Enanti­omorphs of a carbene–ruthen­ium(II)–porphyrin complex with four `chiral pillars'

The chiral metalloporphyrin (dibenzoyl­methyl­ene-κC)(ethanol-κO){5,10,15,20-tetra­kis[(1S,4R,5R,8S)-1,2,3,4,5,6,7,8-octa­hydro-1,4:5,8-dimethano­anthracen-9-yl]porphyrinato-κ⁴N}ruthenium(II)–ethanol–dichloro­methane (1/2/2), [Ru(C₈₄H₇₆N₄)(C₁₅H₁₀O₂)(C₂H₆O)]·2C₂H₆O·2CH₂Cl₂, and its enantiomorph were prepared from enantiomerically pure porphyrins. The enantiomers are potential versatile catalysts for asymmetric cyclo­propanation, aziridination or epoxidation. In each compound, the rather large dibenzoyl­carbene group is squeezed between four columnar 1,2,3,4,5,6,7,8-octa­hydro-1,4:5,8-dimethano­anthracen-9-yl groups at the meso positions resulting in a doming deformation of the porphyrin core. The dibenzoyl­carbene group has an anti conformation. The benzoyl O atoms make short van der Waals contacts (< 2.6 Å) with the methine groups of the chiral columnar substituents at the 10 and 20 positions of the porphyrin rings. A hydrogen-bonded supra­molecular chain is formed parallel to the b axis by inter­actions between the benzoyl O atom and the hydr­oxy groups of the coordinated and uncoordinated ethanol mol­ecules.

S1. Comment

In recent decades, highly efficient and stereoselective catalytic systems have been developed with metalloporphyrins for epoxidation and cyclopropanation of alkenes (Che & Huang, 2002). Halterman and coworkers synthesized the first chiral tetraarylporphyrin, 5,10,15,20-tetrakis{(1S,4R,5R,8S)-1,2,3,4,5,6,7, 8-octahydro-1,4:5,8-dimethanoanthracen-9-yl}porphyrin, H₂por*(+), and demonstrated the asymmetric epoxidation with a manganese chloride complex of the porphyrin as a chiral catalyst (Halterman & Jan, 1991; Halterman et al., 1997). Che and coworkers reported the asymmetric cyclopropanation by using carbonyl or carbene ruthenium complexes of the Halterman porphyrin (Lo et al., 1997; Che et al., 2001). The groups of Halterman and Che have prepared only one enantiomer of an enantiomeric aldehyde (1S,4R,5R,8S)-1,2,3,4,5,6,7,8- octahydro-1,4:5,8-dimethanoanthracene-9-carboxyaldehyde for synthesis of the porphyrin catalysts, but have not isolated the opposite enantiomer. We have obtained both enantiomers of the aldehyde by resolving a racemic mixture with (S,S)-hydrobenzoin as well as with the (R,R) isomer, thereby yielding a chiral pair of the porphyrins, H₂por*(-) and H₂por*(+). Initially, we prepared dibenzoylcarbene ruthenium complexes of both enantiomeric porphyrins, [Ru{por*(+)}{═C(COPh)₂}] and [Ru{por*(-)}{═C(COPh)₂}], and confirmed that the complexes induced optically active products. Through the cyclopropanation of styrene with methyl diazoacetate, the enantiomeric porphyrins commonly afforded 2-phenylcyclopropanecarboxylic acid methyl ester with trans/cis ratios of 3:1 and turnovers of up to 3 × 10⁴. In addition, the [Ru{por*(+)}{═C(COPh)₂}] catalyst enantioselectively afforded the (1S,2S) product in 75% ee, whereas its enantiomer gave the (1R,2R) isomer in 72% ee (Hirasawa et al., 2007). We describe here structural features of the ruthenium carbene complexes of the chiral porphyrin [Ru{por*(+)}{═ C(COPh)₂}(EtOH)]·2EtOH·2CH₂Cl₂, (I), and its enantiomorph [Ru{por*(-)}{═ C(COPh)₂}(EtOH)]·2EtOH·2CH₂Cl₂, (II).

The circular dichroism spectra of [Ru{por*(+)}{═C(COPh)₂}] and [Ru{por*(-)}{═ C(COPh)₂}] in chloroform solution appear as mirror images of each other (Fig. 1), so they have enantiomeric structures in chloroform solutions. The crystal structures of (I) and (II) are enantiomorphs in space group P2₁2₁2₁ and their absolute configurations were determined clearly by the diffraction experiments. The absolute configuration of the porphyrinate ligand in (I) agrees with those in [Fe{por*(+)}Cl] (Halterman et al., 1997) and [Ru{por*(+)}(CO)(EtOH)] (Lo et al., 1997). Each asymmetric unit in (I) and (II) includes one metalloporphyrin molecule and two molecules each of the dichloromethane and ethanol solvents, as shown in Fig. 2. There seems no remarkable difference between (I) and (II) in bond lengths and angles. The angles about the carbene C85 atoms (Tables 1 and 3) are significantly smaller than those in the analogous carbene–ruthenium–porphyrins reported so far (Che & Huang, 2002; Li et al., 2004), which lie in the range ca 111–117°, except for 108.0 (3)° in [Ru(tpfpp){C(Ph)CO₂CH₂CH═CH₂}(MeOH)], where tpfpp is the tetrakis(pentafluorophenyl)porphyrinate dianion. The ketone groups in (I) and (II) are oriented perpendicular to the carbene group and anti to one another, as indicated by the Ru1—C85—C86—O1 and Ru1—C85—C93—O2 torsion angles (Tables 1 and 3), so that the ketone and the carbene groups are not conjugated; this is similar to the case of [Ru(ttp){═C(COPh)₂}(py)], where ttp is the tetra(p-tolyl)porphyrinate dianion (Harada et al., 2003).

In each of (I) and (II), the rather large dibenzoylcarbene group is squeezed between four 1,2,3,4,5,6,7,8-octahydro-1,4:5,8-dimethanoanthracen-9-yl groups, which act like chiral pillars to cause doming deformation of the porphyrin core, with maximum and minimum deviations from the C₂₀N₄ least-squares plane of 0.222 (3) and -0.235 (4) Å for atoms C20 and C15 in (I), and 0.230 (3) and -0.227 (3) Å for atoms C20 and C15 in (II), respectively. The Ru atoms are displaced out of the C₂₀N₄ least-squares planes toward the carbene C85 atoms by 0.2257 (7) and 0.2249 (6) Å in (I) and (II), respectively. The benzoyl O atoms, O1 and O2, are close to the methine groups, C75/H61 and C43/H27, respectively, of the chiral columnar substituents at the 10- and 20-positions of the porphyrin rings, lying within the van der Waals contact distance (2.6 Å), as indicated in Tables 2 and 4. These close approaches suggest steric interactions between the benzoyl O atoms and the methine groups of the chiral pillars, which constrain the configuration of the dibenzoylcarbene group. Intermolecular hydrogen bonds involving the benzoyl O atom and the hydroxy groups of the coordinated and uncoordinated ethanol molecules form a supramolecular O3—H87···O4—H93···O5—H99···O2ⁱ chain parallel to the b axis [symmetry code: (i) –x + 1, y + 1/2, -z + 3/2; Tables 2 and 4; Fig. 3]. One of the two dichloromethane solvent molecules also interacts with the benzoyl group through a C106—H105···O1ⁱⁱ interaction [symmetry code: (ii) -x + 1/2, -y + 1, z - 1/2].

Related literature

For related literature, see: Che & Huang (2002); Che et al. (2001); Halterman & Jan (1991); Halterman et al. (1997); Harada et al. (2003); Hirasawa et al. (2007); Li et al. (2004); Lo et al. (1997).

S2. Experimental

The chiral tetraarylporphyrins H₂por*(+) and H₂por*(-), and their ruthenium carbonyl complexes [Ru{por*(+)}(CO)] and [Ru{por*(-)}(CO)] were prepared according to the procedures of Halterman et al. (1997) and Lo et al. (1997). A solution of [Ru{por*(+)}(CO)] (170 mg, 0.134 mmol) and N₂═C(COPh)₂ (390 mg, 1.558 mmol) in octane (500 ml) was refluxed under nitrogen atmosphere for 7 h. After removal of the volatiles in vacuo, the residue was chromatographed on silica (benzene/hexane, 4:1 v/v), then on alumina (dichloromethane/hexane, 1:4 v/v). An intense red eluant was collected and evaporated to dryness. Recrystallization from a dichloromethane/ethanol solution gave air-stable dark-red crystals of (I) (yield 66 mg, 0.0449 mmol, 33%). ¹H NMR (CDCl₃, 600 MHz, p.p.m.): δ 8.37 (dd, J = 37.5 and 4.8 Hz, 8H), 7.29 (s, 4H), 6.89 (t, J = 7.3 Hz, 2H), 6.56 (d, J = 7.9 Hz, 4H), 4.87 (m, 4H), 3.55 (d, J = 2.8 Hz, 4H), 3.46 (d, J = 2.7 Hz, 4H), 2.75 (d, J = 2.7 Hz, 4H), 2.21 (d, J = 2.9 Hz, 4H), 1.96 (d, J = 7.9 Hz, 4H), 1.91 (m, 4H), 1.79 (d, J = 7.9 Hz, 4H), 1.75 (m, 4H), 1.49 (m, 4H), 1.38 (m, 8H), 1.26 (m, 8H), 1.20 (d, J = 7.9 Hz, 4H), 1.12 (m, 4H), 0.82 (m, 4H). UV/vis (CHCl₃): λ_max (log ε) 406 (5.05), 536 (4.03).

Preparation of the enantiomer (II) was carried out with [Ru{por*(-)}(CO)] (345 mg, 0.272 mmol) and N₂═C(COPh)₂ (983 mg, 3.928 mmol) (yield 151 mg, 0.1027 mmol, 38%). The ¹H NMR and UV/vis spectra of (II) correspond to those of (I). Up to 573 K, the compounds [Ru{por*(+)}{═C(COPh)₂}] and [Ru{por*(-)}{═C(COPh)₂}] do not decompose, melt or sublime.

S3. Refinement

The methyl C atoms of the coordinated ethanol ligands are disordered over two positions as C101 and C108, with corresponding site-occupancy factors of 0.68 (4) and 0.32 (4) for (I), and 0.64 (3) and 0.36 (3) for (II). Atoms C101 were refined anisotropically, and atoms C108 were treated isotropically. One of the two dichloromethane solvent molecules (Cl3, Cl4 and C107) has large displacement parameters; some disodered models over two or more sites were tried, but the refinements did not convergence well. The hydroxy H atoms were found in a difference Fourier map, but their positions were subequently optimized geometrically. The other H atoms were placed in geometrically idealized positions. All H atoms were constrained to ride on their parent atoms, with O—H bond lengths of 0.84 Å, C—H bond lengths of 0.98, 0.99, 1.00 and 0.95 Å for CH₃, CH₂, methine CH and aromatic CH groups, respectively, and U_iso(H) values of 1.5U_eq(O or methyl C) or 1.2U_eq(methylene, methine or aromatic C).

Computing details

For both compounds, data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures

Figure 1. Circular dichroism spectra for [Ru{por*(+)}{═C(COPh)2}] and [Ru{por*(-)}{═ C(COPh)2}] in chloroform solution. Figure 2. The asymmetric units of (a) (I) and (b) (II), showing displacement ellipsoids at the 50% probability level. Ethanol solvent molecules and H atoms have been omitted for clarity. Figure 3. Part of the cystal structure of (I), showing the formation of a hydrogen-bonded chain parallel to the b axis. Hydrogen bonds are represented by dashed lines. The Ru and O atoms are indicated by solid circles and uninvolved H atoms have been omitted for clarity. [Symmetry codes: (i) –x + 1, y + 1/2, –z + 3/2; (iii) –x + 1, y–1/2, –z + 3/2.]

(I) (dibenzoylmethylene-κC)(ethanol-κO){5,10,15,20- tetrakis[(1S,4R,5R,8S)-1,2,3,4,5,6,7,8-octahydro- 1,4:5,8-dimethanoanthracen-9-yl]porphyrinato-κ⁴N}ruthenium(II)– ethanol–dichloromethane (1/2/2)

Crystal data

[Ru(C84H76N4)(C15H10O2)(C2H6O)]·2C2H6O·2CH2Cl2	F(000) = 3720
Mr = 1772.85	Dx = 1.351 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 19820 reflections
a = 13.7461 (18) Å	θ = 3.0–27.5°
b = 23.674 (3) Å	µ = 0.36 mm^−1
c = 26.781 (3) Å	T = 120 K
V = 8715.2 (19) Å^3	Prism, red
Z = 4	0.27 × 0.25 × 0.23 mm

Data collection

Rigaku Mercury CCD diffractometer	19645 independent reflections
Radiation source: Rotating Anode	17526 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.061
Detector resolution: 14.7059 pixels mm^-1	θmax = 27.5°, θmin = 3.0°
dtprofit.ref scans	h = −17→17
Absorption correction: numerical (NUMABS; Rigaku, 2005)	k = −28→30
Tmin = 0.910, Tmax = 0.920	l = −30→33
68148 measured reflections

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)] = 0.057	H-atom parameters constrained
wR(F^2) = 0.134	w = 1/[σ^2(Fo^2) + (0.0442P)^2 + 9.773P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.002
19645 reflections	Δρmax = 0.95 e Å^−3
1095 parameters	Δρmin = −0.97 e Å^−3
0 restraints	Absolute structure: Flack (1983), 8928 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.01 (2)

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ru1	0.43987 (2)	0.575761 (12)	0.772923 (11)	0.01581 (7)
N1	0.3966 (2)	0.59851 (13)	0.84313 (12)	0.0167 (6)
N2	0.2991 (2)	0.58025 (13)	0.74816 (11)	0.0145 (6)
N3	0.4837 (2)	0.56197 (13)	0.70034 (11)	0.0171 (6)
N4	0.5812 (2)	0.58808 (12)	0.79398 (11)	0.0173 (6)
C1	0.4554 (3)	0.60443 (15)	0.88439 (13)	0.0170 (7)
C2	0.3956 (3)	0.62046 (16)	0.92663 (15)	0.0207 (8)
H1	0.4175	0.6260	0.9599	0.025*
C3	0.3032 (3)	0.62607 (16)	0.91024 (15)	0.0207 (8)
H2	0.2485	0.6373	0.9295	0.025*
C4	0.3034 (3)	0.61156 (15)	0.85749 (14)	0.0182 (7)
C5	0.2212 (3)	0.61103 (15)	0.82679 (15)	0.0190 (8)
C6	0.2195 (3)	0.59445 (14)	0.77659 (16)	0.0189 (7)
C7	0.1326 (3)	0.58938 (15)	0.74639 (15)	0.0214 (8)
H3	0.0675	0.5961	0.7568	0.026*
C8	0.1621 (3)	0.57340 (18)	0.70080 (14)	0.0209 (7)
H4	0.1210	0.5673	0.6728	0.025*
C9	0.2660 (3)	0.56705 (15)	0.70136 (13)	0.0161 (7)
C10	0.3227 (3)	0.55147 (15)	0.66017 (15)	0.0191 (8)
C11	0.4244 (3)	0.55002 (15)	0.66010 (14)	0.0187 (7)
C12	0.4841 (3)	0.54225 (18)	0.61641 (16)	0.0258 (9)
H5	0.4620	0.5326	0.5839	0.031*
C13	0.5775 (3)	0.55125 (17)	0.63021 (15)	0.0241 (8)
H6	0.6330	0.5495	0.6091	0.029*
C14	0.5777 (3)	0.56402 (15)	0.68284 (14)	0.0188 (8)
C15	0.6599 (3)	0.57735 (17)	0.71102 (13)	0.0193 (7)
C16	0.6623 (3)	0.58618 (15)	0.76337 (14)	0.0186 (8)
C17	0.7474 (3)	0.59455 (16)	0.79277 (15)	0.0201 (8)
H7	0.8123	0.5967	0.7807	0.024*
C18	0.7191 (3)	0.59879 (16)	0.84092 (15)	0.0199 (8)
H8	0.7606	0.6030	0.8690	0.024*
C19	0.6149 (3)	0.59582 (15)	0.84189 (15)	0.0181 (7)
C20	0.5569 (3)	0.60191 (14)	0.88478 (14)	0.0184 (7)
C21	0.1264 (3)	0.63270 (16)	0.84750 (14)	0.0176 (7)
C22	0.0629 (3)	0.60174 (16)	0.87715 (14)	0.0215 (7)
C23	−0.0260 (3)	0.62416 (18)	0.89372 (16)	0.0227 (8)
C24	−0.0561 (3)	0.67842 (16)	0.88038 (14)	0.0238 (8)
H9	−0.1166	0.6934	0.8912	0.029*
C25	0.0072 (3)	0.70955 (17)	0.85047 (15)	0.0237 (8)
C26	0.0963 (3)	0.68715 (16)	0.83441 (15)	0.0204 (8)
C27	0.0690 (3)	0.54270 (16)	0.89836 (16)	0.0265 (8)
H10	0.1136	0.5164	0.8803	0.032*
C28	0.0870 (3)	0.5481 (2)	0.95566 (17)	0.0349 (11)
H11	0.0970	0.5106	0.9712	0.042*
H12	0.1441	0.5723	0.9628	0.042*
C29	−0.0088 (3)	0.5760 (2)	0.97437 (16)	0.0324 (9)
H13	−0.0408	0.5524	1.0001	0.039*
H14	0.0037	0.6140	0.9883	0.039*
C30	−0.0716 (3)	0.57957 (19)	0.92638 (14)	0.0254 (8)
H15	−0.1432	0.5836	0.9320	0.030*
C31	−0.0399 (3)	0.52569 (18)	0.89819 (17)	0.0287 (10)
H16	−0.0677	0.5231	0.8642	0.034*
H17	−0.0529	0.4906	0.9171	0.034*
C32	0.1419 (3)	0.73170 (16)	0.80064 (16)	0.0239 (9)
H18	0.2138	0.7286	0.7959	0.029*
C33	0.0805 (3)	0.73483 (18)	0.75181 (16)	0.0288 (9)
H19	0.0730	0.6970	0.7364	0.035*
H20	0.1104	0.7608	0.7272	0.035*
C34	−0.0191 (3)	0.75804 (19)	0.77079 (19)	0.0356 (10)
H21	−0.0362	0.7939	0.7539	0.043*
H22	−0.0719	0.7303	0.7652	0.043*
C35	−0.0011 (3)	0.76759 (18)	0.82750 (17)	0.0293 (9)
H23	−0.0470	0.7941	0.8445	0.035*
C36	0.1065 (3)	0.78582 (17)	0.82703 (18)	0.0295 (10)
H24	0.1340	0.7903	0.8610	0.035*
H25	0.1180	0.8204	0.8071	0.035*
C37	0.2718 (3)	0.53614 (16)	0.61267 (15)	0.0200 (8)
C38	0.2658 (3)	0.47989 (17)	0.59730 (15)	0.0212 (8)
C39	0.2269 (3)	0.46406 (17)	0.55091 (15)	0.0220 (8)
C40	0.1929 (3)	0.50402 (17)	0.51723 (15)	0.0224 (8)
H26	0.1684	0.4936	0.4854	0.027*
C41	0.1967 (3)	0.56052 (17)	0.53265 (15)	0.0236 (8)
C42	0.2345 (3)	0.57627 (17)	0.57897 (14)	0.0211 (7)
C43	0.2920 (3)	0.42575 (18)	0.62455 (14)	0.0238 (8)
H27	0.3402	0.4296	0.6523	0.029*
C44	0.1950 (3)	0.39601 (17)	0.63804 (16)	0.0261 (9)
H28	0.1505	0.4221	0.6558	0.031*
H29	0.2066	0.3624	0.6592	0.031*
C45	0.1525 (3)	0.37873 (18)	0.58580 (16)	0.0266 (9)
H30	0.1441	0.3373	0.5832	0.032*
H31	0.0892	0.3974	0.5795	0.032*
C46	0.2316 (3)	0.40022 (17)	0.54949 (15)	0.0219 (8)
H32	0.2306	0.3830	0.5154	0.026*
C47	0.3248 (3)	0.39000 (17)	0.57979 (15)	0.0241 (8)
H33	0.3344	0.3497	0.5884	0.029*
H34	0.3836	0.4052	0.5633	0.029*
C48	0.2355 (3)	0.63986 (17)	0.57943 (17)	0.0274 (9)
H35	0.2361	0.6578	0.6132	0.033*
C49	0.3193 (4)	0.65812 (19)	0.54372 (17)	0.0328 (10)
H36	0.3809	0.6387	0.5522	0.039*
H37	0.3298	0.6995	0.5448	0.039*
C50	0.2801 (4)	0.6389 (2)	0.49126 (17)	0.0340 (10)
H38	0.2749	0.6713	0.4680	0.041*
H39	0.3225	0.6097	0.4763	0.041*
C51	0.1783 (3)	0.61459 (18)	0.50407 (16)	0.0267 (9)
H40	0.1318	0.6116	0.4755	0.032*
C52	0.1464 (3)	0.65318 (19)	0.54694 (17)	0.0307 (10)
H41	0.0845	0.6411	0.5625	0.037*
H42	0.1428	0.6934	0.5371	0.037*
C53	0.7544 (3)	0.58045 (17)	0.68326 (14)	0.0196 (7)
C54	0.8238 (3)	0.53735 (16)	0.68720 (14)	0.0182 (7)
C55	0.9133 (3)	0.53885 (17)	0.66222 (15)	0.0218 (8)
C56	0.9359 (3)	0.58272 (15)	0.62992 (14)	0.0211 (7)
H43	0.9958	0.5837	0.6123	0.025*
C57	0.8671 (3)	0.62518 (16)	0.62460 (15)	0.0206 (8)
C58	0.7789 (3)	0.62467 (16)	0.65109 (15)	0.0213 (8)
C59	0.8162 (3)	0.48000 (16)	0.71121 (15)	0.0228 (8)
H44	0.7672	0.4762	0.7386	0.027*
C60	0.8073 (3)	0.43694 (16)	0.66738 (16)	0.0261 (9)
H45	0.7574	0.4492	0.6430	0.031*
H46	0.7902	0.3989	0.6799	0.031*
C61	0.9108 (3)	0.43723 (17)	0.64343 (17)	0.0268 (9)
H47	0.9432	0.4001	0.6473	0.032*
H48	0.9079	0.4471	0.6075	0.032*
C62	0.9636 (3)	0.48366 (17)	0.67389 (16)	0.0258 (9)
H49	1.0361	0.4841	0.6709	0.031*
C63	0.9235 (3)	0.47117 (16)	0.72624 (16)	0.0258 (8)
H50	0.9459	0.4987	0.7516	0.031*
H51	0.9372	0.4321	0.7374	0.031*
C64	0.7272 (3)	0.67944 (17)	0.63791 (16)	0.0260 (9)
H52	0.6555	0.6802	0.6441	0.031*
C65	0.7870 (3)	0.72782 (19)	0.66262 (19)	0.0322 (10)
H53	0.7530	0.7645	0.6595	0.039*
H54	0.7991	0.7199	0.6984	0.039*
C66	0.8832 (3)	0.72764 (18)	0.63241 (18)	0.0324 (10)
H55	0.8933	0.7642	0.6153	0.039*
H56	0.9397	0.7199	0.6544	0.039*
C67	0.8686 (3)	0.67995 (17)	0.59478 (16)	0.0260 (9)
H57	0.9132	0.6804	0.5653	0.031*
C68	0.7592 (3)	0.68627 (18)	0.58274 (16)	0.0280 (9)
H58	0.7343	0.6558	0.5609	0.034*
H59	0.7427	0.7237	0.5687	0.034*
C69	0.6072 (3)	0.60538 (16)	0.93527 (14)	0.0195 (8)
C70	0.6241 (3)	0.55676 (16)	0.96375 (15)	0.0215 (8)
C71	0.6693 (3)	0.55819 (16)	1.01064 (15)	0.0219 (8)
C72	0.6995 (3)	0.60900 (17)	1.03130 (16)	0.0236 (8)
H60	0.7306	0.6103	1.0630	0.028*
C73	0.6827 (3)	0.65773 (17)	1.00418 (15)	0.0226 (8)
C74	0.6370 (3)	0.65619 (16)	0.95699 (14)	0.0193 (8)
C75	0.6077 (3)	0.49426 (17)	0.95231 (16)	0.0236 (8)
H61	0.5576	0.4857	0.9263	0.028*
C76	0.7094 (3)	0.46848 (18)	0.94344 (17)	0.0289 (9)
H62	0.7470	0.4913	0.9192	0.035*
H63	0.7042	0.4293	0.9308	0.035*
C77	0.7575 (3)	0.46978 (18)	0.99585 (16)	0.0283 (9)
H64	0.8180	0.4924	0.9956	0.034*
H65	0.7725	0.4312	1.0078	0.034*
C78	0.6781 (3)	0.49803 (16)	1.02868 (16)	0.0240 (8)
H66	0.6856	0.4930	1.0656	0.029*
C79	0.5852 (3)	0.47239 (17)	1.00551 (16)	0.0259 (9)
H67	0.5248	0.4886	1.0196	0.031*
H68	0.5836	0.4306	1.0075	0.031*
C80	0.6249 (3)	0.71751 (16)	0.94114 (15)	0.0237 (8)
H69	0.6162	0.7243	0.9046	0.028*
C81	0.5462 (3)	0.74362 (17)	0.97601 (16)	0.0308 (10)
H70	0.5294	0.7825	0.9654	0.037*
H71	0.4864	0.7203	0.9762	0.037*
C82	0.5952 (3)	0.74382 (19)	1.02819 (17)	0.0330 (10)
H72	0.5589	0.7199	1.0521	0.040*
H73	0.6000	0.7826	1.0418	0.040*
C83	0.6981 (3)	0.71876 (17)	1.01699 (16)	0.0258 (9)
H74	0.7493	0.7266	1.0426	0.031*
C84	0.7170 (3)	0.74336 (17)	0.96506 (16)	0.0267 (9)
H75	0.7779	0.7290	0.9499	0.032*
H76	0.7165	0.7852	0.9648	0.032*
C85	0.4364 (3)	0.49904 (14)	0.78880 (13)	0.0175 (7)
C86	0.3849 (3)	0.47470 (15)	0.83331 (15)	0.0203 (8)
O1	0.4285 (2)	0.47210 (11)	0.87354 (10)	0.0259 (6)
C87	0.2852 (3)	0.45071 (16)	0.82761 (15)	0.0206 (8)
C88	0.2419 (3)	0.42402 (18)	0.86851 (16)	0.0262 (8)
H77	0.2740	0.4235	0.8999	0.031*
C89	0.1522 (3)	0.39834 (18)	0.86314 (17)	0.0307 (10)
H78	0.1232	0.3798	0.8909	0.037*
C90	0.1042 (3)	0.39945 (19)	0.81762 (17)	0.0308 (10)
H79	0.0423	0.3819	0.8142	0.037*
C91	0.1469 (3)	0.42627 (18)	0.77707 (16)	0.0268 (8)
H80	0.1140	0.4272	0.7459	0.032*
C92	0.2379 (3)	0.45193 (16)	0.78179 (16)	0.0246 (9)
H81	0.2671	0.4701	0.7539	0.030*
C93	0.4814 (3)	0.45226 (15)	0.75852 (15)	0.0209 (8)
O2	0.4350 (2)	0.43150 (11)	0.72370 (10)	0.0271 (6)
C94	0.5770 (2)	0.42779 (16)	0.77356 (15)	0.0222 (7)
C95	0.6073 (3)	0.37757 (18)	0.75050 (17)	0.0311 (10)
H82	0.5676	0.3605	0.7257	0.037*
C96	0.6946 (3)	0.3528 (2)	0.76376 (18)	0.0376 (11)
H83	0.7143	0.3187	0.7482	0.045*
C97	0.7533 (4)	0.3773 (2)	0.79936 (18)	0.0361 (11)
H84	0.8136	0.3604	0.8081	0.043*
C98	0.7234 (3)	0.4270 (2)	0.82248 (15)	0.0276 (8)
H85	0.7637	0.4440	0.8471	0.033*
C99	0.6349 (3)	0.45201 (18)	0.80995 (16)	0.0255 (9)
H86	0.6145	0.4856	0.8263	0.031*
O3	0.4404 (2)	0.66963 (10)	0.75759 (10)	0.0248 (6)
H87	0.4363	0.6924	0.7815	0.037*
C100	0.4646 (4)	0.6997 (2)	0.71310 (19)	0.0436 (13)
H88	0.5091	0.6769	0.6922	0.052*
H89	0.4973	0.7357	0.7215	0.052*
C101	0.3686 (17)	0.7114 (6)	0.6846 (7)	0.069 (6)	0.68 (4)
H90	0.3178	0.7222	0.7084	0.103*	0.68 (4)
H91	0.3486	0.6772	0.6667	0.103*	0.68 (4)
H92	0.3789	0.7421	0.6606	0.103*	0.68 (4)
C108	0.4127 (15)	0.7007 (8)	0.6723 (7)	0.028 (5)*	0.32 (4)
H109	0.3463	0.7127	0.6803	0.043*	0.32 (4)
H110	0.4112	0.6629	0.6575	0.043*	0.32 (4)
H111	0.4417	0.7273	0.6486	0.043*	0.32 (4)
O4	0.4257 (3)	0.75913 (13)	0.81876 (13)	0.0414 (8)
H93	0.4751	0.7794	0.8143	0.062*
C102	0.3922 (4)	0.7659 (2)	0.86765 (18)	0.0392 (11)
H94	0.4301	0.7411	0.8901	0.047*
H95	0.3232	0.7541	0.8694	0.047*
C103	0.4009 (4)	0.8265 (2)	0.88551 (19)	0.0428 (12)
H96	0.4016	0.8519	0.8567	0.064*
H97	0.4614	0.8310	0.9045	0.064*
H98	0.3454	0.8357	0.9070	0.064*
O5	0.5987 (2)	0.81890 (13)	0.80701 (13)	0.0405 (8)
H99	0.5828	0.8505	0.7953	0.061*
C104	0.6704 (3)	0.79308 (19)	0.7750 (2)	0.0354 (10)
H100	0.7273	0.8183	0.7707	0.042*
H101	0.6424	0.7850	0.7417	0.042*
C105	0.6997 (4)	0.7393 (2)	0.8006 (2)	0.0473 (14)
H102	0.7291	0.7135	0.7762	0.071*
H103	0.6422	0.7214	0.8153	0.071*
H104	0.7470	0.7477	0.8269	0.071*
Cl1	−0.07800 (13)	0.68380 (6)	0.44810 (6)	0.0601 (4)
Cl2	0.07149 (12)	0.68376 (7)	0.37124 (7)	0.0721 (5)
C106	−0.0345 (4)	0.6517 (2)	0.3930 (2)	0.0419 (12)
H105	−0.0214	0.6113	0.3996	0.050*
H106	−0.0852	0.6540	0.3669	0.050*
Cl3	0.6289 (3)	0.70956 (13)	0.39097 (10)	0.1447 (13)
Cl4	0.5420 (2)	0.6603 (3)	0.47668 (16)	0.257 (3)
C107	0.6372 (9)	0.6691 (6)	0.4407 (5)	0.232 (10)
H107	0.6583	0.6312	0.4294	0.278*
H108	0.6902	0.6844	0.4618	0.278*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.01511 (11)	0.01491 (12)	0.01742 (14)	0.00061 (11)	−0.00068 (12)	−0.00082 (12)
N1	0.0163 (14)	0.0163 (14)	0.0175 (17)	−0.0008 (12)	−0.0017 (12)	0.0013 (12)
N2	0.0133 (13)	0.0177 (14)	0.0125 (14)	0.0021 (12)	0.0021 (11)	0.0002 (12)
N3	0.0136 (14)	0.0218 (16)	0.0158 (16)	−0.0022 (11)	0.0003 (12)	−0.0038 (12)
N4	0.0157 (15)	0.0173 (15)	0.0188 (16)	0.0022 (11)	0.0017 (12)	−0.0031 (12)
C1	0.0174 (18)	0.0175 (16)	0.0163 (18)	−0.0001 (13)	−0.0010 (14)	0.0020 (14)
C2	0.0219 (19)	0.0216 (18)	0.019 (2)	−0.0045 (15)	0.0032 (15)	−0.0026 (15)
C3	0.0171 (17)	0.0233 (19)	0.022 (2)	0.0005 (14)	0.0027 (15)	−0.0034 (16)
C4	0.0207 (18)	0.0135 (16)	0.020 (2)	0.0005 (13)	0.0018 (15)	0.0000 (14)
C5	0.0170 (17)	0.0172 (17)	0.023 (2)	−0.0002 (14)	0.0021 (15)	0.0003 (15)
C6	0.0173 (16)	0.0138 (15)	0.026 (2)	−0.0008 (12)	−0.0009 (16)	−0.0019 (16)
C7	0.0182 (17)	0.0181 (18)	0.028 (2)	0.0005 (13)	−0.0003 (15)	−0.0044 (15)
C8	0.0205 (17)	0.0223 (17)	0.0199 (19)	−0.0008 (16)	−0.0061 (14)	−0.0006 (17)
C9	0.0184 (17)	0.0169 (18)	0.0131 (18)	0.0012 (13)	−0.0047 (13)	0.0009 (14)
C10	0.0167 (17)	0.0123 (16)	0.028 (2)	−0.0015 (13)	−0.0024 (16)	−0.0018 (15)
C11	0.0194 (19)	0.0186 (16)	0.0182 (19)	−0.0022 (14)	−0.0015 (15)	−0.0001 (14)
C12	0.025 (2)	0.031 (2)	0.022 (2)	0.0019 (17)	0.0039 (17)	−0.0027 (17)
C13	0.024 (2)	0.0260 (19)	0.022 (2)	0.0034 (15)	0.0023 (16)	−0.0040 (16)
C14	0.0195 (19)	0.0194 (18)	0.0176 (19)	0.0005 (13)	−0.0016 (14)	−0.0009 (14)
C15	0.0191 (16)	0.0176 (16)	0.0212 (19)	0.0023 (15)	0.0014 (14)	0.0017 (16)
C16	0.0176 (16)	0.0169 (18)	0.021 (2)	−0.0050 (13)	0.0070 (14)	−0.0078 (14)
C17	0.0148 (17)	0.0197 (17)	0.026 (2)	0.0006 (13)	0.0008 (15)	−0.0034 (15)
C18	0.0185 (18)	0.0213 (18)	0.020 (2)	−0.0019 (14)	−0.0050 (15)	−0.0026 (16)
C19	0.0178 (18)	0.0142 (15)	0.022 (2)	−0.0002 (13)	−0.0047 (15)	−0.0008 (14)
C20	0.0190 (16)	0.0129 (15)	0.0233 (19)	−0.0023 (15)	−0.0010 (16)	−0.0021 (13)
C21	0.0166 (17)	0.0233 (18)	0.0128 (18)	0.0018 (14)	−0.0029 (14)	−0.0023 (15)
C22	0.0189 (17)	0.0238 (18)	0.022 (2)	−0.0013 (16)	−0.0028 (17)	−0.0004 (15)
C23	0.0166 (17)	0.029 (2)	0.023 (2)	−0.0012 (15)	−0.0016 (15)	−0.0023 (17)
C24	0.0170 (17)	0.031 (2)	0.024 (2)	0.0047 (17)	0.0047 (17)	−0.0021 (16)
C25	0.0221 (19)	0.026 (2)	0.023 (2)	0.0018 (15)	0.0035 (16)	−0.0044 (16)
C26	0.0195 (17)	0.0209 (18)	0.021 (2)	0.0003 (14)	−0.0038 (15)	−0.0038 (15)
C27	0.025 (2)	0.0231 (18)	0.031 (2)	0.0021 (17)	0.0000 (18)	0.0047 (16)
C28	0.021 (2)	0.046 (3)	0.038 (3)	−0.0094 (18)	−0.0041 (18)	0.017 (2)
C29	0.027 (2)	0.043 (2)	0.027 (2)	−0.005 (2)	−0.0013 (17)	0.011 (2)
C30	0.0189 (18)	0.039 (2)	0.0182 (19)	−0.0067 (18)	0.0000 (15)	0.0041 (17)
C31	0.025 (2)	0.027 (2)	0.033 (2)	−0.0057 (16)	−0.0014 (18)	0.0056 (18)
C32	0.024 (2)	0.0188 (19)	0.029 (2)	0.0014 (15)	0.0046 (17)	0.0038 (17)
C33	0.030 (2)	0.028 (2)	0.028 (2)	0.0081 (17)	−0.0054 (17)	0.0048 (17)
C34	0.029 (2)	0.036 (2)	0.042 (3)	0.0069 (18)	−0.004 (2)	0.012 (2)
C35	0.028 (2)	0.024 (2)	0.035 (3)	0.0072 (17)	0.0058 (18)	−0.0003 (18)
C36	0.033 (2)	0.0183 (19)	0.038 (3)	−0.0021 (16)	0.0117 (19)	0.0009 (18)
C37	0.0187 (18)	0.0222 (18)	0.019 (2)	0.0011 (14)	0.0002 (15)	−0.0038 (15)
C38	0.0161 (17)	0.0240 (19)	0.023 (2)	0.0030 (14)	−0.0026 (15)	−0.0015 (16)
C39	0.0208 (19)	0.025 (2)	0.020 (2)	−0.0040 (15)	−0.0003 (15)	−0.0039 (16)
C40	0.0223 (19)	0.025 (2)	0.020 (2)	−0.0016 (16)	−0.0024 (16)	−0.0041 (16)
C41	0.0243 (19)	0.027 (2)	0.019 (2)	0.0002 (15)	−0.0020 (16)	0.0019 (16)
C42	0.0185 (16)	0.0201 (17)	0.025 (2)	0.0020 (16)	0.0005 (14)	−0.0011 (17)
C43	0.0278 (19)	0.0208 (17)	0.023 (2)	0.0031 (17)	−0.0030 (15)	−0.0037 (17)
C44	0.029 (2)	0.024 (2)	0.025 (2)	0.0002 (16)	0.0026 (17)	0.0013 (17)
C45	0.023 (2)	0.025 (2)	0.032 (2)	−0.0030 (16)	0.0005 (17)	−0.0015 (17)
C46	0.0232 (19)	0.0239 (19)	0.019 (2)	−0.0039 (15)	−0.0014 (16)	−0.0029 (16)
C47	0.0234 (19)	0.0224 (19)	0.027 (2)	0.0022 (15)	−0.0028 (17)	−0.0068 (16)
C48	0.032 (2)	0.022 (2)	0.028 (2)	−0.0027 (17)	−0.0021 (18)	0.0001 (17)
C49	0.038 (3)	0.029 (2)	0.031 (3)	−0.0082 (19)	0.001 (2)	0.0006 (19)
C50	0.039 (3)	0.034 (2)	0.029 (3)	−0.011 (2)	0.001 (2)	0.0058 (19)
C51	0.032 (2)	0.026 (2)	0.023 (2)	−0.0005 (17)	−0.0017 (17)	0.0021 (17)
C52	0.032 (2)	0.027 (2)	0.033 (3)	0.0042 (17)	−0.0016 (19)	0.0099 (19)
C53	0.0187 (17)	0.0217 (18)	0.0183 (19)	0.0006 (15)	0.0004 (14)	−0.0028 (16)
C54	0.0167 (17)	0.0196 (17)	0.0183 (19)	0.0010 (14)	−0.0021 (15)	0.0000 (15)
C55	0.0204 (19)	0.0230 (19)	0.022 (2)	0.0009 (14)	0.0009 (15)	−0.0012 (16)
C56	0.0187 (16)	0.0194 (17)	0.0251 (19)	−0.0006 (16)	0.0003 (16)	−0.0013 (15)
C57	0.0218 (18)	0.0191 (18)	0.021 (2)	−0.0002 (15)	0.0028 (15)	0.0000 (15)
C58	0.0229 (19)	0.0193 (18)	0.022 (2)	0.0056 (15)	−0.0007 (16)	−0.0024 (15)
C59	0.025 (2)	0.0184 (18)	0.025 (2)	0.0026 (15)	0.0034 (16)	0.0022 (15)
C60	0.025 (2)	0.020 (2)	0.033 (2)	−0.0005 (15)	0.0041 (17)	−0.0010 (16)
C61	0.0200 (18)	0.023 (2)	0.037 (2)	0.0020 (14)	0.0016 (16)	−0.0006 (17)
C62	0.0189 (19)	0.0226 (19)	0.036 (2)	0.0006 (14)	0.0009 (16)	0.0029 (17)
C63	0.024 (2)	0.0268 (19)	0.027 (2)	0.0009 (14)	−0.0045 (18)	0.0068 (18)
C64	0.0212 (19)	0.0235 (19)	0.033 (2)	0.0051 (16)	0.0010 (17)	0.0006 (18)
C65	0.029 (2)	0.024 (2)	0.043 (3)	0.0032 (17)	0.000 (2)	0.001 (2)
C66	0.030 (2)	0.021 (2)	0.046 (3)	−0.0033 (17)	0.000 (2)	0.003 (2)
C67	0.024 (2)	0.025 (2)	0.029 (2)	0.0025 (16)	0.0071 (17)	0.0036 (17)
C68	0.028 (2)	0.027 (2)	0.030 (2)	0.0062 (17)	0.0001 (18)	0.0054 (18)
C69	0.0173 (18)	0.0221 (19)	0.019 (2)	0.0004 (14)	0.0019 (15)	−0.0018 (15)
C70	0.0237 (19)	0.0197 (18)	0.021 (2)	−0.0011 (14)	−0.0008 (16)	0.0000 (15)
C71	0.0220 (19)	0.0210 (19)	0.023 (2)	−0.0016 (14)	−0.0048 (16)	0.0052 (15)
C72	0.024 (2)	0.0222 (19)	0.025 (2)	−0.0004 (15)	−0.0054 (16)	0.0019 (16)
C73	0.026 (2)	0.0229 (19)	0.019 (2)	−0.0026 (16)	−0.0023 (16)	0.0022 (16)
C74	0.0196 (18)	0.0215 (18)	0.0167 (19)	0.0026 (14)	−0.0007 (15)	0.0012 (15)
C75	0.026 (2)	0.0202 (19)	0.025 (2)	−0.0035 (15)	−0.0058 (17)	−0.0016 (16)
C76	0.029 (2)	0.024 (2)	0.034 (3)	0.0029 (17)	−0.0024 (18)	0.0012 (18)
C77	0.027 (2)	0.024 (2)	0.034 (3)	−0.0008 (17)	−0.0039 (18)	0.0047 (18)
C78	0.028 (2)	0.0196 (19)	0.024 (2)	−0.0023 (16)	−0.0061 (17)	0.0043 (16)
C79	0.029 (2)	0.0190 (18)	0.030 (2)	−0.0045 (15)	−0.0036 (17)	0.0019 (16)
C80	0.031 (2)	0.0209 (19)	0.019 (2)	0.0037 (16)	−0.0024 (16)	0.0004 (16)
C81	0.038 (3)	0.0237 (19)	0.030 (2)	0.0064 (18)	0.0017 (19)	−0.0064 (17)
C82	0.041 (3)	0.026 (2)	0.032 (3)	0.0024 (18)	−0.002 (2)	−0.0084 (19)
C83	0.031 (2)	0.024 (2)	0.022 (2)	−0.0033 (17)	−0.0039 (17)	0.0018 (17)
C84	0.030 (2)	0.0218 (19)	0.028 (2)	−0.0053 (16)	0.0004 (18)	0.0034 (17)
C85	0.0118 (15)	0.0194 (16)	0.0214 (19)	−0.0009 (14)	−0.0043 (14)	−0.0030 (13)
C86	0.0213 (19)	0.0143 (16)	0.025 (2)	−0.0012 (14)	0.0011 (16)	0.0026 (15)
O1	0.0296 (16)	0.0265 (14)	0.0216 (15)	−0.0029 (12)	−0.0065 (12)	0.0012 (11)
C87	0.0237 (19)	0.0165 (17)	0.022 (2)	−0.0013 (15)	−0.0018 (16)	0.0044 (15)
C88	0.0251 (19)	0.0238 (18)	0.030 (2)	−0.0058 (17)	−0.0014 (16)	0.0024 (19)
C89	0.033 (2)	0.029 (2)	0.030 (2)	−0.0105 (18)	0.0002 (19)	0.0087 (19)
C90	0.023 (2)	0.031 (2)	0.038 (3)	−0.0093 (17)	−0.0022 (19)	0.003 (2)
C91	0.0249 (18)	0.0297 (19)	0.026 (2)	−0.0054 (16)	−0.0038 (16)	0.005 (2)
C92	0.0199 (18)	0.0233 (18)	0.031 (2)	0.0002 (14)	0.0008 (16)	−0.0003 (17)
C93	0.0247 (19)	0.0130 (16)	0.025 (2)	−0.0012 (14)	0.0008 (15)	0.0014 (14)
O2	0.0330 (14)	0.0231 (13)	0.0253 (14)	0.0021 (12)	−0.0051 (13)	−0.0070 (12)
C94	0.0218 (17)	0.0218 (16)	0.0230 (18)	0.0043 (15)	0.0022 (16)	−0.0012 (17)
C95	0.033 (2)	0.026 (2)	0.035 (2)	0.0112 (18)	−0.0046 (19)	−0.0086 (19)
C96	0.037 (3)	0.036 (2)	0.040 (3)	0.015 (2)	−0.002 (2)	−0.009 (2)
C97	0.035 (2)	0.037 (3)	0.037 (3)	0.014 (2)	0.000 (2)	0.004 (2)
C98	0.0262 (19)	0.031 (2)	0.025 (2)	0.0022 (18)	−0.0026 (16)	0.0008 (19)
C99	0.025 (2)	0.026 (2)	0.026 (2)	0.0021 (16)	0.0034 (17)	0.0023 (17)
O3	0.0334 (15)	0.0172 (12)	0.0238 (14)	−0.0006 (12)	−0.0024 (13)	0.0027 (10)
C100	0.054 (3)	0.031 (2)	0.045 (3)	0.006 (2)	0.023 (2)	0.012 (2)
C101	0.097 (14)	0.043 (6)	0.066 (8)	−0.030 (7)	−0.049 (9)	0.021 (6)
O4	0.047 (2)	0.0266 (16)	0.050 (2)	−0.0046 (15)	0.0118 (17)	−0.0087 (15)
C102	0.042 (3)	0.040 (3)	0.036 (3)	−0.002 (2)	−0.003 (2)	0.002 (2)
C103	0.050 (3)	0.044 (3)	0.034 (3)	0.012 (2)	0.003 (2)	−0.003 (2)
O5	0.0415 (19)	0.0213 (15)	0.059 (2)	0.0022 (13)	0.0055 (17)	0.0039 (15)
C104	0.035 (2)	0.034 (2)	0.038 (3)	−0.0020 (18)	0.007 (2)	0.001 (2)
C105	0.048 (3)	0.039 (3)	0.055 (4)	0.012 (2)	0.015 (3)	0.011 (3)
Cl1	0.0853 (12)	0.0395 (7)	0.0553 (9)	0.0128 (7)	0.0131 (8)	−0.0051 (6)
Cl2	0.0470 (9)	0.0612 (9)	0.1081 (14)	0.0027 (7)	0.0183 (9)	0.0376 (9)
C106	0.043 (3)	0.035 (3)	0.048 (3)	−0.006 (2)	0.006 (2)	−0.003 (2)
Cl3	0.219 (4)	0.118 (2)	0.0976 (19)	0.058 (2)	0.005 (2)	−0.0263 (17)
Cl4	0.0654 (19)	0.520 (10)	0.185 (4)	−0.018 (3)	0.014 (2)	0.107 (5)
C107	0.172 (12)	0.291 (18)	0.232 (14)	0.168 (12)	0.144 (11)	0.207 (14)

Geometric parameters (Å, º)

Ru1—C85	1.866 (3)	C57—C67	1.523 (5)
Ru1—N4	2.044 (3)	C58—C64	1.520 (5)
Ru1—N1	2.044 (3)	C59—C63	1.543 (5)
Ru1—N2	2.048 (3)	C59—C60	1.559 (6)
Ru1—N3	2.061 (3)	C59—H44	1.0000
Ru1—O3	2.260 (2)	C60—C61	1.561 (5)
N1—C4	1.374 (5)	C60—H45	0.9900
N1—C1	1.376 (5)	C60—H46	0.9900
N2—C9	1.369 (4)	C61—C62	1.549 (6)
N2—C6	1.375 (4)	C61—H47	0.9900
N3—C14	1.375 (5)	C61—H48	0.9900
N3—C11	1.381 (5)	C62—C63	1.535 (6)
N4—C19	1.376 (5)	C62—H49	1.0000
N4—C16	1.384 (4)	C63—H50	0.9900
C1—C20	1.397 (5)	C63—H51	0.9900
C1—C2	1.449 (5)	C64—C68	1.550 (6)
C2—C3	1.351 (5)	C64—C65	1.557 (6)
C2—H1	0.9500	C64—H52	1.0000
C3—C4	1.454 (5)	C65—C66	1.551 (6)
C3—H2	0.9500	C65—H53	0.9900
C4—C5	1.397 (5)	C65—H54	0.9900
C5—C6	1.401 (6)	C66—C67	1.527 (6)
C5—C21	1.506 (5)	C66—H55	0.9900
C6—C7	1.448 (5)	C66—H56	0.9900
C7—C8	1.341 (5)	C67—C68	1.544 (6)
C7—H3	0.9500	C67—H57	1.0000
C8—C9	1.437 (5)	C68—H58	0.9900
C8—H4	0.9500	C68—H59	0.9900
C9—C10	1.400 (5)	C69—C74	1.397 (5)
C10—C11	1.398 (5)	C69—C70	1.400 (5)
C10—C37	1.496 (5)	C70—C71	1.402 (5)
C11—C12	1.441 (5)	C70—C75	1.528 (5)
C12—C13	1.353 (6)	C71—C72	1.387 (5)
C12—H5	0.9500	C71—C78	1.509 (5)
C13—C14	1.441 (5)	C72—C73	1.383 (5)
C13—H6	0.9500	C72—H60	0.9500
C14—C15	1.396 (5)	C73—C74	1.412 (5)
C15—C16	1.418 (5)	C73—C83	1.500 (5)
C15—C53	1.498 (5)	C74—C80	1.522 (5)
C16—C17	1.425 (5)	C75—C76	1.544 (6)
C17—C18	1.351 (6)	C75—C79	1.547 (6)
C17—H7	0.9500	C75—H61	1.0000
C18—C19	1.434 (5)	C76—C77	1.552 (6)
C18—H8	0.9500	C76—H62	0.9900
C19—C20	1.406 (5)	C76—H63	0.9900
C20—C69	1.521 (5)	C77—C78	1.553 (6)
C21—C22	1.390 (5)	C77—H64	0.9900
C21—C26	1.398 (5)	C77—H65	0.9900
C22—C23	1.404 (5)	C78—C79	1.544 (5)
C22—C27	1.511 (5)	C78—H66	1.0000
C23—C24	1.396 (5)	C79—H67	0.9900
C23—C30	1.508 (5)	C79—H68	0.9900
C24—C25	1.393 (6)	C80—C84	1.546 (6)
C24—H9	0.9500	C80—C81	1.557 (6)
C25—C26	1.402 (5)	C80—H69	1.0000
C25—C35	1.510 (6)	C81—C82	1.551 (6)
C26—C32	1.524 (5)	C81—H70	0.9900
C27—C31	1.549 (6)	C81—H71	0.9900
C27—C28	1.560 (6)	C82—C83	1.564 (6)
C27—H10	1.0000	C82—H72	0.9900
C28—C29	1.557 (6)	C82—H73	0.9900
C28—H11	0.9900	C83—C84	1.530 (6)
C28—H12	0.9900	C83—H74	1.0000
C29—C30	1.550 (5)	C84—H75	0.9900
C29—H13	0.9900	C84—H76	0.9900
C29—H14	0.9900	C85—C86	1.502 (5)
C30—C31	1.545 (6)	C85—C93	1.505 (5)
C30—H15	1.0000	C86—O1	1.235 (5)
C31—H16	0.9900	C86—C87	1.491 (5)
C31—H17	0.9900	C87—C92	1.389 (6)
C32—C36	1.542 (6)	C87—C88	1.398 (5)
C32—C33	1.558 (6)	C88—C89	1.383 (6)
C32—H18	1.0000	C88—H77	0.9500
C33—C34	1.560 (6)	C89—C90	1.386 (6)
C33—H19	0.9900	C89—H78	0.9500
C33—H20	0.9900	C90—C91	1.388 (6)
C34—C35	1.556 (7)	C90—H79	0.9500
C34—H21	0.9900	C91—C92	1.396 (5)
C34—H22	0.9900	C91—H80	0.9500
C35—C36	1.541 (6)	C92—H81	0.9500
C35—H23	1.0000	C93—O2	1.232 (5)
C36—H24	0.9900	C93—C94	1.492 (5)
C36—H25	0.9900	C94—C99	1.383 (6)
C37—C38	1.396 (5)	C94—C95	1.403 (5)
C37—C42	1.408 (5)	C95—C96	1.382 (6)
C38—C39	1.403 (5)	C95—H82	0.9500
C38—C43	1.519 (6)	C96—C97	1.376 (7)
C39—C40	1.388 (6)	C96—H83	0.9500
C39—C46	1.513 (5)	C97—C98	1.391 (6)
C40—C41	1.401 (5)	C97—H84	0.9500
C40—H26	0.9500	C98—C99	1.394 (5)
C41—C42	1.395 (5)	C98—H85	0.9500
C41—C51	1.513 (6)	C99—H86	0.9500
C42—C48	1.506 (6)	O3—C100	1.427 (5)
C43—C47	1.535 (5)	O3—H87	0.8400
C43—C44	1.551 (6)	C100—C108	1.304 (19)
C43—H27	1.0000	C100—C101	1.549 (17)
C44—C45	1.571 (6)	C100—H88	0.9900
C44—H28	0.9900	C100—H89	0.9900
C44—H29	0.9900	C101—H90	0.9800
C45—C46	1.545 (6)	C101—H91	0.9800
C45—H30	0.9900	C101—H92	0.9800
C45—H31	0.9900	C108—H109	0.9800
C46—C47	1.535 (5)	C108—H110	0.9800
C46—H32	1.0000	C108—H111	0.9800
C47—H33	0.9900	O4—C102	1.397 (6)
C47—H34	0.9900	O4—H93	0.8400
C48—C52	1.535 (6)	C102—C103	1.516 (7)
C48—C49	1.559 (6)	C102—H94	0.9900
C48—H35	1.0000	C102—H95	0.9900
C49—C50	1.572 (6)	C103—H96	0.9800
C49—H36	0.9900	C103—H97	0.9800
C49—H37	0.9900	C103—H98	0.9800
C50—C51	1.551 (6)	O5—C104	1.443 (5)
C50—H38	0.9900	O5—H99	0.8400
C50—H39	0.9900	C104—C105	1.502 (6)
C51—C52	1.531 (6)	C104—H100	0.9900
C51—H40	1.0000	C104—H101	0.9900
C52—H41	0.9900	C105—H102	0.9800
C52—H42	0.9900	C105—H103	0.9800
C53—C58	1.397 (5)	C105—H104	0.9800
C53—C54	1.401 (5)	Cl1—C106	1.764 (5)
C54—C55	1.401 (5)	Cl2—C106	1.743 (5)
C54—C59	1.506 (5)	C106—H105	0.9900
C55—C56	1.387 (5)	C106—H106	0.9900
C55—C62	1.511 (5)	Cl3—C107	1.644 (9)
C56—C57	1.388 (5)	Cl4—C107	1.639 (10)
C56—H43	0.9500	C107—H107	0.9900
C57—C58	1.405 (5)	C107—H108	0.9900
C85—Ru1—N1	92.26 (14)	C57—C56—H43	121.5
C85—Ru1—N2	95.76 (14)	C56—C57—C58	122.0 (4)
C85—Ru1—N3	93.91 (14)	C56—C57—C67	131.4 (4)
C85—Ru1—N4	95.75 (14)	C58—C57—C67	106.5 (3)
N1—Ru1—N2	90.54 (12)	C53—C58—C57	121.8 (3)
N1—Ru1—N3	173.83 (12)	C53—C58—C64	132.0 (4)
N1—Ru1—N4	89.15 (12)	C57—C58—C64	106.2 (3)
N2—Ru1—N3	88.80 (11)	C54—C59—C63	99.6 (3)
N2—Ru1—N4	168.49 (12)	C54—C59—C60	105.9 (3)
N3—Ru1—N4	90.27 (12)	C63—C59—C60	100.5 (3)
C85—Ru1—O3	177.01 (14)	C54—C59—H44	116.2
N1—Ru1—O3	84.78 (11)	C63—C59—H44	116.2
N2—Ru1—O3	83.87 (12)	C60—C59—H44	116.1
N3—Ru1—O3	89.05 (11)	C59—C60—C61	103.6 (3)
N4—Ru1—O3	84.64 (11)	C59—C60—H45	111.0
C1—N1—C4	107.5 (3)	C61—C60—H45	111.0
Ru1—N1—C1	126.5 (2)	C59—C60—H46	111.0
Ru1—N1—C4	126.0 (3)	C61—C60—H46	111.0
C9—N2—C6	107.4 (3)	H45—C60—H46	109.0
Ru1—N2—C6	125.8 (2)	C60—C61—C62	102.3 (3)
Ru1—N2—C9	126.8 (2)	C62—C61—H47	111.3
C11—N3—C14	107.2 (3)	C60—C61—H47	111.3
Ru1—N3—C11	126.6 (2)	C62—C61—H48	111.3
Ru1—N3—C14	126.2 (2)	C60—C61—H48	111.3
C16—N4—C19	106.6 (3)	H47—C61—H48	109.2
Ru1—N4—C16	126.7 (2)	C55—C62—C63	101.0 (3)
Ru1—N4—C19	126.6 (2)	C55—C62—C61	106.9 (3)
N1—C1—C20	126.0 (3)	C61—C62—C63	100.1 (3)
N1—C1—C2	108.7 (3)	C55—C62—H49	115.6
C2—C1—C20	124.9 (3)	C63—C62—H49	115.6
C1—C2—C3	107.8 (3)	C61—C62—H49	115.6
C3—C2—H1	126.1	C62—C63—C59	94.5 (3)
C1—C2—H1	126.1	C62—C63—H50	112.8
C2—C3—C4	106.9 (3)	C59—C63—H50	112.8
C2—C3—H2	126.5	C62—C63—H51	112.8
C4—C3—H2	126.5	C59—C63—H51	112.8
N1—C4—C3	109.1 (3)	H50—C63—H51	110.3
N1—C4—C5	126.0 (3)	C58—C64—C68	100.2 (3)
C3—C4—C5	124.9 (3)	C58—C64—C65	106.4 (3)
C4—C5—C6	125.5 (3)	C68—C64—C65	100.3 (3)
C4—C5—C21	118.7 (3)	C58—C64—H52	115.9
C6—C5—C21	115.8 (3)	C68—C64—H52	115.9
N2—C6—C5	126.0 (3)	C65—C64—H52	115.9
N2—C6—C7	109.1 (3)	C64—C65—C66	103.1 (4)
C5—C6—C7	124.9 (3)	C66—C65—H53	111.1
C6—C7—C8	106.4 (3)	C64—C65—H53	111.1
C8—C7—H3	126.8	C66—C65—H54	111.1
C6—C7—H3	126.8	C64—C65—H54	111.1
C7—C8—C9	108.7 (3)	H53—C65—H54	109.1
C7—C8—H4	125.6	C65—C66—C67	103.5 (3)
C9—C8—H4	125.6	C67—C66—H55	111.1
N2—C9—C10	126.6 (3)	C65—C66—H55	111.1
N2—C9—C8	108.4 (3)	C67—C66—H56	111.1
C8—C9—C10	125.0 (3)	C65—C66—H56	111.1
C9—C10—C11	124.3 (4)	H55—C66—H56	109.0
C11—C10—C37	117.4 (3)	C57—C67—C66	106.6 (3)
C9—C10—C37	118.3 (3)	C57—C67—C68	100.3 (3)
N3—C11—C10	125.8 (4)	C66—C67—C68	101.2 (3)
N3—C11—C12	108.8 (3)	C57—C67—H57	115.6
C10—C11—C12	125.0 (4)	C66—C67—H57	115.6
C11—C12—C13	107.4 (4)	C68—C67—H57	115.6
C13—C12—H5	126.3	C67—C68—C64	93.9 (3)
C11—C12—H5	126.3	C67—C68—H58	112.9
C12—C13—C14	107.5 (4)	C64—C68—H58	112.9
C12—C13—H6	126.2	C67—C68—H59	112.9
C14—C13—H6	126.2	C64—C68—H59	112.9
N3—C14—C15	125.8 (3)	H58—C68—H59	110.4
N3—C14—C13	109.0 (3)	C74—C69—C70	115.6 (3)
C13—C14—C15	125.2 (3)	C74—C69—C20	123.4 (3)
C14—C15—C16	125.9 (3)	C70—C69—C20	121.0 (3)
C14—C15—C53	116.4 (3)	C69—C70—C71	122.8 (4)
C16—C15—C53	117.6 (3)	C69—C70—C75	131.5 (4)
N4—C16—C15	124.9 (3)	C71—C70—C75	105.6 (3)
N4—C16—C17	109.2 (3)	C72—C71—C70	120.7 (4)
C15—C16—C17	125.9 (3)	C72—C71—C78	131.8 (4)
C16—C17—C18	107.5 (3)	C70—C71—C78	107.4 (3)
C18—C17—H7	126.2	C71—C72—C73	117.6 (4)
C16—C17—H7	126.2	C73—C72—H60	121.2
C17—C18—C19	107.6 (3)	C71—C72—H60	121.2
C17—C18—H8	126.2	C72—C73—C74	121.5 (4)
C19—C18—H8	126.2	C72—C73—C83	131.3 (4)
N4—C19—C20	125.8 (3)	C74—C73—C83	107.0 (3)
N4—C19—C18	109.0 (3)	C69—C74—C73	121.7 (4)
C18—C19—C20	125.2 (4)	C69—C74—C80	132.3 (4)
C1—C20—C19	124.4 (3)	C73—C74—C80	105.9 (3)
C1—C20—C69	117.3 (3)	C70—C75—C76	106.3 (3)
C19—C20—C69	118.3 (3)	C70—C75—C79	99.7 (3)
C22—C21—C26	116.3 (3)	C76—C75—C79	101.0 (3)
C22—C21—C5	125.1 (3)	C70—C75—H61	115.9
C26—C21—C5	118.5 (3)	C76—C75—H61	115.9
C21—C22—C23	121.9 (4)	C79—C75—H61	115.9
C21—C22—C27	131.9 (4)	C75—C76—C77	103.8 (3)
C23—C22—C27	106.2 (4)	C75—C76—H62	111.0
C22—C23—C24	121.6 (4)	C77—C76—H62	111.0
C24—C23—C30	132.1 (4)	C75—C76—H63	111.0
C22—C23—C30	106.3 (3)	C77—C76—H63	111.0
C23—C24—C25	116.7 (4)	H62—C76—H63	109.0
C25—C24—H9	121.7	C76—C77—C78	102.8 (3)
C23—C24—H9	121.7	C76—C77—H64	111.2
C24—C25—C26	121.4 (4)	C78—C77—H64	111.2
C24—C25—C35	132.0 (4)	C76—C77—H65	111.2
C26—C25—C35	106.6 (4)	C78—C77—H65	111.2
C21—C26—C25	122.0 (4)	H64—C77—H65	109.1
C21—C26—C32	131.7 (4)	C71—C78—C79	100.1 (3)
C25—C26—C32	106.2 (3)	C71—C78—C77	106.4 (3)
C22—C27—C31	100.7 (3)	C77—C78—C79	100.6 (3)
C22—C27—C28	107.7 (3)	C71—C78—H66	115.8
C31—C27—C28	100.2 (3)	C79—C78—H66	115.8
C22—C27—H10	115.4	C77—C78—H66	115.8
C31—C27—H10	115.4	C78—C79—C75	94.2 (3)
C28—C27—H10	115.4	C78—C79—H67	112.9
C29—C28—C27	102.5 (3)	C75—C79—H67	112.9
C29—C28—H11	111.3	C78—C79—H68	112.9
C27—C28—H11	111.3	C75—C79—H68	112.9
C29—C28—H12	111.3	H67—C79—H68	110.3
C27—C28—H12	111.3	C74—C80—C84	100.0 (3)
H11—C28—H12	109.2	C74—C80—C81	106.7 (3)
C28—C29—C30	103.2 (3)	C84—C80—C81	99.4 (3)
C30—C29—H13	111.1	C74—C80—H69	116.1
C28—C29—H13	111.1	C84—C80—H69	116.1
C30—C29—H14	111.1	C81—C80—H69	116.1
C28—C29—H14	111.1	C80—C81—C82	103.9 (4)
H13—C29—H14	109.1	C82—C81—H70	111.0
C23—C30—C31	100.2 (3)	C80—C81—H70	111.0
C23—C30—C29	106.7 (3)	C82—C81—H71	111.0
C29—C30—C31	101.7 (4)	C80—C81—H71	111.0
C23—C30—H15	115.4	H70—C81—H71	109.0
C31—C30—H15	115.4	C81—C82—C83	102.6 (3)
C29—C30—H15	115.4	C81—C82—H72	111.2
C30—C31—C27	93.3 (3)	C83—C82—H72	111.2
C30—C31—H16	113.1	C81—C82—H73	111.2
C27—C31—H16	113.1	C83—C82—H73	111.2
C30—C31—H17	113.1	H72—C82—H73	109.2
C27—C31—H17	113.1	C73—C83—C84	100.5 (3)
H16—C31—H17	110.4	C73—C83—C82	106.4 (3)
C26—C32—C36	100.0 (3)	C82—C83—C84	100.6 (3)
C26—C32—C33	108.0 (3)	C73—C83—H74	115.7
C36—C32—C33	100.1 (3)	C84—C83—H74	115.7
C26—C32—H18	115.6	C82—C83—H74	115.7
C36—C32—H18	115.6	C83—C84—C80	95.0 (3)
C33—C32—H18	115.6	C83—C84—H75	112.7
C32—C33—C34	102.6 (3)	C80—C84—H75	112.7
C32—C33—H19	111.2	C83—C84—H76	112.7
C34—C33—H19	111.2	C80—C84—H76	112.7
C32—C33—H20	111.2	H75—C84—H76	110.2
C34—C33—H20	111.2	C86—C85—C93	109.8 (3)
H19—C33—H20	109.2	Ru1—C85—C86	124.5 (3)
C33—C34—C35	103.2 (3)	Ru1—C85—C93	125.7 (3)
C35—C34—H21	111.1	O1—C86—C87	121.1 (4)
C33—C34—H21	111.1	O1—C86—C85	118.9 (3)
C35—C34—H22	111.1	C85—C86—C87	119.9 (3)
C33—C34—H22	111.1	C92—C87—C88	120.2 (4)
H21—C34—H22	109.1	C92—C87—C86	120.9 (4)
C25—C35—C36	100.7 (3)	C86—C87—C88	118.9 (3)
C25—C35—C34	106.1 (3)	C87—C88—C89	119.8 (4)
C34—C35—C36	100.7 (4)	C89—C88—H77	120.1
C25—C35—H23	115.7	C87—C88—H77	120.1
C36—C35—H23	115.7	C88—C89—C90	120.5 (4)
C34—C35—H23	115.7	C88—C89—H78	119.7
C35—C36—C32	94.2 (3)	C90—C89—H78	119.7
C35—C36—H24	112.9	C89—C90—C91	119.7 (4)
C32—C36—H24	112.9	C89—C90—H79	120.2
C35—C36—H25	112.9	C91—C90—H79	120.2
C32—C36—H25	112.9	C90—C91—C92	120.5 (4)
H24—C36—H25	110.3	C90—C91—H80	119.8
C38—C37—C42	115.6 (4)	C92—C91—H80	119.8
C38—C37—C10	120.7 (3)	C87—C92—C91	119.4 (4)
C42—C37—C10	123.5 (3)	C87—C92—H81	120.3
C37—C38—C39	122.6 (4)	C91—C92—H81	120.3
C37—C38—C43	130.5 (4)	O2—C93—C85	119.3 (3)
C39—C38—C43	106.9 (3)	O2—C93—C94	120.4 (3)
C38—C39—C40	121.4 (4)	C94—C93—C85	120.1 (3)
C40—C39—C46	132.8 (4)	C99—C94—C95	119.4 (4)
C38—C39—C46	105.8 (4)	C99—C94—C93	122.4 (3)
C39—C40—C41	116.5 (4)	C93—C94—C95	118.1 (4)
C39—C40—H26	121.7	C94—C95—C96	120.3 (4)
C41—C40—H26	121.7	C96—C95—H82	119.9
C40—C41—C42	122.1 (4)	C94—C95—H82	119.9
C42—C41—C51	106.6 (4)	C95—C96—C97	120.6 (4)
C40—C41—C51	130.7 (4)	C97—C96—H83	119.7
C41—C42—C37	121.7 (4)	C95—C96—H83	119.7
C41—C42—C48	106.1 (3)	C96—C97—C98	119.4 (4)
C37—C42—C48	131.8 (4)	C96—C97—H84	120.3
C38—C43—C47	99.2 (3)	C98—C97—H84	120.3
C38—C43—C44	106.9 (3)	C97—C98—C99	120.6 (4)
C47—C43—C44	100.6 (3)	C97—C98—H85	119.7
C38—C43—H27	116.0	C99—C98—H85	119.7
C47—C43—H27	116.0	C94—C99—C98	119.7 (4)
C44—C43—H27	116.0	C94—C99—H86	120.1
C43—C44—C45	103.4 (3)	C98—C99—H86	120.1
C43—C44—H28	111.1	C100—O3—Ru1	130.0 (3)
C45—C44—H28	111.1	C100—O3—H87	109.5
C43—C44—H29	111.1	Ru1—O3—H87	119.5
C45—C44—H29	111.1	O3—C100—C101	107.6 (8)
H28—C44—H29	109.1	O3—C100—H88	110.2
C44—C45—C46	102.3 (3)	O3—C100—H89	110.2
C46—C45—H30	111.3	C101—C100—H88	110.2
C44—C45—H30	111.3	C101—C100—H89	110.2
C46—C45—H31	111.3	H88—C100—H89	108.5
C44—C45—H31	111.3	C100—C101—H90	109.5
H30—C45—H31	109.2	C100—C101—H91	109.5
C39—C46—C47	100.4 (3)	C100—C101—H92	109.5
C39—C46—C45	106.4 (3)	H90—C101—H91	109.5
C45—C46—C47	101.7 (3)	H90—C101—H92	109.5
C39—C46—H32	115.5	H91—C101—H92	109.5
C47—C46—H32	115.5	O3—C100—C108	125.6 (10)
C45—C46—H32	115.5	C108—C100—H88	82.8
C43—C47—C46	94.7 (3)	C108—C100—H89	115.0
C43—C47—H33	112.8	C100—C108—H109	109.5
C46—C47—H33	112.8	C100—C108—H110	109.5
C43—C47—H34	112.8	H109—C108—H110	109.5
C46—C47—H34	112.8	C100—C108—H111	109.5
H33—C47—H34	110.2	H109—C108—H111	109.5
C42—C48—C52	101.1 (3)	H110—C108—H111	109.5
C42—C48—C49	106.2 (3)	C102—O4—H87	128.4
C52—C48—C49	100.7 (3)	C102—O4—H93	109.5
C42—C48—H35	115.6	O4—C102—C103	112.2 (4)
C52—C48—H35	115.6	O4—C102—H94	109.2
C49—C48—H35	115.6	C103—C102—H94	109.2
C48—C49—C50	102.4 (4)	O4—C102—H95	109.2
C48—C49—H36	111.3	C103—C102—H95	109.2
C50—C49—H36	111.3	H94—C102—H95	107.9
C48—C49—H37	111.3	C102—C103—H96	109.5
C50—C49—H37	111.3	C102—C103—H97	109.5
H36—C49—H37	109.2	H96—C103—H97	109.5
C49—C50—C51	102.7 (4)	C102—C103—H98	109.5
C51—C50—H38	111.2	H96—C103—H98	109.5
C49—C50—H38	111.2	H97—C103—H98	109.5
C51—C50—H39	111.2	C104—O5—H93	116.9
C49—C50—H39	111.2	C104—O5—H99	109.5
H38—C50—H39	109.1	O5—C104—C105	105.7 (4)
C41—C51—C52	100.0 (3)	O5—C104—H100	110.6
C41—C51—C50	106.0 (4)	C105—C104—H100	110.6
C50—C51—C52	101.7 (4)	O5—C104—H101	110.6
C41—C51—H40	115.7	C105—C104—H101	110.6
C52—C51—H40	115.7	H100—C104—H101	108.7
C50—C51—H40	115.7	C104—C105—H102	109.5
C51—C52—C48	94.2 (3)	C104—C105—H103	109.5
C51—C52—H41	112.9	H102—C105—H103	109.5
C48—C52—H41	112.9	C104—C105—H104	109.5
C51—C52—H42	112.9	H102—C105—H104	109.5
C48—C52—H42	112.9	H103—C105—H104	109.5
H41—C52—H42	110.3	Cl1—C106—Cl2	112.1 (3)
C58—C53—C54	115.3 (3)	Cl2—C106—H105	109.2
C58—C53—C15	123.5 (3)	Cl1—C106—H105	109.2
C54—C53—C15	121.1 (4)	Cl2—C106—H106	109.2
C53—C54—C55	122.9 (4)	Cl1—C106—H106	109.2
C53—C54—C59	129.9 (4)	H105—C106—H106	107.9
C55—C54—C59	106.7 (3)	Cl3—C107—Cl4	119.6 (7)
C54—C55—C56	120.9 (4)	Cl4—C107—H107	107.4
C56—C55—C62	132.4 (4)	Cl3—C107—H107	107.4
C54—C55—C62	106.3 (3)	Cl4—C107—H108	107.4
C55—C56—C57	117.0 (4)	Cl3—C107—H108	107.4
C55—C56—H43	121.5	H107—C107—H108	106.9
C85—Ru1—N1—C4	−97.7 (3)	C38—C37—C42—C48	−173.7 (4)
N4—Ru1—N1—C4	166.6 (3)	C10—C37—C42—C48	1.2 (7)
N2—Ru1—N1—C4	−1.9 (3)	C37—C38—C43—C47	−147.7 (4)
O3—Ru1—N1—C4	81.9 (3)	C39—C38—C43—C47	35.0 (4)
C85—Ru1—N1—C1	83.4 (3)	C37—C38—C43—C44	108.2 (5)
N4—Ru1—N1—C1	−12.3 (3)	C39—C38—C43—C44	−69.1 (4)
N2—Ru1—N1—C1	179.2 (3)	C38—C43—C44—C45	67.0 (4)
O3—Ru1—N1—C1	−97.0 (3)	C47—C43—C44—C45	−36.1 (4)
C85—Ru1—N2—C9	−84.1 (3)	C43—C44—C45—C46	0.7 (4)
N4—Ru1—N2—C9	95.2 (7)	C40—C39—C46—C47	147.5 (4)
N1—Ru1—N2—C9	−176.4 (3)	C38—C39—C46—C47	−33.1 (4)
N3—Ru1—N2—C9	9.7 (3)	C40—C39—C46—C45	−106.9 (5)
O3—Ru1—N2—C9	98.9 (3)	C38—C39—C46—C45	72.5 (4)
C85—Ru1—N2—C6	92.3 (3)	C44—C45—C46—C39	−69.6 (4)
N4—Ru1—N2—C6	−88.4 (6)	C44—C45—C46—C47	35.0 (4)
N1—Ru1—N2—C6	0.0 (3)	C38—C43—C47—C46	−52.5 (3)
N3—Ru1—N2—C6	−173.9 (3)	C44—C43—C47—C46	56.7 (3)
O3—Ru1—N2—C6	−84.7 (3)	C39—C46—C47—C43	52.4 (4)
C85—Ru1—N3—C14	−96.8 (3)	C45—C46—C47—C43	−56.9 (4)
N4—Ru1—N3—C14	−1.0 (3)	C41—C42—C48—C52	32.0 (4)
N2—Ru1—N3—C14	167.5 (3)	C37—C42—C48—C52	−155.2 (4)
O3—Ru1—N3—C14	83.6 (3)	C41—C42—C48—C49	−72.7 (4)
C85—Ru1—N3—C11	84.5 (3)	C37—C42—C48—C49	100.1 (5)
N4—Ru1—N3—C11	−179.8 (3)	C42—C48—C49—C50	67.5 (4)
N2—Ru1—N3—C11	−11.2 (3)	C52—C48—C49—C50	−37.6 (4)
O3—Ru1—N3—C11	−95.1 (3)	C48—C49—C50—C51	2.0 (4)
C85—Ru1—N4—C19	−80.4 (3)	C42—C41—C51—C52	−35.4 (4)
N1—Ru1—N4—C19	11.8 (3)	C40—C41—C51—C52	153.3 (4)
N2—Ru1—N4—C19	100.4 (6)	C42—C41—C51—C50	69.9 (4)
N3—Ru1—N4—C19	−174.3 (3)	C40—C41—C51—C50	−101.3 (5)
O3—Ru1—N4—C19	96.7 (3)	C49—C50—C51—C41	−69.7 (4)
C85—Ru1—N4—C16	94.6 (3)	C49—C50—C51—C52	34.4 (4)
N1—Ru1—N4—C16	−173.2 (3)	C41—C51—C52—C48	51.8 (4)
N2—Ru1—N4—C16	−84.7 (6)	C50—C51—C52—C48	−56.9 (4)
N3—Ru1—N4—C16	0.6 (3)	C42—C48—C52—C51	−51.1 (4)
O3—Ru1—N4—C16	−88.4 (3)	C49—C48—C52—C51	58.0 (4)
C4—N1—C1—C20	−171.7 (3)	C14—C15—C53—C58	73.3 (5)
Ru1—N1—C1—C20	7.4 (5)	C16—C15—C53—C58	−108.8 (4)
C4—N1—C1—C2	1.5 (4)	C14—C15—C53—C54	−104.9 (4)
Ru1—N1—C1—C2	−179.4 (2)	C16—C15—C53—C54	72.9 (5)
N1—C1—C2—C3	−2.3 (4)	C58—C53—C54—C55	2.1 (6)
C20—C1—C2—C3	171.1 (4)	C15—C53—C54—C55	−179.4 (4)
C1—C2—C3—C4	2.0 (4)	C58—C53—C54—C59	−169.3 (4)
C1—N1—C4—C5	179.8 (4)	C15—C53—C54—C59	9.2 (6)
Ru1—N1—C4—C5	0.7 (5)	C53—C54—C55—C56	−3.1 (6)
C1—N1—C4—C3	−0.3 (4)	C59—C54—C55—C56	170.0 (4)
Ru1—N1—C4—C3	−179.4 (2)	C53—C54—C55—C62	−176.9 (4)
C2—C3—C4—N1	−1.1 (4)	C59—C54—C55—C62	−3.7 (4)
C2—C3—C4—C5	178.8 (4)	C54—C55—C56—C57	1.4 (6)
N1—C4—C5—C6	3.2 (6)	C62—C55—C56—C57	173.3 (4)
C3—C4—C5—C6	−176.6 (4)	C55—C56—C57—C58	1.0 (6)
N1—C4—C5—C21	−173.4 (3)	C55—C56—C57—C67	177.1 (4)
C3—C4—C5—C21	6.8 (6)	C54—C53—C58—C57	0.3 (6)
C9—N2—C6—C5	−179.6 (3)	C15—C53—C58—C57	−178.1 (4)
Ru1—N2—C6—C5	3.4 (5)	C54—C53—C58—C64	−177.4 (4)
C9—N2—C6—C7	0.6 (4)	C15—C53—C58—C64	4.2 (7)
Ru1—N2—C6—C7	−176.4 (2)	C56—C57—C58—C53	−1.9 (6)
C4—C5—C6—N2	−5.4 (6)	C67—C57—C58—C53	−178.9 (4)
C21—C5—C6—N2	171.2 (3)	C56—C57—C58—C64	176.3 (4)
C4—C5—C6—C7	174.3 (4)	C67—C57—C58—C64	−0.7 (4)
C21—C5—C6—C7	−9.0 (5)	C53—C54—C59—C63	−151.1 (4)
N2—C6—C7—C8	−1.1 (4)	C55—C54—C59—C63	36.4 (4)
C5—C6—C7—C8	179.2 (4)	C53—C54—C59—C60	105.0 (5)
C6—C7—C8—C9	1.1 (4)	C55—C54—C59—C60	−67.5 (4)
C6—N2—C9—C10	178.4 (4)	C54—C59—C60—C61	70.8 (4)
Ru1—N2—C9—C10	−4.6 (5)	C63—C59—C60—C61	−32.4 (4)
C6—N2—C9—C8	0.1 (4)	C59—C60—C61—C62	−4.2 (4)
Ru1—N2—C9—C8	177.1 (3)	C56—C55—C62—C63	156.6 (4)
C7—C8—C9—N2	−0.8 (5)	C54—C55—C62—C63	−30.7 (4)
C7—C8—C9—C10	−179.2 (4)	C56—C55—C62—C61	−99.1 (5)
N2—C9—C10—C11	−3.7 (6)	C54—C55—C62—C61	73.6 (4)
C8—C9—C10—C11	174.4 (4)	C60—C61—C62—C55	−65.3 (4)
N2—C9—C10—C37	177.3 (3)	C60—C61—C62—C63	39.6 (4)
C8—C9—C10—C37	−4.6 (6)	C55—C62—C63—C59	50.4 (3)
C14—N3—C11—C10	−171.1 (4)	C61—C62—C63—C59	−59.2 (3)
Ru1—N3—C11—C10	7.8 (5)	C54—C59—C63—C62	−52.2 (3)
C14—N3—C11—C12	2.2 (4)	C60—C59—C63—C62	56.0 (3)
Ru1—N3—C11—C12	−178.8 (3)	C53—C58—C64—C68	−147.4 (4)
C9—C10—C11—N3	1.9 (6)	C57—C58—C64—C68	34.7 (4)
C37—C10—C11—N3	−179.1 (3)	C53—C58—C64—C65	108.6 (5)
C9—C10—C11—C12	−170.4 (4)	C57—C58—C64—C65	−69.3 (4)
C37—C10—C11—C12	8.7 (6)	C58—C64—C65—C66	68.4 (4)
N3—C11—C12—C13	−1.9 (5)	C68—C64—C65—C66	−35.6 (4)
C10—C11—C12—C13	171.5 (4)	C64—C65—C66—C67	−0.4 (4)
C11—C12—C13—C14	0.8 (5)	C56—C57—C67—C66	−105.3 (5)
C11—N3—C14—C15	177.1 (4)	C58—C57—C67—C66	71.4 (4)
Ru1—N3—C14—C15	−1.9 (5)	C56—C57—C67—C68	149.6 (4)
C11—N3—C14—C13	−1.8 (4)	C58—C57—C67—C68	−33.7 (4)
Ru1—N3—C14—C13	179.3 (2)	C65—C66—C67—C57	−68.0 (4)
C12—C13—C14—N3	0.6 (4)	C65—C66—C67—C68	36.5 (4)
C12—C13—C14—C15	−178.2 (4)	C57—C67—C68—C64	52.0 (4)
N3—C14—C15—C16	6.0 (6)	C66—C67—C68—C64	−57.4 (4)
C13—C14—C15—C16	−175.4 (4)	C58—C64—C68—C67	−52.5 (4)
N3—C14—C15—C53	−176.3 (3)	C65—C64—C68—C67	56.4 (3)
C13—C14—C15—C53	2.3 (6)	C1—C20—C69—C74	−90.6 (5)
C19—N4—C16—C15	178.4 (4)	C19—C20—C69—C74	90.1 (4)
Ru1—N4—C16—C15	2.6 (5)	C1—C20—C69—C70	87.7 (4)
C19—N4—C16—C17	−1.7 (4)	C19—C20—C69—C70	−91.7 (4)
Ru1—N4—C16—C17	−177.5 (2)	C74—C69—C70—C71	−1.0 (6)
C14—C15—C16—N4	−6.4 (6)	C20—C69—C70—C71	−179.4 (4)
C53—C15—C16—N4	176.0 (3)	C74—C69—C70—C75	−176.2 (4)
C14—C15—C16—C17	173.7 (4)	C20—C69—C70—C75	5.5 (7)
C53—C15—C16—C17	−3.9 (6)	C69—C70—C71—C72	0.3 (6)
N4—C16—C17—C18	2.8 (4)	C75—C70—C71—C72	176.5 (4)
C15—C16—C17—C18	−177.3 (4)	C69—C70—C71—C78	−177.9 (4)
C16—C17—C18—C19	−2.7 (4)	C75—C70—C71—C78	−1.6 (4)
C16—N4—C19—C20	177.9 (3)	C70—C71—C72—C73	0.4 (6)
Ru1—N4—C19—C20	−6.3 (5)	C78—C71—C72—C73	178.0 (4)
C16—N4—C19—C18	0.0 (4)	C71—C72—C73—C74	−0.3 (6)
Ru1—N4—C19—C18	175.8 (2)	C71—C72—C73—C83	174.3 (4)
C17—C18—C19—N4	1.8 (4)	C70—C69—C74—C73	1.1 (6)
C17—C18—C19—C20	−176.2 (3)	C20—C69—C74—C73	179.4 (4)
N1—C1—C20—C19	3.6 (6)	C70—C69—C74—C80	−174.2 (4)
C2—C1—C20—C19	−168.6 (3)	C20—C69—C74—C80	4.1 (7)
N1—C1—C20—C69	−175.7 (3)	C72—C73—C74—C69	−0.5 (6)
C2—C1—C20—C69	12.1 (5)	C83—C73—C74—C69	−176.3 (4)
N4—C19—C20—C1	−4.2 (6)	C72—C73—C74—C80	175.9 (4)
C18—C19—C20—C1	173.4 (4)	C83—C73—C74—C80	0.1 (4)
N4—C19—C20—C69	175.2 (3)	C69—C70—C75—C76	106.6 (5)
C18—C19—C20—C69	−7.3 (5)	C71—C70—C75—C76	−69.1 (4)
C4—C5—C21—C22	−82.1 (5)	C69—C70—C75—C79	−148.8 (4)
C6—C5—C21—C22	101.0 (4)	C71—C70—C75—C79	35.4 (4)
C4—C5—C21—C26	101.2 (4)	C70—C75—C76—C77	69.3 (4)
C6—C5—C21—C26	−75.7 (4)	C79—C75—C76—C77	−34.4 (4)
C26—C21—C22—C23	−0.9 (6)	C75—C76—C77—C78	−1.6 (4)
C5—C21—C22—C23	−177.8 (4)	C72—C71—C78—C79	149.3 (5)
C26—C21—C22—C27	179.7 (4)	C70—C71—C78—C79	−32.8 (4)
C5—C21—C22—C27	2.9 (7)	C72—C71—C78—C77	−106.3 (5)
C21—C22—C23—C24	1.3 (6)	C70—C71—C78—C77	71.5 (4)
C27—C22—C23—C24	−179.2 (4)	C76—C77—C78—C71	−66.9 (4)
C21—C22—C23—C30	−177.5 (3)	C76—C77—C78—C79	37.1 (4)
C27—C22—C23—C30	2.0 (4)	C71—C78—C79—C75	51.8 (4)
C22—C23—C24—C25	−1.0 (6)	C77—C78—C79—C75	−57.2 (3)
C30—C23—C24—C25	177.5 (4)	C70—C75—C79—C78	−52.7 (3)
C23—C24—C25—C26	0.4 (6)	C76—C75—C79—C78	56.1 (3)
C23—C24—C25—C35	177.6 (4)	C69—C74—C80—C84	−151.0 (4)
C22—C21—C26—C25	0.4 (6)	C73—C74—C80—C84	33.1 (4)
C5—C21—C26—C25	177.4 (4)	C69—C74—C80—C81	105.9 (5)
C22—C21—C26—C32	−175.9 (4)	C73—C74—C80—C81	−69.9 (4)
C5—C21—C26—C32	1.2 (6)	C74—C80—C81—C82	66.9 (4)
C24—C25—C26—C21	−0.1 (6)	C84—C80—C81—C82	−36.5 (4)
C35—C25—C26—C21	−178.0 (4)	C80—C81—C82—C83	1.2 (4)
C24—C25—C26—C32	177.0 (4)	C72—C73—C83—C84	151.0 (5)
C35—C25—C26—C32	−0.9 (4)	C74—C73—C83—C84	−33.8 (4)
C21—C22—C27—C31	−147.7 (4)	C72—C73—C83—C82	−104.5 (5)
C23—C22—C27—C31	32.8 (4)	C74—C73—C83—C82	70.7 (4)
C21—C22—C27—C28	107.8 (5)	C81—C82—C83—C73	−69.2 (4)
C23—C22—C27—C28	−71.7 (4)	C81—C82—C83—C84	35.2 (4)
C22—C27—C28—C29	65.6 (4)	C73—C83—C84—C80	51.6 (4)
C31—C27—C28—C29	−39.2 (4)	C82—C83—C84—C80	−57.4 (4)
C27—C28—C29—C30	3.4 (4)	C74—C80—C84—C83	−51.3 (4)
C24—C23—C30—C31	145.1 (5)	C81—C80—C84—C83	57.6 (4)
C22—C23—C30—C31	−36.2 (4)	N4—Ru1—C85—C86	106.1 (3)
C24—C23—C30—C29	−109.3 (5)	N1—Ru1—C85—C86	16.7 (3)
C22—C23—C30—C29	69.4 (4)	N2—Ru1—C85—C86	−74.0 (3)
C28—C29—C30—C23	−70.8 (4)	N3—Ru1—C85—C86	−163.2 (3)
C28—C29—C30—C31	33.7 (4)	N4—Ru1—C85—C93	−76.0 (3)
C23—C30—C31—C27	53.0 (3)	N1—Ru1—C85—C93	−165.4 (3)
C29—C30—C31—C27	−56.7 (3)	N2—Ru1—C85—C93	103.8 (3)
C22—C27—C31—C30	−51.8 (3)	N3—Ru1—C85—C93	14.6 (3)
C28—C27—C31—C30	58.5 (3)	C93—C85—C86—O1	94.9 (4)
C21—C26—C32—C36	−148.8 (4)	Ru1—C85—C86—O1	−87.0 (4)
C25—C26—C32—C36	34.6 (4)	C93—C85—C86—C87	−81.0 (4)
C21—C26—C32—C33	107.1 (5)	Ru1—C85—C86—C87	97.1 (4)
C25—C26—C32—C33	−69.5 (4)	O1—C86—C87—C92	−177.6 (4)
C26—C32—C33—C34	66.0 (4)	C85—C86—C87—C92	−1.8 (5)
C36—C32—C33—C34	−38.1 (4)	O1—C86—C87—C88	−1.2 (6)
C32—C33—C34—C35	2.2 (4)	C85—C86—C87—C88	174.7 (4)
C24—C25—C35—C36	149.2 (5)	C92—C87—C88—C89	0.6 (6)
C26—C25—C35—C36	−33.2 (4)	C86—C87—C88—C89	−175.9 (4)
C24—C25—C35—C34	−106.2 (5)	C87—C88—C89—C90	−0.8 (7)
C26—C25—C35—C34	71.4 (4)	C88—C89—C90—C91	0.4 (7)
C33—C34—C35—C25	−70.2 (4)	C89—C90—C91—C92	0.2 (7)
C33—C34—C35—C36	34.4 (4)	C88—C87—C92—C91	0.0 (6)
C25—C35—C36—C32	51.7 (4)	C86—C87—C92—C91	176.4 (4)
C34—C35—C36—C32	−57.1 (4)	C90—C91—C92—C87	−0.4 (6)
C26—C32—C36—C35	−51.9 (4)	C86—C85—C93—O2	92.6 (4)
C33—C32—C36—C35	58.5 (4)	Ru1—C85—C93—O2	−85.5 (4)
C11—C10—C37—C38	74.9 (5)	C86—C85—C93—C94	−81.7 (4)
C9—C10—C37—C38	−106.0 (4)	Ru1—C85—C93—C94	100.2 (4)
C11—C10—C37—C42	−99.8 (4)	O2—C93—C94—C99	175.2 (4)
C9—C10—C37—C42	79.3 (5)	C85—C93—C94—C99	−10.5 (6)
C42—C37—C38—C39	1.2 (6)	O2—C93—C94—C95	−6.4 (6)
C10—C37—C38—C39	−173.9 (4)	C85—C93—C94—C95	167.9 (4)
C42—C37—C38—C43	−175.6 (4)	C99—C94—C95—C96	−0.5 (7)
C10—C37—C38—C43	9.2 (6)	C93—C94—C95—C96	−179.0 (4)
C37—C38—C39—C40	0.7 (6)	C94—C95—C96—C97	−0.5 (8)
C43—C38—C39—C40	178.2 (4)	C95—C96—C97—C98	0.8 (7)
C37—C38—C39—C46	−178.7 (4)	C96—C97—C98—C99	0.1 (7)
C43—C38—C39—C46	−1.2 (4)	C95—C94—C99—C98	1.4 (6)
C38—C39—C40—C41	−2.0 (6)	C93—C94—C99—C98	179.8 (4)
C46—C39—C40—C41	177.3 (4)	C97—C98—C99—C94	−1.2 (6)
C39—C40—C41—C42	1.4 (6)	N4—Ru1—O3—C100	89.9 (4)
C39—C40—C41—C51	171.4 (4)	N1—Ru1—O3—C100	179.5 (4)
C40—C41—C42—C37	0.6 (6)	N2—Ru1—O3—C100	−89.4 (4)
C51—C41—C42—C37	−171.6 (4)	N3—Ru1—O3—C100	−0.5 (4)
C40—C41—C42—C48	174.3 (4)	Ru1—O3—C100—C101	95.3 (9)
C51—C41—C42—C48	2.1 (4)	Ru1—O3—C100—C108	70.8 (12)
C38—C37—C42—C41	−1.9 (6)	H87—O4—C102—C103	176.4
C10—C37—C42—C41	173.1 (4)	H93—O5—C104—C105	−66.5

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H87···O4	0.84	1.87	2.686 (4)	162
O4—H93···O5	0.84	1.95	2.785 (5)	173
O5—H99···O2^i	0.84	2.00	2.828 (4)	169
C106—H105···O1^ii	0.99	2.45	3.314 (6)	145
C75—H61···O1	1.00	2.29	3.285 (5)	172
C43—H27···O2	1.00	2.31	3.307 (5)	172

Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) −x+1/2, −y+1, z−1/2.

(II) (dibenzoylmethylene-κC)(ethanol-κO)[5,10,15,20-tetrakis-{(1R,4S,5S,8R)-1,2,3,4,5,6,7,8-octahydro-1,4:5,8-dimethanoanthracen-9-yl}porphyrinato-κ⁴N]ruthenium(II) dichloromethane disolvate ethanol disolvate

Crystal data

[Ru(C84H76N4)(C15H10O2)(C2H6O)]·2C2H6O·2CH2Cl2	F(000) = 3720
Mr = 1772.85	Dx = 1.347 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 24297 reflections
a = 13.7694 (15) Å	θ = 3.0–27.5°
b = 23.691 (3) Å	µ = 0.36 mm^−1
c = 26.794 (3) Å	T = 120 K
V = 8740.5 (18) Å^3	Prism, red
Z = 4	0.33 × 0.22 × 0.18 mm

Data collection

Rigaku Mercury CCD diffractometer	20000 independent reflections
Radiation source: Rotating Anode	18189 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.052
Detector resolution: 14.7059 pixels mm^-1	θmax = 27.5°, θmin = 3.0°
dtprofit.ref scans	h = −17→17
Absorption correction: numerical (NUMABS; Rigaku, 2005)	k = −30→30
Tmin = 0.891, Tmax = 0.938	l = −33→34
68786 measured reflections

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)] = 0.052	H-atom parameters constrained
wR(F^2) = 0.123	w = 1/[σ^2(Fo^2) + (0.0453P)^2 + 7.1373P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.003
20000 reflections	Δρmax = 1.06 e Å^−3
1095 parameters	Δρmin = −0.98 e Å^−3
0 restraints	Absolute structure: Flack (1983), 9149 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.046 (19)

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ru1	0.440238 (18)	0.575877 (10)	0.726958 (9)	0.01487 (6)
N1	0.3967 (2)	0.59853 (11)	0.65662 (10)	0.0167 (6)
N2	0.29934 (18)	0.58027 (12)	0.75184 (9)	0.0150 (5)
N3	0.4845 (2)	0.56212 (11)	0.79925 (10)	0.0172 (6)
N4	0.58178 (18)	0.58828 (11)	0.70568 (10)	0.0169 (6)
C1	0.4552 (2)	0.60490 (13)	0.61537 (11)	0.0171 (6)
C2	0.3955 (2)	0.62049 (14)	0.57337 (13)	0.0205 (7)
H1	0.4171	0.6259	0.5400	0.025*
C3	0.3032 (2)	0.62609 (15)	0.59014 (13)	0.0215 (7)
H2	0.2486	0.6374	0.5709	0.026*
C4	0.3029 (2)	0.61180 (14)	0.64254 (12)	0.0170 (6)
C5	0.2211 (2)	0.61080 (13)	0.67342 (12)	0.0171 (6)
C6	0.2204 (2)	0.59454 (12)	0.72359 (13)	0.0174 (6)
C7	0.1342 (2)	0.58928 (14)	0.75387 (13)	0.0208 (7)
H3	0.0693	0.5960	0.7434	0.025*
C8	0.1629 (2)	0.57316 (15)	0.79969 (12)	0.0208 (6)
H4	0.1218	0.5668	0.8276	0.025*
C9	0.2667 (2)	0.56735 (14)	0.79886 (12)	0.0175 (6)
C10	0.3234 (2)	0.55154 (13)	0.83945 (13)	0.0191 (7)
C11	0.4257 (2)	0.55018 (13)	0.83954 (12)	0.0188 (7)
C12	0.4858 (3)	0.54234 (16)	0.88318 (13)	0.0236 (7)
H5	0.4638	0.5326	0.9157	0.028*
C13	0.5790 (3)	0.55129 (15)	0.86942 (13)	0.0222 (7)
H6	0.6345	0.5494	0.8905	0.027*
C14	0.5785 (2)	0.56419 (13)	0.81684 (12)	0.0182 (7)
C15	0.6604 (2)	0.57713 (15)	0.78858 (12)	0.0190 (6)
C16	0.6625 (2)	0.58652 (13)	0.73604 (12)	0.0184 (7)
C17	0.7483 (2)	0.59462 (14)	0.70649 (13)	0.0206 (7)
H7	0.8132	0.5965	0.7183	0.025*
C18	0.7188 (2)	0.59913 (14)	0.65858 (13)	0.0193 (7)
H8	0.7598	0.6036	0.6303	0.023*
C19	0.6144 (2)	0.59603 (14)	0.65776 (12)	0.0179 (6)
C20	0.5562 (3)	0.60169 (12)	0.61511 (11)	0.0176 (6)
C21	0.1264 (2)	0.63245 (14)	0.65301 (12)	0.0176 (6)
C22	0.0628 (3)	0.60131 (14)	0.62333 (12)	0.0212 (6)
C23	−0.0255 (2)	0.62363 (16)	0.60630 (13)	0.0210 (7)
C24	−0.0550 (3)	0.67808 (15)	0.61949 (12)	0.0242 (7)
H9	−0.1154	0.6930	0.6085	0.029*
C25	0.0073 (3)	0.70938 (15)	0.64921 (13)	0.0235 (7)
C26	0.0958 (2)	0.68727 (14)	0.66562 (12)	0.0190 (7)
C27	0.0698 (3)	0.54225 (15)	0.60241 (14)	0.0282 (8)
H10	0.1144	0.5161	0.6206	0.034*
C28	0.0872 (3)	0.5472 (2)	0.54506 (16)	0.0388 (10)
H11	0.1442	0.5713	0.5377	0.047*
H12	0.0969	0.5096	0.5297	0.047*
C29	−0.0079 (3)	0.5750 (2)	0.52631 (14)	0.0362 (9)
H13	0.0048	0.6130	0.5123	0.043*
H14	−0.0397	0.5514	0.5005	0.043*
C30	−0.0710 (3)	0.57881 (17)	0.57377 (12)	0.0266 (7)
H15	−0.1425	0.5826	0.5680	0.032*
C31	−0.0387 (3)	0.52522 (16)	0.60233 (16)	0.0316 (9)
H16	−0.0668	0.5228	0.6363	0.038*
H17	−0.0514	0.4900	0.5836	0.038*
C32	0.1414 (3)	0.73153 (15)	0.69914 (14)	0.0236 (7)
H18	0.2132	0.7284	0.7040	0.028*
C33	0.0800 (3)	0.73458 (17)	0.74768 (15)	0.0317 (9)
H19	0.1099	0.7605	0.7723	0.038*
H20	0.0726	0.6968	0.7630	0.038*
C34	−0.0200 (3)	0.75785 (17)	0.72892 (17)	0.0361 (9)
H21	−0.0727	0.7301	0.7344	0.043*
H22	−0.0370	0.7936	0.7459	0.043*
C35	−0.0014 (3)	0.76741 (16)	0.67217 (15)	0.0297 (8)
H23	−0.0470	0.7940	0.6551	0.036*
C36	0.1062 (3)	0.78536 (16)	0.67305 (16)	0.0304 (9)
H24	0.1340	0.7900	0.6392	0.036*
H25	0.1176	0.8198	0.6932	0.036*
C37	0.2736 (2)	0.53649 (15)	0.88734 (12)	0.0189 (7)
C38	0.2670 (2)	0.48025 (14)	0.90273 (12)	0.0186 (7)
C39	0.2282 (3)	0.46441 (15)	0.94914 (13)	0.0212 (7)
C40	0.1938 (3)	0.50461 (15)	0.98255 (13)	0.0227 (7)
H26	0.1686	0.4943	1.0143	0.027*
C41	0.1980 (3)	0.56074 (15)	0.96732 (13)	0.0232 (7)
C42	0.2357 (2)	0.57668 (16)	0.92060 (11)	0.0197 (6)
C43	0.2925 (2)	0.42606 (16)	0.87574 (12)	0.0222 (7)
H27	0.3405	0.4298	0.8479	0.027*
C44	0.1959 (3)	0.39683 (15)	0.86230 (14)	0.0266 (8)
H28	0.2071	0.3633	0.8410	0.032*
H29	0.1517	0.4231	0.8447	0.032*
C45	0.1533 (3)	0.37936 (16)	0.91414 (14)	0.0266 (8)
H30	0.0901	0.3979	0.9204	0.032*
H31	0.1451	0.3379	0.9165	0.032*
C46	0.2322 (3)	0.40071 (15)	0.95084 (13)	0.0234 (7)
H32	0.2309	0.3835	0.9849	0.028*
C47	0.3254 (3)	0.39016 (15)	0.92037 (13)	0.0239 (7)
H33	0.3844	0.4052	0.9368	0.029*
H34	0.3347	0.3499	0.9117	0.029*
C48	0.2371 (3)	0.64033 (16)	0.91986 (15)	0.0280 (8)
H35	0.2381	0.6581	0.8860	0.034*
C49	0.3192 (3)	0.65886 (18)	0.95576 (15)	0.0352 (9)
H36	0.3292	0.7002	0.9545	0.042*
H37	0.3811	0.6397	0.9476	0.042*
C50	0.2801 (3)	0.63983 (19)	1.00826 (15)	0.0362 (10)
H38	0.3229	0.6110	1.0235	0.043*
H39	0.2743	0.6723	1.0313	0.043*
C51	0.1789 (3)	0.61486 (16)	0.99531 (14)	0.0294 (8)
H40	0.1323	0.6119	1.0238	0.035*
C52	0.1472 (3)	0.65382 (17)	0.95236 (15)	0.0316 (9)
H41	0.1437	0.6940	0.9623	0.038*
H42	0.0855	0.6419	0.9367	0.038*
C53	0.7553 (2)	0.58019 (15)	0.81633 (12)	0.0202 (6)
C54	0.8241 (3)	0.53752 (15)	0.81213 (13)	0.0207 (7)
C55	0.9140 (2)	0.53900 (14)	0.83714 (13)	0.0216 (7)
C56	0.9363 (3)	0.58279 (13)	0.86966 (12)	0.0218 (6)
H43	0.9958	0.5837	0.8876	0.026*
C57	0.8672 (3)	0.62529 (14)	0.87476 (13)	0.0213 (7)
C58	0.7796 (2)	0.62471 (14)	0.84838 (13)	0.0209 (7)
C59	0.8166 (3)	0.48025 (14)	0.78809 (13)	0.0228 (7)
H44	0.7677	0.4765	0.7607	0.027*
C60	0.8078 (3)	0.43738 (15)	0.83175 (14)	0.0268 (8)
H45	0.7907	0.3993	0.8192	0.032*
H46	0.7580	0.4496	0.8561	0.032*
C61	0.9109 (3)	0.43758 (15)	0.85567 (15)	0.0272 (8)
H47	0.9080	0.4475	0.8915	0.033*
H48	0.9430	0.4004	0.8519	0.033*
C62	0.9636 (2)	0.48334 (15)	0.82547 (14)	0.0239 (7)
H49	1.0360	0.4834	0.8285	0.029*
C63	0.9240 (3)	0.47133 (15)	0.77297 (15)	0.0283 (7)
H50	0.9375	0.4324	0.7616	0.034*
H51	0.9466	0.4990	0.7478	0.034*
C64	0.7287 (3)	0.67948 (15)	0.86165 (14)	0.0255 (8)
H52	0.6571	0.6804	0.8554	0.031*
C65	0.7883 (3)	0.72784 (16)	0.83714 (16)	0.0318 (9)
H53	0.8005	0.7200	0.8014	0.038*
H54	0.7543	0.7645	0.8403	0.038*
C66	0.8835 (3)	0.72762 (17)	0.86721 (17)	0.0345 (9)
H55	0.9399	0.7201	0.8453	0.041*
H56	0.8934	0.7641	0.8845	0.041*
C67	0.8689 (3)	0.67954 (16)	0.90487 (14)	0.0267 (8)
H57	0.9136	0.6798	0.9343	0.032*
C68	0.7601 (3)	0.68591 (16)	0.91685 (15)	0.0285 (8)
H58	0.7437	0.7233	0.9310	0.034*
H59	0.7350	0.6554	0.9385	0.034*
C69	0.6062 (2)	0.60523 (14)	0.56462 (13)	0.0194 (7)
C70	0.6239 (3)	0.55670 (14)	0.53614 (13)	0.0207 (7)
C71	0.6688 (3)	0.55850 (15)	0.48903 (13)	0.0227 (7)
C72	0.6979 (3)	0.60917 (15)	0.46822 (13)	0.0234 (7)
H60	0.7281	0.6105	0.4364	0.028*
C73	0.6815 (3)	0.65802 (15)	0.49559 (13)	0.0215 (7)
C74	0.6356 (3)	0.65610 (14)	0.54295 (12)	0.0196 (7)
C75	0.6077 (3)	0.49439 (15)	0.54757 (14)	0.0250 (8)
H61	0.5579	0.4857	0.5736	0.030*
C76	0.7095 (3)	0.46907 (16)	0.55612 (14)	0.0288 (8)
H62	0.7049	0.4299	0.5689	0.035*
H63	0.7471	0.4921	0.5802	0.035*
C77	0.7573 (3)	0.47029 (16)	0.50378 (15)	0.0299 (8)
H64	0.7725	0.4317	0.4920	0.036*
H65	0.8175	0.4931	0.5039	0.036*
C78	0.6776 (3)	0.49819 (15)	0.47105 (14)	0.0251 (8)
H66	0.6854	0.4933	0.4342	0.030*
C79	0.5853 (3)	0.47246 (15)	0.49373 (14)	0.0269 (8)
H67	0.5839	0.4308	0.4916	0.032*
H68	0.5250	0.4887	0.4796	0.032*
C80	0.6241 (3)	0.71746 (14)	0.55870 (13)	0.0240 (7)
H69	0.6150	0.7243	0.5952	0.029*
C81	0.5465 (3)	0.74391 (16)	0.52359 (14)	0.0318 (9)
H70	0.4865	0.7209	0.5233	0.038*
H71	0.5302	0.7828	0.5342	0.038*
C82	0.5950 (3)	0.74403 (17)	0.47160 (14)	0.0309 (9)
H72	0.5996	0.7828	0.4579	0.037*
H73	0.5590	0.7199	0.4478	0.037*
C83	0.6973 (3)	0.71939 (15)	0.48287 (14)	0.0255 (8)
H74	0.7484	0.7272	0.4573	0.031*
C84	0.7167 (3)	0.74327 (15)	0.53501 (14)	0.0267 (8)
H75	0.7168	0.7850	0.5357	0.032*
H76	0.7773	0.7285	0.5500	0.032*
C85	0.4370 (2)	0.49895 (13)	0.71155 (11)	0.0171 (6)
C86	0.3856 (3)	0.47489 (13)	0.66655 (12)	0.0195 (7)
O1	0.42843 (19)	0.47225 (10)	0.62633 (9)	0.0263 (5)
C87	0.2857 (3)	0.45039 (14)	0.67217 (13)	0.0201 (7)
C88	0.2428 (3)	0.42390 (16)	0.63133 (13)	0.0250 (7)
H77	0.2748	0.4235	0.5999	0.030*
C89	0.1530 (3)	0.39800 (16)	0.63688 (15)	0.0313 (9)
H78	0.1239	0.3795	0.6092	0.038*
C90	0.1055 (3)	0.39906 (17)	0.68262 (15)	0.0294 (8)
H79	0.0441	0.3813	0.6863	0.035*
C91	0.1480 (2)	0.42617 (16)	0.72285 (14)	0.0266 (7)
H80	0.1151	0.4273	0.7540	0.032*
C92	0.2382 (2)	0.45174 (14)	0.71820 (13)	0.0222 (7)
H81	0.2673	0.4700	0.7460	0.027*
C93	0.4815 (3)	0.45236 (13)	0.74140 (12)	0.0192 (7)
O2	0.43546 (18)	0.43177 (9)	0.77624 (9)	0.0258 (5)
C94	0.5769 (2)	0.42788 (14)	0.72622 (13)	0.0214 (6)
C95	0.6074 (3)	0.37769 (16)	0.74905 (15)	0.0316 (9)
H82	0.5680	0.3607	0.7740	0.038*
C96	0.6941 (3)	0.35283 (19)	0.73569 (17)	0.0399 (11)
H83	0.7139	0.3188	0.7515	0.048*
C97	0.7521 (3)	0.37680 (18)	0.69979 (15)	0.0352 (9)
H84	0.8118	0.3596	0.6907	0.042*
C98	0.7225 (3)	0.42642 (18)	0.67688 (13)	0.0280 (7)
H85	0.7629	0.4434	0.6524	0.034*
C99	0.6343 (3)	0.45177 (15)	0.68928 (13)	0.0243 (7)
H86	0.6137	0.4851	0.6726	0.029*
O3	0.4412 (2)	0.66973 (9)	0.74226 (9)	0.0245 (5)
H87	0.4193	0.6924	0.7209	0.037*
C100	0.4651 (4)	0.69959 (19)	0.78646 (17)	0.0450 (12)
H88	0.4990	0.7352	0.7782	0.054*
H89	0.5079	0.6765	0.8080	0.054*
C101	0.3663 (16)	0.7123 (5)	0.8138 (6)	0.066 (6)	0.64 (3)
H90	0.3796	0.7266	0.8474	0.099*	0.64 (3)
H91	0.3281	0.6775	0.8161	0.099*	0.64 (3)
H92	0.3299	0.7406	0.7948	0.099*	0.64 (3)
C108	0.4094 (12)	0.7009 (8)	0.8270 (6)	0.035 (4)*	0.36 (3)
H109	0.4275	0.7334	0.8477	0.053*	0.36 (3)
H110	0.4186	0.6661	0.8462	0.053*	0.36 (3)
H111	0.3411	0.7042	0.8171	0.053*	0.36 (3)
O4	0.4260 (2)	0.75960 (11)	0.68175 (11)	0.0391 (7)
H93	0.4766	0.7789	0.6857	0.059*
C102	0.3915 (3)	0.76653 (18)	0.63237 (16)	0.0360 (9)
H94	0.3224	0.7551	0.6309	0.043*
H95	0.4285	0.7414	0.6098	0.043*
C103	0.4007 (3)	0.82635 (19)	0.61425 (16)	0.0404 (11)
H96	0.3757	0.8290	0.5801	0.061*
H97	0.4692	0.8376	0.6148	0.061*
H98	0.3633	0.8514	0.6361	0.061*
O5	0.5984 (2)	0.81923 (11)	0.69331 (12)	0.0389 (7)
H99	0.5867	0.8521	0.7034	0.058*
C104	0.6699 (3)	0.79347 (16)	0.72533 (17)	0.0330 (8)
H100	0.6419	0.7855	0.7586	0.040*
H101	0.7267	0.8187	0.7295	0.040*
C105	0.6994 (4)	0.73945 (19)	0.69992 (19)	0.0465 (12)
H102	0.7479	0.7199	0.7204	0.070*
H103	0.7273	0.7481	0.6671	0.070*
H104	0.6424	0.7152	0.6957	0.070*
Cl1	−0.07824 (13)	0.68353 (5)	1.05176 (5)	0.0639 (4)
Cl2	0.07210 (11)	0.68437 (7)	1.12777 (7)	0.0763 (5)
C106	−0.0340 (3)	0.65222 (19)	1.10673 (18)	0.0438 (11)
H105	−0.0211	0.6117	1.1004	0.053*
H106	−0.0842	0.6548	1.1331	0.053*
Cl3	0.6255 (3)	0.70768 (16)	1.10792 (12)	0.1955 (18)
Cl4	0.5441 (3)	0.6591 (3)	1.02269 (17)	0.306 (4)
C107	0.6308 (10)	0.6651 (7)	1.0628 (6)	0.323 (14)
H107	0.6413	0.6271	1.0772	0.387*
H108	0.6903	0.6745	1.0438	0.387*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.01529 (11)	0.01482 (11)	0.01450 (11)	0.00043 (10)	0.00101 (10)	0.00143 (10)
N1	0.0198 (13)	0.0147 (13)	0.0155 (13)	0.0010 (11)	0.0024 (11)	−0.0013 (10)
N2	0.0158 (12)	0.0148 (12)	0.0143 (12)	0.0019 (11)	0.0021 (10)	0.0011 (11)
N3	0.0177 (13)	0.0203 (14)	0.0136 (13)	−0.0019 (11)	0.0008 (11)	0.0017 (10)
N4	0.0131 (13)	0.0178 (13)	0.0196 (13)	0.0012 (10)	0.0020 (10)	0.0035 (10)
C1	0.0221 (17)	0.0150 (14)	0.0144 (14)	0.0003 (13)	0.0003 (13)	−0.0002 (11)
C2	0.0252 (17)	0.0218 (16)	0.0146 (16)	−0.0042 (14)	−0.0049 (13)	0.0024 (13)
C3	0.0192 (16)	0.0254 (18)	0.0200 (17)	0.0008 (14)	−0.0022 (13)	0.0007 (13)
C4	0.0182 (16)	0.0155 (15)	0.0171 (16)	0.0021 (12)	−0.0016 (13)	0.0019 (12)
C5	0.0164 (15)	0.0156 (15)	0.0193 (16)	0.0007 (12)	−0.0017 (13)	−0.0005 (12)
C6	0.0168 (14)	0.0131 (13)	0.0222 (16)	−0.0004 (11)	0.0041 (14)	−0.0012 (13)
C7	0.0178 (15)	0.0204 (17)	0.0241 (17)	0.0013 (13)	−0.0001 (13)	0.0037 (13)
C8	0.0196 (15)	0.0197 (15)	0.0231 (16)	−0.0009 (15)	0.0036 (13)	0.0011 (14)
C9	0.0188 (15)	0.0177 (16)	0.0161 (15)	0.0000 (13)	0.0039 (12)	0.0005 (12)
C10	0.0221 (16)	0.0130 (15)	0.0220 (17)	−0.0029 (13)	0.0034 (14)	0.0005 (13)
C11	0.0229 (17)	0.0186 (15)	0.0149 (15)	−0.0003 (13)	0.0022 (13)	0.0021 (12)
C12	0.0236 (17)	0.0311 (19)	0.0162 (16)	0.0026 (15)	−0.0041 (14)	0.0046 (14)
C13	0.0236 (18)	0.0256 (17)	0.0174 (16)	0.0021 (14)	−0.0010 (13)	0.0038 (13)
C14	0.0202 (16)	0.0197 (16)	0.0147 (15)	0.0007 (12)	−0.0008 (12)	0.0023 (12)
C15	0.0197 (15)	0.0167 (14)	0.0207 (15)	0.0007 (14)	−0.0013 (12)	−0.0004 (13)
C16	0.0151 (14)	0.0164 (16)	0.0237 (18)	−0.0020 (12)	−0.0038 (13)	0.0058 (12)
C17	0.0167 (15)	0.0209 (16)	0.0241 (17)	0.0008 (13)	0.0011 (13)	0.0018 (13)
C18	0.0163 (15)	0.0229 (16)	0.0187 (16)	0.0003 (13)	0.0032 (13)	0.0062 (13)
C19	0.0190 (16)	0.0174 (15)	0.0173 (16)	0.0006 (13)	0.0046 (13)	−0.0001 (12)
C20	0.0204 (15)	0.0144 (14)	0.0179 (15)	−0.0005 (14)	0.0029 (14)	0.0026 (11)
C21	0.0164 (15)	0.0212 (16)	0.0151 (15)	0.0005 (13)	0.0001 (13)	0.0045 (12)
C22	0.0183 (15)	0.0277 (17)	0.0177 (15)	−0.0003 (15)	0.0003 (15)	−0.0008 (12)
C23	0.0179 (15)	0.0290 (18)	0.0162 (16)	−0.0009 (14)	0.0003 (13)	0.0014 (13)
C24	0.0198 (16)	0.0300 (18)	0.0229 (17)	0.0048 (16)	−0.0024 (15)	0.0042 (13)
C25	0.0235 (17)	0.0241 (18)	0.0227 (18)	0.0036 (14)	−0.0012 (14)	0.0038 (14)
C26	0.0185 (15)	0.0217 (16)	0.0167 (16)	0.0003 (13)	0.0018 (13)	−0.0004 (13)
C27	0.0265 (19)	0.0236 (17)	0.035 (2)	0.0016 (16)	−0.0029 (17)	−0.0071 (14)
C28	0.028 (2)	0.047 (3)	0.042 (2)	−0.0086 (18)	0.0059 (18)	−0.020 (2)
C29	0.0294 (19)	0.054 (3)	0.0256 (19)	−0.010 (2)	0.0034 (15)	−0.016 (2)
C30	0.0203 (16)	0.041 (2)	0.0188 (15)	−0.0096 (18)	0.0017 (13)	−0.0038 (15)
C31	0.033 (2)	0.0254 (19)	0.036 (2)	−0.0053 (16)	0.0018 (17)	−0.0048 (16)
C32	0.0255 (18)	0.0183 (17)	0.0270 (19)	0.0030 (14)	−0.0025 (15)	−0.0008 (14)
C33	0.036 (2)	0.0290 (19)	0.030 (2)	0.0052 (17)	0.0020 (17)	−0.0063 (15)
C34	0.0303 (19)	0.036 (2)	0.042 (2)	0.0084 (17)	0.003 (2)	−0.012 (2)
C35	0.0237 (18)	0.0258 (19)	0.040 (2)	0.0060 (15)	−0.0088 (16)	−0.0015 (16)
C36	0.036 (2)	0.0205 (18)	0.035 (2)	−0.0008 (16)	−0.0097 (17)	0.0017 (16)
C37	0.0191 (16)	0.0215 (16)	0.0161 (16)	0.0004 (13)	−0.0002 (13)	0.0009 (13)
C38	0.0183 (16)	0.0218 (16)	0.0158 (15)	0.0008 (13)	0.0008 (13)	0.0016 (13)
C39	0.0203 (17)	0.0266 (18)	0.0167 (16)	−0.0032 (14)	0.0025 (13)	0.0042 (13)
C40	0.0244 (18)	0.0252 (18)	0.0183 (17)	−0.0039 (15)	0.0017 (14)	0.0042 (14)
C41	0.0223 (17)	0.0295 (19)	0.0179 (16)	−0.0008 (14)	−0.0015 (13)	0.0000 (13)
C42	0.0213 (15)	0.0225 (16)	0.0155 (15)	0.0007 (15)	−0.0002 (12)	0.0016 (14)
C43	0.0219 (15)	0.0235 (16)	0.0212 (16)	0.0024 (15)	0.0019 (13)	0.0036 (15)
C44	0.034 (2)	0.0208 (18)	0.0246 (18)	0.0026 (15)	−0.0031 (16)	0.0017 (14)
C45	0.0243 (18)	0.0245 (18)	0.031 (2)	−0.0029 (15)	0.0030 (15)	0.0037 (15)
C46	0.0286 (18)	0.0221 (17)	0.0195 (17)	−0.0059 (15)	−0.0007 (14)	0.0048 (13)
C47	0.0254 (17)	0.0224 (17)	0.0240 (18)	0.0022 (15)	−0.0001 (15)	0.0066 (14)
C48	0.034 (2)	0.0239 (18)	0.0262 (19)	−0.0009 (16)	0.0008 (16)	0.0005 (15)
C49	0.042 (2)	0.031 (2)	0.032 (2)	−0.0095 (19)	−0.0029 (19)	−0.0046 (17)
C50	0.042 (2)	0.040 (2)	0.026 (2)	−0.013 (2)	−0.0039 (18)	−0.0048 (17)
C51	0.034 (2)	0.0280 (19)	0.0258 (19)	−0.0014 (17)	0.0055 (16)	−0.0077 (15)
C52	0.033 (2)	0.030 (2)	0.032 (2)	0.0035 (17)	−0.0008 (17)	−0.0097 (16)
C53	0.0190 (15)	0.0228 (17)	0.0187 (15)	0.0005 (14)	−0.0005 (12)	0.0026 (14)
C54	0.0196 (16)	0.0201 (16)	0.0224 (17)	−0.0002 (13)	0.0012 (14)	0.0016 (13)
C55	0.0202 (17)	0.0201 (16)	0.0244 (17)	0.0005 (13)	0.0003 (13)	0.0010 (13)
C56	0.0216 (15)	0.0203 (16)	0.0234 (16)	0.0010 (16)	0.0001 (14)	−0.0008 (13)
C57	0.0225 (17)	0.0175 (16)	0.0238 (18)	0.0017 (14)	−0.0020 (14)	−0.0007 (13)
C58	0.0210 (16)	0.0200 (16)	0.0217 (17)	0.0034 (13)	−0.0030 (14)	0.0025 (13)
C59	0.0240 (17)	0.0201 (16)	0.0244 (18)	0.0027 (14)	−0.0036 (14)	−0.0048 (13)
C60	0.0294 (19)	0.0182 (17)	0.033 (2)	−0.0002 (14)	−0.0016 (16)	−0.0009 (14)
C61	0.0214 (17)	0.0238 (19)	0.036 (2)	0.0019 (14)	−0.0022 (15)	−0.0007 (15)
C62	0.0187 (17)	0.0226 (17)	0.0305 (19)	0.0019 (13)	−0.0032 (14)	−0.0024 (14)
C63	0.0259 (18)	0.0298 (18)	0.0291 (18)	0.0026 (14)	0.0029 (17)	−0.0083 (16)
C64	0.0220 (17)	0.0234 (18)	0.031 (2)	0.0063 (14)	−0.0017 (15)	−0.0004 (15)
C65	0.037 (2)	0.0213 (18)	0.037 (2)	0.0046 (17)	−0.0019 (18)	0.0032 (16)
C66	0.035 (2)	0.0245 (19)	0.044 (2)	−0.0028 (17)	−0.0014 (19)	−0.0028 (17)
C67	0.0264 (18)	0.0235 (18)	0.030 (2)	0.0027 (15)	−0.0072 (16)	−0.0065 (15)
C68	0.032 (2)	0.0251 (18)	0.029 (2)	0.0048 (16)	−0.0037 (16)	−0.0075 (15)
C69	0.0190 (16)	0.0206 (17)	0.0187 (16)	0.0006 (13)	−0.0008 (13)	0.0008 (13)
C70	0.0216 (16)	0.0185 (16)	0.0220 (17)	−0.0004 (13)	0.0020 (14)	−0.0021 (13)
C71	0.0235 (17)	0.0217 (17)	0.0229 (17)	−0.0030 (14)	0.0043 (14)	−0.0052 (13)
C72	0.0276 (18)	0.0219 (17)	0.0205 (17)	−0.0016 (14)	0.0058 (14)	−0.0038 (14)
C73	0.0255 (17)	0.0222 (17)	0.0168 (16)	0.0001 (14)	0.0031 (14)	−0.0015 (13)
C74	0.0246 (17)	0.0196 (16)	0.0146 (15)	0.0031 (14)	−0.0009 (13)	−0.0004 (12)
C75	0.0290 (19)	0.0189 (17)	0.0272 (19)	−0.0038 (15)	0.0095 (15)	0.0003 (14)
C76	0.036 (2)	0.0229 (18)	0.028 (2)	0.0002 (16)	0.0011 (16)	0.0012 (15)
C77	0.031 (2)	0.0253 (19)	0.033 (2)	0.0013 (16)	0.0060 (17)	−0.0046 (16)
C78	0.0316 (19)	0.0217 (17)	0.0221 (18)	−0.0051 (15)	0.0073 (15)	−0.0041 (14)
C79	0.032 (2)	0.0205 (17)	0.0281 (19)	−0.0025 (15)	0.0031 (15)	−0.0029 (14)
C80	0.035 (2)	0.0195 (17)	0.0169 (16)	0.0034 (15)	0.0039 (15)	−0.0013 (13)
C81	0.041 (2)	0.0258 (18)	0.0287 (19)	0.0098 (18)	−0.0008 (17)	0.0036 (15)
C82	0.040 (2)	0.0268 (19)	0.0263 (19)	0.0043 (17)	0.0026 (16)	0.0071 (15)
C83	0.035 (2)	0.0199 (17)	0.0220 (18)	−0.0022 (15)	0.0055 (15)	−0.0005 (14)
C84	0.033 (2)	0.0208 (17)	0.0263 (19)	−0.0050 (15)	−0.0010 (16)	−0.0027 (14)
C85	0.0150 (14)	0.0181 (14)	0.0183 (15)	−0.0043 (14)	0.0031 (13)	0.0009 (11)
C86	0.0248 (17)	0.0148 (15)	0.0189 (16)	−0.0011 (13)	−0.0001 (14)	−0.0016 (12)
O1	0.0293 (14)	0.0272 (13)	0.0224 (12)	−0.0029 (11)	0.0053 (11)	−0.0033 (10)
C87	0.0249 (17)	0.0149 (15)	0.0206 (17)	−0.0019 (13)	−0.0029 (14)	−0.0034 (13)
C88	0.0274 (17)	0.0228 (16)	0.0248 (17)	−0.0029 (16)	0.0014 (14)	−0.0059 (15)
C89	0.037 (2)	0.027 (2)	0.030 (2)	−0.0093 (17)	0.0023 (17)	−0.0086 (16)
C90	0.0255 (19)	0.031 (2)	0.031 (2)	−0.0121 (16)	0.0039 (16)	0.0002 (16)
C91	0.0239 (16)	0.0307 (17)	0.0251 (17)	−0.0043 (15)	0.0027 (14)	0.0003 (18)
C92	0.0233 (16)	0.0209 (16)	0.0225 (18)	−0.0004 (13)	0.0004 (14)	0.0004 (13)
C93	0.0238 (16)	0.0119 (15)	0.0219 (17)	−0.0030 (13)	−0.0017 (13)	0.0015 (12)
O2	0.0310 (12)	0.0204 (11)	0.0260 (11)	0.0014 (11)	0.0073 (12)	0.0069 (10)
C94	0.0240 (16)	0.0185 (14)	0.0216 (14)	0.0042 (13)	−0.0028 (14)	0.0024 (14)
C95	0.035 (2)	0.026 (2)	0.033 (2)	0.0108 (17)	0.0037 (17)	0.0094 (16)
C96	0.043 (2)	0.037 (2)	0.040 (3)	0.0173 (19)	0.001 (2)	0.0098 (19)
C97	0.035 (2)	0.039 (2)	0.031 (2)	0.0159 (19)	−0.0006 (17)	−0.0042 (18)
C98	0.0281 (17)	0.0322 (19)	0.0237 (17)	0.0011 (17)	0.0015 (14)	−0.0032 (17)
C99	0.0274 (18)	0.0240 (18)	0.0214 (17)	0.0005 (15)	−0.0029 (15)	−0.0007 (14)
O3	0.0337 (13)	0.0156 (11)	0.0241 (12)	−0.0006 (11)	−0.0004 (11)	−0.0022 (9)
C100	0.062 (3)	0.033 (2)	0.040 (3)	0.009 (2)	−0.024 (2)	−0.0118 (18)
C101	0.100 (13)	0.034 (5)	0.064 (8)	−0.026 (6)	0.050 (9)	−0.020 (5)
O4	0.0492 (19)	0.0260 (14)	0.0423 (17)	−0.0019 (14)	−0.0107 (15)	0.0048 (12)
C102	0.036 (2)	0.039 (2)	0.034 (2)	−0.0038 (19)	0.0023 (18)	−0.0016 (18)
C103	0.045 (2)	0.043 (3)	0.034 (2)	0.015 (2)	−0.008 (2)	0.0043 (19)
O5	0.0453 (17)	0.0197 (13)	0.0516 (19)	0.0039 (12)	−0.0106 (15)	−0.0055 (12)
C104	0.037 (2)	0.0311 (19)	0.031 (2)	−0.0010 (16)	−0.008 (2)	−0.0012 (18)
C105	0.048 (3)	0.036 (2)	0.056 (3)	0.013 (2)	−0.021 (2)	−0.011 (2)
Cl1	0.0952 (12)	0.0406 (6)	0.0560 (8)	0.0150 (7)	−0.0176 (8)	0.0031 (5)
Cl2	0.0501 (8)	0.0653 (9)	0.1134 (13)	0.0036 (7)	−0.0193 (9)	−0.0414 (9)
C106	0.043 (3)	0.035 (2)	0.053 (3)	0.000 (2)	−0.007 (2)	0.004 (2)
Cl3	0.295 (5)	0.171 (3)	0.121 (2)	0.092 (3)	0.006 (3)	0.048 (2)
Cl4	0.084 (2)	0.624 (12)	0.209 (4)	−0.015 (4)	−0.017 (2)	−0.092 (6)
C107	0.238 (14)	0.39 (2)	0.337 (19)	0.255 (16)	−0.232 (15)	−0.311 (18)

Geometric parameters (Å, º)

Ru1—C85	1.869 (3)	C57—C67	1.518 (5)
Ru1—N1	2.049 (3)	C58—C64	1.517 (5)
Ru1—N2	2.054 (3)	C59—C63	1.547 (5)
Ru1—N3	2.056 (3)	C59—C60	1.554 (5)
Ru1—N4	2.052 (3)	C59—H44	1.0000
Ru1—O3	2.261 (2)	C60—C61	1.558 (5)
N1—C1	1.375 (4)	C60—H45	0.9900
N1—C4	1.383 (4)	C60—H46	0.9900
N2—C6	1.367 (4)	C61—C62	1.535 (5)
N2—C9	1.372 (4)	C61—H47	0.9900
N3—C14	1.378 (4)	C61—H48	0.9900
N3—C11	1.379 (4)	C62—C63	1.535 (5)
N4—C19	1.373 (4)	C62—H49	1.0000
N4—C16	1.378 (4)	C63—H50	0.9900
C1—C20	1.392 (5)	C63—H51	0.9900
C1—C2	1.441 (4)	C64—C68	1.549 (5)
C2—C3	1.355 (5)	C64—C65	1.555 (5)
C2—H1	0.9500	C64—H52	1.0000
C3—C4	1.444 (5)	C65—C66	1.539 (6)
C3—H2	0.9500	C65—H53	0.9900
C4—C5	1.397 (5)	C65—H54	0.9900
C5—C6	1.398 (5)	C66—C67	1.535 (6)
C5—C21	1.504 (4)	C66—H55	0.9900
C6—C7	1.444 (4)	C66—H56	0.9900
C7—C8	1.345 (5)	C67—C68	1.540 (5)
C7—H3	0.9500	C67—H57	1.0000
C8—C9	1.436 (4)	C68—H58	0.9900
C8—H4	0.9500	C68—H59	0.9900
C9—C10	1.390 (5)	C69—C74	1.398 (5)
C10—C11	1.408 (5)	C69—C70	1.401 (5)
C10—C37	1.498 (5)	C70—C71	1.406 (5)
C11—C12	1.445 (5)	C70—C75	1.524 (5)
C12—C13	1.352 (5)	C71—C72	1.383 (5)
C12—H5	0.9500	C71—C78	1.513 (5)
C13—C14	1.442 (4)	C72—C73	1.388 (5)
C13—H6	0.9500	C72—H60	0.9500
C14—C15	1.393 (4)	C73—C74	1.418 (5)
C15—C16	1.425 (4)	C73—C83	1.509 (5)
C15—C53	1.505 (4)	C74—C80	1.522 (5)
C16—C17	1.435 (5)	C75—C76	1.542 (5)
C17—C18	1.351 (5)	C75—C79	1.564 (5)
C17—H7	0.9500	C75—H61	1.0000
C18—C19	1.439 (4)	C76—C77	1.549 (5)
C18—H8	0.9500	C76—H62	0.9900
C19—C20	1.403 (5)	C76—H63	0.9900
C20—C69	1.520 (4)	C77—C78	1.552 (5)
C21—C22	1.395 (5)	C77—H64	0.9900
C21—C26	1.407 (5)	C77—H65	0.9900
C22—C23	1.402 (5)	C78—C79	1.536 (5)
C22—C27	1.510 (5)	C78—H66	1.0000
C23—C24	1.398 (5)	C79—H67	0.9900
C23—C30	1.510 (5)	C79—H68	0.9900
C24—C25	1.386 (5)	C80—C84	1.550 (5)
C24—H9	0.9500	C80—C81	1.555 (5)
C25—C26	1.398 (5)	C80—H69	1.0000
C25—C35	1.511 (5)	C81—C82	1.545 (5)
C26—C32	1.516 (5)	C81—H70	0.9900
C27—C31	1.548 (5)	C81—H71	0.9900
C27—C28	1.560 (6)	C82—C83	1.555 (6)
C27—H10	1.0000	C82—H72	0.9900
C28—C29	1.549 (6)	C82—H73	0.9900
C28—H11	0.9900	C83—C84	1.531 (5)
C28—H12	0.9900	C83—H74	1.0000
C29—C30	1.542 (5)	C84—H75	0.9900
C29—H13	0.9900	C84—H76	0.9900
C29—H14	0.9900	C85—C93	1.494 (4)
C30—C31	1.548 (5)	C85—C86	1.510 (4)
C30—H15	1.0000	C86—O1	1.230 (4)
C31—H16	0.9900	C86—C87	1.501 (5)
C31—H17	0.9900	C87—C88	1.392 (5)
C32—C36	1.533 (5)	C87—C92	1.396 (5)
C32—C33	1.553 (5)	C88—C89	1.389 (5)
C32—H18	1.0000	C88—H77	0.9500
C33—C34	1.566 (5)	C89—C90	1.390 (5)
C33—H19	0.9900	C89—H78	0.9500
C33—H20	0.9900	C90—C91	1.385 (5)
C34—C35	1.559 (6)	C90—H79	0.9500
C34—H21	0.9900	C91—C92	1.387 (5)
C34—H22	0.9900	C91—H80	0.9500
C35—C36	1.542 (5)	C92—H81	0.9500
C35—H23	1.0000	C93—O2	1.229 (4)
C36—H24	0.9900	C93—C94	1.493 (4)
C36—H25	0.9900	C94—C99	1.387 (5)
C37—C38	1.398 (5)	C94—C95	1.402 (5)
C37—C42	1.404 (5)	C95—C96	1.378 (5)
C38—C39	1.404 (4)	C95—H82	0.9500
C38—C43	1.515 (5)	C96—C97	1.373 (6)
C39—C40	1.391 (5)	C96—H83	0.9500
C39—C46	1.511 (5)	C97—C98	1.387 (6)
C40—C41	1.392 (5)	C97—H84	0.9500
C40—H26	0.9500	C98—C99	1.395 (5)
C41—C42	1.407 (5)	C98—H85	0.9500
C41—C51	1.508 (5)	C99—H86	0.9500
C42—C48	1.508 (5)	O3—C100	1.418 (4)
C43—C47	1.536 (5)	O3—H87	0.8400
C43—C44	1.543 (5)	C100—C108	1.330 (16)
C43—H27	1.0000	C100—C101	1.573 (15)
C44—C45	1.563 (5)	C100—H88	0.9900
C44—H28	0.9900	C100—H89	0.9900
C44—H29	0.9900	C101—H90	0.9800
C45—C46	1.550 (5)	C101—H91	0.9800
C45—H30	0.9900	C101—H92	0.9800
C45—H31	0.9900	C108—H109	0.9800
C46—C47	1.541 (5)	C108—H110	0.9800
C46—H32	1.0000	C108—H111	0.9800
C47—H33	0.9900	O4—C102	1.416 (5)
C47—H34	0.9900	O4—H93	0.8400
C48—C52	1.547 (5)	C102—C103	1.503 (6)
C48—C49	1.548 (5)	C102—H94	0.9900
C48—H35	1.0000	C102—H95	0.9900
C49—C50	1.572 (6)	C103—H96	0.9800
C49—H36	0.9900	C103—H97	0.9800
C49—H37	0.9900	C103—H98	0.9800
C50—C51	1.553 (6)	O5—C104	1.441 (5)
C50—H38	0.9900	O5—H99	0.8400
C50—H39	0.9900	C104—C105	1.505 (6)
C51—C52	1.538 (6)	C104—H100	0.9900
C51—H40	1.0000	C104—H101	0.9900
C52—H41	0.9900	C105—H102	0.9800
C52—H42	0.9900	C105—H103	0.9800
C53—C54	1.390 (5)	C105—H104	0.9800
C53—C58	1.401 (5)	Cl1—C106	1.758 (5)
C54—C55	1.407 (5)	Cl2—C106	1.741 (5)
C54—C59	1.505 (5)	C106—H105	0.9900
C55—C56	1.389 (5)	C106—H106	0.9900
C55—C62	1.518 (5)	Cl3—C107	1.577 (9)
C56—C57	1.391 (5)	Cl4—C107	1.613 (10)
C56—H43	0.9500	C107—H107	0.9900
C57—C58	1.398 (5)	C107—H108	0.9900
C85—Ru1—N1	92.59 (12)	C55—C56—H43	121.6
C85—Ru1—N2	95.65 (13)	C57—C56—H43	121.6
C85—Ru1—N3	93.48 (12)	C56—C57—C58	122.2 (3)
C85—Ru1—N4	95.80 (13)	C56—C57—C67	130.9 (3)
N1—Ru1—N2	90.53 (10)	C58—C57—C67	106.9 (3)
N1—Ru1—N3	173.93 (11)	C57—C58—C53	121.6 (3)
N1—Ru1—N4	89.12 (11)	C57—C58—C64	105.8 (3)
N2—Ru1—N3	88.98 (10)	C53—C58—C64	132.6 (3)
N2—Ru1—N4	168.55 (11)	C54—C59—C63	99.8 (3)
N3—Ru1—N4	90.16 (11)	C54—C59—C60	105.8 (3)
C85—Ru1—O3	177.46 (12)	C63—C59—C60	100.5 (3)
N1—Ru1—O3	84.89 (10)	C54—C59—H44	116.1
N2—Ru1—O3	84.09 (10)	C63—C59—H44	116.1
N3—Ru1—O3	89.05 (10)	C60—C59—H44	116.1
N4—Ru1—O3	84.48 (10)	C59—C60—C61	103.6 (3)
C1—N1—C4	107.6 (3)	C59—C60—H45	111.0
Ru1—N1—C1	126.6 (2)	C61—C60—H45	111.0
Ru1—N1—C4	125.7 (2)	C59—C60—H46	111.0
C6—N2—C9	107.7 (3)	C61—C60—H46	111.0
Ru1—N2—C6	125.7 (2)	H45—C60—H46	109.0
Ru1—N2—C9	126.6 (2)	C60—C61—C62	102.5 (3)
C11—N3—C14	106.9 (3)	C62—C61—H47	111.3
Ru1—N3—C11	126.6 (2)	C60—C61—H47	111.3
Ru1—N3—C14	126.5 (2)	C62—C61—H48	111.3
C16—N4—C19	107.0 (3)	C60—C61—H48	111.3
Ru1—N4—C16	126.7 (2)	H47—C61—H48	109.2
Ru1—N4—C19	126.2 (2)	C55—C62—C61	107.0 (3)
N1—C1—C20	125.6 (3)	C55—C62—C63	100.9 (3)
N1—C1—C2	108.8 (3)	C61—C62—C63	100.6 (3)
C20—C1—C2	125.4 (3)	C55—C62—H49	115.5
C1—C2—C3	107.5 (3)	C61—C62—H49	115.5
C3—C2—H1	126.3	C63—C62—H49	115.5
C1—C2—H1	126.3	C62—C63—C59	94.3 (3)
C2—C3—C4	107.6 (3)	C62—C63—H50	112.9
C2—C3—H2	126.2	C59—C63—H50	112.9
C4—C3—H2	126.2	C62—C63—H51	112.9
N1—C4—C5	126.0 (3)	C59—C63—H51	112.9
N1—C4—C3	108.4 (3)	H50—C63—H51	110.3
C3—C4—C5	125.6 (3)	C58—C64—C68	100.3 (3)
C4—C5—C6	125.4 (3)	C58—C64—C65	106.7 (3)
C4—C5—C21	118.5 (3)	C68—C64—C65	100.6 (3)
C6—C5—C21	115.9 (3)	C58—C64—H52	115.7
N2—C6—C5	126.5 (3)	C68—C64—H52	115.7
N2—C6—C7	108.8 (3)	C65—C64—H52	115.7
C5—C6—C7	124.7 (3)	C64—C65—C66	103.1 (3)
C8—C7—C6	107.2 (3)	C66—C65—H53	111.2
C8—C7—H3	126.4	C64—C65—H53	111.2
C6—C7—H3	126.4	C66—C65—H54	111.2
C7—C8—C9	107.8 (3)	C64—C65—H54	111.2
C7—C8—H4	126.1	H53—C65—H54	109.1
C9—C8—H4	126.1	C65—C66—C67	103.6 (3)
N2—C9—C10	126.5 (3)	C67—C66—H55	111.0
N2—C9—C8	108.6 (3)	C65—C66—H55	111.0
C8—C9—C10	124.9 (3)	C67—C66—H56	111.0
C9—C10—C11	124.7 (3)	C65—C66—H56	111.0
C9—C10—C37	118.5 (3)	H55—C66—H56	109.0
C11—C10—C37	116.8 (3)	C57—C67—C66	106.3 (3)
N3—C11—C10	125.5 (3)	C57—C67—C68	100.3 (3)
N3—C11—C12	108.9 (3)	C66—C67—C68	101.0 (3)
C10—C11—C12	125.2 (3)	C57—C67—H57	115.7
C11—C12—C13	107.6 (3)	C66—C67—H57	115.7
C13—C12—H5	126.2	C68—C67—H57	115.7
C11—C12—H5	126.2	C67—C68—C64	93.6 (3)
C12—C13—C14	107.2 (3)	C67—C68—H58	113.0
C12—C13—H6	126.4	C64—C68—H58	113.0
C14—C13—H6	126.4	C67—C68—H59	113.0
N3—C14—C15	125.6 (3)	C64—C68—H59	113.0
N3—C14—C13	109.4 (3)	H58—C68—H59	110.4
C13—C14—C15	125.0 (3)	C74—C69—C70	115.5 (3)
C14—C15—C16	126.0 (3)	C74—C69—C20	123.3 (3)
C14—C15—C53	116.5 (3)	C70—C69—C20	121.2 (3)
C16—C15—C53	117.6 (3)	C69—C70—C71	122.7 (3)
N4—C16—C15	124.9 (3)	C69—C70—C75	131.3 (3)
N4—C16—C17	109.5 (3)	C71—C70—C75	105.9 (3)
C15—C16—C17	125.6 (3)	C70—C71—C72	121.1 (3)
C16—C17—C18	106.7 (3)	C72—C71—C78	131.9 (3)
C18—C17—H7	126.6	C70—C71—C78	107.0 (3)
C16—C17—H7	126.6	C71—C72—C73	117.6 (3)
C17—C18—C19	108.1 (3)	C71—C72—H60	121.2
C17—C18—H8	126.0	C73—C72—H60	121.2
C19—C18—H8	126.0	C72—C73—C74	121.2 (3)
N4—C19—C20	126.0 (3)	C72—C73—C83	131.3 (3)
N4—C19—C18	108.6 (3)	C74—C73—C83	107.3 (3)
C18—C19—C20	125.4 (3)	C69—C74—C73	121.9 (3)
C1—C20—C19	124.9 (3)	C69—C74—C80	132.7 (3)
C1—C20—C69	117.0 (3)	C73—C74—C80	105.3 (3)
C19—C20—C69	118.1 (3)	C70—C75—C76	105.9 (3)
C22—C21—C26	115.9 (3)	C70—C75—C79	99.5 (3)
C22—C21—C5	124.9 (3)	C76—C75—C79	100.8 (3)
C26—C21—C5	119.2 (3)	C70—C75—H61	116.1
C21—C22—C23	122.1 (3)	C76—C75—H61	116.1
C21—C22—C27	131.4 (3)	C79—C75—H61	116.1
C23—C22—C27	106.5 (3)	C75—C76—C77	104.1 (3)
C22—C23—C24	121.2 (3)	C75—C76—H62	110.9
C24—C23—C30	132.4 (3)	C77—C76—H62	110.9
C22—C23—C30	106.4 (3)	C75—C76—H63	110.9
C23—C24—C25	117.4 (3)	C77—C76—H63	110.9
C25—C24—H9	121.3	H62—C76—H63	109.0
C23—C24—H9	121.3	C76—C77—C78	102.7 (3)
C24—C25—C26	121.3 (3)	C76—C77—H64	111.2
C24—C25—C35	132.2 (3)	C78—C77—H64	111.2
C26—C25—C35	106.4 (3)	C76—C77—H65	111.2
C25—C26—C21	122.1 (3)	C78—C77—H65	111.2
C25—C26—C32	106.7 (3)	H64—C77—H65	109.1
C21—C26—C32	131.1 (3)	C71—C78—C79	100.5 (3)
C22—C27—C31	100.4 (3)	C71—C78—C77	106.2 (3)
C22—C27—C28	107.8 (3)	C77—C78—C79	101.1 (3)
C31—C27—C28	99.6 (3)	C71—C78—H66	115.7
C22—C27—H10	115.6	C79—C78—H66	115.7
C31—C27—H10	115.6	C77—C78—H66	115.7
C28—C27—H10	115.6	C78—C79—C75	94.0 (3)
C27—C28—C29	102.8 (3)	C78—C79—H67	112.9
C29—C28—H11	111.2	C75—C79—H67	112.9
C27—C28—H11	111.2	C78—C79—H68	112.9
C29—C28—H12	111.2	C75—C79—H68	112.9
C27—C28—H12	111.2	H67—C79—H68	110.3
H11—C28—H12	109.1	C74—C80—C84	100.2 (3)
C28—C29—C30	103.5 (3)	C74—C80—C81	106.8 (3)
C30—C29—H13	111.1	C84—C80—C81	99.1 (3)
C28—C29—H13	111.1	C74—C80—H69	116.1
C30—C29—H14	111.1	C84—C80—H69	116.1
C28—C29—H14	111.1	C81—C80—H69	116.1
H13—C29—H14	109.0	C80—C81—C82	104.4 (3)
C23—C30—C29	106.5 (3)	C82—C81—H70	110.9
C23—C30—C31	99.9 (3)	C80—C81—H70	110.9
C29—C30—C31	101.4 (3)	C82—C81—H71	110.9
C23—C30—H15	115.6	C80—C81—H71	110.9
C29—C30—H15	115.6	H70—C81—H71	108.9
C31—C30—H15	115.6	C81—C82—C83	102.5 (3)
C27—C31—C30	93.7 (3)	C81—C82—H72	111.3
C27—C31—H16	113.0	C83—C82—H72	111.3
C30—C31—H16	113.0	C81—C82—H73	111.3
C27—C31—H17	113.0	C83—C82—H73	111.3
C30—C31—H17	113.0	H72—C82—H73	109.2
H16—C31—H17	110.4	C73—C83—C84	100.1 (3)
C26—C32—C36	100.0 (3)	C73—C83—C82	105.9 (3)
C26—C32—C33	107.6 (3)	C82—C83—C84	101.3 (3)
C36—C32—C33	99.9 (3)	C73—C83—H74	115.8
C26—C32—H18	115.7	C84—C83—H74	115.8
C36—C32—H18	115.7	C82—C83—H74	115.8
C33—C32—H18	115.7	C83—C84—C80	94.8 (3)
C32—C33—C34	103.1 (3)	C83—C84—H75	112.8
C32—C33—H19	111.1	C80—C84—H75	112.8
C34—C33—H19	111.1	C83—C84—H76	112.8
C32—C33—H20	111.1	C80—C84—H76	112.8
C34—C33—H20	111.1	H75—C84—H76	110.2
H19—C33—H20	109.1	C93—C85—C86	109.9 (3)
C35—C34—C33	102.7 (3)	Ru1—C85—C86	123.8 (2)
C35—C34—H21	111.2	Ru1—C85—C93	126.3 (2)
C33—C34—H21	111.2	O1—C86—C85	119.6 (3)
C35—C34—H22	111.2	O1—C86—C87	120.5 (3)
C33—C34—H22	111.2	C85—C86—C87	119.7 (3)
H21—C34—H22	109.1	C88—C87—C92	120.4 (3)
C25—C35—C36	100.4 (3)	C86—C87—C88	118.9 (3)
C25—C35—C34	106.1 (3)	C92—C87—C86	120.6 (3)
C36—C35—C34	100.6 (3)	C87—C88—C89	119.5 (3)
C25—C35—H23	115.8	C89—C88—H77	120.3
C36—C35—H23	115.8	C87—C88—H77	120.3
C34—C35—H23	115.8	C88—C89—C90	120.4 (4)
C32—C36—C35	94.7 (3)	C88—C89—H78	119.8
C32—C36—H24	112.8	C90—C89—H78	119.8
C35—C36—H24	112.8	C89—C90—C91	119.7 (3)
C32—C36—H25	112.8	C91—C90—H79	120.1
C35—C36—H25	112.8	C89—C90—H79	120.1
H24—C36—H25	110.3	C90—C91—C92	120.8 (3)
C38—C37—C42	115.8 (3)	C90—C91—H80	119.6
C38—C37—C10	120.6 (3)	C92—C91—H80	119.6
C42—C37—C10	123.5 (3)	C91—C92—C87	119.2 (3)
C37—C38—C39	122.7 (3)	C91—C92—H81	120.4
C37—C38—C43	130.7 (3)	C87—C92—H81	120.4
C39—C38—C43	106.5 (3)	O2—C93—C85	119.2 (3)
C40—C39—C38	121.1 (3)	O2—C93—C94	120.4 (3)
C40—C39—C46	132.6 (3)	C94—C93—C85	120.1 (3)
C38—C39—C46	106.2 (3)	C99—C94—C95	119.1 (3)
C39—C40—C41	116.8 (3)	C99—C94—C93	122.5 (3)
C39—C40—H26	121.6	C95—C94—C93	118.3 (3)
C41—C40—H26	121.6	C94—C95—C96	120.6 (4)
C40—C41—C42	122.2 (3)	C96—C95—H82	119.7
C40—C41—C51	131.2 (3)	C94—C95—H82	119.7
C42—C41—C51	106.2 (3)	C95—C96—C97	120.6 (4)
C37—C42—C41	121.3 (3)	C97—C96—H83	119.7
C37—C42—C48	131.7 (3)	C95—C96—H83	119.7
C41—C42—C48	106.5 (3)	C96—C97—C98	119.3 (4)
C38—C43—C47	99.6 (3)	C96—C97—H84	120.3
C38—C43—C44	106.9 (3)	C98—C97—H84	120.3
C47—C43—C44	100.8 (3)	C97—C98—C99	121.0 (4)
C38—C43—H27	115.8	C97—C98—H85	119.5
C47—C43—H27	115.8	C99—C98—H85	119.5
C44—C43—H27	115.8	C94—C99—C98	119.3 (3)
C43—C44—C45	103.6 (3)	C94—C99—H86	120.3
C43—C44—H28	111.0	C98—C99—H86	120.3
C45—C44—H28	111.0	Ru1—O3—C100	130.0 (2)
C43—C44—H29	111.0	C100—O3—H87	109.5
C45—C44—H29	111.0	Ru1—O3—H87	120.1
H28—C44—H29	109.0	C108—C100—O3	124.1 (8)
C46—C45—C44	102.4 (3)	O3—C100—C101	106.5 (8)
C46—C45—H30	111.3	C108—C100—H88	115.7
C44—C45—H30	111.3	O3—C100—H88	110.4
C46—C45—H31	111.3	C101—C100—H88	110.4
C44—C45—H31	111.3	C108—C100—H89	83.1
H30—C45—H31	109.2	O3—C100—H89	110.4
C39—C46—C47	100.2 (3)	C101—C100—H89	110.4
C39—C46—C45	106.3 (3)	H88—C100—H89	108.6
C47—C46—C45	101.2 (3)	C100—C101—H90	109.5
C39—C46—H32	115.7	C100—C101—H91	109.5
C47—C46—H32	115.7	H90—C101—H91	109.5
C45—C46—H32	115.7	C100—C101—H92	109.5
C43—C47—C46	94.4 (3)	H90—C101—H92	109.5
C43—C47—H33	112.8	H91—C101—H92	109.5
C46—C47—H33	112.8	C100—C108—H109	109.5
C43—C47—H34	112.8	C100—C108—H110	109.5
C46—C47—H34	112.8	H109—C108—H110	109.5
H33—C47—H34	110.3	C100—C108—H111	109.5
C42—C48—C52	100.9 (3)	H109—C108—H111	109.5
C42—C48—C49	106.5 (3)	H110—C108—H111	109.5
C52—C48—C49	100.1 (3)	C102—O4—H93	109.5
C42—C48—H35	115.7	O4—C102—C103	112.5 (4)
C52—C48—H35	115.7	O4—C102—H94	109.1
C49—C48—H35	115.7	C103—C102—H94	109.1
C48—C49—C50	103.0 (3)	O4—C102—H95	109.1
C48—C49—H36	111.2	C103—C102—H95	109.1
C50—C49—H36	111.2	H94—C102—H95	107.8
C48—C49—H37	111.2	C102—C103—H96	109.5
C50—C49—H37	111.2	C102—C103—H97	109.5
H36—C49—H37	109.1	H96—C103—H97	109.5
C49—C50—C51	102.5 (3)	C102—C103—H98	109.5
C51—C50—H38	111.3	H96—C103—H98	109.5
C49—C50—H38	111.3	H97—C103—H98	109.5
C51—C50—H39	111.3	C104—O5—H99	109.5
C49—C50—H39	111.3	O5—C104—C105	106.0 (3)
H38—C50—H39	109.2	O5—C104—H100	110.5
C41—C51—C52	100.8 (3)	C105—C104—H100	110.5
C41—C51—C50	106.2 (3)	O5—C104—H101	110.5
C50—C51—C52	101.1 (3)	C105—C104—H101	110.5
C41—C51—H40	115.6	H100—C104—H101	108.7
C52—C51—H40	115.6	C104—C105—H102	109.5
C50—C51—H40	115.6	C104—C105—H103	109.5
C51—C52—C48	94.0 (3)	H102—C105—H103	109.5
C51—C52—H41	112.9	C104—C105—H104	109.5
C48—C52—H41	112.9	H102—C105—H104	109.5
C51—C52—H42	112.9	H103—C105—H104	109.5
C48—C52—H42	112.9	Cl1—C106—Cl2	112.2 (3)
H41—C52—H42	110.3	Cl2—C106—H105	109.2
C54—C53—C58	115.8 (3)	Cl1—C106—H105	109.2
C54—C53—C15	121.1 (3)	Cl2—C106—H106	109.2
C58—C53—C15	123.1 (3)	Cl1—C106—H106	109.2
C53—C54—C55	122.8 (3)	H105—C106—H106	107.9
C53—C54—C59	130.1 (3)	Cl3—C107—Cl4	122.1 (7)
C55—C54—C59	106.6 (3)	Cl3—C107—H107	106.8
C54—C55—C56	120.8 (3)	Cl4—C107—H107	106.8
C56—C55—C62	132.7 (3)	Cl3—C107—H108	106.8
C54—C55—C62	106.0 (3)	Cl4—C107—H108	106.8
C55—C56—C57	116.8 (3)	H107—C107—H108	106.6
C85—Ru1—N1—C1	−84.0 (3)	C51—C41—C42—C48	−1.4 (4)
N4—Ru1—N1—C1	11.7 (3)	C37—C38—C43—C47	147.5 (4)
N2—Ru1—N1—C1	−179.7 (3)	C39—C38—C43—C47	−35.2 (3)
O3—Ru1—N1—C1	96.3 (3)	C37—C38—C43—C44	−108.1 (4)
C85—Ru1—N1—C4	98.0 (3)	C39—C38—C43—C44	69.3 (3)
N4—Ru1—N1—C4	−166.3 (3)	C38—C43—C44—C45	−67.6 (3)
N2—Ru1—N1—C4	2.3 (3)	C47—C43—C44—C45	36.0 (3)
O3—Ru1—N1—C4	−81.7 (3)	C43—C44—C45—C46	−0.3 (4)
C85—Ru1—N2—C6	−93.0 (3)	C40—C39—C46—C47	−148.4 (4)
N1—Ru1—N2—C6	−0.3 (3)	C38—C39—C46—C47	33.1 (4)
N4—Ru1—N2—C6	87.8 (6)	C40—C39—C46—C45	106.6 (4)
N3—Ru1—N2—C6	173.6 (3)	C38—C39—C46—C45	−71.9 (4)
O3—Ru1—N2—C6	84.5 (3)	C44—C45—C46—C39	68.9 (3)
C85—Ru1—N2—C9	84.2 (3)	C44—C45—C46—C47	−35.4 (3)
N1—Ru1—N2—C9	176.8 (3)	C38—C43—C47—C46	52.7 (3)
N4—Ru1—N2—C9	−95.0 (6)	C44—C43—C47—C46	−56.8 (3)
N3—Ru1—N2—C9	−9.2 (3)	C39—C46—C47—C43	−52.2 (3)
O3—Ru1—N2—C9	−98.4 (3)	C45—C46—C47—C43	56.8 (3)
C85—Ru1—N3—C14	96.9 (3)	C37—C42—C48—C52	155.7 (4)
N4—Ru1—N3—C14	1.1 (3)	C41—C42—C48—C52	−32.4 (4)
N2—Ru1—N3—C14	−167.5 (3)	C37—C42—C48—C49	−100.2 (4)
O3—Ru1—N3—C14	−83.4 (3)	C41—C42—C48—C49	71.7 (4)
C85—Ru1—N3—C11	−84.5 (3)	C42—C48—C49—C50	−66.9 (4)
N4—Ru1—N3—C11	179.7 (3)	C52—C48—C49—C50	37.8 (4)
N2—Ru1—N3—C11	11.1 (3)	C48—C49—C50—C51	−1.9 (4)
O3—Ru1—N3—C11	95.2 (3)	C40—C41—C51—C52	−152.8 (4)
C85—Ru1—N4—C19	80.8 (3)	C42—C41—C51—C52	34.9 (4)
N1—Ru1—N4—C19	−11.7 (3)	C40—C41—C51—C50	102.2 (5)
N2—Ru1—N4—C19	−100.0 (6)	C42—C41—C51—C50	−70.2 (4)
N3—Ru1—N4—C19	174.3 (3)	C49—C50—C51—C41	70.0 (4)
O3—Ru1—N4—C19	−96.6 (3)	C49—C50—C51—C52	−34.9 (4)
C85—Ru1—N4—C16	−94.3 (3)	C41—C51—C52—C48	−51.6 (3)
N1—Ru1—N4—C16	173.2 (3)	C50—C51—C52—C48	57.4 (3)
N2—Ru1—N4—C16	84.9 (6)	C42—C48—C52—C51	50.8 (3)
N3—Ru1—N4—C16	−0.8 (3)	C49—C48—C52—C51	−58.4 (3)
O3—Ru1—N4—C16	88.2 (3)	C14—C15—C53—C54	105.6 (4)
C4—N1—C1—C20	172.5 (3)	C16—C15—C53—C54	−73.2 (5)
Ru1—N1—C1—C20	−5.8 (5)	C14—C15—C53—C58	−73.1 (5)
C4—N1—C1—C2	−2.4 (4)	C16—C15—C53—C58	108.1 (4)
Ru1—N1—C1—C2	179.3 (2)	C58—C53—C54—C55	−1.7 (5)
N1—C1—C2—C3	3.0 (4)	C15—C53—C54—C55	179.5 (3)
C20—C1—C2—C3	−171.9 (3)	C58—C53—C54—C59	169.4 (3)
C1—C2—C3—C4	−2.3 (4)	C15—C53—C54—C59	−9.4 (6)
C1—N1—C4—C5	−179.9 (3)	C53—C54—C55—C56	3.2 (5)
Ru1—N1—C4—C5	−1.6 (5)	C59—C54—C55—C56	−169.7 (3)
C1—N1—C4—C3	1.0 (4)	C53—C54—C55—C62	176.2 (3)
Ru1—N1—C4—C3	179.3 (2)	C59—C54—C55—C62	3.3 (4)
C2—C3—C4—N1	0.9 (4)	C54—C55—C56—C57	−2.0 (5)
C2—C3—C4—C5	−178.2 (3)	C62—C55—C56—C57	−172.8 (4)
N1—C4—C5—C6	−2.0 (5)	C55—C56—C57—C58	−0.5 (5)
C3—C4—C5—C6	177.0 (3)	C55—C56—C57—C67	−177.4 (4)
N1—C4—C5—C21	173.6 (3)	C56—C57—C58—C53	1.9 (5)
C3—C4—C5—C21	−7.4 (5)	C67—C57—C58—C53	179.5 (3)
C9—N2—C6—C5	179.7 (3)	C56—C57—C58—C64	−176.4 (3)
Ru1—N2—C6—C5	−2.7 (5)	C67—C57—C58—C64	1.2 (4)
C9—N2—C6—C7	−1.2 (4)	C54—C53—C58—C57	−0.8 (5)
Ru1—N2—C6—C7	176.4 (2)	C15—C53—C58—C57	178.0 (3)
C4—C5—C6—N2	4.3 (5)	C54—C53—C58—C64	177.0 (4)
C21—C5—C6—N2	−171.4 (3)	C15—C53—C58—C64	−4.3 (6)
C4—C5—C6—C7	−174.6 (3)	C53—C54—C59—C63	151.4 (4)
C21—C5—C6—C7	9.6 (5)	C55—C54—C59—C63	−36.4 (4)
N2—C6—C7—C8	1.2 (4)	C53—C54—C59—C60	−104.6 (4)
C5—C6—C7—C8	−179.7 (3)	C55—C54—C59—C60	67.6 (3)
C6—C7—C8—C9	−0.7 (4)	C54—C59—C60—C61	−70.9 (3)
C6—N2—C9—C10	−178.9 (3)	C63—C59—C60—C61	32.5 (3)
Ru1—N2—C9—C10	3.5 (5)	C59—C60—C61—C62	3.9 (3)
C6—N2—C9—C8	0.7 (4)	C56—C55—C62—C61	98.5 (4)
Ru1—N2—C9—C8	−176.8 (2)	C54—C55—C62—C61	−73.4 (3)
C7—C8—C9—N2	0.0 (4)	C56—C55—C62—C63	−156.8 (4)
C7—C8—C9—C10	179.7 (3)	C54—C55—C62—C63	31.4 (4)
N2—C9—C10—C11	4.8 (6)	C60—C61—C62—C55	65.6 (3)
C8—C9—C10—C11	−174.8 (3)	C60—C61—C62—C63	−39.4 (3)
N2—C9—C10—C37	−177.2 (3)	C55—C62—C63—C59	−50.9 (3)
C8—C9—C10—C37	3.2 (5)	C61—C62—C63—C59	58.9 (3)
C14—N3—C11—C10	171.2 (3)	C54—C59—C63—C62	52.7 (3)
Ru1—N3—C11—C10	−7.6 (5)	C60—C59—C63—C62	−55.6 (3)
C14—N3—C11—C12	−2.4 (4)	C57—C58—C64—C68	−35.2 (4)
Ru1—N3—C11—C12	178.8 (2)	C53—C58—C64—C68	146.8 (4)
C9—C10—C11—N3	−2.6 (5)	C57—C58—C64—C65	69.2 (4)
C37—C10—C11—N3	179.4 (3)	C53—C58—C64—C65	−108.8 (4)
C9—C10—C11—C12	170.0 (3)	C58—C64—C65—C66	−68.7 (4)
C37—C10—C11—C12	−8.0 (5)	C68—C64—C65—C66	35.5 (4)
N3—C11—C12—C13	1.9 (4)	C64—C65—C66—C67	0.5 (4)
C10—C11—C12—C13	−171.7 (3)	C56—C57—C67—C66	105.9 (4)
C11—C12—C13—C14	−0.7 (4)	C58—C57—C67—C66	−71.3 (4)
C11—N3—C14—C15	−177.5 (3)	C56—C57—C67—C68	−149.2 (4)
Ru1—N3—C14—C15	1.3 (5)	C58—C57—C67—C68	33.5 (4)
C11—N3—C14—C13	2.0 (4)	C65—C66—C67—C57	67.6 (4)
Ru1—N3—C14—C13	−179.2 (2)	C65—C66—C67—C68	−36.7 (4)
C12—C13—C14—N3	−0.8 (4)	C57—C67—C68—C64	−51.8 (3)
C12—C13—C14—C15	178.7 (3)	C66—C67—C68—C64	57.2 (3)
N3—C14—C15—C16	−4.8 (6)	C58—C64—C68—C67	52.8 (3)
C13—C14—C15—C16	175.8 (3)	C65—C64—C68—C67	−56.5 (3)
N3—C14—C15—C53	176.6 (3)	C1—C20—C69—C74	89.7 (4)
C13—C14—C15—C53	−2.9 (5)	C19—C20—C69—C74	−89.7 (4)
C19—N4—C16—C15	−177.8 (3)	C1—C20—C69—C70	−89.0 (4)
Ru1—N4—C16—C15	−1.9 (5)	C19—C20—C69—C70	91.6 (4)
C19—N4—C16—C17	1.3 (4)	C74—C69—C70—C71	0.3 (5)
Ru1—N4—C16—C17	177.2 (2)	C20—C69—C70—C71	179.1 (3)
C14—C15—C16—N4	5.1 (6)	C74—C69—C70—C75	176.4 (4)
C53—C15—C16—N4	−176.3 (3)	C20—C69—C70—C75	−4.8 (6)
C14—C15—C16—C17	−173.8 (3)	C69—C70—C71—C72	0.0 (6)
C53—C15—C16—C17	4.8 (5)	C75—C70—C71—C72	−177.0 (3)
N4—C16—C17—C18	−2.2 (4)	C69—C70—C71—C78	178.4 (3)
C15—C16—C17—C18	176.9 (3)	C75—C70—C71—C78	1.5 (4)
C16—C17—C18—C19	2.1 (4)	C70—C71—C72—C73	0.1 (6)
C16—N4—C19—C20	−178.2 (3)	C78—C71—C72—C73	−177.9 (4)
Ru1—N4—C19—C20	5.8 (5)	C71—C72—C73—C74	−0.6 (5)
C16—N4—C19—C18	0.0 (4)	C71—C72—C73—C83	−175.2 (4)
Ru1—N4—C19—C18	−175.9 (2)	C70—C69—C74—C73	−0.8 (5)
C17—C18—C19—N4	−1.4 (4)	C20—C69—C74—C73	−179.5 (3)
C17—C18—C19—C20	176.9 (3)	C70—C69—C74—C80	175.0 (4)
N1—C1—C20—C19	−5.5 (5)	C20—C69—C74—C80	−3.8 (6)
C2—C1—C20—C19	168.5 (3)	C72—C73—C74—C69	1.0 (6)
N1—C1—C20—C69	175.1 (3)	C83—C73—C74—C69	176.7 (3)
C2—C1—C20—C69	−10.9 (5)	C72—C73—C74—C80	−175.8 (3)
N4—C19—C20—C1	5.5 (5)	C83—C73—C74—C80	−0.1 (4)
C18—C19—C20—C1	−172.5 (3)	C69—C70—C75—C76	−107.4 (4)
N4—C19—C20—C69	−175.1 (3)	C71—C70—C75—C76	69.2 (4)
C18—C19—C20—C69	6.9 (5)	C69—C70—C75—C79	148.4 (4)
C4—C5—C21—C22	82.4 (4)	C71—C70—C75—C79	−35.0 (4)
C6—C5—C21—C22	−101.6 (4)	C70—C75—C76—C77	−69.3 (4)
C4—C5—C21—C26	−100.2 (4)	C79—C75—C76—C77	33.9 (3)
C6—C5—C21—C26	75.9 (4)	C75—C76—C77—C78	1.7 (4)
C26—C21—C22—C23	1.2 (5)	C72—C71—C78—C79	−148.3 (4)
C5—C21—C22—C23	178.7 (3)	C70—C71—C78—C79	33.5 (4)
C26—C21—C22—C27	179.9 (3)	C72—C71—C78—C77	106.7 (5)
C5—C21—C22—C27	−2.6 (6)	C70—C71—C78—C77	−71.5 (4)
C21—C22—C23—C24	−1.7 (5)	C76—C77—C78—C71	67.0 (4)
C27—C22—C23—C24	179.4 (3)	C76—C77—C78—C79	−37.5 (3)
C21—C22—C23—C30	177.4 (3)	C71—C78—C79—C75	−52.0 (3)
C27—C22—C23—C30	−1.6 (4)	C77—C78—C79—C75	57.0 (3)
C22—C23—C24—C25	1.2 (5)	C70—C75—C79—C78	52.7 (3)
C30—C23—C24—C25	−177.5 (3)	C76—C75—C79—C78	−55.7 (3)
C23—C24—C25—C26	−0.4 (5)	C69—C74—C80—C84	150.3 (4)
C23—C24—C25—C35	−177.1 (4)	C73—C74—C80—C84	−33.4 (4)
C24—C25—C26—C21	0.0 (5)	C69—C74—C80—C81	−106.8 (4)
C35—C25—C26—C21	177.4 (3)	C73—C74—C80—C81	69.4 (4)
C24—C25—C26—C32	−177.0 (3)	C74—C80—C81—C82	−66.8 (4)
C35—C25—C26—C32	0.5 (4)	C84—C80—C81—C82	36.9 (3)
C22—C21—C26—C25	−0.3 (5)	C80—C81—C82—C83	−1.9 (4)
C5—C21—C26—C25	−178.0 (3)	C72—C73—C83—C84	−150.9 (4)
C22—C21—C26—C32	175.8 (3)	C74—C73—C83—C84	34.0 (4)
C5—C21—C26—C32	−1.9 (5)	C72—C73—C83—C82	104.2 (5)
C21—C22—C27—C31	148.1 (4)	C74—C73—C83—C82	−71.0 (4)
C23—C22—C27—C31	−33.1 (4)	C81—C82—C83—C73	69.6 (4)
C21—C22—C27—C28	−108.2 (4)	C81—C82—C83—C84	−34.5 (4)
C23—C22—C27—C28	70.6 (4)	C73—C83—C84—C80	−51.8 (3)
C22—C27—C28—C29	−64.8 (4)	C82—C83—C84—C80	56.8 (3)
C31—C27—C28—C29	39.4 (4)	C74—C80—C84—C83	52.1 (3)
C27—C28—C29—C30	−3.9 (4)	C81—C80—C84—C83	−57.0 (3)
C24—C23—C30—C29	109.3 (4)	N1—Ru1—C85—C93	165.3 (3)
C22—C23—C30—C29	−69.5 (4)	N4—Ru1—C85—C93	75.9 (3)
C24—C23—C30—C31	−145.5 (4)	N2—Ru1—C85—C93	−103.9 (3)
C22—C23—C30—C31	35.6 (3)	N3—Ru1—C85—C93	−14.6 (3)
C28—C29—C30—C23	70.9 (4)	N1—Ru1—C85—C86	−16.1 (3)
C28—C29—C30—C31	−33.2 (4)	N4—Ru1—C85—C86	−105.5 (3)
C22—C27—C31—C30	51.9 (3)	N2—Ru1—C85—C86	74.7 (3)
C28—C27—C31—C30	−58.4 (3)	N3—Ru1—C85—C86	164.0 (3)
C23—C30—C31—C27	−52.7 (3)	C93—C85—C86—O1	−94.7 (4)
C29—C30—C31—C27	56.5 (3)	Ru1—C85—C86—O1	86.6 (4)
C25—C26—C32—C36	−34.1 (4)	C93—C85—C86—C87	80.7 (4)
C21—C26—C32—C36	149.4 (4)	Ru1—C85—C86—C87	−98.1 (3)
C25—C26—C32—C33	69.7 (4)	O1—C86—C87—C88	0.9 (5)
C21—C26—C32—C33	−106.8 (4)	C85—C86—C87—C88	−174.4 (3)
C26—C32—C33—C34	−65.9 (4)	O1—C86—C87—C92	178.0 (3)
C36—C32—C33—C34	38.1 (4)	C85—C86—C87—C92	2.7 (5)
C32—C33—C34—C35	−2.2 (4)	C92—C87—C88—C89	−1.0 (6)
C24—C25—C35—C36	−149.8 (4)	C86—C87—C88—C89	176.0 (3)
C26—C25—C35—C36	33.1 (4)	C87—C88—C89—C90	0.8 (6)
C24—C25—C35—C34	105.8 (4)	C88—C89—C90—C91	0.1 (6)
C26—C25—C35—C34	−71.2 (4)	C88—C89—C90—C87	−0.4 (3)
C33—C34—C35—C25	70.0 (4)	C89—C90—C91—C92	−0.8 (6)
C33—C34—C35—C36	−34.2 (4)	C90—C91—C92—C87	0.6 (5)
C26—C32—C36—C35	51.5 (3)	C88—C87—C92—C91	0.3 (5)
C33—C32—C36—C35	−58.6 (3)	C86—C87—C92—C91	−176.7 (3)
C25—C35—C36—C32	−51.4 (3)	C86—C85—C93—O2	−93.4 (4)
C34—C35—C36—C32	57.3 (3)	Ru1—C85—C93—O2	85.3 (4)
C9—C10—C37—C38	106.0 (4)	C86—C85—C93—C94	81.3 (4)
C11—C10—C37—C38	−75.9 (4)	Ru1—C85—C93—C94	−100.0 (3)
C9—C10—C37—C42	−77.6 (4)	O2—C93—C94—C99	−175.8 (3)
C11—C10—C37—C42	100.6 (4)	C85—C93—C94—C99	9.5 (5)
C42—C37—C38—C39	−2.1 (5)	O2—C93—C94—C95	6.6 (5)
C10—C37—C38—C39	174.6 (3)	C85—C93—C94—C95	−168.1 (3)
C42—C37—C38—C43	174.9 (3)	C99—C94—C95—C96	1.1 (6)
C10—C37—C38—C43	−8.4 (6)	C93—C94—C95—C96	178.8 (4)
C37—C38—C39—C40	0.1 (5)	C94—C95—C96—C97	0.0 (7)
C43—C38—C39—C40	−177.5 (3)	C95—C96—C97—C98	−0.1 (7)
C37—C38—C39—C46	178.8 (3)	C96—C97—C98—C99	−0.9 (6)
C43—C38—C39—C46	1.2 (4)	C95—C94—C99—C98	−2.2 (5)
C38—C39—C40—C41	1.2 (5)	C93—C94—C99—C98	−179.7 (3)
C46—C39—C40—C41	−177.1 (4)	C97—C98—C99—C94	2.1 (6)
C39—C40—C41—C42	−0.4 (5)	N1—Ru1—O3—C100	−179.8 (4)
C39—C40—C41—C51	−171.8 (4)	N4—Ru1—O3—C100	−90.2 (4)
C38—C37—C42—C41	2.8 (5)	N2—Ru1—O3—C100	89.1 (4)
C10—C37—C42—C41	−173.8 (3)	N3—Ru1—O3—C100	0.1 (4)
C38—C37—C42—C48	173.7 (3)	Ru1—O3—C100—C108	−72.2 (11)
C10—C37—C42—C48	−2.9 (6)	Ru1—O3—C100—C101	−96.6 (7)
C40—C41—C42—C37	−1.7 (5)	H87—O4—C102—C103	175.1
C51—C41—C42—C37	171.6 (3)	H93—O5—C104—C105	65.6
C40—C41—C42—C48	−174.6 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H87···O4	0.84	1.91	2.684 (4)	153
O4—H93···O5	0.84	1.94	2.780 (4)	176
O5—H99···O2^i	0.84	1.99	2.827 (4)	176
C106—H105···O1^ii	0.99	2.46	3.329 (5)	146
C75—H61···O1	1.00	2.30	3.290 (4)	172
C43—H27···O2	1.00	2.32	3.316 (4)	172

Symmetry codes: (i) −x+1, y+1/2, −z+3/2; (ii) −x+1/2, −y+1, z+1/2.