Chloro­(η⁶-p-cymene)[(1R)-(+)-3-(4-methoxy­benzo­yl)camphor(1–)-κ²O,O′]ruthenium(II)

In the title compound, [Ru(C₁₈H₂₁O₃)Cl(C₁₀H₁₄)], the Ru^II atom displays tetra­hedral coordination, being linked to the two O atoms of the camphor-derived ligand and the p-cymene and Cl ligands.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.036
• wR factor = 0.088
• Data-to-parameter ratio = 14.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT027_ALERT_3_B _diffrn_reflns_theta_full (too) Low ............      24.99 Deg.

Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.75
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.80 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.09 Ratio

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           24.99
           From the CIF: _reflns_number_total               4540
           Count of symmetry unique reflns         2614
           Completeness (_total/calc)            173.68%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1926
           Fraction of Friedel pairs measured     0.737
           Are heavy atom types Z>Si present        yes
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C12    = .          R
PLAT791_ALERT_1_G Confirm the Absolute Configuration of C16    = .          S

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   5 ALERT level G = General alerts; check

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: SHELXL97.

Chloro(η⁶-p-cymene)[(1R)-(+)-3-(4-methoxybenzoyl)camphor(1-)- κ²O,O']ruthenium(II)

Crystal data

[Ru(C18H21O3)Cl(C10H14)]	F(000) = 1152
Mr = 556.08	Dx = 1.423 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 2706 reflections
a = 8.2635 (11) Å	θ = 3.2–19.8°
b = 12.5518 (16) Å	µ = 0.73 mm^−1
c = 25.020 (3) Å	T = 293 K
V = 2595.1 (6) Å^3	Crystal face indices and distances (mm) from refrence point 0 0 1 0.075 0 0 -1 0.075 0 1 0 0.150 0 -1 0 0.170 1 0 0 0.060 -1 0 0 0.060 -1 0 2 0.075 1 0 -2 0.080 -1 2 1 0.113 0 2 1 0.130, orange
Z = 4	0.32 × 0.15 × 0.12 mm

Data collection

Bruker SMART 1K CCD diffractometer	4540 independent reflections
Radiation source: fine-focus sealed tube	3969 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.051
ω scans	θmax = 25.0°, θmin = 2.9°
Absorption correction: gaussian (XPREP in SHELXTL; Sheldrick, 1997b)	h = −9→9
Tmin = 0.889, Tmax = 0.925	k = −14→14
17420 measured reflections	l = −29→29

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.036	H-atom parameters constrained
wR(F^2) = 0.088	w = 1/[σ^2(Fo^2) + (0.052P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
4540 reflections	Δρmax = 0.98 e Å^−3
305 parameters	Δρmin = −0.36 e Å^−3
0 restraints	Absolute structure: Flack (1983), 1941 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.07 (4)

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. The Hydrogen atoms have been constrained to their ideal positions.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ru1	0.13342 (4)	0.92366 (2)	0.046650 (13)	0.03102 (11)
Cl2	0.42440 (13)	0.92394 (11)	0.05058 (5)	0.0503 (3)
O2	0.1547 (4)	0.9672 (2)	0.12646 (10)	0.0362 (7)
O1	0.1514 (4)	0.7661 (2)	0.06983 (10)	0.0404 (7)
O3	0.2351 (5)	0.2806 (3)	0.09284 (16)	0.0588 (10)
C1	0.1650 (7)	0.8336 (4)	−0.07919 (19)	0.0594 (15)
H1A	0.1218	0.7631	−0.0753	0.089*
H1B	0.2796	0.8322	−0.0730	0.089*
H1C	0.1442	0.8590	−0.1147	0.089*
C2	0.0861 (6)	0.9064 (4)	−0.03959 (17)	0.0430 (11)
C3	0.1466 (7)	1.0088 (3)	−0.02750 (16)	0.0424 (11)
H3	0.2379	1.0324	−0.0457	0.051*
C4	0.0768 (5)	1.0766 (4)	0.01043 (17)	0.0394 (10)
H4	0.1193	1.1443	0.0162	0.047*
C5	−0.0604 (5)	1.0410 (3)	0.04015 (19)	0.0361 (10)
C6	−0.1262 (6)	0.9384 (3)	0.02914 (18)	0.0411 (10)
H6	−0.2178	0.9150	0.0472	0.049*
C7	−0.0510 (6)	0.8721 (4)	−0.00968 (19)	0.0425 (11)
H7	−0.0927	0.8043	−0.0157	0.051*
C8	−0.1260 (7)	1.1132 (3)	0.08327 (17)	0.0420 (10)
H8	−0.0334	1.1445	0.1020	0.050*
C9	−0.2302 (7)	1.0581 (4)	0.1245 (2)	0.0594 (15)
H9A	−0.1705	1.0006	0.1403	0.089*
H9B	−0.3258	1.0306	0.1076	0.089*
H9C	−0.2604	1.1082	0.1517	0.089*
C10	−0.2181 (7)	1.2047 (4)	0.0554 (2)	0.0617 (15)
H10A	−0.1518	1.2342	0.0276	0.093*
H10B	−0.2430	1.2591	0.0811	0.093*
H10C	−0.3166	1.1777	0.0403	0.093*
C11	0.1816 (5)	0.8997 (4)	0.16299 (17)	0.0393 (11)
C12	0.2036 (7)	0.9352 (4)	0.22098 (18)	0.0531 (13)
C13	0.1466 (10)	1.0461 (3)	0.2337 (2)	0.0697 (17)
H13A	0.2066	1.0965	0.2127	0.105*
H13B	0.1632	1.0604	0.2710	0.105*
H13C	0.0335	1.0521	0.2254	0.105*
C14	0.3846 (8)	0.9129 (4)	0.2320 (2)	0.0726 (17)
H14A	0.4180	0.9442	0.2657	0.087*
H14B	0.4518	0.9412	0.2036	0.087*
C15	0.3959 (8)	0.7888 (4)	0.2342 (2)	0.0667 (17)
H15A	0.4730	0.7617	0.2083	0.080*
H15B	0.4257	0.7641	0.2696	0.080*
C16	0.2219 (7)	0.7562 (4)	0.21983 (18)	0.0542 (14)
H16	0.1945	0.6820	0.2278	0.065*
C17	0.1977 (6)	0.7890 (3)	0.16180 (16)	0.0365 (10)
C18	0.1187 (9)	0.8400 (4)	0.24953 (18)	0.0589 (15)
C19	0.1407 (12)	0.8413 (5)	0.31097 (19)	0.096 (3)
H19A	0.0860	0.7811	0.3263	0.145*
H19B	0.0959	0.9058	0.3253	0.145*
H19C	0.2539	0.8377	0.3195	0.145*
C20	−0.0622 (8)	0.8327 (5)	0.2369 (3)	0.081 (2)
H20A	−0.0770	0.8270	0.1989	0.122*
H20B	−0.1159	0.8956	0.2497	0.122*
H20C	−0.1071	0.7711	0.2541	0.122*
C21	0.1822 (5)	0.7276 (3)	0.11597 (16)	0.0348 (10)
C22	0.1950 (5)	0.6084 (3)	0.11518 (16)	0.0342 (10)
C23	0.3005 (6)	0.5504 (3)	0.14719 (19)	0.0419 (11)
H23	0.3600	0.5854	0.1734	0.050*
C24	0.3188 (6)	0.4410 (3)	0.14077 (19)	0.0434 (12)
H24	0.3914	0.4037	0.1622	0.052*
C25	0.2296 (6)	0.3879 (4)	0.1028 (2)	0.0422 (11)
C26	0.1232 (7)	0.4442 (3)	0.07113 (18)	0.0463 (11)
H26	0.0607	0.4087	0.0458	0.056*
C27	0.1092 (6)	0.5536 (3)	0.07696 (18)	0.0412 (11)
H27	0.0400	0.5910	0.0544	0.049*
C28	0.3526 (8)	0.2206 (4)	0.1206 (2)	0.0707 (16)
H28A	0.3435	0.1469	0.1106	0.106*
H28B	0.3355	0.2277	0.1584	0.106*
H28C	0.4586	0.2462	0.1116	0.106*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.03466 (17)	0.02751 (16)	0.03087 (17)	−0.00190 (16)	−0.00210 (16)	0.00134 (15)
Cl2	0.0341 (5)	0.0658 (7)	0.0510 (7)	0.0012 (5)	0.0007 (5)	−0.0003 (8)
O2	0.051 (2)	0.0296 (14)	0.0283 (15)	0.0027 (15)	−0.0018 (15)	0.0003 (11)
O1	0.059 (2)	0.0301 (15)	0.0324 (15)	0.0017 (17)	−0.0046 (16)	0.0007 (12)
O3	0.069 (2)	0.0280 (18)	0.079 (3)	0.0072 (17)	−0.014 (2)	−0.0016 (17)
C1	0.069 (4)	0.067 (4)	0.042 (3)	0.011 (3)	−0.004 (3)	−0.011 (2)
C2	0.054 (3)	0.039 (3)	0.036 (2)	0.004 (2)	−0.006 (2)	0.000 (2)
C3	0.053 (3)	0.041 (3)	0.033 (2)	0.002 (3)	0.006 (2)	0.0093 (19)
C4	0.050 (3)	0.027 (2)	0.041 (2)	−0.001 (2)	−0.0059 (19)	0.003 (2)
C5	0.034 (2)	0.032 (2)	0.043 (3)	0.0047 (18)	−0.010 (2)	0.0039 (19)
C6	0.033 (2)	0.038 (2)	0.053 (3)	0.005 (2)	−0.020 (2)	−0.0030 (19)
C7	0.041 (3)	0.039 (3)	0.047 (3)	−0.003 (2)	−0.010 (2)	−0.005 (2)
C8	0.042 (3)	0.037 (2)	0.047 (3)	0.004 (2)	−0.008 (2)	−0.0023 (19)
C9	0.054 (3)	0.054 (4)	0.070 (4)	−0.001 (3)	0.008 (3)	−0.018 (3)
C10	0.072 (4)	0.051 (3)	0.062 (4)	0.023 (3)	−0.005 (3)	−0.005 (3)
C11	0.040 (3)	0.044 (3)	0.034 (2)	−0.001 (2)	0.0039 (19)	0.001 (2)
C12	0.079 (4)	0.046 (3)	0.035 (3)	−0.001 (3)	0.005 (2)	−0.003 (2)
C13	0.126 (5)	0.042 (3)	0.042 (3)	0.006 (3)	0.011 (4)	−0.009 (2)
C14	0.094 (4)	0.068 (4)	0.056 (3)	0.001 (4)	−0.039 (3)	−0.011 (3)
C15	0.091 (5)	0.061 (3)	0.048 (3)	0.017 (3)	−0.024 (3)	−0.006 (3)
C16	0.086 (4)	0.045 (3)	0.031 (3)	0.011 (3)	−0.001 (3)	0.005 (2)
C17	0.046 (3)	0.032 (2)	0.031 (2)	0.001 (2)	0.004 (2)	0.0060 (19)
C18	0.098 (4)	0.047 (3)	0.032 (2)	0.020 (3)	0.010 (3)	0.005 (2)
C19	0.191 (8)	0.068 (4)	0.030 (3)	0.024 (6)	0.011 (5)	0.007 (3)
C20	0.105 (6)	0.046 (3)	0.093 (5)	0.013 (4)	0.047 (4)	0.007 (3)
C21	0.035 (3)	0.034 (2)	0.035 (2)	0.0034 (19)	0.0023 (18)	0.0058 (19)
C22	0.043 (3)	0.031 (2)	0.029 (2)	0.0011 (19)	0.0055 (19)	0.0034 (17)
C23	0.054 (3)	0.035 (3)	0.037 (3)	−0.001 (2)	−0.007 (2)	0.0032 (19)
C24	0.053 (3)	0.035 (3)	0.041 (3)	0.008 (2)	−0.007 (2)	0.002 (2)
C25	0.046 (3)	0.034 (2)	0.047 (3)	0.005 (2)	0.003 (2)	−0.003 (2)
C26	0.052 (3)	0.044 (3)	0.043 (2)	−0.001 (3)	−0.005 (2)	−0.006 (2)
C27	0.045 (3)	0.034 (3)	0.045 (3)	0.003 (2)	−0.004 (2)	0.0020 (19)
C28	0.074 (4)	0.031 (3)	0.107 (5)	0.012 (3)	−0.005 (4)	0.003 (3)

Geometric parameters (Å, º)

Ru1—O1	2.067 (3)	C12—C13	1.503 (6)
Ru1—O2	2.078 (3)	C12—C14	1.546 (8)
Ru1—C3	2.144 (4)	C12—C18	1.559 (7)
Ru1—C4	2.174 (5)	C13—H13A	0.9600
Ru1—C7	2.174 (5)	C13—H13B	0.9600
Ru1—C5	2.182 (4)	C13—H13C	0.9600
Ru1—C6	2.197 (5)	C14—C15	1.561 (7)
Ru1—C2	2.203 (4)	C14—H14A	0.9700
Ru1—Cl2	2.4065 (11)	C14—H14B	0.9700
O2—C11	1.266 (5)	C15—C16	1.537 (8)
O1—C21	1.277 (5)	C15—H15A	0.9700
O3—C25	1.371 (5)	C15—H15B	0.9700
O3—C28	1.411 (6)	C16—C17	1.522 (6)
C1—C2	1.497 (6)	C16—C18	1.545 (7)
C1—H1A	0.9600	C16—H16	0.9800
C1—H1B	0.9600	C17—C21	1.388 (6)
C1—H1C	0.9600	C18—C20	1.531 (10)
C2—C3	1.412 (6)	C18—C19	1.548 (7)
C2—C7	1.424 (7)	C19—H19A	0.9600
C3—C4	1.400 (6)	C19—H19B	0.9600
C3—H3	0.9300	C19—H19C	0.9600
C4—C5	1.427 (6)	C20—H20A	0.9600
C4—H4	0.9300	C20—H20B	0.9600
C5—C6	1.425 (6)	C20—H20C	0.9600
C5—C8	1.510 (6)	C21—C22	1.500 (6)
C6—C7	1.422 (6)	C22—C27	1.375 (6)
C6—H6	0.9300	C22—C23	1.389 (6)
C7—H7	0.9300	C23—C24	1.391 (6)
C8—C9	1.511 (7)	C23—H23	0.9300
C8—C10	1.543 (6)	C24—C25	1.374 (7)
C8—H8	0.9800	C24—H24	0.9300
C9—H9A	0.9600	C25—C26	1.378 (7)
C9—H9B	0.9600	C26—C27	1.386 (5)
C9—H9C	0.9600	C26—H26	0.9300
C10—H10A	0.9600	C27—H27	0.9300
C10—H10B	0.9600	C28—H28A	0.9600
C10—H10C	0.9600	C28—H28B	0.9600
C11—C17	1.396 (6)	C28—H28C	0.9600
C11—C12	1.529 (6)
O1—Ru1—O2	88.64 (10)	C8—C9—H9C	109.5
O1—Ru1—C3	135.74 (14)	H9A—C9—H9C	109.5
O2—Ru1—C3	134.13 (15)	H9B—C9—H9C	109.5
O1—Ru1—C4	167.88 (15)	C8—C10—H10A	109.5
O2—Ru1—C4	100.74 (13)	C8—C10—H10B	109.5
C3—Ru1—C4	37.82 (17)	H10A—C10—H10B	109.5
O1—Ru1—C7	86.98 (15)	C8—C10—H10C	109.5
O2—Ru1—C7	139.51 (17)	H10A—C10—H10C	109.5
C3—Ru1—C7	67.86 (19)	H10B—C10—H10C	109.5
C4—Ru1—C7	80.90 (17)	O2—C11—C17	131.9 (4)
O1—Ru1—C5	136.04 (15)	O2—C11—C12	120.7 (4)
O2—Ru1—C5	87.48 (15)	C17—C11—C12	107.4 (4)
C3—Ru1—C5	68.68 (19)	C13—C12—C11	115.7 (4)
C4—Ru1—C5	38.26 (17)	C13—C12—C14	115.7 (5)
C7—Ru1—C5	68.78 (17)	C11—C12—C14	103.4 (4)
O1—Ru1—C6	101.93 (15)	C13—C12—C18	118.2 (5)
O2—Ru1—C6	104.60 (15)	C11—C12—C18	99.1 (4)
C3—Ru1—C6	80.5 (2)	C14—C12—C18	102.4 (5)
C4—Ru1—C6	68.43 (17)	C12—C13—H13A	109.5
C7—Ru1—C6	37.96 (17)	C12—C13—H13B	109.5
C5—Ru1—C6	37.97 (15)	H13A—C13—H13B	109.5
O1—Ru1—C2	101.14 (14)	C12—C13—H13C	109.5
O2—Ru1—C2	169.09 (13)	H13A—C13—H13C	109.5
C3—Ru1—C2	37.87 (17)	H13B—C13—H13C	109.5
C4—Ru1—C2	68.93 (16)	C12—C14—C15	104.2 (5)
C7—Ru1—C2	37.97 (18)	C12—C14—H14A	110.9
C5—Ru1—C2	82.13 (17)	C15—C14—H14A	110.9
C6—Ru1—C2	68.88 (17)	C12—C14—H14B	110.9
O1—Ru1—Cl2	85.31 (11)	C15—C14—H14B	110.9
O2—Ru1—Cl2	82.86 (10)	H14A—C14—H14B	108.9
C3—Ru1—Cl2	89.07 (16)	C16—C15—C14	101.6 (4)
C4—Ru1—Cl2	103.34 (13)	C16—C15—H15A	111.4
C7—Ru1—Cl2	136.66 (14)	C14—C15—H15A	111.4
C5—Ru1—Cl2	137.34 (12)	C16—C15—H15B	111.4
C6—Ru1—Cl2	169.57 (13)	C14—C15—H15B	111.4
C2—Ru1—Cl2	102.56 (13)	H15A—C15—H15B	109.3
C11—O2—Ru1	122.2 (3)	C17—C16—C15	105.9 (4)
C21—O1—Ru1	129.0 (3)	C17—C16—C18	101.7 (4)
C25—O3—C28	117.3 (4)	C15—C16—C18	102.9 (4)
C2—C1—H1A	109.5	C17—C16—H16	114.9
C2—C1—H1B	109.5	C15—C16—H16	114.9
H1A—C1—H1B	109.5	C18—C16—H16	114.9
C2—C1—H1C	109.5	C21—C17—C11	124.2 (4)
H1A—C1—H1C	109.5	C21—C17—C16	130.5 (4)
H1B—C1—H1C	109.5	C11—C17—C16	105.1 (4)
C3—C2—C7	116.4 (4)	C20—C18—C16	113.5 (5)
C3—C2—C1	122.9 (5)	C20—C18—C19	108.7 (6)
C7—C2—C1	120.7 (4)	C16—C18—C19	114.8 (5)
C3—C2—Ru1	68.8 (2)	C20—C18—C12	113.0 (4)
C7—C2—Ru1	69.9 (3)	C16—C18—C12	93.1 (4)
C1—C2—Ru1	129.1 (3)	C19—C18—C12	113.2 (5)
C4—C3—C2	123.6 (5)	C18—C19—H19A	109.5
C4—C3—Ru1	72.3 (3)	C18—C19—H19B	109.5
C2—C3—Ru1	73.4 (2)	H19A—C19—H19B	109.5
C4—C3—H3	118.2	C18—C19—H19C	109.5
C2—C3—H3	118.2	H19A—C19—H19C	109.5
Ru1—C3—H3	128.7	H19B—C19—H19C	109.5
C3—C4—C5	119.3 (4)	C18—C20—H20A	109.5
C3—C4—Ru1	69.9 (3)	C18—C20—H20B	109.5
C5—C4—Ru1	71.1 (2)	H20A—C20—H20B	109.5
C3—C4—H4	120.3	C18—C20—H20C	109.5
C5—C4—H4	120.3	H20A—C20—H20C	109.5
Ru1—C4—H4	131.3	H20B—C20—H20C	109.5
C6—C5—C4	119.1 (4)	O1—C21—C17	123.7 (4)
C6—C5—C8	122.9 (4)	O1—C21—C22	112.3 (4)
C4—C5—C8	118.0 (4)	C17—C21—C22	124.0 (4)
C6—C5—Ru1	71.6 (2)	C27—C22—C23	117.5 (4)
C4—C5—Ru1	70.6 (2)	C27—C22—C21	118.1 (4)
C8—C5—Ru1	128.0 (3)	C23—C22—C21	124.0 (4)
C7—C6—C5	119.6 (5)	C22—C23—C24	121.3 (4)
C7—C6—Ru1	70.2 (3)	C22—C23—H23	119.4
C5—C6—Ru1	70.4 (3)	C24—C23—H23	119.4
C7—C6—H6	120.2	C25—C24—C23	120.0 (4)
C5—C6—H6	120.2	C25—C24—H24	120.0
Ru1—C6—H6	132.1	C23—C24—H24	120.0
C6—C7—C2	122.0 (4)	O3—C25—C24	125.7 (4)
C6—C7—Ru1	71.9 (3)	O3—C25—C26	114.9 (4)
C2—C7—Ru1	72.1 (3)	C24—C25—C26	119.4 (4)
C6—C7—H7	119.0	C25—C26—C27	120.0 (5)
C2—C7—H7	119.0	C25—C26—H26	120.0
Ru1—C7—H7	129.6	C27—C26—H26	120.0
C5—C8—C9	114.7 (4)	C22—C27—C26	121.7 (4)
C5—C8—C10	107.5 (4)	C22—C27—H27	119.1
C9—C8—C10	111.6 (5)	C26—C27—H27	119.1
C5—C8—H8	107.6	O3—C28—H28A	109.5
C9—C8—H8	107.6	O3—C28—H28B	109.5
C10—C8—H8	107.6	H28A—C28—H28B	109.5
C8—C9—H9A	109.5	O3—C28—H28C	109.5
C8—C9—H9B	109.5	H28A—C28—H28C	109.5
H9A—C9—H9B	109.5	H28B—C28—H28C	109.5
O1—Ru1—O2—C11	4.9 (4)	C4—C5—C6—Ru1	54.2 (3)
C3—Ru1—O2—C11	−162.3 (4)	C8—C5—C6—Ru1	−123.9 (4)
C4—Ru1—O2—C11	177.2 (4)	O1—Ru1—C6—C7	−69.0 (3)
C7—Ru1—O2—C11	88.6 (4)	O2—Ru1—C6—C7	−160.7 (3)
C5—Ru1—O2—C11	141.1 (4)	C3—Ru1—C6—C7	66.0 (3)
C6—Ru1—O2—C11	106.9 (4)	C4—Ru1—C6—C7	103.3 (3)
C2—Ru1—O2—C11	158.8 (8)	C5—Ru1—C6—C7	133.3 (4)
Cl2—Ru1—O2—C11	−80.6 (3)	C2—Ru1—C6—C7	28.5 (3)
O2—Ru1—O1—C21	−6.7 (4)	Cl2—Ru1—C6—C7	64.4 (7)
C3—Ru1—O1—C21	160.1 (4)	O1—Ru1—C6—C5	157.7 (3)
C4—Ru1—O1—C21	−147.7 (7)	O2—Ru1—C6—C5	66.0 (3)
C7—Ru1—O1—C21	−146.4 (4)	C3—Ru1—C6—C5	−67.4 (3)
C5—Ru1—O1—C21	−91.7 (4)	C4—Ru1—C6—C5	−30.0 (3)
C6—Ru1—O1—C21	−111.3 (4)	C7—Ru1—C6—C5	−133.3 (4)
C2—Ru1—O1—C21	178.2 (4)	C2—Ru1—C6—C5	−104.9 (3)
Cl2—Ru1—O1—C21	76.2 (4)	Cl2—Ru1—C6—C5	−69.0 (7)
O1—Ru1—C2—C3	−159.3 (3)	C5—C6—C7—C2	−2.2 (7)
O2—Ru1—C2—C3	47.2 (10)	Ru1—C6—C7—C2	−54.2 (4)
C4—Ru1—C2—C3	27.9 (3)	C5—C6—C7—Ru1	52.0 (4)
C7—Ru1—C2—C3	130.5 (4)	C3—C2—C7—C6	1.8 (7)
C5—Ru1—C2—C3	65.1 (3)	C1—C2—C7—C6	178.4 (4)
C6—Ru1—C2—C3	102.0 (3)	Ru1—C2—C7—C6	54.1 (4)
Cl2—Ru1—C2—C3	−71.7 (3)	C3—C2—C7—Ru1	−52.3 (4)
O1—Ru1—C2—C7	70.1 (3)	C1—C2—C7—Ru1	124.3 (4)
O2—Ru1—C2—C7	−83.3 (9)	O1—Ru1—C7—C6	113.8 (3)
C3—Ru1—C2—C7	−130.5 (4)	O2—Ru1—C7—C6	29.5 (4)
C4—Ru1—C2—C7	−102.6 (3)	C3—Ru1—C7—C6	−103.4 (3)
C5—Ru1—C2—C7	−65.4 (3)	C4—Ru1—C7—C6	−66.4 (3)
C6—Ru1—C2—C7	−28.5 (3)	C5—Ru1—C7—C6	−28.7 (3)
Cl2—Ru1—C2—C7	157.8 (2)	C2—Ru1—C7—C6	−133.7 (4)
O1—Ru1—C2—C1	−43.6 (5)	Cl2—Ru1—C7—C6	−166.2 (2)
O2—Ru1—C2—C1	163.0 (7)	O1—Ru1—C7—C2	−112.5 (3)
C3—Ru1—C2—C1	115.7 (6)	O2—Ru1—C7—C2	163.2 (2)
C4—Ru1—C2—C1	143.7 (5)	C3—Ru1—C7—C2	30.3 (3)
C7—Ru1—C2—C1	−113.7 (5)	C4—Ru1—C7—C2	67.3 (3)
C5—Ru1—C2—C1	−179.1 (5)	C5—Ru1—C7—C2	105.0 (3)
C6—Ru1—C2—C1	−142.2 (5)	C6—Ru1—C7—C2	133.7 (4)
Cl2—Ru1—C2—C1	44.0 (5)	Cl2—Ru1—C7—C2	−32.6 (3)
C7—C2—C3—C4	−1.7 (7)	C6—C5—C8—C9	17.8 (6)
C1—C2—C3—C4	−178.3 (5)	C4—C5—C8—C9	−160.3 (4)
Ru1—C2—C3—C4	−54.6 (4)	Ru1—C5—C8—C9	−73.8 (6)
C7—C2—C3—Ru1	52.8 (4)	C6—C5—C8—C10	−107.0 (5)
C1—C2—C3—Ru1	−123.7 (4)	C4—C5—C8—C10	74.9 (5)
O1—Ru1—C3—C4	164.3 (3)	Ru1—C5—C8—C10	161.4 (4)
O2—Ru1—C3—C4	−34.3 (4)	Ru1—O2—C11—C17	−2.3 (7)
C7—Ru1—C3—C4	104.2 (3)	Ru1—O2—C11—C12	177.4 (3)
C5—Ru1—C3—C4	29.3 (3)	O2—C11—C12—C13	16.3 (8)
C6—Ru1—C3—C4	66.9 (3)	C17—C11—C12—C13	−163.9 (5)
C2—Ru1—C3—C4	134.6 (5)	O2—C11—C12—C14	−111.1 (5)
Cl2—Ru1—C3—C4	−113.4 (3)	C17—C11—C12—C14	68.7 (5)
O1—Ru1—C3—C2	29.7 (4)	O2—C11—C12—C18	143.7 (5)
O2—Ru1—C3—C2	−168.8 (2)	C17—C11—C12—C18	−36.5 (5)
C4—Ru1—C3—C2	−134.6 (5)	C13—C12—C14—C15	161.5 (4)
C7—Ru1—C3—C2	−30.3 (3)	C11—C12—C14—C15	−71.0 (5)
C5—Ru1—C3—C2	−105.2 (3)	C18—C12—C14—C15	31.6 (5)
C6—Ru1—C3—C2	−67.7 (3)	C12—C14—C15—C16	4.1 (5)
Cl2—Ru1—C3—C2	112.0 (3)	C14—C15—C16—C17	67.1 (5)
C2—C3—C4—C5	1.9 (7)	C14—C15—C16—C18	−39.1 (5)
Ru1—C3—C4—C5	−53.1 (4)	O2—C11—C17—C21	−1.5 (8)
C2—C3—C4—Ru1	55.0 (4)	C12—C11—C17—C21	178.7 (4)
O1—Ru1—C4—C3	−64.2 (8)	O2—C11—C17—C16	−177.7 (5)
O2—Ru1—C4—C3	155.7 (3)	C12—C11—C17—C16	2.5 (5)
C7—Ru1—C4—C3	−65.4 (3)	C15—C16—C17—C21	109.9 (6)
C5—Ru1—C4—C3	−132.5 (4)	C18—C16—C17—C21	−142.9 (5)
C6—Ru1—C4—C3	−102.7 (3)	C15—C16—C17—C11	−74.2 (5)
C2—Ru1—C4—C3	−28.0 (3)	C18—C16—C17—C11	32.9 (5)
Cl2—Ru1—C4—C3	70.6 (3)	C17—C16—C18—C20	64.3 (5)
O1—Ru1—C4—C5	68.4 (8)	C15—C16—C18—C20	173.8 (4)
O2—Ru1—C4—C5	−71.8 (3)	C17—C16—C18—C19	−169.9 (6)
C3—Ru1—C4—C5	132.5 (4)	C15—C16—C18—C19	−60.3 (7)
C7—Ru1—C4—C5	67.1 (3)	C17—C16—C18—C12	−52.5 (5)
C6—Ru1—C4—C5	29.8 (3)	C15—C16—C18—C12	57.0 (4)
C2—Ru1—C4—C5	104.6 (3)	C13—C12—C18—C20	61.2 (6)
Cl2—Ru1—C4—C5	−156.9 (2)	C11—C12—C18—C20	−64.5 (5)
C3—C4—C5—C6	−2.1 (6)	C14—C12—C18—C20	−170.5 (5)
Ru1—C4—C5—C6	−54.7 (3)	C13—C12—C18—C16	178.3 (5)
C3—C4—C5—C8	176.0 (4)	C11—C12—C18—C16	52.7 (5)
Ru1—C4—C5—C8	123.5 (4)	C14—C12—C18—C16	−53.3 (5)
C3—C4—C5—Ru1	52.5 (4)	C13—C12—C18—C19	−62.9 (7)
O1—Ru1—C5—C6	−32.4 (4)	C11—C12—C18—C19	171.4 (5)
O2—Ru1—C5—C6	−117.8 (3)	C14—C12—C18—C19	65.4 (6)
C3—Ru1—C5—C6	102.3 (3)	Ru1—O1—C21—C17	5.3 (6)
C4—Ru1—C5—C6	131.3 (4)	Ru1—O1—C21—C22	−176.3 (3)
C7—Ru1—C5—C6	28.7 (3)	C11—C17—C21—O1	0.0 (7)
C2—Ru1—C5—C6	65.5 (3)	C16—C17—C21—O1	175.1 (5)
Cl2—Ru1—C5—C6	165.6 (2)	C11—C17—C21—C22	−178.2 (4)
O1—Ru1—C5—C4	−163.7 (2)	C16—C17—C21—C22	−3.1 (8)
O2—Ru1—C5—C4	110.9 (2)	O1—C21—C22—C27	−27.9 (6)
C3—Ru1—C5—C4	−29.0 (3)	C17—C21—C22—C27	150.5 (5)
C7—Ru1—C5—C4	−102.6 (3)	O1—C21—C22—C23	145.5 (5)
C6—Ru1—C5—C4	−131.3 (4)	C17—C21—C22—C23	−36.1 (7)
C2—Ru1—C5—C4	−65.7 (3)	C27—C22—C23—C24	0.1 (7)
Cl2—Ru1—C5—C4	34.3 (3)	C21—C22—C23—C24	−173.3 (4)
O1—Ru1—C5—C8	85.4 (4)	C22—C23—C24—C25	−1.1 (7)
O2—Ru1—C5—C8	0.0 (4)	C28—O3—C25—C24	−5.9 (8)
C3—Ru1—C5—C8	−139.9 (4)	C28—O3—C25—C26	174.3 (5)
C4—Ru1—C5—C8	−110.9 (5)	C23—C24—C25—O3	−179.4 (5)
C7—Ru1—C5—C8	146.5 (4)	C23—C24—C25—C26	0.4 (7)
C6—Ru1—C5—C8	117.8 (5)	O3—C25—C26—C27	−178.9 (5)
C2—Ru1—C5—C8	−176.6 (4)	C24—C25—C26—C27	1.3 (7)
Cl2—Ru1—C5—C8	−76.6 (4)	C23—C22—C27—C26	1.7 (7)
C4—C5—C6—C7	2.3 (6)	C21—C22—C27—C26	175.4 (4)
C8—C5—C6—C7	−175.8 (4)	C25—C26—C27—C22	−2.4 (8)
Ru1—C5—C6—C7	−51.9 (4)