Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806044436/cf2063sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806044436/cf2063Isup2.hkl |
CCDC reference: 629465
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.009 Å
- Disorder in main residue
- R factor = 0.032
- wR factor = 0.071
- Data-to-parameter ratio = 17.1
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT242_ALERT_2_A Check Low Ueq as Compared to Neighbors for C7
Author Response: ... A constant feature found in perfluorinated molecules is that F atoms have significantly higher displacement parameters than their carrier C atoms. In the present case differences in parameters are magnified due to the disorder on CF~3~ groups. |
Alert level B PLAT213_ALERT_2_B Atom F712 has ADP max/min Ratio ............. 4.60 prola PLAT213_ALERT_2_B Atom F732 has ADP max/min Ratio ............. 4.40 prola PLAT220_ALERT_2_B Large Non-Solvent F Ueq(max)/Ueq(min) ... 3.85 Ratio PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C10
Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 Tmin and Tmax reported: 0.180 0.290 Tmin and Tmax expected: 0.140 0.292 RR = 1.292 Please check that your absorption correction is appropriate. PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.31 PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT213_ALERT_2_C Atom F711 has ADP max/min Ratio ............. 3.10 prola PLAT213_ALERT_2_C Atom F721 has ADP max/min Ratio ............. 3.20 prola PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.82 Ratio PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Pt1
Author Response: ... A constant feature found in perfluorinated molecules is that F atoms have significantly higher displacement parameters than their carrier C atoms. In the present case differences in parameters are magnified due to the disorder on CF~3~ groups. |
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.35 PLAT301_ALERT_3_C Main Residue Disorder ......................... 13.00 Perc. PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 9 PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond C8 - C11_a ... 1.38 Ang.
1 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 11 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 11 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Data collection: XSCANS (Siemens, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXTL-Plus (Sheldrick, 1998); program(s) used to refine structure: SHELXTL-Plus; molecular graphics: SHELXTL-Plus; software used to prepare material for publication: SHELXTL-Plus.
[Pt(C7F7S)2(C8H12)] | F(000) = 1520 |
Mr = 801.53 | Dx = 2.221 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 61 reflections |
a = 18.4374 (15) Å | θ = 4.7–12.5° |
b = 12.9716 (10) Å | µ = 6.15 mm−1 |
c = 13.3604 (11) Å | T = 298 K |
β = 131.392 (3)° | Irregular fragment, yellow |
V = 2397.1 (3) Å3 | 0.38 × 0.28 × 0.20 mm |
Z = 4 |
Bruker P4 diffractometer | 2908 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube, FN4 | Rint = 0.021 |
Graphite monochromator | θmax = 30.0°, θmin = 2.2° |
2θ/ω scans | h = −25→4 |
Absorption correction: ψ scan (XSCANS; Siemens, 1996) | k = −1→18 |
Tmin = 0.180, Tmax = 0.290 | l = −14→18 |
4611 measured reflections | 3 standard reflections every 97 reflections |
3499 independent reflections | intensity decay: 1% |
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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0237P)2 + 4.9564P] where P = (Fo2 + 2Fc2)/3 |
3499 reflections | (Δ/σ)max = 0.002 |
205 parameters | Δρmax = 0.78 e Å−3 |
48 restraints | Δρmin = −0.83 e Å−3 |
Experimental. Analysis calculated for C22H12F14S2Pt (%): C 32.97, H 1.51, S 8.0; found (%): C 33.10, H=1.55; S=7.94. IR (cm-1) 1639m, 1474 s, 1323 s, 978m, 855w, 714m. 1H NMR, (d6-acetone): δ 2.84 (m, CH2), δ 2.87 (m, CH2), δ 4.69 (s, CH). 19F NMR, (d6-acetone): δ -57.76 (s, CF3), δ -130.79 (m, F-2,6), δ -144.76 (m, F-3,5). |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pt1 | 0.5000 | 0.516046 (16) | 0.7500 | 0.04292 (8) | |
S1 | 0.59287 (9) | 0.39631 (8) | 0.92142 (10) | 0.0572 (3) | |
C1 | 0.6158 (3) | 0.2910 (3) | 0.8632 (4) | 0.0443 (8) | |
C2 | 0.6424 (3) | 0.3002 (3) | 0.7878 (5) | 0.0535 (10) | |
F2 | 0.6521 (3) | 0.3941 (2) | 0.7557 (4) | 0.0850 (10) | |
C3 | 0.6592 (3) | 0.2163 (4) | 0.7439 (5) | 0.0583 (11) | |
F3 | 0.6821 (3) | 0.2338 (3) | 0.6684 (4) | 0.0948 (11) | |
C4 | 0.6510 (3) | 0.1171 (4) | 0.7719 (4) | 0.0571 (11) | |
C5 | 0.6286 (3) | 0.1071 (3) | 0.8518 (4) | 0.0553 (10) | |
F5 | 0.6201 (3) | 0.0131 (2) | 0.8848 (4) | 0.0868 (11) | |
C6 | 0.6117 (3) | 0.1920 (3) | 0.8953 (4) | 0.0480 (9) | |
F6 | 0.5886 (2) | 0.1756 (2) | 0.9705 (3) | 0.0743 (8) | |
C7 | 0.6629 (4) | 0.0237 (4) | 0.7174 (5) | 0.090 (2) | |
C8 | 0.3890 (4) | 0.6344 (4) | 0.6222 (5) | 0.0706 (14) | |
H8A | 0.3241 | 0.6073 | 0.5500 | 0.085* | |
C9 | 0.3934 (6) | 0.7149 (6) | 0.7047 (8) | 0.110 (3) | |
H9A | 0.4016 | 0.7810 | 0.6792 | 0.132* | |
H9B | 0.3312 | 0.7165 | 0.6814 | 0.132* | |
C10 | 0.4679 (7) | 0.7061 (6) | 0.8491 (8) | 0.125 (3) | |
H10A | 0.4370 | 0.6855 | 0.8830 | 0.150* | |
H10B | 0.4955 | 0.7740 | 0.8850 | 0.150* | |
C11 | 0.5496 (4) | 0.6318 (4) | 0.9027 (5) | 0.0715 (14) | |
H11A | 0.5788 | 0.6025 | 0.9898 | 0.086* | |
F711 | 0.7088 (13) | 0.0414 (8) | 0.6767 (18) | 0.192 (8) | 0.671 (16) |
F721 | 0.5801 (6) | −0.0183 (9) | 0.6238 (10) | 0.211 (11) | 0.671 (16) |
F731 | 0.7128 (6) | −0.0501 (5) | 0.8053 (7) | 0.089 (3) | 0.671 (16) |
F712 | 0.7534 (7) | 0.008 (3) | 0.785 (2) | 0.29 (3) | 0.329 (16) |
F722 | 0.6260 (16) | 0.0472 (12) | 0.5967 (12) | 0.118 (7) | 0.329 (16) |
F732 | 0.615 (2) | −0.0560 (12) | 0.700 (3) | 0.212 (19) | 0.329 (16) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt1 | 0.05113 (13) | 0.03173 (10) | 0.04706 (12) | 0.000 | 0.03295 (10) | 0.000 |
S1 | 0.0691 (7) | 0.0427 (5) | 0.0444 (5) | 0.0077 (5) | 0.0309 (5) | 0.0001 (4) |
C1 | 0.040 (2) | 0.0393 (19) | 0.045 (2) | 0.0002 (15) | 0.0244 (17) | 0.0005 (15) |
C2 | 0.053 (2) | 0.047 (2) | 0.065 (3) | 0.0009 (18) | 0.041 (2) | 0.0108 (19) |
F2 | 0.107 (3) | 0.0570 (17) | 0.134 (3) | 0.0018 (16) | 0.098 (2) | 0.0203 (18) |
C3 | 0.057 (3) | 0.071 (3) | 0.059 (2) | 0.017 (2) | 0.043 (2) | 0.016 (2) |
F3 | 0.124 (3) | 0.104 (3) | 0.117 (3) | 0.032 (2) | 0.105 (3) | 0.030 (2) |
C4 | 0.059 (3) | 0.057 (3) | 0.052 (2) | 0.015 (2) | 0.035 (2) | 0.0044 (19) |
C5 | 0.064 (3) | 0.040 (2) | 0.057 (2) | 0.0076 (19) | 0.038 (2) | 0.0100 (18) |
F5 | 0.136 (3) | 0.0408 (14) | 0.112 (3) | 0.0127 (16) | 0.094 (3) | 0.0170 (15) |
C6 | 0.051 (2) | 0.047 (2) | 0.046 (2) | 0.0053 (17) | 0.0323 (19) | 0.0080 (17) |
F6 | 0.115 (2) | 0.0602 (16) | 0.088 (2) | 0.0165 (16) | 0.084 (2) | 0.0212 (15) |
C7 | 0.094 (5) | 0.098 (5) | 0.059 (3) | 0.041 (4) | 0.043 (3) | 0.000 (3) |
C8 | 0.073 (3) | 0.048 (3) | 0.069 (3) | 0.016 (2) | 0.037 (3) | 0.009 (2) |
C9 | 0.113 (6) | 0.094 (5) | 0.115 (5) | 0.043 (4) | 0.072 (5) | 0.002 (4) |
C10 | 0.181 (9) | 0.096 (5) | 0.116 (6) | 0.057 (5) | 0.106 (6) | 0.003 (4) |
C11 | 0.099 (4) | 0.043 (2) | 0.066 (3) | 0.000 (2) | 0.052 (3) | −0.015 (2) |
F711 | 0.36 (2) | 0.121 (7) | 0.306 (19) | 0.101 (11) | 0.31 (2) | 0.067 (10) |
F721 | 0.116 (8) | 0.205 (15) | 0.110 (7) | 0.070 (9) | −0.011 (6) | −0.097 (8) |
F731 | 0.109 (6) | 0.047 (3) | 0.100 (5) | 0.025 (3) | 0.064 (5) | 0.001 (3) |
F712 | 0.097 (14) | 0.42 (5) | 0.16 (2) | 0.11 (2) | 0.007 (13) | −0.18 (3) |
F722 | 0.20 (2) | 0.097 (11) | 0.113 (11) | −0.038 (12) | 0.128 (14) | −0.049 (9) |
F732 | 0.47 (6) | 0.045 (8) | 0.34 (4) | −0.09 (2) | 0.37 (4) | −0.069 (16) |
Pt1—S1 | 2.3245 (11) | C7—F732 | 1.277 (9) |
Pt1—C8 | 2.200 (5) | C7—F712 | 1.283 (9) |
Pt1—C11 | 2.188 (4) | C7—F721 | 1.291 (8) |
Pt1—C11i | 2.188 (4) | C7—F711 | 1.293 (8) |
Pt1—C8i | 2.200 (5) | C7—F722 | 1.306 (8) |
Pt1—S1i | 2.3245 (11) | C7—F731 | 1.310 (7) |
S1—C1 | 1.756 (4) | C8—C11i | 1.376 (8) |
C1—C6 | 1.372 (6) | C8—C9 | 1.481 (8) |
C1—C2 | 1.387 (6) | C8—H8A | 0.980 |
C2—F2 | 1.342 (5) | C9—C10 | 1.455 (10) |
C2—C3 | 1.365 (7) | C9—H9A | 0.970 |
C3—F3 | 1.346 (5) | C9—H9B | 0.970 |
C3—C4 | 1.376 (7) | C10—C11 | 1.511 (8) |
C4—C5 | 1.384 (6) | C10—H10A | 0.970 |
C4—C7 | 1.502 (7) | C10—H10B | 0.970 |
C5—F5 | 1.340 (5) | C11—C8i | 1.376 (8) |
C5—C6 | 1.374 (6) | C11—H11A | 0.980 |
C6—F6 | 1.343 (5) | ||
C11—Pt1—C8 | 81.1 (2) | F721—C7—F731 | 103.8 (7) |
C11—Pt1—C11i | 93.3 (3) | F711—C7—F731 | 103.9 (7) |
C8i—Pt1—C8 | 91.4 (3) | F732—C7—F712 | 114.8 (14) |
C8—Pt1—S1 | 158.78 (16) | F732—C7—F722 | 103.3 (11) |
C8i—Pt1—S1 | 90.04 (15) | F712—C7—F722 | 106.4 (12) |
C11—Pt1—S1 | 87.63 (15) | F732—C7—C4 | 115.9 (10) |
C11—Pt1—S1i | 163.48 (17) | F712—C7—C4 | 108.8 (10) |
S1i—Pt1—S1 | 96.15 (5) | F721—C7—C4 | 110.6 (6) |
C1—S1—Pt1 | 108.63 (13) | F711—C7—C4 | 114.0 (7) |
C11—Pt1—C8i | 36.5 (2) | F722—C7—C4 | 106.6 (8) |
C11i—Pt1—C8i | 81.1 (2) | F731—C7—C4 | 113.4 (5) |
C11i—Pt1—C8 | 36.5 (2) | C11i—C8—C9 | 123.3 (6) |
C8—Pt1—S1i | 90.04 (15) | C11i—C8—Pt1 | 71.3 (3) |
C11i—Pt1—S1i | 87.63 (15) | C9—C8—Pt1 | 110.5 (4) |
C8i—Pt1—S1i | 158.78 (16) | C11i—C8—H8A | 114.6 |
C11i—Pt1—S1 | 163.48 (17) | C9—C8—H8A | 114.6 |
C6—C1—C2 | 115.3 (4) | Pt1—C8—H8A | 114.6 |
C6—C1—S1 | 120.7 (3) | C10—C9—C8 | 118.1 (5) |
C2—C1—S1 | 124.0 (3) | C10—C9—H9A | 107.8 |
F2—C2—C3 | 118.1 (4) | C8—C9—H9A | 107.8 |
F2—C2—C1 | 119.8 (4) | C10—C9—H9B | 107.8 |
C3—C2—C1 | 122.2 (4) | C8—C9—H9B | 107.8 |
F3—C3—C2 | 117.4 (4) | H9A—C9—H9B | 107.1 |
F3—C3—C4 | 120.4 (4) | C9—C10—C11 | 116.7 (5) |
C2—C3—C4 | 122.2 (4) | C9—C10—H10A | 108.1 |
C3—C4—C5 | 116.1 (4) | C11—C10—H10A | 108.1 |
C3—C4—C7 | 123.1 (4) | C9—C10—H10B | 108.1 |
C5—C4—C7 | 120.8 (5) | C11—C10—H10B | 108.1 |
F5—C5—C6 | 118.8 (4) | H10A—C10—H10B | 107.3 |
F5—C5—C4 | 119.9 (4) | C8i—C11—C10 | 126.3 (6) |
C6—C5—C4 | 121.2 (4) | C8i—C11—Pt1 | 72.2 (3) |
F6—C6—C1 | 119.5 (4) | C10—C11—Pt1 | 109.0 (4) |
F6—C6—C5 | 117.6 (4) | C8i—C11—H11A | 113.8 |
C1—C6—C5 | 122.9 (4) | C10—C11—H11A | 113.8 |
F721—C7—F711 | 110.5 (9) | Pt1—C11—H11A | 113.8 |
C11—Pt1—S1—C1 | −159.3 (2) | C3—C4—C7—F712 | 78 (2) |
C11i—Pt1—S1—C1 | −65.7 (5) | C5—C4—C7—F712 | −103.3 (19) |
C8i—Pt1—S1—C1 | −122.8 (2) | C3—C4—C7—F721 | −105.6 (10) |
C8—Pt1—S1—C1 | 143.1 (4) | C5—C4—C7—F721 | 72.8 (10) |
S1i—Pt1—S1—C1 | 36.84 (14) | C3—C4—C7—F711 | 19.6 (11) |
Pt1—S1—C1—C6 | −138.8 (3) | C5—C4—C7—F711 | −162.0 (10) |
Pt1—S1—C1—C2 | 43.7 (4) | C3—C4—C7—F722 | −36.1 (12) |
C6—C1—C2—F2 | −177.5 (4) | C5—C4—C7—F722 | 142.3 (11) |
S1—C1—C2—F2 | 0.1 (6) | C3—C4—C7—F731 | 138.2 (6) |
C6—C1—C2—C3 | 2.7 (7) | C5—C4—C7—F731 | −43.3 (8) |
S1—C1—C2—C3 | −179.7 (4) | C11—Pt1—C8—C11i | 108.0 (4) |
F2—C2—C3—F3 | −1.5 (7) | C8i—Pt1—C8—C11i | 72.9 (3) |
C1—C2—C3—F3 | 178.3 (4) | S1i—Pt1—C8—C11i | −86.0 (3) |
F2—C2—C3—C4 | 180.0 (5) | S1—Pt1—C8—C11i | 166.7 (3) |
C1—C2—C3—C4 | −0.2 (8) | C11—Pt1—C8—C9 | −11.4 (5) |
F3—C3—C4—C5 | 179.1 (4) | C11i—Pt1—C8—C9 | −119.5 (7) |
C2—C3—C4—C5 | −2.5 (7) | C8i—Pt1—C8—C9 | −46.6 (5) |
F3—C3—C4—C7 | −2.4 (8) | S1i—Pt1—C8—C9 | 154.6 (5) |
C2—C3—C4—C7 | 176.0 (5) | S1—Pt1—C8—C9 | 47.3 (8) |
C3—C4—C5—F5 | −179.4 (5) | C11i—C8—C9—C10 | −78.7 (10) |
C7—C4—C5—F5 | 2.0 (7) | Pt1—C8—C9—C10 | 1.8 (10) |
C3—C4—C5—C6 | 2.6 (7) | C8—C9—C10—C11 | 15.0 (12) |
C7—C4—C5—C6 | −175.9 (4) | C9—C10—C11—C8i | 57.9 (11) |
C2—C1—C6—F6 | 178.6 (4) | C9—C10—C11—Pt1 | −23.5 (10) |
S1—C1—C6—F6 | 0.9 (6) | C11i—Pt1—C11—C8i | −70.2 (3) |
C2—C1—C6—C5 | −2.6 (6) | C8—Pt1—C11—C8i | −104.8 (4) |
S1—C1—C6—C5 | 179.7 (4) | S1i—Pt1—C11—C8i | −163.0 (4) |
F5—C5—C6—F6 | 0.8 (7) | S1—Pt1—C11—C8i | 93.3 (3) |
C4—C5—C6—F6 | 178.8 (4) | C11i—Pt1—C11—C10 | 52.9 (5) |
F5—C5—C6—C1 | −178.0 (4) | C8i—Pt1—C11—C10 | 123.1 (6) |
C4—C5—C6—C1 | 0.0 (7) | C8—Pt1—C11—C10 | 18.4 (5) |
C3—C4—C7—F732 | −150.5 (17) | S1i—Pt1—C11—C10 | −39.9 (9) |
C5—C4—C7—F732 | 28.0 (17) | S1—Pt1—C11—C10 | −143.6 (5) |
Symmetry code: (i) −x+1, y, −z+3/2. |