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
CCDC reference: 252759
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.025
- wR factor = 0.058
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
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
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 = 620.50 | F(000) = 612 |
Triclinic, P1 | Dx = 1.871 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.3027 (15) Å | Cell parameters from 23 reflections |
b = 9.952 (2) Å | θ = 14.0–16.8° |
c = 12.474 (3) Å | µ = 1.42 mm−1 |
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 tube | Rint = 0.000 |
Graphite monochromator | θmax = 25.5°, θmin = 2.1° |
2θ/ω scans | h = −10→11 |
Absorption correction: part of the refinement model (ΔF) (DELrefABS in PLATON; Spek, 2003) | k = −11→12 |
Tmin = 0.363, Tmax = 0.764 | l = 0→15 |
4092 measured reflections | 3 standard reflections every 60 min |
4092 independent reflections | intensity decay: 1% |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.025 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.058 | H 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 parameters | Δρmax = 0.42 e Å−3 |
4 restraints | Δρmin = −0.38 e Å−3 |
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 | x | y | z | Uiso*/Ueq | |
Ru1 | 0.81649 (3) | 0.24089 (2) | 0.32290 (2) | 0.02656 (7) | |
Ru2 | 1.08333 (3) | 0.18889 (2) | 0.19130 (2) | 0.02594 (7) | |
O1 | 0.7364 (2) | 0.3021 (2) | 0.17226 (17) | 0.0342 (5) | |
O2 | 0.9619 (2) | 0.3138 (2) | 0.07518 (17) | 0.0329 (5) | |
O3 | 0.8575 (2) | 0.4451 (2) | 0.30466 (18) | 0.0344 (5) | |
O4 | 1.1011 (2) | 0.3856 (2) | 0.23392 (18) | 0.0333 (5) | |
O5 | 1.2456 (3) | 0.0260 (3) | 0.3636 (3) | 0.0683 (9) | |
O6 | 1.0494 (3) | −0.0786 (3) | 0.1224 (3) | 0.0630 (8) | |
O7 | 0.9554 (3) | 0.1836 (3) | 0.5242 (2) | 0.0626 (8) | |
O8 | 0.7785 (3) | −0.0503 (3) | 0.3327 (2) | 0.0564 (7) | |
N1 | 0.5768 (3) | 0.3439 (3) | 0.3892 (2) | 0.0330 (6) | |
N2 | 0.5285 (4) | 0.1594 (4) | 0.5101 (3) | 0.0593 (10) | |
H21 | 0.462 (4) | 0.125 (5) | 0.558 (3) | 0.075 (15)* | |
H22 | 0.623 (2) | 0.126 (4) | 0.509 (3) | 0.055 (12)* | |
N3 | 1.2812 (3) | 0.1995 (3) | 0.0582 (2) | 0.0300 (6) | |
N4 | 1.4300 (3) | 0.2434 (4) | 0.1744 (3) | 0.0457 (8) | |
H41 | 1.513 (3) | 0.266 (3) | 0.180 (3) | 0.027 (8)* | |
H42 | 1.346 (3) | 0.286 (4) | 0.214 (3) | 0.052 (12)* | |
C1 | 0.8211 (3) | 0.3464 (3) | 0.0908 (3) | 0.0297 (7) | |
C2 | 0.7477 (4) | 0.4465 (4) | 0.0084 (3) | 0.0502 (10) | |
H2C | 0.8104 | 0.5106 | −0.0218 | 0.075* | |
H2B | 0.6523 | 0.4961 | 0.0434 | 0.075* | |
H2A | 0.7335 | 0.3968 | −0.0493 | 0.075* | |
C3 | 0.9837 (4) | 0.4731 (3) | 0.2668 (2) | 0.0304 (7) | |
C4 | 0.9936 (4) | 0.6223 (4) | 0.2581 (3) | 0.0465 (9) | |
H4A | 0.9275 | 0.6680 | 0.3185 | 0.070* | |
H4B | 0.9649 | 0.6658 | 0.1906 | 0.070* | |
H4C | 1.0946 | 0.6288 | 0.2595 | 0.070* | |
C5 | 1.1840 (4) | 0.0895 (4) | 0.2972 (3) | 0.0399 (8) | |
C6 | 1.0606 (4) | 0.0249 (3) | 0.1502 (3) | 0.0378 (8) | |
C7 | 0.8998 (4) | 0.2024 (4) | 0.4475 (3) | 0.0379 (8) | |
C8 | 0.7921 (4) | 0.0624 (4) | 0.3286 (3) | 0.0352 (7) | |
C10 | 0.4779 (4) | 0.2826 (4) | 0.4584 (3) | 0.0390 (8) | |
C11 | 0.3250 (4) | 0.3427 (4) | 0.4776 (3) | 0.0497 (10) | |
H11A | 0.2576 | 0.2959 | 0.5224 | 0.060* | |
C12 | 0.2755 (4) | 0.4707 (4) | 0.4301 (3) | 0.0517 (10) | |
H12A | 0.1743 | 0.5128 | 0.4436 | 0.062* | |
C13 | 0.3765 (4) | 0.5370 (4) | 0.3618 (3) | 0.0489 (9) | |
H13A | 0.3452 | 0.6245 | 0.3291 | 0.059* | |
C14 | 0.5236 (4) | 0.4711 (4) | 0.3435 (3) | 0.0412 (8) | |
H14A | 0.5913 | 0.5160 | 0.2970 | 0.049* | |
C15 | 1.4171 (3) | 0.2103 (3) | 0.0748 (3) | 0.0332 (7) | |
C16 | 1.5427 (4) | 0.1841 (4) | −0.0085 (3) | 0.0409 (8) | |
H16A | 1.6372 | 0.1855 | 0.0053 | 0.049* | |
C17 | 1.5261 (4) | 0.1569 (4) | −0.1093 (3) | 0.0505 (10) | |
H17A | 1.6091 | 0.1401 | −0.1649 | 0.061* | |
C18 | 1.3843 (4) | 0.1540 (4) | −0.1294 (3) | 0.0494 (9) | |
H18A | 1.3697 | 0.1393 | −0.1985 | 0.059* | |
C19 | 1.2678 (4) | 0.1736 (4) | −0.0435 (3) | 0.0377 (8) | |
H19A | 1.1735 | 0.1690 | −0.0555 | 0.045* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ru1 | 0.02682 (13) | 0.02788 (14) | 0.02494 (13) | −0.00673 (10) | −0.00407 (10) | −0.00038 (10) |
Ru2 | 0.02490 (13) | 0.02492 (13) | 0.02803 (14) | −0.00448 (9) | −0.00487 (10) | −0.00303 (10) |
O1 | 0.0293 (11) | 0.0447 (13) | 0.0294 (12) | −0.0091 (10) | −0.0074 (9) | 0.0013 (10) |
O2 | 0.0301 (11) | 0.0383 (12) | 0.0293 (12) | −0.0069 (9) | −0.0041 (9) | −0.0003 (10) |
O3 | 0.0332 (12) | 0.0297 (12) | 0.0388 (13) | −0.0067 (9) | −0.0013 (10) | −0.0047 (10) |
O4 | 0.0315 (11) | 0.0315 (12) | 0.0377 (13) | −0.0077 (9) | −0.0041 (10) | −0.0071 (10) |
O5 | 0.0615 (19) | 0.074 (2) | 0.0622 (19) | −0.0006 (16) | −0.0262 (16) | 0.0256 (16) |
O6 | 0.077 (2) | 0.0413 (16) | 0.078 (2) | −0.0230 (14) | −0.0076 (16) | −0.0192 (15) |
O7 | 0.075 (2) | 0.076 (2) | 0.0434 (16) | −0.0142 (16) | −0.0308 (15) | 0.0017 (14) |
O8 | 0.0684 (19) | 0.0389 (15) | 0.0655 (19) | −0.0219 (13) | −0.0082 (15) | −0.0028 (13) |
N1 | 0.0293 (13) | 0.0368 (15) | 0.0313 (15) | −0.0062 (11) | −0.0027 (11) | −0.0019 (12) |
N2 | 0.045 (2) | 0.061 (2) | 0.059 (2) | −0.0081 (18) | 0.0034 (18) | 0.0204 (18) |
N3 | 0.0297 (13) | 0.0302 (14) | 0.0302 (14) | −0.0054 (11) | −0.0058 (11) | −0.0031 (11) |
N4 | 0.0318 (16) | 0.068 (2) | 0.0434 (18) | −0.0168 (15) | −0.0057 (14) | −0.0190 (16) |
C1 | 0.0326 (17) | 0.0295 (16) | 0.0284 (16) | −0.0065 (13) | −0.0075 (13) | −0.0035 (13) |
C2 | 0.045 (2) | 0.054 (2) | 0.048 (2) | −0.0058 (18) | −0.0134 (17) | 0.0152 (18) |
C3 | 0.0373 (17) | 0.0317 (17) | 0.0237 (16) | −0.0081 (14) | −0.0066 (13) | −0.0036 (13) |
C4 | 0.051 (2) | 0.0308 (18) | 0.057 (2) | −0.0112 (16) | −0.0028 (18) | −0.0052 (17) |
C5 | 0.0350 (18) | 0.0360 (18) | 0.046 (2) | −0.0048 (14) | −0.0042 (16) | −0.0012 (16) |
C6 | 0.0365 (18) | 0.0340 (19) | 0.042 (2) | −0.0072 (14) | −0.0037 (15) | −0.0038 (15) |
C7 | 0.0407 (18) | 0.0364 (19) | 0.0363 (19) | −0.0075 (15) | −0.0068 (15) | −0.0022 (15) |
C8 | 0.0339 (17) | 0.040 (2) | 0.0324 (18) | −0.0100 (14) | −0.0040 (14) | −0.0023 (14) |
C10 | 0.0405 (19) | 0.045 (2) | 0.0298 (18) | −0.0091 (16) | −0.0018 (14) | −0.0042 (15) |
C11 | 0.0359 (19) | 0.070 (3) | 0.041 (2) | −0.0129 (18) | 0.0046 (16) | −0.0108 (19) |
C12 | 0.036 (2) | 0.065 (3) | 0.050 (2) | 0.0042 (18) | −0.0065 (17) | −0.019 (2) |
C13 | 0.044 (2) | 0.046 (2) | 0.052 (2) | 0.0055 (17) | −0.0106 (18) | −0.0072 (18) |
C14 | 0.0395 (19) | 0.0378 (19) | 0.044 (2) | −0.0043 (15) | −0.0044 (16) | −0.0060 (16) |
C15 | 0.0309 (16) | 0.0297 (16) | 0.0388 (19) | −0.0058 (13) | −0.0049 (14) | −0.0053 (14) |
C16 | 0.0285 (17) | 0.046 (2) | 0.048 (2) | −0.0087 (15) | −0.0017 (15) | −0.0082 (17) |
C17 | 0.042 (2) | 0.059 (2) | 0.043 (2) | −0.0077 (18) | 0.0120 (17) | −0.0123 (19) |
C18 | 0.054 (2) | 0.060 (2) | 0.0326 (19) | −0.0084 (19) | −0.0032 (17) | −0.0113 (17) |
C19 | 0.0367 (18) | 0.0421 (19) | 0.0349 (18) | −0.0073 (15) | −0.0062 (14) | −0.0073 (15) |
Geometric parameters (Å, º) top
Ru1—C8 | 1.833 (3) | N4—H41 | 0.874 (18) |
Ru1—C7 | 1.834 (4) | N4—H42 | 0.882 (19) |
Ru1—O1 | 2.131 (2) | C1—C2 | 1.502 (4) |
Ru1—O3 | 2.132 (2) | C2—H2C | 0.96 |
Ru1—N1 | 2.267 (3) | C2—H2B | 0.96 |
Ru1—Ru2 | 2.6756 (7) | C2—H2A | 0.96 |
Ru2—C6 | 1.830 (3) | C3—C4 | 1.499 (4) |
Ru2—C5 | 1.837 (4) | C4—H4A | 0.96 |
Ru2—O2 | 2.127 (2) | C4—H4B | 0.96 |
Ru2—O4 | 2.133 (2) | C4—H4C | 0.96 |
Ru2—N3 | 2.243 (3) | C10—C11 | 1.397 (5) |
O1—C1 | 1.265 (4) | C11—C12 | 1.365 (6) |
O2—C1 | 1.258 (4) | C11—H11A | 0.93 |
O3—C3 | 1.260 (4) | C12—C13 | 1.377 (6) |
O4—C3 | 1.262 (4) | C12—H12A | 0.93 |
O5—C5 | 1.148 (4) | C13—C14 | 1.363 (5) |
O6—C6 | 1.154 (4) | C13—H13A | 0.93 |
O7—C7 | 1.151 (4) | C14—H14A | 0.93 |
O8—C8 | 1.152 (4) | C15—C16 | 1.402 (5) |
N1—C10 | 1.342 (4) | C16—C17 | 1.359 (5) |
N1—C14 | 1.357 (4) | C16—H16A | 0.93 |
N2—C10 | 1.351 (5) | C17—C18 | 1.396 (5) |
N2—H21 | 0.880 (19) | C17—H17A | 0.93 |
N2—H22 | 0.865 (19) | C18—C19 | 1.365 (5) |
N3—C15 | 1.349 (4) | C18—H18A | 0.93 |
N3—C19 | 1.355 (4) | C19—H19A | 0.93 |
N4—C15 | 1.353 (4) | | |
| | | |
C8—Ru1—C7 | 90.59 (15) | C1—C2—H2C | 109.5 |
C8—Ru1—O1 | 95.02 (12) | C1—C2—H2B | 109.5 |
C7—Ru1—O1 | 173.35 (12) | H2C—C2—H2B | 109.5 |
C8—Ru1—O3 | 175.45 (12) | C1—C2—H2A | 109.5 |
C7—Ru1—O3 | 91.21 (12) | H2C—C2—H2A | 109.5 |
O1—Ru1—O3 | 82.94 (9) | H2B—C2—H2A | 109.5 |
C8—Ru1—N1 | 98.68 (12) | O3—C3—O4 | 124.9 (3) |
C7—Ru1—N1 | 102.03 (13) | O3—C3—C4 | 117.2 (3) |
O1—Ru1—N1 | 80.68 (9) | O4—C3—C4 | 117.9 (3) |
O3—Ru1—N1 | 85.03 (9) | C3—C4—H4A | 109.5 |
C8—Ru1—Ru2 | 93.73 (10) | C3—C4—H4B | 109.5 |
C7—Ru1—Ru2 | 93.02 (11) | H4A—C4—H4B | 109.5 |
O1—Ru1—Ru2 | 83.07 (6) | C3—C4—H4C | 109.5 |
O3—Ru1—Ru2 | 82.01 (6) | H4A—C4—H4C | 109.5 |
N1—Ru1—Ru2 | 160.31 (7) | H4B—C4—H4C | 109.5 |
C6—Ru2—C5 | 88.00 (16) | O5—C5—Ru2 | 179.0 (3) |
C6—Ru2—O2 | 94.91 (13) | O6—C6—Ru2 | 178.3 (3) |
C5—Ru2—O2 | 176.54 (13) | O7—C7—Ru1 | 176.7 (3) |
C6—Ru2—O4 | 176.91 (12) | O8—C8—Ru1 | 179.1 (3) |
C5—Ru2—O4 | 95.01 (13) | N1—C10—N2 | 118.7 (3) |
O2—Ru2—O4 | 82.06 (9) | N1—C10—C11 | 121.6 (3) |
C6—Ru2—N3 | 93.14 (13) | N2—C10—C11 | 119.6 (3) |
C5—Ru2—N3 | 98.45 (13) | C12—C11—C10 | 119.4 (4) |
O2—Ru2—N3 | 83.27 (9) | C12—C11—H11A | 120.3 |
O4—Ru2—N3 | 87.11 (9) | C10—C11—H11A | 120.3 |
C6—Ru2—Ru1 | 94.75 (11) | C11—C12—C13 | 119.4 (3) |
C5—Ru2—Ru1 | 95.08 (11) | C11—C12—H12A | 120.3 |
O2—Ru2—Ru1 | 82.83 (6) | C13—C12—H12A | 120.3 |
O4—Ru2—Ru1 | 84.31 (6) | C14—C13—C12 | 118.4 (4) |
N3—Ru2—Ru1 | 164.55 (7) | C14—C13—H13A | 120.8 |
C1—O1—Ru1 | 119.59 (19) | C12—C13—H13A | 120.8 |
C1—O2—Ru2 | 122.7 (2) | N1—C14—C13 | 123.8 (4) |
C3—O3—Ru1 | 123.8 (2) | N1—C14—H14A | 118.1 |
C3—O4—Ru2 | 119.6 (2) | C13—C14—H14A | 118.1 |
C10—N1—C14 | 117.1 (3) | N3—C15—N4 | 118.5 (3) |
C10—N1—Ru1 | 125.3 (2) | N3—C15—C16 | 120.7 (3) |
C14—N1—Ru1 | 116.9 (2) | N4—C15—C16 | 120.8 (3) |
C10—N2—H21 | 116 (3) | C17—C16—C15 | 119.8 (3) |
C10—N2—H22 | 122 (3) | C17—C16—H16A | 120.1 |
H21—N2—H22 | 120 (4) | C15—C16—H16A | 120.1 |
C15—N3—C19 | 118.0 (3) | C16—C17—C18 | 119.9 (3) |
C15—N3—Ru2 | 124.7 (2) | C16—C17—H17A | 120.1 |
C19—N3—Ru2 | 116.7 (2) | C18—C17—H17A | 120.1 |
C15—N4—H41 | 117 (2) | C19—C18—C17 | 117.4 (3) |
C15—N4—H42 | 115 (3) | C19—C18—H18A | 121.3 |
H41—N4—H42 | 118 (3) | C17—C18—H18A | 121.3 |
O2—C1—O1 | 124.5 (3) | N3—C19—C18 | 124.0 (3) |
O2—C1—C2 | 118.0 (3) | N3—C19—H19A | 118.0 |
O1—C1—C2 | 117.5 (3) | C18—C19—H19A | 118.0 |
| | | |
C8—Ru1—Ru2—C6 | 16.29 (15) | C8—Ru1—N1—C14 | −142.3 (3) |
C7—Ru1—Ru2—C6 | 107.08 (15) | C7—Ru1—N1—C14 | 125.2 (3) |
O1—Ru1—Ru2—C6 | −78.32 (13) | O1—Ru1—N1—C14 | −48.6 (2) |
O3—Ru1—Ru2—C6 | −162.12 (13) | O3—Ru1—N1—C14 | 35.0 (2) |
N1—Ru1—Ru2—C6 | −112.8 (2) | Ru2—Ru1—N1—C14 | −13.9 (4) |
C8—Ru1—Ru2—C5 | −72.12 (15) | C6—Ru2—N3—C15 | −123.6 (3) |
C7—Ru1—Ru2—C5 | 18.67 (15) | C5—Ru2—N3—C15 | −35.1 (3) |
O1—Ru1—Ru2—C5 | −166.73 (13) | O2—Ru2—N3—C15 | 141.8 (3) |
O3—Ru1—Ru2—C5 | 109.47 (13) | O4—Ru2—N3—C15 | 59.5 (2) |
N1—Ru1—Ru2—C5 | 158.7 (2) | Ru1—Ru2—N3—C15 | 115.8 (3) |
C8—Ru1—Ru2—O2 | 110.66 (12) | C6—Ru2—N3—C19 | 46.8 (3) |
C7—Ru1—Ru2—O2 | −158.55 (12) | C5—Ru2—N3—C19 | 135.2 (2) |
O1—Ru1—Ru2—O2 | 16.05 (9) | O2—Ru2—N3—C19 | −47.8 (2) |
O3—Ru1—Ru2—O2 | −67.75 (9) | O4—Ru2—N3—C19 | −130.2 (2) |
N1—Ru1—Ru2—O2 | −18.5 (2) | Ru1—Ru2—N3—C19 | −73.9 (4) |
C8—Ru1—Ru2—O4 | −166.66 (12) | Ru2—O2—C1—O1 | −5.0 (4) |
C7—Ru1—Ru2—O4 | −75.87 (12) | Ru2—O2—C1—C2 | 174.0 (2) |
O1—Ru1—Ru2—O4 | 98.72 (9) | Ru1—O1—C1—O2 | 27.0 (4) |
O3—Ru1—Ru2—O4 | 14.93 (9) | Ru1—O1—C1—C2 | −152.0 (2) |
N1—Ru1—Ru2—O4 | 64.2 (2) | Ru1—O3—C3—O4 | 0.8 (4) |
C8—Ru1—Ru2—N3 | 136.7 (3) | Ru1—O3—C3—C4 | 179.3 (2) |
C7—Ru1—Ru2—N3 | −132.5 (3) | Ru2—O4—C3—O3 | 19.7 (4) |
O1—Ru1—Ru2—N3 | 42.1 (3) | Ru2—O4—C3—C4 | −158.7 (2) |
O3—Ru1—Ru2—N3 | −41.7 (3) | C14—N1—C10—N2 | −176.3 (3) |
N1—Ru1—Ru2—N3 | 7.6 (3) | Ru1—N1—C10—N2 | 13.4 (5) |
C8—Ru1—O1—C1 | −120.6 (2) | C14—N1—C10—C11 | 4.0 (5) |
O3—Ru1—O1—C1 | 55.3 (2) | Ru1—N1—C10—C11 | −166.4 (3) |
N1—Ru1—O1—C1 | 141.4 (2) | N1—C10—C11—C12 | −3.9 (6) |
Ru2—Ru1—O1—C1 | −27.4 (2) | N2—C10—C11—C12 | 176.3 (4) |
C6—Ru2—O2—C1 | 81.3 (3) | C10—C11—C12—C13 | 1.6 (6) |
O4—Ru2—O2—C1 | −98.1 (2) | C11—C12—C13—C14 | 0.5 (6) |
N3—Ru2—O2—C1 | 173.9 (2) | C10—N1—C14—C13 | −1.8 (5) |
Ru1—Ru2—O2—C1 | −12.9 (2) | Ru1—N1—C14—C13 | 169.4 (3) |
C7—Ru1—O3—C3 | 78.3 (3) | C12—C13—C14—N1 | −0.4 (6) |
O1—Ru1—O3—C3 | −98.6 (2) | C19—N3—C15—N4 | 176.5 (3) |
N1—Ru1—O3—C3 | −179.8 (2) | Ru2—N3—C15—N4 | −13.3 (4) |
Ru2—Ru1—O3—C3 | −14.6 (2) | C19—N3—C15—C16 | −5.2 (5) |
C5—Ru2—O4—C3 | −117.7 (2) | Ru2—N3—C15—C16 | 165.0 (2) |
O2—Ru2—O4—C3 | 60.4 (2) | N3—C15—C16—C17 | 4.5 (5) |
N3—Ru2—O4—C3 | 144.0 (2) | N4—C15—C16—C17 | −177.2 (4) |
Ru1—Ru2—O4—C3 | −23.1 (2) | C15—C16—C17—C18 | −0.5 (6) |
C8—Ru1—N1—C10 | 28.1 (3) | C16—C17—C18—C19 | −2.7 (6) |
C7—Ru1—N1—C10 | −64.4 (3) | C15—N3—C19—C18 | 1.9 (5) |
O1—Ru1—N1—C10 | 121.8 (3) | Ru2—N3—C19—C18 | −169.1 (3) |
O3—Ru1—N1—C10 | −154.6 (3) | C17—C18—C19—N3 | 2.0 (6) |
Ru2—Ru1—N1—C10 | 156.5 (2) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H21···O8i | 0.88 (2) | 2.60 (2) | 3.461 (4) | 166 (4) |
N2—H22···O5ii | 0.87 (2) | 2.39 (3) | 3.031 (5) | 132 (3) |
N4—H41···O1iii | 0.87 (2) | 2.17 (2) | 3.032 (4) | 171 (3) |
N4—H42···O4 | 0.88 (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. |