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The title compound, [Ru(NO2)2(OH)(C10H8N2S)(NO)], is the main product of the reaction between RuCl3 and dps (dps is 2,2'-dipyridyl sulfide, C10H8N2S) in ethanol-water at room temperature followed by reaction with NaNO2 at a higher temperature. The Ru atom has a distorted octahedral coordination geometry with the dps mol­ecule behaving as an N,N'-bidentate ligand. The six-membered chelate ring adopts a boat conformation.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270199014687/os1084sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270199014687/os1084Isup2.hkl
Contains datablock I

CCDC reference: 143218

Comment top

As part of our synthetic work devoted to the incorporation of non-planar bipyridine-like ligands in the coordination sphere of Ru with the ultimate aim of modulating the redox properties of Ru centres in binuclear polypyridine complexes (Tresoldi et al., 1996), we recently reported a synthetic method that enabled us to synthesize [Ru(dps)2Cl2] (dps = 2,2'-dipyridyl sulfide) and mononuclear and binuclear complexes containing the Ru(dps)2 unit (Bruno et al., 1995). We now report the synthesis and characterization of the title compound, [Ru(NO)(NO2)2(OH)(dps)], (I), which is the main product of the reaction between RuCl3 and dps in ethanol-water at room temperature for 12 h followed by reaction with NaNO2 at higher temperature. \scheme

The IR spectrum of (I) contains a broad band at 3529 cm-1 and very strong one at 1867 cm-1, assigned to ν(OH) and ν(NO), respectively. The bands characteristic of the dps ligand are observed at 1591 (s), 1556 (ms), 778 (s), 765 (s), 773 (ms) and 723 (s) cm-1. The 1H and 13C NMR spectra in (CD3)2SO show the presence of one ABMX system (ABMX = ??; Tresoldi et al., 1991). The signals of H6, H5, H4 and H3 are observed at δ 8.73, 8.22, 8.20 and 7.77 p.p.m., respectively, and those of C6, C5, C4 and C3 at δ 153.6, 141.8, 129.9 and 125.7 p.p.m., respectively. These data are in agreement with the trans position of the NO2 groups with respect the pyridyl rings of dps. In such an arrangement the two pyridyl rings are equivalent in solution, as result of the rotation of the OH group around the Ru—O bond and of the NO2 and NO groups around the Ru—N bonds.

As we have already shown (Nicoló et al., 1996, and references therein), 2,2'-dipyridyl sulfide and its derivatives have a flexible skeleton which allows several possible conformations and dynamic interconversions depending on their chemical situation (protonated or unprotonated free molecule, chelating or bridging ligand) and on the state of the material. In the solid state (I) appears as a `butterfly'-shaped dps ligand in which the N participates in an octahedrally distorted coordination of the Ru and the resulting six-membered chelating ring assumes the usual boat conformation. The puckering analysis (Cremer & Pople, 1975) shows the near-perfect boat conformation of the ring [θ = 87.7 (1)°, ϕ = -1.193 (1)°, Q = 0.983 (1) and Dσ(Ru) = 0.022 (1)]: the C and N atoms lie on a plane from which the Ru and S atoms deviate by O.909 (1) and 0.802 (1) Å on the same side, respectively. This is the same situation we have already observed in the analogous RuII compound dichlorobis(2,2'-dipyridyl sulfide) (Bruno et al., 1995), where two equivalent dps ligands adopt the usual `twisted N,N-inside' conformation to chelate the metal through the nitrogen lone-pairs. Although in (I) the rotation of the pyridine rings shows a slightly smaller dihedral angle [56.8 (1) versus 57.5 (1)°] and a correspondingly larger N···N bite [2.907 (3) versus 2.89 (1) Å], the Npy—Ru—Npy angle is slightly smaller [86.97 (9) versus 88.5 (1)°]. The discrepancy is due to the different trans influence of the ligands on the Ru—Npy bonds in the two analogous fragments. In [Ru(dps)2Cl2], the length of the Ru—Npy bonds increases from 2.066 (3) to 2.079 (3) Å when it is trans to the Cl or to the Npy atom, respectively, while in (I) it is elongated to 2.112 (2) Å by the opposite NO2 group (Bruno et al., 1995).

The dps ligand in (I) has a symmetric butterfly-like arrangement and its pyridine rings form dihedral angles of 42.5 (1) and 43.5 (1)° with the equatorial coordination plane passing through the NO2 groups. The N3 and N4 nitrites are almost orthogonal to the plane [106.4 (2) and 119.7 (2)°, respectively] to minimize the interference with the adjacent dps rings. The significant difference between the two NO2 dihedral angles might be related to the presence of an intramolecular hydrogen interaction between the N4 nitrite and the hydroxyl in the axial position: OH···O3N = 2.34 (1) Å. The dps-nitrite interference causes the reduction of the O2N—Ru—NO2 angle and the enlargement of the two O2N—Ru—Npy angles [86.4 (1), 92.4 (1) and 94.0 (1)°, respectively] compared with the expected 90°. Therefore, the octahedral geometry of the Ru is distorted by the bulky dps ligands as well as by the inequality of the bond lengths to the different coordinated ligands.

Experimental top

2,2'-Dipyridyl sulfide was prepared by the method of Chachaty et al. (1976). All other chemicals were reagent grade. Dissolution of bis(2-pyridyl-N) sulfide (230 mg, 1.22 mmol) and RuCl3·3H2O (261.5 mg, 1 mmol) in stirred ethanol/water (30 ml; 2:1) yielded a deep green solution after 12 h at room temperature. The solution was filtered, an aqueous solution (15 ml) of NaNO2 (345 mg, 5 mmol) was added, the temperature was raised to 353 K and the solution was stirred for 30 min. At the end of this period, the solution was allowed to stand at room temperature for 3 h and the yellow solid of [(Ru(dps)2(NO2)2] (Bruno et al., 1995) formed was filtered off. Yellow crystals of (I) suitable for X-ray analysis were obtained from the filtered solution on standing for ca 2 d (yield 50%). Analysis, calculated for C10H9N5O6RuS: C 28.04, H 2.12, N 16.35, S 7.48%; found: C 28.10, H 2.14, N 16.30, S 7.55%.

Computing details top

Data collection: P3/V (Siemens, 1989); cell refinement: P3/V; data reduction: SHELXTL-Plus (Sheldrick, 1990a); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990b); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XPW (Siemens, 1996); software used to prepare material for publication: locally modified PARST97 (Nardelli, 1995) and SHELXL97.

Figures top
[Figure 1] Fig. 1. A view of (I) showing the atomic numbering scheme and with displacement ellipsoids at the 50% probability level. H atoms are shown as circles of arbitrary radii.
(2,2'-dipyridyl sulfide-N,N')hydroxybis(nitrito-O)(nitrosyl-O)ruthenium(II) top
Crystal data top
[Ru(NO)(NO2)2(OH)(C10H8N2S)]F(000) = 1696
Mr = 428.35Dx = 1.949 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
a = 23.802 (4) ÅCell parameters from 27 reflections
b = 8.955 (1) Åθ = 6.5–15.0°
c = 13.820 (2) ŵ = 1.26 mm1
β = 97.55 (1)°T = 298 K
V = 2920.2 (7) Å3Irregular, yellow
Z = 80.26 × 0.24 × 0.12 mm
Data collection top
Siemens P4
diffractometer
2480 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.019
Graphite monochromatorθmax = 27.6°, θmin = 2.4°
ω/2θ scansh = 030
Absorption correction: ψ-scan
(Kopfmann & Huber, 1968)
k = 011
Tmin = 0.785, Tmax = 0.860l = 1717
3452 measured reflections3 standard reflections every 197 reflections
3375 independent reflections intensity decay: none
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.028H-atom parameters constrained
wR(F2) = 0.064 w = 1/[σ2(Fo2) + (0.0357P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.88(Δ/σ)max = 0.002
3375 reflectionsΔρmax = 0.86 e Å3
209 parametersΔρmin = 0.36 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00015 (5)
Crystal data top
[Ru(NO)(NO2)2(OH)(C10H8N2S)]V = 2920.2 (7) Å3
Mr = 428.35Z = 8
Monoclinic, C2/cMo Kα radiation
a = 23.802 (4) ŵ = 1.26 mm1
b = 8.955 (1) ÅT = 298 K
c = 13.820 (2) Å0.26 × 0.24 × 0.12 mm
β = 97.55 (1)°
Data collection top
Siemens P4
diffractometer
2480 reflections with I > 2σ(I)
Absorption correction: ψ-scan
(Kopfmann & Huber, 1968)
Rint = 0.019
Tmin = 0.785, Tmax = 0.8603 standard reflections every 197 reflections
3452 measured reflections intensity decay: none
3375 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0280 restraints
wR(F2) = 0.064H-atom parameters constrained
S = 0.88Δρmax = 0.86 e Å3
3375 reflectionsΔρmin = 0.36 e Å3
209 parameters
Special details top

Experimental. Reflection intensities were evaluated by profile fitting of a 96-steps peak scan among 2θ shells (Diamond, 1969). An absorption correction was applied by fitting a pseudo-ellipsoid to the azimuthal scan data (0–360° range by 10° step) of 20 high χ reflections (Kopfmann & Huber, 1968). The space group was determined from the Laue class, systematic extinctions and E-statistics.

[Diamond, R. (1969). Acta Cryst. A25, 43–55.]

Elemental analyses were carried out by the Redox Microanalytical Laboratory of Cologno Monzese (Milano). Infrared spectra were recorded on an FT—IR 1720X spectrophotometer with samples as Nujol mulls placed between CsI plates, and the 1H and 13C NMR spectra were recorded on a Bruker AMX 300 spectrometer.

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.

All non-H atoms were refined anisotropically. H atoms were located on idealized positions and allowed to ride on their parent carbon atoms, with a common isotropic displacement parameter (Uiso = 0.05 Å2). An empirical extinction parameter was included in the last refinement cycles.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ru0.377340 (9)0.51087 (2)0.492817 (15)0.02750 (8)
N10.32218 (10)0.3908 (3)0.57229 (17)0.0332 (5)
C10.26848 (13)0.4400 (4)0.5728 (2)0.0410 (7)
H10.25540.51850.53180.050*
C20.23305 (14)0.3784 (4)0.6313 (3)0.0518 (9)
H20.19680.41680.63190.050*
C30.25122 (15)0.2587 (4)0.6898 (3)0.0552 (10)
H30.22780.21700.73140.050*
C40.30424 (16)0.2019 (4)0.6858 (2)0.0499 (9)
H40.31680.11860.72270.050*
C50.33886 (13)0.2698 (3)0.6262 (2)0.0345 (7)
S0.40881 (4)0.20151 (10)0.62721 (6)0.0445 (2)
C60.41273 (12)0.1829 (3)0.5008 (2)0.0309 (6)
C70.42926 (13)0.0468 (3)0.4672 (2)0.0374 (7)
H70.43610.03390.50950.050*
C80.43550 (14)0.0326 (3)0.3702 (2)0.0434 (8)
H80.44750.05750.34630.050*
C90.42398 (14)0.1521 (4)0.3090 (2)0.0437 (8)
H90.42750.14360.24300.050*
C100.40700 (13)0.2859 (3)0.3464 (2)0.0357 (7)
H100.39840.36620.30450.050*
N20.40267 (9)0.3024 (3)0.44194 (17)0.0295 (5)
N30.42790 (11)0.6322 (3)0.41056 (19)0.0376 (6)
O10.41681 (12)0.6426 (3)0.32227 (18)0.0692 (8)
O20.46968 (10)0.6975 (3)0.45192 (19)0.0567 (7)
N40.34469 (11)0.7155 (3)0.5300 (2)0.0407 (6)
O30.32182 (12)0.7963 (3)0.4653 (2)0.0727 (8)
O40.34804 (14)0.7531 (3)0.6138 (2)0.0833 (10)
N50.43095 (10)0.5277 (3)0.59348 (17)0.0340 (5)
O50.46528 (10)0.5595 (3)0.65578 (17)0.0557 (7)
O60.31874 (8)0.5062 (2)0.38403 (14)0.0420 (5)
H6A0.31440.59010.36040.050*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ru0.02741 (11)0.02454 (12)0.02992 (12)0.00135 (11)0.00146 (7)0.00102 (11)
N10.0320 (13)0.0315 (13)0.0364 (13)0.0014 (11)0.0053 (10)0.0003 (11)
C10.0329 (16)0.0369 (17)0.0538 (19)0.0003 (14)0.0082 (14)0.0048 (15)
C20.0358 (18)0.055 (2)0.067 (2)0.0125 (17)0.0155 (17)0.012 (2)
C30.047 (2)0.066 (3)0.056 (2)0.0223 (19)0.0194 (17)0.006 (2)
C40.062 (2)0.044 (2)0.0441 (19)0.0137 (18)0.0088 (16)0.0070 (16)
C50.0379 (16)0.0334 (16)0.0326 (15)0.0031 (13)0.0060 (12)0.0019 (13)
S0.0520 (5)0.0497 (5)0.0317 (4)0.0173 (4)0.0055 (3)0.0084 (4)
C60.0283 (14)0.0313 (15)0.0322 (15)0.0002 (12)0.0013 (11)0.0009 (12)
C70.0403 (17)0.0248 (14)0.0460 (17)0.0036 (12)0.0011 (14)0.0013 (13)
C80.0497 (19)0.0312 (17)0.0486 (18)0.0060 (14)0.0038 (15)0.0073 (14)
C90.054 (2)0.0423 (18)0.0364 (17)0.0008 (16)0.0112 (15)0.0081 (15)
C100.0404 (17)0.0317 (15)0.0347 (16)0.0011 (14)0.0037 (13)0.0043 (13)
N20.0302 (12)0.0257 (12)0.0325 (12)0.0011 (10)0.0035 (10)0.0004 (10)
N30.0414 (15)0.0265 (13)0.0455 (16)0.0039 (11)0.0082 (12)0.0041 (11)
O10.093 (2)0.073 (2)0.0422 (15)0.0243 (17)0.0094 (14)0.0160 (14)
O20.0459 (14)0.0515 (15)0.0727 (17)0.0139 (12)0.0082 (12)0.0045 (13)
N40.0353 (14)0.0309 (14)0.0558 (17)0.0025 (12)0.0052 (12)0.0012 (13)
O30.085 (2)0.0472 (16)0.085 (2)0.0302 (15)0.0089 (16)0.0115 (15)
O40.109 (3)0.066 (2)0.070 (2)0.0303 (18)0.0053 (17)0.0342 (16)
N50.0323 (12)0.0355 (14)0.0342 (12)0.0033 (11)0.0048 (10)0.0016 (11)
O50.0472 (14)0.0674 (17)0.0477 (14)0.0022 (13)0.0120 (11)0.0105 (12)
O60.0410 (11)0.0377 (12)0.0425 (11)0.0003 (11)0.0122 (9)0.0042 (10)
Geometric parameters (Å, º) top
Ru—N51.766 (2)S—C61.770 (3)
Ru—O61.9123 (18)C6—N21.347 (4)
Ru—N32.069 (3)C6—C71.380 (4)
Ru—N42.081 (3)C7—C81.373 (5)
Ru—N22.110 (2)C8—C91.370 (4)
Ru—N12.113 (2)C9—C101.386 (4)
N1—C51.345 (4)C10—N21.346 (4)
N1—C11.353 (4)N3—O11.218 (3)
C1—C21.360 (5)N3—O21.228 (3)
C2—C31.378 (5)N4—O41.199 (4)
C3—C41.368 (5)N4—O31.222 (3)
C4—C51.380 (4)N5—O51.142 (3)
C5—S1.772 (3)
N5—Ru—O6176.34 (10)N1—C5—C4122.0 (3)
N5—Ru—N388.61 (11)N1—C5—S119.4 (2)
O6—Ru—N389.79 (10)C4—C5—S118.5 (3)
N5—Ru—N489.12 (11)C6—S—C5101.32 (14)
O6—Ru—N487.49 (10)N2—C6—C7122.3 (3)
N3—Ru—N486.36 (10)N2—C6—S119.5 (2)
N5—Ru—N297.44 (10)C7—C6—S118.0 (2)
O6—Ru—N285.95 (9)C8—C7—C6118.9 (3)
N3—Ru—N293.96 (10)C9—C8—C7119.5 (3)
N4—Ru—N2173.43 (9)C8—C9—C10119.3 (3)
N5—Ru—N193.90 (10)N2—C10—C9121.7 (3)
O6—Ru—N187.63 (9)C10—N2—C6118.3 (3)
N3—Ru—N1177.19 (9)C10—N2—Ru119.10 (19)
N4—Ru—N192.41 (10)C6—N2—Ru122.53 (19)
N2—Ru—N186.97 (9)O1—N3—O2119.0 (3)
C5—N1—C1118.0 (3)O1—N3—Ru121.7 (2)
C5—N1—Ru122.7 (2)O2—N3—Ru119.2 (2)
C1—N1—Ru119.3 (2)O4—N4—O3120.5 (3)
N1—C1—C2122.1 (3)O4—N4—Ru120.5 (2)
C1—C2—C3119.6 (3)O3—N4—Ru119.0 (2)
C4—C3—C2119.0 (3)O5—N5—Ru170.4 (2)
C3—C4—C5119.1 (3)
N5—Ru—N1—C550.5 (2)N5—Ru—N2—C10131.9 (2)
O6—Ru—N1—C5132.9 (2)O6—Ru—N2—C1046.7 (2)
N3—Ru—N1—C5156.3 (19)N3—Ru—N2—C1042.8 (2)
N4—Ru—N1—C5139.8 (2)N4—Ru—N2—C1049.9 (10)
N2—Ru—N1—C546.8 (2)N1—Ru—N2—C10134.6 (2)
N5—Ru—N1—C1126.7 (2)N5—Ru—N2—C650.6 (2)
O6—Ru—N1—C150.0 (2)O6—Ru—N2—C6130.7 (2)
N3—Ru—N1—C127 (2)N3—Ru—N2—C6139.7 (2)
N4—Ru—N1—C137.4 (2)N4—Ru—N2—C6127.6 (8)
N2—Ru—N1—C1136.1 (2)N1—Ru—N2—C642.9 (2)
C5—N1—C1—C25.1 (5)N5—Ru—N3—O1168.9 (3)
Ru—N1—C1—C2172.2 (3)O6—Ru—N3—O114.4 (3)
N1—C1—C2—C32.3 (5)N4—Ru—N3—O1101.9 (3)
C1—C2—C3—C41.6 (5)N2—Ru—N3—O171.5 (3)
C2—C3—C4—C52.6 (5)N1—Ru—N3—O138 (2)
C1—N1—C5—C44.1 (4)N5—Ru—N3—O212.3 (2)
Ru—N1—C5—C4173.1 (2)O6—Ru—N3—O2164.4 (2)
C1—N1—C5—S179.8 (2)N4—Ru—N3—O276.9 (2)
Ru—N1—C5—S3.0 (3)N2—Ru—N3—O2109.7 (2)
C3—C4—C5—N10.3 (5)N1—Ru—N3—O2141.0 (19)
C3—C4—C5—S176.4 (3)N5—Ru—N4—O432.5 (3)
N1—C5—S—C652.7 (3)O6—Ru—N4—O4148.8 (3)
C4—C5—S—C6131.1 (3)N3—Ru—N4—O4121.2 (3)
C5—S—C6—N256.7 (3)N2—Ru—N4—O4145.7 (8)
C5—S—C6—C7126.9 (2)N1—Ru—N4—O461.3 (3)
N2—C6—C7—C80.2 (5)N5—Ru—N4—O3147.8 (3)
S—C6—C7—C8176.5 (2)O6—Ru—N4—O330.8 (3)
C6—C7—C8—C91.5 (5)N3—Ru—N4—O359.2 (3)
C7—C8—C9—C100.9 (5)N2—Ru—N4—O333.9 (10)
C8—C9—C10—N21.4 (5)N1—Ru—N4—O3118.3 (3)
C9—C10—N2—C63.1 (4)O6—Ru—N5—O512 (3)
C9—C10—N2—Ru179.3 (2)N3—Ru—N5—O551.8 (15)
C7—C6—N2—C102.5 (4)N4—Ru—N5—O534.6 (15)
S—C6—N2—C10178.7 (2)N2—Ru—N5—O5145.6 (14)
C7—C6—N2—Ru180.0 (2)N1—Ru—N5—O5126.9 (14)
S—C6—N2—Ru3.8 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C1—H1···O3i0.932.483.190 (4)133
C9—H9···O4ii0.932.593.159 (4)120
C10—H10···O10.932.523.223 (4)133
O6—H6A···O30.822.342.827 (4)119
Symmetry codes: (i) x+1/2, y+3/2, z+1; (ii) x, y+1, z1/2.

Experimental details

Crystal data
Chemical formula[Ru(NO)(NO2)2(OH)(C10H8N2S)]
Mr428.35
Crystal system, space groupMonoclinic, C2/c
Temperature (K)298
a, b, c (Å)23.802 (4), 8.955 (1), 13.820 (2)
β (°) 97.55 (1)
V3)2920.2 (7)
Z8
Radiation typeMo Kα
µ (mm1)1.26
Crystal size (mm)0.26 × 0.24 × 0.12
Data collection
DiffractometerSiemens P4
diffractometer
Absorption correctionψ-scan
(Kopfmann & Huber, 1968)
Tmin, Tmax0.785, 0.860
No. of measured, independent and
observed [I > 2σ(I)] reflections
3452, 3375, 2480
Rint0.019
(sin θ/λ)max1)0.651
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.028, 0.064, 0.88
No. of reflections3375
No. of parameters209
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.86, 0.36

Computer programs: P3/V (Siemens, 1989), P3/V, SHELXTL-Plus (Sheldrick, 1990a), SHELXS97 (Sheldrick, 1990b), SHELXL97 (Sheldrick, 1997), XPW (Siemens, 1996), locally modified PARST97 (Nardelli, 1995) and SHELXL97.

Selected geometric parameters (Å, º) top
Ru—N51.766 (2)N1—C51.345 (4)
Ru—O61.9123 (18)N1—C11.353 (4)
Ru—N32.069 (3)C5—S1.772 (3)
Ru—N42.081 (3)S—C61.770 (3)
Ru—N22.110 (2)C6—N21.347 (4)
Ru—N12.113 (2)N5—O51.142 (3)
N5—Ru—O6176.34 (10)N1—C5—S119.4 (2)
N3—Ru—N486.36 (10)C6—S—C5101.32 (14)
N3—Ru—N293.96 (10)N2—C6—S119.5 (2)
N4—Ru—N192.41 (10)O5—N5—Ru170.4 (2)
N2—Ru—N186.97 (9)
N1—C5—S—C652.7 (3)N2—Ru—N3—O2109.7 (2)
C5—S—C6—N256.7 (3)N1—Ru—N4—O3118.3 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O6—H6A···O30.822.342.827 (4)118.8
 

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