Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807010392/hg2177sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807010392/hg2177Isup2.hkl |
CCDC reference: 650583
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, 1998); software used to prepare material for publication: SHELXTL'.
[CuI(C12H8N2)(C26H24OP2)]·CH2Cl2 | Z = 2 |
Mr = 869.97 | F(000) = 872 |
Triclinic, P1 | Dx = 1.535 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.1843 (4) Å | Cell parameters from 1563 reflections |
b = 12.1788 (5) Å | θ = 2.3–26.1° |
c = 15.0143 (5) Å | µ = 1.66 mm−1 |
α = 73.457 (1)° | T = 293 K |
β = 83.292 (1)° | Block, yellow |
γ = 74.132 (2)° | 0.30 × 0.20 × 0.20 mm |
V = 1884.08 (12) Å3 |
Bruker SMART APEX II CCD area-detector diffractometer | 8987 independent reflections |
Radiation source: fine-focus sealed tube | 6232 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
φ and ω scans | θmax = 28.3°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −14→14 |
Tmin = 0.669, Tmax = 0.720 | k = −15→16 |
25497 measured reflections | l = 0→19 |
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)] = 0.053 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.167 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0914P)2] where P = (Fo2 + 2Fc2)/3 |
8987 reflections | (Δ/σ)max < 0.001 |
427 parameters | Δρmax = 2.63 e Å−3 |
13 restraints | Δρmin = −2.26 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 | ||
I1 | 0.65757 (3) | 0.69537 (3) | 0.45781 (2) | 0.06276 (14) | |
Cu1 | 0.78062 (5) | 0.85521 (4) | 0.37124 (3) | 0.04712 (15) | |
O | 0.8105 (3) | 0.6255 (3) | 0.0369 (2) | 0.0534 (7) | |
P1 | 0.78916 (9) | 0.59859 (8) | 0.13929 (7) | 0.0388 (2) | |
P2 | 0.77031 (8) | 0.92589 (8) | 0.22038 (6) | 0.0354 (2) | |
Cl1 | 0.7697 (3) | 0.3007 (3) | 0.9003 (3) | 0.1794 (13) | |
Cl2 | 0.6412 (2) | 0.2180 (3) | 0.7907 (2) | 0.1491 (10) | |
N1 | 0.9617 (3) | 0.7808 (3) | 0.4196 (2) | 0.0455 (8) | |
N2 | 0.7713 (3) | 0.9439 (3) | 0.4719 (2) | 0.0468 (8) | |
C1 | 1.1520 (5) | 0.3872 (4) | 0.2866 (4) | 0.0659 (13) | |
H1 | 1.2258 | 0.3436 | 0.3156 | 0.079* | |
C2 | 1.0522 (4) | 0.4392 (4) | 0.3362 (3) | 0.0552 (11) | |
H2A | 1.0592 | 0.4313 | 0.3990 | 0.066* | |
C3 | 0.9415 (4) | 0.5033 (4) | 0.2939 (3) | 0.0483 (9) | |
H3A | 0.8748 | 0.5377 | 0.3286 | 0.058* | |
C4 | 0.9294 (3) | 0.5165 (3) | 0.1995 (3) | 0.0400 (8) | |
C5 | 1.0309 (4) | 0.4637 (4) | 0.1501 (3) | 0.0565 (11) | |
H5A | 1.0248 | 0.4709 | 0.0874 | 0.068* | |
C6 | 1.1413 (5) | 0.4004 (5) | 0.1934 (4) | 0.0746 (15) | |
H6A | 1.2088 | 0.3665 | 0.1592 | 0.090* | |
C7 | 0.6778 (4) | 0.5104 (3) | 0.1790 (3) | 0.0488 (10) | |
C8 | 0.6317 (5) | 0.4834 (5) | 0.2713 (4) | 0.0677 (14) | |
H8A | 0.6567 | 0.5143 | 0.3138 | 0.081* | |
C9 | 0.5494 (5) | 0.4116 (5) | 0.3008 (5) | 0.091 (2) | |
H9A | 0.5188 | 0.3939 | 0.3621 | 0.109* | |
C10 | 0.5144 (5) | 0.3668 (5) | 0.2336 (7) | 0.103 (3) | |
H10A | 0.4600 | 0.3180 | 0.2512 | 0.124* | |
C11 | 0.5582 (5) | 0.3932 (6) | 0.1440 (7) | 0.097 (2) | |
H11A | 0.5329 | 0.3625 | 0.1015 | 0.116* | |
C12 | 0.6395 (4) | 0.4647 (4) | 0.1147 (4) | 0.0675 (14) | |
H12A | 0.6686 | 0.4823 | 0.0530 | 0.081* | |
C13 | 0.6210 (3) | 1.0126 (3) | 0.1722 (3) | 0.0397 (8) | |
C14 | 0.5187 (4) | 1.0361 (4) | 0.2307 (3) | 0.0592 (12) | |
H14A | 0.5257 | 1.0049 | 0.2946 | 0.071* | |
C15 | 0.4052 (4) | 1.1061 (5) | 0.1953 (4) | 0.0741 (15) | |
H15A | 0.3369 | 1.1221 | 0.2356 | 0.089* | |
C16 | 0.3935 (5) | 1.1517 (4) | 0.1007 (4) | 0.0705 (15) | |
H16A | 0.3174 | 1.1977 | 0.0765 | 0.085* | |
C17 | 0.4942 (5) | 1.1285 (5) | 0.0439 (4) | 0.0759 (16) | |
H17A | 0.4861 | 1.1589 | −0.0200 | 0.091* | |
C18 | 0.6082 (4) | 1.0619 (4) | 0.0766 (3) | 0.0579 (11) | |
H18A | 0.6764 | 1.0496 | 0.0355 | 0.070* | |
C19 | 0.8737 (3) | 1.0219 (3) | 0.1651 (2) | 0.0366 (8) | |
C20 | 0.8321 (4) | 1.1430 (4) | 0.1503 (3) | 0.0534 (11) | |
H20A | 0.7497 | 1.1766 | 0.1655 | 0.064* | |
C21 | 0.9127 (4) | 1.2153 (4) | 0.1128 (4) | 0.0624 (12) | |
H21A | 0.8833 | 1.2969 | 0.1019 | 0.075* | |
C22 | 1.0323 (5) | 1.1684 (4) | 0.0922 (3) | 0.0614 (12) | |
H22A | 1.0852 | 1.2176 | 0.0668 | 0.074* | |
C23 | 1.0765 (4) | 1.0487 (4) | 0.1083 (4) | 0.0635 (12) | |
H23A | 1.1597 | 1.0164 | 0.0946 | 0.076* | |
C24 | 0.9972 (4) | 0.9750 (4) | 0.1453 (3) | 0.0533 (10) | |
H24A | 1.0279 | 0.8934 | 0.1567 | 0.064* | |
C25 | 0.6794 (4) | 1.0259 (4) | 0.4969 (3) | 0.0587 (11) | |
H25A | 0.6076 | 1.0544 | 0.4632 | 0.070* | |
C26 | 0.6846 (5) | 1.0721 (5) | 0.5717 (4) | 0.0695 (14) | |
H26A | 0.6185 | 1.1307 | 0.5861 | 0.083* | |
C27 | 0.7892 (5) | 1.0289 (5) | 0.6229 (4) | 0.0683 (14) | |
H27A | 0.7937 | 1.0566 | 0.6738 | 0.082* | |
C28 | 0.8880 (5) | 0.9443 (4) | 0.5989 (3) | 0.0546 (11) | |
C29 | 1.0010 (5) | 0.8959 (5) | 0.6477 (3) | 0.0662 (13) | |
H29A | 1.0093 | 0.9217 | 0.6988 | 0.079* | |
C30 | 1.0952 (5) | 0.8143 (5) | 0.6221 (3) | 0.0674 (14) | |
H30A | 1.1670 | 0.7843 | 0.6559 | 0.081* | |
C31 | 1.0873 (4) | 0.7729 (4) | 0.5443 (3) | 0.0522 (10) | |
C32 | 1.1817 (4) | 0.6883 (4) | 0.5137 (4) | 0.0667 (14) | |
H32A | 1.2564 | 0.6569 | 0.5440 | 0.080* | |
C33 | 1.1646 (5) | 0.6517 (5) | 0.4391 (4) | 0.0690 (14) | |
H33A | 1.2264 | 0.5941 | 0.4192 | 0.083* | |
C34 | 1.0554 (5) | 0.7008 (4) | 0.3943 (3) | 0.0612 (12) | |
H34A | 1.0463 | 0.6765 | 0.3426 | 0.073* | |
C35 | 0.8765 (4) | 0.9042 (3) | 0.5216 (3) | 0.0432 (9) | |
C36 | 0.9764 (4) | 0.8176 (3) | 0.4941 (3) | 0.0430 (9) | |
C37 | 0.7293 (3) | 0.7271 (3) | 0.1833 (3) | 0.0405 (8) | |
H37A | 0.6488 | 0.7703 | 0.1578 | 0.049* | |
H37B | 0.7178 | 0.7021 | 0.2505 | 0.049* | |
C38 | 0.8175 (4) | 0.8091 (3) | 0.1580 (3) | 0.0426 (8) | |
H38A | 0.8174 | 0.8454 | 0.0915 | 0.051* | |
H38B | 0.9015 | 0.7630 | 0.1737 | 0.051* | |
C39 | 0.6727 (7) | 0.3329 (7) | 0.8194 (5) | 0.102 | |
H39A | 0.7044 | 0.3815 | 0.7636 | 0.122* | |
H39B | 0.5947 | 0.3810 | 0.8381 | 0.122* |
U11 | U22 | U33 | U12 | U13 | U23 | |
I1 | 0.0651 (2) | 0.0631 (2) | 0.0559 (2) | −0.02228 (16) | −0.00552 (15) | −0.00211 (14) |
Cu1 | 0.0481 (3) | 0.0508 (3) | 0.0384 (3) | −0.0079 (2) | −0.0102 (2) | −0.0066 (2) |
O | 0.0672 (19) | 0.0525 (17) | 0.0397 (15) | −0.0138 (14) | −0.0091 (13) | −0.0093 (13) |
P1 | 0.0423 (5) | 0.0329 (5) | 0.0406 (5) | −0.0090 (4) | −0.0084 (4) | −0.0066 (4) |
P2 | 0.0346 (5) | 0.0331 (5) | 0.0364 (5) | −0.0059 (4) | −0.0067 (4) | −0.0061 (4) |
Cl1 | 0.156 (2) | 0.158 (2) | 0.239 (3) | 0.0147 (18) | −0.066 (2) | −0.103 (2) |
Cl2 | 0.1082 (15) | 0.187 (2) | 0.175 (2) | −0.0081 (16) | 0.0011 (15) | −0.115 (2) |
N1 | 0.0461 (18) | 0.0421 (18) | 0.0433 (18) | −0.0037 (15) | −0.0076 (14) | −0.0086 (14) |
N2 | 0.0482 (19) | 0.0446 (18) | 0.0459 (19) | −0.0121 (15) | 0.0014 (15) | −0.0105 (15) |
C1 | 0.054 (3) | 0.054 (3) | 0.083 (4) | −0.003 (2) | −0.020 (3) | −0.011 (2) |
C2 | 0.055 (3) | 0.051 (2) | 0.055 (3) | −0.013 (2) | −0.018 (2) | −0.001 (2) |
C3 | 0.049 (2) | 0.045 (2) | 0.047 (2) | −0.0080 (18) | −0.0088 (18) | −0.0065 (17) |
C4 | 0.041 (2) | 0.0331 (18) | 0.045 (2) | −0.0109 (15) | −0.0057 (16) | −0.0065 (15) |
C5 | 0.052 (3) | 0.059 (3) | 0.058 (3) | −0.005 (2) | −0.005 (2) | −0.023 (2) |
C6 | 0.048 (3) | 0.078 (4) | 0.091 (4) | 0.006 (2) | −0.003 (3) | −0.031 (3) |
C7 | 0.039 (2) | 0.036 (2) | 0.069 (3) | −0.0050 (16) | −0.0125 (19) | −0.0094 (19) |
C8 | 0.060 (3) | 0.065 (3) | 0.073 (3) | −0.028 (2) | −0.014 (2) | 0.008 (3) |
C9 | 0.058 (3) | 0.075 (4) | 0.119 (5) | −0.027 (3) | −0.008 (3) | 0.018 (4) |
C10 | 0.048 (3) | 0.058 (3) | 0.198 (9) | −0.022 (3) | −0.004 (4) | −0.017 (4) |
C11 | 0.054 (3) | 0.079 (4) | 0.184 (8) | −0.019 (3) | −0.010 (4) | −0.073 (5) |
C12 | 0.050 (3) | 0.061 (3) | 0.105 (4) | −0.011 (2) | −0.009 (3) | −0.045 (3) |
C13 | 0.0361 (19) | 0.0336 (18) | 0.049 (2) | −0.0068 (15) | −0.0118 (16) | −0.0078 (16) |
C14 | 0.043 (2) | 0.057 (3) | 0.059 (3) | −0.003 (2) | 0.003 (2) | 0.003 (2) |
C15 | 0.039 (2) | 0.068 (3) | 0.091 (4) | −0.002 (2) | 0.008 (2) | 0.003 (3) |
C16 | 0.046 (3) | 0.058 (3) | 0.097 (4) | −0.008 (2) | −0.028 (3) | 0.002 (3) |
C17 | 0.072 (4) | 0.085 (4) | 0.062 (3) | −0.001 (3) | −0.034 (3) | −0.011 (3) |
C18 | 0.051 (2) | 0.072 (3) | 0.043 (2) | −0.004 (2) | −0.0100 (19) | −0.010 (2) |
C19 | 0.0396 (19) | 0.0362 (18) | 0.0340 (18) | −0.0092 (15) | −0.0074 (15) | −0.0074 (14) |
C20 | 0.044 (2) | 0.039 (2) | 0.078 (3) | −0.0098 (18) | −0.010 (2) | −0.014 (2) |
C21 | 0.058 (3) | 0.040 (2) | 0.089 (4) | −0.015 (2) | −0.014 (2) | −0.009 (2) |
C22 | 0.066 (3) | 0.061 (3) | 0.063 (3) | −0.034 (2) | 0.003 (2) | −0.010 (2) |
C23 | 0.049 (3) | 0.066 (3) | 0.079 (3) | −0.021 (2) | 0.015 (2) | −0.026 (3) |
C24 | 0.046 (2) | 0.044 (2) | 0.069 (3) | −0.0089 (18) | 0.004 (2) | −0.018 (2) |
C25 | 0.048 (2) | 0.060 (3) | 0.065 (3) | −0.010 (2) | 0.004 (2) | −0.018 (2) |
C26 | 0.069 (3) | 0.066 (3) | 0.080 (4) | −0.023 (3) | 0.027 (3) | −0.036 (3) |
C27 | 0.086 (4) | 0.074 (3) | 0.056 (3) | −0.033 (3) | 0.014 (3) | −0.029 (3) |
C28 | 0.073 (3) | 0.055 (3) | 0.043 (2) | −0.031 (2) | 0.004 (2) | −0.0126 (19) |
C29 | 0.088 (4) | 0.073 (3) | 0.045 (2) | −0.034 (3) | −0.018 (2) | −0.009 (2) |
C30 | 0.072 (3) | 0.075 (3) | 0.052 (3) | −0.024 (3) | −0.027 (2) | 0.003 (2) |
C31 | 0.053 (2) | 0.050 (2) | 0.048 (2) | −0.016 (2) | −0.0152 (19) | 0.0041 (18) |
C32 | 0.048 (3) | 0.063 (3) | 0.071 (3) | −0.003 (2) | −0.021 (2) | 0.007 (2) |
C33 | 0.056 (3) | 0.057 (3) | 0.077 (3) | 0.009 (2) | −0.006 (3) | −0.012 (3) |
C34 | 0.062 (3) | 0.056 (3) | 0.061 (3) | −0.001 (2) | −0.011 (2) | −0.018 (2) |
C35 | 0.051 (2) | 0.043 (2) | 0.0339 (19) | −0.0172 (18) | −0.0026 (16) | −0.0028 (15) |
C36 | 0.047 (2) | 0.042 (2) | 0.0364 (19) | −0.0133 (17) | −0.0092 (16) | 0.0004 (16) |
C37 | 0.0383 (19) | 0.0353 (19) | 0.046 (2) | −0.0067 (15) | −0.0066 (16) | −0.0077 (16) |
C38 | 0.044 (2) | 0.0359 (19) | 0.047 (2) | −0.0081 (16) | −0.0030 (17) | −0.0112 (16) |
C39 | 0.1029 (2) | 0.102 (3) | 0.102 (3) | −0.026 (3) | −0.004 (2) | −0.027 (2) |
I1—Cu1 | 2.6418 (6) | C15—H15A | 0.9300 |
Cu1—N2 | 2.072 (3) | C16—C17 | 1.348 (8) |
Cu1—N1 | 2.101 (3) | C16—H16A | 0.9300 |
Cu1—P2 | 2.1866 (10) | C17—C18 | 1.371 (6) |
O—P1 | 1.482 (3) | C17—H17A | 0.9300 |
P1—C4 | 1.799 (4) | C18—H18A | 0.9300 |
P1—C37 | 1.803 (4) | C19—C24 | 1.375 (5) |
P1—C7 | 1.804 (4) | C19—C20 | 1.380 (5) |
P2—C13 | 1.819 (3) | C20—C21 | 1.392 (6) |
P2—C19 | 1.832 (4) | C20—H20A | 0.9300 |
P2—C38 | 1.847 (4) | C21—C22 | 1.340 (7) |
Cl1—C39 | 1.616 (7) | C21—H21A | 0.9300 |
Cl2—C39 | 1.706 (7) | C22—C23 | 1.364 (7) |
N1—C34 | 1.324 (6) | C22—H22A | 0.9300 |
N1—C36 | 1.359 (5) | C23—C24 | 1.392 (6) |
N2—C25 | 1.326 (6) | C23—H23A | 0.9300 |
N2—C35 | 1.366 (5) | C24—H24A | 0.9300 |
C1—C2 | 1.374 (7) | C25—C26 | 1.404 (7) |
C1—C6 | 1.378 (7) | C25—H25A | 0.9300 |
C1—H1 | 0.9300 | C26—C27 | 1.372 (8) |
C2—C3 | 1.385 (6) | C26—H26A | 0.9300 |
C2—H2A | 0.9300 | C27—C28 | 1.381 (7) |
C3—C4 | 1.399 (5) | C27—H27A | 0.9300 |
C3—H3A | 0.9300 | C28—C35 | 1.412 (6) |
C4—C5 | 1.389 (6) | C28—C29 | 1.430 (7) |
C5—C6 | 1.386 (6) | C29—C30 | 1.340 (7) |
C5—H5A | 0.9300 | C29—H29A | 0.9300 |
C6—H6A | 0.9300 | C30—C31 | 1.418 (7) |
C7—C12 | 1.399 (6) | C30—H30A | 0.9300 |
C7—C8 | 1.400 (7) | C31—C32 | 1.397 (7) |
C8—C9 | 1.389 (7) | C31—C36 | 1.421 (5) |
C8—H8A | 0.9300 | C32—C33 | 1.368 (8) |
C9—C10 | 1.411 (10) | C32—H32A | 0.9300 |
C9—H9A | 0.9300 | C33—C34 | 1.366 (6) |
C10—C11 | 1.356 (10) | C33—H33A | 0.9300 |
C10—H10A | 0.9300 | C34—H34A | 0.9300 |
C11—C12 | 1.378 (8) | C35—C36 | 1.423 (6) |
C11—H11A | 0.9300 | C37—C38 | 1.533 (5) |
C12—H12A | 0.9300 | C37—H37A | 0.9700 |
C13—C14 | 1.375 (6) | C37—H37B | 0.9700 |
C13—C18 | 1.398 (6) | C38—H38A | 0.9700 |
C14—C15 | 1.389 (6) | C38—H38B | 0.9700 |
C14—H14A | 0.9300 | C39—H39A | 0.9700 |
C15—C16 | 1.377 (8) | C39—H39B | 0.9700 |
N2—Cu1—N1 | 80.57 (13) | C17—C18—C13 | 119.4 (5) |
N2—Cu1—P2 | 129.13 (10) | C17—C18—H18A | 120.3 |
N1—Cu1—P2 | 114.93 (10) | C13—C18—H18A | 120.3 |
N2—Cu1—I1 | 100.97 (10) | C24—C19—C20 | 118.2 (4) |
N1—Cu1—I1 | 104.22 (9) | C24—C19—P2 | 121.0 (3) |
P2—Cu1—I1 | 119.03 (3) | C20—C19—P2 | 120.4 (3) |
O—P1—C4 | 112.11 (18) | C19—C20—C21 | 120.3 (4) |
O—P1—C37 | 114.45 (18) | C19—C20—H20A | 119.8 |
C4—P1—C37 | 106.04 (17) | C21—C20—H20A | 119.8 |
O—P1—C7 | 111.51 (19) | C22—C21—C20 | 120.7 (4) |
C4—P1—C7 | 106.64 (18) | C22—C21—H21A | 119.6 |
C37—P1—C7 | 105.52 (19) | C20—C21—H21A | 119.6 |
C13—P2—C19 | 102.51 (16) | C21—C22—C23 | 120.1 (4) |
C13—P2—C38 | 102.99 (17) | C21—C22—H22A | 120.0 |
C19—P2—C38 | 102.09 (17) | C23—C22—H22A | 120.0 |
C13—P2—Cu1 | 118.63 (13) | C22—C23—C24 | 120.0 (4) |
C19—P2—Cu1 | 115.70 (11) | C22—C23—H23A | 120.0 |
C38—P2—Cu1 | 112.82 (13) | C24—C23—H23A | 120.0 |
C34—N1—C36 | 117.6 (4) | C19—C24—C23 | 120.5 (4) |
C34—N1—Cu1 | 131.0 (3) | C19—C24—H24A | 119.7 |
C36—N1—Cu1 | 111.1 (3) | C23—C24—H24A | 119.7 |
C25—N2—C35 | 117.4 (4) | N2—C25—C26 | 123.6 (5) |
C25—N2—Cu1 | 130.5 (3) | N2—C25—H25A | 118.2 |
C35—N2—Cu1 | 112.1 (3) | C26—C25—H25A | 118.2 |
C2—C1—C6 | 119.1 (4) | C27—C26—C25 | 118.6 (5) |
C2—C1—H1 | 120.4 | C27—C26—H26A | 120.7 |
C6—C1—H1 | 120.4 | C25—C26—H26A | 120.7 |
C1—C2—C3 | 120.9 (4) | C26—C27—C28 | 120.0 (5) |
C1—C2—H2A | 119.5 | C26—C27—H27A | 120.0 |
C3—C2—H2A | 119.5 | C28—C27—H27A | 120.0 |
C2—C3—C4 | 120.4 (4) | C27—C28—C35 | 118.0 (4) |
C2—C3—H3A | 119.8 | C27—C28—C29 | 123.5 (4) |
C4—C3—H3A | 119.8 | C35—C28—C29 | 118.4 (4) |
C5—C4—C3 | 118.2 (4) | C30—C29—C28 | 121.9 (4) |
C5—C4—P1 | 118.6 (3) | C30—C29—H29A | 119.0 |
C3—C4—P1 | 123.2 (3) | C28—C29—H29A | 119.0 |
C6—C5—C4 | 120.6 (4) | C29—C30—C31 | 121.1 (4) |
C6—C5—H5A | 119.7 | C29—C30—H30A | 119.5 |
C4—C5—H5A | 119.7 | C31—C30—H30A | 119.5 |
C1—C6—C5 | 120.8 (5) | C32—C31—C30 | 124.1 (4) |
C1—C6—H6A | 119.6 | C32—C31—C36 | 116.7 (4) |
C5—C6—H6A | 119.6 | C30—C31—C36 | 119.1 (4) |
C12—C7—C8 | 119.2 (4) | C33—C32—C31 | 120.0 (4) |
C12—C7—P1 | 117.9 (4) | C33—C32—H32A | 120.0 |
C8—C7—P1 | 122.8 (3) | C31—C32—H32A | 120.0 |
C9—C8—C7 | 121.7 (6) | C34—C33—C32 | 119.1 (5) |
C9—C8—H8A | 119.2 | C34—C33—H33A | 120.5 |
C7—C8—H8A | 119.2 | C32—C33—H33A | 120.5 |
C8—C9—C10 | 117.0 (7) | N1—C34—C33 | 124.2 (5) |
C8—C9—H9A | 121.5 | N1—C34—H34A | 117.9 |
C10—C9—H9A | 121.5 | C33—C34—H34A | 117.9 |
C11—C10—C9 | 121.6 (6) | N2—C35—C28 | 122.5 (4) |
C11—C10—H10A | 119.2 | N2—C35—C36 | 117.7 (3) |
C9—C10—H10A | 119.2 | C28—C35—C36 | 119.8 (4) |
C10—C11—C12 | 121.4 (6) | N1—C36—C31 | 122.3 (4) |
C10—C11—H11A | 119.3 | N1—C36—C35 | 118.1 (3) |
C12—C11—H11A | 119.3 | C31—C36—C35 | 119.6 (4) |
C11—C12—C7 | 119.1 (6) | C38—C37—P1 | 111.5 (3) |
C11—C12—H12A | 120.4 | C38—C37—H37A | 109.3 |
C7—C12—H12A | 120.4 | P1—C37—H37A | 109.3 |
C14—C13—C18 | 118.4 (4) | C38—C37—H37B | 109.3 |
C14—C13—P2 | 119.9 (3) | P1—C37—H37B | 109.3 |
C18—C13—P2 | 121.6 (3) | H37A—C37—H37B | 108.0 |
C13—C14—C15 | 120.7 (4) | C37—C38—P2 | 111.2 (3) |
C13—C14—H14A | 119.7 | C37—C38—H38A | 109.4 |
C15—C14—H14A | 119.7 | P2—C38—H38A | 109.4 |
C16—C15—C14 | 120.2 (5) | C37—C38—H38B | 109.4 |
C16—C15—H15A | 119.9 | P2—C38—H38B | 109.4 |
C14—C15—H15A | 119.9 | H38A—C38—H38B | 108.0 |
C17—C16—C15 | 118.8 (4) | Cl1—C39—Cl2 | 117.5 (5) |
C17—C16—H16A | 120.6 | Cl1—C39—H39A | 107.9 |
C15—C16—H16A | 120.6 | Cl2—C39—H39A | 107.9 |
C16—C17—C18 | 122.5 (5) | Cl1—C39—H39B | 107.9 |
C16—C17—H17A | 118.7 | Cl2—C39—H39B | 107.9 |
C18—C17—H17A | 118.7 | H39A—C39—H39B | 107.2 |
N2—Cu1—P2—C13 | −72.18 (19) | C14—C13—C18—C17 | −2.1 (7) |
N1—Cu1—P2—C13 | −170.54 (16) | P2—C13—C18—C17 | −178.7 (4) |
I1—Cu1—P2—C13 | 64.87 (14) | C13—P2—C19—C24 | −148.6 (3) |
N2—Cu1—P2—C19 | 50.27 (19) | C38—P2—C19—C24 | −42.2 (4) |
N1—Cu1—P2—C19 | −48.08 (17) | Cu1—P2—C19—C24 | 80.8 (3) |
I1—Cu1—P2—C19 | −172.67 (13) | C13—P2—C19—C20 | 37.5 (4) |
N2—Cu1—P2—C38 | 167.32 (18) | C38—P2—C19—C20 | 144.0 (3) |
N1—Cu1—P2—C38 | 68.96 (17) | Cu1—P2—C19—C20 | −93.1 (3) |
I1—Cu1—P2—C38 | −55.62 (14) | C24—C19—C20—C21 | 2.5 (6) |
N2—Cu1—N1—C34 | 180.0 (4) | P2—C19—C20—C21 | 176.6 (3) |
P2—Cu1—N1—C34 | −51.1 (4) | C19—C20—C21—C22 | −1.3 (7) |
I1—Cu1—N1—C34 | 80.9 (4) | C20—C21—C22—C23 | −0.3 (8) |
N2—Cu1—N1—C36 | 5.6 (3) | C21—C22—C23—C24 | 0.7 (8) |
P2—Cu1—N1—C36 | 134.6 (2) | C20—C19—C24—C23 | −2.2 (6) |
I1—Cu1—N1—C36 | −93.4 (2) | P2—C19—C24—C23 | −176.2 (4) |
N1—Cu1—N2—C25 | 178.4 (4) | C22—C23—C24—C19 | 0.6 (8) |
P2—Cu1—N2—C25 | 63.8 (4) | C35—N2—C25—C26 | −0.8 (7) |
I1—Cu1—N2—C25 | −78.8 (4) | Cu1—N2—C25—C26 | 175.4 (4) |
N1—Cu1—N2—C35 | −5.3 (3) | N2—C25—C26—C27 | −1.2 (8) |
P2—Cu1—N2—C35 | −119.9 (2) | C25—C26—C27—C28 | 1.8 (8) |
I1—Cu1—N2—C35 | 97.5 (3) | C26—C27—C28—C35 | −0.6 (7) |
C6—C1—C2—C3 | 0.7 (7) | C26—C27—C28—C29 | 179.1 (5) |
C1—C2—C3—C4 | −0.2 (7) | C27—C28—C29—C30 | −179.6 (5) |
C2—C3—C4—C5 | 0.1 (6) | C35—C28—C29—C30 | 0.0 (7) |
C2—C3—C4—P1 | −179.8 (3) | C28—C29—C30—C31 | 0.6 (8) |
O—P1—C4—C5 | −14.9 (4) | C29—C30—C31—C32 | 179.9 (5) |
C37—P1—C4—C5 | −140.4 (3) | C29—C30—C31—C36 | −1.2 (7) |
C7—P1—C4—C5 | 107.5 (4) | C30—C31—C32—C33 | 178.4 (5) |
O—P1—C4—C3 | 165.0 (3) | C36—C31—C32—C33 | −0.5 (7) |
C37—P1—C4—C3 | 39.5 (4) | C31—C32—C33—C34 | 1.4 (8) |
C7—P1—C4—C3 | −72.6 (4) | C36—N1—C34—C33 | 1.2 (7) |
C3—C4—C5—C6 | −0.4 (7) | Cu1—N1—C34—C33 | −172.9 (4) |
P1—C4—C5—C6 | 179.5 (4) | C32—C33—C34—N1 | −1.8 (8) |
C2—C1—C6—C5 | −1.0 (8) | C25—N2—C35—C28 | 2.2 (6) |
C4—C5—C6—C1 | 0.9 (8) | Cu1—N2—C35—C28 | −174.7 (3) |
O—P1—C7—C12 | 8.8 (4) | C25—N2—C35—C36 | −178.9 (4) |
C4—P1—C7—C12 | −113.9 (3) | Cu1—N2—C35—C36 | 4.2 (4) |
C37—P1—C7—C12 | 133.6 (3) | C27—C28—C35—N2 | −1.5 (6) |
O—P1—C7—C8 | −173.1 (4) | C29—C28—C35—N2 | 178.8 (4) |
C4—P1—C7—C8 | 64.2 (4) | C27—C28—C35—C36 | 179.6 (4) |
C37—P1—C7—C8 | −48.3 (4) | C29—C28—C35—C36 | −0.1 (6) |
C12—C7—C8—C9 | 0.5 (7) | C34—N1—C36—C31 | −0.2 (6) |
P1—C7—C8—C9 | −177.6 (4) | Cu1—N1—C36—C31 | 175.0 (3) |
C7—C8—C9—C10 | 0.1 (8) | C34—N1—C36—C35 | 179.6 (4) |
C8—C9—C10—C11 | −0.5 (9) | Cu1—N1—C36—C35 | −5.2 (4) |
C9—C10—C11—C12 | 0.3 (10) | C32—C31—C36—N1 | −0.2 (6) |
C10—C11—C12—C7 | 0.2 (9) | C30—C31—C36—N1 | −179.1 (4) |
C8—C7—C12—C11 | −0.6 (7) | C32—C31—C36—C35 | −179.9 (4) |
P1—C7—C12—C11 | 177.5 (4) | C30—C31—C36—C35 | 1.1 (6) |
C19—P2—C13—C14 | −126.4 (4) | N2—C35—C36—N1 | 0.8 (5) |
C38—P2—C13—C14 | 127.8 (4) | C28—C35—C36—N1 | 179.7 (3) |
Cu1—P2—C13—C14 | 2.4 (4) | N2—C35—C36—C31 | −179.5 (4) |
C19—P2—C13—C18 | 50.2 (4) | C28—C35—C36—C31 | −0.5 (6) |
C38—P2—C13—C18 | −55.6 (4) | O—P1—C37—C38 | −59.1 (3) |
Cu1—P2—C13—C18 | 179.0 (3) | C4—P1—C37—C38 | 65.0 (3) |
C18—C13—C14—C15 | 0.8 (7) | C7—P1—C37—C38 | 177.9 (3) |
P2—C13—C14—C15 | 177.4 (4) | P1—C37—C38—P2 | −169.88 (19) |
C13—C14—C15—C16 | 0.7 (8) | C13—P2—C38—C37 | −65.6 (3) |
C14—C15—C16—C17 | −0.9 (9) | C19—P2—C38—C37 | −171.7 (3) |
C15—C16—C17—C18 | −0.5 (9) | Cu1—P2—C38—C37 | 63.5 (3) |
C16—C17—C18—C13 | 2.0 (8) |