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In our ongoing development of ferrocene ligands, 1-di­methyl­amino-2-(diphenyl­phosphino­thio­yl)ferrocene is being used as a convenient building block to obtain racemic or enantio­merically pure ligands. Using this building block in large excess allowed the formation of several by-products, two of which have already been reported; the structure of a third by-product, namely 1-(diphenyl­phosphino­thio­yl)-2-{[(diphenyl­phos­phino­thio­yl)sulfanyl]methyl}ferrocene, [Fe(C5H5)(C30H25P2S3)], is presented here. The crystal structure is built up from a ferrocene unit, with one of the cyclo­penta­dienyl (Cp) rings substituted in the 1- and 2-positions by a protected diphenyl­phosphino­thioyl group and a [(diphenyl­phosphino­thio­yl)sulfanyl]methyl fragment, –CH2SP(=S)Ph2. There are C—H...S inter­actions which result in the formation of chains parallel to the c axis. After desulfurization, the crude material was then reacted with Pd and Pt (M) precursors [MCl2(CH3CN)2] to yield two isostructural dinuclear complexes arranged around twofold axes, namely (R,R/S,S)-bis­{μ-[2-(di­­phenylphosphan­yl)ferrocen-1-yl]methane­thiol­ato-κ3P,S:S}bis[chlorido­palladium(II)] pentane disolvate, [Pd2{Fe(C5H5)(C18H15PS)}2Cl2]·2C5H12, and the platinum(II) ana­logue, (R,R/S,S)-bis­{μ-[2-(di­phenyl­phosphan­yl)ferrocen-1-yl]methanethiol­ato-κ3P,S:S}bis­[chlorido­platinum(II)] toluene mono­sol­vate, [Pt2{Fe(C5H5)(C18H15PS)}2Cl2]·C7H8, in which the two metal atoms present a slightly distorted square-planar geometry formed by two bridging S atoms and P and Cl atoms. The P,S-chelating ligand results from the rupture of one of the P—S bonds in the starting ligand. These dinuclear complexes display a butterfly geometry. Surprisingly, only the (R,R/S,S) diastereo­isomer has been isolated.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229614007554/fa3335sup1.cif
Contains datablocks 2, 3, 4, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614007554/fa33352sup2.hkl
Contains datablock 2

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614007554/fa33353sup3.hkl
Contains datablock 3

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614007554/fa33354sup4.hkl
Contains datablock 4

CCDC references: 995434; 995435; 995436

Computing details top

Data collection: CrysAlis PRO (Agilent, 2012) for (2), (4); APEX2 (Bruker, 2013) for (3). Cell refinement: CrysAlis PRO (Agilent, 2012) for (2), (4); SAINT (Bruker, 2013) for (3). Data reduction: CrysAlis PRO (Agilent, 2012) for (2), (4); SAINT (Bruker, 2013) for (3). For all structures, program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008). Molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 2012) for (2), (4); ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2008) for (3). For all structures, software used to prepare material for publication: SHELXL2013 (Sheldrick, 2008).

1-(diphenylphosphinothioyl)-2-{[(diphenylphosphinothioyl)sulfanyl]methyl}ferrocene (2) top
Crystal data top
[Fe(C5H5)(C30H25P2S3)]F(000) = 1376
Mr = 664.56Dx = 1.432 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 19578 reflections
a = 10.7284 (4) Åθ = 3.1–28.4°
b = 23.9422 (11) ŵ = 0.82 mm1
c = 12.0949 (6) ÅT = 180 K
β = 97.311 (4)°Block, orange
V = 3081.5 (2) Å30.75 × 0.62 × 0.50 mm
Z = 4
Data collection top
Oxford Xcalibur
diffractometer with Sapphire1 detector and long-nozzle cooler
6763 independent reflections
Radiation source: fine-focus sealed tube5819 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.037
Detector resolution: 8.2632 pixels mm-1θmax = 27.1°, θmin = 3.1°
ω scansh = 1313
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2010)
k = 3030
Tmin = 0.686, Tmax = 1.0l = 1515
32489 measured reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.030H-atom parameters constrained
wR(F2) = 0.075 w = 1/[σ2(Fo2) + (0.0365P)2 + 1.6561P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.001
6763 reflectionsΔρmax = 0.35 e Å3
370 parametersΔρmin = 0.40 e Å3
Special details top

Experimental. Absorption correction: Multi-scan absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro (Oxford Diffraction, 2010)

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*/Ueq
Fe10.67877 (2)0.01569 (2)0.34245 (2)0.02225 (7)
S10.55818 (5)0.10535 (2)0.05226 (4)0.03312 (11)
S20.81884 (4)0.20326 (2)0.30072 (3)0.02181 (9)
S31.07687 (4)0.15148 (2)0.45763 (4)0.03104 (11)
P10.48494 (4)0.10853 (2)0.19230 (4)0.02038 (9)
P20.93866 (4)0.20425 (2)0.45098 (3)0.01853 (9)
C10.58641 (15)0.08910 (6)0.31561 (13)0.0188 (3)
C20.71983 (15)0.09855 (6)0.34139 (13)0.0194 (3)
C30.75804 (17)0.07563 (7)0.44893 (14)0.0238 (3)
H30.84140.07550.48650.029*
C40.65162 (18)0.05301 (7)0.49053 (15)0.0266 (4)
H40.65110.03560.56100.032*
C50.54625 (16)0.06073 (7)0.40962 (14)0.0240 (3)
H50.46280.04910.41620.029*
C60.7805 (2)0.02143 (9)0.2317 (2)0.0430 (5)
H60.83530.00270.18810.052*
C70.6517 (2)0.03169 (9)0.20042 (19)0.0453 (6)
H70.60430.02140.13170.054*
C80.6055 (2)0.05970 (8)0.2883 (2)0.0485 (6)
H80.52120.07160.28960.058*
C90.7056 (2)0.06729 (8)0.3743 (2)0.0468 (6)
H90.70080.08510.44380.056*
C100.8138 (2)0.04379 (9)0.3390 (2)0.0427 (5)
H100.89530.04310.38030.051*
C210.80586 (15)0.12796 (7)0.27354 (14)0.0220 (3)
H21A0.77560.12210.19360.026*
H21B0.89050.11100.28880.026*
C1110.34836 (16)0.06368 (7)0.19242 (15)0.0245 (4)
C1120.33480 (17)0.01742 (8)0.12312 (16)0.0297 (4)
H1120.39560.00980.07450.036*
C1130.23261 (19)0.01771 (8)0.12476 (19)0.0384 (5)
H1130.22340.04940.07720.046*
C1140.14420 (19)0.00686 (8)0.1951 (2)0.0401 (5)
H1140.07460.03130.19630.048*
C1150.15629 (18)0.03941 (8)0.26390 (19)0.0371 (5)
H1150.09510.04680.31220.044*
C1160.25799 (17)0.07497 (8)0.26221 (17)0.0304 (4)
H1160.26600.10710.30870.036*
C1210.42835 (15)0.17753 (7)0.21989 (16)0.0251 (4)
C1220.34943 (19)0.20409 (9)0.1359 (2)0.0406 (5)
H1220.32360.18530.06760.049*
C1230.3088 (2)0.25792 (10)0.1519 (3)0.0562 (7)
H1230.25370.27600.09530.067*
C1240.3483 (2)0.28520 (9)0.2501 (3)0.0568 (8)
H1240.32270.32270.25970.068*
C1250.4238 (2)0.25923 (9)0.3341 (2)0.0481 (6)
H1250.44880.27830.40230.058*
C1260.46399 (18)0.20472 (8)0.31954 (18)0.0331 (4)
H1260.51580.18630.37800.040*
C2110.83973 (16)0.19367 (7)0.55963 (14)0.0209 (3)
C2120.88425 (19)0.16251 (7)0.65311 (15)0.0292 (4)
H2120.96790.14870.66210.035*
C2130.8057 (2)0.15166 (8)0.73336 (16)0.0377 (5)
H2130.83640.13080.79790.045*
C2140.6847 (2)0.17062 (9)0.72043 (17)0.0403 (5)
H2140.63090.16180.77450.048*
C2150.64057 (19)0.20267 (9)0.62876 (17)0.0370 (5)
H2150.55700.21660.62080.044*
C2160.71777 (16)0.21445 (8)0.54851 (15)0.0268 (4)
H2160.68750.23670.48580.032*
C2210.98860 (15)0.27645 (7)0.45827 (14)0.0218 (3)
C2221.07424 (19)0.29455 (8)0.38968 (18)0.0355 (4)
H2221.10410.26950.33810.043*
C2231.1164 (2)0.34916 (9)0.3964 (2)0.0405 (5)
H2231.17380.36170.34800.049*
C2241.07633 (19)0.38538 (8)0.47180 (18)0.0352 (4)
H2241.10750.42260.47720.042*
C2250.9913 (3)0.36781 (9)0.5393 (2)0.0513 (6)
H2250.96240.39300.59110.062*
C2260.9471 (2)0.31333 (9)0.53275 (18)0.0438 (6)
H2260.88790.30140.57990.053*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Fe10.02593 (13)0.01308 (11)0.02655 (14)0.00217 (9)0.00119 (9)0.00136 (9)
S10.0376 (3)0.0404 (3)0.0220 (2)0.0030 (2)0.00619 (18)0.00167 (19)
S20.0275 (2)0.01965 (19)0.0178 (2)0.00249 (16)0.00097 (15)0.00310 (15)
S30.0225 (2)0.0270 (2)0.0428 (3)0.00562 (17)0.00124 (18)0.00381 (19)
P10.0208 (2)0.0180 (2)0.0220 (2)0.00031 (16)0.00122 (15)0.00052 (16)
P20.01922 (19)0.01693 (19)0.0195 (2)0.00074 (15)0.00259 (15)0.00007 (15)
C10.0212 (8)0.0135 (7)0.0219 (8)0.0013 (6)0.0036 (6)0.0016 (6)
C20.0231 (8)0.0135 (7)0.0215 (8)0.0008 (6)0.0019 (6)0.0017 (6)
C30.0299 (9)0.0170 (8)0.0233 (9)0.0022 (7)0.0019 (7)0.0016 (6)
C40.0396 (10)0.0187 (8)0.0213 (9)0.0037 (7)0.0033 (7)0.0023 (7)
C50.0279 (9)0.0184 (8)0.0266 (9)0.0018 (7)0.0073 (7)0.0003 (7)
C60.0533 (13)0.0292 (10)0.0487 (13)0.0134 (9)0.0156 (10)0.0090 (9)
C70.0600 (14)0.0299 (10)0.0419 (12)0.0166 (10)0.0101 (10)0.0191 (9)
C80.0465 (12)0.0188 (9)0.0782 (18)0.0017 (9)0.0009 (12)0.0181 (10)
C90.0690 (16)0.0155 (9)0.0556 (14)0.0110 (9)0.0061 (12)0.0031 (9)
C100.0416 (12)0.0280 (10)0.0555 (14)0.0174 (9)0.0049 (10)0.0085 (9)
C210.0228 (8)0.0209 (8)0.0226 (8)0.0022 (6)0.0038 (6)0.0043 (6)
C1110.0216 (8)0.0201 (8)0.0306 (9)0.0014 (6)0.0006 (7)0.0004 (7)
C1120.0289 (9)0.0243 (9)0.0358 (10)0.0005 (7)0.0033 (7)0.0040 (7)
C1130.0353 (10)0.0237 (9)0.0552 (14)0.0033 (8)0.0016 (9)0.0084 (9)
C1140.0279 (10)0.0234 (9)0.0684 (15)0.0052 (8)0.0045 (9)0.0005 (9)
C1150.0262 (9)0.0301 (10)0.0564 (13)0.0003 (8)0.0113 (9)0.0001 (9)
C1160.0264 (9)0.0239 (9)0.0412 (11)0.0007 (7)0.0057 (8)0.0053 (8)
C1210.0200 (8)0.0177 (8)0.0380 (10)0.0015 (6)0.0053 (7)0.0041 (7)
C1220.0288 (10)0.0350 (11)0.0562 (14)0.0007 (8)0.0016 (9)0.0155 (10)
C1230.0307 (11)0.0378 (13)0.101 (2)0.0130 (10)0.0131 (12)0.0341 (14)
C1240.0461 (13)0.0235 (10)0.110 (2)0.0139 (10)0.0451 (15)0.0138 (13)
C1250.0551 (14)0.0252 (10)0.0703 (16)0.0027 (10)0.0322 (12)0.0081 (10)
C1260.0352 (10)0.0229 (9)0.0426 (11)0.0047 (8)0.0104 (8)0.0035 (8)
C2110.0273 (8)0.0163 (7)0.0195 (8)0.0042 (6)0.0048 (6)0.0020 (6)
C2120.0435 (11)0.0212 (8)0.0226 (9)0.0015 (8)0.0029 (8)0.0006 (7)
C2130.0694 (15)0.0220 (9)0.0235 (10)0.0057 (9)0.0125 (9)0.0032 (7)
C2140.0580 (14)0.0340 (11)0.0337 (11)0.0193 (10)0.0251 (10)0.0089 (9)
C2150.0308 (10)0.0439 (12)0.0384 (11)0.0077 (9)0.0127 (8)0.0121 (9)
C2160.0271 (9)0.0291 (9)0.0240 (9)0.0018 (7)0.0034 (7)0.0030 (7)
C2210.0234 (8)0.0192 (8)0.0225 (8)0.0033 (6)0.0024 (6)0.0006 (6)
C2220.0372 (10)0.0250 (9)0.0486 (12)0.0021 (8)0.0219 (9)0.0018 (8)
C2230.0373 (11)0.0303 (10)0.0581 (14)0.0070 (9)0.0221 (10)0.0055 (10)
C2240.0395 (11)0.0229 (9)0.0423 (12)0.0111 (8)0.0022 (9)0.0010 (8)
C2250.0856 (18)0.0306 (11)0.0438 (13)0.0223 (11)0.0315 (12)0.0164 (10)
C2260.0705 (15)0.0307 (10)0.0364 (12)0.0217 (10)0.0311 (11)0.0113 (9)
Geometric parameters (Å, º) top
Fe1—C12.0236 (15)C112—C1131.384 (3)
Fe1—C22.0327 (16)C112—H1120.9500
Fe1—C52.0343 (17)C113—C1141.377 (3)
Fe1—C102.0357 (19)C113—H1130.9500
Fe1—C62.037 (2)C114—C1151.382 (3)
Fe1—C92.037 (2)C114—H1140.9500
Fe1—C32.0403 (16)C115—C1161.386 (3)
Fe1—C82.043 (2)C115—H1150.9500
Fe1—C72.048 (2)C116—H1160.9500
Fe1—C42.0553 (18)C121—C1261.380 (3)
S1—P11.9572 (6)C121—C1221.391 (3)
S2—C211.8348 (17)C122—C1231.382 (3)
S2—P22.0884 (6)C122—H1220.9500
S3—P21.9419 (6)C123—C1241.374 (4)
P1—C11.7923 (17)C123—H1230.9500
P1—C1211.8059 (17)C124—C1251.366 (4)
P1—C1111.8168 (18)C124—H1240.9500
P2—C2211.8086 (17)C125—C1261.393 (3)
P2—C2111.8091 (17)C125—H1250.9500
C1—C51.437 (2)C126—H1260.9500
C1—C21.444 (2)C211—C2121.388 (2)
C2—C31.423 (2)C211—C2161.390 (2)
C2—C211.488 (2)C212—C2131.389 (3)
C3—C41.413 (3)C212—H2120.9500
C3—H30.9500C213—C2141.365 (3)
C4—C51.410 (2)C213—H2130.9500
C4—H40.9500C214—C2151.382 (3)
C5—H50.9500C214—H2140.9500
C6—C101.407 (3)C215—C2161.383 (3)
C6—C71.407 (3)C215—H2150.9500
C6—H60.9500C216—H2160.9500
C7—C81.399 (4)C221—C2261.375 (3)
C7—H70.9500C221—C2221.384 (3)
C8—C91.410 (3)C222—C2231.383 (3)
C8—H80.9500C222—H2220.9500
C9—C101.404 (3)C223—C2241.367 (3)
C9—H90.9500C223—H2230.9500
C10—H100.9500C224—C2251.366 (3)
C21—H21A0.9900C224—H2240.9500
C21—H21B0.9900C225—C2261.387 (3)
C111—C1121.385 (2)C225—H2250.9500
C111—C1161.391 (3)C226—H2260.9500
C1—Fe1—C241.69 (6)C6—C7—H7126.0
C1—Fe1—C541.48 (7)Fe1—C7—H7126.4
C2—Fe1—C569.40 (7)C7—C8—C9108.2 (2)
C1—Fe1—C10159.98 (9)C7—C8—Fe170.19 (12)
C2—Fe1—C10121.82 (8)C9—C8—Fe169.56 (12)
C5—Fe1—C10156.13 (9)C7—C8—H8125.9
C1—Fe1—C6124.47 (8)C9—C8—H8125.9
C2—Fe1—C6106.68 (8)Fe1—C8—H8125.9
C5—Fe1—C6162.61 (8)C10—C9—C8107.8 (2)
C10—Fe1—C640.44 (9)C10—C9—Fe169.77 (11)
C1—Fe1—C9158.75 (9)C8—C9—Fe170.02 (12)
C2—Fe1—C9158.04 (9)C10—C9—H9126.1
C5—Fe1—C9122.05 (9)C8—C9—H9126.1
C10—Fe1—C940.34 (10)Fe1—C9—H9125.7
C6—Fe1—C967.93 (10)C9—C10—C6108.1 (2)
C1—Fe1—C369.30 (7)C9—C10—Fe169.89 (12)
C2—Fe1—C340.90 (6)C6—C10—Fe169.82 (11)
C5—Fe1—C368.37 (7)C9—C10—H10126.0
C10—Fe1—C3105.33 (8)C6—C10—H10126.0
C6—Fe1—C3120.46 (9)Fe1—C10—H10125.9
C9—Fe1—C3121.93 (9)C2—C21—S2113.86 (11)
C1—Fe1—C8123.73 (8)C2—C21—H21A108.8
C2—Fe1—C8159.24 (9)S2—C21—H21A108.8
C5—Fe1—C8109.66 (8)C2—C21—H21B108.8
C10—Fe1—C867.75 (9)S2—C21—H21B108.8
C6—Fe1—C867.68 (10)H21A—C21—H21B107.7
C9—Fe1—C840.42 (10)C112—C111—C116119.67 (17)
C3—Fe1—C8159.45 (9)C112—C111—P1119.64 (14)
C1—Fe1—C7109.40 (8)C116—C111—P1120.68 (13)
C2—Fe1—C7122.89 (9)C113—C112—C111119.98 (18)
C5—Fe1—C7126.64 (8)C113—C112—H112120.0
C10—Fe1—C767.72 (9)C111—C112—H112120.0
C6—Fe1—C740.31 (9)C114—C113—C112120.22 (19)
C9—Fe1—C767.68 (10)C114—C113—H113119.9
C3—Fe1—C7157.26 (9)C112—C113—H113119.9
C8—Fe1—C740.00 (10)C113—C114—C115120.27 (18)
C1—Fe1—C468.98 (7)C113—C114—H114119.9
C2—Fe1—C468.65 (7)C115—C114—H114119.9
C5—Fe1—C440.33 (7)C114—C115—C116119.83 (19)
C10—Fe1—C4120.15 (8)C114—C115—H115120.1
C6—Fe1—C4155.53 (9)C116—C115—H115120.1
C9—Fe1—C4106.94 (9)C115—C116—C111120.02 (18)
C3—Fe1—C440.36 (7)C115—C116—H116120.0
C8—Fe1—C4124.91 (9)C111—C116—H116120.0
C7—Fe1—C4161.99 (9)C126—C121—C122119.84 (18)
C21—S2—P2101.03 (6)C126—C121—P1122.04 (14)
C1—P1—C121105.46 (8)C122—C121—P1118.09 (16)
C1—P1—C111104.51 (8)C123—C122—C121119.8 (2)
C121—P1—C111104.50 (8)C123—C122—H122120.1
C1—P1—S1116.22 (6)C121—C122—H122120.1
C121—P1—S1112.14 (6)C124—C123—C122119.8 (2)
C111—P1—S1112.98 (6)C124—C123—H123120.1
C221—P2—C211107.21 (8)C122—C123—H123120.1
C221—P2—S3113.57 (6)C125—C124—C123121.0 (2)
C211—P2—S3113.22 (6)C125—C124—H124119.5
C221—P2—S2101.47 (6)C123—C124—H124119.5
C211—P2—S2106.11 (6)C124—C125—C126119.7 (2)
S3—P2—S2114.26 (3)C124—C125—H125120.1
C5—C1—C2106.98 (14)C126—C125—H125120.1
C5—C1—P1124.73 (12)C121—C126—C125119.8 (2)
C2—C1—P1128.29 (12)C121—C126—H126120.1
C5—C1—Fe169.66 (9)C125—C126—H126120.1
C2—C1—Fe169.49 (9)C212—C211—C216119.56 (16)
P1—C1—Fe1126.30 (8)C212—C211—P2119.62 (14)
C3—C2—C1107.42 (14)C216—C211—P2120.77 (13)
C3—C2—C21124.05 (15)C211—C212—C213119.57 (18)
C1—C2—C21128.51 (15)C211—C212—H212120.2
C3—C2—Fe169.83 (9)C213—C212—H212120.2
C1—C2—Fe168.81 (9)C214—C213—C212120.70 (19)
C21—C2—Fe1127.99 (11)C214—C213—H213119.6
C4—C3—C2108.76 (15)C212—C213—H213119.6
C4—C3—Fe170.39 (10)C213—C214—C215120.04 (18)
C2—C3—Fe169.26 (9)C213—C214—H214120.0
C4—C3—H3125.6C215—C214—H214120.0
C2—C3—H3125.6C214—C215—C216120.12 (19)
Fe1—C3—H3126.3C214—C215—H215119.9
C5—C4—C3108.39 (15)C216—C215—H215119.9
C5—C4—Fe169.03 (10)C215—C216—C211119.96 (18)
C3—C4—Fe169.25 (10)C215—C216—H216120.0
C5—C4—H4125.8C211—C216—H216120.0
C3—C4—H4125.8C226—C221—C222119.13 (17)
Fe1—C4—H4127.5C226—C221—P2121.80 (14)
C4—C5—C1108.46 (15)C222—C221—P2119.03 (14)
C4—C5—Fe170.64 (10)C223—C222—C221119.87 (18)
C1—C5—Fe168.86 (9)C223—C222—H222120.1
C4—C5—H5125.8C221—C222—H222120.1
C1—C5—H5125.8C224—C223—C222120.74 (19)
Fe1—C5—H5126.3C224—C223—H223119.6
C10—C6—C7107.9 (2)C222—C223—H223119.6
C10—C6—Fe169.74 (12)C225—C224—C223119.62 (18)
C7—C6—Fe170.28 (12)C225—C224—H224120.2
C10—C6—H6126.1C223—C224—H224120.2
C7—C6—H6126.1C224—C225—C226120.3 (2)
Fe1—C6—H6125.5C224—C225—H225119.8
C8—C7—C6108.1 (2)C226—C225—H225119.8
C8—C7—Fe169.81 (12)C221—C226—C225120.29 (19)
C6—C7—Fe169.41 (12)C221—C226—H226119.9
C8—C7—H7126.0C225—C226—H226119.9
(R,R/S,S)-Bis{µ-[2-(diphenylphosphanyl)ferrocen-1-yl]methanethiolato-κ3P,S:S}bis[chloridopalladium(II)] pentane disolvate (3) top
Crystal data top
[Fe2Pd2(C5H5)2(C18H15PS)2Cl2]·2C5H12F(000) = 2560
Mr = 1258.53Dx = 1.644 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
a = 22.5734 (4) ÅCell parameters from 9010 reflections
b = 11.0824 (2) Åθ = 2.4–36.3°
c = 21.1091 (4) ŵ = 1.54 mm1
β = 105.653 (1)°T = 180 K
V = 5084.96 (16) Å3Block, orange
Z = 40.34 × 0.19 × 0.10 mm
Data collection top
Bruker APEXII CCD area-detector
diffractometer
5210 independent reflections
Radiation source: fine-focus sealed tube4742 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
φ and ω scansθmax = 26.4°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2003)
h = 2828
Tmin = 0.596, Tmax = 0.747k = 1313
78869 measured reflectionsl = 2626
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.023H-atom parameters constrained
wR(F2) = 0.051 w = 1/[σ2(Fo2) + (0.0132P)2 + 14.9112P]
where P = (Fo2 + 2Fc2)/3
S = 1.11(Δ/σ)max = 0.002
5210 reflectionsΔρmax = 0.60 e Å3
253 parametersΔρmin = 0.32 e Å3
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*/Ueq
Pd10.92541 (2)0.09502 (2)0.73265 (2)0.01769 (5)
Fe10.88116 (2)0.04219 (3)0.52425 (2)0.01968 (7)
Cl10.86299 (2)0.15245 (6)0.79979 (3)0.03189 (13)
S10.99385 (2)0.02674 (5)0.67910 (2)0.01897 (10)
P10.85153 (2)0.14917 (5)0.64028 (2)0.01744 (10)
C10.87006 (9)0.12045 (19)0.56396 (10)0.0200 (4)
C20.93170 (9)0.11053 (18)0.55651 (10)0.0198 (4)
C30.92626 (10)0.09225 (19)0.48813 (10)0.0229 (4)
H30.95950.08310.46890.027*
C40.86290 (10)0.0900 (2)0.45367 (10)0.0263 (5)
H40.84660.07910.40760.032*
C50.82813 (10)0.1068 (2)0.49980 (10)0.0236 (4)
H50.78450.10870.48990.028*
C60.87618 (11)0.1753 (2)0.58992 (11)0.0297 (5)
H60.87790.16360.63500.036*
C70.92688 (11)0.1970 (2)0.56451 (12)0.0308 (5)
H70.96870.20260.58950.037*
C80.90476 (12)0.2090 (2)0.49527 (12)0.0328 (5)
H80.92900.22420.46570.039*
C90.84006 (12)0.1943 (2)0.47806 (12)0.0340 (5)
H90.81330.19750.43480.041*
C100.82223 (11)0.1738 (2)0.53666 (13)0.0323 (5)
H100.78140.16140.53970.039*
C210.99066 (9)0.1246 (2)0.60896 (10)0.0230 (4)
H21A0.99510.20960.62390.028*
H21B1.02550.10520.59050.028*
C1110.77901 (9)0.07201 (19)0.63370 (10)0.0217 (4)
C1120.77877 (11)0.0334 (2)0.66927 (11)0.0264 (5)
H1120.81590.06160.69850.032*
C1130.72484 (12)0.0975 (2)0.66250 (12)0.0356 (6)
H1130.72510.17020.68640.043*
C1140.67068 (12)0.0556 (3)0.62088 (13)0.0423 (7)
H1140.63360.09940.61640.051*
C1150.67004 (12)0.0494 (3)0.58571 (13)0.0417 (6)
H1150.63250.07800.55730.050*
C1160.72424 (10)0.1136 (2)0.59182 (11)0.0304 (5)
H1160.72380.18580.56740.036*
C1210.83252 (9)0.30930 (19)0.63502 (10)0.0205 (4)
C1220.85682 (11)0.3865 (2)0.59653 (12)0.0293 (5)
H1220.88260.35530.57160.035*
C1230.84346 (12)0.5090 (2)0.59445 (13)0.0362 (6)
H1230.85990.56130.56780.043*
C1240.80635 (12)0.5549 (2)0.63092 (12)0.0343 (5)
H1240.79770.63890.62970.041*
C1250.78166 (11)0.4791 (2)0.66928 (12)0.0326 (5)
H1250.75570.51080.69400.039*
C1260.79494 (10)0.3563 (2)0.67160 (11)0.0280 (5)
H1260.77830.30430.69820.034*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pd10.01777 (8)0.01998 (8)0.01567 (8)0.00106 (6)0.00511 (6)0.00112 (6)
Fe10.02284 (14)0.01817 (15)0.01825 (14)0.00331 (12)0.00593 (11)0.00204 (11)
Cl10.0253 (3)0.0480 (4)0.0237 (3)0.0110 (2)0.0089 (2)0.0016 (2)
S10.0183 (2)0.0214 (3)0.0174 (2)0.00077 (19)0.00517 (18)0.00184 (19)
P10.0187 (2)0.0161 (2)0.0177 (2)0.00008 (19)0.00521 (19)0.00143 (19)
C10.0238 (10)0.0180 (10)0.0176 (9)0.0004 (8)0.0047 (8)0.0014 (8)
C20.0250 (10)0.0160 (10)0.0194 (10)0.0021 (8)0.0079 (8)0.0005 (8)
C30.0279 (11)0.0220 (11)0.0206 (10)0.0043 (9)0.0096 (8)0.0007 (8)
C40.0331 (12)0.0263 (12)0.0185 (10)0.0012 (9)0.0052 (9)0.0017 (9)
C50.0255 (10)0.0235 (11)0.0203 (10)0.0002 (9)0.0036 (8)0.0024 (8)
C60.0455 (13)0.0175 (11)0.0284 (11)0.0066 (10)0.0138 (10)0.0001 (9)
C70.0338 (12)0.0187 (11)0.0394 (13)0.0017 (9)0.0088 (10)0.0022 (10)
C80.0446 (14)0.0201 (11)0.0401 (13)0.0013 (10)0.0223 (11)0.0056 (10)
C90.0408 (13)0.0265 (12)0.0320 (12)0.0105 (10)0.0053 (10)0.0110 (10)
C100.0313 (12)0.0226 (12)0.0466 (14)0.0100 (10)0.0166 (11)0.0071 (10)
C210.0236 (10)0.0272 (12)0.0197 (10)0.0060 (9)0.0085 (8)0.0013 (8)
C1110.0226 (10)0.0233 (11)0.0210 (10)0.0051 (8)0.0087 (8)0.0031 (8)
C1120.0344 (12)0.0252 (12)0.0233 (10)0.0030 (9)0.0140 (9)0.0010 (9)
C1130.0516 (15)0.0292 (13)0.0327 (12)0.0147 (11)0.0229 (11)0.0067 (10)
C1140.0386 (14)0.0518 (17)0.0410 (14)0.0256 (13)0.0184 (12)0.0186 (13)
C1150.0259 (12)0.0559 (18)0.0404 (14)0.0090 (12)0.0038 (10)0.0050 (13)
C1160.0251 (11)0.0348 (13)0.0291 (12)0.0045 (10)0.0038 (9)0.0025 (10)
C1210.0206 (9)0.0168 (10)0.0221 (10)0.0003 (8)0.0026 (8)0.0004 (8)
C1220.0345 (12)0.0237 (12)0.0332 (12)0.0024 (9)0.0150 (10)0.0016 (9)
C1230.0468 (15)0.0226 (12)0.0417 (14)0.0037 (11)0.0162 (12)0.0039 (10)
C1240.0425 (14)0.0174 (11)0.0402 (13)0.0025 (10)0.0061 (11)0.0005 (10)
C1250.0369 (13)0.0270 (12)0.0348 (13)0.0059 (10)0.0112 (10)0.0030 (10)
C1260.0327 (12)0.0255 (12)0.0278 (11)0.0035 (9)0.0115 (9)0.0028 (9)
Geometric parameters (Å, º) top
Pd1—S12.2758 (5)C7—C81.418 (3)
Pd1—P12.2779 (5)C7—H70.9500
Pd1—Cl12.3402 (5)C8—C91.416 (4)
Pd1—S1i2.3522 (5)C8—H80.9500
Pd1—Pd1i3.2473 (3)C9—C101.419 (3)
Fe1—C52.023 (2)C9—H90.9500
Fe1—C12.032 (2)C10—H100.9500
Fe1—C102.038 (2)C21—H21A0.9900
Fe1—C92.040 (2)C21—H21B0.9900
Fe1—C62.048 (2)C111—C1121.389 (3)
Fe1—C42.051 (2)C111—C1161.390 (3)
Fe1—C22.052 (2)C112—C1131.383 (3)
Fe1—C82.062 (2)C112—H1120.9500
Fe1—C72.063 (2)C113—C1141.379 (4)
Fe1—C32.063 (2)C113—H1130.9500
S1—C211.821 (2)C114—C1151.379 (4)
S1—Pd1i2.3522 (5)C114—H1140.9500
P1—C11.799 (2)C115—C1161.391 (3)
P1—C1111.819 (2)C115—H1150.9500
P1—C1211.822 (2)C116—H1160.9500
C1—C51.436 (3)C121—C1221.391 (3)
C1—C21.446 (3)C121—C1261.393 (3)
C2—C31.430 (3)C122—C1231.389 (3)
C2—C211.492 (3)C122—H1220.9500
C3—C41.419 (3)C123—C1241.379 (4)
C3—H30.9500C123—H1230.9500
C4—C51.418 (3)C124—C1251.385 (4)
C4—H40.9500C124—H1240.9500
C5—H50.9500C125—C1261.391 (3)
C6—C71.409 (3)C125—H1250.9500
C6—C101.417 (3)C126—H1260.9500
C6—H60.9500
S1—Pd1—P195.780 (18)C5—C4—Fe168.59 (12)
S1—Pd1—Cl1172.55 (2)C3—C4—Fe170.30 (12)
P1—Pd1—Cl191.457 (19)C5—C4—H4125.9
S1—Pd1—S1i78.56 (2)C3—C4—H4125.9
P1—Pd1—S1i174.044 (19)Fe1—C4—H4126.8
Cl1—Pd1—S1i94.147 (18)C4—C5—C1108.38 (19)
S1—Pd1—Pd1i46.406 (13)C4—C5—Fe170.66 (13)
P1—Pd1—Pd1i131.930 (15)C1—C5—Fe169.58 (12)
Cl1—Pd1—Pd1i128.356 (16)C4—C5—H5125.8
S1i—Pd1—Pd1i44.486 (12)C1—C5—H5125.8
C5—Fe1—C141.47 (8)Fe1—C5—H5125.5
C5—Fe1—C10104.79 (9)C7—C6—C10108.2 (2)
C1—Fe1—C10115.13 (9)C7—C6—Fe170.54 (13)
C5—Fe1—C9113.01 (10)C10—C6—Fe169.35 (13)
C1—Fe1—C9147.05 (9)C7—C6—H6125.9
C10—Fe1—C940.70 (10)C10—C6—H6125.9
C5—Fe1—C6128.59 (9)Fe1—C6—H6125.8
C1—Fe1—C6108.92 (9)C6—C7—C8108.2 (2)
C10—Fe1—C640.59 (10)C6—C7—Fe169.36 (13)
C9—Fe1—C668.15 (10)C8—C7—Fe169.85 (14)
C5—Fe1—C440.74 (9)C6—C7—H7125.9
C1—Fe1—C469.08 (8)C8—C7—H7125.9
C10—Fe1—C4126.49 (10)Fe1—C7—H7126.5
C9—Fe1—C4105.47 (10)C9—C8—C7107.8 (2)
C6—Fe1—C4165.80 (10)C9—C8—Fe168.99 (13)
C5—Fe1—C269.45 (8)C7—C8—Fe169.94 (13)
C1—Fe1—C241.47 (8)C9—C8—H8126.1
C10—Fe1—C2150.62 (9)C7—C8—H8126.1
C9—Fe1—C2168.58 (9)Fe1—C8—H8126.5
C6—Fe1—C2119.77 (9)C8—C9—C10108.1 (2)
C4—Fe1—C268.68 (8)C8—C9—Fe170.63 (13)
C5—Fe1—C8146.99 (10)C10—C9—Fe169.57 (13)
C1—Fe1—C8171.24 (9)C8—C9—H9126.0
C10—Fe1—C868.05 (10)C10—C9—H9126.0
C9—Fe1—C840.38 (10)Fe1—C9—H9125.4
C6—Fe1—C867.73 (9)C6—C10—C9107.7 (2)
C4—Fe1—C8116.26 (9)C6—C10—Fe170.06 (13)
C2—Fe1—C8132.29 (9)C9—C10—Fe169.72 (13)
C5—Fe1—C7168.39 (9)C6—C10—H10126.1
C1—Fe1—C7132.17 (9)C9—C10—H10126.1
C10—Fe1—C767.87 (10)Fe1—C10—H10125.7
C9—Fe1—C767.82 (10)C2—C21—S1111.91 (14)
C6—Fe1—C740.10 (9)C2—C21—H21A109.2
C4—Fe1—C7150.87 (9)S1—C21—H21A109.2
C2—Fe1—C7112.18 (9)C2—C21—H21B109.2
C8—Fe1—C740.20 (10)S1—C21—H21B109.2
C5—Fe1—C368.48 (9)H21A—C21—H21B107.9
C1—Fe1—C368.89 (8)C112—C111—C116119.3 (2)
C10—Fe1—C3165.61 (9)C112—C111—P1119.26 (17)
C9—Fe1—C3128.75 (9)C116—C111—P1121.35 (17)
C6—Fe1—C3153.24 (9)C113—C112—C111120.5 (2)
C4—Fe1—C340.36 (9)C113—C112—H112119.7
C2—Fe1—C340.65 (8)C111—C112—H112119.7
C8—Fe1—C3110.18 (9)C114—C113—C112119.8 (2)
C7—Fe1—C3120.72 (9)C114—C113—H113120.1
C21—S1—Pd1108.83 (7)C112—C113—H113120.1
C21—S1—Pd1i107.74 (7)C115—C114—C113120.4 (2)
Pd1—S1—Pd1i89.107 (18)C115—C114—H114119.8
C1—P1—C111105.69 (9)C113—C114—H114119.8
C1—P1—C121103.04 (10)C114—C115—C116120.1 (2)
C111—P1—C121105.13 (10)C114—C115—H115120.0
C1—P1—Pd1115.25 (7)C116—C115—H115120.0
C111—P1—Pd1112.18 (7)C111—C116—C115119.9 (2)
C121—P1—Pd1114.50 (7)C111—C116—H116120.1
C5—C1—C2107.35 (17)C115—C116—H116120.1
C5—C1—P1127.59 (16)C122—C121—C126119.3 (2)
C2—C1—P1125.04 (15)C122—C121—P1120.76 (16)
C5—C1—Fe168.95 (12)C126—C121—P1119.93 (16)
C2—C1—Fe170.02 (12)C123—C122—C121120.2 (2)
P1—C1—Fe1127.65 (11)C123—C122—H122119.9
C3—C2—C1107.32 (18)C121—C122—H122119.9
C3—C2—C21125.48 (18)C124—C123—C122120.2 (2)
C1—C2—C21127.10 (18)C124—C123—H123119.9
C3—C2—Fe170.09 (12)C122—C123—H123119.9
C1—C2—Fe168.51 (11)C123—C124—C125120.2 (2)
C21—C2—Fe1129.56 (15)C123—C124—H124119.9
C4—C3—C2108.67 (18)C125—C124—H124119.9
C4—C3—Fe169.34 (12)C124—C125—C126119.8 (2)
C2—C3—Fe169.25 (11)C124—C125—H125120.1
C4—C3—H3125.7C126—C125—H125120.1
C2—C3—H3125.7C125—C126—C121120.3 (2)
Fe1—C3—H3127.3C125—C126—H126119.9
C5—C4—C3108.28 (18)C121—C126—H126119.9
Symmetry code: (i) x+2, y, z+3/2.
(R,R/S,S)-Bis{µ-[2-(diphenylphosphanyl)ferrocen-1-yl]methanethiolato-κ3P,S:S}bis[chloridoplatinum(II)] toluene monosolvate (4) top
Crystal data top
[Fe2Pt2(C5H5)2(C18H15PS)2Cl2]·C7H8F(000) = 2680
Mr = 1383.75Dx = 1.765 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 7900 reflections
a = 23.5510 (13) Åθ = 3.1–32.7°
b = 11.0936 (3) ŵ = 6.18 mm1
c = 20.7693 (8) ÅT = 180 K
β = 106.285 (5)°Plate, orange
V = 5208.6 (4) Å30.24 × 0.15 × 0.04 mm
Z = 4
Data collection top
Agilent Xcalibur Gemini Ultra
diffractometer with Eos detector
5966 independent reflections
Radiation source: Enhance (Mo) X-ray Source4810 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.060
Detector resolution: 16.1978 pixels mm-1θmax = 27.5°, θmin = 3.1°
ω scansh = 3030
Absorption correction: multi-scan
(CrysAlis PRO; Agilent, 2012)
k = 1414
Tmin = 0.652, Tmax = 1.0l = 2626
33461 measured reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.034H-atom parameters constrained
wR(F2) = 0.089 w = 1/[σ2(Fo2) + (0.0538P)2 + 34.125P]
where P = (Fo2 + 2Fc2)/3
S = 0.85(Δ/σ)max = 0.002
5966 reflectionsΔρmax = 2.05 e Å3
253 parametersΔρmin = 0.66 e Å3
Special details top

Experimental. Multi-scan absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro (Agilent Technologies, 2012)

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*/Ueq
Pt10.92769 (2)0.09459 (2)0.73357 (2)0.02925 (7)
Fe10.87814 (4)0.04224 (6)0.52205 (3)0.03114 (17)
Cl10.87080 (7)0.15249 (16)0.80463 (7)0.0486 (4)
S10.99233 (6)0.02752 (11)0.67768 (6)0.0308 (3)
P10.85447 (6)0.14840 (11)0.64253 (6)0.0291 (3)
C10.8695 (2)0.1199 (4)0.5635 (2)0.0309 (11)
C20.9277 (3)0.1094 (4)0.5539 (2)0.0315 (11)
C30.9198 (3)0.0910 (5)0.4833 (2)0.0368 (12)
H30.95060.08090.46240.044*
C40.8586 (3)0.0907 (5)0.4504 (3)0.0389 (13)
H40.84130.08110.40350.047*
C50.8273 (3)0.1072 (4)0.4988 (3)0.0357 (12)
H50.78550.10950.49000.043*
C60.8771 (3)0.1774 (5)0.5892 (3)0.0425 (14)
H60.88130.16790.63570.051*
C70.9235 (3)0.1969 (5)0.5598 (3)0.0407 (13)
H70.96440.20220.58300.049*
C80.8982 (3)0.2073 (5)0.4897 (3)0.0404 (13)
H80.91930.22080.45750.048*
C90.8369 (3)0.1944 (5)0.4759 (3)0.0423 (13)
H90.80920.19830.43270.051*
C100.8232 (3)0.1744 (5)0.5374 (3)0.0442 (14)
H100.78490.16140.54270.053*
C210.9862 (3)0.1245 (5)0.6053 (3)0.0358 (12)
H21A0.99110.20960.62010.043*
H21B1.01840.10470.58480.043*
C1110.7854 (3)0.0703 (5)0.6377 (3)0.0362 (12)
C1120.7322 (3)0.1112 (6)0.5967 (3)0.0504 (16)
H1120.73080.18430.57260.060*
C1130.6803 (3)0.0456 (8)0.5906 (4)0.064 (2)
H1130.64390.07310.56140.077*
C1140.6819 (4)0.0584 (8)0.6267 (4)0.067 (2)
H1140.64650.10200.62330.081*
C1150.7344 (4)0.0994 (6)0.6674 (3)0.0562 (19)
H1150.73520.17220.69180.067*
C1160.7863 (3)0.0363 (5)0.6736 (3)0.0443 (14)
H1160.82250.06550.70230.053*
C1210.8351 (2)0.3081 (4)0.6371 (2)0.0308 (11)
C1220.8553 (3)0.3843 (5)0.5956 (3)0.0401 (13)
H1220.87840.35280.56860.048*
C1230.8419 (3)0.5068 (5)0.5931 (3)0.0460 (14)
H1230.85620.55860.56470.055*
C1240.8086 (3)0.5525 (5)0.6313 (3)0.0483 (15)
H1240.79970.63620.62970.058*
C1250.7876 (3)0.4766 (5)0.6725 (3)0.0518 (16)
H1250.76420.50840.69910.062*
C1260.8006 (3)0.3550 (5)0.6751 (3)0.0488 (15)
H1260.78570.30330.70300.059*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.04125 (13)0.02486 (10)0.02359 (10)0.00224 (8)0.01229 (8)0.00190 (7)
Fe10.0452 (4)0.0243 (3)0.0256 (3)0.0053 (3)0.0127 (3)0.0033 (3)
Cl10.0522 (9)0.0658 (9)0.0310 (6)0.0172 (8)0.0169 (6)0.0008 (7)
S10.0393 (7)0.0272 (6)0.0276 (6)0.0028 (5)0.0124 (5)0.0032 (5)
P10.0409 (7)0.0226 (6)0.0252 (6)0.0008 (5)0.0117 (5)0.0013 (5)
C10.044 (3)0.022 (2)0.028 (2)0.001 (2)0.013 (2)0.0006 (19)
C20.048 (3)0.024 (2)0.025 (2)0.005 (2)0.015 (2)0.0003 (19)
C30.057 (4)0.031 (3)0.026 (2)0.009 (3)0.018 (2)0.001 (2)
C40.056 (4)0.037 (3)0.026 (2)0.006 (3)0.015 (2)0.003 (2)
C50.051 (3)0.026 (2)0.029 (2)0.001 (2)0.008 (2)0.001 (2)
C60.074 (4)0.026 (2)0.033 (3)0.012 (3)0.022 (3)0.002 (2)
C70.051 (3)0.026 (2)0.044 (3)0.002 (2)0.011 (3)0.001 (2)
C80.055 (4)0.028 (3)0.043 (3)0.003 (3)0.022 (3)0.009 (2)
C90.053 (4)0.031 (3)0.042 (3)0.010 (3)0.012 (3)0.013 (2)
C100.058 (4)0.026 (2)0.056 (3)0.008 (3)0.027 (3)0.004 (2)
C210.044 (3)0.036 (3)0.029 (2)0.012 (2)0.013 (2)0.003 (2)
C1110.047 (3)0.031 (3)0.033 (3)0.009 (2)0.015 (2)0.005 (2)
C1120.051 (4)0.059 (4)0.040 (3)0.012 (3)0.012 (3)0.000 (3)
C1130.051 (4)0.089 (6)0.050 (4)0.022 (4)0.011 (3)0.008 (4)
C1140.071 (5)0.080 (5)0.064 (4)0.045 (4)0.041 (4)0.030 (4)
C1150.089 (6)0.043 (3)0.052 (4)0.029 (4)0.046 (4)0.018 (3)
C1160.071 (4)0.030 (3)0.041 (3)0.008 (3)0.031 (3)0.005 (2)
C1210.040 (3)0.025 (2)0.026 (2)0.000 (2)0.006 (2)0.0019 (19)
C1220.055 (4)0.028 (3)0.042 (3)0.003 (2)0.021 (3)0.002 (2)
C1230.065 (4)0.024 (2)0.054 (3)0.005 (3)0.025 (3)0.003 (2)
C1240.071 (4)0.024 (2)0.049 (3)0.003 (3)0.015 (3)0.001 (2)
C1250.083 (5)0.033 (3)0.047 (3)0.010 (3)0.031 (3)0.000 (3)
C1260.074 (4)0.033 (3)0.044 (3)0.012 (3)0.024 (3)0.007 (3)
Geometric parameters (Å, º) top
Pt1—P12.2531 (13)C7—C81.416 (8)
Pt1—S12.2823 (13)C7—H70.9500
Pt1—Cl12.3441 (13)C8—C91.398 (8)
Pt1—S1i2.3563 (13)C8—H80.9500
Fe1—C52.022 (5)C9—C101.420 (8)
Fe1—C12.028 (5)C9—H90.9500
Fe1—C102.039 (6)C10—H100.9500
Fe1—C92.047 (5)C21—H21A0.9900
Fe1—C22.049 (5)C21—H21B0.9900
Fe1—C82.052 (5)C111—C1121.379 (9)
Fe1—C62.052 (5)C111—C1161.395 (7)
Fe1—C72.057 (6)C112—C1131.396 (9)
Fe1—C42.054 (5)C112—H1120.9500
Fe1—C32.060 (5)C113—C1141.371 (11)
S1—C211.821 (5)C113—H1130.9500
S1—Pt1i2.3563 (13)C114—C1151.364 (11)
P1—C11.803 (5)C114—H1140.9500
P1—C1111.821 (6)C115—C1161.384 (9)
P1—C1211.825 (5)C115—H1150.9500
C1—C21.443 (8)C116—H1160.9500
C1—C51.436 (7)C121—C1261.383 (8)
C2—C31.441 (7)C121—C1221.383 (7)
C2—C211.498 (8)C122—C1231.393 (7)
C3—C41.411 (9)C122—H1220.9500
C3—H30.9500C123—C1241.361 (9)
C4—C51.415 (8)C123—H1230.9500
C4—H40.9500C124—C1251.388 (9)
C5—H50.9500C124—H1240.9500
C6—C71.409 (8)C125—C1261.381 (8)
C6—C101.416 (9)C125—H1250.9500
C6—H60.9500C126—H1260.9500
P1—Pt1—S197.02 (5)C3—C4—H4125.6
P1—Pt1—Cl191.01 (5)C5—C4—H4125.6
S1—Pt1—Cl1171.90 (5)Fe1—C4—H4127.3
P1—Pt1—S1i174.85 (4)C4—C5—C1108.4 (5)
S1—Pt1—S1i78.12 (5)C4—C5—Fe170.9 (3)
Cl1—Pt1—S1i93.82 (5)C1—C5—Fe169.4 (3)
C5—Fe1—C141.5 (2)C4—C5—H5125.8
C5—Fe1—C10105.5 (2)C1—C5—H5125.8
C1—Fe1—C10115.4 (2)Fe1—C5—H5125.4
C5—Fe1—C9113.2 (2)C7—C6—C10108.3 (5)
C1—Fe1—C9147.1 (2)C7—C6—Fe170.1 (3)
C10—Fe1—C940.7 (2)C10—C6—Fe169.3 (3)
C5—Fe1—C269.5 (2)C7—C6—H6125.8
C1—Fe1—C241.4 (2)C10—C6—H6125.8
C10—Fe1—C2150.4 (2)Fe1—C6—H6126.3
C9—Fe1—C2168.8 (2)C6—C7—C8107.7 (5)
C5—Fe1—C8146.0 (2)C6—C7—Fe169.8 (3)
C1—Fe1—C8172.0 (2)C8—C7—Fe169.6 (3)
C10—Fe1—C867.9 (2)C6—C7—H7126.1
C9—Fe1—C839.9 (2)C8—C7—H7126.1
C2—Fe1—C8132.6 (2)Fe1—C7—H7126.0
C5—Fe1—C6130.0 (2)C9—C8—C7108.4 (5)
C1—Fe1—C6109.8 (2)C9—C8—Fe169.9 (3)
C10—Fe1—C640.5 (2)C7—C8—Fe170.1 (3)
C9—Fe1—C667.7 (2)C9—C8—H8125.8
C2—Fe1—C6119.7 (2)C7—C8—H8125.8
C8—Fe1—C667.5 (2)Fe1—C8—H8125.8
C5—Fe1—C7169.8 (2)C8—C9—C10108.3 (5)
C1—Fe1—C7132.9 (2)C8—C9—Fe170.2 (3)
C10—Fe1—C768.0 (3)C10—C9—Fe169.4 (3)
C9—Fe1—C767.5 (2)C8—C9—H9125.8
C2—Fe1—C7112.0 (2)C10—C9—H9125.8
C8—Fe1—C740.3 (2)Fe1—C9—H9126.1
C6—Fe1—C740.1 (2)C6—C10—C9107.3 (5)
C5—Fe1—C440.6 (2)C6—C10—Fe170.3 (3)
C1—Fe1—C469.0 (2)C9—C10—Fe170.0 (3)
C10—Fe1—C4127.4 (3)C6—C10—H10126.3
C9—Fe1—C4105.8 (2)C9—C10—H10126.3
C2—Fe1—C468.6 (2)Fe1—C10—H10125.0
C8—Fe1—C4115.4 (2)C2—C21—S1111.5 (4)
C6—Fe1—C4166.9 (3)C2—C21—H21A109.3
C7—Fe1—C4149.6 (2)S1—C21—H21A109.3
C5—Fe1—C368.5 (2)C2—C21—H21B109.3
C1—Fe1—C369.2 (2)S1—C21—H21B109.3
C10—Fe1—C3166.0 (2)H21A—C21—H21B108.0
C9—Fe1—C3128.6 (2)C112—C111—C116118.9 (6)
C2—Fe1—C341.07 (19)C112—C111—P1121.4 (4)
C8—Fe1—C3109.5 (2)C116—C111—P1119.7 (5)
C6—Fe1—C3152.6 (3)C111—C112—C113120.4 (7)
C7—Fe1—C3119.6 (2)C111—C112—H112119.8
C4—Fe1—C340.1 (2)C113—C112—H112119.8
C21—S1—Pt1108.55 (19)C114—C113—C112119.9 (7)
C21—S1—Pt1i108.66 (18)C114—C113—H113120.0
Pt1—S1—Pt1i90.00 (4)C112—C113—H113120.0
C1—P1—C111105.5 (2)C115—C114—C113120.1 (6)
C1—P1—C121102.9 (2)C115—C114—H114120.0
C111—P1—C121104.8 (3)C113—C114—H114120.0
C1—P1—Pt1114.72 (19)C114—C115—C116120.8 (6)
C111—P1—Pt1112.45 (19)C114—C115—H115119.6
C121—P1—Pt1115.34 (16)C116—C115—H115119.6
C2—C1—C5107.3 (4)C115—C116—C111119.9 (7)
C2—C1—P1125.2 (4)C115—C116—H116120.0
C5—C1—P1127.4 (4)C111—C116—H116120.0
C2—C1—Fe170.0 (3)C126—C121—C122119.0 (5)
C5—C1—Fe169.0 (3)C126—C121—P1120.5 (4)
P1—C1—Fe1127.6 (3)C122—C121—P1120.5 (4)
C1—C2—C3107.2 (5)C121—C122—C123120.4 (5)
C1—C2—C21127.8 (4)C121—C122—H122119.8
C3—C2—C21124.8 (5)C123—C122—H122119.8
C1—C2—Fe168.5 (3)C124—C123—C122120.2 (5)
C3—C2—Fe169.9 (3)C124—C123—H123119.9
C21—C2—Fe1130.5 (4)C122—C123—H123119.9
C4—C3—C2108.4 (5)C123—C124—C125119.8 (5)
C4—C3—Fe169.7 (3)C123—C124—H124120.1
C2—C3—Fe169.1 (3)C125—C124—H124120.1
C4—C3—H3125.8C126—C125—C124120.2 (6)
C2—C3—H3125.8C126—C125—H125119.9
Fe1—C3—H3127.0C124—C125—H125119.9
C3—C4—C5108.7 (5)C121—C126—C125120.4 (6)
C3—C4—Fe170.2 (3)C121—C126—H126119.8
C5—C4—Fe168.5 (3)C125—C126—H126119.8
Symmetry code: (i) x+2, y, z+3/2.
Geometry of hydrogen bonds (Å, °) for (2) top
C—HH···.XC—XC—H···X
C21—H21A···S10.992.743.5647 (17)141
C226—H226···S2i0.952.863.700 (2)148
C213—H213···Cg1i0.952.873.490 (2)124
C215—H215···Cg2i0.952.723.526 (2)142
Symmetry code: (i) x, -y + 1/2, z + 1/2.

Cg1 is the centroid of the C121–C126 phenyl ring and Cg2 is the centroid of the C221–C226 phenyl ring.
Comparison of the PPdClS2PdClP frameworks of (2) and (3) and the previously reported compound [bis-µ-(R)-l-(S)-(diphenylphosphino)ferrocenyl-ethylthiolato-P,S-dichloro-dipalladium(II)], (5) [name not clear; do you have the original paper?] (Albinati et al., 1977) top
M = Pd, (3)M = Pt, (4)M = Pd, (5)
M1—S12.2758 (5)2.2823 (13)2.280 (2)
M1—P12.2779 (5)2.2531 (13)2.267 (2)
M1—Cl12.3402 (5)2.3441 (13)2.329 (2)
M1—S1i2.3522 (5)2.3563 (13)2.369 (2)
M1—M1i3.2473 (3)3.2811 (4)
S1—M1i2.3522 (5)2.3563 (13)2.345 (2)
S1—M1—P195.780 (18)97.02 (5)96.35 (7)
S1—M1—Cl1172.55 (2)171.90 (5)168.61 (8)
P1—M1—Cl191.457 (19)91.01 (5)92.14 (8)
S1—M1—S1i78.56 (2)78.12 (5)80.21 (7)
P1—M1—S1i174.044 (19)174.85 (4)174.8 (7)
Cl1—M1—S1i94.147 (18)93.82 (5)93.59 (8)
C21—S1—M1108.83 (7)108.55 (19)107.95 (28)
C21—S1—M1i107.74 (7)108.66 (18)105.47 (24)
M11—S1—M1i89.107 (18)90.00 (4)92.61 (7)
Symmetry code: (i) -x + 2, y, -z + 3/2.
Comparison of the bridging Pd—S distances trans to Cl and P atoms for dinuclear µ2S2Pd2 complexes found in the CSD. M1—S2 and M2—S2' refer to S trans to Cl, whereas M1—S2' and M2—S2 refer to S trans to P. top
CSD refcodeM1—S2M1—S2'M2—S2'M2—S2
ACUSEW2.2982.3982.2982.398
CIRQOJ2.2862.3822.3822.296
ETHPDP2.2672.3632.2822.377
JUNXUL2.2892.3832.2892.383
LABHEC2.2752.3922.2732.362
NORGAC2.2692.3692.2802.346
SARWOZ2.2962.3752.2962.375
TEXBIH2.2762.3332.2762.333
TICKIA2.3102.3832.3102.383
WELQIN2.2762.3882.2782.415
CSD refcodes: ACUSEW (Zhang et al., 2001), CIRQOJ (Brugat et al., 1999), ETHPDP (Hall et al., (1972), JUNXUL (Padilla et al., 1991), LABHEC (Dervisi et al., 2003), NORGAC (Albinati et al., 1977), SARWOZ (Oilunkaniemi et al., 2006), TEXBIH (Cao et al., 1996), TICKIA (Dey et al., 2007) and WELQIN (Hauptman et al., 1999).
 

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