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The title compound, [Ru2(μ-O2CCH3)4(C5H4ClN)2]PF6·C2H4Cl2, was obtained via a rapid substitution reaction of 3-chloro­pyridine for water in [Ru2(μ-O2CCH3)4(H2O)2]PF6 in 2-propanol and subsequent crystallization from a di­chloro­ethane solution. The cationic diruthenium(II,III) tetra­acetate core lies on a crystallographic inversion center with Ru—Ru and Ru—N bond lengths of 2.2738 (3) and 2.2920 (17) Å, respectively. The Ru—Ru—N bond angle is close to linear at 176.48 (4)°, and a significant π-stacking inter­action of 3.5649 (16) Å is seen between overlapping pyridine rings of adjacent cations.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2414314622002498/wm4161sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2414314622002498/wm4161Isup2.hkl
Contains datablock I

CCDC reference: 2156199

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • Disorder in solvent or counterion
  • R factor = 0.024
  • wR factor = 0.069
  • Data-to-parameter ratio = 16.3

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT242_ALERT_2_C Low 'MainMol' Ueq as Compared to Neighbors of C2 Check PLAT260_ALERT_2_C Large Average Ueq of Residue Including Cl2A 0.209 Check PLAT260_ALERT_2_C Large Average Ueq of Residue Including Cl2B 0.195 Check PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min). 6 Note PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 213 Report
Alert level G PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 8 Note PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ... 8 Report PLAT152_ALERT_1_G The Supplied and Calc. Volume s.u. Differ by ... 4 Units PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records 2 Report PLAT175_ALERT_4_G The CIF-Embedded .res File Contains SAME Records 1 Report PLAT178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records 2 Report PLAT186_ALERT_4_G The CIF-Embedded .res File Contains ISOR Records 1 Report PLAT187_ALERT_4_G The CIF-Embedded .res File Contains RIGU Records 2 Report PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K) 293 Check PLAT200_ALERT_1_G Reported _diffrn_ambient_temperature ..... (K) 293 Check PLAT244_ALERT_4_G Low 'Solvent' Ueq as Compared to Neighbors of P1 Check PLAT300_ALERT_4_G Atom Site Occupancy of H7A Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H7B Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H7C Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H7D Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H7E Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H7F Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H9A Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H9B Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H9C Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H9D Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H9E Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H9F Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of Cl2A Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of Cl3A Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of C11A Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of C12A Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H11A Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H11B Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H12A Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H12B Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of Cl2B Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of Cl3B Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of C11B Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of C12B Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H11C Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H11D Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H12C Constrained at 0.25 Check PLAT300_ALERT_4_G Atom Site Occupancy of H12D Constrained at 0.25 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 PLAT367_ALERT_2_G Long? C(sp?)-C(sp?) Bond C6 - C7 . 1.50 Ang. PLAT789_ALERT_4_G Atoms with Negative _atom_site_disorder_group # 16 Check PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 99 Note PLAT882_ALERT_1_G No Datum for _diffrn_reflns_av_unetI/netI ...... Please Do ! PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 264 Note PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF .... 2 Note PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File 2 Note PLAT940_ALERT_3_G Fsqd Refinement With I > n * Sigma(I) Only ..... Please Check PLAT961_ALERT_5_G Dataset Contains no Negative Intensities ....... Please Check 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 5 ALERT level C = Check. Ensure it is not caused by an omission or oversight 51 ALERT level G = General information/check it is not something unexpected 4 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 5 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

Computing details top

Data collection: CrystalStructure (Rigaku, 2007); cell refinement: CrystalStructure (Rigaku, 2007); data reduction: CrystalStructure (Rigaku, 2007); program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL (Sheldrick, 2015); molecular graphics: Merdury (Macrae et al., 2020); software used to prepare material for publication: publCIF (Westrip, 2010).

Tetra-µ-acetato-κ8O:O'-bis[(3-chloropyridine-κN)ruthenium(II,III)](RuRu) hexafluoridophosphate 1,2-dichloroethane monosolvate top
Crystal data top
[Ru2(C2H3O2)4(C5H4ClN)2]PF6Z = 1
Mr = 909.32F(000) = 447
Triclinic, P1Dx = 1.793 Mg m3
a = 8.2737 (1) ÅMo Kα radiation, λ = 0.71075 Å
b = 10.5784 (3) ÅCell parameters from 8636 reflections
c = 11.5534 (1) Åθ = 2.7–58.1°
α = 100.764 (7)°µ = 1.34 mm1
β = 108.980 (8)°T = 293 K
γ = 110.525 (7)°Needle plate, light brown
V = 842.27 (6) Å30.43 × 0.20 × 0.07 mm
Data collection top
Rigaku R-AXIS RAPID
diffractometer
4084 reflections with I > 2σ(I)
Detector resolution: 10.00 pixels mm-1Rint = 0.084
ω scansθmax = 29.2°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995).
h = 1111
Tmin = 0.702, Tmax = 0.921k = 1414
23200 measured reflectionsl = 1515
4084 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: iterative
R[F2 > 2σ(F2)] = 0.024Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.069H-atom parameters constrained
S = 1.10 w = 1/[σ2(Fo2) + (0.0183P)2]
where P = (Fo2 + 2Fc2)/3
4084 reflections(Δ/σ)max = 0.002
250 parametersΔρmax = 0.49 e Å3
99 restraintsΔρmin = 0.51 e Å3
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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ru10.53229 (2)0.11769 (2)0.03458 (2)0.03317 (6)
Cl10.94986 (12)0.69082 (8)0.05336 (11)0.0947 (3)
P11.0000000.0000000.5000000.0569 (2)
F10.9249 (3)0.0893 (2)0.57695 (18)0.0917 (6)
F20.8293 (3)0.1428 (2)0.4802 (2)0.0949 (6)
F30.8683 (2)0.0034 (2)0.36556 (16)0.0862 (5)
O10.5024 (2)0.09675 (16)0.19771 (13)0.0425 (3)
O20.5603 (2)0.13381 (16)0.13033 (14)0.0416 (3)
O30.81269 (19)0.16819 (15)0.12454 (14)0.0415 (3)
O40.25099 (19)0.06299 (16)0.05668 (14)0.0410 (3)
N10.6166 (2)0.35849 (18)0.10681 (18)0.0427 (4)
C10.7380 (3)0.4444 (2)0.0712 (3)0.0544 (5)
H10.7871400.4047610.0206200.065*
C20.7934 (3)0.5901 (2)0.1069 (2)0.0541 (5)
C30.7242 (4)0.6514 (2)0.1813 (3)0.0615 (6)
H30.7596150.7494440.2055960.074*
C40.6005 (4)0.5631 (3)0.2192 (3)0.0692 (7)
H40.5501160.6008780.2699810.083*
C50.5508 (4)0.4172 (3)0.1814 (2)0.0564 (5)
H50.4688960.3587170.2090520.068*
C60.4646 (3)0.0242 (2)0.21398 (18)0.0417 (4)
C70.4480 (4)0.0360 (3)0.3375 (2)0.0600 (6)
H7A0.4704330.0553220.3904620.090*0.5
H7B0.3223470.1063060.3169270.090*0.5
H7C0.5405520.0645120.3840040.090*0.5
H7D0.4184550.1323190.3371330.090*0.5
H7E0.5665410.0293090.4106690.090*0.5
H7F0.3483360.0124860.3435920.090*0.5
C80.1350 (3)0.0685 (2)0.11919 (18)0.0402 (4)
C90.0728 (3)0.1078 (3)0.1872 (2)0.0562 (5)
H9A0.1430020.2098270.2300770.084*0.5
H9B0.1169690.0780120.1247020.084*0.5
H9C0.0915310.0606870.2503860.084*0.5
H9D0.0913320.0225230.1733660.084*0.5
H9E0.1173660.1543380.2787420.084*0.5
H9F0.1428040.1716640.1530570.084*0.5
Cl2A0.218 (3)0.548 (2)0.3742 (19)0.233 (6)0.25
C11A0.138 (5)0.586 (4)0.499 (3)0.162 (8)0.25
H11A0.2413380.6234320.5846000.194*0.25
H11B0.0869680.6553240.4887390.194*0.25
C12A0.014 (7)0.444 (3)0.477 (5)0.154 (7)0.25
H12A0.0388170.3834650.5110630.184*0.25
H12B0.1013450.3942700.3858400.184*0.25
Cl3A0.126 (4)0.506 (3)0.571 (2)0.290 (10)0.25
Cl2B0.202 (3)0.5888 (19)0.454 (3)0.212 (6)0.25
C11B0.035 (6)0.589 (4)0.525 (5)0.155 (7)0.25
H11C0.1021250.6683830.6073260.186*0.25
H11D0.0644560.6056490.4677430.186*0.25
C12B0.053 (4)0.455 (4)0.549 (4)0.160 (7)0.25
H12C0.0253450.4567650.6331970.192*0.25
H12D0.0756630.3721650.4817780.192*0.25
Cl3B0.275 (3)0.452 (3)0.544 (2)0.254 (9)0.25
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ru10.03692 (9)0.03044 (9)0.03524 (9)0.01429 (7)0.01879 (7)0.01260 (7)
Cl10.0931 (5)0.0526 (4)0.1638 (9)0.0269 (4)0.0820 (6)0.0510 (5)
P10.0473 (4)0.0698 (5)0.0440 (4)0.0201 (4)0.0198 (3)0.0101 (4)
F10.0812 (12)0.1152 (16)0.0748 (11)0.0509 (11)0.0357 (9)0.0047 (10)
F20.0731 (11)0.0886 (13)0.0909 (14)0.0053 (10)0.0353 (10)0.0225 (11)
F30.0722 (10)0.1275 (16)0.0568 (9)0.0446 (11)0.0237 (8)0.0329 (10)
O10.0500 (8)0.0477 (8)0.0356 (7)0.0228 (6)0.0237 (6)0.0144 (6)
O20.0478 (7)0.0434 (7)0.0423 (7)0.0192 (6)0.0257 (6)0.0234 (6)
O30.0348 (6)0.0399 (7)0.0453 (7)0.0123 (5)0.0165 (6)0.0142 (6)
O40.0402 (7)0.0439 (7)0.0471 (8)0.0224 (6)0.0220 (6)0.0190 (6)
N10.0444 (9)0.0320 (8)0.0489 (9)0.0155 (7)0.0197 (7)0.0111 (7)
C10.0560 (12)0.0392 (10)0.0764 (15)0.0215 (9)0.0368 (11)0.0211 (10)
C20.0475 (11)0.0378 (10)0.0696 (14)0.0139 (8)0.0207 (10)0.0197 (10)
C30.0679 (15)0.0365 (10)0.0662 (15)0.0200 (10)0.0193 (12)0.0108 (10)
C40.0924 (19)0.0481 (13)0.0720 (17)0.0325 (13)0.0450 (15)0.0100 (12)
C50.0654 (14)0.0451 (11)0.0606 (13)0.0210 (10)0.0344 (11)0.0150 (10)
C60.0390 (9)0.0567 (11)0.0375 (9)0.0219 (8)0.0214 (7)0.0220 (8)
C70.0685 (14)0.0859 (18)0.0451 (11)0.0377 (13)0.0361 (11)0.0348 (12)
C80.0371 (8)0.0506 (10)0.0391 (9)0.0195 (8)0.0206 (7)0.0201 (8)
C90.0382 (10)0.0688 (15)0.0622 (13)0.0222 (10)0.0211 (9)0.0270 (11)
Cl2A0.219 (10)0.219 (11)0.261 (16)0.095 (8)0.117 (11)0.061 (12)
C11A0.159 (9)0.158 (9)0.161 (9)0.072 (7)0.059 (6)0.051 (7)
C12A0.154 (8)0.153 (9)0.156 (8)0.073 (7)0.061 (6)0.056 (7)
Cl3A0.38 (2)0.29 (2)0.204 (12)0.23 (2)0.084 (16)0.008 (13)
Cl2B0.245 (12)0.171 (9)0.239 (16)0.097 (8)0.135 (10)0.043 (10)
C11B0.156 (8)0.153 (8)0.158 (9)0.075 (7)0.060 (6)0.053 (6)
C12B0.156 (9)0.157 (9)0.161 (9)0.076 (7)0.053 (6)0.056 (7)
Cl3B0.34 (2)0.339 (19)0.128 (8)0.22 (2)0.080 (12)0.071 (10)
Geometric parameters (Å, º) top
Ru1—O12.0204 (14)C7—H7A0.9600
Ru1—O22.0232 (14)C7—H7B0.9600
Ru1—O42.0235 (13)C7—H7C0.9600
Ru1—O32.0256 (13)C7—H7D0.9600
Ru1—Ru1i2.2738 (3)C7—H7E0.9600
Ru1—N12.2920 (17)C7—H7F0.9600
Cl1—C21.730 (3)C8—C91.498 (3)
P1—F2ii1.5795 (19)C9—H9A0.9600
P1—F21.5795 (19)C9—H9B0.9600
P1—F1ii1.5896 (18)C9—H9C0.9600
P1—F11.5896 (18)C9—H9D0.9600
P1—F3ii1.5965 (16)C9—H9E0.9600
P1—F31.5965 (16)C9—H9F0.9600
O1—C61.272 (2)Cl2A—C11A1.803 (16)
O2—C6i1.267 (3)C11A—C12A1.493 (13)
O3—C8i1.272 (2)C11A—H11A0.9700
O4—C81.271 (2)C11A—H11B0.9700
N1—C51.329 (3)C12A—Cl3A1.811 (16)
N1—C11.331 (3)C12A—H12A0.9700
C1—C21.379 (3)C12A—H12B0.9700
C1—H10.9300Cl2B—C11B1.826 (16)
C2—C31.364 (4)C11B—C12B1.476 (13)
C3—C41.373 (4)C11B—H11C0.9700
C3—H30.9300C11B—H11D0.9700
C4—C51.389 (3)C12B—Cl3B1.805 (16)
C4—H40.9300C12B—H12C0.9700
C5—H50.9300C12B—H12D0.9700
C6—C71.501 (3)
O1—Ru1—O2178.70 (5)N1—C5—H5119.0
O1—Ru1—O490.18 (6)C4—C5—H5119.0
O2—Ru1—O489.69 (6)O2i—C6—O1122.70 (17)
O1—Ru1—O389.85 (6)O2i—C6—C7119.34 (19)
O2—Ru1—O390.25 (6)O1—C6—C7117.96 (19)
O4—Ru1—O3178.83 (5)C6—C7—H7A109.5
O1—Ru1—Ru1i89.66 (4)C6—C7—H7B109.5
O2—Ru1—Ru1i89.04 (4)H7A—C7—H7B109.5
O4—Ru1—Ru1i89.73 (4)C6—C7—H7C109.5
O3—Ru1—Ru1i89.11 (4)H7A—C7—H7C109.5
O1—Ru1—N191.38 (6)H7B—C7—H7C109.5
O2—Ru1—N189.92 (6)H7D—C7—H7E109.5
O4—Ru1—N193.63 (6)H7D—C7—H7F109.5
O3—Ru1—N187.53 (6)H7E—C7—H7F109.5
Ru1i—Ru1—N1176.48 (4)O4—C8—O3i122.84 (17)
F2ii—P1—F2180.0O4—C8—C9118.51 (18)
F2ii—P1—F1ii89.08 (12)O3i—C8—C9118.64 (18)
F2—P1—F1ii90.92 (12)C8—C9—H9A109.5
F2ii—P1—F190.92 (12)C8—C9—H9B109.5
F2—P1—F189.08 (12)H9A—C9—H9B109.5
F1ii—P1—F1180.00 (15)C8—C9—H9C109.5
F2ii—P1—F3ii88.89 (11)H9A—C9—H9C109.5
F2—P1—F3ii91.11 (11)H9B—C9—H9C109.5
F1ii—P1—F3ii90.71 (11)H9D—C9—H9E109.5
F1—P1—F3ii89.29 (11)H9D—C9—H9F109.5
F2ii—P1—F391.11 (11)H9E—C9—H9F109.5
F2—P1—F388.89 (11)C12A—C11A—Cl2A104.0 (18)
F1ii—P1—F389.29 (11)C12A—C11A—H11A111.0
F1—P1—F390.71 (11)Cl2A—C11A—H11A110.9
F3ii—P1—F3180.0C12A—C11A—H11B111.0
C6—O1—Ru1118.99 (13)Cl2A—C11A—H11B111.0
C6i—O2—Ru1119.58 (12)H11A—C11A—H11B109.0
C8i—O3—Ru1119.40 (12)C11A—C12A—Cl3A99.1 (17)
C8—O4—Ru1118.90 (12)C11A—C12A—H12A112.0
C5—N1—C1118.17 (19)Cl3A—C12A—H12A112.0
C5—N1—Ru1123.95 (15)C11A—C12A—H12B112.0
C1—N1—Ru1117.87 (15)Cl3A—C12A—H12B112.0
N1—C1—C2122.2 (2)H12A—C12A—H12B109.6
N1—C1—H1118.9C12B—C11B—Cl2B114 (2)
C2—C1—H1118.9C12B—C11B—H11C108.8
C3—C2—C1120.3 (2)Cl2B—C11B—H11C108.8
C3—C2—Cl1121.60 (19)C12B—C11B—H11D108.8
C1—C2—Cl1118.1 (2)Cl2B—C11B—H11D108.8
C2—C3—C4117.6 (2)H11C—C11B—H11D107.7
C2—C3—H3121.2C11B—C12B—Cl3B102.6 (18)
C4—C3—H3121.2C11B—C12B—H12C111.3
C3—C4—C5119.7 (2)Cl3B—C12B—H12C111.3
C3—C4—H4120.2C11B—C12B—H12D111.3
C5—C4—H4120.2Cl3B—C12B—H12D111.3
N1—C5—C4122.1 (2)H12C—C12B—H12D109.2
C5—N1—C1—C21.4 (4)Ru1—N1—C5—C4177.7 (2)
Ru1—N1—C1—C2178.28 (17)C3—C4—C5—N11.3 (4)
N1—C1—C2—C30.2 (4)Ru1—O1—C6—O2i1.9 (3)
N1—C1—C2—Cl1179.25 (19)Ru1—O1—C6—C7178.49 (14)
C1—C2—C3—C40.5 (4)Ru1—O4—C8—O3i1.7 (3)
Cl1—C2—C3—C4179.9 (2)Ru1—O4—C8—C9179.58 (14)
C2—C3—C4—C50.1 (4)Cl2A—C11A—C12A—Cl3A164 (3)
C1—N1—C5—C41.9 (4)Cl2B—C11B—C12B—Cl3B154 (3)
Symmetry codes: (i) x+1, y, z; (ii) x+2, y, z+1.
 

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