A new monoclinic polymorph of dichlorido­tetra­kis(dimethyl sulfoxide)­ruthenium(II)

Georgieva, G.; Gencheva, G.; Shivachev, B.L.; Nikolova, R.P.

doi:10.1107/S160053680801996X

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m1023

doi:10.1107/S160053680801996X

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A new monoclinic polymorph of dichloridotetrakis(dimethyl sulfoxide)ruthenium(II)

Gergana Georgieva,^a Galina Gencheva,^a Boris Lubomirov Shivachev ^b ^* and Rosica Petrova Nikolova ^c

^aSofia University, Faculty of Chemistry, 1 James Bourchier Boulevard, 1164 Sofia, Bulgaria, ^bDepartment of Structural Biology, University of Pittsburgh School of Medicine, 3501 5th Avenue, Pittsburgh, PA 15260, USA, and ^cDepartment of Advanced Materials Science and Engineering, Faculty of Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube 755-8611, Japan
^*Correspondence e-mail: blc53@pitt.edu

(Received 3 June 2008; accepted 30 June 2008; online 12 July 2008)

The title compound, cis,fac-dichloridotetrakis(dimethyl sulfoxide)-κ³S,κO-ruthenium(II), [RuCl₂(C₂H₆OS)₄], was obtained from newly synthesized ruthenium complexes of 3-amino-2-chloropyridine. The Ru atom has a distorted octahedral coordination with two cis-oriented chloride ligands and four dimethyl sulfoxide ligands. Three of the sulfoxide ligands are S-bonded in a fac configuration, while the fourth is O-bonded. The title compound represents a new, and fourth, polymorph of the complex. Two other monoclinic forms and an orthorhombic modification have been reported previously.

Related literature

For the geometric parameters and crystal structures of related polymorphs, see: Alessio et al. (1988 ); Attia & Calligaris (1987 ); Galanski et al. (2003 ); Mercer & Trotter (1975 ); Pigge et al. (2005 ); Srivastava & Fronczek (2003 ).

Experimental

Crystal data

[RuCl₂(C₂H₆OS)₄]
M_r = 484.48
Monoclinic, P 2₁ /c
a = 10.1479 (3) Å
b = 10.4626 (3) Å
c = 18.4280 (4) Å
β = 99.795 (14)°
V = 1928.04 (12) Å³
Z = 4
Mo Kα radiation
μ = 1.53 mm⁻¹
T = 290 (2) K
0.29 × 0.26 × 0.25 mm

Data collection

Enraf–Nonius CAD-4 diffractometer
Absorption correction: none
7705 measured reflections
3777 independent reflections
2953 reflections with I > 2σ(I)
R_int = 0.045
3 standard reflections frequency: 120 min intensity decay: 1%

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.077
S = 1.03
3777 reflections
172 parameters
H-atom parameters constrained
Δρ_max = 0.36 e Å⁻³
Δρ_min = −0.64 e Å⁻³

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994 ); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ) and Mercury (Macrae et al., 2006 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680801996X/fj2125sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053680801996X/fj2125Isup2.hkl

checkCIF report

Comment top

In the field of medicinal chemistry ruthenium complexes have gained considerable attention as non-platinum anticancer agents (Galanski et al., 2003). In order to obtain new complexes with potential antitumor properties we studied the reactions of Ru(III) and 3-amino-2-chloropyridine (acp) under different conditions. We found that along with the complexation reaction a redox process also takes places leading to the formation of ruthenium complexes with the studied bidentate N-ligand in different oxidation states. The reported titled compound is a side product of this reaction.

The new polymorph modification of the title compound (Fig. 1) was obtained studying the substitution reaction of the acp-ligands from the inner coordination sphere of trans-[Ru(IV)Cl₄(acp)₂] in a hot DMSO solution (120–130 °C) (Fig. 3). The resulting orange crystals were determined by crystal structure analysis to be cis-RuCl₂(DMSO)₄ (Fig. 1). Two monoclinic (Mercer & Trotter, 1975; Alessio et al., 1988; Pigge et al., 2005) and one orthorhombic (Attia & Calligaris, 1987; Srivastava & Fronczek, 2003) modifications have been previously reported. The compound reported here is also monoclinic with similar type of ruthenium coordination but different three-dimensional arrangement of the structural units. Of the four DMSO ligands, three are S-coordinated, with Ru–S distances of 2.240 (2), 2.264 (2) and 2.278 (2) Å. As already reported, the Ru–S distance trans to the O-bonded DMSO (2.240 (2) Å) is significantly shortened, being more than 0.02 Å shorter than the other two.

The 0.05 Å longer S—O distance in the O-bonded DMSO ligand, is indicative for the weakened double-bond character compared to the other three DMSO ligands. As it was mentioned above the only difference between the polymorphs is the three-dimensional arrangement of the structural units. The difference is easily recognized if the number and arrangement of short O···H contacts between the neighboring entities is considered.

We calculated the O···H contacts with distances shorter than the sum of Van der Waals radii (e.g. less than 2.5 Å) for all previously reported polymorphs and for the second title compound.

In the case of the orthorhombic structure there is only one such contact of 2.296 Å between O3(S-bonded DMSO) and H6(O-bonded DMSO) (Srivastava & Fronczek, 2003); for the same polymorph refined earlier by Attia & Calligaris, 1987, the obtained distance is 2.391 Å and occurs between O3 and H5 atoms). The structural units connected by that short contact are chain-like arranged along c axis. Similar arrangement of the structural units is observed in the monoclinic modifications with β angle close to 90° (Mercer & Trotter, 1975; Pigge et al., 2005). The obtained O···H distances are 2.375 and 2.443 Å for the structures reported in 1995 and 2005 respectively. In the second monoclinic polymorph with β angle of 116.8° there are no O···H contacts below 2.5 Å, the shortest one is of 2.546 Å and occurs between O2 and H7 (both oxygen and hydrogen atoms belong to S-bonded DMSO molecules). Nevertheless, the arrangement of the units connected through the "shortest" contact is chain-like and is analogous to the one in the other polymorphs.

In the structure of (I) there are two O···H contacts shorter than 2.5 Å, both between atoms belonging to only S-bonded DMSO molecules. As it is shown in Fig. 2 the structural units are connected by the described contacts in two directions in a layer–like arrangement differing from the chain-like one found in earlier reported polymorphs.

Related literature top

For the geometrical parameters and crystal structures of related polymorphs, see: Alessio et al. (1988); Attia & Calligaris (1987); Galanski et al. (2003); Mercer & Trotter (1975); Pigge et al. (2005); Srivastava & Fronczek (2003).

Experimental top

Compound (I) was obtained from a 1M HCl hydrochloric-water solution of RuCl₃.H₂O (0.3 mmol, 0.0633 g) and 3-amino-2-chloropyridine (2.4 mmol, 0.3085 g). The mixture was left for 48 h at ambient temperature. The obtainedSome H[RuCl₅OH].2H₂O together with the main product trans-[Ru(III)Cl₄(acp)₂][Hacp] were separated by sieving. A sample of the purified trans-[Ru(III)Cl₄(acp)₂][Hacp] (0.5 g, 0.96 mmol) was dissolved in 2 ml DMSO and the solution was heated at (135±5 °C) for 30 min. The solution was then cooled to room temperature. Clear yellow-orange crystals of cis,fac-[Ru(II)Cl₂(C₂H₆OS)₄] were obtained several days later by slow diffusion of acetone and a few drops of diethyl ether into the solution.

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf–Nonius, 1994); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Bruno et al., 2002); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

	Fig. 1. View of the structure and the atom-numbering scheme of (I) showing 50% probability displacement ellipsoids. H atoms are shown as small spheres of arbitrary radii.
	Fig. 2. A view of the molecular packing in (I). Short contacts are represented by dotted lines. All H atoms except those involved in the short contacts have been omitted. [Symmetry codes: (i) -x, y - 1/2,1/2 - z; (ii) -x1, -y, 1 - z].
	Fig. 3. The preparation of the title compound.

cis,fac-dichloridotetrakis(dimethyl sulfoxide)-κ³S,κO-ruthenium(II) top

Crystal data top

[RuCl₂(C₂H₆OS)₄]	F(000) = 984
M_r = 484.48	D_x = 1.669 Mg m⁻³
Monoclinic, P2₁/c	Melting point: not measured K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 10.1479 (3) Å	Cell parameters from 22 reflections
b = 10.4626 (3) Å	θ = 18.2–19.2°
c = 18.4280 (4) Å	µ = 1.53 mm⁻¹
β = 99.795 (14)°	T = 290 K
V = 1928.04 (12) Å³	Prism, orange
Z = 4	0.29 × 0.26 × 0.25 mm

Data collection top

Enraf–Nonius CAD-4 diffractometer	R_int = 0.045
Radiation source: Enraf Nonius FR590	θ_max = 26.0°, θ_min = 2.0°
Graphite monochromator	h = 0→12
non–profiled ω/2θ scans	k = −12→12
7705 measured reflections	l = −22→22
3777 independent reflections	3 standard reflections every 120 min
2953 reflections with I > 2σ(I)	intensity decay: 1%

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.077	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0294P)²] where P = (F_o² + 2F_c²)/3
3777 reflections	(Δ/σ)_max < 0.001
172 parameters	Δρ_max = 0.36 e Å⁻³
0 restraints	Δρ_min = −0.64 e Å⁻³

Crystal data top

[RuCl₂(C₂H₆OS)₄]	V = 1928.04 (12) Å³
M_r = 484.48	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 10.1479 (3) Å	µ = 1.53 mm⁻¹
b = 10.4626 (3) Å	T = 290 K
c = 18.4280 (4) Å	0.29 × 0.26 × 0.25 mm
β = 99.795 (14)°

Data collection top

Enraf–Nonius CAD-4 diffractometer	R_int = 0.045
7705 measured reflections	3 standard reflections every 120 min
3777 independent reflections	intensity decay: 1%
2953 reflections with I > 2σ(I)

Refinement top

R[F² > 2σ(F²)] = 0.034	0 restraints
wR(F²) = 0.077	H-atom parameters constrained
S = 1.03	Δρ_max = 0.36 e Å⁻³
3777 reflections	Δρ_min = −0.64 e Å⁻³
172 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
O11	0.2531 (3)	−0.0625 (3)	0.32395 (16)	0.0530 (8)
O21	0.0063 (3)	0.0806 (3)	0.41116 (15)	0.0465 (7)
O31	0.0400 (3)	0.1627 (3)	0.23279 (15)	0.0543 (8)
O41	0.2122 (3)	0.4088 (2)	0.42297 (14)	0.0400 (6)
C12	0.5002 (4)	0.0204 (5)	0.3510 (2)	0.0603 (13)
H12A	0.5531	0.0958	0.3487	0.09*
H12B	0.5283	−0.0448	0.3203	0.09*
H12C	0.5116	−0.0095	0.4009	0.09*
C13	0.3327 (5)	0.0822 (4)	0.2244 (2)	0.0566 (13)
H13A	0.2448	0.1037	0.1992	0.085*
H13B	0.3627	0.0057	0.2036	0.085*
H13C	0.3931	0.1509	0.2192	0.085*
C22	0.1268 (5)	0.2105 (4)	0.5245 (2)	0.0557 (12)
H22A	0.0838	0.2906	0.5104	0.084*
H22B	0.214	0.226	0.5527	0.084*
H22C	0.0742	0.163	0.5538	0.084*
C23	0.2246 (4)	−0.0186 (4)	0.4854 (2)	0.0539 (12)
H23A	0.3144	0.0027	0.5077	0.081*
H23B	0.2265	−0.0832	0.4486	0.081*
H23C	0.1769	−0.0502	0.5224	0.081*
C32	−0.0494 (4)	0.3293 (5)	0.3199 (2)	0.0556 (12)
H32A	−0.0207	0.3982	0.3532	0.083*
H32B	−0.087	0.2625	0.3457	0.083*
H32C	−0.1158	0.3599	0.2803	0.083*
C33	0.1154 (5)	0.4007 (4)	0.2276 (2)	0.0583 (13)
H33A	0.191	0.3842	0.2039	0.087*
H33B	0.132	0.4759	0.2576	0.087*
H33C	0.0372	0.4134	0.1909	0.087*
C42	0.2707 (6)	0.6430 (4)	0.3906 (3)	0.0814 (19)
H42A	0.2891	0.6265	0.3421	0.122*
H42B	0.3193	0.7174	0.4105	0.122*
H42C	0.1766	0.6575	0.3881	0.122*
C43	0.2747 (6)	0.5653 (6)	0.5310 (3)	0.094 (2)
H43A	0.2969	0.5016	0.5686	0.141*
H43B	0.1803	0.5815	0.5234	0.141*
H43C	0.3223	0.6428	0.546	0.141*
Ru1	0.26756 (3)	0.23282 (3)	0.374946 (14)	0.02744 (9)
Cl1	0.44805 (10)	0.21704 (9)	0.48035 (5)	0.0419 (2)
Cl2	0.41776 (11)	0.35631 (11)	0.31431 (6)	0.0504 (3)
S11	0.32820 (10)	0.05696 (9)	0.31955 (5)	0.0368 (2)
S21	0.14273 (9)	0.12074 (9)	0.44360 (5)	0.0336 (2)
S31	0.08979 (10)	0.26855 (9)	0.28370 (5)	0.0367 (2)
S41	0.32033 (11)	0.50995 (9)	0.44793 (6)	0.0416 (3)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O11	0.069 (2)	0.0322 (15)	0.0534 (18)	−0.0047 (15)	−0.0011 (16)	−0.0051 (13)
O21	0.0335 (15)	0.0581 (18)	0.0453 (16)	−0.0134 (13)	−0.0011 (13)	0.0070 (14)
O31	0.0523 (18)	0.0505 (18)	0.0508 (18)	0.0058 (15)	−0.0175 (15)	−0.0114 (14)
O41	0.0403 (15)	0.0342 (14)	0.0439 (16)	−0.0031 (12)	0.0024 (13)	−0.0058 (12)
C12	0.046 (3)	0.073 (3)	0.056 (3)	0.024 (2)	−0.007 (2)	−0.014 (2)
C13	0.072 (3)	0.071 (3)	0.027 (2)	0.020 (3)	0.009 (2)	−0.005 (2)
C22	0.063 (3)	0.070 (3)	0.037 (2)	−0.018 (2)	0.019 (2)	−0.010 (2)
C23	0.053 (3)	0.051 (3)	0.056 (3)	−0.001 (2)	0.005 (2)	0.023 (2)
C32	0.041 (2)	0.071 (3)	0.052 (3)	0.021 (2)	−0.002 (2)	0.001 (2)
C33	0.073 (3)	0.058 (3)	0.041 (2)	0.009 (3)	0.001 (2)	0.020 (2)
C42	0.101 (4)	0.033 (2)	0.096 (4)	−0.009 (3)	−0.023 (4)	0.012 (3)
C43	0.129 (6)	0.099 (5)	0.059 (3)	−0.055 (4)	0.029 (4)	−0.043 (3)
Ru1	0.02955 (16)	0.02723 (15)	0.02414 (15)	−0.00181 (12)	0.00061 (11)	0.00173 (12)
Cl1	0.0378 (5)	0.0465 (6)	0.0364 (5)	−0.0057 (4)	−0.0081 (4)	0.0024 (4)
Cl2	0.0538 (7)	0.0539 (6)	0.0456 (6)	−0.0136 (5)	0.0145 (5)	0.0090 (5)
S11	0.0389 (5)	0.0376 (5)	0.0310 (5)	0.0053 (4)	−0.0018 (4)	−0.0038 (4)
S21	0.0341 (5)	0.0369 (5)	0.0285 (5)	−0.0058 (4)	0.0010 (4)	0.0031 (4)
S31	0.0396 (5)	0.0357 (5)	0.0311 (5)	0.0054 (4)	−0.0045 (4)	0.0015 (4)
S41	0.0448 (6)	0.0339 (5)	0.0433 (6)	−0.0039 (4)	−0.0007 (5)	−0.0037 (4)

Geometric parameters (Å, º) top

O11—S11	1.473 (3)	C32—S31	1.779 (4)
O21—S21	1.473 (3)	C32—H32A	0.96
O31—S31	1.484 (3)	C32—H32B	0.96
O41—S41	1.538 (3)	C32—H32C	0.96
O41—Ru1	2.158 (3)	C33—S31	1.772 (4)
C12—S11	1.784 (4)	C33—H33A	0.96
C12—H12A	0.96	C33—H33B	0.96
C12—H12B	0.96	C33—H33C	0.96
C12—H12C	0.96	C42—S41	1.769 (4)
C13—S11	1.781 (4)	C42—H42A	0.96
C13—H13A	0.96	C42—H42B	0.96
C13—H13B	0.96	C42—H42C	0.96
C13—H13C	0.96	C43—S41	1.770 (5)
C22—S21	1.792 (4)	C43—H43A	0.96
C22—H22A	0.96	C43—H43B	0.96
C22—H22B	0.96	C43—H43C	0.96
C22—H22C	0.96	Ru1—S11	2.2404 (10)
C23—S21	1.786 (4)	Ru1—S21	2.2640 (10)
C23—H23A	0.96	Ru1—S31	2.2780 (10)
C23—H23B	0.96	Ru1—Cl2	2.4126 (11)
C23—H23C	0.96	Ru1—Cl1	2.4380 (10)

S41—O41—Ru1	119.18 (15)	S41—C43—H43A	109.5
S11—C12—H12A	109.5	S41—C43—H43B	109.5
S11—C12—H12B	109.5	H43A—C43—H43B	109.5
H12A—C12—H12B	109.5	S41—C43—H43C	109.5
S11—C12—H12C	109.5	H43A—C43—H43C	109.5
H12A—C12—H12C	109.5	H43B—C43—H43C	109.5
H12B—C12—H12C	109.5	O41—Ru1—S11	176.60 (8)
S11—C13—H13A	109.5	O41—Ru1—S21	90.19 (8)
S11—C13—H13B	109.5	S11—Ru1—S21	93.00 (4)
H13A—C13—H13B	109.5	O41—Ru1—S31	86.21 (7)
S11—C13—H13C	109.5	S11—Ru1—S31	92.46 (3)
H13A—C13—H13C	109.5	S21—Ru1—S31	92.82 (4)
H13B—C13—H13C	109.5	O41—Ru1—Cl2	87.83 (8)
S21—C22—H22A	109.5	S11—Ru1—Cl2	89.12 (4)
S21—C22—H22B	109.5	S21—Ru1—Cl2	173.64 (4)
H22A—C22—H22B	109.5	S31—Ru1—Cl2	93.07 (4)
S21—C22—H22C	109.5	O41—Ru1—Cl1	86.78 (7)
H22A—C22—H22C	109.5	S11—Ru1—Cl1	94.59 (4)
H22B—C22—H22C	109.5	S21—Ru1—Cl1	86.31 (3)
S21—C23—H23A	109.5	S31—Ru1—Cl1	172.93 (4)
S21—C23—H23B	109.5	Cl2—Ru1—Cl1	87.54 (4)
H23A—C23—H23B	109.5	O11—S11—C13	106.3 (2)
S21—C23—H23C	109.5	O11—S11—C12	106.7 (2)
H23A—C23—H23C	109.5	C13—S11—C12	99.4 (2)
H23B—C23—H23C	109.5	O11—S11—Ru1	119.14 (14)
S31—C32—H32A	109.5	C13—S11—Ru1	112.43 (15)
S31—C32—H32B	109.5	C12—S11—Ru1	110.94 (15)
H32A—C32—H32B	109.5	O21—S21—C23	106.15 (19)
S31—C32—H32C	109.5	O21—S21—C22	106.02 (19)
H32A—C32—H32C	109.5	C23—S21—C22	99.8 (2)
H32B—C32—H32C	109.5	O21—S21—Ru1	119.85 (12)
S31—C33—H33A	109.5	C23—S21—Ru1	113.59 (15)
S31—C33—H33B	109.5	C22—S21—Ru1	109.35 (15)
H33A—C33—H33B	109.5	O31—S31—C33	106.36 (19)
S31—C33—H33C	109.5	O31—S31—C32	107.3 (2)
H33A—C33—H33C	109.5	C33—S31—C32	98.3 (2)
H33B—C33—H33C	109.5	O31—S31—Ru1	119.07 (12)
S41—C42—H42A	109.5	C33—S31—Ru1	112.47 (16)
S41—C42—H42B	109.5	C32—S31—Ru1	111.21 (14)
H42A—C42—H42B	109.5	O41—S41—C42	104.3 (2)
S41—C42—H42C	109.5	O41—S41—C43	101.9 (2)
H42A—C42—H42C	109.5	C42—S41—C43	99.7 (3)
H42B—C42—H42C	109.5

S41—O41—Ru1—S21	135.85 (16)	S11—Ru1—S21—C23	45.78 (17)
S41—O41—Ru1—S31	−131.33 (16)	S31—Ru1—S21—C23	138.39 (17)
S41—O41—Ru1—Cl2	−38.11 (16)	Cl1—Ru1—S21—C23	−48.64 (17)
S41—O41—Ru1—Cl1	49.55 (16)	O41—Ru1—S21—C22	−24.90 (19)
S21—Ru1—S11—O11	15.75 (14)	S11—Ru1—S21—C22	156.27 (17)
S31—Ru1—S11—O11	−77.21 (14)	S31—Ru1—S21—C22	−111.12 (17)
Cl2—Ru1—S11—O11	−170.25 (14)	Cl1—Ru1—S21—C22	61.86 (17)
Cl1—Ru1—S11—O11	102.29 (14)	O41—Ru1—S31—O31	−165.41 (17)
S21—Ru1—S11—C13	141.01 (18)	S11—Ru1—S31—O31	17.72 (16)
S31—Ru1—S11—C13	48.05 (18)	S21—Ru1—S31—O31	−75.41 (16)
Cl2—Ru1—S11—C13	−44.99 (18)	Cl2—Ru1—S31—O31	106.97 (16)
Cl1—Ru1—S11—C13	−132.46 (18)	O41—Ru1—S31—C33	69.24 (19)
S21—Ru1—S11—C12	−108.64 (18)	S11—Ru1—S31—C33	−107.63 (18)
S31—Ru1—S11—C12	158.40 (18)	S21—Ru1—S31—C33	159.24 (17)
Cl2—Ru1—S11—C12	65.36 (18)	Cl2—Ru1—S31—C33	−18.38 (18)
Cl1—Ru1—S11—C12	−22.10 (18)	O41—Ru1—S31—C32	−39.94 (19)
O41—Ru1—S21—O21	97.69 (16)	S11—Ru1—S31—C32	143.19 (18)
S11—Ru1—S21—O21	−81.13 (15)	S21—Ru1—S31—C32	50.06 (18)
S31—Ru1—S21—O21	11.48 (15)	Cl2—Ru1—S31—C32	−127.56 (18)
Cl1—Ru1—S21—O21	−175.54 (15)	Ru1—O41—S41—C42	116.2 (2)
O41—Ru1—S21—C23	−135.40 (18)	Ru1—O41—S41—C43	−140.4 (3)

Experimental details

Crystal data
Chemical formula	[RuCl₂(C₂H₆OS)₄]
M_r	484.48
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	290
a, b, c (Å)	10.1479 (3), 10.4626 (3), 18.4280 (4)
β (°)	99.795 (14)
V (Å³)	1928.04 (12)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.53
Crystal size (mm)	0.29 × 0.26 × 0.25

Data collection
Diffractometer	Enraf–Nonius CAD-4 diffractometer
Absorption correction	–
No. of measured, independent and observed [I > 2σ(I)] reflections	7705, 3777, 2953
R_int	0.045
(sin θ/λ)_max (Å⁻¹)	0.616

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.077, 1.03
No. of reflections	3777
No. of parameters	172
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.36, −0.64

Computer programs: CAD-4 EXPRESS (Enraf–Nonius, 1994), XCAD4 (Harms & Wocadlo, 1995), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Bruno et al., 2002), WinGX (Farrugia, 1999).

Acknowledgements

This work was supported by the Scientific Fund of Sofia University (project No. 039). RPN thanks the Japan Society for the Promotion of Science (JSPS) for financial support.

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