Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804031939/ob6449sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804031939/ob6449Isup2.hkl |
CCDC reference: 262243
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: atomic coordinates taken from the tetrafluoroborate structure; program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
[Cu(C12H12N2)2]ClO4 | F(000) = 1096 |
Mr = 531.46 | Dx = 1.460 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 844 reflections |
a = 12.355 (1) Å | θ = 1.7–26.3° |
b = 21.912 (2) Å | µ = 1.05 mm−1 |
c = 8.972 (1) Å | T = 293 K |
β = 95.58 (1)° | Bar, red |
V = 2417.3 (4) Å3 | 0.20 × 0.18 × 0.18 mm |
Z = 4 |
Bruker SMART area-detector diffractometer | 4892 independent reflections |
Radiation source: medium-focus sealed tube | 3155 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
φ and ω scan | θmax = 26.3°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −15→15 |
Tmin = 0.817, Tmax = 0.833 | k = −27→26 |
13742 measured reflections | l = −6→11 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.151 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0781P)2 + 1.2121P] where P = (Fo2 + 2Fc2)/3 |
4892 reflections | (Δ/σ)max = 0.001 |
343 parameters | Δρmax = 0.47 e Å−3 |
142 restraints | Δρmin = −0.39 e Å−3 |
Refinement. The large number of restraints, 142, comes from the use of the SADI command, which allows more 'breathing'. (The use of a DFIX command would lower the number of restraints). |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cu1 | 0.29212 (4) | 0.62527 (2) | 0.41155 (6) | 0.0465 (2) | |
Cl1 | 0.79690 (9) | 0.62702 (6) | −0.0791 (2) | 0.0652 (3) | |
O1 | 0.8969 (5) | 0.5970 (4) | −0.073 (1) | 0.091 (3) | 0.50 |
O2 | 0.788 (1) | 0.6688 (5) | −0.195 (1) | 0.156 (7) | 0.50 |
O3 | 0.7129 (7) | 0.5856 (5) | −0.086 (2) | 0.150 (5) | 0.50 |
O4 | 0.7966 (9) | 0.6602 (5) | 0.0580 (9) | 0.128 (4) | 0.50 |
O1' | 0.8614 (9) | 0.5843 (4) | −0.143 (1) | 0.143 (5) | 0.50 |
O2' | 0.8134 (8) | 0.6839 (3) | −0.151 (1) | 0.079 (3) | 0.50 |
O3' | 0.6880 (6) | 0.6122 (5) | −0.108 (2) | 0.139 (5) | 0.50 |
O4' | 0.827 (1) | 0.6340 (5) | 0.0720 (8) | 0.158 (6) | 0.50 |
N1 | 0.3212 (3) | 0.6048 (2) | 0.1956 (3) | 0.0434 (8) | |
N2 | 0.4505 (2) | 0.6515 (1) | 0.4228 (4) | 0.0409 (7) | |
N3 | 0.1669 (2) | 0.6742 (1) | 0.4809 (3) | 0.0401 (7) | |
N4 | 0.2178 (2) | 0.5575 (1) | 0.5227 (4) | 0.0412 (7) | |
C1 | 0.1391 (4) | 0.5669 (3) | 0.1264 (6) | 0.076 (2) | |
C2 | 0.2548 (4) | 0.5750 (2) | 0.0943 (5) | 0.057 (1) | |
C3 | 0.2925 (5) | 0.5521 (3) | −0.0341 (6) | 0.078 (2) | |
C4 | 0.3985 (6) | 0.5600 (3) | −0.0587 (6) | 0.087 (2) | |
C5 | 0.4668 (4) | 0.5903 (2) | 0.0450 (5) | 0.068 (1) | |
C6 | 0.4262 (3) | 0.6126 (2) | 0.1708 (4) | 0.045 (1) | |
C7 | 0.4950 (3) | 0.6445 (2) | 0.2912 (5) | 0.043 (1) | |
C8 | 0.5984 (3) | 0.6652 (2) | 0.2725 (6) | 0.055 (1) | |
C9 | 0.6576 (3) | 0.6936 (2) | 0.3900 (7) | 0.064 (1) | |
C10 | 0.6148 (4) | 0.6997 (2) | 0.5239 (6) | 0.063 (1) | |
C11 | 0.5089 (3) | 0.6784 (2) | 0.5377 (5) | 0.049 (1) | |
C12 | 0.4572 (4) | 0.6852 (3) | 0.6794 (5) | 0.077 (2) | |
C13 | 0.3495 (4) | 0.4808 (2) | 0.4694 (7) | 0.082 (2) | |
C14 | 0.2489 (3) | 0.4993 (2) | 0.5389 (5) | 0.050 (1) | |
C15 | 0.1902 (4) | 0.4577 (2) | 0.6160 (5) | 0.059 (1) | |
C16 | 0.1006 (4) | 0.4772 (2) | 0.6790 (5) | 0.060 (1) | |
C17 | 0.0673 (3) | 0.5365 (2) | 0.6611 (5) | 0.051 (1) | |
C18 | 0.1268 (3) | 0.5762 (2) | 0.5813 (4) | 0.040 (1) | |
C19 | 0.0973 (3) | 0.6409 (2) | 0.5546 (4) | 0.041 (1) | |
C20 | 0.0039 (3) | 0.6665 (2) | 0.6020 (5) | 0.058 (1) | |
C21 | −0.0187 (4) | 0.7264 (2) | 0.5732 (6) | 0.069 (1) | |
C22 | 0.0525 (4) | 0.7605 (2) | 0.5001 (5) | 0.063 (1) | |
C23 | 0.1453 (3) | 0.7333 (2) | 0.4552 (5) | 0.050 (1) | |
C24 | 0.2278 (4) | 0.7684 (2) | 0.3768 (6) | 0.068 (1) | |
H1a | 0.1284 | 0.5858 | 0.2204 | 0.114* | |
H1b | 0.1228 | 0.5241 | 0.1313 | 0.114* | |
H1c | 0.0918 | 0.5855 | 0.0481 | 0.114* | |
H3 | 0.2455 | 0.5314 | −0.1039 | 0.093* | |
H4 | 0.4242 | 0.5448 | −0.1454 | 0.104* | |
H5 | 0.5397 | 0.5957 | 0.0304 | 0.082* | |
H8 | 0.6274 | 0.6600 | 0.1815 | 0.066* | |
H9 | 0.7267 | 0.7086 | 0.3785 | 0.077* | |
H10 | 0.6552 | 0.7178 | 0.6050 | 0.076* | |
H12a | 0.3854 | 0.6681 | 0.6673 | 0.115* | |
H12b | 0.4527 | 0.7277 | 0.7040 | 0.115* | |
H12c | 0.5000 | 0.6643 | 0.7586 | 0.115* | |
H13a | 0.3780 | 0.5154 | 0.4205 | 0.123* | |
H13b | 0.3320 | 0.4491 | 0.3974 | 0.123* | |
H13c | 0.4029 | 0.4662 | 0.5459 | 0.123* | |
H15 | 0.2120 | 0.4171 | 0.6244 | 0.071* | |
H16 | 0.0620 | 0.4503 | 0.7341 | 0.072* | |
H17 | 0.0053 | 0.5499 | 0.7021 | 0.062* | |
H20 | −0.0430 | 0.6430 | 0.6532 | 0.069* | |
H21 | −0.0817 | 0.7439 | 0.6029 | 0.083* | |
H22 | 0.0386 | 0.8016 | 0.4807 | 0.075* | |
H24a | 0.2858 | 0.7417 | 0.3553 | 0.102* | |
H24b | 0.2567 | 0.8011 | 0.4402 | 0.102* | |
H24c | 0.1936 | 0.7851 | 0.2850 | 0.102* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0376 (3) | 0.0497 (3) | 0.0552 (3) | −0.0029 (2) | 0.0205 (2) | −0.0009 (2) |
Cl1 | 0.0495 (6) | 0.0663 (7) | 0.0846 (9) | 0.0002 (6) | 0.0301 (6) | 0.0040 (7) |
O1 | 0.062 (4) | 0.092 (6) | 0.120 (7) | 0.031 (4) | 0.014 (5) | 0.006 (5) |
O2 | 0.133 (9) | 0.18 (1) | 0.15 (1) | 0.008 (8) | −0.018 (7) | 0.032 (8) |
O3 | 0.099 (7) | 0.124 (8) | 0.24 (1) | −0.035 (6) | 0.048 (7) | −0.032 (7) |
O4 | 0.134 (7) | 0.129 (8) | 0.133 (8) | −0.011 (6) | 0.077 (6) | −0.035 (6) |
O1' | 0.142 (9) | 0.121 (8) | 0.18 (1) | 0.018 (7) | 0.087 (7) | −0.017 (7) |
O2' | 0.084 (5) | 0.058 (4) | 0.094 (5) | 0.004 (4) | 0.002 (5) | 0.001 (4) |
O3' | 0.073 (6) | 0.163 (9) | 0.186 (9) | −0.028 (6) | 0.040 (6) | 0.009 (7) |
O4' | 0.19 (1) | 0.16 (1) | 0.120 (8) | 0.025 (8) | 0.015 (7) | 0.050 (7) |
N1 | 0.044 (2) | 0.043 (2) | 0.044 (2) | 0.001 (1) | 0.007 (2) | 0.005 (1) |
N2 | 0.033 (2) | 0.040 (2) | 0.051 (2) | −0.001 (1) | 0.010 (1) | 0.0027 (15) |
N3 | 0.037 (2) | 0.045 (2) | 0.040 (2) | 0.002 (1) | 0.009 (1) | 0.000 (1) |
N4 | 0.033 (2) | 0.041 (2) | 0.051 (2) | −0.003 (1) | 0.010 (1) | 0.002 (2) |
C1 | 0.058 (3) | 0.081 (4) | 0.085 (4) | −0.016 (3) | −0.009 (3) | −0.008 (3) |
C2 | 0.064 (3) | 0.053 (3) | 0.053 (3) | 0.000 (2) | 0.000 (2) | 0.000 (2) |
C3 | 0.098 (4) | 0.080 (4) | 0.052 (3) | 0.005 (3) | −0.005 (3) | −0.018 (3) |
C4 | 0.109 (5) | 0.100 (5) | 0.054 (3) | 0.006 (4) | 0.024 (3) | −0.018 (3) |
C5 | 0.066 (3) | 0.083 (4) | 0.060 (3) | 0.010 (3) | 0.029 (2) | −0.003 (3) |
C6 | 0.048 (2) | 0.045 (2) | 0.044 (2) | 0.006 (2) | 0.013 (2) | 0.008 (2) |
C7 | 0.039 (2) | 0.038 (2) | 0.053 (2) | 0.006 (2) | 0.015 (2) | 0.008 (2) |
C8 | 0.040 (2) | 0.051 (3) | 0.077 (3) | 0.004 (2) | 0.025 (2) | 0.015 (2) |
C9 | 0.037 (2) | 0.049 (3) | 0.109 (4) | −0.006 (2) | 0.021 (3) | 0.008 (3) |
C10 | 0.045 (2) | 0.048 (3) | 0.095 (4) | −0.007 (2) | −0.004 (2) | −0.007 (2) |
C11 | 0.048 (2) | 0.043 (2) | 0.057 (3) | 0.000 (2) | 0.007 (2) | −0.003 (2) |
C12 | 0.080 (4) | 0.092 (4) | 0.060 (3) | −0.018 (3) | 0.013 (3) | −0.018 (3) |
C13 | 0.065 (3) | 0.061 (3) | 0.126 (5) | 0.021 (3) | 0.039 (3) | 0.018 (3) |
C14 | 0.038 (2) | 0.048 (2) | 0.062 (3) | 0.003 (2) | 0.006 (2) | 0.004 (2) |
C15 | 0.055 (3) | 0.043 (2) | 0.079 (3) | −0.006 (2) | 0.004 (2) | 0.012 (2) |
C16 | 0.049 (2) | 0.058 (3) | 0.075 (3) | −0.013 (2) | 0.011 (2) | 0.020 (2) |
C17 | 0.036 (2) | 0.063 (3) | 0.057 (3) | −0.008 (2) | 0.013 (2) | 0.005 (2) |
C18 | 0.031 (2) | 0.050 (2) | 0.038 (2) | −0.005 (2) | 0.003 (2) | −0.001 (2) |
C19 | 0.033 (2) | 0.049 (2) | 0.041 (2) | 0.000 (2) | 0.009 (2) | 0.000 (2) |
C20 | 0.046 (2) | 0.064 (3) | 0.067 (3) | 0.008 (2) | 0.022 (2) | 0.004 (2) |
C21 | 0.053 (3) | 0.074 (3) | 0.086 (4) | 0.020 (2) | 0.027 (3) | −0.001 (3) |
C22 | 0.064 (3) | 0.048 (3) | 0.077 (3) | 0.018 (2) | 0.013 (3) | 0.005 (2) |
C23 | 0.052 (2) | 0.047 (2) | 0.051 (2) | 0.004 (2) | 0.008 (2) | 0.004 (2) |
C24 | 0.074 (3) | 0.051 (3) | 0.081 (3) | −0.002 (2) | 0.020 (3) | 0.017 (2) |
Cu1—N1 | 2.054 (3) | C15—C16 | 1.361 (6) |
Cu1—N2 | 2.033 (3) | C16—C17 | 1.366 (6) |
Cu1—N3 | 2.029 (3) | C17—C18 | 1.383 (5) |
Cu1—N4 | 2.055 (3) | C18—C19 | 1.479 (5) |
Cl1—O1 | 1.396 (5) | C19—C20 | 1.386 (5) |
Cl1—O2 | 1.378 (7) | C20—C21 | 1.360 (6) |
Cl1—O3 | 1.375 (6) | C21—C22 | 1.368 (6) |
Cl1—O4 | 1.429 (6) | C22—C23 | 1.387 (6) |
Cl1—O1' | 1.386 (6) | C23—C24 | 1.505 (6) |
Cl1—O2' | 1.429 (6) | C1—H1a | 0.96 |
Cl1—O3' | 1.385 (6) | C1—H1b | 0.96 |
Cl1—O4' | 1.379 (7) | C1—H1c | 0.96 |
N1—C2 | 1.334 (5) | C3—H3 | 0.93 |
N1—C6 | 1.349 (5) | C4—H4 | 0.93 |
N2—C11 | 1.336 (5) | C5—H5 | 0.93 |
N2—C7 | 1.359 (5) | C8—H8 | 0.93 |
N3—C23 | 1.339 (5) | C9—H9 | 0.93 |
N3—C19 | 1.348 (5) | C10—H10 | 0.93 |
N4—C14 | 1.336 (5) | C12—H12a | 0.96 |
N4—C18 | 1.349 (5) | C12—H12b | 0.96 |
C1—C2 | 1.496 (7) | C12—H12c | 0.96 |
C2—C3 | 1.379 (7) | C13—H13a | 0.96 |
C3—C4 | 1.359 (8) | C13—H13b | 0.96 |
C4—C5 | 1.367 (8) | C13—H13c | 0.96 |
C5—C6 | 1.370 (6) | C15—H15 | 0.93 |
C6—C7 | 1.483 (6) | C16—H16 | 0.93 |
C7—C8 | 1.381 (5) | C17—H17 | 0.93 |
C8—C9 | 1.373 (7) | C20—H20 | 0.93 |
C9—C10 | 1.365 (7) | C21—H21 | 0.93 |
C10—C11 | 1.406 (6) | C22—H22 | 0.93 |
C11—C12 | 1.485 (6) | C24—H24a | 0.96 |
C13—C14 | 1.499 (6) | C24—H24b | 0.96 |
C14—C15 | 1.390 (6) | C24—H24c | 0.96 |
N1—Cu1—N2 | 81.6 (1) | N3—C19—C20 | 121.4 (4) |
N1—Cu1—N3 | 127.8 (1) | N3—C19—C18 | 116.0 (3) |
N1—Cu1—N4 | 115.3 (1) | C20—C19—C18 | 122.6 (3) |
N2—Cu1—N3 | 126.5 (1) | C21—C20—C19 | 119.6 (4) |
N2—Cu1—N4 | 130.9 (1) | C20—C21—C22 | 119.2 (4) |
N3—Cu1—N4 | 80.9 (1) | C21—C22—C23 | 119.6 (4) |
O3—Cl1—O2 | 113.7 (5) | N3—C23—C22 | 121.4 (4) |
O4'—Cl1—O3' | 112.1 (5) | N3—C23—C24 | 116.3 (4) |
O4'—Cl1—O1' | 111.5 (5) | C22—C23—C24 | 122.2 (4) |
O3'—Cl1—O1' | 110.5 (5) | C2—C1—H1a | 109.5 |
O3—Cl1—O1 | 110.6 (5) | C2—C1—H1b | 109.5 |
O2—Cl1—O1 | 110.3 (5) | H1a—C1—H1b | 109.5 |
O4'—Cl1—O2' | 108.2 (5) | C2—C1—H1c | 109.5 |
O3'—Cl1—O2' | 107.3 (5) | H1a—C1—H1c | 109.5 |
O1'—Cl1—O2' | 106.8 (5) | H1b—C1—H1c | 109.5 |
O3—Cl1—O4 | 108.0 (5) | C4—C3—H3 | 120.0 |
O2—Cl1—O4 | 107.6 (5) | C2—C3—H3 | 120.0 |
O1—Cl1—O4 | 106.4 (5) | C3—C4—H4 | 120.3 |
C2—N1—C6 | 119.2 (4) | C5—C4—H4 | 120.3 |
C2—N1—Cu1 | 126.7 (3) | C4—C5—H5 | 120.6 |
C6—N1—Cu1 | 112.8 (3) | C6—C5—H5 | 120.6 |
C11—N2—C7 | 119.1 (3) | C9—C8—H8 | 120.5 |
C11—N2—Cu1 | 127.5 (3) | C7—C8—H8 | 120.5 |
C7—N2—Cu1 | 113.2 (3) | C10—C9—H9 | 120.1 |
C23—N3—C19 | 118.8 (3) | C8—C9—H9 | 120.1 |
C23—N3—Cu1 | 127.1 (3) | C9—C10—H10 | 120.4 |
C19—N3—Cu1 | 114.0 (2) | C11—C10—H10 | 120.4 |
C14—N4—C18 | 119.3 (3) | C11—C12—H12a | 109.5 |
C14—N4—Cu1 | 127.2 (3) | C11—C12—H12b | 109.5 |
C18—N4—Cu1 | 113.5 (2) | H12a—C12—H12b | 109.5 |
N1—C2—C3 | 120.8 (4) | C11—C12—H12c | 109.5 |
N1—C2—C1 | 117.6 (4) | H12a—C12—H12c | 109.5 |
C3—C2—C1 | 121.7 (5) | H12b—C12—H12c | 109.5 |
C4—C3—C2 | 119.9 (5) | C14—C13—H13a | 109.5 |
C3—C4—C5 | 119.5 (5) | C14—C13—H13b | 109.5 |
C4—C5—C6 | 118.9 (5) | H13a—C13—H13b | 109.5 |
N1—C6—C5 | 121.8 (4) | C14—C13—H13c | 109.5 |
N1—C6—C7 | 115.6 (3) | H13a—C13—H13c | 109.5 |
C5—C6—C7 | 122.6 (4) | H13b—C13—H13c | 109.5 |
N2—C7—C8 | 121.7 (4) | C16—C15—H15 | 120.5 |
N2—C7—C6 | 115.8 (3) | C14—C15—H15 | 120.5 |
C8—C7—C6 | 122.5 (4) | C15—C16—H16 | 120.1 |
C9—C8—C7 | 119.1 (4) | C17—C16—H16 | 120.1 |
C10—C9—C8 | 119.8 (4) | C16—C17—H17 | 120.4 |
C9—C10—C11 | 119.3 (4) | C18—C17—H17 | 120.4 |
N2—C11—C10 | 121.1 (4) | C21—C20—H20 | 120.2 |
N2—C11—C12 | 117.3 (4) | C19—C20—H20 | 120.2 |
C10—C11—C12 | 121.6 (4) | C20—C21—H21 | 120.4 |
N4—C14—C15 | 121.4 (4) | C22—C21—H21 | 120.4 |
N4—C14—C13 | 117.0 (4) | C21—C22—H22 | 120.2 |
C15—C14—C13 | 121.6 (4) | C23—C22—H22 | 120.2 |
C16—C15—C14 | 119.1 (4) | C23—C24—H24a | 109.5 |
C15—C16—C17 | 119.9 (4) | C23—C24—H24b | 109.5 |
C16—C17—C18 | 119.3 (4) | H24a—C24—H24b | 109.5 |
N4—C18—C17 | 121.0 (4) | C23—C24—H24c | 109.5 |
N4—C18—C19 | 115.5 (3) | H24a—C24—H24c | 109.5 |
C17—C18—C19 | 123.5 (3) | H24b—C24—H24c | 109.5 |
N3—Cu1—N1—C2 | −57.9 (4) | N1—C6—C7—C8 | −168.7 (4) |
N2—Cu1—N1—C2 | 171.8 (4) | C5—C6—C7—C8 | 13.8 (6) |
N4—Cu1—N1—C2 | 40.5 (4) | N2—C7—C8—C9 | 0.1 (6) |
N3—Cu1—N1—C6 | 135.6 (3) | C6—C7—C8—C9 | −179.1 (4) |
N2—Cu1—N1—C6 | 5.4 (3) | C7—C8—C9—C10 | 1.4 (7) |
N4—Cu1—N1—C6 | −126.0 (3) | C8—C9—C10—C11 | −1.9 (7) |
N3—Cu1—N2—C11 | 43.9 (4) | C7—N2—C11—C10 | 0.5 (6) |
N1—Cu1—N2—C11 | 175.3 (3) | Cu1—N2—C11—C10 | −173.4 (3) |
N4—Cu1—N2—C11 | −68.4 (4) | C7—N2—C11—C12 | 180.0 (4) |
N3—Cu1—N2—C7 | −130.3 (2) | Cu1—N2—C11—C12 | 6.1 (6) |
N1—Cu1—N2—C7 | 1.1 (3) | C9—C10—C11—N2 | 1.0 (7) |
N4—Cu1—N2—C7 | 117.4 (3) | C9—C10—C11—C12 | −178.5 (4) |
N2—Cu1—N3—C23 | 45.5 (4) | C18—N4—C14—C15 | −0.7 (6) |
N1—Cu1—N3—C23 | −64.6 (4) | Cu1—N4—C14—C15 | −179.3 (3) |
N4—Cu1—N3—C23 | −179.6 (3) | C18—N4—C14—C13 | 179.0 (4) |
N2—Cu1—N3—C19 | −137.7 (3) | Cu1—N4—C14—C13 | 0.4 (6) |
N1—Cu1—N3—C19 | 112.2 (3) | N4—C14—C15—C16 | −1.4 (7) |
N4—Cu1—N3—C19 | −2.8 (3) | C13—C14—C15—C16 | 178.9 (5) |
N3—Cu1—N4—C14 | −180.0 (4) | C14—C15—C16—C17 | 2.4 (7) |
N2—Cu1—N4—C14 | −48.8 (4) | C15—C16—C17—C18 | −1.3 (7) |
N1—Cu1—N4—C14 | 52.3 (4) | C14—N4—C18—C17 | 1.8 (6) |
N3—Cu1—N4—C18 | 1.3 (3) | Cu1—N4—C18—C17 | −179.3 (3) |
N2—Cu1—N4—C18 | 132.4 (3) | C14—N4—C18—C19 | −178.5 (3) |
N1—Cu1—N4—C18 | −126.4 (3) | Cu1—N4—C18—C19 | 0.3 (4) |
C6—N1—C2—C3 | 0.3 (6) | C16—C17—C18—N4 | −0.9 (6) |
Cu1—N1—C2—C3 | −165.3 (4) | C16—C17—C18—C19 | 179.5 (4) |
C6—N1—C2—C1 | 179.6 (4) | C23—N3—C19—C20 | 0.8 (6) |
Cu1—N1—C2—C1 | 14.0 (6) | Cu1—N3—C19—C20 | −176.3 (3) |
N1—C2—C3—C4 | −0.2 (8) | C23—N3—C19—C18 | −179.1 (3) |
C1—C2—C3—C4 | −179.4 (5) | Cu1—N3—C19—C18 | 3.8 (4) |
C2—C3—C4—C5 | 0.3 (9) | N4—C18—C19—N3 | −2.8 (5) |
C3—C4—C5—C6 | −0.7 (9) | C17—C18—C19—N3 | 176.9 (4) |
C2—N1—C6—C5 | −0.7 (6) | N4—C18—C19—C20 | 177.3 (4) |
Cu1—N1—C6—C5 | 166.8 (3) | C17—C18—C19—C20 | −3.0 (6) |
C2—N1—C6—C7 | −178.2 (3) | N3—C19—C20—C21 | 0.4 (7) |
Cu1—N1—C6—C7 | −10.7 (4) | C18—C19—C20—C21 | −179.7 (4) |
C4—C5—C6—N1 | 0.9 (7) | C19—C20—C21—C22 | −1.2 (7) |
C4—C5—C6—C7 | 178.2 (5) | C20—C21—C22—C23 | 0.8 (8) |
C11—N2—C7—C8 | −1.0 (6) | C19—N3—C23—C22 | −1.2 (6) |
Cu1—N2—C7—C8 | 173.7 (3) | Cu1—N3—C23—C22 | 175.4 (3) |
C11—N2—C7—C6 | 178.2 (3) | C19—N3—C23—C24 | 178.1 (4) |
Cu1—N2—C7—C6 | −7.1 (4) | Cu1—N3—C23—C24 | −5.2 (5) |
N1—C6—C7—N2 | 12.1 (5) | C21—C22—C23—N3 | 0.4 (7) |
C5—C6—C7—N2 | −165.4 (4) | C21—C22—C23—C24 | −178.9 (5) |