cis-Bis(acetonitrile-κN)bis­(2,2′-bipyridine-κ2N,N′)ruthenium(II) tetra­fluoridoborate

Wang, Y.; Xu, F.; Huang, W.

doi:10.1107/S1600536811053864

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 68| Part 1| January 2012| Page m68

doi:10.1107/S1600536811053864

Open

access

cis-Bis(acetonitrile-κN)bis(2,2′-bipyridine-κ²N,N′)ruthenium(II) tetrafluoridoborate

Ying Wang,^a Feng Xu ^b and Wei Huang ^b ^*

^aDepartment of Chemistry and Chemical Engineering, Lianyungang Teachers College, Lianyungang 222006, People's Republic of China, and ^bState Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, People's Republic of China
^*Correspondence e-mail: whuang@nju.edu.cn

(Received 8 December 2011; accepted 14 December 2011; online 21 December 2011)

In the cation of the title compound, [Ru(CH₃CN)₂(C₁₀H₈N₂)₂](BF₄)₂, the Ru^II atom is six-coordinated in a distorted octahedral geometry by the N atoms of the two 2,2′-bipyridine (bpy) ligands and two cis-arranged acetonitrile molecules. The dihedral angles formed by the pyridine rings of the bpy ligands are 8.86 (12) and 10.12 (14)°. In the crystal, the cations and anions are linked by C—H⋯F hydrogen bonds into a three-dimensional network.

Related literature

For the structures of related complexes, see: Chattopadhyay et al. (2004 ); Cordes et al. (1992 ); Heeg et al. (1985 ); Xu & Huang (2007 ).

Experimental

Crystal data

[Ru(C₂H₃N)₂(C₁₀H₈N₂)₂](BF₄)₂
M_r = 669.17
Monoclinic, P 2₁ /c
a = 10.5648 (7) Å
b = 24.0246 (17) Å
c = 10.4561 (7) Å
β = 90.253 (1)°
V = 2653.9 (3) Å³
Z = 4
Mo Kα radiation
μ = 0.67 mm⁻¹
T = 291 K
0.16 × 0.14 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000 ) T_min = 0.900, T_max = 0.924
13281 measured reflections
4680 independent reflections
3326 reflections with I > 2σ(I)
R_int = 0.045

Refinement

R[F² > 2σ(F²)] = 0.046
wR(F²) = 0.121
S = 0.95
4680 reflections
372 parameters
H-atom parameters constrained
Δρ_max = 0.76 e Å⁻³
Δρ_min = −0.41 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯F1ⁱ	0.93	2.50	3.179 (7)	130
C7—H7⋯F6ⁱⁱ	0.93	2.47	3.373 (7)	165
C9—H9⋯F4ⁱⁱⁱ	0.93	2.42	3.299 (7)	158
C12—H12⋯F8	0.93	2.54	3.459 (7)	167
C14—H14⋯F2^iv	0.93	2.33	3.238 (8)	164
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x-1, y, z; (iii) $[x-1, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (iv) $[x, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); 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 global, I. DOI: 10.1107/S1600536811053864/rz2684sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811053864/rz2684Isup2.hkl

checkCIF report

Comment top

The structures of cis-bis(acetonitrile)bis(2,2'-bipyridine) ruthenium(II) diperchlorate (Chattopadhyay et al., 2004), trans-bis(acetonitrile)bis(2,2'-bipyridine) ruthenium(II) diperchlorate (Cordes et al., 1992), and cis-bis(acetonitrile)bis(2,2'-bipyridine)ruthenium(II) hexafluorophosphate (Heeg et al., 1985; Xu & Huang, 2007) have been reported previously. We present herein the crystal structure of the title compound (I) with the tetrafluoroborate counterions.

The atom-numbering scheme adopted for the title compound is shown in Fig. 1. The ruthenium(II) ion is six-coordinated in a distorted octahedral geometry by the nitrogen atoms form two 2,2'-bipyridine and two cis-arranged acetonitrile molecules. The six Ru—N bond lengths are in the range from 2.042 (4) to 2.060 (4) Å, and are comparable with those reported in the literature. The presence of coordinated acetonitrile molecules and free tetrafluoroborate counterions is confirmed by the characteristic absorptions of its FT–IR spectrum. The N1/C1-C5—N2/C6-C10 and N3/C11-C13—N4/C16-C20 pyridine rings within the 2,2'-bipyridine ligands are tilted by 8.86 (12) and 10.12 (14)°, respectively. In the crystal structure cations and anions are linked by C—H···F hydrogen bonds (Table 1) into a three-dimensional network.

Related literature top

For the structures of related complexes, see: Chattopadhyay et al. (2004); Cordes et al. (1992); Heeg et al. (1985); Xu & Huang (2007).

Experimental top

The title compound was prepared by our previously reported method (Xu & Huang, 2007) except that sodium tetrafluoroborate was used. Single crystals suitable for X-ray diffraction measurement were obtained after 5 days on slow evaporation of an acetonitrile solution at room temperature. Elemental analysis: calculated for C₂₄H₂₂RuN₆B₂F₈: C 43.08, H 3.31, N 12.56%; found: C 43.29, H 3.62, N 12.34%. Main FT–IR absorptions (KBr plates, cm^-1): 3003 (w), 2293 (m), 2252 (s), 1606 (m), 1462 (s), 1421 (s), 1084 (versus), 1038 (versus), 918 (m), 764 (w) and 752 (w).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); 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. ORTEP drawing of the title compound with displacement ellipsoids drawn at the 30% probability level.

cis-Bis(acetonitrile-κN)bis(2,2'-bipyridine- κ²N,N')ruthenium(II) tetrafluoridoborate top

Crystal data top

[Ru(C₂H₃N)₂(C₁₀H₈N₂)₂](BF₄)₂	F(000) = 1336
M_r = 669.17	D_x = 1.675 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3573 reflections
a = 10.5648 (7) Å	θ = 2.6–24.0°
b = 24.0246 (17) Å	µ = 0.67 mm⁻¹
c = 10.4561 (7) Å	T = 291 K
β = 90.253 (1)°	Block, red
V = 2653.9 (3) Å³	0.16 × 0.14 × 0.12 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	4680 independent reflections
Radiation source: fine-focus sealed tube	3326 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.045
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −12→12
T_min = 0.900, T_max = 0.924	k = −15→28
13281 measured reflections	l = −12→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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.121	H-atom parameters constrained
S = 0.95	w = 1/[σ²(F_o²) + (0.0705P)²] where P = (F_o² + 2F_c²)/3
4680 reflections	(Δ/σ)_max = 0.001
372 parameters	Δρ_max = 0.76 e Å⁻³
0 restraints	Δρ_min = −0.41 e Å⁻³

Crystal data top

[Ru(C₂H₃N)₂(C₁₀H₈N₂)₂](BF₄)₂	V = 2653.9 (3) Å³
M_r = 669.17	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 10.5648 (7) Å	µ = 0.67 mm⁻¹
b = 24.0246 (17) Å	T = 291 K
c = 10.4561 (7) Å	0.16 × 0.14 × 0.12 mm
β = 90.253 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4680 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	3326 reflections with I > 2σ(I)
T_min = 0.900, T_max = 0.924	R_int = 0.045
13281 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.046	0 restraints
wR(F²) = 0.121	H-atom parameters constrained
S = 0.95	Δρ_max = 0.76 e Å⁻³
4680 reflections	Δρ_min = −0.41 e Å⁻³
372 parameters

Special details top

Experimental. The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses.

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
Ru1	0.25886 (3)	0.627135 (14)	0.52470 (3)	0.04287 (14)
B1	0.7581 (7)	0.7190 (3)	0.5614 (8)	0.085 (2)
B2	0.7624 (5)	0.4853 (3)	0.0278 (7)	0.0672 (16)
C1	0.2611 (4)	0.5012 (2)	0.5649 (5)	0.0582 (12)
H1	0.3145	0.5080	0.6341	0.070*
C2	0.2343 (4)	0.4471 (2)	0.5328 (5)	0.0652 (13)
H2	0.2692	0.4177	0.5788	0.078*
C3	0.1540 (5)	0.4373 (2)	0.4303 (5)	0.0705 (14)
H3	0.1351	0.4010	0.4060	0.085*
C4	0.1029 (4)	0.4808 (2)	0.3653 (5)	0.0629 (12)
H4	0.0477	0.4743	0.2974	0.075*
C5	0.1331 (4)	0.53449 (18)	0.4002 (4)	0.0498 (10)
C6	0.0783 (4)	0.5844 (2)	0.3409 (4)	0.0525 (11)
C7	−0.0095 (4)	0.5832 (2)	0.2415 (4)	0.0639 (13)
H7	−0.0311	0.5498	0.2024	0.077*
C8	−0.0640 (4)	0.6321 (3)	0.2019 (5)	0.0716 (15)
H8	−0.1226	0.6320	0.1353	0.086*
C9	−0.0320 (5)	0.6811 (2)	0.2603 (5)	0.0725 (14)
H9	−0.0706	0.7143	0.2368	0.087*
C10	0.0588 (4)	0.6799 (2)	0.3549 (4)	0.0612 (12)
H10	0.0826	0.7133	0.3928	0.073*
C11	0.4260 (4)	0.5845 (2)	0.3099 (4)	0.0630 (12)
H11	0.3897	0.5500	0.3263	0.076*
C12	0.5170 (4)	0.5879 (2)	0.2173 (5)	0.0693 (14)
H12	0.5413	0.5564	0.1719	0.083*
C13	0.5713 (4)	0.6385 (2)	0.1930 (5)	0.0685 (14)
H13	0.6339	0.6418	0.1312	0.082*
C14	0.5321 (4)	0.6844 (2)	0.2612 (5)	0.0643 (13)
H14	0.5685	0.7190	0.2461	0.077*
C15	0.4388 (4)	0.67871 (19)	0.3518 (4)	0.0503 (10)
C16	0.3859 (4)	0.72526 (18)	0.4252 (4)	0.0510 (10)
C17	0.4096 (5)	0.7811 (2)	0.3994 (5)	0.0705 (14)
H17	0.4663	0.7907	0.3353	0.085*
C18	0.3501 (5)	0.8221 (2)	0.4676 (5)	0.0755 (15)
H18	0.3659	0.8594	0.4503	0.091*
C19	0.2667 (4)	0.8072 (2)	0.5620 (5)	0.0659 (13)
H19	0.2246	0.8342	0.6093	0.079*
C20	0.2469 (4)	0.75165 (19)	0.5852 (5)	0.0596 (12)
H20	0.1923	0.7418	0.6509	0.071*
C21	0.4890 (4)	0.6030 (2)	0.7128 (5)	0.0591 (12)
C22	0.5932 (4)	0.5904 (3)	0.8000 (5)	0.0837 (17)
H22A	0.5604	0.5836	0.8841	0.126*
H22B	0.6505	0.6214	0.8028	0.126*
H22C	0.6372	0.5579	0.7705	0.126*
C23	0.0697 (4)	0.63709 (18)	0.7582 (4)	0.0531 (11)
C24	−0.0175 (5)	0.6412 (2)	0.8654 (5)	0.0810 (16)
H24A	−0.0613	0.6065	0.8756	0.122*
H24B	−0.0777	0.6704	0.8490	0.122*
H24C	0.0291	0.6496	0.9421	0.122*
F1	0.7366 (4)	0.6846 (2)	0.4670 (4)	0.154 (2)
F2	0.6838 (7)	0.7071 (2)	0.6605 (7)	0.262 (4)
F3	0.7452 (4)	0.77248 (19)	0.5352 (4)	0.1427 (17)
F4	0.8737 (5)	0.7071 (2)	0.6035 (6)	0.204 (3)
F5	0.7715 (4)	0.5405 (2)	0.0135 (5)	0.168 (2)
F6	0.8552 (5)	0.4701 (2)	0.1074 (6)	0.187 (2)
F7	0.7700 (6)	0.4581 (3)	−0.0758 (6)	0.225 (3)
F8	0.6515 (5)	0.4717 (2)	0.0777 (6)	0.185 (2)
N1	0.2131 (3)	0.54494 (15)	0.5004 (3)	0.0477 (8)
N2	0.1144 (3)	0.63331 (15)	0.3949 (3)	0.0479 (9)
N3	0.3868 (3)	0.62815 (14)	0.3778 (3)	0.0472 (8)
N4	0.3022 (3)	0.71070 (15)	0.5180 (3)	0.0481 (8)
N5	0.4065 (3)	0.61253 (14)	0.6479 (3)	0.0482 (8)
N6	0.1371 (3)	0.63333 (13)	0.6752 (3)	0.0474 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ru1	0.0415 (2)	0.0481 (2)	0.0390 (2)	−0.00261 (15)	0.00032 (14)	0.00096 (15)
B1	0.082 (5)	0.071 (5)	0.103 (6)	0.019 (4)	−0.017 (4)	−0.032 (4)
B2	0.054 (3)	0.067 (4)	0.081 (4)	0.005 (3)	0.003 (3)	−0.004 (3)
C1	0.060 (3)	0.057 (3)	0.058 (3)	−0.006 (2)	−0.003 (2)	0.006 (2)
C2	0.072 (3)	0.059 (3)	0.065 (3)	0.001 (2)	0.006 (3)	0.010 (2)
C3	0.074 (3)	0.058 (3)	0.079 (4)	−0.013 (3)	0.010 (3)	−0.012 (3)
C4	0.061 (3)	0.066 (3)	0.062 (3)	−0.006 (2)	−0.002 (2)	−0.010 (3)
C5	0.047 (2)	0.058 (3)	0.044 (2)	−0.006 (2)	0.0064 (19)	−0.002 (2)
C6	0.044 (2)	0.069 (3)	0.044 (2)	−0.002 (2)	0.0036 (19)	−0.002 (2)
C7	0.049 (3)	0.093 (4)	0.050 (3)	−0.005 (3)	−0.001 (2)	−0.004 (3)
C8	0.050 (3)	0.115 (5)	0.049 (3)	0.007 (3)	−0.009 (2)	0.015 (3)
C9	0.064 (3)	0.093 (4)	0.060 (3)	0.012 (3)	−0.007 (2)	0.014 (3)
C10	0.060 (3)	0.065 (3)	0.059 (3)	0.005 (2)	0.001 (2)	0.007 (2)
C11	0.057 (3)	0.068 (3)	0.064 (3)	0.002 (2)	0.011 (2)	−0.005 (2)
C12	0.058 (3)	0.088 (4)	0.061 (3)	0.012 (3)	0.010 (2)	−0.009 (3)
C13	0.046 (3)	0.105 (4)	0.054 (3)	−0.001 (3)	0.010 (2)	0.004 (3)
C14	0.052 (3)	0.082 (4)	0.058 (3)	−0.014 (3)	0.003 (2)	0.005 (3)
C15	0.040 (2)	0.067 (3)	0.044 (2)	−0.005 (2)	−0.0024 (18)	0.004 (2)
C16	0.049 (2)	0.059 (3)	0.044 (2)	−0.010 (2)	−0.0080 (19)	0.003 (2)
C17	0.078 (3)	0.064 (3)	0.069 (3)	−0.019 (3)	0.008 (3)	0.011 (3)
C18	0.093 (4)	0.055 (3)	0.078 (4)	−0.020 (3)	−0.007 (3)	0.004 (3)
C19	0.071 (3)	0.058 (3)	0.069 (3)	0.000 (2)	−0.014 (3)	−0.004 (2)
C20	0.070 (3)	0.057 (3)	0.052 (3)	−0.007 (2)	0.003 (2)	0.000 (2)
C21	0.056 (3)	0.064 (3)	0.057 (3)	0.006 (2)	0.001 (2)	−0.003 (2)
C22	0.062 (3)	0.113 (5)	0.076 (4)	0.020 (3)	−0.013 (3)	−0.008 (3)
C23	0.056 (3)	0.060 (3)	0.043 (3)	−0.005 (2)	0.002 (2)	0.000 (2)
C24	0.074 (3)	0.110 (4)	0.060 (3)	−0.010 (3)	0.021 (3)	−0.014 (3)
F1	0.199 (5)	0.114 (4)	0.148 (4)	0.013 (3)	−0.070 (4)	−0.047 (3)
F2	0.362 (9)	0.134 (4)	0.290 (8)	0.038 (5)	0.217 (8)	0.024 (5)
F3	0.185 (5)	0.087 (3)	0.156 (4)	0.012 (3)	0.004 (3)	0.004 (2)
F4	0.183 (5)	0.177 (5)	0.251 (6)	0.055 (4)	−0.123 (5)	−0.088 (4)
F5	0.161 (4)	0.103 (4)	0.240 (6)	−0.021 (3)	−0.084 (4)	0.052 (3)
F6	0.187 (5)	0.150 (4)	0.222 (6)	−0.007 (3)	−0.107 (5)	0.065 (4)
F7	0.207 (6)	0.311 (9)	0.158 (5)	−0.039 (5)	0.047 (4)	−0.139 (6)
F8	0.138 (4)	0.132 (4)	0.285 (7)	−0.007 (3)	0.095 (4)	−0.011 (4)
N1	0.0453 (18)	0.053 (2)	0.045 (2)	−0.0040 (16)	0.0028 (16)	0.0007 (16)
N2	0.0408 (18)	0.062 (2)	0.041 (2)	−0.0011 (16)	−0.0002 (15)	0.0067 (17)
N3	0.0438 (18)	0.057 (2)	0.041 (2)	−0.0028 (17)	−0.0023 (15)	−0.0027 (16)
N4	0.0497 (19)	0.052 (2)	0.043 (2)	−0.0035 (17)	−0.0043 (16)	0.0003 (16)
N5	0.049 (2)	0.052 (2)	0.044 (2)	0.0002 (17)	0.0007 (17)	0.0009 (16)
N6	0.047 (2)	0.051 (2)	0.045 (2)	−0.0016 (16)	−0.0025 (17)	0.0013 (16)

Geometric parameters (Å, º) top

Ru1—N6	2.042 (4)	C10—N2	1.330 (5)
Ru1—N2	2.043 (3)	C10—H10	0.9300
Ru1—N1	2.049 (4)	C11—N3	1.333 (5)
Ru1—N5	2.049 (4)	C11—C12	1.369 (6)
Ru1—N3	2.051 (3)	C11—H11	0.9300
Ru1—N4	2.060 (4)	C12—C13	1.369 (7)
B1—F1	1.307 (8)	C12—H12	0.9300
B1—F3	1.320 (8)	C13—C14	1.378 (7)
B1—F4	1.328 (7)	C13—H13	0.9300
B1—F2	1.334 (9)	C14—C15	1.377 (6)
B2—F7	1.268 (7)	C14—H14	0.9300
B2—F8	1.326 (7)	C15—N3	1.361 (5)
B2—F6	1.335 (7)	C15—C16	1.468 (6)
B2—F5	1.337 (8)	C16—N4	1.361 (5)
C1—N1	1.346 (6)	C16—C17	1.391 (6)
C1—C2	1.372 (7)	C17—C18	1.371 (7)
C1—H1	0.9300	C17—H17	0.9300
C2—C3	1.384 (7)	C18—C19	1.373 (7)
C2—H2	0.9300	C18—H18	0.9300
C3—C4	1.356 (6)	C19—C20	1.372 (6)
C3—H3	0.9300	C19—H19	0.9300
C4—C5	1.378 (6)	C20—N4	1.344 (6)
C4—H4	0.9300	C20—H20	0.9300
C5—N1	1.366 (5)	C21—N5	1.126 (5)
C5—C6	1.467 (6)	C21—C22	1.458 (6)
C6—N2	1.358 (5)	C22—H22A	0.9600
C6—C7	1.390 (6)	C22—H22B	0.9600
C7—C8	1.371 (7)	C22—H22C	0.9600
C7—H7	0.9300	C23—N6	1.129 (5)
C8—C9	1.366 (7)	C23—C24	1.457 (6)
C8—H8	0.9300	C24—H24A	0.9600
C9—C10	1.375 (6)	C24—H24B	0.9600
C9—H9	0.9300	C24—H24C	0.9600

N6—Ru1—N2	92.02 (13)	N3—C11—H11	118.3
N6—Ru1—N1	90.96 (13)	C12—C11—H11	118.3
N2—Ru1—N1	79.18 (14)	C13—C12—C11	118.7 (5)
N6—Ru1—N5	90.50 (13)	C13—C12—H12	120.7
N2—Ru1—N5	173.93 (14)	C11—C12—H12	120.7
N1—Ru1—N5	95.25 (13)	C12—C13—C14	119.2 (4)
N6—Ru1—N3	174.73 (13)	C12—C13—H13	120.4
N2—Ru1—N3	89.67 (13)	C14—C13—H13	120.4
N1—Ru1—N3	94.26 (13)	C15—C14—C13	119.6 (5)
N5—Ru1—N3	88.31 (13)	C15—C14—H14	120.2
N6—Ru1—N4	95.53 (13)	C13—C14—H14	120.2
N2—Ru1—N4	94.13 (13)	N3—C15—C14	121.1 (4)
N1—Ru1—N4	170.86 (13)	N3—C15—C16	114.9 (4)
N5—Ru1—N4	91.12 (13)	C14—C15—C16	124.0 (4)
N3—Ru1—N4	79.36 (14)	N4—C16—C17	120.3 (4)
F1—B1—F3	116.2 (7)	N4—C16—C15	115.3 (4)
F1—B1—F4	105.7 (6)	C17—C16—C15	124.3 (4)
F3—B1—F4	111.9 (7)	C18—C17—C16	120.5 (5)
F1—B1—F2	110.5 (7)	C18—C17—H17	119.7
F3—B1—F2	108.1 (6)	C16—C17—H17	119.7
F4—B1—F2	103.9 (8)	C17—C18—C19	119.0 (5)
F7—B2—F8	105.6 (6)	C17—C18—H18	120.5
F7—B2—F6	110.1 (6)	C19—C18—H18	120.5
F8—B2—F6	109.6 (6)	C20—C19—C18	118.6 (5)
F7—B2—F5	114.3 (7)	C20—C19—H19	120.7
F8—B2—F5	110.6 (5)	C18—C19—H19	120.7
F6—B2—F5	106.7 (5)	N4—C20—C19	123.5 (5)
N1—C1—C2	122.7 (4)	N4—C20—H20	118.2
N1—C1—H1	118.7	C19—C20—H20	118.2
C2—C1—H1	118.7	N5—C21—C22	178.3 (5)
C1—C2—C3	118.4 (5)	C21—C22—H22A	109.5
C1—C2—H2	120.8	C21—C22—H22B	109.5
C3—C2—H2	120.8	H22A—C22—H22B	109.5
C4—C3—C2	119.9 (5)	C21—C22—H22C	109.5
C4—C3—H3	120.0	H22A—C22—H22C	109.5
C2—C3—H3	120.0	H22B—C22—H22C	109.5
C3—C4—C5	119.8 (5)	N6—C23—C24	179.3 (5)
C3—C4—H4	120.1	C23—C24—H24A	109.5
C5—C4—H4	120.1	C23—C24—H24B	109.5
N1—C5—C4	121.1 (4)	H24A—C24—H24B	109.5
N1—C5—C6	114.5 (4)	C23—C24—H24C	109.5
C4—C5—C6	124.2 (4)	H24A—C24—H24C	109.5
N2—C6—C7	120.9 (4)	H24B—C24—H24C	109.5
N2—C6—C5	114.9 (4)	C1—N1—C5	118.1 (4)
C7—C6—C5	124.1 (4)	C1—N1—Ru1	127.0 (3)
C8—C7—C6	119.1 (5)	C5—N1—Ru1	114.7 (3)
C8—C7—H7	120.4	C10—N2—C6	118.3 (4)
C6—C7—H7	120.4	C10—N2—Ru1	126.7 (3)
C9—C8—C7	119.9 (5)	C6—N2—Ru1	114.9 (3)
C9—C8—H8	120.0	C11—N3—C15	118.0 (4)
C7—C8—H8	120.0	C11—N3—Ru1	126.7 (3)
C8—C9—C10	118.3 (5)	C15—N3—Ru1	115.3 (3)
C8—C9—H9	120.8	C20—N4—C16	118.0 (4)
C10—C9—H9	120.8	C20—N4—Ru1	126.7 (3)
N2—C10—C9	123.3 (5)	C16—N4—Ru1	114.8 (3)
N2—C10—H10	118.3	C21—N5—Ru1	177.5 (4)
C9—C10—H10	118.3	C23—N6—Ru1	179.6 (4)
N3—C11—C12	123.4 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···F1ⁱ	0.93	2.50	3.179 (7)	130
C7—H7···F6ⁱⁱ	0.93	2.47	3.373 (7)	165
C9—H9···F4ⁱⁱⁱ	0.93	2.42	3.299 (7)	158
C12—H12···F8	0.93	2.54	3.459 (7)	167
C14—H14···F2^iv	0.93	2.33	3.238 (8)	164

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x−1, y, z; (iii) x−1, −y+3/2, z−1/2; (iv) x, −y+3/2, z−1/2.

Experimental details

Crystal data
Chemical formula	[Ru(C₂H₃N)₂(C₁₀H₈N₂)₂](BF₄)₂
M_r	669.17
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	291
a, b, c (Å)	10.5648 (7), 24.0246 (17), 10.4561 (7)
β (°)	90.253 (1)
V (Å³)	2653.9 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.67
Crystal size (mm)	0.16 × 0.14 × 0.12

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.900, 0.924
No. of measured, independent and observed [I > 2σ(I)] reflections	13281, 4680, 3326
R_int	0.045
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.046, 0.121, 0.95
No. of reflections	4680
No. of parameters	372
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.76, −0.41

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···F1ⁱ	0.93	2.50	3.179 (7)	130
C7—H7···F6ⁱⁱ	0.93	2.47	3.373 (7)	165
C9—H9···F4ⁱⁱⁱ	0.93	2.42	3.299 (7)	158
C12—H12···F8	0.93	2.54	3.459 (7)	167
C14—H14···F2^iv	0.93	2.33	3.238 (8)	164

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x−1, y, z; (iii) x−1, −y+3/2, z−1/2; (iv) x, −y+3/2, z−1/2.

Acknowledgements

WH would like to acknowledge the National Natural Science Foundation of China (No. 21171088) for financial aid.

References

Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Chattopadhyay, S. K., Mitra, K., Biswas, S., Naskar, S., Mishra, D., Adhikary, B., Harrison, R. G. & Cannon, J. F. (2004). Transition Met. Chem. 29, 1–6. Web of Science CSD CrossRef CAS Google Scholar
Cordes, A. W., Durham, B., Pennington, W. T., Kuntz, B. & Allen, L. (1992). J. Crystallogr. Spectrosc. Res. 22, 699–704. CSD CrossRef CAS Web of Science Google Scholar
Heeg, M. J., Kroener, R. & Deutsch, E. (1985). Acta Cryst. C41, 684–686. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Xu, F. & Huang, W. (2007). Acta Cryst. E63, m2114. Web of Science CSD CrossRef IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.