Bis(acetonitrile-κN)dichlorido(η4-cyclo­octa-1,5-diene)ruthenium(II) acetonitrile monosolvate

Chiririwa, H.; Meijboom, R.; Owalude, S.O.; Eke, U.B.; Arderne, C.

doi:10.1107/S1600536811027723

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 8| August 2011| Page m1096

doi:10.1107/S1600536811027723

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Bis(acetonitrile-κN)dichlorido(η⁴-cycloocta-1,5-diene)ruthenium(II) acetonitrile monosolvate

Haleden Chiririwa,^a ^* Reinout Meijboom,^a Samson O. Owalude,^b Uche B. Eke ^b and Charmaine Arderne ^a

^aDepartment of Chemistry, University of Johannesburg, PO Box 524, Auckland Park, Johannesburg 2006, South Africa, and ^bDepartment of Chemistry, University of Ilorin, P M B 1515, Ilorin, Nigeria
^*Correspondence e-mail: harrychiririwa@yahoo.com

(Received 14 June 2011; accepted 11 July 2011; online 16 July 2011)

In the title Ru^II complex, [RuCl₂(C₈H₁₂)(C₂H₃N)₂]·CH₃CN, the metal ion is coordinated to the centers of each of the double bonds of the cyclooctadiene ligand, to two chloride ions (in cis positions) and to two N-atom donors (from MeCN molecules) that complete the coordination sphere for the neutral complex. The coordination about the Ru^II atom can thus be considered to be octahedral with a slightly trigonal distortion. There is also one acetonitrile solvent molecule per molecule which is outside the coordination sphere of the ruthenium atom.

Related literature

For the structure of the water solvate complex, see: Ashworth et al. (1987 ).

Experimental

Crystal data

[RuCl₂(C₈H₁₂)(C₂H₃N)₂]·C₂H₃N
M_r = 403.31
Monoclinic, P 2₁ /c
a = 8.7033 (3) Å
b = 7.2434 (3) Å
c = 26.4178 (10) Å
β = 95.903 (1)°
V = 1656.59 (11) Å³
Z = 4
Mo Kα radiation
μ = 1.26 mm⁻¹
T = 100 K
0.32 × 0.20 × 0.13 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: numerical (AXScale; Bruker, 2010 ) T_min = 0.688, T_max = 0.853
16175 measured reflections
4125 independent reflections
3806 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.022
wR(F²) = 0.054
S = 1.07
4125 reflections
184 parameters
H-atom parameters constrained
Δρ_max = 0.67 e Å⁻³
Δρ_min = −0.61 e Å⁻³

Table 1
Selected bond lengths (Å)

Ru1—N1	2.0303 (15)
Ru1—N2	2.0418 (15)
Ru1—C1	2.2082 (16)
Ru1—C8	2.2116 (17)
Ru1—C4	2.2154 (17)
Ru1—C5	2.2225 (17)
Ru1—Cl1	2.4212 (4)
Ru1—Cl2	2.4265 (4)

Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009 ); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811027723/go2018sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811027723/go2018Isup2.hkl

checkCIF report

Comment top

The present ruthenium complex, Fig.1, has been synthesized earlier (Ashworth et al. 1987). The structure obtained by Ashworth et al. was a room temperature determination and with a water molecule as solvate. The current low temperature determination presents an acetonitrile molecule in the crystal lattice that is outside the coordination sphere of the ruthenium. To the best of our knowledge, there are no reports of other structures determined with organonitriles, obtained from the ruthenium [{RuCl₂(COD)}_x] polymer. Organonitriles have been used over many years in synthethic inorganic chemistry and an interest in the chemistry of metal-nitrile complexes has prompted several reviews.

The two acetonitrile ligands are not trans to each other, as the N(1)—Ru—N(2) angle is 163.15 (6)°. This is due to repulsion by the alkene bonds of the COD ligand. It would seem that one of the acetonitrile ligands is slightly bent. The N(1)—C(9)—C(10) bond angle is 179.11 (19)°, whereas the same angle for the other acetonitrile is 178.3 (2)°. This is due to packing forces.

Related literature top

For the structure of the water solvate complex, see: Ashworth et al. (1987).

Experimental top

A suspension of [{RuCl₂(COD)}_x] (0.5 g) in acetonitrile (20 ml) was refluxed for 6 h. The orange solution was filtered hot and concentrated on a steam bath to half volume and cooled to 0° C overnight affording orange crystals suitable for X-ray diffraction studies.

Computing details top

Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT (Bruker, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al.,2009); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

Fig. 1. A perspective view of C₁₂H₁₈Cl₂N₂Ru.C₂H₃N (1) showing the atomic numbering scheme.

Bis(acetonitrile-κN)dichlorido(η⁴-cycloocta-1,5-diene)ruthenium(II) acetonitrile monosolvate top

Crystal data top

[RuCl₂(C₈H₁₂)(C₂H₃N)₂]·C₂H₃N	F(000) = 816
M_r = 403.31	D_x = 1.617 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9251 reflections
a = 8.7033 (3) Å	θ = 2.7–28.3°
b = 7.2434 (3) Å	µ = 1.26 mm⁻¹
c = 26.4178 (10) Å	T = 100 K
β = 95.903 (1)°	Block, orange
V = 1656.59 (11) Å³	0.32 × 0.20 × 0.13 mm
Z = 4

Data collection top

Bruker APEXII CCD diffractometer	4125 independent reflections
Radiation source: fine-focus sealed tube	3806 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ϕ and ω scans	θ_max = 28.3°, θ_min = 1.6°
Absorption correction: numerical (AXScale; Bruker, 2010)	h = −11→11
T_min = 0.688, T_max = 0.853	k = −6→9
16175 measured reflections	l = −35→35

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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.054	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0202P)² + 1.4236P] where P = (F_o² + 2F_c²)/3
4125 reflections	(Δ/σ)_max = 0.001
184 parameters	Δρ_max = 0.67 e Å⁻³
0 restraints	Δρ_min = −0.61 e Å⁻³

Crystal data top

[RuCl₂(C₈H₁₂)(C₂H₃N)₂]·C₂H₃N	V = 1656.59 (11) Å³
M_r = 403.31	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 8.7033 (3) Å	µ = 1.26 mm⁻¹
b = 7.2434 (3) Å	T = 100 K
c = 26.4178 (10) Å	0.32 × 0.20 × 0.13 mm
β = 95.903 (1)°

Data collection top

Bruker APEXII CCD diffractometer	4125 independent reflections
Absorption correction: numerical (AXScale; Bruker, 2010)	3806 reflections with I > 2σ(I)
T_min = 0.688, T_max = 0.853	R_int = 0.030
16175 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.022	0 restraints
wR(F²) = 0.054	H-atom parameters constrained
S = 1.07	Δρ_max = 0.67 e Å⁻³
4125 reflections	Δρ_min = −0.61 e Å⁻³
184 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. The Following Model and Quality ALERTS were generated - (Acta-Mode) <<< Format: alert-number_ALERT_alert-type_alert-level text 912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 5 Noted.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ru1	0.732203 (14)	0.145839 (19)	0.109901 (5)	0.01058 (5)
Cl1	0.77031 (5)	0.38454 (6)	0.048264 (16)	0.01597 (9)
Cl2	1.00549 (5)	0.09785 (6)	0.134734 (15)	0.01607 (9)
N1	0.76802 (16)	−0.0274 (2)	0.05184 (5)	0.0132 (3)
N2	0.75889 (16)	0.3467 (2)	0.16432 (6)	0.0145 (3)
N3	0.2246 (2)	0.6581 (3)	0.20027 (7)	0.0349 (5)
C1	0.49326 (19)	0.1021 (3)	0.07512 (7)	0.0152 (3)
H1	0.5348	0.1237	0.0438	0.018*
C2	0.4309 (2)	−0.0888 (3)	0.08525 (7)	0.0180 (4)
H2A	0.3862	−0.1427	0.0526	0.022*
H2B	0.3464	−0.0762	0.1074	0.022*
C3	0.5526 (2)	−0.2234 (3)	0.11060 (7)	0.0180 (4)
H3A	0.5015	−0.3090	0.1328	0.022*
H3B	0.5947	−0.2980	0.0838	0.022*
C4	0.6854 (2)	−0.1285 (2)	0.14209 (7)	0.0157 (3)
H4	0.7877	−0.1611	0.1361	0.019*
C5	0.6665 (2)	0.0024 (3)	0.17886 (6)	0.0159 (3)
H5	0.7561	0.0577	0.1961	0.019*
C6	0.5090 (2)	0.0627 (3)	0.19318 (7)	0.0183 (4)
H6A	0.5192	0.0962	0.2297	0.022*
H6B	0.4372	−0.0433	0.1885	0.022*
C7	0.4375 (2)	0.2278 (3)	0.16207 (7)	0.0181 (4)
H7A	0.3237	0.2144	0.1583	0.022*
H7B	0.4630	0.3429	0.1813	0.022*
C8	0.49209 (19)	0.2461 (3)	0.10961 (7)	0.0153 (3)
H8	0.5277	0.3635	0.0998	0.018*
C9	0.8070 (2)	−0.1171 (3)	0.02039 (6)	0.0145 (3)
C10	0.8594 (2)	−0.2322 (3)	−0.01961 (7)	0.0189 (4)
H10A	0.9666	−0.2698	−0.0100	0.028*
H10B	0.8531	−0.1621	−0.0515	0.028*
H10C	0.7938	−0.3421	−0.0242	0.028*
C11	0.79305 (19)	0.4484 (3)	0.19626 (6)	0.0150 (3)
C12	0.8397 (2)	0.5747 (3)	0.23806 (7)	0.0211 (4)
H12A	0.8546	0.5054	0.2700	0.032*
H12B	0.7591	0.6680	0.2403	0.032*
H12C	0.9366	0.6355	0.2319	0.032*
C13	0.1734 (2)	0.6361 (3)	0.15954 (8)	0.0217 (4)
C14	0.1070 (3)	0.6105 (3)	0.10732 (8)	0.0288 (5)
H14A	0.0412	0.7163	0.0968	0.043*
H14B	0.0451	0.4973	0.1048	0.043*
H14C	0.1901	0.6006	0.0851	0.043*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ru1	0.01023 (7)	0.00908 (8)	0.01235 (7)	−0.00028 (5)	0.00080 (5)	−0.00063 (5)
Cl1	0.01604 (19)	0.0128 (2)	0.01920 (19)	−0.00040 (15)	0.00236 (15)	0.00325 (16)
Cl2	0.01206 (18)	0.0203 (2)	0.01555 (18)	0.00113 (16)	−0.00022 (14)	0.00109 (16)
N1	0.0121 (6)	0.0121 (7)	0.0151 (6)	−0.0007 (6)	0.0004 (5)	0.0006 (6)
N2	0.0123 (6)	0.0142 (8)	0.0171 (7)	−0.0003 (6)	0.0020 (5)	0.0001 (6)
N3	0.0387 (11)	0.0370 (12)	0.0282 (9)	0.0033 (9)	−0.0009 (8)	0.0035 (8)
C1	0.0102 (7)	0.0168 (9)	0.0185 (8)	−0.0008 (7)	0.0004 (6)	0.0010 (7)
C2	0.0173 (8)	0.0149 (9)	0.0219 (8)	−0.0046 (7)	0.0021 (7)	−0.0027 (7)
C3	0.0211 (9)	0.0113 (9)	0.0223 (8)	−0.0023 (7)	0.0058 (7)	−0.0005 (7)
C4	0.0176 (8)	0.0112 (9)	0.0189 (8)	−0.0008 (7)	0.0049 (6)	0.0039 (7)
C5	0.0163 (8)	0.0147 (9)	0.0170 (8)	−0.0016 (7)	0.0034 (6)	0.0032 (7)
C6	0.0181 (8)	0.0191 (10)	0.0186 (8)	−0.0017 (7)	0.0056 (7)	−0.0023 (7)
C7	0.0141 (8)	0.0170 (9)	0.0237 (9)	−0.0012 (7)	0.0044 (7)	−0.0043 (7)
C8	0.0101 (7)	0.0124 (9)	0.0233 (8)	−0.0008 (6)	0.0011 (6)	−0.0007 (7)
C9	0.0134 (7)	0.0136 (9)	0.0163 (8)	−0.0010 (7)	0.0002 (6)	0.0028 (7)
C10	0.0226 (9)	0.0182 (10)	0.0168 (8)	0.0030 (8)	0.0059 (7)	−0.0013 (7)
C11	0.0140 (7)	0.0157 (9)	0.0156 (8)	0.0005 (7)	0.0029 (6)	0.0032 (7)
C12	0.0258 (9)	0.0201 (10)	0.0172 (8)	−0.0038 (8)	0.0018 (7)	−0.0045 (7)
C13	0.0192 (9)	0.0161 (10)	0.0304 (10)	0.0005 (7)	0.0059 (7)	−0.0002 (8)
C14	0.0274 (10)	0.0304 (12)	0.0281 (10)	−0.0060 (9)	0.0001 (8)	−0.0094 (9)

Geometric parameters (Å, º) top

Ru1—N1	2.0303 (15)	C5—C6	1.523 (2)
Ru1—N2	2.0418 (15)	C5—H5	0.9500
Ru1—C1	2.2082 (16)	C6—C7	1.545 (3)
Ru1—C8	2.2116 (17)	C6—H6A	0.9900
Ru1—C4	2.2154 (17)	C6—H6B	0.9900
Ru1—C5	2.2225 (17)	C7—C8	1.517 (2)
Ru1—Cl1	2.4212 (4)	C7—H7A	0.9900
Ru1—Cl2	2.4265 (4)	C7—H7B	0.9900
N1—C9	1.134 (2)	C8—H8	0.9500
N2—C11	1.136 (2)	C9—C10	1.455 (2)
N3—C13	1.133 (3)	C10—H10A	0.9800
C1—C8	1.385 (3)	C10—H10B	0.9800
C1—C2	1.520 (3)	C10—H10C	0.9800
C1—H1	0.9500	C11—C12	1.459 (3)
C2—C3	1.541 (3)	C12—H12A	0.9800
C2—H2A	0.9900	C12—H12B	0.9800
C2—H2B	0.9900	C12—H12C	0.9800
C3—C4	1.517 (2)	C13—C14	1.452 (3)
C3—H3A	0.9900	C14—H14A	0.9800
C3—H3B	0.9900	C14—H14B	0.9800
C4—C5	1.379 (3)	C14—H14C	0.9800
C4—H4	0.9500

N1—Ru1—N2	163.15 (6)	C3—C4—Ru1	110.84 (12)
N1—Ru1—C1	78.95 (6)	C5—C4—H4	118.0
N2—Ru1—C1	115.42 (6)	C3—C4—H4	118.0
N1—Ru1—C8	114.75 (6)	Ru1—C4—H4	87.0
N2—Ru1—C8	78.91 (6)	C4—C5—C6	123.22 (16)
C1—Ru1—C8	36.53 (7)	C4—C5—Ru1	71.62 (10)
N1—Ru1—C4	77.55 (6)	C6—C5—Ru1	112.56 (12)
N2—Ru1—C4	112.38 (6)	C4—C5—H5	118.4
C1—Ru1—C4	80.14 (7)	C6—C5—H5	118.4
C8—Ru1—C4	94.86 (7)	Ru1—C5—H5	85.9
N1—Ru1—C5	113.76 (7)	C5—C6—C7	114.42 (15)
N2—Ru1—C5	77.06 (6)	C5—C6—H6A	108.7
C1—Ru1—C5	87.90 (7)	C7—C6—H6A	108.7
C8—Ru1—C5	80.42 (7)	C5—C6—H6B	108.7
C4—Ru1—C5	36.21 (7)	C7—C6—H6B	108.7
N1—Ru1—Cl1	83.74 (4)	H6A—C6—H6B	107.6
N2—Ru1—Cl1	87.20 (4)	C8—C7—C6	114.01 (15)
C1—Ru1—Cl1	90.62 (5)	C8—C7—H7A	108.8
C8—Ru1—Cl1	87.59 (5)	C6—C7—H7A	108.8
C4—Ru1—Cl1	160.38 (5)	C8—C7—H7B	108.8
C5—Ru1—Cl1	161.74 (5)	C6—C7—H7B	108.8
N1—Ru1—Cl2	83.88 (4)	H7A—C7—H7B	107.6
N2—Ru1—Cl2	82.78 (4)	C1—C8—C7	124.02 (17)
C1—Ru1—Cl2	161.26 (5)	C1—C8—Ru1	71.60 (10)
C8—Ru1—Cl2	161.37 (5)	C7—C8—Ru1	110.66 (11)
C4—Ru1—Cl2	88.94 (5)	C1—C8—H8	118.0
C5—Ru1—Cl2	92.25 (5)	C7—C8—H8	118.0
Cl1—Ru1—Cl2	94.926 (15)	Ru1—C8—H8	87.7
C9—N1—Ru1	171.31 (14)	N1—C9—C10	179.11 (19)
C11—N2—Ru1	170.70 (15)	C9—C10—H10A	109.5
C8—C1—C2	122.84 (16)	C9—C10—H10B	109.5
C8—C1—Ru1	71.87 (10)	H10A—C10—H10B	109.5
C2—C1—Ru1	113.29 (12)	C9—C10—H10C	109.5
C8—C1—H1	118.6	H10A—C10—H10C	109.5
C2—C1—H1	118.6	H10B—C10—H10C	109.5
Ru1—C1—H1	85.0	N2—C11—C12	178.3 (2)
C1—C2—C3	114.21 (15)	C11—C12—H12A	109.5
C1—C2—H2A	108.7	C11—C12—H12B	109.5
C3—C2—H2A	108.7	H12A—C12—H12B	109.5
C1—C2—H2B	108.7	C11—C12—H12C	109.5
C3—C2—H2B	108.7	H12A—C12—H12C	109.5
H2A—C2—H2B	107.6	H12B—C12—H12C	109.5
C4—C3—C2	113.72 (15)	N3—C13—C14	179.2 (2)
C4—C3—H3A	108.8	C13—C14—H14A	109.5
C2—C3—H3A	108.8	C13—C14—H14B	109.5
C4—C3—H3B	108.8	H14A—C14—H14B	109.5
C2—C3—H3B	108.8	C13—C14—H14C	109.5
H3A—C3—H3B	107.7	H14A—C14—H14C	109.5
C5—C4—C3	123.94 (16)	H14B—C14—H14C	109.5
C5—C4—Ru1	72.17 (10)

N1—Ru1—C1—C8	−168.61 (12)	N1—Ru1—C5—C4	−0.84 (12)
N2—Ru1—C1—C8	2.09 (13)	N2—Ru1—C5—C4	−167.20 (11)
C4—Ru1—C1—C8	112.29 (12)	C1—Ru1—C5—C4	76.11 (11)
C5—Ru1—C1—C8	76.69 (11)	C8—Ru1—C5—C4	112.09 (11)
Cl1—Ru1—C1—C8	−85.11 (10)	Cl1—Ru1—C5—C4	161.71 (12)
Cl2—Ru1—C1—C8	167.48 (12)	Cl2—Ru1—C5—C4	−85.14 (10)
N1—Ru1—C1—C2	72.69 (13)	N1—Ru1—C5—C6	−119.99 (13)
N2—Ru1—C1—C2	−116.61 (13)	N2—Ru1—C5—C6	73.65 (13)
C8—Ru1—C1—C2	−118.70 (18)	C1—Ru1—C5—C6	−43.04 (13)
C4—Ru1—C1—C2	−6.41 (13)	C8—Ru1—C5—C6	−7.06 (13)
C5—Ru1—C1—C2	−42.01 (13)	C4—Ru1—C5—C6	−119.15 (18)
Cl1—Ru1—C1—C2	156.19 (12)	Cl1—Ru1—C5—C6	42.6 (2)
Cl2—Ru1—C1—C2	48.8 (2)	Cl2—Ru1—C5—C6	155.72 (12)
C8—C1—C2—C3	−91.4 (2)	C4—C5—C6—C7	−90.1 (2)
Ru1—C1—C2—C3	−8.64 (19)	Ru1—C5—C6—C7	−7.95 (19)
C1—C2—C3—C4	26.6 (2)	C5—C6—C7—C8	26.4 (2)
C2—C3—C4—C5	50.8 (2)	C2—C1—C8—C7	3.5 (3)
C2—C3—C4—Ru1	−31.22 (18)	Ru1—C1—C8—C7	−102.95 (16)
N1—Ru1—C4—C5	179.21 (11)	C2—C1—C8—Ru1	106.48 (16)
N2—Ru1—C4—C5	13.50 (12)	C6—C7—C8—C1	49.7 (2)
C1—Ru1—C4—C5	−100.05 (11)	C6—C7—C8—Ru1	−31.57 (18)
C8—Ru1—C4—C5	−66.49 (11)	N1—Ru1—C8—C1	12.33 (13)
Cl1—Ru1—C4—C5	−162.97 (11)	N2—Ru1—C8—C1	−178.08 (12)
Cl2—Ru1—C4—C5	95.25 (10)	C4—Ru1—C8—C1	−66.19 (11)
N1—Ru1—C4—C3	−60.44 (12)	C5—Ru1—C8—C1	−99.52 (12)
N2—Ru1—C4—C3	133.85 (12)	Cl1—Ru1—C8—C1	94.30 (10)
C1—Ru1—C4—C3	20.30 (12)	Cl2—Ru1—C8—C1	−167.41 (12)
C8—Ru1—C4—C3	53.86 (13)	N1—Ru1—C8—C7	132.64 (12)
C5—Ru1—C4—C3	120.34 (17)	N2—Ru1—C8—C7	−57.76 (13)
Cl1—Ru1—C4—C3	−42.6 (2)	C1—Ru1—C8—C7	120.32 (18)
Cl2—Ru1—C4—C3	−144.41 (12)	C4—Ru1—C8—C7	54.12 (13)
C3—C4—C5—C6	1.9 (3)	C5—Ru1—C8—C7	20.80 (13)
Ru1—C4—C5—C6	105.41 (17)	Cl1—Ru1—C8—C7	−145.38 (12)
C3—C4—C5—Ru1	−103.53 (17)	Cl2—Ru1—C8—C7	−47.1 (2)

Experimental details

Crystal data
Chemical formula	[RuCl₂(C₈H₁₂)(C₂H₃N)₂]·C₂H₃N
M_r	403.31
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	100
a, b, c (Å)	8.7033 (3), 7.2434 (3), 26.4178 (10)
β (°)	95.903 (1)
V (Å³)	1656.59 (11)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.26
Crystal size (mm)	0.32 × 0.20 × 0.13

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Numerical (AXScale; Bruker, 2010)
T_min, T_max	0.688, 0.853
No. of measured, independent and observed [I > 2σ(I)] reflections	16175, 4125, 3806
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.022, 0.054, 1.07
No. of reflections	4125
No. of parameters	184
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.67, −0.61

Computer programs: APEX2 (Bruker, 2010), SAINT (Bruker, 2010), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), OLEX2 (Dolomanov et al.,2009), publCIF (Westrip, 2010).

Selected bond lengths (Å) top

Ru1—N1	2.0303 (15)	Ru1—C4	2.2154 (17)
Ru1—N2	2.0418 (15)	Ru1—C5	2.2225 (17)
Ru1—C1	2.2082 (16)	Ru1—Cl1	2.4212 (4)
Ru1—C8	2.2116 (17)	Ru1—Cl2	2.4265 (4)

Acknowledgements

We gratefully acknowledge the University of Johannesburg for funding this project and the University of Witwatersrand for award of a Research fellowship to SO. The authors also thank Dr E Singleton for fruitful discussions.

References

Ashworth, T. V., Liles, D. C., Robinson, D. J., Singleton, E., Coville, N. J., Darling, E. & Markwell, J. (1987). S. Afr. J. Chem. 40, 183–188. CAS Google Scholar
Bruker (2010). APEX2, AXScale and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339–341. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

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