Bis(2,2'-bipyridine)(5-isothio-cyanato-1,10-phenanthroline)ruthenium(II) bis-(hexa-fluoridophosphate) acetonitrile solvate.

The title compound, [Ru(C(10)H(8)N(2))(2)(C(13)H(7)N(3)S)](PF(6))(2)·CH(3)CN, was synthesized by the reaction of thio-phosgene and bis-(2,2'-bipyridine)(1,10-phenanthrolin-5-amine)ruthenium(II) bis-(hexa-fluoridophosphate). The Ru(II) atom adopts a slightly distorted octa-hedral RuN(6) coordinaton formed by four N atoms of two bipyridine ligands and by two N atoms of the 1,10-phenantroline ligand. The isothio-cyanate group is almost linear, with an N-C-S angle of 174.4 (6)°. Two of the three hexa-fluoridophosphate counter-anions are located on inversion centres.

Related literature

The title compound was previously synthesized by two other groups (Ryan et al., 1992 ▶; Khimich et al., 2007 ▶). However, the crystal structure was not reported at that time. For the crystal structures of related compounds, see: Ye et al. (1999 ▶); Huang & Ogawa (2006 ▶); Batey et al. (2007 ▶). For the importance and applications of RuII complexes with bipyridine ligands, see: Bertini et al. (1994 ▶); Medlycott & Hanan (2005 ▶, 2006 ▶).

Experimental

Crystal data

[Ru(C10H8N2)2(C13H7N3S)](PF6)2·C2H3N

M = 981.71

Triclinic,

a = 9.129 (3) Å

b = 12.397 (4) Å

c = 17.084 (5) Å

α = 88.618 (4)°

β = 89.704 (5)°

γ = 72.870 (4)°

V = 1847.1 (10) Å3

Z = 2

Mo Kα radiation

μ = 0.67 mm−1

T = 150 K

0.24 × 0.13 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.83, T max = 0.95

178384 measured reflections

6687 independent reflections

6155 reflections with I > 2σ(I)

R int = 0.061

Refinement

R[F 2 > 2σ(F 2)] = 0.055

wR(F 2) = 0.152

S = 1.18

6687 reflections

536 parameters

H-atom parameters constrained

Δρmax = 1.45 e Å−3

Δρmin = −0.86 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: UdMX (Maris, 2004 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809035302/wm2252sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809035302/wm2252Isup2.hkl

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

[Ru(C10H8N2)2(C13H7N3S)](PF6)2·C2H3N	Z = 2
Mr = 981.71	F(000) = 980
Triclinic, P1	Dx = 1.765 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.129 (3) Å	Cell parameters from 32297 reflections
b = 12.397 (4) Å	θ = 2.3–24.9°
c = 17.084 (5) Å	µ = 0.67 mm−1
α = 88.618 (4)°	T = 150 K
β = 89.704 (5)°	Block, red
γ = 72.870 (4)°	0.24 × 0.13 × 0.10 mm
V = 1847.1 (10) Å3

Bruker APEXII CCD diffractometer	6687 independent reflections
Radiation source: X-ray sealed tube	6155 reflections with I > 2σ(I)
Graphite	Rint = 0.061
Detector resolution: 8.3 pixels mm-1	θmax = 25.3°, θmin = 1.2°
ω scans	h = −10→10
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −14→14
Tmin = 0.83, Tmax = 0.95	l = −20→20
178384 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)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.152	H-atom parameters constrained
S = 1.18	w = 1/[σ2(Fo2) + (0.0708P)2 + 4.8035P] where P = (Fo2 + 2Fc2)/3
6687 reflections	(Δ/σ)max = 0.001
536 parameters	Δρmax = 1.45 e Å−3
0 restraints	Δρmin = −0.86 e Å−3

Experimental. X-ray crystallographic data for I were collected from a single-crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker smart diffractometer equiped with an APEX II CCD Detector, a graphite monochromator. The crystal-to-detector distance was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit-cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over four different parts of the reciprocal space (132 frames total).

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

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

	x	y	z	Uiso*/Ueq
Ru	0.38640 (4)	0.62025 (3)	0.24834 (2)	0.03144 (14)
S	−0.09857 (19)	0.94046 (14)	0.70014 (10)	0.0591 (4)
N1	0.4231 (4)	0.7694 (3)	0.2119 (2)	0.0367 (8)
N2	0.3529 (5)	0.6162 (4)	0.1294 (2)	0.0388 (9)
N3	0.6085 (4)	0.5205 (3)	0.2332 (2)	0.0357 (8)
N4	0.3658 (5)	0.4625 (3)	0.2763 (2)	0.0341 (8)
N5	0.4022 (5)	0.6486 (3)	0.3666 (2)	0.0369 (9)
N6	0.1613 (5)	0.7088 (3)	0.2710 (2)	0.0360 (9)
N7	0.0887 (6)	0.8460 (4)	0.5781 (3)	0.0602 (13)
C1	0.4583 (6)	0.8450 (4)	0.2582 (3)	0.0431 (11)
H1	0.4678	0.8303	0.3130	0.052*
C2	0.4806 (6)	0.9433 (4)	0.2279 (4)	0.0519 (14)
H2	0.5066	0.9947	0.2615	0.062*
C3	0.4652 (6)	0.9660 (5)	0.1489 (4)	0.0565 (15)
H3	0.4791	1.0338	0.1275	0.068*
C4	0.4294 (6)	0.8901 (5)	0.1012 (4)	0.0510 (13)
H4	0.4183	0.9048	0.0464	0.061*
C5	0.4095 (5)	0.7919 (4)	0.1334 (3)	0.0410 (11)
C6	0.3705 (5)	0.7049 (4)	0.0877 (3)	0.0409 (11)
C7	0.3534 (6)	0.7108 (5)	0.0063 (3)	0.0536 (14)
H7	0.3704	0.7722	−0.0229	0.064*
C8	0.3122 (7)	0.6279 (6)	−0.0310 (3)	0.0581 (15)
H8	0.2978	0.6322	−0.0861	0.070*
C9	0.2917 (7)	0.5380 (5)	0.0119 (3)	0.0524 (13)
H9	0.2623	0.4800	−0.0132	0.063*
C10	0.3144 (6)	0.5336 (4)	0.0915 (3)	0.0430 (11)
H10	0.3027	0.4706	0.1209	0.052*
C11	0.7259 (6)	0.5555 (4)	0.2073 (3)	0.0433 (11)
H11	0.7092	0.6338	0.1968	0.052*
C12	0.8704 (6)	0.4822 (5)	0.1952 (3)	0.0463 (12)
H12	0.9506	0.5099	0.1760	0.056*
C13	0.8972 (6)	0.3692 (5)	0.2112 (3)	0.0459 (12)
H13	0.9962	0.3177	0.2042	0.055*
C14	0.7764 (6)	0.3316 (4)	0.2379 (3)	0.0410 (11)
H14	0.7922	0.2537	0.2498	0.049*
C15	0.6340 (6)	0.4075 (4)	0.2469 (3)	0.0371 (10)
C16	0.4958 (6)	0.3749 (4)	0.2704 (3)	0.0359 (10)
C17	0.4963 (7)	0.2647 (4)	0.2856 (3)	0.0447 (12)
H17	0.5869	0.2040	0.2786	0.054*
C18	0.3620 (7)	0.2441 (4)	0.3113 (3)	0.0464 (12)
H18	0.3604	0.1693	0.3234	0.056*
C19	0.2330 (6)	0.3325 (4)	0.3189 (3)	0.0442 (12)
H19	0.1402	0.3198	0.3361	0.053*
C20	0.2374 (6)	0.4408 (4)	0.3015 (3)	0.0386 (10)
H20	0.1469	0.5020	0.3075	0.046*
C21	0.5229 (6)	0.6167 (4)	0.4138 (3)	0.0440 (11)
H21	0.6173	0.5708	0.3936	0.053*
C22	0.5166 (7)	0.6483 (5)	0.4923 (3)	0.0534 (14)
H22	0.6053	0.6249	0.5246	0.064*
C23	0.3801 (7)	0.7136 (5)	0.5214 (3)	0.0505 (13)
H23	0.3741	0.7355	0.5746	0.061*
C24	0.2514 (6)	0.7481 (4)	0.4746 (3)	0.0436 (12)
C25	0.1014 (7)	0.8152 (4)	0.5000 (3)	0.0453 (12)
C26	−0.0220 (7)	0.8445 (5)	0.4516 (4)	0.0527 (14)
H26	−0.1182	0.8893	0.4705	0.063*
C27	−0.0085 (6)	0.8087 (4)	0.3729 (3)	0.0450 (12)
C28	−0.1299 (6)	0.8342 (5)	0.3191 (4)	0.0505 (13)
H28	−0.2295	0.8775	0.3348	0.061*
C29	−0.1060 (6)	0.7975 (5)	0.2446 (3)	0.0495 (13)
H29	−0.1884	0.8139	0.2082	0.059*
C30	0.0415 (6)	0.7351 (4)	0.2220 (3)	0.0437 (11)
H30	0.0572	0.7103	0.1696	0.052*
C31	0.1371 (6)	0.7452 (4)	0.3460 (3)	0.0400 (11)
C32	0.2664 (6)	0.7137 (4)	0.3967 (3)	0.0405 (11)
C33	0.0016 (7)	0.8891 (4)	0.6287 (3)	0.0510 (13)
P1	1.0000	0.5000	0.5000	0.0572 (6)
F11	0.9341 (5)	0.5008 (5)	0.4141 (3)	0.0975 (15)
F12	0.8596 (5)	0.4634 (3)	0.5351 (3)	0.0808 (13)
F13	0.9038 (5)	0.6276 (3)	0.5092 (3)	0.0901 (15)
P2	0.5000	1.0000	0.5000	0.0427 (4)
F21	0.4009 (6)	0.9596 (4)	0.5648 (3)	0.0951 (15)
F22	0.6131 (6)	0.8810 (4)	0.5037 (5)	0.145 (3)
F23	0.4083 (11)	0.9609 (7)	0.4380 (4)	0.177 (4)
P3	0.17933 (17)	0.24155 (12)	0.02025 (9)	0.0502 (4)
F31	0.1520 (7)	0.1887 (4)	0.1024 (3)	0.113 (2)
F32	0.0179 (5)	0.2320 (4)	−0.0039 (5)	0.129 (2)
F33	0.2061 (9)	0.2892 (4)	−0.0615 (3)	0.129 (2)
F34	0.3376 (6)	0.2461 (4)	0.0479 (4)	0.1127 (19)
F35	0.1002 (5)	0.3654 (3)	0.0503 (3)	0.0762 (11)
F36	0.2583 (5)	0.1159 (3)	−0.0085 (2)	0.0712 (10)
C40	0.8638 (9)	0.0429 (5)	0.1327 (4)	0.0609 (16)
C41	1.0145 (9)	−0.0209 (6)	0.1065 (5)	0.0735 (19)
H41A	1.0621	0.0296	0.0780	0.110*
H41B	1.0056	−0.0805	0.0718	0.110*
H41C	1.0779	−0.0550	0.1519	0.110*
N8	0.7473 (8)	0.0933 (5)	0.1538 (4)	0.0753 (16)

	U11	U22	U33	U12	U13	U23
Ru	0.0366 (2)	0.0291 (2)	0.0311 (2)	−0.01360 (15)	0.00462 (14)	−0.00054 (14)
S	0.0651 (9)	0.0567 (9)	0.0595 (9)	−0.0231 (7)	0.0200 (7)	−0.0170 (7)
N1	0.038 (2)	0.0318 (19)	0.042 (2)	−0.0128 (16)	0.0057 (17)	−0.0009 (16)
N2	0.039 (2)	0.045 (2)	0.032 (2)	−0.0127 (18)	0.0064 (16)	−0.0004 (17)
N3	0.038 (2)	0.036 (2)	0.036 (2)	−0.0148 (17)	0.0040 (16)	−0.0035 (16)
N4	0.044 (2)	0.0305 (19)	0.0313 (19)	−0.0155 (17)	0.0008 (16)	−0.0018 (15)
N5	0.046 (2)	0.0314 (19)	0.039 (2)	−0.0206 (17)	0.0010 (18)	0.0002 (16)
N6	0.041 (2)	0.0303 (19)	0.039 (2)	−0.0144 (16)	0.0103 (17)	0.0019 (16)
N7	0.076 (3)	0.056 (3)	0.053 (3)	−0.025 (3)	0.022 (3)	−0.016 (2)
C1	0.044 (3)	0.033 (2)	0.053 (3)	−0.012 (2)	0.009 (2)	−0.002 (2)
C2	0.044 (3)	0.032 (3)	0.081 (4)	−0.013 (2)	0.013 (3)	−0.004 (3)
C3	0.048 (3)	0.039 (3)	0.083 (4)	−0.015 (2)	0.011 (3)	0.018 (3)
C4	0.047 (3)	0.048 (3)	0.061 (3)	−0.020 (2)	0.007 (3)	0.016 (3)
C5	0.035 (2)	0.040 (3)	0.047 (3)	−0.011 (2)	0.008 (2)	0.007 (2)
C6	0.034 (2)	0.049 (3)	0.041 (3)	−0.015 (2)	0.002 (2)	0.005 (2)
C7	0.050 (3)	0.073 (4)	0.041 (3)	−0.026 (3)	0.002 (2)	0.017 (3)
C8	0.055 (3)	0.092 (5)	0.035 (3)	−0.034 (3)	−0.004 (2)	0.003 (3)
C9	0.052 (3)	0.071 (4)	0.041 (3)	−0.028 (3)	0.002 (2)	−0.009 (3)
C10	0.046 (3)	0.046 (3)	0.041 (3)	−0.020 (2)	0.002 (2)	−0.005 (2)
C11	0.045 (3)	0.039 (3)	0.049 (3)	−0.016 (2)	0.004 (2)	−0.006 (2)
C12	0.038 (3)	0.055 (3)	0.050 (3)	−0.018 (2)	0.004 (2)	−0.010 (2)
C13	0.042 (3)	0.048 (3)	0.044 (3)	−0.007 (2)	0.000 (2)	−0.013 (2)
C14	0.046 (3)	0.037 (3)	0.039 (3)	−0.010 (2)	−0.001 (2)	−0.005 (2)
C15	0.045 (3)	0.038 (2)	0.030 (2)	−0.014 (2)	0.0004 (19)	−0.0069 (18)
C16	0.046 (3)	0.034 (2)	0.031 (2)	−0.017 (2)	0.0028 (19)	−0.0040 (18)
C17	0.057 (3)	0.032 (2)	0.046 (3)	−0.013 (2)	0.002 (2)	−0.004 (2)
C18	0.064 (3)	0.034 (3)	0.049 (3)	−0.026 (2)	0.003 (2)	0.001 (2)
C19	0.053 (3)	0.045 (3)	0.043 (3)	−0.027 (2)	0.004 (2)	0.002 (2)
C20	0.042 (3)	0.041 (3)	0.037 (2)	−0.018 (2)	0.003 (2)	−0.002 (2)
C21	0.049 (3)	0.041 (3)	0.047 (3)	−0.019 (2)	−0.002 (2)	−0.003 (2)
C22	0.065 (4)	0.051 (3)	0.047 (3)	−0.021 (3)	−0.009 (3)	0.002 (2)
C23	0.065 (4)	0.047 (3)	0.044 (3)	−0.023 (3)	0.005 (3)	−0.003 (2)
C24	0.057 (3)	0.037 (3)	0.043 (3)	−0.024 (2)	0.010 (2)	−0.003 (2)
C25	0.058 (3)	0.041 (3)	0.042 (3)	−0.023 (2)	0.014 (2)	−0.004 (2)
C26	0.056 (3)	0.042 (3)	0.061 (3)	−0.017 (3)	0.019 (3)	−0.003 (2)
C27	0.054 (3)	0.035 (3)	0.050 (3)	−0.020 (2)	0.012 (2)	−0.002 (2)
C28	0.041 (3)	0.047 (3)	0.064 (4)	−0.014 (2)	0.005 (2)	0.003 (3)
C29	0.043 (3)	0.047 (3)	0.059 (3)	−0.014 (2)	0.003 (2)	0.005 (2)
C30	0.044 (3)	0.042 (3)	0.048 (3)	−0.018 (2)	0.001 (2)	0.004 (2)
C31	0.047 (3)	0.030 (2)	0.048 (3)	−0.018 (2)	0.009 (2)	0.003 (2)
C32	0.056 (3)	0.029 (2)	0.042 (3)	−0.021 (2)	0.014 (2)	−0.0019 (19)
C33	0.063 (3)	0.039 (3)	0.056 (3)	−0.022 (3)	0.014 (3)	−0.004 (2)
P1	0.0660 (14)	0.0391 (10)	0.0700 (14)	−0.0214 (10)	0.0305 (11)	−0.0011 (9)
F11	0.081 (3)	0.127 (4)	0.083 (3)	−0.028 (3)	0.022 (2)	−0.014 (3)
F12	0.088 (3)	0.057 (2)	0.107 (3)	−0.037 (2)	0.051 (2)	−0.008 (2)
F13	0.103 (3)	0.045 (2)	0.123 (4)	−0.022 (2)	0.060 (3)	−0.005 (2)
P2	0.0473 (10)	0.0392 (9)	0.0432 (10)	−0.0152 (8)	0.0076 (8)	−0.0015 (8)
F21	0.112 (4)	0.068 (3)	0.104 (3)	−0.028 (2)	0.058 (3)	0.008 (2)
F22	0.096 (4)	0.054 (3)	0.268 (8)	−0.002 (2)	0.091 (5)	0.028 (4)
F23	0.297 (10)	0.212 (8)	0.097 (4)	−0.193 (8)	−0.071 (5)	0.027 (4)
P3	0.0517 (8)	0.0431 (7)	0.0573 (9)	−0.0161 (6)	0.0128 (7)	−0.0050 (6)
F31	0.170 (5)	0.068 (3)	0.100 (3)	−0.032 (3)	0.080 (4)	−0.011 (2)
F32	0.066 (3)	0.074 (3)	0.248 (8)	−0.018 (2)	−0.009 (4)	−0.045 (4)
F33	0.223 (7)	0.065 (3)	0.073 (3)	−0.002 (3)	0.052 (4)	0.006 (2)
F34	0.073 (3)	0.094 (3)	0.176 (6)	−0.031 (3)	−0.002 (3)	−0.034 (4)
F35	0.079 (3)	0.050 (2)	0.102 (3)	−0.0215 (18)	0.034 (2)	−0.0191 (19)
F36	0.078 (2)	0.0481 (19)	0.083 (3)	−0.0129 (17)	0.027 (2)	−0.0085 (18)
C40	0.076 (5)	0.045 (3)	0.071 (4)	−0.032 (3)	0.005 (3)	−0.004 (3)
C41	0.086 (5)	0.063 (4)	0.079 (5)	−0.033 (4)	0.021 (4)	−0.006 (3)
N8	0.077 (4)	0.059 (3)	0.094 (5)	−0.027 (3)	0.002 (3)	−0.015 (3)

Ru—N1	2.056 (4)	C17—H17	0.95
Ru—N3	2.059 (4)	C18—C19	1.360 (8)
Ru—N2	2.059 (4)	C18—H18	0.95
Ru—N4	2.064 (4)	C19—C20	1.381 (7)
Ru—N6	2.065 (4)	C19—H19	0.95
Ru—N5	2.072 (4)	C20—H20	0.95
S—C33	1.554 (6)	C21—C22	1.403 (8)
N1—C1	1.350 (6)	C21—H21	0.95
N1—C5	1.363 (6)	C22—C23	1.369 (8)
N2—C6	1.345 (6)	C22—H22	0.95
N2—C10	1.357 (6)	C23—C24	1.379 (8)
N3—C11	1.339 (6)	C23—H23	0.95
N3—C15	1.365 (6)	C24—C32	1.401 (7)
N4—C20	1.344 (6)	C24—C25	1.448 (8)
N4—C16	1.358 (6)	C25—C26	1.356 (8)
N5—C21	1.326 (7)	C26—C27	1.419 (8)
N5—C32	1.370 (6)	C26—H26	0.95
N6—C30	1.337 (7)	C27—C28	1.402 (8)
N6—C31	1.365 (6)	C27—C31	1.412 (7)
N7—C33	1.197 (7)	C28—C29	1.356 (8)
N7—C25	1.391 (7)	C28—H28	0.95
C1—C2	1.382 (7)	C29—C30	1.398 (8)
C1—H1	0.95	C29—H29	0.95
C2—C3	1.371 (9)	C30—H30	0.95
C2—H2	0.95	C31—C32	1.420 (8)
C3—C4	1.370 (9)	P1—F13i	1.578 (4)
C3—H3	0.95	P1—F13	1.578 (4)
C4—C5	1.383 (7)	P1—F11	1.588 (5)
C4—H4	0.95	P1—F11i	1.588 (5)
C5—C6	1.472 (7)	P1—F12	1.591 (3)
C6—C7	1.396 (7)	P1—F12i	1.591 (3)
C7—C8	1.366 (9)	P2—F23ii	1.526 (5)
C7—H7	0.95	P2—F23	1.526 (5)
C8—C9	1.376 (9)	P2—F22ii	1.531 (4)
C8—H8	0.95	P2—F22	1.531 (4)
C9—C10	1.374 (7)	P2—F21	1.589 (4)
C9—H9	0.95	P2—F21ii	1.589 (4)
C10—H10	0.95	P3—F34	1.540 (5)
C11—C12	1.381 (7)	P3—F33	1.549 (5)
C11—H11	0.95	P3—F32	1.571 (5)
C12—C13	1.370 (8)	P3—F31	1.585 (5)
C12—H12	0.95	P3—F35	1.589 (4)
C13—C14	1.388 (8)	P3—F36	1.600 (4)
C13—H13	0.95	C40—N8	1.125 (9)
C14—C15	1.372 (7)	C40—C41	1.445 (10)
C14—H14	0.95	C41—H41a	0.98
C15—C16	1.484 (7)	C41—H41b	0.98
C16—C17	1.383 (7)	C41—H41c	0.98
C17—C18	1.390 (8)
N1—Ru—N3	96.28 (15)	N4—C20—H20	118.9
N1—Ru—N2	79.03 (16)	C19—C20—H20	118.9
N3—Ru—N2	88.79 (16)	N5—C21—C22	122.5 (5)
N1—Ru—N4	174.09 (15)	N5—C21—H21	118.7
N3—Ru—N4	78.91 (15)	C22—C21—H21	118.7
N2—Ru—N4	97.32 (15)	C23—C22—C21	118.6 (5)
N1—Ru—N6	88.69 (15)	C23—C22—H22	120.7
N3—Ru—N6	174.60 (15)	C21—C22—H22	120.7
N2—Ru—N6	94.23 (16)	C22—C23—C24	120.8 (5)
N4—Ru—N6	96.25 (15)	C22—C23—H23	119.6
N1—Ru—N5	94.83 (15)	C24—C23—H23	119.6
N3—Ru—N5	97.41 (16)	C23—C24—C32	117.4 (5)
N2—Ru—N5	171.75 (16)	C23—C24—C25	125.1 (5)
N4—Ru—N5	89.23 (14)	C32—C24—C25	117.5 (5)
N6—Ru—N5	80.03 (16)	C26—C25—N7	121.2 (5)
C1—N1—C5	118.4 (4)	C26—C25—C24	122.4 (5)
C1—N1—RU	126.2 (3)	N7—C25—C24	116.4 (5)
C5—N1—RU	115.4 (3)	C25—C26—C27	120.5 (5)
C6—N2—C10	118.9 (4)	C25—C26—H26	119.7
C6—N2—RU	115.5 (3)	C27—C26—H26	119.7
C10—N2—RU	125.6 (3)	C28—C27—C31	117.4 (5)
C11—N3—C15	117.9 (4)	C28—C27—C26	124.4 (5)
C11—N3—RU	126.1 (3)	C31—C27—C26	118.3 (5)
C15—N3—RU	115.9 (3)	C29—C28—C27	120.3 (5)
C20—N4—C16	118.5 (4)	C29—C28—H28	119.9
C20—N4—RU	125.6 (3)	C27—C28—H28	119.9
C16—N4—RU	115.9 (3)	C28—C29—C30	119.2 (5)
C21—N5—C32	118.1 (4)	C28—C29—H29	120.4
C21—N5—RU	129.4 (4)	C30—C29—H29	120.4
C32—N5—RU	112.4 (3)	N6—C30—C29	122.9 (5)
C30—N6—C31	118.0 (4)	N6—C30—H30	118.6
C30—N6—RU	128.5 (3)	C29—C30—H30	118.6
C31—N6—RU	113.5 (3)	N6—C31—C27	122.3 (5)
C33—N7—C25	144.9 (6)	N6—C31—C32	116.4 (4)
N1—C1—C2	121.7 (5)	C27—C31—C32	121.3 (5)
N1—C1—H1	119.1	N5—C32—C24	122.5 (5)
C2—C1—H1	119.1	N5—C32—C31	117.5 (4)
C3—C2—C1	119.6 (6)	C24—C32—C31	119.9 (5)
C3—C2—H2	120.2	N7—C33—S	174.4 (6)
C1—C2—H2	120.2	F13i—P1—F13	180.0 (4)
C4—C3—C2	119.3 (5)	F13i—P1—F11	89.6 (3)
C4—C3—H3	120.4	F13—P1—F11	90.4 (3)
C2—C3—H3	120.4	F13i—P1—F11i	90.4 (3)
C3—C4—C5	119.7 (5)	F13—P1—F11i	89.6 (3)
C3—C4—H4	120.2	F11—P1—F11i	180.000 (2)
C5—C4—H4	120.2	F13i—P1—F12	90.9 (2)
N1—C5—C4	121.3 (5)	F13—P1—F12	89.1 (2)
N1—C5—C6	114.6 (4)	F11—P1—F12	90.3 (3)
C4—C5—C6	124.1 (5)	F11i—P1—F12	89.7 (3)
N2—C6—C7	120.8 (5)	F13i—P1—F12i	89.1 (2)
N2—C6—C5	115.5 (4)	F13—P1—F12i	90.9 (2)
C7—C6—C5	123.7 (5)	F11—P1—F12i	89.7 (3)
C8—C7—C6	119.7 (5)	F11i—P1—F12i	90.3 (3)
C8—C7—H7	120.2	F12—P1—F12i	180.000 (1)
C6—C7—H7	120.2	F23ii—P2—F23	180.0 (6)
C7—C8—C9	119.6 (5)	F23ii—P2—F22ii	89.3 (5)
C7—C8—H8	120.2	F23—P2—F22ii	90.7 (5)
C9—C8—H8	120.2	F23ii—P2—F22	90.7 (5)
C10—C9—C8	119.0 (5)	F23—P2—F22	89.3 (5)
C10—C9—H9	120.5	F22ii—P2—F22	180.0 (6)
C8—C9—H9	120.5	F23ii—P2—F21	91.9 (4)
N2—C10—C9	122.1 (5)	F23—P2—F21	88.1 (4)
N2—C10—H10	118.9	F22ii—P2—F21	91.9 (3)
C9—C10—H10	118.9	F22—P2—F21	88.1 (3)
N3—C11—C12	122.6 (5)	F23ii—P2—F21ii	88.1 (4)
N3—C11—H11	118.7	F23—P2—F21ii	91.9 (4)
C12—C11—H11	118.7	F22ii—P2—F21ii	88.1 (3)
C13—C12—C11	119.5 (5)	F22—P2—F21ii	91.9 (3)
C13—C12—H12	120.2	F21—P2—F21ii	180.000 (2)
C11—C12—H12	120.2	F34—P3—F33	90.6 (4)
C12—C13—C14	118.6 (5)	F34—P3—F32	176.7 (4)
C12—C13—H13	120.7	F33—P3—F32	92.6 (4)
C14—C13—H13	120.7	F34—P3—F31	90.3 (4)
C15—C14—C13	119.6 (5)	F33—P3—F31	178.0 (3)
C15—C14—H14	120.2	F32—P3—F31	86.6 (4)
C13—C14—H14	120.2	F34—P3—F35	91.2 (3)
N3—C15—C14	121.7 (5)	F33—P3—F35	90.9 (2)
N3—C15—C16	114.5 (4)	F32—P3—F35	89.8 (2)
C14—C15—C16	123.7 (4)	F31—P3—F35	90.9 (2)
N4—C16—C17	121.5 (5)	F34—P3—F36	88.8 (3)
N4—C16—C15	114.7 (4)	F33—P3—F36	90.2 (2)
C17—C16—C15	123.8 (5)	F32—P3—F36	90.1 (2)
C16—C17—C18	119.0 (5)	F31—P3—F36	88.0 (2)
C16—C17—H17	120.5	F35—P3—F36	178.9 (2)
C18—C17—H17	120.5	N8—C40—C41	179.0 (8)
C19—C18—C17	119.2 (5)	C40—C41—H41A	109.5
C19—C18—H18	120.4	C40—C41—H41B	109.5
C17—C18—H18	120.4	H41A—C41—H41B	109.5
C18—C19—C20	119.7 (5)	C40—C41—H41C	109.5
C18—C19—H19	120.2	H41A—C41—H41C	109.5
C20—C19—H19	120.2	H41B—C41—H41C	109.5
N4—C20—C19	122.1 (5)
N3—RU—N1—C1	−92.9 (4)	C6—N2—C10—C9	−0.5 (8)
N2—RU—N1—C1	179.6 (4)	RU—N2—C10—C9	178.9 (4)
N6—RU—N1—C1	85.0 (4)	C8—C9—C10—N2	1.6 (9)
N5—RU—N1—C1	5.1 (4)	C15—N3—C11—C12	−0.8 (7)
N3—RU—N1—C5	87.3 (3)	RU—N3—C11—C12	−176.9 (4)
N2—RU—N1—C5	−0.2 (3)	N3—C11—C12—C13	−1.0 (8)
N6—RU—N1—C5	−94.8 (3)	C11—C12—C13—C14	1.2 (8)
N5—RU—N1—C5	−174.7 (3)	C12—C13—C14—C15	0.5 (7)
N1—RU—N2—C6	0.4 (3)	C11—N3—C15—C14	2.6 (7)
N3—RU—N2—C6	−96.2 (4)	RU—N3—C15—C14	179.0 (3)
N4—RU—N2—C6	−174.9 (3)	C11—N3—C15—C16	−176.1 (4)
N6—RU—N2—C6	88.3 (4)	RU—N3—C15—C16	0.3 (5)
N1—RU—N2—C10	−179.0 (4)	C13—C14—C15—N3	−2.5 (7)
N3—RU—N2—C10	84.4 (4)	C13—C14—C15—C16	176.1 (4)
N4—RU—N2—C10	5.7 (4)	C20—N4—C16—C17	3.4 (7)
N6—RU—N2—C10	−91.2 (4)	RU—N4—C16—C17	−178.3 (4)
N1—RU—N3—C11	0.1 (4)	C20—N4—C16—C15	−176.4 (4)
N2—RU—N3—C11	78.9 (4)	RU—N4—C16—C15	1.9 (5)
N4—RU—N3—C11	176.6 (4)	N3—C15—C16—N4	−1.4 (6)
N5—RU—N3—C11	−95.6 (4)	C14—C15—C16—N4	179.9 (4)
N1—RU—N3—C15	−176.0 (3)	N3—C15—C16—C17	178.8 (4)
N2—RU—N3—C15	−97.2 (3)	C14—C15—C16—C17	0.1 (7)
N4—RU—N3—C15	0.5 (3)	N4—C16—C17—C18	−3.2 (7)
N5—RU—N3—C15	88.3 (3)	C15—C16—C17—C18	176.5 (5)
N3—RU—N4—C20	176.8 (4)	C16—C17—C18—C19	1.6 (8)
N2—RU—N4—C20	−95.9 (4)	C17—C18—C19—C20	−0.3 (8)
N6—RU—N4—C20	−0.8 (4)	C16—N4—C20—C19	−2.1 (7)
N5—RU—N4—C20	79.1 (4)	RU—N4—C20—C19	179.9 (4)
N3—RU—N4—C16	−1.3 (3)	C18—C19—C20—N4	0.6 (8)
N2—RU—N4—C16	86.0 (3)	C32—N5—C21—C22	−0.8 (7)
N6—RU—N4—C16	−178.9 (3)	RU—N5—C21—C22	176.3 (4)
N5—RU—N4—C16	−99.0 (3)	N5—C21—C22—C23	0.6 (8)
N1—RU—N5—C21	−93.1 (4)	C21—C22—C23—C24	−0.2 (8)
N3—RU—N5—C21	3.9 (4)	C22—C23—C24—C32	−0.1 (8)
N4—RU—N5—C21	82.6 (4)	C22—C23—C24—C25	178.8 (5)
N6—RU—N5—C21	179.1 (4)	C33—N7—C25—C26	5.7 (12)
N1—RU—N5—C32	84.1 (3)	C33—N7—C25—C24	−172.5 (8)
N3—RU—N5—C32	−178.9 (3)	C23—C24—C25—C26	−178.5 (5)
N4—RU—N5—C32	−100.2 (3)	C32—C24—C25—C26	0.3 (7)
N6—RU—N5—C32	−3.7 (3)	C23—C24—C25—N7	−0.4 (8)
N1—RU—N6—C30	87.0 (4)	C32—C24—C25—N7	178.5 (4)
N2—RU—N6—C30	8.1 (4)	N7—C25—C26—C27	−177.5 (5)
N4—RU—N6—C30	−89.8 (4)	C24—C25—C26—C27	0.6 (8)
N5—RU—N6—C30	−177.9 (4)	C25—C26—C27—C28	179.5 (5)
N1—RU—N6—C31	−91.9 (3)	C25—C26—C27—C31	−2.0 (8)
N2—RU—N6—C31	−170.8 (3)	C31—C27—C28—C29	0.7 (8)
N4—RU—N6—C31	91.4 (3)	C26—C27—C28—C29	179.2 (5)
N5—RU—N6—C31	3.2 (3)	C27—C28—C29—C30	−0.8 (8)
C5—N1—C1—C2	−0.1 (7)	C31—N6—C30—C29	−0.2 (7)
RU—N1—C1—C2	−179.9 (4)	RU—N6—C30—C29	−179.0 (4)
N1—C1—C2—C3	0.8 (8)	C28—C29—C30—N6	0.5 (8)
C1—C2—C3—C4	−0.7 (8)	C30—N6—C31—C27	0.1 (6)
C2—C3—C4—C5	0.0 (8)	RU—N6—C31—C27	179.1 (3)
C1—N1—C5—C4	−0.7 (7)	C30—N6—C31—C32	178.8 (4)
RU—N1—C5—C4	179.2 (4)	RU—N6—C31—C32	−2.2 (5)
C1—N1—C5—C6	−179.8 (4)	C28—C27—C31—N6	−0.3 (7)
RU—N1—C5—C6	0.0 (5)	C26—C27—C31—N6	−178.9 (4)
C3—C4—C5—N1	0.7 (8)	C28—C27—C31—C32	−178.9 (4)
C3—C4—C5—C6	179.8 (5)	C26—C27—C31—C32	2.4 (7)
C10—N2—C6—C7	−1.6 (7)	C21—N5—C32—C24	0.5 (7)
RU—N2—C6—C7	178.9 (4)	RU—N5—C32—C24	−177.1 (3)
C10—N2—C6—C5	178.9 (4)	C21—N5—C32—C31	−178.7 (4)
RU—N2—C6—C5	−0.6 (5)	RU—N5—C32—C31	3.8 (5)
N1—C5—C6—N2	0.4 (6)	C23—C24—C32—N5	−0.1 (7)
C4—C5—C6—N2	−178.7 (5)	C25—C24—C32—N5	−179.0 (4)
N1—C5—C6—C7	−179.1 (5)	C23—C24—C32—C31	179.1 (4)
C4—C5—C6—C7	1.8 (8)	C25—C24—C32—C31	0.1 (7)
N2—C6—C7—C8	2.7 (8)	N6—C31—C32—N5	−1.1 (6)
C5—C6—C7—C8	−177.9 (5)	C27—C31—C32—N5	177.6 (4)
C6—C7—C8—C9	−1.6 (9)	N6—C31—C32—C24	179.8 (4)
C7—C8—C9—C10	−0.5 (9)	C27—C31—C32—C24	−1.5 (7)

Table 1

Selected bond lengths (Å)

Ru—N1	2.056 (4)
Ru—N3	2.059 (4)
Ru—N2	2.059 (4)
Ru—N4	2.064 (4)
Ru—N6	2.065 (4)
Ru—N5	2.072 (4)