Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805039851/ng6240sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805039851/ng6240Isup2.hkl |
CCDC reference: 296616
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.045
- wR factor = 0.136
- Data-to-parameter ratio = 15.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu - P1 .. 8.27 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C47 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C43 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for B
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C60 H46 B1 Cu1 F4 N2 P2 Atom count from _chemical_formula_moiety:C60 H46 B2 Cu1 F8 N2 P2
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion
Complex (I) was synthesized according to the method of Cuttell et al. (2002). A mixture of [Cu(NCCH3)4]BF4 (310.0 mg, 1.0 mmol) and triphenylphosphine (524.6 mg, 2.0 mmol) in CH2Cl2 (30 ml) was stirred at room temperature for 1 h, and then 4,7- diphenyl-1,10-phenanthroline (332.4 mg, 1.0 mmol) was added to the mixture. The reaction mixture was stirred for an additional 1 h and filtered, and the clear yellow filtrate was concentrated to ca 12 ml. Acetonitrile (about 10 ml) was added, and the vapor diffusion of diethyl ether into the resulting solution gave yellow crystals of the complex (80% yield).
H atoms were included in calculated positions and treated as riding atoms, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; 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.
Fig. 1. The molecular structure of the title compound, with 30% probability displacement ellipsoids. |
[Cu(C24H16N2)(C18H15P)2]BF4 | Dx = 1.321 Mg m−3 |
Mr = 1007.28 | Melting point: not measured K |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 20.5552 (15) Å | Cell parameters from 5088 reflections |
b = 11.9349 (9) Å | θ = 2.3–25.9° |
c = 21.2725 (15) Å | µ = 0.55 mm−1 |
β = 103.870 (1)° | T = 293 K |
V = 5066.5 (6) Å3 | Plate, yellow |
Z = 4 | 0.40 × 0.29 × 0.06 mm |
F(000) = 2080 |
Bruker SMART APEX CCD area-detector diffractometer | 9962 independent reflections |
Radiation source: fine-focus sealed tube | 7512 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
ϕ and ω scans | θmax = 26.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −24→25 |
Tmin = 0.845, Tmax = 0.966 | k = −14→11 |
27936 measured reflections | l = −26→21 |
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)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.136 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0841P)2] where P = (Fo2 + 2Fc2)/3 |
9962 reflections | (Δ/σ)max = 0.001 |
631 parameters | Δρmax = 0.70 e Å−3 |
0 restraints | Δρmin = −0.36 e Å−3 |
[Cu(C24H16N2)(C18H15P)2]BF4 | V = 5066.5 (6) Å3 |
Mr = 1007.28 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 20.5552 (15) Å | µ = 0.55 mm−1 |
b = 11.9349 (9) Å | T = 293 K |
c = 21.2725 (15) Å | 0.40 × 0.29 × 0.06 mm |
β = 103.870 (1)° |
Bruker SMART APEX CCD area-detector diffractometer | 9962 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | 7512 reflections with I > 2σ(I) |
Tmin = 0.845, Tmax = 0.966 | Rint = 0.028 |
27936 measured reflections |
R[F2 > 2σ(F2)] = 0.045 | 0 restraints |
wR(F2) = 0.136 | H-atom parameters constrained |
S = 1.05 | Δρmax = 0.70 e Å−3 |
9962 reflections | Δρmin = −0.36 e Å−3 |
631 parameters |
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 | ||
Cu | 0.455273 (13) | 0.39074 (2) | 0.201706 (13) | 0.04292 (11) | |
P1 | 0.48944 (3) | 0.56892 (6) | 0.23115 (3) | 0.04952 (17) | |
P2 | 0.51629 (3) | 0.29169 (5) | 0.14805 (3) | 0.04151 (15) | |
F1 | 0.88483 (14) | 0.7772 (5) | 0.06710 (19) | 0.272 (3) | |
F2 | 0.7936 (2) | 0.8083 (4) | 0.09472 (15) | 0.2216 (19) | |
F3 | 0.79908 (10) | 0.8227 (2) | −0.00819 (11) | 0.1292 (9) | |
F4 | 0.8039 (2) | 0.6648 (3) | 0.04541 (13) | 0.1993 (17) | |
N1 | 0.43069 (9) | 0.33170 (16) | 0.28508 (8) | 0.0407 (4) | |
N2 | 0.35140 (9) | 0.39038 (16) | 0.17070 (9) | 0.0433 (4) | |
C1 | 0.46993 (11) | 0.3067 (2) | 0.34234 (11) | 0.0477 (6) | |
H1A | 0.5158 | 0.3015 | 0.3457 | 0.057* | |
C2 | 0.44697 (12) | 0.2880 (2) | 0.39752 (11) | 0.0506 (6) | |
H2A | 0.4772 | 0.2708 | 0.4364 | 0.061* | |
C3 | 0.37986 (12) | 0.2945 (2) | 0.39521 (10) | 0.0454 (5) | |
C4 | 0.26466 (11) | 0.3210 (2) | 0.32451 (11) | 0.0504 (6) | |
H4A | 0.2456 | 0.3023 | 0.3586 | 0.061* | |
C5 | 0.22458 (12) | 0.3503 (2) | 0.26713 (12) | 0.0529 (6) | |
H5A | 0.1784 | 0.3503 | 0.2622 | 0.063* | |
C6 | 0.21156 (12) | 0.4201 (2) | 0.15292 (12) | 0.0475 (6) | |
C7 | 0.24348 (13) | 0.4351 (2) | 0.10349 (12) | 0.0556 (6) | |
H7A | 0.2187 | 0.4566 | 0.0627 | 0.067* | |
C8 | 0.31161 (13) | 0.4187 (2) | 0.11366 (11) | 0.0537 (6) | |
H8A | 0.3310 | 0.4280 | 0.0787 | 0.064* | |
C9 | 0.36363 (10) | 0.33747 (18) | 0.28148 (10) | 0.0386 (5) | |
C10 | 0.32081 (11) | 0.37041 (18) | 0.21967 (10) | 0.0397 (5) | |
C11 | 0.33579 (11) | 0.31778 (19) | 0.33436 (10) | 0.0414 (5) | |
C12 | 0.25172 (11) | 0.38175 (19) | 0.21327 (11) | 0.0433 (5) | |
C13 | 0.35408 (11) | 0.2823 (2) | 0.45467 (11) | 0.0486 (6) | |
C14 | 0.32609 (15) | 0.3747 (2) | 0.47864 (13) | 0.0661 (8) | |
H14A | 0.3215 | 0.4425 | 0.4564 | 0.079* | |
C15 | 0.30534 (17) | 0.3651 (3) | 0.53526 (15) | 0.0780 (9) | |
H15A | 0.2876 | 0.4273 | 0.5516 | 0.094* | |
C16 | 0.31021 (18) | 0.2673 (3) | 0.56744 (15) | 0.0890 (10) | |
H16A | 0.2959 | 0.2622 | 0.6056 | 0.107* | |
C17 | 0.33653 (18) | 0.1745 (3) | 0.54357 (15) | 0.0872 (10) | |
H17A | 0.3392 | 0.1066 | 0.5655 | 0.105* | |
C18 | 0.35893 (13) | 0.1818 (2) | 0.48723 (12) | 0.0615 (7) | |
H18A | 0.3771 | 0.1194 | 0.4716 | 0.074* | |
C19 | 0.13911 (12) | 0.4453 (2) | 0.14344 (13) | 0.0526 (6) | |
C20 | 0.11470 (14) | 0.5077 (2) | 0.18691 (14) | 0.0638 (7) | |
H20A | 0.1442 | 0.5355 | 0.2238 | 0.077* | |
C21 | 0.04650 (16) | 0.5302 (3) | 0.17675 (18) | 0.0786 (9) | |
H21A | 0.0305 | 0.5721 | 0.2067 | 0.094* | |
C22 | 0.00378 (17) | 0.4903 (4) | 0.1228 (2) | 0.0949 (12) | |
H22A | −0.0418 | 0.5054 | 0.1157 | 0.114* | |
C23 | 0.02659 (16) | 0.4288 (4) | 0.0793 (2) | 0.0938 (12) | |
H23A | −0.0036 | 0.4020 | 0.0425 | 0.113* | |
C24 | 0.09434 (14) | 0.4050 (3) | 0.08848 (15) | 0.0679 (8) | |
H24A | 0.1096 | 0.3626 | 0.0582 | 0.081* | |
C25 | 0.46637 (14) | 0.6020 (2) | 0.30686 (14) | 0.0569 (7) | |
C26 | 0.39873 (16) | 0.6124 (2) | 0.30488 (16) | 0.0673 (8) | |
H26A | 0.3674 | 0.6132 | 0.2652 | 0.081* | |
C27 | 0.37747 (19) | 0.6219 (3) | 0.3625 (2) | 0.0816 (10) | |
H27A | 0.3322 | 0.6304 | 0.3610 | 0.098* | |
C28 | 0.4230 (2) | 0.6186 (3) | 0.42053 (19) | 0.0921 (12) | |
H28A | 0.4086 | 0.6230 | 0.4587 | 0.111* | |
C29 | 0.4893 (2) | 0.6089 (3) | 0.42293 (17) | 0.0950 (12) | |
H29A | 0.5201 | 0.6075 | 0.4629 | 0.114* | |
C30 | 0.51166 (17) | 0.6010 (3) | 0.36697 (15) | 0.0801 (10) | |
H30A | 0.5573 | 0.5950 | 0.3694 | 0.096* | |
C31 | 0.57941 (13) | 0.5911 (2) | 0.24678 (13) | 0.0535 (6) | |
C32 | 0.62187 (14) | 0.5180 (2) | 0.28775 (13) | 0.0635 (7) | |
H32A | 0.6036 | 0.4615 | 0.3083 | 0.076* | |
C35 | 0.67761 (19) | 0.6822 (3) | 0.2278 (2) | 0.0943 (11) | |
H35A | 0.6967 | 0.7376 | 0.2072 | 0.113* | |
C33 | 0.69036 (16) | 0.5269 (3) | 0.29880 (16) | 0.0777 (9) | |
H33A | 0.7178 | 0.4765 | 0.3263 | 0.093* | |
C34 | 0.71795 (17) | 0.6096 (3) | 0.26946 (19) | 0.0856 (11) | |
H34A | 0.7643 | 0.6167 | 0.2778 | 0.103* | |
C36 | 0.60827 (15) | 0.6736 (3) | 0.21596 (16) | 0.0731 (8) | |
H36A | 0.5811 | 0.7230 | 0.1874 | 0.088* | |
C37 | 0.44997 (13) | 0.6816 (2) | 0.17722 (14) | 0.0560 (6) | |
C38 | 0.41520 (14) | 0.6550 (3) | 0.11452 (15) | 0.0665 (7) | |
H38A | 0.4148 | 0.5811 | 0.1005 | 0.080* | |
C39 | 0.38120 (16) | 0.7354 (3) | 0.07250 (17) | 0.0821 (9) | |
H39A | 0.3580 | 0.7157 | 0.0309 | 0.099* | |
C40 | 0.38201 (18) | 0.8449 (3) | 0.0929 (2) | 0.0877 (11) | |
H40A | 0.3591 | 0.8996 | 0.0651 | 0.105* | |
C41 | 0.41661 (18) | 0.8733 (3) | 0.1541 (2) | 0.0839 (10) | |
H41A | 0.4174 | 0.9477 | 0.1672 | 0.101* | |
C42 | 0.45046 (14) | 0.7933 (2) | 0.19714 (15) | 0.0664 (8) | |
H42A | 0.4732 | 0.8139 | 0.2388 | 0.080* | |
C43 | 0.57920 (11) | 0.3737 (2) | 0.11989 (11) | 0.0436 (5) | |
C44 | 0.55771 (14) | 0.4649 (2) | 0.08085 (14) | 0.0655 (7) | |
H44A | 0.5122 | 0.4813 | 0.0685 | 0.079* | |
C45 | 0.60288 (17) | 0.5328 (3) | 0.05974 (15) | 0.0759 (9) | |
H45A | 0.5872 | 0.5925 | 0.0322 | 0.091* | |
C46 | 0.66928 (17) | 0.5132 (3) | 0.07857 (16) | 0.0779 (9) | |
H46A | 0.6996 | 0.5596 | 0.0649 | 0.094* | |
C47 | 0.69097 (16) | 0.4247 (4) | 0.11776 (19) | 0.0922 (11) | |
H47A | 0.7367 | 0.4105 | 0.1309 | 0.111* | |
C48 | 0.64662 (13) | 0.3544 (3) | 0.13881 (15) | 0.0712 (8) | |
H48A | 0.6628 | 0.2942 | 0.1658 | 0.085* | |
C49 | 0.56292 (11) | 0.1755 (2) | 0.19338 (11) | 0.0449 (5) | |
C50 | 0.59621 (13) | 0.1904 (2) | 0.25763 (12) | 0.0611 (7) | |
H50A | 0.5970 | 0.2611 | 0.2762 | 0.073* | |
C51 | 0.62831 (16) | 0.1024 (3) | 0.29455 (14) | 0.0722 (9) | |
H51A | 0.6504 | 0.1140 | 0.3376 | 0.087* | |
C52 | 0.62763 (15) | −0.0008 (3) | 0.26800 (16) | 0.0737 (8) | |
H52A | 0.6487 | −0.0604 | 0.2930 | 0.088* | |
C53 | 0.59606 (18) | −0.0172 (3) | 0.20468 (17) | 0.0875 (11) | |
H53A | 0.5964 | −0.0879 | 0.1864 | 0.105* | |
C54 | 0.56372 (16) | 0.0699 (2) | 0.16757 (14) | 0.0709 (8) | |
H54A | 0.5421 | 0.0572 | 0.1245 | 0.085* | |
C55 | 0.46887 (11) | 0.22534 (19) | 0.07415 (11) | 0.0454 (5) | |
C56 | 0.49558 (14) | 0.2031 (2) | 0.02140 (11) | 0.0579 (7) | |
H56A | 0.5396 | 0.2230 | 0.0228 | 0.069* | |
C57 | 0.45732 (18) | 0.1517 (3) | −0.03307 (14) | 0.0780 (9) | |
H57A | 0.4759 | 0.1364 | −0.0679 | 0.094* | |
C58 | 0.39238 (18) | 0.1231 (3) | −0.03620 (16) | 0.0810 (9) | |
H58A | 0.3667 | 0.0896 | −0.0734 | 0.097* | |
C59 | 0.36479 (15) | 0.1435 (3) | 0.01511 (16) | 0.0746 (8) | |
H59A | 0.3206 | 0.1235 | 0.0131 | 0.089* | |
C60 | 0.40317 (12) | 0.1944 (2) | 0.07019 (14) | 0.0600 (7) | |
H60A | 0.3844 | 0.2081 | 0.1051 | 0.072* | |
B | 0.8229 (2) | 0.7711 (5) | 0.04944 (19) | 0.0914 (14) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.03950 (17) | 0.04885 (19) | 0.04452 (18) | −0.00028 (12) | 0.01815 (12) | −0.00510 (12) |
P1 | 0.0515 (4) | 0.0457 (4) | 0.0564 (4) | −0.0028 (3) | 0.0227 (3) | −0.0080 (3) |
P2 | 0.0397 (3) | 0.0444 (3) | 0.0437 (3) | −0.0006 (2) | 0.0163 (2) | −0.0059 (3) |
F1 | 0.0774 (18) | 0.479 (8) | 0.217 (3) | −0.067 (3) | −0.047 (2) | 0.179 (4) |
F2 | 0.333 (5) | 0.240 (4) | 0.112 (2) | 0.079 (4) | 0.094 (3) | 0.002 (2) |
F3 | 0.0821 (14) | 0.199 (3) | 0.1026 (16) | 0.0002 (15) | 0.0137 (12) | 0.0616 (17) |
F4 | 0.320 (5) | 0.163 (3) | 0.0974 (19) | −0.096 (3) | 0.017 (2) | −0.0014 (19) |
N1 | 0.0353 (10) | 0.0476 (11) | 0.0406 (10) | 0.0010 (8) | 0.0119 (8) | −0.0018 (8) |
N2 | 0.0401 (10) | 0.0539 (12) | 0.0378 (10) | 0.0022 (8) | 0.0129 (8) | −0.0001 (8) |
C1 | 0.0359 (12) | 0.0611 (16) | 0.0455 (13) | 0.0031 (11) | 0.0087 (10) | −0.0008 (11) |
C2 | 0.0475 (14) | 0.0647 (16) | 0.0380 (12) | 0.0069 (12) | 0.0073 (10) | −0.0017 (11) |
C3 | 0.0499 (14) | 0.0489 (14) | 0.0386 (12) | 0.0001 (11) | 0.0131 (10) | −0.0022 (10) |
C4 | 0.0425 (13) | 0.0688 (17) | 0.0444 (13) | 0.0008 (11) | 0.0192 (10) | 0.0056 (12) |
C5 | 0.0357 (12) | 0.0695 (17) | 0.0561 (15) | 0.0014 (12) | 0.0162 (11) | 0.0085 (13) |
C6 | 0.0396 (13) | 0.0522 (14) | 0.0497 (13) | −0.0005 (11) | 0.0084 (10) | 0.0047 (11) |
C7 | 0.0485 (14) | 0.0729 (18) | 0.0424 (13) | 0.0032 (13) | 0.0049 (11) | 0.0087 (12) |
C8 | 0.0519 (15) | 0.0721 (17) | 0.0392 (13) | 0.0006 (12) | 0.0153 (11) | 0.0029 (12) |
C9 | 0.0368 (12) | 0.0399 (12) | 0.0397 (11) | −0.0010 (9) | 0.0104 (9) | −0.0022 (9) |
C10 | 0.0391 (12) | 0.0430 (12) | 0.0384 (12) | −0.0010 (10) | 0.0118 (9) | −0.0025 (9) |
C11 | 0.0415 (12) | 0.0453 (13) | 0.0394 (12) | −0.0001 (10) | 0.0140 (9) | −0.0014 (10) |
C12 | 0.0355 (12) | 0.0507 (14) | 0.0442 (12) | 0.0001 (10) | 0.0103 (10) | 0.0019 (10) |
C13 | 0.0450 (13) | 0.0627 (16) | 0.0385 (12) | −0.0029 (11) | 0.0110 (10) | −0.0026 (11) |
C14 | 0.082 (2) | 0.0672 (19) | 0.0559 (16) | 0.0033 (15) | 0.0290 (15) | −0.0037 (13) |
C15 | 0.092 (2) | 0.090 (2) | 0.0619 (18) | 0.0042 (19) | 0.0368 (17) | −0.0149 (17) |
C16 | 0.108 (3) | 0.112 (3) | 0.0595 (18) | 0.000 (2) | 0.0460 (18) | 0.001 (2) |
C17 | 0.113 (3) | 0.093 (3) | 0.067 (2) | 0.004 (2) | 0.0435 (19) | 0.0213 (18) |
C18 | 0.0657 (17) | 0.0690 (19) | 0.0527 (15) | 0.0032 (14) | 0.0196 (13) | 0.0046 (13) |
C19 | 0.0407 (13) | 0.0534 (15) | 0.0619 (15) | 0.0035 (11) | 0.0091 (11) | 0.0152 (12) |
C20 | 0.0550 (16) | 0.0615 (17) | 0.0756 (18) | 0.0085 (13) | 0.0167 (13) | 0.0112 (15) |
C21 | 0.0617 (19) | 0.073 (2) | 0.108 (3) | 0.0202 (16) | 0.0327 (19) | 0.0224 (19) |
C22 | 0.0464 (18) | 0.103 (3) | 0.133 (3) | 0.0163 (19) | 0.017 (2) | 0.031 (3) |
C23 | 0.0477 (18) | 0.116 (3) | 0.104 (3) | −0.0080 (19) | −0.0089 (19) | 0.015 (2) |
C24 | 0.0502 (16) | 0.076 (2) | 0.0712 (19) | −0.0002 (14) | 0.0016 (14) | 0.0111 (15) |
C25 | 0.0659 (17) | 0.0457 (15) | 0.0665 (17) | −0.0062 (12) | 0.0304 (14) | −0.0149 (12) |
C26 | 0.076 (2) | 0.0553 (17) | 0.080 (2) | −0.0011 (14) | 0.0362 (16) | −0.0116 (14) |
C27 | 0.086 (2) | 0.063 (2) | 0.116 (3) | −0.0069 (16) | 0.064 (2) | −0.0215 (19) |
C28 | 0.128 (3) | 0.084 (2) | 0.082 (2) | −0.017 (2) | 0.058 (2) | −0.0316 (19) |
C29 | 0.110 (3) | 0.115 (3) | 0.066 (2) | −0.011 (2) | 0.033 (2) | −0.0364 (19) |
C30 | 0.075 (2) | 0.101 (3) | 0.068 (2) | −0.0106 (17) | 0.0251 (16) | −0.0354 (17) |
C31 | 0.0550 (15) | 0.0490 (15) | 0.0613 (16) | −0.0046 (12) | 0.0235 (12) | −0.0154 (12) |
C32 | 0.0641 (17) | 0.0654 (18) | 0.0631 (17) | −0.0003 (14) | 0.0194 (14) | −0.0116 (14) |
C35 | 0.081 (2) | 0.078 (2) | 0.141 (3) | −0.019 (2) | 0.059 (2) | −0.013 (2) |
C33 | 0.0624 (19) | 0.092 (2) | 0.079 (2) | 0.0052 (17) | 0.0172 (16) | −0.0275 (18) |
C34 | 0.0567 (19) | 0.101 (3) | 0.105 (3) | −0.0081 (19) | 0.0308 (19) | −0.037 (2) |
C36 | 0.0694 (19) | 0.0583 (18) | 0.101 (2) | −0.0047 (15) | 0.0384 (17) | −0.0024 (16) |
C37 | 0.0540 (15) | 0.0523 (16) | 0.0701 (17) | 0.0017 (12) | 0.0311 (13) | 0.0019 (13) |
C38 | 0.0672 (18) | 0.0649 (18) | 0.0726 (19) | 0.0008 (15) | 0.0267 (15) | 0.0059 (15) |
C39 | 0.075 (2) | 0.097 (3) | 0.077 (2) | −0.0012 (19) | 0.0237 (16) | 0.019 (2) |
C40 | 0.080 (2) | 0.089 (3) | 0.104 (3) | 0.020 (2) | 0.042 (2) | 0.036 (2) |
C41 | 0.087 (2) | 0.060 (2) | 0.121 (3) | 0.0151 (17) | 0.058 (2) | 0.010 (2) |
C42 | 0.0678 (18) | 0.0553 (17) | 0.084 (2) | 0.0049 (14) | 0.0341 (16) | −0.0012 (15) |
C43 | 0.0422 (12) | 0.0479 (14) | 0.0451 (13) | −0.0009 (10) | 0.0189 (10) | −0.0078 (10) |
C44 | 0.0569 (16) | 0.0620 (18) | 0.083 (2) | 0.0023 (13) | 0.0272 (14) | 0.0131 (15) |
C45 | 0.090 (2) | 0.0631 (19) | 0.083 (2) | −0.0055 (17) | 0.0368 (18) | 0.0124 (16) |
C46 | 0.074 (2) | 0.086 (2) | 0.083 (2) | −0.0254 (18) | 0.0380 (17) | −0.0033 (19) |
C47 | 0.0448 (17) | 0.120 (3) | 0.116 (3) | −0.0115 (18) | 0.0278 (17) | 0.017 (2) |
C48 | 0.0463 (15) | 0.081 (2) | 0.090 (2) | 0.0041 (14) | 0.0238 (14) | 0.0199 (17) |
C49 | 0.0440 (13) | 0.0493 (14) | 0.0440 (13) | −0.0012 (10) | 0.0153 (10) | −0.0010 (10) |
C50 | 0.0619 (16) | 0.0704 (18) | 0.0525 (15) | 0.0118 (14) | 0.0164 (13) | −0.0113 (13) |
C51 | 0.0697 (19) | 0.099 (3) | 0.0460 (15) | 0.0130 (17) | 0.0104 (13) | 0.0046 (16) |
C52 | 0.073 (2) | 0.067 (2) | 0.078 (2) | 0.0043 (16) | 0.0114 (16) | 0.0208 (17) |
C53 | 0.108 (3) | 0.0475 (17) | 0.088 (2) | 0.0024 (17) | −0.015 (2) | 0.0008 (16) |
C54 | 0.092 (2) | 0.0482 (16) | 0.0616 (17) | 0.0002 (15) | −0.0041 (15) | −0.0030 (13) |
C55 | 0.0460 (13) | 0.0431 (13) | 0.0467 (13) | 0.0021 (10) | 0.0104 (10) | −0.0037 (10) |
C56 | 0.0602 (16) | 0.0664 (17) | 0.0486 (14) | −0.0037 (13) | 0.0162 (12) | −0.0108 (12) |
C57 | 0.090 (2) | 0.089 (2) | 0.0530 (17) | −0.0055 (19) | 0.0138 (16) | −0.0199 (16) |
C58 | 0.082 (2) | 0.086 (2) | 0.0635 (19) | −0.0065 (18) | −0.0046 (17) | −0.0208 (16) |
C59 | 0.0502 (16) | 0.078 (2) | 0.089 (2) | −0.0021 (15) | 0.0025 (15) | −0.0173 (17) |
C60 | 0.0479 (15) | 0.0630 (17) | 0.0693 (17) | −0.0009 (12) | 0.0144 (12) | −0.0162 (14) |
B | 0.078 (3) | 0.131 (4) | 0.059 (2) | −0.040 (3) | 0.0050 (19) | 0.015 (2) |
Cu—N2 | 2.0782 (19) | C26—H26A | 0.9300 |
Cu—N1 | 2.0802 (17) | C27—C28 | 1.360 (5) |
Cu—P2 | 2.2271 (6) | C27—H27A | 0.9300 |
Cu—P1 | 2.2796 (7) | C28—C29 | 1.357 (5) |
P1—C31 | 1.818 (3) | C28—H28A | 0.9300 |
P1—C37 | 1.826 (3) | C29—C30 | 1.378 (4) |
P1—C25 | 1.828 (3) | C29—H29A | 0.9300 |
P2—C55 | 1.820 (2) | C30—H30A | 0.9300 |
P2—C49 | 1.824 (2) | C31—C32 | 1.385 (4) |
P2—C43 | 1.833 (2) | C31—C36 | 1.392 (4) |
F1—B | 1.239 (5) | C32—C33 | 1.375 (4) |
F2—B | 1.329 (5) | C32—H32A | 0.9300 |
F3—B | 1.354 (4) | C35—C34 | 1.368 (5) |
F4—B | 1.324 (6) | C35—C36 | 1.390 (4) |
N1—C1 | 1.324 (3) | C35—H35A | 0.9300 |
N1—C9 | 1.364 (3) | C33—C34 | 1.362 (5) |
N2—C8 | 1.334 (3) | C33—H33A | 0.9300 |
N2—C10 | 1.361 (3) | C34—H34A | 0.9300 |
C1—C2 | 1.384 (3) | C36—H36A | 0.9300 |
C1—H1A | 0.9300 | C37—C38 | 1.391 (4) |
C2—C3 | 1.371 (3) | C37—C42 | 1.399 (4) |
C2—H2A | 0.9300 | C38—C39 | 1.381 (4) |
C3—C11 | 1.418 (3) | C38—H38A | 0.9300 |
C3—C13 | 1.491 (3) | C39—C40 | 1.376 (5) |
C4—C5 | 1.345 (3) | C39—H39A | 0.9300 |
C4—C11 | 1.427 (3) | C40—C41 | 1.369 (5) |
C4—H4A | 0.9300 | C40—H40A | 0.9300 |
C5—C12 | 1.439 (3) | C41—C42 | 1.388 (4) |
C5—H5A | 0.9300 | C41—H41A | 0.9300 |
C6—C7 | 1.378 (3) | C42—H42A | 0.9300 |
C6—C12 | 1.425 (3) | C43—C48 | 1.367 (3) |
C6—C19 | 1.485 (3) | C43—C44 | 1.377 (4) |
C7—C8 | 1.379 (3) | C44—C45 | 1.385 (4) |
C7—H7A | 0.9300 | C44—H44A | 0.9300 |
C8—H8A | 0.9300 | C45—C46 | 1.348 (4) |
C9—C11 | 1.399 (3) | C45—H45A | 0.9300 |
C9—C10 | 1.450 (3) | C46—C47 | 1.353 (5) |
C10—C12 | 1.400 (3) | C46—H46A | 0.9300 |
C13—C18 | 1.377 (4) | C47—C48 | 1.390 (4) |
C13—C14 | 1.396 (4) | C47—H47A | 0.9300 |
C14—C15 | 1.376 (4) | C48—H48A | 0.9300 |
C14—H14A | 0.9300 | C49—C54 | 1.376 (4) |
C15—C16 | 1.344 (5) | C49—C50 | 1.385 (3) |
C15—H15A | 0.9300 | C50—C51 | 1.381 (4) |
C16—C17 | 1.382 (5) | C50—H50A | 0.9300 |
C16—H16A | 0.9300 | C51—C52 | 1.354 (4) |
C17—C18 | 1.386 (4) | C51—H51A | 0.9300 |
C17—H17A | 0.9300 | C52—C53 | 1.362 (4) |
C18—H18A | 0.9300 | C52—H52A | 0.9300 |
C19—C20 | 1.373 (4) | C53—C54 | 1.377 (4) |
C19—C24 | 1.389 (4) | C53—H53A | 0.9300 |
C20—C21 | 1.392 (4) | C54—H54A | 0.9300 |
C20—H20A | 0.9300 | C55—C60 | 1.383 (3) |
C21—C22 | 1.353 (5) | C55—C56 | 1.388 (3) |
C21—H21A | 0.9300 | C56—C57 | 1.379 (4) |
C22—C23 | 1.351 (5) | C56—H56A | 0.9300 |
C22—H22A | 0.9300 | C57—C58 | 1.364 (5) |
C23—C24 | 1.388 (4) | C57—H57A | 0.9300 |
C23—H23A | 0.9300 | C58—C59 | 1.367 (5) |
C24—H24A | 0.9300 | C58—H58A | 0.9300 |
C25—C26 | 1.386 (4) | C59—C60 | 1.386 (4) |
C25—C30 | 1.389 (4) | C59—H59A | 0.9300 |
C26—C27 | 1.401 (4) | C60—H60A | 0.9300 |
N2—Cu—N1 | 80.14 (7) | C29—C28—C27 | 120.2 (3) |
N2—Cu—P2 | 119.88 (5) | C29—C28—H28A | 119.9 |
N1—Cu—P2 | 122.61 (5) | C27—C28—H28A | 119.9 |
N2—Cu—P1 | 108.34 (5) | C28—C29—C30 | 120.9 (4) |
N1—Cu—P1 | 101.75 (5) | C28—C29—H29A | 119.6 |
P2—Cu—P1 | 117.50 (2) | C30—C29—H29A | 119.6 |
C31—P1—C37 | 106.67 (12) | C29—C30—C25 | 120.4 (3) |
C31—P1—C25 | 105.94 (12) | C29—C30—H30A | 119.8 |
C37—P1—C25 | 102.96 (12) | C25—C30—H30A | 119.8 |
C31—P1—Cu | 114.78 (8) | C32—C31—C36 | 117.8 (3) |
C37—P1—Cu | 116.93 (10) | C32—C31—P1 | 118.9 (2) |
C25—P1—Cu | 108.41 (8) | C36—C31—P1 | 123.1 (2) |
C55—P2—C49 | 103.33 (11) | C33—C32—C31 | 121.6 (3) |
C55—P2—C43 | 102.93 (10) | C33—C32—H32A | 119.2 |
C49—P2—C43 | 104.84 (10) | C31—C32—H32A | 119.2 |
C55—P2—Cu | 115.00 (8) | C34—C35—C36 | 120.4 (3) |
C49—P2—Cu | 114.94 (7) | C34—C35—H35A | 119.8 |
C43—P2—Cu | 114.34 (8) | C36—C35—H35A | 119.8 |
C1—N1—C9 | 116.61 (18) | C34—C33—C32 | 120.0 (3) |
C1—N1—Cu | 129.93 (15) | C34—C33—H33A | 120.0 |
C9—N1—Cu | 112.57 (14) | C32—C33—H33A | 120.0 |
C8—N2—C10 | 116.5 (2) | C33—C34—C35 | 120.1 (3) |
C8—N2—Cu | 130.33 (16) | C33—C34—H34A | 119.9 |
C10—N2—Cu | 112.68 (14) | C35—C34—H34A | 119.9 |
N1—C1—C2 | 124.1 (2) | C35—C36—C31 | 120.1 (3) |
N1—C1—H1A | 118.0 | C35—C36—H36A | 120.0 |
C2—C1—H1A | 118.0 | C31—C36—H36A | 120.0 |
C3—C2—C1 | 120.3 (2) | C38—C37—C42 | 118.2 (3) |
C3—C2—H2A | 119.8 | C38—C37—P1 | 118.9 (2) |
C1—C2—H2A | 119.8 | C42—C37—P1 | 122.8 (2) |
C2—C3—C11 | 117.4 (2) | C39—C38—C37 | 121.8 (3) |
C2—C3—C13 | 121.6 (2) | C39—C38—H38A | 119.1 |
C11—C3—C13 | 121.0 (2) | C37—C38—H38A | 119.1 |
C5—C4—C11 | 121.6 (2) | C40—C39—C38 | 119.3 (3) |
C5—C4—H4A | 119.2 | C40—C39—H39A | 120.3 |
C11—C4—H4A | 119.2 | C38—C39—H39A | 120.3 |
C4—C5—C12 | 121.4 (2) | C41—C40—C39 | 120.0 (3) |
C4—C5—H5A | 119.3 | C41—C40—H40A | 120.0 |
C12—C5—H5A | 119.3 | C39—C40—H40A | 120.0 |
C7—C6—C12 | 116.8 (2) | C40—C41—C42 | 121.4 (3) |
C7—C6—C19 | 121.0 (2) | C40—C41—H41A | 119.3 |
C12—C6—C19 | 122.2 (2) | C42—C41—H41A | 119.3 |
C6—C7—C8 | 120.9 (2) | C41—C42—C37 | 119.3 (3) |
C6—C7—H7A | 119.6 | C41—C42—H42A | 120.3 |
C8—C7—H7A | 119.6 | C37—C42—H42A | 120.3 |
N2—C8—C7 | 123.8 (2) | C48—C43—C44 | 117.8 (2) |
N2—C8—H8A | 118.1 | C48—C43—P2 | 124.0 (2) |
C7—C8—H8A | 118.1 | C44—C43—P2 | 118.04 (18) |
N1—C9—C11 | 123.31 (19) | C43—C44—C45 | 121.0 (3) |
N1—C9—C10 | 116.76 (18) | C43—C44—H44A | 119.5 |
C11—C9—C10 | 119.88 (19) | C45—C44—H44A | 119.5 |
N2—C10—C12 | 123.5 (2) | C46—C45—C44 | 120.8 (3) |
N2—C10—C9 | 116.75 (19) | C46—C45—H45A | 119.6 |
C12—C10—C9 | 119.69 (19) | C44—C45—H45A | 119.6 |
C9—C11—C3 | 118.17 (19) | C45—C46—C47 | 118.6 (3) |
C9—C11—C4 | 118.7 (2) | C45—C46—H46A | 120.7 |
C3—C11—C4 | 123.15 (19) | C47—C46—H46A | 120.7 |
C10—C12—C6 | 118.3 (2) | C46—C47—C48 | 121.7 (3) |
C10—C12—C5 | 118.4 (2) | C46—C47—H47A | 119.2 |
C6—C12—C5 | 123.3 (2) | C48—C47—H47A | 119.2 |
C18—C13—C14 | 119.4 (2) | C43—C48—C47 | 120.0 (3) |
C18—C13—C3 | 120.9 (2) | C43—C48—H48A | 120.0 |
C14—C13—C3 | 119.6 (2) | C47—C48—H48A | 120.0 |
C15—C14—C13 | 119.7 (3) | C54—C49—C50 | 117.5 (2) |
C15—C14—H14A | 120.2 | C54—C49—P2 | 122.69 (19) |
C13—C14—H14A | 120.2 | C50—C49—P2 | 119.75 (19) |
C16—C15—C14 | 121.2 (3) | C51—C50—C49 | 121.3 (3) |
C16—C15—H15A | 119.4 | C51—C50—H50A | 119.4 |
C14—C15—H15A | 119.4 | C49—C50—H50A | 119.4 |
C15—C16—C17 | 119.8 (3) | C52—C51—C50 | 119.9 (3) |
C15—C16—H16A | 120.1 | C52—C51—H51A | 120.0 |
C17—C16—H16A | 120.1 | C50—C51—H51A | 120.0 |
C16—C17—C18 | 120.5 (3) | C51—C52—C53 | 119.9 (3) |
C16—C17—H17A | 119.8 | C51—C52—H52A | 120.0 |
C18—C17—H17A | 119.8 | C53—C52—H52A | 120.0 |
C13—C18—C17 | 119.4 (3) | C52—C53—C54 | 120.6 (3) |
C13—C18—H18A | 120.3 | C52—C53—H53A | 119.7 |
C17—C18—H18A | 120.3 | C54—C53—H53A | 119.7 |
C20—C19—C24 | 118.6 (3) | C49—C54—C53 | 120.9 (3) |
C20—C19—C6 | 122.4 (2) | C49—C54—H54A | 119.6 |
C24—C19—C6 | 119.0 (3) | C53—C54—H54A | 119.6 |
C19—C20—C21 | 121.1 (3) | C60—C55—C56 | 118.0 (2) |
C19—C20—H20A | 119.4 | C60—C55—P2 | 118.79 (18) |
C21—C20—H20A | 119.4 | C56—C55—P2 | 123.20 (18) |
C22—C21—C20 | 119.2 (3) | C57—C56—C55 | 120.5 (3) |
C22—C21—H21A | 120.4 | C57—C56—H56A | 119.7 |
C20—C21—H21A | 120.4 | C55—C56—H56A | 119.7 |
C23—C22—C21 | 120.7 (3) | C58—C57—C56 | 120.4 (3) |
C23—C22—H22A | 119.6 | C58—C57—H57A | 119.8 |
C21—C22—H22A | 119.6 | C56—C57—H57A | 119.8 |
C22—C23—C24 | 121.0 (3) | C57—C58—C59 | 120.3 (3) |
C22—C23—H23A | 119.5 | C57—C58—H58A | 119.8 |
C24—C23—H23A | 119.5 | C59—C58—H58A | 119.8 |
C23—C24—C19 | 119.2 (3) | C58—C59—C60 | 119.5 (3) |
C23—C24—H24A | 120.4 | C58—C59—H59A | 120.3 |
C19—C24—H24A | 120.4 | C60—C59—H59A | 120.3 |
C26—C25—C30 | 118.3 (3) | C55—C60—C59 | 121.2 (3) |
C26—C25—P1 | 117.6 (2) | C55—C60—H60A | 119.4 |
C30—C25—P1 | 123.4 (2) | C59—C60—H60A | 119.4 |
C25—C26—C27 | 120.1 (3) | F1—B—F4 | 110.0 (5) |
C25—C26—H26A | 120.0 | F1—B—F2 | 111.8 (4) |
C27—C26—H26A | 120.0 | F4—B—F2 | 100.8 (4) |
C28—C27—C26 | 120.1 (3) | F1—B—F3 | 111.7 (3) |
C28—C27—H27A | 120.0 | F4—B—F3 | 109.9 (4) |
C26—C27—H27A | 120.0 | F2—B—F3 | 112.0 (5) |
N2—Cu—P1—C31 | −170.13 (11) | C19—C20—C21—C22 | −0.5 (5) |
N1—Cu—P1—C31 | 106.50 (11) | C20—C21—C22—C23 | 0.3 (5) |
P2—Cu—P1—C31 | −30.28 (10) | C21—C22—C23—C24 | −0.1 (6) |
N2—Cu—P1—C37 | −44.06 (10) | C22—C23—C24—C19 | 0.0 (5) |
N1—Cu—P1—C37 | −127.43 (10) | C20—C19—C24—C23 | −0.1 (4) |
P2—Cu—P1—C37 | 95.79 (9) | C6—C19—C24—C23 | −179.7 (3) |
N2—Cu—P1—C25 | 71.68 (11) | C31—P1—C25—C26 | 168.1 (2) |
N1—Cu—P1—C25 | −11.70 (11) | C37—P1—C25—C26 | 56.2 (2) |
P2—Cu—P1—C25 | −148.48 (10) | Cu—P1—C25—C26 | −68.3 (2) |
N2—Cu—P2—C55 | 5.36 (11) | C31—P1—C25—C30 | −21.6 (3) |
N1—Cu—P2—C55 | 103.01 (10) | C37—P1—C25—C30 | −133.5 (3) |
P1—Cu—P2—C55 | −129.73 (9) | Cu—P1—C25—C30 | 102.0 (2) |
N2—Cu—P2—C49 | −114.47 (10) | C30—C25—C26—C27 | 0.1 (4) |
N1—Cu—P2—C49 | −16.82 (11) | P1—C25—C26—C27 | 170.9 (2) |
P1—Cu—P2—C49 | 110.44 (9) | C25—C26—C27—C28 | −1.3 (5) |
N2—Cu—P2—C43 | 124.17 (10) | C26—C27—C28—C29 | 1.6 (5) |
N1—Cu—P2—C43 | −138.18 (10) | C27—C28—C29—C30 | −0.7 (6) |
P1—Cu—P2—C43 | −10.92 (9) | C28—C29—C30—C25 | −0.5 (6) |
N2—Cu—N1—C1 | −177.1 (2) | C26—C25—C30—C29 | 0.8 (5) |
P2—Cu—N1—C1 | 63.6 (2) | P1—C25—C30—C29 | −169.5 (3) |
P1—Cu—N1—C1 | −70.3 (2) | C37—P1—C31—C32 | 178.8 (2) |
N2—Cu—N1—C9 | −8.53 (15) | C25—P1—C31—C32 | 69.6 (2) |
P2—Cu—N1—C9 | −127.82 (13) | Cu—P1—C31—C32 | −50.0 (2) |
P1—Cu—N1—C9 | 98.33 (14) | C37—P1—C31—C36 | −5.9 (3) |
N1—Cu—N2—C8 | −179.4 (2) | C25—P1—C31—C36 | −115.1 (2) |
P2—Cu—N2—C8 | −57.4 (2) | Cu—P1—C31—C36 | 125.3 (2) |
P1—Cu—N2—C8 | 81.3 (2) | C36—C31—C32—C33 | 1.0 (4) |
N1—Cu—N2—C10 | 9.19 (15) | P1—C31—C32—C33 | 176.6 (2) |
P2—Cu—N2—C10 | 131.26 (14) | C31—C32—C33—C34 | 0.4 (4) |
P1—Cu—N2—C10 | −90.02 (15) | C32—C33—C34—C35 | −1.6 (5) |
C9—N1—C1—C2 | −0.8 (4) | C36—C35—C34—C33 | 1.3 (5) |
Cu—N1—C1—C2 | 167.47 (19) | C34—C35—C36—C31 | 0.2 (5) |
N1—C1—C2—C3 | 0.1 (4) | C32—C31—C36—C35 | −1.4 (4) |
C1—C2—C3—C11 | 1.7 (4) | P1—C31—C36—C35 | −176.7 (2) |
C1—C2—C3—C13 | −175.8 (2) | C31—P1—C37—C38 | 113.7 (2) |
C11—C4—C5—C12 | −1.1 (4) | C25—P1—C37—C38 | −135.1 (2) |
C12—C6—C7—C8 | −3.1 (4) | Cu—P1—C37—C38 | −16.3 (2) |
C19—C6—C7—C8 | 175.7 (2) | C31—P1—C37—C42 | −69.4 (2) |
C10—N2—C8—C7 | 4.2 (4) | C25—P1—C37—C42 | 41.9 (2) |
Cu—N2—C8—C7 | −166.9 (2) | Cu—P1—C37—C42 | 160.57 (18) |
C6—C7—C8—N2 | −1.5 (4) | C42—C37—C38—C39 | −0.6 (4) |
C1—N1—C9—C11 | −0.5 (3) | P1—C37—C38—C39 | 176.4 (2) |
Cu—N1—C9—C11 | −170.71 (18) | C37—C38—C39—C40 | 0.4 (5) |
C1—N1—C9—C10 | 176.9 (2) | C38—C39—C40—C41 | 0.4 (5) |
Cu—N1—C9—C10 | 6.7 (2) | C39—C40—C41—C42 | −1.0 (5) |
C8—N2—C10—C12 | −2.2 (3) | C40—C41—C42—C37 | 0.9 (4) |
Cu—N2—C10—C12 | 170.49 (17) | C38—C37—C42—C41 | 0.0 (4) |
C8—N2—C10—C9 | 178.9 (2) | P1—C37—C42—C41 | −177.0 (2) |
Cu—N2—C10—C9 | −8.5 (2) | C55—P2—C43—C48 | −115.8 (2) |
N1—C9—C10—N2 | 1.2 (3) | C49—P2—C43—C48 | −8.0 (3) |
C11—C9—C10—N2 | 178.7 (2) | Cu—P2—C43—C48 | 118.8 (2) |
N1—C9—C10—C12 | −177.8 (2) | C55—P2—C43—C44 | 68.9 (2) |
C11—C9—C10—C12 | −0.3 (3) | C49—P2—C43—C44 | 176.7 (2) |
N1—C9—C11—C3 | 2.3 (3) | Cu—P2—C43—C44 | −56.6 (2) |
C10—C9—C11—C3 | −175.1 (2) | C48—C43—C44—C45 | 2.1 (4) |
N1—C9—C11—C4 | −177.1 (2) | P2—C43—C44—C45 | 177.7 (2) |
C10—C9—C11—C4 | 5.5 (3) | C43—C44—C45—C46 | −2.1 (5) |
C2—C3—C11—C9 | −2.8 (3) | C44—C45—C46—C47 | 1.0 (5) |
C13—C3—C11—C9 | 174.8 (2) | C45—C46—C47—C48 | −0.1 (6) |
C2—C3—C11—C4 | 176.6 (2) | C44—C43—C48—C47 | −1.1 (5) |
C13—C3—C11—C4 | −5.9 (4) | P2—C43—C48—C47 | −176.5 (3) |
C5—C4—C11—C9 | −4.9 (4) | C46—C47—C48—C43 | 0.1 (6) |
C5—C4—C11—C3 | 175.7 (2) | C55—P2—C49—C54 | 7.3 (3) |
N2—C10—C12—C6 | −2.3 (3) | C43—P2—C49—C54 | −100.1 (2) |
C9—C10—C12—C6 | 176.7 (2) | Cu—P2—C49—C54 | 133.5 (2) |
N2—C10—C12—C5 | 175.5 (2) | C55—P2—C49—C50 | −168.92 (19) |
C9—C10—C12—C5 | −5.5 (3) | C43—P2—C49—C50 | 83.6 (2) |
C7—C6—C12—C10 | 4.8 (3) | Cu—P2—C49—C50 | −42.8 (2) |
C19—C6—C12—C10 | −173.9 (2) | C54—C49—C50—C51 | −0.7 (4) |
C7—C6—C12—C5 | −172.9 (3) | P2—C49—C50—C51 | 175.7 (2) |
C19—C6—C12—C5 | 8.4 (4) | C49—C50—C51—C52 | 0.1 (5) |
C4—C5—C12—C10 | 6.3 (4) | C50—C51—C52—C53 | 0.9 (5) |
C4—C5—C12—C6 | −176.0 (2) | C51—C52—C53—C54 | −1.1 (5) |
C2—C3—C13—C18 | −66.8 (3) | C50—C49—C54—C53 | 0.5 (4) |
C11—C3—C13—C18 | 115.7 (3) | P2—C49—C54—C53 | −175.9 (3) |
C2—C3—C13—C14 | 111.6 (3) | C52—C53—C54—C49 | 0.4 (5) |
C11—C3—C13—C14 | −65.9 (3) | C49—P2—C55—C60 | 96.7 (2) |
C18—C13—C14—C15 | 1.7 (4) | C43—P2—C55—C60 | −154.3 (2) |
C3—C13—C14—C15 | −176.8 (3) | Cu—P2—C55—C60 | −29.3 (2) |
C13—C14—C15—C16 | −1.4 (5) | C49—P2—C55—C56 | −82.7 (2) |
C14—C15—C16—C17 | 0.1 (6) | C43—P2—C55—C56 | 26.3 (2) |
C15—C16—C17—C18 | 1.0 (6) | Cu—P2—C55—C56 | 151.27 (19) |
C14—C13—C18—C17 | −0.6 (4) | C60—C55—C56—C57 | 0.0 (4) |
C3—C13—C18—C17 | 177.8 (3) | P2—C55—C56—C57 | 179.4 (2) |
C16—C17—C18—C13 | −0.7 (5) | C55—C56—C57—C58 | 0.8 (5) |
C7—C6—C19—C20 | −132.1 (3) | C56—C57—C58—C59 | −1.0 (5) |
C12—C6—C19—C20 | 46.5 (4) | C57—C58—C59—C60 | 0.5 (5) |
C7—C6—C19—C24 | 47.5 (4) | C56—C55—C60—C59 | −0.5 (4) |
C12—C6—C19—C24 | −133.8 (3) | P2—C55—C60—C59 | −179.9 (2) |
C24—C19—C20—C21 | 0.3 (4) | C58—C59—C60—C55 | 0.2 (5) |
C6—C19—C20—C21 | 179.9 (3) |
Experimental details
Crystal data | |
Chemical formula | [Cu(C24H16N2)(C18H15P)2]BF4 |
Mr | 1007.28 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 293 |
a, b, c (Å) | 20.5552 (15), 11.9349 (9), 21.2725 (15) |
β (°) | 103.870 (1) |
V (Å3) | 5066.5 (6) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.55 |
Crystal size (mm) | 0.40 × 0.29 × 0.06 |
Data collection | |
Diffractometer | Bruker SMART APEX CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 1998) |
Tmin, Tmax | 0.845, 0.966 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 27936, 9962, 7512 |
Rint | 0.028 |
(sin θ/λ)max (Å−1) | 0.618 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.136, 1.05 |
No. of reflections | 9962 |
No. of parameters | 631 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.70, −0.36 |
Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1998), SHELXTL.
Cu—N2 | 2.0782 (19) | Cu—P2 | 2.2271 (6) |
Cu—N1 | 2.0802 (17) | Cu—P1 | 2.2796 (7) |
N2—Cu—N1 | 80.14 (7) | N2—Cu—P1 | 108.34 (5) |
N2—Cu—P2 | 119.88 (5) | N1—Cu—P1 | 101.75 (5) |
N1—Cu—P2 | 122.61 (5) | P2—Cu—P1 | 117.50 (2) |
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It is well known that the mixed-ligand complexes Cu(PPh3)2(NN)+, where PPh3 and NN denote triphenylphosphine and 4,7-diphenyl-1,10-phenanthroline, respectively, both exhibit strong phosphorescent emissions in the solid state at room temperature. These CuI complexes have been investigated for a long time, with regard to their preparation (Kirchhoff et al., 1985), photophysical properties (Palmer et al., 1987) and so on. However, reports on the crystal structures of complexes with 4,7-diphenyl-1,10-phenanthroline or its derivatives are rare (Chesnut et al., 2001). We report here the crystal structure of a 4,7-diphenyl-1,10-phenanthroline CuI complex, (I).
The title compound, Cu(PPh3)2(NN)+·BF4−, consists of mononuclear Cu(PPh3)2(NN)+ and BF4−. The CuI atom is four-coordinated by two P atoms of distinct PPh3 groups and two N donors of derivatives of 1,10-phenanthroline, to form a tetrahedron coordination geometry (Fig. 1). The mean Cu—P1 and Cu—P2 bond lengths are 2.2796 (7) and 2.2271 (6) Å, respectively. (Fig. 1). The configuration around the Cu atom is given by the angles listed in Table 1.