metal-organic compounds
Bis(pentafluorobenzenethiolato-κS){(pentafluorophenyl)phenyl[3,4,5,6-tetrafluoro-2-(pentafluorophenylsulfanyl)phenyl]phosphane-κ2P,S}platinum(II) dichloromethane hemisolvate
aInstituto de Física, Universidad Autónoma de Puebla, Av. San Claudio y 18 Sur, 72570 Puebla, Pue., Mexico, and bFacultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México D.F., Mexico
*Correspondence e-mail: sylvain_bernes@hotmail.com
In the title compound, [Pt(C6F5S)2(C24H5F14PS)]·0.5CH2Cl2, the complex features a square-planar PtII atom coordinated by two thiolate ligands and one chelating bidentate P/S ligand, forming a five-membered metallacycle. The monodentate SC6F5 ligands give a weak parallel displaced π–π interaction. In the chelating ligand, the geometry for both S and P donor atoms is consistent with sp3 The complex conformation is identical to that previously described for the compound bearing 2,3,5,6-tetrafluorophenylthiolate in place of pentafluorophenylthiolate groups. The lattice solvent, CH2Cl2, is disordered over inversion centers in P-1, affording a hemisolvate.
Keywords: crystal structure; platinum; thiolate; solvate.
CCDC reference: 1476213
Structure description
The title complex, [Pt(SC6F5)2(1,2-C6F4(SC6F5)(PPh(C6F5)))] (Fig. 1), is a product resulting from the C—F bond activation of [Pt2(μ-SC6F5)2(SC6F5)2(PPh(C6F5)2)2]. The chemistry has been described for this compound and for other related compounds with different fluorinated thiolate groups and (Villanueva et al., 2004; Bernès et al., 2016).
The PtII center is coordinated by two cis thiolates and one chelating bidentate ligand, giving a square-planar coordination geometry. The thiolates have their C6F5 rings almost parallel, giving a parallel displaced π–π interaction; the angle between rings is 4.8 (4)°, and the distance between ring centroids is 4.322 (6) Å. One C6F5 ring is affected by libration, clearly visible on C3—F3, C4—F4 and C5—F5 groups (see Fig. 1). The chelate ring coordinates via P and S donors, at normal distances [Pt1—P1 = 2.2315 (11) Å; Pt1—S3 = 2.2757 (12) Å, shorter than Pt—Sthiolate bond lengths]. Both S and P atoms are tetrahedrally hybridized, assuming that one lone pair is present on S3. Angles around P1 are in the range 104.1 (2)–116.75 (15)°, while bond angles around S3 are in the range 102.4 (2)–109.13 (17)°. The complex conformation is identical to that previously described for the compound bearing 2,3,5,6-tetrafluorophenylthiolate in place of pentafluorophenylthiolate groups (Villanueva et al., 2004).
The complex crystallized with dichloromethane as a lattice solvent. The molecule is located close to the inversion centers of the triclinic cell, and its occupancy was then fixed to 1/2. As the main complex is in a general position, the chemical composition thus corresponds to a hemisolvate.
Synthesis and crystallization
The synthesis and crystallization of this complex is similar to that described for [Pt(SC6F4H)2(1,2-C6F4(SC6F4H)(PPh(C6F5)))] in: Villanueva et al. (2004).
Refinement
Crystal data, data collection and structure . A free of the occupancy for dichloromethane C37/Cl1/Cl2 converged to 0.47. In the final cycles, this parameter was fixed to 1/2.
details are summarized in Table 1Structural data
CCDC reference: 1476213
10.1107/S2414314616006969/ff4006sup1.cif
contains datablock I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S2414314616006969/ff4006Isup2.hkl
The synthesis and crystallization of this complex is similar to that described for [Pt(SC6F4H)2(1,2-C6F4(SC6F4H)(PPh(C6F5)))] in: Villanueva et al. (2004).
Crystal data, data collection and structure
details are summarized in Table 1. A free of the occupancy for dichloromethane C37/Cl1/Cl2 converged to 0.47. In the final cycles, this parameter was fixed to 1/2.The title complex, [Pt(SC6F5)2(1,2-C6F4(SC6F5)(PPh(C6F5)))] (Fig. 1), is a product resulting from the C—F bond activation of [Pt2(µ-SC6F5)2(SC6F5)2(PPh(C6F5)2)2]. The chemistry has been described for this compound and for other related compounds with different fluorinated thiolate groups and
(Villanueva et al., 2004; Bernès et al., 2016).The PtII center is coordinated by two cis π–π interaction; the angle between rings is 4.8 (4)°, and the distance between ring centroids is 4.322 (6) Å. One C6F5 ring is affected by libration, clearly visible on C3—F3, C4—F4 and C5—F5 groups (see Fig. 1). The chelate ring coordinates via P and S donors, at normal distances [Pt1—P1 = 2.2315 (11) Å; Pt1—S3 = 2.2757 (12) Å, shorter than Pt—Sthiolate bond lengths]. Both S and P atoms are tetrahedrally hybridized, assuming that one lone pair is present on S3. Angles around P1 are in the range 104.1 (2)–116.75 (15)°, while bond angles around S3 are in the range 102.4 (2)–109.13 (17)°. The complex conformation is identical to that previously described for the compound bearing 2,3,5,6-tetrafluorophenylthiolate in place of pentafluorophenylthiolate groups (Villanueva et al., 2004).
and one chelating bidentate ligand, giving a square-planar coordination geometry. The have their C6F5 rings almost parallel, giving a parallel displacedThe complex was crystallized with dichloromethane as lattice solvent. This molecule is placed close to the inversion centers of the triclinic cell, and its occupancy was then fixed to 1/2. As the main complex is in a general position, the chemical composition thus corresponds to an hemisolvate.
Data collection: XSCANS (Bruker, 1997); cell
XSCANS (Bruker, 1997); data reduction: XSCANS (Bruker, 1997); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).Fig. 1. The structure of the title compound, with displacement ellipsoids for non-H atoms at the 20% probability level. Labels for F atoms (green ellipsoids) are identical to those of the C atom to which they are bonded. |
[Pt(C6F5S)2(C24H5F14PS)]·0.5CH2Cl2 | Z = 2 |
Mr = 1258.10 | F(000) = 1198 |
Triclinic, P1 | Dx = 2.074 Mg m−3 |
a = 11.2908 (10) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.8516 (14) Å | Cell parameters from 75 reflections |
c = 14.6956 (17) Å | θ = 3.6–12.5° |
α = 104.477 (8)° | µ = 3.89 mm−1 |
β = 96.359 (8)° | T = 296 K |
γ = 111.675 (7)° | Plate, yellow |
V = 2014.6 (4) Å3 | 0.65 × 0.40 × 0.24 mm |
Bruker P4 diffractometer | 7392 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube, FN4 | Rint = 0.036 |
Graphite monochromator | θmax = 27.5°, θmin = 1.8° |
2θ/ω scans | h = −14→8 |
Absorption correction: ψ scan (XSCANS; Bruker, 1997) | k = −16→16 |
Tmin = 0.521, Tmax = 0.897 | l = −19→19 |
15487 measured reflections | 3 standard reflections every 97 reflections |
9078 independent reflections | intensity decay: 1.5% |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.089 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0456P)2 + 0.2045P] where P = (Fo2 + 2Fc2)/3 |
9078 reflections | (Δ/σ)max = 0.002 |
614 parameters | Δρmax = 0.99 e Å−3 |
0 restraints | Δρmin = −0.74 e Å−3 |
0 constraints |
[Pt(C6F5S)2(C24H5F14PS)]·0.5CH2Cl2 | γ = 111.675 (7)° |
Mr = 1258.10 | V = 2014.6 (4) Å3 |
Triclinic, P1 | Z = 2 |
a = 11.2908 (10) Å | Mo Kα radiation |
b = 13.8516 (14) Å | µ = 3.89 mm−1 |
c = 14.6956 (17) Å | T = 296 K |
α = 104.477 (8)° | 0.65 × 0.40 × 0.24 mm |
β = 96.359 (8)° |
Bruker P4 diffractometer | 7392 reflections with I > 2σ(I) |
Absorption correction: ψ scan (XSCANS; Bruker, 1997) | Rint = 0.036 |
Tmin = 0.521, Tmax = 0.897 | 3 standard reflections every 97 reflections |
15487 measured reflections | intensity decay: 1.5% |
9078 independent reflections |
R[F2 > 2σ(F2)] = 0.037 | 0 restraints |
wR(F2) = 0.089 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.99 e Å−3 |
9078 reflections | Δρmin = −0.74 e Å−3 |
614 parameters |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pt1 | 0.65934 (2) | 0.65231 (2) | 0.20934 (2) | 0.04309 (7) | |
P1 | 0.66292 (11) | 0.81991 (9) | 0.24844 (8) | 0.0446 (2) | |
S1 | 0.67412 (16) | 0.65984 (11) | 0.36926 (9) | 0.0672 (4) | |
S2 | 0.64217 (13) | 0.47144 (9) | 0.15065 (9) | 0.0547 (3) | |
S3 | 0.64754 (11) | 0.64869 (9) | 0.05284 (8) | 0.0475 (2) | |
C1 | 0.5663 (6) | 0.5315 (4) | 0.3703 (3) | 0.0612 (13) | |
C2 | 0.6101 (8) | 0.4739 (5) | 0.4213 (4) | 0.0757 (17) | |
F2 | 0.7365 (5) | 0.5210 (4) | 0.4704 (3) | 0.1082 (13) | |
C3 | 0.5288 (14) | 0.3739 (7) | 0.4240 (7) | 0.127 (4) | |
F3 | 0.5813 (10) | 0.3252 (5) | 0.4758 (6) | 0.210 (4) | |
C4 | 0.4052 (16) | 0.3291 (8) | 0.3786 (9) | 0.157 (7) | |
F4 | 0.3278 (10) | 0.2290 (5) | 0.3779 (6) | 0.282 (6) | |
C5 | 0.3544 (11) | 0.3813 (12) | 0.3270 (7) | 0.165 (7) | |
F5 | 0.2305 (6) | 0.3384 (8) | 0.2828 (4) | 0.268 (6) | |
C6 | 0.4387 (8) | 0.4863 (7) | 0.3266 (5) | 0.101 (2) | |
F6 | 0.3857 (4) | 0.5362 (7) | 0.2785 (4) | 0.164 (3) | |
C7 | 0.7545 (4) | 0.4551 (4) | 0.2305 (3) | 0.0497 (10) | |
C8 | 0.8822 (5) | 0.5310 (4) | 0.2722 (4) | 0.0620 (13) | |
F8 | 0.9267 (3) | 0.6259 (3) | 0.2523 (3) | 0.0864 (10) | |
C9 | 0.9678 (6) | 0.5139 (5) | 0.3327 (5) | 0.0808 (17) | |
F9 | 1.0905 (4) | 0.5897 (4) | 0.3704 (4) | 0.1235 (16) | |
C10 | 0.9278 (6) | 0.4175 (5) | 0.3555 (5) | 0.0793 (17) | |
F10 | 1.0090 (5) | 0.3995 (4) | 0.4144 (4) | 0.1265 (17) | |
C11 | 0.8028 (6) | 0.3391 (4) | 0.3152 (5) | 0.0739 (15) | |
F11 | 0.7620 (4) | 0.2454 (3) | 0.3374 (3) | 0.1091 (13) | |
C12 | 0.7197 (5) | 0.3587 (4) | 0.2537 (4) | 0.0582 (12) | |
F12 | 0.5975 (3) | 0.2795 (2) | 0.2166 (3) | 0.0790 (9) | |
C13 | 0.7970 (5) | 0.6531 (4) | 0.0211 (3) | 0.0537 (11) | |
C14 | 0.7924 (6) | 0.5610 (5) | −0.0456 (4) | 0.0671 (14) | |
F14 | 0.6794 (4) | 0.4732 (3) | −0.0847 (3) | 0.0896 (11) | |
C15 | 0.9053 (8) | 0.5589 (6) | −0.0719 (5) | 0.092 (2) | |
F15 | 0.8988 (6) | 0.4678 (4) | −0.1353 (4) | 0.142 (2) | |
C16 | 1.0213 (8) | 0.6482 (7) | −0.0332 (6) | 0.096 (2) | |
F16 | 1.1287 (5) | 0.6446 (5) | −0.0603 (4) | 0.153 (2) | |
C17 | 1.0287 (6) | 0.7398 (6) | 0.0309 (5) | 0.0805 (17) | |
F17 | 1.1407 (4) | 0.8280 (4) | 0.0671 (4) | 0.1148 (14) | |
C18 | 0.9160 (5) | 0.7421 (4) | 0.0597 (4) | 0.0607 (12) | |
F18 | 0.9254 (3) | 0.8324 (3) | 0.1254 (2) | 0.0766 (9) | |
C19 | 0.6525 (4) | 0.7785 (4) | 0.0507 (3) | 0.0508 (11) | |
C20 | 0.6550 (5) | 0.8036 (4) | −0.0341 (4) | 0.0579 (12) | |
F20 | 0.6669 (3) | 0.7372 (3) | −0.1115 (2) | 0.0757 (9) | |
C21 | 0.6500 (5) | 0.8998 (5) | −0.0397 (4) | 0.0694 (15) | |
F21 | 0.6537 (4) | 0.9256 (3) | −0.1213 (3) | 0.0968 (12) | |
C22 | 0.6388 (5) | 0.9701 (4) | 0.0404 (5) | 0.0675 (15) | |
F22 | 0.6332 (4) | 1.0638 (3) | 0.0362 (3) | 0.0926 (11) | |
C23 | 0.6337 (5) | 0.9442 (4) | 0.1259 (4) | 0.0591 (12) | |
F23 | 0.6178 (3) | 1.0127 (3) | 0.1998 (3) | 0.0800 (9) | |
C24 | 0.6438 (4) | 0.8506 (4) | 0.1336 (4) | 0.0515 (11) | |
C25 | 0.5295 (4) | 0.8324 (3) | 0.3027 (4) | 0.0511 (11) | |
C26 | 0.4054 (5) | 0.7983 (4) | 0.2474 (4) | 0.0616 (13) | |
F26 | 0.3832 (3) | 0.7639 (3) | 0.1508 (3) | 0.0839 (10) | |
C27 | 0.3012 (5) | 0.7975 (5) | 0.2881 (5) | 0.0782 (17) | |
F27 | 0.1825 (3) | 0.7649 (4) | 0.2310 (4) | 0.1137 (15) | |
C28 | 0.3180 (6) | 0.8296 (5) | 0.3867 (5) | 0.0766 (18) | |
F28 | 0.2158 (4) | 0.8293 (3) | 0.4255 (4) | 0.1141 (15) | |
C29 | 0.4365 (6) | 0.8610 (4) | 0.4428 (5) | 0.0700 (16) | |
F29 | 0.4538 (4) | 0.8940 (3) | 0.5394 (3) | 0.0961 (12) | |
C30 | 0.5405 (5) | 0.8624 (4) | 0.4017 (4) | 0.0580 (12) | |
F30 | 0.6563 (3) | 0.8964 (3) | 0.4627 (2) | 0.0738 (8) | |
C31 | 0.8149 (4) | 0.9318 (4) | 0.3230 (3) | 0.0478 (10) | |
C32 | 0.8251 (5) | 1.0370 (4) | 0.3632 (4) | 0.0572 (12) | |
H32A | 0.7514 | 1.0521 | 0.3567 | 0.069* | |
C33 | 0.9454 (5) | 1.1192 (4) | 0.4130 (4) | 0.0663 (14) | |
H33A | 0.9529 | 1.1900 | 0.4403 | 0.080* | |
C34 | 1.0556 (5) | 1.0972 (5) | 0.4227 (4) | 0.0708 (15) | |
H34A | 1.1370 | 1.1533 | 0.4551 | 0.085* | |
C35 | 1.0437 (5) | 0.9921 (5) | 0.3841 (4) | 0.0688 (14) | |
H35A | 1.1169 | 0.9766 | 0.3920 | 0.083* | |
C36 | 0.9245 (4) | 0.9097 (4) | 0.3341 (3) | 0.0545 (11) | |
H36A | 0.9174 | 0.8388 | 0.3077 | 0.065* | |
C37 | 1.0152 (16) | 1.0944 (13) | 0.1602 (11) | 0.102 (5) | 0.5 |
H37A | 0.9769 | 1.0370 | 0.1884 | 0.123* | 0.5 |
H37B | 1.1064 | 1.1356 | 0.1937 | 0.123* | 0.5 |
Cl1 | 0.9371 (4) | 1.1786 (4) | 0.1773 (3) | 0.1127 (13) | 0.5 |
Cl2 | 1.0064 (5) | 1.0342 (4) | 0.0376 (3) | 0.1166 (14) | 0.5 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt1 | 0.04474 (10) | 0.03828 (10) | 0.04831 (10) | 0.01929 (7) | 0.01035 (7) | 0.01377 (7) |
P1 | 0.0437 (6) | 0.0404 (6) | 0.0534 (6) | 0.0214 (5) | 0.0117 (5) | 0.0142 (5) |
S1 | 0.0982 (10) | 0.0519 (7) | 0.0473 (6) | 0.0300 (7) | 0.0092 (7) | 0.0137 (5) |
S2 | 0.0682 (7) | 0.0411 (6) | 0.0552 (7) | 0.0264 (6) | 0.0074 (6) | 0.0123 (5) |
S3 | 0.0457 (6) | 0.0452 (6) | 0.0483 (6) | 0.0172 (5) | 0.0088 (5) | 0.0123 (5) |
C1 | 0.073 (3) | 0.064 (3) | 0.045 (3) | 0.027 (3) | 0.021 (3) | 0.014 (2) |
C2 | 0.115 (5) | 0.061 (3) | 0.066 (3) | 0.042 (4) | 0.048 (4) | 0.026 (3) |
F2 | 0.131 (4) | 0.145 (4) | 0.097 (3) | 0.089 (3) | 0.035 (3) | 0.065 (3) |
C3 | 0.227 (12) | 0.080 (5) | 0.113 (7) | 0.071 (7) | 0.114 (8) | 0.053 (5) |
F3 | 0.390 (12) | 0.148 (5) | 0.229 (7) | 0.166 (7) | 0.191 (8) | 0.150 (6) |
C4 | 0.176 (13) | 0.090 (7) | 0.116 (9) | −0.032 (7) | 0.101 (10) | −0.010 (6) |
F4 | 0.396 (12) | 0.098 (4) | 0.229 (8) | −0.045 (6) | 0.218 (9) | 0.011 (4) |
C5 | 0.107 (8) | 0.191 (13) | 0.078 (6) | −0.037 (8) | 0.049 (6) | −0.017 (6) |
F5 | 0.109 (4) | 0.344 (11) | 0.123 (4) | −0.084 (6) | 0.048 (4) | −0.043 (6) |
C6 | 0.089 (5) | 0.132 (7) | 0.058 (4) | 0.023 (5) | 0.027 (4) | 0.020 (4) |
F6 | 0.079 (3) | 0.319 (9) | 0.094 (3) | 0.076 (4) | 0.015 (2) | 0.076 (5) |
C7 | 0.052 (3) | 0.044 (2) | 0.059 (3) | 0.027 (2) | 0.016 (2) | 0.015 (2) |
C8 | 0.054 (3) | 0.049 (3) | 0.089 (4) | 0.024 (2) | 0.023 (3) | 0.023 (3) |
F8 | 0.0592 (18) | 0.0622 (19) | 0.140 (3) | 0.0174 (15) | 0.026 (2) | 0.045 (2) |
C9 | 0.052 (3) | 0.068 (4) | 0.110 (5) | 0.021 (3) | −0.001 (3) | 0.020 (3) |
F9 | 0.061 (2) | 0.094 (3) | 0.184 (5) | 0.018 (2) | −0.019 (3) | 0.032 (3) |
C10 | 0.072 (4) | 0.071 (4) | 0.100 (5) | 0.043 (3) | −0.006 (3) | 0.025 (3) |
F10 | 0.119 (3) | 0.110 (3) | 0.143 (4) | 0.059 (3) | −0.033 (3) | 0.038 (3) |
C11 | 0.090 (4) | 0.053 (3) | 0.088 (4) | 0.040 (3) | 0.008 (3) | 0.025 (3) |
F11 | 0.124 (3) | 0.073 (2) | 0.140 (4) | 0.046 (2) | 0.003 (3) | 0.054 (2) |
C12 | 0.062 (3) | 0.044 (3) | 0.067 (3) | 0.026 (2) | 0.012 (2) | 0.012 (2) |
F12 | 0.0678 (19) | 0.0492 (16) | 0.106 (3) | 0.0121 (15) | 0.0022 (18) | 0.0277 (17) |
C13 | 0.057 (3) | 0.062 (3) | 0.053 (3) | 0.030 (2) | 0.021 (2) | 0.025 (2) |
C14 | 0.086 (4) | 0.064 (3) | 0.059 (3) | 0.039 (3) | 0.023 (3) | 0.016 (3) |
F14 | 0.106 (3) | 0.067 (2) | 0.077 (2) | 0.033 (2) | 0.018 (2) | −0.0010 (17) |
C15 | 0.120 (6) | 0.099 (5) | 0.092 (5) | 0.073 (5) | 0.054 (5) | 0.029 (4) |
F15 | 0.181 (5) | 0.128 (4) | 0.147 (4) | 0.100 (4) | 0.085 (4) | 0.017 (3) |
C16 | 0.092 (5) | 0.132 (7) | 0.107 (5) | 0.076 (5) | 0.058 (5) | 0.049 (5) |
F16 | 0.121 (4) | 0.205 (6) | 0.184 (5) | 0.106 (4) | 0.095 (4) | 0.060 (4) |
C17 | 0.056 (3) | 0.101 (5) | 0.092 (4) | 0.033 (3) | 0.031 (3) | 0.038 (4) |
F17 | 0.059 (2) | 0.143 (4) | 0.140 (4) | 0.031 (2) | 0.040 (2) | 0.052 (3) |
C18 | 0.060 (3) | 0.066 (3) | 0.060 (3) | 0.030 (3) | 0.020 (2) | 0.017 (3) |
F18 | 0.0597 (18) | 0.071 (2) | 0.077 (2) | 0.0132 (15) | 0.0176 (16) | 0.0061 (17) |
C19 | 0.042 (2) | 0.055 (3) | 0.059 (3) | 0.020 (2) | 0.009 (2) | 0.026 (2) |
C20 | 0.051 (3) | 0.064 (3) | 0.059 (3) | 0.017 (2) | 0.010 (2) | 0.029 (2) |
F20 | 0.087 (2) | 0.086 (2) | 0.0540 (17) | 0.0305 (18) | 0.0163 (16) | 0.0286 (16) |
C21 | 0.057 (3) | 0.077 (4) | 0.076 (4) | 0.017 (3) | 0.004 (3) | 0.049 (3) |
F21 | 0.099 (3) | 0.102 (3) | 0.092 (2) | 0.026 (2) | 0.011 (2) | 0.065 (2) |
C22 | 0.051 (3) | 0.058 (3) | 0.100 (4) | 0.021 (2) | 0.001 (3) | 0.043 (3) |
F22 | 0.087 (2) | 0.068 (2) | 0.134 (3) | 0.0332 (18) | 0.006 (2) | 0.058 (2) |
C23 | 0.051 (3) | 0.052 (3) | 0.078 (3) | 0.026 (2) | 0.008 (2) | 0.024 (3) |
F23 | 0.089 (2) | 0.0583 (18) | 0.105 (3) | 0.0456 (17) | 0.015 (2) | 0.0261 (18) |
C24 | 0.043 (2) | 0.049 (2) | 0.067 (3) | 0.021 (2) | 0.011 (2) | 0.023 (2) |
C25 | 0.048 (2) | 0.037 (2) | 0.065 (3) | 0.0167 (19) | 0.013 (2) | 0.011 (2) |
C26 | 0.056 (3) | 0.054 (3) | 0.073 (3) | 0.024 (2) | 0.017 (3) | 0.016 (3) |
F26 | 0.0481 (17) | 0.100 (3) | 0.089 (2) | 0.0215 (17) | 0.0051 (16) | 0.024 (2) |
C27 | 0.049 (3) | 0.071 (4) | 0.121 (6) | 0.026 (3) | 0.026 (3) | 0.037 (4) |
F27 | 0.051 (2) | 0.137 (4) | 0.156 (4) | 0.039 (2) | 0.022 (2) | 0.050 (3) |
C28 | 0.071 (4) | 0.058 (3) | 0.118 (5) | 0.035 (3) | 0.051 (4) | 0.031 (3) |
F28 | 0.089 (3) | 0.104 (3) | 0.178 (4) | 0.052 (2) | 0.086 (3) | 0.047 (3) |
C29 | 0.084 (4) | 0.049 (3) | 0.087 (4) | 0.031 (3) | 0.045 (3) | 0.021 (3) |
F29 | 0.126 (3) | 0.068 (2) | 0.099 (3) | 0.039 (2) | 0.066 (2) | 0.0197 (19) |
C30 | 0.057 (3) | 0.042 (2) | 0.074 (3) | 0.019 (2) | 0.024 (3) | 0.015 (2) |
F30 | 0.074 (2) | 0.076 (2) | 0.0663 (18) | 0.0274 (17) | 0.0228 (17) | 0.0169 (16) |
C31 | 0.047 (2) | 0.046 (2) | 0.049 (2) | 0.019 (2) | 0.012 (2) | 0.0139 (19) |
C32 | 0.054 (3) | 0.047 (3) | 0.068 (3) | 0.022 (2) | 0.011 (2) | 0.014 (2) |
C33 | 0.070 (3) | 0.043 (3) | 0.073 (3) | 0.012 (2) | 0.014 (3) | 0.015 (2) |
C34 | 0.048 (3) | 0.069 (4) | 0.074 (4) | 0.005 (3) | 0.002 (3) | 0.021 (3) |
C35 | 0.052 (3) | 0.078 (4) | 0.072 (3) | 0.028 (3) | 0.009 (3) | 0.016 (3) |
C36 | 0.047 (2) | 0.057 (3) | 0.058 (3) | 0.023 (2) | 0.009 (2) | 0.013 (2) |
C37 | 0.099 (10) | 0.095 (10) | 0.093 (10) | 0.021 (8) | 0.002 (8) | 0.035 (8) |
Cl1 | 0.103 (3) | 0.120 (3) | 0.107 (3) | 0.035 (2) | 0.025 (2) | 0.039 (2) |
Cl2 | 0.107 (3) | 0.123 (4) | 0.132 (4) | 0.043 (3) | 0.047 (3) | 0.060 (3) |
Pt1—P1 | 2.2315 (11) | C17—F17 | 1.327 (8) |
Pt1—S3 | 2.2757 (12) | C17—C18 | 1.392 (7) |
Pt1—S1 | 2.3107 (13) | C18—F18 | 1.336 (6) |
Pt1—S2 | 2.3627 (12) | C19—C20 | 1.375 (7) |
P1—C31 | 1.821 (5) | C19—C24 | 1.407 (7) |
P1—C25 | 1.823 (5) | C20—F20 | 1.327 (6) |
P1—C24 | 1.851 (5) | C20—C21 | 1.376 (8) |
S1—C1 | 1.750 (6) | C21—F21 | 1.335 (6) |
S2—C7 | 1.747 (5) | C21—C22 | 1.379 (8) |
S3—C13 | 1.784 (5) | C22—F22 | 1.339 (6) |
S3—C19 | 1.787 (5) | C22—C23 | 1.391 (8) |
C1—C6 | 1.344 (9) | C23—F23 | 1.330 (6) |
C1—C2 | 1.396 (8) | C23—C24 | 1.373 (7) |
C2—F2 | 1.353 (8) | C25—C26 | 1.384 (7) |
C2—C3 | 1.364 (10) | C25—C30 | 1.387 (7) |
C3—C4 | 1.314 (18) | C26—F26 | 1.341 (6) |
C3—F3 | 1.356 (13) | C26—C27 | 1.376 (7) |
C4—F4 | 1.335 (11) | C27—F27 | 1.348 (7) |
C4—C5 | 1.38 (2) | C27—C28 | 1.374 (10) |
C5—F5 | 1.313 (13) | C28—F28 | 1.341 (6) |
C5—C6 | 1.416 (15) | C28—C29 | 1.343 (9) |
C6—F6 | 1.338 (11) | C29—F29 | 1.345 (7) |
C7—C12 | 1.387 (7) | C29—C30 | 1.376 (7) |
C7—C8 | 1.386 (7) | C30—F30 | 1.344 (6) |
C8—F8 | 1.343 (6) | C31—C36 | 1.383 (6) |
C8—C9 | 1.366 (8) | C31—C32 | 1.385 (6) |
C9—F9 | 1.339 (7) | C32—C33 | 1.377 (7) |
C9—C10 | 1.383 (9) | C32—H32A | 0.9300 |
C10—F10 | 1.324 (7) | C33—C34 | 1.386 (8) |
C10—C11 | 1.372 (8) | C33—H33A | 0.9300 |
C11—F11 | 1.344 (6) | C34—C35 | 1.374 (8) |
C11—C12 | 1.377 (8) | C34—H34A | 0.9300 |
C12—F12 | 1.349 (6) | C35—C36 | 1.371 (7) |
C13—C18 | 1.380 (7) | C35—H35A | 0.9300 |
C13—C14 | 1.380 (7) | C36—H36A | 0.9300 |
C14—F14 | 1.334 (7) | C37—Cl1 | 1.692 (17) |
C14—C15 | 1.381 (9) | C37—Cl2 | 1.760 (15) |
C15—F15 | 1.339 (8) | C37—H37A | 0.9700 |
C15—C16 | 1.362 (11) | C37—H37B | 0.9700 |
C16—F16 | 1.332 (7) | Cl2—Cl2i | 1.217 (9) |
C16—C17 | 1.346 (10) | ||
P1—Pt1—S3 | 89.63 (4) | F17—C17—C18 | 119.3 (6) |
P1—Pt1—S1 | 89.40 (5) | C16—C17—C18 | 119.2 (6) |
S3—Pt1—S1 | 178.81 (4) | F18—C18—C13 | 120.6 (4) |
P1—Pt1—S2 | 173.59 (4) | F18—C18—C17 | 118.6 (5) |
S3—Pt1—S2 | 84.72 (4) | C13—C18—C17 | 120.8 (5) |
S1—Pt1—S2 | 96.28 (5) | C20—C19—C24 | 120.5 (5) |
C31—P1—C25 | 107.8 (2) | C20—C19—S3 | 119.5 (4) |
C31—P1—C24 | 104.1 (2) | C24—C19—S3 | 119.8 (4) |
C25—P1—C24 | 106.7 (2) | F20—C20—C19 | 120.6 (5) |
C31—P1—Pt1 | 116.75 (15) | F20—C20—C21 | 118.5 (5) |
C25—P1—Pt1 | 114.57 (15) | C19—C20—C21 | 120.9 (5) |
C24—P1—Pt1 | 105.86 (15) | F21—C21—C20 | 121.5 (6) |
C1—S1—Pt1 | 106.76 (17) | F21—C21—C22 | 119.4 (5) |
C7—S2—Pt1 | 108.35 (15) | C20—C21—C22 | 119.1 (5) |
C13—S3—C19 | 102.4 (2) | F22—C22—C21 | 120.0 (5) |
C13—S3—Pt1 | 109.13 (17) | F22—C22—C23 | 119.8 (6) |
C19—S3—Pt1 | 105.85 (16) | C21—C22—C23 | 120.2 (5) |
C6—C1—C2 | 117.3 (7) | F23—C23—C24 | 121.0 (5) |
C6—C1—S1 | 122.4 (6) | F23—C23—C22 | 117.8 (5) |
C2—C1—S1 | 120.2 (5) | C24—C23—C22 | 121.2 (5) |
F2—C2—C3 | 120.0 (8) | C23—C24—C19 | 117.9 (5) |
F2—C2—C1 | 118.2 (5) | C23—C24—P1 | 124.1 (4) |
C3—C2—C1 | 121.8 (9) | C19—C24—P1 | 117.7 (3) |
C4—C3—F3 | 122.7 (11) | C26—C25—C30 | 115.4 (4) |
C4—C3—C2 | 120.3 (11) | C26—C25—P1 | 121.6 (4) |
F3—C3—C2 | 117.0 (12) | C30—C25—P1 | 122.4 (4) |
C3—C4—F4 | 119.8 (17) | F26—C26—C27 | 117.7 (5) |
C3—C4—C5 | 121.3 (10) | F26—C26—C25 | 120.2 (4) |
F4—C4—C5 | 118.8 (16) | C27—C26—C25 | 122.1 (5) |
F5—C5—C4 | 121.9 (14) | F27—C27—C26 | 119.8 (6) |
F5—C5—C6 | 120.0 (16) | F27—C27—C28 | 120.1 (5) |
C4—C5—C6 | 118.1 (11) | C26—C27—C28 | 120.1 (6) |
F6—C6—C1 | 122.2 (8) | F28—C28—C29 | 121.0 (7) |
F6—C6—C5 | 116.7 (10) | F28—C28—C27 | 119.5 (6) |
C1—C6—C5 | 121.1 (10) | C29—C28—C27 | 119.5 (5) |
C12—C7—C8 | 114.9 (5) | C28—C29—F29 | 119.7 (5) |
C12—C7—S2 | 120.0 (4) | C28—C29—C30 | 120.1 (6) |
C8—C7—S2 | 125.0 (4) | F29—C29—C30 | 120.1 (6) |
F8—C8—C9 | 117.2 (5) | F30—C30—C29 | 116.6 (5) |
F8—C8—C7 | 119.6 (5) | F30—C30—C25 | 120.7 (4) |
C9—C8—C7 | 123.2 (5) | C29—C30—C25 | 122.7 (5) |
F9—C9—C8 | 120.7 (6) | C36—C31—C32 | 120.0 (4) |
F9—C9—C10 | 119.4 (6) | C36—C31—P1 | 117.3 (3) |
C8—C9—C10 | 119.9 (5) | C32—C31—P1 | 122.6 (4) |
F10—C10—C11 | 119.8 (6) | C33—C32—C31 | 119.3 (5) |
F10—C10—C9 | 120.9 (6) | C33—C32—H32A | 120.3 |
C11—C10—C9 | 119.3 (5) | C31—C32—H32A | 120.3 |
F11—C11—C10 | 120.0 (5) | C32—C33—C34 | 120.6 (5) |
F11—C11—C12 | 120.7 (6) | C32—C33—H33A | 119.7 |
C10—C11—C12 | 119.2 (5) | C34—C33—H33A | 119.7 |
F12—C12—C11 | 117.0 (5) | C35—C34—C33 | 119.5 (5) |
F12—C12—C7 | 119.5 (5) | C35—C34—H34A | 120.2 |
C11—C12—C7 | 123.5 (5) | C33—C34—H34A | 120.2 |
C18—C13—C14 | 118.5 (5) | C36—C35—C34 | 120.4 (5) |
C18—C13—S3 | 124.0 (4) | C36—C35—H35A | 119.8 |
C14—C13—S3 | 117.4 (4) | C34—C35—H35A | 119.8 |
F14—C14—C13 | 120.5 (5) | C35—C36—C31 | 120.1 (5) |
F14—C14—C15 | 119.4 (5) | C35—C36—H36A | 119.9 |
C13—C14—C15 | 120.1 (6) | C31—C36—H36A | 119.9 |
F15—C15—C16 | 120.9 (6) | Cl1—C37—Cl2 | 112.9 (9) |
F15—C15—C14 | 119.0 (7) | Cl1—C37—H37A | 109.0 |
C16—C15—C14 | 120.1 (6) | Cl2—C37—H37A | 109.0 |
F16—C16—C17 | 119.7 (8) | Cl1—C37—H37B | 109.0 |
F16—C16—C15 | 119.1 (7) | Cl2—C37—H37B | 109.0 |
C17—C16—C15 | 121.2 (6) | H37A—C37—H37B | 107.8 |
F17—C17—C16 | 121.5 (6) | Cl2i—Cl2—C37 | 160.4 (8) |
Pt1—S1—C1—C6 | −55.3 (5) | C13—S3—C19—C20 | 61.7 (4) |
Pt1—S1—C1—C2 | 127.6 (4) | Pt1—S3—C19—C20 | 176.0 (4) |
C6—C1—C2—F2 | −176.2 (5) | C13—S3—C19—C24 | −123.0 (4) |
S1—C1—C2—F2 | 1.1 (7) | Pt1—S3—C19—C24 | −8.7 (4) |
C6—C1—C2—C3 | 2.5 (8) | C24—C19—C20—F20 | 178.1 (4) |
S1—C1—C2—C3 | 179.8 (5) | S3—C19—C20—F20 | −6.7 (7) |
F2—C2—C3—C4 | 178.2 (7) | C24—C19—C20—C21 | 0.4 (8) |
C1—C2—C3—C4 | −0.5 (11) | S3—C19—C20—C21 | 175.6 (4) |
F2—C2—C3—F3 | −1.2 (9) | F20—C20—C21—F21 | 1.6 (8) |
C1—C2—C3—F3 | −179.9 (5) | C19—C20—C21—F21 | 179.4 (5) |
F3—C3—C4—F4 | −3.8 (14) | F20—C20—C21—C22 | −179.5 (5) |
C2—C3—C4—F4 | 176.9 (7) | C19—C20—C21—C22 | −1.8 (8) |
F3—C3—C4—C5 | 179.5 (8) | F21—C21—C22—F22 | −0.8 (8) |
C2—C3—C4—C5 | 0.1 (15) | C20—C21—C22—F22 | −179.7 (5) |
C3—C4—C5—F5 | −178.6 (8) | F21—C21—C22—C23 | 179.5 (5) |
F4—C4—C5—F5 | 4.6 (16) | C20—C21—C22—C23 | 0.6 (8) |
C3—C4—C5—C6 | −1.8 (16) | F22—C22—C23—F23 | 2.8 (7) |
F4—C4—C5—C6 | −178.5 (7) | C21—C22—C23—F23 | −177.5 (5) |
C2—C1—C6—F6 | 177.9 (6) | F22—C22—C23—C24 | −177.7 (4) |
S1—C1—C6—F6 | 0.6 (9) | C21—C22—C23—C24 | 2.0 (8) |
C2—C1—C6—C5 | −4.1 (9) | F23—C23—C24—C19 | 176.2 (4) |
S1—C1—C6—C5 | 178.6 (6) | C22—C23—C24—C19 | −3.3 (7) |
F5—C5—C6—F6 | −1.1 (12) | F23—C23—C24—P1 | −10.0 (7) |
C4—C5—C6—F6 | −178.0 (8) | C22—C23—C24—P1 | 170.5 (4) |
F5—C5—C6—C1 | −179.2 (7) | C20—C19—C24—C23 | 2.1 (7) |
C4—C5—C6—C1 | 3.9 (13) | S3—C19—C24—C23 | −173.1 (4) |
Pt1—S2—C7—C12 | 139.5 (4) | C20—C19—C24—P1 | −172.1 (4) |
Pt1—S2—C7—C8 | −42.9 (4) | S3—C19—C24—P1 | 12.7 (5) |
C12—C7—C8—F8 | 178.2 (4) | C31—P1—C24—C23 | −60.2 (4) |
S2—C7—C8—F8 | 0.5 (7) | C25—P1—C24—C23 | 53.7 (5) |
C12—C7—C8—C9 | −0.8 (8) | Pt1—P1—C24—C23 | 176.2 (4) |
S2—C7—C8—C9 | −178.5 (5) | C31—P1—C24—C19 | 113.6 (4) |
F8—C8—C9—F9 | 0.4 (9) | C25—P1—C24—C19 | −132.5 (4) |
C7—C8—C9—F9 | 179.4 (6) | Pt1—P1—C24—C19 | −10.0 (4) |
F8—C8—C9—C10 | −179.7 (6) | C31—P1—C25—C26 | 149.1 (4) |
C7—C8—C9—C10 | −0.7 (10) | C24—P1—C25—C26 | 37.7 (5) |
F9—C9—C10—F10 | 0.3 (11) | Pt1—P1—C25—C26 | −79.1 (4) |
C8—C9—C10—F10 | −179.6 (6) | C31—P1—C25—C30 | −39.8 (5) |
F9—C9—C10—C11 | −178.7 (6) | C24—P1—C25—C30 | −151.1 (4) |
C8—C9—C10—C11 | 1.4 (10) | Pt1—P1—C25—C30 | 92.0 (4) |
F10—C10—C11—F11 | 1.7 (10) | C30—C25—C26—F26 | −177.6 (5) |
C9—C10—C11—F11 | −179.4 (6) | P1—C25—C26—F26 | −6.0 (7) |
F10—C10—C11—C12 | −179.6 (6) | C30—C25—C26—C27 | 1.9 (8) |
C9—C10—C11—C12 | −0.7 (10) | P1—C25—C26—C27 | 173.6 (4) |
F11—C11—C12—F12 | −0.7 (8) | F26—C26—C27—F27 | −1.3 (8) |
C10—C11—C12—F12 | −179.4 (5) | C25—C26—C27—F27 | 179.1 (5) |
F11—C11—C12—C7 | 177.8 (5) | F26—C26—C27—C28 | 178.5 (5) |
C10—C11—C12—C7 | −0.9 (9) | C25—C26—C27—C28 | −1.0 (9) |
C8—C7—C12—F12 | −179.9 (4) | F27—C27—C28—F28 | −0.7 (9) |
S2—C7—C12—F12 | −2.1 (6) | C26—C27—C28—F28 | 179.4 (5) |
C8—C7—C12—C11 | 1.5 (8) | F27—C27—C28—C29 | 179.4 (6) |
S2—C7—C12—C11 | 179.4 (4) | C26—C27—C28—C29 | −0.4 (9) |
C19—S3—C13—C18 | 45.1 (5) | F28—C28—C29—F29 | −0.8 (8) |
Pt1—S3—C13—C18 | −66.8 (5) | C27—C28—C29—F29 | 179.0 (5) |
C19—S3—C13—C14 | −135.4 (4) | F28—C28—C29—C30 | −179.0 (5) |
Pt1—S3—C13—C14 | 112.7 (4) | C27—C28—C29—C30 | 0.8 (9) |
C18—C13—C14—F14 | 180.0 (5) | C28—C29—C30—F30 | 179.0 (5) |
S3—C13—C14—F14 | 0.5 (7) | F29—C29—C30—F30 | 0.8 (7) |
C18—C13—C14—C15 | 0.6 (8) | C28—C29—C30—C25 | 0.2 (8) |
S3—C13—C14—C15 | −178.9 (5) | F29—C29—C30—C25 | −178.1 (4) |
F14—C14—C15—F15 | −0.8 (10) | C26—C25—C30—F30 | 179.7 (4) |
C13—C14—C15—F15 | 178.6 (6) | P1—C25—C30—F30 | 8.1 (7) |
F14—C14—C15—C16 | 179.5 (6) | C26—C25—C30—C29 | −1.5 (7) |
C13—C14—C15—C16 | −1.1 (11) | P1—C25—C30—C29 | −173.1 (4) |
F15—C15—C16—F16 | 0.9 (12) | C25—P1—C31—C36 | 143.3 (4) |
C14—C15—C16—F16 | −179.4 (7) | C24—P1—C31—C36 | −103.6 (4) |
F15—C15—C16—C17 | −179.7 (7) | Pt1—P1—C31—C36 | 12.6 (4) |
C14—C15—C16—C17 | 0.0 (12) | C25—P1—C31—C32 | −40.3 (5) |
F16—C16—C17—F17 | 1.1 (12) | C24—P1—C31—C32 | 72.8 (4) |
C15—C16—C17—F17 | −178.3 (7) | Pt1—P1—C31—C32 | −171.0 (3) |
F16—C16—C17—C18 | −179.1 (6) | C36—C31—C32—C33 | 1.0 (7) |
C15—C16—C17—C18 | 1.5 (12) | P1—C31—C32—C33 | −175.3 (4) |
C14—C13—C18—F18 | −179.2 (5) | C31—C32—C33—C34 | 0.1 (8) |
S3—C13—C18—F18 | 0.3 (8) | C32—C33—C34—C35 | −1.4 (9) |
C14—C13—C18—C17 | 1.0 (8) | C33—C34—C35—C36 | 1.7 (9) |
S3—C13—C18—C17 | −179.5 (5) | C34—C35—C36—C31 | −0.6 (8) |
F17—C17—C18—F18 | −2.0 (9) | C32—C31—C36—C35 | −0.7 (7) |
C16—C17—C18—F18 | 178.1 (6) | P1—C31—C36—C35 | 175.8 (4) |
F17—C17—C18—C13 | 177.8 (5) | Cl1—C37—Cl2—Cl2i | −137 (2) |
C16—C17—C18—C13 | −2.0 (10) |
Symmetry code: (i) −x+2, −y+2, −z. |
Experimental details
Crystal data | |
Chemical formula | [Pt(C6F5S)2(C24H5F14PS)]·0.5CH2Cl2 |
Mr | 1258.10 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 296 |
a, b, c (Å) | 11.2908 (10), 13.8516 (14), 14.6956 (17) |
α, β, γ (°) | 104.477 (8), 96.359 (8), 111.675 (7) |
V (Å3) | 2014.6 (4) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 3.89 |
Crystal size (mm) | 0.65 × 0.40 × 0.24 |
Data collection | |
Diffractometer | Bruker P4 |
Absorption correction | ψ scan (XSCANS; Bruker, 1997) |
Tmin, Tmax | 0.521, 0.897 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15487, 9078, 7392 |
Rint | 0.036 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.037, 0.089, 1.02 |
No. of reflections | 9078 |
No. of parameters | 614 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.99, −0.74 |
Computer programs: XSCANS (Bruker, 1997), SHELXS2013 (Sheldrick, 2008), SHELXL2014 (Sheldrick, 2015), SHELXTL (Sheldrick, 2008).
Acknowledgements
SB acknowledges support by the Instituto de Física Luis Rivera Terrazas (Puebla, Mexico).
References
Bernès, S., Meléndez, F. J. & Torrens, H. (2016). Acta Cryst. C72, 268–273. Google Scholar
Bruker (1997). XSCANS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2015). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Villanueva, L., Arroyo, M., Bernès, S. & Torrens, H. (2004). Chem. Commun. pp. 1942–1943. Web of Science CSD CrossRef Google Scholar
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