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Acta Crystallogr Sect E Struct Rep Online. 2008 October 1; 64(Pt 10): m1247.
Published online 2008 September 6. doi:  10.1107/S1600536808027992
PMCID: PMC2959285

1-Diphenyl­phosphino-1′-(diphenyl­phosphinoyl)cobaltocenium hexa­fluorido­phosphate

Abstract

The title compound, [Co(C17H14OP)(C17H14P)]PF6, was obtained unintentionally as the product of an attempted synthesis of [1,1′-bis­(oxodiphenyl­phospho­ranyl)cobaltocenium] hexa­fluorido­phosphate. The O atom of the oxo group is disordered over two positions with site occupancies of 0.65:0.35. The crystal structure contains weak inter­molecular C—H(...)F hydrogen bonds, connecting the components of the structure into chains parallel to [010].

Related literature

For related literature, see: Song (2004 [triangle]).

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Object name is e-64-m1247-scheme1.jpg

Experimental

Crystal data

  • [Co(C17H14OP)(C17H14P)]PF6
  • M r = 718.40
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-m1247-efi1.jpg
  • a = 12.0364 (14) Å
  • b = 10.7014 (13) Å
  • c = 24.973 (3) Å
  • β = 103.94°
  • V = 3121.9 (6) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.77 mm−1
  • T = 293 (2) K
  • 0.30 × 0.20 × 0.10 mm

Data collection

  • Bruker SMART CCD diffractometer
  • Absorption correction: none
  • 33887 measured reflections
  • 7444 independent reflections
  • 3990 reflections with I > 2σ(I)
  • R int = 0.093

Refinement

  • R[F 2 > 2σ(F 2)] = 0.053
  • wR(F 2) = 0.101
  • S = 0.85
  • 7444 reflections
  • 416 parameters
  • H-atom parameters constrained
  • Δρmax = 0.40 e Å−3
  • Δρmin = −0.50 e Å−3

Data collection: SMART (Bruker, 2001 [triangle]); cell refinement: SAINT (Bruker, 2001 [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: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808027992/lh2674sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808027992/lh2674Isup2.hkl

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

Acknowledgments

The authors acknowledge financial support from the National Natural Science Foundation of China (grant Nos. 20572029 and 20772039).

supplementary crystallographic information

Comment

The molecular structure of the title compound consists of a [(η5-Ph2POC5H4)(η5-Ph2PC5H4)Co]+ cation and a PF6- anion, (I) (Fig. 1), which essentially identical to the isomorphous complex [(η5Ph2POC5H4)2Co]+(PF6)- (II) (Song, 2004). The two substituted Cp rings are staggered and essentially parallel with a dihedral angle of 0.2 (3)° for (II) and 0.2 (9)° for (I). The distance between the Co atom and the centroid of Cp ring is 1.635 (9) Å for (II) and 1.644 (1) Å for (I). In both structures, the two Ph2P substituents are trans to each other with respect to the Co metal center. However, both P atoms are double bonded to two O atoms in (II) while in (I) the single O atom of the oxo group is disordered with an approximate ratio of occupancies of 0.65:0.35. The crystal structure contains weak intermolecular C—H···F hydrogen bonds, connecting the components of the structure into one-dimensional chains.

Experimental

The title compound was obtained unintentionally as a side-product of synthesis of [1,1'-bis(oxodiphenylphosphoranyl) cobaltocenium] hexafluorophosphate (Song, 2004). Crystals appropriate for data collection were obtained by slow evaporation from dichloromethane and hexane solution at romm temperature.

Refinement

All H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms with C—H = 0.93 Å; with Uiso(H) = 1.2Ueq(C).

Figures

Fig. 1.
The molecular structure of (I), with atom labels and 50% probability displacement ellipsoids for non-H atoms. The minor component of disorder is bonded to P2.
Fig. 2.
The packing of (I), viewed approximately along the c axis, showing molecules connected by C—H···F hydrogen bonds (dashed lines).

Crystal data

[Co(C17H14OP)(C17H14P)]PF6F(000) = 1464
Mr = 718.40Dx = 1.528 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 3441 reflections
a = 12.0364 (14) Åθ = 2.5–23.0°
b = 10.7014 (13) ŵ = 0.77 mm1
c = 24.973 (3) ÅT = 293 K
β = 103.94°Block, yellow
V = 3121.9 (6) Å30.30 × 0.20 × 0.10 mm
Z = 4

Data collection

Bruker SMART CCD diffractometer3990 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.093
graphiteθmax = 28.0°, θmin = 1.7°
[var phi] and ω scansh = −15→15
33887 measured reflectionsk = −13→14
7444 independent reflectionsl = −32→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)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101H-atom parameters constrained
S = 0.85w = 1/[σ2(Fo2) + (0.0333P)2] where P = (Fo2 + 2Fc2)/3
7444 reflections(Δ/σ)max < 0.001
416 parametersΔρmax = 0.40 e Å3
0 restraintsΔρmin = −0.50 e Å3

Special details

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.

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

xyzUiso*/UeqOcc. (<1)
Co10.48773 (3)0.11791 (3)0.243490 (14)0.03887 (12)
P10.44687 (7)0.11498 (7)0.37385 (3)0.0426 (2)
P20.53221 (7)0.10378 (7)0.11305 (3)0.0424 (2)
O10.5650 (2)0.0989 (2)0.39072 (11)0.0433 (9)0.648 (3)
O1'0.4184 (4)0.1082 (5)0.0948 (2)0.0420 (16)0.352 (3)
C10.3191 (2)0.1470 (3)0.20725 (12)0.0539 (8)
H10.28860.19110.17240.065*
C20.3483 (2)0.2018 (3)0.26038 (11)0.0457 (7)
H20.34160.29060.26870.055*
C30.3895 (2)0.1058 (2)0.29970 (10)0.0384 (7)
C40.3851 (2)−0.0078 (3)0.26934 (12)0.0464 (8)
H40.4083−0.09050.28500.056*
C50.3415 (3)0.0194 (3)0.21322 (12)0.0555 (9)
H50.3298−0.04130.18300.067*
C60.3991 (3)0.2628 (3)0.39517 (11)0.0426 (7)
C70.3226 (3)0.2705 (3)0.42831 (13)0.0692 (10)
H70.28850.19820.43750.083*
C80.2965 (4)0.3844 (4)0.44781 (16)0.0926 (13)
H80.24410.38870.46970.111*
C90.3464 (4)0.4900 (4)0.43534 (16)0.0918 (14)
H90.32900.56640.44910.110*
C100.4226 (3)0.4851 (3)0.40253 (15)0.0773 (11)
H100.45650.55800.39380.093*
C110.4489 (3)0.3710 (3)0.38234 (12)0.0608 (9)
H110.50050.36760.36000.073*
C120.3648 (2)−0.0022 (2)0.39898 (10)0.0362 (7)
C130.2468 (3)−0.0150 (3)0.37922 (11)0.0478 (8)
H130.20790.03550.35050.057*
C140.1879 (3)−0.1019 (3)0.40198 (12)0.0527 (8)
H140.1091−0.10990.38890.063*
C150.2459 (3)−0.1766 (3)0.44402 (12)0.0523 (8)
H150.2059−0.23550.45940.063*
C160.3609 (3)−0.1659 (3)0.46360 (12)0.0526 (8)
H160.3990−0.21690.49230.063*
C170.4219 (2)−0.0788 (2)0.44078 (11)0.0430 (7)
H170.5009−0.07240.45370.052*
C180.5894 (2)0.2405 (3)0.21579 (11)0.0466 (8)
H180.56570.32180.19880.056*
C190.6330 (3)0.2183 (3)0.27246 (12)0.0550 (9)
H190.64420.28160.30160.066*
C200.6561 (2)0.0906 (3)0.28049 (12)0.0529 (8)
H200.68650.04920.31600.064*
C210.6280 (2)0.0324 (3)0.22828 (11)0.0459 (7)
H210.6349−0.05710.22140.055*
C220.5869 (2)0.1245 (2)0.18724 (10)0.0376 (7)
C230.5941 (3)−0.0459 (3)0.10227 (10)0.0433 (7)
C240.5394 (3)−0.1523 (3)0.11334 (12)0.0645 (10)
H240.4721−0.14510.12520.077*
C250.5828 (4)−0.2700 (3)0.10713 (13)0.0790 (12)
H250.5465−0.34120.11580.095*
C260.6799 (4)−0.2798 (4)0.08800 (15)0.0883 (15)
H260.7091−0.35830.08310.106*
C270.7333 (3)−0.1766 (4)0.07628 (15)0.0860 (13)
H270.7988−0.18470.06300.103*
C280.6925 (3)−0.0587 (3)0.08360 (12)0.0617 (9)
H280.73120.01170.07600.074*
C290.6164 (2)0.2193 (2)0.08749 (10)0.0382 (7)
C300.5673 (3)0.2768 (3)0.03768 (11)0.0519 (8)
H300.49340.25550.01870.062*
C310.6278 (3)0.3662 (3)0.01609 (13)0.0616 (9)
H310.59440.4045−0.01730.074*
C320.7358 (3)0.3977 (3)0.04378 (14)0.0586 (9)
H320.77590.45790.02920.070*
C330.7860 (3)0.3415 (3)0.09278 (13)0.0611 (9)
H330.86000.36320.11150.073*
C340.7262 (3)0.2522 (3)0.11448 (12)0.0528 (8)
H340.76070.21390.14780.063*
P30.50693 (7)0.61873 (8)0.25491 (3)0.0511 (2)
F10.41059 (16)0.51900 (17)0.25695 (8)0.0855 (6)
F20.60294 (16)0.71804 (17)0.25270 (8)0.0873 (6)
F30.59715 (17)0.53606 (17)0.29675 (8)0.0860 (6)
F40.41560 (16)0.70120 (16)0.21294 (7)0.0771 (6)
F50.53356 (19)0.54514 (18)0.20439 (8)0.0898 (7)
F60.47884 (19)0.69185 (18)0.30484 (8)0.0942 (7)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Co10.0426 (3)0.0416 (2)0.0368 (2)0.00034 (19)0.01813 (18)0.00186 (18)
P10.0536 (5)0.0389 (5)0.0401 (4)−0.0040 (4)0.0208 (4)0.0019 (4)
P20.0501 (5)0.0414 (5)0.0404 (4)−0.0045 (4)0.0199 (4)0.0011 (4)
O10.0373 (19)0.0472 (19)0.0474 (18)0.0000 (15)0.0142 (14)0.0019 (14)
O1'0.023 (3)0.052 (4)0.048 (3)0.007 (3)0.003 (2)0.003 (3)
C10.042 (2)0.079 (3)0.0432 (19)0.0051 (17)0.0157 (15)0.0124 (17)
C20.0436 (19)0.0467 (19)0.0527 (19)0.0094 (15)0.0227 (15)0.0052 (15)
C30.0396 (17)0.0414 (17)0.0408 (16)−0.0008 (14)0.0223 (13)0.0024 (13)
C40.057 (2)0.0397 (18)0.0495 (19)−0.0095 (15)0.0270 (16)−0.0022 (14)
C50.052 (2)0.071 (2)0.047 (2)−0.0192 (18)0.0208 (16)−0.0151 (17)
C60.053 (2)0.0382 (17)0.0391 (17)−0.0036 (15)0.0167 (15)−0.0039 (13)
C70.086 (3)0.054 (2)0.081 (2)−0.009 (2)0.048 (2)−0.0186 (19)
C80.111 (4)0.073 (3)0.114 (3)0.001 (3)0.066 (3)−0.030 (3)
C90.125 (4)0.057 (3)0.096 (3)0.014 (3)0.031 (3)−0.027 (2)
C100.101 (3)0.042 (2)0.089 (3)−0.002 (2)0.024 (2)−0.002 (2)
C110.078 (3)0.049 (2)0.062 (2)−0.0080 (19)0.0274 (19)0.0015 (17)
C120.0411 (18)0.0366 (16)0.0340 (15)−0.0025 (13)0.0153 (13)0.0003 (12)
C130.050 (2)0.0490 (19)0.0421 (17)−0.0015 (16)0.0055 (15)0.0072 (14)
C140.0417 (19)0.061 (2)0.055 (2)−0.0108 (17)0.0094 (16)−0.0007 (17)
C150.064 (2)0.0449 (19)0.053 (2)−0.0172 (17)0.0225 (18)−0.0004 (15)
C160.069 (2)0.0422 (18)0.0461 (19)0.0018 (17)0.0121 (17)0.0097 (14)
C170.0431 (18)0.0427 (17)0.0447 (17)−0.0002 (14)0.0133 (15)0.0021 (14)
C180.053 (2)0.0413 (18)0.0521 (19)−0.0065 (15)0.0251 (16)0.0007 (15)
C190.052 (2)0.070 (2)0.048 (2)−0.0159 (18)0.0217 (16)−0.0145 (17)
C200.044 (2)0.076 (2)0.0401 (18)0.0032 (18)0.0132 (15)0.0096 (16)
C210.0423 (19)0.0506 (19)0.0490 (18)0.0083 (15)0.0192 (15)0.0037 (15)
C220.0383 (17)0.0407 (17)0.0388 (15)0.0007 (14)0.0193 (13)0.0031 (13)
C230.052 (2)0.0447 (18)0.0339 (16)0.0005 (15)0.0114 (14)−0.0037 (13)
C240.094 (3)0.050 (2)0.057 (2)−0.006 (2)0.032 (2)−0.0042 (17)
C250.134 (4)0.050 (2)0.052 (2)−0.001 (2)0.018 (2)−0.0026 (18)
C260.132 (4)0.065 (3)0.052 (2)0.044 (3)−0.009 (3)−0.015 (2)
C270.073 (3)0.109 (3)0.074 (3)0.034 (3)0.012 (2)−0.037 (3)
C280.062 (2)0.068 (2)0.058 (2)0.0043 (19)0.0204 (18)−0.0164 (18)
C290.0410 (18)0.0418 (17)0.0359 (16)0.0007 (14)0.0174 (14)0.0029 (13)
C300.044 (2)0.065 (2)0.0478 (18)0.0021 (17)0.0143 (15)0.0093 (16)
C310.066 (2)0.063 (2)0.060 (2)0.0059 (19)0.0253 (19)0.0265 (18)
C320.074 (3)0.047 (2)0.066 (2)−0.0040 (19)0.039 (2)0.0085 (17)
C330.057 (2)0.066 (2)0.064 (2)−0.0230 (18)0.0229 (18)−0.0048 (18)
C340.051 (2)0.064 (2)0.0431 (18)−0.0105 (17)0.0095 (16)0.0072 (15)
P30.0522 (5)0.0421 (5)0.0566 (5)−0.0059 (4)0.0085 (4)0.0039 (4)
F10.0773 (15)0.0751 (14)0.1006 (15)−0.0315 (12)0.0146 (12)0.0130 (12)
F20.0744 (14)0.0726 (14)0.1087 (16)−0.0314 (11)0.0100 (12)0.0197 (12)
F30.0777 (15)0.0690 (13)0.0979 (15)0.0065 (11)−0.0053 (12)0.0259 (11)
F40.0703 (14)0.0670 (13)0.0819 (13)0.0063 (11)−0.0052 (11)0.0120 (10)
F50.1254 (19)0.0698 (14)0.0855 (14)0.0066 (13)0.0477 (13)−0.0058 (11)
F60.138 (2)0.0778 (15)0.0731 (14)0.0089 (14)0.0385 (13)−0.0093 (11)

Geometric parameters (Å, °)

Co1—C182.026 (3)C14—H140.9300
Co1—C192.031 (3)C15—C161.358 (4)
Co1—C42.034 (3)C15—H150.9300
Co1—C52.035 (3)C16—C171.391 (4)
Co1—C212.035 (3)C16—H160.9300
Co1—C202.035 (3)C17—H170.9300
Co1—C22.035 (3)C18—C191.406 (4)
Co1—C12.037 (3)C18—C221.428 (3)
Co1—C32.046 (2)C18—H180.9800
Co1—C222.052 (2)C19—C201.398 (4)
P1—O11.393 (3)C19—H190.9800
P1—C121.800 (3)C20—C211.411 (4)
P1—C61.807 (3)C20—H200.9800
P1—C31.816 (3)C21—C221.422 (3)
P2—O1'1.337 (5)C21—H210.9800
P2—C291.810 (3)C23—C241.376 (4)
P2—C231.814 (3)C23—C281.380 (4)
P2—C221.824 (3)C24—C251.387 (4)
C1—C51.392 (4)C24—H240.9300
C1—C21.415 (4)C25—C261.368 (5)
C1—H10.9800C25—H250.9300
C2—C31.425 (3)C26—C271.345 (5)
C2—H20.9800C26—H260.9300
C3—C41.428 (3)C27—C281.382 (4)
C4—C51.404 (4)C27—H270.9300
C4—H40.9800C28—H280.9300
C5—H50.9800C29—C341.377 (4)
C6—C111.377 (4)C29—C301.386 (3)
C6—C71.381 (4)C30—C311.387 (4)
C7—C81.377 (4)C30—H300.9300
C7—H70.9300C31—C321.360 (4)
C8—C91.350 (5)C31—H310.9300
C8—H80.9300C32—C331.367 (4)
C9—C101.370 (5)C32—H320.9300
C9—H90.9300C33—C341.383 (4)
C10—C111.386 (4)C33—H330.9300
C10—H100.9300C34—H340.9300
C11—H110.9300P3—F61.5764 (19)
C12—C171.374 (3)P3—F21.5807 (19)
C12—C131.393 (3)P3—F31.5834 (18)
C13—C141.373 (4)P3—F51.584 (2)
C13—H130.9300P3—F11.5858 (19)
C14—C151.370 (4)P3—F41.5908 (18)
C18—Co1—C1940.55 (10)C6—C11—C10120.4 (3)
C18—Co1—C4178.43 (11)C6—C11—H11119.8
C19—Co1—C4140.65 (12)C10—C11—H11119.8
C18—Co1—C5138.43 (12)C17—C12—C13119.4 (3)
C19—Co1—C5178.94 (13)C17—C12—P1117.7 (2)
C4—Co1—C540.37 (11)C13—C12—P1122.9 (2)
C18—Co1—C2168.32 (12)C14—C13—C12120.3 (3)
C19—Co1—C2167.80 (12)C14—C13—H13119.9
C4—Co1—C21110.88 (12)C12—C13—H13119.9
C5—Co1—C21112.35 (13)C15—C14—C13119.6 (3)
C18—Co1—C2068.32 (12)C15—C14—H14120.2
C19—Co1—C2040.23 (11)C13—C14—H14120.2
C4—Co1—C20112.04 (12)C16—C15—C14120.9 (3)
C5—Co1—C20140.53 (14)C16—C15—H15119.5
C21—Co1—C2040.56 (11)C14—C15—H15119.5
C18—Co1—C2112.42 (12)C15—C16—C17120.2 (3)
C19—Co1—C2112.04 (12)C15—C16—H16119.9
C4—Co1—C268.41 (11)C17—C16—H16119.9
C5—Co1—C267.83 (12)C12—C17—C16119.6 (3)
C21—Co1—C2178.76 (11)C12—C17—H17120.2
C20—Co1—C2138.56 (12)C16—C17—H17120.2
C18—Co1—C1111.63 (12)C19—C18—C22108.3 (3)
C19—Co1—C1139.25 (14)C19—C18—Co169.92 (16)
C4—Co1—C168.03 (12)C22—C18—Co170.51 (15)
C5—Co1—C139.99 (11)C19—C18—H18125.9
C21—Co1—C1140.21 (12)C22—C18—H18125.9
C20—Co1—C1179.21 (13)Co1—C18—H18125.9
C2—Co1—C140.67 (10)C20—C19—C18108.8 (3)
C18—Co1—C3140.52 (11)C20—C19—Co170.04 (17)
C19—Co1—C3112.30 (11)C18—C19—Co169.53 (16)
C4—Co1—C340.96 (10)C20—C19—H19125.6
C5—Co1—C368.34 (11)C18—C19—H19125.6
C21—Co1—C3137.93 (11)Co1—C19—H19125.6
C20—Co1—C3110.86 (11)C19—C20—C21107.7 (3)
C2—Co1—C340.88 (10)C19—C20—Co169.73 (18)
C1—Co1—C368.65 (11)C21—C20—Co169.71 (16)
C18—Co1—C2240.97 (10)C19—C20—H20126.2
C19—Co1—C2268.44 (11)C21—C20—H20126.2
C4—Co1—C22137.56 (11)Co1—C20—H20126.2
C5—Co1—C22110.95 (11)C20—C21—C22108.9 (3)
C21—Co1—C2240.73 (10)C20—C21—Co169.73 (16)
C20—Co1—C2268.66 (11)C22—C21—Co170.30 (15)
C2—Co1—C22140.47 (11)C20—C21—H21125.5
C1—Co1—C22111.85 (11)C22—C21—H21125.5
C3—Co1—C22178.34 (11)Co1—C21—H21125.5
O1—P1—C12114.48 (15)C21—C22—C18106.3 (2)
O1—P1—C6113.12 (15)C21—C22—P2128.7 (2)
C12—P1—C6105.50 (13)C18—C22—P2124.9 (2)
O1—P1—C3114.28 (14)C21—C22—Co168.98 (15)
C12—P1—C3102.26 (12)C18—C22—Co168.52 (15)
C6—P1—C3106.14 (12)P2—C22—Co1124.32 (14)
O1'—P2—C29118.1 (2)C24—C23—C28118.5 (3)
O1'—P2—C23113.9 (2)C24—C23—P2117.8 (2)
C29—P2—C23105.42 (13)C28—C23—P2123.7 (2)
O1'—P2—C22115.5 (2)C23—C24—C25121.1 (3)
C29—P2—C22100.33 (12)C23—C24—H24119.4
C23—P2—C22101.40 (12)C25—C24—H24119.4
C5—C1—C2108.0 (3)C26—C25—C24119.1 (4)
C5—C1—Co169.90 (18)C26—C25—H25120.5
C2—C1—Co169.60 (16)C24—C25—H25120.5
C5—C1—H1126.0C27—C26—C25120.4 (4)
C2—C1—H1126.0C27—C26—H26119.8
Co1—C1—H1126.0C25—C26—H26119.8
C1—C2—C3108.3 (3)C26—C27—C28121.1 (4)
C1—C2—Co169.73 (16)C26—C27—H27119.4
C3—C2—Co169.94 (15)C28—C27—H27119.4
C1—C2—H2125.9C23—C28—C27119.8 (3)
C3—C2—H2125.9C23—C28—H28120.1
Co1—C2—H2125.9C27—C28—H28120.1
C2—C3—C4106.6 (2)C34—C29—C30118.5 (3)
C2—C3—P1130.3 (2)C34—C29—P2123.7 (2)
C4—C3—P1122.9 (2)C30—C29—P2117.8 (2)
C2—C3—Co169.18 (14)C29—C30—C31120.3 (3)
C4—C3—Co169.09 (15)C29—C30—H30119.8
P1—C3—Co1123.76 (14)C31—C30—H30119.8
C5—C4—C3108.1 (3)C32—C31—C30120.0 (3)
C5—C4—Co169.83 (16)C32—C31—H31120.0
C3—C4—Co169.95 (15)C30—C31—H31120.0
C5—C4—H4126.0C31—C32—C33120.5 (3)
C3—C4—H4126.0C31—C32—H32119.7
Co1—C4—H4126.0C33—C32—H32119.7
C1—C5—C4109.1 (3)C32—C33—C34119.7 (3)
C1—C5—Co170.10 (18)C32—C33—H33120.1
C4—C5—Co169.80 (16)C34—C33—H33120.1
C1—C5—H5125.5C29—C34—C33120.9 (3)
C4—C5—H5125.5C29—C34—H34119.5
Co1—C5—H5125.5C33—C34—H34119.5
C11—C6—C7118.7 (3)F6—P3—F289.53 (12)
C11—C6—P1118.7 (2)F6—P3—F389.94 (12)
C7—C6—P1122.3 (2)F2—P3—F390.45 (11)
C8—C7—C6120.4 (3)F6—P3—F5179.31 (13)
C8—C7—H7119.8F2—P3—F590.95 (12)
C6—C7—H7119.8F3—P3—F590.55 (12)
C9—C8—C7120.5 (4)F6—P3—F190.61 (12)
C9—C8—H8119.8F2—P3—F1179.85 (13)
C7—C8—H8119.8F3—P3—F189.61 (11)
C8—C9—C10120.3 (4)F5—P3—F188.91 (12)
C8—C9—H9119.8F6—P3—F489.99 (11)
C10—C9—H9119.8F2—P3—F489.94 (11)
C9—C10—C11119.7 (4)F3—P3—F4179.60 (12)
C9—C10—H10120.1F5—P3—F489.51 (11)
C11—C10—H10120.1F1—P3—F490.00 (11)
C18—Co1—C1—C5141.23 (17)C5—Co1—C18—C19179.5 (2)
C19—Co1—C1—C5178.85 (17)C21—Co1—C18—C19−80.75 (19)
C4—Co1—C1—C5−37.11 (16)C20—Co1—C18—C19−36.95 (17)
C21—Co1—C1—C559.6 (3)C2—Co1—C18—C1998.2 (2)
C2—Co1—C1—C5−119.1 (2)C1—Co1—C18—C19142.20 (19)
C3—Co1—C1—C5−81.34 (18)C3—Co1—C18—C1959.9 (3)
C22—Co1—C1—C596.96 (18)C22—Co1—C18—C19−118.9 (3)
C18—Co1—C1—C2−99.67 (18)C19—Co1—C18—C22118.9 (3)
C19—Co1—C1—C2−62.1 (2)C5—Co1—C18—C22−61.5 (3)
C4—Co1—C1—C281.98 (18)C21—Co1—C18—C2238.18 (16)
C5—Co1—C1—C2119.1 (2)C20—Co1—C18—C2281.98 (18)
C21—Co1—C1—C2178.66 (18)C2—Co1—C18—C22−142.89 (16)
C3—Co1—C1—C237.76 (16)C1—Co1—C18—C22−98.87 (18)
C22—Co1—C1—C2−143.94 (17)C3—Co1—C18—C22178.88 (16)
C5—C1—C2—C30.1 (3)C22—C18—C19—C20−1.1 (3)
Co1—C1—C2—C3−59.54 (19)Co1—C18—C19—C2059.2 (2)
C5—C1—C2—Co159.6 (2)C22—C18—C19—Co1−60.33 (19)
C18—Co1—C2—C197.57 (19)C18—Co1—C19—C20−120.1 (2)
C19—Co1—C2—C1141.53 (18)C4—Co1—C19—C2058.3 (3)
C4—Co1—C2—C1−80.99 (18)C5—Co1—C19—C20−137 (7)
C5—Co1—C2—C1−37.33 (17)C21—Co1—C19—C20−37.99 (16)
C20—Co1—C2—C1179.7 (2)C2—Co1—C19—C20140.69 (17)
C3—Co1—C2—C1−119.4 (2)C1—Co1—C19—C20179.09 (17)
C22—Co1—C2—C159.1 (3)C3—Co1—C19—C2096.38 (18)
C18—Co1—C2—C3−143.05 (16)C22—Co1—C19—C20−82.02 (18)
C19—Co1—C2—C3−99.08 (18)C4—Co1—C19—C18178.42 (18)
C4—Co1—C2—C338.40 (16)C21—Co1—C19—C1882.14 (18)
C5—Co1—C2—C382.05 (17)C20—Co1—C19—C18120.1 (2)
C20—Co1—C2—C3−60.9 (2)C2—Co1—C19—C18−99.19 (18)
C1—Co1—C2—C3119.4 (2)C1—Co1—C19—C18−60.8 (2)
C22—Co1—C2—C3178.52 (17)C3—Co1—C19—C18−143.50 (17)
C1—C2—C3—C40.2 (3)C22—Co1—C19—C1838.10 (16)
Co1—C2—C3—C4−59.20 (18)C18—C19—C20—C210.8 (3)
C1—C2—C3—P1176.6 (2)Co1—C19—C20—C2159.6 (2)
Co1—C2—C3—P1117.2 (2)C18—C19—C20—Co1−58.9 (2)
C1—C2—C3—Co159.40 (19)C18—Co1—C20—C1937.24 (16)
O1—P1—C3—C2−106.0 (3)C4—Co1—C20—C19−144.41 (17)
C12—P1—C3—C2129.7 (3)C5—Co1—C20—C19178.86 (17)
C6—P1—C3—C219.4 (3)C21—Co1—C20—C19118.8 (2)
O1—P1—C3—C469.9 (3)C2—Co1—C20—C19−62.5 (2)
C12—P1—C3—C4−54.4 (2)C3—Co1—C20—C19−100.27 (18)
C6—P1—C3—C4−164.8 (2)C22—Co1—C20—C1981.43 (18)
O1—P1—C3—Co1−15.6 (2)C18—Co1—C20—C21−81.55 (18)
C12—P1—C3—Co1−139.92 (16)C19—Co1—C20—C21−118.8 (2)
C6—P1—C3—Co1109.74 (17)C4—Co1—C20—C2196.80 (19)
C18—Co1—C3—C260.9 (2)C5—Co1—C20—C2160.1 (2)
C19—Co1—C3—C298.39 (19)C2—Co1—C20—C21178.67 (17)
C4—Co1—C3—C2−118.2 (2)C1—Co1—C20—C21−168 (22)
C5—Co1—C3—C2−80.70 (18)C3—Co1—C20—C21140.94 (17)
C21—Co1—C3—C2179.47 (18)C22—Co1—C20—C21−37.36 (16)
C20—Co1—C3—C2141.77 (18)C19—C20—C21—C22−0.1 (3)
C1—Co1—C3—C2−37.57 (17)Co1—C20—C21—C2259.57 (19)
C18—Co1—C3—C4179.16 (18)C19—C20—C21—Co1−59.6 (2)
C19—Co1—C3—C4−143.38 (18)C18—Co1—C21—C2081.56 (18)
C5—Co1—C3—C437.53 (17)C19—Co1—C21—C2037.69 (17)
C21—Co1—C3—C4−62.3 (2)C4—Co1—C21—C20−99.90 (19)
C20—Co1—C3—C4−100.00 (19)C5—Co1—C21—C20−143.44 (18)
C2—Co1—C3—C4118.2 (2)C1—Co1—C21—C20179.7 (2)
C1—Co1—C3—C480.66 (18)C3—Co1—C21—C20−61.5 (2)
C18—Co1—C3—P1−64.4 (2)C22—Co1—C21—C20120.0 (2)
C19—Co1—C3—P1−27.0 (2)C18—Co1—C21—C22−38.41 (16)
C4—Co1—C3—P1116.4 (2)C19—Co1—C21—C22−82.28 (18)
C5—Co1—C3—P1153.9 (2)C4—Co1—C21—C22140.14 (17)
C21—Co1—C3—P154.1 (2)C5—Co1—C21—C2296.59 (18)
C20—Co1—C3—P116.4 (2)C20—Co1—C21—C22−120.0 (2)
C2—Co1—C3—P1−125.4 (3)C1—Co1—C21—C2259.8 (3)
C1—Co1—C3—P1−162.9 (2)C3—Co1—C21—C22178.54 (16)
C2—C3—C4—C5−0.4 (3)C20—C21—C22—C18−0.6 (3)
P1—C3—C4—C5−177.13 (19)Co1—C21—C22—C1858.60 (19)
Co1—C3—C4—C5−59.7 (2)C20—C21—C22—P2−177.0 (2)
C2—C3—C4—Co159.25 (18)Co1—C21—C22—P2−117.8 (2)
P1—C3—C4—Co1−117.5 (2)C20—C21—C22—Co1−59.22 (19)
C19—Co1—C4—C5179.6 (2)C19—C18—C22—C211.1 (3)
C21—Co1—C4—C5−100.36 (19)Co1—C18—C22—C21−58.90 (18)
C20—Co1—C4—C5−144.07 (19)C19—C18—C22—P2177.6 (2)
C2—Co1—C4—C580.73 (19)Co1—C18—C22—P2117.7 (2)
C1—Co1—C4—C536.78 (18)C19—C18—C22—Co159.97 (19)
C3—Co1—C4—C5119.1 (3)O1'—P2—C22—C21102.3 (3)
C22—Co1—C4—C5−62.1 (2)C29—P2—C22—C21−129.5 (3)
C18—Co1—C4—C3−160 (4)C23—P2—C22—C21−21.3 (3)
C19—Co1—C4—C360.5 (3)O1'—P2—C22—C18−73.4 (3)
C5—Co1—C4—C3−119.1 (3)C29—P2—C22—C1854.7 (3)
C21—Co1—C4—C3140.58 (17)C23—P2—C22—C18162.9 (2)
C20—Co1—C4—C396.87 (18)O1'—P2—C22—Co112.9 (3)
C2—Co1—C4—C3−38.33 (16)C29—P2—C22—Co1141.02 (16)
C1—Co1—C4—C3−82.28 (18)C23—P2—C22—Co1−110.76 (18)
C22—Co1—C4—C3178.88 (16)C18—Co1—C22—C21118.3 (2)
C2—C1—C5—C4−0.3 (3)C19—Co1—C22—C2180.58 (19)
Co1—C1—C5—C459.1 (2)C4—Co1—C22—C21−62.6 (2)
C2—C1—C5—Co1−59.4 (2)C5—Co1—C22—C21−100.34 (19)
C3—C4—C5—C10.5 (3)C20—Co1—C22—C2137.21 (17)
Co1—C4—C5—C1−59.3 (2)C2—Co1—C22—C21179.50 (18)
C3—C4—C5—Co159.73 (19)C1—Co1—C22—C21−143.43 (18)
C18—Co1—C5—C1−61.3 (2)C19—Co1—C22—C18−37.72 (17)
C19—Co1—C5—C1−45 (7)C4—Co1—C22—C18179.14 (18)
C4—Co1—C5—C1120.2 (3)C5—Co1—C22—C18141.36 (18)
C21—Co1—C5—C1−143.38 (17)C21—Co1—C22—C18−118.3 (2)
C20—Co1—C5—C1179.09 (17)C20—Co1—C22—C18−81.09 (18)
C2—Co1—C5—C137.95 (16)C2—Co1—C22—C1861.2 (2)
C3—Co1—C5—C182.17 (18)C1—Co1—C22—C1898.27 (19)
C22—Co1—C5—C1−99.43 (18)C18—Co1—C22—P2−118.4 (2)
C18—Co1—C5—C4178.44 (18)C19—Co1—C22—P2−156.1 (2)
C21—Co1—C5—C496.39 (19)C4—Co1—C22—P260.7 (2)
C20—Co1—C5—C458.8 (3)C5—Co1—C22—P222.9 (2)
C2—Co1—C5—C4−82.29 (18)C21—Co1—C22—P2123.3 (3)
C1—Co1—C5—C4−120.2 (3)C20—Co1—C22—P2160.5 (2)
C3—Co1—C5—C4−38.06 (17)C2—Co1—C22—P2−57.2 (3)
C22—Co1—C5—C4140.33 (17)C1—Co1—C22—P2−20.2 (2)
O1—P1—C6—C1153.1 (3)O1'—P2—C23—C24−42.9 (3)
C12—P1—C6—C11178.9 (2)C29—P2—C23—C24−173.9 (2)
C3—P1—C6—C11−73.0 (3)C22—P2—C23—C2481.9 (2)
O1—P1—C6—C7−120.6 (3)O1'—P2—C23—C28137.0 (3)
C12—P1—C6—C75.3 (3)C29—P2—C23—C286.0 (3)
C3—P1—C6—C7113.3 (3)C22—P2—C23—C28−98.2 (3)
C11—C6—C7—C80.3 (5)C28—C23—C24—C251.4 (5)
P1—C6—C7—C8174.0 (3)P2—C23—C24—C25−178.7 (2)
C6—C7—C8—C9−0.8 (6)C23—C24—C25—C26−2.1 (5)
C7—C8—C9—C100.8 (7)C24—C25—C26—C271.1 (6)
C8—C9—C10—C11−0.4 (6)C25—C26—C27—C280.5 (6)
C7—C6—C11—C100.1 (5)C24—C23—C28—C270.2 (5)
P1—C6—C11—C10−173.8 (3)P2—C23—C28—C27−179.7 (2)
C9—C10—C11—C6−0.1 (5)C26—C27—C28—C23−1.2 (5)
O1—P1—C12—C1713.7 (3)O1'—P2—C29—C34158.1 (3)
C6—P1—C12—C17−111.3 (2)C23—P2—C29—C34−73.4 (3)
C3—P1—C12—C17137.8 (2)C22—P2—C29—C3431.6 (3)
O1—P1—C12—C13−168.6 (2)O1'—P2—C29—C30−22.4 (4)
C6—P1—C12—C1366.4 (2)C23—P2—C29—C30106.1 (2)
C3—P1—C12—C13−44.4 (3)C22—P2—C29—C30−148.9 (2)
C17—C12—C13—C141.1 (4)C34—C29—C30—C31−0.5 (4)
P1—C12—C13—C14−176.6 (2)P2—C29—C30—C31180.0 (2)
C12—C13—C14—C15−0.5 (4)C29—C30—C31—C320.0 (5)
C13—C14—C15—C160.1 (5)C30—C31—C32—C330.3 (5)
C14—C15—C16—C17−0.4 (5)C31—C32—C33—C34−0.2 (5)
C13—C12—C17—C16−1.5 (4)C30—C29—C34—C330.6 (4)
P1—C12—C17—C16176.4 (2)P2—C29—C34—C33−179.9 (2)
C15—C16—C17—C121.1 (4)C32—C33—C34—C29−0.2 (5)
C4—Co1—C18—C19−141 (4)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C4—H4···F6i0.982.493.450 (4)167.
C18—H18···F50.982.433.327 (4)152.

Symmetry codes: (i) x, y−1, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2674).

References

  • Bruker (2001). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Song, L. C. (2004). Organometallics, 23, 4192–4198.

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