trans-(Methanol)(methyl­di­phenyl­phosphine)­bis­(pentane-2,4-dionato)­cobalt(III) hexa­fluoro­phosphate hydrate

The title compound [Co(C₅H₇O₂)₂(C₁₃H₁₃P)(CH₄O)]PF₆·H₂O, (I), which was converted from trans-[Co(acac)₂(PMePh₂)(H₂O)]PF₆ (acac is pentane-2,4-dionato) by recrystallization from aqueous methanol, has been confirmed as have a coordinated methanol ligand. The molecular structure of the complex cation, trans-[Co(acac)₂(PMePh₂)(MeOH)]⁺, is similar to that of the above aqua complex found in the ClO₄ salt [Kashiwabara et al. (1995). Bull. Chem. Soc. Jpn, 68, 883-888]. The Co-O bond length for the coordinated methanol is 2.059 (3) Å. There is an intermolecular hydrogen bond between the OH group of the coordinated methanol and one of the O atoms of the acac ligands in an adjacent complex cation [O5...O3' = 2.914 (4) Å], giving a centrosymmetric dimeric dicationic complex.

S1. Comment

This is, to my knowledge, the first X-ray crystallographic study of a non-organometallic cobalt(III) complex bearing a methanol ligand, although two organo–cobaloxime derivatives with a coordinated methanol ligand have been reported (Flohr et al., 1978; Greos et al., 1995).

S2. Experimental

The corresponding aqua complex, trans-[Co(acac)₂(PMePh₂)(H₂O)]PF₆, was prepared according to the literature method of Kashiwabara et al. (1982). The aqua complex was recrystallized from aqueous methanol, depositing purple prismatic crystals of the title methanol complex.

S3. Refinement

There were positional disorders for four equatorial F atoms (F2, F3, F4 and F5) of the PF₆^- anion over two sites, both of which corresponded to a regular octahedral arrangement with two axial F atoms (F1 and F6). The population of these disordered atoms were assumed to be 0.5. The O atom of water of crystallization was treated as two partial-occupancy isotropic O atoms (O61 and O62). H atoms bound to the O atom were not included in the calculation. All other H atoms were included in the structural calculation by means of a riding model.

Computing details

Data collection: Rigaku/AFC Diffractometer Control (Rigaku, 1985); cell refinement: Rigaku/AFC Diffractometer Control; data reduction: TEXSAN (Molecular Structure Corporation & Rigaku, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97.

trans-(Methanol)(methyldiphenylphosphine)bis(pentane-2,4-dionato)cobalt(III) Hexafluorophosphate Hydrate

Crystal data

[Co(C5H7O2)2(C13H13P)(CH4O)]PF6·H2O	Z = 2
Mr = 652.37	F(000) = 672
Triclinic, P1	Dx = 1.507 Mg m^−3
a = 10.904 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 13.184 (4) Å	Cell parameters from 24 reflections
c = 10.352 (2) Å	θ = 14.8–15.0°
α = 99.74 (2)°	µ = 0.78 mm^−1
β = 97.24 (2)°	T = 293 K
γ = 80.06 (2)°	Prismatic, purple
V = 1437.4 (6) Å^3	0.50 × 0.25 × 0.20 mm

Data collection

Rigaku AFC-7R diffractometer	3541 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.032
Graphite monochromator	θmax = 30.0°, θmin = 2.0°
ω–2θ scans	h = −15→15
Absorption correction: ψ scan (North et al., 1968)	k = −18→18
Tmin = 0.899, Tmax = 0.999	l = −14→0
8835 measured reflections	3 standard reflections every 150 reflections
8405 independent reflections	intensity decay: 1.0%

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.167	H-atom parameters constrained
S = 0.97	w = 1/[σ^2(Fo^2) + (0.0481P)^2 + 2.2359P] where P = (Fo^2 + 2Fc^2)/3
8405 reflections	(Δ/σ)max = 0.003
396 parameters	Δρmax = 0.63 e Å^−3
34 restraints	Δρmin = −0.82 e Å^−3

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.41726 (6)	0.19690 (4)	0.52777 (6)	0.03454 (16)
P1	0.23206 (10)	0.29478 (8)	0.54812 (10)	0.0358 (3)
O1	0.4877 (3)	0.2919 (2)	0.6602 (3)	0.0392 (7)
O2	0.3810 (3)	0.1121 (2)	0.6421 (3)	0.0420 (7)
O3	0.3507 (3)	0.0989 (2)	0.3944 (3)	0.0435 (7)
O4	0.4596 (3)	0.2750 (2)	0.4092 (3)	0.0404 (7)
O5	0.5898 (3)	0.1048 (3)	0.5194 (4)	0.0556 (9)
H5	0.6002	0.0466	0.5410	0.083*
C1	0.5684 (5)	0.3663 (4)	0.8685 (5)	0.0604 (14)
H1A	0.6398	0.3785	0.8311	0.091*
H1B	0.5943	0.3467	0.9542	0.091*
H1C	0.5080	0.4288	0.8763	0.091*
C2	0.5108 (4)	0.2801 (3)	0.7809 (4)	0.0401 (10)
C3	0.4831 (4)	0.1980 (4)	0.8343 (4)	0.0482 (11)
H3	0.5097	0.1948	0.9227	0.058*
C4	0.4186 (4)	0.1206 (3)	0.7656 (4)	0.0431 (10)
C5	0.3860 (5)	0.0385 (4)	0.8336 (5)	0.0609 (14)
H5A	0.2968	0.0472	0.8347	0.091*
H5B	0.4252	0.0449	0.9224	0.091*
H5C	0.4150	−0.0292	0.7872	0.091*
C6	0.2535 (5)	0.0315 (4)	0.1890 (5)	0.0630 (14)
H6A	0.2988	−0.0365	0.1984	0.094*
H6B	0.2466	0.0414	0.0984	0.094*
H6C	0.1714	0.0377	0.2166	0.094*
C7	0.3218 (4)	0.1126 (4)	0.2726 (4)	0.0471 (11)
C8	0.3483 (5)	0.1956 (4)	0.2213 (5)	0.0524 (12)
H8	0.3158	0.2026	0.1353	0.063*
C9	0.4192 (4)	0.2688 (4)	0.2877 (4)	0.0453 (11)
C10	0.4533 (5)	0.3496 (4)	0.2182 (5)	0.0624 (14)
H10A	0.4288	0.4176	0.2660	0.094*
H10B	0.4109	0.3450	0.1308	0.094*
H10C	0.5421	0.3379	0.2133	0.094*
C11	0.1987 (4)	0.3299 (4)	0.7189 (4)	0.0436 (10)
C12	0.2175 (5)	0.4252 (4)	0.7933 (5)	0.0541 (12)
H12	0.2501	0.4732	0.7565	0.065*
C13	0.1875 (5)	0.4486 (5)	0.9223 (5)	0.0722 (17)
H13	0.2016	0.5117	0.9727	0.087*
C14	0.1373 (6)	0.3788 (6)	0.9756 (5)	0.0757 (18)
H14	0.1158	0.3952	1.0617	0.091*
C15	0.1187 (5)	0.2860 (5)	0.9037 (5)	0.0701 (17)
H15	0.0857	0.2388	0.9415	0.084*
C16	0.1479 (5)	0.2604 (4)	0.7749 (5)	0.0541 (12)
H16	0.1336	0.1968	0.7262	0.065*
C17	0.2189 (4)	0.4139 (3)	0.4797 (4)	0.0395 (10)
C18	0.3098 (4)	0.4783 (3)	0.5173 (5)	0.0475 (11)
H18	0.3773	0.4596	0.5775	0.057*
C19	0.3006 (5)	0.5696 (4)	0.4658 (5)	0.0578 (13)
H19	0.3606	0.6132	0.4928	0.069*
C20	0.2014 (5)	0.5959 (4)	0.3734 (6)	0.0620 (14)
H20	0.1951	0.6574	0.3387	0.074*
C21	0.1134 (5)	0.5326 (4)	0.3333 (5)	0.0578 (14)
H21	0.0481	0.5507	0.2705	0.069*
C22	0.1204 (4)	0.4403 (4)	0.3859 (4)	0.0475 (11)
H22	0.0600	0.3973	0.3586	0.057*
C23	0.1066 (4)	0.2264 (4)	0.4677 (5)	0.0525 (12)
H23A	0.0278	0.2668	0.4889	0.079*
H23B	0.1155	0.1601	0.4974	0.079*
H23C	0.1100	0.2159	0.3741	0.079*
C24	0.7128 (12)	0.1320 (6)	0.5018 (10)	0.173 (5)
H24A	0.7493	0.1640	0.5847	0.259*
H24B	0.7011	0.1796	0.4391	0.259*
H24C	0.7675	0.0699	0.4703	0.259*
O61	0.0013 (19)	0.0689 (16)	0.758 (2)	0.193 (9)*	0.428 (16)
O62	0.027 (2)	0.0239 (19)	0.632 (3)	0.193 (9)*	0.348 (15)
P2	0.84710 (14)	0.20923 (13)	0.13552 (15)	0.0740 (5)
F1	0.7171 (3)	0.1740 (3)	0.1100 (4)	0.148 (2)
F6	0.9775 (3)	0.2437 (4)	0.1602 (3)	0.154 (2)
F21	0.7852 (5)	0.3222 (3)	0.1265 (15)	0.155 (7)	0.50
F22	0.7887 (5)	0.3159 (5)	0.2046 (14)	0.207 (11)	0.50
F31	0.8365 (7)	0.2284 (12)	0.2849 (3)	0.161 (7)	0.50
F32	0.8701 (7)	0.1670 (11)	0.2679 (7)	0.163 (8)	0.50
F41	0.8581 (7)	0.1898 (12)	−0.0142 (3)	0.175 (9)	0.50
F42	0.8250 (7)	0.2510 (11)	0.0025 (7)	0.148 (6)	0.50
F51	0.9090 (4)	0.0958 (3)	0.1443 (16)	0.241 (11)	0.50
F52	0.9056 (5)	0.1021 (5)	0.0656 (14)	0.234 (11)	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0413 (3)	0.0303 (3)	0.0304 (3)	−0.0012 (2)	0.0030 (2)	0.0046 (2)
P1	0.0364 (6)	0.0363 (6)	0.0331 (6)	−0.0032 (5)	0.0022 (5)	0.0041 (5)
O1	0.0415 (17)	0.0387 (16)	0.0361 (16)	−0.0049 (13)	−0.0007 (13)	0.0066 (13)
O2	0.0524 (19)	0.0358 (16)	0.0379 (16)	−0.0044 (14)	0.0040 (14)	0.0086 (13)
O3	0.057 (2)	0.0357 (16)	0.0347 (16)	−0.0046 (14)	0.0048 (14)	0.0006 (12)
O4	0.0489 (18)	0.0388 (16)	0.0332 (15)	−0.0025 (13)	0.0068 (13)	0.0068 (12)
O5	0.047 (2)	0.0389 (19)	0.082 (3)	0.0021 (15)	0.0180 (18)	0.0146 (18)
C1	0.074 (4)	0.064 (3)	0.042 (3)	−0.022 (3)	−0.012 (3)	0.005 (2)
C2	0.038 (2)	0.045 (2)	0.035 (2)	−0.0019 (19)	−0.0011 (18)	0.0042 (19)
C3	0.058 (3)	0.051 (3)	0.037 (2)	−0.007 (2)	0.001 (2)	0.014 (2)
C4	0.053 (3)	0.040 (2)	0.037 (2)	0.002 (2)	0.009 (2)	0.0130 (19)
C5	0.079 (4)	0.056 (3)	0.053 (3)	−0.006 (3)	0.012 (3)	0.026 (3)
C6	0.073 (4)	0.062 (3)	0.046 (3)	−0.012 (3)	−0.003 (3)	−0.009 (2)
C7	0.056 (3)	0.044 (3)	0.033 (2)	0.005 (2)	0.003 (2)	−0.0051 (19)
C8	0.067 (3)	0.052 (3)	0.033 (2)	0.002 (2)	0.002 (2)	0.007 (2)
C9	0.049 (3)	0.049 (3)	0.034 (2)	0.006 (2)	0.008 (2)	0.006 (2)
C10	0.084 (4)	0.062 (3)	0.044 (3)	0.000 (3)	0.016 (3)	0.021 (2)
C11	0.038 (2)	0.050 (3)	0.039 (2)	0.004 (2)	0.0038 (19)	0.007 (2)
C12	0.053 (3)	0.061 (3)	0.043 (3)	−0.006 (2)	0.005 (2)	−0.003 (2)
C13	0.074 (4)	0.089 (4)	0.041 (3)	−0.001 (3)	0.004 (3)	−0.013 (3)
C14	0.077 (4)	0.104 (5)	0.040 (3)	0.009 (4)	0.016 (3)	0.009 (3)
C15	0.074 (4)	0.083 (4)	0.055 (3)	0.011 (3)	0.026 (3)	0.024 (3)
C16	0.060 (3)	0.054 (3)	0.051 (3)	0.000 (2)	0.020 (2)	0.013 (2)
C17	0.041 (2)	0.038 (2)	0.036 (2)	0.0038 (18)	0.0056 (18)	0.0049 (18)
C18	0.048 (3)	0.041 (2)	0.053 (3)	−0.004 (2)	0.000 (2)	0.012 (2)
C19	0.059 (3)	0.044 (3)	0.072 (4)	−0.006 (2)	0.009 (3)	0.013 (2)
C20	0.068 (4)	0.043 (3)	0.077 (4)	0.008 (3)	0.018 (3)	0.025 (3)
C21	0.053 (3)	0.057 (3)	0.057 (3)	0.019 (3)	0.007 (2)	0.020 (3)
C22	0.045 (3)	0.047 (3)	0.047 (3)	0.003 (2)	0.001 (2)	0.009 (2)
C23	0.053 (3)	0.050 (3)	0.054 (3)	−0.014 (2)	−0.001 (2)	0.005 (2)
C24	0.295 (16)	0.065 (5)	0.156 (9)	−0.002 (7)	0.035 (10)	0.026 (6)
P2	0.0633 (10)	0.0867 (12)	0.0703 (11)	−0.0158 (9)	−0.0073 (8)	0.0130 (9)
F1	0.092 (3)	0.157 (5)	0.201 (5)	−0.057 (3)	−0.031 (3)	0.042 (4)
F6	0.102 (3)	0.299 (7)	0.088 (3)	−0.106 (4)	−0.017 (3)	0.051 (4)
F21	0.235 (17)	0.079 (8)	0.140 (11)	−0.037 (9)	−0.061 (12)	0.034 (7)
F22	0.31 (2)	0.089 (9)	0.25 (2)	−0.029 (11)	0.21 (2)	−0.042 (10)
F31	0.144 (10)	0.28 (2)	0.075 (7)	−0.039 (12)	0.014 (7)	0.053 (8)
F32	0.135 (11)	0.28 (2)	0.120 (11)	−0.119 (13)	−0.045 (8)	0.118 (11)
F41	0.119 (11)	0.32 (2)	0.071 (8)	−0.060 (13)	0.023 (7)	−0.049 (11)
F42	0.087 (7)	0.251 (16)	0.099 (10)	0.032 (9)	−0.008 (7)	0.084 (11)
F51	0.157 (14)	0.180 (18)	0.36 (3)	0.085 (12)	−0.008 (16)	0.117 (19)
F52	0.27 (2)	0.133 (13)	0.193 (16)	0.098 (13)	−0.074 (12)	−0.059 (10)

Geometric parameters (Å, º)

Co1—O4	1.875 (3)	C11—C12	1.392 (6)
Co1—O1	1.877 (3)	C12—C13	1.387 (7)
Co1—O2	1.878 (3)	C12—H12	0.9300
Co1—O3	1.889 (3)	C13—C14	1.369 (8)
Co1—O5	2.059 (3)	C13—H13	0.9300
Co1—P1	2.2143 (14)	C14—C15	1.353 (8)
P1—C23	1.806 (5)	C14—H14	0.9300
P1—C17	1.806 (4)	C15—C16	1.382 (7)
P1—C11	1.816 (4)	C15—H15	0.9300
O1—C2	1.274 (5)	C16—H16	0.9300
O2—C4	1.285 (5)	C17—C18	1.392 (6)
O3—C7	1.296 (5)	C17—C22	1.392 (6)
O4—C9	1.274 (5)	C18—C19	1.380 (6)
O5—C24	1.487 (12)	C18—H18	0.9300
O5—H5	0.8200	C19—C20	1.388 (7)
C1—C2	1.505 (6)	C19—H19	0.9300
C1—H1A	0.9600	C20—C21	1.359 (7)
C1—H1B	0.9600	C20—H20	0.9300
C1—H1C	0.9600	C21—C22	1.401 (6)
C2—C3	1.387 (6)	C21—H21	0.9300
C3—C4	1.385 (6)	C22—H22	0.9300
C3—H3	0.9300	C23—H23A	0.9600
C4—C5	1.499 (6)	C23—H23B	0.9600
C5—H5A	0.9600	C23—H23C	0.9600
C5—H5B	0.9600	C24—H24A	0.9600
C5—H5C	0.9600	C24—H24B	0.9600
C6—C7	1.498 (6)	C24—H24C	0.9600
C6—H6A	0.9600	P2—F22	1.536 (3)
C6—H6B	0.9600	P2—F21	1.538 (3)
C6—H6C	0.9600	P2—F31	1.540 (3)
C7—C8	1.381 (7)	P2—F32	1.540 (3)
C8—C9	1.379 (7)	P2—F51	1.543 (3)
C8—H8	0.9300	P2—F42	1.544 (3)
C9—C10	1.501 (6)	P2—F41	1.544 (3)
C10—H10A	0.9600	P2—F52	1.544 (3)
C10—H10B	0.9600	P2—F1	1.545 (3)
C10—H10C	0.9600	P2—F6	1.545 (3)
C11—C16	1.384 (6)
O4—Co1—O1	85.80 (13)	C13—C12—H12	120.1
O4—Co1—O2	176.68 (13)	C11—C12—H12	120.1
O1—Co1—O2	95.76 (13)	C14—C13—C12	120.0 (6)
O4—Co1—O3	94.24 (13)	C14—C13—H13	120.0
O1—Co1—O3	178.41 (14)	C12—C13—H13	120.0
O2—Co1—O3	84.12 (13)	C15—C14—C13	120.3 (5)
O4—Co1—P1	92.95 (10)	C15—C14—H14	119.8
O1—Co1—P1	89.00 (10)	C13—C14—H14	119.8
O2—Co1—P1	90.01 (10)	C14—C15—C16	120.9 (6)
O3—Co1—P1	92.59 (10)	C14—C15—H15	119.5
O5—Co1—O1	89.48 (14)	C16—C15—H15	119.5
O5—Co1—O2	87.41 (14)	C15—C16—C11	119.8 (5)
O5—Co1—O3	88.92 (15)	C15—C16—H16	120.1
O5—Co1—O4	89.69 (14)	C11—C16—H16	120.1
O5—Co1—P1	176.86 (12)	C18—C17—C22	119.5 (4)
C23—P1—C17	107.9 (2)	C18—C17—P1	120.0 (3)
C23—P1—C11	104.9 (2)	C22—C17—P1	120.5 (4)
C17—P1—C11	107.7 (2)	C19—C18—C17	120.5 (4)
C23—P1—Co1	111.59 (17)	C19—C18—H18	119.7
C17—P1—Co1	112.19 (15)	C17—C18—H18	119.7
C11—P1—Co1	112.20 (14)	C18—C19—C20	119.6 (5)
C2—O1—Co1	124.4 (3)	C18—C19—H19	120.2
C4—O2—Co1	124.3 (3)	C20—C19—H19	120.2
C7—O3—Co1	124.4 (3)	C21—C20—C19	120.6 (5)
C9—O4—Co1	125.3 (3)	C21—C20—H20	119.7
Co1—O5—C24	129.9 (4)	C19—C20—H20	119.7
C24—O5—H5	109.5	C20—C21—C22	120.5 (5)
C2—C1—H1A	109.5	C20—C21—H21	119.7
C2—C1—H1B	109.5	C22—C21—H21	119.7
H1A—C1—H1B	109.5	C17—C22—C21	119.2 (5)
C2—C1—H1C	109.5	C17—C22—H22	120.4
H1A—C1—H1C	109.5	C21—C22—H22	120.4
H1B—C1—H1C	109.5	P1—C23—H23A	109.5
O1—C2—C3	125.2 (4)	P1—C23—H23B	109.5
O1—C2—C1	114.8 (4)	H23A—C23—H23B	109.5
C3—C2—C1	120.0 (4)	P1—C23—H23C	109.5
C4—C3—C2	124.7 (4)	H23A—C23—H23C	109.5
C4—C3—H3	117.6	H23B—C23—H23C	109.5
C2—C3—H3	117.6	O5—C24—H24A	109.5
O2—C4—C3	124.8 (4)	O5—C24—H24B	109.5
O2—C4—C5	114.2 (4)	H24A—C24—H24B	109.5
C3—C4—C5	121.0 (4)	O5—C24—H24C	109.5
C4—C5—H5A	109.5	H24A—C24—H24C	109.5
C4—C5—H5B	109.5	H24B—C24—H24C	109.5
H5A—C5—H5B	109.5	F21—P2—F31	90.09 (17)
C4—C5—H5C	109.5	F22—P2—F32	90.28 (17)
H5A—C5—H5C	109.5	F21—P2—F51	179.9 (2)
H5B—C5—H5C	109.5	F31—P2—F51	89.99 (17)
C7—C6—H6A	109.5	F22—P2—F42	90.09 (17)
C7—C6—H6B	109.5	F32—P2—F42	179.6 (2)
H6A—C6—H6B	109.5	F21—P2—F41	90.01 (17)
C7—C6—H6C	109.5	F31—P2—F41	179.9 (2)
H6A—C6—H6C	109.5	F51—P2—F41	89.91 (17)
H6B—C6—H6C	109.5	F22—P2—F52	179.8 (2)
O3—C7—C8	123.9 (4)	F32—P2—F52	89.93 (17)
O3—C7—C6	114.8 (4)	F42—P2—F52	89.70 (17)
C8—C7—C6	121.3 (4)	F22—P2—F1	90.15 (15)
C9—C8—C7	125.2 (4)	F21—P2—F1	90.02 (15)
C9—C8—H8	117.4	F31—P2—F1	90.23 (15)
C7—C8—H8	117.4	F32—P2—F1	90.18 (15)
O4—C9—C8	124.4 (4)	F51—P2—F1	89.89 (15)
O4—C9—C10	114.9 (4)	F42—P2—F1	90.06 (15)
C8—C9—C10	120.7 (4)	F41—P2—F1	89.87 (15)
C9—C10—H10A	109.5	F52—P2—F1	89.81 (15)
C9—C10—H10B	109.5	F22—P2—F6	90.28 (15)
H10A—C10—H10B	109.5	F21—P2—F6	90.29 (15)
C9—C10—H10C	109.5	F31—P2—F6	90.09 (15)
H10A—C10—H10C	109.5	F32—P2—F6	89.94 (14)
H10B—C10—H10C	109.5	F51—P2—F6	89.80 (15)
C16—C11—C12	119.0 (4)	F42—P2—F6	89.83 (15)
C16—C11—P1	118.4 (4)	F41—P2—F6	89.81 (15)
C12—C11—P1	122.5 (4)	F52—P2—F6	89.76 (15)
C13—C12—C11	119.9 (5)	F1—P2—F6	179.55 (16)
O4—Co1—P1—C23	108.4 (2)	Co1—O3—C7—C8	7.3 (6)
O1—Co1—P1—C23	−165.8 (2)	Co1—O3—C7—C6	−171.5 (3)
O2—Co1—P1—C23	−70.1 (2)	O3—C7—C8—C9	6.8 (8)
O3—Co1—P1—C23	14.1 (2)	C6—C7—C8—C9	−174.5 (5)
O4—Co1—P1—C17	−12.76 (18)	Co1—O4—C9—C8	−7.4 (6)
O1—Co1—P1—C17	72.98 (18)	Co1—O4—C9—C10	172.1 (3)
O2—Co1—P1—C17	168.74 (17)	C7—C8—C9—O4	−6.9 (8)
O3—Co1—P1—C17	−107.14 (18)	C7—C8—C9—C10	173.6 (5)
O4—Co1—P1—C11	−134.20 (19)	C23—P1—C11—C16	36.5 (4)
O1—Co1—P1—C11	−48.45 (19)	C17—P1—C11—C16	151.3 (4)
O2—Co1—P1—C11	47.3 (2)	Co1—P1—C11—C16	−84.8 (4)
O3—Co1—P1—C11	131.4 (2)	C23—P1—C11—C12	−140.8 (4)
O4—Co1—O1—C2	−169.1 (3)	C17—P1—C11—C12	−26.1 (4)
O2—Co1—O1—C2	8.0 (3)	Co1—P1—C11—C12	97.9 (4)
O3—Co1—O1—C2	−78 (5)	C16—C11—C12—C13	1.1 (7)
P1—Co1—O1—C2	97.9 (3)	P1—C11—C12—C13	178.5 (4)
O4—Co1—O2—C4	109 (2)	C11—C12—C13—C14	−1.3 (8)
O1—Co1—O2—C4	−9.1 (3)	C12—C13—C14—C15	1.2 (9)
O3—Co1—O2—C4	169.3 (3)	C13—C14—C15—C16	−1.0 (9)
P1—Co1—O2—C4	−98.1 (3)	C14—C15—C16—C11	0.9 (8)
O4—Co1—O3—C7	−15.4 (4)	C12—C11—C16—C15	−1.0 (7)
O1—Co1—O3—C7	−107 (5)	P1—C11—C16—C15	−178.4 (4)
O2—Co1—O3—C7	167.5 (4)	C23—P1—C17—C18	−175.2 (4)
P1—Co1—O3—C7	77.8 (3)	C11—P1—C17—C18	72.1 (4)
O1—Co1—O4—C9	−166.1 (3)	Co1—P1—C17—C18	−51.9 (4)
O2—Co1—O4—C9	76 (2)	C23—P1—C17—C22	2.6 (4)
O3—Co1—O4—C9	15.5 (3)	C11—P1—C17—C22	−110.1 (4)
P1—Co1—O4—C9	−77.3 (3)	Co1—P1—C17—C22	125.9 (3)
Co1—O1—C2—C3	−2.8 (6)	C22—C17—C18—C19	2.2 (7)
Co1—O1—C2—C1	179.5 (3)	P1—C17—C18—C19	−179.9 (4)
O1—C2—C3—C4	−4.5 (7)	C17—C18—C19—C20	−1.6 (7)
C1—C2—C3—C4	173.0 (4)	C18—C19—C20—C21	0.0 (8)
Co1—O2—C4—C3	5.0 (6)	C19—C20—C21—C22	0.9 (8)
Co1—O2—C4—C5	−175.4 (3)	C18—C17—C22—C21	−1.4 (7)
C2—C3—C4—O2	3.3 (8)	P1—C17—C22—C21	−179.2 (3)
C2—C3—C4—C5	−176.2 (4)	C20—C21—C22—C17	−0.2 (7)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5···O3^i	0.82	2.10	2.914 (4)	173

Symmetry code: (i) −x+1, −y, −z+1.