Tetra-ethyl-ammonium trichlorido(η-p-cymene)ruthenate(II).

In the title salt, [(C(2)H(5))(4)N][RuCl(3)(C(10)H(14))], the Ru(II) atom shows an octa-hedral coordination in which the aromatic ring of the p-cymene mol-ecule occupies three coordination positions.

Related literature

For bond distances in the [Et4N]+ cation, see: Allen et al. (1987 ▶). For related stn class="Chemical">ructures, see: Arslan et al. (2009a ▶,b) ▶; Solari et al. (2007 ▶); Vock & Dyson (2007 ▶); Lalrempuia et al. (2005 ▶); Liu et al. (2004 ▶). For the applications of dinuclear [Ru(η6-arene)Cl2]2 complexes as precursors in inorganic synthesis, see: Le Bozec et al. (1989 ▶); Quebatte et al. (2005 ▶).

Experimental

Crystal data

(C8H20N)[RuCl3(C10H14)]

M = 471.88

Monoclinic,

a = 9.5840 (1) Å

b = 22.3797 (2) Å

c = 10.2071 (1) Å

β = 98.668 (1)°

V = 2164.28 (4) Å3

Z = 4

Mo Kα radiation

μ = 1.09 mm−1

T = 296 K

0.43 × 0.25 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.650, T max = 0.811

21600 measured reflections

4985 independent reflections

4341 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.056

S = 1.02

4985 reflections

215 parameters

H-atom parameters constrained

Δρmax = 0.38 e Å−3

Δρmin = −0.29 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT-Plus (Bruker, 1998 ▶); data reduction: SAINT-Plus; 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: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809050168/ng2680sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809050168/ng2680Isup2.hkl

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

(C8H20N)[RuCl3(C10H14)]	F(000) = 976
Mr = 471.88	Dx = 1.448 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9980 reflections
a = 9.5840 (1) Å	θ = 2.2–27.4°
b = 22.3797 (2) Å	µ = 1.09 mm−1
c = 10.2071 (1) Å	T = 296 K
β = 98.668 (1)°	Block, orange
V = 2164.28 (4) Å3	0.43 × 0.25 × 0.20 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	4985 independent reflections
Radiation source: fine-focus sealed tube	4341 reflections with I > 2σ(I)
graphite	Rint = 0.021
phi and ω scans	θmax = 27.6°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.650, Tmax = 0.811	k = −29→25
21600 measured reflections	l = −11→13

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.056	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0263P)2 + 0.6416P] where P = (Fo2 + 2Fc2)/3
4985 reflections	(Δ/σ)max = 0.001
215 parameters	Δρmax = 0.38 e Å−3
0 restraints	Δρmin = −0.29 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
Ru1	0.825774 (14)	0.078698 (6)	0.112583 (14)	0.03365 (5)
Cl1	0.77065 (6)	0.17844 (2)	0.18611 (7)	0.06579 (16)
Cl2	0.93200 (5)	0.12669 (2)	−0.06104 (5)	0.04993 (12)
Cl3	1.05200 (5)	0.08727 (2)	0.25339 (5)	0.04920 (12)
N1	0.31839 (16)	0.23549 (7)	0.13845 (16)	0.0425 (3)
C1	0.6908 (2)	0.02804 (8)	−0.04218 (19)	0.0441 (4)
C2	0.8053 (2)	−0.00847 (8)	0.01545 (19)	0.0423 (4)
H2	0.8615	−0.0275	−0.0386	0.051*
C3	0.83385 (19)	−0.01594 (8)	0.15289 (19)	0.0410 (4)
H3	0.9099	−0.0397	0.1883	0.049*
C4	0.7509 (2)	0.01140 (8)	0.24034 (19)	0.0428 (4)
C5	0.6385 (2)	0.04798 (9)	0.1819 (2)	0.0463 (4)
H5	0.5831	0.0674	0.2360	0.056*
C6	0.60824 (19)	0.05587 (9)	0.0431 (2)	0.0459 (4)
H6	0.5326	0.0798	0.0077	0.055*
C7	0.6659 (3)	0.03821 (12)	−0.1883 (2)	0.0685 (7)
H7A	0.6319	0.0020	−0.2325	0.103*
H7B	0.7526	0.0499	−0.2172	0.103*
H7C	0.5969	0.0692	−0.2091	0.103*
C8	0.7882 (3)	0.00190 (11)	0.3880 (2)	0.0610 (6)
H8	0.8898	−0.0062	0.4062	0.073*
C9	0.7137 (3)	−0.05322 (14)	0.4288 (3)	0.0890 (9)
H9A	0.7473	−0.0621	0.5202	0.134*
H9B	0.7326	−0.0864	0.3747	0.134*
H9C	0.6138	−0.0460	0.4176	0.134*
C10	0.7606 (5)	0.05526 (15)	0.4702 (3)	0.1227 (15)
H10A	0.8053	0.0899	0.4395	0.184*
H10B	0.7981	0.0480	0.5613	0.184*
H10C	0.6607	0.0620	0.4620	0.184*
C11	0.3550 (2)	0.18162 (9)	0.0607 (2)	0.0576 (5)
H11A	0.4569	0.1793	0.0676	0.069*
H11B	0.3237	0.1460	0.1021	0.069*
C12	0.2929 (3)	0.18074 (11)	−0.0842 (2)	0.0627 (6)
H12A	0.1919	0.1783	−0.0928	0.094*
H12B	0.3283	0.1467	−0.1261	0.094*
H12C	0.3190	0.2166	−0.1259	0.094*
C13	0.1606 (2)	0.23458 (10)	0.1427 (2)	0.0572 (5)
H13A	0.1115	0.2368	0.0525	0.069*
H13B	0.1368	0.1965	0.1790	0.069*
C14	0.1062 (3)	0.28363 (14)	0.2219 (3)	0.0836 (8)
H14A	0.1545	0.2823	0.3114	0.125*
H14B	0.0068	0.2783	0.2218	0.125*
H14C	0.1227	0.3216	0.1832	0.125*
C15	0.3564 (2)	0.29344 (9)	0.0761 (2)	0.0579 (5)
H15A	0.2973	0.2974	−0.0094	0.069*
H15B	0.3331	0.3262	0.1312	0.069*
C16	0.5080 (3)	0.30030 (12)	0.0562 (3)	0.0790 (8)
H16A	0.5672	0.3019	0.1408	0.118*
H16B	0.5186	0.3365	0.0082	0.118*
H16C	0.5349	0.2668	0.0067	0.118*
C17	0.4038 (2)	0.23164 (10)	0.2766 (2)	0.0566 (5)
H17A	0.5030	0.2290	0.2678	0.068*
H17B	0.3906	0.2684	0.3234	0.068*
C18	0.3678 (3)	0.17998 (12)	0.3599 (2)	0.0766 (8)
H18A	0.2708	0.1829	0.3726	0.115*
H18B	0.4274	0.1810	0.4444	0.115*
H18C	0.3824	0.1431	0.3158	0.115*

	U11	U22	U33	U12	U13	U23
Ru1	0.03190 (8)	0.02950 (8)	0.03954 (8)	−0.00283 (5)	0.00533 (5)	−0.00182 (5)
Cl1	0.0585 (3)	0.0406 (3)	0.0989 (5)	0.0030 (2)	0.0137 (3)	−0.0210 (3)
Cl2	0.0508 (3)	0.0453 (3)	0.0540 (3)	−0.0087 (2)	0.0087 (2)	0.0129 (2)
Cl3	0.0441 (3)	0.0497 (3)	0.0499 (3)	−0.0087 (2)	−0.0057 (2)	−0.0015 (2)
N1	0.0421 (8)	0.0339 (8)	0.0505 (9)	−0.0038 (6)	0.0039 (7)	0.0003 (7)
C1	0.0442 (10)	0.0453 (10)	0.0416 (10)	−0.0154 (8)	0.0022 (8)	−0.0011 (8)
C2	0.0455 (10)	0.0344 (9)	0.0487 (11)	−0.0097 (8)	0.0131 (8)	−0.0094 (8)
C3	0.0425 (10)	0.0290 (9)	0.0506 (10)	−0.0036 (7)	0.0046 (8)	0.0001 (7)
C4	0.0476 (10)	0.0392 (10)	0.0427 (10)	−0.0125 (8)	0.0098 (8)	−0.0011 (8)
C5	0.0388 (10)	0.0467 (11)	0.0571 (12)	−0.0088 (8)	0.0193 (9)	−0.0090 (9)
C6	0.0317 (9)	0.0445 (10)	0.0598 (12)	−0.0040 (8)	0.0017 (8)	0.0009 (9)
C7	0.0750 (16)	0.0813 (17)	0.0453 (12)	−0.0296 (13)	−0.0041 (11)	0.0054 (11)
C8	0.0694 (15)	0.0704 (15)	0.0428 (11)	−0.0186 (12)	0.0074 (10)	0.0022 (10)
C9	0.107 (2)	0.093 (2)	0.0583 (15)	−0.0324 (17)	−0.0146 (15)	0.0351 (15)
C10	0.228 (5)	0.098 (2)	0.0498 (16)	−0.030 (3)	0.047 (2)	−0.0173 (16)
C11	0.0643 (14)	0.0416 (11)	0.0652 (14)	0.0036 (10)	0.0047 (11)	−0.0064 (10)
C12	0.0642 (14)	0.0671 (15)	0.0575 (13)	−0.0073 (11)	0.0116 (11)	−0.0101 (11)
C13	0.0472 (11)	0.0541 (12)	0.0696 (14)	−0.0064 (10)	0.0060 (10)	0.0012 (11)
C14	0.0657 (16)	0.098 (2)	0.093 (2)	0.0031 (15)	0.0288 (14)	−0.0178 (16)
C15	0.0601 (13)	0.0395 (11)	0.0749 (15)	−0.0028 (9)	0.0124 (11)	0.0111 (10)
C16	0.0641 (15)	0.0775 (18)	0.098 (2)	−0.0149 (13)	0.0197 (14)	0.0261 (15)
C17	0.0574 (13)	0.0534 (12)	0.0559 (12)	−0.0111 (10)	−0.0021 (10)	−0.0020 (10)
C18	0.0853 (18)	0.0824 (18)	0.0569 (14)	−0.0217 (14)	−0.0058 (13)	0.0169 (13)

Ru1—C5	2.1390 (17)	C9—H9A	0.9600
Ru1—C3	2.1568 (17)	C9—H9B	0.9600
Ru1—C6	2.1598 (18)	C9—H9C	0.9600
Ru1—C4	2.1829 (18)	C10—H10A	0.9600
Ru1—C2	2.1837 (17)	C10—H10B	0.9600
Ru1—C1	2.1994 (18)	C10—H10C	0.9600
Ru1—Cl3	2.4216 (5)	C11—C12	1.509 (3)
Ru1—Cl2	2.4238 (5)	C11—H11A	0.9700
Ru1—Cl1	2.4381 (5)	C11—H11B	0.9700
N1—C15	1.513 (2)	C12—H12A	0.9600
N1—C11	1.513 (3)	C12—H12B	0.9600
N1—C13	1.520 (2)	C12—H12C	0.9600
N1—C17	1.522 (3)	C13—C14	1.503 (3)
C1—C6	1.407 (3)	C13—H13A	0.9700
C1—C2	1.423 (3)	C13—H13B	0.9700
C1—C7	1.492 (3)	C14—H14A	0.9600
C2—C3	1.398 (3)	C14—H14B	0.9600
C2—H2	0.9300	C14—H14C	0.9600
C3—C4	1.420 (3)	C15—C16	1.505 (3)
C3—H3	0.9300	C15—H15A	0.9700
C4—C5	1.412 (3)	C15—H15B	0.9700
C4—C8	1.511 (3)	C16—H16A	0.9600
C5—C6	1.413 (3)	C16—H16B	0.9600
C5—H5	0.9300	C16—H16C	0.9600
C6—H6	0.9300	C17—C18	1.506 (3)
C7—H7A	0.9600	C17—H17A	0.9700
C7—H7B	0.9600	C17—H17B	0.9700
C7—H7C	0.9600	C18—H18A	0.9600
C8—C10	1.505 (4)	C18—H18B	0.9600
C8—C9	1.515 (3)	C18—H18C	0.9600
C8—H8	0.9800
C5—Ru1—C3	68.23 (7)	C1—C6—H6	119.5
C5—Ru1—C6	38.38 (8)	C5—C6—H6	119.5
C3—Ru1—C6	80.53 (7)	Ru1—C6—H6	130.5
C5—Ru1—C4	38.11 (8)	C1—C7—H7A	109.5
C3—Ru1—C4	38.20 (7)	C1—C7—H7B	109.5
C6—Ru1—C4	69.20 (7)	H7A—C7—H7B	109.5
C5—Ru1—C2	80.83 (7)	C1—C7—H7C	109.5
C3—Ru1—C2	37.58 (7)	H7A—C7—H7C	109.5
C6—Ru1—C2	67.89 (7)	H7B—C7—H7C	109.5
C4—Ru1—C2	68.89 (7)	C10—C8—C4	114.1 (2)
C5—Ru1—C1	68.90 (7)	C10—C8—C9	111.2 (2)
C3—Ru1—C1	68.36 (7)	C4—C8—C9	109.79 (18)
C6—Ru1—C1	37.66 (7)	C10—C8—H8	107.1
C4—Ru1—C1	82.12 (7)	C4—C8—H8	107.1
C2—Ru1—C1	37.87 (7)	C9—C8—H8	107.1
C5—Ru1—Cl3	123.36 (6)	C8—C9—H9A	109.5
C3—Ru1—Cl3	87.79 (5)	C8—C9—H9B	109.5
C6—Ru1—Cl3	161.29 (6)	H9A—C9—H9B	109.5
C4—Ru1—Cl3	92.61 (5)	C8—C9—H9C	109.5
C2—Ru1—Cl3	110.56 (5)	H9A—C9—H9C	109.5
C1—Ru1—Cl3	147.57 (6)	H9B—C9—H9C	109.5
C5—Ru1—Cl2	148.21 (6)	C8—C10—H10A	109.5
C3—Ru1—Cl2	124.59 (5)	C8—C10—H10B	109.5
C6—Ru1—Cl2	110.85 (6)	H10A—C10—H10B	109.5
C4—Ru1—Cl2	162.66 (5)	C8—C10—H10C	109.5
C2—Ru1—Cl2	94.75 (5)	H10A—C10—H10C	109.5
C1—Ru1—Cl2	88.26 (5)	H10B—C10—H10C	109.5
Cl3—Ru1—Cl2	87.805 (18)	C12—C11—N1	115.85 (18)
C5—Ru1—Cl1	87.77 (5)	C12—C11—H11A	108.3
C3—Ru1—Cl1	147.52 (5)	N1—C11—H11A	108.3
C6—Ru1—Cl1	94.26 (6)	C12—C11—H11B	108.3
C4—Ru1—Cl1	109.99 (5)	N1—C11—H11B	108.3
C2—Ru1—Cl1	161.60 (5)	H11A—C11—H11B	107.4
C1—Ru1—Cl1	124.18 (6)	C11—C12—H12A	109.5
Cl3—Ru1—Cl1	87.763 (19)	C11—C12—H12B	109.5
Cl2—Ru1—Cl1	87.35 (2)	H12A—C12—H12B	109.5
C15—N1—C11	111.91 (16)	C11—C12—H12C	109.5
C15—N1—C13	109.08 (15)	H12A—C12—H12C	109.5
C11—N1—C13	108.33 (15)	H12B—C12—H12C	109.5
C15—N1—C17	107.95 (15)	C14—C13—N1	115.65 (19)
C11—N1—C17	107.80 (16)	C14—C13—H13A	108.4
C13—N1—C17	111.80 (16)	N1—C13—H13A	108.4
C6—C1—C2	117.97 (17)	C14—C13—H13B	108.4
C6—C1—C7	122.1 (2)	N1—C13—H13B	108.4
C2—C1—C7	119.9 (2)	H13A—C13—H13B	107.4
C6—C1—Ru1	69.65 (10)	C13—C14—H14A	109.5
C2—C1—Ru1	70.46 (10)	C13—C14—H14B	109.5
C7—C1—Ru1	128.89 (14)	H14A—C14—H14B	109.5
C3—C2—C1	120.37 (17)	C13—C14—H14C	109.5
C3—C2—Ru1	70.17 (10)	H14A—C14—H14C	109.5
C1—C2—Ru1	71.66 (10)	H14B—C14—H14C	109.5
C3—C2—H2	119.8	C16—C15—N1	116.26 (18)
C1—C2—H2	119.8	C16—C15—H15A	108.2
Ru1—C2—H2	131.1	N1—C15—H15A	108.2
C2—C3—C4	122.40 (18)	C16—C15—H15B	108.2
C2—C3—Ru1	72.26 (10)	N1—C15—H15B	108.2
C4—C3—Ru1	71.90 (10)	H15A—C15—H15B	107.4
C2—C3—H3	118.8	C15—C16—H16A	109.5
C4—C3—H3	118.8	C15—C16—H16B	109.5
Ru1—C3—H3	129.7	H16A—C16—H16B	109.5
C5—C4—C3	116.60 (17)	C15—C16—H16C	109.5
C5—C4—C8	123.66 (18)	H16A—C16—H16C	109.5
C3—C4—C8	119.71 (19)	H16B—C16—H16C	109.5
C5—C4—Ru1	69.26 (10)	C18—C17—N1	115.44 (17)
C3—C4—Ru1	69.90 (10)	C18—C17—H17A	108.4
C8—C4—Ru1	130.04 (13)	N1—C17—H17A	108.4
C4—C5—C6	121.64 (17)	C18—C17—H17B	108.4
C4—C5—Ru1	72.63 (10)	N1—C17—H17B	108.4
C6—C5—Ru1	71.61 (10)	H17A—C17—H17B	107.5
C4—C5—H5	119.2	C17—C18—H18A	109.5
C6—C5—H5	119.2	C17—C18—H18B	109.5
Ru1—C5—H5	129.0	H18A—C18—H18B	109.5
C1—C6—C5	121.00 (18)	C17—C18—H18C	109.5
C1—C6—Ru1	72.70 (10)	H18A—C18—H18C	109.5
C5—C6—Ru1	70.02 (10)	H18B—C18—H18C	109.5
C5—Ru1—C1—C6	28.91 (12)	C2—Ru1—C4—C3	27.98 (11)
C3—Ru1—C1—C6	102.96 (12)	C1—Ru1—C4—C3	64.77 (12)
C4—Ru1—C1—C6	65.97 (12)	Cl3—Ru1—C4—C3	−83.08 (11)
C2—Ru1—C1—C6	131.49 (17)	Cl2—Ru1—C4—C3	7.9 (2)
Cl3—Ru1—C1—C6	148.37 (10)	Cl1—Ru1—C4—C3	−171.65 (10)
Cl2—Ru1—C1—C6	−128.49 (11)	C5—Ru1—C4—C8	−117.1 (2)
Cl1—Ru1—C1—C6	−42.89 (13)	C3—Ru1—C4—C8	112.5 (2)
C5—Ru1—C1—C2	−102.58 (12)	C6—Ru1—C4—C8	−146.1 (2)
C3—Ru1—C1—C2	−28.52 (11)	C2—Ru1—C4—C8	140.4 (2)
C6—Ru1—C1—C2	−131.49 (17)	C1—Ru1—C4—C8	177.2 (2)
C4—Ru1—C1—C2	−65.52 (11)	Cl3—Ru1—C4—C8	29.4 (2)
Cl3—Ru1—C1—C2	16.88 (16)	Cl2—Ru1—C4—C8	120.4 (2)
Cl2—Ru1—C1—C2	100.02 (10)	Cl1—Ru1—C4—C8	−59.2 (2)
Cl1—Ru1—C1—C2	−174.37 (9)	C3—C4—C5—C6	1.4 (3)
C5—Ru1—C1—C7	144.2 (2)	C8—C4—C5—C6	179.53 (18)
C3—Ru1—C1—C7	−141.7 (2)	Ru1—C4—C5—C6	54.47 (16)
C6—Ru1—C1—C7	115.3 (3)	C3—C4—C5—Ru1	−53.09 (14)
C4—Ru1—C1—C7	−178.7 (2)	C8—C4—C5—Ru1	125.06 (18)
C2—Ru1—C1—C7	−113.2 (3)	C3—Ru1—C5—C4	30.46 (11)
Cl3—Ru1—C1—C7	−96.3 (2)	C6—Ru1—C5—C4	133.10 (17)
Cl2—Ru1—C1—C7	−13.2 (2)	C2—Ru1—C5—C4	67.33 (11)
Cl1—Ru1—C1—C7	72.5 (2)	C1—Ru1—C5—C4	104.70 (12)
C6—C1—C2—C3	−0.2 (3)	Cl3—Ru1—C5—C4	−41.32 (12)
C7—C1—C2—C3	176.88 (17)	Cl2—Ru1—C5—C4	151.52 (10)
Ru1—C1—C2—C3	52.52 (15)	Cl1—Ru1—C5—C4	−127.16 (11)
C6—C1—C2—Ru1	−52.68 (15)	C3—Ru1—C5—C6	−102.64 (12)
C7—C1—C2—Ru1	124.36 (17)	C4—Ru1—C5—C6	−133.10 (17)
C5—Ru1—C2—C3	−66.02 (12)	C2—Ru1—C5—C6	−65.77 (12)
C6—Ru1—C2—C3	−103.69 (12)	C1—Ru1—C5—C6	−28.40 (11)
C4—Ru1—C2—C3	−28.40 (11)	Cl3—Ru1—C5—C6	−174.42 (9)
C1—Ru1—C2—C3	−133.30 (16)	Cl2—Ru1—C5—C6	18.41 (17)
Cl3—Ru1—C2—C3	56.28 (11)	Cl1—Ru1—C5—C6	99.74 (11)
Cl2—Ru1—C2—C3	145.71 (10)	C2—C1—C6—C5	0.3 (3)
Cl1—Ru1—C2—C3	−118.41 (17)	C7—C1—C6—C5	−176.69 (18)
C5—Ru1—C2—C1	67.27 (11)	Ru1—C1—C6—C5	−52.79 (16)
C3—Ru1—C2—C1	133.30 (16)	C2—C1—C6—Ru1	53.07 (14)
C6—Ru1—C2—C1	29.60 (11)	C7—C1—C6—Ru1	−123.90 (18)
C4—Ru1—C2—C1	104.89 (12)	C4—C5—C6—C1	−0.9 (3)
Cl3—Ru1—C2—C1	−170.43 (9)	Ru1—C5—C6—C1	54.01 (16)
Cl2—Ru1—C2—C1	−81.00 (10)	C4—C5—C6—Ru1	−54.94 (16)
Cl1—Ru1—C2—C1	14.9 (2)	C5—Ru1—C6—C1	−133.41 (17)
C1—C2—C3—C4	0.7 (3)	C3—Ru1—C6—C1	−66.68 (12)
Ru1—C2—C3—C4	53.89 (15)	C4—Ru1—C6—C1	−104.60 (12)
C1—C2—C3—Ru1	−53.20 (15)	C2—Ru1—C6—C1	−29.76 (11)
C5—Ru1—C3—C2	103.75 (13)	Cl3—Ru1—C6—C1	−118.74 (17)
C6—Ru1—C3—C2	65.86 (12)	Cl2—Ru1—C6—C1	56.84 (12)
C4—Ru1—C3—C2	134.14 (17)	Cl1—Ru1—C6—C1	145.63 (11)
C1—Ru1—C3—C2	28.73 (11)	C3—Ru1—C6—C5	66.73 (12)
Cl3—Ru1—C3—C2	−128.80 (11)	C4—Ru1—C6—C5	28.82 (11)
Cl2—Ru1—C3—C2	−43.00 (13)	C2—Ru1—C6—C5	103.65 (13)
Cl1—Ru1—C3—C2	148.87 (9)	C1—Ru1—C6—C5	133.41 (17)
C5—Ru1—C3—C4	−30.39 (11)	Cl3—Ru1—C6—C5	14.7 (2)
C6—Ru1—C3—C4	−68.28 (12)	Cl2—Ru1—C6—C5	−169.74 (10)
C2—Ru1—C3—C4	−134.14 (17)	Cl1—Ru1—C6—C5	−80.96 (11)
C1—Ru1—C3—C4	−105.41 (12)	C5—C4—C8—C10	−32.8 (3)
Cl3—Ru1—C3—C4	97.05 (11)	C3—C4—C8—C10	145.3 (2)
Cl2—Ru1—C3—C4	−177.15 (9)	Ru1—C4—C8—C10	57.4 (3)
Cl1—Ru1—C3—C4	14.72 (17)	C5—C4—C8—C9	92.9 (3)
C2—C3—C4—C5	−1.3 (3)	C3—C4—C8—C9	−89.0 (3)
Ru1—C3—C4—C5	52.77 (14)	Ru1—C4—C8—C9	−176.91 (19)
C2—C3—C4—C8	−179.49 (17)	C15—N1—C11—C12	−55.0 (2)
Ru1—C3—C4—C8	−125.45 (17)	C13—N1—C11—C12	65.3 (2)
C2—C3—C4—Ru1	−54.04 (15)	C17—N1—C11—C12	−173.51 (18)
C3—Ru1—C4—C5	−130.42 (17)	C15—N1—C13—C14	−60.7 (3)
C6—Ru1—C4—C5	−29.01 (11)	C11—N1—C13—C14	177.2 (2)
C2—Ru1—C4—C5	−102.45 (12)	C17—N1—C13—C14	58.6 (3)
C1—Ru1—C4—C5	−65.65 (12)	C11—N1—C15—C16	−56.5 (3)
Cl3—Ru1—C4—C5	146.49 (10)	C13—N1—C15—C16	−176.3 (2)
Cl2—Ru1—C4—C5	−122.52 (17)	C17—N1—C15—C16	62.0 (3)
Cl1—Ru1—C4—C5	57.93 (11)	C15—N1—C17—C18	173.4 (2)
C5—Ru1—C4—C3	130.42 (17)	C11—N1—C17—C18	−65.5 (3)
C6—Ru1—C4—C3	101.42 (12)	C13—N1—C17—C18	53.4 (3)

Ru1—Cl3	2.4216 (5)
Ru1—Cl2	2.4238 (5)
Ru1—Cl1	2.4381 (5)

Cl3—Ru1—Cl2	87.805 (18)
Cl3—Ru1—Cl1	87.763 (19)
Cl2—Ru1—Cl1	87.35 (2)