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Acta Crystallogr Sect E Struct Rep Online. 2010 January 1; 66(Pt 1): m36–m37.
Published online 2009 December 9. doi:  10.1107/S1600536809049940
PMCID: PMC2980046

[μ-Bis(diphenyl­arsino)methane-1:2κ2 As:As′]nona­carbonyl-1κ3 C,2κ3 C,3κ3 C-[tris­(4-methyl­phen­yl)­phosphine-3κP]-triangulo-triruthenium(0)

Abstract

In the title triangulo-triruthenium compound, [Ru3(C25H22As2)(C21H21P)(CO)9], the bis­(diphenyl­arsino)methane ligand bridges a Ru—Ru bond and the monodentate phosphine ligand bonds to the third Ru atom. Both the phosphine and arsine ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The three phenyl rings of the phosphine make dihedral angles of 86.89 (19), 82.1 (2) and 63.0 (2)° with each other. The dihedral angles between the two phenyl rings are 73.8 (2) and 82.2 (3)° for the two diphenyl­arsino groups. An intra­molecular C—H(...)O hydrogen bond stabilizes the mol­ecular structure. In the crystal packing, mol­ecules are linked into chains down the b axis via inter­molecular C—H(...)O hydrogen bonds.

Related literature

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985 [triangle], 1988a [triangle],b [triangle]); Shawkataly et al. (1998 [triangle], 2004 [triangle], 2009 [triangle]). For related structures, see: Shawkataly et al. (2009 [triangle]). For the synthesis of μ-bis­(diphenylarsino)methanedecacarbonyl­triruthenium(0), see: Bruce et al. (1983 [triangle]). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-00m36-scheme1.jpg

Experimental

Crystal data

  • [Ru3(C25H22As2)(C21H21P)(CO)9]
  • M r = 1331.91
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-00m36-efi1.jpg
  • a = 16.2585 (2) Å
  • b = 16.9247 (2) Å
  • c = 19.6900 (2) Å
  • β = 98.680 (1)°
  • V = 5356.05 (11) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.15 mm−1
  • T = 296 K
  • 0.21 × 0.21 × 0.03 mm

Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2005 [triangle]) T min = 0.665, T max = 0.933
  • 63277 measured reflections
  • 15703 independent reflections
  • 9536 reflections with I > 2σ(I)
  • R int = 0.063

Refinement

  • R[F 2 > 2σ(F 2)] = 0.049
  • wR(F 2) = 0.096
  • S = 1.00
  • 15703 reflections
  • 634 parameters
  • H-atom parameters constrained
  • Δρmax = 0.60 e Å−3
  • Δρmin = −0.41 e Å−3

Data collection: APEX2 (Bruker, 2005 [triangle]); cell refinement: SAINT (Bruker, 2005 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809049940/sj2681sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809049940/sj2681Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The authors would like to thank the Malaysian Government and Universiti Sains Malaysia (USM) for the Research grant 1001/PJJAUH/811115. IAK is grateful to USM for a Postdoctoral Fellowship and to Gokhale Centenary College, Ankola, Karnataka, India, for postdoctoral study leave. HKF thanks USM for the Research University Golden Goose grant 1001/PFIZIK/811012. CSY thanks USM for the award of a USM Fellowship.

supplementary crystallographic information

Comment

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 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, 2009). Herein we report the synthesis and structure of Ru3(C21H21P)(C25H22As2)(CO)9.

The bond lengths and angles of title compound (Fig. 1) are comparable to those in related structures (Shawkataly et al., 2009). The bis(diphenylarsino)methane ligand bridges the Ru1—Ru2 bond and the monodentate phosphine ligand bonds to the Ru3 atom. Both the phosphine and arsine ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The three phosphine substituted phenyl rings make dihedral angles (C26–C31/C32–C37, C26–C31/C38–C43 and C32–C37/C38–C43) of 86.89 (19), 82.1 (2) and 63.0 (2)° with each other respectively. The dihedral angles between the two phenyl rings (C1–C6/C7–C12 and C14–C19/C20–C25) are 73.8 (2) and 82.2 (3)° for the two diphenylarsino groups respectively.

An intramolecular C27—H27A···O9 hydrogen bond stabilizes the molecular structure. In the crystal packing (Fig. 2), the molecules are linked together into chains via intermolecular C54—H54A···O2 hydrogen bonds along the b axis.

Experimental

All manipulations were performed under a dry oxygen-free dinitrogen atmosphere using standard Schlenk techniques, all solvents were dried over sodium and distilled from sodium benzophenone ketyl under nitrogen. Tris(4-methylphenyl)phosphine (Maybridge) was used as received and µ-bis(diphenylarsino)methanedecacarbonyltriruthenium(0) (Bruce et al., 1983) was prepared by a previously reported procedure. The title compound was obtained by refluxing equimolar quantities of Ru3(CO)10(µ-Ph2AsCH2AsPh2) (105.5 mg, 0.1 mmol) and tris(4-methylphenyl)phosphine (30.4 mg, 0.1 mmol) in hexane under a nitrogen atmosphere. Crystals suitable for X-ray diffraction were grown by slow solvent / solvent diffusion of CH3OH into CH2Cl2.

Refinement

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). A rotating group model was used for the methyl groups.

Figures

Fig. 1.
The molecular structure of the title compound with 20% probability ellipsoids for non-H atoms.
Fig. 2.
The crystal packing of the title compound, viewed down the c axis, showing the molecules linked along b. Hydrogen atoms that are not involved in the hydrogen-bonding (dashed lines) have been omitted for clarity.

Crystal data

[Ru3(C25H22As2)(C21H21P)(CO)9]F(000) = 2632
Mr = 1331.91Dx = 1.652 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 9940 reflections
a = 16.2585 (2) Åθ = 2.3–26.0°
b = 16.9247 (2) ŵ = 2.15 mm1
c = 19.6900 (2) ÅT = 296 K
β = 98.680 (1)°Plate, red
V = 5356.05 (11) Å30.21 × 0.21 × 0.03 mm
Z = 4

Data collection

Bruker SMART APEXII CCD area-detector diffractometer15703 independent reflections
Radiation source: fine-focus sealed tube9536 reflections with I > 2σ(I)
graphiteRint = 0.063
[var phi] and ω scansθmax = 30.1°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2005)h = −22→22
Tmin = 0.665, Tmax = 0.933k = −18→23
63277 measured reflectionsl = −27→27

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.049Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096H-atom parameters constrained
S = 1.00w = 1/[σ2(Fo2) + (0.0397P)2] where P = (Fo2 + 2Fc2)/3
15703 reflections(Δ/σ)max < 0.001
634 parametersΔρmax = 0.60 e Å3
0 restraintsΔρmin = −0.40 e Å3

Special details

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)

xyzUiso*/Ueq
Ru10.234430 (18)0.082258 (18)0.290394 (17)0.03903 (8)
Ru20.095682 (17)0.005658 (17)0.211088 (16)0.03574 (8)
Ru30.250620 (18)−0.075182 (17)0.238649 (17)0.03759 (8)
As10.16874 (2)0.21116 (2)0.26830 (2)0.03705 (10)
As2−0.00352 (2)0.11309 (2)0.21734 (2)0.03700 (10)
P10.38304 (6)−0.13329 (6)0.26418 (5)0.0402 (2)
O10.3348 (2)0.10979 (19)0.17289 (18)0.0784 (10)
O20.3831 (2)0.1220 (2)0.3968 (2)0.0934 (12)
O30.1375 (2)0.05987 (18)0.41083 (17)0.0741 (10)
O40.0457 (2)−0.08636 (18)0.33265 (19)0.0782 (11)
O5−0.0027 (2)−0.1159 (2)0.1199 (2)0.0924 (12)
O60.1513 (2)0.09138 (18)0.08889 (17)0.0699 (9)
O70.2824 (2)−0.0409 (2)0.09116 (17)0.0756 (10)
O80.1550 (2)−0.22473 (19)0.19949 (19)0.0814 (11)
O90.2461 (2)−0.08632 (17)0.39289 (17)0.0697 (9)
C10.1912 (2)0.2681 (2)0.1877 (2)0.0445 (10)
C20.2732 (3)0.2890 (3)0.1858 (3)0.0652 (13)
H2A0.31410.27530.22210.078*
C30.2948 (4)0.3300 (3)0.1304 (3)0.0791 (16)
H3A0.35000.34360.12960.095*
C40.2357 (4)0.3504 (3)0.0775 (3)0.0845 (18)
H4A0.25040.37850.04060.101*
C50.1538 (4)0.3297 (3)0.0780 (3)0.0817 (16)
H5A0.11320.34300.04120.098*
C60.1326 (3)0.2889 (3)0.1338 (2)0.0616 (12)
H6A0.07730.27550.13450.074*
C70.1927 (2)0.2926 (2)0.3382 (2)0.0405 (9)
C80.2062 (3)0.2709 (2)0.4064 (2)0.0538 (11)
H8A0.20580.21760.41770.065*
C90.2204 (3)0.3265 (3)0.4583 (2)0.0671 (14)
H9A0.22890.31070.50410.081*
C100.2217 (3)0.4046 (3)0.4418 (3)0.0668 (14)
H10A0.23140.44250.47630.080*
C110.2086 (3)0.4272 (3)0.3744 (3)0.0675 (14)
H11A0.20990.48060.36340.081*
C120.1936 (3)0.3718 (2)0.3225 (2)0.0578 (12)
H12A0.18410.38810.27690.069*
C130.0474 (2)0.2089 (2)0.2622 (2)0.0416 (9)
H13A0.02430.25480.23670.050*
H13B0.03300.21230.30820.050*
C14−0.0632 (2)0.1517 (2)0.1305 (2)0.0448 (10)
C15−0.0724 (3)0.1023 (3)0.0737 (3)0.0661 (13)
H15A−0.05080.05130.07790.079*
C16−0.1131 (4)0.1278 (4)0.0115 (3)0.0925 (19)
H16A−0.11930.0936−0.02590.111*
C17−0.1448 (4)0.2033 (4)0.0036 (3)0.0920 (19)
H17A−0.17150.2206−0.03900.110*
C18−0.1363 (3)0.2525 (3)0.0599 (3)0.0763 (15)
H18A−0.15720.30370.05540.092*
C19−0.0973 (3)0.2266 (3)0.1227 (2)0.0560 (11)
H19A−0.09370.25990.16050.067*
C20−0.0938 (2)0.0935 (2)0.2700 (2)0.0501 (11)
C21−0.1754 (3)0.0953 (3)0.2391 (3)0.0676 (14)
H21A−0.18860.11110.19350.081*
C22−0.2379 (3)0.0736 (4)0.2756 (4)0.095 (2)
H22A−0.29310.07420.25450.114*
C23−0.2189 (4)0.0514 (4)0.3419 (4)0.113 (3)
H23A−0.26120.03520.36570.136*
C24−0.1385 (4)0.0523 (4)0.3747 (4)0.123 (3)
H24A−0.12610.03900.42090.148*
C25−0.0748 (3)0.0737 (3)0.3370 (3)0.0853 (18)
H25A−0.01970.07430.35830.102*
C260.3884 (2)−0.2298 (2)0.3075 (2)0.0416 (9)
C270.3279 (2)−0.2538 (2)0.3465 (2)0.0529 (11)
H27A0.2810−0.22260.34740.064*
C280.3370 (3)−0.3233 (2)0.3841 (2)0.0581 (12)
H28A0.2967−0.33700.41080.070*
C290.4040 (3)−0.3724 (2)0.3827 (2)0.0545 (11)
C300.4632 (3)−0.3498 (2)0.3433 (2)0.0584 (12)
H30A0.5088−0.38250.34120.070*
C310.4564 (3)−0.2794 (2)0.3066 (2)0.0520 (11)
H31A0.4979−0.26520.28120.062*
C320.4366 (2)−0.1552 (2)0.1903 (2)0.0434 (9)
C330.3920 (3)−0.1915 (2)0.1337 (2)0.0546 (11)
H33A0.3360−0.20280.13330.066*
C340.4297 (3)−0.2114 (3)0.0773 (2)0.0644 (13)
H34A0.3983−0.23530.03940.077*
C350.5131 (3)−0.1962 (3)0.0764 (2)0.0579 (12)
C360.5573 (3)−0.1617 (3)0.1335 (2)0.0596 (12)
H36A0.6138−0.15190.13440.072*
C370.5202 (2)−0.1409 (2)0.1898 (2)0.0533 (11)
H37A0.5519−0.11710.22760.064*
C380.4591 (2)−0.0747 (2)0.3211 (2)0.0416 (9)
C390.4872 (3)−0.0032 (2)0.2982 (2)0.0546 (11)
H39A0.46910.01300.25330.065*
C400.5415 (3)0.0441 (3)0.3412 (3)0.0585 (12)
H40A0.56030.09110.32440.070*
C410.5683 (3)0.0229 (3)0.4083 (2)0.0578 (12)
C420.5398 (3)−0.0477 (3)0.4309 (2)0.0592 (12)
H42A0.5572−0.06350.47600.071*
C430.4858 (2)−0.0957 (2)0.3878 (2)0.0491 (11)
H43A0.4675−0.14290.40450.059*
C440.2951 (3)0.0928 (2)0.2144 (2)0.0522 (11)
C450.3291 (3)0.1071 (3)0.3549 (3)0.0582 (12)
C460.1713 (3)0.0653 (2)0.3637 (2)0.0518 (11)
C470.0670 (2)−0.0503 (2)0.2894 (2)0.0499 (11)
C480.0325 (2)−0.0683 (3)0.1537 (2)0.0525 (11)
C490.1344 (2)0.0597 (2)0.1357 (2)0.0475 (10)
C500.2690 (3)−0.0515 (2)0.1462 (2)0.0494 (10)
C510.1925 (2)−0.1692 (3)0.2141 (2)0.0505 (11)
C520.2446 (3)−0.0733 (2)0.3344 (2)0.0505 (11)
C530.4136 (3)−0.4481 (3)0.4251 (3)0.0830 (16)
H53A0.4712−0.45580.44330.124*
H53B0.3940−0.49210.39640.124*
H53C0.3818−0.44390.46220.124*
C540.5545 (3)−0.2172 (3)0.0149 (2)0.0850 (18)
H54A0.6021−0.25000.02940.127*
H54B0.5718−0.1698−0.00560.127*
H54C0.5157−0.2452−0.01820.127*
C550.6253 (3)0.0748 (3)0.4567 (3)0.095 (2)
H55A0.65570.10920.43070.142*
H55B0.66350.04240.48650.142*
H55C0.59280.10590.48370.142*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ru10.03420 (15)0.03399 (18)0.04736 (19)−0.00229 (13)0.00114 (15)−0.00603 (15)
Ru20.02854 (13)0.03101 (17)0.04748 (18)−0.00082 (12)0.00511 (13)−0.00357 (14)
Ru30.03213 (15)0.03246 (17)0.04644 (19)0.00260 (12)0.00032 (14)−0.00174 (14)
As10.0377 (2)0.0325 (2)0.0409 (2)−0.00439 (16)0.00575 (18)−0.00314 (17)
As20.03049 (18)0.0332 (2)0.0480 (2)0.00017 (16)0.00820 (18)−0.00228 (18)
P10.0329 (5)0.0406 (6)0.0455 (6)0.0030 (4)0.0012 (5)0.0006 (5)
O10.072 (2)0.079 (2)0.093 (3)−0.0106 (18)0.041 (2)−0.008 (2)
O20.070 (2)0.104 (3)0.093 (3)0.004 (2)−0.031 (2)−0.038 (2)
O30.093 (3)0.068 (2)0.066 (2)−0.0084 (18)0.028 (2)−0.0057 (17)
O40.085 (2)0.064 (2)0.091 (3)−0.0072 (18)0.031 (2)0.0289 (19)
O50.074 (2)0.076 (3)0.120 (3)−0.017 (2)−0.006 (2)−0.046 (2)
O60.074 (2)0.075 (2)0.064 (2)0.0058 (17)0.0215 (19)0.0193 (18)
O70.097 (3)0.076 (2)0.057 (2)0.0244 (19)0.020 (2)0.0140 (18)
O80.079 (2)0.048 (2)0.109 (3)−0.0221 (18)−0.014 (2)−0.005 (2)
O90.099 (3)0.056 (2)0.053 (2)0.0103 (17)0.008 (2)0.0068 (16)
C10.050 (2)0.033 (2)0.051 (3)−0.0051 (18)0.012 (2)−0.0029 (19)
C20.060 (3)0.072 (3)0.065 (3)−0.016 (2)0.014 (3)0.006 (3)
C30.086 (4)0.078 (4)0.079 (4)−0.027 (3)0.034 (4)0.002 (3)
C40.122 (5)0.074 (4)0.065 (4)−0.022 (4)0.039 (4)0.007 (3)
C50.114 (5)0.069 (4)0.059 (3)0.005 (3)0.001 (3)0.017 (3)
C60.060 (3)0.062 (3)0.062 (3)−0.001 (2)0.007 (3)0.011 (3)
C70.043 (2)0.032 (2)0.045 (2)−0.0035 (17)0.0051 (19)−0.0045 (18)
C80.076 (3)0.035 (2)0.049 (3)−0.006 (2)0.006 (2)−0.005 (2)
C90.104 (4)0.054 (3)0.044 (3)−0.008 (3)0.014 (3)−0.012 (2)
C100.088 (4)0.055 (3)0.060 (3)−0.014 (3)0.016 (3)−0.023 (3)
C110.099 (4)0.037 (3)0.067 (3)−0.011 (2)0.016 (3)−0.007 (2)
C120.079 (3)0.040 (3)0.054 (3)−0.003 (2)0.007 (3)−0.004 (2)
C130.0393 (19)0.039 (2)0.047 (2)0.0029 (16)0.0079 (19)−0.0054 (18)
C140.0347 (19)0.050 (3)0.049 (2)0.0002 (18)0.0025 (19)−0.001 (2)
C150.061 (3)0.070 (3)0.062 (3)0.019 (2)−0.009 (3)−0.016 (3)
C160.090 (4)0.123 (5)0.057 (3)0.032 (4)−0.014 (3)−0.028 (4)
C170.092 (4)0.116 (5)0.062 (4)0.035 (4)−0.006 (3)0.006 (4)
C180.074 (3)0.071 (4)0.076 (4)0.020 (3)−0.013 (3)0.010 (3)
C190.055 (3)0.048 (3)0.062 (3)0.008 (2)−0.002 (2)−0.006 (2)
C200.044 (2)0.041 (2)0.070 (3)0.0045 (18)0.023 (2)0.004 (2)
C210.042 (2)0.067 (3)0.097 (4)−0.006 (2)0.024 (3)−0.005 (3)
C220.047 (3)0.115 (5)0.128 (6)−0.013 (3)0.029 (4)−0.005 (4)
C230.088 (5)0.119 (5)0.151 (7)0.018 (4)0.077 (5)0.040 (5)
C240.099 (5)0.164 (7)0.120 (6)0.044 (5)0.060 (5)0.069 (5)
C250.057 (3)0.122 (5)0.082 (4)0.021 (3)0.027 (3)0.033 (3)
C260.040 (2)0.034 (2)0.048 (2)0.0044 (16)−0.0027 (19)−0.0037 (18)
C270.039 (2)0.044 (3)0.074 (3)0.0042 (19)0.004 (2)0.010 (2)
C280.047 (2)0.046 (3)0.079 (3)−0.004 (2)0.004 (2)0.012 (2)
C290.058 (3)0.036 (2)0.064 (3)−0.004 (2)−0.010 (2)0.001 (2)
C300.059 (3)0.046 (3)0.066 (3)0.022 (2)−0.002 (2)−0.003 (2)
C310.049 (2)0.053 (3)0.054 (3)0.010 (2)0.008 (2)0.000 (2)
C320.044 (2)0.042 (2)0.042 (2)0.0084 (18)0.0006 (19)0.0015 (19)
C330.048 (2)0.054 (3)0.060 (3)0.008 (2)0.000 (2)−0.005 (2)
C340.073 (3)0.061 (3)0.056 (3)0.015 (2)−0.002 (3)−0.011 (2)
C350.066 (3)0.059 (3)0.049 (3)0.023 (2)0.007 (2)0.007 (2)
C360.050 (2)0.073 (3)0.056 (3)0.012 (2)0.009 (2)0.004 (3)
C370.045 (2)0.063 (3)0.050 (3)0.006 (2)0.002 (2)−0.001 (2)
C380.0327 (18)0.044 (2)0.049 (2)0.0033 (16)0.0085 (18)−0.0028 (19)
C390.046 (2)0.056 (3)0.059 (3)−0.008 (2)0.002 (2)0.000 (2)
C400.044 (2)0.057 (3)0.076 (3)−0.014 (2)0.013 (2)−0.010 (3)
C410.041 (2)0.074 (3)0.061 (3)0.000 (2)0.012 (2)−0.024 (3)
C420.058 (3)0.073 (3)0.045 (3)0.007 (2)0.002 (2)−0.012 (2)
C430.050 (2)0.053 (3)0.046 (2)0.005 (2)0.012 (2)−0.002 (2)
C440.043 (2)0.049 (3)0.063 (3)−0.0051 (19)0.003 (2)−0.013 (2)
C450.047 (2)0.057 (3)0.067 (3)0.002 (2)−0.003 (2)−0.016 (2)
C460.058 (3)0.040 (3)0.056 (3)−0.0021 (19)0.005 (2)−0.004 (2)
C470.042 (2)0.038 (2)0.070 (3)0.0010 (18)0.008 (2)0.000 (2)
C480.040 (2)0.047 (3)0.069 (3)0.0006 (19)0.005 (2)−0.010 (2)
C490.040 (2)0.046 (3)0.057 (3)0.0082 (18)0.006 (2)−0.005 (2)
C500.047 (2)0.042 (2)0.056 (3)0.0095 (19)−0.001 (2)−0.002 (2)
C510.042 (2)0.043 (3)0.064 (3)0.0014 (19)−0.003 (2)0.004 (2)
C520.050 (2)0.049 (3)0.052 (3)0.0040 (19)0.005 (2)−0.005 (2)
C530.092 (4)0.047 (3)0.104 (4)−0.001 (3)−0.003 (4)0.017 (3)
C540.103 (4)0.103 (4)0.052 (3)0.046 (3)0.020 (3)0.009 (3)
C550.073 (4)0.121 (5)0.092 (4)−0.037 (3)0.017 (3)−0.057 (4)

Geometric parameters (Å, °)

Ru1—C451.890 (5)C16—C171.378 (7)
Ru1—C461.915 (4)C16—H16A0.9300
Ru1—C441.922 (4)C17—C181.378 (7)
Ru1—As12.4391 (5)C17—H17A0.9300
Ru1—Ru22.8539 (4)C18—C191.373 (6)
Ru1—Ru32.8790 (4)C18—H18A0.9300
Ru2—C481.884 (5)C19—H19A0.9300
Ru2—C471.925 (4)C20—C251.352 (7)
Ru2—C491.929 (4)C20—C211.374 (6)
Ru2—As22.4460 (4)C21—C221.380 (6)
Ru2—Ru32.8460 (4)C21—H21A0.9300
Ru3—C511.876 (5)C22—C231.348 (9)
Ru3—C521.904 (4)C22—H22A0.9300
Ru3—C501.931 (5)C23—C241.368 (10)
Ru3—P12.3513 (10)C23—H23A0.9300
As1—C11.938 (4)C24—C251.410 (7)
As1—C71.946 (4)C24—H24A0.9300
As1—C131.958 (3)C25—H25A0.9300
As2—C141.947 (4)C26—C311.390 (5)
As2—C201.948 (3)C26—C271.397 (5)
As2—C131.968 (4)C27—C281.386 (5)
P1—C381.831 (4)C27—H27A0.9300
P1—C261.839 (4)C28—C291.374 (6)
P1—C321.842 (4)C28—H28A0.9300
O1—C441.151 (5)C29—C301.379 (6)
O2—C451.138 (5)C29—C531.523 (6)
O3—C461.151 (4)C30—C311.389 (5)
O4—C471.144 (5)C30—H30A0.9300
O5—C481.141 (5)C31—H31A0.9300
O6—C491.135 (5)C32—C331.379 (6)
O7—C501.151 (5)C32—C371.382 (5)
O8—C511.134 (5)C33—C341.389 (6)
O9—C521.168 (5)C33—H33A0.9300
C1—C61.362 (6)C34—C351.383 (6)
C1—C21.385 (5)C34—H34A0.9300
C2—C31.381 (6)C35—C361.370 (6)
C2—H2A0.9300C35—C541.514 (6)
C3—C41.350 (7)C36—C371.385 (5)
C3—H3A0.9300C36—H36A0.9300
C4—C51.379 (8)C37—H37A0.9300
C4—H4A0.9300C38—C431.366 (5)
C5—C61.384 (6)C38—C391.392 (5)
C5—H5A0.9300C39—C401.383 (6)
C6—H6A0.9300C39—H39A0.9300
C7—C121.376 (5)C40—C411.374 (6)
C7—C81.376 (5)C40—H40A0.9300
C8—C91.383 (6)C41—C421.379 (6)
C8—H8A0.9300C41—C551.508 (6)
C9—C101.363 (6)C42—C431.388 (6)
C9—H9A0.9300C42—H42A0.9300
C10—C111.366 (6)C43—H43A0.9300
C10—H10A0.9300C53—H53A0.9600
C11—C121.381 (6)C53—H53B0.9600
C11—H11A0.9300C53—H53C0.9600
C12—H12A0.9300C54—H54A0.9600
C13—H13A0.9700C54—H54B0.9600
C13—H13B0.9700C54—H54C0.9600
C14—C191.382 (5)C55—H55A0.9600
C14—C151.386 (6)C55—H55B0.9600
C15—C161.372 (7)C55—H55C0.9600
C15—H15A0.9300
C45—Ru1—C4690.09 (19)C15—C16—C17121.0 (5)
C45—Ru1—C4492.37 (18)C15—C16—H16A119.5
C46—Ru1—C44176.30 (17)C17—C16—H16A119.5
C45—Ru1—As1102.18 (14)C16—C17—C18118.7 (5)
C46—Ru1—As189.88 (12)C16—C17—H17A120.7
C44—Ru1—As192.30 (12)C18—C17—H17A120.7
C45—Ru1—Ru2164.91 (15)C19—C18—C17120.5 (5)
C46—Ru1—Ru282.81 (13)C19—C18—H18A119.8
C44—Ru1—Ru294.15 (13)C17—C18—H18A119.8
As1—Ru1—Ru291.150 (15)C18—C19—C14121.2 (4)
C45—Ru1—Ru3109.60 (13)C18—C19—H19A119.4
C46—Ru1—Ru3102.50 (12)C14—C19—H19A119.4
C44—Ru1—Ru374.06 (12)C25—C20—C21120.1 (4)
As1—Ru1—Ru3145.659 (18)C25—C20—As2118.8 (3)
Ru2—Ru1—Ru359.526 (10)C21—C20—As2121.0 (4)
C48—Ru2—C4788.73 (18)C20—C21—C22120.1 (5)
C48—Ru2—C4993.74 (18)C20—C21—H21A120.0
C47—Ru2—C49174.99 (17)C22—C21—H21A120.0
C48—Ru2—As2102.71 (12)C23—C22—C21120.0 (6)
C47—Ru2—As294.85 (11)C23—C22—H22A120.0
C49—Ru2—As288.86 (11)C21—C22—H22A120.0
C48—Ru2—Ru3100.48 (12)C22—C23—C24121.1 (5)
C47—Ru2—Ru385.69 (12)C22—C23—H23A119.5
C49—Ru2—Ru389.58 (11)C24—C23—H23A119.5
As2—Ru2—Ru3156.811 (17)C23—C24—C25118.7 (6)
C48—Ru2—Ru1160.83 (12)C23—C24—H24A120.6
C47—Ru2—Ru192.99 (13)C25—C24—H24A120.6
C49—Ru2—Ru183.26 (13)C20—C25—C24120.0 (5)
As2—Ru2—Ru196.175 (14)C20—C25—H25A120.0
Ru3—Ru2—Ru160.675 (11)C24—C25—H25A120.0
C51—Ru3—C5299.79 (18)C31—C26—C27117.3 (4)
C51—Ru3—C5094.40 (18)C31—C26—P1120.9 (3)
C52—Ru3—C50165.73 (17)C27—C26—P1121.6 (3)
C51—Ru3—P196.29 (12)C28—C27—C26120.9 (4)
C52—Ru3—P188.70 (13)C28—C27—H27A119.6
C50—Ru3—P191.23 (12)C26—C27—H27A119.6
C51—Ru3—Ru287.81 (12)C29—C28—C27121.6 (4)
C52—Ru3—Ru290.27 (12)C29—C28—H28A119.2
C50—Ru3—Ru288.79 (12)C27—C28—H28A119.2
P1—Ru3—Ru2175.88 (3)C28—C29—C30117.8 (4)
C51—Ru3—Ru1143.77 (12)C28—C29—C53120.9 (4)
C52—Ru3—Ru167.23 (12)C30—C29—C53121.2 (4)
C50—Ru3—Ru1100.20 (12)C29—C30—C31121.5 (4)
P1—Ru3—Ru1116.18 (3)C29—C30—H30A119.2
Ru2—Ru3—Ru159.798 (10)C31—C30—H30A119.2
C1—As1—C7100.67 (16)C30—C31—C26120.8 (4)
C1—As1—C13105.80 (17)C30—C31—H31A119.6
C7—As1—C1398.57 (15)C26—C31—H31A119.6
C1—As1—Ru1117.32 (11)C33—C32—C37118.0 (4)
C7—As1—Ru1118.18 (12)C33—C32—P1118.3 (3)
C13—As1—Ru1113.78 (11)C37—C32—P1123.6 (3)
C14—As2—C20102.02 (17)C32—C33—C34120.9 (4)
C14—As2—C13103.76 (17)C32—C33—H33A119.6
C20—As2—C13101.59 (16)C34—C33—H33A119.6
C14—As2—Ru2116.77 (11)C35—C34—C33121.1 (5)
C20—As2—Ru2117.12 (12)C35—C34—H34A119.4
C13—As2—Ru2113.51 (11)C33—C34—H34A119.4
C38—P1—C26102.54 (18)C36—C35—C34117.6 (4)
C38—P1—C32103.69 (17)C36—C35—C54121.1 (4)
C26—P1—C32101.05 (16)C34—C35—C54121.4 (5)
C38—P1—Ru3114.60 (12)C35—C36—C37121.8 (4)
C26—P1—Ru3116.66 (12)C35—C36—H36A119.1
C32—P1—Ru3116.26 (13)C37—C36—H36A119.1
C6—C1—C2118.4 (4)C32—C37—C36120.6 (4)
C6—C1—As1124.8 (3)C32—C37—H37A119.7
C2—C1—As1116.8 (3)C36—C37—H37A119.7
C3—C2—C1120.7 (5)C43—C38—C39117.8 (4)
C3—C2—H2A119.7C43—C38—P1122.3 (3)
C1—C2—H2A119.7C39—C38—P1119.8 (3)
C4—C3—C2120.1 (5)C40—C39—C38121.0 (4)
C4—C3—H3A120.0C40—C39—H39A119.5
C2—C3—H3A120.0C38—C39—H39A119.5
C3—C4—C5120.4 (5)C41—C40—C39121.1 (4)
C3—C4—H4A119.8C41—C40—H40A119.4
C5—C4—H4A119.8C39—C40—H40A119.4
C4—C5—C6119.2 (6)C40—C41—C42117.6 (4)
C4—C5—H5A120.4C40—C41—C55122.0 (5)
C6—C5—H5A120.4C42—C41—C55120.3 (5)
C1—C6—C5121.3 (5)C41—C42—C43121.4 (4)
C1—C6—H6A119.4C41—C42—H42A119.3
C5—C6—H6A119.4C43—C42—H42A119.3
C12—C7—C8118.3 (4)C38—C43—C42121.0 (4)
C12—C7—As1122.6 (3)C38—C43—H43A119.5
C8—C7—As1119.1 (3)C42—C43—H43A119.5
C7—C8—C9121.6 (4)O1—C44—Ru1170.0 (4)
C7—C8—H8A119.2O2—C45—Ru1175.8 (4)
C9—C8—H8A119.2O3—C46—Ru1174.2 (4)
C10—C9—C8119.3 (4)O4—C47—Ru2175.0 (4)
C10—C9—H9A120.4O5—C48—Ru2176.5 (4)
C8—C9—H9A120.4O6—C49—Ru2174.9 (4)
C9—C10—C11119.9 (4)O7—C50—Ru3176.5 (4)
C9—C10—H10A120.1O8—C51—Ru3177.7 (4)
C11—C10—H10A120.1O9—C52—Ru3167.5 (4)
C10—C11—C12120.9 (4)C29—C53—H53A109.5
C10—C11—H11A119.6C29—C53—H53B109.5
C12—C11—H11A119.6H53A—C53—H53B109.5
C7—C12—C11120.0 (4)C29—C53—H53C109.5
C7—C12—H12A120.0H53A—C53—H53C109.5
C11—C12—H12A120.0H53B—C53—H53C109.5
As1—C13—As2113.29 (16)C35—C54—H54A109.5
As1—C13—H13A108.9C35—C54—H54B109.5
As2—C13—H13A108.9H54A—C54—H54B109.5
As1—C13—H13B108.9C35—C54—H54C109.5
As2—C13—H13B108.9H54A—C54—H54C109.5
H13A—C13—H13B107.7H54B—C54—H54C109.5
C19—C14—C15118.0 (4)C41—C55—H55A109.5
C19—C14—As2123.0 (3)C41—C55—H55B109.5
C15—C14—As2119.0 (3)H55A—C55—H55B109.5
C16—C15—C14120.6 (5)C41—C55—H55C109.5
C16—C15—H15A119.7H55A—C55—H55C109.5
C14—C15—H15A119.7H55B—C55—H55C109.5
C45—Ru1—Ru2—C48−58.0 (6)Ru1—As1—C1—C2−62.2 (3)
C46—Ru1—Ru2—C48−120.5 (4)C6—C1—C2—C30.0 (7)
C44—Ru1—Ru2—C4857.4 (4)As1—C1—C2—C3−179.6 (4)
As1—Ru1—Ru2—C48149.8 (4)C1—C2—C3—C40.2 (8)
Ru3—Ru1—Ru2—C48−11.4 (4)C2—C3—C4—C5−0.7 (9)
C45—Ru1—Ru2—C4736.8 (5)C3—C4—C5—C61.0 (8)
C46—Ru1—Ru2—C47−25.75 (17)C2—C1—C6—C50.3 (7)
C44—Ru1—Ru2—C47152.12 (17)As1—C1—C6—C5180.0 (4)
As1—Ru1—Ru2—C47−115.48 (11)C4—C5—C6—C1−0.8 (8)
Ru3—Ru1—Ru2—C4783.36 (11)C1—As1—C7—C1220.0 (4)
C45—Ru1—Ru2—C49−139.9 (5)C13—As1—C7—C12−88.0 (3)
C46—Ru1—Ru2—C49157.58 (16)Ru1—As1—C7—C12149.1 (3)
C44—Ru1—Ru2—C49−24.55 (17)C1—As1—C7—C8−162.4 (3)
As1—Ru1—Ru2—C4967.84 (11)C13—As1—C7—C889.6 (3)
Ru3—Ru1—Ru2—C49−93.32 (11)Ru1—As1—C7—C8−33.3 (4)
C45—Ru1—Ru2—As2132.0 (5)C12—C7—C8—C90.1 (6)
C46—Ru1—Ru2—As269.46 (12)As1—C7—C8—C9−177.5 (3)
C44—Ru1—Ru2—As2−112.67 (12)C7—C8—C9—C10−0.6 (7)
As1—Ru1—Ru2—As2−20.274 (16)C8—C9—C10—C110.3 (8)
Ru3—Ru1—Ru2—As2178.567 (15)C9—C10—C11—C120.4 (8)
C45—Ru1—Ru2—Ru3−46.6 (5)C8—C7—C12—C110.6 (6)
C46—Ru1—Ru2—Ru3−109.10 (12)As1—C7—C12—C11178.2 (3)
C44—Ru1—Ru2—Ru368.77 (12)C10—C11—C12—C7−0.9 (7)
As1—Ru1—Ru2—Ru3161.159 (15)C1—As1—C13—As293.4 (2)
C48—Ru2—Ru3—C51−20.78 (19)C7—As1—C13—As2−162.9 (2)
C47—Ru2—Ru3—C5167.13 (18)Ru1—As1—C13—As2−36.8 (2)
C49—Ru2—Ru3—C51−114.50 (18)C14—As2—C13—As1−110.8 (2)
As2—Ru2—Ru3—C51159.38 (14)C20—As2—C13—As1143.6 (2)
Ru1—Ru2—Ru3—C51163.00 (13)Ru2—As2—C13—As116.9 (2)
C48—Ru2—Ru3—C52−120.56 (19)C20—As2—C14—C1974.5 (3)
C47—Ru2—Ru3—C52−32.66 (18)C13—As2—C14—C19−30.8 (3)
C49—Ru2—Ru3—C52145.72 (18)Ru2—As2—C14—C19−156.5 (3)
As2—Ru2—Ru3—C5259.59 (13)C20—As2—C14—C15−105.4 (3)
Ru1—Ru2—Ru3—C5263.21 (13)C13—As2—C14—C15149.3 (3)
C48—Ru2—Ru3—C5073.68 (18)Ru2—As2—C14—C1523.6 (4)
C47—Ru2—Ru3—C50161.58 (18)C19—C14—C15—C161.0 (7)
C49—Ru2—Ru3—C50−20.05 (18)As2—C14—C15—C16−179.1 (4)
As2—Ru2—Ru3—C50−106.17 (13)C14—C15—C16—C170.8 (8)
Ru1—Ru2—Ru3—C50−102.55 (12)C15—C16—C17—C18−1.2 (9)
C48—Ru2—Ru3—Ru1176.22 (13)C16—C17—C18—C19−0.3 (9)
C47—Ru2—Ru3—Ru1−95.87 (13)C17—C18—C19—C142.2 (8)
C49—Ru2—Ru3—Ru182.50 (12)C15—C14—C19—C18−2.5 (6)
As2—Ru2—Ru3—Ru1−3.62 (4)As2—C14—C19—C18177.6 (3)
C45—Ru1—Ru3—C51138.8 (3)C14—As2—C20—C25−172.9 (4)
C46—Ru1—Ru3—C5144.2 (3)C13—As2—C20—C25−66.0 (4)
C44—Ru1—Ru3—C51−134.4 (3)Ru2—As2—C20—C2558.3 (4)
As1—Ru1—Ru3—C51−64.5 (2)C14—As2—C20—C2110.7 (4)
Ru2—Ru1—Ru3—C51−29.6 (2)C13—As2—C20—C21117.7 (4)
C45—Ru1—Ru3—C5263.9 (2)Ru2—As2—C20—C21−118.1 (3)
C46—Ru1—Ru3—C52−30.7 (2)C25—C20—C21—C22−2.8 (7)
C44—Ru1—Ru3—C52150.7 (2)As2—C20—C21—C22173.5 (4)
As1—Ru1—Ru3—C52−139.41 (14)C20—C21—C22—C230.7 (9)
Ru2—Ru1—Ru3—C52−104.50 (14)C21—C22—C23—C242.0 (11)
C45—Ru1—Ru3—C50−109.03 (19)C22—C23—C24—C25−2.6 (11)
C46—Ru1—Ru3—C50156.34 (19)C21—C20—C25—C242.2 (8)
C44—Ru1—Ru3—C50−22.24 (18)As2—C20—C25—C24−174.2 (5)
As1—Ru1—Ru3—C5047.64 (13)C23—C24—C25—C200.5 (10)
Ru2—Ru1—Ru3—C5082.55 (13)C38—P1—C26—C31−73.2 (4)
C45—Ru1—Ru3—P1−12.55 (15)C32—P1—C26—C3133.7 (4)
C46—Ru1—Ru3—P1−107.18 (14)Ru3—P1—C26—C31160.7 (3)
C44—Ru1—Ru3—P174.23 (14)C38—P1—C26—C27102.0 (4)
As1—Ru1—Ru3—P1144.11 (4)C32—P1—C26—C27−151.1 (3)
Ru2—Ru1—Ru3—P1179.02 (3)Ru3—P1—C26—C27−24.1 (4)
C45—Ru1—Ru3—Ru2168.42 (15)C31—C26—C27—C281.5 (6)
C46—Ru1—Ru3—Ru273.79 (14)P1—C26—C27—C28−173.9 (4)
C44—Ru1—Ru3—Ru2−104.80 (14)C26—C27—C28—C29−2.1 (7)
As1—Ru1—Ru3—Ru2−34.91 (2)C27—C28—C29—C301.0 (7)
C45—Ru1—As1—C197.1 (2)C27—C28—C29—C53179.1 (4)
C46—Ru1—As1—C1−172.78 (19)C28—C29—C30—C310.7 (7)
C44—Ru1—As1—C14.23 (19)C53—C29—C30—C31−177.4 (4)
Ru2—Ru1—As1—C1−89.97 (14)C29—C30—C31—C26−1.2 (7)
Ru3—Ru1—As1—C1−60.41 (14)C27—C26—C31—C300.1 (6)
C45—Ru1—As1—C7−23.72 (18)P1—C26—C31—C30175.5 (3)
C46—Ru1—As1—C766.35 (18)C38—P1—C32—C33−172.6 (3)
C44—Ru1—As1—C7−116.65 (17)C26—P1—C32—C3381.4 (3)
Ru2—Ru1—As1—C7149.15 (11)Ru3—P1—C32—C33−45.9 (4)
Ru3—Ru1—As1—C7178.72 (11)C38—P1—C32—C3710.7 (4)
C45—Ru1—As1—C13−138.62 (18)C26—P1—C32—C37−95.3 (4)
C46—Ru1—As1—C13−48.55 (18)Ru3—P1—C32—C37137.4 (3)
C44—Ru1—As1—C13128.46 (18)C37—C32—C33—C34−1.4 (6)
Ru2—Ru1—As1—C1334.26 (12)P1—C32—C33—C34−178.3 (3)
Ru3—Ru1—As1—C1363.83 (13)C32—C33—C34—C350.7 (7)
C48—Ru2—As2—C14−50.20 (18)C33—C34—C35—C360.7 (7)
C47—Ru2—As2—C14−139.99 (18)C33—C34—C35—C54−179.6 (4)
C49—Ru2—As2—C1443.38 (18)C34—C35—C36—C37−1.3 (7)
Ru3—Ru2—As2—C14129.64 (13)C54—C35—C36—C37179.0 (4)
Ru1—Ru2—As2—C14126.47 (12)C33—C32—C37—C360.8 (6)
C48—Ru2—As2—C2071.2 (2)P1—C32—C37—C36177.5 (3)
C47—Ru2—As2—C20−18.6 (2)C35—C36—C37—C320.6 (7)
C49—Ru2—As2—C20164.7 (2)C26—P1—C38—C43−19.2 (3)
Ru3—Ru2—As2—C20−108.99 (16)C32—P1—C38—C43−124.1 (3)
Ru1—Ru2—As2—C20−112.17 (16)Ru3—P1—C38—C43108.2 (3)
C48—Ru2—As2—C13−170.87 (18)C26—P1—C38—C39165.4 (3)
C47—Ru2—As2—C1399.34 (18)C32—P1—C38—C3960.5 (3)
C49—Ru2—As2—C13−77.29 (17)Ru3—P1—C38—C39−67.3 (3)
Ru3—Ru2—As2—C138.97 (13)C43—C38—C39—C401.3 (6)
Ru1—Ru2—As2—C135.80 (12)P1—C38—C39—C40176.9 (3)
C51—Ru3—P1—C38−158.16 (19)C38—C39—C40—C41−1.3 (6)
C52—Ru3—P1—C38−58.46 (18)C39—C40—C41—C420.8 (6)
C50—Ru3—P1—C38107.27 (18)C39—C40—C41—C55−177.9 (4)
Ru1—Ru3—P1—C385.28 (14)C40—C41—C42—C43−0.2 (6)
C51—Ru3—P1—C26−38.36 (19)C55—C41—C42—C43178.5 (4)
C52—Ru3—P1—C2661.34 (19)C39—C38—C43—C42−0.7 (5)
C50—Ru3—P1—C26−132.93 (19)P1—C38—C43—C42−176.2 (3)
Ru1—Ru3—P1—C26125.07 (14)C41—C42—C43—C380.2 (6)
C51—Ru3—P1—C3280.77 (19)C45—Ru1—C44—O1−52 (2)
C52—Ru3—P1—C32−179.52 (19)As1—Ru1—C44—O150 (2)
C50—Ru3—P1—C32−13.79 (19)Ru2—Ru1—C44—O1141 (2)
Ru1—Ru3—P1—C32−115.79 (14)Ru3—Ru1—C44—O1−162 (2)
C7—As1—C1—C6−112.1 (4)C51—Ru3—C52—O949.9 (18)
C13—As1—C1—C6−9.9 (4)C50—Ru3—C52—O9−136.1 (16)
Ru1—As1—C1—C6118.2 (3)P1—Ru3—C52—O9−46.3 (18)
C7—As1—C1—C267.5 (3)Ru2—Ru3—C52—O9137.7 (18)
C13—As1—C1—C2169.7 (3)Ru1—Ru3—C52—O9−165.5 (19)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C27—H27A···O90.932.573.317 (5)138
C54—H54A···O2i0.962.603.306 (6)131

Symmetry codes: (i) −x+1, y−1/2, −z+1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ2681).

References

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