Literature DB >> 21522879

Bis{[μ-bis-(diphenyl-phosphan-yl)methane-1:2κP:P']nona-carbonyl-1κC,2κC,3κC-[(4-methyl-sulfanylphen-yl)diphenyl-phosphane-3κP]-triangulo-triruthen-ium(0)} dichloro-methane monosolvate.

Omar Bin Shawkataly, Imthyaz Ahmed Khan, H A Hafiz Malik, Chin Sing Yeap, Hoong-Kun Fun.   

Abstract

The asymmetric unit of the title triangulo-triruthenium compound, 2[Ru(3)(C(25)H(22)P(2))(C(19)H(17)PS)(CO)(9)]·CH(2)Cl(2), contains one triangulo-triruthenium complex mol-ecule and one half-mol-ecule of the dichloro-methane solvent. The dichloro-methane solvent mol-ecule lies across a crystallographic inversion center leading to the mol-ecule being disordered over two positions of equal occupancy. The bis-(diphenyl-phosphan-yl)methane ligand bridges an Ru-Ru bond and the monodentate phosphane ligand bonds to the third Ru atom. All phosphane ligands are equatorial with respect to the Ru(3) triangle. In addition, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The three phosphane-substituted benzene rings make dihedral angles of 87.18 (11), 59.59 (10) and 89.28 (11)° with each other. The dihedral angles between the two benzene rings are 78.48 (11) and 87.58 (11)° for the two diphenyl-phosphanyl groups. In the crystal, the mol-ecules are stacked along the a axis. Weak inter-molecular C-H⋯π inter-actions stabilize the crystal structure.

Entities:  

Year:  2011        PMID: 21522879      PMCID: PMC3051800          DOI: 10.1107/S1600536811000778

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985 ▶, 1988a ▶,b ▶). For related structures, see: Shawkataly et al. (1998 ▶, 2004 ▶, 2010a ▶,b ▶). For the synthesis of Ru3(CO)10(μ-Ph2PCH2PPh2), see: Bruce et al. (1983 ▶) and for that of 4-methyl­thio­phenyl­diphenylphosphine, see: Fuhr et al. (2002 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).

Experimental

Crystal data

2[Ru3(C25H22P2)(C19H17PS)(CO)9]·CH2Cl2 M = 2580.97 Triclinic, a = 10.7125 (1) Å b = 12.4639 (1) Å c = 20.0660 (2) Å α = 96.260 (1)° β = 104.180 (1)° γ = 102.900 (1)° V = 2493.72 (4) Å3 Z = 1 Mo Kα radiation μ = 1.15 mm−1 T = 100 K 0.22 × 0.18 × 0.11 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.784, T max = 0.882 87820 measured reflections 21813 independent reflections 17718 reflections with I > 2σ(I) R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.036 wR(F 2) = 0.085 S = 1.01 21813 reflections 640 parameters H-atom parameters constrained Δρmax = 2.74 e Å−3 Δρmin = −1.71 e Å−3 Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶). Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811000778/sj5089sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536811000778/sj5089Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
2[Ru3(C25H22P2)(C19H17PS)(CO)9]·CH2Cl2Z = 1
Mr = 2580.97F(000) = 1286
Triclinic, P1Dx = 1.719 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.7125 (1) ÅCell parameters from 9836 reflections
b = 12.4639 (1) Åθ = 2.3–38.1°
c = 20.0660 (2) ŵ = 1.15 mm1
α = 96.260 (1)°T = 100 K
β = 104.180 (1)°Block, brown
γ = 102.900 (1)°0.22 × 0.18 × 0.11 mm
V = 2493.72 (4) Å3
Bruker SMART APEXII CCD area-detector diffractometer21813 independent reflections
Radiation source: fine-focus sealed tube17718 reflections with I > 2σ(I)
graphiteRint = 0.043
φ and ω scansθmax = 35.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2009)h = −17→17
Tmin = 0.784, Tmax = 0.882k = −20→20
87820 measured reflectionsl = −32→32
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.085H-atom parameters constrained
S = 1.01w = 1/[σ2(Fo2) + (0.033P)2 + 3.2031P] where P = (Fo2 + 2Fc2)/3
21813 reflections(Δ/σ)max = 0.004
640 parametersΔρmax = 2.74 e Å3
0 restraintsΔρmin = −1.71 e Å3
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.
xyzUiso*/UeqOcc. (<1)
Ru10.837948 (15)1.157405 (12)0.261089 (8)0.01366 (3)
Ru20.594161 (15)0.998567 (12)0.186830 (8)0.01233 (3)
Ru30.780393 (15)0.930855 (12)0.290459 (8)0.01330 (3)
P10.43487 (5)0.83385 (4)0.17996 (2)0.01279 (8)
P20.67393 (5)0.74300 (4)0.24661 (3)0.01323 (8)
P31.05584 (5)1.26909 (4)0.31731 (3)0.01495 (9)
S11.32009 (6)1.43275 (5)0.08033 (3)0.02441 (11)
O10.91609 (17)1.10604 (14)0.12550 (8)0.0237 (3)
O20.70316 (18)1.32691 (14)0.19956 (9)0.0261 (3)
O30.77257 (18)1.20410 (15)0.40045 (9)0.0284 (4)
O40.71518 (16)0.87246 (14)0.08966 (8)0.0230 (3)
O50.49337 (16)1.14768 (13)0.28241 (9)0.0233 (3)
O60.46309 (19)1.09054 (16)0.06142 (9)0.0307 (4)
O70.98385 (17)0.92717 (15)0.20611 (10)0.0270 (3)
O80.97139 (17)0.88439 (15)0.41640 (9)0.0250 (3)
O90.59365 (16)0.97317 (13)0.37958 (8)0.0219 (3)
C10.3005 (2)0.78383 (16)0.09879 (10)0.0159 (3)
C20.3332 (2)0.78725 (18)0.03562 (10)0.0196 (4)
H2A0.42110.81690.03590.024*
C30.2361 (2)0.74697 (19)−0.02733 (11)0.0237 (4)
H3A0.25910.7485−0.06910.028*
C40.1040 (2)0.70415 (19)−0.02823 (12)0.0258 (4)
H4A0.03850.6781−0.07050.031*
C50.0704 (2)0.7004 (2)0.03363 (13)0.0274 (5)
H5A−0.01790.67140.03290.033*
C60.1681 (2)0.73989 (19)0.09747 (11)0.0222 (4)
H6A0.14480.73690.13910.027*
C70.35137 (19)0.82431 (16)0.24873 (10)0.0152 (3)
C80.2855 (2)0.90548 (17)0.26281 (11)0.0181 (3)
H8A0.27810.95930.23440.022*
C90.2311 (2)0.90620 (19)0.31900 (11)0.0214 (4)
H9A0.18850.96110.32840.026*
C100.2401 (2)0.8252 (2)0.36132 (12)0.0254 (4)
H10A0.20470.82660.39930.031*
C110.3017 (2)0.7428 (2)0.34666 (12)0.0242 (4)
H11A0.30660.68790.37440.029*
C120.3567 (2)0.74156 (17)0.29038 (11)0.0186 (4)
H12A0.39710.68530.28050.022*
C130.51207 (19)0.71602 (15)0.18003 (10)0.0145 (3)
H13A0.52480.69770.13430.017*
H13B0.45120.65140.18780.017*
C140.63549 (19)0.64811 (16)0.30693 (10)0.0146 (3)
C150.6455 (2)0.68838 (17)0.37605 (10)0.0186 (4)
H15A0.67750.76470.39320.022*
C160.6080 (2)0.61558 (18)0.41975 (11)0.0225 (4)
H16A0.61390.64350.46560.027*
C170.5619 (2)0.50136 (18)0.39500 (12)0.0235 (4)
H17A0.53590.45280.42400.028*
C180.5550 (2)0.45995 (18)0.32651 (12)0.0226 (4)
H18A0.52650.38330.31020.027*
C190.5903 (2)0.53249 (17)0.28256 (11)0.0184 (3)
H19A0.58410.50430.23670.022*
C200.7655 (2)0.66612 (16)0.20189 (11)0.0167 (3)
C210.8994 (2)0.67841 (17)0.23616 (12)0.0199 (4)
H21A0.93810.72560.27910.024*
C220.9748 (2)0.62100 (19)0.20680 (13)0.0235 (4)
H22A1.06410.63030.22980.028*
C230.9174 (2)0.54943 (19)0.14297 (13)0.0240 (4)
H23A0.96820.51080.12330.029*
C240.7849 (2)0.53592 (19)0.10887 (12)0.0227 (4)
H24A0.74650.48800.06620.027*
C250.7084 (2)0.59360 (17)0.13801 (11)0.0192 (4)
H25A0.61900.58380.11490.023*
C261.1750 (2)1.21173 (16)0.37579 (10)0.0168 (3)
C271.3092 (2)1.22971 (18)0.37581 (11)0.0202 (4)
H27A1.34031.27210.34510.024*
C281.3962 (2)1.18506 (19)0.42107 (11)0.0220 (4)
H28A1.48461.19750.42030.026*
C291.3514 (2)1.12195 (19)0.46744 (11)0.0216 (4)
H29A1.40981.09230.49780.026*
C301.2194 (2)1.10329 (18)0.46837 (11)0.0203 (4)
H30A1.18921.06060.49920.024*
C311.1317 (2)1.14823 (17)0.42321 (11)0.0190 (4)
H31A1.04351.13590.42460.023*
C321.0630 (2)1.40060 (16)0.37212 (10)0.0173 (3)
C330.9553 (2)1.4472 (2)0.36079 (13)0.0270 (5)
H33A0.87751.41000.32630.032*
C340.9608 (3)1.5484 (2)0.39975 (13)0.0279 (5)
H34A0.88781.57880.39050.033*
C351.0748 (2)1.60378 (18)0.45236 (11)0.0234 (4)
H35A1.07851.67080.47910.028*
C361.1832 (3)1.5583 (2)0.46469 (13)0.0304 (5)
H36A1.26021.59530.49980.036*
C371.1781 (2)1.45736 (19)0.42489 (12)0.0257 (4)
H37A1.25171.42780.43360.031*
C381.1454 (2)1.31731 (16)0.25485 (10)0.0166 (3)
C391.1601 (2)1.42591 (17)0.24096 (11)0.0179 (3)
H39A1.13261.47730.26740.022*
C401.2153 (2)1.45860 (17)0.18801 (11)0.0190 (4)
H40A1.22231.53080.17870.023*
C411.2601 (2)1.38383 (17)0.14886 (10)0.0175 (3)
C421.2494 (2)1.27573 (17)0.16348 (11)0.0197 (4)
H42A1.28101.22560.13850.024*
C431.1912 (2)1.24295 (17)0.21545 (11)0.0199 (4)
H43A1.18271.17030.22410.024*
C441.3978 (3)1.3274 (2)0.05386 (16)0.0389 (7)
H44A1.43401.34730.01630.058*
H44B1.33271.25660.03860.058*
H44C1.46821.32240.09260.058*
C450.8849 (2)1.11987 (16)0.17560 (11)0.0180 (3)
C460.7595 (2)1.26603 (17)0.22321 (11)0.0185 (4)
C470.7932 (2)1.17875 (18)0.34831 (11)0.0206 (4)
C480.6764 (2)0.92090 (17)0.12839 (10)0.0168 (3)
C490.5344 (2)1.09059 (16)0.25009 (10)0.0168 (3)
C500.5111 (2)1.05834 (17)0.10979 (11)0.0186 (4)
C510.9068 (2)0.93514 (17)0.23563 (11)0.0195 (4)
C520.9029 (2)0.90592 (17)0.36893 (11)0.0181 (3)
C530.6593 (2)0.95889 (16)0.34399 (10)0.0174 (3)
Cl10.13190 (9)1.00231 (8)0.04461 (5)0.0540 (2)
C540.0346 (6)1.0646 (4)−0.0049 (3)0.0318 (10)0.50
H54A0.07451.0841−0.04130.038*0.50
H54B0.03761.13340.02290.038*0.50
U11U22U33U12U13U23
Ru10.01402 (7)0.01148 (6)0.01443 (6)0.00121 (5)0.00397 (5)0.00218 (5)
Ru20.01216 (6)0.01174 (6)0.01320 (6)0.00280 (5)0.00398 (5)0.00220 (4)
Ru30.01274 (6)0.01153 (6)0.01471 (6)0.00227 (5)0.00285 (5)0.00247 (5)
P10.0122 (2)0.01268 (19)0.01312 (19)0.00267 (16)0.00349 (16)0.00181 (15)
P20.0137 (2)0.01182 (19)0.0146 (2)0.00328 (16)0.00476 (16)0.00251 (15)
P30.0148 (2)0.0129 (2)0.0163 (2)0.00181 (16)0.00454 (17)0.00195 (16)
S10.0311 (3)0.0224 (2)0.0211 (2)0.0038 (2)0.0121 (2)0.00478 (19)
O10.0277 (8)0.0232 (7)0.0209 (7)0.0041 (6)0.0103 (6)0.0039 (6)
O20.0330 (9)0.0218 (7)0.0262 (8)0.0120 (7)0.0074 (7)0.0068 (6)
O30.0319 (9)0.0285 (8)0.0208 (7)−0.0019 (7)0.0118 (7)−0.0032 (6)
O40.0207 (7)0.0258 (8)0.0223 (7)0.0060 (6)0.0080 (6)−0.0011 (6)
O50.0229 (8)0.0203 (7)0.0278 (8)0.0061 (6)0.0107 (6)−0.0011 (6)
O60.0338 (10)0.0336 (9)0.0269 (8)0.0132 (8)0.0049 (7)0.0139 (7)
O70.0237 (8)0.0314 (9)0.0353 (9)0.0136 (7)0.0154 (7)0.0159 (7)
O80.0211 (8)0.0320 (9)0.0230 (7)0.0097 (6)0.0031 (6)0.0099 (6)
O90.0225 (8)0.0237 (7)0.0212 (7)0.0060 (6)0.0085 (6)0.0049 (6)
C10.0153 (8)0.0147 (8)0.0160 (8)0.0033 (6)0.0020 (6)0.0014 (6)
C20.0174 (9)0.0244 (9)0.0155 (8)0.0050 (7)0.0030 (7)0.0011 (7)
C30.0276 (11)0.0250 (10)0.0156 (8)0.0087 (8)0.0007 (8)0.0005 (7)
C40.0258 (11)0.0223 (10)0.0205 (9)0.0015 (8)−0.0040 (8)0.0000 (8)
C50.0169 (10)0.0306 (11)0.0265 (11)−0.0029 (8)−0.0016 (8)0.0070 (9)
C60.0176 (9)0.0251 (10)0.0203 (9)−0.0005 (7)0.0035 (7)0.0062 (7)
C70.0138 (8)0.0159 (8)0.0157 (8)0.0019 (6)0.0061 (6)0.0014 (6)
C80.0151 (8)0.0185 (8)0.0210 (9)0.0045 (7)0.0061 (7)0.0019 (7)
C90.0178 (9)0.0235 (10)0.0230 (9)0.0058 (7)0.0078 (8)−0.0009 (7)
C100.0228 (10)0.0343 (12)0.0218 (10)0.0071 (9)0.0116 (8)0.0041 (8)
C110.0257 (11)0.0292 (11)0.0223 (10)0.0076 (9)0.0121 (8)0.0106 (8)
C120.0197 (9)0.0170 (8)0.0215 (9)0.0051 (7)0.0090 (7)0.0050 (7)
C130.0141 (8)0.0132 (7)0.0149 (7)0.0033 (6)0.0029 (6)0.0007 (6)
C140.0145 (8)0.0139 (7)0.0172 (8)0.0054 (6)0.0053 (6)0.0045 (6)
C150.0246 (10)0.0146 (8)0.0164 (8)0.0047 (7)0.0052 (7)0.0029 (6)
C160.0308 (11)0.0201 (9)0.0162 (8)0.0052 (8)0.0067 (8)0.0041 (7)
C170.0282 (11)0.0199 (9)0.0230 (10)0.0031 (8)0.0089 (8)0.0088 (8)
C180.0274 (11)0.0143 (8)0.0253 (10)0.0009 (7)0.0097 (8)0.0044 (7)
C190.0197 (9)0.0160 (8)0.0193 (8)0.0033 (7)0.0062 (7)0.0027 (7)
C200.0183 (9)0.0141 (8)0.0209 (9)0.0055 (7)0.0094 (7)0.0044 (6)
C210.0171 (9)0.0175 (8)0.0259 (10)0.0047 (7)0.0072 (8)0.0040 (7)
C220.0179 (9)0.0203 (9)0.0353 (12)0.0075 (8)0.0100 (9)0.0063 (8)
C230.0249 (10)0.0208 (9)0.0339 (11)0.0108 (8)0.0166 (9)0.0063 (8)
C240.0275 (11)0.0220 (9)0.0220 (9)0.0106 (8)0.0100 (8)0.0025 (7)
C250.0197 (9)0.0195 (9)0.0196 (9)0.0080 (7)0.0051 (7)0.0029 (7)
C260.0161 (8)0.0156 (8)0.0175 (8)0.0029 (6)0.0041 (7)0.0016 (6)
C270.0186 (9)0.0218 (9)0.0207 (9)0.0046 (7)0.0066 (7)0.0049 (7)
C280.0185 (9)0.0263 (10)0.0224 (9)0.0064 (8)0.0081 (8)0.0028 (8)
C290.0223 (10)0.0253 (10)0.0171 (8)0.0091 (8)0.0033 (7)0.0030 (7)
C300.0234 (10)0.0217 (9)0.0154 (8)0.0036 (8)0.0063 (7)0.0047 (7)
C310.0185 (9)0.0178 (8)0.0208 (9)0.0029 (7)0.0072 (7)0.0038 (7)
C320.0192 (9)0.0140 (8)0.0181 (8)0.0016 (7)0.0063 (7)0.0025 (6)
C330.0205 (10)0.0242 (10)0.0306 (11)0.0054 (8)0.0020 (9)−0.0067 (8)
C340.0273 (11)0.0229 (10)0.0326 (12)0.0091 (9)0.0085 (9)−0.0041 (9)
C350.0337 (12)0.0157 (9)0.0192 (9)0.0032 (8)0.0089 (8)−0.0005 (7)
C360.0333 (13)0.0224 (10)0.0260 (11)0.0054 (9)−0.0033 (9)−0.0056 (8)
C370.0239 (11)0.0212 (10)0.0262 (10)0.0075 (8)−0.0017 (8)−0.0034 (8)
C380.0157 (8)0.0149 (8)0.0174 (8)0.0010 (6)0.0046 (7)0.0020 (6)
C390.0177 (9)0.0157 (8)0.0211 (9)0.0036 (7)0.0068 (7)0.0038 (7)
C400.0193 (9)0.0158 (8)0.0224 (9)0.0037 (7)0.0069 (7)0.0047 (7)
C410.0159 (8)0.0178 (8)0.0164 (8)0.0012 (7)0.0033 (7)0.0024 (6)
C420.0222 (10)0.0170 (8)0.0197 (9)0.0038 (7)0.0079 (7)0.0004 (7)
C430.0225 (10)0.0153 (8)0.0215 (9)0.0029 (7)0.0071 (8)0.0032 (7)
C440.0583 (19)0.0320 (13)0.0376 (14)0.0156 (13)0.0303 (14)0.0062 (11)
C450.0181 (9)0.0137 (8)0.0204 (9)0.0018 (7)0.0043 (7)0.0029 (6)
C460.0194 (9)0.0172 (8)0.0177 (8)0.0020 (7)0.0058 (7)0.0022 (7)
C470.0178 (9)0.0184 (9)0.0224 (9)−0.0010 (7)0.0052 (7)0.0023 (7)
C480.0140 (8)0.0175 (8)0.0170 (8)0.0022 (6)0.0029 (6)0.0026 (6)
C490.0155 (8)0.0160 (8)0.0183 (8)0.0031 (6)0.0043 (7)0.0036 (6)
C500.0176 (9)0.0174 (8)0.0209 (9)0.0042 (7)0.0058 (7)0.0034 (7)
C510.0170 (9)0.0185 (9)0.0231 (9)0.0038 (7)0.0044 (7)0.0087 (7)
C520.0164 (9)0.0162 (8)0.0216 (9)0.0035 (7)0.0059 (7)0.0029 (7)
C530.0183 (9)0.0134 (8)0.0185 (8)0.0027 (7)0.0026 (7)0.0033 (6)
Cl10.0426 (4)0.0467 (4)0.0630 (5)0.0157 (3)0.0052 (4)−0.0177 (4)
C540.038 (3)0.025 (2)0.036 (3)0.007 (2)0.019 (2)0.0016 (19)
Ru1—C461.880 (2)C15—C161.392 (3)
Ru1—C471.931 (2)C15—H15A0.9300
Ru1—C451.941 (2)C16—C171.389 (3)
Ru1—P32.3612 (5)C16—H16A0.9300
Ru1—Ru22.8463 (2)C17—C181.392 (3)
Ru1—Ru32.9093 (2)C17—H17A0.9300
Ru2—C501.900 (2)C18—C191.387 (3)
Ru2—C481.931 (2)C18—H18A0.9300
Ru2—C491.935 (2)C19—H19A0.9300
Ru2—P12.3248 (5)C20—C211.396 (3)
Ru2—Ru32.8493 (2)C20—C251.396 (3)
Ru3—C521.891 (2)C21—C221.382 (3)
Ru3—C511.939 (2)C21—H21A0.9300
Ru3—C531.940 (2)C22—C231.391 (3)
Ru3—P22.3288 (5)C22—H22A0.9300
P1—C71.8198 (19)C23—C241.380 (3)
P1—C11.828 (2)C23—H23A0.9300
P1—C131.8392 (19)C24—C251.392 (3)
P2—C201.830 (2)C24—H24A0.9300
P2—C141.8364 (19)C25—H25A0.9300
P2—C131.847 (2)C26—C311.401 (3)
P3—C381.830 (2)C26—C271.404 (3)
P3—C261.837 (2)C27—C281.389 (3)
P3—C321.847 (2)C27—H27A0.9300
S1—C411.765 (2)C28—C291.387 (3)
S1—C441.803 (3)C28—H28A0.9300
O1—C451.142 (3)C29—C301.386 (3)
O2—C461.144 (3)C29—H29A0.9300
O3—C471.147 (3)C30—C311.395 (3)
O4—C481.144 (2)C30—H30A0.9300
O5—C491.140 (2)C31—H31A0.9300
O6—C501.140 (3)C32—C331.386 (3)
O7—C511.142 (3)C32—C371.396 (3)
O8—C521.148 (3)C33—C341.390 (3)
O9—C531.145 (3)C33—H33A0.9300
C1—C61.395 (3)C34—C351.384 (3)
C1—C21.398 (3)C34—H34A0.9300
C2—C31.384 (3)C35—C361.384 (4)
C2—H2A0.9300C35—H35A0.9300
C3—C41.391 (3)C36—C371.397 (3)
C3—H3A0.9300C36—H36A0.9300
C4—C51.377 (3)C37—H37A0.9300
C4—H4A0.9300C38—C391.394 (3)
C5—C61.398 (3)C38—C431.400 (3)
C5—H5A0.9300C39—C401.393 (3)
C6—H6A0.9300C39—H39A0.9300
C7—C81.398 (3)C40—C411.393 (3)
C7—C121.399 (3)C40—H40A0.9300
C8—C91.390 (3)C41—C421.396 (3)
C8—H8A0.9300C42—C431.393 (3)
C9—C101.393 (3)C42—H42A0.9300
C9—H9A0.9300C43—H43A0.9300
C10—C111.381 (3)C44—H44A0.9600
C10—H10A0.9300C44—H44B0.9600
C11—C121.396 (3)C44—H44C0.9600
C11—H11A0.9300Cl1—C541.643 (6)
C12—H12A0.9300Cl1—C54i1.734 (6)
C13—H13A0.9700C54—C54i1.671 (10)
C13—H13B0.9700C54—Cl1i1.734 (6)
C14—C151.392 (3)C54—H54A0.9600
C14—C191.403 (3)C54—H54B0.9600
C46—Ru1—C4795.35 (9)C14—C15—H15A119.7
C46—Ru1—C4590.57 (9)C17—C16—C15120.16 (19)
C47—Ru1—C45173.67 (9)C17—C16—H16A119.9
C46—Ru1—P399.89 (6)C15—C16—H16A119.9
C47—Ru1—P389.12 (6)C16—C17—C18119.66 (19)
C45—Ru1—P392.08 (6)C16—C17—H17A120.2
C46—Ru1—Ru286.49 (6)C18—C17—H17A120.2
C47—Ru1—Ru296.00 (6)C19—C18—C17120.26 (19)
C45—Ru1—Ru282.10 (6)C19—C18—H18A119.9
P3—Ru1—Ru2171.443 (15)C17—C18—H18A119.9
C46—Ru1—Ru3143.73 (6)C18—C19—C14120.40 (19)
C47—Ru1—Ru378.03 (6)C18—C19—H19A119.8
C45—Ru1—Ru395.87 (6)C14—C19—H19A119.8
P3—Ru1—Ru3115.437 (14)C21—C20—C25118.95 (18)
Ru2—Ru1—Ru359.332 (5)C21—C20—P2116.83 (15)
C50—Ru2—C4890.33 (9)C25—C20—P2124.17 (16)
C50—Ru2—C4991.23 (9)C22—C21—C20120.5 (2)
C48—Ru2—C49172.45 (8)C22—C21—H21A119.7
C50—Ru2—P1102.20 (6)C20—C21—H21A119.7
C48—Ru2—P190.72 (6)C21—C22—C23120.2 (2)
C49—Ru2—P196.16 (6)C21—C22—H22A119.9
C50—Ru2—Ru1107.96 (6)C23—C22—H22A119.9
C48—Ru2—Ru193.64 (6)C24—C23—C22119.9 (2)
C49—Ru2—Ru178.85 (6)C24—C23—H23A120.1
P1—Ru2—Ru1149.487 (14)C22—C23—H23A120.1
C50—Ru2—Ru3164.65 (6)C23—C24—C25120.3 (2)
C48—Ru2—Ru379.85 (6)C23—C24—H24A119.8
C49—Ru2—Ru397.03 (6)C25—C24—H24A119.8
P1—Ru2—Ru389.791 (13)C24—C25—C20120.2 (2)
Ru1—Ru2—Ru361.435 (5)C24—C25—H25A119.9
C52—Ru3—C5191.69 (9)C20—C25—H25A119.9
C52—Ru3—C5392.83 (9)C31—C26—C27118.04 (19)
C51—Ru3—C53168.20 (8)C31—C26—P3119.12 (16)
C52—Ru3—P295.90 (6)C27—C26—P3122.83 (15)
C51—Ru3—P293.45 (6)C28—C27—C26121.00 (19)
C53—Ru3—P296.92 (6)C28—C27—H27A119.5
C52—Ru3—Ru2170.80 (6)C26—C27—H27A119.5
C51—Ru3—Ru293.48 (6)C29—C28—C27120.2 (2)
C53—Ru3—Ru280.69 (6)C29—C28—H28A119.9
P2—Ru3—Ru291.383 (14)C27—C28—H28A119.9
C52—Ru3—Ru1115.11 (6)C30—C29—C28119.8 (2)
C51—Ru3—Ru174.82 (6)C30—C29—H29A120.1
C53—Ru3—Ru193.40 (6)C28—C29—H29A120.1
P2—Ru3—Ru1146.748 (14)C29—C30—C31120.33 (19)
Ru2—Ru3—Ru159.233 (5)C29—C30—H30A119.8
C7—P1—C1104.73 (9)C31—C30—H30A119.8
C7—P1—C13105.47 (9)C30—C31—C26120.67 (19)
C1—P1—C1399.66 (9)C30—C31—H31A119.7
C7—P1—Ru2117.89 (6)C26—C31—H31A119.7
C1—P1—Ru2117.46 (7)C33—C32—C37118.1 (2)
C13—P1—Ru2109.54 (6)C33—C32—P3120.83 (16)
C20—P2—C1499.53 (9)C37—C32—P3121.07 (17)
C20—P2—C13102.11 (9)C32—C33—C34121.6 (2)
C14—P2—C13102.64 (9)C32—C33—H33A119.2
C20—P2—Ru3115.33 (7)C34—C33—H33A119.2
C14—P2—Ru3119.45 (6)C35—C34—C33120.0 (2)
C13—P2—Ru3115.15 (6)C35—C34—H34A120.0
C38—P3—C26102.93 (9)C33—C34—H34A120.0
C38—P3—C32103.06 (9)C36—C35—C34119.2 (2)
C26—P3—C32102.38 (9)C36—C35—H35A120.4
C38—P3—Ru1112.00 (7)C34—C35—H35A120.4
C26—P3—Ru1120.02 (7)C35—C36—C37120.7 (2)
C32—P3—Ru1114.46 (7)C35—C36—H36A119.7
C41—S1—C44103.48 (12)C37—C36—H36A119.7
C6—C1—C2118.96 (18)C32—C37—C36120.4 (2)
C6—C1—P1122.73 (15)C32—C37—H37A119.8
C2—C1—P1118.28 (15)C36—C37—H37A119.8
C3—C2—C1120.7 (2)C39—C38—C43118.14 (18)
C3—C2—H2A119.7C39—C38—P3121.15 (15)
C1—C2—H2A119.7C43—C38—P3120.49 (15)
C2—C3—C4120.0 (2)C40—C39—C38120.94 (19)
C2—C3—H3A120.0C40—C39—H39A119.5
C4—C3—H3A120.0C38—C39—H39A119.5
C5—C4—C3119.9 (2)C39—C40—C41120.48 (19)
C5—C4—H4A120.0C39—C40—H40A119.8
C3—C4—H4A120.0C41—C40—H40A119.8
C4—C5—C6120.4 (2)C40—C41—C42119.17 (18)
C4—C5—H5A119.8C40—C41—S1116.22 (15)
C6—C5—H5A119.8C42—C41—S1124.54 (16)
C1—C6—C5120.0 (2)C43—C42—C41119.97 (19)
C1—C6—H6A120.0C43—C42—H42A120.0
C5—C6—H6A120.0C41—C42—H42A120.0
C8—C7—C12118.82 (18)C42—C43—C38121.26 (19)
C8—C7—P1119.05 (15)C42—C43—H43A119.4
C12—C7—P1122.05 (15)C38—C43—H43A119.4
C9—C8—C7120.3 (2)S1—C44—H44A109.5
C9—C8—H8A119.8S1—C44—H44B109.5
C7—C8—H8A119.8H44A—C44—H44B109.5
C8—C9—C10120.4 (2)S1—C44—H44C109.5
C8—C9—H9A119.8H44A—C44—H44C109.5
C10—C9—H9A119.8H44B—C44—H44C109.5
C11—C10—C9119.7 (2)O1—C45—Ru1174.94 (18)
C11—C10—H10A120.2O2—C46—Ru1175.11 (19)
C9—C10—H10A120.2O3—C47—Ru1172.24 (19)
C10—C11—C12120.3 (2)O4—C48—Ru2174.34 (18)
C10—C11—H11A119.9O5—C49—Ru2174.10 (19)
C12—C11—H11A119.9O6—C50—Ru2176.5 (2)
C11—C12—C7120.43 (19)O7—C51—Ru3172.32 (18)
C11—C12—H12A119.8O8—C52—Ru3175.55 (18)
C7—C12—H12A119.8O9—C53—Ru3174.99 (18)
P1—C13—P2114.17 (10)C54—Cl1—C54i59.2 (3)
P1—C13—H13A108.7Cl1—C54—C54i63.1 (4)
P2—C13—H13A108.7Cl1—C54—Cl1i120.8 (3)
P1—C13—H13B108.7C54i—C54—Cl1i57.7 (3)
P2—C13—H13B108.7Cl1—C54—H54A106.9
H13A—C13—H13B107.6C54i—C54—H54A126.1
C15—C14—C19118.86 (17)Cl1i—C54—H54A107.0
C15—C14—P2121.51 (15)Cl1—C54—H54B107.2
C19—C14—P2119.60 (15)C54i—C54—H54B126.8
C16—C15—C14120.63 (19)Cl1i—C54—H54B107.3
C16—C15—H15A119.7H54A—C54—H54B107.0
C46—Ru1—Ru2—C5024.83 (9)C7—P1—C1—C2176.39 (16)
C47—Ru1—Ru2—C50119.85 (9)C13—P1—C1—C2−74.67 (18)
C45—Ru1—Ru2—C50−66.23 (9)Ru2—P1—C1—C243.42 (18)
Ru3—Ru1—Ru2—C50−167.90 (7)C6—C1—C2—C3−0.5 (3)
C46—Ru1—Ru2—C48116.36 (9)P1—C1—C2—C3177.81 (17)
C47—Ru1—Ru2—C48−148.62 (9)C1—C2—C3—C41.0 (3)
C45—Ru1—Ru2—C4825.30 (9)C2—C3—C4—C5−1.0 (4)
C46—Ru1—Ru2—C49−62.83 (9)C3—C4—C5—C60.3 (4)
C47—Ru1—Ru2—C4932.19 (9)C2—C1—C6—C5−0.2 (3)
C45—Ru1—Ru2—C49−153.89 (9)P1—C1—C6—C5−178.36 (18)
Ru3—Ru1—Ru2—C49104.44 (6)C4—C5—C6—C10.2 (4)
C46—Ru1—Ru2—P1−146.01 (7)C1—P1—C7—C8−77.05 (17)
C47—Ru1—Ru2—P1−50.99 (7)C13—P1—C7—C8178.31 (16)
C45—Ru1—Ru2—P1122.93 (7)Ru2—P1—C7—C855.69 (18)
Ru3—Ru1—Ru2—P121.26 (3)C1—P1—C7—C12106.28 (18)
C46—Ru1—Ru2—Ru3−167.27 (6)C13—P1—C7—C121.63 (19)
C47—Ru1—Ru2—Ru3−72.25 (7)Ru2—P1—C7—C12−120.99 (16)
C45—Ru1—Ru2—Ru3101.67 (6)C12—C7—C8—C92.6 (3)
C50—Ru2—Ru3—C51−21.1 (2)P1—C7—C8—C9−174.22 (16)
C48—Ru2—Ru3—C5129.81 (9)C7—C8—C9—C10−0.9 (3)
C49—Ru2—Ru3—C51−143.23 (9)C8—C9—C10—C11−0.9 (3)
P1—Ru2—Ru3—C51120.58 (6)C9—C10—C11—C121.0 (4)
Ru1—Ru2—Ru3—C51−70.03 (6)C10—C11—C12—C70.7 (3)
C50—Ru2—Ru3—C53148.5 (2)C8—C7—C12—C11−2.5 (3)
C48—Ru2—Ru3—C53−160.52 (8)P1—C7—C12—C11174.19 (17)
C49—Ru2—Ru3—C5326.44 (8)C7—P1—C13—P2−82.10 (12)
P1—Ru2—Ru3—C53−69.75 (6)C1—P1—C13—P2169.55 (10)
Ru1—Ru2—Ru3—C5399.64 (6)Ru2—P1—C13—P245.71 (11)
C50—Ru2—Ru3—P2−114.7 (2)C20—P2—C13—P1−145.16 (10)
C48—Ru2—Ru3—P2−63.73 (6)C14—P2—C13—P1112.03 (11)
C49—Ru2—Ru3—P2123.23 (6)Ru3—P2—C13—P1−19.42 (12)
P1—Ru2—Ru3—P227.042 (17)C20—P2—C14—C15138.44 (18)
Ru1—Ru2—Ru3—P2−163.569 (13)C13—P2—C14—C15−116.75 (18)
C50—Ru2—Ru3—Ru148.9 (2)Ru3—P2—C14—C1512.1 (2)
C48—Ru2—Ru3—Ru199.84 (6)C20—P2—C14—C19−43.90 (18)
C49—Ru2—Ru3—Ru1−73.20 (6)C13—P2—C14—C1960.91 (18)
P1—Ru2—Ru3—Ru1−169.389 (13)Ru3—P2—C14—C19−170.27 (14)
C46—Ru1—Ru3—C52−149.96 (12)C19—C14—C15—C16−1.7 (3)
C47—Ru1—Ru3—C52−67.31 (10)P2—C14—C15—C16176.00 (17)
C45—Ru1—Ru3—C52111.01 (9)C14—C15—C16—C170.9 (4)
P3—Ru1—Ru3—C5215.90 (7)C15—C16—C17—C180.8 (4)
Ru2—Ru1—Ru3—C52−171.78 (7)C16—C17—C18—C19−1.8 (4)
C46—Ru1—Ru3—C51125.40 (12)C17—C18—C19—C141.0 (3)
C47—Ru1—Ru3—C51−151.95 (10)C15—C14—C19—C180.7 (3)
C45—Ru1—Ru3—C5126.37 (9)P2—C14—C19—C18−177.03 (17)
P3—Ru1—Ru3—C51−68.75 (7)C14—P2—C20—C21−80.89 (17)
Ru2—Ru1—Ru3—C51103.57 (7)C13—P2—C20—C21173.86 (15)
C46—Ru1—Ru3—C53−55.23 (12)Ru3—P2—C20—C2148.24 (17)
C47—Ru1—Ru3—C5327.42 (9)C14—P2—C20—C2596.33 (18)
C45—Ru1—Ru3—C53−154.26 (9)C13—P2—C20—C25−8.92 (19)
P3—Ru1—Ru3—C53110.62 (6)Ru3—P2—C20—C25−134.54 (16)
Ru2—Ru1—Ru3—C53−77.06 (6)C25—C20—C21—C221.0 (3)
C46—Ru1—Ru3—P252.87 (11)P2—C20—C21—C22178.35 (16)
C47—Ru1—Ru3—P2135.52 (7)C20—C21—C22—C23−0.6 (3)
C45—Ru1—Ru3—P2−46.16 (7)C21—C22—C23—C240.1 (3)
P3—Ru1—Ru3—P2−141.27 (3)C22—C23—C24—C250.0 (3)
Ru2—Ru1—Ru3—P231.04 (3)C23—C24—C25—C200.3 (3)
C46—Ru1—Ru3—Ru221.83 (10)C21—C20—C25—C24−0.8 (3)
C47—Ru1—Ru3—Ru2104.47 (7)P2—C20—C25—C24−178.00 (16)
C45—Ru1—Ru3—Ru2−77.20 (6)C38—P3—C26—C31−168.44 (16)
P3—Ru1—Ru3—Ru2−172.320 (16)C32—P3—C26—C3184.83 (17)
C50—Ru2—P1—C7−112.21 (10)Ru1—P3—C26—C31−43.23 (18)
C48—Ru2—P1—C7157.30 (10)C38—P3—C26—C2712.31 (19)
C49—Ru2—P1—C7−19.60 (10)C32—P3—C26—C27−94.41 (18)
Ru1—Ru2—P1—C758.87 (8)Ru1—P3—C26—C27137.52 (15)
Ru3—Ru2—P1—C777.45 (8)C31—C26—C27—C280.6 (3)
C50—Ru2—P1—C114.61 (10)P3—C26—C27—C28179.80 (17)
C48—Ru2—P1—C1−75.89 (9)C26—C27—C28—C29−0.3 (3)
C49—Ru2—P1—C1107.22 (9)C27—C28—C29—C300.2 (3)
Ru1—Ru2—P1—C1−174.31 (7)C28—C29—C30—C31−0.4 (3)
Ru3—Ru2—P1—C1−155.74 (7)C29—C30—C31—C260.7 (3)
C50—Ru2—P1—C13127.26 (9)C27—C26—C31—C30−0.8 (3)
C48—Ru2—P1—C1336.77 (9)P3—C26—C31—C30179.95 (16)
C49—Ru2—P1—C13−140.13 (9)C38—P3—C32—C3399.6 (2)
Ru1—Ru2—P1—C13−61.65 (7)C26—P3—C32—C33−153.73 (19)
Ru3—Ru2—P1—C13−43.08 (6)Ru1—P3—C32—C33−22.2 (2)
C52—Ru3—P2—C20−76.67 (10)C38—P3—C32—C37−78.7 (2)
C51—Ru3—P2—C2015.39 (10)C26—P3—C32—C3727.9 (2)
C53—Ru3—P2—C20−170.26 (10)Ru1—P3—C32—C37159.44 (16)
Ru2—Ru3—P2—C20108.95 (7)C37—C32—C33—C340.9 (4)
Ru1—Ru3—P2—C2082.64 (8)P3—C32—C33—C34−177.5 (2)
C52—Ru3—P2—C1441.86 (10)C32—C33—C34—C35−1.4 (4)
C51—Ru3—P2—C14133.92 (10)C33—C34—C35—C361.1 (4)
C53—Ru3—P2—C14−51.73 (9)C34—C35—C36—C37−0.3 (4)
Ru2—Ru3—P2—C14−132.51 (7)C33—C32—C37—C36−0.1 (4)
Ru1—Ru3—P2—C14−158.83 (7)P3—C32—C37—C36178.3 (2)
C52—Ru3—P2—C13164.73 (9)C35—C36—C37—C32−0.2 (4)
C51—Ru3—P2—C13−103.21 (9)C26—P3—C38—C39−127.87 (18)
C53—Ru3—P2—C1371.14 (9)C32—P3—C38—C39−21.7 (2)
Ru2—Ru3—P2—C13−9.64 (7)Ru1—P3—C38—C39101.86 (17)
Ru1—Ru3—P2—C13−35.96 (8)C26—P3—C38—C4357.53 (19)
C46—Ru1—P3—C38−68.34 (10)C32—P3—C38—C43163.74 (17)
C47—Ru1—P3—C38−163.62 (10)Ru1—P3—C38—C43−72.75 (18)
C45—Ru1—P3—C3822.60 (9)C43—C38—C39—C401.8 (3)
Ru3—Ru1—P3—C38120.10 (7)P3—C38—C39—C40−172.90 (17)
C46—Ru1—P3—C26170.85 (10)C38—C39—C40—C41−1.6 (3)
C47—Ru1—P3—C2675.57 (10)C39—C40—C41—C42−0.1 (3)
C45—Ru1—P3—C26−98.21 (10)C39—C40—C41—S1176.83 (17)
Ru3—Ru1—P3—C26−0.72 (8)C44—S1—C41—C40169.09 (19)
C46—Ru1—P3—C3248.50 (9)C44—S1—C41—C42−14.1 (2)
C47—Ru1—P3—C32−46.77 (10)C40—C41—C42—C431.6 (3)
C45—Ru1—P3—C32139.44 (9)S1—C41—C42—C43−175.09 (17)
Ru3—Ru1—P3—C32−123.06 (7)C41—C42—C43—C38−1.4 (3)
C7—P1—C1—C6−5.4 (2)C39—C38—C43—C42−0.3 (3)
C13—P1—C1—C6103.55 (19)P3—C38—C43—C42174.42 (17)
Ru2—P1—C1—C6−138.36 (16)
Cg1, Cg2 and Cg3 are the centroids of the C26–C31, C14–C19 and C7–C12 benzene rings, respectively.
D—H···AD—HH···AD···AD—H···A
C9—H9A···Cg1ii0.932.833.550 (2)135
C12—H12A···Cg20.932.983.743 (2)140
C16—H16A···Cg1iii0.932.903.696 (2)145
C22—H22A···Cg3iv0.932.993.708 (3)136
C34—H34A···Cg2v0.932.983.850 (3)156
Table 1

Hydrogen-bond geometry (Å, °)

Cg1, Cg2 and Cg3 are the centroids of the C26–C31, C14–C19 and C7–C12 benzene rings, respectively.

D—H⋯AD—HH⋯ADAD—H⋯A
C9—H9ACg1i0.932.833.550 (2)135
C12—H12ACg20.932.983.743 (2)140
C16—H16ACg1ii0.932.903.696 (2)145
C22—H22ACg3iii0.932.993.708 (3)136
C34—H34ACg2iv0.932.983.850 (3)156

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .

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1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  Bis{[μ-bis-(diphenyl-arsino)methane-1:2κAs:As']nona-carbonyl-1κC,2κC,3κC-[tris-(4-methoxy-phen-yl)arsine-3κAs]-triangulo-triruthenium(0)} dichloro-methane solvate.

Authors:  Omar Bin Shawkataly; Imthyaz Ahmed Khan; Chin Sing Yeap; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-01-16

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Authors:  Omar Bin Shawkataly; Imthyaz Ahmed Khan; Chin Sing Yeap; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-12-09

4.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
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1.  Undeca-carbon-yl[(4-methyl-sulfanylphen-yl)di-phenyl-phosphane]triruthenium(0): crystal structure and Hirshfeld surface analysis.

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Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-05-15
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