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In the title compound, [Fe(C17H14P)2]2[Sb4Cl16]·C2H6O, the Fe atoms lie on inversion centres and the pairs of cyclopentadienyl rings are consequently in a fully staggered conformation. The centrosymmetric anionic clusters formed by [Sb4Cl16]4− are surrounded by the cations and are held together by weak C—H...Cl interactions. These formations stack along the a axis to form columns, and the columns are interconnected by another weak C—H...Cl interaction along the b axis.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270101021370/na1547sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270101021370/na1547Isup2.hkl
Contains datablock I

CCDC reference: 182975

Comment top

Antimony trichloride is known to form adducts with phosphorus oxide derivatives such as triphenylphosphine oxide (Golic & Milicev, 1978). It also interacts with and oxidizes ferrocene in chloroform or acetonitrile to give ferrocenium tetrachloroantimonate (Yamin et al., 1996) and bis(ferrocenium) bis[tetrachloroantimonate(III)] trichloroantimony(III) (Razak et al., 2000), respectively. The presence of the P atom in diphenylphosphinoferrocene (dppf) was thought to give a P—Sb or Sb—O—P bond formation, as in case of dppf with SbCl4 or SbBr4 (Yamin et al., 1996). A good quality crystal of the title compound, (I), obtained from a mixture of dppf and SbCl3 in chloroform solution, was subjected to X-ray crystallographic investigation and the results are presented here. \sch

The asymmetric unit of (I) contains two [Fe{C5H4P(C6H5)2}2]2+ cations with the Fe atoms lying on inversion centres, an anionic [Sb4Cl16]4- cluster and one ethanol molecule (Fig. 1).

The C—C, Fe—C and Fe-centroid distances in the ferrocenium moieties are comparable with the values reported by Orpen et al. (1989) and Razak et al. (1998). The Sb—Cl bond lengths range from 2.397 (2) to 2.743 (2) Å. A very similar Sb—Cl range was also observed in a related structure (Razak et al., 2000). The longer bond lengths involving Cl1 and Cl4 are bridging, while the remaining Cl atoms are non-bridging (Porter & Jacobson, 1970; Yamin et al., 1996; Razak et al., 2000). The P—C bond lengths are comparable with the corresponding values in the structure reported by Carmalt et al. (1996), but the CPh—P—CPh bond angles in (I) are larger.

The cyclopentadienyl (Cp) rings are in a staggered conformation. The torsion angle between a ring C atom, the two ring centres and the corresponding C atom on the opposite ring defines the angle of twist for the Cp rings (Palenik, 1970). The average Cn—Cg···Cg'-Cn' (Cg is the ring centroid) torsion angle is 36° for both cations. Examples of the staggered and eclipsed conformations of Cp rings are given by Osborne et al. (1996).

Coordination around Sb1 is provided by atoms Cl1, Cl3, Cl4 and Cl8 at the equatorial positions, while the apices are occupied by Cl2 and Cl8i [symmetry code: (i) 1 - x, -y, -z Is this the correct symmetry code?]. The basal plane around Sb2 is formed by atoms Cl1, Cl5, Cl6 and Cl8, while the axial positions are occupied by Cl7 and Cl4i. The bond lengths and angles around the Sb atoms are in the ranges 2.397 (2)–3.329 (2) Å and 77.22 (4)–177.24 (6)°, respectively.

In the structure of (I), four SbCl4- form a Cl1—Cl8 edge-shared octahedron, to form an anionic centrosymmetric [Sb4Cl16]-4 cluster. Each cluster is surrounded by [Fe{C5H4P(C6H5)2}2]2+ cations. These formations are held together by weak C—H···Cl interactions and are joined continously along the a axis to form columns. These columns are then interconnected along the b axis by other C—H···Cl interactions (Table 2).

Experimental top

Antimony trichloride (0.049 g, 0.22 mmol) in acetonitrile (5 ml) was added to a 50 ml flask containing triphenylphosphinoferrocene (0.121 g, 0.22 mmol) solution (20 ml). The mixture was stirred at ambient temperature for about 30 min. After stirring, the solution was filtered into another flask and left to evaporate. After 4 d, light-yellow crystals of (I) were obtained. The crystal was washed with acetonitrile.

Refinement top

After checking their presence in the difference map, all H atoms were geometrically fixed and allowed to ride on their parent atoms. The highest peak (0.70 e Å-3) and the deepest hole (-1.01 e Å-3) were found near P2 (1.35 Å) and Sb1 (1.09 Å), respectively.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990).

Figures top
[Figure 1] Fig. 1. The structure of (I) showing 50% probability displacement ellipsoids and the atom-numbering scheme. H atoms have been omitted for clarity.
[Figure 2] Fig. 2. A view of the columns in the packing of (I) viewed along the a axis.
Bis[1,1'-bis(diphenylphosphino)ferrocenium] hexadecachlorotetraantimony(III) ethanol solvate top
Crystal data top
2[Fe(C17H14P)2]·[Sb4Cl16]·C2H6OF(000) = 2156
Mr = 2208.98Dx = 1.633 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 11.6280 (3) ÅCell parameters from 6411 reflections
b = 15.0898 (3) Åθ = 1.6–28.4°
c = 25.6100 (6) ŵ = 2.08 mm1
β = 90.342 (1)°T = 293 K
V = 4493.56 (18) Å3Slab, light yellow
Z = 20.34 × 0.22 × 0.20 mm
Data collection top
Siemens SMART CCD area-detector
diffractometer
7901 independent reflections
Radiation source: fine-focus sealed tube5408 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.084
Detector resolution: 8.33 pixels mm-1θmax = 25°, θmin = 1.6°
ω scansh = 1313
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
k = 1317
Tmin = 0.538, Tmax = 0.681l = 3030
25353 measured reflections
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)] = 0.042Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.108H-atom parameters constrained
S = 0.96 w = 1/[σ2(Fo2) + (0.0396P)2]
where P = (Fo2 + 2Fc2)/3
7901 reflections(Δ/σ)max = 0.001
454 parametersΔρmax = 0.70 e Å3
0 restraintsΔρmin = 1.01 e Å3
Crystal data top
2[Fe(C17H14P)2]·[Sb4Cl16]·C2H6OV = 4493.56 (18) Å3
Mr = 2208.98Z = 2
Monoclinic, P21/nMo Kα radiation
a = 11.6280 (3) ŵ = 2.08 mm1
b = 15.0898 (3) ÅT = 293 K
c = 25.6100 (6) Å0.34 × 0.22 × 0.20 mm
β = 90.342 (1)°
Data collection top
Siemens SMART CCD area-detector
diffractometer
7901 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
5408 reflections with I > 2σ(I)
Tmin = 0.538, Tmax = 0.681Rint = 0.084
25353 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0420 restraints
wR(F2) = 0.108H-atom parameters constrained
S = 0.96Δρmax = 0.70 e Å3
7901 reflectionsΔρmin = 1.01 e Å3
454 parameters
Special details top

Experimental. The data collection covered over a hemisphere of reciprocal space by a combination of three sets of exposures; each set had a different ϕ angle (0, 88 and 180°) for the crystal and each exposure of 30 s covered 0.3° in ω. The crystal-to-detector distance was 4 cm and the detector swing angle was -35°. Crystal decay was monitored by repeating 30 initial frames at the end of data collection and analysing the intensity of duplicate reflections, and was found to be negligible.

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.

Due to a large fraction of weak data at higher angles, the 2θ maximum was limited to 50°.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
P10.06070 (13)0.10346 (10)0.38437 (6)0.0433 (4)
P20.06959 (13)0.08754 (11)0.11906 (6)0.0477 (4)
Sb10.04900 (3)0.40707 (2)0.436254 (14)0.03956 (12)
Sb20.02832 (3)0.33168 (3)0.609368 (14)0.04211 (13)
Fe10.00000.00000.50000.0429 (3)
Fe20.00000.00000.00000.0433 (3)
Cl10.05782 (15)0.28880 (11)0.48777 (7)0.0658 (5)
Cl20.21074 (13)0.30805 (11)0.42200 (7)0.0637 (5)
Cl30.04939 (15)0.35352 (12)0.35981 (6)0.0657 (5)
Cl40.14821 (13)0.53149 (12)0.37275 (6)0.0656 (5)
Cl50.11886 (13)0.39306 (12)0.68552 (6)0.0630 (5)
Cl60.08023 (16)0.22344 (12)0.66150 (7)0.0758 (5)
Cl70.19149 (15)0.23228 (12)0.59678 (7)0.0683 (5)
Cl80.14619 (12)0.46402 (11)0.54968 (6)0.0538 (4)
O10.488 (2)0.084 (3)0.5520 (10)0.33 (2)0.50
H1A0.45720.11220.57520.501*0.50
C10.1009 (5)0.0437 (4)0.4408 (2)0.0433 (14)
C20.1152 (5)0.0501 (4)0.4466 (2)0.0508 (15)
H2A0.09940.09540.42010.061*
C30.1567 (5)0.0652 (5)0.4986 (2)0.0566 (17)
H3A0.17270.12330.51420.068*
C40.1699 (5)0.0175 (5)0.5239 (2)0.0574 (18)
H4A0.19600.02620.56000.069*
C50.1363 (5)0.0853 (4)0.4891 (2)0.0476 (15)
H5A0.13680.14900.49640.057*
C60.1790 (5)0.0975 (4)0.3400 (2)0.0470 (15)
C70.1671 (7)0.1248 (7)0.2902 (3)0.113 (3)
H7A0.09690.14710.27870.135*
C80.2598 (8)0.1198 (8)0.2556 (3)0.128 (4)
H8A0.25030.13700.22100.153*
C90.3617 (8)0.0902 (6)0.2723 (3)0.095 (3)
H9A0.42300.08520.24930.114*
C100.3743 (7)0.0681 (7)0.3219 (4)0.113 (3)
H10A0.44610.04910.33350.136*
C110.2847 (6)0.0721 (6)0.3572 (3)0.099 (3)
H11A0.29670.05770.39210.119*
C120.0696 (5)0.0660 (4)0.3538 (2)0.0443 (14)
C130.0766 (6)0.0130 (5)0.3279 (3)0.0666 (19)
H13A0.01150.04830.32440.080*
C140.1797 (7)0.0402 (6)0.3072 (3)0.085 (2)
H14A0.18470.09470.29040.102*
C150.2737 (7)0.0112 (7)0.3110 (3)0.094 (3)
H15A0.34240.00720.29570.113*
C160.2694 (7)0.0907 (6)0.3371 (4)0.091 (3)
H16A0.33550.12500.34020.110*
C170.1680 (6)0.1193 (5)0.3587 (3)0.0675 (19)
H17A0.16430.17320.37630.081*
C180.0065 (5)0.0947 (4)0.0562 (2)0.0440 (14)
C190.0711 (5)0.1225 (4)0.0113 (2)0.0478 (15)
H19A0.15310.13730.01030.057*
C200.0058 (5)0.1270 (4)0.0303 (2)0.0521 (16)
H20A0.01420.14350.06620.063*
C210.1163 (5)0.1011 (4)0.0127 (2)0.0593 (17)
H21A0.18540.09710.03430.071*
C220.1103 (5)0.0810 (4)0.0412 (2)0.0527 (16)
H22A0.17400.06220.06390.063*
C230.0249 (5)0.1798 (4)0.1589 (2)0.0550 (17)
C240.0759 (7)0.2271 (5)0.1489 (3)0.084 (2)
H24A0.12380.21060.12160.101*
C250.1035 (8)0.2993 (6)0.1802 (4)0.109 (3)
H25A0.17010.33170.17400.130*
C260.0321 (8)0.3224 (5)0.2202 (3)0.093 (3)
H26A0.05030.37150.24060.112*
C270.0643 (7)0.2756 (6)0.2309 (3)0.091 (3)
H27A0.11050.29150.25890.109*
C280.0932 (6)0.2052 (5)0.2003 (3)0.074 (2)
H28A0.16000.17360.20740.089*
C290.0460 (5)0.0154 (4)0.1515 (2)0.0510 (15)
C300.1380 (6)0.0735 (5)0.1566 (3)0.0641 (18)
H30A0.21030.05820.14370.077*
C310.1212 (8)0.1535 (6)0.1807 (3)0.086 (2)
H31A0.18300.19200.18470.103*
C320.0157 (9)0.1776 (6)0.1990 (3)0.101 (3)
H32A0.00670.23180.21570.121*
C330.0777 (8)0.1229 (7)0.1930 (3)0.098 (3)
H33A0.15040.14090.20390.118*
C340.0612 (6)0.0398 (6)0.1703 (3)0.077 (2)
H34A0.12260.00060.16780.092*
C350.481 (3)0.128 (2)0.5074 (18)0.19 (2)0.50
H35A0.39980.13880.50170.229*0.50
H35B0.51550.18550.51430.229*0.50
C360.521 (3)0.103 (2)0.4628 (15)0.19 (2)0.50
H36A0.50440.14720.43690.292*0.50
H36B0.48590.04790.45290.292*0.50
H36C0.60290.09510.46560.292*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0466 (9)0.0498 (10)0.0336 (8)0.0002 (7)0.0089 (7)0.0020 (7)
P20.0415 (9)0.0678 (11)0.0337 (8)0.0019 (8)0.0019 (7)0.0050 (8)
Sb10.0406 (2)0.0447 (2)0.0333 (2)0.00056 (18)0.00072 (16)0.00502 (17)
Sb20.0403 (2)0.0517 (3)0.0345 (2)0.00163 (18)0.00603 (16)0.00355 (18)
Fe10.0445 (7)0.0510 (8)0.0334 (6)0.0060 (6)0.0065 (5)0.0054 (5)
Fe20.0390 (6)0.0578 (8)0.0331 (6)0.0086 (6)0.0053 (5)0.0009 (6)
Cl10.0723 (11)0.0626 (11)0.0626 (11)0.0154 (9)0.0058 (9)0.0009 (9)
Cl20.0468 (9)0.0665 (11)0.0779 (12)0.0106 (8)0.0023 (8)0.0146 (9)
Cl30.0755 (11)0.0753 (12)0.0460 (9)0.0001 (9)0.0168 (8)0.0185 (9)
Cl40.0442 (9)0.0954 (13)0.0572 (10)0.0025 (9)0.0083 (7)0.0109 (10)
Cl50.0479 (9)0.0969 (14)0.0441 (9)0.0030 (9)0.0002 (7)0.0206 (9)
Cl60.0838 (13)0.0635 (12)0.0807 (13)0.0065 (10)0.0377 (10)0.0081 (10)
Cl70.0671 (11)0.0705 (12)0.0675 (11)0.0190 (9)0.0095 (9)0.0139 (9)
Cl80.0422 (8)0.0681 (11)0.0512 (9)0.0063 (7)0.0051 (7)0.0026 (8)
O10.158 (18)0.62 (6)0.22 (3)0.02 (3)0.01 (2)0.28 (3)
C10.043 (3)0.051 (4)0.036 (3)0.006 (3)0.012 (3)0.004 (3)
C20.055 (4)0.047 (4)0.051 (4)0.001 (3)0.013 (3)0.001 (3)
C30.047 (4)0.064 (5)0.059 (4)0.005 (3)0.009 (3)0.021 (4)
C40.044 (4)0.082 (5)0.046 (4)0.015 (3)0.003 (3)0.014 (4)
C50.048 (4)0.053 (4)0.041 (3)0.013 (3)0.005 (3)0.003 (3)
C60.051 (4)0.062 (4)0.029 (3)0.001 (3)0.011 (3)0.005 (3)
C70.060 (5)0.224 (11)0.054 (5)0.007 (6)0.013 (4)0.043 (6)
C80.092 (7)0.245 (12)0.046 (5)0.031 (8)0.031 (5)0.039 (6)
C90.086 (6)0.135 (8)0.064 (5)0.006 (6)0.043 (5)0.004 (5)
C100.063 (5)0.169 (10)0.107 (7)0.035 (6)0.030 (5)0.039 (7)
C110.056 (5)0.177 (9)0.067 (5)0.027 (5)0.026 (4)0.045 (5)
C120.045 (3)0.054 (4)0.034 (3)0.001 (3)0.003 (3)0.011 (3)
C130.072 (5)0.065 (5)0.063 (4)0.008 (4)0.005 (4)0.008 (4)
C140.092 (6)0.087 (6)0.076 (5)0.016 (5)0.025 (5)0.015 (5)
C150.072 (6)0.120 (8)0.090 (6)0.023 (6)0.028 (5)0.018 (6)
C160.060 (5)0.086 (6)0.129 (8)0.000 (5)0.016 (5)0.018 (6)
C170.058 (4)0.057 (4)0.088 (5)0.001 (4)0.000 (4)0.004 (4)
C180.043 (3)0.055 (4)0.034 (3)0.007 (3)0.003 (3)0.001 (3)
C190.043 (3)0.059 (4)0.041 (3)0.015 (3)0.003 (3)0.002 (3)
C200.059 (4)0.056 (4)0.042 (3)0.011 (3)0.011 (3)0.009 (3)
C210.055 (4)0.060 (4)0.063 (4)0.001 (3)0.024 (3)0.008 (3)
C220.042 (3)0.067 (4)0.050 (4)0.006 (3)0.001 (3)0.002 (3)
C230.050 (4)0.078 (5)0.037 (3)0.006 (3)0.003 (3)0.010 (3)
C240.080 (6)0.100 (6)0.073 (5)0.028 (5)0.025 (4)0.018 (5)
C250.107 (7)0.123 (8)0.096 (7)0.056 (6)0.025 (5)0.044 (6)
C260.108 (7)0.090 (6)0.081 (6)0.004 (5)0.003 (5)0.042 (5)
C270.063 (5)0.140 (8)0.070 (5)0.010 (5)0.003 (4)0.048 (5)
C280.052 (4)0.117 (6)0.054 (4)0.009 (4)0.005 (3)0.033 (4)
C290.048 (4)0.070 (4)0.035 (3)0.000 (3)0.006 (3)0.002 (3)
C300.061 (4)0.073 (5)0.058 (4)0.000 (4)0.003 (3)0.000 (4)
C310.093 (6)0.085 (6)0.081 (6)0.007 (5)0.015 (5)0.007 (5)
C320.125 (8)0.087 (7)0.090 (7)0.020 (6)0.010 (6)0.021 (5)
C330.084 (6)0.119 (8)0.090 (6)0.033 (6)0.009 (5)0.030 (6)
C340.054 (4)0.110 (7)0.068 (5)0.006 (4)0.006 (4)0.024 (5)
C350.17 (4)0.085 (18)0.31 (7)0.06 (2)0.05 (4)0.06 (3)
C360.11 (2)0.19 (4)0.28 (5)0.015 (19)0.04 (3)0.12 (4)
Geometric parameters (Å, º) top
P1—C11.764 (6)C11—H11A0.9300
P1—C61.792 (6)C12—C131.366 (8)
P1—C121.793 (6)C12—C171.404 (8)
P2—C181.776 (6)C13—C141.372 (9)
P2—C291.782 (6)C13—H13A0.9300
P2—C231.800 (6)C14—C151.344 (11)
Sb1—Cl32.402 (2)C14—H14A0.9300
Sb1—Cl22.431 (2)C15—C161.374 (11)
Sb1—Cl12.547 (2)C15—H15A0.9300
Sb1—Cl42.743 (2)C16—C171.370 (9)
Sb1—Cl8i3.012 (2)C16—H16A0.9300
Sb1—Cl83.227 (2)C17—H17A0.9300
Sb2—Cl52.397 (2)C18—C221.428 (8)
Sb2—Cl72.442 (2)C18—C191.432 (7)
Sb2—Cl62.462 (2)C19—C201.397 (8)
Sb2—Cl82.869 (2)C19—H19A0.9800
Sb2—Cl4i2.949 (2)C20—C211.414 (8)
Sb2—Cl13.329 (2)C20—H20A0.9800
Fe1—C12.032 (5)C21—C221.417 (8)
Fe1—C52.062 (5)C21—H21A0.9800
Fe1—C22.063 (6)C22—H22A0.9800
Fe1—C32.072 (6)C23—C281.384 (8)
Fe1—C42.082 (6)C23—C241.398 (9)
Fe2—C182.030 (5)C24—C251.389 (10)
Fe2—C192.047 (6)C24—H24A0.9300
Fe2—C222.059 (6)C25—C261.369 (11)
Fe2—C212.066 (6)C25—H25A0.9300
Fe2—C202.069 (6)C26—C271.355 (10)
O1—C351.33 (4)C26—H26A0.9300
O1—H1A0.8200C27—C281.361 (9)
C1—C21.433 (8)C27—H27A0.9300
C1—C51.445 (7)C28—H28A0.9300
C2—C31.431 (8)C29—C341.384 (8)
C2—H2A0.9800C29—C301.390 (8)
C3—C41.415 (8)C30—C311.370 (9)
C3—H3A0.9800C30—H30A0.9300
C4—C51.410 (8)C31—C321.359 (11)
C4—H4A0.9800C31—H31A0.9300
C5—H5A0.9800C32—C331.373 (11)
C6—C71.345 (9)C32—H32A0.9300
C6—C111.358 (8)C33—C341.395 (10)
C7—C81.402 (10)C33—H33A0.9300
C7—H7A0.9300C34—H34A0.9300
C8—C91.334 (11)C35—C361.29 (5)
C8—H8A0.9300C35—H35A0.9700
C9—C101.321 (11)C35—H35B0.9700
C9—H9A0.9300C36—H36A0.9600
C10—C111.386 (10)C36—H36B0.9600
C10—H10A0.9300C36—H36C0.9600
C1—P1—C6107.1 (3)C6—C7—H7A119.7
C1—P1—C12114.6 (3)C8—C7—H7A119.7
C6—P1—C12110.9 (3)C9—C8—C7120.0 (8)
C18—P2—C29114.3 (3)C9—C8—H8A120.0
C18—P2—C23110.3 (3)C7—C8—H8A120.0
C29—P2—C23111.5 (3)C10—C9—C8119.1 (8)
Cl3—Sb1—Cl292.06 (6)C10—C9—H9A120.5
Cl3—Sb1—Cl187.42 (6)C8—C9—H9A120.5
Cl2—Sb1—Cl191.56 (6)C9—C10—C11122.5 (8)
Cl3—Sb1—Cl486.96 (6)C9—C10—H10A118.8
Cl2—Sb1—Cl490.18 (6)C11—C10—H10A118.8
Cl1—Sb1—Cl4174.18 (5)C6—C11—C10118.9 (7)
Cl3—Sb1—Cl8i87.66 (5)C6—C11—H11A120.6
Cl2—Sb1—Cl8i177.24 (6)C10—C11—H11A120.6
Cl1—Sb1—Cl8i91.17 (5)C13—C12—C17119.8 (6)
Cl4—Sb1—Cl8i87.06 (5)C13—C12—P1122.3 (5)
Cl3—Sb1—Cl8170.37 (5)C17—C12—P1117.9 (5)
Cl2—Sb1—Cl891.82 (5)C12—C13—C14119.8 (7)
Cl1—Sb1—Cl883.66 (5)C12—C13—H13A120.1
Cl4—Sb1—Cl8101.84 (5)C14—C13—H13A120.1
Cl5—Sb2—Cl790.40 (6)C15—C14—C13120.6 (8)
Cl5—Sb2—Cl692.25 (6)C15—C14—H14A119.7
Cl7—Sb2—Cl693.75 (6)C13—C14—H14A119.7
Cl5—Sb2—Cl887.46 (5)C14—C15—C16120.8 (7)
Cl7—Sb2—Cl889.03 (6)C14—C15—H15A119.6
Cl6—Sb2—Cl8177.21 (5)C16—C15—H15A119.6
Cl5—Sb2—Cl4i84.60 (5)C17—C16—C15120.0 (8)
Cl7—Sb2—Cl4i173.11 (6)C17—C16—H16A120.0
Cl6—Sb2—Cl4i91.19 (6)C15—C16—H16A120.0
Cl8—Sb2—Cl4i86.02 (5)C16—C17—C12118.9 (7)
Cl5—Sb2—Cl1164.68 (5)C16—C17—H17A120.6
Cl7—Sb2—Cl189.24 (5)C12—C17—H17A120.6
Cl6—Sb2—Cl1103.06 (6)C22—C18—C19108.8 (5)
Cl8—Sb2—Cl177.22 (4)C22—C18—P2129.3 (4)
Cl4i—Sb2—Cl194.33 (5)C19—C18—P2121.8 (4)
C1—Fe1—C541.3 (2)C22—C18—Fe270.6 (3)
C1—Fe1—C5ii138.7 (2)C19—C18—Fe270.1 (3)
C1—Fe1—C241.0 (2)P2—C18—Fe2128.1 (3)
C5—Fe1—C268.7 (2)C20—C19—C18107.0 (5)
C5ii—Fe1—C2111.3 (2)C20—C19—Fe271.0 (3)
C1—Fe1—C2ii139.0 (2)C18—C19—Fe268.8 (3)
C1ii—Fe1—C3111.7 (2)C20—C19—H19A126.5
C1—Fe1—C368.3 (2)C18—C19—H19A126.5
C5—Fe1—C367.5 (2)Fe2—C19—H19A126.5
C2—Fe1—C340.5 (2)C19—C20—C21109.1 (5)
C5—Fe1—C3ii112.5 (2)C19—C20—Fe269.3 (3)
C2—Fe1—C3ii139.5 (2)C21—C20—Fe269.9 (3)
C1—Fe1—C468.1 (2)C19—C20—H20A125.4
C5—Fe1—C439.8 (2)C21—C20—H20A125.4
C2—Fe1—C467.8 (2)Fe2—C20—H20A125.4
C3—Fe1—C439.8 (2)C20—C21—C22108.7 (5)
C1—Fe1—C4ii111.9 (2)C20—C21—Fe270.1 (4)
C5—Fe1—C4ii140.2 (2)C22—C21—Fe269.6 (4)
C2—Fe1—C4ii112.2 (2)C20—C21—H21A125.7
C3—Fe1—C4ii140.2 (2)C22—C21—H21A125.7
C18—Fe2—C19iii138.9 (2)Fe2—C21—H21A125.7
C18—Fe2—C1941.1 (2)C21—C22—C18106.4 (5)
C18—Fe2—C22iii139.1 (2)C21—C22—Fe270.2 (3)
C19—Fe2—C22iii111.0 (2)C18—C22—Fe268.5 (3)
C18—Fe2—C2240.9 (2)C21—C22—H22A126.8
C19—Fe2—C2269.0 (2)C18—C22—H22A126.8
C18—Fe2—C21iii112.4 (2)Fe2—C22—H22A126.8
C19—Fe2—C21iii112.3 (2)C28—C23—C24119.0 (6)
C22—Fe2—C21iii139.8 (2)C28—C23—P2118.9 (5)
C18—Fe2—C2167.6 (2)C24—C23—P2122.1 (5)
C19—Fe2—C2167.7 (2)C25—C24—C23119.1 (7)
C22—Fe2—C2140.2 (2)C25—C24—H24A120.4
C18—Fe2—C20iii112.6 (2)C23—C24—H24A120.4
C19—Fe2—C20iii140.3 (2)C26—C25—C24119.6 (8)
C22—Fe2—C20iii112.3 (2)C26—C25—H25A120.2
C21—Fe2—C20iii140.0 (2)C24—C25—H25A120.2
C18—Fe2—C2067.4 (2)C27—C26—C25121.7 (8)
C19—Fe2—C2039.7 (2)C27—C26—H26A119.2
C22—Fe2—C2067.7 (2)C25—C26—H26A119.2
C21—Fe2—C2040.0 (2)C26—C27—C28119.5 (7)
C35—O1—H1A109.5C26—C27—H27A120.2
C2—C1—C5107.9 (5)C28—C27—H27A120.2
C2—C1—P1128.3 (4)C27—C28—C23121.1 (7)
C5—C1—P1123.5 (4)C27—C28—H28A119.4
C2—C1—Fe170.7 (3)C23—C28—H28A119.4
C5—C1—Fe170.4 (3)C34—C29—C30119.4 (6)
P1—C1—Fe1128.7 (3)C34—C29—P2122.1 (5)
C3—C2—C1107.0 (5)C30—C29—P2118.5 (5)
C3—C2—Fe170.1 (3)C31—C30—C29119.4 (7)
C1—C2—Fe168.3 (3)C31—C30—H30A120.3
C3—C2—H2A126.5C29—C30—H30A120.3
C1—C2—H2A126.5C32—C31—C30121.1 (8)
Fe1—C2—H2A126.5C32—C31—H31A119.4
C4—C3—C2108.7 (6)C30—C31—H31A119.4
C4—C3—Fe170.5 (4)C31—C32—C33120.9 (8)
C2—C3—Fe169.4 (3)C31—C32—H32A119.5
C4—C3—H3A125.7C33—C32—H32A119.5
C2—C3—H3A125.7C32—C33—C34118.6 (8)
Fe1—C3—H3A125.7C32—C33—H33A120.7
C5—C4—C3108.8 (5)C34—C33—H33A120.7
C5—C4—Fe169.3 (3)C29—C34—C33120.4 (7)
C3—C4—Fe169.7 (3)C29—C34—H34A119.8
C5—C4—H4A125.6C33—C34—H34A119.8
C3—C4—H4A125.6C36—C35—O1126 (4)
Fe1—C4—H4A125.6C36—C35—H35A105.8
C4—C5—C1107.6 (5)O1—C35—H35A105.8
C4—C5—Fe170.9 (3)C36—C35—H35B105.8
C1—C5—Fe168.2 (3)O1—C35—H35B105.8
C4—C5—H5A126.2H35A—C35—H35B106.2
C1—C5—H5A126.2C35—C36—H36A109.5
Fe1—C5—H5A126.2C35—C36—H36B109.5
C7—C6—C11118.8 (6)H36A—C36—H36B109.5
C7—C6—P1120.7 (5)C35—C36—H36C109.5
C11—C6—P1120.3 (5)H36A—C36—H36C109.5
C6—C7—C8120.5 (7)H36B—C36—H36C109.5
C6—P1—C1—C270.1 (6)C29—P2—C18—C2254.8 (6)
C12—P1—C1—C253.4 (6)C23—P2—C18—C2271.8 (6)
C6—P1—C1—C5103.6 (5)C29—P2—C18—C19129.3 (5)
C12—P1—C1—C5133.0 (5)C23—P2—C18—C19104.1 (5)
C6—P1—C1—Fe1165.5 (4)C29—P2—C18—Fe240.7 (4)
C12—P1—C1—Fe142.0 (5)C23—P2—C18—Fe2167.3 (3)
C5—Fe1—C1—C2118.1 (5)C19iii—Fe2—C18—C2260.6 (5)
C5ii—Fe1—C1—C261.9 (5)C19—Fe2—C18—C22119.4 (5)
C2ii—Fe1—C1—C2180.000 (1)C22iii—Fe2—C18—C22180.0
C3—Fe1—C1—C237.9 (4)C21iii—Fe2—C18—C22141.9 (3)
C3ii—Fe1—C1—C2142.1 (4)C21—Fe2—C18—C2238.2 (3)
C4—Fe1—C1—C280.9 (4)C20iii—Fe2—C18—C2298.4 (4)
C4ii—Fe1—C1—C299.1 (4)C20—Fe2—C18—C2281.6 (4)
C5ii—Fe1—C1—C5180.0C19iii—Fe2—C18—C19180.0
C2—Fe1—C1—C5118.1 (5)C22iii—Fe2—C18—C1960.6 (5)
C2ii—Fe1—C1—C561.9 (5)C22—Fe2—C18—C19119.4 (5)
C3—Fe1—C1—C580.2 (4)C21iii—Fe2—C18—C1998.8 (4)
C3ii—Fe1—C1—C599.8 (4)C21—Fe2—C18—C1981.2 (4)
C4—Fe1—C1—C537.2 (3)C20iii—Fe2—C18—C19142.2 (3)
C4ii—Fe1—C1—C5142.8 (3)C20—Fe2—C18—C1937.8 (3)
C5—Fe1—C1—P1117.8 (6)C19iii—Fe2—C18—P264.6 (5)
C5ii—Fe1—C1—P162.2 (6)C19—Fe2—C18—P2115.4 (5)
C2—Fe1—C1—P1124.1 (6)C22iii—Fe2—C18—P254.8 (5)
C2ii—Fe1—C1—P155.9 (6)C22—Fe2—C18—P2125.2 (5)
C3—Fe1—C1—P1162.0 (5)C21iii—Fe2—C18—P216.6 (4)
C3ii—Fe1—C1—P118.0 (5)C21—Fe2—C18—P2163.4 (4)
C4—Fe1—C1—P1154.9 (5)C20iii—Fe2—C18—P226.8 (4)
C4ii—Fe1—C1—P125.1 (5)C20—Fe2—C18—P2153.2 (4)
C5—C1—C2—C31.2 (6)C22—C18—C19—C200.9 (7)
P1—C1—C2—C3175.7 (4)P2—C18—C19—C20175.7 (4)
Fe1—C1—C2—C359.7 (4)Fe2—C18—C19—C2061.1 (4)
C5—C1—C2—Fe160.9 (4)C22—C18—C19—Fe260.2 (4)
P1—C1—C2—Fe1124.6 (5)P2—C18—C19—Fe2123.2 (4)
C1ii—Fe1—C2—C361.4 (5)C18iii—Fe2—C19—C2062.3 (5)
C1—Fe1—C2—C3118.6 (5)C18—Fe2—C19—C20117.7 (5)
C5—Fe1—C2—C379.9 (4)C22iii—Fe2—C19—C20100.0 (4)
C5ii—Fe1—C2—C3100.1 (4)C22—Fe2—C19—C2080.0 (4)
C3ii—Fe1—C2—C3180.000 (2)C21iii—Fe2—C19—C20143.4 (4)
C4—Fe1—C2—C336.9 (4)C21—Fe2—C19—C2036.6 (4)
C4ii—Fe1—C2—C3143.1 (4)C20iii—Fe2—C19—C20180.0
C1ii—Fe1—C2—C1180.000 (1)C18iii—Fe2—C19—C18180.0
C5—Fe1—C2—C138.7 (3)C22iii—Fe2—C19—C18142.4 (3)
C5ii—Fe1—C2—C1141.3 (3)C22—Fe2—C19—C1837.6 (3)
C3—Fe1—C2—C1118.6 (5)C21iii—Fe2—C19—C1899.0 (4)
C3ii—Fe1—C2—C161.4 (5)C21—Fe2—C19—C1881.0 (4)
C4—Fe1—C2—C181.7 (4)C20iii—Fe2—C19—C1862.3 (5)
C4ii—Fe1—C2—C198.3 (4)C20—Fe2—C19—C18117.7 (5)
C1—C2—C3—C41.2 (6)C18—C19—C20—C211.1 (7)
Fe1—C2—C3—C459.8 (4)Fe2—C19—C20—C2158.6 (4)
C1—C2—C3—Fe158.6 (4)C18—C19—C20—Fe259.7 (4)
C1ii—Fe1—C3—C498.6 (4)C18iii—Fe2—C20—C19140.9 (3)
C1—Fe1—C3—C481.4 (4)C18—Fe2—C20—C1939.1 (3)
C5—Fe1—C3—C436.7 (3)C19iii—Fe2—C20—C19180.0
C5ii—Fe1—C3—C4143.3 (3)C22iii—Fe2—C20—C1996.5 (4)
C2—Fe1—C3—C4119.7 (5)C22—Fe2—C20—C1983.5 (4)
C2ii—Fe1—C3—C460.3 (5)C21iii—Fe2—C20—C1959.2 (5)
C4ii—Fe1—C3—C4180.000 (1)C21—Fe2—C20—C19120.8 (5)
C1ii—Fe1—C3—C2141.7 (3)C18iii—Fe2—C20—C2198.4 (4)
C1—Fe1—C3—C238.3 (3)C18—Fe2—C20—C2181.6 (4)
C5—Fe1—C3—C283.1 (4)C19iii—Fe2—C20—C2159.2 (5)
C5ii—Fe1—C3—C296.9 (4)C19—Fe2—C20—C21120.8 (5)
C2ii—Fe1—C3—C2180.000 (2)C22iii—Fe2—C20—C21142.8 (4)
C4—Fe1—C3—C2119.7 (5)C22—Fe2—C20—C2137.2 (4)
C4ii—Fe1—C3—C260.3 (5)C21iii—Fe2—C20—C21180.0
C2—C3—C4—C50.7 (7)C19—C20—C21—C220.9 (7)
Fe1—C3—C4—C558.4 (4)Fe2—C20—C21—C2259.2 (4)
C2—C3—C4—Fe159.1 (4)C19—C20—C21—Fe258.3 (4)
C1ii—Fe1—C4—C5141.5 (3)C18iii—Fe2—C21—C2099.0 (4)
C1—Fe1—C4—C538.5 (3)C18—Fe2—C21—C2081.0 (4)
C5ii—Fe1—C4—C5180.0C19iii—Fe2—C21—C20143.6 (3)
C2—Fe1—C4—C582.9 (4)C19—Fe2—C21—C2036.4 (3)
C2ii—Fe1—C4—C597.1 (4)C22iii—Fe2—C21—C2060.2 (5)
C3—Fe1—C4—C5120.4 (5)C22—Fe2—C21—C20119.8 (5)
C3ii—Fe1—C4—C559.6 (5)C20iii—Fe2—C21—C20180.0
C1ii—Fe1—C4—C398.1 (4)C18iii—Fe2—C21—C22141.2 (3)
C1—Fe1—C4—C381.9 (4)C18—Fe2—C21—C2238.8 (3)
C5—Fe1—C4—C3120.4 (5)C19iii—Fe2—C21—C2296.6 (4)
C5ii—Fe1—C4—C359.6 (5)C19—Fe2—C21—C2283.4 (4)
C2—Fe1—C4—C337.5 (3)C22iii—Fe2—C21—C22180.0
C2ii—Fe1—C4—C3142.5 (3)C20iii—Fe2—C21—C2260.2 (5)
C3ii—Fe1—C4—C3180.000 (1)C20—Fe2—C21—C22119.8 (5)
C3—C4—C5—C10.1 (6)C20—C21—C22—C180.3 (7)
Fe1—C4—C5—C158.6 (4)Fe2—C21—C22—C1859.2 (4)
C3—C4—C5—Fe158.7 (4)C20—C21—C22—Fe259.5 (4)
C2—C1—C5—C40.9 (6)C19—C18—C22—C210.4 (7)
P1—C1—C5—C4175.6 (4)P2—C18—C22—C21175.9 (5)
Fe1—C1—C5—C460.2 (4)Fe2—C18—C22—C2160.2 (4)
C2—C1—C5—Fe161.1 (4)C19—C18—C22—Fe259.9 (4)
P1—C1—C5—Fe1124.2 (4)P2—C18—C22—Fe2123.9 (5)
C1ii—Fe1—C5—C461.1 (5)C18iii—Fe2—C22—C2162.3 (5)
C1—Fe1—C5—C4118.9 (5)C18—Fe2—C22—C21117.7 (5)
C2—Fe1—C5—C480.5 (4)C19iii—Fe2—C22—C21100.1 (4)
C2ii—Fe1—C5—C499.5 (4)C19—Fe2—C22—C2179.9 (4)
C3—Fe1—C5—C436.7 (4)C21iii—Fe2—C22—C21180.0
C3ii—Fe1—C5—C4143.3 (4)C20iii—Fe2—C22—C21142.9 (3)
C4ii—Fe1—C5—C4180.0C20—Fe2—C22—C2137.1 (3)
C1ii—Fe1—C5—C1180.0C18iii—Fe2—C22—C18180.0
C2—Fe1—C5—C138.4 (3)C19iii—Fe2—C22—C18142.1 (3)
C2ii—Fe1—C5—C1141.6 (3)C19—Fe2—C22—C1837.9 (3)
C3—Fe1—C5—C182.2 (4)C21iii—Fe2—C22—C1862.3 (5)
C3ii—Fe1—C5—C197.8 (4)C21—Fe2—C22—C18117.7 (5)
C4—Fe1—C5—C1118.9 (5)C20iii—Fe2—C22—C1899.3 (4)
C4ii—Fe1—C5—C161.1 (5)C20—Fe2—C22—C1880.7 (4)
C1—P1—C6—C7169.3 (7)C18—P2—C23—C28156.4 (5)
C12—P1—C6—C743.7 (7)C29—P2—C23—C2875.4 (6)
C1—P1—C6—C1116.2 (7)C18—P2—C23—C2422.8 (7)
C12—P1—C6—C11141.8 (6)C29—P2—C23—C24105.4 (6)
C11—C6—C7—C85.6 (14)C28—C23—C24—C251.2 (11)
P1—C6—C7—C8179.9 (8)P2—C23—C24—C25178.0 (7)
C6—C7—C8—C92.0 (17)C23—C24—C25—C260.3 (14)
C7—C8—C9—C101.7 (17)C24—C25—C26—C271.3 (15)
C8—C9—C10—C111.8 (17)C25—C26—C27—C281.8 (14)
C7—C6—C11—C105.4 (13)C26—C27—C28—C230.9 (12)
P1—C6—C11—C10179.9 (7)C24—C23—C28—C270.6 (11)
C9—C10—C11—C61.9 (16)P2—C23—C28—C27178.6 (6)
C1—P1—C12—C1370.6 (6)C18—P2—C29—C3470.2 (6)
C6—P1—C12—C1350.8 (6)C23—P2—C29—C3455.8 (6)
C1—P1—C12—C17107.1 (5)C18—P2—C29—C30108.1 (5)
C6—P1—C12—C17131.5 (5)C23—P2—C29—C30125.9 (5)
C17—C12—C13—C140.5 (10)C34—C29—C30—C310.7 (10)
P1—C12—C13—C14177.2 (6)P2—C29—C30—C31179.1 (5)
C12—C13—C14—C151.6 (12)C29—C30—C31—C321.1 (12)
C13—C14—C15—C162.1 (14)C30—C31—C32—C331.0 (14)
C14—C15—C16—C171.5 (14)C31—C32—C33—C343.4 (14)
C15—C16—C17—C120.3 (12)C30—C29—C34—C331.7 (11)
C13—C12—C17—C160.1 (10)P2—C29—C34—C33176.6 (6)
P1—C12—C17—C16177.9 (6)C32—C33—C34—C293.7 (13)
Symmetry codes: (i) x, y+1, z+1; (ii) x, y, z+1; (iii) x, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2A···Cl6ii0.982.853.829 (6)173
C13—H13A···Cl6ii0.932.873.671 (7)145
C27—H27A···Cl30.932.843.508 (8)130
C3—H3A···Cl1ii0.982.833.582 (7)134
C9—H9A···Cl5iv0.932.833.744 (9)168
C19—H19A···Cl2v0.982.873.564 (6)128
C21—H21A···Cl8vi0.982.833.582 (6)134
C28—H28A···Cl5v0.932.813.679 (7)155
C22—H22A···Cl4vi0.982.663.636 (6)173
Symmetry codes: (ii) x, y, z+1; (iv) x+1/2, y+1/2, z1/2; (v) x1/2, y+1/2, z1/2; (vi) x+1/2, y1/2, z+1/2.

Experimental details

Crystal data
Chemical formula2[Fe(C17H14P)2]·[Sb4Cl16]·C2H6O
Mr2208.98
Crystal system, space groupMonoclinic, P21/n
Temperature (K)293
a, b, c (Å)11.6280 (3), 15.0898 (3), 25.6100 (6)
β (°) 90.342 (1)
V3)4493.56 (18)
Z2
Radiation typeMo Kα
µ (mm1)2.08
Crystal size (mm)0.34 × 0.22 × 0.20
Data collection
DiffractometerSiemens SMART CCD area-detector
diffractometer
Absorption correctionEmpirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.538, 0.681
No. of measured, independent and
observed [I > 2σ(I)] reflections
25353, 7901, 5408
Rint0.084
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.042, 0.108, 0.96
No. of reflections7901
No. of parameters454
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.70, 1.01

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT, SHELXTL (Sheldrick, 1997), SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990).

Selected geometric parameters (Å, º) top
P1—C11.764 (6)Sb1—Cl42.743 (2)
P1—C61.792 (6)Sb1—Cl8i3.012 (2)
P1—C121.793 (6)Sb1—Cl83.227 (2)
P2—C181.776 (6)Sb2—Cl52.397 (2)
P2—C291.782 (6)Sb2—Cl72.442 (2)
P2—C231.800 (6)Sb2—Cl62.462 (2)
Sb1—Cl32.402 (2)Sb2—Cl82.869 (2)
Sb1—Cl22.431 (2)Sb2—Cl4i2.949 (2)
Sb1—Cl12.547 (2)Sb2—Cl13.329 (2)
Cl1—Sb1—Cl4174.18 (5)Cl6—Sb2—Cl8177.21 (5)
Cl2—Sb1—Cl8i177.24 (6)Cl7—Sb2—Cl4i173.11 (6)
Cl3—Sb1—Cl8170.37 (5)Cl5—Sb2—Cl1164.68 (5)
Symmetry code: (i) x, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2A···Cl6ii0.982.853.829 (6)173
C13—H13A···Cl6ii0.932.873.671 (7)145
C27—H27A···Cl30.932.843.508 (8)130
C3—H3A···Cl1ii0.982.833.582 (7)134
C9—H9A···Cl5iii0.932.833.744 (9)168
C19—H19A···Cl2iv0.982.873.564 (6)128
C21—H21A···Cl8v0.982.833.582 (6)134
C28—H28A···Cl5iv0.932.813.679 (7)155
C22—H22A···Cl4v0.982.663.636 (6)173
Symmetry codes: (ii) x, y, z+1; (iii) x+1/2, y+1/2, z1/2; (iv) x1/2, y+1/2, z1/2; (v) x+1/2, y1/2, z+1/2.
 

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