metal-organic compounds
The heterocyclic ligand in the title copper(I) iodide adduct, [CuI(C4H6N2S)(C18H15P)2], coordinates to the metal atom through the S atom; the Cu atom is in a tetrahedral environment.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804010256/ww6196sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804010256/ww6196Isup2.hkl |
CCDC reference: 242023
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
[CuI(C4H6N2S)(C18H15P)2] | F(000) = 3344 |
Mr = 829.15 | Dx = 1.501 Mg m−3 |
Orthorhombic, Pccn | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ab 2ac | Cell parameters from 4458 reflections |
a = 22.203 (1) Å | θ = 2.2–20.8° |
b = 17.877 (1) Å | µ = 1.61 mm−1 |
c = 18.487 (1) Å | T = 296 K |
V = 7337.6 (7) Å3 | Block, colorless |
Z = 8 | 0.28 × 0.22 × 0.15 mm |
Data collection top
Bruker APEX area-detector diffractometer | 8738 independent reflections |
Radiation source: fine-focus sealed tube | 6085 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.066 |
φ and ω scans | θmax = 28.1°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −17→29 |
Tmin = 0.660, Tmax = 0.785 | k = −22→23 |
43051 measured reflections | l = −24→23 |
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)] = 0.052 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.124 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0571P)2] where P = (Fo2 + 2Fc2)/3 |
8738 reflections | (Δ/σ)max = 0.001 |
428 parameters | Δρmax = 0.52 e Å−3 |
1 restraint | Δρmin = −0.53 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
I1 | 0.72905 (1) | 0.13197 (2) | 0.23818 (2) | 0.0466 (1) | |
Cu1 | 0.64446 (2) | 0.06507 (2) | 0.31897 (2) | 0.0332 (1) | |
S1 | 0.64770 (6) | 0.09921 (6) | 0.44275 (5) | 0.0487 (3) | |
P1 | 0.67182 (5) | −0.05807 (5) | 0.32096 (5) | 0.0318 (2) | |
P2 | 0.55631 (4) | 0.11158 (5) | 0.27337 (5) | 0.0302 (2) | |
N1 | 0.6748 (2) | 0.2394 (2) | 0.3946 (2) | 0.0484 (9) | |
N2 | 0.6654 (1) | 0.2330 (2) | 0.5091 (2) | 0.0407 (8) | |
C1 | 0.6755 (2) | −0.1131 (2) | 0.2375 (2) | 0.037 (1) | |
C2 | 0.6584 (2) | −0.1873 (3) | 0.2321 (3) | 0.055 (1) | |
C3 | 0.6653 (2) | −0.2264 (3) | 0.1679 (3) | 0.069 (2) | |
C4 | 0.6881 (2) | −0.1906 (3) | 0.1083 (3) | 0.071 (2) | |
C5 | 0.7049 (3) | −0.1172 (3) | 0.1123 (3) | 0.068 (2) | |
C6 | 0.6991 (2) | −0.0788 (3) | 0.1772 (2) | 0.054 (1) | |
C7 | 0.7463 (2) | −0.0755 (2) | 0.3593 (2) | 0.035 (1) | |
C8 | 0.7770 (2) | −0.0179 (3) | 0.3901 (3) | 0.062 (1) | |
C9 | 0.8334 (2) | −0.0284 (3) | 0.4202 (3) | 0.081 (2) | |
C10 | 0.8591 (2) | −0.0967 (3) | 0.4178 (3) | 0.067 (2) | |
C11 | 0.8301 (2) | −0.1549 (3) | 0.3874 (3) | 0.075 (2) | |
C12 | 0.7737 (2) | −0.1443 (3) | 0.3578 (3) | 0.066 (2) | |
C13 | 0.6218 (2) | −0.1108 (2) | 0.3798 (2) | 0.037 (1) | |
C14 | 0.5632 (2) | −0.1226 (3) | 0.3569 (3) | 0.055 (1) | |
C15 | 0.5208 (3) | −0.1530 (3) | 0.4032 (3) | 0.073 (2) | |
C16 | 0.5366 (3) | −0.1727 (3) | 0.4712 (3) | 0.076 (2) | |
C17 | 0.5935 (3) | −0.1624 (3) | 0.4945 (3) | 0.076 (2) | |
C18 | 0.6367 (2) | −0.1317 (3) | 0.4491 (3) | 0.058 (1) | |
C19 | 0.5503 (2) | 0.1004 (2) | 0.1755 (2) | 0.032 (1) | |
C20 | 0.5713 (2) | 0.0341 (2) | 0.1471 (2) | 0.047 (1) | |
C21 | 0.5694 (2) | 0.0203 (3) | 0.0741 (2) | 0.057 (1) | |
C22 | 0.5469 (2) | 0.0735 (3) | 0.0277 (2) | 0.052 (1) | |
C23 | 0.5254 (2) | 0.1397 (3) | 0.0553 (2) | 0.053 (1) | |
C24 | 0.5271 (2) | 0.1526 (2) | 0.1286 (2) | 0.044 (1) | |
C25 | 0.5462 (2) | 0.2123 (2) | 0.2870 (2) | 0.032 (1) | |
C26 | 0.5009 (2) | 0.2414 (2) | 0.3294 (2) | 0.046 (1) | |
C27 | 0.4967 (2) | 0.3177 (3) | 0.3422 (3) | 0.057 (1) | |
C28 | 0.5374 (2) | 0.3656 (2) | 0.3116 (3) | 0.054 (1) | |
C29 | 0.5828 (2) | 0.3379 (2) | 0.2691 (2) | 0.050 (1) | |
C30 | 0.5873 (2) | 0.2615 (2) | 0.2574 (2) | 0.042 (1) | |
C31 | 0.4853 (2) | 0.0719 (2) | 0.3061 (2) | 0.037 (1) | |
C32 | 0.4333 (2) | 0.0725 (3) | 0.2667 (3) | 0.058 (1) | |
C33 | 0.3809 (2) | 0.0424 (3) | 0.2934 (3) | 0.071 (2) | |
C34 | 0.3802 (3) | 0.0118 (3) | 0.3604 (3) | 0.069 (2) | |
C35 | 0.4308 (3) | 0.0100 (3) | 0.4010 (3) | 0.070 (2) | |
C36 | 0.4843 (2) | 0.0394 (2) | 0.3737 (2) | 0.055 (1) | |
C37 | 0.6625 (2) | 0.1919 (2) | 0.4486 (2) | 0.036 (1) | |
C38 | 0.6851 (2) | 0.3098 (2) | 0.4210 (3) | 0.057 (1) | |
C39 | 0.6796 (2) | 0.3057 (3) | 0.4920 (3) | 0.054 (1) | |
C40 | 0.6582 (3) | 0.2033 (3) | 0.5818 (2) | 0.073 (2) | |
H1 | 0.677 (2) | 0.225 (2) | 0.3509 (9) | 0.06 (2)* | |
H2 | 0.6421 | −0.2113 | 0.2722 | 0.066* | |
H3 | 0.6545 | −0.2765 | 0.1652 | 0.083* | |
H4 | 0.6922 | −0.2165 | 0.0649 | 0.085* | |
H5 | 0.7202 | −0.0930 | 0.0717 | 0.081* | |
H6 | 0.7114 | −0.0292 | 0.1801 | 0.065* | |
H8 | 0.7598 | 0.0295 | 0.3910 | 0.074* | |
H9 | 0.8535 | 0.0113 | 0.4418 | 0.098* | |
H10 | 0.8973 | −0.1037 | 0.4374 | 0.080* | |
H11 | 0.8479 | −0.2019 | 0.3864 | 0.089* | |
H12 | 0.7539 | −0.1844 | 0.3365 | 0.079* | |
H14 | 0.5523 | −0.1099 | 0.3100 | 0.066* | |
H15 | 0.4814 | −0.1600 | 0.3875 | 0.088* | |
H16 | 0.5081 | −0.1935 | 0.5021 | 0.092* | |
H17 | 0.6040 | −0.1760 | 0.5414 | 0.092* | |
H18 | 0.6759 | −0.1253 | 0.4656 | 0.070* | |
H20 | 0.5871 | −0.0020 | 0.1779 | 0.056* | |
H21 | 0.5832 | −0.0251 | 0.0561 | 0.068* | |
H22 | 0.5463 | 0.0648 | −0.0219 | 0.063* | |
H23 | 0.5096 | 0.1757 | 0.0244 | 0.063* | |
H24 | 0.5122 | 0.1975 | 0.1467 | 0.053* | |
H26 | 0.4726 | 0.2094 | 0.3498 | 0.055* | |
H27 | 0.4661 | 0.3363 | 0.3715 | 0.068* | |
H28 | 0.5344 | 0.4169 | 0.3197 | 0.065* | |
H29 | 0.6105 | 0.3702 | 0.2481 | 0.060* | |
H30 | 0.6185 | 0.2430 | 0.2291 | 0.051* | |
H32 | 0.4334 | 0.0938 | 0.2207 | 0.069* | |
H33 | 0.3460 | 0.0431 | 0.2655 | 0.085* | |
H34 | 0.3446 | −0.0082 | 0.3786 | 0.083* | |
H35 | 0.4300 | −0.0108 | 0.4471 | 0.084* | |
H36 | 0.5194 | 0.0371 | 0.4011 | 0.066* | |
H38 | 0.6941 | 0.3523 | 0.3941 | 0.068* | |
H39 | 0.6846 | 0.3449 | 0.5246 | 0.064* | |
H40a | 0.6190 | 0.1810 | 0.5864 | 0.110* | |
H40b | 0.6885 | 0.1662 | 0.5907 | 0.110* | |
H40c | 0.6622 | 0.2431 | 0.6163 | 0.110* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
I1 | 0.0502 (2) | 0.0423 (2) | 0.0473 (2) | −0.0087 (1) | 0.0119 (1) | 0.0014 (1) |
Cu1 | 0.0390 (3) | 0.0269 (2) | 0.0336 (3) | −0.0003 (2) | −0.0030 (2) | 0.0006 (2) |
S1 | 0.0759 (8) | 0.0407 (6) | 0.0295 (5) | −0.0147 (6) | 0.0021 (5) | −0.0011 (5) |
P1 | 0.0367 (6) | 0.0240 (5) | 0.0347 (5) | −0.0001 (4) | −0.0071 (4) | −0.0008 (4) |
P2 | 0.0354 (5) | 0.0286 (5) | 0.0267 (5) | 0.0010 (4) | 0.0019 (4) | 0.0032 (4) |
N1 | 0.070 (3) | 0.039 (2) | 0.036 (2) | −0.00 (2) | 0.003 (2) | 0.000 (2) |
N2 | 0.043 (2) | 0.046 (2) | 0.033 (2) | −0.003 (2) | 0.004 (2) | −0.012 (2) |
C1 | 0.039 (2) | 0.034 (2) | 0.037 (2) | 0.006 (2) | −0.009 (2) | −0.006 (2) |
C2 | 0.071 (3) | 0.039 (3) | 0.055 (3) | −0.002 (2) | −0.007 (3) | −0.009 (2) |
C3 | 0.083 (4) | 0.050 (3) | 0.074 (4) | −0.004 (3) | −0.012 (3) | −0.028 (3) |
C4 | 0.072 (4) | 0.078 (4) | 0.062 (3) | 0.017 (3) | −0.003 (3) | −0.032 (3) |
C5 | 0.082 (4) | 0.074 (4) | 0.048 (3) | 0.013 (3) | 0.011 (3) | −0.005 (3) |
C6 | 0.064 (3) | 0.049 (3) | 0.050 (3) | 0.003 (2) | 0.008 (2) | −0.003 (2) |
C7 | 0.037 (2) | 0.033 (2) | 0.036 (2) | 0.007 (2) | −0.008 (2) | 0.0015 (17) |
C8 | 0.056 (3) | 0.039 (3) | 0.089 (4) | 0.003 (2) | −0.030 (3) | −0.009 (3) |
C9 | 0.063 (3) | 0.064 (4) | 0.118 (5) | −0.002 (3) | −0.049 (4) | −0.015 (3) |
C10 | 0.046 (3) | 0.095 (4) | 0.059 (3) | 0.014 (3) | −0.020 (3) | −0.009 (3) |
C11 | 0.069 (4) | 0.066 (3) | 0.088 (4) | 0.037 (3) | −0.027 (3) | −0.019 (3) |
C12 | 0.063 (3) | 0.049 (3) | 0.086 (4) | 0.012 (2) | −0.025 (3) | −0.023 (3) |
C13 | 0.052 (3) | 0.020 (2) | 0.039 (2) | −0.002 (2) | 0.000 (2) | −0.001 (2) |
C14 | 0.051 (3) | 0.056 (3) | 0.059 (3) | −0.015 (2) | −0.008 (2) | 0.006 (2) |
C15 | 0.062 (3) | 0.066 (3) | 0.091 (4) | −0.028 (3) | 0.011 (3) | −0.001 (3) |
C16 | 0.096 (5) | 0.052 (3) | 0.081 (4) | −0.023 (3) | 0.033 (4) | 0.003 (3) |
C17 | 0.095 (5) | 0.082 (4) | 0.052 (3) | −0.003 (3) | 0.009 (3) | 0.021 (3) |
C18 | 0.057 (3) | 0.067 (3) | 0.050 (3) | 0.004 (2) | −0.001 (2) | 0.011 (2) |
C19 | 0.028 (2) | 0.035 (2) | 0.031 (2) | −0.002 (2) | 0.002 (2) | −0.002 (2) |
C20 | 0.057 (3) | 0.043 (2) | 0.041 (2) | 0.010 (2) | 0.000 (2) | −0.002 (2) |
C21 | 0.069 (3) | 0.059 (3) | 0.042 (3) | 0.010 (3) | −0.003 (2) | −0.018 (2) |
C22 | 0.050 (3) | 0.076 (3) | 0.031 (2) | −0.006 (2) | 0.002 (2) | −0.013 (2) |
C23 | 0.059 (3) | 0.066 (3) | 0.033 (2) | −0.001 (2) | −0.007 (2) | 0.014 (2) |
C24 | 0.053 (3) | 0.042 (2) | 0.039 (2) | 0.005 (2) | −0.003 (2) | 0.003 (2) |
C25 | 0.035 (2) | 0.033 (2) | 0.028 (2) | 0.003 (2) | −0.004 (2) | 0.001 (2) |
C26 | 0.048 (2) | 0.041 (2) | 0.047 (3) | −0.003 (2) | 0.006 (2) | −0.006 (2) |
C27 | 0.057 (3) | 0.047 (3) | 0.066 (3) | 0.012 (2) | 0.011 (3) | −0.011 (2) |
C28 | 0.070 (3) | 0.033 (2) | 0.060 (3) | 0.005 (2) | −0.015 (3) | −0.007 (2) |
C29 | 0.057 (3) | 0.038 (2) | 0.055 (3) | −0.009 (2) | −0.002 (2) | 0.009 (2) |
C30 | 0.047 (2) | 0.038 (2) | 0.042 (2) | 0.003 (2) | 0.007 (2) | 0.0049 (19) |
C31 | 0.039 (2) | 0.031 (2) | 0.040 (2) | −0.002 (2) | 0.009 (2) | 0.001 (2) |
C32 | 0.044 (3) | 0.072 (3) | 0.057 (3) | −0.008 (2) | 0.000 (2) | 0.010 (3) |
C33 | 0.044 (3) | 0.083 (4) | 0.085 (4) | −0.014 (3) | 0.006 (3) | −0.003 (3) |
C34 | 0.056 (3) | 0.058 (3) | 0.094 (4) | −0.014 (3) | 0.028 (3) | −0.005 (3) |
C35 | 0.073 (4) | 0.067 (4) | 0.070 (4) | −0.014 (3) | 0.024 (3) | 0.018 (3) |
C36 | 0.059 (3) | 0.056 (3) | 0.049 (3) | −0.009 (2) | 0.008 (2) | 0.011 (2) |
C37 | 0.033 (2) | 0.043 (2) | 0.032 (2) | −0.003 (2) | 0.001 (2) | −0.004 (2) |
C38 | 0.067 (3) | 0.035 (2) | 0.069 (3) | −0.007 (2) | 0.001 (3) | 0.001 (2) |
C39 | 0.050 (3) | 0.042 (3) | 0.068 (3) | −0.005 (2) | 0.001 (2) | −0.024 (2) |
C40 | 0.101 (4) | 0.082 (4) | 0.036 (3) | −0.016 (3) | 0.013 (3) | −0.015 (3) |
Geometric parameters (Å, º) top
I1—Cu1 | 2.6811 (5) | C16—C17 | 1.347 (8) |
Cu1—P1 | 2.284 (1) | C16—H16 | 0.9300 |
Cu1—P2 | 2.288 (1) | C17—C18 | 1.387 (7) |
Cu1—S1 | 2.369 (1) | C17—H17 | 0.9300 |
S1—C37 | 1.692 (4) | C18—H18 | 0.9300 |
P1—C13 | 1.818 (4) | C19—C24 | 1.375 (5) |
P1—C7 | 1.825 (4) | C19—C20 | 1.379 (5) |
P1—C1 | 1.832 (4) | C20—C21 | 1.372 (6) |
P2—C19 | 1.825 (4) | C20—H20 | 0.9300 |
P2—C31 | 1.832 (4) | C21—C22 | 1.375 (6) |
P2—C25 | 1.833 (4) | C21—H21 | 0.9300 |
N1—C37 | 1.339 (5) | C22—C23 | 1.374 (6) |
N1—C38 | 1.370 (5) | C22—H22 | 0.9300 |
N1—H1 | 0.85 (1) | C23—C24 | 1.374 (6) |
N2—C37 | 1.341 (5) | C23—H23 | 0.9300 |
N2—C39 | 1.374 (5) | C24—H24 | 0.9300 |
N2—C40 | 1.455 (5) | C25—C26 | 1.378 (5) |
C1—C6 | 1.376 (6) | C25—C30 | 1.379 (5) |
C1—C2 | 1.383 (6) | C26—C27 | 1.386 (6) |
C2—C3 | 1.387 (6) | C26—H26 | 0.9300 |
C2—H2 | 0.9300 | C27—C28 | 1.369 (7) |
C3—C4 | 1.370 (7) | C27—H27 | 0.9300 |
C3—H3 | 0.9300 | C28—C29 | 1.370 (7) |
C4—C5 | 1.367 (7) | C28—H28 | 0.9300 |
C4—H4 | 0.9300 | C29—C30 | 1.387 (6) |
C5—C6 | 1.389 (6) | C29—H29 | 0.9300 |
C5—H5 | 0.9300 | C30—H30 | 0.9300 |
C6—H6 | 0.9300 | C31—C32 | 1.366 (6) |
C7—C8 | 1.360 (6) | C31—C36 | 1.377 (6) |
C7—C12 | 1.373 (5) | C32—C33 | 1.373 (7) |
C8—C9 | 1.382 (6) | C32—H32 | 0.9300 |
C8—H8 | 0.9300 | C33—C34 | 1.355 (8) |
C9—C10 | 1.348 (7) | C33—H33 | 0.9300 |
C9—H9 | 0.9300 | C34—C35 | 1.352 (7) |
C10—C11 | 1.347 (7) | C34—H34 | 0.9300 |
C10—H10 | 0.9300 | C35—C36 | 1.393 (6) |
C11—C12 | 1.379 (7) | C35—H35 | 0.9300 |
C11—H11 | 0.9300 | C36—H36 | 0.9300 |
C12—H12 | 0.9300 | C38—C39 | 1.322 (6) |
C13—C18 | 1.376 (6) | C38—H38 | 0.9300 |
C13—C14 | 1.383 (6) | C39—H39 | 0.9300 |
C14—C15 | 1.384 (7) | C40—H40a | 0.9600 |
C14—H14 | 0.9300 | C40—H40b | 0.9600 |
C15—C16 | 1.353 (8) | C40—H40c | 0.9600 |
C15—H15 | 0.9300 | ||
P1—Cu1—P2 | 125.72 (4) | C16—C17—H17 | 119.7 |
P1—Cu1—S1 | 102.99 (4) | C18—C17—H17 | 119.7 |
P1—Cu1—I1 | 104.63 (3) | C13—C18—C17 | 120.3 (5) |
P2—Cu1—S1 | 106.75 (4) | C13—C18—H18 | 119.8 |
P2—Cu1—I1 | 103.41 (3) | C17—C18—H18 | 119.8 |
S1—Cu1—I1 | 113.70 (3) | C24—C19—C20 | 118.0 (4) |
C37—S1—Cu1 | 108.6 (1) | C24—C19—P2 | 125.4 (3) |
C13—P1—C7 | 103.5 (2) | C20—C19—P2 | 116.6 (3) |
C13—P1—C1 | 104.6 (2) | C21—C20—C19 | 121.3 (4) |
C7—P1—C1 | 101.3 (2) | C21—C20—H20 | 119.4 |
C13—P1—Cu1 | 110.3 (1) | C19—C20—H20 | 119.4 |
C7—P1—Cu1 | 114.3 (1) | C20—C21—C22 | 120.1 (4) |
C1—P1—Cu1 | 121.1 (1) | C20—C21—H21 | 120.0 |
C19—P2—C31 | 102.9 (2) | C22—C21—H21 | 120.0 |
C19—P2—C25 | 103.6 (2) | C23—C22—C21 | 119.3 (4) |
C31—P2—C25 | 103.3 (2) | C23—C22—H22 | 120.3 |
C19—P2—Cu1 | 112.8 (1) | C21—C22—H22 | 120.3 |
C31—P2—Cu1 | 118.3 (1) | C24—C23—C22 | 120.1 (4) |
C25—P2—Cu1 | 114.3 (1) | C24—C23—H23 | 119.9 |
C37—N1—C38 | 110.6 (4) | C22—C23—H23 | 119.9 |
C37—N1—H1 | 122 (3) | C23—C24—C19 | 121.2 (4) |
C38—N1—H1 | 127 (3) | C23—C24—H24 | 119.4 |
C37—N2—C39 | 109.8 (4) | C19—C24—H24 | 119.4 |
C37—N2—C40 | 124.4 (4) | C26—C25—C30 | 118.0 (4) |
C39—N2—C40 | 125.7 (4) | C26—C25—P2 | 122.6 (3) |
C6—C1—C2 | 118.3 (4) | C30—C25—P2 | 119.4 (3) |
C6—C1—P1 | 117.4 (3) | C25—C26—C27 | 121.1 (4) |
C2—C1—P1 | 124.3 (3) | C25—C26—H26 | 119.5 |
C1—C2—C3 | 120.9 (5) | C27—C26—H26 | 119.5 |
C1—C2—H2 | 119.5 | C28—C27—C26 | 120.1 (4) |
C3—C2—H2 | 119.5 | C28—C27—H27 | 119.9 |
C4—C3—C2 | 119.7 (5) | C26—C27—H27 | 119.9 |
C4—C3—H3 | 120.2 | C27—C28—C29 | 119.7 (4) |
C2—C3—H3 | 120.2 | C27—C28—H28 | 120.2 |
C5—C4—C3 | 120.4 (5) | C29—C28—H28 | 120.2 |
C5—C4—H4 | 119.8 | C28—C29—C30 | 120.0 (4) |
C3—C4—H4 | 119.8 | C28—C29—H29 | 120.0 |
C4—C5—C6 | 119.7 (5) | C30—C29—H29 | 120.0 |
C4—C5—H5 | 120.2 | C25—C30—C29 | 121.2 (4) |
C6—C5—H5 | 120.2 | C25—C30—H30 | 119.4 |
C1—C6—C5 | 121.0 (5) | C29—C30—H30 | 119.4 |
C1—C6—H6 | 119.5 | C32—C31—C36 | 118.3 (4) |
C5—C6—H6 | 119.5 | C32—C31—P2 | 123.2 (3) |
C8—C7—C12 | 117.6 (4) | C36—C31—P2 | 118.5 (3) |
C8—C7—P1 | 119.3 (3) | C31—C32—C33 | 121.4 (5) |
C12—C7—P1 | 123.1 (3) | C31—C32—H32 | 119.3 |
C7—C8—C9 | 121.3 (4) | C33—C32—H32 | 119.3 |
C7—C8—H8 | 119.3 | C34—C33—C32 | 119.8 (5) |
C9—C8—H8 | 119.3 | C34—C33—H33 | 120.1 |
C10—C9—C8 | 119.6 (5) | C32—C33—H33 | 120.1 |
C10—C9—H9 | 120.2 | C35—C34—C33 | 120.5 (5) |
C8—C9—H9 | 120.2 | C35—C34—H34 | 119.7 |
C11—C10—C9 | 120.7 (5) | C33—C34—H34 | 119.7 |
C11—C10—H10 | 119.7 | C34—C35—C36 | 119.9 (5) |
C9—C10—H10 | 119.7 | C34—C35—H35 | 120.1 |
C10—C11—C12 | 119.6 (5) | C36—C35—H35 | 120.1 |
C10—C11—H11 | 120.2 | C31—C36—C35 | 120.1 (5) |
C12—C11—H11 | 120.2 | C31—C36—H36 | 119.9 |
C7—C12—C11 | 121.2 (5) | C35—C36—H36 | 119.9 |
C7—C12—H12 | 119.4 | N1—C37—N2 | 105.3 (3) |
C11—C12—H12 | 119.4 | N1—C37—S1 | 127.8 (3) |
C18—C13—C14 | 118.0 (4) | N2—C37—S1 | 126.8 (3) |
C18—C13—P1 | 123.4 (4) | C39—C38—N1 | 106.7 (4) |
C14—C13—P1 | 118.1 (3) | C39—C38—H38 | 126.6 |
C13—C14—C15 | 120.8 (5) | N1—C38—H38 | 126.6 |
C13—C14—H14 | 119.6 | C38—C39—N2 | 107.6 (4) |
C15—C14—H14 | 119.6 | C38—C39—H39 | 126.2 |
C16—C15—C14 | 119.9 (5) | N2—C39—H39 | 126.2 |
C16—C15—H15 | 120.0 | N2—C40—H40a | 109.5 |
C14—C15—H15 | 120.0 | N2—C40—H40b | 109.5 |
C17—C16—C15 | 120.4 (5) | N2—C40—H40c | 109.5 |
C17—C16—H16 | 119.8 | H40a—C40—H40c | 109.5 |
C15—C16—H16 | 119.8 | H40a—C40—H40b | 109.5 |
C16—C17—C18 | 120.6 (5) | H40b—C40—H40c | 109.5 |
P1—Cu1—S1—C37 | 152.5 (2) | C15—C16—C17—C18 | −0.2 (9) |
P2—Cu1—S1—C37 | −73.4 (2) | C14—C13—C18—C17 | −1.1 (7) |
I1—Cu1—S1—C37 | 39.9 (2) | P1—C13—C18—C17 | 170.8 (4) |
P2—Cu1—P1—C13 | −65.4 (2) | C16—C17—C18—C13 | 0.5 (8) |
S1—Cu1—P1—C13 | 56.6 (2) | C31—P2—C19—C24 | 91.4 (4) |
I1—Cu1—P1—C13 | 175.7 (1) | C25—P2—C19—C24 | −15.9 (4) |
P2—Cu1—P1—C7 | 178.5 (2) | Cu1—P2—C19—C24 | −140.0 (3) |
S1—Cu1—P1—C7 | −59.5 (2) | C31—P2—C19—C20 | −89.0 (3) |
I1—Cu1—P1—C7 | 59.7 (2) | C25—P2—C19—C20 | 163.7 (3) |
P2—Cu1—P1—C1 | 57.0 (2) | Cu1—P2—C19—C20 | 39.6 (3) |
S1—Cu1—P1—C1 | 179.1 (2) | C24—C19—C20—C21 | 0.2 (6) |
I1—Cu1—P1—C1 | −61.8 (2) | P2—C19—C20—C21 | −179.5 (4) |
P1—Cu1—P2—C19 | −66.6 (1) | C19—C20—C21—C22 | 0.9 (7) |
S1—Cu1—P2—C19 | 173.0 (1) | C20—C21—C22—C23 | −1.4 (7) |
I1—Cu1—P2—C19 | 52.8 (1) | C21—C22—C23—C24 | 0.9 (7) |
P1—Cu1—P2—C31 | 53.4 (2) | C22—C23—C24—C19 | 0.2 (7) |
S1—Cu1—P2—C31 | −67.0 (2) | C20—C19—C24—C23 | −0.8 (6) |
I1—Cu1—P2—C31 | 172.8 (1) | P2—C19—C24—C23 | 178.9 (3) |
P1—Cu1—P2—C25 | 175.3 (1) | C19—P2—C25—C26 | 121.3 (3) |
S1—Cu1—P2—C25 | 55.0 (1) | C31—P2—C25—C26 | 14.3 (4) |
I1—Cu1—P2—C25 | −65.2 (1) | Cu1—P2—C25—C26 | −115.6 (3) |
C13—P1—C1—C6 | 165.6 (3) | C19—P2—C25—C30 | −62.5 (3) |
C7—P1—C1—C6 | −87.1 (4) | C31—P2—C25—C30 | −169.5 (3) |
Cu1—P1—C1—C6 | 40.5 (4) | Cu1—P2—C25—C30 | 60.7 (3) |
C13—P1—C1—C2 | −17.1 (4) | C30—C25—C26—C27 | −0.2 (6) |
C7—P1—C1—C2 | 90.2 (4) | P2—C25—C26—C27 | 176.1 (3) |
Cu1—P1—C1—C2 | −142.2 (3) | C25—C26—C27—C28 | 1.0 (7) |
C6—C1—C2—C3 | 0.4 (7) | C26—C27—C28—C29 | −0.8 (7) |
P1—C1—C2—C3 | −176.8 (4) | C27—C28—C29—C30 | −0.2 (7) |
C1—C2—C3—C4 | −1.4 (8) | C26—C25—C30—C29 | −0.8 (6) |
C2—C3—C4—C5 | 1.0 (8) | P2—C25—C30—C29 | −177.1 (3) |
C3—C4—C5—C6 | 0.4 (8) | C28—C29—C30—C25 | 1.0 (7) |
C2—C1—C6—C5 | 1.0 (7) | C19—P2—C31—C32 | −29.2 (4) |
P1—C1—C6—C5 | 178.4 (4) | C25—P2—C31—C32 | 78.4 (4) |
C4—C5—C6—C1 | −1.4 (8) | Cu1—P2—C31—C32 | −154.3 (3) |
C13—P1—C7—C8 | −113.3 (4) | C19—P2—C31—C36 | 150.4 (3) |
C1—P1—C7—C8 | 138.5 (4) | C25—P2—C31—C36 | −102.0 (3) |
Cu1—P1—C7—C8 | 6.6 (4) | Cu1—P2—C31—C36 | 25.4 (4) |
C13—P1—C7—C12 | 67.8 (4) | C36—C31—C32—C33 | 0.7 (7) |
C1—P1—C7—C12 | −40.4 (5) | P2—C31—C32—C33 | −179.7 (4) |
Cu1—P1—C7—C12 | −172.3 (4) | C31—C32—C33—C34 | 0.4 (8) |
C12—C7—C8—C9 | −1.3 (8) | C32—C33—C34—C35 | −0.6 (9) |
P1—C7—C8—C9 | 179.7 (5) | C33—C34—C35—C36 | −0.4 (8) |
C7—C8—C9—C10 | 1.3 (10) | C32—C31—C36—C35 | −1.7 (7) |
C8—C9—C10—C11 | −0.9 (10) | P2—C31—C36—C35 | 178.7 (4) |
C9—C10—C11—C12 | 0.6 (9) | C34—C35—C36—C31 | 1.6 (8) |
C8—C7—C12—C11 | 1.0 (8) | C38—N1—C37—N2 | −0.3 (5) |
P1—C7—C12—C11 | 179.9 (4) | C38—N1—C37—S1 | −179.1 (3) |
C10—C11—C12—C7 | −0.6 (9) | C39—N2—C37—N1 | −0.1 (5) |
C7—P1—C13—C18 | 21.5 (4) | C40—N2—C37—N1 | −176.5 (4) |
C1—P1—C13—C18 | 127.2 (4) | C39—N2—C37—S1 | 178.7 (3) |
Cu1—P1—C13—C18 | −101.1 (4) | C40—N2—C37—S1 | 2.3 (6) |
C7—P1—C13—C14 | −166.5 (3) | Cu1—S1—C37—N1 | −4.4 (4) |
C1—P1—C13—C14 | −60.8 (4) | Cu1—S1—C37—N2 | 177.0 (3) |
Cu1—P1—C13—C14 | 70.9 (3) | C37—N1—C38—C39 | 0.6 (6) |
C18—C13—C14—C15 | 1.4 (7) | N1—C38—C39—N2 | −0.7 (5) |
P1—C13—C14—C15 | −171.0 (4) | C37—N2—C39—C38 | 0.5 (5) |
C13—C14—C15—C16 | −1.0 (8) | C40—N2—C39—C38 | 176.9 (5) |
C14—C15—C16—C17 | 0.4 (9) |