Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803010973/tk6109sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803010973/tk6109Isup2.hkl |
CCDC reference: 214797
[Cu(PPh3)3(CH3CN)]PF6·CH3CN (0.25 g), prepared by crystallization from an acetonitrile solution of a 3:1 stoichiometric ratio of PPh3 and [Cu(CH3CN)4]PF6 as described for the synthesis of the analogous perchlorate complex (Barron et al., 1985), was suspended in ethanol (20 ml). The resultant mixture was gently boiled for 30 min giving a clear solution. The hot solution was filtered and left to stand overnight, yielding crystalline hexagonal plates of (I) (m.p. 502–506 K). Analysis found: C 65.2, H 4.7%; calculated for C54H45CuF6P4F6: C 65.2, H 4.6%.
H atoms were constrained as riding atoms, fixed to their parent C atoms at a C—H distance of 0.95 Å. Uiso(H) values were set to 1.2Ueq of the parent atom.
Data collection: MSC/AFC7 Diffractometer Control for Windows (Molecular Structure Corporation, 1999); cell refinement: MSC/AFC7 Diffractometer Control for Windows; data reduction: TEXSAN for Windows (Molecular Structure Corporation, 1997-2001); program(s) used to solve structure: TEXSAN for Windows; program(s) used to refine structure: TEXSAN for Windows and SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2001); software used to prepare material for publication: TEXSAN for Windows and PLATON.
[Cu(C18H15P)3](PF6) | Z = 2 |
Mr = 995.33 | F(000) = 1024 |
Triclinic, P1 | Dx = 1.371 Mg m−3 |
Hall symbol: -P 1 | Melting point: 502 - 506 K K |
a = 11.057 (2) Å | Mo Kα radiation, λ = 0.71069 Å |
b = 12.1900 (18) Å | Cell parameters from 25 reflections |
c = 18.790 (3) Å | θ = 12.8–15.3° |
α = 88.4 (8)° | µ = 0.65 mm−1 |
β = 100.633 (15)° | T = 295 K |
γ = 104.349 (13)° | Plates, colorless |
V = 2411.0 (10) Å3 | 0.30 × 0.20 × 0.15 mm |
Rigaku AFC-7R diffractometer | Rint = 0.042 |
Radiation source: Rigaku rotating anode | θmax = 25.0°, θmin = 2.7° |
Graphite monochromator | h = −13→6 |
ω–2θ scans | k = −14→14 |
9918 measured reflections | l = −21→22 |
8479 independent reflections | 3 standard reflections every 150 reflections |
6045 reflections with I > 2σ(I) | intensity decay: 1.2% |
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) = 0.163 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0874P)2 + 1.8564P] where P = (Fo2 + 2Fc2)/3 |
8479 reflections | (Δ/σ)max = 0.002 |
587 parameters | Δρmax = 0.72 e Å−3 |
0 restraints | Δρmin = −0.56 e Å−3 |
[Cu(C18H15P)3](PF6) | γ = 104.349 (13)° |
Mr = 995.33 | V = 2411.0 (10) Å3 |
Triclinic, P1 | Z = 2 |
a = 11.057 (2) Å | Mo Kα radiation |
b = 12.1900 (18) Å | µ = 0.65 mm−1 |
c = 18.790 (3) Å | T = 295 K |
α = 88.4 (8)° | 0.30 × 0.20 × 0.15 mm |
β = 100.633 (15)° |
Rigaku AFC-7R diffractometer | Rint = 0.042 |
9918 measured reflections | 3 standard reflections every 150 reflections |
8479 independent reflections | intensity decay: 1.2% |
6045 reflections with I > 2σ(I) |
R[F2 > 2σ(F2)] = 0.053 | 0 restraints |
wR(F2) = 0.163 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.72 e Å−3 |
8479 reflections | Δρmin = −0.56 e Å−3 |
587 parameters |
Experimental. The scan width was (1.58 + 0.30tanθ)° with an ω scan speed of 16° per minute (up to 4 scans to achieve I/σ(I) > 8). Stationary background counts were recorded at each end of the scan, and the scan time:background time ratio was 2:1. |
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles |
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 | 0.25828 (4) | 0.71805 (4) | 0.24656 (2) | 0.0343 (2) | |
P1 | 0.10469 (9) | 0.77613 (8) | 0.16778 (5) | 0.0358 (3) | |
P2 | 0.26898 (9) | 0.70513 (8) | 0.36909 (5) | 0.0367 (3) | |
P3 | 0.38956 (9) | 0.62613 (8) | 0.20382 (5) | 0.0343 (3) | |
C1 | 0.0525 (4) | 0.8908 (3) | 0.2027 (2) | 0.0416 (12) | |
C2 | 0.1448 (5) | 0.9858 (4) | 0.2310 (3) | 0.0570 (16) | |
C3 | 0.1103 (6) | 1.0740 (4) | 0.2594 (3) | 0.074 (2) | |
C4 | −0.0157 (7) | 1.0676 (4) | 0.2605 (4) | 0.084 (3) | |
C5 | −0.1074 (5) | 0.9742 (4) | 0.2330 (3) | 0.070 (2) | |
C6 | −0.0741 (5) | 0.8857 (4) | 0.2029 (3) | 0.0551 (16) | |
C7 | 0.1400 (3) | 0.8240 (3) | 0.0795 (2) | 0.0380 (11) | |
C8 | 0.1827 (4) | 0.7539 (4) | 0.0377 (2) | 0.0485 (14) | |
C9 | 0.2121 (4) | 0.7876 (5) | −0.0290 (2) | 0.0583 (16) | |
C10 | 0.1991 (5) | 0.8910 (5) | −0.0557 (3) | 0.0658 (19) | |
C11 | 0.1575 (5) | 0.9603 (4) | −0.0152 (3) | 0.0654 (17) | |
C12 | 0.1279 (4) | 0.9284 (4) | 0.0519 (3) | 0.0544 (17) | |
C13 | −0.0379 (3) | 0.6607 (3) | 0.1477 (2) | 0.0379 (11) | |
C14 | −0.0795 (4) | 0.5969 (4) | 0.2056 (2) | 0.0517 (14) | |
C15 | −0.1853 (5) | 0.5060 (4) | 0.1931 (3) | 0.0638 (19) | |
C16 | −0.2479 (5) | 0.4761 (4) | 0.1238 (4) | 0.0742 (19) | |
C17 | −0.2083 (5) | 0.5382 (5) | 0.0667 (3) | 0.078 (2) | |
C18 | −0.1045 (4) | 0.6298 (4) | 0.0783 (2) | 0.0575 (17) | |
C19 | 0.1485 (4) | 0.7356 (3) | 0.4146 (2) | 0.0439 (12) | |
C20 | 0.1090 (4) | 0.8338 (4) | 0.3973 (2) | 0.0508 (14) | |
C21 | 0.0273 (5) | 0.8672 (4) | 0.4347 (3) | 0.0669 (19) | |
C22 | −0.0168 (6) | 0.8018 (6) | 0.4896 (4) | 0.082 (2) | |
C23 | 0.0185 (6) | 0.7026 (6) | 0.5066 (4) | 0.087 (3) | |
C24 | 0.1014 (5) | 0.6688 (4) | 0.4686 (3) | 0.0659 (17) | |
C25 | 0.4151 (4) | 0.7855 (3) | 0.4245 (2) | 0.0404 (11) | |
C26 | 0.5148 (5) | 0.8366 (4) | 0.3902 (3) | 0.0600 (17) | |
C27 | 0.6267 (5) | 0.9004 (5) | 0.4302 (4) | 0.078 (2) | |
C28 | 0.6390 (5) | 0.9151 (4) | 0.5033 (3) | 0.0729 (19) | |
C29 | 0.5410 (5) | 0.8660 (4) | 0.5382 (3) | 0.0667 (17) | |
C30 | 0.4296 (4) | 0.8022 (4) | 0.4991 (2) | 0.0528 (16) | |
C31 | 0.2600 (4) | 0.5556 (3) | 0.3863 (2) | 0.0388 (12) | |
C32 | 0.1764 (4) | 0.4790 (4) | 0.3352 (2) | 0.0500 (14) | |
C33 | 0.1690 (5) | 0.3650 (4) | 0.3409 (3) | 0.0608 (16) | |
C34 | 0.2428 (5) | 0.3246 (4) | 0.3965 (3) | 0.0578 (16) | |
C35 | 0.3237 (5) | 0.3985 (4) | 0.4487 (3) | 0.0581 (17) | |
C36 | 0.3332 (4) | 0.5134 (4) | 0.4435 (2) | 0.0490 (12) | |
C37 | 0.4590 (4) | 0.7015 (3) | 0.1303 (2) | 0.0404 (12) | |
C38 | 0.4783 (4) | 0.8188 (4) | 0.1283 (3) | 0.0517 (14) | |
C39 | 0.5294 (5) | 0.8800 (4) | 0.0731 (3) | 0.0671 (19) | |
C40 | 0.5577 (5) | 0.8238 (5) | 0.0182 (3) | 0.0725 (19) | |
C41 | 0.5391 (5) | 0.7081 (5) | 0.0198 (3) | 0.073 (2) | |
C42 | 0.4912 (5) | 0.6473 (4) | 0.0752 (3) | 0.0561 (16) | |
C43 | 0.3004 (3) | 0.4869 (3) | 0.16720 (19) | 0.0353 (11) | |
C44 | 0.1700 (4) | 0.4672 (3) | 0.1484 (2) | 0.0456 (12) | |
C45 | 0.0952 (4) | 0.3627 (4) | 0.1225 (3) | 0.0583 (17) | |
C46 | 0.1497 (5) | 0.2767 (4) | 0.1150 (3) | 0.0611 (16) | |
C47 | 0.2790 (5) | 0.2926 (3) | 0.1329 (3) | 0.0566 (16) | |
C48 | 0.3559 (4) | 0.3982 (3) | 0.1588 (2) | 0.0450 (12) | |
C49 | 0.5265 (4) | 0.6014 (4) | 0.2670 (2) | 0.0419 (12) | |
C50 | 0.5161 (4) | 0.5049 (4) | 0.3087 (2) | 0.0546 (16) | |
C51 | 0.6206 (6) | 0.4892 (6) | 0.3576 (3) | 0.075 (2) | |
C52 | 0.7327 (5) | 0.5705 (7) | 0.3673 (3) | 0.084 (2) | |
C53 | 0.7436 (5) | 0.6678 (6) | 0.3277 (3) | 0.075 (2) | |
C54 | 0.6413 (4) | 0.6825 (4) | 0.2767 (3) | 0.0597 (16) | |
P4 | 0.5792 (2) | 1.14845 (15) | 0.24303 (10) | 0.0938 (8) | |
F1 | 0.6531 (8) | 1.1768 (8) | 0.3165 (4) | 0.243 (5) | |
F2 | 0.4769 (9) | 1.1031 (6) | 0.1710 (3) | 0.231 (5) | |
F3 | 0.5842 (7) | 1.2649 (5) | 0.2159 (5) | 0.226 (4) | |
F4 | 0.5746 (15) | 1.0277 (6) | 0.2613 (5) | 0.339 (7) | |
F5 | 0.6836 (10) | 1.1403 (12) | 0.2085 (5) | 0.351 (8) | |
F6 | 0.4635 (6) | 1.1525 (10) | 0.2714 (4) | 0.269 (6) | |
H2 | 0.23170 | 0.99020 | 0.23080 | 0.0680* | |
H3 | 0.17360 | 1.13950 | 0.27830 | 0.0890* | |
H4 | −0.03870 | 1.12860 | 0.28040 | 0.1010* | |
H5 | −0.19390 | 0.96970 | 0.23450 | 0.0840* | |
H6 | −0.13810 | 0.82160 | 0.18240 | 0.0660* | |
H8 | 0.19180 | 0.68200 | 0.05540 | 0.0580* | |
H9 | 0.24140 | 0.73900 | −0.05670 | 0.0700* | |
H10 | 0.21870 | 0.91390 | −0.10180 | 0.0790* | |
H11 | 0.14900 | 1.03190 | −0.03340 | 0.0790* | |
H12 | 0.09910 | 0.97800 | 0.07920 | 0.0660* | |
H14 | −0.03510 | 0.61590 | 0.25360 | 0.0620* | |
H15 | −0.21440 | 0.46440 | 0.23280 | 0.0770* | |
H16 | −0.31880 | 0.41240 | 0.11540 | 0.0890* | |
H17 | −0.25260 | 0.51780 | 0.01880 | 0.0940* | |
H18 | −0.07830 | 0.67230 | 0.03820 | 0.0690* | |
H20 | 0.13860 | 0.87910 | 0.35910 | 0.0610* | |
H21 | 0.00160 | 0.93510 | 0.42240 | 0.0800* | |
H22 | −0.07180 | 0.82520 | 0.51590 | 0.0980* | |
H23 | −0.01330 | 0.65690 | 0.54400 | 0.1050* | |
H24 | 0.12510 | 0.59970 | 0.48010 | 0.0790* | |
H26 | 0.50650 | 0.82780 | 0.33920 | 0.0720* | |
H27 | 0.69560 | 0.93430 | 0.40670 | 0.0940* | |
H28 | 0.71600 | 0.95960 | 0.53000 | 0.0880* | |
H29 | 0.55020 | 0.87610 | 0.58900 | 0.0800* | |
H30 | 0.36140 | 0.76890 | 0.52330 | 0.0630* | |
H32 | 0.12420 | 0.50590 | 0.29610 | 0.0600* | |
H33 | 0.11160 | 0.31370 | 0.30570 | 0.0730* | |
H34 | 0.23860 | 0.24580 | 0.39930 | 0.0690* | |
H35 | 0.37320 | 0.37020 | 0.48840 | 0.0700* | |
H36 | 0.39000 | 0.56400 | 0.47930 | 0.0590* | |
H38 | 0.45590 | 0.85740 | 0.16530 | 0.0620* | |
H39 | 0.54500 | 0.96020 | 0.07310 | 0.0810* | |
H40 | 0.59000 | 0.86500 | −0.02080 | 0.0870* | |
H41 | 0.55960 | 0.66980 | −0.01790 | 0.0880* | |
H42 | 0.47980 | 0.56750 | 0.07590 | 0.0680* | |
H44 | 0.13080 | 0.52690 | 0.15340 | 0.0550* | |
H45 | 0.00560 | 0.35110 | 0.11000 | 0.0700* | |
H46 | 0.09810 | 0.20490 | 0.09710 | 0.0740* | |
H47 | 0.31650 | 0.23170 | 0.12770 | 0.0680* | |
H48 | 0.44550 | 0.40950 | 0.17070 | 0.0540* | |
H50 | 0.43750 | 0.44950 | 0.30370 | 0.0660* | |
H51 | 0.61420 | 0.42160 | 0.38460 | 0.0910* | |
H52 | 0.80330 | 0.55950 | 0.40150 | 0.1010* | |
H53 | 0.82100 | 0.72480 | 0.33550 | 0.0910* | |
H54 | 0.64990 | 0.74870 | 0.24820 | 0.0710* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.0354 (3) | 0.0334 (3) | 0.0341 (3) | 0.0103 (2) | 0.0034 (2) | −0.0024 (2) |
P1 | 0.0364 (5) | 0.0339 (5) | 0.0377 (5) | 0.0126 (4) | 0.0030 (4) | 0.0000 (4) |
P2 | 0.0401 (5) | 0.0372 (5) | 0.0330 (5) | 0.0106 (4) | 0.0055 (4) | −0.0035 (4) |
P3 | 0.0331 (5) | 0.0344 (5) | 0.0358 (5) | 0.0086 (4) | 0.0060 (4) | −0.0036 (4) |
C1 | 0.052 (2) | 0.034 (2) | 0.042 (2) | 0.0165 (18) | 0.0089 (18) | 0.0042 (16) |
C2 | 0.065 (3) | 0.042 (2) | 0.063 (3) | 0.014 (2) | 0.008 (2) | −0.001 (2) |
C3 | 0.097 (4) | 0.036 (2) | 0.088 (4) | 0.009 (3) | 0.023 (3) | −0.011 (2) |
C4 | 0.127 (6) | 0.046 (3) | 0.100 (5) | 0.041 (3) | 0.044 (4) | −0.001 (3) |
C5 | 0.081 (4) | 0.055 (3) | 0.095 (4) | 0.039 (3) | 0.038 (3) | 0.009 (3) |
C6 | 0.061 (3) | 0.045 (2) | 0.067 (3) | 0.025 (2) | 0.015 (2) | 0.002 (2) |
C7 | 0.0328 (19) | 0.042 (2) | 0.037 (2) | 0.0105 (16) | −0.0001 (16) | 0.0036 (16) |
C8 | 0.050 (2) | 0.055 (3) | 0.042 (2) | 0.017 (2) | 0.0065 (19) | 0.0008 (19) |
C9 | 0.045 (2) | 0.079 (3) | 0.046 (3) | 0.007 (2) | 0.006 (2) | −0.009 (2) |
C10 | 0.050 (3) | 0.090 (4) | 0.047 (3) | 0.000 (3) | 0.008 (2) | 0.013 (3) |
C11 | 0.065 (3) | 0.060 (3) | 0.067 (3) | 0.009 (2) | 0.014 (3) | 0.028 (3) |
C12 | 0.056 (3) | 0.049 (3) | 0.061 (3) | 0.018 (2) | 0.013 (2) | 0.017 (2) |
C13 | 0.0337 (19) | 0.0340 (19) | 0.047 (2) | 0.0115 (16) | 0.0050 (16) | −0.0020 (16) |
C14 | 0.051 (2) | 0.049 (2) | 0.057 (3) | 0.012 (2) | 0.016 (2) | 0.004 (2) |
C15 | 0.065 (3) | 0.049 (3) | 0.079 (4) | 0.004 (2) | 0.031 (3) | 0.003 (2) |
C16 | 0.062 (3) | 0.056 (3) | 0.100 (4) | −0.005 (2) | 0.027 (3) | −0.017 (3) |
C17 | 0.053 (3) | 0.089 (4) | 0.076 (4) | −0.006 (3) | −0.002 (3) | −0.028 (3) |
C18 | 0.051 (3) | 0.063 (3) | 0.050 (3) | 0.004 (2) | 0.001 (2) | −0.002 (2) |
C19 | 0.041 (2) | 0.047 (2) | 0.044 (2) | 0.0095 (18) | 0.0087 (18) | −0.0102 (18) |
C20 | 0.051 (2) | 0.049 (2) | 0.053 (3) | 0.013 (2) | 0.008 (2) | −0.012 (2) |
C21 | 0.052 (3) | 0.061 (3) | 0.090 (4) | 0.018 (2) | 0.010 (3) | −0.020 (3) |
C22 | 0.070 (4) | 0.088 (4) | 0.098 (4) | 0.019 (3) | 0.041 (3) | −0.020 (3) |
C23 | 0.091 (4) | 0.091 (4) | 0.100 (5) | 0.029 (4) | 0.062 (4) | 0.013 (4) |
C24 | 0.070 (3) | 0.070 (3) | 0.069 (3) | 0.022 (3) | 0.036 (3) | 0.006 (3) |
C25 | 0.041 (2) | 0.0336 (19) | 0.046 (2) | 0.0117 (16) | 0.0019 (17) | −0.0060 (17) |
C26 | 0.052 (3) | 0.062 (3) | 0.061 (3) | 0.004 (2) | 0.010 (2) | −0.010 (2) |
C27 | 0.050 (3) | 0.074 (4) | 0.098 (5) | −0.007 (3) | 0.009 (3) | −0.013 (3) |
C28 | 0.061 (3) | 0.050 (3) | 0.093 (4) | 0.009 (2) | −0.020 (3) | −0.020 (3) |
C29 | 0.070 (3) | 0.063 (3) | 0.061 (3) | 0.024 (3) | −0.017 (3) | −0.021 (2) |
C30 | 0.061 (3) | 0.056 (3) | 0.039 (2) | 0.016 (2) | 0.000 (2) | −0.0038 (19) |
C31 | 0.044 (2) | 0.038 (2) | 0.036 (2) | 0.0097 (17) | 0.0118 (17) | −0.0013 (16) |
C32 | 0.059 (3) | 0.047 (2) | 0.040 (2) | 0.011 (2) | 0.001 (2) | −0.0022 (18) |
C33 | 0.078 (3) | 0.038 (2) | 0.059 (3) | 0.006 (2) | 0.004 (3) | −0.007 (2) |
C34 | 0.074 (3) | 0.038 (2) | 0.066 (3) | 0.018 (2) | 0.019 (3) | 0.003 (2) |
C35 | 0.065 (3) | 0.053 (3) | 0.059 (3) | 0.022 (2) | 0.010 (2) | 0.013 (2) |
C36 | 0.052 (2) | 0.048 (2) | 0.045 (2) | 0.014 (2) | 0.0018 (19) | 0.0006 (19) |
C37 | 0.035 (2) | 0.043 (2) | 0.042 (2) | 0.0075 (17) | 0.0066 (17) | −0.0019 (17) |
C38 | 0.046 (2) | 0.042 (2) | 0.064 (3) | 0.0003 (19) | 0.016 (2) | −0.004 (2) |
C39 | 0.067 (3) | 0.047 (3) | 0.078 (4) | −0.005 (2) | 0.017 (3) | 0.011 (2) |
C40 | 0.073 (3) | 0.073 (4) | 0.065 (3) | −0.003 (3) | 0.027 (3) | 0.016 (3) |
C41 | 0.079 (4) | 0.083 (4) | 0.059 (3) | 0.006 (3) | 0.034 (3) | −0.003 (3) |
C42 | 0.070 (3) | 0.047 (2) | 0.056 (3) | 0.009 (2) | 0.031 (2) | 0.000 (2) |
C43 | 0.041 (2) | 0.0321 (19) | 0.0337 (19) | 0.0098 (16) | 0.0079 (16) | −0.0001 (15) |
C44 | 0.044 (2) | 0.040 (2) | 0.050 (2) | 0.0096 (18) | 0.0016 (19) | −0.0068 (18) |
C45 | 0.049 (3) | 0.056 (3) | 0.061 (3) | 0.004 (2) | −0.002 (2) | −0.010 (2) |
C46 | 0.075 (3) | 0.040 (2) | 0.057 (3) | −0.002 (2) | 0.004 (2) | −0.008 (2) |
C47 | 0.080 (3) | 0.034 (2) | 0.061 (3) | 0.019 (2) | 0.019 (3) | −0.003 (2) |
C48 | 0.047 (2) | 0.044 (2) | 0.047 (2) | 0.0136 (19) | 0.0126 (19) | −0.0016 (18) |
C49 | 0.035 (2) | 0.055 (2) | 0.038 (2) | 0.0142 (18) | 0.0071 (16) | −0.0074 (18) |
C50 | 0.049 (3) | 0.072 (3) | 0.045 (2) | 0.021 (2) | 0.007 (2) | 0.007 (2) |
C51 | 0.074 (4) | 0.113 (5) | 0.045 (3) | 0.042 (3) | 0.003 (3) | 0.016 (3) |
C52 | 0.058 (3) | 0.149 (6) | 0.051 (3) | 0.047 (4) | −0.007 (3) | 0.000 (4) |
C53 | 0.041 (3) | 0.110 (5) | 0.066 (3) | 0.010 (3) | −0.004 (2) | −0.021 (3) |
C54 | 0.039 (2) | 0.073 (3) | 0.061 (3) | 0.006 (2) | 0.002 (2) | −0.017 (2) |
P4 | 0.1437 (17) | 0.0780 (11) | 0.0813 (11) | 0.0582 (11) | 0.0351 (12) | 0.0123 (9) |
F1 | 0.223 (8) | 0.301 (10) | 0.173 (6) | 0.082 (7) | −0.086 (5) | −0.089 (6) |
F2 | 0.368 (11) | 0.217 (7) | 0.126 (5) | 0.164 (8) | −0.039 (6) | −0.039 (4) |
F3 | 0.183 (6) | 0.112 (4) | 0.402 (11) | 0.056 (4) | 0.091 (7) | 0.116 (6) |
F4 | 0.62 (2) | 0.102 (4) | 0.232 (9) | 0.108 (8) | −0.104 (11) | 0.019 (5) |
F5 | 0.361 (12) | 0.596 (19) | 0.293 (11) | 0.394 (14) | 0.210 (10) | 0.174 (12) |
F6 | 0.135 (5) | 0.496 (16) | 0.156 (6) | 0.006 (7) | 0.070 (5) | −0.004 (8) |
Cu—P1 | 2.2773 (11) | C41—C42 | 1.371 (8) |
Cu—P2 | 2.2865 (11) | C43—C44 | 1.381 (6) |
Cu—P3 | 2.3009 (12) | C43—C48 | 1.395 (5) |
P1—C1 | 1.819 (4) | C44—C45 | 1.381 (6) |
P1—C7 | 1.821 (4) | C45—C46 | 1.355 (7) |
P1—C13 | 1.822 (4) | C46—C47 | 1.372 (8) |
P2—C19 | 1.824 (4) | C47—C48 | 1.399 (5) |
P2—C25 | 1.818 (4) | C49—C50 | 1.388 (6) |
P2—C31 | 1.824 (4) | C49—C54 | 1.387 (7) |
P3—C37 | 1.820 (4) | C50—C51 | 1.387 (8) |
P3—C43 | 1.820 (4) | C51—C52 | 1.367 (10) |
P3—C49 | 1.826 (4) | C52—C53 | 1.374 (10) |
P4—F3 | 1.486 (7) | C53—C54 | 1.386 (8) |
P4—F4 | 1.493 (8) | C2—H2 | 0.9497 |
P4—F5 | 1.449 (12) | C3—H3 | 0.9490 |
P4—F6 | 1.486 (8) | C4—H4 | 0.9496 |
P4—F1 | 1.471 (8) | C5—H5 | 0.9500 |
P4—F2 | 1.607 (7) | C6—H6 | 0.9497 |
C1—C2 | 1.383 (6) | C8—H8 | 0.9508 |
C1—C6 | 1.386 (7) | C9—H9 | 0.9494 |
C2—C3 | 1.377 (8) | C10—H10 | 0.9492 |
C3—C4 | 1.380 (10) | C11—H11 | 0.9485 |
C4—C5 | 1.363 (8) | C12—H12 | 0.9503 |
C5—C6 | 1.388 (7) | C14—H14 | 0.9487 |
C7—C8 | 1.394 (6) | C15—H15 | 0.9506 |
C7—C12 | 1.389 (6) | C16—H16 | 0.9497 |
C8—C9 | 1.379 (6) | C17—H17 | 0.9494 |
C9—C10 | 1.374 (8) | C18—H18 | 0.9510 |
C10—C11 | 1.365 (8) | C20—H20 | 0.9499 |
C11—C12 | 1.382 (8) | C21—H21 | 0.9492 |
C13—C18 | 1.386 (5) | C22—H22 | 0.9488 |
C13—C14 | 1.400 (6) | C23—H23 | 0.9487 |
C14—C15 | 1.386 (7) | C24—H24 | 0.9504 |
C15—C16 | 1.370 (9) | C26—H26 | 0.9522 |
C16—C17 | 1.371 (9) | C27—H27 | 0.9508 |
C17—C18 | 1.378 (7) | C28—H28 | 0.9484 |
C19—C24 | 1.379 (7) | C29—H29 | 0.9493 |
C19—C20 | 1.384 (6) | C30—H30 | 0.9512 |
C20—C21 | 1.381 (7) | C32—H32 | 0.9509 |
C21—C22 | 1.373 (9) | C33—H33 | 0.9502 |
C22—C23 | 1.372 (10) | C34—H34 | 0.9506 |
C23—C24 | 1.402 (9) | C35—H35 | 0.9506 |
C25—C30 | 1.396 (5) | C36—H36 | 0.9501 |
C25—C26 | 1.385 (7) | C38—H38 | 0.9517 |
C26—C27 | 1.383 (8) | C39—H39 | 0.9497 |
C27—C28 | 1.367 (9) | C40—H40 | 0.9507 |
C28—C29 | 1.372 (8) | C41—H41 | 0.9494 |
C29—C30 | 1.373 (7) | C42—H42 | 0.9494 |
C31—C36 | 1.389 (6) | C44—H44 | 0.9495 |
C31—C32 | 1.394 (6) | C45—H45 | 0.9504 |
C32—C33 | 1.374 (7) | C46—H46 | 0.9502 |
C33—C34 | 1.362 (8) | C47—H47 | 0.9509 |
C34—C35 | 1.378 (7) | C48—H48 | 0.9502 |
C35—C36 | 1.380 (7) | C50—H50 | 0.9501 |
C37—C38 | 1.393 (6) | C51—H51 | 0.9500 |
C37—C42 | 1.388 (7) | C52—H52 | 0.9499 |
C38—C39 | 1.384 (7) | C53—H53 | 0.9494 |
C39—C40 | 1.377 (8) | C54—H54 | 0.9506 |
C40—C41 | 1.374 (8) | ||
Cu···H2 | 3.4024 | C44···H32 | 2.9818 |
Cu···H8 | 3.5481 | C45···H18vi | 3.0264 |
Cu···H14 | 3.1997 | C46···H18vi | 2.9327 |
Cu···H20 | 3.5537 | C47···H41xii | 3.0044 |
Cu···H26 | 2.9832 | C48···H42 | 2.7873 |
Cu···H32 | 2.8682 | C48···H50 | 2.7435 |
Cu···H38 | 3.0394 | C49···H48 | 2.8545 |
Cu···H44 | 2.8583 | C50···H48 | 2.7671 |
P1···H44 | 3.1458 | C52···H15iv | 3.0830 |
F3···C48i | 3.332 (9) | C54···H26 | 2.9679 |
F4···C26 | 3.353 (10) | H2···F6 | 2.8133 |
F2···H40ii | 2.8239 | H2···Cu | 3.4024 |
F2···H47i | 2.6532 | H3···C33i | 3.0355 |
F3···H16iii | 2.7480 | H3···C34i | 3.0670 |
F3···H48i | 2.6374 | H3···H33i | 2.4814 |
F3···H15iii | 2.8411 | H3···H34i | 2.5426 |
F4···H38 | 2.6965 | H4···H33i | 2.4472 |
F4···H26 | 2.8188 | H5···F5vii | 2.7374 |
F5···H10ii | 2.6173 | H6···C13 | 2.6296 |
F5···H5iv | 2.7374 | H6···C14 | 2.9701 |
F6···H2 | 2.8133 | H8···C44 | 3.0911 |
F6···H29v | 2.6635 | H8···C37 | 2.9836 |
C2···C12 | 3.418 (8) | H8···Cu | 3.5481 |
C6···C14 | 3.505 (7) | H9···H16vi | 2.5690 |
C8···C18 | 3.377 (7) | H9···C16vi | 2.9634 |
C8···C37 | 3.422 (6) | H10···F5ii | 2.6173 |
C8···C38 | 3.309 (7) | H10···C5ix | 2.9962 |
C9···C39 | 3.597 (7) | H12···C2 | 2.8035 |
C9···C45vi | 3.589 (7) | H12···C1 | 2.6101 |
C11···C40ii | 3.577 (8) | H14···Cu | 3.1997 |
C12···C2 | 3.418 (8) | H14···H32 | 2.4759 |
C14···C6 | 3.505 (7) | H15···F3xiii | 2.8411 |
C14···C53vii | 3.527 (7) | H15···C52vii | 3.0830 |
C15···C53vii | 3.562 (8) | H16···H9vi | 2.5690 |
C18···C8 | 3.377 (7) | H16···F3xiii | 2.7480 |
C24···C30 | 3.536 (7) | H18···C45vi | 3.0264 |
C26···C54 | 3.558 (7) | H18···C8 | 2.8115 |
C26···F4 | 3.353 (10) | H18···C7 | 2.6504 |
C30···C24 | 3.536 (7) | H18···C46vi | 2.9327 |
C30···C36 | 3.543 (7) | H20···C2 | 2.7078 |
C32···C44 | 3.504 (5) | H20···Cu | 3.5537 |
C36···C50 | 3.539 (6) | H20···C1 | 2.9282 |
C36···C30 | 3.543 (7) | H20···C3 | 3.0258 |
C37···C8 | 3.422 (6) | H22···C34xi | 2.9813 |
C38···C8 | 3.309 (7) | H23···C33xi | 2.9709 |
C39···C9 | 3.597 (7) | H23···C34xi | 3.0141 |
C40···C11ii | 3.577 (8) | H24···C36 | 2.9493 |
C42···C48 | 3.504 (6) | H24···C31 | 2.6534 |
C44···C32 | 3.504 (5) | H26···C54 | 2.9679 |
C45···C9vi | 3.589 (7) | H26···F4 | 2.8188 |
C48···C42 | 3.504 (6) | H26···Cu | 2.9832 |
C48···C50 | 3.160 (5) | H28···C20v | 2.9587 |
C48···F3viii | 3.332 (9) | H28···C21v | 3.0605 |
C50···C48 | 3.160 (5) | H29···F6v | 2.6635 |
C50···C36 | 3.539 (6) | H30···C19 | 2.7706 |
C53···C14iv | 3.527 (7) | H30···C24 | 2.8374 |
C53···C15iv | 3.562 (8) | H32···Cu | 2.8682 |
C54···C26 | 3.558 (7) | H32···C14 | 2.9858 |
C1···H12 | 2.6101 | H32···H14 | 2.4759 |
C1···H20 | 2.9282 | H32···C44 | 2.9818 |
C2···H12 | 2.8035 | H33···C4viii | 3.0513 |
C2···H20 | 2.7078 | H33···C3viii | 3.0678 |
C3···H33i | 3.0678 | H33···H4viii | 2.4472 |
C3···H20 | 3.0258 | H33···H3viii | 2.4814 |
C4···H33i | 3.0513 | H34···H3viii | 2.5426 |
C5···H10ix | 2.9962 | H34···C28x | 3.0380 |
C7···H18 | 2.6504 | H35···H36x | 2.5034 |
C8···H18 | 2.8115 | H36···H35x | 2.5034 |
C9···H45vi | 2.7828 | H36···C30 | 2.8516 |
C10···H39ii | 3.0278 | H36···C25 | 2.8296 |
C11···H40ii | 3.0371 | H36···H51x | 2.5779 |
C13···H6 | 2.6296 | H38···Cu | 3.0394 |
C13···H44 | 2.7524 | H38···F4 | 2.6965 |
C14···H44 | 2.9948 | H39···C10ii | 3.0278 |
C14···H6 | 2.9701 | H40···C11ii | 3.0371 |
C14···H32 | 2.9858 | H40···F2ii | 2.8239 |
C16···H9vi | 2.9634 | H41···C47xii | 3.0044 |
C19···H30 | 2.7706 | H42···C43 | 2.8353 |
C20···H28v | 2.9587 | H42···C48 | 2.7873 |
C21···H53vii | 2.8879 | H42···H48 | 2.5927 |
C21···H28v | 3.0605 | H44···C14 | 2.9948 |
C23···H52vii | 3.0009 | H44···C13 | 2.7524 |
C24···H30 | 2.8374 | H44···Cu | 2.8583 |
C25···H36 | 2.8296 | H44···P1 | 3.1458 |
C28···H34x | 3.0380 | H45···C9vi | 2.7828 |
C30···H36 | 2.8516 | H47···F2viii | 2.6532 |
C31···H24 | 2.6534 | H48···C49 | 2.8545 |
C33···H3viii | 3.0355 | H48···C50 | 2.7671 |
C33···H23xi | 2.9709 | H48···F3viii | 2.6374 |
C33···H50 | 3.0941 | H48···H50 | 2.5811 |
C34···H50 | 3.0993 | H48···H42 | 2.5927 |
C34···H23xi | 3.0141 | H50···C34 | 3.0993 |
C34···H22xi | 2.9813 | H50···C33 | 3.0941 |
C34···H3viii | 3.0670 | H50···C48 | 2.7435 |
C36···H24 | 2.9493 | H50···H48 | 2.5811 |
C37···H54 | 2.7272 | H50···C43 | 2.8154 |
C37···H8 | 2.9836 | H51···H36x | 2.5779 |
C38···H54 | 2.9197 | H52···C23iv | 3.0009 |
C43···H42 | 2.8353 | H53···C21iv | 2.8879 |
C43···H50 | 2.8154 | H54···C38 | 2.9197 |
C44···H8 | 3.0911 | H54···C37 | 2.7272 |
P1—Cu—P2 | 125.2 (8) | C43—C48—C47 | 119.7 (9) |
P1—Cu—P3 | 120.0 (8) | P3—C49—C50 | 121.0 (9) |
P2—Cu—P3 | 113.3 (8) | P3—C49—C54 | 120.0 (9) |
Cu—P1—C1 | 114.1 (8) | C50—C49—C54 | 119.0 (9) |
Cu—P1—C7 | 117.5 (8) | C49—C50—C51 | 120.0 (9) |
Cu—P1—C13 | 110.1 (8) | C50—C51—C52 | 120.4 (10) |
C1—P1—C7 | 104.5 (8) | C51—C52—C53 | 120.3 (10) |
C1—P1—C13 | 104.9 (8) | C52—C53—C54 | 119.8 (10) |
C7—P1—C13 | 104.7 (8) | C49—C54—C53 | 120.5 (9) |
Cu—P2—C19 | 122.8 (8) | C3—C2—H2 | 120.10 |
Cu—P2—C25 | 115.9 (8) | C1—C2—H2 | 120.08 |
Cu—P2—C31 | 103.7 (8) | C2—C3—H3 | 119.75 |
C19—P2—C25 | 102.0 (8) | C4—C3—H3 | 119.89 |
C19—P2—C31 | 104.0 (8) | C5—C4—H4 | 119.82 |
C25—P2—C31 | 107.1 (8) | C3—C4—H4 | 119.87 |
Cu—P3—C37 | 112.2 (8) | C4—C5—H5 | 120.02 |
Cu—P3—C43 | 110.4 (8) | C6—C5—H5 | 120.10 |
Cu—P3—C49 | 118.2 (8) | C5—C6—H6 | 119.97 |
C37—P3—C43 | 106.2 (8) | C1—C6—H6 | 119.95 |
C37—P3—C49 | 103.6 (8) | C9—C8—H8 | 119.53 |
C43—P3—C49 | 105.3 (8) | C7—C8—H8 | 119.66 |
F3—P4—F6 | 88.1 (10) | C8—C9—H9 | 119.77 |
F4—P4—F5 | 83.9 (11) | C10—C9—H9 | 119.79 |
F4—P4—F6 | 95.8 (11) | C9—C10—H10 | 120.40 |
F5—P4—F6 | 174.2 (10) | C11—C10—H10 | 120.38 |
F1—P4—F2 | 168.5 (9) | C10—C11—H11 | 119.34 |
F1—P4—F3 | 99.1 (9) | C12—C11—H11 | 119.35 |
F1—P4—F4 | 86.5 (10) | C7—C12—H12 | 119.92 |
F1—P4—F5 | 97.3 (10) | C11—C12—H12 | 119.92 |
F1—P4—F6 | 88.4 (9) | C13—C14—H14 | 119.88 |
F2—P4—F3 | 87.4 (9) | C15—C14—H14 | 119.83 |
F2—P4—F4 | 87.7 (9) | C14—C15—H15 | 119.80 |
F2—P4—F5 | 91.9 (10) | C16—C15—H15 | 120.00 |
F2—P4—F6 | 82.3 (9) | C15—C16—H16 | 119.90 |
F3—P4—F4 | 173.2 (10) | C17—C16—H16 | 120.10 |
F3—P4—F5 | 91.6 (10) | C16—C17—H17 | 119.76 |
P1—C1—C2 | 117.6 (9) | C18—C17—H17 | 119.75 |
P1—C1—C6 | 122.9 (9) | C13—C18—H18 | 119.66 |
C2—C1—C6 | 119.5 (9) | C17—C18—H18 | 119.58 |
C1—C2—C3 | 119.8 (10) | C21—C20—H20 | 119.40 |
C2—C3—C4 | 120.4 (9) | C19—C20—H20 | 119.49 |
C3—C4—C5 | 120.3 (10) | C22—C21—H21 | 120.10 |
C4—C5—C6 | 119.9 (10) | C20—C21—H21 | 120.08 |
C1—C6—C5 | 120.1 (9) | C23—C22—H22 | 119.86 |
C8—C7—C12 | 118.0 (9) | C21—C22—H22 | 119.97 |
P1—C7—C8 | 119.0 (8) | C22—C23—H23 | 119.99 |
P1—C7—C12 | 123.0 (9) | C24—C23—H23 | 120.06 |
C7—C8—C9 | 120.8 (9) | C23—C24—H24 | 119.86 |
C8—C9—C10 | 120.4 (9) | C19—C24—H24 | 120.02 |
C9—C10—C11 | 119.2 (9) | C25—C26—H26 | 120.15 |
C10—C11—C12 | 121.3 (9) | C27—C26—H26 | 119.98 |
C7—C12—C11 | 120.2 (9) | C28—C27—H27 | 119.74 |
C14—C13—C18 | 118.2 (9) | C26—C27—H27 | 119.76 |
P1—C13—C14 | 117.9 (9) | C27—C28—H28 | 119.62 |
P1—C13—C18 | 123.8 (9) | C29—C28—H28 | 119.85 |
C13—C14—C15 | 120.3 (9) | C28—C29—H29 | 120.20 |
C14—C15—C16 | 120.2 (9) | C30—C29—H29 | 120.31 |
C15—C16—C17 | 120.0 (9) | C25—C30—H30 | 119.62 |
C16—C17—C18 | 120.5 (9) | C29—C30—H30 | 119.39 |
C13—C18—C17 | 120.8 (9) | C31—C32—H32 | 119.72 |
P2—C19—C20 | 118.3 (9) | C33—C32—H32 | 119.81 |
P2—C19—C24 | 122.7 (9) | C32—C33—H33 | 119.62 |
C20—C19—C24 | 118.8 (9) | C34—C33—H33 | 119.59 |
C19—C20—C21 | 121.1 (9) | C33—C34—H34 | 120.18 |
C20—C21—C22 | 119.8 (9) | C35—C34—H34 | 120.11 |
C21—C22—C23 | 120.2 (10) | C34—C35—H35 | 119.84 |
C22—C23—C24 | 119.9 (10) | C36—C35—H35 | 119.90 |
C19—C24—C23 | 120.1 (9) | C31—C36—H36 | 119.72 |
P2—C25—C26 | 118.0 (9) | C35—C36—H36 | 119.86 |
P2—C25—C30 | 123.3 (9) | C39—C38—H38 | 119.53 |
C26—C25—C30 | 118.6 (9) | C37—C38—H38 | 119.61 |
C25—C26—C27 | 119.9 (10) | C38—C39—H39 | 120.28 |
C26—C27—C28 | 120.5 (10) | C40—C39—H39 | 120.19 |
C27—C28—C29 | 120.5 (10) | C41—C40—H40 | 120.03 |
C28—C29—C30 | 119.5 (9) | C39—C40—H40 | 120.03 |
C25—C30—C29 | 121.0 (9) | C40—C41—H41 | 119.65 |
P2—C31—C32 | 116.2 (9) | C42—C41—H41 | 119.59 |
P2—C31—C36 | 125.5 (9) | C37—C42—H42 | 119.67 |
C32—C31—C36 | 118.3 (9) | C41—C42—H42 | 119.84 |
C31—C32—C33 | 120.5 (9) | C45—C44—H44 | 119.20 |
C32—C33—C34 | 120.8 (9) | C43—C44—H44 | 119.23 |
C33—C34—C35 | 119.7 (9) | C46—C45—H45 | 120.03 |
C34—C35—C36 | 120.3 (9) | C44—C45—H45 | 120.06 |
C31—C36—C35 | 120.4 (9) | C45—C46—H46 | 119.79 |
P3—C37—C38 | 118.6 (9) | C47—C46—H46 | 119.74 |
P3—C37—C42 | 123.0 (9) | C46—C47—H47 | 119.96 |
C38—C37—C42 | 118.4 (9) | C48—C47—H47 | 119.85 |
C37—C38—C39 | 120.9 (9) | C43—C48—H48 | 120.10 |
C38—C39—C40 | 119.5 (9) | C47—C48—H48 | 120.24 |
C39—C40—C41 | 119.9 (10) | C49—C50—H50 | 120.04 |
C40—C41—C42 | 120.8 (10) | C51—C50—H50 | 119.98 |
C37—C42—C41 | 120.5 (9) | C50—C51—H51 | 119.79 |
P3—C43—C44 | 118.0 (8) | C52—C51—H51 | 119.78 |
P3—C43—C48 | 123.8 (8) | C51—C52—H52 | 119.78 |
C44—C43—C48 | 118.2 (9) | C53—C52—H52 | 119.95 |
C43—C44—C45 | 121.6 (9) | C52—C53—H53 | 119.91 |
C44—C45—C46 | 119.9 (9) | C54—C53—H53 | 120.26 |
C45—C46—C47 | 120.5 (9) | C49—C54—H54 | 119.79 |
C46—C47—C48 | 120.2 (9) | C53—C54—H54 | 119.71 |
P2—Cu—P1—C1 | 37.7 (8) | P1—C1—C2—C3 | −178.7 (9) |
P2—Cu—P1—C7 | 160.4 (8) | C6—C1—C2—C3 | 0.3 (11) |
P2—Cu—P1—C13 | −79.9 (8) | P1—C1—C6—C5 | 177.4 (9) |
P3—Cu—P1—C1 | −157.3 (8) | C2—C1—C6—C5 | −1.6 (11) |
P3—Cu—P1—C7 | −34.6 (8) | C1—C2—C3—C4 | 0.7 (11) |
P3—Cu—P1—C13 | 85.1 (8) | C2—C3—C4—C5 | −0.5 (12) |
P1—Cu—P2—C19 | 2.6 (8) | C3—C4—C5—C6 | −0.8 (12) |
P1—Cu—P2—C25 | −123.3 (8) | C4—C5—C6—C1 | 1.9 (11) |
P1—Cu—P2—C31 | 119.6 (8) | P1—C7—C8—C9 | −179.1 (9) |
P3—Cu—P2—C19 | −163.2 (8) | C12—C7—C8—C9 | 0.1 (10) |
P3—Cu—P2—C25 | 70.8 (8) | P1—C7—C12—C11 | 179.3 (9) |
P3—Cu—P2—C31 | −46.3 (8) | C8—C7—C12—C11 | 0.1 (10) |
P1—Cu—P3—C37 | 49.9 (8) | C7—C8—C9—C10 | −0.4 (11) |
P1—Cu—P3—C43 | −68.3 (8) | C8—C9—C10—C11 | 0.4 (11) |
P1—Cu—P3—C49 | 170.4 (8) | C9—C10—C11—C12 | −0.2 (12) |
P2—Cu—P3—C37 | −143.4 (8) | C10—C11—C12—C7 | −0.1 (11) |
P2—Cu—P3—C43 | 98.4 (8) | P1—C13—C14—C15 | −178.1 (9) |
P2—Cu—P3—C49 | −22.9 (8) | C18—C13—C14—C15 | −0.5 (10) |
Cu—P1—C1—C2 | 51.7 (9) | P1—C13—C18—C17 | 176.9 (9) |
Cu—P1—C1—C6 | −127.4 (9) | C14—C13—C18—C17 | −0.5 (10) |
C7—P1—C1—C2 | −77.9 (9) | C13—C14—C15—C16 | 1.7 (11) |
C7—P1—C1—C6 | 103.1 (9) | C14—C15—C16—C17 | −2.0 (11) |
C13—P1—C1—C2 | 172.2 (9) | C15—C16—C17—C18 | 1.0 (12) |
C13—P1—C1—C6 | −6.8 (9) | C16—C17—C18—C13 | 0.2 (11) |
Cu—P1—C7—C8 | 52.7 (9) | P2—C19—C20—C21 | −173.7 (9) |
Cu—P1—C7—C12 | −126.5 (9) | C24—C19—C20—C21 | 2.2 (10) |
C1—P1—C7—C8 | −179.8 (9) | P2—C19—C24—C23 | 173.6 (9) |
C1—P1—C7—C12 | 1.1 (9) | C20—C19—C24—C23 | −2.2 (11) |
C13—P1—C7—C8 | −69.8 (9) | C19—C20—C21—C22 | −0.6 (11) |
C13—P1—C7—C12 | 111.0 (9) | C20—C21—C22—C23 | −1.0 (12) |
Cu—P1—C13—C14 | 45.0 (9) | C21—C22—C23—C24 | 1.0 (13) |
Cu—P1—C13—C18 | −132.4 (9) | C22—C23—C24—C19 | 0.6 (12) |
C1—P1—C13—C14 | −78.2 (9) | P2—C25—C26—C27 | 178.7 (9) |
C1—P1—C13—C18 | 104.4 (9) | C30—C25—C26—C27 | 1.5 (11) |
C7—P1—C13—C14 | 172.1 (9) | P2—C25—C30—C29 | −178.4 (9) |
C7—P1—C13—C18 | −5.3 (9) | C26—C25—C30—C29 | −1.3 (10) |
Cu—P2—C19—C20 | −47.5 (9) | C25—C26—C27—C28 | −1.1 (11) |
Cu—P2—C19—C24 | 136.8 (9) | C26—C27—C28—C29 | 0.6 (12) |
C25—P2—C19—C20 | 84.4 (9) | C27—C28—C29—C30 | −0.4 (11) |
C25—P2—C19—C24 | −91.3 (9) | C28—C29—C30—C25 | 0.7 (11) |
C31—P2—C19—C20 | −164.3 (9) | P2—C31—C32—C33 | 175.8 (9) |
C31—P2—C19—C24 | 20.0 (9) | C36—C31—C32—C33 | −1.3 (10) |
Cu—P2—C25—C26 | −8.0 (9) | P2—C31—C36—C35 | −176.0 (9) |
Cu—P2—C25—C30 | 169.1 (9) | C32—C31—C36—C35 | 0.7 (10) |
C19—P2—C25—C26 | −143.9 (9) | C31—C32—C33—C34 | 0.1 (11) |
C19—P2—C25—C30 | 33.2 (9) | C32—C33—C34—C35 | 1.6 (12) |
C31—P2—C25—C26 | 107.2 (9) | C33—C34—C35—C36 | −2.1 (12) |
C31—P2—C25—C30 | −75.7 (9) | C34—C35—C36—C31 | 1.0 (11) |
Cu—P2—C31—C32 | −39.1 (9) | P3—C37—C38—C39 | −179.2 (9) |
Cu—P2—C31—C36 | 137.6 (9) | C42—C37—C38—C39 | −0.6 (11) |
C19—P2—C31—C32 | 90.3 (9) | P3—C37—C42—C41 | 177.7 (9) |
C19—P2—C31—C36 | −93.0 (9) | C38—C37—C42—C41 | −0.9 (11) |
C25—P2—C31—C32 | −162.2 (9) | C37—C38—C39—C40 | 2.1 (11) |
C25—P2—C31—C36 | 14.6 (9) | C38—C39—C40—C41 | −2.2 (12) |
Cu—P3—C37—C38 | 28.7 (9) | C39—C40—C41—C42 | 0.7 (12) |
Cu—P3—C37—C42 | −149.9 (9) | C40—C41—C42—C37 | 0.8 (12) |
C43—P3—C37—C38 | 149.4 (9) | P3—C43—C44—C45 | −177.8 (9) |
C43—P3—C37—C42 | −29.2 (9) | C48—C43—C44—C45 | 0.6 (10) |
C49—P3—C37—C38 | −100.0 (9) | P3—C43—C48—C47 | 177.4 (9) |
C49—P3—C37—C42 | 81.5 (9) | C44—C43—C48—C47 | −0.9 (10) |
Cu—P3—C43—C44 | 19.6 (9) | C43—C44—C45—C46 | −0.1 (11) |
Cu—P3—C43—C48 | −158.7 (8) | C44—C45—C46—C47 | −0.1 (11) |
C37—P3—C43—C44 | −102.3 (9) | C45—C46—C47—C48 | −0.3 (11) |
C37—P3—C43—C48 | 79.4 (9) | C46—C47—C48—C43 | 0.8 (11) |
C49—P3—C43—C44 | 148.2 (9) | P3—C49—C50—C51 | −178.4 (9) |
C49—P3—C43—C48 | −30.1 (9) | C54—C49—C50—C51 | −1.9 (11) |
Cu—P3—C49—C50 | 87.9 (9) | P3—C49—C54—C53 | 176.0 (9) |
Cu—P3—C49—C54 | −88.6 (9) | C50—C49—C54—C53 | −0.6 (11) |
C37—P3—C49—C50 | −147.3 (9) | C49—C50—C51—C52 | 2.8 (11) |
C37—P3—C49—C54 | 36.2 (9) | C50—C51—C52—C53 | −1.2 (12) |
C43—P3—C49—C50 | −35.9 (9) | C51—C52—C53—C54 | −1.3 (12) |
C43—P3—C49—C54 | 147.5 (9) | C52—C53—C54—C49 | 2.2 (12) |
Symmetry codes: (i) x, y+1, z; (ii) −x+1, −y+2, −z; (iii) x+1, y+1, z; (iv) x+1, y, z; (v) −x+1, −y+2, −z+1; (vi) −x, −y+1, −z; (vii) x−1, y, z; (viii) x, y−1, z; (ix) −x, −y+2, −z; (x) −x+1, −y+1, −z+1; (xi) −x, −y+1, −z+1; (xii) −x+1, −y+1, −z; (xiii) x−1, y−1, z. |
Experimental details
Crystal data | |
Chemical formula | [Cu(C18H15P)3](PF6) |
Mr | 995.33 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 295 |
a, b, c (Å) | 11.057 (2), 12.1900 (18), 18.790 (3) |
α, β, γ (°) | 88.4 (8), 100.633 (15), 104.349 (13) |
V (Å3) | 2411.0 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.65 |
Crystal size (mm) | 0.30 × 0.20 × 0.15 |
Data collection | |
Diffractometer | Rigaku AFC-7R diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9918, 8479, 6045 |
Rint | 0.042 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.053, 0.163, 1.02 |
No. of reflections | 8479 |
No. of parameters | 587 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.72, −0.56 |
Computer programs: MSC/AFC7 Diffractometer Control for Windows (Molecular Structure Corporation, 1999), MSC/AFC7 Diffractometer Control for Windows, TEXSAN for Windows (Molecular Structure Corporation, 1997-2001), TEXSAN for Windows and SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2001), TEXSAN for Windows and PLATON.
Cu—P1 | 2.2773 (11) | P2—C19 | 1.824 (4) |
Cu—P2 | 2.2865 (11) | P2—C25 | 1.818 (4) |
Cu—P3 | 2.3009 (12) | P2—C31 | 1.824 (4) |
P1—C1 | 1.819 (4) | P3—C37 | 1.820 (4) |
P1—C7 | 1.821 (4) | P3—C43 | 1.820 (4) |
P1—C13 | 1.822 (4) | P3—C49 | 1.826 (4) |
P1—Cu—P2 | 125.2 (8) | C43—P3—C49 | 105.3 (8) |
P1—Cu—P3 | 120.0 (8) | P1—C1—C2 | 117.6 (9) |
P2—Cu—P3 | 113.3 (8) | P1—C1—C6 | 122.9 (9) |
Cu—P1—C1 | 114.1 (8) | P1—C7—C8 | 119.0 (8) |
Cu—P1—C7 | 117.5 (8) | P1—C7—C12 | 123.0 (9) |
Cu—P1—C13 | 110.1 (8) | P1—C13—C14 | 117.9 (9) |
C1—P1—C7 | 104.5 (8) | P1—C13—C18 | 123.8 (9) |
C1—P1—C13 | 104.9 (8) | P2—C19—C20 | 118.3 (9) |
C7—P1—C13 | 104.7 (8) | P2—C19—C24 | 122.7 (9) |
Cu—P2—C19 | 122.8 (8) | P2—C25—C26 | 118.0 (9) |
Cu—P2—C25 | 115.9 (8) | P2—C25—C30 | 123.3 (9) |
Cu—P2—C31 | 103.7 (8) | P2—C31—C32 | 116.2 (9) |
C19—P2—C25 | 102.0 (8) | P2—C31—C36 | 125.5 (9) |
C19—P2—C31 | 104.0 (8) | P3—C37—C38 | 118.6 (9) |
C25—P2—C31 | 107.1 (8) | P3—C37—C42 | 123.0 (9) |
Cu—P3—C37 | 112.2 (8) | P3—C43—C44 | 118.0 (8) |
Cu—P3—C43 | 110.4 (8) | P3—C43—C48 | 123.8 (8) |
Cu—P3—C49 | 118.2 (8) | P3—C49—C50 | 121.0 (9) |
C37—P3—C43 | 106.2 (8) | P3—C49—C54 | 120.0 (9) |
C37—P3—C49 | 103.6 (8) |
The structure of the title compound, (I), has been determined as part of an investigation into the structural properties of the adducts formed between the tris(triphenylphosphine)copper(I) cation and monovalent anions. The structure determination of (I) shows the complex to consist of discrete [(PPh3)3Cu]+ cations and [PF6]− anions, with the shortest Cu···F distance being 4.44 (2) Å (Fig. 1 and Table 1).
The lattice packing arrangement of the cations and anions are illustrated in Fig. 2. In the cation, steric congestion by the phenyl rings of the PPh3 ligands results in a distorted trigonal-planar environment for the Cu, with P—Cu—P angles of 125.20 (4), 120.01 (4) and 113.28 (4)°, and a mean value of 120 (6)°. The Cu atom lies less than 0.2 Å out of the plane of the three P atoms. The Cu—P bond lengths of 2.277 (1), 2.286 (1) and 2.301 (1) Å [mean 2.288 (12) Å] are similar to those reported for the two other known ionic [(PPh3)3Cu]X salts with uncoordinated anions: X = FeCl4 (Saturino & Arif, 1993) with Cu—P bond lengths of 2.303 (2), 2.294 (2) and 2.288 (2) Å [mean 2.295 (8) Å]; and X = V(CO)6 (Doyle et al., 1985) with Cu—P bond lengths of 2.293 (1), 2.297 (1) and 2.296 (1) Å [mean 2.295 (2) Å]. These Cu—P bond lengths are shorter than those reported for four-coordinate complexes in which the anion is coordinated to the Cu atom. For example, with X = ClO4 (Dyason et al., 1986), the Cu—P bond lengths are 2.314 (5), 2.313 (7) and 2.317 (8) Å [mean 2.315 (2) Å], with X = NO3 (Dyason et al., 1986), the Cu—P bond lengths are 2.312 (2), 2.321 (2) and 2.338 (2) Å [mean 2.324 (13) Å], and with X = Cl (Gill et al., 1976), the Cu—P bond lengths are 2.348 (2), 2.351 (2) and 2.355 (2) Å [mean 2.351 (3) Å].