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Bis[bis­­(4,4′-di­methyl-2,2′-bi­pyridine)(10,11,12,13-tetra­hydro­dipyrido[3,2-a:2′,3′-c]phenazine)ruthenium(II)] tetra­kis(perchlorate) aceto­nitrile disolvate monohydrate

aSchool of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006, People's Republic of China, and bSchool of Public Health, Guangdong Pharmaceutical University, Guangzhou 510006, People's Republic of China
*Correspondence e-mail: fuhaiwu@yahoo.com.cn

(Received 12 March 2010; accepted 15 April 2010; online 21 April 2010)

The asymmetric unit of the title compound, [Ru(C12H12N2)2(C18H14N4)]2(ClO4)4·2CH3CN·H2O, contains two RuII complex cations, four perchlorate counter-anions, two uncoord­inated acetonitrile mol­ecules and one water mol­ecule. The RuII ions are chelated by one 10,11,12,13-tetra­hydro­dipyrido[3,2-a:2′,3′-c]phenazine (dpqc) and two 4,4′-dimethyl-2,2′-bipyridine (dmb) ligands in a distorted octa­hedral geometry. The uncoordinated water mol­ecule is disordered over three positions, with occupancy factors of 0.398 (9), 0.312 (8) and 0.290 (8). A supra­molecular structure is formed by weak ππ inter­actions between neighbouring mol­ecules, with face-to-face distances of 3.51 (1) Å [centroid–centroid distance 3.81 (1) Å].

Related literature

For information on octa­hedral RuII polypyridyl complexes, see: Juris et al. (1988[Juris, A., Balzani, V., Barigelletti, F., Campagna, S., Belser, P. & Vonzelewsky, A. (1988). Coord. Chem. Rev. 84, 85-277.]); MacDonnell et al. (1999[MacDonnell, F. M., Kim, M. J. & Bodige, S. (1999). Coord. Chem. Rev. 185-186, 535-549.]). For RuII complexes with other ligand systems, see: Liu et al. (2009[Liu, Y. J., He, J. F., Yo, J. H., Mei, W. J., Wu, F. H. & He, L. X. (2009). J. Coord. Chem. 62, 665-675.]); Pellegrini & Aldrich-Wright (2003[Pellegrini, P. P. & Aldrich-Wright, J. R. (2003). Dalton Trans. pp. 176-183.]). For the preparation of dipyro[3,2-a:2′,3′-c](10,11,12,13-tetra­hydro)phenazine, see: Dickeson & Summers (1970[Dickeson, J. E. & Summers, L. A. (1970). Aust. J. Chem. 23, 1023-1027.]).

[Scheme 1]

Experimental

Crystal data
  • [Ru(C12H12N2)2(C18H14N4)]2(ClO4)4·2C2H3N·H2O

  • Mr = 2009.67

  • Triclinic, [P \overline 1]

  • a = 12.8883 (15) Å

  • b = 15.2555 (18) Å

  • c = 22.659 (3) Å

  • α = 94.767 (2)°

  • β = 91.553 (3)°

  • γ = 94.068 (2)°

  • V = 4426.1 (9) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.54 mm−1

  • T = 110 K

  • 0.28 × 0.24 × 0.22 mm

Data collection
  • Bruker SMART APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.863, Tmax = 0.890

  • 33829 measured reflections

  • 17010 independent reflections

  • 13351 reflections with I > 2σ(I)

  • Rint = 0.031

Refinement
  • R[F2 > 2σ(F2)] = 0.053

  • wR(F2) = 0.136

  • S = 1.04

  • 17010 reflections

  • 1193 parameters

  • 1 restraint

  • H-atom parameters constrained

  • Δρmax = 0.59 e Å−3

  • Δρmin = −1.05 e Å−3

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

Octahedral RuII polypyridyl complexes have aroused more and more interests of researchers because of their extensive applications in the fields of photochemistry, photophysics, photocatalysis, electrochemistry, biochemistry and so on (Juris et al., 1988; MacDonnel et al., 1999). Apart from the studies on ruthenium(II) complexes containing 2,2'-bipyridine (bpy) or 1,10-phenanthroline (phen) ligands, many other ligands system, such as 4,4'-dimethyl-2,2'-bipyridine (dmb) and 2,9-dimethyl-1,10-phenanthroline (dmp) have also been investigated (Liu et al., 2009). Pellegrini has found that [Ru(dmb)2(dpqc)]2+ (where dpqc stands for dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine) has a great affinity with DNA (Pellegrini et al., 2003).

In our attempts to obtain complexes with different structural properties, we present here the crystal structure of the title compound, 2[Ru(dmb)2(dpqc)].4(ClO4).2CH3CN.H2O (Fig. 1).

All the bond lengths and angles in the structure have normal values. There are two RuII2+ complex cations in one asymmetric unit of the crystal structure, four perchlorate anions, two uncoordinated acetonitrile molecules and one water molecule. The Ru1(II) ion is in a distorted octahedral environment, coordinated by N5, N6, N7, and N8 from two 4,4'-dimethyl-2,2'-bipyridine (dmb) ligands, and N1 and N2 from one dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine(dpqc) ligand (Fig. 1). The same as Ru1(II), the Ru2(II) ion is also in a distorted octahedral environment, coordinated by N13, N14, N15, and N16 from two other dmb ligands, and N9 and N10 from the remaining dpqc ligand (Fig. 1). The uncoordinated water molecule is disordered over three different positions with site occupancy factors of 0.398 (9), 0.312 (8) and 0.290 (8), respectively. The Ru—N bond lengths range from 2.048 (3) to 2.081 (3) Å.

Weak ππ interactions occur between neighbouring molecules (Fig. 2), involving the C11, C12, N3, N4, C13 and C18 ring (centroid Cg1) and the C46, C47, C48, C49, C53 and C54 ring (centroid Cg2). ( Cg1···Cg2ii interaction, (ii) 1+x, y, z : face to face distance 3.51 (1)Å, centroid-centroid distance 3.81 (1)Å, dihedral angle 3.68 (18) °).

Related literature top

For information on octahedral RuII polypyridyl complexes, see: Juris et al. (1988); MacDonnell et al. (1999). For RuII complexes with other ligand systems, see: Liu et al. (2009); Pellegrini et al. (2003). For the preparation of dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine, see: Dickeson & Summers (1970).

Experimental top

Dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine (dpqc) was prepared by modified method reported in the literature (Dickeson et al., 1970). A mixture of phenanthroline-5,6-diamine 0.21 g (1 mmol), 1,2-cyclohexanedione 0.112 g (1 mmol) and glacial acetic acid (30 cm3) was refluxed with stirring for 6 h, The cooled solution was diluted with water and neutralized with concentrated aqueous ammonia, a pale yellow-green precipitate was obtained. The product was recrystallized from methanol to give pale yellow-green needles. Yield: 91%. Anal. Calcd (%) for C18H14N4: C 75.51, H 4.93, N 19.57; Found (%): C 75.54, H 4.95, N 19.60%. FAB-MS: m/z = 287 [M+1].

The complex 2[Ru(dmb)2(dpqc)].4(ClO4).2CH3CN.H2O was synthesized by a modified method respect of Pellegrini, et al., 2003. A mixture of cis-[Ru(dmb)2Cl2].2H2O (0.288 g, 0.5 mmol) and dpqc (0.161 g, 0.5 mmol) in EtOH (40 cm3) was refluxed under argon for 8 h to give a clear red solution. Upon cooling, a red precipitate was obtained by dropwise addition of saturated aqueous NaClO4 solution. The crude product was purified by column chromatography on neutral alumina with CH3CN-toluene (3:1, v/v) as eluent. The mainly brown red band was collected. The solvent was removed under reduced pressure and a red powder was obtained. Yield: 62%. Anal. Calcd (%) for C44H42N9Cl2O8.5Ru: C 52.59, H 4.21, N 12.55%. Found (%): C 52.57, H 4.22, N 12.56;

Red single crystals of the complex suitable for an X-ray crystallographic study was grown from acetonitrile and ethanol(v:v 1:1) at room temperature.

Refinement top

In the asymmetric unit there is one water molecule disordered into three different sites with occupancy factors of 0.398 (9), 0.312 (8) and 0.290 (8), respectively.

C-H's were positioned geometrically and allowed to ride, with C—H = 0.95 (CH), 0.99 (CH2) and 0.98 (CH3) Å and with Uiso(H) = 1.2 (1.5 for methyl)Ueq(C). H atoms of water molecules were determined based on difference Fourier maps and possible hydrogen bonding scheme and allowed to ride with Uiso(H) = 1.2Ueq(O). The highest residual electron density was found 0.42 Å from C4 and the deepest hole 0.76 Å from H69.

Structure description top

Octahedral RuII polypyridyl complexes have aroused more and more interests of researchers because of their extensive applications in the fields of photochemistry, photophysics, photocatalysis, electrochemistry, biochemistry and so on (Juris et al., 1988; MacDonnel et al., 1999). Apart from the studies on ruthenium(II) complexes containing 2,2'-bipyridine (bpy) or 1,10-phenanthroline (phen) ligands, many other ligands system, such as 4,4'-dimethyl-2,2'-bipyridine (dmb) and 2,9-dimethyl-1,10-phenanthroline (dmp) have also been investigated (Liu et al., 2009). Pellegrini has found that [Ru(dmb)2(dpqc)]2+ (where dpqc stands for dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine) has a great affinity with DNA (Pellegrini et al., 2003).

In our attempts to obtain complexes with different structural properties, we present here the crystal structure of the title compound, 2[Ru(dmb)2(dpqc)].4(ClO4).2CH3CN.H2O (Fig. 1).

All the bond lengths and angles in the structure have normal values. There are two RuII2+ complex cations in one asymmetric unit of the crystal structure, four perchlorate anions, two uncoordinated acetonitrile molecules and one water molecule. The Ru1(II) ion is in a distorted octahedral environment, coordinated by N5, N6, N7, and N8 from two 4,4'-dimethyl-2,2'-bipyridine (dmb) ligands, and N1 and N2 from one dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine(dpqc) ligand (Fig. 1). The same as Ru1(II), the Ru2(II) ion is also in a distorted octahedral environment, coordinated by N13, N14, N15, and N16 from two other dmb ligands, and N9 and N10 from the remaining dpqc ligand (Fig. 1). The uncoordinated water molecule is disordered over three different positions with site occupancy factors of 0.398 (9), 0.312 (8) and 0.290 (8), respectively. The Ru—N bond lengths range from 2.048 (3) to 2.081 (3) Å.

Weak ππ interactions occur between neighbouring molecules (Fig. 2), involving the C11, C12, N3, N4, C13 and C18 ring (centroid Cg1) and the C46, C47, C48, C49, C53 and C54 ring (centroid Cg2). ( Cg1···Cg2ii interaction, (ii) 1+x, y, z : face to face distance 3.51 (1)Å, centroid-centroid distance 3.81 (1)Å, dihedral angle 3.68 (18) °).

For information on octahedral RuII polypyridyl complexes, see: Juris et al. (1988); MacDonnell et al. (1999). For RuII complexes with other ligand systems, see: Liu et al. (2009); Pellegrini et al. (2003). For the preparation of dipyro[3,2-a:2',3'-c](10,11,12,13-tetrahydro)phenazine, see: Dickeson & Summers (1970).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINTT (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
[Figure 1] Fig. 1. A view of the title compound showing the atom-numbering scheme and displacement ellipsoids drawn at 30% probability level, for the sake of clarity, the H atoms have been omitted.
[Figure 2] Fig. 2. A view of the ππ interactions between neighbouring molecules. All H atoms have been omitted for clarity. ( i) 1+x,y,z, ii) -1+x,y,z ).
bis[bis(4,4'-dimethyl-2,2'-bipyridine)(10,11,12,13-tetrahydrodipyrido[3,2- a:2',3'-c]phenazine)ruthenium(II)] tetrakis(perchlorate) acetonitrile disolvate monohydrate top
Crystal data top
[Ru(C12H12N2)2(C18H14N4)]2(ClO4)4·2C2H3N·H2OZ = 2
Mr = 2009.67F(000) = 2060
Triclinic, P1Dx = 1.508 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 12.8883 (15) ÅCell parameters from 8166 reflections
b = 15.2555 (18) Åθ = 2.2–26.6°
c = 22.659 (3) ŵ = 0.54 mm1
α = 94.767 (2)°T = 110 K
β = 91.553 (3)°Block, red
γ = 94.068 (2)°0.28 × 0.24 × 0.22 mm
V = 4426.1 (9) Å3
Data collection top
Bruker SMART APEX CCD
diffractometer
17010 independent reflections
Radiation source: sealed tube13351 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.031
phi and ω scansθmax = 26.0°, θmin = 1.3°
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
h = 1515
Tmin = 0.863, Tmax = 0.890k = 1818
33829 measured reflectionsl = 2727
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.136H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.08P)2 + 1.99P]
where P = (Fo2 + 2Fc2)/3
17010 reflections(Δ/σ)max < 0.001
1193 parametersΔρmax = 0.59 e Å3
1 restraintΔρmin = 1.05 e Å3
Crystal data top
[Ru(C12H12N2)2(C18H14N4)]2(ClO4)4·2C2H3N·H2Oγ = 94.068 (2)°
Mr = 2009.67V = 4426.1 (9) Å3
Triclinic, P1Z = 2
a = 12.8883 (15) ÅMo Kα radiation
b = 15.2555 (18) ŵ = 0.54 mm1
c = 22.659 (3) ÅT = 110 K
α = 94.767 (2)°0.28 × 0.24 × 0.22 mm
β = 91.553 (3)°
Data collection top
Bruker SMART APEX CCD
diffractometer
17010 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
13351 reflections with I > 2σ(I)
Tmin = 0.863, Tmax = 0.890Rint = 0.031
33829 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0531 restraint
wR(F2) = 0.136H-atom parameters constrained
S = 1.04Δρmax = 0.59 e Å3
17010 reflectionsΔρmin = 1.05 e Å3
1193 parameters
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

11.8722 (0.0072) x + 4.5367 (0.0201) y + 1.8609 (0.0347) z = 11.2527 (0.0245)

* 0.0208 (0.0023) N5 * -0.0016 (0.0024) C19 * -0.0186 (0.0025) C20 * 0.0201 (0.0024) C21 * -0.0016 (0.0026) C22 * -0.0191 (0.0026) C23

Rms deviation of fitted atoms = 0.0161

11.7218 (0.0080) x + 5.3416 (0.0209) y - 1.4418 (0.0359) z = 5.9766 (0.0285)

Angle to previous plane (with approximate esd) = 8.71 ( 0.14 )

* -0.0166 (0.0024) N15 * 0.0120 (0.0026) C78 * 0.0034 (0.0026) C79 * -0.0139 (0.0026) C80 * 0.0095 (0.0026) C81 * 0.0056 (0.0025) C82

Rms deviation of fitted atoms = 0.0111

-6.2753 (0.0160) x + 13.6394 (0.0094) y + 1.8591 (0.0302) z = 4.0544 (0.0360)

Angle to previous plane (with approximate esd) = 85.12 ( 0.10 )

* -0.0128 (0.0025) C11 * 0.0028 (0.0024) C12 * 0.0112 (0.0023) N3 * 0.0089 (0.0022) N4 * 0.0004 (0.0022) C13 * -0.0105 (0.0022) C18

Rms deviation of fitted atoms = 0.0090

-6.9702 (0.0165) x + 13.1801 (0.0117) y + 2.1159 (0.0348) z = 6.7539 (0.0375)

Angle to previous plane (with approximate esd) = 3.68 ( 0.18 )

* 0.0000 (0.0028) C46_$1 * 0.0000 (0.0027) C47_$1 * 0.0000 (0.0026) C48_$1 * 0.0000 (0.0026) C49_$1 * 0.0000 (0.0027) C53_$1 * 0.0000 (0.0027) C54_$1

Rms deviation of fitted atoms = 0.0000

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.

In the asymmetric unit there are one disordered water molecules. They occupy three different positions and theirs site occupancy factors were refined with free variable and validated as theirs site occupancy factors are 0.398 (9), 0.312 (8) and 0.290 (8) for O1W, O2W and O3W, respectively.

H atoms on C atoms were positioned geometrically and refined as riding atoms, with C—H = 0.95 (CH), 0.99 (CH2) and 0.98 (CH3) Å and with Uiso(H) = 1.2 (1.5 for methyl)Ueq(C). H atoms of water molecules were determined based on difference Fourier maps and possible hydrogen bonding scheme and refined as riding, with Uiso(H) = 1.2Ueq(O). The highest residual electron density was found 0.42 Å from C4 and the deepest hole 0.76 Å from H69.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
C10.6303 (3)0.4699 (3)0.84001 (17)0.0318 (8)
H10.56530.44110.82630.038*
C20.6565 (3)0.4762 (3)0.90069 (17)0.0312 (8)
H20.60880.45340.92780.037*
C30.7521 (3)0.5159 (2)0.92102 (17)0.0284 (8)
H30.77110.51840.96200.034*
C40.8235 (3)0.5536 (3)0.87991 (17)0.0289 (8)
C50.7896 (3)0.5455 (2)0.82082 (17)0.0287 (8)
C60.8517 (3)0.5810 (3)0.77826 (17)0.0286 (8)
C70.9478 (3)0.6246 (2)0.79480 (16)0.0248 (7)
C81.0081 (3)0.6632 (3)0.74848 (17)0.0305 (8)
H81.07380.69460.75720.037*
C90.9658 (3)0.6521 (3)0.69137 (17)0.0312 (8)
H91.00330.67590.66020.037*
C100.8711 (3)0.6077 (2)0.67904 (18)0.0302 (8)
H100.84500.60150.63920.036*
C110.9195 (3)0.5972 (2)0.89644 (17)0.0293 (8)
C120.9817 (3)0.6327 (2)0.85389 (16)0.0266 (7)
C131.0430 (3)0.6450 (2)0.96969 (15)0.0208 (7)
C141.0753 (3)0.6540 (3)1.03458 (17)0.0302 (8)
H14A1.08910.59501.04680.036*
H14B1.01650.67501.05770.036*
C151.1704 (3)0.7162 (3)1.05022 (17)0.0321 (8)
H15A1.19950.70461.08950.038*
H15B1.15040.77781.05270.038*
C161.2534 (3)0.7044 (3)1.00367 (17)0.0317 (8)
H16A1.31540.74481.01550.038*
H16B1.27480.64321.00220.038*
C171.2143 (3)0.7230 (2)0.94231 (17)0.0260 (7)
H17A1.21260.78750.94060.031*
H17B1.26360.70160.91260.031*
C181.1078 (3)0.6799 (2)0.92651 (16)0.0236 (7)
C190.5732 (3)0.6681 (2)0.76030 (16)0.0258 (7)
H190.57620.64410.79760.031*
C200.5405 (3)0.7509 (2)0.75806 (16)0.0264 (7)
H200.51970.78260.79310.032*
C210.5375 (3)0.7895 (2)0.70382 (16)0.0254 (7)
C220.5637 (3)0.7370 (2)0.65303 (16)0.0283 (8)
H220.56080.75950.61520.034*
C230.5933 (3)0.6535 (3)0.65850 (17)0.0312 (8)
C240.6182 (3)0.5926 (3)0.60735 (18)0.0332 (8)
C250.6034 (3)0.6126 (3)0.54942 (17)0.0305 (8)
H250.57490.66620.54130.037*
C260.6303 (3)0.5541 (2)0.50318 (15)0.0226 (7)
C270.6670 (3)0.4753 (2)0.51819 (16)0.0256 (7)
H270.68360.43240.48780.031*
C280.6797 (3)0.4585 (2)0.57628 (16)0.0268 (7)
H280.70680.40470.58530.032*
C290.5096 (3)0.8831 (2)0.6994 (2)0.0358 (9)
H29A0.43590.88750.70780.054*
H29B0.52250.90010.65930.054*
H29C0.55240.92260.72820.054*
C300.6202 (3)0.5746 (2)0.43989 (17)0.0294 (8)
H30A0.56930.61880.43630.044*
H30B0.59690.52070.41510.044*
H30C0.68790.59780.42680.044*
C310.4418 (3)0.4455 (2)0.71593 (17)0.0271 (8)
H310.43520.50450.73150.032*
C320.3516 (3)0.3899 (3)0.70505 (17)0.0309 (8)
H320.28510.40990.71390.037*
C330.3620 (3)0.3039 (3)0.68068 (18)0.0326 (8)
C340.4617 (3)0.2751 (2)0.67357 (18)0.0311 (8)
H340.47040.21570.65960.037*
C350.5474 (3)0.3335 (3)0.68687 (18)0.0311 (8)
C360.6546 (3)0.3095 (3)0.68455 (17)0.0316 (8)
C370.6810 (3)0.2242 (3)0.67203 (17)0.0322 (8)
H370.62790.17810.66350.039*
C380.7843 (3)0.2053 (3)0.67183 (16)0.0293 (8)
C390.8597 (3)0.2777 (3)0.68264 (16)0.0311 (8)
H390.93170.26850.68080.037*
C400.8283 (3)0.3611 (2)0.69583 (15)0.0265 (7)
H400.87930.40890.70410.032*
C410.2669 (3)0.2431 (3)0.66303 (19)0.0337 (9)
H41A0.20570.26690.68140.051*
H41B0.27630.18460.67640.051*
H41C0.25680.23830.61980.051*
C420.8150 (3)0.1134 (3)0.66027 (19)0.0362 (9)
H42A0.81350.08420.69720.054*
H42B0.88550.11450.64510.054*
H42C0.76630.08090.63090.054*
C430.0646 (3)0.9013 (2)0.71790 (16)0.0257 (7)
H430.04150.92450.68250.031*
C440.1584 (3)0.8493 (3)0.71630 (17)0.0306 (8)
H440.19680.83540.67990.037*
C450.1944 (3)0.8186 (3)0.76692 (17)0.0285 (8)
H450.25890.78420.76610.034*
C460.1352 (3)0.8378 (3)0.82211 (17)0.0312 (8)
C470.0412 (3)0.8879 (3)0.81962 (17)0.0303 (8)
C480.0190 (3)0.9115 (2)0.87106 (16)0.0277 (8)
C490.0148 (3)0.8850 (2)0.92500 (17)0.0278 (8)
C500.0524 (3)0.9125 (2)0.97604 (16)0.0266 (8)
H500.03390.89541.01400.032*
C510.1444 (3)0.9642 (2)0.96987 (16)0.0238 (7)
H510.18880.98271.00340.029*
C520.1703 (3)0.9883 (3)0.91402 (17)0.0307 (8)
H520.23251.02450.91030.037*
C530.1689 (3)0.8113 (3)0.87605 (17)0.0302 (8)
C540.1087 (3)0.8349 (2)0.92749 (17)0.0280 (8)
C550.2980 (3)0.7442 (2)0.92976 (16)0.0273 (8)
C560.4072 (3)0.7008 (3)0.93102 (17)0.0287 (8)
H56A0.41590.65220.89910.034*
H56B0.45760.74450.92270.034*
C570.4323 (3)0.6639 (2)0.99009 (17)0.0301 (8)
H57A0.50870.65340.99270.036*
H57B0.40120.60660.99210.036*
C580.3912 (4)0.7260 (3)1.04113 (18)0.0395 (10)
H58A0.41210.70181.07860.047*
H58B0.42250.78321.03910.047*
C590.2727 (3)0.7412 (3)1.04133 (18)0.0380 (9)
H59A0.24960.78871.07230.046*
H59B0.24110.68671.05120.046*
C600.2355 (3)0.7662 (2)0.98227 (16)0.0235 (7)
C610.0141 (3)1.1334 (3)0.80113 (17)0.0289 (8)
H610.06701.08650.79770.035*
C620.0428 (3)1.2198 (2)0.81099 (15)0.0250 (7)
H620.11421.23090.81390.030*
C630.0333 (3)1.2896 (2)0.81656 (16)0.0265 (8)
C640.1388 (3)1.2683 (2)0.81322 (17)0.0281 (8)
H640.19341.31390.81750.034*
C650.1617 (3)1.1814 (2)0.80383 (15)0.0234 (7)
C660.2676 (3)1.1526 (3)0.80295 (17)0.0299 (8)
C670.3566 (3)1.2104 (3)0.81180 (18)0.0338 (9)
H670.34991.27220.81630.041*
C680.4548 (3)1.1787 (3)0.81404 (18)0.0309 (8)
C690.4597 (3)1.0869 (2)0.80538 (16)0.0262 (7)
H690.52521.06190.80550.031*
C700.3708 (3)1.0343 (2)0.79682 (18)0.0308 (8)
H700.37590.97240.79170.037*
C710.0082 (3)1.3844 (3)0.82392 (19)0.0376 (9)
H71A0.02171.41190.78710.056*
H71B0.05181.41550.85620.056*
H71C0.06531.38750.83320.056*
C720.5523 (3)1.2393 (3)0.82547 (19)0.0350 (9)
H72A0.53781.29920.81690.052*
H72B0.60721.21840.79990.052*
H72C0.57521.23950.86710.052*
C730.1152 (3)1.0610 (2)0.65762 (17)0.0291 (8)
H730.09561.11360.67840.035*
C740.1111 (3)1.0536 (3)0.59582 (17)0.0326 (8)
H740.08951.10130.57520.039*
C750.1379 (3)0.9783 (2)0.56454 (16)0.0260 (7)
C760.1712 (3)0.9119 (3)0.59719 (16)0.0311 (8)
H760.19120.85870.57730.037*
C770.1755 (3)0.9223 (2)0.65848 (16)0.0284 (8)
C780.2071 (3)0.8543 (2)0.69516 (17)0.0276 (8)
C790.2403 (3)0.7738 (2)0.67269 (18)0.0313 (8)
H790.24170.76060.63100.038*
C800.2715 (3)0.7123 (2)0.71034 (16)0.0259 (7)
C810.2704 (3)0.7356 (3)0.77169 (18)0.0325 (8)
H810.29310.69660.79910.039*
C820.2359 (3)0.8158 (2)0.79130 (17)0.0265 (7)
H820.23530.83090.83280.032*
C830.1309 (3)0.9659 (3)0.49803 (17)0.0314 (8)
H83A0.07290.92270.48540.047*
H83B0.19600.94450.48320.047*
H83C0.11921.02230.48220.047*
C840.3023 (3)0.6245 (2)0.68666 (18)0.0313 (8)
H84A0.25410.60080.65410.047*
H84B0.30000.58430.71820.047*
H84C0.37310.63050.67210.047*
C850.3876 (3)0.0817 (3)0.51856 (19)0.0360 (9)
H85A0.34740.13390.51850.054*
H85B0.34720.03100.49780.054*
H85C0.45300.09270.49840.054*
C860.4104 (3)0.0630 (3)0.57991 (19)0.0375 (10)
C870.0649 (3)0.4508 (3)0.56564 (19)0.0371 (9)
H87A0.08380.51350.56210.056*
H87B0.00670.43600.55060.056*
H87C0.11220.41510.54250.056*
C880.0730 (3)0.4331 (3)0.62634 (19)0.0372 (9)
Cl10.72850 (8)0.04379 (7)0.86549 (4)0.0386 (2)
Cl20.64092 (8)0.22425 (7)0.50666 (5)0.0422 (2)
Cl30.85406 (8)0.76754 (7)0.54134 (5)0.0407 (2)
Cl40.32897 (9)0.50337 (7)0.86779 (5)0.0400 (2)
N10.6955 (2)0.5037 (2)0.80052 (13)0.0268 (6)
N20.8133 (2)0.57237 (19)0.72028 (14)0.0253 (6)
N30.9495 (2)0.6048 (2)0.95465 (14)0.0275 (6)
N41.0769 (2)0.67485 (19)0.86966 (13)0.0257 (6)
N50.6017 (2)0.6185 (2)0.71154 (14)0.0263 (6)
N60.6546 (2)0.5167 (2)0.62144 (13)0.0279 (7)
N70.5364 (2)0.4201 (2)0.70566 (15)0.0304 (7)
N80.7274 (2)0.3765 (2)0.69733 (14)0.0281 (7)
N90.0061 (2)0.9196 (2)0.76794 (14)0.0287 (7)
N100.1102 (3)0.9622 (2)0.86422 (14)0.0301 (7)
N110.2641 (3)0.7642 (2)0.87774 (14)0.0288 (7)
N120.1434 (3)0.8115 (2)0.98090 (15)0.0329 (7)
N130.0856 (2)1.1145 (2)0.79637 (14)0.0286 (7)
N140.2744 (2)1.0653 (2)0.79511 (14)0.0277 (7)
N150.2027 (3)0.8746 (2)0.75447 (14)0.0296 (7)
N160.1465 (2)0.9952 (2)0.68870 (14)0.0283 (7)
N170.4256 (3)0.0544 (2)0.62973 (17)0.0384 (8)
N180.0842 (3)0.4204 (2)0.67795 (16)0.0352 (8)
O1W0.5927 (6)0.0437 (6)0.0153 (4)0.049 (3)0.398 (9)
H1X0.59430.06250.05170.059*0.398 (9)
H1Y0.57080.01040.01150.059*0.398 (9)
O2W0.8861 (7)0.3301 (6)0.4446 (4)0.036 (3)0.312 (8)
H2X0.95080.34440.44290.043*0.312 (8)
H2Y0.87630.29270.47000.043*0.312 (8)
O3W0.5260 (8)0.1134 (6)0.1236 (4)0.038 (3)0.290 (8)
H3X0.46140.11580.12950.045*0.290 (8)
H3Y0.54260.14330.09480.045*0.290 (8)
O110.6741 (2)0.09701 (18)0.90694 (13)0.0369 (6)
O120.6665 (2)0.0385 (2)0.85157 (13)0.0430 (7)
O130.8304 (2)0.0304 (2)0.88772 (14)0.0416 (7)
O140.7385 (2)0.0897 (2)0.81302 (13)0.0416 (7)
O210.6442 (2)0.13415 (19)0.51944 (13)0.0405 (7)
O220.6258 (2)0.2394 (2)0.44767 (13)0.0425 (7)
O230.7409 (2)0.2653 (2)0.52630 (14)0.0445 (7)
O240.5645 (2)0.2643 (2)0.54161 (14)0.0424 (7)
O310.8783 (2)0.6801 (2)0.55237 (14)0.0440 (7)
O320.8260 (3)0.7712 (2)0.48109 (14)0.0446 (7)
O330.9370 (3)0.8284 (2)0.56377 (15)0.0521 (8)
O340.7682 (3)0.7895 (2)0.57360 (15)0.0464 (8)
O410.3766 (2)0.4243 (2)0.85520 (13)0.0418 (7)
O420.2436 (3)0.4996 (2)0.82055 (15)0.0511 (8)
O430.3916 (2)0.57706 (19)0.85471 (14)0.0403 (7)
O440.2729 (3)0.5058 (2)0.91728 (14)0.0491 (8)
Ru10.67096 (2)0.500866 (18)0.710312 (12)0.02118 (8)
Ru20.13664 (2)0.989837 (19)0.778743 (13)0.02467 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0245 (18)0.041 (2)0.031 (2)0.0053 (16)0.0004 (15)0.0075 (17)
C20.0294 (19)0.035 (2)0.029 (2)0.0033 (16)0.0017 (15)0.0021 (16)
C30.0286 (19)0.0300 (19)0.0276 (19)0.0083 (15)0.0025 (15)0.0036 (15)
C40.0239 (18)0.0317 (19)0.031 (2)0.0049 (15)0.0044 (15)0.0000 (15)
C50.0239 (18)0.0312 (19)0.031 (2)0.0015 (15)0.0041 (15)0.0059 (15)
C60.0194 (17)0.036 (2)0.0304 (19)0.0051 (15)0.0029 (14)0.0021 (16)
C70.0196 (16)0.0239 (17)0.0321 (19)0.0064 (13)0.0012 (14)0.0055 (14)
C80.0251 (18)0.034 (2)0.033 (2)0.0014 (15)0.0023 (15)0.0040 (16)
C90.0195 (17)0.041 (2)0.032 (2)0.0001 (15)0.0019 (15)0.0049 (17)
C100.0261 (19)0.0296 (19)0.035 (2)0.0029 (15)0.0031 (15)0.0061 (16)
C110.0288 (19)0.0292 (19)0.0291 (19)0.0016 (15)0.0030 (15)0.0005 (15)
C120.0228 (17)0.0305 (19)0.0265 (18)0.0089 (14)0.0004 (14)0.0030 (15)
C130.0213 (16)0.0183 (16)0.0240 (17)0.0094 (13)0.0019 (13)0.0037 (13)
C140.0297 (19)0.033 (2)0.0281 (19)0.0077 (16)0.0039 (15)0.0015 (15)
C150.035 (2)0.0296 (19)0.030 (2)0.0091 (16)0.0071 (16)0.0102 (16)
C160.0295 (19)0.037 (2)0.0280 (19)0.0076 (16)0.0072 (15)0.0014 (16)
C170.0184 (17)0.0257 (17)0.035 (2)0.0061 (14)0.0007 (14)0.0031 (15)
C180.0198 (17)0.0192 (16)0.0327 (19)0.0062 (13)0.0015 (14)0.0050 (14)
C190.0256 (18)0.0238 (17)0.0266 (18)0.0019 (14)0.0030 (14)0.0019 (14)
C200.0273 (18)0.0241 (17)0.0268 (18)0.0006 (14)0.0004 (14)0.0021 (14)
C210.0203 (17)0.0241 (17)0.0313 (19)0.0014 (14)0.0011 (14)0.0012 (14)
C220.0273 (18)0.032 (2)0.0261 (18)0.0049 (15)0.0013 (14)0.0036 (15)
C230.034 (2)0.0270 (18)0.032 (2)0.0005 (15)0.0003 (16)0.0034 (15)
C240.039 (2)0.031 (2)0.030 (2)0.0058 (17)0.0010 (16)0.0057 (16)
C250.0266 (19)0.033 (2)0.032 (2)0.0050 (15)0.0020 (15)0.0062 (16)
C260.0194 (16)0.0219 (16)0.0278 (18)0.0007 (13)0.0011 (13)0.0099 (14)
C270.0302 (18)0.0262 (18)0.0219 (17)0.0054 (14)0.0004 (14)0.0082 (14)
C280.0259 (18)0.0287 (18)0.0263 (18)0.0052 (15)0.0027 (14)0.0036 (15)
C290.035 (2)0.0235 (19)0.048 (2)0.0019 (16)0.0028 (18)0.0022 (17)
C300.034 (2)0.0266 (18)0.030 (2)0.0064 (15)0.0004 (15)0.0107 (15)
C310.0242 (18)0.0249 (18)0.033 (2)0.0007 (14)0.0003 (15)0.0120 (15)
C320.0287 (19)0.032 (2)0.032 (2)0.0041 (15)0.0032 (15)0.0090 (16)
C330.030 (2)0.034 (2)0.033 (2)0.0066 (16)0.0036 (16)0.0052 (16)
C340.034 (2)0.0222 (18)0.036 (2)0.0063 (15)0.0002 (16)0.0034 (15)
C350.030 (2)0.0290 (19)0.033 (2)0.0006 (15)0.0028 (15)0.0022 (16)
C360.034 (2)0.0293 (19)0.032 (2)0.0039 (16)0.0004 (16)0.0024 (16)
C370.039 (2)0.0279 (19)0.030 (2)0.0084 (16)0.0075 (16)0.0028 (15)
C380.038 (2)0.0309 (19)0.0193 (17)0.0127 (16)0.0056 (15)0.0000 (14)
C390.038 (2)0.033 (2)0.0234 (18)0.0122 (17)0.0014 (15)0.0014 (15)
C400.0307 (19)0.0311 (19)0.0199 (17)0.0108 (15)0.0014 (14)0.0084 (14)
C410.030 (2)0.032 (2)0.037 (2)0.0015 (16)0.0014 (16)0.0009 (17)
C420.033 (2)0.032 (2)0.041 (2)0.0057 (17)0.0011 (17)0.0109 (17)
C430.0305 (19)0.0227 (17)0.0234 (18)0.0027 (14)0.0013 (14)0.0004 (14)
C440.032 (2)0.033 (2)0.0266 (19)0.0004 (16)0.0053 (15)0.0085 (16)
C450.0219 (17)0.0326 (19)0.031 (2)0.0033 (15)0.0002 (14)0.0030 (15)
C460.033 (2)0.0296 (19)0.030 (2)0.0023 (16)0.0002 (16)0.0031 (16)
C470.031 (2)0.0310 (19)0.0289 (19)0.0035 (15)0.0017 (15)0.0006 (15)
C480.0213 (17)0.0330 (19)0.0296 (19)0.0084 (15)0.0020 (14)0.0034 (15)
C490.0248 (18)0.0288 (18)0.0291 (19)0.0032 (15)0.0026 (14)0.0012 (15)
C500.0203 (17)0.037 (2)0.0234 (18)0.0119 (15)0.0039 (13)0.0003 (15)
C510.0220 (17)0.0254 (17)0.0243 (17)0.0094 (14)0.0079 (13)0.0001 (14)
C520.0268 (19)0.036 (2)0.0294 (19)0.0054 (16)0.0025 (15)0.0009 (16)
C530.0252 (19)0.032 (2)0.033 (2)0.0032 (15)0.0038 (15)0.0030 (16)
C540.0225 (18)0.0316 (19)0.0303 (19)0.0063 (15)0.0003 (14)0.0011 (15)
C550.0233 (18)0.033 (2)0.0252 (18)0.0047 (15)0.0005 (14)0.0006 (15)
C560.0253 (18)0.0323 (19)0.0292 (19)0.0085 (15)0.0014 (14)0.0020 (15)
C570.0282 (19)0.0273 (19)0.035 (2)0.0001 (15)0.0027 (15)0.0072 (16)
C580.049 (3)0.042 (2)0.026 (2)0.0082 (19)0.0073 (18)0.0025 (17)
C590.044 (2)0.039 (2)0.030 (2)0.0083 (19)0.0028 (18)0.0058 (17)
C600.0234 (17)0.0232 (17)0.0243 (17)0.0078 (14)0.0036 (13)0.0007 (13)
C610.0265 (19)0.0301 (19)0.0300 (19)0.0060 (15)0.0020 (15)0.0001 (15)
C620.0261 (18)0.0309 (18)0.0186 (17)0.0124 (15)0.0056 (13)0.0007 (14)
C630.0336 (19)0.0252 (18)0.0211 (17)0.0136 (15)0.0047 (14)0.0026 (14)
C640.0303 (19)0.0231 (17)0.0317 (19)0.0073 (15)0.0046 (15)0.0043 (15)
C650.0240 (17)0.0230 (17)0.0240 (17)0.0040 (14)0.0013 (13)0.0042 (14)
C660.0241 (18)0.0307 (19)0.035 (2)0.0038 (15)0.0028 (15)0.0002 (16)
C670.027 (2)0.033 (2)0.040 (2)0.0017 (16)0.0043 (16)0.0026 (17)
C680.0234 (18)0.0316 (19)0.037 (2)0.0029 (15)0.0027 (15)0.0043 (16)
C690.0218 (17)0.0271 (18)0.0287 (19)0.0006 (14)0.0020 (14)0.0014 (14)
C700.0267 (19)0.0254 (18)0.039 (2)0.0021 (15)0.0055 (16)0.0050 (16)
C710.044 (2)0.028 (2)0.040 (2)0.0169 (18)0.0083 (18)0.0064 (17)
C720.031 (2)0.032 (2)0.040 (2)0.0059 (16)0.0076 (17)0.0034 (17)
C730.034 (2)0.0242 (18)0.0287 (19)0.0022 (15)0.0023 (15)0.0027 (15)
C740.037 (2)0.032 (2)0.029 (2)0.0010 (16)0.0001 (16)0.0023 (16)
C750.0200 (17)0.0348 (19)0.0220 (17)0.0041 (14)0.0014 (13)0.0011 (15)
C760.034 (2)0.035 (2)0.0230 (18)0.0040 (16)0.0019 (15)0.0017 (15)
C770.036 (2)0.0232 (17)0.0261 (19)0.0038 (15)0.0038 (15)0.0018 (14)
C780.0289 (19)0.0221 (17)0.0313 (19)0.0008 (14)0.0002 (15)0.0011 (15)
C790.033 (2)0.0247 (18)0.036 (2)0.0050 (15)0.0002 (16)0.0008 (16)
C800.0230 (17)0.0235 (17)0.0321 (19)0.0020 (14)0.0085 (14)0.0040 (15)
C810.036 (2)0.0269 (19)0.035 (2)0.0041 (16)0.0049 (16)0.0037 (16)
C820.0184 (17)0.0308 (19)0.0306 (19)0.0024 (14)0.0004 (14)0.0042 (15)
C830.032 (2)0.035 (2)0.028 (2)0.0117 (16)0.0021 (15)0.0023 (16)
C840.034 (2)0.0277 (19)0.033 (2)0.0106 (16)0.0033 (16)0.0008 (16)
C850.030 (2)0.036 (2)0.039 (2)0.0011 (17)0.0067 (17)0.0037 (17)
C860.035 (2)0.034 (2)0.041 (2)0.0089 (17)0.0144 (18)0.0122 (18)
C870.043 (2)0.032 (2)0.042 (2)0.0171 (18)0.0164 (18)0.0187 (18)
C880.038 (2)0.036 (2)0.041 (2)0.0145 (18)0.0039 (18)0.0093 (18)
Cl10.0431 (6)0.0385 (5)0.0344 (5)0.0143 (4)0.0025 (4)0.0052 (4)
Cl20.0374 (5)0.0424 (6)0.0474 (6)0.0114 (4)0.0104 (4)0.0018 (5)
Cl30.0452 (6)0.0451 (6)0.0321 (5)0.0044 (5)0.0013 (4)0.0117 (4)
Cl40.0446 (6)0.0408 (5)0.0345 (5)0.0008 (4)0.0143 (4)0.0004 (4)
N10.0208 (15)0.0376 (17)0.0223 (15)0.0076 (13)0.0015 (11)0.0007 (13)
N20.0240 (15)0.0217 (14)0.0305 (16)0.0022 (12)0.0012 (12)0.0052 (12)
N30.0220 (15)0.0276 (16)0.0327 (17)0.0007 (12)0.0027 (12)0.0031 (13)
N40.0324 (16)0.0201 (14)0.0248 (15)0.0034 (12)0.0011 (12)0.0020 (12)
N50.0216 (15)0.0257 (15)0.0316 (16)0.0013 (12)0.0028 (12)0.0020 (13)
N60.0242 (15)0.0346 (17)0.0245 (16)0.0041 (13)0.0045 (12)0.0003 (13)
N70.0263 (16)0.0286 (16)0.0353 (18)0.0023 (13)0.0054 (13)0.0028 (13)
N80.0303 (16)0.0234 (15)0.0313 (17)0.0053 (12)0.0009 (13)0.0037 (13)
N90.0223 (15)0.0332 (17)0.0299 (16)0.0031 (13)0.0004 (12)0.0025 (13)
N100.0335 (17)0.0332 (17)0.0242 (16)0.0018 (13)0.0028 (13)0.0069 (13)
N110.0345 (17)0.0224 (15)0.0293 (17)0.0006 (13)0.0034 (13)0.0039 (13)
N120.0295 (17)0.0352 (18)0.0340 (18)0.0016 (14)0.0016 (13)0.0046 (14)
N130.0281 (16)0.0242 (15)0.0337 (17)0.0066 (12)0.0015 (13)0.0005 (13)
N140.0214 (15)0.0308 (16)0.0298 (16)0.0023 (12)0.0036 (12)0.0035 (13)
N150.0328 (17)0.0234 (15)0.0326 (17)0.0034 (13)0.0000 (13)0.0015 (13)
N160.0303 (17)0.0275 (16)0.0265 (16)0.0008 (13)0.0025 (12)0.0004 (13)
N170.0371 (19)0.0314 (18)0.045 (2)0.0033 (15)0.0169 (16)0.0018 (15)
N180.0343 (18)0.0368 (18)0.038 (2)0.0128 (14)0.0144 (14)0.0123 (15)
O1W0.047 (5)0.058 (5)0.042 (5)0.014 (4)0.016 (4)0.006 (4)
O2W0.030 (5)0.037 (5)0.038 (5)0.005 (4)0.001 (4)0.002 (4)
O3W0.046 (6)0.036 (6)0.034 (6)0.010 (4)0.001 (4)0.019 (4)
O110.0340 (15)0.0323 (15)0.0448 (17)0.0086 (12)0.0080 (12)0.0020 (12)
O120.0414 (17)0.0441 (17)0.0392 (17)0.0020 (13)0.0056 (13)0.0181 (13)
O130.0350 (16)0.0416 (16)0.0479 (18)0.0051 (13)0.0038 (13)0.0018 (14)
O140.0343 (16)0.0519 (18)0.0387 (16)0.0072 (13)0.0042 (12)0.0008 (14)
O210.0390 (16)0.0369 (16)0.0491 (18)0.0159 (13)0.0295 (14)0.0053 (13)
O220.0414 (17)0.0452 (17)0.0447 (17)0.0326 (14)0.0069 (13)0.0003 (14)
O230.0423 (17)0.0433 (17)0.0472 (18)0.0005 (14)0.0075 (14)0.0007 (14)
O240.0418 (17)0.0401 (16)0.0454 (18)0.0120 (13)0.0093 (13)0.0064 (13)
O310.0488 (18)0.0465 (18)0.0410 (17)0.0154 (14)0.0112 (14)0.0148 (14)
O320.0486 (18)0.0477 (18)0.0401 (17)0.0127 (14)0.0006 (14)0.0118 (14)
O330.0455 (19)0.057 (2)0.053 (2)0.0137 (15)0.0121 (15)0.0161 (16)
O340.0454 (18)0.0415 (17)0.0494 (19)0.0047 (14)0.0013 (14)0.0134 (14)
O410.0457 (17)0.0391 (16)0.0410 (17)0.0030 (13)0.0177 (14)0.0009 (13)
O420.057 (2)0.0449 (18)0.0481 (19)0.0045 (15)0.0174 (16)0.0111 (15)
O430.0429 (17)0.0371 (16)0.0437 (17)0.0056 (13)0.0083 (13)0.0153 (13)
O440.054 (2)0.053 (2)0.0438 (18)0.0150 (16)0.0230 (15)0.0112 (15)
Ru10.01880 (14)0.02331 (15)0.02158 (15)0.00198 (10)0.00196 (10)0.00327 (10)
Ru20.02332 (15)0.02394 (15)0.02642 (16)0.00243 (11)0.00156 (11)0.00031 (11)
Geometric parameters (Å, º) top
C1—N11.352 (5)C53—C541.390 (5)
C1—C21.401 (5)C54—N121.368 (5)
C1—H10.9500C55—N111.320 (5)
C2—C31.383 (5)C55—C601.421 (5)
C2—H20.9500C55—C561.514 (5)
C3—C41.451 (5)C56—C571.528 (5)
C3—H30.9500C56—H56A0.9900
C4—C51.390 (5)C56—H56B0.9900
C4—C111.390 (5)C57—C581.493 (6)
C5—N11.378 (5)C57—H57A0.9900
C5—C61.390 (5)C57—H57B0.9900
C6—N21.384 (5)C58—C591.529 (6)
C6—C71.390 (5)C58—H58A0.9900
C7—C121.390 (5)C58—H58B0.9900
C7—C81.461 (5)C59—C601.503 (5)
C8—C91.383 (5)C59—H59A0.9900
C8—H80.9500C59—H59B0.9900
C9—C101.363 (5)C60—N121.333 (5)
C9—H90.9500C61—N131.342 (5)
C10—N21.335 (5)C61—C621.395 (5)
C10—H100.9500C61—H610.9500
C11—N31.358 (5)C62—C631.392 (5)
C11—C121.390 (5)C62—H620.9500
C12—N41.369 (5)C63—C641.422 (5)
C13—N31.334 (5)C63—C711.501 (5)
C13—C181.417 (5)C64—C651.379 (5)
C13—C141.510 (5)C64—H640.9500
C14—C151.511 (5)C65—N131.362 (5)
C14—H14A0.9900C65—C661.463 (5)
C14—H14B0.9900C66—N141.339 (5)
C15—C161.532 (5)C66—C671.396 (5)
C15—H15A0.9900C67—C681.388 (5)
C15—H15B0.9900C67—H670.9500
C16—C171.522 (5)C68—C691.403 (5)
C16—H16A0.9900C68—C721.510 (5)
C16—H16B0.9900C69—C701.351 (5)
C17—C181.500 (5)C69—H690.9500
C17—H17A0.9900C70—N141.361 (5)
C17—H17B0.9900C70—H700.9500
C18—N41.332 (5)C71—H71A0.9800
C19—N51.361 (5)C71—H71B0.9800
C19—C201.364 (5)C71—H71C0.9800
C19—H190.9500C72—H72A0.9800
C20—C211.407 (5)C72—H72B0.9800
C20—H200.9500C72—H72C0.9800
C21—C221.409 (5)C73—N161.351 (5)
C21—C291.507 (5)C73—C741.395 (5)
C22—C231.371 (5)C73—H730.9500
C22—H220.9500C74—C751.370 (6)
C23—N51.360 (5)C74—H740.9500
C23—C241.481 (6)C75—C761.388 (5)
C24—N61.339 (5)C75—C831.503 (5)
C24—C251.383 (5)C76—C771.384 (5)
C25—C261.386 (5)C76—H760.9500
C25—H250.9500C77—N161.338 (5)
C26—C271.388 (5)C77—C781.455 (5)
C26—C301.497 (5)C78—N151.358 (5)
C27—C281.369 (5)C78—C791.389 (5)
C27—H270.9500C79—C801.392 (5)
C28—N61.358 (5)C79—H790.9500
C28—H280.9500C80—C811.407 (5)
C29—H29A0.9800C80—C841.486 (5)
C29—H29B0.9800C81—C821.374 (5)
C29—H29C0.9800C81—H810.9500
C30—H30A0.9800C82—N151.359 (5)
C30—H30B0.9800C82—H820.9500
C30—H30C0.9800C83—H83A0.9800
C31—N71.325 (5)C83—H83B0.9800
C31—C321.393 (5)C83—H83C0.9800
C31—H310.9500C84—H84A0.9800
C32—C331.398 (6)C84—H84B0.9800
C32—H320.9500C84—H84C0.9800
C33—C341.396 (6)C85—C861.468 (6)
C33—C411.508 (5)C85—H85A0.9800
C34—C351.379 (5)C85—H85B0.9800
C34—H340.9500C85—H85C0.9800
C35—N71.374 (5)C86—N171.161 (6)
C35—C361.455 (6)C87—C881.426 (6)
C36—N81.345 (5)C87—H87A0.9800
C36—C371.377 (5)C87—H87B0.9800
C37—C381.382 (6)C87—H87C0.9800
C37—H370.9500C88—N181.207 (5)
C38—C391.418 (6)Cl1—O111.422 (3)
C38—C421.488 (5)Cl1—O131.428 (3)
C39—C401.374 (5)Cl1—O141.434 (3)
C39—H390.9500Cl1—O121.447 (3)
C40—N81.338 (5)Cl2—O221.386 (3)
C40—H400.9500Cl2—O241.421 (3)
C41—H41A0.9800Cl2—O211.431 (3)
C41—H41B0.9800Cl2—O231.435 (3)
C41—H41C0.9800Cl3—O341.389 (3)
C42—H42A0.9800Cl3—O321.410 (3)
C42—H42B0.9800Cl3—O331.419 (3)
C42—H42C0.9800Cl3—O311.431 (3)
C43—N91.343 (5)Cl4—O441.350 (3)
C43—C441.397 (5)Cl4—O431.394 (3)
C43—H430.9500Cl4—O411.404 (3)
C44—C451.355 (5)Cl4—O421.508 (3)
C44—H440.9500N1—Ru12.056 (3)
C45—C461.445 (5)N2—Ru12.064 (3)
C45—H450.9500N5—Ru12.058 (3)
C46—C471.390 (5)N6—Ru12.055 (3)
C46—C531.390 (6)N7—Ru12.050 (3)
C47—N91.379 (5)N8—Ru12.081 (3)
C47—C481.390 (5)N9—Ru22.059 (3)
C48—N101.381 (5)N10—Ru22.048 (3)
C48—C491.390 (5)N13—Ru22.068 (3)
C49—C541.390 (5)N14—Ru22.054 (3)
C49—C501.441 (5)N15—Ru22.048 (3)
C50—C511.394 (5)N16—Ru22.056 (3)
C50—H500.9500O1W—H1X0.8499
C51—C521.390 (5)O1W—H1Y0.8500
C51—H510.9500O2W—H2X0.8500
C52—N101.366 (5)O2W—H2Y0.8501
C52—H520.9500O3W—H3X0.8501
C53—N111.381 (5)O3W—H3Y0.8498
N1—C1—C2121.5 (4)H58A—C58—H58B107.9
N1—C1—H1119.3C60—C59—C58111.6 (3)
C2—C1—H1119.3C60—C59—H59A109.3
C3—C2—C1119.8 (4)C58—C59—H59A109.3
C3—C2—H2120.1C60—C59—H59B109.3
C1—C2—H2120.1C58—C59—H59B109.3
C2—C3—C4120.1 (3)H59A—C59—H59B108.0
C2—C3—H3119.9N12—C60—C55121.1 (3)
C4—C3—H3119.9N12—C60—C59118.0 (3)
C5—C4—C11120.0 (4)C55—C60—C59120.9 (3)
C5—C4—C3115.8 (3)N13—C61—C62122.3 (4)
C11—C4—C3124.2 (3)N13—C61—H61118.9
N1—C5—C4123.9 (3)C62—C61—H61118.9
N1—C5—C6116.1 (3)C63—C62—C61119.8 (3)
C4—C5—C6120.0 (3)C63—C62—H62120.1
N2—C6—C7122.4 (3)C61—C62—H62120.1
N2—C6—C5117.6 (3)C62—C63—C64117.3 (3)
C7—C6—C5120.0 (3)C62—C63—C71122.9 (3)
C6—C7—C12120.0 (3)C64—C63—C71119.8 (4)
C6—C7—C8117.6 (3)C65—C64—C63119.8 (3)
C12—C7—C8122.4 (3)C65—C64—H64120.1
C9—C8—C7117.3 (3)C63—C64—H64120.1
C9—C8—H8121.4N13—C65—C64121.7 (3)
C7—C8—H8121.4N13—C65—C66114.3 (3)
C10—C9—C8121.2 (4)C64—C65—C66123.9 (3)
C10—C9—H9119.4N14—C66—C67121.1 (3)
C8—C9—H9119.4N14—C66—C65115.4 (3)
N2—C10—C9123.2 (4)C67—C66—C65123.4 (3)
N2—C10—H10118.4C68—C67—C66120.7 (4)
C9—C10—H10118.4C68—C67—H67119.6
N3—C11—C12121.6 (3)C66—C67—H67119.6
N3—C11—C4118.4 (4)C67—C68—C69116.9 (3)
C12—C11—C4120.0 (3)C67—C68—C72122.0 (4)
N4—C12—C11120.4 (3)C69—C68—C72121.1 (3)
N4—C12—C7119.6 (3)C70—C69—C68119.6 (3)
C11—C12—C7120.0 (3)C70—C69—H69120.2
N3—C13—C18121.1 (3)C68—C69—H69120.2
N3—C13—C14117.4 (3)C69—C70—N14123.6 (3)
C18—C13—C14121.5 (3)C69—C70—H70118.2
C13—C14—C15114.6 (3)N14—C70—H70118.2
C13—C14—H14A108.6C63—C71—H71A109.5
C15—C14—H14A108.6C63—C71—H71B109.5
C13—C14—H14B108.6H71A—C71—H71B109.5
C15—C14—H14B108.6C63—C71—H71C109.5
H14A—C14—H14B107.6H71A—C71—H71C109.5
C14—C15—C16110.9 (3)H71B—C71—H71C109.5
C14—C15—H15A109.5C68—C72—H72A109.5
C16—C15—H15A109.5C68—C72—H72B109.5
C14—C15—H15B109.5H72A—C72—H72B109.5
C16—C15—H15B109.5C68—C72—H72C109.5
H15A—C15—H15B108.1H72A—C72—H72C109.5
C17—C16—C15112.1 (3)H72B—C72—H72C109.5
C17—C16—H16A109.2N16—C73—C74121.7 (3)
C15—C16—H16A109.2N16—C73—H73119.2
C17—C16—H16B109.2C74—C73—H73119.2
C15—C16—H16B109.2C75—C74—C73120.6 (4)
H16A—C16—H16B107.9C75—C74—H74119.7
C18—C17—C16112.7 (3)C73—C74—H74119.7
C18—C17—H17A109.0C74—C75—C76116.9 (3)
C16—C17—H17A109.0C74—C75—C83122.6 (3)
C18—C17—H17B109.0C76—C75—C83120.5 (3)
C16—C17—H17B109.0C77—C76—C75120.7 (4)
H17A—C17—H17B107.8C77—C76—H76119.7
N4—C18—C13121.1 (3)C75—C76—H76119.7
N4—C18—C17117.0 (3)N16—C77—C76122.0 (3)
C13—C18—C17121.9 (3)N16—C77—C78114.7 (3)
N5—C19—C20123.0 (3)C76—C77—C78123.2 (3)
N5—C19—H19118.5N15—C78—C79121.0 (3)
C20—C19—H19118.5N15—C78—C77115.1 (3)
C19—C20—C21120.1 (3)C79—C78—C77123.9 (4)
C19—C20—H20120.0C78—C79—C80121.0 (4)
C21—C20—H20120.0C78—C79—H79119.5
C20—C21—C22116.9 (3)C80—C79—H79119.5
C20—C21—C29122.4 (3)C79—C80—C81117.5 (3)
C22—C21—C29120.7 (3)C79—C80—C84121.3 (3)
C23—C22—C21119.7 (3)C81—C80—C84121.2 (3)
C23—C22—H22120.2C82—C81—C80118.9 (4)
C21—C22—H22120.2C82—C81—H81120.6
N5—C23—C22123.0 (4)C80—C81—H81120.6
N5—C23—C24113.6 (3)N15—C82—C81123.5 (4)
C22—C23—C24123.3 (4)N15—C82—H82118.3
N6—C24—C25122.8 (4)C81—C82—H82118.3
N6—C24—C23115.0 (3)C75—C83—H83A109.5
C25—C24—C23122.2 (4)C75—C83—H83B109.5
C24—C25—C26119.8 (4)H83A—C83—H83B109.5
C24—C25—H25120.1C75—C83—H83C109.5
C26—C25—H25120.1H83A—C83—H83C109.5
C25—C26—C27116.9 (3)H83B—C83—H83C109.5
C25—C26—C30121.8 (3)C80—C84—H84A109.5
C27—C26—C30121.3 (3)C80—C84—H84B109.5
C28—C27—C26120.9 (3)H84A—C84—H84B109.5
C28—C27—H27119.6C80—C84—H84C109.5
C26—C27—H27119.6H84A—C84—H84C109.5
N6—C28—C27121.9 (3)H84B—C84—H84C109.5
N6—C28—H28119.0C86—C85—H85A109.5
C27—C28—H28119.0C86—C85—H85B109.5
C21—C29—H29A109.5H85A—C85—H85B109.5
C21—C29—H29B109.5C86—C85—H85C109.5
H29A—C29—H29B109.5H85A—C85—H85C109.5
C21—C29—H29C109.5H85B—C85—H85C109.5
H29A—C29—H29C109.5N17—C86—C85174.8 (4)
H29B—C29—H29C109.5C88—C87—H87A109.5
C26—C30—H30A109.5C88—C87—H87B109.5
C26—C30—H30B109.5H87A—C87—H87B109.5
H30A—C30—H30B109.5C88—C87—H87C109.5
C26—C30—H30C109.5H87A—C87—H87C109.5
H30A—C30—H30C109.5H87B—C87—H87C109.5
H30B—C30—H30C109.5N18—C88—C87177.0 (5)
N7—C31—C32123.4 (4)O11—Cl1—O13111.40 (19)
N7—C31—H31118.3O11—Cl1—O14107.43 (18)
C32—C31—H31118.3O13—Cl1—O14108.39 (19)
C31—C32—C33117.8 (4)O11—Cl1—O12108.10 (19)
C31—C32—H32121.1O13—Cl1—O12112.05 (19)
C33—C32—H32121.1O14—Cl1—O12109.35 (19)
C34—C33—C32118.9 (3)O22—Cl2—O24110.19 (18)
C34—C33—C41120.7 (4)O22—Cl2—O21116.57 (19)
C32—C33—C41120.3 (4)O24—Cl2—O21109.14 (18)
C35—C34—C33119.6 (4)O22—Cl2—O23107.7 (2)
C35—C34—H34120.2O24—Cl2—O23107.91 (19)
C33—C34—H34120.2O21—Cl2—O23104.90 (19)
N7—C35—C34121.0 (4)O34—Cl3—O32106.8 (2)
N7—C35—C36114.6 (3)O34—Cl3—O33105.6 (2)
C34—C35—C36124.3 (4)O32—Cl3—O33115.5 (2)
N8—C36—C37121.6 (4)O34—Cl3—O31109.0 (2)
N8—C36—C35115.3 (3)O32—Cl3—O31110.4 (2)
C37—C36—C35123.1 (4)O33—Cl3—O31109.3 (2)
C36—C37—C38120.3 (4)O44—Cl4—O43120.4 (2)
C36—C37—H37119.8O44—Cl4—O41114.4 (2)
C38—C37—H37119.8O43—Cl4—O41112.45 (19)
C37—C38—C39116.9 (3)O44—Cl4—O42100.9 (2)
C37—C38—C42121.5 (4)O43—Cl4—O42101.8 (2)
C39—C38—C42121.6 (3)O41—Cl4—O42103.4 (2)
C40—C39—C38119.8 (4)C1—N1—C5118.9 (3)
C40—C39—H39120.1C1—N1—Ru1127.1 (3)
C38—C39—H39120.1C5—N1—Ru1114.0 (2)
N8—C40—C39121.5 (4)C10—N2—C6118.3 (3)
N8—C40—H40119.2C10—N2—Ru1128.9 (3)
C39—C40—H40119.2C6—N2—Ru1112.7 (2)
C33—C41—H41A109.5C13—N3—C11117.7 (3)
C33—C41—H41B109.5C18—N4—C12118.0 (3)
H41A—C41—H41B109.5C23—N5—C19117.2 (3)
C33—C41—H41C109.5C23—N5—Ru1115.8 (2)
H41A—C41—H41C109.5C19—N5—Ru1126.7 (2)
H41B—C41—H41C109.5C24—N6—C28117.6 (3)
C38—C42—H42A109.5C24—N6—Ru1116.3 (3)
C38—C42—H42B109.5C28—N6—Ru1126.1 (2)
H42A—C42—H42B109.5C31—N7—C35118.8 (3)
C38—C42—H42C109.5C31—N7—Ru1125.8 (3)
H42A—C42—H42C109.5C35—N7—Ru1115.2 (3)
H42B—C42—H42C109.5C40—N8—C36119.6 (3)
N9—C43—C44122.0 (3)C40—N8—Ru1124.8 (3)
N9—C43—H43119.0C36—N8—Ru1115.3 (3)
C44—C43—H43119.0C43—N9—C47118.8 (3)
C45—C44—C43119.6 (3)C43—N9—Ru2128.0 (3)
C45—C44—H44120.2C47—N9—Ru2113.2 (2)
C43—C44—H44120.2C52—N10—C48117.4 (3)
C44—C45—C46120.4 (4)C52—N10—Ru2128.2 (3)
C44—C45—H45119.8C48—N10—Ru2114.3 (2)
C46—C45—H45119.8C55—N11—C53118.3 (3)
C47—C46—C53120.0 (4)C60—N12—C54118.6 (3)
C47—C46—C45116.4 (4)C61—N13—C65119.0 (3)
C53—C46—C45123.6 (4)C61—N13—Ru2125.6 (3)
N9—C47—C46122.7 (3)C65—N13—Ru2115.5 (2)
N9—C47—C48117.3 (3)C66—N14—C70118.0 (3)
C46—C47—C48120.0 (4)C66—N14—Ru2116.2 (2)
N10—C48—C49124.3 (3)C70—N14—Ru2125.7 (3)
N10—C48—C47115.7 (3)C78—N15—C82118.1 (3)
C49—C48—C47120.0 (3)C78—N15—Ru2115.1 (2)
C54—C49—C48120.0 (3)C82—N15—Ru2126.6 (3)
C54—C49—C50123.7 (4)C77—N16—C73118.1 (3)
C48—C49—C50116.3 (3)C77—N16—Ru2115.9 (2)
C51—C50—C49120.1 (3)C73—N16—Ru2125.6 (3)
C51—C50—H50120.0H1X—O1W—H1Y109.5
C49—C50—H50120.0H2X—O2W—H2Y109.5
C52—C51—C50119.1 (3)H3X—O3W—H3Y109.5
C52—C51—H51120.4N7—Ru1—N690.09 (13)
C50—C51—H51120.4N7—Ru1—N196.51 (13)
N10—C52—C51122.8 (4)N6—Ru1—N1171.77 (13)
N10—C52—H52118.6N7—Ru1—N596.86 (12)
C51—C52—H52118.6N6—Ru1—N578.30 (12)
N11—C53—C54121.0 (4)N1—Ru1—N595.98 (12)
N11—C53—C46119.0 (3)N7—Ru1—N2173.88 (12)
C54—C53—C46120.0 (4)N6—Ru1—N294.25 (12)
N12—C54—C53120.1 (3)N1—Ru1—N279.56 (12)
N12—C54—C49119.9 (3)N5—Ru1—N288.26 (12)
C53—C54—C49120.0 (4)N7—Ru1—N878.14 (13)
N11—C55—C60120.9 (3)N6—Ru1—N894.46 (12)
N11—C55—C56117.1 (3)N1—Ru1—N891.71 (12)
C60—C55—C56122.0 (3)N5—Ru1—N8171.29 (12)
C55—C56—C57113.5 (3)N2—Ru1—N897.19 (12)
C55—C56—H56A108.9N15—Ru2—N1095.73 (13)
C57—C56—H56A108.9N15—Ru2—N1495.98 (13)
C55—C56—H56B108.9N10—Ru2—N1497.54 (13)
C57—C56—H56B108.9N15—Ru2—N1678.30 (13)
H56A—C56—H56B107.7N10—Ru2—N16169.02 (13)
C58—C57—C56111.2 (3)N14—Ru2—N1692.28 (13)
C58—C57—H57A109.4N15—Ru2—N987.55 (13)
C56—C57—H57A109.4N10—Ru2—N979.34 (13)
C58—C57—H57B109.4N14—Ru2—N9175.53 (12)
C56—C57—H57B109.4N16—Ru2—N991.12 (12)
H57A—C57—H57B108.0N15—Ru2—N13172.03 (13)
C57—C58—C59111.9 (4)N10—Ru2—N1390.41 (13)
C57—C58—H58A109.2N14—Ru2—N1378.14 (12)
C59—C58—H58A109.2N16—Ru2—N1396.43 (13)
C57—C58—H58B109.2N9—Ru2—N1398.59 (12)
C59—C58—H58B109.2
N1—C1—C2—C31.7 (6)C4—C11—N3—C13178.4 (3)
C1—C2—C3—C42.2 (6)C13—C18—N4—C121.8 (5)
C2—C3—C4—C50.9 (5)C17—C18—N4—C12177.5 (3)
C2—C3—C4—C11177.8 (4)C11—C12—N4—C180.5 (5)
C11—C4—C5—N1179.7 (4)C7—C12—N4—C18178.7 (3)
C3—C4—C5—N10.9 (6)C22—C23—N5—C193.9 (5)
C11—C4—C5—C60.0 (6)C24—C23—N5—C19175.6 (3)
C3—C4—C5—C6178.8 (3)C22—C23—N5—Ru1170.0 (3)
N1—C5—C6—N20.8 (5)C24—C23—N5—Ru110.5 (4)
C4—C5—C6—N2178.9 (3)C20—C19—N5—C232.1 (5)
N1—C5—C6—C7179.7 (3)C20—C19—N5—Ru1171.0 (3)
C4—C5—C6—C70.0 (6)C25—C24—N6—C281.4 (6)
N2—C6—C7—C12178.8 (3)C23—C24—N6—C28179.4 (3)
C5—C6—C7—C120.0 (5)C25—C24—N6—Ru1179.8 (3)
N2—C6—C7—C80.8 (5)C23—C24—N6—Ru11.0 (5)
C5—C6—C7—C8178.0 (3)C27—C28—N6—C241.0 (5)
C6—C7—C8—C91.0 (5)C27—C28—N6—Ru1179.3 (3)
C12—C7—C8—C9178.9 (3)C32—C31—N7—C354.3 (6)
C7—C8—C9—C100.6 (6)C32—C31—N7—Ru1171.8 (3)
C8—C9—C10—N20.1 (6)C34—C35—N7—C315.9 (6)
C5—C4—C11—N3179.2 (3)C36—C35—N7—C31172.1 (3)
C3—C4—C11—N30.5 (6)C34—C35—N7—Ru1170.5 (3)
C5—C4—C11—C120.0 (6)C36—C35—N7—Ru111.5 (4)
C3—C4—C11—C12178.7 (4)C39—C40—N8—C361.3 (5)
N3—C11—C12—N41.7 (6)C39—C40—N8—Ru1175.0 (3)
C4—C11—C12—N4179.2 (3)C37—C36—N8—C402.5 (6)
N3—C11—C12—C7179.1 (3)C35—C36—N8—C40179.4 (3)
C4—C11—C12—C70.0 (5)C37—C36—N8—Ru1176.8 (3)
C6—C7—C12—N4179.2 (3)C35—C36—N8—Ru15.1 (4)
C8—C7—C12—N42.9 (5)C44—C43—N9—C471.8 (5)
C6—C7—C12—C110.0 (5)C44—C43—N9—Ru2177.0 (3)
C8—C7—C12—C11177.9 (3)C46—C47—N9—C430.2 (6)
N3—C13—C14—C15167.6 (3)C48—C47—N9—C43177.1 (3)
C18—C13—C14—C1510.6 (5)C46—C47—N9—Ru2179.2 (3)
C13—C14—C15—C1641.4 (4)C48—C47—N9—Ru23.9 (4)
C14—C15—C16—C1760.2 (4)C51—C52—N10—C481.6 (5)
C15—C16—C17—C1845.9 (4)C51—C52—N10—Ru2179.2 (3)
N3—C13—C18—N41.0 (5)C49—C48—N10—C520.5 (6)
C14—C13—C18—N4177.2 (3)C47—C48—N10—C52178.6 (3)
N3—C13—C18—C17178.3 (3)C49—C48—N10—Ru2179.9 (3)
C14—C13—C18—C173.6 (5)C47—C48—N10—Ru20.8 (4)
C16—C17—C18—N4164.9 (3)C60—C55—N11—C533.5 (5)
C16—C17—C18—C1314.4 (5)C56—C55—N11—C53174.0 (3)
N5—C19—C20—C211.6 (5)C54—C53—N11—C551.9 (5)
C19—C20—C21—C223.5 (5)C46—C53—N11—C55175.9 (3)
C19—C20—C21—C29175.4 (3)C55—C60—N12—C541.6 (5)
C20—C21—C22—C231.9 (5)C59—C60—N12—C54179.8 (3)
C29—C21—C22—C23177.1 (3)C53—C54—N12—C600.1 (5)
C21—C22—C23—N51.9 (6)C49—C54—N12—C60177.6 (3)
C21—C22—C23—C24177.6 (4)C62—C61—N13—C652.8 (5)
N5—C23—C24—N66.3 (5)C62—C61—N13—Ru2177.6 (3)
C22—C23—C24—N6174.2 (4)C64—C65—N13—C613.2 (5)
N5—C23—C24—C25172.9 (4)C66—C65—N13—C61174.8 (3)
C22—C23—C24—C256.6 (6)C64—C65—N13—Ru2177.1 (3)
N6—C24—C25—C262.4 (6)C66—C65—N13—Ru24.9 (4)
C23—C24—C25—C26178.5 (4)C67—C66—N14—C700.9 (6)
C24—C25—C26—C272.9 (5)C65—C66—N14—C70176.8 (3)
C24—C25—C26—C30177.2 (4)C67—C66—N14—Ru2177.2 (3)
C25—C26—C27—C282.6 (5)C65—C66—N14—Ru25.1 (4)
C30—C26—C27—C28177.5 (3)C69—C70—N14—C660.7 (6)
C26—C27—C28—N61.7 (6)C69—C70—N14—Ru2177.2 (3)
N7—C31—C32—C331.7 (6)C79—C78—N15—C822.8 (5)
C31—C32—C33—C345.9 (6)C77—C78—N15—C82176.9 (3)
C31—C32—C33—C41174.7 (3)C79—C78—N15—Ru2173.4 (3)
C32—C33—C34—C354.3 (6)C77—C78—N15—Ru26.9 (4)
C41—C33—C34—C35176.3 (4)C81—C82—N15—C782.3 (5)
C33—C34—C35—N71.6 (6)C81—C82—N15—Ru2173.5 (3)
C33—C34—C35—C36176.2 (4)C76—C77—N16—C732.0 (6)
N7—C35—C36—N84.1 (5)C78—C77—N16—C73179.4 (3)
C34—C35—C36—N8178.0 (4)C76—C77—N16—Ru2170.6 (3)
N7—C35—C36—C37173.9 (4)C78—C77—N16—Ru26.8 (4)
C34—C35—C36—C374.0 (6)C74—C73—N16—C771.1 (6)
N8—C36—C37—C380.6 (6)C74—C73—N16—Ru2170.7 (3)
C35—C36—C37—C38178.5 (4)C31—N7—Ru1—N692.5 (3)
C36—C37—C38—C392.4 (6)C35—N7—Ru1—N683.7 (3)
C36—C37—C38—C42178.1 (4)C31—N7—Ru1—N182.6 (3)
C37—C38—C39—C403.5 (5)C35—N7—Ru1—N1101.2 (3)
C42—C38—C39—C40177.0 (4)C31—N7—Ru1—N514.2 (3)
C38—C39—C40—N81.7 (5)C35—N7—Ru1—N5161.9 (3)
N9—C43—C44—C452.5 (6)C31—N7—Ru1—N8173.0 (3)
C43—C44—C45—C461.3 (6)C35—N7—Ru1—N810.9 (3)
C44—C45—C46—C470.5 (6)C24—N6—Ru1—N7102.0 (3)
C44—C45—C46—C53177.6 (4)C28—N6—Ru1—N779.7 (3)
C53—C46—C47—N9176.8 (4)C24—N6—Ru1—N55.0 (3)
C45—C46—C47—N91.3 (6)C28—N6—Ru1—N5176.7 (3)
C53—C46—C47—C480.0 (6)C24—N6—Ru1—N282.3 (3)
C45—C46—C47—C48178.1 (3)C28—N6—Ru1—N296.0 (3)
N9—C47—C48—N102.1 (5)C24—N6—Ru1—N8179.9 (3)
C46—C47—C48—N10179.1 (3)C28—N6—Ru1—N81.6 (3)
N9—C47—C48—C49177.0 (3)C1—N1—Ru1—N77.3 (3)
C46—C47—C48—C490.0 (6)C5—N1—Ru1—N7172.8 (3)
N10—C48—C49—C54179.1 (3)C1—N1—Ru1—N590.3 (3)
C47—C48—C49—C540.0 (6)C5—N1—Ru1—N589.6 (3)
N10—C48—C49—C500.8 (5)C1—N1—Ru1—N2177.4 (3)
C47—C48—C49—C50179.9 (3)C5—N1—Ru1—N22.5 (3)
C54—C49—C50—C51178.7 (3)C1—N1—Ru1—N885.6 (3)
C48—C49—C50—C511.2 (5)C5—N1—Ru1—N894.5 (3)
C49—C50—C51—C520.2 (5)C23—N5—Ru1—N797.3 (3)
C50—C51—C52—N101.2 (5)C19—N5—Ru1—N789.5 (3)
C47—C46—C53—N11177.8 (4)C23—N5—Ru1—N68.6 (3)
C45—C46—C53—N110.2 (6)C19—N5—Ru1—N6178.2 (3)
C47—C46—C53—C540.0 (6)C23—N5—Ru1—N1165.4 (3)
C45—C46—C53—C54178.0 (4)C19—N5—Ru1—N17.8 (3)
N11—C53—C54—N120.0 (6)C23—N5—Ru1—N286.1 (3)
C46—C53—C54—N12177.7 (4)C19—N5—Ru1—N287.1 (3)
N11—C53—C54—C49177.7 (3)C10—N2—Ru1—N64.4 (3)
C46—C53—C54—C490.0 (6)C6—N2—Ru1—N6177.4 (2)
C48—C49—C54—N12177.8 (3)C10—N2—Ru1—N1178.9 (3)
C50—C49—C54—N122.1 (6)C6—N2—Ru1—N12.8 (2)
C48—C49—C54—C530.0 (6)C10—N2—Ru1—N582.5 (3)
C50—C49—C54—C53179.9 (3)C6—N2—Ru1—N599.2 (3)
N11—C55—C56—C57168.8 (3)C10—N2—Ru1—N890.6 (3)
C60—C55—C56—C5713.7 (5)C6—N2—Ru1—N887.6 (3)
C55—C56—C57—C5841.8 (5)C40—N8—Ru1—N7177.4 (3)
C56—C57—C58—C5962.0 (4)C36—N8—Ru1—N78.6 (3)
C57—C58—C59—C6051.1 (5)C40—N8—Ru1—N693.4 (3)
N11—C55—C60—N123.5 (5)C36—N8—Ru1—N680.5 (3)
C56—C55—C60—N12173.9 (3)C40—N8—Ru1—N181.1 (3)
N11—C55—C60—C59178.3 (4)C36—N8—Ru1—N1104.9 (3)
C56—C55—C60—C594.3 (5)C40—N8—Ru1—N21.5 (3)
C58—C59—C60—N12156.0 (3)C36—N8—Ru1—N2175.4 (3)
C58—C59—C60—C5522.3 (5)C78—N15—Ru2—N10162.7 (3)
N13—C61—C62—C630.4 (5)C82—N15—Ru2—N1013.2 (3)
C61—C62—C63—C641.5 (5)C78—N15—Ru2—N1499.0 (3)
C61—C62—C63—C71176.6 (3)C82—N15—Ru2—N1485.1 (3)
C62—C63—C64—C651.0 (5)C78—N15—Ru2—N167.9 (3)
C71—C63—C64—C65177.1 (3)C82—N15—Ru2—N16176.2 (3)
C63—C64—C65—N131.3 (5)C78—N15—Ru2—N983.7 (3)
C63—C64—C65—C66176.5 (3)C82—N15—Ru2—N992.2 (3)
N13—C65—C66—N140.1 (5)C52—N10—Ru2—N1596.5 (3)
C64—C65—C66—N14177.9 (3)C48—N10—Ru2—N1584.2 (3)
N13—C65—C66—C67177.8 (4)C52—N10—Ru2—N140.3 (3)
C64—C65—C66—C670.2 (6)C48—N10—Ru2—N14178.9 (3)
N14—C66—C67—C681.5 (6)C52—N10—Ru2—N16152.9 (6)
C65—C66—C67—C68176.1 (4)C48—N10—Ru2—N1627.8 (8)
C66—C67—C68—C691.7 (6)C52—N10—Ru2—N9177.1 (3)
C66—C67—C68—C72178.0 (4)C48—N10—Ru2—N92.2 (3)
C67—C68—C69—C701.5 (6)C52—N10—Ru2—N1378.4 (3)
C72—C68—C69—C70178.2 (4)C48—N10—Ru2—N13100.9 (3)
C68—C69—C70—N141.0 (6)C66—N14—Ru2—N15168.7 (3)
N16—C73—C74—C750.7 (6)C70—N14—Ru2—N159.2 (3)
C73—C74—C75—C761.5 (6)C66—N14—Ru2—N1094.7 (3)
C73—C74—C75—C83177.7 (4)C70—N14—Ru2—N1087.4 (3)
C74—C75—C76—C770.6 (6)C66—N14—Ru2—N1690.2 (3)
C83—C75—C76—C77178.6 (4)C70—N14—Ru2—N1687.7 (3)
C75—C76—C77—N161.2 (6)C66—N14—Ru2—N135.9 (3)
C75—C76—C77—C78178.3 (4)C70—N14—Ru2—N13176.2 (3)
N16—C77—C78—N150.1 (5)C77—N16—Ru2—N158.0 (3)
C76—C77—C78—N15177.4 (4)C73—N16—Ru2—N15180.0 (3)
N16—C77—C78—C79179.8 (4)C77—N16—Ru2—N1049.8 (8)
C76—C77—C78—C792.9 (6)C73—N16—Ru2—N10122.2 (6)
N15—C78—C79—C801.0 (6)C77—N16—Ru2—N14103.6 (3)
C77—C78—C79—C80178.7 (4)C73—N16—Ru2—N1484.3 (3)
C78—C79—C80—C811.5 (6)C77—N16—Ru2—N979.3 (3)
C78—C79—C80—C84177.1 (4)C73—N16—Ru2—N992.8 (3)
C79—C80—C81—C822.0 (5)C77—N16—Ru2—N13178.0 (3)
C84—C80—C81—C82176.5 (3)C73—N16—Ru2—N136.0 (3)
C80—C81—C82—N150.2 (6)C43—N9—Ru2—N1585.8 (3)
C2—C1—N1—C50.2 (6)C47—N9—Ru2—N1593.1 (3)
C2—C1—N1—Ru1180.0 (3)C43—N9—Ru2—N10177.9 (3)
C4—C5—N1—C11.5 (6)C47—N9—Ru2—N103.2 (3)
C6—C5—N1—C1178.2 (3)C43—N9—Ru2—N167.5 (3)
C4—C5—N1—Ru1178.6 (3)C47—N9—Ru2—N16171.3 (3)
C6—C5—N1—Ru11.7 (4)C43—N9—Ru2—N1389.1 (3)
C9—C10—N2—C60.3 (6)C47—N9—Ru2—N1392.0 (3)
C9—C10—N2—Ru1178.4 (3)C61—N13—Ru2—N1076.3 (3)
C7—C6—N2—C100.2 (5)C65—N13—Ru2—N10103.4 (3)
C5—C6—N2—C10178.7 (3)C61—N13—Ru2—N14173.9 (3)
C7—C6—N2—Ru1178.2 (3)C65—N13—Ru2—N145.8 (3)
C5—C6—N2—Ru12.9 (4)C61—N13—Ru2—N1695.1 (3)
C18—C13—N3—C111.2 (5)C65—N13—Ru2—N1685.2 (3)
C14—C13—N3—C11179.4 (3)C61—N13—Ru2—N93.0 (3)
C12—C11—N3—C132.4 (5)C65—N13—Ru2—N9177.3 (3)

Experimental details

Crystal data
Chemical formula[Ru(C12H12N2)2(C18H14N4)]2(ClO4)4·2C2H3N·H2O
Mr2009.67
Crystal system, space groupTriclinic, P1
Temperature (K)110
a, b, c (Å)12.8883 (15), 15.2555 (18), 22.659 (3)
α, β, γ (°)94.767 (2), 91.553 (3), 94.068 (2)
V3)4426.1 (9)
Z2
Radiation typeMo Kα
µ (mm1)0.54
Crystal size (mm)0.28 × 0.24 × 0.22
Data collection
DiffractometerBruker SMART APEX CCD
Absorption correctionMulti-scan
(SADABS; Bruker, 2000)
Tmin, Tmax0.863, 0.890
No. of measured, independent and
observed [I > 2σ(I)] reflections
33829, 17010, 13351
Rint0.031
(sin θ/λ)max1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.053, 0.136, 1.04
No. of reflections17010
No. of parameters1193
No. of restraints1
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.59, 1.05

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

 

Acknowledgements

We thank the Science and Technology Foundation of Guangdong Province (No. 2009B030803057) and Guangdong Pharmaceutical University for financial support of this work.

References

First citationBruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationDickeson, J. E. & Summers, L. A. (1970). Aust. J. Chem. 23, 1023–1027.  CrossRef CAS Web of Science Google Scholar
First citationJuris, A., Balzani, V., Barigelletti, F., Campagna, S., Belser, P. & Vonzelewsky, A. (1988). Coord. Chem. Rev. 84, 85–277.  CrossRef CAS Web of Science Google Scholar
First citationLiu, Y. J., He, J. F., Yo, J. H., Mei, W. J., Wu, F. H. & He, L. X. (2009). J. Coord. Chem. 62, 665–675.  Web of Science CrossRef CAS Google Scholar
First citationMacDonnell, F. M., Kim, M. J. & Bodige, S. (1999). Coord. Chem. Rev. 185–186, 535–549.  Web of Science CrossRef CAS Google Scholar
First citationPellegrini, P. P. & Aldrich-Wright, J. R. (2003). Dalton Trans. pp. 176–183.  Web of Science CrossRef Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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COMMUNICATIONS
ISSN: 2056-9890
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