PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2010 April 1; 66(Pt 4): m369.
Published online 2010 March 6. doi:  10.1107/S1600536810007312
PMCID: PMC2983927

(Triphenyl­phosphine-κP)[1,1,1-tris­(diphenyl­phosphinometh­yl)ethane-κ3 P,P′,P′′]copper(I) tetra­fluoridoborate

Qi Yina and Xin Gana,*

Abstract

In the title mononuclear CuI complex, [Cu(C18H15P)(C41H39P3)]BF4, the cation has a basic rigid core structure reminiscent of the framework of diamond. The metal atom is coordinated by four P atoms in a distorted tetra­hedral geometry, the distortion arising from the steric hindrance of the phenyl groups. The anion is disordered over two positions, with an occupancy ratio of 0.524 (17):0.476 (17). The cations and anions are closely packed in the crystal and are in h.c.p. arrangements.

Related literature

For the synthesis of related complexes, see: Pawlowski et al. (2005 [triangle]). For the structures of related complexes, see: Kourkine et al. (1996 [triangle]); Mautz et al. (2008 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m369-scheme1.jpg

Experimental

Crystal data

  • [Cu(C18H15P)(C41H39P3)]BF4
  • M r = 1037.25
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m369-efi1.jpg
  • a = 13.470 (4) Å
  • b = 14.356 (4) Å
  • c = 26.240 (7) Å
  • β = 91.338 (5)°
  • V = 5073 (2) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.61 mm−1
  • T = 293 K
  • 0.20 × 0.16 × 0.14 mm

Data collection

  • Bruker SMART diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.696, T max = 1.000
  • 29232 measured reflections
  • 10469 independent reflections
  • 5826 reflections with I > 2σ(I)
  • R int = 0.072

Refinement

  • R[F 2 > 2σ(F 2)] = 0.057
  • wR(F 2) = 0.138
  • S = 0.98
  • 10469 reflections
  • 660 parameters
  • H-atom parameters constrained
  • Δρmax = 0.49 e Å−3
  • Δρmin = −0.31 e Å−3

Data collection: SMART (Siemens, 1996 [triangle]); cell refinement: SAINT (Siemens, 1996 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: ORTEP-3 (Farrugia, 1997 [triangle]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 [triangle]).

Table 1
Selected geometric parameters (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810007312/bh2273sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810007312/bh2273Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We acknowledge the National Natural Science Foundation of China (20761006).

supplementary crystallographic information

Comment

As seen in Figure 1, the copper center of the title compound can be described as having a distorted tetrahedron geometry with four of Cu—P bond lengths [2.2852 (11), 2.2983 (12), 2.3177 (12) and 2.3314 (12) Å] and P—Cu—P angles in the range 91.17 (4) to 124.27 (4)°. The average Cu—P distance is thus 2.3082 Å, slightly longer than the corresponding value, 2.2833 Å, reported for a similar compound (Kourkine et al., 1996). The P—Cu—P angles are out of the range 104.0 (1)–116.5 (1)° observed in the same complex.

Tris(diphenylphosphinomethyl)ethane and the CuI ion compose a bicyclo[2,2,2]octa core with a rigid structure similar to the basic structure of diamond. Interestingly, these rigid cations and disordered anions are connected by C—H···F weak hydrogen bonds, as shown in Figure 2, characterized by a C···F separation of 3.229 (12) Å.

Some other related complexes have been synthesized with CuI (Pawlowski et al., 2005), and Ni (Mautz et al., 2008).

Experimental

A mixture of [Cu(CH3CN)4]BF4 (0.1258 g, 0.40 mmol) and 1,1,1-tris(diphenylphosphinomethyl)ethane (triphos, 0.25 g, 0.40 mmol) in dichloromethane (20 mL) was stirred for 3 hours at room temperature under nitrogen atmosphere, and triphenylphosphine (0.1048 g, 0.4 mmol) was then added to the solution. The resulting colorless solution was further stirred for 2 hours and then filtered. The reaction mixture was concentrated in vacuum and the crude product was recrystallized from CH2Cl2/diethyl ether, to give white crystals (Yield: 82%).

Refinement

All H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) for aromatic CH, C—H = 0.96 Å and Uiso(H) = 1.5Ueq(C) for the methyl group, and C—H = 0.97 Å and Uiso(H) = 1.2Ueq(C) for the methylene groups. The F atoms in the aion are disordered over two positions, and occupancies were refined with the sum of two disordered sites constrained to unity. The occupation factors converged to 0.476 (17) and 0.524 (17).

Figures

Fig. 1.
Molecular structure of the title compound. For clarity, all phenyl groups and H atoms are omitted. A single position for the anion is represented.
Fig. 2.
Interactions between cations and anions in the crystal structure of the title compound.

Crystal data

[Cu(C18H15P)(C41H39P3)]BF4F(000) = 2152
Mr = 1037.25Dx = 1.358 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 904 reflections
a = 13.470 (4) Åθ = 2.8–23.1°
b = 14.356 (4) ŵ = 0.61 mm1
c = 26.240 (7) ÅT = 293 K
β = 91.338 (5)°Block, white
V = 5073 (2) Å30.20 × 0.16 × 0.14 mm
Z = 4

Data collection

Bruker SMART diffractometer10469 independent reflections
Radiation source: fine-focus sealed tube5826 reflections with I > 2σ(I)
graphiteRint = 0.072
[var phi] and ω scansθmax = 26.5°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −9→16
Tmin = 0.696, Tmax = 1.000k = −17→18
29232 measured reflectionsl = −29→32

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.057Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.138H-atom parameters constrained
S = 0.98w = 1/[σ2(Fo2) + (0.0633P)2] where P = (Fo2 + 2Fc2)/3
10469 reflections(Δ/σ)max < 0.001
660 parametersΔρmax = 0.49 e Å3
0 restraintsΔρmin = −0.30 e Å3
0 constraints

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/UeqOcc. (<1)
Cu10.24249 (3)0.75782 (3)0.396487 (17)0.03077 (13)
P10.41107 (7)0.73412 (7)0.41402 (4)0.0339 (2)
P20.25203 (7)0.77281 (7)0.30879 (4)0.0335 (2)
P30.24433 (7)0.91686 (6)0.40649 (4)0.0324 (2)
P40.13205 (7)0.66350 (7)0.43651 (4)0.0338 (2)
C10.4799 (3)0.6276 (3)0.39782 (16)0.0401 (10)
C20.4919 (4)0.6035 (3)0.34792 (18)0.0666 (14)
H20.46600.64190.32230.080*
C30.5416 (4)0.5238 (4)0.3349 (2)0.0859 (18)
H30.54930.50880.30070.103*
C40.5797 (4)0.4666 (4)0.3719 (2)0.0820 (17)
H40.61250.41200.36310.098*
C50.5693 (4)0.4898 (3)0.4216 (2)0.0736 (15)
H50.59600.45130.44690.088*
C60.5202 (3)0.5692 (3)0.43494 (18)0.0558 (12)
H60.51390.58410.46920.067*
C70.4547 (3)0.7550 (2)0.47942 (15)0.0388 (9)
C80.5539 (3)0.7766 (3)0.49112 (18)0.0499 (11)
H80.59990.77930.46530.060*
C90.5836 (4)0.7940 (3)0.5406 (2)0.0663 (15)
H90.64920.81050.54770.080*
C100.5184 (4)0.7875 (3)0.5799 (2)0.0691 (15)
H100.53990.79770.61340.083*
C110.4214 (4)0.7657 (3)0.56900 (18)0.0618 (13)
H110.37620.76210.59520.074*
C120.3901 (3)0.7490 (3)0.51913 (16)0.0464 (10)
H120.32410.73340.51240.056*
C130.4777 (3)0.8240 (3)0.37731 (16)0.0436 (10)
H13A0.51450.86230.40170.052*
H13B0.52630.79200.35690.052*
C140.4194 (2)0.8901 (2)0.34159 (14)0.0325 (9)
C150.4987 (3)0.9517 (3)0.31621 (16)0.0482 (11)
H15A0.46640.99740.29490.072*
H15B0.54070.91340.29590.072*
H15C0.53810.98240.34210.072*
C160.3684 (3)0.8362 (3)0.29736 (15)0.0440 (10)
H16A0.41600.79160.28480.053*
H16B0.35510.88030.27000.053*
C170.2630 (3)0.6659 (3)0.27227 (15)0.0376 (9)
C180.2852 (3)0.6658 (3)0.22080 (16)0.0487 (11)
H180.29760.72170.20420.058*
C190.2888 (3)0.5840 (4)0.19470 (18)0.0608 (13)
H190.30240.58470.16010.073*
C200.2729 (3)0.5008 (3)0.2185 (2)0.0582 (13)
H200.27510.44550.20010.070*
C210.2537 (3)0.4988 (3)0.2695 (2)0.0587 (13)
H210.24430.44230.28600.070*
C220.2483 (3)0.5820 (3)0.29635 (17)0.0496 (11)
H220.23470.58100.33090.060*
C230.1601 (3)0.8362 (3)0.26973 (14)0.0379 (9)
C240.0716 (3)0.7921 (3)0.25629 (15)0.0472 (11)
H240.06240.72980.26480.057*
C25−0.0038 (3)0.8402 (4)0.23009 (17)0.0635 (14)
H25−0.06390.81120.22220.076*
C260.0124 (4)0.9319 (4)0.21603 (18)0.0716 (16)
H26−0.03730.96430.19830.086*
C270.0991 (4)0.9750 (4)0.22772 (19)0.0705 (15)
H270.10931.03620.21740.085*
C280.1733 (3)0.9280 (3)0.25509 (16)0.0513 (11)
H280.23220.95850.26360.062*
C290.3536 (3)0.9585 (3)0.37104 (15)0.0409 (10)
H29A0.32961.00480.34680.049*
H29B0.39660.99090.39530.049*
C300.1404 (3)0.9788 (3)0.37651 (14)0.0362 (9)
C310.1473 (3)1.0711 (3)0.36160 (17)0.0522 (11)
H310.20631.10360.36720.063*
C320.0671 (4)1.1148 (3)0.33846 (19)0.0656 (14)
H320.07251.17650.32800.079*
C33−0.0198 (4)1.0681 (4)0.33079 (18)0.0623 (13)
H33−0.07341.09810.31490.075*
C34−0.0292 (3)0.9778 (3)0.34612 (16)0.0515 (11)
H34−0.08920.94660.34110.062*
C350.0507 (3)0.9329 (3)0.36909 (15)0.0424 (10)
H350.04430.87140.37970.051*
C360.2550 (3)0.9773 (2)0.46789 (15)0.0389 (9)
C370.1756 (3)1.0240 (3)0.48823 (17)0.0597 (13)
H370.11671.02970.46930.072*
C380.1828 (4)1.0628 (4)0.5367 (2)0.0768 (16)
H380.12911.09500.54970.092*
C390.2678 (5)1.0540 (4)0.56521 (19)0.0737 (16)
H390.27221.08000.59760.088*
C400.3463 (4)1.0072 (3)0.54629 (19)0.0656 (14)
H400.40421.00050.56590.079*
C410.3402 (3)0.9696 (3)0.49786 (17)0.0512 (11)
H410.39480.93830.48520.061*
C420.1589 (3)0.5405 (2)0.42803 (14)0.0347 (9)
C430.2571 (3)0.5113 (3)0.43182 (19)0.0577 (13)
H430.30610.55390.44140.069*
C440.2832 (4)0.4211 (3)0.4217 (2)0.0725 (16)
H440.34930.40280.42450.087*
C450.2116 (4)0.3578 (3)0.40737 (19)0.0639 (13)
H450.22910.29680.39970.077*
C460.1148 (4)0.3845 (3)0.40442 (18)0.0575 (12)
H460.06620.34100.39570.069*
C470.0879 (3)0.4755 (3)0.41422 (16)0.0455 (10)
H470.02150.49290.41150.055*
C480.1349 (3)0.6788 (3)0.50546 (15)0.0387 (10)
C490.1545 (3)0.6084 (3)0.53999 (16)0.0501 (11)
H490.16450.54790.52850.060*
C500.1593 (3)0.6276 (4)0.59191 (18)0.0688 (15)
H500.17180.57950.61490.083*
C510.1462 (4)0.7142 (5)0.6093 (2)0.0836 (19)
H510.14990.72580.64420.100*
C520.1273 (4)0.7863 (4)0.5757 (2)0.0791 (17)
H520.11810.84650.58780.095*
C530.1219 (3)0.7687 (3)0.52404 (18)0.0581 (12)
H530.10960.81740.50140.070*
C54−0.0001 (3)0.6724 (3)0.41974 (16)0.0397 (10)
C55−0.0735 (3)0.6595 (3)0.45486 (18)0.0572 (12)
H55−0.05650.64850.48890.069*
C56−0.1728 (4)0.6631 (4)0.4393 (2)0.0783 (16)
H56−0.22200.65320.46300.094*
C57−0.1987 (4)0.6811 (3)0.3895 (3)0.0739 (16)
H57−0.26530.68360.37950.089*
C58−0.1262 (4)0.6953 (3)0.3544 (2)0.0700 (14)
H58−0.14320.70810.32060.084*
C59−0.0277 (3)0.6904 (3)0.36998 (18)0.0561 (12)
H590.02140.69950.34610.067*
B10.3312 (7)0.2119 (6)0.2671 (3)0.080 (2)
F10.299 (2)0.128 (2)0.2471 (10)0.143 (9)0.476 (17)
F20.3933 (14)0.2505 (10)0.2382 (7)0.152 (7)0.476 (17)
F30.2403 (7)0.2555 (7)0.2643 (6)0.120 (5)0.476 (17)
F40.3505 (12)0.1988 (13)0.3157 (5)0.160 (8)0.476 (17)
F1'0.326 (2)0.1207 (16)0.2673 (9)0.135 (9)0.524 (17)
F2'0.4334 (11)0.2230 (11)0.2776 (7)0.196 (7)0.524 (17)
F3'0.3244 (12)0.2558 (9)0.2234 (5)0.140 (6)0.524 (17)
F4'0.2890 (13)0.2538 (8)0.3048 (6)0.164 (8)0.524 (17)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cu10.0327 (3)0.0303 (3)0.0293 (2)−0.00246 (19)−0.00001 (17)0.0021 (2)
P10.0303 (5)0.0334 (5)0.0378 (6)0.0010 (4)−0.0031 (4)0.0056 (4)
P20.0333 (6)0.0401 (6)0.0271 (5)−0.0041 (4)−0.0015 (4)0.0001 (4)
P30.0351 (6)0.0281 (5)0.0342 (6)−0.0019 (4)0.0021 (4)0.0008 (4)
P40.0363 (6)0.0314 (5)0.0339 (6)−0.0049 (4)0.0025 (4)0.0015 (4)
C10.030 (2)0.041 (2)0.049 (3)0.0023 (17)−0.0009 (18)0.000 (2)
C20.085 (4)0.065 (3)0.050 (3)0.033 (3)−0.009 (3)−0.002 (3)
C30.114 (5)0.087 (4)0.057 (4)0.046 (4)−0.001 (3)−0.015 (3)
C40.099 (4)0.065 (4)0.083 (5)0.043 (3)0.015 (3)−0.003 (3)
C50.088 (4)0.059 (3)0.074 (4)0.032 (3)0.005 (3)0.021 (3)
C60.068 (3)0.044 (3)0.055 (3)0.010 (2)0.005 (2)0.008 (2)
C70.042 (2)0.030 (2)0.044 (2)−0.0005 (18)−0.0092 (18)0.0071 (18)
C80.043 (3)0.050 (3)0.056 (3)−0.004 (2)−0.010 (2)0.009 (2)
C90.071 (4)0.051 (3)0.075 (4)−0.009 (2)−0.041 (3)0.011 (3)
C100.106 (5)0.051 (3)0.049 (3)−0.004 (3)−0.029 (3)0.000 (2)
C110.085 (4)0.056 (3)0.044 (3)−0.003 (3)0.000 (3)0.001 (2)
C120.051 (3)0.040 (2)0.049 (3)−0.0064 (19)−0.002 (2)0.004 (2)
C130.035 (2)0.050 (3)0.046 (3)−0.0034 (18)0.0001 (18)0.012 (2)
C140.027 (2)0.035 (2)0.035 (2)−0.0089 (16)0.0017 (16)0.0066 (17)
C150.039 (2)0.059 (3)0.047 (3)−0.015 (2)0.0043 (19)0.011 (2)
C160.037 (2)0.061 (3)0.035 (2)−0.011 (2)0.0022 (17)0.005 (2)
C170.031 (2)0.045 (2)0.037 (2)−0.0004 (17)0.0005 (17)−0.0076 (19)
C180.058 (3)0.050 (3)0.038 (3)0.013 (2)0.004 (2)−0.003 (2)
C190.061 (3)0.079 (4)0.041 (3)0.023 (3)−0.001 (2)−0.013 (3)
C200.040 (3)0.062 (3)0.072 (4)0.013 (2)−0.002 (2)−0.028 (3)
C210.057 (3)0.043 (3)0.077 (4)−0.007 (2)0.007 (3)−0.003 (3)
C220.058 (3)0.049 (3)0.042 (3)−0.004 (2)0.007 (2)−0.002 (2)
C230.041 (2)0.049 (2)0.024 (2)0.0014 (19)0.0006 (16)−0.0043 (18)
C240.046 (3)0.058 (3)0.037 (3)0.008 (2)0.000 (2)−0.014 (2)
C250.050 (3)0.092 (4)0.048 (3)0.018 (3)−0.014 (2)−0.027 (3)
C260.082 (4)0.087 (4)0.044 (3)0.043 (3)−0.013 (3)−0.004 (3)
C270.091 (4)0.071 (4)0.050 (3)0.024 (3)0.006 (3)0.010 (3)
C280.062 (3)0.052 (3)0.041 (3)0.006 (2)0.001 (2)0.005 (2)
C290.041 (2)0.037 (2)0.045 (3)−0.0085 (18)0.0060 (18)0.0058 (19)
C300.041 (2)0.034 (2)0.034 (2)0.0019 (18)0.0012 (17)−0.0016 (17)
C310.054 (3)0.039 (2)0.064 (3)0.004 (2)−0.004 (2)−0.001 (2)
C320.077 (4)0.042 (3)0.078 (4)0.020 (3)−0.003 (3)0.010 (2)
C330.056 (3)0.071 (4)0.060 (3)0.027 (3)−0.002 (2)0.001 (3)
C340.037 (3)0.070 (3)0.048 (3)0.009 (2)0.003 (2)−0.004 (2)
C350.046 (3)0.041 (2)0.041 (3)0.0019 (19)0.0066 (19)−0.0001 (19)
C360.049 (3)0.028 (2)0.039 (2)−0.0092 (18)0.0011 (19)0.0021 (17)
C370.060 (3)0.075 (3)0.044 (3)0.000 (2)0.008 (2)−0.010 (2)
C380.085 (4)0.092 (4)0.054 (4)−0.001 (3)0.020 (3)−0.018 (3)
C390.120 (5)0.061 (3)0.041 (3)−0.024 (3)−0.001 (3)−0.009 (3)
C400.090 (4)0.047 (3)0.058 (3)−0.013 (3)−0.027 (3)0.001 (2)
C410.062 (3)0.035 (2)0.056 (3)−0.007 (2)−0.009 (2)−0.003 (2)
C420.037 (2)0.037 (2)0.031 (2)−0.0050 (17)0.0021 (16)0.0057 (17)
C430.045 (3)0.039 (3)0.090 (4)−0.004 (2)−0.004 (2)0.011 (2)
C440.050 (3)0.053 (3)0.115 (5)0.011 (2)0.007 (3)0.012 (3)
C450.081 (4)0.040 (3)0.071 (4)0.012 (3)−0.003 (3)−0.002 (2)
C460.067 (3)0.038 (3)0.067 (3)−0.004 (2)−0.013 (2)−0.008 (2)
C470.042 (3)0.040 (2)0.054 (3)−0.0003 (19)−0.004 (2)−0.001 (2)
C480.034 (2)0.045 (2)0.038 (2)−0.0110 (18)0.0053 (17)−0.0031 (19)
C490.047 (3)0.065 (3)0.039 (3)−0.012 (2)−0.0017 (19)0.008 (2)
C500.055 (3)0.116 (5)0.035 (3)−0.018 (3)−0.005 (2)0.013 (3)
C510.069 (4)0.141 (6)0.041 (3)−0.041 (4)0.007 (3)−0.024 (4)
C520.086 (4)0.090 (4)0.063 (4)−0.024 (3)0.025 (3)−0.037 (3)
C530.070 (3)0.052 (3)0.053 (3)−0.011 (2)0.014 (2)−0.004 (2)
C540.039 (2)0.034 (2)0.046 (3)−0.0029 (17)−0.0001 (19)−0.0031 (19)
C550.044 (3)0.070 (3)0.057 (3)0.006 (2)0.007 (2)0.006 (2)
C560.042 (3)0.094 (4)0.099 (5)0.004 (3)0.012 (3)0.008 (4)
C570.044 (3)0.070 (4)0.107 (5)0.009 (2)−0.019 (3)−0.004 (3)
C580.063 (4)0.079 (4)0.067 (4)−0.001 (3)−0.028 (3)0.000 (3)
C590.052 (3)0.067 (3)0.049 (3)−0.009 (2)−0.005 (2)0.001 (2)
B10.099 (7)0.076 (5)0.066 (5)−0.006 (5)−0.007 (5)0.004 (4)
F10.178 (14)0.120 (17)0.131 (17)−0.055 (12)−0.007 (11)−0.015 (12)
F20.137 (14)0.164 (11)0.157 (19)−0.049 (12)0.063 (12)0.030 (12)
F30.092 (7)0.122 (7)0.146 (13)0.041 (5)−0.023 (7)0.006 (7)
F40.152 (13)0.211 (17)0.114 (11)−0.023 (10)−0.060 (9)0.032 (10)
F1'0.192 (19)0.076 (9)0.141 (19)0.017 (11)0.048 (14)0.028 (11)
F2'0.151 (12)0.254 (15)0.182 (15)−0.042 (9)−0.029 (11)0.041 (12)
F3'0.164 (15)0.127 (7)0.127 (9)−0.027 (9)−0.035 (11)0.040 (6)
F4'0.208 (18)0.145 (10)0.141 (14)0.025 (9)0.063 (14)−0.041 (10)

Geometric parameters (Å, °)

Cu1—P42.2852 (11)C27—C281.391 (6)
Cu1—P32.2983 (12)C27—H270.9300
Cu1—P22.3177 (12)C28—H280.9300
Cu1—P12.3314 (12)C29—H29A0.9700
P1—C71.826 (4)C29—H29B0.9700
P1—C11.843 (4)C30—C311.386 (5)
P1—C131.855 (4)C30—C351.386 (5)
P2—C171.818 (4)C31—C321.378 (6)
P2—C231.831 (4)C31—H310.9300
P2—C161.843 (4)C32—C331.360 (6)
P3—C301.821 (4)C32—H320.9300
P3—C361.833 (4)C33—C341.364 (6)
P3—C291.859 (3)C33—H330.9300
P4—C421.817 (4)C34—C351.381 (5)
P4—C481.822 (4)C34—H340.9300
P4—C541.828 (4)C35—H350.9300
C1—C21.367 (6)C36—C411.380 (5)
C1—C61.387 (6)C36—C371.381 (5)
C2—C31.374 (6)C37—C381.389 (6)
C2—H20.9300C37—H370.9300
C3—C41.363 (7)C38—C391.359 (7)
C3—H30.9300C38—H380.9300
C4—C51.356 (7)C39—C401.356 (7)
C4—H40.9300C39—H390.9300
C5—C61.367 (6)C40—C411.382 (6)
C5—H50.9300C40—H400.9300
C6—H60.9300C41—H410.9300
C7—C121.376 (5)C42—C471.379 (5)
C7—C81.399 (5)C42—C431.388 (5)
C8—C91.373 (6)C43—C441.371 (6)
C8—H80.9300C43—H430.9300
C9—C101.372 (7)C44—C451.371 (6)
C9—H90.9300C44—H440.9300
C10—C111.368 (7)C45—C461.358 (6)
C10—H100.9300C45—H450.9300
C11—C121.386 (6)C46—C471.381 (5)
C11—H110.9300C46—H460.9300
C12—H120.9300C47—H470.9300
C13—C141.537 (5)C48—C491.378 (5)
C13—H13A0.9700C48—C531.393 (5)
C13—H13B0.9700C49—C501.390 (6)
C14—C291.542 (5)C49—H490.9300
C14—C161.543 (5)C50—C511.337 (7)
C14—C151.549 (5)C50—H500.9300
C15—H15A0.9600C51—C521.380 (8)
C15—H15B0.9600C51—H510.9300
C15—H15C0.9600C52—C531.378 (7)
C16—H16A0.9700C52—H520.9300
C16—H16B0.9700C53—H530.9300
C17—C221.376 (5)C54—C591.373 (6)
C17—C181.390 (5)C54—C551.380 (5)
C18—C191.362 (6)C55—C561.390 (6)
C18—H180.9300C55—H550.9300
C19—C201.368 (6)C56—C571.370 (7)
C19—H190.9300C56—H560.9300
C20—C211.367 (6)C57—C581.374 (7)
C20—H200.9300C57—H570.9300
C21—C221.390 (6)C58—C591.381 (6)
C21—H210.9300C58—H580.9300
C22—H220.9300C59—H590.9300
C23—C281.385 (5)B1—F11.38 (3)
C23—C241.389 (5)B1—F21.271 (14)
C24—C251.396 (6)B1—F31.375 (12)
C24—H240.9300B1—F41.309 (14)
C25—C261.386 (7)B1—F1'1.31 (2)
C25—H250.9300B1—F2'1.407 (14)
C26—C271.351 (7)B1—F3'1.312 (14)
C26—H260.9300B1—F4'1.299 (12)
P4—Cu1—P3122.79 (4)C27—C26—C25121.0 (5)
P4—Cu1—P2124.27 (4)C27—C26—H26119.5
P3—Cu1—P291.17 (4)C25—C26—H26119.5
P4—Cu1—P1117.67 (4)C26—C27—C28120.1 (5)
P3—Cu1—P196.58 (4)C26—C27—H27119.9
P2—Cu1—P197.65 (4)C28—C27—H27119.9
C7—P1—C1101.56 (18)C23—C28—C27120.6 (5)
C7—P1—C13103.00 (18)C23—C28—H28119.7
C1—P1—C13101.86 (18)C27—C28—H28119.7
C7—P1—Cu1116.88 (13)C14—C29—P3121.1 (2)
C1—P1—Cu1124.63 (13)C14—C29—H29A107.0
C13—P1—Cu1106.09 (12)P3—C29—H29A107.0
C17—P2—C23100.77 (17)C14—C29—H29B107.0
C17—P2—C16104.58 (18)P3—C29—H29B107.0
C23—P2—C16103.28 (18)H29A—C29—H29B106.8
C17—P2—Cu1116.87 (13)C31—C30—C35118.6 (4)
C23—P2—Cu1123.33 (12)C31—C30—P3122.2 (3)
C16—P2—Cu1105.93 (13)C35—C30—P3119.2 (3)
C30—P3—C36101.10 (18)C32—C31—C30120.2 (4)
C30—P3—C29103.67 (18)C32—C31—H31119.9
C36—P3—C29103.94 (18)C30—C31—H31119.9
C30—P3—Cu1115.43 (13)C33—C32—C31120.3 (4)
C36—P3—Cu1124.83 (12)C33—C32—H32119.9
C29—P3—Cu1105.61 (12)C31—C32—H32119.9
C42—P4—C48103.82 (17)C32—C33—C34120.6 (4)
C42—P4—C54103.55 (17)C32—C33—H33119.7
C48—P4—C54103.19 (18)C34—C33—H33119.7
C42—P4—Cu1112.70 (12)C33—C34—C35119.7 (4)
C48—P4—Cu1112.73 (12)C33—C34—H34120.1
C54—P4—Cu1119.24 (13)C35—C34—H34120.1
C2—C1—C6117.8 (4)C34—C35—C30120.5 (4)
C2—C1—P1120.1 (3)C34—C35—H35119.7
C6—C1—P1122.1 (3)C30—C35—H35119.7
C1—C2—C3121.2 (5)C41—C36—C37117.4 (4)
C1—C2—H2119.4C41—C36—P3120.7 (3)
C3—C2—H2119.4C37—C36—P3121.6 (3)
C4—C3—C2120.1 (5)C36—C37—C38120.7 (5)
C4—C3—H3119.9C36—C37—H37119.7
C2—C3—H3119.9C38—C37—H37119.7
C5—C4—C3119.4 (5)C39—C38—C37120.5 (5)
C5—C4—H4120.3C39—C38—H38119.8
C3—C4—H4120.3C37—C38—H38119.8
C4—C5—C6120.9 (5)C40—C39—C38119.9 (5)
C4—C5—H5119.5C40—C39—H39120.1
C6—C5—H5119.5C38—C39—H39120.1
C5—C6—C1120.5 (5)C39—C40—C41120.0 (5)
C5—C6—H6119.7C39—C40—H40120.0
C1—C6—H6119.7C41—C40—H40120.0
C12—C7—C8117.7 (4)C36—C41—C40121.6 (4)
C12—C7—P1120.4 (3)C36—C41—H41119.2
C8—C7—P1121.8 (3)C40—C41—H41119.2
C9—C8—C7120.2 (4)C47—C42—C43117.9 (4)
C9—C8—H8119.9C47—C42—P4123.5 (3)
C7—C8—H8119.9C43—C42—P4118.5 (3)
C10—C9—C8121.4 (5)C44—C43—C42121.3 (4)
C10—C9—H9119.3C44—C43—H43119.3
C8—C9—H9119.3C42—C43—H43119.3
C11—C10—C9118.9 (5)C43—C44—C45119.8 (4)
C11—C10—H10120.5C43—C44—H44120.1
C9—C10—H10120.5C45—C44—H44120.1
C10—C11—C12120.3 (5)C46—C45—C44119.8 (4)
C10—C11—H11119.8C46—C45—H45120.1
C12—C11—H11119.8C44—C45—H45120.1
C7—C12—C11121.4 (4)C45—C46—C47120.8 (4)
C7—C12—H12119.3C45—C46—H46119.6
C11—C12—H12119.3C47—C46—H46119.6
C14—C13—P1120.0 (3)C42—C47—C46120.4 (4)
C14—C13—H13A107.3C42—C47—H47119.8
P1—C13—H13A107.3C46—C47—H47119.8
C14—C13—H13B107.3C49—C48—C53118.2 (4)
P1—C13—H13B107.3C49—C48—P4124.3 (3)
H13A—C13—H13B106.9C53—C48—P4117.3 (3)
C13—C14—C29112.3 (3)C48—C49—C50120.2 (5)
C13—C14—C16111.2 (3)C48—C49—H49119.9
C29—C14—C16116.4 (3)C50—C49—H49119.9
C13—C14—C15105.5 (3)C51—C50—C49121.1 (5)
C29—C14—C15105.2 (3)C51—C50—H50119.5
C16—C14—C15105.2 (3)C49—C50—H50119.5
C14—C15—H15A109.5C50—C51—C52120.1 (5)
C14—C15—H15B109.5C50—C51—H51119.9
H15A—C15—H15B109.5C52—C51—H51119.9
C14—C15—H15C109.5C53—C52—C51119.8 (5)
H15A—C15—H15C109.5C53—C52—H52120.1
H15B—C15—H15C109.5C51—C52—H52120.1
C14—C16—P2119.4 (3)C52—C53—C48120.6 (5)
C14—C16—H16A107.5C52—C53—H53119.7
P2—C16—H16A107.5C48—C53—H53119.7
C14—C16—H16B107.5C59—C54—C55118.6 (4)
P2—C16—H16B107.5C59—C54—P4118.8 (3)
H16A—C16—H16B107.0C55—C54—P4122.6 (3)
C22—C17—C18118.8 (4)C54—C55—C56119.9 (5)
C22—C17—P2118.9 (3)C54—C55—H55120.0
C18—C17—P2122.3 (3)C56—C55—H55120.0
C19—C18—C17120.0 (4)C57—C56—C55120.6 (5)
C19—C18—H18120.0C57—C56—H56119.7
C17—C18—H18120.0C55—C56—H56119.7
C18—C19—C20121.0 (4)C56—C57—C58119.9 (5)
C18—C19—H19119.5C56—C57—H57120.0
C20—C19—H19119.5C58—C57—H57120.0
C21—C20—C19120.0 (4)C57—C58—C59119.2 (5)
C21—C20—H20120.0C57—C58—H58120.4
C19—C20—H20120.0C59—C58—H58120.4
C20—C21—C22119.5 (4)C54—C59—C58121.8 (4)
C20—C21—H21120.3C54—C59—H59119.1
C22—C21—H21120.3C58—C59—H59119.1
C17—C22—C21120.6 (4)F2—B1—F4121.8 (14)
C17—C22—H22119.7F2—B1—F3111.5 (12)
C21—C22—H22119.7F4—B1—F3105.9 (12)
C28—C23—C24118.6 (4)F2—B1—F1110.9 (17)
C28—C23—P2122.6 (3)F4—B1—F1107.4 (13)
C24—C23—P2118.7 (3)F3—B1—F196.3 (15)
C23—C24—C25120.6 (4)F4'—B1—F1'115.8 (14)
C23—C24—H24119.7F4'—B1—F3'114.9 (12)
C25—C24—H24119.7F1'—B1—F3'118.7 (13)
C26—C25—C24119.0 (5)F4'—B1—F2'104.0 (12)
C26—C25—H25120.5F1'—B1—F2'99.5 (15)
C24—C25—H25120.5F3'—B1—F2'99.5 (11)
P4—Cu1—P1—C7−64.02 (14)C17—P2—C23—C28−131.1 (3)
P3—Cu1—P1—C768.51 (13)C16—P2—C23—C28−23.2 (4)
P2—Cu1—P1—C7160.59 (13)Cu1—P2—C23—C2896.4 (3)
P4—Cu1—P1—C164.53 (17)C17—P2—C23—C2452.1 (3)
P3—Cu1—P1—C1−162.94 (17)C16—P2—C23—C24160.0 (3)
P2—Cu1—P1—C1−70.87 (17)Cu1—P2—C23—C24−80.4 (3)
P4—Cu1—P1—C13−178.14 (15)C28—C23—C24—C25−2.1 (6)
P3—Cu1—P1—C13−45.61 (15)P2—C23—C24—C25174.8 (3)
P2—Cu1—P1—C1346.47 (15)C23—C24—C25—C262.3 (6)
P4—Cu1—P2—C17−52.27 (14)C24—C25—C26—C27−0.6 (7)
P3—Cu1—P2—C17175.71 (13)C25—C26—C27—C28−1.2 (8)
P1—Cu1—P2—C1778.91 (13)C24—C23—C28—C270.3 (6)
P4—Cu1—P2—C2373.46 (16)P2—C23—C28—C27−176.5 (3)
P3—Cu1—P2—C23−58.56 (16)C26—C27—C28—C231.4 (7)
P1—Cu1—P2—C23−155.35 (16)C13—C14—C29—P3−67.7 (4)
P4—Cu1—P2—C16−168.27 (14)C16—C14—C29—P362.1 (4)
P3—Cu1—P2—C1659.71 (15)C15—C14—C29—P3178.1 (3)
P1—Cu1—P2—C16−37.08 (15)C30—P3—C29—C14−120.1 (3)
P4—Cu1—P3—C30−71.03 (14)C36—P3—C29—C14134.6 (3)
P2—Cu1—P3—C3062.05 (14)Cu1—P3—C29—C141.7 (3)
P1—Cu1—P3—C30159.89 (14)C36—P3—C30—C3168.0 (4)
P4—Cu1—P3—C3655.16 (17)C29—P3—C30—C31−39.5 (4)
P2—Cu1—P3—C36−171.75 (16)Cu1—P3—C30—C31−154.5 (3)
P1—Cu1—P3—C36−73.91 (16)C36—P3—C30—C35−110.8 (3)
P4—Cu1—P3—C29175.10 (14)C29—P3—C30—C35141.7 (3)
P2—Cu1—P3—C29−51.81 (14)Cu1—P3—C30—C3526.7 (3)
P1—Cu1—P3—C2946.02 (14)C35—C30—C31—C32−2.0 (6)
P3—Cu1—P4—C42−172.36 (14)P3—C30—C31—C32179.2 (3)
P2—Cu1—P4—C4269.71 (14)C30—C31—C32—C331.0 (7)
P1—Cu1—P4—C42−52.92 (14)C31—C32—C33—C340.4 (7)
P3—Cu1—P4—C48−55.23 (15)C32—C33—C34—C35−0.8 (7)
P2—Cu1—P4—C48−173.16 (14)C33—C34—C35—C30−0.2 (6)
P1—Cu1—P4—C4864.21 (15)C31—C30—C35—C341.6 (6)
P3—Cu1—P4—C5465.96 (15)P3—C30—C35—C34−179.5 (3)
P2—Cu1—P4—C54−51.97 (15)C30—P3—C36—C41−163.0 (3)
P1—Cu1—P4—C54−174.60 (14)C29—P3—C36—C41−55.8 (4)
C7—P1—C1—C2−160.4 (4)Cu1—P3—C36—C4164.9 (4)
C13—P1—C1—C2−54.3 (4)C30—P3—C36—C3723.6 (4)
Cu1—P1—C1—C265.0 (4)C29—P3—C36—C37130.9 (3)
C7—P1—C1—C620.1 (4)Cu1—P3—C36—C37−108.5 (3)
C13—P1—C1—C6126.2 (3)C41—C36—C37—C381.0 (6)
Cu1—P1—C1—C6−114.5 (3)P3—C36—C37—C38174.6 (4)
C6—C1—C2—C30.5 (7)C36—C37—C38—C39−1.0 (8)
P1—C1—C2—C3−179.0 (4)C37—C38—C39—C400.1 (8)
C1—C2—C3—C40.3 (9)C38—C39—C40—C410.8 (7)
C2—C3—C4—C5−1.0 (10)C37—C36—C41—C40−0.1 (6)
C3—C4—C5—C60.8 (9)P3—C36—C41—C40−173.8 (3)
C4—C5—C6—C10.0 (8)C39—C40—C41—C36−0.8 (7)
C2—C1—C6—C5−0.7 (7)C48—P4—C42—C47105.0 (3)
P1—C1—C6—C5178.9 (4)C54—P4—C42—C47−2.6 (4)
C1—P1—C7—C12−114.6 (3)Cu1—P4—C42—C47−132.8 (3)
C13—P1—C7—C12140.2 (3)C48—P4—C42—C43−80.1 (3)
Cu1—P1—C7—C1224.3 (3)C54—P4—C42—C43172.3 (3)
C1—P1—C7—C864.9 (3)Cu1—P4—C42—C4342.2 (4)
C13—P1—C7—C8−40.4 (3)C47—C42—C43—C440.7 (7)
Cu1—P1—C7—C8−156.2 (3)P4—C42—C43—C44−174.5 (4)
C12—C7—C8—C9−2.0 (6)C42—C43—C44—C450.1 (8)
P1—C7—C8—C9178.5 (3)C43—C44—C45—C46−1.4 (8)
C7—C8—C9—C102.3 (7)C44—C45—C46—C471.9 (8)
C8—C9—C10—C11−1.8 (7)C43—C42—C47—C46−0.2 (6)
C9—C10—C11—C121.1 (7)P4—C42—C47—C46174.7 (3)
C8—C7—C12—C111.3 (6)C45—C46—C47—C42−1.1 (7)
P1—C7—C12—C11−179.2 (3)C42—P4—C48—C490.4 (4)
C10—C11—C12—C7−0.9 (6)C54—P4—C48—C49108.2 (3)
C7—P1—C13—C14−127.0 (3)Cu1—P4—C48—C49−121.8 (3)
C1—P1—C13—C14128.0 (3)C42—P4—C48—C53176.6 (3)
Cu1—P1—C13—C14−3.7 (3)C54—P4—C48—C53−75.6 (3)
P1—C13—C14—C2968.2 (4)Cu1—P4—C48—C5354.3 (3)
P1—C13—C14—C16−64.2 (4)C53—C48—C49—C501.1 (6)
P1—C13—C14—C15−177.7 (3)P4—C48—C49—C50177.2 (3)
C13—C14—C16—P278.9 (4)C48—C49—C50—C51−0.7 (7)
C29—C14—C16—P2−51.5 (4)C49—C50—C51—C520.2 (8)
C15—C14—C16—P2−167.5 (3)C50—C51—C52—C53−0.1 (8)
C17—P2—C16—C14−141.1 (3)C51—C52—C53—C480.4 (7)
C23—P2—C16—C14113.8 (3)C49—C48—C53—C52−0.9 (6)
Cu1—P2—C16—C14−17.1 (3)P4—C48—C53—C52−177.3 (4)
C23—P2—C17—C22−125.5 (3)C42—P4—C54—C59−90.2 (3)
C16—P2—C17—C22127.6 (3)C48—P4—C54—C59161.8 (3)
Cu1—P2—C17—C2210.9 (4)Cu1—P4—C54—C5935.9 (4)
C23—P2—C17—C1854.2 (3)C42—P4—C54—C5588.1 (4)
C16—P2—C17—C18−52.7 (4)C48—P4—C54—C55−19.9 (4)
Cu1—P2—C17—C18−169.4 (3)Cu1—P4—C54—C55−145.7 (3)
C22—C17—C18—C192.2 (6)C59—C54—C55—C561.2 (6)
P2—C17—C18—C19−177.5 (3)P4—C54—C55—C56−177.1 (4)
C17—C18—C19—C20−1.3 (7)C54—C55—C56—C57−1.2 (7)
C18—C19—C20—C21−0.5 (7)C55—C56—C57—C580.3 (8)
C19—C20—C21—C221.5 (6)C56—C57—C58—C590.6 (8)
C18—C17—C22—C21−1.3 (6)C55—C54—C59—C58−0.4 (7)
P2—C17—C22—C21178.4 (3)P4—C54—C59—C58178.1 (4)
C20—C21—C22—C17−0.6 (6)C57—C58—C59—C54−0.6 (7)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C10—H10···F4i0.932.353.229 (12)158

Symmetry codes: (i) −x+1, −y+1, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BH2273).

References

  • Farrugia, L. J. (1997). J. Appl. Cryst.30, 565.
  • Kourkine, I. V., Maslennikov, S. V., Ditchfield, R., Glueck, D. S., Yap, G. P. A., Liable-Sands, L. M. & Rheingold, A. L. (1996). Inorg. Chem.35, 6708–6716. [PubMed]
  • Mautz, J., Heinze, K., Wadepohl, H. & Huttner, G. (2008). Eur. J. Inorg. Chem. pp. 1413–1422.
  • Pawlowski, V., Knor, G., Lennartz, C. & Vogler, A. (2005). Eur. J. Inorg. Chem. pp. 3167–3171.
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Ctyst. A63, 112-122. [PubMed]
  • Siemens (1996). SMART and SAINT Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography