Dimethyl 7a-carbonyl-2-meth-oxy-7a,7a-bis-(triphenyl-phosphino)-7a-ruthena-1-benzofuran-4,7-dicarboxyl-ate.

The crystal structure of the title compound, [Ru(C(12)H(12)O(6))(C(18)H(15)P)(2)(CO)], confirms its formulation as a ruthenabenzofuran, with a slightly distorted octa-hedral coordination environment at the Ru(II) ion, and mutually trans triphenyl-phosphine ligands. The metallabicyclic ring system is essentially planar (maximum deviation 0.059 Å).

Related literature

For the synthesis and properties of metallabenzenes, see: Bleeke (2001 ▶); Landorf & Haley (2006 ▶); Wright (2006 ▶). For the synthesis and properties of metallabenzeno­ids, see: Paneque et al. (2003 ▶); Clark et al. (2006 ▶); Yamazaki & Aoki (1976 ▶); Bruce et al. (2000 ▶); Clark et al. (2008 ▶).

Experimental

Crystal data

[Ru(C12H12O6)(C18H15P)2(CO)]

M = 905.89

Triclinic,

a = 12.1102 (5) Å

b = 13.2229 (5) Å

c = 13.4273 (5) Å

α = 97.746 (1)°

β = 102.616 (1)°

γ = 93.333 (1)°

V = 2070.54 (14) Å3

Z = 2

Mo Kα radiation

μ = 0.51 mm−1

T = 85 (2) K

0.28 × 0.22 × 0.20 mm

Data collection

Siemens SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.806, T max = 0.921

20010 measured reflections

8434 independent reflections

6871 reflections with I > 2σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.071

S = 1.04

8434 reflections

532 parameters

H-atom parameters constrained

Δρmax = 0.44 e Å−3

Δρmin = −0.51 e Å−3

Data collection: SMART (Siemens, 1995 ▶); cell refinement: SAINT (Siemens, 1995 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808040944/lh2738sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808040944/lh2738Isup2.hkl

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

[Ru(C12H12O6)(C18H15P)2(CO)]	Z = 2
Mr = 905.89	F(000) = 932
Triclinic, P1	Dx = 1.453 Mg m−3
Hall symbol: -p 1	Mo Kα radiation, λ = 0.71073 Å
a = 12.1102 (5) Å	Cell parameters from 5960 reflections
b = 13.2229 (5) Å	θ = 1.6–26.4°
c = 13.4273 (5) Å	µ = 0.51 mm−1
α = 97.746 (1)°	T = 85 K
β = 102.616 (1)°	Block, purple
γ = 93.333 (1)°	0.28 × 0.22 × 0.20 mm
V = 2070.54 (14) Å3

Siemens SMART CCD diffractometer	8434 independent reflections
Radiation source: fine-focus sealed tube	6871 reflections with I > 2σ(I)
graphite	Rint = 0.028
Area detector ω scans	θmax = 26.4°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→14
Tmin = 0.807, Tmax = 0.921	k = −16→16
20010 measured reflections	l = 0→16

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.071	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.022P)2 + 1.4641P] where P = (Fo2 + 2Fc2)/3
8434 reflections	(Δ/σ)max < 0.001
532 parameters	Δρmax = 0.44 e Å−3
0 restraints	Δρmin = −0.51 e Å−3

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.

	x	y	z	Uiso*/Ueq
Ru	0.216450 (16)	0.201239 (14)	0.215449 (14)	0.01165 (6)
P1	0.15355 (5)	0.11361 (4)	0.33937 (4)	0.01214 (13)
P2	0.27620 (5)	0.30884 (4)	0.10386 (4)	0.01183 (13)
O1	0.46834 (15)	0.07527 (12)	0.23988 (13)	0.0231 (4)
O2	0.56152 (14)	0.23144 (12)	0.26121 (13)	0.0197 (4)
O3	0.12784 (15)	0.53793 (13)	0.40538 (13)	0.0232 (4)
O4	0.26131 (15)	0.51234 (13)	0.54176 (12)	0.0210 (4)
O5	−0.11237 (14)	0.29881 (13)	0.14179 (13)	0.0194 (4)
O6	0.03690 (13)	0.20657 (12)	0.13497 (11)	0.0143 (3)
O7	0.23080 (15)	−0.01145 (13)	0.10036 (13)	0.0244 (4)
C1	0.3802 (2)	0.22584 (17)	0.29898 (17)	0.0136 (5)
C2	0.4191 (2)	0.30178 (17)	0.38134 (17)	0.0148 (5)
H2	0.4956	0.3043	0.4136	0.018*
C3	0.3557 (2)	0.37805 (17)	0.42395 (17)	0.0151 (5)
H3	0.3942	0.4191	0.4849	0.018*
C4	0.2460 (2)	0.39826 (17)	0.38648 (17)	0.0133 (5)
C5	0.1714 (2)	0.33467 (17)	0.29668 (17)	0.0133 (5)
C6	0.0607 (2)	0.35233 (17)	0.26249 (17)	0.0150 (5)
H6	0.0290	0.4073	0.2931	0.018*
C7	−0.0038 (2)	0.28123 (18)	0.17665 (17)	0.0153 (5)
C8	0.4716 (2)	0.16743 (18)	0.26509 (17)	0.0164 (5)
C9	0.6523 (2)	0.1826 (2)	0.2262 (2)	0.0304 (7)
H9A	0.7119	0.2337	0.2260	0.046*
H9B	0.6241	0.1462	0.1576	0.046*
H9C	0.6815	0.1355	0.2718	0.046*
C10	0.2040 (2)	0.48872 (17)	0.44205 (18)	0.0151 (5)
C11	0.2193 (2)	0.5936 (2)	0.60212 (19)	0.0273 (6)
H11A	0.2649	0.6051	0.6714	0.041*
H11B	0.1419	0.5746	0.6031	0.041*
H11C	0.2232	0.6552	0.5720	0.041*
C12	−0.1756 (2)	0.2300 (2)	0.05143 (19)	0.0243 (6)
H12A	−0.2517	0.2492	0.0329	0.036*
H12B	−0.1775	0.1610	0.0665	0.036*
H12C	−0.1393	0.2341	−0.0049	0.036*
C13	0.2325 (2)	0.07083 (18)	0.14256 (18)	0.0152 (5)
C21	0.1726 (2)	0.18875 (17)	0.46847 (17)	0.0139 (5)
C22	0.2708 (2)	0.18608 (18)	0.54457 (18)	0.0170 (5)
H22	0.3264	0.1442	0.5307	0.020*
C23	0.2864 (2)	0.24553 (18)	0.64120 (18)	0.0203 (5)
H23	0.3522	0.2428	0.6913	0.024*
C24	0.2055 (2)	0.30838 (19)	0.66338 (19)	0.0233 (6)
H24	0.2157	0.3467	0.7286	0.028*
C25	0.1084 (2)	0.31427 (18)	0.58767 (19)	0.0203 (5)
H25	0.0543	0.3577	0.6018	0.024*
C26	0.0922 (2)	0.25548 (17)	0.49108 (18)	0.0160 (5)
H26	0.0273	0.2603	0.4407	0.019*
C31	0.2151 (2)	−0.00574 (17)	0.37078 (17)	0.0146 (5)
C32	0.3329 (2)	−0.00963 (19)	0.38983 (19)	0.0204 (5)
H32	0.3787	0.0449	0.3790	0.024*
C33	0.3820 (2)	−0.09495 (19)	0.4250 (2)	0.0242 (6)
H33	0.4605	−0.0964	0.4387	0.029*
C34	0.3147 (2)	−0.17755 (18)	0.43951 (19)	0.0217 (6)
H34	0.3480	−0.2334	0.4646	0.026*
C35	0.1978 (2)	−0.17655 (18)	0.41653 (18)	0.0203 (5)
H35	0.1523	−0.2329	0.4239	0.024*
C36	0.1480 (2)	−0.09131 (18)	0.38229 (17)	0.0180 (5)
H36	0.0694	−0.0913	0.3669	0.022*
C41	0.0027 (2)	0.06660 (17)	0.30360 (17)	0.0141 (5)
C42	−0.0622 (2)	0.05808 (18)	0.37681 (18)	0.0168 (5)
H42	−0.0323	0.0867	0.4453	0.020*
C43	−0.1705 (2)	0.00757 (18)	0.34865 (19)	0.0212 (5)
H43	−0.2127	0.0024	0.3982	0.025*
C44	−0.2159 (2)	−0.03522 (19)	0.24688 (19)	0.0220 (6)
H44	−0.2884	−0.0693	0.2281	0.026*
C45	−0.1530 (2)	−0.02715 (18)	0.17315 (19)	0.0196 (5)
H45	−0.1838	−0.0555	0.1047	0.023*
C46	−0.0442 (2)	0.02310 (17)	0.20093 (18)	0.0165 (5)
H46	−0.0024	0.0278	0.1511	0.020*
C51	0.38367 (19)	0.26988 (18)	0.03145 (17)	0.0149 (5)
C52	0.4375 (2)	0.34274 (19)	−0.01348 (18)	0.0195 (5)
H52	0.4234	0.4112	−0.0014	0.023*
C53	0.5115 (2)	0.3138 (2)	−0.07585 (19)	0.0231 (6)
H53	0.5484	0.3631	−0.1035	0.028*
C54	0.5305 (2)	0.2114 (2)	−0.09690 (18)	0.0223 (6)
H54	0.5781	0.1917	−0.1404	0.027*
C55	0.4783 (2)	0.13849 (19)	−0.05308 (19)	0.0215 (6)
H55	0.4915	0.0699	−0.0666	0.026*
C56	0.4061 (2)	0.16786 (18)	0.01122 (18)	0.0172 (5)
H56	0.3724	0.1186	0.0412	0.021*
C61	0.3378 (2)	0.43490 (17)	0.17463 (17)	0.0132 (5)
C62	0.4539 (2)	0.44975 (18)	0.22122 (17)	0.0155 (5)
H62	0.5009	0.3988	0.2081	0.019*
C63	0.4998 (2)	0.53969 (18)	0.28686 (18)	0.0172 (5)
H63	0.5768	0.5482	0.3185	0.021*
C64	0.4307 (2)	0.61687 (18)	0.30531 (18)	0.0185 (5)
H64	0.4615	0.6774	0.3488	0.022*
C65	0.3157 (2)	0.60363 (17)	0.25872 (18)	0.0171 (5)
H65	0.2696	0.6557	0.2705	0.021*
C66	0.2690 (2)	0.51291 (17)	0.19447 (17)	0.0159 (5)
H66	0.1915	0.5041	0.1645	0.019*
C71	0.1656 (2)	0.33729 (17)	−0.00414 (17)	0.0144 (5)
C72	0.1657 (2)	0.43049 (19)	−0.04171 (18)	0.0201 (5)
H72	0.2205	0.4837	−0.0086	0.024*
C73	0.0844 (2)	0.4447 (2)	−0.12838 (19)	0.0230 (6)
H73	0.0841	0.5077	−0.1521	0.028*
C74	0.0037 (2)	0.3651 (2)	−0.17950 (19)	0.0235 (6)
H74	−0.0506	0.3745	−0.2374	0.028*
C75	0.0044 (2)	0.2714 (2)	−0.14401 (18)	0.0214 (6)
H75	−0.0489	0.2176	−0.1787	0.026*
C76	0.0843 (2)	0.25779 (18)	−0.05686 (17)	0.0161 (5)
H76	0.0838	0.1949	−0.0332	0.019*

	U11	U22	U33	U12	U13	U23
Ru	0.01137 (10)	0.01228 (9)	0.01083 (9)	0.00130 (7)	0.00208 (7)	0.00070 (7)
P1	0.0119 (3)	0.0124 (3)	0.0115 (3)	0.0009 (2)	0.0017 (2)	0.0017 (2)
P2	0.0116 (3)	0.0131 (3)	0.0105 (3)	0.0014 (2)	0.0019 (2)	0.0014 (2)
O1	0.0226 (10)	0.0171 (9)	0.0299 (10)	0.0043 (7)	0.0076 (8)	0.0006 (8)
O2	0.0134 (9)	0.0197 (9)	0.0259 (9)	0.0021 (7)	0.0073 (7)	−0.0017 (7)
O3	0.0259 (10)	0.0210 (9)	0.0206 (9)	0.0107 (8)	0.0012 (8)	−0.0010 (7)
O4	0.0249 (10)	0.0211 (9)	0.0137 (8)	0.0077 (7)	0.0003 (7)	−0.0053 (7)
O5	0.0104 (9)	0.0228 (9)	0.0218 (9)	0.0017 (7)	−0.0012 (7)	−0.0004 (7)
O6	0.0133 (9)	0.0172 (8)	0.0114 (8)	0.0010 (7)	0.0013 (7)	0.0010 (7)
O7	0.0305 (11)	0.0170 (9)	0.0240 (10)	−0.0009 (8)	0.0078 (8)	−0.0037 (8)
C1	0.0142 (12)	0.0151 (11)	0.0124 (11)	0.0021 (9)	0.0032 (9)	0.0044 (9)
C2	0.0105 (12)	0.0202 (12)	0.0134 (11)	0.0021 (9)	0.0002 (9)	0.0052 (10)
C3	0.0198 (13)	0.0153 (11)	0.0092 (11)	−0.0014 (10)	0.0021 (10)	0.0016 (9)
C4	0.0151 (12)	0.0125 (11)	0.0129 (11)	0.0007 (9)	0.0037 (9)	0.0036 (9)
C5	0.0161 (12)	0.0145 (11)	0.0101 (11)	−0.0003 (9)	0.0030 (9)	0.0049 (9)
C6	0.0151 (13)	0.0154 (11)	0.0146 (12)	0.0015 (9)	0.0046 (10)	0.0009 (9)
C7	0.0124 (12)	0.0209 (12)	0.0141 (11)	0.0012 (10)	0.0032 (10)	0.0080 (10)
C8	0.0132 (12)	0.0208 (13)	0.0131 (12)	0.0021 (10)	−0.0011 (10)	0.0016 (10)
C9	0.0175 (14)	0.0331 (16)	0.0389 (17)	0.0047 (12)	0.0111 (12)	−0.0093 (13)
C10	0.0153 (13)	0.0137 (11)	0.0154 (12)	−0.0027 (9)	0.0038 (10)	0.0004 (9)
C11	0.0376 (17)	0.0237 (14)	0.0183 (13)	0.0090 (12)	0.0056 (12)	−0.0061 (11)
C12	0.0133 (13)	0.0323 (15)	0.0220 (13)	−0.0004 (11)	−0.0031 (10)	−0.0014 (11)
C13	0.0125 (12)	0.0191 (13)	0.0149 (12)	0.0017 (9)	0.0035 (10)	0.0054 (10)
C21	0.0181 (13)	0.0125 (11)	0.0119 (11)	−0.0016 (9)	0.0054 (10)	0.0029 (9)
C22	0.0160 (13)	0.0168 (12)	0.0185 (12)	−0.0005 (10)	0.0055 (10)	0.0022 (10)
C23	0.0206 (14)	0.0226 (13)	0.0142 (12)	−0.0068 (10)	−0.0008 (10)	0.0029 (10)
C24	0.0290 (15)	0.0236 (13)	0.0159 (12)	−0.0053 (11)	0.0080 (11)	−0.0039 (10)
C25	0.0236 (14)	0.0169 (12)	0.0220 (13)	−0.0009 (10)	0.0116 (11)	−0.0006 (10)
C26	0.0185 (13)	0.0148 (11)	0.0154 (12)	−0.0007 (10)	0.0051 (10)	0.0037 (9)
C31	0.0171 (13)	0.0146 (11)	0.0117 (11)	0.0020 (10)	0.0031 (10)	0.0003 (9)
C32	0.0194 (14)	0.0181 (12)	0.0241 (13)	0.0016 (10)	0.0057 (11)	0.0039 (10)
C33	0.0198 (14)	0.0255 (14)	0.0275 (14)	0.0077 (11)	0.0039 (11)	0.0048 (11)
C34	0.0292 (15)	0.0147 (12)	0.0218 (13)	0.0082 (11)	0.0059 (11)	0.0021 (10)
C35	0.0266 (15)	0.0144 (12)	0.0191 (13)	0.0009 (10)	0.0051 (11)	0.0004 (10)
C36	0.0209 (13)	0.0174 (12)	0.0145 (12)	0.0030 (10)	0.0026 (10)	0.0003 (10)
C41	0.0136 (12)	0.0134 (11)	0.0150 (12)	0.0007 (9)	0.0014 (9)	0.0039 (9)
C42	0.0182 (13)	0.0166 (12)	0.0153 (12)	0.0014 (10)	0.0031 (10)	0.0029 (10)
C43	0.0195 (14)	0.0215 (13)	0.0237 (13)	−0.0014 (10)	0.0067 (11)	0.0059 (11)
C44	0.0154 (13)	0.0214 (13)	0.0268 (14)	−0.0044 (10)	0.0007 (11)	0.0044 (11)
C45	0.0191 (13)	0.0181 (12)	0.0176 (12)	−0.0015 (10)	−0.0015 (10)	−0.0001 (10)
C46	0.0180 (13)	0.0153 (12)	0.0173 (12)	0.0008 (10)	0.0051 (10)	0.0047 (10)
C51	0.0105 (12)	0.0217 (12)	0.0110 (11)	0.0019 (10)	0.0003 (9)	0.0007 (10)
C52	0.0216 (14)	0.0207 (13)	0.0164 (12)	0.0030 (10)	0.0043 (10)	0.0027 (10)
C53	0.0222 (14)	0.0321 (15)	0.0175 (13)	0.0020 (11)	0.0077 (11)	0.0076 (11)
C54	0.0147 (13)	0.0370 (15)	0.0148 (12)	0.0045 (11)	0.0039 (10)	0.0004 (11)
C55	0.0192 (14)	0.0225 (13)	0.0202 (13)	0.0048 (11)	0.0022 (11)	−0.0029 (11)
C56	0.0151 (13)	0.0191 (12)	0.0159 (12)	0.0005 (10)	0.0023 (10)	0.0001 (10)
C61	0.0138 (12)	0.0144 (11)	0.0114 (11)	−0.0015 (9)	0.0029 (9)	0.0029 (9)
C62	0.0174 (13)	0.0177 (12)	0.0121 (11)	0.0005 (10)	0.0031 (10)	0.0059 (9)
C63	0.0171 (13)	0.0190 (12)	0.0149 (12)	−0.0034 (10)	0.0027 (10)	0.0036 (10)
C64	0.0232 (14)	0.0154 (12)	0.0162 (12)	−0.0051 (10)	0.0068 (10)	−0.0011 (10)
C65	0.0197 (13)	0.0141 (11)	0.0187 (12)	0.0010 (10)	0.0077 (10)	0.0012 (10)
C66	0.0162 (13)	0.0184 (12)	0.0143 (12)	0.0002 (10)	0.0055 (10)	0.0035 (10)
C71	0.0156 (12)	0.0170 (12)	0.0103 (11)	0.0029 (9)	0.0030 (9)	0.0006 (9)
C72	0.0227 (14)	0.0190 (12)	0.0180 (12)	0.0042 (10)	0.0033 (11)	0.0018 (10)
C73	0.0275 (15)	0.0219 (13)	0.0201 (13)	0.0106 (11)	0.0024 (11)	0.0064 (11)
C74	0.0172 (14)	0.0406 (16)	0.0126 (12)	0.0115 (12)	0.0012 (10)	0.0029 (11)
C75	0.0166 (13)	0.0313 (14)	0.0141 (12)	−0.0006 (11)	0.0032 (10)	−0.0027 (11)
C76	0.0169 (13)	0.0202 (12)	0.0106 (11)	0.0010 (10)	0.0027 (10)	0.0014 (9)

Ru—C13	1.907 (2)	C31—C36	1.400 (3)
Ru—C1	2.038 (2)	C32—C33	1.396 (3)
Ru—C5	2.110 (2)	C32—H32	0.9300
Ru—O6	2.2164 (16)	C33—C34	1.385 (4)
Ru—P1	2.3796 (6)	C33—H33	0.9300
Ru—P2	2.3919 (6)	C34—C35	1.383 (4)
P1—C41	1.833 (2)	C34—H34	0.9300
P1—C21	1.838 (2)	C35—C36	1.394 (3)
P1—C31	1.845 (2)	C35—H35	0.9300
P2—C61	1.832 (2)	C36—H36	0.9300
P2—C71	1.842 (2)	C41—C42	1.397 (3)
P2—C51	1.844 (2)	C41—C46	1.400 (3)
O1—C8	1.216 (3)	C42—C43	1.387 (3)
O2—C8	1.354 (3)	C42—H42	0.9300
O2—C9	1.440 (3)	C43—C44	1.385 (3)
O3—C10	1.214 (3)	C43—H43	0.9300
O4—C10	1.352 (3)	C44—C45	1.385 (4)
O4—C11	1.442 (3)	C44—H44	0.9300
O5—C7	1.341 (3)	C45—C46	1.391 (3)
O5—C12	1.450 (3)	C45—H45	0.9300
O6—C7	1.248 (3)	C46—H46	0.9300
O7—C13	1.154 (3)	C51—C56	1.394 (3)
C1—C2	1.368 (3)	C51—C52	1.404 (3)
C1—C8	1.501 (3)	C52—C53	1.391 (3)
C2—C3	1.435 (3)	C52—H52	0.9300
C2—H2	0.9300	C53—C54	1.389 (4)
C3—C4	1.370 (3)	C53—H53	0.9300
C3—H3	0.9300	C54—C55	1.385 (4)
C4—C5	1.463 (3)	C54—H54	0.9300
C4—C10	1.497 (3)	C55—C56	1.392 (3)
C5—C6	1.363 (3)	C55—H55	0.9300
C6—C7	1.432 (3)	C56—H56	0.9300
C6—H6	0.9300	C61—C66	1.397 (3)
C9—H9A	0.9600	C61—C62	1.399 (3)
C9—H9B	0.9600	C62—C63	1.388 (3)
C9—H9C	0.9600	C62—H62	0.9300
C11—H11A	0.9600	C63—C64	1.387 (3)
C11—H11B	0.9600	C63—H63	0.9300
C11—H11C	0.9600	C64—C65	1.388 (3)
C12—H12A	0.9600	C64—H64	0.9300
C12—H12B	0.9600	C65—C66	1.390 (3)
C12—H12C	0.9600	C65—H65	0.9300
C21—C22	1.394 (3)	C66—H66	0.9300
C21—C26	1.406 (3)	C71—C72	1.393 (3)
C22—C23	1.392 (3)	C71—C76	1.397 (3)
C22—H22	0.9300	C72—C73	1.392 (3)
C23—C24	1.377 (4)	C72—H72	0.9300
C23—H23	0.9300	C73—C74	1.389 (4)
C24—C25	1.390 (4)	C73—H73	0.9300
C24—H24	0.9300	C74—C75	1.386 (4)
C25—C26	1.387 (3)	C74—H74	0.9300
C25—H25	0.9300	C75—C76	1.386 (3)
C26—H26	0.9300	C75—H75	0.9300
C31—C32	1.398 (3)	C76—H76	0.9300
C13—Ru—C1	95.87 (9)	C25—C26—H26	119.6
C13—Ru—C5	170.35 (9)	C21—C26—H26	119.6
C1—Ru—C5	91.76 (9)	C32—C31—C36	118.5 (2)
C13—Ru—O6	94.98 (8)	C32—C31—P1	119.50 (18)
C1—Ru—O6	168.84 (7)	C36—C31—P1	121.94 (18)
C5—Ru—O6	77.73 (7)	C33—C32—C31	120.3 (2)
C13—Ru—P1	88.00 (7)	C33—C32—H32	119.9
C1—Ru—P1	93.61 (6)	C31—C32—H32	119.9
C5—Ru—P1	85.63 (6)	C34—C33—C32	120.5 (2)
O6—Ru—P1	89.36 (4)	C34—C33—H33	119.7
C13—Ru—P2	99.24 (7)	C32—C33—H33	119.7
C1—Ru—P2	85.74 (6)	C35—C34—C33	119.7 (2)
C5—Ru—P2	87.18 (6)	C35—C34—H34	120.1
O6—Ru—P2	89.96 (4)	C33—C34—H34	120.1
P1—Ru—P2	172.76 (2)	C34—C35—C36	120.2 (2)
C41—P1—C21	104.31 (11)	C34—C35—H35	119.9
C41—P1—C31	99.28 (10)	C36—C35—H35	119.9
C21—P1—C31	101.54 (10)	C35—C36—C31	120.8 (2)
C41—P1—Ru	114.53 (8)	C35—C36—H36	119.6
C21—P1—Ru	115.29 (7)	C31—C36—H36	119.6
C31—P1—Ru	119.49 (8)	C42—C41—C46	118.5 (2)
C61—P2—C71	104.49 (10)	C42—C41—P1	122.52 (17)
C61—P2—C51	102.69 (11)	C46—C41—P1	118.21 (18)
C71—P2—C51	98.77 (10)	C43—C42—C41	120.9 (2)
C61—P2—Ru	111.47 (7)	C43—C42—H42	119.6
C71—P2—Ru	116.69 (8)	C41—C42—H42	119.6
C51—P2—Ru	120.55 (8)	C44—C43—C42	120.1 (2)
C8—O2—C9	115.36 (19)	C44—C43—H43	120.0
C10—O4—C11	115.26 (19)	C42—C43—H43	120.0
C7—O5—C12	116.16 (18)	C43—C44—C45	119.9 (2)
C7—O6—Ru	110.09 (14)	C43—C44—H44	120.1
C2—C1—C8	114.3 (2)	C45—C44—H44	120.1
C2—C1—Ru	124.54 (17)	C44—C45—C46	120.3 (2)
C8—C1—Ru	120.77 (16)	C44—C45—H45	119.8
C1—C2—C3	127.7 (2)	C46—C45—H45	119.8
C1—C2—H2	116.1	C45—C46—C41	120.3 (2)
C3—C2—H2	116.1	C45—C46—H46	119.8
C4—C3—C2	128.4 (2)	C41—C46—H46	119.8
C4—C3—H3	115.8	C56—C51—C52	118.1 (2)
C2—C3—H3	115.8	C56—C51—P2	122.01 (18)
C3—C4—C5	122.2 (2)	C52—C51—P2	119.59 (18)
C3—C4—C10	117.1 (2)	C53—C52—C51	120.8 (2)
C5—C4—C10	120.7 (2)	C53—C52—H52	119.6
C6—C5—C4	122.0 (2)	C51—C52—H52	119.6
C6—C5—Ru	113.07 (16)	C54—C53—C52	120.0 (2)
C4—C5—Ru	124.71 (16)	C54—C53—H53	120.0
C5—C6—C7	116.0 (2)	C52—C53—H53	120.0
C5—C6—H6	122.0	C55—C54—C53	119.9 (2)
C7—C6—H6	122.0	C55—C54—H54	120.0
O6—C7—O5	120.6 (2)	C53—C54—H54	120.0
O6—C7—C6	123.1 (2)	C54—C55—C56	120.0 (2)
O5—C7—C6	116.3 (2)	C54—C55—H55	120.0
O1—C8—O2	121.8 (2)	C56—C55—H55	120.0
O1—C8—C1	126.9 (2)	C55—C56—C51	121.1 (2)
O2—C8—C1	111.25 (19)	C55—C56—H56	119.4
O2—C9—H9A	109.5	C51—C56—H56	119.4
O2—C9—H9B	109.5	C66—C61—C62	118.7 (2)
H9A—C9—H9B	109.5	C66—C61—P2	121.15 (18)
O2—C9—H9C	109.5	C62—C61—P2	119.62 (18)
H9A—C9—H9C	109.5	C63—C62—C61	120.7 (2)
H9B—C9—H9C	109.5	C63—C62—H62	119.6
O3—C10—O4	121.5 (2)	C61—C62—H62	119.6
O3—C10—C4	126.2 (2)	C64—C63—C62	120.0 (2)
O4—C10—C4	112.3 (2)	C64—C63—H63	120.0
O4—C11—H11A	109.5	C62—C63—H63	120.0
O4—C11—H11B	109.5	C63—C64—C65	119.9 (2)
H11A—C11—H11B	109.5	C63—C64—H64	120.1
O4—C11—H11C	109.5	C65—C64—H64	120.1
H11A—C11—H11C	109.5	C64—C65—C66	120.3 (2)
H11B—C11—H11C	109.5	C64—C65—H65	119.8
O5—C12—H12A	109.5	C66—C65—H65	119.8
O5—C12—H12B	109.5	C65—C66—C61	120.4 (2)
H12A—C12—H12B	109.5	C65—C66—H66	119.8
O5—C12—H12C	109.5	C61—C66—H66	119.8
H12A—C12—H12C	109.5	C72—C71—C76	118.6 (2)
H12B—C12—H12C	109.5	C72—C71—P2	123.32 (18)
O7—C13—Ru	172.5 (2)	C76—C71—P2	117.82 (17)
C22—C21—C26	118.1 (2)	C73—C72—C71	120.6 (2)
C22—C21—P1	120.81 (18)	C73—C72—H72	119.7
C26—C21—P1	120.95 (17)	C71—C72—H72	119.7
C23—C22—C21	120.6 (2)	C74—C73—C72	120.1 (2)
C23—C22—H22	119.7	C74—C73—H73	120.0
C21—C22—H22	119.7	C72—C73—H73	120.0
C24—C23—C22	120.7 (2)	C75—C74—C73	119.8 (2)
C24—C23—H23	119.6	C75—C74—H74	120.1
C22—C23—H23	119.6	C73—C74—H74	120.1
C23—C24—C25	119.6 (2)	C74—C75—C76	120.0 (2)
C23—C24—H24	120.2	C74—C75—H75	120.0
C25—C24—H24	120.2	C76—C75—H75	120.0
C26—C25—C24	120.1 (2)	C75—C76—C71	120.9 (2)
C26—C25—H25	119.9	C75—C76—H76	119.5
C24—C25—H25	119.9	C71—C76—H76	119.5
C25—C26—C21	120.8 (2)

Table 1

Selected bond lengths (Å)

Ru—C13	1.907 (2)
Ru—C1	2.038 (2)
Ru—C5	2.110 (2)
Ru—O6	2.2164 (16)
Ru—P1	2.3796 (6)
Ru—P2	2.3919 (6)