Crystal structure of cis(S),trans(O,N_bpy)-(2,2′-bipyrid­yl-κ²N,N′)bis­(dimethyl sulfoxide-κS)[phen­yl(pyridin-2-yl)methanone-κ²N,O]ruthenium(II) bis­(tri­fluoro­methane­sulfonate)

The mol­ecular and crystal structures of the title complex, cis(S),trans(O,N_bpy)-[Ru(bpy)(ppk)(dmso-S)₂](OTf)₂ (bpy = 2,2′-bi­pyridine, ppk = phenyl-2-pyridyl ketone, dmso = dimethyl sulfoxide, and OTf⁻ = tri­fluoro­methane­sulfonate), are reported. The Ru²⁺ ion has a distorted octa­hedral geometry with two bpy N atoms, the N and O atoms of ppk, and two S atoms of two cis dmso-S ligands.

Key indicators

Structure: disordered_model

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in solvent or counterion
• R factor = 0.035
• wR factor = 0.081
• Data-to-parameter ratio = 15.3

Structure: Squeezed_model

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.004 Å
Some non-H atoms missing
• R factor = 0.032
• wR factor = 0.071
• Data-to-parameter ratio = 23.8

Structure: Squeezed_model

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.004 Å
Some non-H atoms missing
• R factor = 0.032
• wR factor = 0.071
• Data-to-parameter ratio = 23.8

checkCIF/PLATON results

No syntax errors found



Datablock: disordered_model



Alert level C
PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT214_ALERT_2_C Atom O9B       (Anion/Solvent) ADP max/min Ratio        4.1 prolat
PLAT220_ALERT_2_C NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        4.3 Ratio
PLAT222_ALERT_3_C NonSolvent Resd 1  H   Uiso(max)/Uiso(min) Range        4.1 Ratio
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C13 Check
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.3 Note
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        3.4 Note
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.5 Note
PLAT260_ALERT_2_C Large Average Ueq of Residue Including       S4A      0.101 Check
PLAT260_ALERT_2_C Large Average Ueq of Residue Including       S4C      0.105 Check
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.665 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600         19 Report
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          6 Note

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         23 Note
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          4 Report
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical          ? Check
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records         21 Report
PLAT173_ALERT_4_G The CIF-Embedded .res File Contains DANG Records          6 Report
PLAT177_ALERT_4_G The CIF-Embedded .res File Contains DELU Records          2 Report
PLAT244_ALERT_4_G Low    'Solvent' Ueq as Compared to Neighbors of        C27 Check
PLAT300_ALERT_4_G Atom Site Occupancy of S4A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F4A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F5A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F6A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O7A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O8A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O9A        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C28A       Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of S4B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F4B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F5B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F6B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O7B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O8B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O9B        Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C28B       Constrained at        0.2 Check
PLAT300_ALERT_4_G Atom Site Occupancy of S4C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F4C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F5C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of F6C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O7C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O8C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of O9C        Constrained at        0.4 Check
PLAT300_ALERT_4_G Atom Site Occupancy of C28C       Constrained at        0.4 Check
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd  3  )       100% Note
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd  4  )       100% Note
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd  5  )       100% Note
PLAT304_ALERT_4_G Non-Integer Number of Atoms in ..... (Resd  3  )       3.20 Check
PLAT304_ALERT_4_G Non-Integer Number of Atoms in ..... (Resd  4  )       1.60 Check
PLAT304_ALERT_4_G Non-Integer Number of Atoms in ..... (Resd  5  )       3.20 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  O6       ..C6       .       3.01 Ang.
                                             -x,1/2+y,1/2-z  =      2_555 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  F4B      ..C13      .       2.97 Ang.
                                                 1-x,-y,1-z  =      3_656 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  F4C      ..C23      .       2.93 Ang.
                                           1-x,-1/2+y,1/2-z  =      2_645 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  F6B      ..C13      .       2.58 Ang.
                                                 1-x,-y,1-z  =      3_656 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  O7A      ..C11      .       2.83 Ang.
                                           1-x,-1/2+y,1/2-z  =      2_645 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  O7A      ..C16      .       2.86 Ang.
                                           1-x,-1/2+y,1/2-z  =      2_645 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  O7A      ..C12      .       2.91 Ang.
                                           1-x,-1/2+y,1/2-z  =      2_645 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  C13      ..C28B     .       2.96 Ang.
                                                 1-x,-y,1-z  =      3_656 Check
PLAT434_ALERT_2_G Short Inter HL..HL Contact F1       ..F1       .       2.81 Ang.
                                                  -x,1-y,-z  =      3_565 Check
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd.  #          3 Note
              C F3 O3 S
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd.  #          4 Note
              C F3 O3 S
PLAT790_ALERT_4_G Centre of Gravity not Within Unit Cell: Resd.  #          5 Note
              C F3 O3 S
PLAT794_ALERT_5_G Tentative Bond Valency for Ru1       (III)     .       3.40 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............         29 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        959 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          5 Note
PLAT941_ALERT_3_G Average HKL Measurement Multiplicity ...........        4.5 Low
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          1 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
  13 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  56 ALERT level G = General information/check it is not something unexpected

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  21 ALERT type 2 Indicator that the structure model may be wrong or deficient
   7 ALERT type 3 Indicator that the structure quality may be low
  38 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check




Datablock: Squeezed_model



Alert level C
PLAT220_ALERT_2_C NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        4.4 Ratio
PLAT222_ALERT_3_C NonSolvent Resd 1  H   Uiso(max)/Uiso(min) Range        4.2 Ratio
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C13 Check
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.3 Note
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.083 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600         19 Report
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          8 Note

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C28 H29 F6 N3 O9 Ru1 S4
            Atom count from the _atom_site data:  C27 H29 F3 N3 O6 Ru1 S3
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G ALERT: Large difference may be due to a
            symmetry error - see SYMMG tests
           From the CIF: _cell_formula_units_Z    4
           From the CIF: _chemical_formula_sum  C28 H29 F6 N3 O9 Ru S4
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C        112.00    108.00    4.00
           H        116.00    116.00    0.00
           F         24.00     12.00   12.00
           N         12.00     12.00    0.00
           O         36.00     24.00   12.00
           Ru         4.00      4.00    0.00
           S         16.00     12.00    4.00
PLAT041_ALERT_1_G Calc. and Reported SumFormula    Strings  Differ     Please Check
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT051_ALERT_1_G Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .      11.77 %
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical          ? Check
PLAT244_ALERT_4_G Low    'Solvent' Ueq as Compared to Neighbors of        C27 Check
PLAT432_ALERT_2_G Short Inter X...Y Contact  O6       ..C6       .       3.01 Ang.
                                             -x,1/2+y,1/2-z  =      2_555 Check
PLAT434_ALERT_2_G Short Inter HL..HL Contact F1       ..F1       .       2.81 Ang.
                                                  -x,1-y,-z  =      3_565 Check
PLAT605_ALERT_4_G Largest Solvent Accessible VOID in the Structure        256 A   3  
PLAT794_ALERT_5_G Tentative Bond Valency for Ru1       (III)     .       3.40 Info
PLAT869_ALERT_4_G ALERTS Related to the Use of SQUEEZE  Suppressed          ! Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        959 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          5 Note
PLAT941_ALERT_3_G Average HKL Measurement Multiplicity ...........        4.5 Low
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          3 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   7 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  18 ALERT level G = General information/check it is not something unexpected

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   8 ALERT type 2 Indicator that the structure model may be wrong or deficient
   6 ALERT type 3 Indicator that the structure quality may be low
   4 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

---

Computing details

Data collection: CrystalClear-SM Expert (Rigaku, 2016) for disordered_model. For both structures, cell refinement: CrysAlis PRO (Rigaku OD, 2018); data reduction: CrysAlis PRO (Rigaku OD, 2018); program(s) used to solve structure: SIR2014 (Burla et al., 2015); program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2020); software used to prepare material for publication: CrystalStructure (Rigaku, 2019), publCIF (Westrip, 2010).

(2,2'-Bipyridyl-κ²N,N')bis(dimethyl sulfoxide-κS)[phenyl(pyridin-2-yl)methanone-κ²N,O]ruthenium(II) bis(trifluoromethanesulfonate) (disordered_model)

Crystal data

[Ru(C10H8N2)(C12H9NO)(C2H6OS)2](CF3O3S)2	F(000) = 1808.00
Mr = 894.85	Dx = 1.723 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 17.3772 (4) Å	Cell parameters from 31997 reflections
b = 12.2931 (2) Å	θ = 2.2–30.5°
c = 16.3443 (4) Å	µ = 0.79 mm^−1
β = 98.895 (2)°	T = 173 K
V = 3449.47 (13) Å^3	Block, orange
Z = 4	0.10 × 0.05 × 0.05 mm

Data collection

Rigaku Mercury70 diffractometer	8290 reflections with F^2 > 2.0σ(F^2)
Detector resolution: 14.629 pixels mm^-1	Rint = 0.019
ω scans	θmax = 30.4°, θmin = 2.0°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2018)	h = −23→23
Tmin = 0.921, Tmax = 0.962	k = −16→16
42165 measured reflections	l = −23→22
9317 independent reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.081	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.0283P)^2 + 3.9158P] where P = (Fo^2 + 2Fc^2)/3
9317 reflections	(Δ/σ)max = 0.001
608 parameters	Δρmax = 0.86 e Å^−3
29 restraints	Δρmin = −0.87 e Å^−3
Primary atom site location: structure-invariant direct methods

Special details

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.

Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ru1	0.21892 (2)	0.05017 (2)	0.20103 (2)	0.02633 (5)
S1	0.27377 (5)	−0.04295 (5)	0.10369 (4)	0.04978 (18)
S2	0.10233 (3)	0.03559 (4)	0.11611 (3)	0.02870 (10)
S3	0.07625 (4)	0.46067 (4)	0.18347 (3)	0.03402 (12)
F1	0.03511 (10)	0.58328 (12)	0.05158 (8)	0.0487 (4)
F2	0.04294 (10)	0.66781 (10)	0.16804 (9)	0.0480 (4)
F3	0.14701 (9)	0.62211 (12)	0.12006 (9)	0.0489 (4)
O1	0.24410 (9)	0.19932 (12)	0.14980 (9)	0.0332 (3)
O2	0.23265 (16)	−0.14256 (15)	0.07013 (12)	0.0683 (7)
O3	0.10620 (11)	0.06064 (13)	0.02803 (9)	0.0403 (4)
O4	0.12551 (12)	0.48455 (14)	0.26074 (10)	0.0484 (4)
O5	0.10877 (12)	0.38520 (13)	0.13067 (11)	0.0479 (4)
O6	−0.00431 (11)	0.44379 (14)	0.19017 (12)	0.0484 (4)
N2	0.19998 (10)	−0.08308 (13)	0.27279 (10)	0.0272 (3)
N1	0.17314 (10)	0.12390 (12)	0.29825 (9)	0.0247 (3)
N3	0.32656 (11)	0.09263 (17)	0.27151 (13)	0.0406 (4)
C1	0.16540 (12)	0.05711 (15)	0.36240 (12)	0.0279 (4)
C2	0.14501 (15)	0.09718 (18)	0.43554 (13)	0.0369 (5)
H2	0.1394	0.0492	0.4798	0.044*
C3	0.13286 (16)	0.20791 (18)	0.44327 (14)	0.0399 (5)
H3	0.1196	0.2368	0.4932	0.048*
C4	0.14022 (14)	0.27586 (17)	0.37750 (13)	0.0350 (5)
H4	0.1316	0.3519	0.3813	0.042*
C5	0.16033 (12)	0.23126 (15)	0.30602 (13)	0.0292 (4)
H5	0.1653	0.2780	0.2608	0.035*
C6	0.17955 (13)	−0.05890 (15)	0.34785 (12)	0.0282 (4)
C7	0.17177 (15)	−0.13966 (17)	0.40547 (13)	0.0384 (5)
H7	0.1584	−0.1210	0.4579	0.046*
C8	0.18351 (16)	−0.24741 (18)	0.38621 (14)	0.0414 (5)
H8	0.1792	−0.3032	0.4254	0.050*
C9	0.20155 (15)	−0.27232 (17)	0.30936 (13)	0.0381 (5)
H9	0.2082	−0.3459	0.2940	0.046*
C10	0.20990 (14)	−0.18875 (16)	0.25483 (13)	0.0349 (5)
H10	0.2233	−0.2066	0.2022	0.042*
C11	0.35019 (15)	0.1962 (2)	0.2582 (2)	0.0520 (7)
C12	0.41884 (19)	0.2382 (3)	0.3007 (3)	0.0886 (14)
H12	0.4351	0.3099	0.2899	0.106*
C13	0.4634 (2)	0.1735 (4)	0.3591 (4)	0.121 (2)
H13	0.5106	0.2008	0.3891	0.145*
C14	0.4398 (2)	0.0708 (4)	0.3737 (3)	0.0983 (16)
H14	0.4704	0.0255	0.4131	0.118*
C15	0.37045 (17)	0.0340 (3)	0.3300 (2)	0.0649 (9)
H15	0.3530	−0.0366	0.3420	0.078*
C16	0.29958 (14)	0.25231 (19)	0.18898 (16)	0.0400 (5)
C17	0.31305 (14)	0.3652 (2)	0.16364 (17)	0.0436 (5)
C18	0.30673 (18)	0.3877 (2)	0.07992 (19)	0.0540 (7)
H18	0.2956	0.3310	0.0404	0.065*
C19	0.3167 (2)	0.4937 (2)	0.0537 (2)	0.0652 (9)
H19	0.3140	0.5086	−0.0037	0.078*
C20	0.33044 (19)	0.5763 (2)	0.1095 (3)	0.0703 (10)
H20	0.3362	0.6486	0.0909	0.084*
C21	0.3360 (2)	0.5550 (3)	0.1929 (3)	0.0716 (10)
H21	0.3453	0.6128	0.2318	0.086*
C22	0.32810 (18)	0.4488 (2)	0.2206 (2)	0.0585 (7)
H22	0.3330	0.4339	0.2782	0.070*
C23	0.3719 (2)	−0.0815 (3)	0.1403 (2)	0.0880 (14)
H23A	0.3733	−0.1297	0.1882	0.106*
H23B	0.4030	−0.0163	0.1566	0.106*
H23C	0.3933	−0.1195	0.0962	0.106*
C24	0.2881 (2)	0.0413 (2)	0.01819 (18)	0.0623 (9)
H24A	0.2379	0.0715	−0.0076	0.075*
H24B	0.3104	−0.0022	−0.0226	0.075*
H24C	0.3237	0.1008	0.0378	0.075*
C25	0.05597 (16)	−0.09281 (17)	0.11911 (13)	0.0384 (5)
H25A	0.0906	−0.1501	0.1043	0.046*
H25B	0.0074	−0.0931	0.0796	0.046*
H25C	0.0444	−0.1061	0.1751	0.046*
C26	0.02969 (14)	0.12177 (18)	0.14662 (15)	0.0371 (5)
H26A	0.0464	0.1978	0.1448	0.045*
H26B	0.0219	0.1033	0.2031	0.045*
H26C	−0.0193	0.1117	0.1088	0.045*
C27	0.07521 (15)	0.58964 (17)	0.12770 (13)	0.0353 (5)
S4A	0.48251 (10)	−0.24864 (15)	0.37611 (11)	0.0429 (4)	0.4
F4A	0.4352 (6)	−0.4487 (7)	0.3753 (8)	0.126 (5)	0.4
F5A	0.3693 (6)	−0.3243 (13)	0.4437 (10)	0.173 (8)	0.4
F6A	0.4788 (6)	−0.3941 (10)	0.4918 (6)	0.113 (5)	0.4
O7A	0.5571 (5)	−0.2950 (10)	0.3698 (7)	0.068 (2)	0.4
O8A	0.4295 (10)	−0.2279 (15)	0.2996 (9)	0.067 (4)	0.4
O9A	0.4780 (12)	−0.1661 (11)	0.4350 (7)	0.125 (6)	0.4
C28A	0.4392 (8)	−0.3598 (9)	0.4252 (8)	0.090 (4)	0.4
S4B	0.4632 (3)	−0.3128 (5)	0.3742 (4)	0.0781 (13)	0.2
F4B	0.5073 (15)	−0.1612 (13)	0.4572 (16)	0.125 (10)	0.2
F5B	0.3966 (12)	−0.214 (2)	0.4748 (17)	0.124 (10)	0.2
F6B	0.5118 (12)	−0.3220 (14)	0.5283 (8)	0.089 (5)	0.2
O7B	0.4210 (10)	−0.4114 (9)	0.3856 (10)	0.063 (5)	0.2
O8B	0.5444 (5)	−0.3400 (14)	0.380 (2)	0.098 (9)	0.2
O9B	0.441 (2)	−0.2190 (19)	0.323 (2)	0.094 (10)	0.2
C28B	0.4695 (12)	−0.2511 (13)	0.4737 (10)	0.131 (13)	0.2
S4C	0.41337 (10)	−0.26601 (16)	0.40330 (12)	0.0500 (4)	0.4
F4C	0.5126 (9)	−0.4124 (11)	0.3749 (7)	0.187 (6)	0.4
F5C	0.5622 (4)	−0.2694 (12)	0.4263 (10)	0.169 (6)	0.4
F6C	0.5134 (7)	−0.3747 (11)	0.5027 (8)	0.107 (4)	0.4
O7C	0.3645 (5)	−0.3697 (9)	0.3964 (6)	0.080 (3)	0.4
O8C	0.4107 (9)	−0.2271 (13)	0.3201 (8)	0.057 (3)	0.4
O9C	0.4163 (13)	−0.1813 (12)	0.4598 (8)	0.146 (9)	0.4
C28C	0.4981 (4)	−0.3400 (5)	0.4304 (4)	0.0430 (15)	0.4

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.03761 (9)	0.02047 (7)	0.02264 (8)	0.00535 (6)	0.01015 (6)	0.00556 (6)
S1	0.0815 (5)	0.0380 (3)	0.0382 (3)	0.0272 (3)	0.0356 (3)	0.0154 (2)
S2	0.0468 (3)	0.0203 (2)	0.0192 (2)	−0.00074 (19)	0.00577 (19)	0.00434 (16)
S3	0.0545 (3)	0.0198 (2)	0.0293 (2)	0.0034 (2)	0.0115 (2)	0.00168 (18)
F1	0.0732 (10)	0.0421 (8)	0.0295 (7)	0.0040 (7)	0.0041 (7)	0.0053 (6)
F2	0.0813 (11)	0.0224 (6)	0.0434 (8)	0.0104 (6)	0.0190 (7)	0.0012 (5)
F3	0.0626 (9)	0.0412 (8)	0.0459 (8)	−0.0064 (7)	0.0174 (7)	0.0077 (6)
O1	0.0419 (8)	0.0264 (7)	0.0339 (8)	0.0030 (6)	0.0139 (6)	0.0078 (6)
O2	0.143 (2)	0.0320 (9)	0.0398 (10)	0.0161 (11)	0.0446 (12)	−0.0018 (8)
O3	0.0635 (11)	0.0365 (8)	0.0208 (7)	−0.0041 (8)	0.0063 (7)	0.0096 (6)
O4	0.0784 (13)	0.0313 (8)	0.0331 (8)	−0.0002 (8)	0.0009 (8)	0.0052 (7)
O5	0.0773 (13)	0.0265 (8)	0.0434 (9)	0.0104 (8)	0.0202 (9)	−0.0021 (7)
O6	0.0581 (11)	0.0397 (9)	0.0506 (10)	−0.0023 (8)	0.0190 (9)	0.0084 (8)
N2	0.0413 (9)	0.0198 (7)	0.0212 (7)	0.0039 (6)	0.0073 (7)	0.0035 (6)
N1	0.0340 (8)	0.0191 (7)	0.0211 (7)	0.0013 (6)	0.0047 (6)	0.0011 (6)
N3	0.0321 (9)	0.0406 (10)	0.0487 (11)	0.0054 (8)	0.0056 (8)	0.0151 (9)
C1	0.0415 (11)	0.0215 (8)	0.0209 (8)	0.0006 (8)	0.0052 (7)	0.0002 (7)
C2	0.0604 (14)	0.0281 (10)	0.0241 (9)	0.0014 (10)	0.0120 (9)	0.0001 (8)
C3	0.0633 (15)	0.0301 (11)	0.0283 (10)	0.0045 (10)	0.0132 (10)	−0.0059 (8)
C4	0.0491 (13)	0.0234 (9)	0.0324 (10)	0.0030 (9)	0.0065 (9)	−0.0042 (8)
C5	0.0383 (11)	0.0203 (8)	0.0290 (9)	0.0014 (8)	0.0049 (8)	0.0011 (7)
C6	0.0432 (11)	0.0211 (8)	0.0205 (8)	0.0017 (8)	0.0055 (8)	0.0016 (7)
C7	0.0678 (15)	0.0262 (10)	0.0227 (9)	0.0023 (10)	0.0117 (10)	0.0049 (8)
C8	0.0709 (16)	0.0246 (10)	0.0295 (10)	0.0003 (10)	0.0097 (11)	0.0090 (8)
C9	0.0637 (15)	0.0196 (9)	0.0304 (10)	0.0041 (9)	0.0057 (10)	0.0031 (8)
C10	0.0594 (14)	0.0221 (9)	0.0242 (9)	0.0069 (9)	0.0097 (9)	0.0011 (7)
C11	0.0337 (12)	0.0491 (15)	0.0728 (19)	−0.0020 (11)	0.0065 (12)	0.0237 (14)
C12	0.0450 (17)	0.077 (2)	0.134 (4)	−0.0191 (16)	−0.0167 (19)	0.049 (2)
C13	0.053 (2)	0.113 (4)	0.176 (5)	−0.028 (2)	−0.046 (3)	0.074 (4)
C14	0.054 (2)	0.093 (3)	0.133 (4)	−0.0064 (19)	−0.032 (2)	0.059 (3)
C15	0.0400 (14)	0.0660 (19)	0.084 (2)	0.0024 (13)	−0.0056 (14)	0.0409 (17)
C16	0.0376 (12)	0.0347 (11)	0.0505 (13)	0.0034 (9)	0.0153 (10)	0.0105 (10)
C17	0.0386 (12)	0.0330 (11)	0.0601 (15)	0.0006 (9)	0.0103 (11)	0.0093 (11)
C18	0.0654 (18)	0.0359 (13)	0.0605 (17)	−0.0002 (12)	0.0093 (14)	0.0126 (12)
C19	0.073 (2)	0.0428 (15)	0.077 (2)	−0.0031 (14)	0.0023 (17)	0.0248 (15)
C20	0.0601 (18)	0.0333 (14)	0.110 (3)	−0.0073 (12)	−0.0098 (18)	0.0211 (16)
C21	0.0611 (19)	0.0404 (15)	0.109 (3)	−0.0063 (14)	0.0001 (19)	−0.0076 (17)
C22	0.0545 (16)	0.0459 (15)	0.074 (2)	−0.0077 (13)	0.0051 (14)	0.0002 (14)
C23	0.095 (3)	0.097 (3)	0.086 (2)	0.068 (2)	0.058 (2)	0.051 (2)
C24	0.093 (2)	0.0563 (17)	0.0492 (15)	0.0332 (16)	0.0482 (16)	0.0272 (13)
C25	0.0630 (15)	0.0239 (9)	0.0275 (10)	−0.0093 (10)	0.0048 (10)	0.0036 (8)
C26	0.0410 (12)	0.0303 (10)	0.0391 (12)	0.0040 (9)	0.0037 (9)	0.0028 (9)
C27	0.0539 (13)	0.0249 (9)	0.0286 (10)	0.0024 (9)	0.0113 (9)	0.0023 (8)
S4A	0.0488 (9)	0.0355 (8)	0.0449 (9)	−0.0039 (7)	0.0086 (7)	0.0100 (7)
F4A	0.099 (7)	0.060 (5)	0.195 (11)	−0.037 (5)	−0.055 (6)	0.042 (5)
F5A	0.079 (7)	0.223 (16)	0.242 (15)	0.054 (8)	0.105 (9)	0.159 (13)
F6A	0.143 (9)	0.109 (8)	0.101 (6)	0.056 (7)	0.071 (6)	0.088 (7)
O7A	0.051 (4)	0.067 (5)	0.093 (5)	0.011 (4)	0.035 (4)	0.026 (5)
O8A	0.069 (9)	0.059 (5)	0.061 (7)	−0.015 (5)	−0.033 (6)	0.024 (6)
O9A	0.184 (15)	0.118 (11)	0.075 (6)	0.094 (10)	0.029 (8)	0.025 (6)
C28A	0.119 (11)	0.071 (7)	0.087 (8)	0.036 (7)	0.040 (7)	0.053 (7)
S4B	0.076 (3)	0.077 (4)	0.086 (4)	0.011 (3)	0.026 (3)	0.008 (3)
F4B	0.15 (2)	0.053 (9)	0.18 (2)	−0.068 (13)	0.049 (15)	−0.023 (10)
F5B	0.099 (11)	0.112 (17)	0.18 (2)	0.006 (11)	0.095 (13)	−0.061 (15)
F6B	0.113 (11)	0.103 (12)	0.048 (6)	0.000 (11)	0.003 (7)	0.028 (7)
O7B	0.092 (13)	0.052 (10)	0.050 (7)	0.021 (9)	0.028 (8)	0.007 (6)
O8B	0.064 (11)	0.043 (9)	0.21 (3)	0.022 (8)	0.080 (15)	0.022 (14)
O9B	0.085 (16)	0.080 (14)	0.094 (18)	0.043 (12)	−0.057 (14)	0.007 (12)
C28B	0.23 (4)	0.074 (16)	0.083 (16)	−0.07 (2)	0.00 (2)	0.005 (14)
S4C	0.0421 (8)	0.0549 (10)	0.0551 (10)	0.0193 (7)	0.0142 (7)	0.0171 (8)
F4C	0.246 (15)	0.152 (9)	0.185 (10)	0.155 (11)	0.099 (11)	0.035 (10)
F5C	0.041 (3)	0.233 (17)	0.234 (15)	−0.027 (6)	0.024 (6)	0.112 (12)
F6C	0.079 (6)	0.085 (7)	0.150 (10)	0.029 (6)	−0.006 (6)	0.013 (6)
O7C	0.043 (4)	0.100 (7)	0.098 (6)	−0.026 (4)	0.014 (4)	0.045 (5)
O8C	0.080 (8)	0.041 (4)	0.051 (6)	−0.002 (5)	0.007 (4)	0.021 (4)
O9C	0.25 (2)	0.092 (10)	0.085 (8)	0.089 (14)	−0.019 (11)	0.008 (6)
C28C	0.039 (3)	0.050 (4)	0.040 (3)	0.032 (3)	0.004 (3)	0.022 (3)

Geometric parameters (Å, º)

Ru1—N2	2.0705 (16)	C14—C15	1.378 (5)
Ru1—O1	2.0898 (14)	C14—H14	0.9500
Ru1—N1	2.0905 (16)	C15—H15	0.9500
Ru1—N3	2.105 (2)	C16—C17	1.477 (3)
Ru1—S2	2.2789 (6)	C17—C18	1.384 (4)
Ru1—S1	2.2845 (6)	C17—C22	1.384 (4)
S1—O2	1.480 (2)	C18—C19	1.391 (4)
S1—C23	1.781 (4)	C18—H18	0.9500
S1—C24	1.787 (2)	C19—C20	1.360 (5)
S2—O3	1.4839 (15)	C19—H19	0.9500
S2—C25	1.776 (2)	C20—C21	1.377 (5)
S2—C26	1.777 (2)	C20—H20	0.9500
S3—O6	1.436 (2)	C21—C22	1.396 (4)
S3—O5	1.4407 (17)	C21—H21	0.9500
S3—O4	1.4421 (18)	C22—H22	0.9500
S3—C27	1.827 (2)	C23—H23A	0.9800
F1—C27	1.331 (3)	C23—H23B	0.9800
F2—C27	1.337 (2)	C23—H23C	0.9800
F3—C27	1.334 (3)	C24—H24A	0.9800
O1—C16	1.254 (3)	C24—H24B	0.9800
N2—C10	1.349 (2)	C24—H24C	0.9800
N2—C6	1.362 (2)	C25—H25A	0.9800
N1—C5	1.348 (2)	C25—H25B	0.9800
N1—C1	1.355 (2)	C25—H25C	0.9800
N3—C15	1.338 (3)	C26—H26A	0.9800
N3—C11	1.366 (3)	C26—H26B	0.9800
C1—C2	1.389 (3)	C26—H26C	0.9800
C1—C6	1.473 (3)	S4A—O9A	1.409 (12)
C2—C3	1.386 (3)	S4A—O7A	1.435 (8)
C2—H2	0.9500	S4A—O8A	1.456 (11)
C3—C4	1.383 (3)	S4A—C28A	1.806 (10)
C3—H3	0.9500	F4A—C28A	1.359 (13)
C4—C5	1.383 (3)	F5A—C28A	1.367 (11)
C4—H4	0.9500	F6A—C28A	1.267 (15)
C5—H5	0.9500	S4B—O8B	1.438 (5)
C6—C7	1.389 (3)	S4B—O9B	1.439 (5)
C7—C8	1.384 (3)	S4B—O7B	1.444 (5)
C7—H7	0.9500	S4B—C28B	1.784 (16)
C8—C9	1.375 (3)	F4B—C28B	1.335 (16)
C8—H8	0.9500	F5B—C28B	1.350 (18)
C9—C10	1.382 (3)	F6B—C28B	1.375 (16)
C9—H9	0.9500	S4C—O9C	1.387 (13)
C10—H10	0.9500	S4C—O8C	1.435 (11)
C11—C12	1.384 (4)	S4C—O7C	1.526 (9)
C11—C16	1.490 (4)	S4C—C28C	1.730 (6)
C12—C13	1.384 (5)	F4C—C28C	1.323 (11)
C12—H12	0.9500	F5C—C28C	1.421 (11)
C13—C14	1.359 (6)	F6C—C28C	1.245 (11)
C13—H13	0.9500
N2—Ru1—O1	169.28 (6)	O1—C16—C17	119.2 (2)
N2—Ru1—N1	78.46 (6)	O1—C16—C11	117.7 (2)
O1—Ru1—N1	92.98 (6)	C17—C16—C11	123.2 (2)
N2—Ru1—N3	95.27 (7)	C18—C17—C22	119.6 (3)
O1—Ru1—N3	77.20 (7)	C18—C17—C16	118.3 (2)
N1—Ru1—N3	83.51 (7)	C22—C17—C16	122.0 (3)
N2—Ru1—S2	94.50 (5)	C17—C18—C19	119.8 (3)
O1—Ru1—S2	92.67 (5)	C17—C18—H18	120.1
N1—Ru1—S2	95.17 (5)	C19—C18—H18	120.1
N3—Ru1—S2	169.66 (5)	C20—C19—C18	120.7 (3)
N2—Ru1—S1	96.77 (5)	C20—C19—H19	119.7
O1—Ru1—S1	91.43 (4)	C18—C19—H19	119.7
N1—Ru1—S1	174.49 (5)	C19—C20—C21	120.0 (3)
N3—Ru1—S1	94.26 (6)	C19—C20—H20	120.0
S2—Ru1—S1	87.93 (3)	C21—C20—H20	120.0
O2—S1—C23	106.67 (18)	C20—C21—C22	120.2 (3)
O2—S1—C24	107.89 (15)	C20—C21—H21	119.9
C23—S1—C24	100.07 (16)	C22—C21—H21	119.9
O2—S1—Ru1	116.32 (9)	C17—C22—C21	119.6 (3)
C23—S1—Ru1	112.34 (14)	C17—C22—H22	120.2
C24—S1—Ru1	112.18 (9)	C21—C22—H22	120.2
O3—S2—C25	107.45 (10)	S1—C23—H23A	109.5
O3—S2—C26	106.81 (11)	S1—C23—H23B	109.5
C25—S2—C26	100.20 (12)	H23A—C23—H23B	109.5
O3—S2—Ru1	113.90 (8)	S1—C23—H23C	109.5
C25—S2—Ru1	114.67 (8)	H23A—C23—H23C	109.5
C26—S2—Ru1	112.67 (8)	H23B—C23—H23C	109.5
O6—S3—O5	115.46 (12)	S1—C24—H24A	109.5
O6—S3—O4	114.59 (12)	S1—C24—H24B	109.5
O5—S3—O4	114.90 (12)	H24A—C24—H24B	109.5
O6—S3—C27	103.23 (11)	S1—C24—H24C	109.5
O5—S3—C27	103.57 (10)	H24A—C24—H24C	109.5
O4—S3—C27	102.65 (10)	H24B—C24—H24C	109.5
C16—O1—Ru1	116.30 (14)	S2—C25—H25A	109.5
C10—N2—C6	117.79 (16)	S2—C25—H25B	109.5
C10—N2—Ru1	127.01 (13)	H25A—C25—H25B	109.5
C6—N2—Ru1	115.09 (13)	S2—C25—H25C	109.5
C5—N1—C1	118.88 (17)	H25A—C25—H25C	109.5
C5—N1—Ru1	125.73 (13)	H25B—C25—H25C	109.5
C1—N1—Ru1	114.87 (12)	S2—C26—H26A	109.5
C15—N3—C11	117.6 (2)	S2—C26—H26B	109.5
C15—N3—Ru1	128.15 (19)	H26A—C26—H26B	109.5
C11—N3—Ru1	114.06 (16)	S2—C26—H26C	109.5
N1—C1—C2	121.35 (18)	H26A—C26—H26C	109.5
N1—C1—C6	115.02 (16)	H26B—C26—H26C	109.5
C2—C1—C6	123.63 (18)	F1—C27—F3	106.99 (18)
C3—C2—C1	119.3 (2)	F1—C27—F2	107.71 (19)
C3—C2—H2	120.3	F3—C27—F2	107.51 (18)
C1—C2—H2	120.3	F1—C27—S3	112.25 (15)
C4—C3—C2	119.3 (2)	F3—C27—S3	111.65 (16)
C4—C3—H3	120.4	F2—C27—S3	110.50 (14)
C2—C3—H3	120.4	O9A—S4A—O7A	118.8 (9)
C3—C4—C5	118.88 (19)	O9A—S4A—O8A	111.5 (10)
C3—C4—H4	120.6	O7A—S4A—O8A	117.8 (9)
C5—C4—H4	120.6	O9A—S4A—C28A	99.8 (8)
N1—C5—C4	122.32 (19)	O7A—S4A—C28A	100.1 (5)
N1—C5—H5	118.8	O8A—S4A—C28A	105.2 (8)
C4—C5—H5	118.8	F6A—C28A—F4A	102.6 (10)
N2—C6—C7	121.39 (18)	F6A—C28A—F5A	107.5 (10)
N2—C6—C1	115.48 (16)	F4A—C28A—F5A	115.1 (15)
C7—C6—C1	123.12 (18)	F6A—C28A—S4A	115.1 (11)
C8—C7—C6	119.78 (19)	F4A—C28A—S4A	109.1 (8)
C8—C7—H7	120.1	F5A—C28A—S4A	107.6 (7)
C6—C7—H7	120.1	O8B—S4B—O9B	113.5 (17)
C9—C8—C7	118.90 (19)	O8B—S4B—O7B	108.0 (11)
C9—C8—H8	120.6	O9B—S4B—O7B	130.5 (15)
C7—C8—H8	120.6	O8B—S4B—C28B	96.7 (14)
C8—C9—C10	119.0 (2)	O9B—S4B—C28B	99.2 (19)
C8—C9—H9	120.5	O7B—S4B—C28B	101.5 (9)
C10—C9—H9	120.5	F4B—C28B—F5B	102 (2)
N2—C10—C9	123.08 (19)	F4B—C28B—F6B	115 (2)
N2—C10—H10	118.5	F5B—C28B—F6B	128 (2)
C9—C10—H10	118.5	F4B—C28B—S4B	97.4 (14)
N3—C11—C12	121.7 (3)	F5B—C28B—S4B	103.3 (14)
N3—C11—C16	113.3 (2)	F6B—C28B—S4B	105.8 (12)
C12—C11—C16	124.7 (3)	O9C—S4C—O8C	111.9 (9)
C11—C12—C13	118.5 (3)	O9C—S4C—O7C	129.7 (10)
C11—C12—H12	120.7	O8C—S4C—O7C	105.8 (8)
C13—C12—H12	120.7	O9C—S4C—C28C	106.4 (7)
C14—C13—C12	120.2 (4)	O8C—S4C—C28C	108.6 (7)
C14—C13—H13	119.9	O7C—S4C—C28C	91.3 (5)
C12—C13—H13	119.9	F6C—C28C—F4C	112.7 (9)
C13—C14—C15	118.5 (3)	F6C—C28C—F5C	101.6 (10)
C13—C14—H14	120.7	F4C—C28C—F5C	98.4 (10)
C15—C14—H14	120.7	F6C—C28C—S4C	118.1 (7)
N3—C15—C14	123.3 (3)	F4C—C28C—S4C	115.0 (7)
N3—C15—H15	118.3	F5C—C28C—S4C	108.0 (6)
C14—C15—H15	118.3
C5—N1—C1—C2	−0.3 (3)	C11—C16—C17—C22	−46.8 (4)
Ru1—N1—C1—C2	171.93 (17)	C22—C17—C18—C19	1.0 (4)
C5—N1—C1—C6	179.25 (19)	C16—C17—C18—C19	178.1 (3)
Ru1—N1—C1—C6	−8.5 (2)	C17—C18—C19—C20	−1.9 (5)
N1—C1—C2—C3	−0.5 (4)	C18—C19—C20—C21	1.3 (5)
C6—C1—C2—C3	−180.0 (2)	C19—C20—C21—C22	0.3 (5)
C1—C2—C3—C4	0.9 (4)	C18—C17—C22—C21	0.6 (4)
C2—C3—C4—C5	−0.7 (4)	C16—C17—C22—C21	−176.4 (3)
C1—N1—C5—C4	0.6 (3)	C20—C21—C22—C17	−1.3 (5)
Ru1—N1—C5—C4	−170.71 (16)	O6—S3—C27—F1	−63.67 (19)
C3—C4—C5—N1	−0.1 (3)	O5—S3—C27—F1	57.06 (19)
C10—N2—C6—C7	2.2 (3)	O4—S3—C27—F1	176.93 (17)
Ru1—N2—C6—C7	−174.22 (18)	O6—S3—C27—F3	176.19 (15)
C10—N2—C6—C1	−176.9 (2)	O5—S3—C27—F3	−63.08 (18)
Ru1—N2—C6—C1	6.7 (2)	O4—S3—C27—F3	56.79 (18)
N1—C1—C6—N2	1.3 (3)	O6—S3—C27—F2	56.59 (19)
C2—C1—C6—N2	−179.2 (2)	O5—S3—C27—F2	177.32 (17)
N1—C1—C6—C7	−177.8 (2)	O4—S3—C27—F2	−62.81 (19)
C2—C1—C6—C7	1.7 (4)	O9A—S4A—C28A—F6A	−67.7 (12)
N2—C6—C7—C8	−1.2 (4)	O7A—S4A—C28A—F6A	54.1 (11)
C1—C6—C7—C8	177.8 (2)	O8A—S4A—C28A—F6A	176.8 (13)
C6—C7—C8—C9	−1.0 (4)	O9A—S4A—C28A—F4A	177.6 (10)
C7—C8—C9—C10	2.1 (4)	O7A—S4A—C28A—F4A	−60.6 (10)
C6—N2—C10—C9	−1.1 (4)	O8A—S4A—C28A—F4A	62.1 (12)
Ru1—N2—C10—C9	174.88 (18)	O9A—S4A—C28A—F5A	52.1 (14)
C8—C9—C10—N2	−1.1 (4)	O7A—S4A—C28A—F5A	173.9 (13)
C15—N3—C11—C12	2.9 (5)	O8A—S4A—C28A—F5A	−63.5 (15)
Ru1—N3—C11—C12	178.7 (3)	O8B—S4B—C28B—F4B	71.2 (17)
C15—N3—C11—C16	177.0 (3)	O9B—S4B—C28B—F4B	−44 (2)
Ru1—N3—C11—C16	−7.2 (3)	O7B—S4B—C28B—F4B	−178.8 (17)
N3—C11—C12—C13	−1.3 (7)	O8B—S4B—C28B—F5B	175.8 (18)
C16—C11—C12—C13	−174.7 (4)	O9B—S4B—C28B—F5B	61 (2)
C11—C12—C13—C14	0.3 (9)	O7B—S4B—C28B—F5B	−74.2 (18)
C12—C13—C14—C15	−1.0 (9)	O8B—S4B—C28B—F6B	−47.7 (17)
C11—N3—C15—C14	−3.7 (6)	O9B—S4B—C28B—F6B	−162.9 (19)
Ru1—N3—C15—C14	−178.7 (3)	O7B—S4B—C28B—F6B	62.3 (16)
C13—C14—C15—N3	2.7 (8)	O9C—S4C—C28C—F6C	54.8 (13)
Ru1—O1—C16—C17	−170.77 (17)	O8C—S4C—C28C—F6C	175.4 (12)
Ru1—O1—C16—C11	10.7 (3)	O7C—S4C—C28C—F6C	−77.4 (10)
N3—C11—C16—O1	−2.2 (4)	O9C—S4C—C28C—F4C	−168.2 (13)
C12—C11—C16—O1	171.7 (3)	O8C—S4C—C28C—F4C	−47.6 (12)
N3—C11—C16—C17	179.4 (2)	O7C—S4C—C28C—F4C	59.5 (10)
C12—C11—C16—C17	−6.7 (5)	O9C—S4C—C28C—F5C	−59.5 (12)
O1—C16—C17—C18	−42.3 (3)	O8C—S4C—C28C—F5C	61.0 (11)
C11—C16—C17—C18	136.2 (3)	O7C—S4C—C28C—F5C	168.2 (9)
O1—C16—C17—C22	134.7 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5···O5	0.95	2.56	3.436 (3)	152
C26—H26A···O5	0.98	2.57	3.543 (3)	171
C4—H4···O4	0.95	2.55	3.184 (3)	125
C5—H5···O4	0.95	2.63	3.236 (3)	122
C9—H9···O4^i	0.95	2.54	3.314 (3)	139
C25—H25A···F2^i	0.98	2.65	3.067 (2)	106
C25—H25C···O6^ii	0.98	2.49	3.404 (3)	156
C26—H26B···O6^ii	0.98	2.67	3.530 (3)	146
C25—H25C···O6^ii	0.98	2.49	3.404 (3)	1556
C26—H26B···O6^ii	0.98	2.67	3.530 (3)	146

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

(Squeezed_model)

Crystal data

C28H29F6N3O9RuS4	F(000) = 1808.00
Mr = 894.85	Dx = 1.723 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 17.3772 (4) Å	Cell parameters from 31997 reflections
b = 12.2931 (2) Å	θ = 2.2–30.5°
c = 16.3443 (4) Å	µ = 0.79 mm^−1
β = 98.895 (2)°	T = 173 K
V = 3449.47 (13) Å^3	Block, orange
Z = 4	0.10 × 0.05 × 0.05 mm

Data collection

Rigaku Mercury70 diffractometer	8290 reflections with F^2 > 2.0σ(F^2)
Detector resolution: 14.629 pixels mm^-1	Rint = 0.019
ω scans	θmax = 30.4°, θmin = 2.0°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2018)	h = −23→23
Tmin = 0.921, Tmax = 0.962	k = −16→16
42165 measured reflections	l = −23→22
9317 independent reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.071	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0242P)^2 + 3.2481P] where P = (Fo^2 + 2Fc^2)/3
9317 reflections	(Δ/σ)max < 0.001
392 parameters	Δρmax = 0.84 e Å^−3
0 restraints	Δρmin = −0.88 e Å^−3
Primary atom site location: structure-invariant direct methods

Special details

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.

Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ru1	0.21892 (2)	0.05017 (2)	0.20103 (2)	0.02636 (4)
S1	0.27378 (4)	−0.04295 (4)	0.10370 (3)	0.04980 (16)
S2	0.10234 (3)	0.03559 (3)	0.11611 (3)	0.02876 (9)
S3	0.07627 (3)	0.46067 (4)	0.18348 (3)	0.03408 (10)
F1	0.03507 (9)	0.58331 (11)	0.05157 (7)	0.0488 (3)
F2	0.04294 (9)	0.66787 (9)	0.16804 (8)	0.0479 (3)
F3	0.14705 (8)	0.62215 (11)	0.12006 (8)	0.0489 (3)
O1	0.24409 (8)	0.19932 (10)	0.14977 (8)	0.0332 (3)
O2	0.23263 (14)	−0.14250 (13)	0.07011 (10)	0.0683 (6)
O3	0.10620 (9)	0.06063 (12)	0.02799 (8)	0.0404 (3)
O4	0.12550 (11)	0.48452 (12)	0.26071 (9)	0.0484 (4)
O5	0.10880 (11)	0.38527 (12)	0.13066 (10)	0.0479 (4)
O6	−0.00432 (10)	0.44374 (13)	0.19013 (10)	0.0483 (4)
N2	0.20000 (9)	−0.08312 (11)	0.27273 (9)	0.0272 (3)
N1	0.17312 (9)	0.12391 (11)	0.29822 (8)	0.0248 (3)
N3	0.32653 (10)	0.09260 (15)	0.27153 (12)	0.0407 (4)
C1	0.16540 (11)	0.05712 (14)	0.36240 (10)	0.0280 (3)
C2	0.14500 (13)	0.09717 (16)	0.43552 (11)	0.0369 (4)
H2	0.1394	0.0492	0.4798	0.044*
C3	0.13283 (14)	0.20795 (16)	0.44327 (12)	0.0399 (5)
H3	0.1196	0.2368	0.4932	0.048*
C4	0.14025 (12)	0.27582 (15)	0.37749 (12)	0.0350 (4)
H4	0.1317	0.3518	0.3813	0.042*
C5	0.16035 (11)	0.23127 (14)	0.30601 (11)	0.0293 (4)
H5	0.1653	0.2780	0.2608	0.035*
C6	0.17960 (11)	−0.05895 (14)	0.34786 (10)	0.0283 (3)
C7	0.17188 (14)	−0.13966 (15)	0.40550 (11)	0.0384 (4)
H7	0.1587	−0.1210	0.4580	0.046*
C8	0.18354 (14)	−0.24735 (16)	0.38619 (12)	0.0415 (5)
H8	0.1792	−0.3032	0.4254	0.050*
C9	0.20157 (13)	−0.27230 (15)	0.30937 (12)	0.0381 (4)
H9	0.2082	−0.3458	0.2940	0.046*
C10	0.20995 (13)	−0.18874 (14)	0.25485 (11)	0.0347 (4)
H10	0.2233	−0.2066	0.2023	0.042*
C11	0.35012 (13)	0.1962 (2)	0.25811 (17)	0.0520 (6)
C12	0.41880 (17)	0.2384 (3)	0.3007 (2)	0.0890 (12)
H12	0.4349	0.3101	0.2901	0.107*
C13	0.4635 (2)	0.1735 (4)	0.3593 (3)	0.1220 (19)
H13	0.5106	0.2009	0.3894	0.146*
C14	0.43982 (19)	0.0708 (3)	0.3736 (3)	0.0986 (14)
H14	0.4704	0.0253	0.4128	0.118*
C15	0.37040 (15)	0.0341 (2)	0.32992 (19)	0.0651 (8)
H15	0.3529	−0.0364	0.3420	0.078*
C16	0.29956 (12)	0.25231 (17)	0.18902 (14)	0.0402 (5)
C17	0.31303 (13)	0.36515 (17)	0.16368 (15)	0.0438 (5)
C18	0.30677 (16)	0.3878 (2)	0.07994 (17)	0.0542 (6)
H18	0.2957	0.3310	0.0404	0.065*
C19	0.31671 (18)	0.4937 (2)	0.0538 (2)	0.0654 (8)
H19	0.3138	0.5086	−0.0036	0.079*
C20	0.33052 (17)	0.5763 (2)	0.1096 (2)	0.0704 (9)
H20	0.3363	0.6486	0.0909	0.084*
C21	0.33610 (17)	0.5550 (2)	0.1931 (2)	0.0714 (9)
H21	0.3455	0.6127	0.2319	0.086*
C22	0.32804 (16)	0.4488 (2)	0.2206 (2)	0.0585 (6)
H22	0.3328	0.4339	0.2782	0.070*
C23	0.3718 (2)	−0.0814 (3)	0.1402 (2)	0.0882 (13)
H23A	0.3733	−0.1289	0.1886	0.106*
H23B	0.4031	−0.0162	0.1558	0.106*
H23C	0.3931	−0.1203	0.0963	0.106*
C24	0.28800 (18)	0.0412 (2)	0.01821 (15)	0.0621 (8)
H24A	0.2379	0.0715	−0.0075	0.075*
H24B	0.3102	−0.0023	−0.0226	0.075*
H24C	0.3237	0.1007	0.0378	0.075*
C25	0.05595 (14)	−0.09282 (15)	0.11908 (12)	0.0382 (4)
H25A	0.0906	−0.1501	0.1045	0.046*
H25B	0.0075	−0.0932	0.0794	0.046*
H25C	0.0441	−0.1060	0.1749	0.046*
C26	0.02972 (12)	0.12184 (16)	0.14662 (13)	0.0371 (4)
H26A	0.0462	0.1979	0.1442	0.045*
H26B	0.0224	0.1040	0.2033	0.045*
H26C	−0.0194	0.1113	0.1091	0.045*
C27	0.07526 (13)	0.58962 (15)	0.12773 (12)	0.0356 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.03765 (8)	0.02051 (7)	0.02267 (7)	0.00532 (5)	0.01014 (5)	0.00555 (5)
S1	0.0815 (4)	0.0381 (3)	0.0382 (3)	0.0271 (3)	0.0355 (3)	0.0154 (2)
S2	0.0468 (3)	0.02038 (18)	0.01935 (18)	−0.00077 (17)	0.00577 (17)	0.00437 (14)
S3	0.0546 (3)	0.01982 (19)	0.0294 (2)	0.00343 (18)	0.0115 (2)	0.00172 (16)
F1	0.0737 (9)	0.0423 (7)	0.0292 (6)	0.0041 (6)	0.0038 (6)	0.0052 (5)
F2	0.0807 (9)	0.0225 (5)	0.0433 (7)	0.0104 (6)	0.0188 (6)	0.0011 (5)
F3	0.0626 (8)	0.0413 (7)	0.0456 (7)	−0.0065 (6)	0.0172 (6)	0.0078 (6)
O1	0.0417 (7)	0.0264 (6)	0.0340 (7)	0.0029 (5)	0.0139 (6)	0.0078 (5)
O2	0.1423 (19)	0.0322 (8)	0.0403 (9)	0.0156 (10)	0.0448 (11)	−0.0021 (7)
O3	0.0637 (9)	0.0365 (7)	0.0208 (6)	−0.0040 (7)	0.0062 (6)	0.0096 (5)
O4	0.0786 (12)	0.0312 (7)	0.0331 (7)	−0.0002 (7)	0.0007 (7)	0.0051 (6)
O5	0.0772 (11)	0.0265 (7)	0.0434 (8)	0.0106 (7)	0.0200 (8)	−0.0022 (6)
O6	0.0577 (10)	0.0394 (8)	0.0512 (9)	−0.0023 (7)	0.0191 (8)	0.0080 (7)
N2	0.0412 (8)	0.0200 (6)	0.0213 (7)	0.0040 (6)	0.0073 (6)	0.0036 (5)
N1	0.0344 (7)	0.0190 (6)	0.0211 (6)	0.0014 (5)	0.0049 (5)	0.0010 (5)
N3	0.0319 (8)	0.0408 (9)	0.0492 (10)	0.0052 (7)	0.0058 (7)	0.0147 (8)
C1	0.0417 (9)	0.0216 (7)	0.0209 (7)	0.0005 (7)	0.0052 (7)	0.0003 (6)
C2	0.0607 (13)	0.0280 (9)	0.0237 (8)	0.0012 (8)	0.0119 (8)	0.0002 (7)
C3	0.0631 (13)	0.0302 (9)	0.0283 (9)	0.0046 (9)	0.0133 (9)	−0.0057 (7)
C4	0.0494 (11)	0.0232 (8)	0.0326 (9)	0.0029 (8)	0.0067 (8)	−0.0044 (7)
C5	0.0382 (9)	0.0203 (7)	0.0294 (8)	0.0013 (7)	0.0049 (7)	0.0010 (6)
C6	0.0432 (10)	0.0212 (7)	0.0206 (7)	0.0018 (7)	0.0057 (7)	0.0015 (6)
C7	0.0675 (14)	0.0266 (9)	0.0225 (8)	0.0022 (9)	0.0119 (9)	0.0048 (7)
C8	0.0709 (15)	0.0246 (9)	0.0295 (9)	0.0001 (9)	0.0097 (9)	0.0090 (7)
C9	0.0634 (13)	0.0197 (8)	0.0306 (9)	0.0043 (8)	0.0056 (9)	0.0030 (7)
C10	0.0587 (12)	0.0224 (8)	0.0241 (8)	0.0067 (8)	0.0095 (8)	0.0012 (7)
C11	0.0338 (11)	0.0485 (13)	0.0732 (16)	−0.0016 (9)	0.0066 (11)	0.0239 (12)
C12	0.0449 (15)	0.078 (2)	0.134 (3)	−0.0196 (14)	−0.0173 (17)	0.050 (2)
C13	0.0526 (18)	0.114 (3)	0.179 (4)	−0.027 (2)	−0.046 (2)	0.076 (3)
C14	0.0547 (17)	0.092 (3)	0.134 (3)	−0.0068 (17)	−0.0337 (19)	0.058 (2)
C15	0.0406 (12)	0.0655 (17)	0.084 (2)	0.0029 (12)	−0.0055 (12)	0.0411 (15)
C16	0.0380 (10)	0.0345 (10)	0.0508 (12)	0.0034 (8)	0.0154 (9)	0.0109 (9)
C17	0.0386 (11)	0.0330 (10)	0.0607 (14)	0.0006 (8)	0.0106 (10)	0.0094 (10)
C18	0.0653 (16)	0.0358 (11)	0.0614 (15)	−0.0004 (11)	0.0094 (12)	0.0124 (11)
C19	0.0731 (18)	0.0432 (14)	0.0769 (19)	−0.0032 (13)	0.0022 (15)	0.0248 (13)
C20	0.0600 (16)	0.0336 (12)	0.110 (3)	−0.0071 (11)	−0.0093 (16)	0.0202 (14)
C21	0.0610 (17)	0.0405 (13)	0.108 (3)	−0.0067 (12)	−0.0001 (17)	−0.0079 (15)
C22	0.0548 (15)	0.0461 (13)	0.0732 (18)	−0.0079 (11)	0.0051 (13)	0.0001 (12)
C23	0.095 (2)	0.098 (2)	0.086 (2)	0.068 (2)	0.0578 (19)	0.0509 (19)
C24	0.093 (2)	0.0563 (15)	0.0486 (13)	0.0328 (14)	0.0476 (14)	0.0269 (11)
C25	0.0627 (13)	0.0238 (8)	0.0273 (9)	−0.0092 (8)	0.0044 (9)	0.0035 (7)
C26	0.0411 (10)	0.0304 (9)	0.0390 (10)	0.0041 (8)	0.0037 (8)	0.0028 (8)
C27	0.0545 (12)	0.0252 (8)	0.0290 (9)	0.0025 (8)	0.0117 (8)	0.0020 (7)

Geometric parameters (Å, º)

Ru1—N2	2.0702 (14)	C8—C9	1.375 (3)
Ru1—O1	2.0900 (12)	C8—H8	0.9500
Ru1—N1	2.0904 (14)	C9—C10	1.382 (3)
Ru1—N3	2.1047 (18)	C9—H9	0.9500
Ru1—S2	2.2789 (5)	C10—H10	0.9500
Ru1—S1	2.2844 (5)	C11—C12	1.386 (4)
S1—O2	1.480 (2)	C11—C16	1.489 (3)
S1—C23	1.780 (3)	C12—C13	1.387 (4)
S1—C24	1.786 (2)	C12—H12	0.9500
S2—O3	1.4843 (13)	C13—C14	1.359 (5)
S2—C25	1.7765 (19)	C13—H13	0.9500
S2—C26	1.778 (2)	C14—C15	1.379 (4)
S3—O6	1.4364 (17)	C14—H14	0.9500
S3—O5	1.4405 (15)	C15—H15	0.9500
S3—O4	1.4414 (16)	C16—C17	1.477 (3)
S3—C27	1.8270 (19)	C17—C22	1.384 (4)
F1—C27	1.332 (2)	C17—C18	1.384 (3)
F2—C27	1.338 (2)	C18—C19	1.390 (3)
F3—C27	1.334 (2)	C18—H18	0.9500
O1—C16	1.254 (3)	C19—C20	1.360 (4)
N2—C10	1.348 (2)	C19—H19	0.9500
N2—C6	1.363 (2)	C20—C21	1.378 (5)
N1—C5	1.348 (2)	C20—H20	0.9500
N1—C1	1.355 (2)	C21—C22	1.395 (4)
N3—C15	1.336 (3)	C21—H21	0.9500
N3—C11	1.366 (3)	C22—H22	0.9500
C1—C2	1.388 (2)	C23—H23A	0.9800
C1—C6	1.474 (2)	C23—H23B	0.9800
C2—C3	1.387 (3)	C23—H23C	0.9800
C2—H2	0.9500	C24—H24A	0.9800
C3—C4	1.383 (3)	C24—H24B	0.9800
C3—H3	0.9500	C24—H24C	0.9800
C4—C5	1.383 (3)	C25—H25A	0.9800
C4—H4	0.9500	C25—H25B	0.9800
C5—H5	0.9500	C25—H25C	0.9800
C6—C7	1.389 (2)	C26—H26A	0.9800
C7—C8	1.383 (3)	C26—H26B	0.9800
C7—H7	0.9500	C26—H26C	0.9800
N2—Ru1—O1	169.32 (6)	N2—C10—C9	123.11 (17)
N2—Ru1—N1	78.50 (5)	N2—C10—H10	118.4
O1—Ru1—N1	92.98 (5)	C9—C10—H10	118.4
N2—Ru1—N3	95.26 (6)	N3—C11—C12	121.6 (2)
O1—Ru1—N3	77.22 (6)	N3—C11—C16	113.4 (2)
N1—Ru1—N3	83.51 (7)	C12—C11—C16	124.7 (2)
N2—Ru1—S2	94.50 (4)	C11—C12—C13	118.6 (3)
O1—Ru1—S2	92.65 (4)	C11—C12—H12	120.7
N1—Ru1—S2	95.15 (4)	C13—C12—H12	120.7
N3—Ru1—S2	169.67 (5)	C14—C13—C12	120.1 (3)
N2—Ru1—S1	96.74 (4)	C14—C13—H13	120.0
O1—Ru1—S1	91.42 (4)	C12—C13—H13	120.0
N1—Ru1—S1	174.50 (4)	C13—C14—C15	118.6 (3)
N3—Ru1—S1	94.26 (6)	C13—C14—H14	120.7
S2—Ru1—S1	87.93 (2)	C15—C14—H14	120.7
O2—S1—C23	106.70 (16)	N3—C15—C14	123.4 (3)
O2—S1—C24	107.83 (13)	N3—C15—H15	118.3
C23—S1—C24	100.07 (14)	C14—C15—H15	118.3
O2—S1—Ru1	116.31 (8)	O1—C16—C17	119.14 (19)
C23—S1—Ru1	112.37 (12)	O1—C16—C11	117.65 (18)
C24—S1—Ru1	112.18 (8)	C17—C16—C11	123.2 (2)
O3—S2—C25	107.43 (9)	C22—C17—C18	119.5 (2)
O3—S2—C26	106.80 (9)	C22—C17—C16	122.1 (2)
C25—S2—C26	100.23 (10)	C18—C17—C16	118.3 (2)
O3—S2—Ru1	113.91 (7)	C17—C18—C19	119.8 (3)
C25—S2—Ru1	114.69 (7)	C17—C18—H18	120.1
C26—S2—Ru1	112.64 (7)	C19—C18—H18	120.1
O6—S3—O5	115.44 (10)	C20—C19—C18	120.7 (3)
O6—S3—O4	114.63 (10)	C20—C19—H19	119.6
O5—S3—O4	114.90 (10)	C18—C19—H19	119.6
O6—S3—C27	103.25 (10)	C19—C20—C21	120.0 (3)
O5—S3—C27	103.52 (9)	C19—C20—H20	120.0
O4—S3—C27	102.64 (9)	C21—C20—H20	120.0
C16—O1—Ru1	116.26 (12)	C20—C21—C22	120.1 (3)
C10—N2—C6	117.74 (15)	C20—C21—H21	119.9
C10—N2—Ru1	127.07 (12)	C22—C21—H21	119.9
C6—N2—Ru1	115.07 (11)	C17—C22—C21	119.8 (3)
C5—N1—C1	118.87 (15)	C17—C22—H22	120.1
C5—N1—Ru1	125.74 (12)	C21—C22—H22	120.1
C1—N1—Ru1	114.86 (11)	S1—C23—H23A	109.5
C15—N3—C11	117.7 (2)	S1—C23—H23B	109.5
C15—N3—Ru1	128.20 (17)	H23A—C23—H23B	109.5
C11—N3—Ru1	113.98 (14)	S1—C23—H23C	109.5
N1—C1—C2	121.36 (16)	H23A—C23—H23C	109.5
N1—C1—C6	115.02 (14)	H23B—C23—H23C	109.5
C2—C1—C6	123.62 (16)	S1—C24—H24A	109.5
C3—C2—C1	119.32 (17)	S1—C24—H24B	109.5
C3—C2—H2	120.3	H24A—C24—H24B	109.5
C1—C2—H2	120.3	S1—C24—H24C	109.5
C4—C3—C2	119.19 (17)	H24A—C24—H24C	109.5
C4—C3—H3	120.4	H24B—C24—H24C	109.5
C2—C3—H3	120.4	S2—C25—H25A	109.5
C3—C4—C5	118.95 (17)	S2—C25—H25B	109.5
C3—C4—H4	120.5	H25A—C25—H25B	109.5
C5—C4—H4	120.5	S2—C25—H25C	109.5
N1—C5—C4	122.31 (16)	H25A—C25—H25C	109.5
N1—C5—H5	118.8	H25B—C25—H25C	109.5
C4—C5—H5	118.8	S2—C26—H26A	109.5
N2—C6—C7	121.42 (16)	S2—C26—H26B	109.5
N2—C6—C1	115.46 (14)	H26A—C26—H26B	109.5
C7—C6—C1	123.11 (16)	S2—C26—H26C	109.5
C8—C7—C6	119.74 (17)	H26A—C26—H26C	109.5
C8—C7—H7	120.1	H26B—C26—H26C	109.5
C6—C7—H7	120.1	F1—C27—F3	106.99 (16)
C9—C8—C7	118.95 (17)	F1—C27—F2	107.62 (17)
C9—C8—H8	120.5	F3—C27—F2	107.49 (16)
C7—C8—H8	120.5	F1—C27—S3	112.25 (14)
C8—C9—C10	118.98 (17)	F3—C27—S3	111.71 (14)
C8—C9—H9	120.5	F2—C27—S3	110.53 (13)
C10—C9—H9	120.5
C5—N1—C1—C2	−0.2 (3)	C11—C12—C13—C14	0.3 (8)
Ru1—N1—C1—C2	171.93 (15)	C12—C13—C14—C15	−1.1 (8)
C5—N1—C1—C6	179.31 (16)	C11—N3—C15—C14	−3.7 (5)
Ru1—N1—C1—C6	−8.5 (2)	Ru1—N3—C15—C14	−178.8 (3)
N1—C1—C2—C3	−0.5 (3)	C13—C14—C15—N3	2.9 (7)
C6—C1—C2—C3	−180.0 (2)	Ru1—O1—C16—C17	−170.77 (15)
C1—C2—C3—C4	0.9 (3)	Ru1—O1—C16—C11	10.8 (2)
C2—C3—C4—C5	−0.6 (3)	N3—C11—C16—O1	−2.3 (3)
C1—N1—C5—C4	0.5 (3)	C12—C11—C16—O1	171.8 (3)
Ru1—N1—C5—C4	−170.68 (14)	N3—C11—C16—C17	179.3 (2)
C3—C4—C5—N1	−0.1 (3)	C12—C11—C16—C17	−6.5 (4)
C10—N2—C6—C7	2.2 (3)	O1—C16—C17—C22	134.7 (2)
Ru1—N2—C6—C7	−174.17 (16)	C11—C16—C17—C22	−46.9 (3)
C10—N2—C6—C1	−176.87 (17)	O1—C16—C17—C18	−42.3 (3)
Ru1—N2—C6—C1	6.7 (2)	C11—C16—C17—C18	136.0 (3)
N1—C1—C6—N2	1.2 (2)	C22—C17—C18—C19	0.9 (4)
C2—C1—C6—N2	−179.24 (18)	C16—C17—C18—C19	178.0 (2)
N1—C1—C6—C7	−177.82 (19)	C17—C18—C19—C20	−1.8 (4)
C2—C1—C6—C7	1.7 (3)	C18—C19—C20—C21	1.1 (5)
N2—C6—C7—C8	−1.3 (3)	C19—C20—C21—C22	0.4 (5)
C1—C6—C7—C8	177.7 (2)	C18—C17—C22—C21	0.5 (4)
C6—C7—C8—C9	−0.9 (4)	C16—C17—C22—C21	−176.5 (2)
C7—C8—C9—C10	2.1 (3)	C20—C21—C22—C17	−1.2 (4)
C6—N2—C10—C9	−1.0 (3)	O6—S3—C27—F1	−63.58 (16)
Ru1—N2—C10—C9	174.89 (16)	O5—S3—C27—F1	57.13 (17)
C8—C9—C10—N2	−1.1 (3)	O4—S3—C27—F1	176.98 (15)
C15—N3—C11—C12	2.7 (4)	O6—S3—C27—F3	176.23 (14)
Ru1—N3—C11—C12	178.5 (3)	O5—S3—C27—F3	−63.06 (16)
C15—N3—C11—C16	177.1 (2)	O4—S3—C27—F3	56.79 (16)
Ru1—N3—C11—C16	−7.1 (3)	O6—S3—C27—F2	56.58 (17)
N3—C11—C12—C13	−1.1 (6)	O5—S3—C27—F2	177.29 (15)
C16—C11—C12—C13	−174.8 (4)	O4—S3—C27—F2	−62.86 (17)