C30125.4 (2)Ru3—P3—C43—C4474.6 (3)
C57—Ru3—P3—C3033.20 (19)C37—P3—C43—C48133.2 (3)
C55—Ru3—P3—C30145.18 (19)C30—P3—C43—C4827.5 (4)
Ru2—Ru3—P3—C3071.34 (18)Ru3—P3—C43—C48100.2 (3)
Ru1—Ru3—P3—C3053.05 (15)C48—C43—C44—C452.7 (6)
C7—P1—C1—C2128.6 (3)P3—C43—C44—C45177.7 (3)
C13—P1—C1—C225.3 (4)C43—C44—C45—C463.1 (6)
Ru1—P1—C1—C2100.5 (3)C44—C45—C46—C471.5 (6)
C7—P1—C1—C654.5 (4)C45—C46—C47—C480.5 (7)
C13—P1—C1—C6157.8 (3)C46—C47—C48—C430.9 (6)
Ru1—P1—C1—C676.4 (3)C44—C43—C48—C470.7 (6)
C6—C1—C2—C32.4 (6)P3—C43—C48—C47175.6 (3)
Symmetry code: (i) x, y, z+1.
Hydrogen-bond geometry (Å, º) top
Cg1 and Cg2 are the centroids of the C7–C12 and C14–C19 benzene rings, respectively.
D—H···AD—HH···AD···AD—H···A
C9—H9A···O1ii0.932.533.330 (5)144
C29—H29B···Cg1iii0.962.973.554 (5)121
C40—H40A···Cg1iv0.932.923.670 (6)139
C58—H58A···Cg2v0.972.673.585 (19)158
Symmetry codes: (ii) x, y+1/2, z+1/2; (iii) x+1, y, z; (iv) x, y1/2, z+1/2; (v) x, y1/2, z1/2.

Experimental details

Crystal data
Chemical formula[Ru3(C29H30P2)(C19H17PS)(CO)9]·0.25CH2Cl2
Mr1325.36
Crystal system, space groupMonoclinic, P21/c
Temperature (K)100
a, b, c (Å)11.022 (2), 28.576 (6), 18.454 (4)
β (°) 106.069 (3)
V3)5585 (2)
Z4
Radiation typeMo Kα
µ (mm1)1.00
Crystal size (mm)0.15 × 0.09 × 0.08
Data collection
DiffractometerBruker APEXII DUO CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2009)
Tmin, Tmax0.862, 0.928
No. of measured, independent and
observed [I > 2σ(I)] reflections
39779, 12798, 8500
Rint0.066
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.040, 0.092, 1.02
No. of reflections12798
No. of parameters699
No. of restraints180
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.55, 0.66

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

Selected bond lengths (Å) top
Ru1—P12.3594 (11)Ru3—P32.3289 (12)
Ru2—P22.3476 (11)
Hydrogen-bond geometry (Å, º) top
Cg1 and Cg2 are the centroids of the C7–C12 and C14–C19 benzene rings, respectively.
D—H···AD—HH···AD···AD—H···A
C9—H9A···O1i0.932.533.330 (5)144
C29—H29B···Cg1ii0.962.973.554 (5)121
C40—H40A···Cg1iii0.932.923.670 (6)139
C58—H58A···Cg2iv0.972.673.585 (19)158
Symmetry codes: (i) x, y+1/2, z+1/2; (ii) x+1, y, z; (iii) x, y1/2, z+1/2; (iv) x, y1/2, z1/2.
 

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. Current address: Department of Chemistry, Gokhale Centenary College, Ankola 581 314, NK, Karnataka, India.

Thomson Reuters ResearcherID: A-5523-2009.

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

Acknowledgements

The authors thank the Malaysian Government and Universiti Sains Malaysia (USM) for the Research Grant 1001/PJJAUH/811115. IAK is grateful to USM for a Visiting Researcher position. HKF and CSY thank USM for the Research University Grant No. 1001/PFIZIK/811160.

References

First citationBruce, M. I., Liddell, M. J., Hughes, C. A., Patrick, J. M., Skelton, B. W. & White, A. H. (1988a). J. Organomet. Chem. 347, 181–205.  CSD CrossRef CAS Web of Science Google Scholar
First citationBruce, M. I., Liddell, M. J., Shawkataly, O. bin, Hughes, C. A., Skelton, B. W. & White, A. H. (1988b). J. Organomet. Chem. 347, 207–235.  CSD CrossRef CAS Web of Science Google Scholar
First citationBruce, M. I., Shawkataly, O. bin & Williams, M. L. (1985). J. Organomet. Chem. 287, 127–131.  Google Scholar
First citationBruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationCosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105–107.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationFilby, M., Deeming, A. J., Hogarth, G. & Lee, M.-Y. (2006). Can. J. Chem. 84, 319–329.  Web of Science CSD CrossRef CAS Google Scholar
First citationSanger, A. R. (1983). Can. J. Chem. 61, 2214–2219.  CrossRef CAS Web of Science Google Scholar
First citationShawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2010). Acta Cryst. E66, m94–m95.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationShawkataly, O. bin, Ramalingam, K., Fun, H.-K., Abdul Rahman, A., & Razak, I. A. (2004). J. Cluster Sci. 15, 387–394.  Web of Science CSD CrossRef Google Scholar
First citationShawkataly, O. bin, Ramalingam, K., Lee, S. T., Parameswary, M., Fun, H.-K. & Sivakumar, K. (1998). Polyhedron, 17, 1211–1216.  Web of Science CSD CrossRef CAS Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSpek, A. L. (2009). Acta Cryst. D65, 148–155.  Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 2| February 2011| Pages m195-m196
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds