Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805024888/hb6239sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805024888/hb6239Isup2.hkl |
CCDC reference: 283916
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.
[CuCl(C12H8N2)(C26H24OP2)]·CH2Cl2 | Z = 2 |
Mr = 778.51 | F(000) = 800 |
Triclinic, P1 | Dx = 1.397 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.7313 (5) Å | Cell parameters from 947 reflections |
b = 12.5460 (6) Å | θ = 2.7–24.2° |
c = 14.2184 (7) Å | µ = 0.93 mm−1 |
α = 107.319 (1)° | T = 293 K |
β = 95.294 (1)° | Block, yellow |
γ = 108.767 (1)° | 0.30 × 0.25 × 0.25 mm |
V = 1850.20 (15) Å3 |
Bruker SMART CCD diffractometer | 8933 independent reflections |
Radiation source: fine-focus sealed tube | 6332 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
φ and ω scans | θmax = 28.2°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −15→15 |
Tmin = 0.768, Tmax = 0.801 | k = −16→16 |
22495 measured reflections | l = −18→18 |
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.103 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0542P)2] where P = (Fo2 + 2Fc2)/3 |
8933 reflections | (Δ/σ)max = 0.021 |
461 parameters | Δρmax = 0.36 e Å−3 |
78 restraints | Δρmin = −0.31 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 | Occ. (<1) | |
Cu1 | 0.52562 (2) | 0.028576 (18) | 0.218401 (17) | 0.04659 (9) | |
P1 | 0.62552 (4) | 0.22128 (4) | 0.29228 (4) | 0.03900 (12) | |
P2 | 0.30327 (4) | 0.32084 (4) | 0.34985 (4) | 0.04336 (12) | |
Cl1 | 0.32713 (5) | −0.02773 (4) | 0.12647 (4) | 0.05651 (14) | |
N2 | 0.48380 (15) | −0.09253 (13) | 0.29667 (11) | 0.0462 (4) | |
C13 | 0.76391 (16) | 0.26455 (16) | 0.38715 (14) | 0.0418 (4) | |
C19 | 0.68057 (16) | 0.30814 (15) | 0.21181 (14) | 0.0401 (4) | |
N1 | 0.59407 (14) | −0.09948 (14) | 0.13897 (12) | 0.0487 (4) | |
C26 | 0.41562 (16) | 0.27642 (16) | 0.28694 (14) | 0.0433 (4) | |
H26A | 0.3790 | 0.1917 | 0.2467 | 0.052* | |
H26B | 0.4380 | 0.3205 | 0.2416 | 0.052* | |
O1 | 0.34311 (13) | 0.45151 (11) | 0.40602 (11) | 0.0568 (4) | |
C25 | 0.53219 (16) | 0.29890 (17) | 0.36013 (14) | 0.0437 (4) | |
H25A | 0.5099 | 0.2694 | 0.4142 | 0.052* | |
H25B | 0.5796 | 0.3844 | 0.3895 | 0.052* | |
C27 | 0.16679 (18) | 0.26721 (19) | 0.25272 (15) | 0.0503 (5) | |
C33 | 0.26767 (17) | 0.23348 (17) | 0.43139 (15) | 0.0462 (4) | |
C11 | 0.50222 (17) | −0.19510 (16) | 0.24974 (14) | 0.0453 (4) | |
C18 | 0.80396 (18) | 0.36370 (18) | 0.47486 (15) | 0.0506 (5) | |
H18A | 0.7605 | 0.4149 | 0.4877 | 0.061* | |
C12 | 0.56288 (17) | −0.19833 (16) | 0.16667 (14) | 0.0472 (4) | |
C10 | 0.4285 (2) | −0.08949 (19) | 0.37369 (16) | 0.0583 (5) | |
H10A | 0.4149 | −0.0198 | 0.4060 | 0.070* | |
C24 | 0.7536 (2) | 0.42989 (17) | 0.25159 (17) | 0.0558 (5) | |
H24A | 0.7743 | 0.4691 | 0.3210 | 0.067* | |
C20 | 0.65090 (18) | 0.25236 (18) | 0.10840 (15) | 0.0504 (5) | |
H20A | 0.6021 | 0.1712 | 0.0805 | 0.060* | |
C14 | 0.83101 (19) | 0.18978 (19) | 0.36992 (17) | 0.0567 (5) | |
H14A | 0.8050 | 0.1223 | 0.3117 | 0.068* | |
C7 | 0.4643 (2) | −0.29566 (18) | 0.28065 (17) | 0.0586 (5) | |
C17 | 0.9080 (2) | 0.3871 (2) | 0.54346 (17) | 0.0646 (6) | |
H17A | 0.9341 | 0.4539 | 0.6022 | 0.078* | |
C22 | 0.7653 (2) | 0.4357 (2) | 0.08696 (18) | 0.0614 (6) | |
H22A | 0.7939 | 0.4783 | 0.0450 | 0.074* | |
C23 | 0.7954 (2) | 0.49255 (19) | 0.18943 (19) | 0.0646 (6) | |
H23A | 0.8443 | 0.5738 | 0.2169 | 0.077* | |
C4 | 0.5864 (2) | −0.30112 (19) | 0.11795 (18) | 0.0619 (6) | |
C1 | 0.6510 (2) | −0.1017 (2) | 0.06259 (17) | 0.0643 (6) | |
H1B | 0.6715 | −0.0352 | 0.0422 | 0.077* | |
C21 | 0.6926 (2) | 0.3152 (2) | 0.04598 (17) | 0.0593 (5) | |
H21A | 0.6718 | 0.2766 | −0.0235 | 0.071* | |
C16 | 0.9732 (2) | 0.3123 (2) | 0.52549 (19) | 0.0707 (7) | |
H16A | 1.0426 | 0.3278 | 0.5724 | 0.085* | |
C8 | 0.4068 (2) | −0.2867 (2) | 0.36302 (19) | 0.0713 (7) | |
H8A | 0.3806 | −0.3511 | 0.3857 | 0.086* | |
C34 | 0.2713 (2) | 0.2931 (2) | 0.53117 (17) | 0.0597 (5) | |
H34A | 0.2948 | 0.3762 | 0.5547 | 0.072* | |
C15 | 0.9358 (2) | 0.2145 (2) | 0.4382 (2) | 0.0710 (7) | |
H15A | 0.9810 | 0.1649 | 0.4251 | 0.085* | |
C6 | 0.4873 (3) | −0.3994 (2) | 0.2272 (2) | 0.0769 (7) | |
H6A | 0.4613 | −0.4667 | 0.2462 | 0.092* | |
C32 | 0.1066 (2) | 0.1486 (2) | 0.1920 (2) | 0.0773 (7) | |
H32A | 0.1380 | 0.0913 | 0.1985 | 0.093* | |
C36 | 0.2071 (3) | 0.1103 (3) | 0.5634 (2) | 0.0809 (8) | |
H36A | 0.1851 | 0.0687 | 0.6072 | 0.097* | |
C9 | 0.3895 (2) | −0.1840 (2) | 0.40933 (19) | 0.0725 (7) | |
H9A | 0.3519 | −0.1767 | 0.4645 | 0.087* | |
C28 | 0.1186 (3) | 0.3479 (3) | 0.2386 (2) | 0.0878 (9) | |
H28A | 0.1582 | 0.4289 | 0.2768 | 0.105* | |
C2 | 0.6818 (2) | −0.1985 (3) | 0.01135 (19) | 0.0789 (8) | |
H2A | 0.7240 | −0.1953 | −0.0406 | 0.095* | |
C38 | 0.2363 (2) | 0.1102 (2) | 0.39937 (19) | 0.0683 (6) | |
H38A | 0.2359 | 0.0683 | 0.3332 | 0.082* | |
C3 | 0.6490 (2) | −0.2982 (3) | 0.0386 (2) | 0.0789 (7) | |
H3A | 0.6681 | −0.3640 | 0.0047 | 0.095* | |
C5 | 0.5450 (3) | −0.4028 (2) | 0.1509 (2) | 0.0794 (8) | |
H5A | 0.5589 | −0.4721 | 0.1181 | 0.095* | |
C35 | 0.2407 (2) | 0.2312 (3) | 0.59647 (19) | 0.0766 (7) | |
H35A | 0.2431 | 0.2726 | 0.6633 | 0.092* | |
C31 | 0.0006 (2) | 0.1142 (3) | 0.1219 (2) | 0.0907 (9) | |
H31A | −0.0390 | 0.0338 | 0.0818 | 0.109* | |
C37 | 0.2055 (3) | 0.0489 (2) | 0.4653 (2) | 0.0827 (8) | |
H37A | 0.1837 | −0.0339 | 0.4432 | 0.099* | |
C30 | −0.0469 (3) | 0.1954 (3) | 0.1104 (2) | 0.0924 (9) | |
H30A | −0.1188 | 0.1714 | 0.0633 | 0.111* | |
C29 | 0.0113 (3) | 0.3110 (3) | 0.1680 (3) | 0.1185 (13) | |
H29A | −0.0208 | 0.3675 | 0.1605 | 0.142* | |
Cl3 | 0.9853 (5) | 0.8112 (5) | 0.2075 (6) | 0.230 (3) | 0.586 (8) |
C39 | 1.0655 (9) | 0.7390 (9) | 0.1258 (7) | 0.157 (4) | 0.586 (8) |
H39A | 1.0095 | 0.6822 | 0.0634 | 0.189* | 0.586 (8) |
H39B | 1.1303 | 0.7977 | 0.1100 | 0.189* | 0.586 (8) |
Cl2 | 1.1277 (4) | 0.6648 (5) | 0.1897 (4) | 0.226 (3) | 0.586 (8) |
Cl3' | 0.9723 (6) | 0.7889 (6) | 0.1560 (8) | 0.174 (3) | 0.414 (8) |
Cl2' | 1.1019 (6) | 0.6338 (5) | 0.1447 (5) | 0.214 (4) | 0.414 (8) |
C39' | 1.1044 (10) | 0.7728 (9) | 0.2067 (12) | 0.175 (6) | 0.414 (8) |
H39D | 1.1770 | 0.8329 | 0.2005 | 0.210* | 0.414 (8) |
H39C | 1.1080 | 0.7846 | 0.2777 | 0.210* | 0.414 (8) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.04985 (15) | 0.03199 (13) | 0.05552 (16) | 0.01184 (10) | 0.00878 (11) | 0.01596 (11) |
P1 | 0.0356 (2) | 0.0315 (2) | 0.0485 (3) | 0.01127 (19) | 0.0082 (2) | 0.0132 (2) |
P2 | 0.0407 (3) | 0.0362 (2) | 0.0540 (3) | 0.0179 (2) | 0.0084 (2) | 0.0130 (2) |
Cl1 | 0.0515 (3) | 0.0466 (3) | 0.0602 (3) | 0.0126 (2) | 0.0004 (2) | 0.0121 (2) |
N2 | 0.0567 (10) | 0.0371 (8) | 0.0455 (9) | 0.0163 (7) | 0.0082 (8) | 0.0170 (7) |
C13 | 0.0356 (9) | 0.0385 (9) | 0.0530 (11) | 0.0120 (8) | 0.0119 (8) | 0.0193 (8) |
C19 | 0.0375 (9) | 0.0344 (9) | 0.0486 (10) | 0.0140 (7) | 0.0088 (8) | 0.0138 (8) |
N1 | 0.0482 (9) | 0.0483 (9) | 0.0485 (9) | 0.0170 (8) | 0.0102 (7) | 0.0161 (7) |
C26 | 0.0408 (10) | 0.0379 (9) | 0.0518 (11) | 0.0165 (8) | 0.0084 (8) | 0.0148 (8) |
O1 | 0.0598 (9) | 0.0363 (7) | 0.0705 (9) | 0.0216 (6) | 0.0083 (7) | 0.0104 (6) |
C25 | 0.0372 (9) | 0.0407 (10) | 0.0500 (11) | 0.0144 (8) | 0.0077 (8) | 0.0116 (8) |
C27 | 0.0434 (11) | 0.0548 (12) | 0.0554 (12) | 0.0235 (9) | 0.0105 (9) | 0.0169 (10) |
C33 | 0.0404 (10) | 0.0469 (11) | 0.0547 (12) | 0.0205 (9) | 0.0109 (8) | 0.0173 (9) |
C11 | 0.0469 (11) | 0.0361 (9) | 0.0500 (11) | 0.0140 (8) | −0.0011 (8) | 0.0155 (8) |
C18 | 0.0436 (11) | 0.0521 (12) | 0.0525 (11) | 0.0181 (9) | 0.0083 (9) | 0.0131 (9) |
C12 | 0.0443 (10) | 0.0382 (10) | 0.0515 (11) | 0.0154 (8) | −0.0019 (9) | 0.0085 (9) |
C10 | 0.0744 (15) | 0.0491 (12) | 0.0552 (12) | 0.0225 (11) | 0.0189 (11) | 0.0219 (10) |
C24 | 0.0640 (13) | 0.0386 (10) | 0.0570 (12) | 0.0109 (9) | 0.0160 (10) | 0.0135 (9) |
C20 | 0.0479 (11) | 0.0441 (11) | 0.0526 (12) | 0.0134 (9) | 0.0046 (9) | 0.0133 (9) |
C14 | 0.0483 (12) | 0.0543 (12) | 0.0640 (13) | 0.0242 (10) | 0.0060 (10) | 0.0118 (10) |
C7 | 0.0618 (13) | 0.0421 (11) | 0.0690 (14) | 0.0155 (10) | −0.0019 (11) | 0.0238 (10) |
C17 | 0.0549 (13) | 0.0672 (15) | 0.0570 (13) | 0.0179 (11) | 0.0017 (10) | 0.0088 (11) |
C22 | 0.0652 (14) | 0.0639 (14) | 0.0733 (15) | 0.0283 (12) | 0.0259 (12) | 0.0406 (12) |
C23 | 0.0725 (15) | 0.0401 (11) | 0.0782 (16) | 0.0111 (10) | 0.0248 (12) | 0.0243 (11) |
C4 | 0.0589 (13) | 0.0486 (12) | 0.0687 (14) | 0.0254 (10) | −0.0005 (11) | 0.0049 (10) |
C1 | 0.0621 (14) | 0.0688 (15) | 0.0596 (14) | 0.0226 (12) | 0.0165 (11) | 0.0194 (11) |
C21 | 0.0635 (14) | 0.0659 (14) | 0.0496 (12) | 0.0245 (12) | 0.0090 (10) | 0.0218 (11) |
C16 | 0.0469 (13) | 0.0835 (17) | 0.0765 (16) | 0.0231 (12) | −0.0032 (11) | 0.0262 (14) |
C8 | 0.0805 (17) | 0.0575 (14) | 0.0800 (17) | 0.0141 (12) | 0.0112 (14) | 0.0435 (13) |
C34 | 0.0594 (13) | 0.0579 (13) | 0.0588 (13) | 0.0219 (11) | 0.0109 (10) | 0.0160 (11) |
C15 | 0.0505 (13) | 0.0682 (15) | 0.0979 (19) | 0.0317 (12) | 0.0052 (12) | 0.0260 (14) |
C6 | 0.0873 (19) | 0.0418 (12) | 0.104 (2) | 0.0251 (12) | 0.0078 (16) | 0.0300 (13) |
C32 | 0.0643 (15) | 0.0638 (15) | 0.0900 (18) | 0.0235 (13) | −0.0072 (13) | 0.0142 (13) |
C36 | 0.0854 (19) | 0.095 (2) | 0.0825 (19) | 0.0351 (16) | 0.0291 (15) | 0.0529 (17) |
C9 | 0.0885 (18) | 0.0736 (16) | 0.0633 (14) | 0.0243 (14) | 0.0254 (13) | 0.0378 (13) |
C28 | 0.0866 (19) | 0.0734 (17) | 0.101 (2) | 0.0481 (15) | −0.0135 (15) | 0.0162 (15) |
C2 | 0.0675 (16) | 0.100 (2) | 0.0604 (15) | 0.0344 (15) | 0.0223 (12) | 0.0094 (14) |
C38 | 0.0892 (18) | 0.0535 (13) | 0.0683 (14) | 0.0285 (12) | 0.0246 (13) | 0.0246 (11) |
C3 | 0.0791 (18) | 0.0704 (17) | 0.0775 (17) | 0.0409 (14) | 0.0104 (14) | −0.0008 (14) |
C5 | 0.0894 (19) | 0.0428 (13) | 0.101 (2) | 0.0356 (13) | 0.0009 (16) | 0.0108 (13) |
C35 | 0.0801 (17) | 0.092 (2) | 0.0592 (15) | 0.0329 (15) | 0.0141 (13) | 0.0267 (14) |
C31 | 0.0648 (16) | 0.088 (2) | 0.087 (2) | 0.0158 (15) | −0.0153 (14) | 0.0078 (16) |
C37 | 0.105 (2) | 0.0599 (15) | 0.098 (2) | 0.0321 (15) | 0.0327 (17) | 0.0417 (15) |
C30 | 0.0640 (17) | 0.124 (3) | 0.0800 (19) | 0.0391 (18) | −0.0061 (14) | 0.0233 (19) |
C29 | 0.107 (3) | 0.106 (3) | 0.137 (3) | 0.066 (2) | −0.032 (2) | 0.023 (2) |
Cl3 | 0.213 (4) | 0.139 (3) | 0.269 (6) | −0.036 (3) | 0.064 (4) | 0.078 (3) |
C39 | 0.129 (7) | 0.190 (10) | 0.155 (7) | 0.019 (7) | 0.006 (6) | 0.114 (7) |
Cl2 | 0.123 (2) | 0.329 (7) | 0.285 (5) | 0.054 (3) | 0.011 (3) | 0.230 (5) |
Cl3' | 0.138 (4) | 0.163 (5) | 0.286 (8) | 0.076 (4) | 0.083 (4) | 0.133 (5) |
Cl2' | 0.168 (5) | 0.180 (5) | 0.224 (5) | 0.011 (3) | 0.128 (4) | 0.001 (4) |
C39' | 0.126 (10) | 0.161 (11) | 0.258 (15) | 0.034 (8) | −0.001 (10) | 0.134 (12) |
Cu1—N2 | 2.1013 (15) | C22—C21 | 1.381 (3) |
Cu1—N1 | 2.1020 (16) | C22—H22A | 0.9300 |
Cu1—P1 | 2.1817 (5) | C23—H23A | 0.9300 |
Cu1—Cl1 | 2.3366 (6) | C4—C3 | 1.405 (4) |
P1—C19 | 1.8275 (18) | C4—C5 | 1.443 (4) |
P1—C13 | 1.8283 (19) | C1—C2 | 1.393 (3) |
P1—C25 | 1.8438 (18) | C1—H1B | 0.9300 |
P2—O1 | 1.4841 (14) | C21—H21A | 0.9300 |
P2—C26 | 1.8003 (18) | C16—C15 | 1.373 (3) |
P2—C27 | 1.808 (2) | C16—H16A | 0.9300 |
P2—C33 | 1.809 (2) | C8—C9 | 1.350 (4) |
N2—C10 | 1.321 (3) | C8—H8A | 0.9300 |
N2—C11 | 1.357 (2) | C34—C35 | 1.380 (3) |
C13—C18 | 1.384 (3) | C34—H34A | 0.9300 |
C13—C14 | 1.391 (3) | C15—H15A | 0.9300 |
C19—C20 | 1.382 (3) | C6—C5 | 1.327 (4) |
C19—C24 | 1.393 (3) | C6—H6A | 0.9300 |
N1—C1 | 1.325 (3) | C32—C31 | 1.378 (3) |
N1—C12 | 1.361 (2) | C32—H32A | 0.9300 |
C26—C25 | 1.532 (3) | C36—C35 | 1.354 (4) |
C26—H26A | 0.9700 | C36—C37 | 1.373 (4) |
C26—H26B | 0.9700 | C36—H36A | 0.9300 |
C25—H25A | 0.9700 | C9—H9A | 0.9300 |
C25—H25B | 0.9700 | C28—C29 | 1.386 (4) |
C27—C28 | 1.361 (3) | C28—H28A | 0.9300 |
C27—C32 | 1.380 (3) | C2—C3 | 1.368 (4) |
C33—C34 | 1.382 (3) | C2—H2A | 0.9300 |
C33—C38 | 1.385 (3) | C38—C37 | 1.383 (3) |
C11—C7 | 1.410 (3) | C38—H38A | 0.9300 |
C11—C12 | 1.431 (3) | C3—H3A | 0.9300 |
C18—C17 | 1.381 (3) | C5—H5A | 0.9300 |
C18—H18A | 0.9300 | C35—H35A | 0.9300 |
C12—C4 | 1.397 (3) | C31—C30 | 1.349 (4) |
C10—C9 | 1.387 (3) | C31—H31A | 0.9300 |
C10—H10A | 0.9300 | C37—H37A | 0.9300 |
C24—C23 | 1.373 (3) | C30—C29 | 1.339 (4) |
C24—H24A | 0.9300 | C30—H30A | 0.9300 |
C20—C21 | 1.377 (3) | C29—H29A | 0.9300 |
C20—H20A | 0.9300 | Cl3—C39 | 1.782 (8) |
C14—C15 | 1.380 (3) | C39—Cl2 | 1.745 (7) |
C14—H14A | 0.9300 | C39—H39A | 0.9700 |
C7—C8 | 1.399 (3) | C39—H39B | 0.9700 |
C7—C6 | 1.421 (3) | Cl3'—C39' | 1.745 (9) |
C17—C16 | 1.374 (3) | Cl2'—C39' | 1.693 (9) |
C17—H17A | 0.9300 | C39'—H39D | 0.9700 |
C22—C23 | 1.371 (3) | C39'—H39C | 0.9700 |
N2—Cu1—N1 | 79.34 (6) | C22—C23—C24 | 120.2 (2) |
N2—Cu1—P1 | 123.40 (4) | C22—C23—H23A | 119.9 |
N1—Cu1—P1 | 127.45 (5) | C24—C23—H23A | 119.9 |
N2—Cu1—Cl1 | 97.80 (5) | C12—C4—C3 | 116.9 (2) |
N1—Cu1—Cl1 | 105.20 (5) | C12—C4—C5 | 118.8 (2) |
P1—Cu1—Cl1 | 115.61 (2) | C3—C4—C5 | 124.3 (2) |
C19—P1—C13 | 102.92 (8) | N1—C1—C2 | 123.3 (2) |
C19—P1—C25 | 102.38 (8) | N1—C1—H1B | 118.4 |
C13—P1—C25 | 104.08 (8) | C2—C1—H1B | 118.4 |
C19—P1—Cu1 | 117.16 (6) | C20—C21—C22 | 119.8 (2) |
C13—P1—Cu1 | 115.56 (6) | C20—C21—H21A | 120.1 |
C25—P1—Cu1 | 113.00 (6) | C22—C21—H21A | 120.1 |
O1—P2—C26 | 114.62 (9) | C15—C16—C17 | 119.9 (2) |
O1—P2—C27 | 111.82 (9) | C15—C16—H16A | 120.1 |
C26—P2—C27 | 105.58 (9) | C17—C16—H16A | 120.1 |
O1—P2—C33 | 112.00 (9) | C9—C8—C7 | 119.5 (2) |
C26—P2—C33 | 105.34 (8) | C9—C8—H8A | 120.2 |
C27—P2—C33 | 106.89 (9) | C7—C8—H8A | 120.2 |
C10—N2—C11 | 117.44 (17) | C35—C34—C33 | 121.0 (2) |
C10—N2—Cu1 | 129.55 (14) | C35—C34—H34A | 119.5 |
C11—N2—Cu1 | 112.28 (12) | C33—C34—H34A | 119.5 |
C18—C13—C14 | 118.45 (18) | C16—C15—C14 | 120.0 (2) |
C18—C13—P1 | 124.74 (14) | C16—C15—H15A | 120.0 |
C14—C13—P1 | 116.79 (15) | C14—C15—H15A | 120.0 |
C20—C19—C24 | 118.35 (17) | C5—C6—C7 | 121.8 (2) |
C20—C19—P1 | 119.72 (14) | C5—C6—H6A | 119.1 |
C24—C19—P1 | 121.92 (14) | C7—C6—H6A | 119.1 |
C1—N1—C12 | 117.53 (18) | C31—C32—C27 | 120.7 (2) |
C1—N1—Cu1 | 129.77 (15) | C31—C32—H32A | 119.7 |
C12—N1—Cu1 | 112.38 (13) | C27—C32—H32A | 119.7 |
C25—C26—P2 | 112.92 (13) | C35—C36—C37 | 120.2 (2) |
C25—C26—H26A | 109.0 | C35—C36—H36A | 119.9 |
P2—C26—H26A | 109.0 | C37—C36—H36A | 119.9 |
C25—C26—H26B | 109.0 | C8—C9—C10 | 119.2 (2) |
P2—C26—H26B | 109.0 | C8—C9—H9A | 120.4 |
H26A—C26—H26B | 107.8 | C10—C9—H9A | 120.4 |
C26—C25—P1 | 109.59 (12) | C27—C28—C29 | 121.0 (3) |
C26—C25—H25A | 109.8 | C27—C28—H28A | 119.5 |
P1—C25—H25A | 109.8 | C29—C28—H28A | 119.5 |
C26—C25—H25B | 109.8 | C3—C2—C1 | 119.0 (2) |
P1—C25—H25B | 109.8 | C3—C2—H2A | 120.5 |
H25A—C25—H25B | 108.2 | C1—C2—H2A | 120.5 |
C28—C27—C32 | 117.3 (2) | C37—C38—C33 | 120.4 (2) |
C28—C27—P2 | 118.52 (18) | C37—C38—H38A | 119.8 |
C32—C27—P2 | 124.19 (17) | C33—C38—H38A | 119.8 |
C34—C33—C38 | 118.2 (2) | C2—C3—C4 | 119.8 (2) |
C34—C33—P2 | 118.09 (16) | C2—C3—H3A | 120.1 |
C38—C33—P2 | 123.73 (16) | C4—C3—H3A | 120.1 |
N2—C11—C7 | 122.19 (19) | C6—C5—C4 | 121.3 (2) |
N2—C11—C12 | 117.54 (16) | C6—C5—H5A | 119.3 |
C7—C11—C12 | 120.27 (18) | C4—C5—H5A | 119.3 |
C17—C18—C13 | 120.48 (19) | C36—C35—C34 | 120.1 (2) |
C17—C18—H18A | 119.8 | C36—C35—H35A | 120.0 |
C13—C18—H18A | 119.8 | C34—C35—H35A | 120.0 |
N1—C12—C4 | 123.4 (2) | C30—C31—C32 | 121.0 (3) |
N1—C12—C11 | 117.29 (16) | C30—C31—H31A | 119.5 |
C4—C12—C11 | 119.34 (19) | C32—C31—H31A | 119.5 |
N2—C10—C9 | 123.9 (2) | C36—C37—C38 | 120.1 (2) |
N2—C10—H10A | 118.0 | C36—C37—H37A | 120.0 |
C9—C10—H10A | 118.0 | C38—C37—H37A | 120.0 |
C23—C24—C19 | 120.7 (2) | C29—C30—C31 | 119.0 (3) |
C23—C24—H24A | 119.6 | C29—C30—H30A | 120.5 |
C19—C24—H24A | 119.6 | C31—C30—H30A | 120.5 |
C21—C20—C19 | 120.97 (19) | C30—C29—C28 | 121.1 (3) |
C21—C20—H20A | 119.5 | C30—C29—H29A | 119.5 |
C19—C20—H20A | 119.5 | C28—C29—H29A | 119.5 |
C15—C14—C13 | 120.8 (2) | Cl2—C39—Cl3 | 106.7 (5) |
C15—C14—H14A | 119.6 | Cl2—C39—H39A | 110.4 |
C13—C14—H14A | 119.6 | Cl3—C39—H39A | 110.4 |
C8—C7—C11 | 117.7 (2) | Cl2—C39—H39B | 110.4 |
C8—C7—C6 | 123.9 (2) | Cl3—C39—H39B | 110.4 |
C11—C7—C6 | 118.4 (2) | H39A—C39—H39B | 108.6 |
C16—C17—C18 | 120.4 (2) | Cl2'—C39'—Cl3' | 109.5 (7) |
C16—C17—H17A | 119.8 | Cl2'—C39'—H39D | 109.8 |
C18—C17—H17A | 119.8 | Cl3'—C39'—H39D | 109.8 |
C23—C22—C21 | 120.0 (2) | Cl2'—C39'—H39C | 109.8 |
C23—C22—H22A | 120.0 | Cl3'—C39'—H39C | 109.8 |
C21—C22—H22A | 120.0 | H39D—C39'—H39C | 108.2 |
N2—Cu1—P1—C19 | 167.98 (8) | Cu1—N1—C12—C11 | −6.3 (2) |
N1—Cu1—P1—C19 | 64.92 (9) | N2—C11—C12—N1 | −2.0 (2) |
Cl1—Cu1—P1—C19 | −72.27 (7) | C7—C11—C12—N1 | 178.24 (18) |
N2—Cu1—P1—C13 | 46.38 (9) | N2—C11—C12—C4 | 178.39 (18) |
N1—Cu1—P1—C13 | −56.68 (9) | C7—C11—C12—C4 | −1.3 (3) |
Cl1—Cu1—P1—C13 | 166.13 (7) | C11—N2—C10—C9 | 0.5 (3) |
N2—Cu1—P1—C25 | −73.35 (9) | Cu1—N2—C10—C9 | 169.86 (18) |
N1—Cu1—P1—C25 | −176.41 (9) | C20—C19—C24—C23 | −0.3 (3) |
Cl1—Cu1—P1—C25 | 46.40 (7) | P1—C19—C24—C23 | 178.90 (17) |
N1—Cu1—N2—C10 | −179.30 (19) | C24—C19—C20—C21 | 0.1 (3) |
P1—Cu1—N2—C10 | 52.60 (19) | P1—C19—C20—C21 | −179.08 (16) |
Cl1—Cu1—N2—C10 | −75.20 (18) | C18—C13—C14—C15 | −0.6 (3) |
N1—Cu1—N2—C11 | −9.52 (13) | P1—C13—C14—C15 | −179.09 (18) |
P1—Cu1—N2—C11 | −137.62 (11) | N2—C11—C7—C8 | −0.4 (3) |
Cl1—Cu1—N2—C11 | 94.58 (12) | C12—C11—C7—C8 | 179.3 (2) |
C19—P1—C13—C18 | 86.44 (17) | N2—C11—C7—C6 | −180.0 (2) |
C25—P1—C13—C18 | −20.08 (19) | C12—C11—C7—C6 | −0.3 (3) |
Cu1—P1—C13—C18 | −144.59 (15) | C13—C18—C17—C16 | 0.1 (3) |
C19—P1—C13—C14 | −95.21 (16) | C21—C22—C23—C24 | 0.1 (4) |
C25—P1—C13—C14 | 158.27 (15) | C19—C24—C23—C22 | 0.2 (3) |
Cu1—P1—C13—C14 | 33.76 (17) | N1—C12—C4—C3 | 2.0 (3) |
C13—P1—C19—C20 | 132.32 (15) | C11—C12—C4—C3 | −178.39 (19) |
C25—P1—C19—C20 | −119.86 (15) | N1—C12—C4—C5 | −177.52 (19) |
Cu1—P1—C19—C20 | 4.35 (17) | C11—C12—C4—C5 | 2.0 (3) |
C13—P1—C19—C24 | −46.87 (17) | C12—N1—C1—C2 | −1.1 (3) |
C25—P1—C19—C24 | 60.95 (17) | Cu1—N1—C1—C2 | −174.09 (17) |
Cu1—P1—C19—C24 | −174.83 (14) | C19—C20—C21—C22 | 0.2 (3) |
N2—Cu1—N1—C1 | −178.27 (19) | C23—C22—C21—C20 | −0.3 (3) |
P1—Cu1—N1—C1 | −54.1 (2) | C18—C17—C16—C15 | 0.9 (4) |
Cl1—Cu1—N1—C1 | 86.46 (18) | C11—C7—C8—C9 | 0.1 (3) |
N2—Cu1—N1—C12 | 8.49 (12) | C6—C7—C8—C9 | 179.6 (2) |
P1—Cu1—N1—C12 | 132.64 (11) | C38—C33—C34—C35 | −2.1 (3) |
Cl1—Cu1—N1—C12 | −86.78 (12) | P2—C33—C34—C35 | 177.56 (18) |
O1—P2—C26—C25 | 64.58 (15) | C17—C16—C15—C14 | −1.7 (4) |
C27—P2—C26—C25 | −171.91 (13) | C13—C14—C15—C16 | 1.6 (4) |
C33—P2—C26—C25 | −59.00 (15) | C8—C7—C6—C5 | −178.3 (2) |
P2—C26—C25—P1 | 167.58 (9) | C11—C7—C6—C5 | 1.2 (4) |
C19—P1—C25—C26 | 69.58 (14) | C28—C27—C32—C31 | −1.5 (4) |
C13—P1—C25—C26 | 176.51 (12) | P2—C27—C32—C31 | 177.8 (2) |
Cu1—P1—C25—C26 | −57.36 (14) | C7—C8—C9—C10 | 0.5 (4) |
O1—P2—C27—C28 | 2.2 (2) | N2—C10—C9—C8 | −0.8 (4) |
C26—P2—C27—C28 | −123.1 (2) | C32—C27—C28—C29 | 1.9 (4) |
C33—P2—C27—C28 | 125.1 (2) | P2—C27—C28—C29 | −177.4 (3) |
O1—P2—C27—C32 | −177.0 (2) | N1—C1—C2—C3 | 1.9 (4) |
C26—P2—C27—C32 | 57.7 (2) | C34—C33—C38—C37 | 2.2 (3) |
C33—P2—C27—C32 | −54.1 (2) | P2—C33—C38—C37 | −177.4 (2) |
O1—P2—C33—C34 | 4.87 (19) | C1—C2—C3—C4 | −0.7 (4) |
C26—P2—C33—C34 | 130.09 (16) | C12—C4—C3—C2 | −1.2 (3) |
C27—P2—C33—C34 | −117.92 (16) | C5—C4—C3—C2 | 178.3 (2) |
O1—P2—C33—C38 | −175.52 (18) | C7—C6—C5—C4 | −0.5 (4) |
C26—P2—C33—C38 | −50.3 (2) | C12—C4—C5—C6 | −1.2 (4) |
C27—P2—C33—C38 | 61.7 (2) | C3—C4—C5—C6 | 179.3 (3) |
C10—N2—C11—C7 | 0.1 (3) | C37—C36—C35—C34 | 1.2 (4) |
Cu1—N2—C11—C7 | −171.00 (15) | C33—C34—C35—C36 | 0.4 (4) |
C10—N2—C11—C12 | −179.59 (17) | C27—C32—C31—C30 | 0.3 (5) |
Cu1—N2—C11—C12 | 9.3 (2) | C35—C36—C37—C38 | −1.0 (4) |
C14—C13—C18—C17 | −0.2 (3) | C33—C38—C37—C36 | −0.7 (4) |
P1—C13—C18—C17 | 178.14 (16) | C32—C31—C30—C29 | 0.5 (5) |
C1—N1—C12—C4 | −0.9 (3) | C31—C30—C29—C28 | 0.0 (6) |
Cu1—N1—C12—C4 | 173.24 (15) | C27—C28—C29—C30 | −1.2 (6) |
C1—N1—C12—C11 | 179.53 (18) |