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The structure of the title compound, [Ru2(C2H3O2)2(C5H6N2)2(CO)4], consists of a `sawhorse' diruthenium complex with two acetate bridges and two 2-amino­pyridine ligands in the axial positions, coordinating via the pyridine N atoms. A double-stranded hydrogen-bonded chain is formed via intra- and intermolecular hydrogen bonds involving the amine groups, one O atom of both acetate groups and two carbonyl O atoms.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680402166X/ci6437sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680402166X/ci6437Isup2.hkl
Contains datablock I

CCDC reference: 252759

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.025
  • wR factor = 0.058
  • Data-to-parameter ratio = 13.4

checkCIF/PLATON results

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Alert level B ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75 Tmin and Tmax reported: 0.363 0.764 Tmin' and Tmax expected: 0.607 0.763 RR' = 0.597 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.58
Alert level C PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ru1 - C7 .. 5.98 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ru1 - C8 .. 6.05 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ru2 - C5 .. 7.85 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ru2 - C6 .. 5.47 su PLAT420_ALERT_2_C D-H Without Acceptor N2 - H21 ... ? PLAT731_ALERT_1_C Bond Calc 0.88(4), Rep 0.880(19) ...... 2.11 su-Rat N2 -H21 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.88(4), Rep 0.882(19) ...... 2.11 su-Rat N4 -H42 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.88(4), Rep 0.880(19) ...... 2.11 su-Rat N2 -H21 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.88(4), Rep 0.882(19) ...... 2.11 su-Rat N4 -H42 1.555 1.555
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: STADI4 (Stoe & Cie, 1997); cell refinement: STADI4; data reduction: X-RED (Stoe & Cie, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003) and Mercury (Bruno et al., 2002); software used to prepare material for publication: SHELXL97.

Di-µ-acetato-κ4O:O'-tetracarbonylbis(pyridyl-2-yl-κN- amine)diruthenium(I)(Ru—Ru) top
Crystal data top
[Ru2(C2H3O2)2(C5H6N2)2(CO)4]Z = 2
Mr = 620.50F(000) = 612
Triclinic, P1Dx = 1.871 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.3027 (15) ÅCell parameters from 23 reflections
b = 9.952 (2) Åθ = 14.0–16.8°
c = 12.474 (3) ŵ = 1.42 mm1
α = 83.82 (2)°T = 293 K
β = 78.925 (17)°Block, yellow
γ = 76.881 (15)°0.34 × 0.34 × 0.19 mm
V = 1101.3 (4) Å3
Data collection top
Stoe AED2 four-circle
diffractometer
3678 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.000
Graphite monochromatorθmax = 25.5°, θmin = 2.1°
2θ/ω scansh = 1011
Absorption correction: part of the refinement model (ΔF)
(DELrefABS in PLATON; Spek, 2003)
k = 1112
Tmin = 0.363, Tmax = 0.764l = 015
4092 measured reflections3 standard reflections every 60 min
4092 independent reflections intensity decay: 1%
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)] = 0.025Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058H atoms treated by a mixture of independent and constrained refinement
S = 1.12 w = 1/[σ2(Fo2) + (0.0207P)2 + 1.3224P]
where P = (Fo2 + 2Fc2)/3
4092 reflections(Δ/σ)max = 0.001
305 parametersΔρmax = 0.42 e Å3
4 restraintsΔρmin = 0.38 e Å3
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ru10.81649 (3)0.24089 (2)0.32290 (2)0.02656 (7)
Ru21.08333 (3)0.18889 (2)0.19130 (2)0.02594 (7)
O10.7364 (2)0.3021 (2)0.17226 (17)0.0342 (5)
O20.9619 (2)0.3138 (2)0.07518 (17)0.0329 (5)
O30.8575 (2)0.4451 (2)0.30466 (18)0.0344 (5)
O41.1011 (2)0.3856 (2)0.23392 (18)0.0333 (5)
O51.2456 (3)0.0260 (3)0.3636 (3)0.0683 (9)
O61.0494 (3)0.0786 (3)0.1224 (3)0.0630 (8)
O70.9554 (3)0.1836 (3)0.5242 (2)0.0626 (8)
O80.7785 (3)0.0503 (3)0.3327 (2)0.0564 (7)
N10.5768 (3)0.3439 (3)0.3892 (2)0.0330 (6)
N20.5285 (4)0.1594 (4)0.5101 (3)0.0593 (10)
H210.462 (4)0.125 (5)0.558 (3)0.075 (15)*
H220.623 (2)0.126 (4)0.509 (3)0.055 (12)*
N31.2812 (3)0.1995 (3)0.0582 (2)0.0300 (6)
N41.4300 (3)0.2434 (4)0.1744 (3)0.0457 (8)
H411.513 (3)0.266 (3)0.180 (3)0.027 (8)*
H421.346 (3)0.286 (4)0.214 (3)0.052 (12)*
C10.8211 (3)0.3464 (3)0.0908 (3)0.0297 (7)
C20.7477 (4)0.4465 (4)0.0084 (3)0.0502 (10)
H2C0.81040.51060.02180.075*
H2B0.65230.49610.04340.075*
H2A0.73350.39680.04930.075*
C30.9837 (4)0.4731 (3)0.2668 (2)0.0304 (7)
C40.9936 (4)0.6223 (4)0.2581 (3)0.0465 (9)
H4A0.92750.66800.31850.070*
H4B0.96490.66580.19060.070*
H4C1.09460.62880.25950.070*
C51.1840 (4)0.0895 (4)0.2972 (3)0.0399 (8)
C61.0606 (4)0.0249 (3)0.1502 (3)0.0378 (8)
C70.8998 (4)0.2024 (4)0.4475 (3)0.0379 (8)
C80.7921 (4)0.0624 (4)0.3286 (3)0.0352 (7)
C100.4779 (4)0.2826 (4)0.4584 (3)0.0390 (8)
C110.3250 (4)0.3427 (4)0.4776 (3)0.0497 (10)
H11A0.25760.29590.52240.060*
C120.2755 (4)0.4707 (4)0.4301 (3)0.0517 (10)
H12A0.17430.51280.44360.062*
C130.3765 (4)0.5370 (4)0.3618 (3)0.0489 (9)
H13A0.34520.62450.32910.059*
C140.5236 (4)0.4711 (4)0.3435 (3)0.0412 (8)
H14A0.59130.51600.29700.049*
C151.4171 (3)0.2103 (3)0.0748 (3)0.0332 (7)
C161.5427 (4)0.1841 (4)0.0085 (3)0.0409 (8)
H16A1.63720.18550.00530.049*
C171.5261 (4)0.1569 (4)0.1093 (3)0.0505 (10)
H17A1.60910.14010.16490.061*
C181.3843 (4)0.1540 (4)0.1294 (3)0.0494 (9)
H18A1.36970.13930.19850.059*
C191.2678 (4)0.1736 (4)0.0435 (3)0.0377 (8)
H19A1.17350.16900.05550.045*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ru10.02682 (13)0.02788 (14)0.02494 (13)0.00673 (10)0.00407 (10)0.00038 (10)
Ru20.02490 (13)0.02492 (13)0.02803 (14)0.00448 (9)0.00487 (10)0.00303 (10)
O10.0293 (11)0.0447 (13)0.0294 (12)0.0091 (10)0.0074 (9)0.0013 (10)
O20.0301 (11)0.0383 (12)0.0293 (12)0.0069 (9)0.0041 (9)0.0003 (10)
O30.0332 (12)0.0297 (12)0.0388 (13)0.0067 (9)0.0013 (10)0.0047 (10)
O40.0315 (11)0.0315 (12)0.0377 (13)0.0077 (9)0.0041 (10)0.0071 (10)
O50.0615 (19)0.074 (2)0.0622 (19)0.0006 (16)0.0262 (16)0.0256 (16)
O60.077 (2)0.0413 (16)0.078 (2)0.0230 (14)0.0076 (16)0.0192 (15)
O70.075 (2)0.076 (2)0.0434 (16)0.0142 (16)0.0308 (15)0.0017 (14)
O80.0684 (19)0.0389 (15)0.0655 (19)0.0219 (13)0.0082 (15)0.0028 (13)
N10.0293 (13)0.0368 (15)0.0313 (15)0.0062 (11)0.0027 (11)0.0019 (12)
N20.045 (2)0.061 (2)0.059 (2)0.0081 (18)0.0034 (18)0.0204 (18)
N30.0297 (13)0.0302 (14)0.0302 (14)0.0054 (11)0.0058 (11)0.0031 (11)
N40.0318 (16)0.068 (2)0.0434 (18)0.0168 (15)0.0057 (14)0.0190 (16)
C10.0326 (17)0.0295 (16)0.0284 (16)0.0065 (13)0.0075 (13)0.0035 (13)
C20.045 (2)0.054 (2)0.048 (2)0.0058 (18)0.0134 (17)0.0152 (18)
C30.0373 (17)0.0317 (17)0.0237 (16)0.0081 (14)0.0066 (13)0.0036 (13)
C40.051 (2)0.0308 (18)0.057 (2)0.0112 (16)0.0028 (18)0.0052 (17)
C50.0350 (18)0.0360 (18)0.046 (2)0.0048 (14)0.0042 (16)0.0012 (16)
C60.0365 (18)0.0340 (19)0.042 (2)0.0072 (14)0.0037 (15)0.0038 (15)
C70.0407 (18)0.0364 (19)0.0363 (19)0.0075 (15)0.0068 (15)0.0022 (15)
C80.0339 (17)0.040 (2)0.0324 (18)0.0100 (14)0.0040 (14)0.0023 (14)
C100.0405 (19)0.045 (2)0.0298 (18)0.0091 (16)0.0018 (14)0.0042 (15)
C110.0359 (19)0.070 (3)0.041 (2)0.0129 (18)0.0046 (16)0.0108 (19)
C120.036 (2)0.065 (3)0.050 (2)0.0042 (18)0.0065 (17)0.019 (2)
C130.044 (2)0.046 (2)0.052 (2)0.0055 (17)0.0106 (18)0.0072 (18)
C140.0395 (19)0.0378 (19)0.044 (2)0.0043 (15)0.0044 (16)0.0060 (16)
C150.0309 (16)0.0297 (16)0.0388 (19)0.0058 (13)0.0049 (14)0.0053 (14)
C160.0285 (17)0.046 (2)0.048 (2)0.0087 (15)0.0017 (15)0.0082 (17)
C170.042 (2)0.059 (2)0.043 (2)0.0077 (18)0.0120 (17)0.0123 (19)
C180.054 (2)0.060 (2)0.0326 (19)0.0084 (19)0.0032 (17)0.0113 (17)
C190.0367 (18)0.0421 (19)0.0349 (18)0.0073 (15)0.0062 (14)0.0073 (15)
Geometric parameters (Å, º) top
Ru1—C81.833 (3)N4—H410.874 (18)
Ru1—C71.834 (4)N4—H420.882 (19)
Ru1—O12.131 (2)C1—C21.502 (4)
Ru1—O32.132 (2)C2—H2C0.96
Ru1—N12.267 (3)C2—H2B0.96
Ru1—Ru22.6756 (7)C2—H2A0.96
Ru2—C61.830 (3)C3—C41.499 (4)
Ru2—C51.837 (4)C4—H4A0.96
Ru2—O22.127 (2)C4—H4B0.96
Ru2—O42.133 (2)C4—H4C0.96
Ru2—N32.243 (3)C10—C111.397 (5)
O1—C11.265 (4)C11—C121.365 (6)
O2—C11.258 (4)C11—H11A0.93
O3—C31.260 (4)C12—C131.377 (6)
O4—C31.262 (4)C12—H12A0.93
O5—C51.148 (4)C13—C141.363 (5)
O6—C61.154 (4)C13—H13A0.93
O7—C71.151 (4)C14—H14A0.93
O8—C81.152 (4)C15—C161.402 (5)
N1—C101.342 (4)C16—C171.359 (5)
N1—C141.357 (4)C16—H16A0.93
N2—C101.351 (5)C17—C181.396 (5)
N2—H210.880 (19)C17—H17A0.93
N2—H220.865 (19)C18—C191.365 (5)
N3—C151.349 (4)C18—H18A0.93
N3—C191.355 (4)C19—H19A0.93
N4—C151.353 (4)
C8—Ru1—C790.59 (15)C1—C2—H2C109.5
C8—Ru1—O195.02 (12)C1—C2—H2B109.5
C7—Ru1—O1173.35 (12)H2C—C2—H2B109.5
C8—Ru1—O3175.45 (12)C1—C2—H2A109.5
C7—Ru1—O391.21 (12)H2C—C2—H2A109.5
O1—Ru1—O382.94 (9)H2B—C2—H2A109.5
C8—Ru1—N198.68 (12)O3—C3—O4124.9 (3)
C7—Ru1—N1102.03 (13)O3—C3—C4117.2 (3)
O1—Ru1—N180.68 (9)O4—C3—C4117.9 (3)
O3—Ru1—N185.03 (9)C3—C4—H4A109.5
C8—Ru1—Ru293.73 (10)C3—C4—H4B109.5
C7—Ru1—Ru293.02 (11)H4A—C4—H4B109.5
O1—Ru1—Ru283.07 (6)C3—C4—H4C109.5
O3—Ru1—Ru282.01 (6)H4A—C4—H4C109.5
N1—Ru1—Ru2160.31 (7)H4B—C4—H4C109.5
C6—Ru2—C588.00 (16)O5—C5—Ru2179.0 (3)
C6—Ru2—O294.91 (13)O6—C6—Ru2178.3 (3)
C5—Ru2—O2176.54 (13)O7—C7—Ru1176.7 (3)
C6—Ru2—O4176.91 (12)O8—C8—Ru1179.1 (3)
C5—Ru2—O495.01 (13)N1—C10—N2118.7 (3)
O2—Ru2—O482.06 (9)N1—C10—C11121.6 (3)
C6—Ru2—N393.14 (13)N2—C10—C11119.6 (3)
C5—Ru2—N398.45 (13)C12—C11—C10119.4 (4)
O2—Ru2—N383.27 (9)C12—C11—H11A120.3
O4—Ru2—N387.11 (9)C10—C11—H11A120.3
C6—Ru2—Ru194.75 (11)C11—C12—C13119.4 (3)
C5—Ru2—Ru195.08 (11)C11—C12—H12A120.3
O2—Ru2—Ru182.83 (6)C13—C12—H12A120.3
O4—Ru2—Ru184.31 (6)C14—C13—C12118.4 (4)
N3—Ru2—Ru1164.55 (7)C14—C13—H13A120.8
C1—O1—Ru1119.59 (19)C12—C13—H13A120.8
C1—O2—Ru2122.7 (2)N1—C14—C13123.8 (4)
C3—O3—Ru1123.8 (2)N1—C14—H14A118.1
C3—O4—Ru2119.6 (2)C13—C14—H14A118.1
C10—N1—C14117.1 (3)N3—C15—N4118.5 (3)
C10—N1—Ru1125.3 (2)N3—C15—C16120.7 (3)
C14—N1—Ru1116.9 (2)N4—C15—C16120.8 (3)
C10—N2—H21116 (3)C17—C16—C15119.8 (3)
C10—N2—H22122 (3)C17—C16—H16A120.1
H21—N2—H22120 (4)C15—C16—H16A120.1
C15—N3—C19118.0 (3)C16—C17—C18119.9 (3)
C15—N3—Ru2124.7 (2)C16—C17—H17A120.1
C19—N3—Ru2116.7 (2)C18—C17—H17A120.1
C15—N4—H41117 (2)C19—C18—C17117.4 (3)
C15—N4—H42115 (3)C19—C18—H18A121.3
H41—N4—H42118 (3)C17—C18—H18A121.3
O2—C1—O1124.5 (3)N3—C19—C18124.0 (3)
O2—C1—C2118.0 (3)N3—C19—H19A118.0
O1—C1—C2117.5 (3)C18—C19—H19A118.0
C8—Ru1—Ru2—C616.29 (15)C8—Ru1—N1—C14142.3 (3)
C7—Ru1—Ru2—C6107.08 (15)C7—Ru1—N1—C14125.2 (3)
O1—Ru1—Ru2—C678.32 (13)O1—Ru1—N1—C1448.6 (2)
O3—Ru1—Ru2—C6162.12 (13)O3—Ru1—N1—C1435.0 (2)
N1—Ru1—Ru2—C6112.8 (2)Ru2—Ru1—N1—C1413.9 (4)
C8—Ru1—Ru2—C572.12 (15)C6—Ru2—N3—C15123.6 (3)
C7—Ru1—Ru2—C518.67 (15)C5—Ru2—N3—C1535.1 (3)
O1—Ru1—Ru2—C5166.73 (13)O2—Ru2—N3—C15141.8 (3)
O3—Ru1—Ru2—C5109.47 (13)O4—Ru2—N3—C1559.5 (2)
N1—Ru1—Ru2—C5158.7 (2)Ru1—Ru2—N3—C15115.8 (3)
C8—Ru1—Ru2—O2110.66 (12)C6—Ru2—N3—C1946.8 (3)
C7—Ru1—Ru2—O2158.55 (12)C5—Ru2—N3—C19135.2 (2)
O1—Ru1—Ru2—O216.05 (9)O2—Ru2—N3—C1947.8 (2)
O3—Ru1—Ru2—O267.75 (9)O4—Ru2—N3—C19130.2 (2)
N1—Ru1—Ru2—O218.5 (2)Ru1—Ru2—N3—C1973.9 (4)
C8—Ru1—Ru2—O4166.66 (12)Ru2—O2—C1—O15.0 (4)
C7—Ru1—Ru2—O475.87 (12)Ru2—O2—C1—C2174.0 (2)
O1—Ru1—Ru2—O498.72 (9)Ru1—O1—C1—O227.0 (4)
O3—Ru1—Ru2—O414.93 (9)Ru1—O1—C1—C2152.0 (2)
N1—Ru1—Ru2—O464.2 (2)Ru1—O3—C3—O40.8 (4)
C8—Ru1—Ru2—N3136.7 (3)Ru1—O3—C3—C4179.3 (2)
C7—Ru1—Ru2—N3132.5 (3)Ru2—O4—C3—O319.7 (4)
O1—Ru1—Ru2—N342.1 (3)Ru2—O4—C3—C4158.7 (2)
O3—Ru1—Ru2—N341.7 (3)C14—N1—C10—N2176.3 (3)
N1—Ru1—Ru2—N37.6 (3)Ru1—N1—C10—N213.4 (5)
C8—Ru1—O1—C1120.6 (2)C14—N1—C10—C114.0 (5)
O3—Ru1—O1—C155.3 (2)Ru1—N1—C10—C11166.4 (3)
N1—Ru1—O1—C1141.4 (2)N1—C10—C11—C123.9 (6)
Ru2—Ru1—O1—C127.4 (2)N2—C10—C11—C12176.3 (4)
C6—Ru2—O2—C181.3 (3)C10—C11—C12—C131.6 (6)
O4—Ru2—O2—C198.1 (2)C11—C12—C13—C140.5 (6)
N3—Ru2—O2—C1173.9 (2)C10—N1—C14—C131.8 (5)
Ru1—Ru2—O2—C112.9 (2)Ru1—N1—C14—C13169.4 (3)
C7—Ru1—O3—C378.3 (3)C12—C13—C14—N10.4 (6)
O1—Ru1—O3—C398.6 (2)C19—N3—C15—N4176.5 (3)
N1—Ru1—O3—C3179.8 (2)Ru2—N3—C15—N413.3 (4)
Ru2—Ru1—O3—C314.6 (2)C19—N3—C15—C165.2 (5)
C5—Ru2—O4—C3117.7 (2)Ru2—N3—C15—C16165.0 (2)
O2—Ru2—O4—C360.4 (2)N3—C15—C16—C174.5 (5)
N3—Ru2—O4—C3144.0 (2)N4—C15—C16—C17177.2 (4)
Ru1—Ru2—O4—C323.1 (2)C15—C16—C17—C180.5 (6)
C8—Ru1—N1—C1028.1 (3)C16—C17—C18—C192.7 (6)
C7—Ru1—N1—C1064.4 (3)C15—N3—C19—C181.9 (5)
O1—Ru1—N1—C10121.8 (3)Ru2—N3—C19—C18169.1 (3)
O3—Ru1—N1—C10154.6 (3)C17—C18—C19—N32.0 (6)
Ru2—Ru1—N1—C10156.5 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H21···O8i0.88 (2)2.60 (2)3.461 (4)166 (4)
N2—H22···O5ii0.87 (2)2.39 (3)3.031 (5)132 (3)
N4—H41···O1iii0.87 (2)2.17 (2)3.032 (4)171 (3)
N4—H42···O40.88 (2)2.24 (3)3.050 (4)152 (3)
Symmetry codes: (i) x+1, y, z+1; (ii) x+2, y, z+1; (iii) x+1, y, z.
 

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