Tris(1,10-phenanthroline-κ(2) N,N')ruthenium(II) bis-(perchlorate).

The asymmetric unit of the title compound, [Ru(C12H8N2)3](ClO4)2, contains one octahedrally coordinated Ru(II) cation of the ruthenium-phenanthroline complex and three differently occupied perchlorate anions: two, denoted A and B, are located on the twofold axis while another, denoted C, is positioned in the proximity of the twofold screw axis. Perchlorate anions B and C are severely disordered. The occupancies of the two major conformers of anion B refined to 0.302 (6) and 0.198 (6). Perchlorate ion C was modeled in two alternate conformations which refined to occupancies of 0.552 (10) and 0.448 (10).

Related literature

For the preparation of phenanthroline complexes with transition metals, see: Burstall & Nyholm (1952 ▶). For the structures of salts of complexes of ruthenium with phenanthroline, see: Breu & Stoll (1996 ▶); Maloney & MacDonnell (1997 ▶); Otsuka et al. (2001 ▶); Wu et al. (2001 ▶); Ghazzali et al. (2008 ▶). For background to the properties and applications of phenanthroline complexes, see: Juris et al. (1988 ▶); D’Angelantonio et al. (1991 ▶); Balzani et al. (1996 ▶); Mills & Williams (1997 ▶); Yang et al. (1997 ▶); Miyasaka et al. (2001 ▶); Plonska et al. (2002 ▶); Winkler et al. (2006 ▶).

Experimental

Crystal data

[Ru(C12H8N2)3](ClO4)2

M = 840.57

Monoclinic,

a = 35.408 (7) Å

b = 16.106 (3) Å

c = 12.056 (2) Å

β = 102.22 (3)°

V = 6720 (2) Å3

Z = 8

Mo Kα radiation

μ = 0.69 mm−1

T = 100 K

0.22 × 0.19 × 0.10 mm

Data collection

Agilent SuperNova (Dual, Cu at zero, Atlas) diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.859, T max = 1.000

28067 measured reflections

6867 independent reflections

5365 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.071

wR(F 2) = 0.218

S = 1.04

6867 reflections

545 parameters

181 restraints

H-atom parameters constrained

Δρmax = 2.55 e Å−3

Δρmin = −1.22 e Å−3

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXD (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 2012) ▶; software used to prepare material for publication: SHELXL97.

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812048428/bx2430sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812048428/bx2430Isup2.hkl

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

[Ru(C12H8N2)3](ClO4)2	F(000) = 3392
Mr = 840.57	Dx = 1.662 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 28661 reflections
a = 35.408 (7) Å	θ = 2.6–26.3°
b = 16.106 (3) Å	µ = 0.69 mm−1
c = 12.056 (2) Å	T = 100 K
β = 102.22 (3)°	Plate, red
V = 6720 (2) Å3	0.22 × 0.19 × 0.10 mm
Z = 8

Agilent SuperNova (Dual, Cu at zero, Atlas) diffractometer	6867 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	5365 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.039
Detector resolution: 10.4052 pixels mm-1	θmax = 26.4°, θmin = 2.8°
ω scans	h = −44→44
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −20→20
Tmin = 0.859, Tmax = 1.000	l = −14→15
28067 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.071	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.218	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.1194P)2 + 53.7304P] where P = (Fo2 + 2Fc2)/3
6867 reflections	(Δ/σ)max = 0.001
545 parameters	Δρmax = 2.55 e Å−3
181 restraints	Δρmin = −1.22 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq	Occ. (<1)
ClA	0.5000	0.08518 (12)	1.2500	0.0409 (4)
O1A	0.4920 (2)	0.0360 (6)	1.1532 (7)	0.137 (4)
O2A	0.53245 (17)	0.1346 (4)	1.2483 (7)	0.098 (2)
ClBA	0.49125 (14)	0.4508 (3)	0.7332 (5)	0.0377 (19)	0.302 (6)
O1BA	0.45000 (16)	0.4625 (5)	0.7094 (9)	0.048 (3)	0.302 (6)
O2BA	0.5065 (3)	0.4809 (5)	0.6390 (9)	0.062 (5)	0.302 (6)
O3BA	0.5000	0.3639 (3)	0.7500	0.060 (3)	0.605 (13)
O4BA	0.5085 (3)	0.4961 (5)	0.8342 (8)	0.064 (5)	0.302 (6)
ClBB	0.5000	0.4583 (5)	0.7500	0.032 (2)	0.395 (13)
O1BB	0.5200 (4)	0.5161 (10)	0.8333 (10)	0.046 (4)	0.198 (6)
O2BB	0.4835 (3)	0.3927 (7)	0.8057 (11)	0.035 (4)	0.198 (6)
O3BB	0.5266 (3)	0.4238 (8)	0.6871 (10)	0.044 (4)	0.198 (6)
O4BB	0.4697 (3)	0.5022 (12)	0.6740 (12)	0.047 (4)	0.198 (6)
ClCA	0.26318 (8)	0.5086 (2)	0.4468 (2)	0.0435 (11)	0.552 (10)
O1CA	0.2538 (2)	0.5648 (4)	0.3520 (5)	0.064 (3)*	0.552 (10)
O2CA	0.23054 (19)	0.5010 (6)	0.4998 (7)	0.277 (19)*	0.552 (10)
O3CA	0.2726 (3)	0.4284 (3)	0.4073 (7)	0.091 (4)*	0.552 (10)
O4CA	0.29584 (19)	0.5403 (5)	0.5278 (6)	0.092 (4)*	0.552 (10)
ClCB	0.2615 (2)	0.5258 (6)	0.4462 (7)	0.166 (5)	0.448 (10)
O1CB	0.2576 (6)	0.6144 (5)	0.4546 (17)	0.149 (9)*	0.448 (10)
O2CB	0.2292 (2)	0.4858 (6)	0.4795 (8)	0.049 (3)*	0.448 (10)
O3CB	0.2619 (4)	0.5039 (12)	0.3306 (8)	0.212 (14)*	0.448 (10)
O4CB	0.2969 (2)	0.4984 (13)	0.5192 (13)	0.117 (6)*	0.448 (10)
Ru1	0.379433 (12)	0.21680 (3)	0.62688 (4)	0.03927 (19)
N8	0.42571 (13)	0.2140 (3)	0.7640 (4)	0.0407 (11)
N36	0.33253 (14)	0.2267 (3)	0.4936 (5)	0.0455 (12)
N29	0.40257 (13)	0.2905 (3)	0.5175 (4)	0.0404 (11)
N22	0.35194 (13)	0.1363 (4)	0.7156 (4)	0.0475 (12)
C26	0.33993 (17)	−0.0117 (5)	0.7393 (6)	0.0522 (16)
N1	0.36793 (14)	0.3206 (4)	0.7139 (5)	0.0515 (13)
C31	0.44900 (18)	0.3752 (4)	0.4513 (6)	0.0509 (15)
H31	0.4740	0.3998	0.4661	0.061*
C25	0.31696 (19)	0.0092 (5)	0.8174 (6)	0.0602 (19)
H25	0.3044	−0.0332	0.8510	0.072*
C17	0.42222 (17)	0.0127 (4)	0.4478 (5)	0.0454 (13)
H17	0.4373	0.0055	0.3921	0.054*
C7	0.42374 (17)	0.2736 (4)	0.8443 (5)	0.0468 (15)
C16	0.41419 (14)	0.0922 (4)	0.4812 (4)	0.0360 (11)
H16	0.4239	0.1385	0.4470	0.043*
N15	0.39328 (12)	0.1058 (3)	0.5599 (4)	0.0367 (10)
C35	0.33975 (18)	0.2702 (4)	0.4047 (6)	0.0510 (16)
C30	0.43730 (16)	0.3264 (3)	0.5347 (5)	0.0403 (12)
H30	0.4547	0.3187	0.6056	0.048*
C27	0.3471 (2)	−0.0933 (5)	0.7063 (6)	0.0586 (18)
H27	0.3358	−0.1384	0.7386	0.070*
C11	0.4786 (2)	0.2177 (4)	0.9732 (5)	0.0539 (17)
H11	0.4967	0.2179	1.0437	0.065*
C37	0.29761 (16)	0.1926 (4)	0.4833 (7)	0.0560 (17)
H37	0.2924	0.1608	0.5448	0.067*
C39	0.2751 (2)	0.2466 (6)	0.2965 (8)	0.077 (2)
H39	0.2554	0.2533	0.2301	0.093*
C12	0.4499 (2)	0.2781 (4)	0.9494 (6)	0.0521 (17)
C40	0.3120 (2)	0.2835 (5)	0.3033 (7)	0.066 (2)
C21	0.35678 (15)	0.0539 (4)	0.6894 (5)	0.0441 (13)
C41	0.3230 (3)	0.3303 (6)	0.2160 (8)	0.084 (3)
H41	0.3045	0.3397	0.1476	0.101*
C18	0.40855 (18)	−0.0547 (4)	0.4948 (6)	0.0501 (15)
H18	0.4141	−0.1092	0.4724	0.060*
C14	0.4168 (2)	0.4011 (5)	0.9966 (7)	0.067 (2)
H14	0.4150	0.4452	1.0476	0.080*
C2	0.33910 (19)	0.3754 (5)	0.6835 (8)	0.063 (2)
H2	0.3223	0.3709	0.6111	0.076*
C4	0.3582 (2)	0.4498 (5)	0.8596 (8)	0.071 (2)
H4	0.3542	0.4937	0.9083	0.086*
C9	0.45398 (16)	0.1585 (4)	0.7900 (5)	0.0444 (13)
H9	0.4562	0.1173	0.7354	0.053*
C13	0.4454 (2)	0.3449 (5)	1.0251 (6)	0.063 (2)
H13	0.4628	0.3493	1.0964	0.075*
C6	0.39295 (17)	0.3319 (4)	0.8162 (6)	0.0493 (15)
C19	0.38602 (16)	−0.0429 (4)	0.5768 (5)	0.0451 (14)
C20	0.37928 (14)	0.0384 (4)	0.6065 (5)	0.0380 (12)
C38	0.26831 (19)	0.2015 (5)	0.3861 (8)	0.067 (2)
H38	0.2438	0.1764	0.3825	0.081*
C24	0.31276 (18)	0.0892 (5)	0.8445 (6)	0.0612 (19)
H24	0.2978	0.1032	0.8985	0.073*
C42	0.3588 (3)	0.3619 (6)	0.2264 (8)	0.079 (2)
H42	0.3651	0.3920	0.1649	0.095*
C33	0.3874 (2)	0.3510 (4)	0.3275 (6)	0.0586 (17)
C23	0.33056 (17)	0.1525 (5)	0.7930 (6)	0.0581 (18)
H23	0.3273	0.2085	0.8137	0.070*
C28	0.3692 (2)	−0.1095 (4)	0.6305 (6)	0.0595 (18)
H28	0.3738	−0.1655	0.6123	0.071*
C5	0.3892 (2)	0.3961 (5)	0.8918 (6)	0.0566 (17)
C10	0.48045 (17)	0.1579 (4)	0.8934 (5)	0.0486 (15)
H10	0.4998	0.1161	0.9087	0.058*
C32	0.4242 (2)	0.3874 (4)	0.3480 (7)	0.0584 (17)
H32	0.4319	0.4201	0.2911	0.070*
C34	0.37750 (17)	0.3047 (4)	0.4163 (6)	0.0481 (14)
C3	0.3336 (2)	0.4388 (5)	0.7571 (8)	0.074 (2)
H3	0.3122	0.4752	0.7354	0.088*

	U11	U22	U33	U12	U13	U23
ClA	0.0410 (10)	0.0385 (10)	0.0390 (10)	0.000	−0.0006 (8)	0.000
O1A	0.106 (5)	0.182 (9)	0.104 (5)	0.037 (6)	−0.021 (4)	−0.086 (6)
O2A	0.059 (3)	0.079 (4)	0.161 (7)	−0.008 (3)	0.035 (4)	0.029 (4)
ClBA	0.045 (3)	0.035 (3)	0.029 (3)	−0.007 (2)	−0.002 (3)	0.001 (2)
O1BA	0.040 (5)	0.052 (7)	0.055 (7)	0.002 (5)	0.012 (5)	−0.014 (6)
O2BA	0.053 (7)	0.079 (8)	0.060 (7)	−0.014 (7)	0.027 (6)	0.010 (6)
O3BA	0.068 (6)	0.043 (4)	0.055 (6)	0.000	−0.017 (5)	0.000
O4BA	0.053 (8)	0.074 (8)	0.066 (7)	−0.010 (7)	0.012 (6)	−0.033 (7)
ClBB	0.050 (4)	0.026 (3)	0.016 (3)	0.000	−0.004 (3)	0.000
O1BB	0.050 (6)	0.043 (6)	0.043 (5)	−0.009 (4)	0.008 (4)	−0.007 (4)
O2BB	0.033 (6)	0.035 (5)	0.036 (6)	0.002 (4)	0.008 (4)	0.002 (4)
O3BB	0.043 (6)	0.046 (6)	0.045 (6)	−0.007 (4)	0.015 (4)	−0.007 (4)
O4BB	0.051 (6)	0.045 (6)	0.043 (5)	0.007 (4)	0.005 (4)	0.006 (4)
ClCA	0.0446 (18)	0.0573 (19)	0.0324 (15)	−0.0289 (13)	0.0166 (12)	−0.0096 (11)
ClCB	0.112 (7)	0.231 (10)	0.155 (8)	−0.029 (7)	0.029 (6)	−0.011 (7)
Ru1	0.0236 (3)	0.0438 (3)	0.0511 (3)	−0.00316 (17)	0.00957 (19)	−0.0083 (2)
N8	0.029 (2)	0.052 (3)	0.044 (3)	−0.011 (2)	0.0141 (19)	−0.007 (2)
N36	0.027 (2)	0.046 (3)	0.062 (3)	0.0037 (19)	0.006 (2)	−0.009 (2)
N29	0.031 (2)	0.036 (2)	0.055 (3)	0.0039 (18)	0.011 (2)	−0.005 (2)
N22	0.027 (2)	0.062 (3)	0.054 (3)	−0.011 (2)	0.011 (2)	−0.008 (3)
C26	0.033 (3)	0.069 (4)	0.052 (4)	−0.009 (3)	0.005 (3)	0.012 (3)
N1	0.033 (2)	0.054 (3)	0.072 (4)	−0.006 (2)	0.022 (2)	−0.015 (3)
C31	0.044 (3)	0.036 (3)	0.076 (4)	0.002 (2)	0.020 (3)	−0.001 (3)
C25	0.041 (3)	0.083 (5)	0.056 (4)	−0.019 (3)	0.010 (3)	0.008 (4)
C17	0.039 (3)	0.049 (3)	0.047 (3)	0.009 (3)	0.008 (2)	0.002 (3)
C7	0.036 (3)	0.057 (4)	0.053 (3)	−0.020 (3)	0.021 (3)	−0.013 (3)
C16	0.029 (2)	0.039 (3)	0.038 (3)	0.001 (2)	0.003 (2)	−0.001 (2)
N15	0.026 (2)	0.041 (2)	0.042 (2)	0.0037 (18)	0.0020 (18)	0.001 (2)
C35	0.033 (3)	0.045 (3)	0.070 (4)	0.010 (2)	0.001 (3)	−0.008 (3)
C30	0.035 (3)	0.033 (3)	0.054 (3)	0.001 (2)	0.011 (2)	−0.006 (2)
C27	0.048 (4)	0.059 (4)	0.067 (4)	−0.008 (3)	0.008 (3)	0.021 (3)
C11	0.053 (4)	0.074 (5)	0.037 (3)	−0.026 (3)	0.014 (3)	0.002 (3)
C37	0.025 (3)	0.053 (4)	0.085 (5)	0.003 (3)	0.002 (3)	−0.018 (3)
C39	0.041 (4)	0.076 (5)	0.098 (6)	0.019 (4)	−0.021 (4)	−0.015 (4)
C12	0.053 (4)	0.063 (4)	0.045 (3)	−0.030 (3)	0.023 (3)	−0.009 (3)
C40	0.044 (4)	0.062 (5)	0.080 (5)	0.011 (3)	−0.010 (4)	0.012 (4)
C21	0.028 (3)	0.054 (4)	0.049 (3)	−0.006 (2)	0.004 (2)	0.001 (3)
C41	0.071 (5)	0.087 (6)	0.079 (6)	0.010 (5)	−0.022 (4)	0.013 (5)
C18	0.043 (3)	0.043 (3)	0.063 (4)	0.011 (3)	0.006 (3)	0.005 (3)
C14	0.080 (5)	0.068 (5)	0.065 (5)	−0.034 (4)	0.044 (4)	−0.024 (4)
C2	0.039 (3)	0.058 (4)	0.098 (6)	−0.005 (3)	0.026 (3)	−0.023 (4)
C4	0.063 (5)	0.065 (5)	0.097 (6)	−0.023 (4)	0.043 (4)	−0.035 (4)
C9	0.034 (3)	0.055 (4)	0.046 (3)	−0.008 (3)	0.012 (2)	0.003 (3)
C13	0.067 (4)	0.076 (5)	0.052 (4)	−0.028 (4)	0.025 (3)	−0.021 (4)
C6	0.041 (3)	0.056 (4)	0.059 (4)	−0.016 (3)	0.027 (3)	−0.016 (3)
C19	0.036 (3)	0.042 (3)	0.053 (3)	0.006 (2)	0.001 (2)	0.010 (3)
C20	0.026 (2)	0.043 (3)	0.042 (3)	−0.004 (2)	0.000 (2)	0.000 (2)
C38	0.031 (3)	0.062 (4)	0.101 (6)	0.011 (3)	−0.005 (3)	−0.018 (4)
C24	0.035 (3)	0.094 (6)	0.058 (4)	−0.019 (3)	0.019 (3)	−0.007 (4)
C42	0.081 (6)	0.078 (6)	0.071 (5)	0.015 (5)	0.002 (4)	0.022 (4)
C33	0.057 (4)	0.052 (4)	0.065 (4)	0.012 (3)	0.007 (3)	0.006 (3)
C23	0.032 (3)	0.079 (5)	0.066 (4)	−0.014 (3)	0.018 (3)	−0.020 (4)
C28	0.053 (4)	0.046 (4)	0.074 (5)	0.004 (3)	0.000 (3)	0.014 (3)
C5	0.051 (4)	0.060 (4)	0.069 (4)	−0.017 (3)	0.038 (3)	−0.018 (3)
C10	0.041 (3)	0.065 (4)	0.040 (3)	−0.016 (3)	0.007 (2)	0.008 (3)
C32	0.060 (4)	0.047 (4)	0.072 (5)	0.002 (3)	0.022 (4)	0.008 (3)
C34	0.037 (3)	0.041 (3)	0.062 (4)	0.007 (2)	0.004 (3)	0.001 (3)
C3	0.049 (4)	0.059 (4)	0.123 (7)	0.001 (3)	0.040 (4)	−0.027 (5)

ClA—O1A	1.389 (6)	C16—N15	1.339 (7)
ClA—O1Ai	1.389 (6)	C16—H16	0.9500
ClA—O2A	1.402 (6)	N15—C20	1.363 (7)
ClA—O2Ai	1.402 (6)	C35—C40	1.413 (10)
ClBA—O4BA	1.4398 (8)	C35—C34	1.427 (9)
ClBA—O1BA	1.4399 (8)	C30—H30	0.9500
ClBA—O3BA	1.4400 (8)	C27—C28	1.350 (11)
ClBA—O2BA	1.4401 (8)	C27—H27	0.9500
ClBB—O1BB	1.4399 (8)	C11—C10	1.373 (10)
ClBB—O3BB	1.4399 (8)	C11—C12	1.393 (11)
ClBB—O2BB	1.4401 (8)	C11—H11	0.9500
ClBB—O4BB	1.4402 (11)	C37—C38	1.399 (10)
ClCA—O2CA	1.4399 (8)	C37—H37	0.9500
ClCA—O4CA	1.4402 (9)	C39—C38	1.366 (13)
ClCA—O3CA	1.4405 (8)	C39—C40	1.421 (12)
ClCA—O1CA	1.4407 (8)	C39—H39	0.9500
ClCB—O4CB	1.4400 (11)	C12—C13	1.440 (10)
ClCB—O1CB	1.4400 (8)	C40—C41	1.415 (13)
ClCB—O2CB	1.4400 (8)	C21—C20	1.426 (8)
ClCB—O3CB	1.4403 (8)	C41—C42	1.347 (13)
Ru1—N22	2.053 (5)	C41—H41	0.9500
Ru1—N36	2.058 (5)	C18—C19	1.409 (9)
Ru1—N1	2.059 (5)	C18—H18	0.9500
Ru1—N15	2.063 (5)	C14—C13	1.347 (12)
Ru1—N8	2.067 (5)	C14—C5	1.426 (11)
Ru1—N29	2.068 (5)	C14—H14	0.9500
N8—C9	1.329 (8)	C2—C3	1.393 (10)
N8—C7	1.376 (8)	C2—H2	0.9500
N36—C37	1.334 (8)	C4—C3	1.365 (12)
N36—C35	1.349 (9)	C4—C5	1.387 (11)
N29—C30	1.335 (7)	C4—H4	0.9500
N29—C34	1.368 (8)	C9—C10	1.392 (8)
N22—C23	1.346 (8)	C9—H9	0.9500
N22—C21	1.383 (8)	C13—H13	0.9500
C26—C25	1.410 (10)	C6—C5	1.403 (9)
C26—C21	1.410 (9)	C19—C20	1.392 (8)
C26—C27	1.410 (11)	C19—C28	1.444 (9)
N1—C2	1.340 (9)	C38—H38	0.9500
N1—C6	1.370 (8)	C24—C23	1.409 (10)
C31—C32	1.378 (10)	C24—H24	0.9500
C31—C30	1.406 (9)	C42—C33	1.421 (11)
C31—H31	0.9500	C42—H42	0.9500
C25—C24	1.346 (11)	C33—C32	1.401 (10)
C25—H25	0.9500	C33—C34	1.409 (10)
C17—C18	1.361 (9)	C23—H23	0.9500
C17—C16	1.388 (8)	C28—H28	0.9500
C17—H17	0.9500	C10—H10	0.9500
C7—C12	1.405 (9)	C32—H32	0.9500
C7—C6	1.424 (10)	C3—H3	0.9500
O1A—ClA—O1Ai	110.5 (9)	C31—C30—H30	118.9
O1A—ClA—O2A	109.5 (6)	C28—C27—C26	122.4 (6)
O1Ai—ClA—O2A	108.3 (4)	C28—C27—H27	118.8
O1A—ClA—O2Ai	108.3 (4)	C26—C27—H27	118.8
O1Ai—ClA—O2Ai	109.5 (6)	C10—C11—C12	119.2 (6)
O2A—ClA—O2Ai	110.8 (6)	C10—C11—H11	120.4
O4BA—ClBA—O1BA	109.48 (6)	C12—C11—H11	120.4
O4BA—ClBA—O3BA	109.49 (6)	N36—C37—C38	122.9 (8)
O1BA—ClBA—O3BA	109.48 (6)	N36—C37—H37	118.5
O4BA—ClBA—O2BA	109.48 (6)	C38—C37—H37	118.5
O1BA—ClBA—O2BA	109.47 (6)	C38—C39—C40	119.4 (7)
O3BA—ClBA—O2BA	109.44 (6)	C38—C39—H39	120.3
O1BB—ClBB—O3BB	109.7 (2)	C40—C39—H39	120.3
O1BB—ClBB—O2BB	109.7 (2)	C11—C12—C7	117.5 (6)
O3BB—ClBB—O2BB	109.7 (2)	C11—C12—C13	124.4 (7)
O1BB—ClBB—O4BB	108.4 (12)	C7—C12—C13	118.0 (7)
O3BB—ClBB—O4BB	109.7 (2)	C35—C40—C41	118.4 (7)
O2BB—ClBB—O4BB	109.7 (3)	C35—C40—C39	116.7 (8)
O2CA—ClCA—O4CA	109.52 (6)	C41—C40—C39	125.0 (8)
O2CA—ClCA—O3CA	109.50 (6)	N22—C21—C26	122.5 (6)
O4CA—ClCA—O3CA	109.46 (6)	N22—C21—C20	116.3 (5)
O2CA—ClCA—O1CA	109.49 (6)	C26—C21—C20	121.1 (6)
O4CA—ClCA—O1CA	109.44 (6)	C42—C41—C40	122.2 (7)
O3CA—ClCA—O1CA	109.43 (6)	C42—C41—H41	118.9
O4CB—ClCB—O1CB	110.1 (15)	C40—C41—H41	118.9
O4CB—ClCB—O2CB	109.4 (3)	C17—C18—C19	119.2 (6)
O1CB—ClCB—O2CB	109.4 (3)	C17—C18—H18	120.4
O4CB—ClCB—O3CB	109.3 (3)	C19—C18—H18	120.4
O1CB—ClCB—O3CB	109.3 (3)	C13—C14—C5	121.6 (7)
O2CB—ClCB—O3CB	109.3 (3)	C13—C14—H14	119.2
N22—Ru1—N36	93.6 (2)	C5—C14—H14	119.2
N22—Ru1—N1	94.6 (2)	N1—C2—C3	120.6 (8)
N36—Ru1—N1	96.9 (2)	N1—C2—H2	119.7
N22—Ru1—N15	80.5 (2)	C3—C2—H2	119.7
N36—Ru1—N15	88.90 (18)	C3—C4—C5	119.2 (7)
N1—Ru1—N15	172.6 (2)	C3—C4—H4	120.4
N22—Ru1—N8	87.27 (19)	C5—C4—H4	120.4
N36—Ru1—N8	176.5 (2)	N8—C9—C10	123.2 (6)
N1—Ru1—N8	79.6 (2)	N8—C9—H9	118.4
N15—Ru1—N8	94.60 (18)	C10—C9—H9	118.4
N22—Ru1—N29	172.08 (19)	C14—C13—C12	121.3 (7)
N36—Ru1—N29	79.7 (2)	C14—C13—H13	119.4
N1—Ru1—N29	90.4 (2)	C12—C13—H13	119.4
N15—Ru1—N29	95.09 (18)	N1—C6—C5	123.4 (6)
N8—Ru1—N29	99.70 (19)	N1—C6—C7	116.3 (5)
C9—N8—C7	116.8 (5)	C5—C6—C7	120.3 (6)
C9—N8—Ru1	129.3 (4)	C20—C19—C18	117.4 (6)
C7—N8—Ru1	113.4 (4)	C20—C19—C28	118.3 (6)
C37—N36—C35	117.9 (6)	C18—C19—C28	124.3 (6)
C37—N36—Ru1	128.2 (5)	N15—C20—C19	123.1 (5)
C35—N36—Ru1	113.8 (4)	N15—C20—C21	117.1 (5)
C30—N29—C34	117.9 (5)	C19—C20—C21	119.8 (5)
C30—N29—Ru1	128.8 (4)	C39—C38—C37	119.6 (7)
C34—N29—Ru1	113.3 (4)	C39—C38—H38	120.2
C23—N22—C21	117.3 (6)	C37—C38—H38	120.2
C23—N22—Ru1	129.6 (5)	C25—C24—C23	120.2 (7)
C21—N22—Ru1	113.0 (4)	C25—C24—H24	119.9
C25—C26—C21	117.5 (7)	C23—C24—H24	119.9
C25—C26—C27	125.0 (7)	C41—C42—C33	121.3 (8)
C21—C26—C27	117.5 (6)	C41—C42—H42	119.4
C2—N1—C6	117.9 (6)	C33—C42—H42	119.4
C2—N1—Ru1	128.1 (5)	C32—C33—C34	117.3 (6)
C6—N1—Ru1	114.0 (4)	C32—C33—C42	124.5 (8)
C32—C31—C30	119.8 (6)	C34—C33—C42	118.1 (7)
C32—C31—H31	120.1	N22—C23—C24	122.4 (7)
C30—C31—H31	120.1	N22—C23—H23	118.8
C24—C25—C26	120.0 (7)	C24—C23—H23	118.8
C24—C25—H25	120.0	C27—C28—C19	120.9 (7)
C26—C25—H25	120.0	C27—C28—H28	119.6
C18—C17—C16	120.2 (6)	C19—C28—H28	119.6
C18—C17—H17	119.9	C4—C5—C6	117.1 (7)
C16—C17—H17	119.9	C4—C5—C14	124.4 (7)
N8—C7—C12	123.3 (6)	C6—C5—C14	118.5 (7)
N8—C7—C6	116.3 (6)	C11—C10—C9	119.9 (7)
C12—C7—C6	120.4 (6)	C11—C10—H10	120.0
N15—C16—C17	122.3 (5)	C9—C10—H10	120.0
N15—C16—H16	118.9	C31—C32—C33	119.4 (7)
C17—C16—H16	118.9	C31—C32—H32	120.3
C16—N15—C20	117.7 (5)	C33—C32—H32	120.3
C16—N15—Ru1	129.2 (4)	N29—C34—C33	123.2 (6)
C20—N15—Ru1	113.1 (4)	N29—C34—C35	116.1 (6)
N36—C35—C40	123.5 (6)	C33—C34—C35	120.7 (6)
N36—C35—C34	117.1 (6)	C4—C3—C2	121.5 (8)
C40—C35—C34	119.4 (7)	C4—C3—H3	119.2
N29—C30—C31	122.2 (6)	C2—C3—H3	119.2
N29—C30—H30	118.9