Tetra-μ-acetato-κ8O:O′-bis­[(3-cyano­pyridine-κN1)ruthenium(II,III)](Ru—Ru) hexa­fluoridophosphate 1,2-dichloro­ethane monosolvate

Minaker, S.A.; Wang, R.; Aquino, M.A.S.

doi:10.1107/S1600536811041997

metal-organic compounds

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Volume 67| Part 11| November 2011| Page m1554

doi:10.1107/S1600536811041997

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Tetra-μ-acetato-κ⁸O:O′-bis[(3-cyanopyridine-κN¹)ruthenium(II,III)](Ru—Ru) hexafluoridophosphate 1,2-dichloroethane monosolvate

Samuel A. Minaker,^a Ruiyao Wang ^b and Manuel A. S. Aquino ^a ^*

^aDepartment of Chemistry, St Francis Xavier University, PO Box 5000, Antigonish, Nova Scotia, Canada B2G 2W5, and ^bDepartment of Chemistry, Queen's University, Kingston, Ontario, Canada K7L 3N6
^*Correspondence e-mail: maquino@stfx.ca

(Received 14 September 2011; accepted 11 October 2011; online 22 October 2011)

The title compound, [Ru₂(CH₃CO₂)₄(C₆H₄N₂)₂]PF₆·C₂H₄Cl₂, was obtained via a rapid substitution reaction in 2-propanol whereby 3-cyanopyridine replaces the axial water molecules in the diaquatetra-μ-acetato-diruthenium(II,III) hexafluoridophosphate starting material. The product rapidly precipated and crystals were grown from 1,2-dichloroethane. The 1,2-dichloroethane molecule of solvation exhibits disorder with two different orientations [occupancy ratio 0.51 (6):0.49 (6)]. All three parts, the cation, the anion and the disordered solvent molecule lie on crystallographic inversion centers. The Ru—Ru bond length of 2.2702 (6) Å fits nicely into the range seen for similar complexes and correlates well with the reduction potential of the complex and donor strength of the axial ligand, 3-cyanopyridine, as postulated in a previous study [Vamvounis et al. (2000 ). Inorg. Chim. Acta, 305, 87–98]. The 3-cyanopyridine ligands orient themselves in an anti configuration with respect to each other and the Ru—Ru—N angle [174.27 (7)°] is close to being linear.

Related literature

For related structures and physical measurements, see: Vamvounis et al. (2000).

Experimental

Crystal data

[Ru₂(C₂H₃O₂)₄(C₆H₄N₂)₂]PF₆·C₂H₄Cl₂
M_r = 890.46
Triclinic, $[P \overline 1]$
a = 8.1743 (6) Å
b = 10.3955 (10) Å
c = 11.397 (1) Å
α = 105.860 (6)°
β = 108.929 (5)°
γ = 104.099 (5)°
V = 820.38 (14) Å³
Z = 1
Mo Kα radiation
μ = 1.21 mm⁻¹
T = 180 K
0.20 × 0.20 × 0.15 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2010) T_min = 0.793, T_max = 0.839
6133 measured reflections
3175 independent reflections
2784 reflections with I > 2σ(I)
R_int = 0.027

Refinement

R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.078
S = 1.09
3175 reflections
226 parameters
H-atom parameters constrained
Δρ_max = 0.85 e Å⁻³
Δρ_min = −0.76 e Å⁻³

Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811041997/nk2113sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811041997/nk2113Isup2.hkl

checkCIF report

Comment top

A number of years ago our lab synthesized and structurally characterized a series of diruthenium(II,III) tetraacetate complexes with different axial donor ligands of varying donor strengths (Vamvounis et al., 2000). One reason to study these was to synthesize dimers with asymmetric bidendate axial donors that could act as bridges for mixed-metal metallopolymers and extended arrays (i.e. in the case of cyanopyridine adducts the pyridine end could be coordinated to a harder metal than the cyano end). The other reason was to correlate axial donor strength (as well as redox potential) with the Ru—Ru bond length. These ligands ranged from weak donors such as water and methanol to relatively strong donors such as dimethylformamide, dimethylsulfoxide and various pyridine derivatives. Unfortunately while we were able to structurally characterize the 4-cyanopyridine adduct in the earlier paper we were unable to obtain the 3-cyanopyridine adduct. This structure is now finally reported here.

The title compound (I) (Fig. 1) can be compared to the 4-cyanopyridine adduct reported previously (Vamvounis et al., 2000). The Ru—Ru bond lengths are 2.2702 (6) Å and 2.2741 (7) Å respectively which fits well into correlation of Ru—Ru bond length with axial ligand donor strength as outlined in the earlier paper. (i.e. the 3-cyanopyridine being the slightly weaker donor as measured electrochemically manifests a shorter Ru—Ru bond length structurally in the complex because less electron density is being donated into the metal-metal antibonding HOMO). The 3-cyanopyridine ligands are situated anti with respect to each other and the pyridine planes essentially bifurcate the planes formed by the perpendicular carboxylate groups (O—C—O), e.g. the O1—Ru1—N1—C5 torsion angle is -48.5 °.

Related literature top

For related structures and physical measurements, see: Vamvounis et al. (2000).

Experimental top

The method of preparation of the title compound (I) was similar to the method used by (Vamvounis et al., 2000) in preparing the earlier pyridine adducts of diruthenium(II,III) tetraacetate except that a 2.1:1 ligand to metal ratio was used instead of a 4:1 ratio. For example, [Ru₂(µ-O₂CCH₃)₄(H₂O)₂](PF₆) (0.100 g, 0.161 mmol) was dissolved in 10 ml of 2-propanol. A 2.1-fold access of 3-cyanopyridine (0.037 g, 0.338 mmol) was added with stirring and a green precipitate formed immediately. The solution was stirred for another 5 minutes and the olive-green product collected via suction filtration, washed with 50 ml of 2-propanol and dried in vacuo. (Yield = 0.101 g, 79%). Crystals were grown by slow evaporation from 1,2-dichloroethane.

Computing details top

Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT (Bruker, 2010); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of (I), with atom labels and 50% probability ellipsoids for the non-H atoms. Solvent molecule omitted for clarity. Symmetry operator A = -x + 1, -y + 1, -z + 1; B = -x, -y + 1, -z.

Tetra-µ-acetato-κ⁸O:O'-bis[(3-cyanopyridine- κN¹)ruthenium(II,III)](Ru—Ru) hexafluoridophosphate 1,2-dichloroethane monosolvate top

Crystal data top

[Ru₂(C₂H₃O₂)₄(C₆H₄N₂)₂]PF₆·C₂H₄Cl₂	Z = 1
M_r = 890.46	F(000) = 439
Triclinic, P1	D_x = 1.802 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.1743 (6) Å	Cell parameters from 4068 reflections
b = 10.3955 (10) Å	θ = 2.4–27.1°
c = 11.397 (1) Å	µ = 1.21 mm⁻¹
α = 105.860 (6)°	T = 180 K
β = 108.929 (5)°	Block, brown
γ = 104.099 (5)°	0.20 × 0.20 × 0.15 mm
V = 820.38 (14) Å³

Data collection top

Bruker APEXII CCD diffractometer	3175 independent reflections
Radiation source: fine-focus sealed tube	2784 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.027
ϕ and ω scans	θ_max = 26.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2010)	h = −10→10
T_min = 0.793, T_max = 0.839	k = −12→12
6133 measured reflections	l = −14→12

Refinement top

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.078	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0226P)² + 1.188P] where P = (F_o² + 2F_c²)/3
3175 reflections	(Δ/σ)_max < 0.001
226 parameters	Δρ_max = 0.85 e Å⁻³
0 restraints	Δρ_min = −0.76 e Å⁻³

Crystal data top

[Ru₂(C₂H₃O₂)₄(C₆H₄N₂)₂]PF₆·C₂H₄Cl₂	γ = 104.099 (5)°
M_r = 890.46	V = 820.38 (14) Å³
Triclinic, P1	Z = 1
a = 8.1743 (6) Å	Mo Kα radiation
b = 10.3955 (10) Å	µ = 1.21 mm⁻¹
c = 11.397 (1) Å	T = 180 K
α = 105.860 (6)°	0.20 × 0.20 × 0.15 mm
β = 108.929 (5)°

Data collection top

Bruker APEXII CCD diffractometer	3175 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2010)	2784 reflections with I > 2σ(I)
T_min = 0.793, T_max = 0.839	R_int = 0.027
6133 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.028	0 restraints
wR(F²) = 0.078	H-atom parameters constrained
S = 1.09	Δρ_max = 0.85 e Å⁻³
3175 reflections	Δρ_min = −0.76 e Å⁻³
226 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
P1	0.0000	0.5000	0.0000	0.0346 (3)
Ru1	0.47865 (3)	0.38173 (3)	0.45928 (2)	0.02328 (10)
O1	0.7543 (3)	0.4309 (2)	0.5531 (2)	0.0269 (5)
O2	0.7964 (3)	0.6638 (2)	0.6343 (2)	0.0270 (5)
O3	0.5095 (3)	0.3989 (2)	0.2954 (2)	0.0271 (5)
O4	0.5481 (3)	0.6314 (2)	0.3736 (2)	0.0270 (5)
N1	0.4058 (4)	0.1379 (3)	0.3754 (3)	0.0256 (6)
N2	−0.0128 (5)	−0.2151 (4)	0.4373 (4)	0.0600 (10)
C1	0.8583 (4)	0.5624 (4)	0.6211 (3)	0.0274 (7)
C2	1.0631 (4)	0.6004 (4)	0.6875 (4)	0.0359 (8)
H2A	1.1126	0.6717	0.7792	0.054*
H2B	1.1218	0.6405	0.6364	0.054*
H2C	1.0893	0.5140	0.6906	0.054*
C3	0.5368 (4)	0.5203 (4)	0.2848 (3)	0.0272 (7)
C4	0.5549 (5)	0.5324 (4)	0.1623 (4)	0.0373 (8)
H4A	0.6669	0.6146	0.1884	0.056*
H4B	0.4457	0.5463	0.1073	0.056*
H4C	0.5640	0.4443	0.1104	0.056*
C5	0.2756 (5)	0.0610 (4)	0.4029 (4)	0.0345 (8)
H5A	0.2130	0.1083	0.4463	0.041*
C6	0.2307 (4)	−0.0857 (4)	0.3693 (4)	0.0324 (7)
C7	0.3223 (5)	−0.1549 (4)	0.3063 (4)	0.0347 (8)
H7A	0.2967	−0.2547	0.2849	0.042*
C8	0.4511 (5)	−0.0752 (4)	0.2759 (4)	0.0391 (8)
H8A	0.5140	−0.1197	0.2307	0.047*
C9	0.4882 (5)	0.0701 (4)	0.3115 (4)	0.0341 (8)
H9A	0.5768	0.1239	0.2891	0.041*
C10	0.0933 (5)	−0.1605 (4)	0.4058 (4)	0.0411 (9)
F1	−0.0541 (3)	0.6132 (3)	0.0917 (2)	0.0518 (6)
F2	0.1696 (3)	0.6283 (3)	0.0146 (2)	0.0474 (6)
F3	0.1334 (3)	0.4879 (3)	0.1314 (2)	0.0485 (6)
Cl1A	0.242 (4)	0.032 (3)	0.9565 (15)	0.163 (4)	0.51 (6)
C11A	0.056 (5)	0.077 (4)	1.010 (4)	0.108 (10)	0.51 (6)
H11A	0.1094	0.1457	1.1040	0.129*	0.51 (6)
H11B	−0.0193	0.1142	0.9496	0.129*	0.51 (6)
Cl1B	0.191 (4)	0.0453 (18)	0.914 (4)	0.152 (7)	0.49 (6)
C11B	0.013 (10)	−0.052 (7)	0.969 (5)	0.21 (3)	0.49 (6)
H11C	−0.1020	−0.1225	0.8912	0.246*	0.49 (6)
H11D	0.0663	−0.0995	1.0277	0.246*	0.49 (6)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
P1	0.0257 (6)	0.0448 (8)	0.0286 (7)	0.0091 (6)	0.0114 (5)	0.0107 (6)
Ru1	0.02188 (14)	0.02672 (16)	0.02337 (15)	0.00927 (11)	0.01160 (11)	0.00975 (11)
O1	0.0250 (11)	0.0321 (13)	0.0288 (12)	0.0144 (10)	0.0142 (10)	0.0121 (10)
O2	0.0245 (11)	0.0280 (12)	0.0279 (12)	0.0087 (9)	0.0122 (9)	0.0093 (10)
O3	0.0275 (11)	0.0353 (13)	0.0221 (11)	0.0143 (10)	0.0128 (9)	0.0108 (10)
O4	0.0256 (11)	0.0331 (13)	0.0282 (12)	0.0126 (10)	0.0137 (10)	0.0157 (10)
N1	0.0284 (14)	0.0222 (13)	0.0245 (14)	0.0091 (11)	0.0094 (11)	0.0086 (11)
N2	0.056 (2)	0.047 (2)	0.086 (3)	0.0132 (18)	0.044 (2)	0.027 (2)
C1	0.0251 (16)	0.0387 (19)	0.0245 (16)	0.0123 (15)	0.0148 (13)	0.0150 (15)
C2	0.0217 (16)	0.044 (2)	0.039 (2)	0.0108 (15)	0.0114 (15)	0.0139 (17)
C3	0.0192 (15)	0.0380 (19)	0.0258 (16)	0.0125 (14)	0.0101 (13)	0.0117 (15)
C4	0.0389 (19)	0.055 (2)	0.0297 (19)	0.0225 (18)	0.0203 (16)	0.0222 (18)
C5	0.0313 (18)	0.0354 (19)	0.037 (2)	0.0124 (15)	0.0161 (16)	0.0123 (16)
C6	0.0256 (16)	0.0301 (18)	0.0351 (19)	0.0069 (14)	0.0086 (15)	0.0111 (15)
C7	0.0350 (19)	0.0246 (17)	0.0357 (19)	0.0116 (15)	0.0093 (15)	0.0049 (15)
C8	0.041 (2)	0.036 (2)	0.042 (2)	0.0174 (17)	0.0242 (18)	0.0055 (17)
C9	0.0359 (19)	0.0325 (19)	0.0364 (19)	0.0144 (15)	0.0200 (16)	0.0094 (16)
C10	0.035 (2)	0.033 (2)	0.052 (2)	0.0089 (16)	0.0180 (18)	0.0144 (18)
F1	0.0460 (13)	0.0548 (15)	0.0486 (14)	0.0190 (11)	0.0235 (11)	0.0064 (12)
F2	0.0361 (12)	0.0529 (14)	0.0419 (13)	0.0030 (10)	0.0152 (10)	0.0151 (11)
F3	0.0350 (12)	0.0666 (16)	0.0383 (13)	0.0138 (11)	0.0092 (10)	0.0239 (12)
Cl1A	0.185 (10)	0.204 (9)	0.091 (6)	0.089 (8)	0.039 (6)	0.050 (5)
C11A	0.15 (2)	0.068 (16)	0.075 (12)	0.049 (13)	0.014 (13)	0.018 (11)
Cl1B	0.132 (9)	0.179 (7)	0.158 (15)	0.066 (6)	0.068 (9)	0.067 (8)
C11B	0.20 (5)	0.18 (5)	0.11 (3)	0.06 (4)	0.00 (3)	−0.03 (2)

Geometric parameters (Å, º) top

P1—F1ⁱ	1.598 (2)	C2—H2B	0.9800
P1—F1	1.598 (2)	C2—H2C	0.9800
P1—F2	1.599 (2)	C3—C4	1.485 (4)
P1—F2ⁱ	1.599 (2)	C4—H4A	0.9800
P1—F3	1.600 (2)	C4—H4B	0.9800
P1—F3ⁱ	1.600 (2)	C4—H4C	0.9800
Ru1—O3	2.012 (2)	C5—C6	1.387 (5)
Ru1—O1	2.015 (2)	C5—H5A	0.9500
Ru1—O2ⁱⁱ	2.016 (2)	C6—C7	1.387 (5)
Ru1—O4ⁱⁱ	2.023 (2)	C6—C10	1.447 (5)
Ru1—Ru1ⁱⁱ	2.2702 (6)	C7—C8	1.373 (5)
Ru1—N1	2.295 (3)	C7—H7A	0.9500
O1—C1	1.273 (4)	C8—C9	1.378 (5)
O2—C1	1.270 (4)	C8—H8A	0.9500
O2—Ru1ⁱⁱ	2.016 (2)	C9—H9A	0.9500
O3—C3	1.273 (4)	Cl1A—C11A	1.93 (4)
O4—C3	1.272 (4)	C11A—C11Aⁱⁱⁱ	1.56 (7)
O4—Ru1ⁱⁱ	2.023 (2)	C11A—H11A	0.9900
N1—C9	1.323 (4)	C11A—H11B	0.9900
N1—C5	1.345 (4)	Cl1B—C11B	1.93 (8)
N2—C10	1.130 (5)	C11B—C11Bⁱⁱⁱ	1.22 (11)
C1—C2	1.491 (4)	C11B—H11C	0.9900
C2—H2A	0.9800	C11B—H11D	0.9900

F1ⁱ—P1—F1	180.00 (16)	H2A—C2—H2B	109.5
F1ⁱ—P1—F2	89.90 (12)	C1—C2—H2C	109.5
F1—P1—F2	90.10 (12)	H2A—C2—H2C	109.5
F1ⁱ—P1—F2ⁱ	90.11 (12)	H2B—C2—H2C	109.5
F1—P1—F2ⁱ	89.89 (12)	O4—C3—O3	123.1 (3)
F2—P1—F2ⁱ	180.0	O4—C3—C4	118.5 (3)
F1ⁱ—P1—F3	90.18 (13)	O3—C3—C4	118.5 (3)
F1—P1—F3	89.82 (13)	C3—C4—H4A	109.5
F2—P1—F3	89.81 (12)	C3—C4—H4B	109.5
F2ⁱ—P1—F3	90.19 (12)	H4A—C4—H4B	109.5
F1ⁱ—P1—F3ⁱ	89.82 (13)	C3—C4—H4C	109.5
F1—P1—F3ⁱ	90.18 (13)	H4A—C4—H4C	109.5
F2—P1—F3ⁱ	90.19 (12)	H4B—C4—H4C	109.5
F2ⁱ—P1—F3ⁱ	89.81 (12)	N1—C5—C6	121.5 (3)
F3—P1—F3ⁱ	180.0	N1—C5—H5A	119.3
O3—Ru1—O1	89.72 (9)	C6—C5—H5A	119.3
O3—Ru1—O2ⁱⁱ	89.97 (9)	C7—C6—C5	119.4 (3)
O1—Ru1—O2ⁱⁱ	178.99 (9)	C7—C6—C10	122.2 (3)
O3—Ru1—O4ⁱⁱ	178.79 (9)	C5—C6—C10	118.4 (3)
O1—Ru1—O4ⁱⁱ	89.53 (9)	C8—C7—C6	118.1 (3)
O2ⁱⁱ—Ru1—O4ⁱⁱ	90.77 (8)	C8—C7—H7A	120.9
O3—Ru1—Ru1ⁱⁱ	90.35 (7)	C6—C7—H7A	120.9
O1—Ru1—Ru1ⁱⁱ	90.07 (7)	C7—C8—C9	119.4 (3)
O2ⁱⁱ—Ru1—Ru1ⁱⁱ	88.97 (6)	C7—C8—H8A	120.3
O4ⁱⁱ—Ru1—Ru1ⁱⁱ	88.71 (7)	C9—C8—H8A	120.3
O3—Ru1—N1	92.05 (9)	N1—C9—C8	122.8 (3)
O1—Ru1—N1	95.14 (9)	N1—C9—H9A	118.6
O2ⁱⁱ—Ru1—N1	85.83 (9)	C8—C9—H9A	118.6
O4ⁱⁱ—Ru1—N1	88.95 (9)	N2—C10—C6	177.9 (4)
Ru1ⁱⁱ—Ru1—N1	174.27 (7)	C11Aⁱⁱⁱ—C11A—Cl1A	97 (3)
C1—O1—Ru1	118.3 (2)	C11Aⁱⁱⁱ—C11A—H11A	112.3
C1—O2—Ru1ⁱⁱ	119.4 (2)	Cl1A—C11A—H11A	112.3
C3—O3—Ru1	118.4 (2)	C11Aⁱⁱⁱ—C11A—H11B	112.3
C3—O4—Ru1ⁱⁱ	119.5 (2)	Cl1A—C11A—H11B	112.3
C9—N1—C5	118.7 (3)	H11A—C11A—H11B	109.9
C9—N1—Ru1	125.8 (2)	C11Bⁱⁱⁱ—C11B—Cl1B	99 (9)
C5—N1—Ru1	115.4 (2)	C11Bⁱⁱⁱ—C11B—H11C	111.9
O2—C1—O1	123.2 (3)	Cl1B—C11B—H11C	111.9
O2—C1—C2	118.0 (3)	C11Bⁱⁱⁱ—C11B—H11D	111.9
O1—C1—C2	118.8 (3)	Cl1B—C11B—H11D	111.9
C1—C2—H2A	109.5	H11C—C11B—H11D	109.6
C1—C2—H2B	109.5

O3—Ru1—O1—C1	90.1 (2)	Ru1ⁱⁱ—O2—C1—C2	177.8 (2)
O4ⁱⁱ—Ru1—O1—C1	−88.9 (2)	Ru1—O1—C1—O2	1.0 (4)
Ru1ⁱⁱ—Ru1—O1—C1	−0.2 (2)	Ru1—O1—C1—C2	−178.2 (2)
N1—Ru1—O1—C1	−177.8 (2)	Ru1ⁱⁱ—O4—C3—O3	−0.1 (4)
O1—Ru1—O3—C3	−91.2 (2)	Ru1ⁱⁱ—O4—C3—C4	179.3 (2)
O2ⁱⁱ—Ru1—O3—C3	87.8 (2)	Ru1—O3—C3—O4	1.0 (4)
Ru1ⁱⁱ—Ru1—O3—C3	−1.2 (2)	Ru1—O3—C3—C4	−178.5 (2)
N1—Ru1—O3—C3	173.6 (2)	C9—N1—C5—C6	1.9 (5)
O3—Ru1—N1—C9	41.4 (3)	Ru1—N1—C5—C6	−173.9 (3)
O1—Ru1—N1—C9	−48.5 (3)	N1—C5—C6—C7	0.2 (5)
O2ⁱⁱ—Ru1—N1—C9	131.3 (3)	N1—C5—C6—C10	178.1 (3)
O4ⁱⁱ—Ru1—N1—C9	−137.9 (3)	C5—C6—C7—C8	−2.0 (5)
O3—Ru1—N1—C5	−143.1 (2)	C10—C6—C7—C8	−179.8 (4)
O1—Ru1—N1—C5	127.0 (2)	C6—C7—C8—C9	1.6 (5)
O2ⁱⁱ—Ru1—N1—C5	−53.3 (2)	C5—N1—C9—C8	−2.3 (5)
O4ⁱⁱ—Ru1—N1—C5	37.6 (2)	Ru1—N1—C9—C8	173.0 (3)
Ru1ⁱⁱ—O2—C1—O1	−1.4 (4)	C7—C8—C9—N1	0.5 (6)

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

Experimental details

Crystal data
Chemical formula	[Ru₂(C₂H₃O₂)₄(C₆H₄N₂)₂]PF₆·C₂H₄Cl₂
M_r	890.46
Crystal system, space group	Triclinic, P1
Temperature (K)	180
a, b, c (Å)	8.1743 (6), 10.3955 (10), 11.397 (1)
α, β, γ (°)	105.860 (6), 108.929 (5), 104.099 (5)
V (Å³)	820.38 (14)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	1.21
Crystal size (mm)	0.20 × 0.20 × 0.15

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2010)
T_min, T_max	0.793, 0.839
No. of measured, independent and observed [I > 2σ(I)] reflections	6133, 3175, 2784
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.028, 0.078, 1.09
No. of reflections	3175
No. of parameters	226
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.85, −0.76

Computer programs: APEX2 (Bruker, 2010), SAINT (Bruker, 2010), SHELXTL (Sheldrick, 2008).

Acknowledgements

The authors thank the NSERC (Canada) for financial support.

References

Bruker (2010). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Vamvounis, G., Caplan, J. F., Cameron, T. S., Robertson, K. N. & Aquino, M. A. S. (2000). Inorg. Chim. Acta, 305, 87–98. Web of Science CSD CrossRef Google Scholar

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