Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680604428X/br2017sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680604428X/br2017Isup2.hkl |
CCDC reference: 629452
Data collection: SMART (Bruker, 1999); cell refinement: SMART; data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
[Co(C7H3N2O6)2(C12H16N3O2)2(H2O)2] | Z = 1 |
Mr = 985.75 | F(000) = 511 |
Triclinic, P1 | Dx = 1.508 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.110 (4) Å | Cell parameters from 811 reflections |
b = 10.290 (3) Å | θ = 3.4–25.8° |
c = 10.656 (4) Å | µ = 0.48 mm−1 |
α = 79.004 (5)° | T = 293 K |
β = 87.806 (5)° | Block, blue |
γ = 85.999 (6)° | 0.35 × 0.25 × 0.20 mm |
V = 1085.1 (6) Å3 |
Bruker SMART CCD area-detector diffractometer | 4406 independent reflections |
Radiation source: fine-focus sealed tube | 3654 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.017 |
φ and ω scans | θmax = 26.4°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→12 |
Tmin = 0.841, Tmax = 0.929 | k = −12→6 |
6324 measured reflections | l = −13→13 |
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.088 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0366P)2 + 0.4378P] where P = (Fo2 + 2Fc2)/3 |
4406 reflections | (Δ/σ)max < 0.001 |
308 parameters | Δρmax = 0.27 e Å−3 |
0 restraints | Δρmin = −0.33 e Å−3 |
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 | ||
Co1 | 0.5000 | 0.5000 | 0.5000 | 0.02629 (11) | |
C1 | 0.79485 (18) | 0.5160 (2) | 0.41629 (18) | 0.0337 (4) | |
H1 | 0.8071 | 0.4564 | 0.4930 | 0.040* | |
C2 | 0.90482 (18) | 0.55072 (19) | 0.34058 (18) | 0.0326 (4) | |
H2 | 0.9888 | 0.5157 | 0.3667 | 0.039* | |
C3 | 0.88962 (18) | 0.63873 (18) | 0.22457 (17) | 0.0282 (4) | |
C4 | 0.7614 (2) | 0.6889 (2) | 0.1926 (2) | 0.0420 (5) | |
H4 | 0.7460 | 0.7487 | 0.1166 | 0.050* | |
C5 | 0.6578 (2) | 0.6485 (2) | 0.2751 (2) | 0.0433 (5) | |
H5 | 0.5727 | 0.6831 | 0.2524 | 0.052* | |
C6 | 1.00308 (18) | 0.67444 (18) | 0.13861 (17) | 0.0279 (4) | |
C7 | 1.22465 (18) | 0.69829 (19) | 0.06167 (18) | 0.0326 (4) | |
C8 | 1.12992 (19) | 0.7623 (2) | −0.04594 (18) | 0.0343 (4) | |
C9 | 1.2795 (2) | 0.7964 (3) | 0.1339 (2) | 0.0556 (6) | |
H9A | 1.2088 | 0.8565 | 0.1546 | 0.083* | |
H9B | 1.3454 | 0.8454 | 0.0814 | 0.083* | |
H9C | 1.3190 | 0.7489 | 0.2113 | 0.083* | |
C10 | 1.3356 (2) | 0.6068 (2) | 0.0213 (2) | 0.0512 (6) | |
H10A | 1.3950 | 0.5780 | 0.0907 | 0.077* | |
H10B | 1.3833 | 0.6535 | −0.0512 | 0.077* | |
H10C | 1.2988 | 0.5311 | −0.0012 | 0.077* | |
C11 | 1.1598 (3) | 0.9016 (2) | −0.1114 (2) | 0.0593 (7) | |
H11A | 1.0938 | 0.9355 | −0.1739 | 0.089* | |
H11B | 1.2457 | 0.8998 | −0.1530 | 0.089* | |
H11C | 1.1588 | 0.9577 | −0.0490 | 0.089* | |
C12 | 1.1112 (3) | 0.6750 (3) | −0.1431 (2) | 0.0608 (7) | |
H12A | 1.0967 | 0.5864 | −0.0993 | 0.091* | |
H12B | 1.1892 | 0.6737 | −0.1974 | 0.091* | |
H12C | 1.0360 | 0.7096 | −0.1942 | 0.091* | |
C13 | 0.60697 (18) | 0.22531 (18) | 0.46698 (18) | 0.0315 (4) | |
C14 | 0.66251 (19) | 0.08921 (18) | 0.53134 (18) | 0.0311 (4) | |
C15 | 0.6131 (2) | 0.02967 (19) | 0.65035 (19) | 0.0346 (4) | |
H15 | 0.5457 | 0.0729 | 0.6916 | 0.042* | |
C16 | 0.6655 (2) | −0.09455 (19) | 0.70668 (19) | 0.0358 (4) | |
C17 | 0.7681 (2) | −0.16100 (19) | 0.65245 (19) | 0.0372 (5) | |
H17 | 0.8030 | −0.2439 | 0.6924 | 0.045* | |
C18 | 0.8165 (2) | −0.09811 (19) | 0.53558 (19) | 0.0349 (4) | |
C19 | 0.7640 (2) | 0.02355 (19) | 0.47274 (19) | 0.0345 (4) | |
H19 | 0.7965 | 0.0608 | 0.3920 | 0.041* | |
N1 | 0.67149 (15) | 0.56311 (15) | 0.38573 (15) | 0.0316 (4) | |
N2 | 1.12877 (15) | 0.62205 (16) | 0.15451 (14) | 0.0310 (4) | |
N3 | 0.99995 (16) | 0.76464 (16) | 0.02779 (15) | 0.0341 (4) | |
N4 | 0.6098 (2) | −0.15805 (19) | 0.83175 (18) | 0.0468 (5) | |
N5 | 0.93250 (19) | −0.16124 (18) | 0.47696 (18) | 0.0448 (4) | |
O1 | 1.16901 (14) | 0.52734 (16) | 0.24435 (14) | 0.0505 (4) | |
O2 | 0.89913 (15) | 0.83302 (17) | −0.02198 (15) | 0.0577 (5) | |
O3 | 0.57774 (13) | 0.30468 (12) | 0.54172 (12) | 0.0346 (3) | |
O4 | 0.59473 (16) | 0.24624 (15) | 0.34901 (13) | 0.0465 (4) | |
O5 | 0.5362 (2) | −0.09076 (19) | 0.88918 (19) | 0.0810 (7) | |
O6 | 0.64067 (19) | −0.27524 (17) | 0.86989 (16) | 0.0617 (5) | |
O7 | 0.97093 (19) | −0.10969 (19) | 0.37132 (18) | 0.0735 (6) | |
O8 | 0.98622 (19) | −0.26083 (18) | 0.53843 (18) | 0.0712 (6) | |
O9 | 0.42398 (14) | 0.46374 (14) | 0.33071 (13) | 0.0405 (3) | |
H9D | 0.3462 | 0.4762 | 0.3019 | 0.061* | |
H9E | 0.4645 | 0.3931 | 0.3150 | 0.061* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.02116 (18) | 0.0259 (2) | 0.0292 (2) | 0.00307 (13) | 0.00201 (13) | −0.00094 (14) |
C1 | 0.0297 (10) | 0.0377 (11) | 0.0298 (10) | 0.0023 (8) | 0.0006 (8) | 0.0019 (8) |
C2 | 0.0235 (9) | 0.0393 (11) | 0.0312 (10) | 0.0039 (8) | −0.0002 (8) | 0.0011 (8) |
C3 | 0.0273 (9) | 0.0283 (9) | 0.0286 (9) | −0.0005 (7) | 0.0015 (7) | −0.0052 (7) |
C4 | 0.0316 (11) | 0.0460 (12) | 0.0390 (11) | 0.0037 (9) | 0.0013 (9) | 0.0134 (9) |
C5 | 0.0256 (10) | 0.0502 (13) | 0.0450 (12) | 0.0075 (9) | −0.0006 (9) | 0.0102 (10) |
C6 | 0.0280 (9) | 0.0274 (9) | 0.0272 (9) | 0.0000 (7) | 0.0000 (7) | −0.0029 (7) |
C7 | 0.0284 (10) | 0.0372 (11) | 0.0300 (10) | −0.0060 (8) | 0.0053 (8) | −0.0005 (8) |
C8 | 0.0340 (10) | 0.0389 (11) | 0.0272 (9) | −0.0012 (8) | 0.0047 (8) | −0.0009 (8) |
C9 | 0.0517 (14) | 0.0710 (17) | 0.0472 (14) | −0.0272 (12) | −0.0006 (11) | −0.0107 (12) |
C10 | 0.0354 (12) | 0.0585 (15) | 0.0496 (13) | 0.0067 (10) | 0.0138 (10) | 0.0084 (11) |
C11 | 0.0594 (16) | 0.0531 (15) | 0.0526 (15) | −0.0004 (12) | 0.0121 (12) | 0.0187 (12) |
C12 | 0.0553 (15) | 0.093 (2) | 0.0412 (13) | −0.0070 (14) | 0.0016 (11) | −0.0295 (13) |
C13 | 0.0277 (10) | 0.0286 (10) | 0.0350 (10) | 0.0014 (7) | 0.0021 (8) | 0.0009 (8) |
C14 | 0.0314 (10) | 0.0265 (10) | 0.0346 (10) | 0.0006 (8) | −0.0024 (8) | −0.0044 (8) |
C15 | 0.0371 (11) | 0.0298 (10) | 0.0368 (11) | −0.0026 (8) | 0.0036 (8) | −0.0065 (8) |
C16 | 0.0456 (12) | 0.0285 (10) | 0.0319 (10) | −0.0088 (8) | 0.0009 (9) | −0.0004 (8) |
C17 | 0.0460 (12) | 0.0239 (10) | 0.0391 (11) | −0.0003 (8) | −0.0078 (9) | 0.0008 (8) |
C18 | 0.0372 (11) | 0.0294 (10) | 0.0375 (11) | 0.0049 (8) | −0.0036 (8) | −0.0068 (8) |
C19 | 0.0407 (11) | 0.0285 (10) | 0.0319 (10) | 0.0026 (8) | −0.0003 (8) | −0.0015 (8) |
N1 | 0.0251 (8) | 0.0327 (9) | 0.0338 (9) | 0.0014 (6) | 0.0024 (6) | −0.0001 (7) |
N2 | 0.0251 (8) | 0.0357 (9) | 0.0285 (8) | −0.0017 (6) | 0.0020 (6) | 0.0024 (7) |
N3 | 0.0315 (9) | 0.0363 (9) | 0.0305 (8) | 0.0029 (7) | 0.0009 (7) | 0.0019 (7) |
N4 | 0.0600 (12) | 0.0392 (11) | 0.0393 (10) | −0.0148 (9) | 0.0053 (9) | 0.0004 (8) |
N5 | 0.0485 (11) | 0.0354 (10) | 0.0472 (11) | 0.0118 (8) | −0.0009 (9) | −0.0048 (8) |
O1 | 0.0290 (8) | 0.0603 (10) | 0.0470 (9) | 0.0071 (7) | 0.0044 (6) | 0.0231 (8) |
O2 | 0.0412 (9) | 0.0682 (11) | 0.0485 (9) | 0.0150 (8) | 0.0016 (7) | 0.0203 (8) |
O3 | 0.0391 (8) | 0.0274 (7) | 0.0345 (7) | 0.0076 (6) | 0.0023 (6) | −0.0028 (6) |
O4 | 0.0611 (10) | 0.0401 (8) | 0.0341 (8) | 0.0172 (7) | −0.0041 (7) | −0.0029 (6) |
O5 | 0.1198 (18) | 0.0538 (12) | 0.0637 (12) | −0.0094 (11) | 0.0484 (12) | −0.0050 (9) |
O6 | 0.0818 (13) | 0.0412 (10) | 0.0530 (10) | −0.0088 (9) | 0.0030 (9) | 0.0149 (8) |
O7 | 0.0757 (13) | 0.0704 (13) | 0.0585 (11) | 0.0324 (10) | 0.0232 (10) | 0.0098 (10) |
O8 | 0.0774 (13) | 0.0517 (11) | 0.0709 (12) | 0.0361 (10) | 0.0053 (10) | 0.0071 (9) |
O9 | 0.0355 (8) | 0.0421 (8) | 0.0444 (8) | 0.0112 (6) | −0.0105 (6) | −0.0124 (7) |
Co1—O3 | 2.0785 (14) | C10—H10B | 0.9600 |
Co1—O3i | 2.0785 (14) | C10—H10C | 0.9600 |
Co1—O9 | 2.0945 (15) | C11—H11A | 0.9600 |
Co1—O9i | 2.0945 (15) | C11—H11B | 0.9600 |
Co1—N1 | 2.1456 (16) | C11—H11C | 0.9600 |
Co1—N1i | 2.1456 (16) | C12—H12A | 0.9600 |
C1—N1 | 1.335 (2) | C12—H12B | 0.9600 |
C1—C2 | 1.375 (3) | C12—H12C | 0.9600 |
C1—H1 | 0.9300 | C13—O4 | 1.244 (2) |
C2—C3 | 1.393 (3) | C13—O3 | 1.259 (2) |
C2—H2 | 0.9300 | C13—C14 | 1.517 (3) |
C3—C4 | 1.391 (3) | C14—C19 | 1.383 (3) |
C3—C6 | 1.463 (2) | C14—C15 | 1.390 (3) |
C4—C5 | 1.376 (3) | C15—C16 | 1.383 (3) |
C4—H4 | 0.9300 | C15—H15 | 0.9300 |
C5—N1 | 1.335 (2) | C16—C17 | 1.372 (3) |
C5—H5 | 0.9300 | C16—N4 | 1.477 (3) |
C6—N2 | 1.349 (2) | C17—C18 | 1.378 (3) |
C6—N3 | 1.356 (2) | C17—H17 | 0.9300 |
C7—N2 | 1.507 (2) | C18—C19 | 1.383 (3) |
C7—C10 | 1.516 (3) | C18—N5 | 1.476 (3) |
C7—C9 | 1.525 (3) | C19—H19 | 0.9300 |
C7—C8 | 1.541 (3) | N2—O1 | 1.285 (2) |
C8—N3 | 1.506 (2) | N3—O2 | 1.270 (2) |
C8—C11 | 1.515 (3) | N4—O5 | 1.209 (3) |
C8—C12 | 1.520 (3) | N4—O6 | 1.219 (2) |
C9—H9A | 0.9600 | N5—O7 | 1.211 (2) |
C9—H9B | 0.9600 | N5—O8 | 1.211 (2) |
C9—H9C | 0.9600 | O9—H9D | 0.8478 |
C10—H10A | 0.9600 | O9—H9E | 0.8501 |
O3—Co1—O3i | 180.0 | H10A—C10—H10C | 109.5 |
O3—Co1—O9 | 89.69 (5) | H10B—C10—H10C | 109.5 |
O3i—Co1—O9 | 90.31 (5) | C8—C11—H11A | 109.5 |
O3—Co1—O9i | 90.31 (5) | C8—C11—H11B | 109.5 |
O3i—Co1—O9i | 89.69 (5) | H11A—C11—H11B | 109.5 |
O9—Co1—O9i | 180.0 | C8—C11—H11C | 109.5 |
O3—Co1—N1 | 92.27 (6) | H11A—C11—H11C | 109.5 |
O3i—Co1—N1 | 87.73 (6) | H11B—C11—H11C | 109.5 |
O9—Co1—N1 | 85.90 (6) | C8—C12—H12A | 109.5 |
O9i—Co1—N1 | 94.10 (6) | C8—C12—H12B | 109.5 |
O3—Co1—N1i | 87.73 (6) | H12A—C12—H12B | 109.5 |
O3i—Co1—N1i | 92.27 (6) | C8—C12—H12C | 109.5 |
O9—Co1—N1i | 94.10 (6) | H12A—C12—H12C | 109.5 |
O9i—Co1—N1i | 85.90 (6) | H12B—C12—H12C | 109.5 |
N1—Co1—N1i | 180.000 (1) | O4—C13—O3 | 127.48 (17) |
N1—C1—C2 | 123.60 (17) | O4—C13—C14 | 117.77 (17) |
N1—C1—H1 | 118.2 | O3—C13—C14 | 114.74 (17) |
C2—C1—H1 | 118.2 | C19—C14—C15 | 119.25 (17) |
C1—C2—C3 | 119.56 (17) | C19—C14—C13 | 120.32 (17) |
C1—C2—H2 | 120.2 | C15—C14—C13 | 120.42 (17) |
C3—C2—H2 | 120.2 | C16—C15—C14 | 119.18 (18) |
C4—C3—C2 | 117.11 (17) | C16—C15—H15 | 120.4 |
C4—C3—C6 | 121.41 (17) | C14—C15—H15 | 120.4 |
C2—C3—C6 | 121.47 (16) | C17—C16—C15 | 122.99 (18) |
C5—C4—C3 | 118.97 (18) | C17—C16—N4 | 118.41 (18) |
C5—C4—H4 | 120.5 | C15—C16—N4 | 118.59 (18) |
C3—C4—H4 | 120.5 | C16—C17—C18 | 116.34 (18) |
N1—C5—C4 | 124.22 (18) | C16—C17—H17 | 121.8 |
N1—C5—H5 | 117.9 | C18—C17—H17 | 121.8 |
C4—C5—H5 | 117.9 | C17—C18—C19 | 122.91 (18) |
N2—C6—N3 | 107.94 (15) | C17—C18—N5 | 118.53 (17) |
N2—C6—C3 | 126.09 (16) | C19—C18—N5 | 118.52 (18) |
N3—C6—C3 | 125.96 (16) | C18—C19—C14 | 119.23 (18) |
N2—C7—C10 | 111.23 (16) | C18—C19—H19 | 120.4 |
N2—C7—C9 | 105.11 (16) | C14—C19—H19 | 120.4 |
C10—C7—C9 | 110.59 (19) | C5—N1—C1 | 116.53 (16) |
N2—C7—C8 | 100.24 (14) | C5—N1—Co1 | 120.28 (13) |
C10—C7—C8 | 114.47 (17) | C1—N1—Co1 | 123.11 (13) |
C9—C7—C8 | 114.32 (18) | O1—N2—C6 | 126.14 (15) |
N3—C8—C11 | 110.16 (17) | O1—N2—C7 | 121.57 (15) |
N3—C8—C12 | 105.14 (17) | C6—N2—C7 | 111.94 (15) |
C11—C8—C12 | 111.15 (19) | O2—N3—C6 | 127.08 (16) |
N3—C8—C7 | 100.77 (14) | O2—N3—C8 | 120.54 (15) |
C11—C8—C7 | 114.94 (18) | C6—N3—C8 | 111.77 (15) |
C12—C8—C7 | 113.67 (19) | O5—N4—O6 | 124.36 (19) |
C7—C9—H9A | 109.5 | O5—N4—C16 | 117.96 (18) |
C7—C9—H9B | 109.5 | O6—N4—C16 | 117.68 (19) |
H9A—C9—H9B | 109.5 | O7—N5—O8 | 123.27 (19) |
C7—C9—H9C | 109.5 | O7—N5—C18 | 118.62 (17) |
H9A—C9—H9C | 109.5 | O8—N5—C18 | 118.10 (19) |
H9B—C9—H9C | 109.5 | C13—O3—Co1 | 129.10 (12) |
C7—C10—H10A | 109.5 | Co1—O9—H9D | 131.0 |
C7—C10—H10B | 109.5 | Co1—O9—H9E | 107.1 |
H10A—C10—H10B | 109.5 | H9D—O9—H9E | 113.0 |
C7—C10—H10C | 109.5 | ||
N1—C1—C2—C3 | −0.6 (3) | O9i—Co1—N1—C5 | −131.18 (17) |
C1—C2—C3—C4 | 1.0 (3) | N1i—Co1—N1—C5 | −91 (100) |
C1—C2—C3—C6 | −177.54 (18) | O3—Co1—N1—C1 | −38.29 (16) |
C2—C3—C4—C5 | −0.7 (3) | O3i—Co1—N1—C1 | 141.71 (16) |
C6—C3—C4—C5 | 177.9 (2) | O9—Co1—N1—C1 | −127.81 (16) |
C3—C4—C5—N1 | −0.1 (4) | O9i—Co1—N1—C1 | 52.19 (16) |
C4—C3—C6—N2 | −173.2 (2) | N1i—Co1—N1—C1 | 93 (100) |
C2—C3—C6—N2 | 5.3 (3) | N3—C6—N2—O1 | −175.35 (19) |
C4—C3—C6—N3 | 5.7 (3) | C3—C6—N2—O1 | 3.7 (3) |
C2—C3—C6—N3 | −175.84 (19) | N3—C6—N2—C7 | 11.3 (2) |
N2—C7—C8—N3 | 25.14 (18) | C3—C6—N2—C7 | −169.62 (17) |
C10—C7—C8—N3 | 144.24 (17) | C10—C7—N2—O1 | 40.8 (3) |
C9—C7—C8—N3 | −86.72 (19) | C9—C7—N2—O1 | −78.9 (2) |
N2—C7—C8—C11 | 143.53 (17) | C8—C7—N2—O1 | 162.29 (18) |
C10—C7—C8—C11 | −97.4 (2) | C10—C7—N2—C6 | −145.49 (18) |
C9—C7—C8—C11 | 31.7 (2) | C9—C7—N2—C6 | 94.8 (2) |
N2—C7—C8—C12 | −86.80 (19) | C8—C7—N2—C6 | −24.0 (2) |
C10—C7—C8—C12 | 32.3 (2) | N2—C6—N3—O2 | 178.3 (2) |
C9—C7—C8—C12 | 161.34 (18) | C3—C6—N3—O2 | −0.7 (3) |
O4—C13—C14—C19 | 38.5 (3) | N2—C6—N3—C8 | 7.4 (2) |
O3—C13—C14—C19 | −141.82 (19) | C3—C6—N3—C8 | −171.69 (17) |
O4—C13—C14—C15 | −142.2 (2) | C11—C8—N3—O2 | 44.9 (3) |
O3—C13—C14—C15 | 37.5 (3) | C12—C8—N3—O2 | −75.0 (2) |
C19—C14—C15—C16 | −0.8 (3) | C7—C8—N3—O2 | 166.68 (19) |
C13—C14—C15—C16 | 179.90 (18) | C11—C8—N3—C6 | −143.52 (19) |
C14—C15—C16—C17 | 2.3 (3) | C12—C8—N3—C6 | 96.6 (2) |
C14—C15—C16—N4 | −178.52 (18) | C7—C8—N3—C6 | −21.7 (2) |
C15—C16—C17—C18 | −1.1 (3) | C17—C16—N4—O5 | 167.4 (2) |
N4—C16—C17—C18 | 179.78 (19) | C15—C16—N4—O5 | −11.8 (3) |
C16—C17—C18—C19 | −1.8 (3) | C17—C16—N4—O6 | −12.9 (3) |
C16—C17—C18—N5 | 176.10 (19) | C15—C16—N4—O6 | 167.9 (2) |
C17—C18—C19—C14 | 3.2 (3) | C17—C18—N5—O7 | 176.2 (2) |
N5—C18—C19—C14 | −174.62 (19) | C19—C18—N5—O7 | −5.8 (3) |
C15—C14—C19—C18 | −1.9 (3) | C17—C18—N5—O8 | −5.3 (3) |
C13—C14—C19—C18 | 177.46 (18) | C19—C18—N5—O8 | 172.6 (2) |
C4—C5—N1—C1 | 0.5 (3) | O4—C13—O3—Co1 | −0.6 (3) |
C4—C5—N1—Co1 | −176.35 (19) | C14—C13—O3—Co1 | 179.81 (12) |
C2—C1—N1—C5 | −0.1 (3) | O3i—Co1—O3—C13 | 131 (100) |
C2—C1—N1—Co1 | 176.62 (15) | O9—Co1—O3—C13 | 23.11 (16) |
O3—Co1—N1—C5 | 138.34 (17) | O9i—Co1—O3—C13 | −156.89 (16) |
O3i—Co1—N1—C5 | −41.66 (17) | N1—Co1—O3—C13 | −62.77 (16) |
O9—Co1—N1—C5 | 48.82 (17) | N1i—Co1—O3—C13 | 117.23 (16) |
Symmetry code: (i) −x+1, −y+1, −z+1. |