metal-organic compounds
(2,6-Difluorobenzophenone)tris(trimethylphosphine)cobalt(0)
aSchool of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China
*Correspondence e-mail: xli63@sdu.edu.cn
In the title compound, [Co(C13H8F2O)(C3H9P)3], the cobalt(0) atom is coordinated by three trimethylphosphine ligands and a π-coordinated carbonyl group of the 2,6-difluorobenzophenone ligand in a distorted tetrahedral geometry. The Co—O and Co—C distances are 1.896 (2) and 2.049 (4) Å, respectively.
Related literature
For general background to the activation of C—F bonds in organometallic chemistry and catalyst development, see: Kiplinger et al. (1994); Saunders (1996); Li et al. (2006).
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2005); cell SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Supporting information
10.1107/S1600536809012367/xu2497sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536809012367/xu2497Isup2.hkl
The title compound was synthesized from the reaction of tetra(trimethyl phosphine)cobalt (1.2 g, 3.3 mmol) and 2,6-difluorobenzophenone (0.72 g, 3.3 mmol) in pentane (40 ml) for 24 h at 298 K. After filtration, the title complex was obtained from filtrate as red crystals at 246 K.
The H atoms were geometrically placed and treated as riding atoms with C—H = 0.96 Å and Uiso(H)=1.5Ueq(C) for methyl H atoms, C—H = 0.93 Å and Uiso(H)=1.2Ueq(C) for arometic H atoms.
Data collection: APEX2 (Bruker, 2005); cell
SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).Fig. 1. The molecular structure of the title compound, displacement ellipsoids are drawn at the 25% probability level. | |
Fig. 2. The formation of the title compound. |
[Co(C13H8F2O)(C3H9P)3] | F(000) = 1060 |
Mr = 505.34 | Dx = 1.277 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 2218 reflections |
a = 14.214 (5) Å | θ = 2.3–22.0° |
b = 9.820 (4) Å | µ = 0.86 mm−1 |
c = 19.241 (7) Å | T = 273 K |
β = 101.773 (6)° | Prism, red |
V = 2629.3 (16) Å3 | 0.32 × 0.27 × 0.26 mm |
Z = 4 |
Bruker APEX2 CCD diffractometer | 5065 independent reflections |
Radiation source: fine-focus sealed tube | 3278 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.047 |
ϕ and ω scans | θmax = 25.9°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −17→13 |
Tmin = 0.759, Tmax = 0.800 | k = −12→10 |
13574 measured reflections | l = −21→23 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.044 | H-atom parameters constrained |
wR(F2) = 0.128 | w = 1/[σ2(Fo2) + (0.0646P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.99 | (Δ/σ)max < 0.001 |
5065 reflections | Δρmax = 0.38 e Å−3 |
262 parameters | Δρmin = −0.31 e Å−3 |
0 restraints | Extinction correction: SHELXL |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0037 (5) |
[Co(C13H8F2O)(C3H9P)3] | V = 2629.3 (16) Å3 |
Mr = 505.34 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 14.214 (5) Å | µ = 0.86 mm−1 |
b = 9.820 (4) Å | T = 273 K |
c = 19.241 (7) Å | 0.32 × 0.27 × 0.26 mm |
β = 101.773 (6)° |
Bruker APEX2 CCD diffractometer | 5065 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3278 reflections with I > 2σ(I) |
Tmin = 0.759, Tmax = 0.800 | Rint = 0.047 |
13574 measured reflections |
R[F2 > 2σ(F2)] = 0.044 | 0 restraints |
wR(F2) = 0.128 | H-atom parameters constrained |
S = 0.99 | Δρmax = 0.38 e Å−3 |
5065 reflections | Δρmin = −0.31 e Å−3 |
262 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 | ||
C22 | 0.0242 (3) | 0.2517 (5) | 0.0761 (3) | 0.0976 (17) | |
H22A | 0.0310 | 0.3485 | 0.0723 | 0.146* | |
H22B | −0.0280 | 0.2321 | 0.0993 | 0.146* | |
H22C | 0.0112 | 0.2120 | 0.0295 | 0.146* | |
C21 | 0.1219 (4) | 0.2248 (7) | 0.2183 (3) | 0.146 (3) | |
H21A | 0.1384 | 0.3188 | 0.2275 | 0.219* | |
H21B | 0.1636 | 0.1686 | 0.2521 | 0.219* | |
H21C | 0.0565 | 0.2102 | 0.2225 | 0.219* | |
C20 | 0.1004 (3) | 0.0027 (5) | 0.1249 (4) | 0.156 (3) | |
H20A | 0.1527 | −0.0510 | 0.1503 | 0.234* | |
H20B | 0.0843 | −0.0270 | 0.0764 | 0.234* | |
H20C | 0.0456 | −0.0079 | 0.1464 | 0.234* | |
Co1 | 0.27686 (3) | 0.23243 (4) | 0.10451 (2) | 0.04168 (16) | |
P2 | 0.37675 (7) | 0.09320 (11) | 0.17586 (5) | 0.0577 (3) | |
P3 | 0.13547 (7) | 0.18019 (11) | 0.12795 (6) | 0.0611 (3) | |
P4 | 0.27110 (8) | 0.12824 (11) | −0.00119 (5) | 0.0638 (3) | |
C2 | 0.2322 (2) | 0.5172 (3) | 0.14070 (17) | 0.0433 (8) | |
C1 | 0.2824 (2) | 0.4393 (3) | 0.09203 (17) | 0.0451 (8) | |
C8 | 0.2790 (3) | 0.4990 (4) | 0.01902 (19) | 0.0540 (9) | |
C3 | 0.1474 (3) | 0.5910 (4) | 0.1188 (2) | 0.0617 (10) | |
H3 | 0.1196 | 0.5968 | 0.0708 | 0.074* | |
C7 | 0.2722 (3) | 0.5159 (4) | 0.21376 (19) | 0.0603 (10) | |
H7 | 0.3286 | 0.4676 | 0.2302 | 0.072* | |
C17 | 0.4027 (3) | 0.1515 (5) | 0.2682 (2) | 0.0974 (16) | |
H17A | 0.3443 | 0.1529 | 0.2860 | 0.146* | |
H17B | 0.4295 | 0.2415 | 0.2705 | 0.146* | |
H17C | 0.4478 | 0.0906 | 0.2964 | 0.146* | |
C6 | 0.2294 (3) | 0.5848 (5) | 0.2616 (2) | 0.0764 (12) | |
H6 | 0.2588 | 0.5849 | 0.3094 | 0.092* | |
C13 | 0.1996 (4) | 0.4964 (4) | −0.0364 (2) | 0.0715 (12) | |
C4 | 0.1040 (3) | 0.6561 (4) | 0.1688 (2) | 0.0706 (12) | |
H4 | 0.0465 | 0.7026 | 0.1534 | 0.085* | |
C12 | 0.2003 (5) | 0.5465 (5) | −0.1037 (2) | 0.0985 (18) | |
H12 | 0.1452 | 0.5432 | −0.1393 | 0.118* | |
C5 | 0.1444 (3) | 0.6530 (5) | 0.2400 (2) | 0.0744 (12) | |
H5 | 0.1147 | 0.6962 | 0.2728 | 0.089* | |
C14 | 0.1648 (4) | 0.1393 (6) | −0.0739 (2) | 0.1102 (19) | |
H14A | 0.1436 | 0.2322 | −0.0798 | 0.165* | |
H14B | 0.1141 | 0.0840 | −0.0628 | 0.165* | |
H14C | 0.1811 | 0.1075 | −0.1172 | 0.165* | |
C19 | 0.4970 (3) | 0.1005 (6) | 0.1562 (3) | 0.115 (2) | |
H19A | 0.4943 | 0.0720 | 0.1081 | 0.172* | |
H19B | 0.5392 | 0.0412 | 0.1879 | 0.172* | |
H19C | 0.5208 | 0.1922 | 0.1622 | 0.172* | |
C9 | 0.3600 (4) | 0.5615 (4) | 0.0023 (2) | 0.0722 (12) | |
C15 | 0.3646 (4) | 0.1877 (6) | −0.0472 (3) | 0.1090 (18) | |
H15A | 0.3619 | 0.2852 | −0.0511 | 0.163* | |
H15B | 0.3542 | 0.1483 | −0.0938 | 0.163* | |
H15C | 0.4265 | 0.1608 | −0.0208 | 0.163* | |
C18 | 0.3626 (4) | −0.0900 (5) | 0.1899 (3) | 0.0966 (16) | |
H18A | 0.3488 | −0.1356 | 0.1448 | 0.145* | |
H18B | 0.3106 | −0.1044 | 0.2140 | 0.145* | |
H18C | 0.4209 | −0.1257 | 0.2181 | 0.145* | |
C16 | 0.2929 (5) | −0.0555 (5) | −0.0030 (3) | 0.122 (2) | |
H16A | 0.3485 | −0.0783 | 0.0326 | 0.184* | |
H16B | 0.3037 | −0.0810 | −0.0489 | 0.184* | |
H16C | 0.2380 | −0.1036 | 0.0063 | 0.184* | |
C10 | 0.3645 (5) | 0.6093 (5) | −0.0633 (3) | 0.1023 (19) | |
H10 | 0.4212 | 0.6469 | −0.0718 | 0.123* | |
C11 | 0.2840 (6) | 0.6012 (6) | −0.1169 (3) | 0.115 (3) | |
H11 | 0.2862 | 0.6329 | −0.1621 | 0.139* | |
F2 | 0.11615 (18) | 0.4390 (3) | −0.02486 (12) | 0.0844 (7) | |
F1 | 0.4389 (2) | 0.5788 (3) | 0.05420 (16) | 0.0992 (9) | |
O | 0.36561 (15) | 0.3788 (2) | 0.12166 (12) | 0.0507 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C22 | 0.049 (3) | 0.106 (4) | 0.136 (4) | 0.015 (2) | 0.015 (3) | 0.016 (3) |
C21 | 0.092 (4) | 0.265 (9) | 0.095 (4) | −0.069 (5) | 0.055 (3) | −0.020 (4) |
C20 | 0.066 (3) | 0.063 (4) | 0.336 (9) | −0.020 (3) | 0.033 (4) | 0.019 (5) |
Co1 | 0.0387 (3) | 0.0395 (3) | 0.0451 (3) | 0.00219 (19) | 0.00419 (19) | 0.0017 (2) |
P2 | 0.0495 (6) | 0.0589 (7) | 0.0628 (6) | 0.0071 (5) | 0.0071 (5) | 0.0193 (5) |
P3 | 0.0434 (5) | 0.0559 (7) | 0.0824 (7) | −0.0070 (4) | 0.0089 (5) | 0.0030 (5) |
P4 | 0.0753 (7) | 0.0568 (7) | 0.0559 (6) | 0.0111 (5) | 0.0058 (5) | −0.0120 (5) |
C2 | 0.0445 (19) | 0.039 (2) | 0.0469 (19) | −0.0049 (15) | 0.0095 (16) | −0.0005 (15) |
C1 | 0.0457 (19) | 0.043 (2) | 0.0458 (19) | 0.0017 (15) | 0.0072 (16) | 0.0023 (16) |
C8 | 0.074 (3) | 0.041 (2) | 0.051 (2) | 0.0144 (18) | 0.024 (2) | 0.0037 (17) |
C3 | 0.072 (3) | 0.054 (3) | 0.057 (2) | 0.010 (2) | 0.010 (2) | −0.0017 (19) |
C7 | 0.060 (2) | 0.066 (3) | 0.051 (2) | −0.0006 (19) | 0.0030 (19) | −0.0088 (19) |
C17 | 0.106 (4) | 0.106 (4) | 0.066 (3) | −0.004 (3) | −0.015 (3) | 0.022 (3) |
C6 | 0.094 (3) | 0.082 (3) | 0.053 (2) | −0.008 (3) | 0.014 (2) | −0.017 (2) |
C13 | 0.101 (3) | 0.064 (3) | 0.051 (3) | 0.037 (3) | 0.019 (3) | 0.009 (2) |
C4 | 0.064 (3) | 0.058 (3) | 0.093 (3) | 0.009 (2) | 0.021 (2) | −0.010 (2) |
C12 | 0.157 (5) | 0.085 (4) | 0.051 (3) | 0.058 (4) | 0.016 (3) | 0.014 (3) |
C5 | 0.083 (3) | 0.077 (3) | 0.074 (3) | −0.008 (3) | 0.039 (3) | −0.022 (2) |
C14 | 0.109 (4) | 0.129 (5) | 0.074 (3) | 0.024 (3) | −0.025 (3) | −0.042 (3) |
C19 | 0.050 (3) | 0.169 (6) | 0.127 (4) | 0.028 (3) | 0.020 (3) | 0.073 (4) |
C9 | 0.105 (4) | 0.051 (3) | 0.072 (3) | 0.006 (2) | 0.046 (3) | 0.007 (2) |
C15 | 0.140 (5) | 0.108 (5) | 0.093 (4) | 0.018 (4) | 0.059 (4) | −0.012 (3) |
C18 | 0.116 (4) | 0.065 (3) | 0.106 (4) | 0.022 (3) | 0.017 (3) | 0.032 (3) |
C16 | 0.201 (6) | 0.060 (4) | 0.101 (4) | 0.021 (4) | 0.017 (4) | −0.020 (3) |
C10 | 0.167 (6) | 0.066 (3) | 0.097 (4) | 0.006 (3) | 0.081 (4) | 0.012 (3) |
C11 | 0.222 (8) | 0.072 (4) | 0.077 (4) | 0.053 (4) | 0.088 (5) | 0.025 (3) |
F2 | 0.0767 (16) | 0.101 (2) | 0.0655 (15) | 0.0232 (15) | −0.0084 (13) | 0.0003 (13) |
F1 | 0.099 (2) | 0.092 (2) | 0.116 (2) | −0.0297 (16) | 0.0463 (19) | 0.0059 (17) |
O | 0.0400 (13) | 0.0444 (14) | 0.0660 (15) | −0.0008 (10) | 0.0070 (11) | 0.0052 (11) |
C22—P3 | 1.829 (4) | C7—H7 | 0.9300 |
C22—H22A | 0.9600 | C17—H17A | 0.9600 |
C22—H22B | 0.9600 | C17—H17B | 0.9600 |
C22—H22C | 0.9600 | C17—H17C | 0.9600 |
C21—P3 | 1.841 (5) | C6—C5 | 1.370 (6) |
C21—H21A | 0.9600 | C6—H6 | 0.9300 |
C21—H21B | 0.9600 | C13—F2 | 1.372 (5) |
C21—H21C | 0.9600 | C13—C12 | 1.386 (6) |
C20—P3 | 1.810 (5) | C4—C5 | 1.374 (6) |
C20—H20A | 0.9600 | C4—H4 | 0.9300 |
C20—H20B | 0.9600 | C12—C11 | 1.376 (7) |
C20—H20C | 0.9600 | C12—H12 | 0.9300 |
Co1—O | 1.896 (2) | C5—H5 | 0.9300 |
Co1—C1 | 2.049 (4) | C14—H14A | 0.9600 |
Co1—P2 | 2.2304 (11) | C14—H14B | 0.9600 |
Co1—P3 | 2.2081 (12) | C14—H14C | 0.9600 |
Co1—P4 | 2.2632 (13) | C19—H19A | 0.9600 |
P2—C19 | 1.826 (4) | C19—H19B | 0.9600 |
P2—C17 | 1.830 (4) | C19—H19C | 0.9600 |
P2—C18 | 1.836 (5) | C9—F1 | 1.351 (5) |
P4—C16 | 1.833 (5) | C9—C10 | 1.361 (6) |
P4—C15 | 1.835 (5) | C15—H15A | 0.9600 |
P4—C14 | 1.842 (4) | C15—H15B | 0.9600 |
C2—C3 | 1.395 (5) | C15—H15C | 0.9600 |
C2—C7 | 1.405 (5) | C18—H18A | 0.9600 |
C2—C1 | 1.498 (4) | C18—H18B | 0.9600 |
C1—O | 1.343 (4) | C18—H18C | 0.9600 |
C1—C8 | 1.514 (5) | C16—H16A | 0.9600 |
C8—C13 | 1.386 (5) | C16—H16B | 0.9600 |
C8—C9 | 1.399 (6) | C16—H16C | 0.9600 |
C3—C4 | 1.398 (5) | C10—C11 | 1.378 (8) |
C3—H3 | 0.9300 | C10—H10 | 0.9300 |
C7—C6 | 1.379 (5) | C11—H11 | 0.9300 |
P3—C22—H22A | 109.5 | C2—C7—H7 | 119.3 |
P3—C22—H22B | 109.5 | P2—C17—H17A | 109.5 |
H22A—C22—H22B | 109.5 | P2—C17—H17B | 109.5 |
P3—C22—H22C | 109.5 | H17A—C17—H17B | 109.5 |
H22A—C22—H22C | 109.5 | P2—C17—H17C | 109.5 |
H22B—C22—H22C | 109.5 | H17A—C17—H17C | 109.5 |
P3—C21—H21A | 109.5 | H17B—C17—H17C | 109.5 |
P3—C21—H21B | 109.5 | C5—C6—C7 | 121.3 (4) |
H21A—C21—H21B | 109.5 | C5—C6—H6 | 119.4 |
P3—C21—H21C | 109.5 | C7—C6—H6 | 119.4 |
H21A—C21—H21C | 109.5 | F2—C13—C12 | 117.9 (5) |
H21B—C21—H21C | 109.5 | F2—C13—C8 | 118.5 (3) |
P3—C20—H20A | 109.5 | C12—C13—C8 | 123.5 (5) |
P3—C20—H20B | 109.5 | C5—C4—C3 | 121.5 (4) |
H20A—C20—H20B | 109.5 | C5—C4—H4 | 119.3 |
P3—C20—H20C | 109.5 | C3—C4—H4 | 119.3 |
H20A—C20—H20C | 109.5 | C11—C12—C13 | 118.8 (5) |
H20B—C20—H20C | 109.5 | C11—C12—H12 | 120.6 |
O—Co1—C1 | 39.56 (11) | C13—C12—H12 | 120.6 |
O—Co1—P3 | 137.86 (8) | C6—C5—C4 | 118.5 (4) |
C1—Co1—P3 | 108.22 (10) | C6—C5—H5 | 120.8 |
O—Co1—P2 | 92.30 (8) | C4—C5—H5 | 120.8 |
C1—Co1—P2 | 130.17 (9) | P4—C14—H14A | 109.5 |
P3—Co1—P2 | 102.91 (5) | P4—C14—H14B | 109.5 |
O—Co1—P4 | 113.57 (8) | H14A—C14—H14B | 109.5 |
C1—Co1—P4 | 109.76 (10) | P4—C14—H14C | 109.5 |
P3—Co1—P4 | 102.18 (5) | H14A—C14—H14C | 109.5 |
P2—Co1—P4 | 100.24 (5) | H14B—C14—H14C | 109.5 |
C19—P2—C17 | 100.2 (2) | P2—C19—H19A | 109.5 |
C19—P2—C18 | 101.8 (2) | P2—C19—H19B | 109.5 |
C17—P2—C18 | 99.8 (2) | H19A—C19—H19B | 109.5 |
C19—P2—Co1 | 110.71 (15) | P2—C19—H19C | 109.5 |
C17—P2—Co1 | 112.49 (17) | H19A—C19—H19C | 109.5 |
C18—P2—Co1 | 128.02 (16) | H19B—C19—H19C | 109.5 |
C20—P3—C22 | 98.6 (3) | F1—C9—C10 | 116.9 (5) |
C20—P3—C21 | 100.3 (3) | F1—C9—C8 | 118.9 (4) |
C22—P3—C21 | 100.3 (3) | C10—C9—C8 | 124.2 (5) |
C20—P3—Co1 | 118.24 (19) | P4—C15—H15A | 109.5 |
C22—P3—Co1 | 121.41 (17) | P4—C15—H15B | 109.5 |
C21—P3—Co1 | 114.39 (17) | H15A—C15—H15B | 109.5 |
C16—P4—C15 | 99.3 (3) | P4—C15—H15C | 109.5 |
C16—P4—C14 | 99.2 (3) | H15A—C15—H15C | 109.5 |
C15—P4—C14 | 100.2 (3) | H15B—C15—H15C | 109.5 |
C16—P4—Co1 | 119.15 (17) | P2—C18—H18A | 109.5 |
C15—P4—Co1 | 113.11 (18) | P2—C18—H18B | 109.5 |
C14—P4—Co1 | 122.00 (16) | H18A—C18—H18B | 109.5 |
C3—C2—C7 | 117.0 (3) | P2—C18—H18C | 109.5 |
C3—C2—C1 | 124.7 (3) | H18A—C18—H18C | 109.5 |
C7—C2—C1 | 118.3 (3) | H18B—C18—H18C | 109.5 |
O—C1—C2 | 116.8 (3) | P4—C16—H16A | 109.5 |
O—C1—C8 | 115.1 (3) | P4—C16—H16B | 109.5 |
C2—C1—C8 | 116.9 (3) | H16A—C16—H16B | 109.5 |
O—C1—Co1 | 64.08 (17) | P4—C16—H16C | 109.5 |
C2—C1—Co1 | 113.5 (2) | H16A—C16—H16C | 109.5 |
C8—C1—Co1 | 119.9 (2) | H16B—C16—H16C | 109.5 |
C13—C8—C9 | 114.2 (4) | C9—C10—C11 | 119.0 (6) |
C13—C8—C1 | 125.0 (4) | C9—C10—H10 | 120.5 |
C9—C8—C1 | 120.7 (4) | C11—C10—H10 | 120.5 |
C2—C3—C4 | 120.3 (4) | C12—C11—C10 | 120.2 (5) |
C2—C3—H3 | 119.8 | C12—C11—H11 | 119.9 |
C4—C3—H3 | 119.8 | C10—C11—H11 | 119.9 |
C6—C7—C2 | 121.3 (4) | C1—O—Co1 | 76.37 (18) |
C6—C7—H7 | 119.3 |
Experimental details
Crystal data | |
Chemical formula | [Co(C13H8F2O)(C3H9P)3] |
Mr | 505.34 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 273 |
a, b, c (Å) | 14.214 (5), 9.820 (4), 19.241 (7) |
β (°) | 101.773 (6) |
V (Å3) | 2629.3 (16) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.86 |
Crystal size (mm) | 0.32 × 0.27 × 0.26 |
Data collection | |
Diffractometer | Bruker APEX2 CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.759, 0.800 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13574, 5065, 3278 |
Rint | 0.047 |
(sin θ/λ)max (Å−1) | 0.615 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.044, 0.128, 0.99 |
No. of reflections | 5065 |
No. of parameters | 262 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.38, −0.31 |
Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).
Co1—O | 1.896 (2) | Co1—P3 | 2.2081 (12) |
Co1—C1 | 2.049 (4) | Co1—P4 | 2.2632 (13) |
Co1—P2 | 2.2304 (11) |
Acknowledgements
We gratefully acknowledge financial support by the NSF China (No. 20872080/20772072) and the Science Foundation of Shandong Province, China (No. Y2007B06/Y2006B18).
References
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
The activation of carbon-fluorine bonds is of great importance in organometallic chemistry and catalyst development because this type of reaction contributes tothe fundamental understanding of reactivity of stable bonds and selective replacement of F atoms (Kiplinger et al., 1994; Saunders, 1996). Recently we have reported cyclometalation reactions involving C—F bond activation at a cobalt(I) center with azine as an anchoring group, which afforded the first complex containing a C—Co—F fragment (Li et al., 2006).
We tried to synthesis compound I (Scheme 2) according to the route a in Fig. 2 throught the reaction of 2,6-difluorobenzophenone with tetra(trimethylphosphine)cobalt(0), but the reaction was actually occurred by route b (Scheme 2). Compound II was isolated as red crystals and its molecular structure is shown in Fig. 1. The cobalt atom is π-coordinated with carbonyl group. The Co—O and Co—C bond lengths are 1.896 (2) Å and 2.049 (4) Å (Table 1).