Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807005508/bi2154sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807005508/bi2154Isup2.hkl |
CCDC reference: 640259
Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[CuCl2(C31H28N6)]·0.5C2H3N | Z = 2 |
Mr = 639.56 | F(000) = 660 |
Triclinic, P1 | Dx = 1.432 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4713 (19) Å | Cell parameters from 10446 reflections |
b = 10.085 (2) Å | θ = 2.3–28.0° |
c = 17.766 (4) Å | µ = 0.95 mm−1 |
α = 78.71 (3)° | T = 293 K |
β = 86.00 (3)° | Prism, yellow |
γ = 63.05 (3)° | 0.20 × 0.20 × 0.20 mm |
V = 1483.1 (7) Å3 |
Bruker SMART 1K CCD diffractometer | 5823 independent reflections |
Radiation source: fine-focus sealed tube | 3844 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.060 |
φ and ω scans | θmax = 26.0°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2001) | h = −11→11 |
Tmin = 0.833, Tmax = 0.833 | k = −12→12 |
25380 measured reflections | l = −21→21 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.039 | H-atom parameters constrained |
wR(F2) = 0.096 | w = 1/[σ2(Fo2) + (0.0367P)2 + 0.9609P] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.001 |
5823 reflections | Δρmax = 0.40 e Å−3 |
380 parameters | Δρmin = −0.30 e Å−3 |
3 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0025 (6) |
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) | |
Cu1 | 0.44255 (4) | 0.48269 (4) | 0.77046 (2) | 0.03037 (13) | |
Cl1 | 0.43729 (10) | 0.25816 (9) | 0.80383 (5) | 0.0414 (2) | |
Cl2 | 0.21359 (10) | 0.59909 (10) | 0.70392 (5) | 0.0495 (2) | |
N1 | 0.4561 (3) | 0.6845 (3) | 0.76133 (14) | 0.0310 (6) | |
N2 | 0.6005 (3) | 0.6817 (3) | 0.74202 (14) | 0.0333 (6) | |
N3 | 0.6355 (3) | 0.4084 (3) | 0.84279 (14) | 0.0312 (6) | |
N4 | 0.7581 (3) | 0.4374 (3) | 0.81388 (14) | 0.0337 (6) | |
N5 | 0.6286 (3) | 0.4305 (3) | 0.66601 (14) | 0.0300 (6) | |
N6 | 0.7423 (3) | 0.4738 (3) | 0.67636 (14) | 0.0317 (6) | |
C1 | 0.1456 (4) | 0.8080 (4) | 0.8444 (2) | 0.0475 (9) | |
H1 | 0.2214 | 0.7178 | 0.8719 | 0.057* | |
C2 | −0.0108 (4) | 0.8635 (4) | 0.8663 (2) | 0.0541 (10) | |
H2 | −0.0396 | 0.8103 | 0.9082 | 0.065* | |
C3 | −0.1232 (4) | 0.9963 (5) | 0.8265 (2) | 0.0585 (11) | |
H3 | −0.2281 | 1.0337 | 0.8417 | 0.070* | |
C4 | −0.0821 (5) | 1.0737 (4) | 0.7648 (3) | 0.0641 (11) | |
H4 | −0.1590 | 1.1634 | 0.7375 | 0.077* | |
C5 | 0.0748 (5) | 1.0191 (4) | 0.7426 (2) | 0.0578 (10) | |
H5 | 0.1024 | 1.0731 | 0.7006 | 0.069* | |
C6 | 0.1903 (4) | 0.8851 (3) | 0.78223 (19) | 0.0382 (8) | |
C7 | 0.3564 (4) | 0.8318 (3) | 0.75967 (17) | 0.0346 (7) | |
C8 | 0.4370 (4) | 0.9190 (4) | 0.73803 (18) | 0.0429 (8) | |
H8 | 0.3936 | 1.0238 | 0.7323 | 0.051* | |
C9 | 0.5901 (4) | 0.8238 (4) | 0.72676 (18) | 0.0393 (8) | |
C10 | 0.7290 (5) | 0.8541 (4) | 0.7034 (2) | 0.0596 (11) | |
H10A | 0.6974 | 0.9604 | 0.6981 | 0.089* | |
H10B | 0.7670 | 0.8226 | 0.6553 | 0.089* | |
H10C | 0.8118 | 0.7987 | 0.7419 | 0.089* | |
C11 | 0.4333 (4) | 0.3661 (4) | 0.9755 (2) | 0.0505 (9) | |
H11 | 0.3877 | 0.4635 | 0.9465 | 0.061* | |
C12 | 0.3434 (5) | 0.3192 (6) | 1.0286 (2) | 0.0677 (12) | |
H12 | 0.2379 | 0.3849 | 1.0351 | 0.081* | |
C13 | 0.4100 (6) | 0.1760 (6) | 1.0715 (2) | 0.0703 (13) | |
H13 | 0.3495 | 0.1445 | 1.1071 | 0.084* | |
C14 | 0.5648 (6) | 0.0795 (5) | 1.0623 (2) | 0.0688 (12) | |
H14 | 0.6096 | −0.0177 | 1.0914 | 0.083* | |
C15 | 0.6551 (5) | 0.1261 (4) | 1.0095 (2) | 0.0527 (10) | |
H15 | 0.7610 | 0.0604 | 1.0038 | 0.063* | |
C16 | 0.5890 (4) | 0.2701 (4) | 0.96518 (17) | 0.0368 (8) | |
C17 | 0.6886 (4) | 0.3188 (3) | 0.91151 (17) | 0.0338 (7) | |
C18 | 0.8444 (4) | 0.2893 (4) | 0.92394 (19) | 0.0460 (9) | |
H18 | 0.9083 | 0.2277 | 0.9666 | 0.055* | |
C19 | 0.8864 (4) | 0.3674 (4) | 0.86193 (19) | 0.0438 (8) | |
C20 | 1.0388 (4) | 0.3774 (6) | 0.8449 (2) | 0.0790 (15) | |
H20A | 1.0830 | 0.3372 | 0.7994 | 0.118* | |
H20B | 1.1120 | 0.3201 | 0.8873 | 0.118* | |
H20C | 1.0190 | 0.4814 | 0.8372 | 0.118* | |
C21 | 0.4632 (4) | 0.2820 (4) | 0.6028 (2) | 0.0474 (9) | |
H21 | 0.4369 | 0.3002 | 0.6525 | 0.057* | |
C22 | 0.3879 (5) | 0.2183 (4) | 0.5679 (2) | 0.0564 (10) | |
H22 | 0.3122 | 0.1937 | 0.5942 | 0.068* | |
C23 | 0.4256 (5) | 0.1918 (4) | 0.4945 (2) | 0.0594 (11) | |
H23 | 0.3754 | 0.1492 | 0.4711 | 0.071* | |
C24 | 0.5368 (5) | 0.2281 (4) | 0.4557 (2) | 0.0597 (11) | |
H24 | 0.5627 | 0.2096 | 0.4061 | 0.072* | |
C25 | 0.6108 (4) | 0.2920 (4) | 0.49004 (19) | 0.0456 (9) | |
H25 | 0.6850 | 0.3179 | 0.4629 | 0.055* | |
C26 | 0.5760 (4) | 0.3182 (3) | 0.56471 (17) | 0.0347 (7) | |
C27 | 0.6646 (4) | 0.3802 (3) | 0.59949 (17) | 0.0316 (7) | |
C28 | 0.7985 (4) | 0.3936 (4) | 0.56881 (19) | 0.0446 (9) | |
H28 | 0.8461 | 0.3663 | 0.5230 | 0.054* | |
C29 | 0.8467 (4) | 0.4533 (4) | 0.61755 (19) | 0.0422 (8) | |
C30 | 0.9807 (5) | 0.4932 (6) | 0.6133 (2) | 0.0724 (13) | |
H30A | 1.0372 | 0.4704 | 0.5669 | 0.109* | |
H30B | 1.0510 | 0.4358 | 0.6567 | 0.109* | |
H30C | 0.9402 | 0.5993 | 0.6136 | 0.109* | |
C31 | 0.7391 (4) | 0.5399 (3) | 0.74167 (17) | 0.0322 (7) | |
H31 | 0.8304 | 0.5617 | 0.7375 | 0.039* | |
N7 | 1.1059 (11) | 0.1131 (10) | 0.4908 (6) | 0.111 (2) | 0.50 |
C32 | 1.0527 (14) | 0.0390 (13) | 0.5174 (7) | 0.111 (2) | 0.50 |
C33 | 0.9709 (12) | −0.0554 (12) | 0.5518 (7) | 0.111 (2) | 0.50 |
H33A | 0.8812 | 0.0028 | 0.5800 | 0.166* | 0.50 |
H33B | 1.0433 | −0.1438 | 0.5857 | 0.166* | 0.50 |
H33C | 0.9359 | −0.0854 | 0.5115 | 0.166* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0280 (2) | 0.0319 (2) | 0.0358 (2) | −0.01795 (17) | −0.00129 (16) | −0.00414 (16) |
Cl1 | 0.0475 (5) | 0.0412 (5) | 0.0452 (5) | −0.0306 (4) | 0.0001 (4) | −0.0018 (4) |
Cl2 | 0.0371 (5) | 0.0471 (5) | 0.0662 (6) | −0.0188 (4) | −0.0147 (4) | −0.0091 (4) |
N1 | 0.0300 (14) | 0.0326 (15) | 0.0345 (15) | −0.0170 (12) | 0.0006 (11) | −0.0076 (11) |
N2 | 0.0360 (15) | 0.0384 (15) | 0.0351 (15) | −0.0248 (13) | 0.0018 (12) | −0.0077 (12) |
N3 | 0.0310 (14) | 0.0377 (15) | 0.0302 (14) | −0.0217 (12) | 0.0022 (11) | −0.0029 (12) |
N4 | 0.0285 (14) | 0.0460 (16) | 0.0296 (15) | −0.0217 (13) | −0.0025 (11) | 0.0002 (12) |
N5 | 0.0296 (14) | 0.0334 (14) | 0.0301 (14) | −0.0170 (12) | 0.0012 (11) | −0.0055 (11) |
N6 | 0.0313 (14) | 0.0398 (15) | 0.0314 (15) | −0.0218 (13) | 0.0048 (11) | −0.0095 (12) |
C1 | 0.043 (2) | 0.047 (2) | 0.041 (2) | −0.0113 (17) | −0.0052 (17) | −0.0026 (17) |
C2 | 0.046 (2) | 0.066 (3) | 0.046 (2) | −0.021 (2) | 0.0039 (18) | −0.0119 (19) |
C3 | 0.041 (2) | 0.057 (3) | 0.073 (3) | −0.011 (2) | 0.001 (2) | −0.031 (2) |
C4 | 0.053 (3) | 0.037 (2) | 0.088 (3) | −0.007 (2) | −0.014 (2) | −0.009 (2) |
C5 | 0.061 (3) | 0.037 (2) | 0.067 (3) | −0.017 (2) | 0.001 (2) | −0.0036 (19) |
C6 | 0.043 (2) | 0.0295 (17) | 0.041 (2) | −0.0130 (16) | −0.0019 (16) | −0.0123 (15) |
C7 | 0.046 (2) | 0.0296 (17) | 0.0309 (18) | −0.0190 (16) | −0.0027 (15) | −0.0048 (14) |
C8 | 0.061 (2) | 0.0338 (19) | 0.041 (2) | −0.0272 (18) | −0.0018 (17) | −0.0065 (16) |
C9 | 0.057 (2) | 0.043 (2) | 0.0353 (19) | −0.0369 (19) | −0.0009 (16) | −0.0056 (15) |
C10 | 0.078 (3) | 0.066 (3) | 0.062 (3) | −0.058 (2) | 0.003 (2) | −0.005 (2) |
C11 | 0.056 (2) | 0.057 (2) | 0.042 (2) | −0.031 (2) | 0.0119 (18) | −0.0069 (18) |
C12 | 0.065 (3) | 0.091 (3) | 0.060 (3) | −0.045 (3) | 0.024 (2) | −0.024 (3) |
C13 | 0.101 (4) | 0.103 (4) | 0.041 (2) | −0.078 (3) | 0.021 (2) | −0.014 (3) |
C14 | 0.108 (4) | 0.070 (3) | 0.041 (2) | −0.058 (3) | −0.001 (2) | 0.008 (2) |
C15 | 0.065 (3) | 0.054 (2) | 0.041 (2) | −0.032 (2) | −0.0024 (19) | 0.0017 (18) |
C16 | 0.048 (2) | 0.045 (2) | 0.0262 (17) | −0.0273 (17) | 0.0027 (15) | −0.0084 (15) |
C17 | 0.0364 (18) | 0.0378 (18) | 0.0285 (18) | −0.0184 (15) | −0.0015 (14) | −0.0037 (14) |
C18 | 0.037 (2) | 0.059 (2) | 0.036 (2) | −0.0195 (18) | −0.0113 (16) | 0.0028 (17) |
C19 | 0.0334 (19) | 0.059 (2) | 0.040 (2) | −0.0226 (17) | −0.0039 (16) | −0.0062 (17) |
C20 | 0.038 (2) | 0.131 (4) | 0.066 (3) | −0.045 (3) | −0.011 (2) | 0.010 (3) |
C21 | 0.066 (2) | 0.054 (2) | 0.037 (2) | −0.039 (2) | −0.0015 (18) | −0.0083 (17) |
C22 | 0.073 (3) | 0.059 (2) | 0.054 (3) | −0.046 (2) | −0.011 (2) | −0.001 (2) |
C23 | 0.082 (3) | 0.041 (2) | 0.058 (3) | −0.027 (2) | −0.028 (2) | −0.0090 (19) |
C24 | 0.077 (3) | 0.055 (2) | 0.045 (2) | −0.023 (2) | −0.011 (2) | −0.0179 (19) |
C25 | 0.053 (2) | 0.044 (2) | 0.037 (2) | −0.0182 (18) | −0.0010 (17) | −0.0109 (16) |
C26 | 0.0427 (19) | 0.0254 (16) | 0.0330 (18) | −0.0123 (15) | −0.0057 (15) | −0.0045 (14) |
C27 | 0.0353 (18) | 0.0282 (16) | 0.0286 (17) | −0.0124 (14) | 0.0007 (14) | −0.0039 (13) |
C28 | 0.051 (2) | 0.053 (2) | 0.038 (2) | −0.0288 (19) | 0.0158 (17) | −0.0193 (17) |
C29 | 0.0369 (19) | 0.056 (2) | 0.041 (2) | −0.0264 (17) | 0.0126 (16) | −0.0129 (17) |
C30 | 0.065 (3) | 0.119 (4) | 0.070 (3) | −0.068 (3) | 0.031 (2) | −0.041 (3) |
C31 | 0.0319 (17) | 0.0438 (19) | 0.0311 (18) | −0.0268 (16) | 0.0008 (14) | −0.0043 (15) |
N7 | 0.086 (4) | 0.083 (4) | 0.125 (4) | −0.015 (3) | 0.028 (3) | −0.005 (3) |
C32 | 0.086 (4) | 0.083 (4) | 0.125 (4) | −0.015 (3) | 0.028 (3) | −0.005 (3) |
C33 | 0.086 (4) | 0.083 (4) | 0.125 (4) | −0.015 (3) | 0.028 (3) | −0.005 (3) |
Cu1—Cl1 | 2.2480 (10) | C12—H12 | 0.930 |
Cu1—Cl2 | 2.2326 (13) | C13—C14 | 1.364 (6) |
Cu1—N1 | 2.071 (2) | C13—H13 | 0.930 |
Cu1—N3 | 2.064 (3) | C14—C15 | 1.383 (5) |
Cu1—N5 | 2.431 (3) | C14—H14 | 0.930 |
N1—C7 | 1.347 (4) | C15—C16 | 1.385 (5) |
N1—N2 | 1.376 (3) | C15—H15 | 0.9300 |
N2—C9 | 1.365 (4) | C16—C17 | 1.467 (4) |
N2—C31 | 1.438 (4) | C17—C18 | 1.391 (4) |
N3—C17 | 1.342 (4) | C18—C19 | 1.370 (5) |
N3—N4 | 1.366 (3) | C18—H18 | 0.930 |
N4—C19 | 1.355 (4) | C19—C20 | 1.498 (5) |
N4—C31 | 1.446 (4) | C20—H20A | 0.960 |
N5—C27 | 1.339 (4) | C20—H20B | 0.960 |
N5—N6 | 1.367 (3) | C20—H20C | 0.960 |
N6—C29 | 1.367 (4) | C21—C26 | 1.375 (4) |
N6—C31 | 1.439 (4) | C21—C22 | 1.393 (5) |
C1—C6 | 1.378 (5) | C21—H21 | 0.930 |
C1—C2 | 1.383 (5) | C22—C23 | 1.372 (5) |
C1—H1 | 0.930 | C22—H22 | 0.930 |
C2—C3 | 1.367 (5) | C23—C24 | 1.366 (5) |
C2—H2 | 0.930 | C23—H23 | 0.930 |
C3—C4 | 1.357 (6) | C24—C25 | 1.379 (5) |
C3—H3 | 0.930 | C24—H24 | 0.930 |
C4—C5 | 1.388 (5) | C25—C26 | 1.391 (4) |
C4—H4 | 0.930 | C25—H25 | 0.930 |
C5—C6 | 1.384 (5) | C26—C27 | 1.475 (4) |
C5—H5 | 0.930 | C27—C28 | 1.398 (4) |
C6—C7 | 1.468 (4) | C28—C29 | 1.353 (4) |
C7—C8 | 1.393 (4) | C28—H28 | 0.930 |
C8—C9 | 1.356 (5) | C29—C30 | 1.489 (5) |
C8—H8 | 0.930 | C30—H30A | 0.960 |
C9—C10 | 1.495 (4) | C30—H30B | 0.960 |
C10—H10A | 0.960 | C30—H30C | 0.960 |
C10—H10B | 0.960 | C31—H31 | 0.980 |
C10—H10C | 0.960 | N7—C32 | 1.098 (7) |
C11—C16 | 1.372 (5) | C32—C33 | 1.501 (7) |
C11—C12 | 1.385 (5) | C33—H33A | 0.960 |
C11—H11 | 0.930 | C33—H33B | 0.960 |
C12—C13 | 1.369 (6) | C33—H33C | 0.960 |
Cl1—Cu1—Cl2 | 95.45 (5) | C14—C13—C12 | 120.2 (4) |
Cl1—Cu1—N1 | 169.28 (7) | C14—C13—H13 | 119.9 |
Cl1—Cu1—N3 | 90.95 (8) | C12—C13—H13 | 119.9 |
Cl1—Cu1—N5 | 100.02 (7) | C13—C14—C15 | 120.1 (4) |
Cl2—Cu1—N1 | 91.53 (8) | C13—C14—H14 | 120.0 |
Cl2—Cu1—N3 | 169.32 (7) | C15—C14—H14 | 120.0 |
Cl2—Cu1—N5 | 100.19 (7) | C14—C15—C16 | 120.4 (4) |
N1—Cu1—N3 | 80.99 (10) | C14—C15—H15 | 119.8 |
N1—Cu1—N5 | 86.69 (9) | C16—C15—H15 | 119.8 |
N3—Cu1—N5 | 87.07 (9) | C11—C16—C15 | 118.8 (3) |
C7—N1—N2 | 104.7 (2) | C11—C16—C17 | 121.7 (3) |
C7—N1—Cu1 | 138.0 (2) | C15—C16—C17 | 119.4 (3) |
N2—N1—Cu1 | 116.68 (18) | N3—C17—C18 | 109.8 (3) |
C9—N2—N1 | 111.5 (3) | N3—C17—C16 | 123.1 (3) |
C9—N2—C31 | 128.1 (3) | C18—C17—C16 | 127.0 (3) |
N1—N2—C31 | 120.3 (2) | C19—C18—C17 | 107.5 (3) |
C17—N3—N4 | 105.0 (2) | C19—C18—H18 | 126.2 |
C17—N3—Cu1 | 137.4 (2) | C17—C18—H18 | 126.2 |
N4—N3—Cu1 | 116.98 (18) | N4—C19—C18 | 105.4 (3) |
C19—N4—N3 | 112.3 (2) | N4—C19—C20 | 124.1 (3) |
C19—N4—C31 | 127.3 (3) | C18—C19—C20 | 130.5 (3) |
N3—N4—C31 | 120.3 (2) | C19—C20—H20A | 109.5 |
C27—N5—N6 | 104.4 (2) | C19—C20—H20B | 109.5 |
C27—N5—Cu1 | 145.8 (2) | H20A—C20—H20B | 109.5 |
N6—N5—Cu1 | 109.75 (16) | C19—C20—H20C | 109.5 |
C29—N6—N5 | 112.5 (2) | H20A—C20—H20C | 109.5 |
C29—N6—C31 | 126.9 (3) | H20B—C20—H20C | 109.5 |
N5—N6—C31 | 120.6 (2) | C26—C21—C22 | 120.7 (3) |
C6—C1—C2 | 120.7 (3) | C26—C21—H21 | 119.7 |
C6—C1—H1 | 119.7 | C22—C21—H21 | 119.7 |
C2—C1—H1 | 119.7 | C23—C22—C21 | 120.0 (4) |
C3—C2—C1 | 120.2 (4) | C23—C22—H22 | 120.0 |
C3—C2—H2 | 119.9 | C21—C22—H22 | 120.0 |
C1—C2—H2 | 119.9 | C24—C23—C22 | 120.0 (4) |
C4—C3—C2 | 120.1 (4) | C24—C23—H23 | 120.0 |
C4—C3—H3 | 119.9 | C22—C23—H23 | 120.0 |
C2—C3—H3 | 119.9 | C23—C24—C25 | 120.1 (4) |
C3—C4—C5 | 120.0 (4) | C23—C24—H24 | 119.9 |
C3—C4—H4 | 120.0 | C25—C24—H24 | 119.9 |
C5—C4—H4 | 120.0 | C24—C25—C26 | 120.9 (4) |
C6—C5—C4 | 120.7 (4) | C24—C25—H25 | 119.5 |
C6—C5—H5 | 119.7 | C26—C25—H25 | 119.5 |
C4—C5—H5 | 119.7 | C21—C26—C25 | 118.3 (3) |
C1—C6—C5 | 118.3 (3) | C21—C26—C27 | 123.4 (3) |
C1—C6—C7 | 121.7 (3) | C25—C26—C27 | 118.3 (3) |
C5—C6—C7 | 120.0 (3) | N5—C27—C28 | 110.1 (3) |
N1—C7—C8 | 110.0 (3) | N5—C27—C26 | 124.5 (3) |
N1—C7—C6 | 122.9 (3) | C28—C27—C26 | 125.4 (3) |
C8—C7—C6 | 127.0 (3) | C29—C28—C27 | 107.9 (3) |
C9—C8—C7 | 107.7 (3) | C29—C28—H28 | 126.1 |
C9—C8—H8 | 126.2 | C27—C28—H28 | 126.1 |
C7—C8—H8 | 126.2 | C28—C29—N6 | 105.1 (3) |
C8—C9—N2 | 106.1 (3) | C28—C29—C30 | 130.9 (3) |
C8—C9—C10 | 131.1 (3) | N6—C29—C30 | 123.9 (3) |
N2—C9—C10 | 122.9 (3) | C29—C30—H30A | 109.5 |
C9—C10—H10A | 109.5 | C29—C30—H30B | 109.5 |
C9—C10—H10B | 109.5 | H30A—C30—H30B | 109.5 |
H10A—C10—H10B | 109.5 | C29—C30—H30C | 109.5 |
C9—C10—H10C | 109.5 | H30A—C30—H30C | 109.5 |
H10A—C10—H10C | 109.5 | H30B—C30—H30C | 109.5 |
H10B—C10—H10C | 109.5 | N2—C31—N6 | 112.9 (2) |
C16—C11—C12 | 120.6 (4) | N2—C31—N4 | 110.7 (2) |
C16—C11—H11 | 119.7 | N6—C31—N4 | 112.9 (2) |
C12—C11—H11 | 119.7 | N2—C31—H31 | 106.7 |
C13—C12—C11 | 120.0 (4) | N6—C31—H31 | 106.7 |
C13—C12—H12 | 120.0 | N4—C31—H31 | 106.7 |
C11—C12—H12 | 120.0 | N7—C32—C33 | 176.7 (14) |
N3—Cu1—N1—C7 | −137.7 (3) | C16—C11—C12—C13 | 0.1 (6) |
Cl2—Cu1—N1—C7 | 34.6 (3) | C11—C12—C13—C14 | 0.1 (6) |
Cl1—Cu1—N1—C7 | −96.1 (5) | C12—C13—C14—C15 | 0.1 (6) |
N5—Cu1—N1—C7 | 134.7 (3) | C13—C14—C15—C16 | −0.7 (6) |
N3—Cu1—N1—N2 | 52.82 (19) | C12—C11—C16—C15 | −0.7 (5) |
Cl2—Cu1—N1—N2 | −134.85 (19) | C12—C11—C16—C17 | −177.5 (3) |
Cl1—Cu1—N1—N2 | 94.4 (4) | C14—C15—C16—C11 | 1.0 (5) |
N5—Cu1—N1—N2 | −34.73 (19) | C14—C15—C16—C17 | 177.9 (3) |
C7—N1—N2—C9 | −1.6 (3) | N4—N3—C17—C18 | −1.7 (3) |
Cu1—N1—N2—C9 | 171.14 (19) | Cu1—N3—C17—C18 | 168.6 (2) |
C7—N1—N2—C31 | 176.9 (2) | N4—N3—C17—C16 | 175.0 (3) |
Cu1—N1—N2—C31 | −10.3 (3) | Cu1—N3—C17—C16 | −14.7 (5) |
N1—Cu1—N3—C17 | 137.1 (3) | C11—C16—C17—N3 | −39.2 (5) |
Cl2—Cu1—N3—C17 | 91.1 (5) | C15—C16—C17—N3 | 144.0 (3) |
Cl1—Cu1—N3—C17 | −35.8 (3) | C11—C16—C17—C18 | 136.9 (4) |
N5—Cu1—N3—C17 | −135.8 (3) | C15—C16—C17—C18 | −39.9 (5) |
N1—Cu1—N3—N4 | −53.4 (2) | N3—C17—C18—C19 | 2.1 (4) |
Cl2—Cu1—N3—N4 | −99.4 (4) | C16—C17—C18—C19 | −174.5 (3) |
Cl1—Cu1—N3—N4 | 133.70 (19) | N3—N4—C19—C18 | 0.5 (4) |
N5—Cu1—N3—N4 | 33.7 (2) | C31—N4—C19—C18 | 176.9 (3) |
C17—N3—N4—C19 | 0.8 (3) | N3—N4—C19—C20 | 179.3 (3) |
Cu1—N3—N4—C19 | −171.9 (2) | C31—N4—C19—C20 | −4.3 (6) |
C17—N3—N4—C31 | −176.0 (3) | C17—C18—C19—N4 | −1.5 (4) |
Cu1—N3—N4—C31 | 11.3 (3) | C17—C18—C19—C20 | 179.8 (4) |
N3—Cu1—N5—C27 | 143.2 (4) | C26—C21—C22—C23 | −0.3 (6) |
N1—Cu1—N5—C27 | −135.7 (4) | C21—C22—C23—C24 | −0.1 (6) |
Cl2—Cu1—N5—C27 | −44.7 (4) | C22—C23—C24—C25 | −0.3 (6) |
Cl1—Cu1—N5—C27 | 52.7 (4) | C23—C24—C25—C26 | 1.1 (5) |
N3—Cu1—N5—N6 | −40.19 (18) | C22—C21—C26—C25 | 1.1 (5) |
N1—Cu1—N5—N6 | 40.94 (18) | C22—C21—C26—C27 | −177.5 (3) |
Cl2—Cu1—N5—N6 | 131.91 (17) | C24—C25—C26—C21 | −1.5 (5) |
Cl1—Cu1—N5—N6 | −130.63 (17) | C24—C25—C26—C27 | 177.2 (3) |
C27—N5—N6—C29 | 0.7 (3) | N6—N5—C27—C28 | −0.5 (3) |
Cu1—N5—N6—C29 | −177.3 (2) | Cu1—N5—C27—C28 | 176.2 (3) |
C27—N5—N6—C31 | 177.8 (2) | N6—N5—C27—C26 | 178.8 (3) |
Cu1—N5—N6—C31 | −0.2 (3) | Cu1—N5—C27—C26 | −4.4 (5) |
C6—C1—C2—C3 | −0.3 (6) | C21—C26—C27—N5 | −11.3 (5) |
C1—C2—C3—C4 | 0.6 (6) | C25—C26—C27—N5 | 170.2 (3) |
C2—C3—C4—C5 | −0.8 (6) | C21—C26—C27—C28 | 168.0 (3) |
C3—C4—C5—C6 | 0.7 (6) | C25—C26—C27—C28 | −10.6 (5) |
C2—C1—C6—C5 | 0.1 (5) | N5—C27—C28—C29 | 0.1 (4) |
C2—C1—C6—C7 | 177.5 (3) | C26—C27—C28—C29 | −179.2 (3) |
C4—C5—C6—C1 | −0.3 (5) | C27—C28—C29—N6 | 0.3 (4) |
C4—C5—C6—C7 | −177.8 (3) | C27—C28—C29—C30 | −179.3 (4) |
N2—N1—C7—C8 | 1.3 (3) | N5—N6—C29—C28 | −0.7 (4) |
Cu1—N1—C7—C8 | −169.0 (2) | C31—N6—C29—C28 | −177.5 (3) |
N2—N1—C7—C6 | −175.5 (3) | N5—N6—C29—C30 | 179.0 (3) |
Cu1—N1—C7—C6 | 14.2 (5) | C31—N6—C29—C30 | 2.1 (5) |
C1—C6—C7—N1 | 40.0 (5) | C9—N2—C31—N6 | −106.6 (3) |
C5—C6—C7—N1 | −142.6 (3) | N1—N2—C31—N6 | 75.2 (3) |
C1—C6—C7—C8 | −136.3 (4) | C9—N2—C31—N4 | 125.8 (3) |
C5—C6—C7—C8 | 41.1 (5) | N1—N2—C31—N4 | −52.4 (3) |
N1—C7—C8—C9 | −0.6 (4) | C29—N6—C31—N2 | 113.4 (3) |
C6—C7—C8—C9 | 176.1 (3) | N5—N6—C31—N2 | −63.3 (3) |
C7—C8—C9—N2 | −0.4 (4) | C29—N6—C31—N4 | −120.2 (3) |
C7—C8—C9—C10 | −179.8 (3) | N5—N6—C31—N4 | 63.1 (3) |
N1—N2—C9—C8 | 1.2 (3) | C19—N4—C31—N2 | −124.2 (3) |
C31—N2—C9—C8 | −177.1 (3) | N3—N4—C31—N2 | 52.0 (3) |
N1—N2—C9—C10 | −179.3 (3) | C19—N4—C31—N6 | 108.3 (3) |
C31—N2—C9—C10 | 2.4 (5) | N3—N4—C31—N6 | −75.5 (3) |