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Acta Cryst. (2007). E63, m1536    [ doi:10.1107/S1600536807020144 ]

[2-(1-Acetoxyethyl)-1,1'-bis(diphenylphosphino)ferrocene-[kappa]2P,P']dichloridoplatinum(II) dichloromethane solvate

L. C. Spencer and H. Bjelosevic

Abstract top

In the dinuclear title compound [FePtCl2(C17H14P)(C21H20O2P)]·CH2Cl2, the PtII atom has a square-planar geometry and the ferrocenyl-phosphine ligands are staggered at a 24.7 (2)° angle.

Comment top

The use of iron(II) ferrocenyl phosphine ligands in coordination chemistry has proven to be successful for various applications including catalysis where palladium, nickel and rhodium compounds are typically used and medical ones which use a platinum(II) metal center (Gan & Hor, 1995, Scarcia et al., 1988, Mason et al., 1999). One of the more commonly used ferrocenyl diphosphines is 1,1'-bis(diphenylphosphino)ferrocene (dppf).

The title compound was synthesized as one representative of a series of compounds for which a systematic kinetic analysis could be performed (Bjelosevic et al., 2006). The study targeted the kinetics of the ligand exchange rate at the platinum center and its dependence on the choice of substituents on the cyclopentadienyl ring which significantly affected the reaction kinetics (Puxty et al., 2005). The current crystal structure reveals that the acetate moiety is in a location close to the site of attack at the platinum atom for the entering ligand in support of the mechanistic model suggested earlier that included a hydrogen bonding interaction between the entering ligand and the acetate prior to ligand replacement (Puxty et al., 2005).

Compound (I) co-crystallizes in a 1:1 ratio with dichloromethane. The dichloromethane molecule is disordered over two positions in a 69.6 (2):30.4 (2) ratio. Compound (I) exhibits a distorted square planar geometry around atom Pt1 with the two phosphorous groups cis to each other. The P2—Pt1—P1 angle of 98.27 (3)° is significantly larger than 90° due to the geometry of the ferrocenyl moiety. Around the atom Pt1, atoms P1 and Cl1 are slightly below the least squares plane defined by atoms Pt1, P1, P2, Cl1, and Cl2 and atoms P2 and Cl2 are slightly above the plane. This distorted square planar geometry is typical for this class of compounds with cis substitution pattern (Table 1).

Atom Fe1 is almost equidistant from the centers of the two five-membered rings; Fe1-Centroid(C1—C5)=1.6392 (15)Å and Fe1-Centroid(C34—C38)=1.6496 (15) Å. The two five-membered rings are staggered with an angle of 24.7 (2)°. The cyclopentadienyl rings are not parallel to each other forming a dihedral angle of 4.32 (18)° between their least squares planes defined by the carbon atoms in the cyclopentadienyl rings. This angle is similar to the angle of 5.9° for a similar complex, PtCl2(1-[1',2-bis(diphenylphosphino)ferrocenyl]), (Clemente et al., 1986). The other geometrical parameters are typical.

Related literature top

For related literature, see: Bjelosevic et al. (2006); Clemente et al. (1986); Gan & Hor (1995); Mason et al. (1999); Puxty et al. (2005); Scarcia et al. (1988).

Experimental top

The synthetic procedure is described by (Bjelosevic et al., 2006).

Refinement top

All H-atoms were placed in idealized locations and refined as riding with appropriate displacement coefficients Uiso(H) = 1.5 times Ueq(bearing atom) for methyl H atoms and Uiso(H) = 1.2 times Ueq(bearing atom) for all other H atoms.

c—H distances were set to

C(sp3)-H=1.00, C(sp3)-2H=0.99, C(sp3)-3H=0.98, C(sp2)-H=0.95 Å.

The C—Cl distances were restrained so that they were the same within 0.02Å for all components of the disordered dichloromethane molecule. The distance between the two Cl atoms in both components of the disordered molecule were restrained to be the same distance within 0.02A%.

There was one large peak (c.a. 1.64 e Å-3) observed near atom Pt1 in the final difference map and was considered noise.

Computing details top

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2003); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, publCIF (Westrip, 2007) and modiCIFer (reference?).

Figures top
[Figure 1] Fig. 1. Molecular Drawing of (I) shown with 30% probability ellipsoids. All hydrogen atoms and the solvent molecule are omitted for clarity.
[2-(1-Acetoxyethyl)-1,1'-bis(diphenylphosphino)ferrocene- κ2P,P']dichloridoplatinum(II) dichloromethane solvate top
Crystal data top
[FePtCl2(C17H14P)(C21H20O2P)]·CH2Cl2F(000) = 1952
Mr = 991.36Dx = 1.784 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 5453 reflections
a = 10.512 (2) Åθ = 2.2–26.4°
b = 22.327 (5) ŵ = 4.59 mm−1
c = 15.734 (3) ÅT = 100 K
β = 91.95 (3)°Plate, yellow
V = 3690.6 (13) Å30.30 × 0.30 × 0.20 mm
Z = 4
Data collection top
Bruker CCD-1000 area-detector
diffractometer		10208 independent reflections
Radiation source: fine-focus sealed tube8965 reflections with I > 2σ(I)
graphiteRint = 0.036
0.30° ω scansθmax = 29.5°, θmin = 1.6°
Absorption correction: multi-scan
(SADABS; Bruker, 2003)		h = −14→14
Tmin = 0.296, Tmax = 0.401k = −30→30
52878 measured reflectionsl = −21→21
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.062H-atom parameters constrained
S = 1.03 w = 1/[σ2(Fo2) + (0.0269P)2 + 6.0554P]
where P = (Fo2 + 2Fc2)/3
10208 reflections(Δ/σ)max = 0.004
466 parametersΔρmax = 1.64 e Å−3
10 restraintsΔρmin = −0.92 e Å−3
Crystal data top
[FePtCl2(C17H14P)(C21H20O2P)]·CH2Cl2V = 3690.6 (13) Å3
Mr = 991.36Z = 4
Monoclinic, P21/nMo Kα radiation
a = 10.512 (2) ŵ = 4.59 mm−1
b = 22.327 (5) ÅT = 100 K
c = 15.734 (3) Å0.30 × 0.30 × 0.20 mm
β = 91.95 (3)°
Data collection top
Bruker CCD-1000 area-detector
diffractometer		10208 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2003)		8965 reflections with I > 2σ(I)
Tmin = 0.296, Tmax = 0.401Rint = 0.036
52878 measured reflectionsθmax = 29.5°
Refinement top
R[F2 > 2σ(F2)] = 0.025H-atom parameters constrained
wR(F2) = 0.062Δρmax = 1.64 e Å−3
S = 1.03Δρmin = −0.92 e Å−3
10208 reflectionsAbsolute structure: ?
466 parametersFlack parameter: ?
10 restraintsRogers parameter: ?
Special details top

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) top
xyzUiso*/UeqOcc. (<1)
Pt10.140468 (8)0.132603 (4)0.758092 (6)0.01436 (3)
Fe10.54287 (3)0.114340 (19)0.80695 (3)0.01972 (8)
Cl10.00138 (7)0.10731 (3)0.64455 (5)0.02873 (15)
Cl2−0.03911 (6)0.12673 (3)0.84410 (5)0.02585 (15)
P10.30079 (6)0.14445 (3)0.66721 (4)0.01477 (12)
P20.25011 (6)0.15429 (3)0.88039 (4)0.01635 (12)
O10.2910 (2)−0.01082 (9)0.68141 (17)0.0339 (5)
O20.1135 (2)−0.02861 (12)0.7561 (2)0.0529 (8)
C10.5735 (3)0.12949 (13)0.68171 (19)0.0230 (6)
H10.59370.16900.65560.028*
C20.6635 (3)0.08684 (14)0.7132 (2)0.0282 (6)
H20.75810.09170.71460.034*
C30.5963 (3)0.03736 (14)0.7449 (2)0.0268 (6)
H30.63610.00140.77280.032*
C40.4624 (3)0.04795 (12)0.73472 (19)0.0217 (5)
C50.4477 (2)0.10615 (12)0.69515 (16)0.0173 (5)
C60.3573 (3)0.00707 (13)0.7602 (2)0.0265 (6)
H60.29730.02980.79620.032*
C70.4039 (3)−0.04811 (15)0.8084 (3)0.0434 (9)
H7A0.3306−0.07120.82700.065*
H7B0.4561−0.03580.85820.065*
H7C0.4549−0.07290.77120.065*
C80.1648 (3)−0.02605 (14)0.6894 (3)0.0441 (10)
C90.1061 (4)−0.03844 (18)0.6032 (4)0.0662 (16)
H9A0.0998−0.08180.59450.099*
H9B0.1592−0.02090.55960.099*
H9C0.0209−0.02070.59910.099*
C100.2715 (3)0.12169 (13)0.55682 (18)0.0247 (6)
C110.3360 (4)0.07272 (14)0.5227 (2)0.0337 (7)
H110.39470.05040.55730.040*
C120.3135 (5)0.05697 (18)0.4381 (2)0.0532 (11)
H120.35680.02380.41480.064*
C130.2292 (6)0.0891 (2)0.3881 (2)0.0656 (15)
H130.21410.07790.33040.079*
C140.1652 (5)0.13809 (19)0.4209 (2)0.0515 (11)
H140.10670.16010.38570.062*
C150.1867 (3)0.15482 (15)0.50520 (19)0.0325 (7)
H150.14410.18850.52760.039*
C160.3434 (3)0.22291 (11)0.65452 (17)0.0186 (5)
C170.4092 (3)0.24223 (13)0.58355 (19)0.0287 (7)
H170.43250.21410.54150.034*
C180.4405 (4)0.30218 (14)0.5742 (2)0.0391 (9)
H180.48410.31490.52540.047*
C190.4084 (4)0.34376 (14)0.6359 (3)0.0406 (9)
H190.43150.38460.62990.049*
C200.3425 (3)0.32510 (13)0.7063 (2)0.0313 (7)
H200.32090.35320.74880.038*
C210.3084 (3)0.26527 (12)0.71437 (18)0.0222 (6)
H210.26040.25310.76140.027*
C220.2155 (3)0.23025 (13)0.91742 (16)0.0200 (5)
C230.1044 (3)0.25952 (13)0.88866 (17)0.0219 (5)
H230.04440.23890.85280.026*
C240.0811 (3)0.31836 (13)0.91199 (19)0.0273 (6)
H240.00590.33790.89150.033*
C250.1668 (4)0.34874 (16)0.9650 (2)0.0357 (7)
H250.14980.38880.98160.043*
C260.2771 (4)0.32076 (17)0.9936 (2)0.0378 (8)
H260.33650.34171.02940.045*
C270.3018 (3)0.26180 (15)0.97022 (18)0.0299 (7)
H270.37790.24290.99030.036*
C280.2114 (3)0.10271 (13)0.96601 (18)0.0234 (6)
C290.2326 (4)0.11993 (16)1.0500 (2)0.0373 (8)
H290.26230.15921.06270.045*
C300.2107 (4)0.07996 (19)1.1159 (2)0.0482 (10)
H300.22460.09231.17330.058*
C310.1692 (3)0.02311 (18)1.0985 (2)0.0427 (9)
H310.1538−0.00391.14360.051*
C320.1498 (3)0.00492 (16)1.0150 (2)0.0356 (8)
H320.1227−0.03491.00290.043*
C330.1696 (3)0.04486 (14)0.9482 (2)0.0284 (7)
H330.15470.03250.89100.034*
C340.4223 (3)0.15186 (13)0.88959 (17)0.0211 (5)
C350.4938 (3)0.10397 (15)0.93073 (18)0.0280 (6)
H350.45740.06700.95630.034*
C360.6248 (3)0.11869 (17)0.9281 (2)0.0343 (7)
H360.69680.09330.95040.041*
C370.6368 (3)0.17445 (16)0.8869 (2)0.0312 (7)
H370.71880.19510.87500.037*
C380.5133 (3)0.19534 (14)0.86199 (18)0.0235 (6)
H380.49310.23360.83150.028*
C390.8601 (3)0.24397 (18)0.6923 (2)0.0304 (9)0.696 (2)
H39A0.80000.23600.64380.037*0.696 (2)
H39B0.88370.20510.71870.037*0.696 (2)
Cl30.78490 (15)0.28920 (6)0.76765 (8)0.0470 (4)0.696 (2)
Cl40.99801 (16)0.27896 (7)0.65465 (13)0.0414 (4)0.696 (2)
C39A0.8471 (3)0.2564 (4)0.7340 (6)0.0304 (9)0.304 (2)
H39C0.85350.21330.72000.037*0.304 (2)
H39D0.86220.26090.79610.037*0.304 (2)
Cl3A0.69277 (19)0.28225 (10)0.70574 (14)0.0238 (6)0.304 (2)
Cl4A0.9650 (3)0.29633 (19)0.6802 (2)0.0344 (8)0.304 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.00934 (5)0.01389 (5)0.01969 (5)−0.00178 (3)−0.00177 (3)0.00457 (3)
Fe10.01012 (16)0.02461 (19)0.02435 (19)−0.00004 (14)−0.00065 (14)−0.00185 (15)
Cl10.0204 (3)0.0288 (4)0.0360 (4)−0.0063 (3)−0.0132 (3)0.0016 (3)
Cl20.0103 (3)0.0304 (4)0.0370 (4)0.0007 (2)0.0040 (3)0.0163 (3)
P10.0165 (3)0.0132 (3)0.0146 (3)−0.0020 (2)0.0008 (2)−0.0004 (2)
P20.0125 (3)0.0210 (3)0.0156 (3)0.0013 (2)0.0010 (2)0.0045 (2)
O10.0251 (11)0.0188 (10)0.0568 (15)−0.0033 (8)−0.0124 (10)0.0002 (10)
O20.0263 (13)0.0298 (14)0.102 (3)−0.0060 (10)−0.0009 (15)0.0286 (15)
C10.0158 (12)0.0256 (14)0.0282 (14)−0.0023 (10)0.0101 (11)−0.0061 (11)
C20.0153 (13)0.0317 (16)0.0380 (16)0.0015 (11)0.0067 (12)−0.0071 (13)
C30.0165 (13)0.0265 (15)0.0374 (16)0.0045 (11)0.0009 (12)−0.0040 (12)
C40.0164 (12)0.0186 (12)0.0300 (14)0.0002 (10)−0.0009 (11)−0.0016 (11)
C50.0142 (11)0.0164 (12)0.0214 (12)−0.0014 (9)0.0041 (9)−0.0040 (10)
C60.0191 (13)0.0201 (13)0.0402 (17)−0.0005 (10)−0.0031 (12)0.0084 (12)
C70.0315 (18)0.0253 (16)0.073 (3)−0.0003 (13)−0.0084 (17)0.0212 (17)
C80.0275 (17)0.0130 (14)0.090 (3)0.0004 (12)−0.022 (2)0.0055 (17)
C90.046 (2)0.0266 (18)0.123 (4)−0.0008 (17)−0.046 (3)−0.018 (2)
C100.0342 (16)0.0212 (13)0.0184 (12)−0.0010 (11)−0.0039 (11)−0.0030 (10)
C110.052 (2)0.0248 (15)0.0242 (14)0.0048 (14)−0.0014 (14)−0.0081 (12)
C120.092 (3)0.038 (2)0.0300 (18)0.013 (2)−0.005 (2)−0.0174 (16)
C130.116 (4)0.058 (3)0.0215 (17)0.016 (3)−0.015 (2)−0.0196 (17)
C140.078 (3)0.054 (2)0.0217 (16)0.010 (2)−0.0167 (18)−0.0029 (16)
C150.0456 (19)0.0310 (16)0.0203 (14)0.0033 (14)−0.0060 (13)−0.0029 (12)
C160.0219 (13)0.0130 (11)0.0214 (12)−0.0019 (10)0.0060 (10)0.0019 (10)
C170.0404 (17)0.0190 (13)0.0278 (15)−0.0012 (12)0.0187 (13)−0.0010 (11)
C180.053 (2)0.0224 (15)0.0441 (19)−0.0042 (14)0.0318 (17)0.0038 (14)
C190.051 (2)0.0149 (14)0.058 (2)−0.0083 (14)0.0297 (18)−0.0017 (14)
C200.0409 (18)0.0178 (13)0.0364 (16)−0.0050 (12)0.0196 (14)−0.0068 (12)
C210.0260 (14)0.0192 (13)0.0218 (13)−0.0037 (11)0.0089 (11)0.0003 (10)
C220.0216 (13)0.0267 (14)0.0121 (11)−0.0002 (11)0.0049 (10)0.0021 (10)
C230.0245 (14)0.0234 (14)0.0183 (12)0.0013 (11)0.0070 (10)0.0031 (10)
C240.0326 (16)0.0236 (14)0.0264 (14)0.0042 (12)0.0113 (12)0.0002 (11)
C250.044 (2)0.0330 (17)0.0312 (16)−0.0003 (15)0.0155 (15)−0.0109 (14)
C260.0405 (19)0.046 (2)0.0272 (15)−0.0040 (16)0.0042 (14)−0.0209 (15)
C270.0302 (16)0.0414 (18)0.0178 (13)0.0018 (13)−0.0004 (12)−0.0087 (12)
C280.0187 (12)0.0290 (15)0.0229 (13)0.0067 (11)0.0050 (10)0.0145 (11)
C290.052 (2)0.0364 (18)0.0235 (15)0.0128 (16)0.0060 (14)0.0121 (13)
C300.069 (3)0.050 (2)0.0272 (16)0.020 (2)0.0116 (17)0.0220 (16)
C310.0352 (18)0.054 (2)0.0397 (19)0.0125 (16)0.0086 (15)0.0339 (17)
C320.0168 (13)0.0384 (18)0.052 (2)0.0036 (12)0.0017 (13)0.0280 (16)
C330.0142 (12)0.0350 (16)0.0361 (16)0.0033 (11)0.0023 (11)0.0170 (13)
C340.0159 (12)0.0294 (14)0.0177 (12)0.0019 (11)−0.0031 (10)−0.0006 (11)
C350.0209 (14)0.0400 (18)0.0227 (13)0.0071 (13)−0.0058 (11)0.0038 (12)
C360.0186 (14)0.051 (2)0.0321 (16)0.0086 (13)−0.0103 (12)−0.0041 (15)
C370.0135 (13)0.0427 (18)0.0372 (17)−0.0039 (12)−0.0039 (12)−0.0112 (14)
C380.0150 (12)0.0300 (15)0.0254 (13)−0.0023 (11)−0.0011 (10)−0.0065 (11)
C390.041 (2)0.024 (2)0.026 (2)0.0047 (17)−0.008 (2)−0.0019 (18)
Cl30.0678 (10)0.0327 (7)0.0404 (7)0.0192 (6)0.0008 (6)−0.0052 (5)
Cl40.0288 (8)0.0394 (8)0.0549 (10)0.0054 (6)−0.0143 (7)−0.0115 (7)
C39A0.041 (2)0.024 (2)0.026 (2)0.0047 (17)−0.008 (2)−0.0019 (18)
Cl3A0.0242 (11)0.0223 (11)0.0249 (11)0.0004 (8)0.0022 (8)0.0040 (8)
Cl4A0.0214 (14)0.045 (2)0.0365 (17)−0.0101 (13)−0.0052 (12)0.0154 (15)
Geometric parameters (Å, °) top
Pt1—P22.2615 (9)C14—H140.9500
Pt1—P12.2625 (9)C15—H150.9500
Pt1—Cl12.3388 (10)C16—C211.393 (4)
Pt1—Cl22.3635 (9)C16—C171.401 (4)
Fe1—C52.002 (3)C17—C181.388 (4)
Fe1—C342.028 (3)C17—H170.9500
Fe1—C42.034 (3)C18—C191.393 (5)
Fe1—C382.034 (3)C18—H180.9500
Fe1—C12.036 (3)C19—C201.391 (4)
Fe1—C352.045 (3)C19—H190.9500
Fe1—C372.067 (3)C20—C211.390 (4)
Fe1—C362.067 (3)C20—H200.9500
Fe1—C32.064 (3)C21—H210.9500
Fe1—C22.070 (3)C22—C231.400 (4)
Fe1—Cent(C1-C5)1.6392 (15)C22—C271.399 (4)
Fe1—Cent(C34-C38)1.6496 (15)C23—C241.388 (4)
P1—C51.806 (3)C23—H230.9500
P1—C161.821 (3)C24—C251.384 (5)
P1—C101.826 (3)C24—H240.9500
P2—C341.812 (3)C25—C261.379 (5)
P2—C281.829 (3)C25—H250.9500
P2—C221.834 (3)C26—C271.394 (5)
O1—C81.379 (4)C26—H260.9500
O1—C61.457 (4)C27—H270.9500
O2—C81.198 (5)C28—C331.390 (5)
C1—C21.419 (4)C28—C291.387 (4)
C1—C51.444 (4)C29—C301.393 (4)
C1—H11.0000C29—H290.9500
C2—C31.411 (4)C30—C311.367 (6)
C2—H21.0000C30—H300.9500
C3—C41.431 (4)C31—C321.384 (6)
C3—H31.0000C31—H310.9500
C4—C51.447 (4)C32—C331.399 (4)
C4—C61.498 (4)C32—H320.9500
C6—C71.519 (4)C33—H330.9500
C6—H61.0000C34—C381.440 (4)
C7—H7A0.9800C34—C351.447 (4)
C7—H7B0.9800C35—C361.417 (4)
C7—H7C0.9800C35—H351.0000
C8—C91.496 (6)C36—C371.412 (5)
C9—H9A0.9800C36—H361.0000
C9—H9B0.9800C37—C381.422 (4)
C9—H9C0.9800C37—H371.0000
C10—C151.397 (4)C38—H381.0000
C10—C111.402 (4)C39—Cl31.765 (3)
C11—C121.390 (4)C39—Cl41.766 (3)
C11—H110.9500C39—H39A0.9900
C12—C131.368 (6)C39—H39B0.9900
C12—H120.9500C39A—Cl3A1.765 (3)
C13—C141.393 (6)C39A—Cl4A1.765 (3)
C13—H130.9500C39A—H39C0.9900
C14—C151.389 (4)C39A—H39D0.9900
P2—Pt1—P198.27 (3)H9B—C9—H9C109.5
P2—Pt1—Cl1171.43 (3)C15—C10—C11119.8 (3)
P1—Pt1—Cl190.29 (3)C15—C10—P1119.3 (2)
P2—Pt1—Cl285.33 (3)C11—C10—P1120.8 (2)
P1—Pt1—Cl2174.27 (2)C12—C11—C10119.7 (3)
Cl1—Pt1—Cl286.18 (3)C12—C11—H11120.2
Cent(C1-C5)—Fe1—Cent(C34-C38)178.55 (8)C10—C11—H11120.2
C5—Fe1—C34107.25 (11)C13—C12—C11120.3 (4)
C5—Fe1—C442.00 (11)C13—C12—H12119.9
C34—Fe1—C4113.71 (11)C11—C12—H12119.9
C5—Fe1—C38112.10 (11)C12—C13—C14120.7 (3)
C34—Fe1—C3841.54 (11)C12—C13—H13119.7
C4—Fe1—C38144.99 (11)C14—C13—H13119.7
C5—Fe1—C141.88 (10)C13—C14—C15120.0 (4)
C34—Fe1—C1132.46 (11)C13—C14—H14120.0
C4—Fe1—C169.93 (12)C15—C14—H14120.0
C38—Fe1—C1107.22 (12)C14—C15—C10119.5 (3)
C5—Fe1—C35133.78 (11)C14—C15—H15120.2
C34—Fe1—C3541.64 (12)C10—C15—H15120.2
C4—Fe1—C35109.64 (13)C21—C16—C17118.6 (2)
C38—Fe1—C3569.38 (13)C21—C16—P1120.5 (2)
C1—Fe1—C35173.79 (12)C17—C16—P1120.9 (2)
C5—Fe1—C37143.88 (13)C18—C17—C16120.5 (3)
C34—Fe1—C3768.77 (12)C18—C17—H17119.8
C4—Fe1—C37173.62 (13)C16—C17—H17119.8
C38—Fe1—C3740.58 (12)C17—C18—C19120.3 (3)
C1—Fe1—C37113.13 (13)C17—C18—H18119.8
C35—Fe1—C3767.97 (14)C19—C18—H18119.8
C5—Fe1—C36173.98 (12)C20—C19—C18119.7 (3)
C34—Fe1—C3668.84 (12)C20—C19—H19120.2
C4—Fe1—C36134.56 (14)C18—C19—H19120.2
C38—Fe1—C3668.31 (13)C19—C20—C21119.8 (3)
C1—Fe1—C36144.12 (13)C19—C20—H20120.1
C35—Fe1—C3640.31 (13)C21—C20—H20120.1
C37—Fe1—C3639.93 (14)C20—C21—C16121.1 (3)
C5—Fe1—C369.16 (12)C20—C21—H21119.5
C34—Fe1—C3146.47 (12)C16—C21—H21119.5
C4—Fe1—C340.87 (11)C23—C22—C27118.3 (3)
C38—Fe1—C3171.88 (12)C23—C22—P2120.1 (2)
C1—Fe1—C368.02 (12)C27—C22—P2121.5 (2)
C35—Fe1—C3115.97 (13)C24—C23—C22120.6 (3)
C37—Fe1—C3134.12 (12)C24—C23—H23119.7
C36—Fe1—C3111.34 (13)C22—C23—H23119.7
C5—Fe1—C269.32 (11)C25—C24—C23120.4 (3)
C34—Fe1—C2172.15 (13)C25—C24—H24119.8
C4—Fe1—C268.85 (12)C23—C24—H24119.8
C38—Fe1—C2132.32 (12)C26—C25—C24119.8 (3)
C1—Fe1—C240.44 (12)C26—C25—H25120.1
C35—Fe1—C2145.61 (13)C24—C25—H25120.1
C37—Fe1—C2109.53 (12)C25—C26—C27120.2 (3)
C36—Fe1—C2115.15 (13)C25—C26—H26119.9
C3—Fe1—C239.90 (12)C27—C26—H26119.9
C5—P1—C16105.70 (12)C26—C27—C22120.7 (3)
C5—P1—C10102.41 (13)C26—C27—H27119.7
C16—P1—C10101.40 (13)C22—C27—H27119.7
C5—P1—Pt1116.09 (9)C33—C28—C29119.3 (3)
C16—P1—Pt1111.91 (9)C33—C28—P2120.9 (2)
C10—P1—Pt1117.62 (11)C29—C28—P2119.7 (3)
C34—P2—C2899.73 (13)C30—C29—C28120.4 (4)
C34—P2—C22102.17 (13)C30—C29—H29119.8
C28—P2—C22107.27 (13)C28—C29—H29119.8
C34—P2—Pt1122.71 (9)C31—C30—C29120.3 (4)
C28—P2—Pt1111.86 (11)C31—C30—H30119.8
C22—P2—Pt1111.57 (9)C29—C30—H30119.8
C8—O1—C6115.1 (3)C30—C31—C32120.0 (3)
C2—C1—C5108.0 (3)C30—C31—H31120.0
C2—C1—Fe171.10 (18)C32—C31—H31120.0
C5—C1—Fe167.81 (15)C31—C32—C33120.3 (4)
C2—C1—H1126.0C31—C32—H32119.8
C5—C1—H1126.0C33—C32—H32119.8
Fe1—C1—H1126.0C28—C33—C32119.7 (3)
C3—C2—C1108.3 (3)C28—C33—H33120.1
C3—C2—Fe169.82 (17)C32—C33—H33120.1
C1—C2—Fe168.46 (16)C38—C34—C35107.0 (2)
C3—C2—H2125.9C38—C34—P2128.9 (2)
C1—C2—H2125.9C35—C34—P2124.1 (2)
Fe1—C2—H2125.9C38—C34—Fe169.46 (16)
C2—C3—C4109.5 (3)C35—C34—Fe169.81 (17)
C2—C3—Fe170.28 (17)P2—C34—Fe1127.29 (15)
C4—C3—Fe168.44 (16)C36—C35—C34107.8 (3)
C2—C3—H3125.2C36—C35—Fe170.70 (19)
C4—C3—H3125.2C34—C35—Fe168.55 (16)
Fe1—C3—H3125.2C36—C35—H35126.1
C3—C4—C5106.7 (2)C34—C35—H35126.1
C3—C4—C6126.9 (3)Fe1—C35—H35126.1
C5—C4—C6126.4 (2)C37—C36—C35108.7 (3)
C3—C4—Fe170.69 (17)C37—C36—Fe170.02 (18)
C5—C4—Fe167.81 (15)C35—C36—Fe168.99 (17)
C6—C4—Fe1126.2 (2)C37—C36—H36125.6
C1—C5—C4107.6 (2)C35—C36—H36125.6
C1—C5—P1125.0 (2)Fe1—C36—H36125.6
C4—C5—P1127.42 (19)C36—C37—C38108.7 (3)
C1—C5—Fe170.30 (16)C36—C37—Fe170.04 (19)
C4—C5—Fe170.19 (16)C38—C37—Fe168.45 (17)
P1—C5—Fe1124.61 (14)C36—C37—H37125.6
O1—C6—C4105.9 (2)C38—C37—H37125.6
O1—C6—C7109.8 (3)Fe1—C37—H37125.6
C4—C6—C7113.6 (3)C37—C38—C34107.8 (3)
O1—C6—H6109.1C37—C38—Fe170.97 (18)
C4—C6—H6109.1C34—C38—Fe169.00 (17)
C7—C6—H6109.1C37—C38—H38126.1
C6—C7—H7A109.5C34—C38—H38126.1
C6—C7—H7B109.5Fe1—C38—H38126.1
H7A—C7—H7B109.5Cl3—C39—Cl4111.3 (2)
C6—C7—H7C109.5Cl3—C39—H39A109.4
H7A—C7—H7C109.5Cl4—C39—H39A109.4
H7B—C7—H7C109.5Cl3—C39—H39B109.4
O2—C8—O1123.7 (4)Cl4—C39—H39B109.4
O2—C8—C9126.9 (4)H39A—C39—H39B108.0
O1—C8—C9109.4 (4)Cl3A—C39A—Cl4A111.6 (3)
C8—C9—H9A109.5Cl3A—C39A—H39C109.3
C8—C9—H9B109.5Cl4A—C39A—H39C109.3
H9A—C9—H9B109.5Cl3A—C39A—H39D109.3
C8—C9—H9C109.5Cl4A—C39A—H39D109.3
H9A—C9—H9C109.5H39C—C39A—H39D108.0
P2—Pt1—P1—C549.63 (10)C13—C14—C15—C10−0.9 (7)
Cl1—Pt1—P1—C5−129.92 (10)C11—C10—C15—C141.3 (5)
P2—Pt1—P1—C16−71.81 (10)P1—C10—C15—C14179.3 (3)
Cl1—Pt1—P1—C16108.63 (10)C5—P1—C16—C21−108.5 (2)
P2—Pt1—P1—C10171.38 (11)C10—P1—C16—C21145.0 (2)
Cl1—Pt1—P1—C10−8.17 (11)Pt1—P1—C16—C2118.8 (3)
P1—Pt1—P2—C34−19.00 (12)C5—P1—C16—C1773.1 (3)
Cl2—Pt1—P2—C34165.49 (12)C10—P1—C16—C17−33.4 (3)
P1—Pt1—P2—C28−137.29 (10)Pt1—P1—C16—C17−159.6 (2)
Cl2—Pt1—P2—C2847.20 (10)C21—C16—C17—C181.2 (5)
P1—Pt1—P2—C22102.55 (9)P1—C16—C17—C18179.6 (3)
Cl2—Pt1—P2—C22−72.96 (9)C16—C17—C18—C190.9 (6)
C5—Fe1—C1—C2−119.5 (2)C17—C18—C19—C20−1.2 (6)
C4—Fe1—C1—C2−80.58 (18)C18—C19—C20—C21−0.4 (6)
C38—Fe1—C1—C2136.32 (17)C19—C20—C21—C162.5 (5)
C37—Fe1—C1—C293.40 (19)C17—C16—C21—C20−2.8 (5)
C36—Fe1—C1—C259.7 (3)P1—C16—C21—C20178.7 (3)
C3—Fe1—C1—C2−36.69 (17)C34—P2—C22—C23153.1 (2)
C34—Fe1—C1—C5−65.3 (2)C28—P2—C22—C23−102.5 (2)
C4—Fe1—C1—C538.95 (15)Pt1—P2—C22—C2320.3 (2)
C38—Fe1—C1—C5−104.15 (16)C34—P2—C22—C27−22.8 (3)
C37—Fe1—C1—C5−147.07 (16)C28—P2—C22—C2781.6 (3)
C36—Fe1—C1—C5179.2 (2)Pt1—P2—C22—C27−155.6 (2)
C3—Fe1—C1—C582.84 (17)C27—C22—C23—C240.1 (4)
C2—Fe1—C1—C5119.5 (2)P2—C22—C23—C24−175.9 (2)
C5—C1—C2—C30.7 (3)C22—C23—C24—C25−0.8 (4)
Fe1—C1—C2—C358.6 (2)C23—C24—C25—C261.1 (5)
C5—C1—C2—Fe1−57.91 (19)C24—C25—C26—C27−0.8 (5)
C5—Fe1—C2—C3−81.87 (19)C25—C26—C27—C220.1 (5)
C4—Fe1—C2—C3−36.76 (18)C23—C22—C27—C260.2 (4)
C38—Fe1—C2—C3176.58 (18)P2—C22—C27—C26176.2 (2)
C1—Fe1—C2—C3−120.3 (3)C34—P2—C28—C33−104.3 (2)
C35—Fe1—C2—C357.4 (3)C22—P2—C28—C33149.6 (2)
C37—Fe1—C2—C3136.66 (19)Pt1—P2—C28—C3326.9 (3)
C36—Fe1—C2—C393.7 (2)C34—P2—C28—C2971.0 (3)
C5—Fe1—C2—C138.38 (17)C22—P2—C28—C29−35.1 (3)
C4—Fe1—C2—C183.50 (18)Pt1—P2—C28—C29−157.8 (2)
C38—Fe1—C2—C1−63.2 (2)C33—C28—C29—C30−0.8 (5)
C35—Fe1—C2—C1177.7 (2)P2—C28—C29—C30−176.2 (3)
C37—Fe1—C2—C1−103.08 (19)C28—C29—C30—C310.7 (6)
C36—Fe1—C2—C1−146.00 (19)C29—C30—C31—C320.5 (6)
C3—Fe1—C2—C1120.3 (3)C30—C31—C32—C33−1.4 (5)
C1—C2—C3—C4−0.5 (4)C29—C28—C33—C32−0.1 (4)
Fe1—C2—C3—C457.3 (2)P2—C28—C33—C32175.3 (2)
C1—C2—C3—Fe1−57.8 (2)C31—C32—C33—C281.2 (4)
C5—Fe1—C3—C282.31 (19)C28—P2—C34—C38−157.2 (3)
C34—Fe1—C3—C2172.3 (2)C22—P2—C34—C38−47.0 (3)
C4—Fe1—C3—C2121.5 (3)Pt1—P2—C34—C3878.8 (3)
C1—Fe1—C3—C237.17 (18)C28—P2—C34—C3520.6 (3)
C35—Fe1—C3—C2−148.04 (18)C22—P2—C34—C35130.8 (3)
C37—Fe1—C3—C2−64.3 (3)Pt1—P2—C34—C35−103.4 (2)
C36—Fe1—C3—C2−104.1 (2)C28—P2—C34—Fe1110.1 (2)
C5—Fe1—C3—C4−39.17 (17)C22—P2—C34—Fe1−139.72 (18)
C34—Fe1—C3—C450.8 (3)Pt1—P2—C34—Fe1−13.9 (2)
C1—Fe1—C3—C4−84.31 (19)C5—Fe1—C34—C38−104.10 (17)
C35—Fe1—C3—C490.5 (2)C4—Fe1—C34—C38−148.58 (17)
C37—Fe1—C3—C4174.23 (19)C1—Fe1—C34—C38−64.7 (2)
C36—Fe1—C3—C4134.40 (19)C35—Fe1—C34—C38118.1 (2)
C2—Fe1—C3—C4−121.5 (3)C37—Fe1—C34—C3837.79 (18)
C2—C3—C4—C50.1 (3)C36—Fe1—C34—C3880.76 (19)
Fe1—C3—C4—C558.50 (19)C3—Fe1—C34—C38177.8 (2)
C2—C3—C4—C6−179.7 (3)C5—Fe1—C34—C35137.83 (18)
Fe1—C3—C4—C6−121.3 (3)C4—Fe1—C34—C3593.35 (19)
C2—C3—C4—Fe1−58.4 (2)C38—Fe1—C34—C35−118.1 (2)
C5—Fe1—C4—C3118.1 (2)C1—Fe1—C34—C35177.25 (18)
C34—Fe1—C4—C3−152.12 (18)C37—Fe1—C34—C35−80.3 (2)
C38—Fe1—C4—C3170.8 (2)C36—Fe1—C34—C35−37.32 (19)
C1—Fe1—C4—C379.24 (19)C3—Fe1—C34—C3559.7 (3)
C35—Fe1—C4—C3−107.35 (19)C5—Fe1—C34—P219.8 (2)
C36—Fe1—C4—C3−69.1 (2)C4—Fe1—C34—P2−24.7 (2)
C2—Fe1—C4—C335.92 (18)C38—Fe1—C34—P2123.9 (3)
C34—Fe1—C4—C589.79 (17)C1—Fe1—C34—P259.2 (3)
C38—Fe1—C4—C552.7 (3)C35—Fe1—C34—P2−118.1 (3)
C1—Fe1—C4—C5−38.85 (15)C37—Fe1—C34—P2161.6 (2)
C35—Fe1—C4—C5134.56 (15)C36—Fe1—C34—P2−155.4 (2)
C36—Fe1—C4—C5172.85 (17)C3—Fe1—C34—P2−58.4 (3)
C3—Fe1—C4—C5−118.1 (2)C38—C34—C35—C360.3 (3)
C2—Fe1—C4—C5−82.17 (17)P2—C34—C35—C36−177.9 (2)
C5—Fe1—C4—C6−119.7 (3)Fe1—C34—C35—C3660.0 (2)
C34—Fe1—C4—C6−30.0 (3)C38—C34—C35—Fe1−59.77 (19)
C38—Fe1—C4—C6−67.0 (3)P2—C34—C35—Fe1122.0 (2)
C1—Fe1—C4—C6−158.6 (3)C5—Fe1—C35—C36178.29 (19)
C35—Fe1—C4—C614.8 (3)C34—Fe1—C35—C36−119.1 (3)
C36—Fe1—C4—C653.1 (3)C4—Fe1—C35—C36137.0 (2)
C3—Fe1—C4—C6122.2 (3)C38—Fe1—C35—C36−80.4 (2)
C2—Fe1—C4—C6158.1 (3)C37—Fe1—C35—C36−36.7 (2)
C2—C1—C5—C4−0.6 (3)C3—Fe1—C35—C3693.0 (2)
Fe1—C1—C5—C4−60.58 (18)C2—Fe1—C35—C3656.0 (3)
C2—C1—C5—P1179.0 (2)C5—Fe1—C35—C34−62.6 (2)
Fe1—C1—C5—P1119.1 (2)C4—Fe1—C35—C34−103.96 (18)
C2—C1—C5—Fe160.0 (2)C38—Fe1—C35—C3438.69 (17)
C3—C4—C5—C10.3 (3)C37—Fe1—C35—C3482.37 (19)
C6—C4—C5—C1−179.9 (3)C36—Fe1—C35—C34119.1 (3)
Fe1—C4—C5—C160.65 (18)C3—Fe1—C35—C34−147.97 (17)
C3—C4—C5—P1−179.3 (2)C2—Fe1—C35—C34175.1 (2)
C6—C4—C5—P10.5 (4)C34—C35—C36—C370.2 (4)
Fe1—C4—C5—P1−119.0 (2)Fe1—C35—C36—C3758.9 (2)
C3—C4—C5—Fe1−60.3 (2)C34—C35—C36—Fe1−58.7 (2)
C6—C4—C5—Fe1119.5 (3)C34—Fe1—C36—C37−81.8 (2)
C16—P1—C5—C1−18.4 (3)C4—Fe1—C36—C37175.25 (18)
C10—P1—C5—C187.4 (2)C38—Fe1—C36—C37−37.03 (18)
Pt1—P1—C5—C1−143.1 (2)C1—Fe1—C36—C3752.6 (3)
C16—P1—C5—C4161.2 (2)C35—Fe1—C36—C37−120.3 (3)
C10—P1—C5—C4−93.0 (3)C3—Fe1—C36—C37134.25 (19)
Pt1—P1—C5—C436.5 (3)C2—Fe1—C36—C3790.8 (2)
C16—P1—C5—Fe170.64 (18)C34—Fe1—C36—C3538.51 (19)
C10—P1—C5—Fe1176.43 (16)C4—Fe1—C36—C35−64.4 (3)
Pt1—P1—C5—Fe1−54.06 (18)C38—Fe1—C36—C3583.3 (2)
C34—Fe1—C5—C1135.43 (16)C1—Fe1—C36—C35172.9 (2)
C4—Fe1—C5—C1−118.1 (2)C37—Fe1—C36—C35120.3 (3)
C38—Fe1—C5—C191.47 (17)C3—Fe1—C36—C35−105.4 (2)
C35—Fe1—C5—C1173.59 (18)C2—Fe1—C36—C35−148.9 (2)
C37—Fe1—C5—C158.0 (2)C35—C36—C37—C38−0.6 (4)
C3—Fe1—C5—C1−79.91 (17)Fe1—C36—C37—C3857.6 (2)
C2—Fe1—C5—C1−37.10 (17)C35—C36—C37—Fe1−58.3 (2)
C34—Fe1—C5—C4−106.52 (17)C5—Fe1—C37—C36172.42 (19)
C38—Fe1—C5—C4−150.48 (16)C34—Fe1—C37—C3682.0 (2)
C1—Fe1—C5—C4118.1 (2)C38—Fe1—C37—C36120.6 (3)
C35—Fe1—C5—C4−68.4 (2)C1—Fe1—C37—C36−149.58 (18)
C37—Fe1—C5—C4176.05 (19)C35—Fe1—C37—C3637.05 (18)
C3—Fe1—C5—C438.15 (16)C3—Fe1—C37—C36−68.4 (3)
C2—Fe1—C5—C480.96 (17)C2—Fe1—C37—C36−106.2 (2)
C34—Fe1—C5—P115.9 (2)C5—Fe1—C37—C3851.8 (3)
C4—Fe1—C5—P1122.4 (2)C34—Fe1—C37—C38−38.65 (18)
C38—Fe1—C5—P1−28.0 (2)C1—Fe1—C37—C3889.8 (2)
C1—Fe1—C5—P1−119.5 (2)C35—Fe1—C37—C38−83.60 (19)
C35—Fe1—C5—P154.1 (2)C36—Fe1—C37—C38−120.6 (3)
C37—Fe1—C5—P1−61.5 (3)C3—Fe1—C37—C38171.00 (18)
C3—Fe1—C5—P1160.6 (2)C2—Fe1—C37—C38133.17 (19)
C2—Fe1—C5—P1−156.6 (2)C36—C37—C38—C340.8 (4)
C8—O1—C6—C4−153.3 (2)Fe1—C37—C38—C3459.4 (2)
C8—O1—C6—C783.6 (3)C36—C37—C38—Fe1−58.6 (2)
C3—C4—C6—O1−115.0 (3)C35—C34—C38—C37−0.7 (3)
C5—C4—C6—O165.2 (4)P2—C34—C38—C37177.4 (2)
Fe1—C4—C6—O1152.9 (2)Fe1—C34—C38—C37−60.7 (2)
C3—C4—C6—C75.7 (5)C35—C34—C38—Fe160.0 (2)
C5—C4—C6—C7−174.1 (3)P2—C34—C38—Fe1−121.9 (2)
Fe1—C4—C6—C7−86.5 (3)C5—Fe1—C38—C37−150.01 (19)
C6—O1—C8—O2−4.8 (4)C34—Fe1—C38—C37118.6 (3)
C6—O1—C8—C9175.3 (3)C1—Fe1—C38—C37−105.7 (2)
C5—P1—C10—C15−162.0 (3)C35—Fe1—C38—C3779.8 (2)
C16—P1—C10—C15−52.9 (3)C36—Fe1—C38—C3736.5 (2)
Pt1—P1—C10—C1569.4 (3)C2—Fe1—C38—C37−68.4 (2)
C5—P1—C10—C1115.9 (3)C5—Fe1—C38—C3491.40 (17)
C16—P1—C10—C11125.0 (3)C4—Fe1—C38—C3456.3 (3)
Pt1—P1—C10—C11−112.6 (3)C1—Fe1—C38—C34135.72 (16)
C15—C10—C11—C12−1.0 (5)C35—Fe1—C38—C34−38.78 (16)
P1—C10—C11—C12−178.9 (3)C37—Fe1—C38—C34−118.6 (3)
C10—C11—C12—C130.2 (7)C36—Fe1—C38—C34−82.13 (18)
C11—C12—C13—C140.3 (8)C2—Fe1—C38—C34173.01 (17)
C12—C13—C14—C150.1 (8)
Table 1
Geometry around atom Pt1 top
angleangle, °average angle, ° for relevant references in the CSDnumber of relevant references in the CSD
P1—Pt1—Cl190.29 (3)88 (3)7
P2—Pt1—Cl285.33 (3)88 (2)7
Cl1—Pt1—Cl286.18 (3)87 (1)7
P2—Pt1—P198.27 (3)99 (4)7
CSD (Cambridge Structural Database; Version 5.28, January 2007 release; Allen, 2002)
Acknowledgements top

Financial support from SIDA/NRF Swedish Research Links (to SKCE and JD: Platinum group metals: synthesis, catalytic and medicinal properties) is gratefully acknowledged. The authors gratefully acknowledge the help and guidance of Dr Ilia A. Guzei, Dr Sofi K. C. Elmroth, Dr Tina Persson and Dr James Darkwa.

references
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