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trans-Di-μ-carbonyl-bis­­{carbon­yl[η5-2,3,4,5-tetra­methyl-1-(2-thien­yl)cyclo­penta­dien­yl]ruthenium(I)}(RuRu)

aCollege of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050016, People's Republic of China, bCollege of Basic Medicine, Hebei Medical University, Shijiazhuang 050017, People's Republic of China, and cCollege of Chemical Engineering and Biotechnology, Hebei Polytechnic University, Tangshan 063009, People's Republic of China
*Correspondence e-mail: tswlhx@126.com

(Received 7 June 2009; accepted 5 July 2009; online 11 July 2009)

The title compound, [Ru2(C13H15S)2(CO)4], is a centrosymmetric binuclear metal–carbonyl complex containing an Ru—Ru single bond [2.7511 (8) Å]. Each RuI atom is coordinated by two bridging carbonyl ligands, one terminal carbonyl ligand and one η5-cyclo­penta­dienyl group. The complex has a trans conformation and the two cyclo­penta­dienyl ring planes are parallel. The crystal structure involves weak C—H⋯O hydrogen bonds.

Related literature

For general background to substituted cyclo­penta­dien­yl–metal complexes, see: Arndt (2002[Arndt, S. O. (2002). J. Chem. Rev. 102, 1953-1976.]); Bailey et al. (1978[Bailey, N. A., Radford, S. L., Sanderson, J. A., Tabatabaian, K., White, C. & Worthington, J. A. (1978). J. Organomet. Chem. 154, 343-351.]); King (1976[King, R. B. (1976). Coord. Chem. Rev. 20, 155-169.]); Möhring & Coville (2006[Möhring, P. C. & Coville, N. J. (2006). Coord. Chem. Rev. 250, 18-35.]). For the crystal structures of related ruthenium complexes, see: Schumann et al. (2002[Schumann, H., Stenz, S., Girgsdies, F. & Mühle, S. Z. (2002). Z. Naturforsch. Teil B, 57, 1017-1026.]).

[Scheme 1]

Experimental

Crystal data
  • [Ru2(C13H15S)2(CO)4]

  • Mr = 720.82

  • Triclinic, [P \overline 1]

  • a = 8.269 (2) Å

  • b = 8.899 (3) Å

  • c = 10.056 (3) Å

  • α = 81.826 (4)°

  • β = 76.083 (5)°

  • γ = 82.876 (5)°

  • V = 707.9 (4) Å3

  • Z = 1

  • Mo Kα radiation

  • μ = 1.25 mm−1

  • T = 273 K

  • 0.15 × 0.12 × 0.10 mm

Data collection
  • Bruker SMART APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.835, Tmax = 0.885

  • 3667 measured reflections

  • 2493 independent reflections

  • 2431 reflections with I > 2σ(I)

  • Rint = 0.016

Refinement
  • R[F2 > 2σ(F2)] = 0.027

  • wR(F2) = 0.100

  • S = 1.03

  • 2493 reflections

  • 173 parameters

  • H-atom parameters constrained

  • Δρmax = 0.53 e Å−3

  • Δρmin = −0.63 e Å−3

Table 1
Selected bond lengths (Å)

Ru1—C1 2.018 (3)
Ru1—C1i 2.048 (3)
Ru1—C2 1.862 (3)
Ru1—C3 2.246 (3)
Ru1—C4 2.291 (3)
Ru1—C5 2.302 (3)
Ru1—C6 2.282 (3)
Ru1—C7 2.217 (3)
Symmetry code: (i) -x, -y+1, -z+1.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
C10—H10⋯O2ii 0.93 2.60 3.335 (5) 136
C14—H14B⋯O2i 0.96 2.58 3.319 (4) 134
Symmetry codes: (i) -x, -y+1, -z+1; (ii) -x+1, -y, -z+1.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

Cyclopentadienyl metal complexes have been extensively investigated since ferrocene has been discovered. Replacement of the hydrogen atoms by other substituents alters both the steric and electronic influences of the H5-cyclopentadienyl ring, resulting in differing reactivity and stability of the substituted cyclopentadienyl metal complexes (Arndt, 2002; King, 1976). Especially for metallocene polymerization catalysts, the steric and electronic effects of the substituents on cyclopentadienyl ring greatly influence catalytic activity (Bailey et al., 1978; Möhring & Coville, 2006).

The title compound, [Ru2(C13H15S)2(CO)4], is a centrosymmetric binuclear metal–carbonyl complex containing an Ru—Ru single bond. As shown in Fig. 1, the cyclopentadienyl ring of the organic ligand coordinates to the RuI atom (Table 1), while the thienyl group acting as a substituent is uncoordinated. The Ru1—Cg1 distance is 1.911 (3) Å, where Cg1 is the centroid of the cyclopentadienyl ring. The Ru—Ru bond distance is 2.7511 (8) Å and agrees with that observed in the analogous structure [2.751 (1) Å] (Schumann et al., 2002). The two cyclopentadienyl rings are parallel by virtue of the center of symmetry. The complex has a trans conformation, with two bridging carbonyl ligands and two terminal carbonyl ligands. The crystal packing is stabilized by weak C—H···O hydrogen bonds (Table 2).

Related literature top

For general background to substituted cyclopentadienyl–metal complexes, see: Arndt (2002); Bailey et al. (1978); King (1976); Möhring & Coville (2006). For the crystal structures of related ruthenium complexes, see: Schumann et al. (2002).

Experimental top

A solution of 1-(2-thienyl)-2,3,4,5-tetramethylcyclopentadiene (0.288 g, 1.41 mmol) and Ru3(CO)12 (0.30 g, 0.47 mmol) in xylene (30 ml) was refluxed for 12 h. The solvent was removed under vacuum and the residue was chromatographed on an Al2O3 column using petroleum ether/dichloromethane (volume ratio = 1:3) as eluent. The red band was collected, and after several days red crystals were obtained (yield 0.142 g, 27.9%). Analysis calculated for C30H30O4Ru2S2: C 49.99, H 4.19%; found: C 49.94, H 4.21%.

Refinement top

H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 (CH) and 0.96 (CH3) Å and with Uiso(H) = 1.2(1.5 for methyl)Ueq(C).

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. [Symmetry code: (i) -x, 1-y, 1-z.]
trans-Di-µ-carbonyl-bis{carbonyl[η5-2,3,4,5-tetramethyl-1-(2- thienyl)cyclopentadienyl]ruthenium(I)}(RuRu) top
Crystal data top
[Ru2(C13H15S)2(CO)4]Z = 1
Mr = 720.82F(000) = 362
Triclinic, P1Dx = 1.691 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 8.269 (2) ÅCell parameters from 1002 reflections
b = 8.899 (3) Åθ = 4.5–22.2°
c = 10.056 (3) ŵ = 1.25 mm1
α = 81.826 (4)°T = 273 K
β = 76.083 (5)°Block, red
γ = 82.876 (5)°0.15 × 0.12 × 0.10 mm
V = 707.9 (4) Å3
Data collection top
Bruker SMART APEX CCD
diffractometer
2493 independent reflections
Radiation source: fine-focus sealed tube2431 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.016
ϕ and ω scansθmax = 25.1°, θmin = 2.3°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 99
Tmin = 0.835, Tmax = 0.885k = 1010
3667 measured reflectionsl = 119
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.027H-atom parameters constrained
wR(F2) = 0.100 w = 1/[σ2(Fo2) + (0.09P)2 + 0.0001P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max < 0.001
2493 reflectionsΔρmax = 0.53 e Å3
173 parametersΔρmin = 0.63 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.026 (3)
Crystal data top
[Ru2(C13H15S)2(CO)4]γ = 82.876 (5)°
Mr = 720.82V = 707.9 (4) Å3
Triclinic, P1Z = 1
a = 8.269 (2) ÅMo Kα radiation
b = 8.899 (3) ŵ = 1.25 mm1
c = 10.056 (3) ÅT = 273 K
α = 81.826 (4)°0.15 × 0.12 × 0.10 mm
β = 76.083 (5)°
Data collection top
Bruker SMART APEX CCD
diffractometer
2493 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
2431 reflections with I > 2σ(I)
Tmin = 0.835, Tmax = 0.885Rint = 0.016
3667 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0270 restraints
wR(F2) = 0.100H-atom parameters constrained
S = 1.03Δρmax = 0.53 e Å3
2493 reflectionsΔρmin = 0.63 e Å3
173 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ru10.01450 (2)0.40733 (2)0.623212 (18)0.02438 (17)
S10.40230 (13)0.12210 (13)0.86000 (11)0.0622 (3)
O10.1870 (5)0.1684 (4)0.5431 (3)0.0836 (10)
O20.2945 (3)0.3491 (3)0.4011 (3)0.0510 (6)
C10.1653 (3)0.4142 (3)0.4472 (3)0.0314 (6)
C20.1213 (4)0.2620 (4)0.5688 (3)0.0440 (8)
C30.1390 (3)0.2962 (3)0.7731 (3)0.0298 (6)
C40.1719 (3)0.4517 (3)0.7456 (3)0.0302 (6)
C50.0180 (4)0.5430 (3)0.7921 (3)0.0327 (6)
C60.1104 (4)0.4436 (3)0.8499 (3)0.0337 (6)
C70.0383 (4)0.2915 (4)0.8363 (3)0.0319 (6)
C80.2643 (4)0.1630 (3)0.7537 (3)0.0329 (6)
C90.2855 (4)0.0553 (4)0.6641 (4)0.0452 (8)
H90.22170.05500.59960.054*
C100.4219 (5)0.0577 (4)0.6847 (5)0.0606 (10)
H100.45560.13930.63280.073*
C110.4936 (5)0.0364 (5)0.7814 (5)0.0657 (11)
H110.58340.09920.80500.079*
C120.3402 (4)0.5088 (4)0.6853 (3)0.0423 (7)
H12A0.32760.60350.62800.063*
H12B0.41040.43520.63080.063*
H12C0.39050.52440.75830.063*
C130.0043 (5)0.7128 (4)0.7947 (4)0.0500 (8)
H13A0.02940.73520.88850.075*
H13B0.09460.75580.75230.075*
H13C0.09700.75580.74490.075*
C140.2858 (4)0.4923 (5)0.9167 (3)0.0504 (9)
H14A0.35390.40980.92590.076*
H14B0.32720.57830.86100.076*
H14C0.29000.52021.00630.076*
C150.1239 (4)0.1515 (4)0.8928 (3)0.0439 (8)
H15A0.12400.12820.98900.066*
H15B0.06610.06810.84430.066*
H15C0.23720.16770.88180.066*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ru10.0253 (2)0.0278 (2)0.0202 (2)0.00256 (12)0.00515 (12)0.00352 (12)
S10.0550 (6)0.0681 (7)0.0699 (7)0.0124 (5)0.0345 (5)0.0105 (5)
O10.121 (3)0.074 (2)0.071 (2)0.060 (2)0.0269 (19)0.0075 (16)
O20.0391 (13)0.0660 (17)0.0375 (13)0.0190 (12)0.0024 (10)0.0029 (11)
C10.0284 (14)0.0381 (15)0.0274 (14)0.0025 (11)0.0075 (11)0.0057 (12)
C20.056 (2)0.0469 (18)0.0334 (17)0.0202 (16)0.0128 (14)0.0008 (14)
C30.0289 (14)0.0367 (14)0.0258 (14)0.0035 (11)0.0108 (11)0.0023 (11)
C40.0323 (14)0.0360 (15)0.0242 (13)0.0065 (11)0.0093 (11)0.0020 (11)
C50.0397 (15)0.0379 (16)0.0235 (14)0.0006 (12)0.0123 (11)0.0088 (12)
C60.0344 (15)0.0460 (17)0.0212 (13)0.0002 (13)0.0070 (11)0.0070 (12)
C70.0310 (14)0.0416 (17)0.0211 (14)0.0071 (12)0.0033 (11)0.0017 (12)
C80.0322 (14)0.0367 (15)0.0290 (14)0.0025 (11)0.0091 (11)0.0013 (12)
C90.0489 (19)0.0351 (17)0.0497 (19)0.0096 (14)0.0128 (15)0.0076 (14)
C100.056 (2)0.045 (2)0.077 (3)0.0101 (17)0.009 (2)0.0149 (19)
C110.046 (2)0.058 (2)0.086 (3)0.0160 (18)0.019 (2)0.005 (2)
C120.0353 (16)0.0540 (19)0.0393 (17)0.0175 (14)0.0081 (13)0.0001 (14)
C130.068 (2)0.0416 (18)0.0459 (19)0.0010 (15)0.0186 (16)0.0176 (15)
C140.0393 (18)0.073 (2)0.0341 (17)0.0036 (16)0.0012 (14)0.0136 (17)
C150.0439 (18)0.0474 (19)0.0400 (17)0.0165 (15)0.0109 (14)0.0095 (14)
Geometric parameters (Å, º) top
Ru1—C12.018 (3)C6—C71.421 (4)
Ru1—C1i2.048 (3)C6—C141.484 (4)
Ru1—C21.862 (3)C7—C151.483 (4)
Ru1—C32.246 (3)C8—C91.374 (4)
Ru1—C42.291 (3)C9—C101.449 (5)
Ru1—C52.302 (3)C9—H90.9300
Ru1—C62.282 (3)C10—C111.300 (6)
Ru1—C72.217 (3)C10—H100.9300
Ru1—Ru1i2.7511 (8)C11—H110.9300
S1—C111.718 (4)C12—H12A0.9600
S1—C81.718 (3)C12—H12B0.9600
O1—C21.139 (4)C12—H12C0.9600
O2—C11.173 (3)C13—H13A0.9600
C1—Ru1i2.048 (3)C13—H13B0.9600
C3—C41.420 (4)C13—H13C0.9600
C3—C71.454 (4)C14—H14A0.9600
C3—C81.476 (4)C14—H14B0.9600
C4—C51.436 (4)C14—H14C0.9600
C4—C121.499 (4)C15—H15A0.9600
C5—C61.428 (4)C15—H15B0.9600
C5—C131.502 (4)C15—H15C0.9600
C2—Ru1—C192.57 (13)C6—C5—C13124.5 (3)
C2—Ru1—C1i93.27 (14)C4—C5—C13126.8 (3)
C1—Ru1—C1i94.85 (10)C6—C5—Ru171.09 (15)
C2—Ru1—C793.67 (13)C4—C5—Ru171.36 (15)
C1—Ru1—C7135.88 (11)C13—C5—Ru1128.18 (19)
C1i—Ru1—C7128.26 (11)C7—C6—C5107.8 (2)
C2—Ru1—C3110.26 (13)C7—C6—C14126.8 (3)
C1—Ru1—C399.57 (11)C5—C6—C14125.4 (3)
C1i—Ru1—C3151.61 (11)C7—C6—Ru169.11 (15)
C7—Ru1—C338.01 (10)C5—C6—Ru172.61 (15)
C2—Ru1—C6113.52 (13)C14—C6—Ru1125.5 (2)
C1—Ru1—C6151.57 (11)C6—C7—C3108.2 (3)
C1i—Ru1—C694.73 (11)C6—C7—C15125.8 (3)
C7—Ru1—C636.80 (10)C3—C7—C15125.7 (3)
C3—Ru1—C661.88 (10)C6—C7—Ru174.10 (16)
C2—Ru1—C4146.49 (13)C3—C7—Ru172.09 (15)
C1—Ru1—C491.03 (11)C15—C7—Ru1125.5 (2)
C1i—Ru1—C4119.61 (11)C9—C8—C3129.5 (3)
C7—Ru1—C461.83 (10)C9—C8—S1111.3 (2)
C3—Ru1—C436.45 (10)C3—C8—S1119.1 (2)
C6—Ru1—C461.06 (10)C8—C9—C10110.1 (3)
C2—Ru1—C5149.83 (12)C8—C9—H9125.0
C1—Ru1—C5116.93 (11)C10—C9—H9125.0
C1i—Ru1—C590.57 (11)C11—C10—C9114.9 (4)
C7—Ru1—C561.24 (11)C11—C10—H10122.6
C3—Ru1—C561.10 (10)C9—C10—H10122.6
C6—Ru1—C536.30 (11)C10—C11—S1111.7 (3)
C4—Ru1—C536.45 (10)C10—C11—H11124.1
C2—Ru1—Ru1i94.32 (10)S1—C11—H11124.1
C1—Ru1—Ru1i47.87 (8)C4—C12—H12A109.5
C1i—Ru1—Ru1i46.97 (8)C4—C12—H12B109.5
C7—Ru1—Ru1i170.96 (8)H12A—C12—H12B109.5
C3—Ru1—Ru1i140.96 (7)C4—C12—H12C109.5
C6—Ru1—Ru1i134.95 (8)H12A—C12—H12C109.5
C4—Ru1—Ru1i112.39 (7)H12B—C12—H12C109.5
C5—Ru1—Ru1i109.85 (8)C5—C13—H13A109.5
C11—S1—C891.94 (18)C5—C13—H13B109.5
O2—C1—Ru1139.3 (2)H13A—C13—H13B109.5
O2—C1—Ru1i135.5 (2)C5—C13—H13C109.5
Ru1—C1—Ru1i85.15 (10)H13A—C13—H13C109.5
O1—C2—Ru1175.9 (3)H13B—C13—H13C109.5
C4—C3—C7107.5 (2)C6—C14—H14A109.5
C4—C3—C8126.3 (2)C6—C14—H14B109.5
C7—C3—C8126.0 (3)H14A—C14—H14B109.5
C4—C3—Ru173.49 (15)C6—C14—H14C109.5
C7—C3—Ru169.90 (15)H14A—C14—H14C109.5
C8—C3—Ru1126.41 (19)H14B—C14—H14C109.5
C3—C4—C5108.1 (2)C7—C15—H15A109.5
C3—C4—C12125.5 (3)C7—C15—H15B109.5
C5—C4—C12126.3 (3)H15A—C15—H15B109.5
C3—C4—Ru170.06 (15)C7—C15—H15C109.5
C5—C4—Ru172.19 (16)H15A—C15—H15C109.5
C12—C4—Ru1125.7 (2)H15B—C15—H15C109.5
C6—C5—C4108.4 (3)
C2—Ru1—C1—O285.4 (4)Ru1i—Ru1—C5—C4101.12 (15)
C1i—Ru1—C1—O2178.9 (5)C2—Ru1—C5—C13119.8 (4)
C7—Ru1—C1—O212.6 (5)C1—Ru1—C5—C1373.4 (3)
C3—Ru1—C1—O225.7 (4)C1i—Ru1—C5—C1322.3 (3)
C6—Ru1—C1—O271.9 (5)C7—Ru1—C5—C13156.8 (3)
C4—Ru1—C1—O261.3 (4)C3—Ru1—C5—C13159.6 (3)
C5—Ru1—C1—O288.0 (4)C6—Ru1—C5—C13119.5 (4)
Ru1i—Ru1—C1—O2178.9 (5)C4—Ru1—C5—C13122.6 (4)
C2—Ru1—C1—Ru1i93.50 (13)Ru1i—Ru1—C5—C1321.5 (3)
C1i—Ru1—C1—Ru1i0.0C4—C5—C6—C71.5 (3)
C7—Ru1—C1—Ru1i168.55 (12)C13—C5—C6—C7175.7 (3)
C3—Ru1—C1—Ru1i155.46 (10)Ru1—C5—C6—C760.44 (19)
C6—Ru1—C1—Ru1i109.3 (2)C4—C5—C6—C14176.4 (3)
C4—Ru1—C1—Ru1i119.83 (10)C13—C5—C6—C142.2 (5)
C5—Ru1—C1—Ru1i93.11 (11)Ru1—C5—C6—C14121.6 (3)
C2—Ru1—C3—C4174.96 (17)C4—C5—C6—Ru161.97 (18)
C1—Ru1—C3—C478.61 (17)C13—C5—C6—Ru1123.9 (3)
C1i—Ru1—C3—C440.9 (3)C2—Ru1—C6—C762.3 (2)
C7—Ru1—C3—C4116.2 (2)C1—Ru1—C6—C792.8 (3)
C6—Ru1—C3—C478.47 (17)C1i—Ru1—C6—C7157.92 (18)
C5—Ru1—C3—C436.95 (16)C3—Ru1—C6—C739.01 (17)
Ru1i—Ru1—C3—C449.3 (2)C4—Ru1—C6—C780.71 (18)
C2—Ru1—C3—C768.8 (2)C5—Ru1—C6—C7117.6 (2)
C1—Ru1—C3—C7165.16 (18)Ru1i—Ru1—C6—C7174.32 (13)
C1i—Ru1—C3—C775.4 (3)C2—Ru1—C6—C5179.85 (18)
C6—Ru1—C3—C737.75 (17)C1—Ru1—C6—C524.8 (3)
C4—Ru1—C3—C7116.2 (2)C1i—Ru1—C6—C584.50 (18)
C5—Ru1—C3—C779.27 (18)C7—Ru1—C6—C5117.6 (2)
Ru1i—Ru1—C3—C7165.55 (13)C3—Ru1—C6—C578.57 (18)
C2—Ru1—C3—C851.7 (3)C4—Ru1—C6—C536.87 (16)
C1—Ru1—C3—C844.6 (3)Ru1i—Ru1—C6—C556.74 (19)
C1i—Ru1—C3—C8164.1 (2)C2—Ru1—C6—C1458.7 (3)
C7—Ru1—C3—C8120.5 (3)C1—Ru1—C6—C14146.3 (3)
C6—Ru1—C3—C8158.3 (3)C1i—Ru1—C6—C1436.9 (3)
C4—Ru1—C3—C8123.2 (3)C7—Ru1—C6—C14121.0 (4)
C5—Ru1—C3—C8160.2 (3)C3—Ru1—C6—C14160.0 (3)
Ru1i—Ru1—C3—C873.9 (3)C4—Ru1—C6—C14158.3 (3)
C7—C3—C4—C50.5 (3)C5—Ru1—C6—C14121.4 (4)
C8—C3—C4—C5174.1 (3)Ru1i—Ru1—C6—C1464.7 (3)
Ru1—C3—C4—C562.55 (18)C5—C6—C7—C31.8 (3)
C7—C3—C4—C12177.7 (3)C14—C6—C7—C3176.0 (3)
C8—C3—C4—C123.1 (4)Ru1—C6—C7—C364.53 (19)
Ru1—C3—C4—C12120.3 (3)C5—C6—C7—C15174.8 (3)
C7—C3—C4—Ru162.02 (18)C14—C6—C7—C153.1 (5)
C8—C3—C4—Ru1123.4 (3)Ru1—C6—C7—C15122.6 (3)
C2—Ru1—C4—C38.6 (3)C5—C6—C7—Ru162.68 (19)
C1—Ru1—C4—C3104.80 (17)C14—C6—C7—Ru1119.4 (3)
C1i—Ru1—C4—C3159.04 (16)C4—C3—C7—C61.5 (3)
C7—Ru1—C4—C338.80 (16)C8—C3—C7—C6173.1 (3)
C6—Ru1—C4—C380.91 (17)Ru1—C3—C7—C665.85 (19)
C5—Ru1—C4—C3117.6 (2)C4—C3—C7—C15174.4 (3)
Ru1i—Ru1—C4—C3148.89 (13)C8—C3—C7—C150.2 (5)
C2—Ru1—C4—C5126.2 (2)Ru1—C3—C7—C15121.2 (3)
C1—Ru1—C4—C5137.56 (18)C4—C3—C7—Ru164.38 (18)
C1i—Ru1—C4—C541.4 (2)C8—C3—C7—Ru1121.0 (3)
C7—Ru1—C4—C578.84 (18)C2—Ru1—C7—C6125.6 (2)
C3—Ru1—C4—C5117.6 (2)C1—Ru1—C7—C6136.91 (19)
C6—Ru1—C4—C536.73 (17)C1i—Ru1—C7—C628.5 (2)
Ru1i—Ru1—C4—C593.47 (16)C3—Ru1—C7—C6115.6 (2)
C2—Ru1—C4—C12111.4 (3)C4—Ru1—C7—C678.44 (18)
C1—Ru1—C4—C1215.2 (3)C5—Ru1—C7—C636.77 (16)
C1i—Ru1—C4—C1281.0 (3)C2—Ru1—C7—C3118.77 (19)
C7—Ru1—C4—C12158.8 (3)C1—Ru1—C7—C321.3 (3)
C3—Ru1—C4—C12120.0 (3)C1i—Ru1—C7—C3144.14 (17)
C6—Ru1—C4—C12159.1 (3)C6—Ru1—C7—C3115.6 (2)
C5—Ru1—C4—C12122.4 (3)C4—Ru1—C7—C337.20 (16)
Ru1i—Ru1—C4—C1228.9 (3)C5—Ru1—C7—C378.87 (18)
C3—C4—C5—C60.6 (3)C2—Ru1—C7—C152.7 (3)
C12—C4—C5—C6176.5 (3)C1—Ru1—C7—C15100.2 (3)
Ru1—C4—C5—C661.80 (18)C1i—Ru1—C7—C1594.4 (3)
C3—C4—C5—C13174.6 (3)C3—Ru1—C7—C15121.5 (3)
C12—C4—C5—C132.5 (4)C6—Ru1—C7—C15122.9 (3)
Ru1—C4—C5—C13124.2 (3)C4—Ru1—C7—C15158.7 (3)
C3—C4—C5—Ru161.19 (18)C5—Ru1—C7—C15159.7 (3)
C12—C4—C5—Ru1121.7 (3)C4—C3—C8—C9114.8 (4)
C2—Ru1—C5—C60.3 (3)C7—C3—C8—C971.6 (5)
C1—Ru1—C5—C6167.05 (16)Ru1—C3—C8—C918.8 (5)
C1i—Ru1—C5—C697.23 (18)C4—C3—C8—S169.0 (3)
C7—Ru1—C5—C637.27 (17)C7—C3—C8—S1104.6 (3)
C3—Ru1—C5—C680.92 (18)Ru1—C3—C8—S1164.94 (16)
C4—Ru1—C5—C6117.9 (2)C11—S1—C8—C91.7 (3)
Ru1i—Ru1—C5—C6141.01 (15)C11—S1—C8—C3178.6 (3)
C2—Ru1—C5—C4117.6 (3)C3—C8—C9—C10178.1 (3)
C1—Ru1—C5—C449.17 (19)S1—C8—C9—C101.6 (4)
C1i—Ru1—C5—C4144.90 (17)C8—C9—C10—C110.6 (5)
C7—Ru1—C5—C480.60 (18)C9—C10—C11—S10.7 (5)
C3—Ru1—C5—C436.96 (16)C8—S1—C11—C101.4 (4)
C6—Ru1—C5—C4117.9 (2)
Symmetry code: (i) x, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10···O2ii0.932.603.335 (5)136
C14—H14B···O2i0.962.583.319 (4)134
Symmetry codes: (i) x, y+1, z+1; (ii) x+1, y, z+1.

Experimental details

Crystal data
Chemical formula[Ru2(C13H15S)2(CO)4]
Mr720.82
Crystal system, space groupTriclinic, P1
Temperature (K)273
a, b, c (Å)8.269 (2), 8.899 (3), 10.056 (3)
α, β, γ (°)81.826 (4), 76.083 (5), 82.876 (5)
V3)707.9 (4)
Z1
Radiation typeMo Kα
µ (mm1)1.25
Crystal size (mm)0.15 × 0.12 × 0.10
Data collection
DiffractometerBruker SMART APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.835, 0.885
No. of measured, independent and
observed [I > 2σ(I)] reflections
3667, 2493, 2431
Rint0.016
(sin θ/λ)max1)0.596
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.027, 0.100, 1.03
No. of reflections2493
No. of parameters173
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.53, 0.63

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top
Ru1—C12.018 (3)Ru1—C52.302 (3)
Ru1—C1i2.048 (3)Ru1—C62.282 (3)
Ru1—C21.862 (3)Ru1—C72.217 (3)
Ru1—C32.246 (3)Ru1—Ru1i2.7511 (8)
Ru1—C42.291 (3)
Symmetry code: (i) x, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10···O2ii0.932.603.335 (5)136
C14—H14B···O2i0.962.583.319 (4)134
Symmetry codes: (i) x, y+1, z+1; (ii) x+1, y, z+1.
 

Acknowledgements

This work was supported financially by the Hebei Natural Science Foundation of China (No. B2008000150) and the Research Fund for the Doctoral Program of Hebei Normal University (No. L2005B18).

References

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First citationMöhring, P. C. & Coville, N. J. (2006). Coord. Chem. Rev. 250, 18–35.  Web of Science CrossRef Google Scholar
First citationSchumann, H., Stenz, S., Girgsdies, F. & Mühle, S. Z. (2002). Z. Naturforsch. Teil B, 57, 1017–1026.  CAS Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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