Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807015504/kp2096sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807015504/kp2096Isup2.hkl |
CCDC reference: 647259
Data collection: APEX2 (Bruker–Nonius, 2004); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Ru(C10H8N2)(C15H11N3)(H2O)](ClO4)2 | F(000) = 2848 |
Mr = 707.44 | Dx = 1.750 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 4642 reflections |
a = 15.1483 (8) Å | θ = 2.4–20.8° |
b = 10.8842 (5) Å | µ = 0.85 mm−1 |
c = 32.5725 (15) Å | T = 180 K |
V = 5370.5 (4) Å3 | Needle, red |
Z = 8 | 0.30 × 0.05 × 0.05 mm |
Bruker-Nonius X8APEX-II CCD diffractometer | 5070 independent reflections |
Radiation source: fine-focus sealed tube | 3234 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.079 |
ω and φ scans | θmax = 25.7°, θmin = 3.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | h = −18→18 |
Tmin = 0.807, Tmax = 0.959 | k = −10→13 |
48758 measured reflections | l = −39→38 |
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)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.117 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0562P)2 + 6.5715P] where P = (Fo2 + 2Fc2)/3 |
5070 reflections | (Δ/σ)max = 0.001 |
376 parameters | Δρmax = 0.79 e Å−3 |
20 restraints | Δρmin = −0.66 e Å−3 |
Experimental. 1H NMR (D2O): δ = 6.95 (m, 1 H); 7.32–7.37 (m, 3 H); 7.69 (dt, J = 1.5 Hz, 8.2 Hz, 1 H); 7.81–7.83 (m, 2 H); 7.96–8.07 (m, 3 H); 8.24 (t, J = 8.0 Hz, 1 H); 8.32–8.38 (m, 2 H); 8.48 (d, J = 1.2 Hz, 2 H); 8.61 (d, J = 8.2 Hz, 2H); 8.69 (d, 7.9 Hz, 1 H), 9.56 (m, 1 H). Elemental analysis found: C 42.30, H 2.81, N, 9.64%; calculated C 42.44, H 2.99, N 9.90%. |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ru1 | 0.53711 (2) | 0.20365 (3) | 0.388662 (11) | 0.02408 (13) | |
O1 | 0.5422 (2) | 0.0845 (3) | 0.44110 (10) | 0.0423 (9) | |
H1 | 0.5502 | 0.0985 | 0.4665 | 0.063* | |
H2 | 0.5287 | 0.0095 | 0.4376 | 0.063* | |
N1 | 0.5108 (3) | 0.0514 (3) | 0.35298 (11) | 0.0281 (9) | |
N2 | 0.6571 (2) | 0.1503 (3) | 0.37523 (11) | 0.0247 (9) | |
N3 | 0.6104 (2) | 0.3305 (3) | 0.42228 (11) | 0.0251 (9) | |
N4 | 0.5196 (2) | 0.3183 (3) | 0.34103 (11) | 0.0249 (9) | |
N5 | 0.4116 (3) | 0.2700 (4) | 0.40037 (11) | 0.0293 (9) | |
C1 | 0.4320 (3) | −0.0008 (5) | 0.34523 (14) | 0.0341 (12) | |
H1A | 0.3800 | 0.0402 | 0.3541 | 0.041* | |
C2 | 0.4238 (4) | −0.1107 (5) | 0.32506 (15) | 0.0430 (14) | |
H2A | 0.3672 | −0.1465 | 0.3211 | 0.052* | |
C3 | 0.4989 (4) | −0.1692 (5) | 0.31047 (16) | 0.0446 (14) | |
H3A | 0.4944 | −0.2452 | 0.2963 | 0.053* | |
C4 | 0.5803 (4) | −0.1153 (4) | 0.31682 (14) | 0.0361 (13) | |
H4A | 0.6324 | −0.1530 | 0.3065 | 0.043* | |
C5 | 0.5853 (3) | −0.0062 (4) | 0.33830 (13) | 0.0293 (11) | |
C6 | 0.6693 (3) | 0.0535 (4) | 0.35008 (14) | 0.0286 (11) | |
C7 | 0.7532 (3) | 0.0194 (5) | 0.33819 (14) | 0.0365 (12) | |
H7A | 0.7620 | −0.0467 | 0.3196 | 0.044* | |
C8 | 0.8244 (3) | 0.0838 (5) | 0.35404 (15) | 0.0396 (13) | |
H8A | 0.8826 | 0.0619 | 0.3460 | 0.048* | |
C9 | 0.8118 (3) | 0.1790 (5) | 0.38124 (14) | 0.0345 (12) | |
H9A | 0.8609 | 0.2208 | 0.3928 | 0.041* | |
C10 | 0.7265 (3) | 0.2130 (4) | 0.39146 (13) | 0.0274 (10) | |
C11 | 0.6990 (3) | 0.3122 (4) | 0.41949 (14) | 0.0278 (11) | |
C12 | 0.7575 (3) | 0.3825 (4) | 0.44173 (14) | 0.0355 (12) | |
H12A | 0.8192 | 0.3686 | 0.4394 | 0.043* | |
C13 | 0.7262 (4) | 0.4731 (5) | 0.46729 (15) | 0.0406 (13) | |
H13A | 0.7660 | 0.5218 | 0.4828 | 0.049* | |
C14 | 0.6376 (4) | 0.4925 (5) | 0.47014 (15) | 0.0405 (13) | |
H14A | 0.6149 | 0.5547 | 0.4876 | 0.049* | |
C15 | 0.5817 (3) | 0.4204 (4) | 0.44727 (14) | 0.0324 (12) | |
H15A | 0.5199 | 0.4348 | 0.4492 | 0.039* | |
C16 | 0.5767 (3) | 0.3327 (4) | 0.30941 (13) | 0.0267 (11) | |
H16A | 0.6276 | 0.2819 | 0.3084 | 0.032* | |
C17 | 0.5642 (3) | 0.4178 (4) | 0.27884 (14) | 0.0311 (12) | |
H17A | 0.6067 | 0.4270 | 0.2576 | 0.037* | |
C18 | 0.4896 (3) | 0.4895 (4) | 0.27920 (14) | 0.0342 (12) | |
H18A | 0.4800 | 0.5494 | 0.2585 | 0.041* | |
C19 | 0.4288 (3) | 0.4729 (4) | 0.31027 (14) | 0.0337 (12) | |
H19A | 0.3758 | 0.5196 | 0.3105 | 0.040* | |
C20 | 0.4451 (3) | 0.3882 (4) | 0.34115 (14) | 0.0274 (11) | |
C21 | 0.3846 (3) | 0.3612 (4) | 0.37493 (14) | 0.0301 (11) | |
C22 | 0.3046 (3) | 0.4199 (5) | 0.38096 (18) | 0.0503 (15) | |
H22A | 0.2871 | 0.4850 | 0.3633 | 0.060* | |
C23 | 0.2505 (4) | 0.3834 (6) | 0.41279 (18) | 0.0607 (18) | |
H23A | 0.1957 | 0.4233 | 0.4175 | 0.073* | |
C24 | 0.2775 (4) | 0.2876 (6) | 0.43763 (18) | 0.0548 (16) | |
H24A | 0.2404 | 0.2593 | 0.4592 | 0.066* | |
C25 | 0.3581 (3) | 0.2336 (5) | 0.43105 (15) | 0.0390 (13) | |
H25A | 0.3766 | 0.1688 | 0.4486 | 0.047* | |
Cl1 | 0.52671 (8) | 0.22360 (11) | 0.54049 (4) | 0.0377 (3) | |
O1A | 0.5627 (3) | 0.3388 (4) | 0.55299 (15) | 0.0721 (13) | |
O1B | 0.4514 (3) | 0.2395 (4) | 0.51490 (13) | 0.0670 (12) | |
O1C | 0.5907 (3) | 0.1554 (4) | 0.51784 (12) | 0.0621 (12) | |
O1D | 0.4998 (3) | 0.1550 (4) | 0.57535 (11) | 0.0643 (12) | |
Cl2 | 0.77485 (10) | 0.19471 (12) | 0.22998 (4) | 0.0478 (4) | |
O2A | 0.7620 (5) | 0.3293 (5) | 0.2350 (2) | 0.049 (2)* | 0.50 |
O2B | 0.8530 (5) | 0.1567 (7) | 0.2465 (2) | 0.059 (3)* | 0.50 |
O2C | 0.6997 (4) | 0.1396 (6) | 0.2529 (2) | 0.050 (2)* | 0.50 |
O2D | 0.7592 (5) | 0.1650 (8) | 0.18751 (16) | 0.044 (2)* | 0.50 |
O2E | 0.7478 (7) | 0.0747 (7) | 0.2426 (3) | 0.125 (4)* | 0.50 |
O2F | 0.7465 (7) | 0.2895 (8) | 0.2556 (3) | 0.101 (4)* | 0.50 |
O2G | 0.8756 (4) | 0.1894 (7) | 0.2333 (2) | 0.052 (2)* | 0.50 |
O2H | 0.7608 (6) | 0.2135 (9) | 0.18738 (19) | 0.065 (3)* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru1 | 0.0214 (2) | 0.0235 (2) | 0.0273 (2) | −0.00001 (17) | 0.00003 (17) | 0.00091 (17) |
O1 | 0.062 (3) | 0.0231 (18) | 0.042 (2) | −0.0032 (17) | 0.0003 (18) | 0.0040 (16) |
N1 | 0.032 (2) | 0.026 (2) | 0.026 (2) | −0.0033 (18) | −0.0033 (18) | 0.0043 (17) |
N2 | 0.025 (2) | 0.021 (2) | 0.028 (2) | 0.0032 (17) | −0.0039 (17) | 0.0019 (17) |
N3 | 0.025 (2) | 0.023 (2) | 0.028 (2) | −0.0007 (17) | 0.0002 (17) | 0.0009 (16) |
N4 | 0.022 (2) | 0.024 (2) | 0.028 (2) | −0.0001 (17) | −0.0019 (16) | −0.0021 (16) |
N5 | 0.025 (2) | 0.033 (2) | 0.031 (2) | −0.0044 (19) | 0.0020 (18) | −0.0027 (18) |
C1 | 0.032 (3) | 0.038 (3) | 0.033 (3) | −0.004 (2) | −0.003 (2) | 0.003 (2) |
C2 | 0.054 (4) | 0.043 (3) | 0.032 (3) | −0.017 (3) | −0.014 (3) | 0.001 (3) |
C3 | 0.067 (4) | 0.032 (3) | 0.035 (3) | −0.001 (3) | −0.015 (3) | −0.003 (2) |
C4 | 0.050 (3) | 0.026 (3) | 0.033 (3) | 0.006 (3) | −0.011 (3) | −0.004 (2) |
C5 | 0.031 (3) | 0.028 (3) | 0.028 (3) | 0.005 (2) | −0.002 (2) | 0.005 (2) |
C6 | 0.031 (3) | 0.027 (3) | 0.028 (3) | 0.004 (2) | −0.002 (2) | 0.005 (2) |
C7 | 0.039 (3) | 0.035 (3) | 0.035 (3) | 0.012 (3) | 0.001 (3) | 0.000 (2) |
C8 | 0.029 (3) | 0.045 (3) | 0.045 (3) | 0.011 (3) | 0.006 (3) | −0.002 (3) |
C9 | 0.028 (3) | 0.040 (3) | 0.036 (3) | 0.004 (2) | −0.002 (2) | 0.005 (2) |
C10 | 0.025 (3) | 0.028 (3) | 0.029 (2) | 0.000 (2) | −0.001 (2) | 0.004 (2) |
C11 | 0.026 (3) | 0.025 (3) | 0.032 (3) | −0.001 (2) | −0.001 (2) | 0.005 (2) |
C12 | 0.027 (3) | 0.040 (3) | 0.040 (3) | 0.000 (2) | −0.002 (2) | −0.003 (3) |
C13 | 0.041 (3) | 0.037 (3) | 0.044 (3) | −0.010 (3) | −0.006 (3) | −0.007 (3) |
C14 | 0.049 (4) | 0.032 (3) | 0.041 (3) | −0.007 (3) | 0.004 (3) | −0.011 (2) |
C15 | 0.030 (3) | 0.034 (3) | 0.034 (3) | 0.004 (2) | 0.006 (2) | 0.000 (2) |
C16 | 0.022 (2) | 0.030 (3) | 0.028 (3) | −0.003 (2) | 0.003 (2) | −0.005 (2) |
C17 | 0.032 (3) | 0.032 (3) | 0.030 (3) | −0.006 (2) | 0.002 (2) | 0.002 (2) |
C18 | 0.042 (3) | 0.031 (3) | 0.029 (3) | −0.002 (2) | −0.008 (2) | 0.003 (2) |
C19 | 0.035 (3) | 0.030 (3) | 0.037 (3) | 0.004 (2) | −0.012 (2) | −0.001 (2) |
C20 | 0.021 (3) | 0.029 (3) | 0.032 (3) | −0.003 (2) | −0.003 (2) | −0.001 (2) |
C21 | 0.023 (3) | 0.035 (3) | 0.032 (3) | −0.001 (2) | −0.001 (2) | −0.001 (2) |
C22 | 0.030 (3) | 0.059 (4) | 0.062 (4) | 0.010 (3) | 0.002 (3) | 0.017 (3) |
C23 | 0.029 (3) | 0.089 (5) | 0.064 (4) | 0.022 (3) | 0.012 (3) | 0.011 (4) |
C24 | 0.030 (3) | 0.085 (5) | 0.049 (3) | 0.007 (3) | 0.012 (3) | 0.018 (3) |
C25 | 0.027 (3) | 0.052 (3) | 0.037 (3) | −0.003 (3) | 0.002 (2) | 0.009 (3) |
Cl1 | 0.0374 (7) | 0.0385 (8) | 0.0371 (7) | −0.0011 (6) | −0.0005 (6) | 0.0024 (6) |
O1A | 0.083 (3) | 0.041 (2) | 0.092 (3) | −0.017 (2) | 0.000 (3) | −0.007 (2) |
O1B | 0.051 (3) | 0.086 (3) | 0.065 (3) | 0.018 (2) | −0.017 (2) | 0.001 (2) |
O1C | 0.043 (2) | 0.088 (3) | 0.056 (2) | 0.016 (2) | −0.005 (2) | −0.026 (2) |
O1D | 0.098 (3) | 0.055 (3) | 0.039 (2) | −0.015 (3) | 0.005 (2) | 0.006 (2) |
Cl2 | 0.0546 (9) | 0.0409 (8) | 0.0479 (8) | −0.0041 (7) | −0.0091 (7) | 0.0015 (7) |
Ru1—N1 | 2.063 (4) | C12—C13 | 1.375 (7) |
Ru1—N2 | 1.957 (4) | C12—H12A | 0.950 |
Ru1—N3 | 2.083 (4) | C13—C14 | 1.361 (7) |
Ru1—N4 | 2.009 (4) | C13—H13A | 0.950 |
Ru1—N5 | 2.069 (4) | C14—C15 | 1.374 (7) |
Ru1—O1 | 2.146 (3) | C14—H14A | 0.950 |
O1—H1 | 0.850 | C15—H15A | 0.950 |
O1—H2 | 0.850 | C16—C17 | 1.373 (6) |
N1—C1 | 1.346 (6) | C16—H16A | 0.950 |
N1—C5 | 1.376 (6) | C17—C18 | 1.373 (7) |
N2—C6 | 1.348 (6) | C17—H17A | 0.950 |
N2—C10 | 1.360 (6) | C18—C19 | 1.380 (7) |
N3—C15 | 1.345 (6) | C18—H18A | 0.950 |
N3—C11 | 1.360 (6) | C19—C20 | 1.387 (6) |
N4—C16 | 1.355 (6) | C19—H19A | 0.950 |
N4—C20 | 1.360 (6) | C20—C21 | 1.462 (6) |
N5—C25 | 1.347 (6) | C21—C22 | 1.383 (7) |
N5—C21 | 1.357 (6) | C22—C23 | 1.380 (8) |
C1—C2 | 1.371 (7) | C22—H22A | 0.950 |
C1—H1A | 0.950 | C23—C24 | 1.381 (8) |
C2—C3 | 1.388 (8) | C23—H23A | 0.950 |
C2—H2A | 0.950 | C24—C25 | 1.371 (7) |
C3—C4 | 1.382 (8) | C24—H24A | 0.950 |
C3—H3A | 0.950 | C25—H25A | 0.950 |
C4—C5 | 1.381 (6) | Cl1—O1D | 1.419 (4) |
C4—H4A | 0.950 | Cl1—O1B | 1.423 (4) |
C5—C6 | 1.479 (7) | Cl1—O1C | 1.426 (4) |
C6—C7 | 1.379 (6) | Cl1—O1A | 1.427 (4) |
C7—C8 | 1.386 (7) | Cl2—O2B | 1.364 (6) |
C7—H7A | 0.950 | Cl2—O2F | 1.394 (7) |
C8—C9 | 1.377 (7) | Cl2—O2H | 1.418 (6) |
C8—H8A | 0.950 | Cl2—O2E | 1.429 (7) |
C9—C10 | 1.385 (7) | Cl2—O2D | 1.440 (5) |
C9—H9A | 0.950 | Cl2—O2A | 1.487 (6) |
C10—C11 | 1.474 (6) | Cl2—O2C | 1.488 (6) |
C11—C12 | 1.377 (6) | Cl2—O2G | 1.531 (6) |
N1—Ru1—N2 | 79.35 (15) | N3—C11—C12 | 121.3 (4) |
N1—Ru1—N3 | 158.70 (15) | N3—C11—C10 | 115.3 (4) |
N1—Ru1—N4 | 92.21 (14) | C12—C11—C10 | 123.4 (4) |
N1—Ru1—N5 | 101.93 (15) | C13—C12—C11 | 119.6 (5) |
N1—Ru1—O1 | 88.28 (13) | C13—C12—H12A | 120.2 |
N2—Ru1—N3 | 79.59 (15) | C11—C12—H12A | 120.2 |
N2—Ru1—N4 | 97.73 (15) | C14—C13—C12 | 119.5 (5) |
N2—Ru1—N5 | 176.21 (15) | C14—C13—H13A | 120.2 |
N2—Ru1—O1 | 88.02 (14) | C12—C13—H13A | 120.2 |
N3—Ru1—N4 | 93.71 (14) | C13—C14—C15 | 118.8 (5) |
N3—Ru1—N5 | 99.30 (14) | C13—C14—H14A | 120.6 |
N3—Ru1—O1 | 87.87 (13) | C15—C14—H14A | 120.6 |
N4—Ru1—N5 | 78.70 (15) | N3—C15—C14 | 122.9 (5) |
N4—Ru1—O1 | 174.22 (14) | N3—C15—H15A | 118.5 |
N5—Ru1—O1 | 95.57 (14) | C14—C15—H15A | 118.5 |
Ru1—O1—H1 | 132.2 | N4—C16—C17 | 122.7 (4) |
Ru1—O1—H2 | 117.7 | N4—C16—H16A | 118.6 |
H1—O1—H2 | 109.7 | C17—C16—H16A | 118.6 |
C1—N1—C5 | 118.0 (4) | C16—C17—C18 | 119.4 (5) |
C1—N1—Ru1 | 128.0 (3) | C16—C17—H17A | 120.3 |
C5—N1—Ru1 | 113.8 (3) | C18—C17—H17A | 120.3 |
C6—N2—C10 | 121.5 (4) | C17—C18—C19 | 118.7 (5) |
C6—N2—Ru1 | 119.7 (3) | C17—C18—H18A | 120.6 |
C10—N2—Ru1 | 118.8 (3) | C19—C18—H18A | 120.6 |
C15—N3—C11 | 117.8 (4) | C18—C19—C20 | 120.0 (5) |
C15—N3—Ru1 | 128.9 (3) | C18—C19—H19A | 120.0 |
C11—N3—Ru1 | 113.2 (3) | C20—C19—H19A | 120.0 |
C16—N4—C20 | 117.9 (4) | N4—C20—C19 | 121.1 (4) |
C16—N4—Ru1 | 125.0 (3) | N4—C20—C21 | 114.2 (4) |
C20—N4—Ru1 | 117.1 (3) | C19—C20—C21 | 124.6 (4) |
C25—N5—C21 | 119.1 (4) | N5—C21—C22 | 121.0 (4) |
C25—N5—Ru1 | 126.0 (3) | N5—C21—C20 | 114.7 (4) |
C21—N5—Ru1 | 114.8 (3) | C22—C21—C20 | 124.3 (5) |
N1—C1—C2 | 122.6 (5) | C23—C22—C21 | 119.6 (5) |
N1—C1—H1A | 118.7 | C23—C22—H22A | 120.2 |
C2—C1—H1A | 118.7 | C21—C22—H22A | 120.2 |
C1—C2—C3 | 119.3 (5) | C22—C23—C24 | 118.8 (5) |
C1—C2—H2A | 120.3 | C22—C23—H23A | 120.6 |
C3—C2—H2A | 120.3 | C24—C23—H23A | 120.6 |
C4—C3—C2 | 119.1 (5) | C25—C24—C23 | 119.7 (5) |
C4—C3—H3A | 120.4 | C25—C24—H24A | 120.2 |
C2—C3—H3A | 120.4 | C23—C24—H24A | 120.2 |
C5—C4—C3 | 119.3 (5) | N5—C25—C24 | 121.7 (5) |
C5—C4—H4A | 120.3 | N5—C25—H25A | 119.1 |
C3—C4—H4A | 120.3 | C24—C25—H25A | 119.1 |
N1—C5—C4 | 121.5 (5) | O1D—Cl1—O1B | 107.6 (3) |
N1—C5—C6 | 114.5 (4) | O1D—Cl1—O1C | 109.6 (3) |
C4—C5—C6 | 123.8 (4) | O1B—Cl1—O1C | 107.8 (2) |
N2—C6—C7 | 120.5 (4) | O1D—Cl1—O1A | 110.1 (3) |
N2—C6—C5 | 112.5 (4) | O1B—Cl1—O1A | 111.5 (3) |
C7—C6—C5 | 127.0 (4) | O1C—Cl1—O1A | 110.2 (3) |
C6—C7—C8 | 118.4 (5) | O2F—Cl2—O2H | 115.6 (5) |
C6—C7—H7A | 120.8 | O2F—Cl2—O2E | 114.6 (6) |
C8—C7—H7A | 120.8 | O2H—Cl2—O2E | 111.7 (5) |
C9—C8—C7 | 120.8 (5) | O2F—Cl2—O2G | 107.0 (5) |
C9—C8—H8A | 119.6 | O2H—Cl2—O2G | 103.0 (4) |
C7—C8—H8A | 119.6 | O2E—Cl2—O2G | 103.3 (5) |
C8—C9—C10 | 119.0 (5) | O2B—Cl2—O2D | 116.9 (4) |
C8—C9—H9A | 120.5 | O2B—Cl2—O2A | 111.7 (4) |
C10—C9—H9A | 120.5 | O2D—Cl2—O2A | 107.8 (4) |
N2—C10—C9 | 119.6 (4) | O2B—Cl2—O2C | 110.1 (4) |
N2—C10—C11 | 112.9 (4) | O2D—Cl2—O2C | 105.4 (4) |
C9—C10—C11 | 127.5 (4) | O2A—Cl2—O2C | 104.0 (4) |
N2—Ru1—N1—C1 | 174.3 (4) | C10—N2—C6—C5 | 176.1 (4) |
N4—Ru1—N1—C1 | −88.3 (4) | Ru1—N2—C6—C5 | −4.4 (5) |
N5—Ru1—N1—C1 | −9.3 (4) | N1—C5—C6—N2 | 3.5 (5) |
N3—Ru1—N1—C1 | 165.7 (4) | C4—C5—C6—N2 | −172.1 (4) |
O1—Ru1—N1—C1 | 86.0 (4) | N1—C5—C6—C7 | −176.7 (4) |
N2—Ru1—N1—C5 | −0.7 (3) | C4—C5—C6—C7 | 7.6 (7) |
N4—Ru1—N1—C5 | 96.7 (3) | N2—C6—C7—C8 | 2.6 (7) |
N5—Ru1—N1—C5 | 175.7 (3) | C5—C6—C7—C8 | −177.1 (5) |
N3—Ru1—N1—C5 | −9.3 (6) | C6—C7—C8—C9 | 0.5 (7) |
O1—Ru1—N1—C5 | −89.0 (3) | C7—C8—C9—C10 | −2.4 (7) |
N4—Ru1—N2—C6 | −87.9 (3) | C6—N2—C10—C9 | 1.7 (6) |
N1—Ru1—N2—C6 | 2.9 (3) | Ru1—N2—C10—C9 | −177.9 (3) |
N3—Ru1—N2—C6 | 179.8 (3) | C6—N2—C10—C11 | −177.6 (4) |
O1—Ru1—N2—C6 | 91.6 (3) | Ru1—N2—C10—C11 | 2.9 (5) |
N4—Ru1—N2—C10 | 91.7 (3) | C8—C9—C10—N2 | 1.4 (7) |
N1—Ru1—N2—C10 | −177.5 (3) | C8—C9—C10—C11 | −179.5 (4) |
N3—Ru1—N2—C10 | −0.7 (3) | C15—N3—C11—C12 | 0.6 (6) |
O1—Ru1—N2—C10 | −88.9 (3) | Ru1—N3—C11—C12 | −175.9 (3) |
N2—Ru1—N3—C15 | −177.9 (4) | C15—N3—C11—C10 | −179.6 (4) |
N4—Ru1—N3—C15 | 85.0 (4) | Ru1—N3—C11—C10 | 3.9 (5) |
N1—Ru1—N3—C15 | −169.2 (4) | N2—C10—C11—N3 | −4.4 (6) |
N5—Ru1—N3—C15 | 5.8 (4) | C9—C10—C11—N3 | 176.4 (4) |
O1—Ru1—N3—C15 | −89.5 (4) | N2—C10—C11—C12 | 175.4 (4) |
N2—Ru1—N3—C11 | −1.9 (3) | C9—C10—C11—C12 | −3.8 (7) |
N4—Ru1—N3—C11 | −99.1 (3) | N3—C11—C12—C13 | 0.0 (7) |
N1—Ru1—N3—C11 | 6.7 (6) | C10—C11—C12—C13 | −179.8 (4) |
N5—Ru1—N3—C11 | −178.2 (3) | C11—C12—C13—C14 | −0.3 (7) |
O1—Ru1—N3—C11 | 86.5 (3) | C12—C13—C14—C15 | 0.1 (8) |
N2—Ru1—N4—C16 | 6.2 (4) | C11—N3—C15—C14 | −0.8 (7) |
N1—Ru1—N4—C16 | −73.4 (4) | Ru1—N3—C15—C14 | 175.0 (4) |
N5—Ru1—N4—C16 | −175.1 (4) | C13—C14—C15—N3 | 0.5 (8) |
N3—Ru1—N4—C16 | 86.1 (4) | C20—N4—C16—C17 | 2.8 (6) |
N2—Ru1—N4—C20 | −172.6 (3) | Ru1—N4—C16—C17 | −176.0 (3) |
N1—Ru1—N4—C20 | 107.9 (3) | N4—C16—C17—C18 | −2.0 (7) |
N5—Ru1—N4—C20 | 6.1 (3) | C16—C17—C18—C19 | −0.6 (7) |
N3—Ru1—N4—C20 | −92.6 (3) | C17—C18—C19—C20 | 2.3 (7) |
N4—Ru1—N5—C25 | 175.8 (4) | C16—N4—C20—C19 | −1.0 (6) |
N1—Ru1—N5—C25 | 85.9 (4) | Ru1—N4—C20—C19 | 177.8 (3) |
N3—Ru1—N5—C25 | −92.2 (4) | C16—N4—C20—C21 | 176.3 (4) |
O1—Ru1—N5—C25 | −3.5 (4) | Ru1—N4—C20—C21 | −4.8 (5) |
N4—Ru1—N5—C21 | −6.5 (3) | C18—C19—C20—N4 | −1.5 (7) |
N1—Ru1—N5—C21 | −96.4 (3) | C18—C19—C20—C21 | −178.5 (4) |
N3—Ru1—N5—C21 | 85.5 (3) | C25—N5—C21—C22 | 2.4 (7) |
O1—Ru1—N5—C21 | 174.2 (3) | Ru1—N5—C21—C22 | −175.5 (4) |
C5—N1—C1—C2 | 3.0 (7) | C25—N5—C21—C20 | −176.3 (4) |
Ru1—N1—C1—C2 | −171.8 (3) | Ru1—N5—C21—C20 | 5.9 (5) |
N1—C1—C2—C3 | −2.6 (7) | N4—C20—C21—N5 | −0.8 (6) |
C1—C2—C3—C4 | 0.3 (7) | C19—C20—C21—N5 | 176.4 (4) |
C2—C3—C4—C5 | 1.4 (7) | N4—C20—C21—C22 | −179.4 (5) |
C1—N1—C5—C4 | −1.1 (6) | C19—C20—C21—C22 | −2.2 (8) |
Ru1—N1—C5—C4 | 174.4 (3) | N5—C21—C22—C23 | −1.5 (8) |
C1—N1—C5—C6 | −176.8 (4) | C20—C21—C22—C23 | 177.0 (5) |
Ru1—N1—C5—C6 | −1.3 (5) | C21—C22—C23—C24 | −0.7 (9) |
C3—C4—C5—N1 | −1.1 (7) | C22—C23—C24—C25 | 2.0 (10) |
C3—C4—C5—C6 | 174.3 (4) | C21—N5—C25—C24 | −1.0 (8) |
C10—N2—C6—C7 | −3.7 (6) | Ru1—N5—C25—C24 | 176.6 (4) |
Ru1—N2—C6—C7 | 175.9 (3) | C23—C24—C25—N5 | −1.2 (9) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O1C | 0.85 | 1.89 | 2.717 (5) | 166 |
O1—H2···O1Di | 0.85 | 1.89 | 2.737 (5) | 175 |
Symmetry code: (i) −x+1, −y, −z+1. |