Di-μ2-bromido-bis­[bromido(η6-1,2,4,5-tetra­methyl­benzene)ruthenium(II)]

Espinosa-Jalapa, N.; Hernández-Ortega, S.; Le Lagadec, R.; Morales-Morales, D.

doi:10.1107/S1600536809049642

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 12| December 2009| Page m1684

doi:10.1107/S1600536809049642

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Di-μ₂-bromido-bis[bromido(η⁶-1,2,4,5-tetramethylbenzene)ruthenium(II)]

Noel Espinosa-Jalapa,^a Simón Hernández-Ortega,^a ^* Ronan Le Lagadec ^a and David Morales-Morales ^a

^aInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México 04510, Mexico
^*Correspondence e-mail: simonho@unam.mx

(Received 19 October 2009; accepted 19 November 2009; online 28 November 2009)

The asymmetric unit of the title compound, [Ru₂Br₄(C₁₀H₁₄)₂], contains one half of the centrosymmetric molecule. Each Ru center is coordinated by tetramethylbenzene ring in a η⁶-coordination mode, and one terminal and two bridging bromine atoms. The aromatic rings and the Ru₂Br₂ four-membered ring form a dihedral angle of 55.99 (8)°. In the crystal structure, weak intermolecular C—H⋯Br interactions link molecules into chains propagated in [001].

Related literature

For our work on the synthesis and catalytic applications of ruthenium–arene complexes, see: Cerón-Camacho et al. (2006 ); Díaz Camacho et al. (2008 ). For related structures, see: González-Torres et al. (2009 ) and references therein. For details of the synthesis, see: Bennett et al. (1982 ).

Experimental

Crystal data

[Ru₂Br₄(C₁₀H₁₄)₂]
M_r = 790.20
Triclinic, $[P \overline 1]$
a = 7.8866 (13) Å
b = 8.2873 (14) Å
c = 9.8627 (17) Å
α = 88.335 (2)°
β = 74.508 (2)°
γ = 69.648 (2)°
V = 580.96 (17) Å³
Z = 1
Mo Kα radiation
μ = 8.18 mm⁻¹
T = 298 K
0.35 × 0.15 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: face indexed-numerical (SHELXTL>; Sheldrick, 2008 ) T_min = 0.139, T_max = 0.478
4786 measured reflections
2108 independent reflections
1878 reflections with I > 2σ(I)
R_int = 0.063

Refinement

R[F² > 2σ(F²)] = 0.024
wR(F²) = 0.060
S = 1.00
2108 reflections
122 parameters
H-atom parameters constrained
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.65 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C6—H6⋯Br2ⁱ	0.93	2.86	3.739 (4)	158
Symmetry code: (i) -x+1, -y+1, -z.

Data collection: SMART (Bruker, 1999 ); cell refinement: SAINT (Bruker, 1999); 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/S1600536809049642/cv2636sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809049642/cv2636Isup2.hkl

checkCIF report

Comment top

In continuation of our studies of ruthenium arene complexes (Díaz Camacho et al. 2008; Cerón-Camacho et al. 2006; González-Torres, et al. 2009), we present here the title compound (I).

The asymmetric unit of (I) consists of a half molecule, which is completed with a symmetry operation of 1 - x, 1 - y, 1 - z (Fig. 1). The bond lengths and angles in η⁶ - tetramethylbenzene fragment are in accordance with those observed in similar structures (González-Torres et al., 2009 and references therein). Complex (I) exhibits a typical η⁶ - arene coordination of the tetramethylbenzene fragment to the ruthenium dinuclear structure bridged by two bromines and completing the coordination sphere two bromines one for each ruthenium atom arranged in a trans geometry. The η⁶ - arene fragment and the metal coordination center bridge (Br2—Ru—Br2 symmetry related) form a dihedral angle of 55.99 (8)°.

In the crystal structure, the molecules are linked by weak C—H···Br interaction (Table 1) into chains along direction [001].

Related literature top

For our work on the synthesis and catalytic applications of ruthenium–arene complexes, see: Cerón-Camacho et al. (2006); Díaz Camacho et al. (2008). For related structures, see: González-Torres et al. (2009) and references therein. For details of the synthesis, see: Bennett et al. (1982).

Experimental top

The title compound was prepared according to the procedure reported by Bennett et al. (1982). Spectroscopic analysis agreed with that reported in the same reference.

Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); 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. Molecular structure of (I) showing the atomic numbering and 40% probability displacement ellipsoids [symmetry code: (A) 1 - x, 1 - y, 1 - z].

Di-µ₂-bromido-bis[bromido(η⁶-1,2,4,5-tetramethylbenzene)ruthenium(II)] top

Crystal data top

[Ru₂Br₄(C₁₀H₁₄)₂]	Z = 1
M_r = 790.20	F(000) = 376
Triclinic, P1	D_x = 2.259 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.8866 (13) Å	Cell parameters from 3668 reflections
b = 8.2873 (14) Å	θ = 2.6–25.4°
c = 9.8627 (17) Å	µ = 8.18 mm⁻¹
α = 88.335 (2)°	T = 298 K
β = 74.508 (2)°	Prism, red
γ = 69.648 (2)°	0.35 × 0.15 × 0.12 mm
V = 580.96 (17) Å³

Data collection top

Bruker SMART CCD area-detector diffractometer	2108 independent reflections
Radiation source: fine-focus sealed tube	1878 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.063
Detector resolution: 0.83 pixels mm^-1	θ_max = 25.4°, θ_min = 2.2°
ω scans	h = −9→9
Absorption correction: face indexed-numerical (SHELXTL; Sheldrick, 2008)	k = −9→9
T_min = 0.139, T_max = 0.478	l = −11→11
4786 measured reflections

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.060	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.0227P)²] where P = (F_o² + 2F_c²)/3
2108 reflections	(Δ/σ)_max = 0.001
122 parameters	Δρ_max = 0.52 e Å⁻³
0 restraints	Δρ_min = −0.65 e Å⁻³

Crystal data top

[Ru₂Br₄(C₁₀H₁₄)₂]	γ = 69.648 (2)°
M_r = 790.20	V = 580.96 (17) Å³
Triclinic, P1	Z = 1
a = 7.8866 (13) Å	Mo Kα radiation
b = 8.2873 (14) Å	µ = 8.18 mm⁻¹
c = 9.8627 (17) Å	T = 298 K
α = 88.335 (2)°	0.35 × 0.15 × 0.12 mm
β = 74.508 (2)°

Data collection top

Bruker SMART CCD area-detector diffractometer	2108 independent reflections
Absorption correction: face indexed-numerical (SHELXTL; Sheldrick, 2008)	1878 reflections with I > 2σ(I)
T_min = 0.139, T_max = 0.478	R_int = 0.063
4786 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.024	0 restraints
wR(F²) = 0.060	H-atom parameters constrained
S = 1.00	Δρ_max = 0.52 e Å⁻³
2108 reflections	Δρ_min = −0.65 e Å⁻³
122 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
Ru	0.63750 (4)	0.49125 (3)	0.30491 (3)	0.02810 (10)
Br1	0.64758 (5)	0.29795 (4)	0.51434 (4)	0.04089 (12)
Br2	0.41130 (6)	0.36687 (6)	0.24801 (4)	0.05137 (14)
C1	0.8371 (5)	0.3925 (4)	0.0980 (4)	0.0367 (8)
C2	0.9352 (5)	0.3568 (4)	0.2017 (4)	0.0379 (8)
C3	0.9134 (5)	0.4943 (4)	0.2952 (4)	0.0377 (8)
H3	0.9789	0.4699	0.3634	0.045*
C4	0.7972 (5)	0.6654 (4)	0.2891 (4)	0.0407 (9)
C5	0.6944 (5)	0.7014 (4)	0.1860 (4)	0.0396 (9)
C6	0.7172 (5)	0.5650 (5)	0.0931 (4)	0.0389 (8)
H6	0.6507	0.5888	0.0255	0.047*
C7	0.8478 (6)	0.2543 (5)	−0.0040 (4)	0.0546 (11)
H7A	0.7734	0.3062	−0.0672	0.082*
H7B	0.8006	0.1717	0.0475	0.082*
H7C	0.9762	0.1974	−0.0572	0.082*
C8	1.0565 (6)	0.1754 (5)	0.2196 (5)	0.0557 (11)
H8A	1.1764	0.1450	0.1505	0.084*
H8B	0.9959	0.0967	0.2073	0.084*
H8C	1.0744	0.1692	0.3124	0.084*
C9	0.7843 (7)	0.8028 (5)	0.3909 (5)	0.0620 (12)
H9A	0.8514	0.7506	0.4584	0.093*
H9B	0.6547	0.8639	0.4392	0.093*
H9C	0.8385	0.8818	0.3405	0.093*
C10	0.5588 (7)	0.8778 (5)	0.1774 (5)	0.0629 (13)
H10A	0.4830	0.8707	0.1176	0.094*
H10B	0.6271	0.9520	0.1389	0.094*
H10C	0.4792	0.9236	0.2700	0.094*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ru	0.02570 (16)	0.02940 (16)	0.02784 (16)	−0.01036 (12)	−0.00439 (11)	0.00292 (10)
Br1	0.0380 (2)	0.0341 (2)	0.0370 (2)	−0.00366 (16)	−0.00100 (16)	0.00683 (15)
Br2	0.0483 (3)	0.0736 (3)	0.0462 (2)	−0.0382 (2)	−0.0134 (2)	0.00497 (19)
C1	0.0333 (19)	0.0419 (19)	0.0313 (18)	−0.0173 (16)	0.0031 (15)	−0.0009 (15)
C2	0.0252 (17)	0.0367 (19)	0.045 (2)	−0.0104 (15)	0.0003 (15)	0.0011 (15)
C3	0.0300 (19)	0.045 (2)	0.042 (2)	−0.0177 (16)	−0.0095 (16)	0.0051 (16)
C4	0.045 (2)	0.0378 (19)	0.040 (2)	−0.0241 (17)	−0.0011 (17)	0.0014 (15)
C5	0.039 (2)	0.0362 (18)	0.040 (2)	−0.0169 (17)	−0.0010 (16)	0.0090 (15)
C6	0.041 (2)	0.049 (2)	0.0294 (17)	−0.0213 (18)	−0.0081 (16)	0.0099 (15)
C7	0.056 (3)	0.060 (3)	0.047 (2)	−0.029 (2)	0.001 (2)	−0.013 (2)
C8	0.038 (2)	0.046 (2)	0.069 (3)	−0.0035 (19)	−0.007 (2)	0.002 (2)
C9	0.084 (3)	0.057 (2)	0.056 (3)	−0.045 (3)	−0.008 (2)	−0.006 (2)
C10	0.066 (3)	0.043 (2)	0.065 (3)	−0.013 (2)	−0.006 (2)	0.021 (2)

Geometric parameters (Å, º) top

Ru—C6	2.150 (3)	C4—C5	1.427 (5)
Ru—C3	2.161 (4)	C4—C9	1.498 (5)
Ru—C5	2.180 (4)	C5—C6	1.408 (5)
Ru—C2	2.182 (3)	C5—C10	1.497 (5)
Ru—C1	2.191 (3)	C6—H6	0.9300
Ru—C4	2.200 (4)	C7—H7A	0.9600
Ru—Br2	2.5313 (6)	C7—H7B	0.9600
Ru—Br1ⁱ	2.5676 (5)	C7—H7C	0.9600
Ru—Br1	2.5780 (5)	C8—H8A	0.9600
Br1—Ruⁱ	2.5676 (5)	C8—H8B	0.9600
C1—C2	1.407 (5)	C8—H8C	0.9600
C1—C6	1.421 (5)	C9—H9A	0.9600
C1—C7	1.511 (5)	C9—H9B	0.9600
C2—C3	1.421 (5)	C9—H9C	0.9600
C2—C8	1.510 (5)	C10—H10A	0.9600
C3—C4	1.406 (5)	C10—H10B	0.9600
C3—H3	0.9300	C10—H10C	0.9600

C6—Ru—C3	79.89 (15)	C4—C3—C2	122.8 (3)
C6—Ru—C5	37.93 (13)	C4—C3—Ru	72.7 (2)
C3—Ru—C5	68.14 (14)	C2—C3—Ru	71.7 (2)
C6—Ru—C2	68.16 (14)	C4—C3—H3	118.6
C3—Ru—C2	38.18 (13)	C2—C3—H3	118.6
C5—Ru—C2	81.73 (14)	Ru—C3—H3	129.7
C6—Ru—C1	38.21 (14)	C3—C4—C5	118.3 (3)
C3—Ru—C1	68.06 (13)	C3—C4—C9	119.3 (4)
C5—Ru—C1	69.31 (13)	C5—C4—C9	122.4 (3)
C2—Ru—C1	37.53 (14)	C3—C4—Ru	69.7 (2)
C6—Ru—C4	68.13 (14)	C5—C4—Ru	70.2 (2)
C3—Ru—C4	37.60 (13)	C9—C4—Ru	131.5 (3)
C5—Ru—C4	38.01 (14)	C6—C5—C4	118.6 (3)
C2—Ru—C4	69.00 (13)	C6—C5—C10	119.3 (4)
C1—Ru—C4	81.45 (13)	C4—C5—C10	122.0 (4)
C6—Ru—Br2	92.41 (11)	C6—C5—Ru	69.9 (2)
C3—Ru—Br2	154.25 (9)	C4—C5—Ru	71.7 (2)
C5—Ru—Br2	119.06 (11)	C10—C5—Ru	128.2 (3)
C2—Ru—Br2	116.19 (10)	C5—C6—C1	122.9 (3)
C1—Ru—Br2	90.67 (10)	C5—C6—Ru	72.2 (2)
C4—Ru—Br2	157.03 (10)	C1—C6—Ru	72.4 (2)
C6—Ru—Br1ⁱ	119.11 (10)	C5—C6—H6	118.5
C3—Ru—Br1ⁱ	118.25 (9)	C1—C6—H6	118.5
C5—Ru—Br1ⁱ	92.02 (9)	Ru—C6—H6	129.5
C2—Ru—Br1ⁱ	156.13 (10)	C1—C7—H7A	109.5
C1—Ru—Br1ⁱ	157.12 (10)	C1—C7—H7B	109.5
C4—Ru—Br1ⁱ	91.93 (9)	H7A—C7—H7B	109.5
Br2—Ru—Br1ⁱ	87.02 (2)	C1—C7—H7C	109.5
C6—Ru—Br1	158.03 (10)	H7A—C7—H7C	109.5
C3—Ru—Br1	90.73 (10)	H7B—C7—H7C	109.5
C5—Ru—Br1	152.74 (10)	C2—C8—H8A	109.5
C2—Ru—Br1	92.20 (10)	C2—C8—H8B	109.5
C1—Ru—Br1	119.82 (10)	H8A—C8—H8B	109.5
C4—Ru—Br1	115.15 (10)	C2—C8—H8C	109.5
Br2—Ru—Br1	87.508 (18)	H8A—C8—H8C	109.5
Br1ⁱ—Ru—Br1	82.838 (17)	H8B—C8—H8C	109.5
Ruⁱ—Br1—Ru	97.162 (17)	C4—C9—H9A	109.5
C2—C1—C6	118.3 (3)	C4—C9—H9B	109.5
C2—C1—C7	122.8 (3)	H9A—C9—H9B	109.5
C6—C1—C7	118.8 (3)	C4—C9—H9C	109.5
C2—C1—Ru	70.89 (19)	H9A—C9—H9C	109.5
C6—C1—Ru	69.36 (18)	H9B—C9—H9C	109.5
C7—C1—Ru	129.3 (3)	C5—C10—H10A	109.5
C1—C2—C3	119.0 (3)	C5—C10—H10B	109.5
C1—C2—C8	121.6 (3)	H10A—C10—H10B	109.5
C3—C2—C8	119.3 (3)	C5—C10—H10C	109.5
C1—C2—Ru	71.58 (19)	H10A—C10—H10C	109.5
C3—C2—Ru	70.13 (19)	H10B—C10—H10C	109.5
C8—C2—Ru	128.1 (3)

C6—Ru—Br1—Ruⁱ	−177.6 (3)	Ru—C3—C4—C5	−52.5 (3)
C3—Ru—Br1—Ruⁱ	118.39 (9)	C2—C3—C4—C9	−179.3 (4)
C5—Ru—Br1—Ruⁱ	80.4 (2)	Ru—C3—C4—C9	127.1 (4)
C2—Ru—Br1—Ruⁱ	156.56 (10)	C2—C3—C4—Ru	53.6 (3)
C1—Ru—Br1—Ruⁱ	−176.65 (12)	C6—Ru—C4—C3	−102.2 (2)
C4—Ru—Br1—Ruⁱ	88.77 (10)	C5—Ru—C4—C3	−132.1 (3)
Br2—Ru—Br1—Ruⁱ	−87.31 (2)	C2—Ru—C4—C3	−28.2 (2)
Br1ⁱ—Ru—Br1—Ruⁱ	0.0	C1—Ru—C4—C3	−64.9 (2)
C6—Ru—C1—C2	131.8 (3)	Br2—Ru—C4—C3	−136.0 (2)
C3—Ru—C1—C2	29.9 (2)	Br1ⁱ—Ru—C4—C3	137.1 (2)
C5—Ru—C1—C2	103.8 (2)	Br1—Ru—C4—C3	54.1 (2)
C4—Ru—C1—C2	66.5 (2)	C6—Ru—C4—C5	29.92 (19)
Br2—Ru—C1—C2	−135.2 (2)	C3—Ru—C4—C5	132.1 (3)
Br1ⁱ—Ru—C1—C2	140.9 (2)	C2—Ru—C4—C5	103.9 (2)
Br1—Ru—C1—C2	−47.7 (2)	C1—Ru—C4—C5	67.2 (2)
C3—Ru—C1—C6	−101.9 (2)	Br2—Ru—C4—C5	−3.9 (4)
C5—Ru—C1—C6	−27.9 (2)	Br1ⁱ—Ru—C4—C5	−90.81 (19)
C2—Ru—C1—C6	−131.8 (3)	Br1—Ru—C4—C5	−173.80 (16)
C4—Ru—C1—C6	−65.3 (2)	C6—Ru—C4—C9	146.2 (4)
Br2—Ru—C1—C6	93.0 (2)	C3—Ru—C4—C9	−111.6 (5)
Br1ⁱ—Ru—C1—C6	9.1 (4)	C5—Ru—C4—C9	116.3 (5)
Br1—Ru—C1—C6	−179.45 (18)	C2—Ru—C4—C9	−139.8 (4)
C6—Ru—C1—C7	−111.0 (4)	C1—Ru—C4—C9	−176.5 (4)
C3—Ru—C1—C7	147.2 (4)	Br2—Ru—C4—C9	112.4 (4)
C5—Ru—C1—C7	−138.9 (4)	Br1ⁱ—Ru—C4—C9	25.5 (4)
C2—Ru—C1—C7	117.2 (4)	Br1—Ru—C4—C9	−57.5 (4)
C4—Ru—C1—C7	−176.3 (4)	C3—C4—C5—C6	−1.4 (5)
Br2—Ru—C1—C7	−17.9 (3)	C9—C4—C5—C6	179.0 (3)
Br1ⁱ—Ru—C1—C7	−101.9 (4)	Ru—C4—C5—C6	−53.7 (3)
Br1—Ru—C1—C7	69.6 (4)	C3—C4—C5—C10	176.4 (4)
C6—C1—C2—C3	−1.2 (5)	C9—C4—C5—C10	−3.2 (6)
C7—C1—C2—C3	−178.6 (3)	Ru—C4—C5—C10	124.1 (4)
Ru—C1—C2—C3	−53.6 (3)	C3—C4—C5—Ru	52.3 (3)
C6—C1—C2—C8	176.3 (4)	C9—C4—C5—Ru	−127.3 (4)
C7—C1—C2—C8	−1.1 (6)	C3—Ru—C5—C6	102.0 (2)
Ru—C1—C2—C8	123.9 (4)	C2—Ru—C5—C6	64.8 (2)
C6—C1—C2—Ru	52.4 (3)	C1—Ru—C5—C6	28.1 (2)
C7—C1—C2—Ru	−125.0 (4)	C4—Ru—C5—C6	131.1 (3)
C6—Ru—C2—C1	−29.8 (2)	Br2—Ru—C5—C6	−50.6 (2)
C3—Ru—C2—C1	−131.6 (3)	Br1ⁱ—Ru—C5—C6	−138.3 (2)
C5—Ru—C2—C1	−66.6 (2)	Br1—Ru—C5—C6	143.5 (2)
C4—Ru—C2—C1	−103.8 (2)	C6—Ru—C5—C4	−131.1 (3)
Br2—Ru—C2—C1	51.8 (2)	C3—Ru—C5—C4	−29.2 (2)
Br1ⁱ—Ru—C2—C1	−142.7 (2)	C2—Ru—C5—C4	−66.3 (2)
Br1—Ru—C2—C1	140.1 (2)	C1—Ru—C5—C4	−103.0 (2)
C6—Ru—C2—C3	101.8 (2)	Br2—Ru—C5—C4	178.27 (16)
C5—Ru—C2—C3	64.9 (2)	Br1ⁱ—Ru—C5—C4	90.55 (19)
C1—Ru—C2—C3	131.6 (3)	Br1—Ru—C5—C4	12.3 (3)
C4—Ru—C2—C3	27.8 (2)	C6—Ru—C5—C10	112.1 (5)
Br2—Ru—C2—C3	−176.69 (17)	C3—Ru—C5—C10	−146.0 (4)
Br1ⁱ—Ru—C2—C3	−11.2 (4)	C2—Ru—C5—C10	176.9 (4)
Br1—Ru—C2—C3	−88.4 (2)	C1—Ru—C5—C10	140.2 (4)
C6—Ru—C2—C8	−146.0 (4)	C4—Ru—C5—C10	−116.8 (4)
C3—Ru—C2—C8	112.3 (4)	Br2—Ru—C5—C10	61.5 (4)
C5—Ru—C2—C8	177.2 (4)	Br1ⁱ—Ru—C5—C10	−26.2 (4)
C1—Ru—C2—C8	−116.2 (4)	Br1—Ru—C5—C10	−104.5 (4)
C4—Ru—C2—C8	140.0 (4)	C4—C5—C6—C1	0.4 (5)
Br2—Ru—C2—C8	−64.4 (4)	C10—C5—C6—C1	−177.4 (4)
Br1ⁱ—Ru—C2—C8	101.1 (4)	Ru—C5—C6—C1	−54.1 (3)
Br1—Ru—C2—C8	23.9 (3)	C4—C5—C6—Ru	54.6 (3)
C1—C2—C3—C4	0.2 (5)	C10—C5—C6—Ru	−123.3 (4)
C8—C2—C3—C4	−177.4 (4)	C2—C1—C6—C5	0.9 (5)
Ru—C2—C3—C4	−54.1 (3)	C7—C1—C6—C5	178.4 (3)
C1—C2—C3—Ru	54.3 (3)	Ru—C1—C6—C5	54.0 (3)
C8—C2—C3—Ru	−123.3 (3)	C2—C1—C6—Ru	−53.1 (3)
C6—Ru—C3—C4	67.1 (2)	C7—C1—C6—Ru	124.4 (3)
C5—Ru—C3—C4	29.5 (2)	C3—Ru—C6—C5	−67.3 (2)
C2—Ru—C3—C4	134.5 (3)	C2—Ru—C6—C5	−105.2 (2)
C1—Ru—C3—C4	105.1 (2)	C1—Ru—C6—C5	−134.5 (3)
Br2—Ru—C3—C4	141.4 (2)	C4—Ru—C6—C5	−30.0 (2)
Br1ⁱ—Ru—C3—C4	−50.6 (2)	Br2—Ru—C6—C5	137.5 (2)
Br1—Ru—C3—C4	−132.8 (2)	Br1ⁱ—Ru—C6—C5	49.5 (2)
C6—Ru—C3—C2	−67.4 (2)	Br1—Ru—C6—C5	−133.2 (2)
C5—Ru—C3—C2	−105.0 (2)	C3—Ru—C6—C1	67.2 (2)
C1—Ru—C3—C2	−29.4 (2)	C5—Ru—C6—C1	134.5 (3)
C4—Ru—C3—C2	−134.5 (3)	C2—Ru—C6—C1	29.3 (2)
Br2—Ru—C3—C2	6.9 (4)	C4—Ru—C6—C1	104.5 (2)
Br1ⁱ—Ru—C3—C2	174.90 (17)	Br2—Ru—C6—C1	−88.0 (2)
Br1—Ru—C3—C2	92.6 (2)	Br1ⁱ—Ru—C6—C1	−175.95 (18)
C2—C3—C4—C5	1.1 (5)	Br1—Ru—C6—C1	1.3 (4)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···Br2ⁱⁱ	0.93	2.86	3.739 (4)	158

Symmetry code: (ii) −x+1, −y+1, −z.

Experimental details

Crystal data
Chemical formula	[Ru₂Br₄(C₁₀H₁₄)₂]
M_r	790.20
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	7.8866 (13), 8.2873 (14), 9.8627 (17)
α, β, γ (°)	88.335 (2), 74.508 (2), 69.648 (2)
V (Å³)	580.96 (17)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	8.18
Crystal size (mm)	0.35 × 0.15 × 0.12

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Face indexed-numerical (SHELXTL; Sheldrick, 2008)
T_min, T_max	0.139, 0.478
No. of measured, independent and observed [I > 2σ(I)] reflections	4786, 2108, 1878
R_int	0.063
(sin θ/λ)_max (Å⁻¹)	0.603

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.024, 0.060, 1.00
No. of reflections	2108
No. of parameters	122
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.65

Computer programs: SMART (Bruker, 1999), SAINT (Bruker, 1999), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···Br2ⁱ	0.93	2.859	3.739 (4)	158.2

Symmetry code: (i) −x+1, −y+1, −z.

Acknowledgements

The financial support of this research by the Consejo Nacional de Ciencia y Tecnologia [CONACYT, grant Nos. F58692 & F57556] and the Dirección General de Asuntos del Personal Académico [DGAPA-UNAM, grant Nos. IN227008 & IN205209] is gratefully acknowledged.

References

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