metal-organic compounds
In the title complex, [Cu2I2(C12H8N2)2]·C2H3N, two CuI atoms are bridged by two I atoms and each CuI atom is chelated by a 1,10-phenanthroline ligand to give four-coordinate tetrahedral geometry.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805006458/rn6037sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805006458/rn6037Isup2.hkl |
CCDC reference: 270510
Computing details top
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Crystal data top
[Cu2I2(C12H8N2)2]·C2H3N | F(000) = 1496 |
Mr = 782.36 | Dx = 1.972 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 4519 reflections |
a = 10.4920 (6) Å | θ = 2.6–26.0° |
b = 23.6166 (13) Å | µ = 3.98 mm−1 |
c = 10.6391 (6) Å | T = 295 K |
β = 91.436 (1)° | Prism, red |
V = 2635.4 (3) Å3 | 0.25 × 0.16 × 0.15 mm |
Z = 4 |
Data collection top
Bruker APEX area-detector diffractometer | 5991 independent reflections |
Radiation source: fine-focus sealed tube | 4466 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
φ and ω scans | θmax = 27.5°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −13→13 |
Tmin = 0.409, Tmax = 0.550 | k = −30→30 |
16362 measured reflections | l = −10→13 |
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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.107 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0544P)2 + 0.5635P] where P = (Fo2 + 2Fc2)/3 |
5991 reflections | (Δ/σ)max = 0.001 |
317 parameters | Δρmax = 1.57 e Å−3 |
0 restraints | Δρmin = −1.06 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
I1 | 0.47039 (3) | 0.614041 (14) | 0.29745 (3) | 0.05763 (12) | |
I2 | 0.06800 (3) | 0.588132 (17) | 0.40901 (3) | 0.06676 (13) | |
Cu1 | 0.23059 (6) | 0.60719 (3) | 0.23507 (5) | 0.05500 (16) | |
Cu2 | 0.29632 (6) | 0.62236 (2) | 0.47009 (5) | 0.05487 (16) | |
C1 | 0.1268 (4) | 0.63606 (19) | −0.0094 (4) | 0.0444 (9) | |
C2 | 0.1399 (5) | 0.7182 (2) | 0.1041 (5) | 0.0601 (12) | |
H2 | 0.1614 | 0.7372 | 0.1783 | 0.072* | |
C3 | 0.0884 (5) | 0.7497 (2) | 0.0036 (6) | 0.0739 (16) | |
H3 | 0.0770 | 0.7886 | 0.0110 | 0.089* | |
C4 | 0.0552 (5) | 0.7225 (3) | −0.1050 (5) | 0.0686 (15) | |
H4 | 0.0205 | 0.7428 | −0.1725 | 0.082* | |
C5 | 0.0732 (4) | 0.6646 (2) | −0.1152 (4) | 0.0573 (12) | |
C6 | 0.0431 (5) | 0.6321 (3) | −0.2260 (5) | 0.0750 (17) | |
H6 | 0.0089 | 0.6504 | −0.2965 | 0.090* | |
C7 | 0.0623 (5) | 0.5769 (3) | −0.2309 (5) | 0.0751 (16) | |
H7 | 0.0415 | 0.5574 | −0.3045 | 0.090* | |
C8 | 0.1144 (4) | 0.5465 (2) | −0.1254 (4) | 0.0595 (13) | |
C9 | 0.1333 (6) | 0.4873 (3) | −0.1247 (6) | 0.0780 (16) | |
H9 | 0.1116 | 0.4658 | −0.1952 | 0.094* | |
C10 | 0.1830 (5) | 0.4625 (2) | −0.0207 (6) | 0.0806 (17) | |
H10 | 0.1954 | 0.4235 | −0.0190 | 0.097* | |
C11 | 0.2160 (5) | 0.4949 (2) | 0.0844 (5) | 0.0630 (13) | |
H11 | 0.2522 | 0.4770 | 0.1545 | 0.076* | |
C12 | 0.1472 (4) | 0.57570 (19) | −0.0151 (4) | 0.0455 (10) | |
C13 | 0.3771 (3) | 0.64695 (18) | 0.7260 (4) | 0.0426 (9) | |
C14 | 0.4047 (4) | 0.5520 (2) | 0.6970 (4) | 0.0549 (11) | |
H14 | 0.3994 | 0.5202 | 0.6454 | 0.066* | |
C15 | 0.4495 (5) | 0.5449 (2) | 0.8205 (5) | 0.0635 (13) | |
H15 | 0.4741 | 0.5093 | 0.8498 | 0.076* | |
C16 | 0.4567 (4) | 0.5901 (2) | 0.8962 (5) | 0.0573 (12) | |
H16 | 0.4856 | 0.5858 | 0.9790 | 0.069* | |
C17 | 0.4214 (4) | 0.6434 (2) | 0.8525 (4) | 0.0477 (10) | |
C18 | 0.4284 (5) | 0.6941 (3) | 0.9258 (5) | 0.0650 (14) | |
H18 | 0.4577 | 0.6922 | 1.0089 | 0.078* | |
C19 | 0.3939 (5) | 0.7440 (2) | 0.8781 (5) | 0.0698 (15) | |
H19 | 0.4012 | 0.7762 | 0.9281 | 0.084* | |
C20 | 0.3456 (4) | 0.7494 (2) | 0.7512 (5) | 0.0555 (12) | |
C21 | 0.3022 (5) | 0.8000 (2) | 0.6967 (6) | 0.0776 (16) | |
H21 | 0.3060 | 0.8335 | 0.7428 | 0.093* | |
C22 | 0.2548 (5) | 0.8007 (2) | 0.5776 (7) | 0.0833 (18) | |
H22 | 0.2251 | 0.8342 | 0.5418 | 0.100* | |
C23 | 0.2510 (5) | 0.7505 (2) | 0.5091 (5) | 0.0661 (13) | |
H23 | 0.2192 | 0.7514 | 0.4268 | 0.079* | |
C24 | 0.3363 (4) | 0.70046 (17) | 0.6760 (4) | 0.0430 (9) | |
C25 | −0.2762 (6) | 0.6138 (4) | 0.6593 (8) | 0.089 (2) | |
C26 | −0.2711 (6) | 0.5687 (4) | 0.5692 (7) | 0.117 (3) | |
H26A | −0.1843 | 0.5627 | 0.5458 | 0.176* | |
H26B | −0.3217 | 0.5785 | 0.4960 | 0.176* | |
H26C | −0.3038 | 0.5346 | 0.6056 | 0.176* | |
N1 | 0.1595 (3) | 0.66280 (16) | 0.0992 (3) | 0.0481 (8) | |
N2 | 0.1976 (3) | 0.55025 (15) | 0.0880 (3) | 0.0475 (8) | |
N3 | 0.3694 (3) | 0.60119 (15) | 0.6494 (3) | 0.0457 (8) | |
N4 | 0.2904 (3) | 0.70142 (14) | 0.5559 (3) | 0.0490 (8) | |
N5 | −0.2796 (7) | 0.6481 (3) | 0.7325 (9) | 0.125 (3) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
I1 | 0.05207 (19) | 0.0682 (2) | 0.0524 (2) | −0.00030 (14) | −0.00392 (14) | −0.01020 (15) |
I2 | 0.0624 (2) | 0.0930 (3) | 0.04467 (19) | −0.02340 (18) | −0.00263 (14) | −0.00242 (16) |
Cu1 | 0.0653 (4) | 0.0623 (4) | 0.0369 (3) | −0.0036 (3) | −0.0099 (3) | −0.0005 (2) |
Cu2 | 0.0648 (4) | 0.0569 (3) | 0.0423 (3) | −0.0046 (3) | −0.0106 (3) | −0.0068 (2) |
C1 | 0.033 (2) | 0.063 (3) | 0.037 (2) | 0.0018 (19) | 0.0019 (16) | 0.005 (2) |
C2 | 0.066 (3) | 0.059 (3) | 0.056 (3) | 0.006 (2) | 0.007 (2) | 0.002 (2) |
C3 | 0.070 (3) | 0.065 (3) | 0.088 (4) | 0.023 (3) | 0.018 (3) | 0.024 (3) |
C4 | 0.055 (3) | 0.087 (4) | 0.064 (3) | 0.017 (3) | 0.002 (2) | 0.030 (3) |
C5 | 0.038 (2) | 0.088 (4) | 0.046 (3) | 0.003 (2) | 0.0000 (19) | 0.015 (2) |
C6 | 0.049 (3) | 0.132 (5) | 0.043 (3) | 0.000 (3) | −0.012 (2) | 0.020 (3) |
C7 | 0.062 (3) | 0.123 (5) | 0.040 (3) | −0.010 (3) | −0.011 (2) | −0.008 (3) |
C8 | 0.044 (2) | 0.092 (4) | 0.043 (3) | −0.009 (2) | 0.0006 (19) | −0.017 (3) |
C9 | 0.079 (4) | 0.085 (4) | 0.070 (4) | −0.016 (3) | −0.001 (3) | −0.035 (3) |
C10 | 0.082 (4) | 0.061 (3) | 0.100 (5) | 0.001 (3) | −0.002 (3) | −0.030 (3) |
C11 | 0.066 (3) | 0.054 (3) | 0.068 (3) | 0.001 (2) | −0.009 (3) | −0.002 (2) |
C12 | 0.033 (2) | 0.065 (3) | 0.039 (2) | −0.0029 (19) | 0.0036 (16) | −0.006 (2) |
C13 | 0.033 (2) | 0.054 (2) | 0.041 (2) | −0.0057 (18) | −0.0006 (16) | −0.0059 (19) |
C14 | 0.057 (3) | 0.051 (3) | 0.057 (3) | 0.002 (2) | 0.000 (2) | 0.000 (2) |
C15 | 0.058 (3) | 0.066 (3) | 0.066 (3) | 0.006 (2) | −0.004 (2) | 0.021 (3) |
C16 | 0.045 (3) | 0.083 (4) | 0.044 (3) | −0.004 (2) | −0.004 (2) | 0.010 (2) |
C17 | 0.035 (2) | 0.067 (3) | 0.040 (2) | −0.005 (2) | 0.0013 (17) | −0.006 (2) |
C18 | 0.060 (3) | 0.093 (4) | 0.042 (3) | −0.010 (3) | −0.006 (2) | −0.017 (3) |
C19 | 0.070 (3) | 0.072 (3) | 0.067 (3) | −0.016 (3) | 0.001 (3) | −0.034 (3) |
C20 | 0.047 (3) | 0.054 (3) | 0.066 (3) | −0.006 (2) | 0.003 (2) | −0.016 (2) |
C21 | 0.077 (4) | 0.047 (3) | 0.108 (5) | −0.002 (3) | −0.003 (3) | −0.023 (3) |
C22 | 0.086 (4) | 0.045 (3) | 0.117 (5) | 0.003 (3) | −0.019 (4) | 0.007 (3) |
C23 | 0.069 (3) | 0.056 (3) | 0.073 (3) | 0.002 (2) | −0.014 (3) | 0.007 (3) |
C24 | 0.035 (2) | 0.045 (2) | 0.048 (2) | −0.0036 (17) | 0.0034 (17) | −0.0046 (19) |
C25 | 0.061 (4) | 0.101 (5) | 0.105 (6) | 0.006 (4) | 0.001 (4) | 0.029 (4) |
C26 | 0.082 (5) | 0.186 (9) | 0.083 (5) | 0.017 (5) | 0.000 (4) | 0.016 (6) |
N1 | 0.049 (2) | 0.056 (2) | 0.0395 (19) | 0.0043 (17) | 0.0027 (15) | 0.0025 (17) |
N2 | 0.0434 (19) | 0.053 (2) | 0.046 (2) | 0.0011 (16) | −0.0039 (16) | −0.0050 (17) |
N3 | 0.0426 (19) | 0.048 (2) | 0.046 (2) | −0.0015 (16) | −0.0034 (16) | −0.0028 (16) |
N4 | 0.046 (2) | 0.047 (2) | 0.054 (2) | −0.0030 (16) | −0.0028 (16) | 0.0009 (17) |
N5 | 0.092 (4) | 0.098 (5) | 0.185 (8) | 0.004 (4) | 0.005 (5) | 0.018 (5) |
Geometric parameters (Å, º) top
I1—Cu1 | 2.5909 (6) | C11—H11 | 0.9300 |
I1—Cu2 | 2.6297 (7) | C12—N2 | 1.348 (5) |
I2—Cu1 | 2.5876 (7) | C13—N3 | 1.355 (5) |
I2—Cu2 | 2.5953 (7) | C13—C17 | 1.415 (6) |
Cu1—N1 | 2.078 (3) | C13—C24 | 1.432 (6) |
Cu1—N2 | 2.085 (3) | C14—N3 | 1.317 (5) |
Cu2—N3 | 2.099 (4) | C14—C15 | 1.394 (6) |
Cu2—N4 | 2.080 (4) | C14—H14 | 0.9300 |
Cu1—Cu2 | 2.6018 (8) | C15—C16 | 1.339 (7) |
C1—N1 | 1.353 (5) | C15—H15 | 0.9300 |
C1—C5 | 1.417 (6) | C16—C17 | 1.388 (6) |
C1—C12 | 1.443 (6) | C16—H16 | 0.9300 |
C2—N1 | 1.326 (6) | C17—C18 | 1.432 (7) |
C2—C3 | 1.400 (7) | C18—C19 | 1.330 (8) |
C2—H2 | 0.9300 | C18—H18 | 0.9300 |
C3—C4 | 1.360 (8) | C19—C20 | 1.435 (7) |
C3—H3 | 0.9300 | C19—H19 | 0.9300 |
C4—C5 | 1.384 (8) | C20—C21 | 1.400 (7) |
C4—H4 | 0.9300 | C20—C24 | 1.409 (6) |
C5—C6 | 1.436 (8) | C21—C22 | 1.349 (8) |
C6—C7 | 1.320 (8) | C21—H21 | 0.9300 |
C6—H6 | 0.9300 | C22—C23 | 1.392 (7) |
C7—C8 | 1.429 (7) | C22—H22 | 0.9300 |
C7—H7 | 0.9300 | C23—N4 | 1.322 (6) |
C8—C12 | 1.396 (6) | C23—H23 | 0.9300 |
C8—C9 | 1.412 (8) | C24—N4 | 1.354 (5) |
C9—C10 | 1.346 (8) | C25—N5 | 1.125 (9) |
C9—H9 | 0.9300 | C25—C26 | 1.435 (11) |
C10—C11 | 1.392 (7) | C26—H26A | 0.9600 |
C10—H10 | 0.9300 | C26—H26B | 0.9600 |
C11—N2 | 1.322 (6) | C26—H26C | 0.9600 |
I1—Cu1—I2 | 118.75 (2) | C8—C12—C1 | 119.3 (4) |
I1—Cu1—N1 | 117.9 (1) | N3—C13—C17 | 122.5 (4) |
I1—Cu1—N2 | 112.0 (1) | N3—C13—C24 | 117.9 (4) |
I2—Cu1—N1 | 112.1 (1) | C17—C13—C24 | 119.6 (4) |
I2—Cu1—N2 | 108.9 (1) | N3—C14—C15 | 123.6 (5) |
N1—Cu1—N2 | 80.6 (1) | N3—C14—H14 | 118.2 |
Cu1—I1—Cu2 | 59.78 (2) | C15—C14—H14 | 118.2 |
Cu1—I2—Cu2 | 60.26 (2) | C16—C15—C14 | 118.9 (5) |
N1—Cu1—Cu2 | 131.57 (10) | C16—C15—H15 | 120.5 |
N2—Cu1—Cu2 | 147.64 (10) | C14—C15—H15 | 120.5 |
I2—Cu1—Cu2 | 60.02 (2) | C15—C16—C17 | 120.7 (4) |
I1—Cu1—Cu2 | 60.852 (19) | C15—C16—H16 | 119.6 |
N4—Cu2—N3 | 80.17 (14) | C17—C16—H16 | 119.6 |
N4—Cu2—I2 | 110.60 (10) | C16—C17—C13 | 116.8 (4) |
N3—Cu2—I2 | 117.87 (10) | C16—C17—C18 | 124.5 (4) |
N4—Cu2—Cu1 | 122.35 (10) | C13—C17—C18 | 118.6 (4) |
N3—Cu2—Cu1 | 157.34 (10) | C19—C18—C17 | 121.6 (4) |
I2—Cu2—Cu1 | 59.720 (19) | C19—C18—H18 | 119.2 |
N4—Cu2—I1 | 113.73 (10) | C17—C18—H18 | 119.2 |
N3—Cu2—I1 | 111.88 (10) | C18—C19—C20 | 121.6 (5) |
I2—Cu2—I1 | 117.04 (2) | C18—C19—H19 | 119.2 |
Cu1—Cu2—I1 | 59.37 (2) | C20—C19—H19 | 119.2 |
N1—C1—C5 | 122.9 (4) | C21—C20—C24 | 116.6 (4) |
N1—C1—C12 | 117.5 (4) | C21—C20—C19 | 124.7 (5) |
C5—C1—C12 | 119.5 (4) | C24—C20—C19 | 118.7 (5) |
N1—C2—C3 | 123.5 (5) | C22—C21—C20 | 120.5 (5) |
N1—C2—H2 | 118.3 | C22—C21—H21 | 119.8 |
C3—C2—H2 | 118.3 | C20—C21—H21 | 119.8 |
C4—C3—C2 | 118.9 (5) | C21—C22—C23 | 119.2 (5) |
C4—C3—H3 | 120.5 | C21—C22—H22 | 120.4 |
C2—C3—H3 | 120.5 | C23—C22—H22 | 120.4 |
C3—C4—C5 | 120.1 (5) | N4—C23—C22 | 123.0 (5) |
C3—C4—H4 | 120.0 | N4—C23—H23 | 118.5 |
C5—C4—H4 | 120.0 | C22—C23—H23 | 118.5 |
C4—C5—C1 | 117.4 (5) | N4—C24—C20 | 122.7 (4) |
C4—C5—C6 | 124.4 (5) | N4—C24—C13 | 117.5 (4) |
C1—C5—C6 | 118.2 (5) | C20—C24—C13 | 119.8 (4) |
C7—C6—C5 | 122.0 (5) | N5—C25—C26 | 178.1 (9) |
C7—C6—H6 | 119.0 | C25—C26—H26A | 109.5 |
C5—C6—H6 | 119.0 | C25—C26—H26B | 109.5 |
C6—C7—C8 | 121.3 (5) | H26A—C26—H26B | 109.5 |
C6—C7—H7 | 119.3 | C25—C26—H26C | 109.5 |
C8—C7—H7 | 119.3 | H26A—C26—H26C | 109.5 |
C12—C8—C9 | 116.9 (5) | H26B—C26—H26C | 109.5 |
C12—C8—C7 | 119.6 (5) | C2—N1—C1 | 117.3 (4) |
C9—C8—C7 | 123.5 (5) | C2—N1—Cu1 | 130.5 (3) |
C10—C9—C8 | 119.2 (5) | C1—N1—Cu1 | 112.2 (3) |
C10—C9—H9 | 120.4 | C11—N2—C12 | 118.1 (4) |
C8—C9—H9 | 120.4 | C11—N2—Cu1 | 129.6 (3) |
C9—C10—C11 | 120.3 (5) | C12—N2—Cu1 | 112.2 (3) |
C9—C10—H10 | 119.9 | C14—N3—C13 | 117.5 (4) |
C11—C10—H10 | 119.9 | C14—N3—Cu2 | 130.7 (3) |
N2—C11—C10 | 122.3 (5) | C13—N3—Cu2 | 111.8 (3) |
N2—C11—H11 | 118.9 | C23—N4—C24 | 118.0 (4) |
C10—C11—H11 | 118.9 | C23—N4—Cu2 | 129.3 (3) |
N2—C12—C8 | 123.2 (4) | C24—N4—Cu2 | 112.6 (3) |
N2—C12—C1 | 117.5 (4) | ||
Cu2—I2—Cu1—N1 | −126.34 (11) | C20—C21—C22—C23 | −0.7 (9) |
Cu2—I2—Cu1—N2 | 146.42 (11) | C21—C22—C23—N4 | 0.8 (9) |
Cu2—I2—Cu1—I1 | 16.68 (2) | C21—C20—C24—N4 | 1.3 (6) |
Cu2—I1—Cu1—N1 | 124.35 (12) | C19—C20—C24—N4 | 179.1 (4) |
Cu2—I1—Cu1—N2 | −144.88 (11) | C21—C20—C24—C13 | −179.0 (4) |
Cu2—I1—Cu1—I2 | −16.54 (2) | C19—C20—C24—C13 | −1.2 (6) |
Cu1—I2—Cu2—N4 | 116.26 (11) | N3—C13—C24—N4 | 1.3 (5) |
Cu1—I2—Cu2—N3 | −154.16 (11) | C17—C13—C24—N4 | −177.7 (4) |
Cu1—I2—Cu2—I1 | −16.16 (2) | N3—C13—C24—C20 | −178.4 (4) |
N1—Cu1—Cu2—N4 | −2.52 (18) | C17—C13—C24—C20 | 2.6 (6) |
N2—Cu1—Cu2—N4 | −174.3 (2) | C3—C2—N1—C1 | −0.4 (7) |
I2—Cu1—Cu2—N4 | −96.46 (12) | C3—C2—N1—Cu1 | −178.7 (3) |
I1—Cu1—Cu2—N4 | 100.29 (12) | C5—C1—N1—C2 | −0.2 (6) |
N1—Cu1—Cu2—N3 | −175.7 (3) | C12—C1—N1—C2 | −179.6 (4) |
N2—Cu1—Cu2—N3 | 12.5 (3) | C5—C1—N1—Cu1 | 178.5 (3) |
I2—Cu1—Cu2—N3 | 90.4 (3) | C12—C1—N1—Cu1 | −1.0 (4) |
I1—Cu1—Cu2—N3 | −72.9 (3) | N2—Cu1—N1—C2 | 179.6 (4) |
N1—Cu1—Cu2—I2 | 93.93 (13) | I2—Cu1—N1—C2 | 72.9 (4) |
N2—Cu1—Cu2—I2 | −77.84 (18) | I1—Cu1—N1—C2 | −70.4 (4) |
I1—Cu1—Cu2—I2 | −163.26 (2) | Cu2—Cu1—N1—C2 | 4.1 (5) |
N1—Cu1—Cu2—I1 | −102.81 (13) | N2—Cu1—N1—C1 | 1.2 (3) |
N2—Cu1—Cu2—I1 | 85.42 (18) | I2—Cu1—N1—C1 | −105.5 (3) |
I2—Cu1—Cu2—I1 | 163.26 (2) | I1—Cu1—N1—C1 | 111.1 (3) |
Cu1—I1—Cu2—N4 | −114.77 (11) | Cu2—Cu1—N1—C1 | −174.4 (2) |
Cu1—I1—Cu2—N3 | 156.63 (11) | C10—C11—N2—C12 | −1.2 (7) |
Cu1—I1—Cu2—I2 | 16.22 (2) | C10—C11—N2—Cu1 | 176.9 (4) |
N1—C2—C3—C4 | 0.6 (8) | C8—C12—N2—C11 | −0.4 (6) |
C2—C3—C4—C5 | −0.3 (7) | C1—C12—N2—C11 | 179.5 (4) |
C3—C4—C5—C1 | −0.1 (7) | C8—C12—N2—Cu1 | −178.8 (3) |
C3—C4—C5—C6 | −179.2 (5) | C1—C12—N2—Cu1 | 1.1 (4) |
N1—C1—C5—C4 | 0.4 (6) | N1—Cu1—N2—C11 | −179.4 (4) |
C12—C1—C5—C4 | 179.9 (4) | I2—Cu1—N2—C11 | −69.2 (4) |
N1—C1—C5—C6 | 179.5 (4) | I1—Cu1—N2—C11 | 64.2 (4) |
C12—C1—C5—C6 | −1.0 (6) | Cu2—Cu1—N2—C11 | −5.6 (5) |
C4—C5—C6—C7 | 179.9 (5) | N1—Cu1—N2—C12 | −1.2 (3) |
C1—C5—C6—C7 | 0.9 (7) | I2—Cu1—N2—C12 | 109.0 (3) |
C5—C6—C7—C8 | 0.0 (8) | I1—Cu1—N2—C12 | −117.6 (3) |
C6—C7—C8—C12 | −0.8 (8) | Cu2—Cu1—N2—C12 | 172.54 (19) |
C6—C7—C8—C9 | 178.1 (5) | C15—C14—N3—C13 | −0.4 (7) |
C12—C8—C9—C10 | −1.1 (8) | C15—C14—N3—Cu2 | −178.6 (3) |
C7—C8—C9—C10 | −180.0 (5) | C17—C13—N3—C14 | 0.3 (6) |
C8—C9—C10—C11 | −0.4 (9) | C24—C13—N3—C14 | −178.7 (4) |
C9—C10—C11—N2 | 1.6 (9) | C17—C13—N3—Cu2 | 178.9 (3) |
C9—C8—C12—N2 | 1.5 (7) | C24—C13—N3—Cu2 | −0.1 (4) |
C7—C8—C12—N2 | −179.5 (4) | N4—Cu2—N3—C14 | 177.7 (4) |
C9—C8—C12—C1 | −178.3 (4) | I2—Cu2—N3—C14 | 69.5 (4) |
C7—C8—C12—C1 | 0.6 (6) | Cu1—Cu2—N3—C14 | −8.2 (6) |
N1—C1—C12—N2 | −0.1 (5) | I1—Cu2—N3—C14 | −70.6 (4) |
C5—C1—C12—N2 | −179.6 (4) | N4—Cu2—N3—C13 | −0.7 (3) |
N1—C1—C12—C8 | 179.8 (4) | I2—Cu2—N3—C13 | −108.9 (3) |
C5—C1—C12—C8 | 0.3 (6) | Cu1—Cu2—N3—C13 | 173.47 (19) |
N3—C14—C15—C16 | 0.6 (7) | I1—Cu2—N3—C13 | 111.1 (3) |
C14—C15—C16—C17 | −0.7 (7) | C22—C23—N4—C24 | 0.1 (8) |
C15—C16—C17—C13 | 0.6 (7) | C22—C23—N4—Cu2 | −178.7 (4) |
C15—C16—C17—C18 | −178.7 (5) | C20—C24—N4—C23 | −1.2 (6) |
N3—C13—C17—C16 | −0.4 (6) | C13—C24—N4—C23 | 179.2 (4) |
C24—C13—C17—C16 | 178.5 (4) | C20—C24—N4—Cu2 | 177.8 (3) |
N3—C13—C17—C18 | 178.9 (4) | C13—C24—N4—Cu2 | −1.8 (4) |
C24—C13—C17—C18 | −2.2 (6) | N3—Cu2—N4—C23 | −179.8 (4) |
C16—C17—C18—C19 | 179.5 (5) | I2—Cu2—N4—C23 | −63.6 (4) |
C13—C17—C18—C19 | 0.3 (7) | Cu1—Cu2—N4—C23 | 2.9 (5) |
C17—C18—C19—C20 | 1.2 (8) | I1—Cu2—N4—C23 | 70.5 (4) |
C18—C19—C20—C21 | 176.9 (5) | N3—Cu2—N4—C24 | 1.4 (3) |
C18—C19—C20—C24 | −0.7 (7) | I2—Cu2—N4—C24 | 117.6 (3) |
C24—C20—C21—C22 | −0.3 (8) | Cu1—Cu2—N4—C24 | −176.0 (2) |
C19—C20—C21—C22 | −178.0 (5) | I1—Cu2—N4—C24 | −108.3 (3) |