Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807001675/bx2059sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807001675/bx2059Isup2.hkl |
CCDC reference: 636185
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.
[CuCl(C12H8N2)2][SbF6] | F(000) = 1356 |
Mr = 695.15 | Dx = 1.935 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 5833 reflections |
a = 13.4442 (7) Å | θ = 2.5–28.3° |
b = 10.6556 (5) Å | µ = 2.21 mm−1 |
c = 17.8305 (9) Å | T = 273 K |
β = 110.909 (1)° | Block, green |
V = 2386.1 (2) Å3 | 0.36 × 0.28 × 0.18 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 5910 independent reflections |
Radiation source: fine-focus sealed tube | 5263 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.017 |
φ and ω scans | θmax = 28.3°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −17→17 |
Tmin = 0.486, Tmax = 0.672 | k = −14→14 |
23500 measured reflections | l = −23→23 |
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)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.062 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0316P)2 + 1.3196P] where P = (Fo2 + 2Fc2)/3 |
5910 reflections | (Δ/σ)max = 0.001 |
334 parameters | Δρmax = 0.43 e Å−3 |
0 restraints | Δρmin = −0.46 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 | ||
Sb1 | 0.208547 (10) | 0.701306 (14) | 0.157213 (8) | 0.03728 (5) | |
F6 | 0.19924 (16) | 0.6964 (2) | 0.25983 (10) | 0.0830 (6) | |
F5 | 0.21109 (14) | 0.69853 (17) | 0.05240 (9) | 0.0680 (5) | |
F4 | 0.33923 (13) | 0.6158 (2) | 0.19692 (12) | 0.0870 (6) | |
F2 | 0.07301 (13) | 0.7754 (2) | 0.11713 (11) | 0.0757 (5) | |
F1 | 0.14083 (16) | 0.54439 (17) | 0.13585 (13) | 0.0863 (6) | |
F3 | 0.27892 (19) | 0.8580 (2) | 0.18162 (12) | 0.1008 (7) | |
Cu1 | 0.293537 (18) | 0.23254 (2) | 0.085520 (13) | 0.03144 (6) | |
Cl1 | 0.28753 (4) | 0.02734 (5) | 0.03661 (3) | 0.04027 (11) | |
C16 | 0.07733 (17) | 0.2500 (2) | 0.20540 (13) | 0.0377 (4) | |
N4 | 0.34564 (13) | 0.30192 (15) | 0.20175 (9) | 0.0316 (3) | |
N3 | 0.15948 (13) | 0.20900 (16) | 0.10724 (10) | 0.0343 (4) | |
N2 | 0.42628 (13) | 0.26457 (16) | 0.06250 (10) | 0.0321 (3) | |
N1 | 0.23226 (13) | 0.36163 (15) | −0.01130 (10) | 0.0325 (3) | |
C18 | 0.1819 (2) | 0.3568 (2) | 0.32814 (13) | 0.0464 (5) | |
H18 | 0.1868 | 0.3932 | 0.3767 | 0.056* | |
C23 | 0.26392 (16) | 0.30629 (17) | 0.22990 (11) | 0.0311 (4) | |
C8 | 0.58983 (18) | 0.2926 (2) | 0.00265 (15) | 0.0461 (5) | |
H8 | 0.6450 | 0.3007 | −0.0170 | 0.055* | |
C12 | 0.30669 (15) | 0.38353 (17) | −0.04532 (11) | 0.0309 (4) | |
C22 | 0.43947 (17) | 0.3461 (2) | 0.24857 (12) | 0.0388 (4) | |
H22 | 0.4961 | 0.3435 | 0.2302 | 0.047* | |
C9 | 0.60507 (18) | 0.2271 (2) | 0.07160 (16) | 0.0469 (5) | |
H9 | 0.6709 | 0.1909 | 0.0995 | 0.056* | |
C21 | 0.45645 (18) | 0.3964 (2) | 0.32461 (13) | 0.0441 (5) | |
H21 | 0.5236 | 0.4252 | 0.3562 | 0.053* | |
C20 | 0.37426 (19) | 0.4029 (2) | 0.35230 (12) | 0.0433 (5) | |
H20 | 0.3848 | 0.4375 | 0.4024 | 0.052* | |
C19 | 0.27370 (17) | 0.35708 (19) | 0.30459 (11) | 0.0365 (4) | |
C4 | 0.28532 (18) | 0.4529 (2) | −0.11624 (12) | 0.0393 (4) | |
C11 | 0.41022 (15) | 0.33124 (17) | −0.00590 (11) | 0.0304 (4) | |
C10 | 0.52148 (17) | 0.2146 (2) | 0.10015 (14) | 0.0396 (4) | |
H10 | 0.5329 | 0.1697 | 0.1472 | 0.048* | |
C15 | −0.01631 (18) | 0.1931 (2) | 0.15394 (15) | 0.0474 (5) | |
H15 | −0.0755 | 0.1866 | 0.1692 | 0.057* | |
C5 | 0.3685 (2) | 0.4673 (2) | −0.14874 (14) | 0.0483 (6) | |
H5 | 0.3548 | 0.5119 | −0.1962 | 0.058* | |
C6 | 0.4656 (2) | 0.4173 (2) | −0.11168 (14) | 0.0467 (5) | |
H6 | 0.5178 | 0.4280 | −0.1340 | 0.056* | |
C14 | −0.02022 (17) | 0.1472 (2) | 0.08143 (15) | 0.0487 (5) | |
H14 | −0.0820 | 0.1095 | 0.0469 | 0.058* | |
C17 | 0.0894 (2) | 0.3052 (2) | 0.28165 (14) | 0.0473 (5) | |
H17 | 0.0320 | 0.3052 | 0.2991 | 0.057* | |
C7 | 0.49017 (17) | 0.3479 (2) | −0.03855 (13) | 0.0376 (4) | |
C3 | 0.1826 (2) | 0.5032 (2) | −0.15150 (14) | 0.0499 (6) | |
H3 | 0.1648 | 0.5500 | −0.1985 | 0.060* | |
C24 | 0.16445 (15) | 0.25417 (18) | 0.17938 (11) | 0.0313 (4) | |
C2 | 0.1090 (2) | 0.4828 (2) | −0.11640 (15) | 0.0517 (6) | |
H2 | 0.0409 | 0.5165 | −0.1390 | 0.062* | |
C1 | 0.13657 (17) | 0.4109 (2) | −0.04597 (14) | 0.0419 (5) | |
H1 | 0.0855 | 0.3973 | −0.0228 | 0.050* | |
C13 | 0.06971 (16) | 0.1576 (2) | 0.05937 (13) | 0.0425 (5) | |
H13 | 0.0661 | 0.1273 | 0.0095 | 0.051* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sb1 | 0.02931 (8) | 0.04905 (9) | 0.03670 (8) | −0.00023 (5) | 0.01570 (6) | 0.00302 (6) |
F6 | 0.0794 (12) | 0.1337 (18) | 0.0459 (9) | −0.0004 (11) | 0.0348 (9) | 0.0176 (9) |
F5 | 0.0663 (10) | 0.0987 (13) | 0.0502 (8) | −0.0039 (9) | 0.0344 (8) | −0.0084 (8) |
F4 | 0.0494 (10) | 0.1066 (15) | 0.1039 (14) | 0.0312 (10) | 0.0260 (9) | 0.0302 (12) |
F2 | 0.0474 (9) | 0.1130 (15) | 0.0691 (11) | 0.0310 (9) | 0.0239 (8) | 0.0142 (10) |
F1 | 0.0847 (13) | 0.0650 (11) | 0.1117 (15) | −0.0261 (10) | 0.0380 (11) | 0.0008 (10) |
F3 | 0.1229 (18) | 0.0920 (15) | 0.0787 (13) | −0.0416 (14) | 0.0252 (12) | −0.0149 (11) |
Cu1 | 0.02716 (12) | 0.04009 (13) | 0.02975 (12) | −0.00444 (10) | 0.01342 (9) | −0.00077 (9) |
Cl1 | 0.0415 (3) | 0.0351 (2) | 0.0437 (3) | −0.0014 (2) | 0.0146 (2) | 0.0003 (2) |
C16 | 0.0359 (10) | 0.0403 (11) | 0.0436 (11) | 0.0047 (9) | 0.0224 (9) | 0.0067 (9) |
N4 | 0.0300 (8) | 0.0355 (8) | 0.0292 (7) | −0.0030 (6) | 0.0106 (6) | 0.0005 (6) |
N3 | 0.0288 (8) | 0.0429 (9) | 0.0325 (8) | −0.0031 (7) | 0.0127 (7) | −0.0006 (7) |
N2 | 0.0294 (8) | 0.0331 (8) | 0.0364 (8) | −0.0018 (6) | 0.0148 (7) | 0.0002 (6) |
N1 | 0.0308 (8) | 0.0329 (8) | 0.0351 (8) | 0.0000 (6) | 0.0134 (7) | 0.0011 (7) |
C18 | 0.0620 (15) | 0.0481 (13) | 0.0375 (11) | 0.0081 (11) | 0.0283 (10) | 0.0007 (9) |
C23 | 0.0344 (10) | 0.0314 (9) | 0.0284 (9) | 0.0015 (7) | 0.0121 (7) | 0.0032 (7) |
C8 | 0.0376 (12) | 0.0513 (13) | 0.0591 (14) | −0.0093 (10) | 0.0291 (11) | −0.0143 (11) |
C12 | 0.0346 (10) | 0.0282 (9) | 0.0316 (9) | −0.0058 (7) | 0.0138 (8) | −0.0027 (7) |
C22 | 0.0342 (10) | 0.0411 (11) | 0.0389 (10) | −0.0053 (9) | 0.0103 (8) | −0.0002 (9) |
C9 | 0.0304 (11) | 0.0485 (13) | 0.0628 (15) | 0.0008 (9) | 0.0180 (10) | −0.0063 (11) |
C21 | 0.0429 (12) | 0.0417 (11) | 0.0377 (11) | −0.0075 (9) | 0.0021 (9) | −0.0034 (9) |
C20 | 0.0581 (14) | 0.0375 (11) | 0.0301 (9) | −0.0014 (10) | 0.0107 (9) | −0.0033 (8) |
C19 | 0.0460 (11) | 0.0341 (10) | 0.0302 (9) | 0.0047 (8) | 0.0146 (8) | 0.0031 (8) |
C4 | 0.0465 (12) | 0.0349 (10) | 0.0356 (10) | −0.0087 (9) | 0.0134 (9) | 0.0005 (8) |
C11 | 0.0323 (9) | 0.0288 (9) | 0.0338 (9) | −0.0061 (7) | 0.0166 (8) | −0.0044 (7) |
C10 | 0.0346 (11) | 0.0380 (11) | 0.0465 (11) | 0.0003 (8) | 0.0146 (9) | 0.0012 (9) |
C15 | 0.0322 (11) | 0.0562 (14) | 0.0603 (14) | 0.0008 (9) | 0.0246 (10) | 0.0068 (11) |
C5 | 0.0645 (16) | 0.0474 (13) | 0.0387 (11) | −0.0162 (11) | 0.0252 (11) | 0.0015 (9) |
C6 | 0.0586 (14) | 0.0481 (12) | 0.0463 (12) | −0.0167 (11) | 0.0342 (11) | −0.0070 (10) |
C14 | 0.0278 (10) | 0.0591 (14) | 0.0570 (13) | −0.0066 (10) | 0.0125 (10) | −0.0010 (11) |
C17 | 0.0488 (13) | 0.0573 (14) | 0.0471 (12) | 0.0093 (11) | 0.0310 (11) | 0.0060 (10) |
C7 | 0.0393 (11) | 0.0367 (10) | 0.0444 (11) | −0.0107 (8) | 0.0243 (9) | −0.0099 (9) |
C3 | 0.0542 (14) | 0.0417 (12) | 0.0458 (12) | −0.0031 (10) | 0.0081 (11) | 0.0137 (10) |
C24 | 0.0321 (9) | 0.0335 (9) | 0.0315 (9) | 0.0025 (8) | 0.0152 (8) | 0.0039 (7) |
C2 | 0.0417 (13) | 0.0450 (13) | 0.0597 (14) | 0.0074 (10) | 0.0074 (11) | 0.0126 (11) |
C1 | 0.0348 (11) | 0.0400 (11) | 0.0514 (12) | 0.0035 (9) | 0.0158 (9) | 0.0036 (9) |
C13 | 0.0322 (10) | 0.0542 (13) | 0.0400 (11) | −0.0068 (9) | 0.0115 (9) | −0.0051 (10) |
Sb1—F1 | 1.8767 (17) | C12—C4 | 1.403 (3) |
Sb1—F2 | 1.8775 (15) | C12—C11 | 1.430 (3) |
Sb1—F4 | 1.8786 (16) | C22—C21 | 1.399 (3) |
Sb1—F6 | 1.8788 (16) | C22—H22 | 0.9300 |
Sb1—F5 | 1.8816 (15) | C9—C10 | 1.396 (3) |
Sb1—F3 | 1.891 (2) | C9—H9 | 0.9300 |
Cu1—N3 | 1.9898 (16) | C21—C20 | 1.364 (3) |
Cu1—N2 | 1.9981 (16) | C21—H21 | 0.9300 |
Cu1—N4 | 2.0726 (16) | C20—C19 | 1.403 (3) |
Cu1—N1 | 2.1298 (16) | C20—H20 | 0.9300 |
Cu1—Cl1 | 2.3448 (6) | C4—C3 | 1.404 (3) |
C16—C15 | 1.404 (3) | C4—C5 | 1.439 (3) |
C16—C24 | 1.406 (3) | C11—C7 | 1.404 (3) |
C16—C17 | 1.437 (3) | C10—H10 | 0.9300 |
N4—C22 | 1.326 (3) | C15—C14 | 1.366 (3) |
N4—C23 | 1.362 (2) | C15—H15 | 0.9300 |
N3—C13 | 1.323 (3) | C5—C6 | 1.345 (4) |
N3—C24 | 1.353 (2) | C5—H5 | 0.9300 |
N2—C10 | 1.326 (3) | C6—C7 | 1.431 (3) |
N2—C11 | 1.360 (2) | C6—H6 | 0.9300 |
N1—C1 | 1.321 (3) | C14—C13 | 1.403 (3) |
N1—C12 | 1.363 (2) | C14—H14 | 0.9300 |
C18—C17 | 1.342 (4) | C17—H17 | 0.9300 |
C18—C19 | 1.439 (3) | C3—C2 | 1.363 (4) |
C18—H18 | 0.9300 | C3—H3 | 0.9300 |
C23—C19 | 1.400 (3) | C2—C1 | 1.404 (3) |
C23—C24 | 1.431 (3) | C2—H2 | 0.9300 |
C8—C9 | 1.364 (4) | C1—H1 | 0.9300 |
C8—C7 | 1.407 (3) | C13—H13 | 0.9300 |
C8—H8 | 0.9300 | ||
F1—Sb1—F2 | 87.87 (9) | C8—C9—C10 | 119.7 (2) |
F1—Sb1—F4 | 88.01 (9) | C8—C9—H9 | 120.1 |
F2—Sb1—F4 | 175.83 (9) | C10—C9—H9 | 120.1 |
F1—Sb1—F6 | 88.66 (9) | C20—C21—C22 | 119.8 (2) |
F2—Sb1—F6 | 89.41 (8) | C20—C21—H21 | 120.1 |
F4—Sb1—F6 | 89.87 (9) | C22—C21—H21 | 120.1 |
F1—Sb1—F5 | 87.93 (8) | C21—C20—C19 | 119.51 (19) |
F2—Sb1—F5 | 89.29 (8) | C21—C20—H20 | 120.2 |
F4—Sb1—F5 | 91.19 (8) | C19—C20—H20 | 120.2 |
F6—Sb1—F5 | 176.39 (8) | C23—C19—C20 | 117.03 (19) |
F1—Sb1—F3 | 178.44 (10) | C23—C19—C18 | 118.6 (2) |
F2—Sb1—F3 | 93.11 (10) | C20—C19—C18 | 124.41 (19) |
F4—Sb1—F3 | 91.00 (10) | C12—C4—C3 | 117.2 (2) |
F6—Sb1—F3 | 90.13 (9) | C12—C4—C5 | 118.7 (2) |
F5—Sb1—F3 | 93.29 (8) | C3—C4—C5 | 124.1 (2) |
N3—Cu1—N2 | 177.33 (7) | N2—C11—C7 | 122.52 (18) |
N3—Cu1—N4 | 81.77 (7) | N2—C11—C12 | 117.35 (16) |
N2—Cu1—N4 | 97.85 (7) | C7—C11—C12 | 120.12 (18) |
N3—Cu1—N1 | 97.12 (7) | N2—C10—C9 | 122.3 (2) |
N2—Cu1—N1 | 80.72 (6) | N2—C10—H10 | 118.8 |
N4—Cu1—N1 | 118.36 (6) | C9—C10—H10 | 118.8 |
N3—Cu1—Cl1 | 92.38 (5) | C14—C15—C16 | 119.7 (2) |
N2—Cu1—Cl1 | 89.86 (5) | C14—C15—H15 | 120.1 |
N4—Cu1—Cl1 | 131.23 (5) | C16—C15—H15 | 120.1 |
N1—Cu1—Cl1 | 110.41 (5) | C6—C5—C4 | 121.1 (2) |
C15—C16—C24 | 117.2 (2) | C6—C5—H5 | 119.4 |
C15—C16—C17 | 124.6 (2) | C4—C5—H5 | 119.4 |
C24—C16—C17 | 118.2 (2) | C5—C6—C7 | 121.4 (2) |
C22—N4—C23 | 117.85 (17) | C5—C6—H6 | 119.3 |
C22—N4—Cu1 | 131.48 (14) | C7—C6—H6 | 119.3 |
C23—N4—Cu1 | 110.57 (12) | C15—C14—C13 | 119.5 (2) |
C13—N3—C24 | 119.02 (17) | C15—C14—H14 | 120.3 |
C13—N3—Cu1 | 127.43 (14) | C13—C14—H14 | 120.3 |
C24—N3—Cu1 | 113.55 (13) | C18—C17—C16 | 121.3 (2) |
C10—N2—C11 | 118.62 (17) | C18—C17—H17 | 119.4 |
C10—N2—Cu1 | 126.79 (14) | C16—C17—H17 | 119.4 |
C11—N2—Cu1 | 113.94 (13) | C11—C7—C8 | 117.2 (2) |
C1—N1—C12 | 118.10 (17) | C11—C7—C6 | 118.7 (2) |
C1—N1—Cu1 | 131.78 (14) | C8—C7—C6 | 124.02 (19) |
C12—N1—Cu1 | 109.78 (12) | C2—C3—C4 | 119.5 (2) |
C17—C18—C19 | 121.5 (2) | C2—C3—H3 | 120.2 |
C17—C18—H18 | 119.2 | C4—C3—H3 | 120.2 |
C19—C18—H18 | 119.2 | N3—C24—C16 | 122.56 (19) |
N4—C23—C19 | 123.35 (18) | N3—C24—C23 | 117.03 (16) |
N4—C23—C24 | 116.77 (16) | C16—C24—C23 | 120.40 (18) |
C19—C23—C24 | 119.88 (18) | C3—C2—C1 | 119.6 (2) |
C9—C8—C7 | 119.6 (2) | C3—C2—H2 | 120.2 |
C9—C8—H8 | 120.2 | C1—C2—H2 | 120.2 |
C7—C8—H8 | 120.2 | N1—C1—C2 | 122.5 (2) |
N1—C12—C4 | 123.00 (19) | N1—C1—H1 | 118.7 |
N1—C12—C11 | 117.08 (16) | C2—C1—H1 | 118.7 |
C4—C12—C11 | 119.92 (18) | N3—C13—C14 | 122.0 (2) |
N4—C22—C21 | 122.4 (2) | N3—C13—H13 | 119.0 |
N4—C22—H22 | 118.8 | C14—C13—H13 | 119.0 |
C21—C22—H22 | 118.8 | ||
N3—Cu1—N4—C22 | 178.71 (19) | N1—C12—C4—C5 | −178.01 (18) |
N2—Cu1—N4—C22 | −3.96 (19) | C11—C12—C4—C5 | 1.4 (3) |
N1—Cu1—N4—C22 | −87.61 (19) | C10—N2—C11—C7 | 0.7 (3) |
Cl1—Cu1—N4—C22 | 92.79 (19) | Cu1—N2—C11—C7 | −170.65 (14) |
N3—Cu1—N4—C23 | −5.06 (13) | C10—N2—C11—C12 | 179.76 (17) |
N2—Cu1—N4—C23 | 172.27 (13) | Cu1—N2—C11—C12 | 8.4 (2) |
N1—Cu1—N4—C23 | 88.62 (13) | N1—C12—C11—N2 | −0.4 (3) |
Cl1—Cu1—N4—C23 | −90.99 (13) | C4—C12—C11—N2 | −179.81 (17) |
N4—Cu1—N3—C13 | −177.1 (2) | N1—C12—C11—C7 | 178.70 (17) |
N1—Cu1—N3—C13 | 65.19 (19) | C4—C12—C11—C7 | −0.8 (3) |
Cl1—Cu1—N3—C13 | −45.72 (19) | C11—N2—C10—C9 | −0.7 (3) |
N4—Cu1—N3—C24 | 4.09 (14) | Cu1—N2—C10—C9 | 169.49 (16) |
N1—Cu1—N3—C24 | −113.66 (14) | C8—C9—C10—N2 | 0.0 (3) |
Cl1—Cu1—N3—C24 | 135.43 (13) | C24—C16—C15—C14 | −1.3 (3) |
N4—Cu1—N2—C10 | 62.56 (18) | C17—C16—C15—C14 | 177.8 (2) |
N1—Cu1—N2—C10 | −179.84 (18) | C12—C4—C5—C6 | −1.0 (3) |
Cl1—Cu1—N2—C10 | −69.12 (17) | C3—C4—C5—C6 | 179.6 (2) |
N4—Cu1—N2—C11 | −126.89 (13) | C4—C5—C6—C7 | 0.0 (3) |
N1—Cu1—N2—C11 | −9.29 (13) | C16—C15—C14—C13 | 0.1 (4) |
Cl1—Cu1—N2—C11 | 101.43 (13) | C19—C18—C17—C16 | −1.2 (4) |
N3—Cu1—N1—C1 | 0.1 (2) | C15—C16—C17—C18 | 179.2 (2) |
N2—Cu1—N1—C1 | −178.3 (2) | C24—C16—C17—C18 | −1.7 (3) |
N4—Cu1—N1—C1 | −84.3 (2) | N2—C11—C7—C8 | −0.2 (3) |
Cl1—Cu1—N1—C1 | 95.37 (19) | C12—C11—C7—C8 | −179.17 (18) |
N3—Cu1—N1—C12 | −172.74 (12) | N2—C11—C7—C6 | 178.70 (18) |
N2—Cu1—N1—C12 | 8.85 (12) | C12—C11—C7—C6 | −0.3 (3) |
N4—Cu1—N1—C12 | 102.80 (13) | C9—C8—C7—C11 | −0.5 (3) |
Cl1—Cu1—N1—C12 | −77.51 (12) | C9—C8—C7—C6 | −179.3 (2) |
C22—N4—C23—C19 | 1.3 (3) | C5—C6—C7—C11 | 0.7 (3) |
Cu1—N4—C23—C19 | −175.47 (15) | C5—C6—C7—C8 | 179.5 (2) |
C22—N4—C23—C24 | −177.94 (18) | C12—C4—C3—C2 | −0.2 (3) |
Cu1—N4—C23—C24 | 5.3 (2) | C5—C4—C3—C2 | 179.2 (2) |
C1—N1—C12—C4 | −1.7 (3) | C13—N3—C24—C16 | −0.7 (3) |
Cu1—N1—C12—C4 | 172.30 (15) | Cu1—N3—C24—C16 | 178.22 (16) |
C1—N1—C12—C11 | 178.87 (18) | C13—N3—C24—C23 | 178.57 (19) |
Cu1—N1—C12—C11 | −7.1 (2) | Cu1—N3—C24—C23 | −2.5 (2) |
C23—N4—C22—C21 | −0.1 (3) | C15—C16—C24—N3 | 1.7 (3) |
Cu1—N4—C22—C21 | 175.85 (16) | C17—C16—C24—N3 | −177.44 (19) |
C7—C8—C9—C10 | 0.6 (3) | C15—C16—C24—C23 | −177.56 (19) |
N4—C22—C21—C20 | −1.0 (3) | C17—C16—C24—C23 | 3.3 (3) |
C22—C21—C20—C19 | 1.1 (3) | N4—C23—C24—N3 | −2.1 (3) |
N4—C23—C19—C20 | −1.3 (3) | C19—C23—C24—N3 | 178.63 (17) |
C24—C23—C19—C20 | 177.98 (18) | N4—C23—C24—C16 | 177.24 (18) |
N4—C23—C19—C18 | 179.95 (18) | C19—C23—C24—C16 | −2.1 (3) |
C24—C23—C19—C18 | −0.8 (3) | C4—C3—C2—C1 | −0.7 (4) |
C21—C20—C19—C23 | 0.0 (3) | C12—N1—C1—C2 | 0.8 (3) |
C21—C20—C19—C18 | 178.7 (2) | Cu1—N1—C1—C2 | −171.62 (17) |
C17—C18—C19—C23 | 2.5 (3) | C3—C2—C1—N1 | 0.4 (4) |
C17—C18—C19—C20 | −176.2 (2) | C24—N3—C13—C14 | −0.7 (3) |
N1—C12—C4—C3 | 1.4 (3) | Cu1—N3—C13—C14 | −179.45 (18) |
C11—C12—C4—C3 | −179.18 (19) | C15—C14—C13—N3 | 1.0 (4) |