{1,3-Bis[(diphenyl­phosphanyl-κP)­oxy]prop-2-yl-κC2}iodido(trimethyl­phosphane)cobalt(II)

Xu, G.; Li, X.

doi:10.1107/S1600536810013747

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 66| Part 5| May 2010| Page m545

https://doi.org/10.1107/S1600536810013747

Open

access

{1,3-Bis[(diphenylphosphanyl-κP)oxy]prop-2-yl-κC²}iodido(trimethylphosphane)cobalt(II)

Guoqiang Xu ^a and Xiaoyan Li ^a ^*

^aSchool of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China
^*Correspondence e-mail: xli63@sdu.edu.cn

(Received 19 March 2010; accepted 14 April 2010; online 21 April 2010)

The title compound, [Co(C₂₇H₂₅O₂P₂)I(C₃H₉P)], was synthesized by the addition of 1-iodobutane to a solution of the parent cobalt complex {1,3-bis[(diphenylphosphanyl)oxy]prop-2-yl}bis(trimethylphosphane)cobalt(II). Two five-membered cobaltocycles with considerable ring bending (sum of internal angles = 516.4 and 517.7°) are formed through two P atoms of the PPh₂ groups and a metallated Csp³ atom. The Co^II atom is centered in a trigonal-bipyramidal configuration.

Related literature

For general background to transition metal complexes with PCP pincer ligands and their preparation, see: Boom & Milstein (2003 ); Pandarus et al. (2008 ); Xu et al. (2009 ); Zheng et al. (2009 ). For Co—Csp³ bond lengths, see: Klein et al. (2003 ).

Experimental

Crystal data

[Co(C₂₇H₂₅O₂P₂)I(C₃H₉P)]
M_r = 705.31
Orthorhombic, P b c a
a = 15.161 (3) Å
b = 18.194 (4) Å
c = 21.410 (4) Å
V = 5906 (2) Å³
Z = 8
Mo Kα radiation
μ = 1.82 mm⁻¹
T = 293 K
0.20 × 0.15 × 0.10 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.713, T_max = 0.876
35496 measured reflections
6237 independent reflections
5551 reflections with I > 2σ(I)
R_int = 0.071

Refinement

R[F² > 2σ(F²)] = 0.024
wR(F²) = 0.061
S = 1.04
6237 reflections
357 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.57 e Å⁻³
Δρ_min = −0.54 e Å⁻³

Data collection: SMART (Bruker, 1997 ); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810013747/zq2034sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810013747/zq2034Isup2.hkl

checkCIF report

Comment top

Transition metal complexes with PCP pincer ligands have attracted a substantial amount of interest (Boom et al. 2003). We previously reported that the central sp³ C—H bond of (Ph₂POCH₂)₂CH₂ could be activated by Co(PMe₃)₄Me to afford metallated PCP pincer compounds at room temperature (Xu et al., 2009) and the subsequent reaction with CH₃I gave rise to iodomethylcobalt(III) complex. Here we explored the reaction of Co(C₂₇H₂₅O₂P₂)(C₃H₉P)₂ with n-C₄H₉I, which afforded the title compound via one-electron oxidative addition. The rest part of products might be C,C-coupling product (Zheng et al., 2009), despite it has not been isolated.

The molecular structure is shown in Fig. 1. The Co^II atom is five coordinated in a trigonal bipyramidal configuration. The Co—C bond distance of 2.068 (18) Å is within the range of Co—C (sp³) bonds (2.03-2.15 Å) (Klein et al., 2003).

Related literature top

For general background to transition metal complexes with PCP pincer ligands and their preparation, see: Boom et al. (2003); Pandarus et al. (2008); Xu et al. (2009); Zheng et al. (2009). For Co—Csp³ bond lengths, see: Klein et al. (2003).

Experimental top

Standard vacuum techniques were used in manipulations of volatile and air sensitive material. The title compound was synthesized by combining a solution of {1,3-bis[(diphenylphosphanyl)oxy]prop-2-yl}bis(trimethylphosphane)cobalt(II) (733 mg, 1.12 mmol) in 30 ml of diethyl ether with a sample of n-C₄H₉I (203 mg, 1.12 mmol) in 30 ml of diethyl ether at 273 K. After kept stirring for 16 h at room temperature, the color changed from red to brown. Volatiles were concentrated and filtrated. Red crystals, which were suitable for X-ray diffraction, could be obtained from diethyl ether at 255 K.

Structure description top

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of the title molecule showing the atom-labelling scheme. Thermal ellipsoids are drawn at the 30% probability level. All hydrogen atoms are omitted for clarity.

(I) top

Crystal data top

[Co(C₂₇H₂₅O₂P₂)I(C₃H₉P)]	F(000) = 2840
M_r = 705.31	D_x = 1.587 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 13063 reflections
a = 15.161 (3) Å	θ = 2.0–26.9°
b = 18.194 (4) Å	µ = 1.82 mm⁻¹
c = 21.410 (4) Å	T = 293 K
V = 5906 (2) Å³	Block, red
Z = 8	0.20 × 0.15 × 0.10 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	6237 independent reflections
Radiation source: fine-focus sealed tube	5551 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.071
phi and ω scans	θ_max = 26.7°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −19→18
T_min = 0.713, T_max = 0.876	k = −23→23
35496 measured reflections	l = −27→20

Refinement top

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.061	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ²(F_o²) + (0.0293P)² + 1.1856P] where P = (F_o² + 2F_c²)/3
6237 reflections	(Δ/σ)_max = 0.004
357 parameters	Δρ_max = 0.57 e Å⁻³
0 restraints	Δρ_min = −0.54 e Å⁻³

Crystal data top

[Co(C₂₇H₂₅O₂P₂)I(C₃H₉P)]	V = 5906 (2) Å³
M_r = 705.31	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 15.161 (3) Å	µ = 1.82 mm⁻¹
b = 18.194 (4) Å	T = 293 K
c = 21.410 (4) Å	0.20 × 0.15 × 0.10 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	6237 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	5551 reflections with I > 2σ(I)
T_min = 0.713, T_max = 0.876	R_int = 0.071
35496 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.024	0 restraints
wR(F²) = 0.061	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	Δρ_max = 0.57 e Å⁻³
6237 reflections	Δρ_min = −0.54 e Å⁻³
357 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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) top

	x	y	z	U_iso*/U_eq
I1	0.657194 (9)	0.086157 (8)	0.506996 (6)	0.02926 (5)
Co2	0.644969 (16)	0.062554 (12)	0.387635 (11)	0.01625 (6)
P1	0.75443 (3)	0.14172 (2)	0.37052 (2)	0.02092 (10)
P2	0.54174 (3)	0.10487 (2)	0.32815 (2)	0.01924 (10)
P3	0.70421 (3)	−0.03885 (2)	0.35418 (2)	0.01858 (10)
O1	0.48603 (9)	0.03615 (7)	0.30021 (7)	0.0249 (3)
O2	0.65551 (9)	−0.10523 (7)	0.39172 (7)	0.0247 (3)
C1	0.79921 (15)	0.15169 (11)	0.29188 (10)	0.0300 (4)
H1A	0.8427	0.1900	0.2916	0.045*
H1B	0.7525	0.1640	0.2635	0.045*
H1C	0.8260	0.1063	0.2792	0.045*
C2	0.85631 (13)	0.12727 (12)	0.41438 (11)	0.0302 (4)
H2A	0.8833	0.0821	0.4012	0.045*
H2B	0.8431	0.1247	0.4582	0.045*
H2C	0.8960	0.1674	0.4068	0.045*
C3	0.72818 (15)	0.23686 (10)	0.39039 (10)	0.0291 (4)
H3A	0.7813	0.2655	0.3906	0.044*
H3B	0.7014	0.2385	0.4310	0.044*
H3C	0.6880	0.2565	0.3600	0.044*
C4	0.55196 (12)	0.16068 (10)	0.25779 (9)	0.0235 (4)
C5	0.56173 (14)	0.12717 (12)	0.20005 (10)	0.0297 (4)
H5	0.5582	0.0763	0.1968	0.036*
C6	0.57680 (15)	0.16956 (14)	0.14697 (11)	0.0380 (5)
H6	0.5825	0.1469	0.1083	0.046*
C7	0.58336 (16)	0.24521 (14)	0.15141 (13)	0.0437 (6)
H7	0.5942	0.2733	0.1160	0.052*
C8	0.57375 (18)	0.27844 (13)	0.20852 (13)	0.0424 (6)
H8	0.5788	0.3292	0.2117	0.051*
C9	0.55662 (16)	0.23727 (11)	0.26161 (11)	0.0330 (5)
H9	0.5482	0.2606	0.2998	0.040*
C10	0.45903 (13)	0.15345 (10)	0.37462 (9)	0.0240 (4)
C11	0.48287 (15)	0.20811 (11)	0.41667 (11)	0.0327 (5)
H11	0.5416	0.2224	0.4196	0.039*
C12	0.42052 (18)	0.24143 (12)	0.45408 (12)	0.0417 (6)
H12	0.4372	0.2786	0.4815	0.050*
C13	0.33319 (18)	0.21962 (14)	0.45081 (13)	0.0458 (7)
H13	0.2910	0.2420	0.4760	0.055*
C14	0.30906 (17)	0.16476 (15)	0.41022 (14)	0.0449 (6)
H14	0.2505	0.1497	0.4084	0.054*
C15	0.37125 (15)	0.13148 (12)	0.37182 (11)	0.0332 (5)
H15	0.3542	0.0946	0.3443	0.040*
C16	0.49139 (13)	−0.02708 (10)	0.34158 (10)	0.0236 (4)
C17	0.54239 (12)	−0.01073 (9)	0.40104 (9)	0.0207 (4)
C18	0.57921 (13)	−0.08121 (10)	0.42799 (10)	0.0243 (4)
C19	0.81877 (13)	−0.05789 (9)	0.37445 (10)	0.0229 (4)
C20	0.88739 (14)	−0.05669 (10)	0.33109 (10)	0.0261 (4)
H20	0.8749	−0.0501	0.2889	0.031*
C21	0.97401 (14)	−0.06518 (12)	0.35030 (12)	0.0337 (5)
H21	1.0193	−0.0644	0.3211	0.040*
C22	0.99311 (16)	−0.07482 (13)	0.41270 (13)	0.0400 (5)
H22	1.0513	−0.0806	0.4254	0.048*
C23	0.92562 (17)	−0.07593 (14)	0.45670 (12)	0.0428 (6)
H23	0.9387	−0.0820	0.4988	0.051*
C24	0.83859 (15)	−0.06791 (12)	0.43761 (12)	0.0333 (5)
H24	0.7934	−0.0692	0.4670	0.040*
C25	0.69869 (13)	−0.07007 (10)	0.27348 (9)	0.0216 (4)
C26	0.71675 (14)	−0.02226 (10)	0.22455 (10)	0.0272 (4)
H26	0.7265	0.0273	0.2328	0.033*
C27	0.72045 (14)	−0.04749 (12)	0.16343 (10)	0.0313 (4)
H27	0.7343	−0.0153	0.1312	0.038*
C28	0.70351 (14)	−0.12086 (12)	0.15053 (10)	0.0299 (4)
H28	0.7070	−0.1382	0.1097	0.036*
C29	0.68137 (16)	−0.16818 (11)	0.19879 (11)	0.0336 (5)
H29	0.6677	−0.2169	0.1901	0.040*
C30	0.67953 (16)	−0.14335 (10)	0.25967 (11)	0.0302 (4)
H30	0.6654	−0.1757	0.2918	0.036*
H18	0.5970 (16)	−0.0751 (11)	0.4712 (12)	0.021 (5)*
H31	0.5038 (15)	0.0134 (12)	0.4328 (11)	0.023 (5)*
H16	0.5197 (16)	−0.0676 (12)	0.3174 (11)	0.025 (6)*
H17	0.4303 (17)	−0.0420 (13)	0.3517 (12)	0.029 (6)*
H19	0.5380 (17)	−0.1227 (13)	0.4249 (12)	0.032 (6)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
I1	0.03046 (8)	0.03908 (9)	0.01822 (7)	−0.00978 (5)	0.00190 (5)	−0.00184 (5)
Co2	0.01717 (12)	0.01357 (11)	0.01801 (12)	−0.00099 (8)	0.00126 (9)	−0.00041 (8)
P1	0.0226 (2)	0.0175 (2)	0.0227 (2)	−0.00525 (17)	0.00225 (19)	−0.00124 (17)
P2	0.0203 (2)	0.01627 (19)	0.0211 (2)	0.00030 (16)	−0.00108 (18)	−0.00069 (16)
P3	0.0197 (2)	0.01471 (19)	0.0214 (2)	0.00055 (16)	0.00333 (18)	0.00018 (16)
O1	0.0270 (7)	0.0225 (6)	0.0252 (7)	−0.0043 (5)	−0.0052 (6)	−0.0015 (5)
O2	0.0255 (7)	0.0170 (6)	0.0317 (8)	0.0013 (5)	0.0089 (6)	0.0035 (5)
C1	0.0343 (12)	0.0263 (9)	0.0293 (11)	−0.0095 (8)	0.0085 (9)	−0.0016 (8)
C2	0.0243 (10)	0.0310 (10)	0.0353 (12)	−0.0068 (8)	0.0002 (9)	−0.0028 (9)
C3	0.0342 (11)	0.0187 (8)	0.0343 (11)	−0.0064 (8)	0.0039 (9)	−0.0033 (8)
C4	0.0192 (9)	0.0259 (9)	0.0254 (10)	0.0026 (7)	−0.0018 (8)	0.0041 (7)
C5	0.0265 (10)	0.0345 (10)	0.0281 (11)	−0.0025 (8)	−0.0002 (8)	−0.0009 (8)
C6	0.0299 (12)	0.0571 (14)	0.0270 (11)	−0.0026 (10)	0.0011 (9)	0.0020 (10)
C7	0.0361 (13)	0.0555 (14)	0.0394 (13)	0.0018 (11)	0.0003 (10)	0.0241 (11)
C8	0.0496 (15)	0.0306 (10)	0.0470 (15)	0.0057 (10)	0.0002 (12)	0.0160 (10)
C9	0.0395 (12)	0.0258 (9)	0.0336 (12)	0.0066 (8)	0.0006 (9)	0.0047 (8)
C10	0.0228 (9)	0.0240 (8)	0.0252 (10)	0.0056 (7)	0.0012 (8)	0.0043 (7)
C11	0.0331 (12)	0.0293 (10)	0.0357 (12)	0.0050 (8)	0.0050 (9)	−0.0045 (8)
C12	0.0542 (16)	0.0340 (11)	0.0369 (13)	0.0121 (10)	0.0130 (11)	−0.0027 (9)
C13	0.0475 (15)	0.0459 (13)	0.0439 (15)	0.0244 (11)	0.0223 (12)	0.0124 (11)
C14	0.0257 (12)	0.0579 (15)	0.0512 (16)	0.0097 (10)	0.0101 (11)	0.0150 (13)
C15	0.0258 (11)	0.0377 (11)	0.0362 (12)	0.0044 (9)	0.0003 (9)	0.0065 (9)
C16	0.0218 (9)	0.0185 (8)	0.0304 (10)	−0.0045 (7)	0.0002 (8)	−0.0020 (7)
C17	0.0202 (9)	0.0171 (7)	0.0249 (9)	−0.0031 (7)	0.0048 (7)	−0.0006 (7)
C18	0.0243 (10)	0.0193 (8)	0.0293 (11)	−0.0020 (7)	0.0073 (8)	0.0035 (7)
C19	0.0239 (9)	0.0159 (8)	0.0290 (10)	0.0026 (7)	0.0016 (8)	0.0015 (7)
C20	0.0253 (10)	0.0263 (9)	0.0268 (10)	0.0023 (7)	0.0020 (8)	0.0006 (8)
C21	0.0251 (11)	0.0352 (11)	0.0409 (13)	0.0045 (8)	0.0074 (9)	0.0023 (9)
C22	0.0263 (11)	0.0475 (13)	0.0462 (15)	0.0067 (9)	−0.0053 (10)	0.0096 (11)
C23	0.0346 (13)	0.0601 (15)	0.0339 (13)	0.0081 (11)	−0.0046 (10)	0.0128 (11)
C24	0.0295 (12)	0.0401 (11)	0.0302 (11)	0.0053 (9)	0.0034 (9)	0.0080 (9)
C25	0.0193 (9)	0.0213 (8)	0.0243 (10)	0.0019 (7)	0.0022 (7)	−0.0034 (7)
C26	0.0305 (11)	0.0245 (9)	0.0266 (10)	−0.0063 (8)	0.0024 (8)	−0.0025 (7)
C27	0.0300 (11)	0.0371 (11)	0.0268 (11)	−0.0089 (9)	0.0038 (9)	−0.0008 (8)
C28	0.0270 (10)	0.0357 (10)	0.0269 (11)	0.0002 (8)	0.0013 (8)	−0.0096 (8)
C29	0.0428 (13)	0.0224 (9)	0.0355 (12)	0.0005 (8)	−0.0020 (10)	−0.0074 (8)
C30	0.0424 (12)	0.0182 (9)	0.0300 (11)	0.0015 (8)	0.0000 (9)	−0.0002 (8)

Geometric parameters (Å, º) top

I1—Co2	2.5980 (6)	C11—C12	1.379 (3)
Co2—C17	2.0685 (18)	C11—H11	0.9300
Co2—P2	2.1597 (6)	C12—C13	1.384 (4)
Co2—P3	2.1734 (6)	C12—H12	0.9300
Co2—P1	2.2278 (6)	C13—C14	1.373 (4)
P1—C1	1.824 (2)	C13—H13	0.9300
P1—C3	1.8263 (19)	C14—C15	1.390 (3)
P1—C2	1.827 (2)	C14—H14	0.9300
P2—O1	1.6231 (13)	C15—H15	0.9300
P2—C4	1.823 (2)	C16—C17	1.519 (3)
P2—C10	1.829 (2)	C16—H16	1.00 (2)
P3—O2	1.6278 (14)	C16—H17	0.99 (2)
P3—C25	1.821 (2)	C17—C18	1.513 (3)
P3—C19	1.823 (2)	C17—H31	1.00 (2)
O1—C16	1.454 (2)	C18—H18	0.97 (3)
O2—C18	1.460 (2)	C18—H19	0.98 (2)
C1—H1A	0.9600	C19—C20	1.394 (3)
C1—H1B	0.9600	C19—C24	1.397 (3)
C1—H1C	0.9600	C20—C21	1.385 (3)
C2—H2A	0.9600	C20—H20	0.9300
C2—H2B	0.9600	C21—C22	1.378 (4)
C2—H2C	0.9600	C21—H21	0.9300
C3—H3A	0.9600	C22—C23	1.391 (4)
C3—H3B	0.9600	C22—H22	0.9300
C3—H3C	0.9600	C23—C24	1.389 (3)
C4—C5	1.386 (3)	C23—H23	0.9300
C4—C9	1.398 (3)	C24—H24	0.9300
C5—C6	1.392 (3)	C25—C26	1.389 (3)
C5—H5	0.9300	C25—C30	1.396 (3)
C6—C7	1.383 (4)	C26—C27	1.388 (3)
C6—H6	0.9300	C26—H26	0.9300
C7—C8	1.372 (4)	C27—C28	1.387 (3)
C7—H7	0.9300	C27—H27	0.9300
C8—C9	1.386 (3)	C28—C29	1.386 (3)
C8—H8	0.9300	C28—H28	0.9300
C9—H9	0.9300	C29—C30	1.380 (3)
C10—C11	1.389 (3)	C29—H29	0.9300
C10—C15	1.391 (3)	C30—H30	0.9300

C17—Co2—P2	76.51 (6)	C12—C11—C10	120.8 (2)
C17—Co2—P3	79.01 (5)	C12—C11—H11	119.6
P2—Co2—P3	114.06 (2)	C10—C11—H11	119.6
C17—Co2—P1	178.47 (6)	C11—C12—C13	120.0 (2)
P2—Co2—P1	102.26 (2)	C11—C12—H12	120.0
P3—Co2—P1	100.77 (2)	C13—C12—H12	120.0
C17—Co2—I1	91.36 (6)	C14—C13—C12	119.7 (2)
P2—Co2—I1	124.951 (18)	C14—C13—H13	120.2
P3—Co2—I1	115.788 (17)	C12—C13—H13	120.2
P1—Co2—I1	90.104 (16)	C13—C14—C15	120.7 (2)
C1—P1—C3	101.64 (10)	C13—C14—H14	119.7
C1—P1—C2	100.03 (11)	C15—C14—H14	119.7
C3—P1—C2	101.59 (10)	C14—C15—C10	119.9 (2)
C1—P1—Co2	119.56 (7)	C14—C15—H15	120.0
C3—P1—Co2	114.34 (7)	C10—C15—H15	120.0
C2—P1—Co2	116.88 (7)	O1—C16—C17	112.58 (14)
O1—P2—C4	99.72 (8)	O1—C16—H16	107.0 (14)
O1—P2—C10	102.47 (9)	C17—C16—H16	111.2 (14)
C4—P2—C10	103.81 (9)	O1—C16—H17	107.3 (14)
O1—P2—Co2	108.65 (5)	C17—C16—H17	110.3 (15)
C4—P2—Co2	128.62 (7)	H16—C16—H17	108.3 (19)
C10—P2—Co2	110.39 (7)	C18—C17—C16	109.96 (15)
O2—P3—C25	102.49 (8)	C18—C17—Co2	108.77 (13)
O2—P3—C19	99.99 (8)	C16—C17—Co2	113.12 (13)
C25—P3—C19	102.15 (9)	C18—C17—H31	109.3 (13)
O2—P3—Co2	106.24 (5)	C16—C17—H31	111.0 (13)
C25—P3—Co2	123.96 (6)	Co2—C17—H31	104.6 (12)
C19—P3—Co2	118.45 (6)	O2—C18—C17	110.07 (15)
C16—O1—P2	110.85 (12)	O2—C18—H18	108.7 (14)
C18—O2—P3	113.57 (11)	C17—C18—H18	111.6 (13)
P1—C1—H1A	109.5	O2—C18—H19	103.7 (15)
P1—C1—H1B	109.5	C17—C18—H19	113.0 (14)
H1A—C1—H1B	109.5	H18—C18—H19	109 (2)
P1—C1—H1C	109.5	C20—C19—C24	119.07 (19)
H1A—C1—H1C	109.5	C20—C19—P3	123.31 (16)
H1B—C1—H1C	109.5	C24—C19—P3	117.39 (16)
P1—C2—H2A	109.5	C21—C20—C19	120.5 (2)
P1—C2—H2B	109.5	C21—C20—H20	119.7
H2A—C2—H2B	109.5	C19—C20—H20	119.7
P1—C2—H2C	109.5	C22—C21—C20	120.1 (2)
H2A—C2—H2C	109.5	C22—C21—H21	120.0
H2B—C2—H2C	109.5	C20—C21—H21	120.0
P1—C3—H3A	109.5	C21—C22—C23	120.2 (2)
P1—C3—H3B	109.5	C21—C22—H22	119.9
H3A—C3—H3B	109.5	C23—C22—H22	119.9
P1—C3—H3C	109.5	C24—C23—C22	119.9 (2)
H3A—C3—H3C	109.5	C24—C23—H23	120.1
H3B—C3—H3C	109.5	C22—C23—H23	120.1
C5—C4—C9	119.02 (19)	C23—C24—C19	120.2 (2)
C5—C4—P2	120.07 (15)	C23—C24—H24	119.9
C9—C4—P2	120.74 (17)	C19—C24—H24	119.9
C4—C5—C6	120.1 (2)	C26—C25—C30	118.65 (19)
C4—C5—H5	119.9	C26—C25—P3	120.75 (14)
C6—C5—H5	119.9	C30—C25—P3	120.55 (16)
C7—C6—C5	120.4 (2)	C27—C26—C25	120.79 (18)
C7—C6—H6	119.8	C27—C26—H26	119.6
C5—C6—H6	119.8	C25—C26—H26	119.6
C8—C7—C6	119.5 (2)	C28—C27—C26	119.9 (2)
C8—C7—H7	120.3	C28—C27—H27	120.1
C6—C7—H7	120.3	C26—C27—H27	120.1
C7—C8—C9	120.8 (2)	C29—C28—C27	119.6 (2)
C7—C8—H8	119.6	C29—C28—H28	120.2
C9—C8—H8	119.6	C27—C28—H28	120.2
C8—C9—C4	120.0 (2)	C30—C29—C28	120.38 (19)
C8—C9—H9	120.0	C30—C29—H29	119.8
C4—C9—H9	120.0	C28—C29—H29	119.8
C11—C10—C15	118.9 (2)	C29—C30—C25	120.6 (2)
C11—C10—P2	121.34 (16)	C29—C30—H30	119.7
C15—C10—P2	119.59 (16)	C25—C30—H30	119.7

P2—Co2—P1—C1	−60.80 (9)	C4—P2—C10—C11	−89.34 (18)
P3—Co2—P1—C1	56.98 (9)	Co2—P2—C10—C11	51.66 (18)
I1—Co2—P1—C1	173.28 (9)	O1—P2—C10—C15	−7.46 (18)
P2—Co2—P1—C3	59.95 (8)	C4—P2—C10—C15	95.97 (17)
P3—Co2—P1—C3	177.72 (8)	Co2—P2—C10—C15	−123.03 (16)
I1—Co2—P1—C3	−65.97 (8)	C15—C10—C11—C12	−1.5 (3)
P2—Co2—P1—C2	178.41 (8)	P2—C10—C11—C12	−176.23 (18)
P3—Co2—P1—C2	−63.81 (9)	C10—C11—C12—C13	1.1 (4)
I1—Co2—P1—C2	52.49 (8)	C11—C12—C13—C14	0.0 (4)
C17—Co2—P2—O1	−34.20 (8)	C12—C13—C14—C15	−0.8 (4)
P3—Co2—P2—O1	37.03 (6)	C13—C14—C15—C10	0.4 (4)
P1—Co2—P2—O1	144.87 (6)	C11—C10—C15—C14	0.7 (3)
I1—Co2—P2—O1	−116.27 (6)	P2—C10—C15—C14	175.55 (18)
C17—Co2—P2—C4	−154.04 (10)	P2—O1—C16—C17	3.5 (2)
P3—Co2—P2—C4	−82.82 (9)	O1—C16—C17—C18	−155.92 (16)
P1—Co2—P2—C4	25.02 (9)	O1—C16—C17—Co2	−34.09 (19)
I1—Co2—P2—C4	123.89 (8)	P2—Co2—C17—C18	160.80 (14)
C17—Co2—P2—C10	77.43 (9)	P3—Co2—C17—C18	42.53 (12)
P3—Co2—P2—C10	148.66 (7)	I1—Co2—C17—C18	−73.49 (13)
P1—Co2—P2—C10	−103.50 (7)	P2—Co2—C17—C16	38.31 (12)
I1—Co2—P2—C10	−4.64 (7)	P3—Co2—C17—C16	−79.97 (13)
C17—Co2—P3—O2	−27.71 (8)	I1—Co2—C17—C16	164.01 (12)
P2—Co2—P3—O2	−97.41 (6)	P3—O2—C18—C17	23.9 (2)
P1—Co2—P3—O2	153.84 (6)	C16—C17—C18—O2	75.7 (2)
I1—Co2—P3—O2	58.45 (6)	Co2—C17—C18—O2	−48.69 (18)
C17—Co2—P3—C25	90.18 (10)	O2—P3—C19—C20	135.14 (16)
P2—Co2—P3—C25	20.48 (8)	C25—P3—C19—C20	29.91 (18)
P1—Co2—P3—C25	−88.28 (8)	Co2—P3—C19—C20	−110.13 (16)
I1—Co2—P3—C25	176.33 (7)	O2—P3—C19—C24	−50.42 (17)
C17—Co2—P3—C19	−139.02 (9)	C25—P3—C19—C24	−155.65 (16)
P2—Co2—P3—C19	151.28 (7)	Co2—P3—C19—C24	64.31 (17)
P1—Co2—P3—C19	42.53 (8)	C24—C19—C20—C21	−0.1 (3)
I1—Co2—P3—C19	−52.86 (8)	P3—C19—C20—C21	174.23 (15)
C4—P2—O1—C16	162.61 (13)	C19—C20—C21—C22	−0.1 (3)
C10—P2—O1—C16	−90.78 (14)	C20—C21—C22—C23	−0.1 (4)
Co2—P2—O1—C16	26.04 (13)	C21—C22—C23—C24	0.5 (4)
C25—P3—O2—C18	−122.07 (14)	C22—C23—C24—C19	−0.7 (4)
C19—P3—O2—C18	132.99 (14)	C20—C19—C24—C23	0.5 (3)
Co2—P3—O2—C18	9.27 (15)	P3—C19—C24—C23	−174.15 (18)
O1—P2—C4—C5	−35.28 (18)	O2—P3—C25—C26	166.52 (16)
C10—P2—C4—C5	−140.81 (17)	C19—P3—C25—C26	−90.21 (17)
Co2—P2—C4—C5	88.23 (17)	Co2—P3—C25—C26	46.88 (19)
O1—P2—C4—C9	149.46 (17)	O2—P3—C25—C30	−15.99 (19)
C10—P2—C4—C9	43.93 (19)	C19—P3—C25—C30	87.28 (18)
Co2—P2—C4—C9	−87.03 (18)	Co2—P3—C25—C30	−135.62 (15)
C9—C4—C5—C6	0.6 (3)	C30—C25—C26—C27	−3.5 (3)
P2—C4—C5—C6	−174.71 (17)	P3—C25—C26—C27	174.08 (17)
C4—C5—C6—C7	0.9 (3)	C25—C26—C27—C28	1.8 (3)
C5—C6—C7—C8	−0.8 (4)	C26—C27—C28—C29	1.2 (3)
C6—C7—C8—C9	−0.7 (4)	C27—C28—C29—C30	−2.6 (3)
C7—C8—C9—C4	2.2 (4)	C28—C29—C30—C25	0.9 (4)
C5—C4—C9—C8	−2.2 (3)	C26—C25—C30—C29	2.1 (3)
P2—C4—C9—C8	173.15 (18)	P3—C25—C30—C29	−175.47 (18)
O1—P2—C10—C11	167.23 (17)

Experimental details

Crystal data
Chemical formula	[Co(C₂₇H₂₅O₂P₂)I(C₃H₉P)]
M_r	705.31
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	293
a, b, c (Å)	15.161 (3), 18.194 (4), 21.410 (4)
V (Å³)	5906 (2)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.82
Crystal size (mm)	0.20 × 0.15 × 0.10

Data collection
Diffractometer	Bruker SMART CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.713, 0.876
No. of measured, independent and observed [I > 2σ(I)] reflections	35496, 6237, 5551
R_int	0.071
(sin θ/λ)_max (Å⁻¹)	0.633

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.024, 0.061, 1.04
No. of reflections	6237
No. of parameters	357
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.57, −0.54

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Acknowledgements

We gratefully acknowledge support by NSF China (No. 20872080/20772072).

References

Boom, M. & Milstein, D. (2003). Chem. Rev. 103, 1759–1792. Web of Science PubMed Google Scholar
Bruker (1997). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Klein, H.-F., Beck, R., Flörke, U. & Haupt, H.-J. (2003). Eur. J. Inorg. Chem. pp. 853–862. CSD CrossRef Google Scholar
Pandarus, V., Castonguay, A. & Zargarian, D. (2008). Dalton Trans. pp. 4756–4761. Web of Science CSD CrossRef Google Scholar
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Xu, G., Sun, H. & Li, X. (2009). Organometallics, 28, 6090–6095. Web of Science CrossRef CAS Google Scholar
Zheng, T., Sun, H., Chen, Y., Li, X., Dürr, S., Radius, U. & Harms, K. (2009). Organometallics, 28, 5771–5776. Web of Science CrossRef CAS Google Scholar

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.