Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270107029629/bg3039sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270107029629/bg3039Isup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270107029629/bg3039IIsup3.hkl |
CCDC references: 659106; 659107
All manipulations were carried out under an atmosphere of nitrogen using standard Schlenk techniques. The solvents were purified and dried by standard methods (Perrin & Armarego, 1988).
Compound (I) was prepared by the addition of [{(tBuO)3SiS}2Pb}2 (0.3 g, 0.20 mmol) (Wojnowski et al., 1986) dissolved in hexane–pentane (40:60 v/v) (25 ml) to a solution of 2,2'-bipyridine (130 mg, 0.83 mmol) in hexane–pentane (40:60 v/v) (5 ml). The mixture was shaken for a few minutes and subsequently left at ca 273 K for 15 h. The solid material was then filtered off, and the solution was concentrated to half its initial volume and left for crystallization at ca 273 K. After a week, good quality crystals of (I) (m.p. 433 K) were obtained in moderate yields (ca 50%, not optimized) with consistent elemental analyses for C, H, S and N.
Solid [{(tBuO)3SiS}2Pb}2 (0.3 g, 0.20 mmol) (Wojnowski et al., 1986) and 4,7-diphenyl-1,10-phenanthroline (bathophenanthroline) (250 mg, 0.40 mmol) were added to hexane (20 ml). The mixture was shaken for 10 min and subsequently left at ca 273 K for 5 h. The solid material was filtered off, and the solution was concentrated to form a raw product. Recrystallization from hexane–benzene (1:1 v/v) solution was carried out at ca 273 K. After a month, crystals of (II) (m.p. 440 K) separated (yield ca 40%, not optimized). Elemental analyses for C, H, S and N were consistent with the assumed formula.
All H atoms were refined as riding on their parent C atoms, with methyl C—H = 0.98 Å, methylene C—H = 0.99 Å and aromatic C—H = 0.95 Å, and with Uiso(H) = 1.2Ueq(C) for aromatic CH, 1.3Ueq(C) for CH2 groups and 1.5Ueq(C) for methyl groups. In the case of (II), elucidation of structure from diffraction data required special treatment. Two butoxy groups starting from O4 and O6 were refined as disordered over two positions with occupancies 0.714 (12) and 0.286 (12). Atoms C5–C8 and C10–C12 were refined with ISOR/SIMU instructions (SHELXL97; Sheldrick, 1997) simulating isotropic behaviour because of non-acceptable parameters of their ellipsoids. The highest electron-density peaks are located 0.78 Å from atom Pb1 in (I) and 0.86 Å from Pb1 in (II).
Data collection: CrysAlis CCD (Oxford Diffraction, 2006) for (I); KM4 System (Gałdecki, Kowalski et al., 1996) for (II). Cell refinement: CrysAlis RED (Oxford Diffraction, 2006) for (I); KM4 System for (II). Data reduction: CrysAlis RED for (I); DATAPROC (Gałdecki, Kowalski & Uszyński, 1996) for (II). For both compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Mercury (Version 1.5; Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia, 1999).
[Pb(C12H27O3SSi)2(C10H8N2)] | Z = 2 |
Mr = 922.35 | F(000) = 940 |
Triclinic, P1 | Dx = 1.429 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4053 (4) Å | Cell parameters from 15949 reflections |
b = 13.8617 (7) Å | θ = 2.3–32.5° |
c = 18.0405 (9) Å | µ = 4.13 mm−1 |
α = 107.361 (5)° | T = 120 K |
β = 99.069 (4)° | Prism, colourless |
γ = 101.086 (4)° | 0.49 × 0.13 × 0.09 mm |
V = 2144.1 (2) Å3 |
Oxford Diffraction KM4 CCD diffractometer | 10174 independent reflections |
Graphite monochromator | 9037 reflections with I > 2σ(I) |
Detector resolution: 8.1883 pixels mm-1 | Rint = 0.030 |
0.75° ω scans | θmax = 28°, θmin = 2.3° |
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | h = −12→12 |
Tmin = 0.503, Tmax = 0.695 | k = −14→18 |
17997 measured reflections | l = −23→18 |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.16 | w = 1/[σ2(Fo2) + (0.050P)2 + 3.7754P] where P = (Fo2 + 2Fc2)/3 |
10174 reflections | (Δ/σ)max = 0.002 |
442 parameters | Δρmax = 2.11 e Å−3 |
0 restraints | Δρmin = −1.55 e Å−3 |
[Pb(C12H27O3SSi)2(C10H8N2)] | γ = 101.086 (4)° |
Mr = 922.35 | V = 2144.1 (2) Å3 |
Triclinic, P1 | Z = 2 |
a = 9.4053 (4) Å | Mo Kα radiation |
b = 13.8617 (7) Å | µ = 4.13 mm−1 |
c = 18.0405 (9) Å | T = 120 K |
α = 107.361 (5)° | 0.49 × 0.13 × 0.09 mm |
β = 99.069 (4)° |
Oxford Diffraction KM4 CCD diffractometer | 10174 independent reflections |
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | 9037 reflections with I > 2σ(I) |
Tmin = 0.503, Tmax = 0.695 | Rint = 0.030 |
17997 measured reflections |
R[F2 > 2σ(F2)] = 0.040 | 0 restraints |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.16 | Δρmax = 2.11 e Å−3 |
10174 reflections | Δρmin = −1.55 e Å−3 |
442 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Pb1 | 0.315870 (19) | 0.972615 (13) | 0.206568 (9) | 0.02625 (6) | |
S1 | 0.01803 (14) | 0.91949 (10) | 0.19134 (8) | 0.0342 (2) | |
S2 | 0.28288 (14) | 1.14875 (9) | 0.18240 (6) | 0.0299 (2) | |
Si1 | 0.00171 (13) | 0.77880 (9) | 0.21186 (7) | 0.0238 (2) | |
Si2 | 0.38698 (13) | 1.24362 (9) | 0.29961 (7) | 0.0231 (2) | |
N1 | 0.2652 (6) | 0.8609 (3) | 0.0558 (2) | 0.0401 (10) | |
N2 | 0.5408 (5) | 0.9858 (4) | 0.1287 (2) | 0.0363 (9) | |
O1 | 0.1723 (3) | 0.7674 (2) | 0.22923 (19) | 0.0273 (6) | |
O2 | −0.0772 (4) | 0.7708 (3) | 0.28461 (19) | 0.0311 (7) | |
O3 | −0.0904 (3) | 0.6755 (3) | 0.13643 (19) | 0.0312 (7) | |
O4 | 0.4343 (3) | 1.1630 (2) | 0.34381 (18) | 0.0267 (6) | |
O5 | 0.2863 (3) | 1.3133 (2) | 0.34597 (19) | 0.0271 (6) | |
O6 | 0.5413 (3) | 1.3290 (2) | 0.31002 (19) | 0.0272 (6) | |
C1 | 0.2332 (5) | 0.6806 (4) | 0.2312 (3) | 0.0350 (10) | |
C2 | 0.1487 (7) | 0.6154 (5) | 0.2721 (5) | 0.064 (2) | |
H2A | 0.1484 | 0.66 | 0.3256 | 0.095* | |
H2B | 0.1971 | 0.56 | 0.2763 | 0.095* | |
H2C | 0.046 | 0.584 | 0.2408 | 0.095* | |
C3 | 0.2293 (7) | 0.6161 (5) | 0.1457 (4) | 0.0567 (17) | |
H3A | 0.1256 | 0.5852 | 0.1158 | 0.085* | |
H3B | 0.2794 | 0.5604 | 0.1461 | 0.085* | |
H3C | 0.2804 | 0.6613 | 0.1202 | 0.085* | |
C4 | 0.3942 (6) | 0.7295 (4) | 0.2785 (4) | 0.0423 (12) | |
H4A | 0.4482 | 0.7696 | 0.2506 | 0.063* | |
H4B | 0.442 | 0.6742 | 0.2837 | 0.063* | |
H4C | 0.3957 | 0.7761 | 0.3317 | 0.063* | |
C5 | −0.0705 (6) | 0.8459 (4) | 0.3610 (3) | 0.0390 (11) | |
C6 | −0.1202 (9) | 0.7819 (6) | 0.4114 (4) | 0.0631 (19) | |
H6A | −0.221 | 0.7374 | 0.3856 | 0.095* | |
H6B | −0.12 | 0.8288 | 0.4643 | 0.095* | |
H6C | −0.0518 | 0.7381 | 0.4171 | 0.095* | |
C7 | −0.1737 (6) | 0.9150 (5) | 0.3502 (4) | 0.0492 (14) | |
H7A | −0.1399 | 0.9543 | 0.3165 | 0.074* | |
H7B | −0.1728 | 0.9639 | 0.4024 | 0.074* | |
H7C | −0.2752 | 0.8715 | 0.3248 | 0.074* | |
C8 | 0.0906 (6) | 0.9113 (4) | 0.3989 (3) | 0.0423 (12) | |
H8A | 0.1555 | 0.8649 | 0.4032 | 0.063* | |
H8B | 0.0959 | 0.9594 | 0.4521 | 0.063* | |
H8C | 0.1232 | 0.9514 | 0.3654 | 0.063* | |
C9 | −0.2435 (5) | 0.6393 (4) | 0.0924 (3) | 0.0364 (11) | |
C10 | −0.3431 (7) | 0.6953 (8) | 0.1359 (5) | 0.079 (3) | |
H10A | −0.3373 | 0.6853 | 0.1878 | 0.119* | |
H10B | −0.4459 | 0.6672 | 0.1044 | 0.119* | |
H10C | −0.3112 | 0.77 | 0.1442 | 0.119* | |
C11 | −0.2871 (7) | 0.5221 (6) | 0.0779 (5) | 0.0629 (18) | |
H11A | −0.2174 | 0.4888 | 0.051 | 0.094* | |
H11B | −0.3882 | 0.4916 | 0.0443 | 0.094* | |
H11C | −0.2837 | 0.5105 | 0.1291 | 0.094* | |
C12 | −0.2483 (7) | 0.6560 (5) | 0.0125 (4) | 0.0530 (15) | |
H12A | −0.211 | 0.7305 | 0.0215 | 0.079* | |
H12B | −0.3511 | 0.6314 | −0.0192 | 0.079* | |
H12C | −0.1859 | 0.6167 | −0.0163 | 0.079* | |
C13 | 0.5357 (5) | 1.1818 (4) | 0.4188 (3) | 0.0275 (9) | |
C14 | 0.5280 (7) | 1.2801 (5) | 0.4819 (3) | 0.0435 (12) | |
H14A | 0.558 | 1.3404 | 0.465 | 0.065* | |
H14B | 0.5951 | 1.29 | 0.5325 | 0.065* | |
H14C | 0.4258 | 1.2735 | 0.4891 | 0.065* | |
C15 | 0.6912 (6) | 1.1897 (5) | 0.4041 (4) | 0.0438 (13) | |
H15A | 0.6941 | 1.1238 | 0.3652 | 0.066* | |
H15B | 0.7624 | 1.2038 | 0.4543 | 0.066* | |
H15C | 0.7176 | 1.2467 | 0.3831 | 0.066* | |
C16 | 0.4873 (7) | 1.0871 (4) | 0.4433 (3) | 0.0447 (13) | |
H16A | 0.3839 | 1.0793 | 0.4485 | 0.067* | |
H16B | 0.5516 | 1.0965 | 0.4946 | 0.067* | |
H16C | 0.4951 | 1.0244 | 0.4026 | 0.067* | |
C17 | 0.1334 (5) | 1.2939 (4) | 0.3517 (3) | 0.0305 (9) | |
C18 | 0.1303 (6) | 1.3742 (5) | 0.4301 (4) | 0.0465 (13) | |
H18A | 0.19 | 1.3623 | 0.4747 | 0.07* | |
H18B | 0.0274 | 1.3671 | 0.436 | 0.07* | |
H18C | 0.1716 | 1.4447 | 0.4301 | 0.07* | |
C19 | 0.0417 (6) | 1.3097 (5) | 0.2811 (4) | 0.0489 (14) | |
H19A | 0.0688 | 1.3837 | 0.2861 | 0.073* | |
H19B | −0.0643 | 1.2884 | 0.2802 | 0.073* | |
H19C | 0.0615 | 1.2674 | 0.2315 | 0.073* | |
C20 | 0.0795 (6) | 1.1844 (4) | 0.3536 (3) | 0.0364 (11) | |
H20A | 0.0819 | 1.1332 | 0.3031 | 0.055* | |
H20B | −0.0226 | 1.1739 | 0.361 | 0.055* | |
H20C | 0.1445 | 1.1754 | 0.3978 | 0.055* | |
C21 | 0.5669 (5) | 1.4307 (4) | 0.3021 (3) | 0.0300 (9) | |
C22 | 0.4719 (6) | 1.4256 (4) | 0.2237 (3) | 0.0394 (11) | |
H22A | 0.4952 | 1.3753 | 0.1791 | 0.059* | |
H22B | 0.4931 | 1.4948 | 0.2181 | 0.059* | |
H22C | 0.3664 | 1.4035 | 0.2234 | 0.059* | |
C23 | 0.5338 (6) | 1.5094 (4) | 0.3722 (3) | 0.0377 (11) | |
H23A | 0.4264 | 1.4934 | 0.3689 | 0.057* | |
H23B | 0.5677 | 1.58 | 0.3706 | 0.057* | |
H23C | 0.586 | 1.5055 | 0.4223 | 0.057* | |
C24 | 0.7317 (6) | 1.4614 (5) | 0.3030 (4) | 0.0466 (14) | |
H24A | 0.7909 | 1.4633 | 0.3535 | 0.07* | |
H24B | 0.7568 | 1.5306 | 0.2977 | 0.07* | |
H24C | 0.7535 | 1.4101 | 0.2585 | 0.07* | |
C25 | 0.6736 (7) | 1.0520 (5) | 0.1650 (4) | 0.0494 (14) | |
H25 | 0.6852 | 1.1008 | 0.2167 | 0.059* | |
C26 | 0.7945 (7) | 1.0530 (6) | 0.1311 (5) | 0.062 (2) | |
H26 | 0.888 | 1.1004 | 0.1595 | 0.075* | |
C27 | 0.7788 (8) | 0.9849 (7) | 0.0559 (5) | 0.062 (2) | |
H27 | 0.8607 | 0.9846 | 0.0312 | 0.075* | |
C28 | 0.6433 (8) | 0.9174 (6) | 0.0173 (4) | 0.0552 (18) | |
H28 | 0.6294 | 0.87 | −0.0353 | 0.066* | |
C29 | 0.5243 (6) | 0.9182 (4) | 0.0554 (3) | 0.0391 (12) | |
C30 | 0.3745 (7) | 0.8479 (4) | 0.0169 (3) | 0.0386 (12) | |
C31 | 0.1265 (9) | 0.8020 (6) | 0.0194 (3) | 0.064 (2) | |
H31 | 0.0495 | 0.8124 | 0.0469 | 0.076* | |
C32 | 0.0890 (11) | 0.7272 (6) | −0.0557 (4) | 0.077 (3) | |
H32 | −0.0112 | 0.6884 | −0.0798 | 0.092* | |
C33 | 0.2009 (12) | 0.7110 (6) | −0.0941 (4) | 0.078 (3) | |
H33 | 0.1804 | 0.6583 | −0.145 | 0.094* | |
C34 | 0.3431 (10) | 0.7715 (6) | −0.0584 (4) | 0.064 (2) | |
H34 | 0.421 | 0.7613 | −0.0853 | 0.077* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.03536 (9) | 0.02262 (9) | 0.02095 (8) | 0.00824 (6) | 0.00767 (6) | 0.00648 (6) |
S1 | 0.0363 (6) | 0.0318 (6) | 0.0379 (6) | 0.0131 (5) | 0.0056 (5) | 0.0155 (5) |
S2 | 0.0440 (6) | 0.0237 (5) | 0.0202 (5) | 0.0095 (5) | 0.0041 (4) | 0.0059 (4) |
Si1 | 0.0219 (5) | 0.0243 (6) | 0.0222 (5) | 0.0052 (4) | 0.0038 (4) | 0.0046 (4) |
Si2 | 0.0263 (5) | 0.0212 (5) | 0.0219 (5) | 0.0089 (4) | 0.0058 (4) | 0.0053 (4) |
N1 | 0.066 (3) | 0.027 (2) | 0.0226 (19) | 0.001 (2) | 0.0158 (19) | 0.0062 (16) |
N2 | 0.042 (2) | 0.042 (2) | 0.029 (2) | 0.0157 (19) | 0.0116 (18) | 0.0128 (18) |
O1 | 0.0209 (14) | 0.0253 (15) | 0.0356 (17) | 0.0064 (12) | 0.0057 (12) | 0.0102 (13) |
O2 | 0.0321 (16) | 0.0285 (16) | 0.0252 (15) | 0.0015 (13) | 0.0073 (13) | 0.0019 (13) |
O3 | 0.0241 (15) | 0.0329 (17) | 0.0255 (15) | 0.0047 (13) | 0.0025 (12) | −0.0030 (13) |
O4 | 0.0308 (15) | 0.0238 (15) | 0.0239 (15) | 0.0079 (12) | 0.0049 (12) | 0.0061 (12) |
O5 | 0.0239 (14) | 0.0247 (15) | 0.0295 (16) | 0.0091 (12) | 0.0072 (12) | 0.0022 (12) |
O6 | 0.0266 (15) | 0.0234 (15) | 0.0326 (16) | 0.0090 (12) | 0.0086 (13) | 0.0083 (13) |
C1 | 0.030 (2) | 0.024 (2) | 0.051 (3) | 0.0109 (18) | 0.005 (2) | 0.012 (2) |
C2 | 0.046 (3) | 0.053 (4) | 0.114 (6) | 0.016 (3) | 0.020 (4) | 0.057 (4) |
C3 | 0.045 (3) | 0.044 (3) | 0.062 (4) | 0.021 (3) | 0.002 (3) | −0.010 (3) |
C4 | 0.029 (2) | 0.041 (3) | 0.054 (3) | 0.013 (2) | 0.000 (2) | 0.014 (3) |
C5 | 0.038 (3) | 0.040 (3) | 0.028 (2) | −0.003 (2) | 0.011 (2) | 0.002 (2) |
C6 | 0.086 (5) | 0.059 (4) | 0.038 (3) | −0.003 (4) | 0.036 (3) | 0.011 (3) |
C7 | 0.040 (3) | 0.047 (3) | 0.047 (3) | 0.010 (2) | 0.018 (2) | −0.007 (3) |
C8 | 0.044 (3) | 0.044 (3) | 0.023 (2) | −0.001 (2) | 0.004 (2) | −0.003 (2) |
C9 | 0.025 (2) | 0.039 (3) | 0.033 (2) | −0.0010 (19) | −0.0005 (18) | 0.004 (2) |
C10 | 0.032 (3) | 0.112 (7) | 0.064 (5) | 0.023 (4) | −0.001 (3) | −0.011 (4) |
C11 | 0.045 (3) | 0.058 (4) | 0.075 (5) | −0.009 (3) | −0.003 (3) | 0.030 (4) |
C12 | 0.054 (3) | 0.052 (4) | 0.043 (3) | 0.004 (3) | −0.005 (3) | 0.015 (3) |
C13 | 0.026 (2) | 0.033 (2) | 0.025 (2) | 0.0094 (18) | 0.0045 (16) | 0.0105 (18) |
C14 | 0.051 (3) | 0.049 (3) | 0.027 (2) | 0.021 (3) | 0.003 (2) | 0.007 (2) |
C15 | 0.033 (3) | 0.061 (4) | 0.048 (3) | 0.021 (2) | 0.014 (2) | 0.026 (3) |
C16 | 0.050 (3) | 0.042 (3) | 0.039 (3) | 0.003 (2) | −0.001 (2) | 0.022 (2) |
C17 | 0.023 (2) | 0.033 (2) | 0.034 (2) | 0.0120 (18) | 0.0090 (18) | 0.0057 (19) |
C18 | 0.035 (3) | 0.046 (3) | 0.050 (3) | 0.014 (2) | 0.019 (2) | −0.003 (3) |
C19 | 0.035 (3) | 0.053 (3) | 0.060 (4) | 0.022 (3) | 0.000 (3) | 0.021 (3) |
C20 | 0.033 (2) | 0.034 (3) | 0.042 (3) | 0.010 (2) | 0.016 (2) | 0.007 (2) |
C21 | 0.031 (2) | 0.025 (2) | 0.037 (2) | 0.0104 (18) | 0.0132 (19) | 0.0096 (19) |
C22 | 0.051 (3) | 0.031 (3) | 0.040 (3) | 0.019 (2) | 0.011 (2) | 0.013 (2) |
C23 | 0.040 (3) | 0.023 (2) | 0.044 (3) | 0.0040 (19) | 0.013 (2) | 0.002 (2) |
C24 | 0.034 (3) | 0.041 (3) | 0.077 (4) | 0.015 (2) | 0.027 (3) | 0.027 (3) |
C25 | 0.045 (3) | 0.056 (4) | 0.053 (3) | 0.013 (3) | 0.013 (3) | 0.026 (3) |
C26 | 0.043 (3) | 0.084 (5) | 0.092 (5) | 0.029 (3) | 0.025 (3) | 0.064 (5) |
C27 | 0.056 (4) | 0.105 (6) | 0.075 (5) | 0.057 (4) | 0.041 (4) | 0.066 (5) |
C28 | 0.082 (5) | 0.082 (5) | 0.048 (3) | 0.066 (4) | 0.045 (3) | 0.045 (3) |
C29 | 0.058 (3) | 0.047 (3) | 0.037 (3) | 0.038 (3) | 0.024 (2) | 0.027 (2) |
C30 | 0.071 (4) | 0.031 (2) | 0.024 (2) | 0.030 (3) | 0.017 (2) | 0.0102 (19) |
C31 | 0.083 (5) | 0.059 (4) | 0.028 (3) | −0.021 (4) | 0.015 (3) | 0.008 (3) |
C32 | 0.116 (7) | 0.053 (4) | 0.031 (3) | −0.025 (4) | 0.008 (4) | 0.005 (3) |
C33 | 0.148 (8) | 0.043 (4) | 0.027 (3) | 0.026 (5) | 0.006 (4) | −0.005 (3) |
C34 | 0.108 (6) | 0.060 (4) | 0.032 (3) | 0.050 (4) | 0.017 (3) | 0.009 (3) |
Pb1—N1 | 2.610 (4) | C12—H12B | 0.98 |
Pb1—S2 | 2.6705 (11) | C12—H12C | 0.98 |
Pb1—S1 | 2.7034 (13) | C13—C14 | 1.515 (7) |
Pb1—N2 | 2.725 (4) | C13—C15 | 1.517 (6) |
S1—Si1 | 2.0730 (17) | C13—C16 | 1.518 (7) |
S2—Si2 | 2.0861 (16) | C14—H14A | 0.98 |
Si1—O3 | 1.625 (3) | C14—H14B | 0.98 |
Si1—O2 | 1.627 (3) | C14—H14C | 0.98 |
Si1—O1 | 1.633 (3) | C15—H15A | 0.98 |
Si2—O5 | 1.628 (3) | C15—H15B | 0.98 |
Si2—O6 | 1.632 (3) | C15—H15C | 0.98 |
Si2—O4 | 1.641 (3) | C16—H16A | 0.98 |
N1—C31 | 1.342 (8) | C16—H16B | 0.98 |
N1—C30 | 1.344 (7) | C16—H16C | 0.98 |
N2—C25 | 1.332 (8) | C17—C20 | 1.517 (7) |
N2—C29 | 1.338 (7) | C17—C19 | 1.519 (7) |
O1—C1 | 1.436 (5) | C17—C18 | 1.525 (7) |
O2—C5 | 1.442 (6) | C18—H18A | 0.98 |
O3—C9 | 1.442 (5) | C18—H18B | 0.98 |
O4—C13 | 1.448 (5) | C18—H18C | 0.98 |
O5—C17 | 1.437 (5) | C19—H19A | 0.98 |
O6—C21 | 1.437 (5) | C19—H19B | 0.98 |
C1—C2 | 1.517 (8) | C19—H19C | 0.98 |
C1—C3 | 1.526 (8) | C20—H20A | 0.98 |
C1—C4 | 1.528 (7) | C20—H20B | 0.98 |
C2—H2A | 0.98 | C20—H20C | 0.98 |
C2—H2B | 0.98 | C21—C24 | 1.522 (7) |
C2—H2C | 0.98 | C21—C22 | 1.524 (7) |
C3—H3A | 0.98 | C21—C23 | 1.524 (7) |
C3—H3B | 0.98 | C22—H22A | 0.98 |
C3—H3C | 0.98 | C22—H22B | 0.98 |
C4—H4A | 0.98 | C22—H22C | 0.98 |
C4—H4B | 0.98 | C23—H23A | 0.98 |
C4—H4C | 0.98 | C23—H23B | 0.98 |
C5—C6 | 1.513 (8) | C23—H23C | 0.98 |
C5—C7 | 1.519 (8) | C24—H24A | 0.98 |
C5—C8 | 1.536 (7) | C24—H24B | 0.98 |
C6—H6A | 0.98 | C24—H24C | 0.98 |
C6—H6B | 0.98 | C25—C26 | 1.373 (9) |
C6—H6C | 0.98 | C25—H25 | 0.95 |
C7—H7A | 0.98 | C26—C27 | 1.367 (11) |
C7—H7B | 0.98 | C26—H26 | 0.95 |
C7—H7C | 0.98 | C27—C28 | 1.363 (11) |
C8—H8A | 0.98 | C27—H27 | 0.95 |
C8—H8B | 0.98 | C28—C29 | 1.403 (7) |
C8—H8C | 0.98 | C28—H28 | 0.95 |
C9—C10 | 1.498 (9) | C29—C30 | 1.475 (9) |
C9—C12 | 1.522 (8) | C30—C34 | 1.397 (8) |
C9—C11 | 1.528 (9) | C31—C32 | 1.380 (9) |
C10—H10A | 0.98 | C31—H31 | 0.95 |
C10—H10B | 0.98 | C32—C33 | 1.366 (13) |
C10—H10C | 0.98 | C32—H32 | 0.95 |
C11—H11A | 0.98 | C33—C34 | 1.372 (12) |
C11—H11B | 0.98 | C33—H33 | 0.95 |
C11—H11C | 0.98 | C34—H34 | 0.95 |
C12—H12A | 0.98 | ||
N1—Pb1—S2 | 95.78 (10) | H12B—C12—H12C | 109.5 |
N1—Pb1—S1 | 86.96 (11) | O4—C13—C14 | 111.0 (4) |
S2—Pb1—S1 | 87.14 (4) | O4—C13—C15 | 107.9 (4) |
N1—Pb1—N2 | 60.74 (14) | C14—C13—C15 | 111.3 (5) |
S2—Pb1—N2 | 85.70 (9) | O4—C13—C16 | 106.2 (4) |
S1—Pb1—N2 | 145.90 (9) | C14—C13—C16 | 110.3 (4) |
Si1—S1—Pb1 | 97.90 (5) | C15—C13—C16 | 110.0 (4) |
Si2—S2—Pb1 | 94.17 (5) | C13—C14—H14A | 109.5 |
O3—Si1—O2 | 104.71 (17) | C13—C14—H14B | 109.5 |
O3—Si1—O1 | 105.72 (17) | H14A—C14—H14B | 109.5 |
O2—Si1—O1 | 111.48 (18) | C13—C14—H14C | 109.5 |
O3—Si1—S1 | 115.27 (14) | H14A—C14—H14C | 109.5 |
O2—Si1—S1 | 114.26 (14) | H14B—C14—H14C | 109.5 |
O1—Si1—S1 | 105.21 (13) | C13—C15—H15A | 109.5 |
O5—Si2—O6 | 103.97 (17) | C13—C15—H15B | 109.5 |
O5—Si2—O4 | 112.24 (17) | H15A—C15—H15B | 109.5 |
O6—Si2—O4 | 105.83 (17) | C13—C15—H15C | 109.5 |
O5—Si2—S2 | 114.68 (13) | H15A—C15—H15C | 109.5 |
O6—Si2—S2 | 115.23 (13) | H15B—C15—H15C | 109.5 |
O4—Si2—S2 | 104.75 (13) | C13—C16—H16A | 109.5 |
C31—N1—C30 | 118.5 (5) | C13—C16—H16B | 109.5 |
C31—N1—Pb1 | 117.9 (4) | H16A—C16—H16B | 109.5 |
C30—N1—Pb1 | 122.9 (4) | C13—C16—H16C | 109.5 |
C25—N2—C29 | 118.3 (5) | H16A—C16—H16C | 109.5 |
C25—N2—Pb1 | 121.2 (4) | H16B—C16—H16C | 109.5 |
C29—N2—Pb1 | 120.1 (4) | O5—C17—C20 | 110.4 (4) |
C1—O1—Si1 | 132.5 (3) | O5—C17—C19 | 108.2 (4) |
C5—O2—Si1 | 132.4 (3) | C20—C17—C19 | 111.5 (4) |
C9—O3—Si1 | 133.3 (3) | O5—C17—C18 | 105.8 (4) |
C13—O4—Si2 | 131.4 (3) | C20—C17—C18 | 109.8 (4) |
C17—O5—Si2 | 134.8 (3) | C19—C17—C18 | 111.0 (4) |
C21—O6—Si2 | 131.0 (3) | C17—C18—H18A | 109.5 |
O1—C1—C2 | 111.2 (4) | C17—C18—H18B | 109.5 |
O1—C1—C3 | 108.2 (4) | H18A—C18—H18B | 109.5 |
C2—C1—C3 | 111.6 (5) | C17—C18—H18C | 109.5 |
O1—C1—C4 | 105.1 (4) | H18A—C18—H18C | 109.5 |
C2—C1—C4 | 110.4 (5) | H18B—C18—H18C | 109.5 |
C3—C1—C4 | 110.1 (5) | C17—C19—H19A | 109.5 |
C1—C2—H2A | 109.5 | C17—C19—H19B | 109.5 |
C1—C2—H2B | 109.5 | H19A—C19—H19B | 109.5 |
H2A—C2—H2B | 109.5 | C17—C19—H19C | 109.5 |
C1—C2—H2C | 109.5 | H19A—C19—H19C | 109.5 |
H2A—C2—H2C | 109.5 | H19B—C19—H19C | 109.5 |
H2B—C2—H2C | 109.5 | C17—C20—H20A | 109.5 |
C1—C3—H3A | 109.5 | C17—C20—H20B | 109.5 |
C1—C3—H3B | 109.5 | H20A—C20—H20B | 109.5 |
H3A—C3—H3B | 109.5 | C17—C20—H20C | 109.5 |
C1—C3—H3C | 109.5 | H20A—C20—H20C | 109.5 |
H3A—C3—H3C | 109.5 | H20B—C20—H20C | 109.5 |
H3B—C3—H3C | 109.5 | O6—C21—C24 | 105.3 (4) |
C1—C4—H4A | 109.5 | O6—C21—C22 | 110.3 (4) |
C1—C4—H4B | 109.5 | C24—C21—C22 | 110.6 (4) |
H4A—C4—H4B | 109.5 | O6—C21—C23 | 110.7 (4) |
C1—C4—H4C | 109.5 | C24—C21—C23 | 109.4 (4) |
H4A—C4—H4C | 109.5 | C22—C21—C23 | 110.4 (4) |
H4B—C4—H4C | 109.5 | C21—C22—H22A | 109.5 |
O2—C5—C6 | 105.4 (4) | C21—C22—H22B | 109.5 |
O2—C5—C7 | 109.5 (4) | H22A—C22—H22B | 109.5 |
C6—C5—C7 | 111.4 (5) | C21—C22—H22C | 109.5 |
O2—C5—C8 | 109.6 (4) | H22A—C22—H22C | 109.5 |
C6—C5—C8 | 109.7 (5) | H22B—C22—H22C | 109.5 |
C7—C5—C8 | 111.0 (5) | C21—C23—H23A | 109.5 |
C5—C6—H6A | 109.5 | C21—C23—H23B | 109.5 |
C5—C6—H6B | 109.5 | H23A—C23—H23B | 109.5 |
H6A—C6—H6B | 109.5 | C21—C23—H23C | 109.5 |
C5—C6—H6C | 109.5 | H23A—C23—H23C | 109.5 |
H6A—C6—H6C | 109.5 | H23B—C23—H23C | 109.5 |
H6B—C6—H6C | 109.5 | C21—C24—H24A | 109.5 |
C5—C7—H7A | 109.5 | C21—C24—H24B | 109.5 |
C5—C7—H7B | 109.5 | H24A—C24—H24B | 109.5 |
H7A—C7—H7B | 109.5 | C21—C24—H24C | 109.5 |
C5—C7—H7C | 109.5 | H24A—C24—H24C | 109.5 |
H7A—C7—H7C | 109.5 | H24B—C24—H24C | 109.5 |
H7B—C7—H7C | 109.5 | N2—C25—C26 | 123.0 (7) |
C5—C8—H8A | 109.5 | N2—C25—H25 | 118.5 |
C5—C8—H8B | 109.5 | C26—C25—H25 | 118.5 |
H8A—C8—H8B | 109.5 | C27—C26—C25 | 119.2 (7) |
C5—C8—H8C | 109.5 | C27—C26—H26 | 120.4 |
H8A—C8—H8C | 109.5 | C25—C26—H26 | 120.4 |
H8B—C8—H8C | 109.5 | C28—C27—C26 | 118.7 (6) |
O3—C9—C10 | 112.4 (4) | C28—C27—H27 | 120.6 |
O3—C9—C12 | 107.5 (4) | C26—C27—H27 | 120.6 |
C10—C9—C12 | 110.2 (6) | C27—C28—C29 | 119.6 (6) |
O3—C9—C11 | 105.5 (4) | C27—C28—H28 | 120.2 |
C10—C9—C11 | 112.1 (6) | C29—C28—H28 | 120.2 |
C12—C9—C11 | 108.9 (5) | N2—C29—C28 | 121.0 (6) |
C9—C10—H10A | 109.5 | N2—C29—C30 | 116.4 (4) |
C9—C10—H10B | 109.5 | C28—C29—C30 | 122.5 (5) |
H10A—C10—H10B | 109.5 | N1—C30—C34 | 119.8 (6) |
C9—C10—H10C | 109.5 | N1—C30—C29 | 117.9 (4) |
H10A—C10—H10C | 109.5 | C34—C30—C29 | 122.3 (6) |
H10B—C10—H10C | 109.5 | N1—C31—C32 | 123.9 (7) |
C9—C11—H11A | 109.5 | N1—C31—H31 | 118 |
C9—C11—H11B | 109.5 | C32—C31—H31 | 118 |
H11A—C11—H11B | 109.5 | C33—C32—C31 | 117.7 (8) |
C9—C11—H11C | 109.5 | C33—C32—H32 | 121.2 |
H11A—C11—H11C | 109.5 | C31—C32—H32 | 121.2 |
H11B—C11—H11C | 109.5 | C32—C33—C34 | 119.3 (6) |
C9—C12—H12A | 109.5 | C32—C33—H33 | 120.4 |
C9—C12—H12B | 109.5 | C34—C33—H33 | 120.4 |
H12A—C12—H12B | 109.5 | C33—C34—C30 | 120.7 (7) |
C9—C12—H12C | 109.5 | C33—C34—H34 | 119.6 |
H12A—C12—H12C | 109.5 | C30—C34—H34 | 119.6 |
[Pb(C12H27O3SSi)2(C24H16N2)]·0.5C6H6 | Z = 2 |
Mr = 1137.6 | F(000) = 1166 |
Triclinic, P1 | Dx = 1.332 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.204 (2) Å | Cell parameters from 49 reflections |
b = 13.359 (3) Å | θ = 4.4–37.9° |
c = 21.109 (4) Å | µ = 3.13 mm−1 |
α = 84.57 (3)° | T = 293 K |
β = 83.05 (3)° | Fragment, colourless |
γ = 85.29 (3)° | 0.6 × 0.41 × 0.32 mm |
V = 2836.2 (10) Å3 |
Oxford Diffraction KM4 single-point diffractometer | Rint = 0.053 |
Graphite monochromator | θmax = 25.1°, θmin = 2.0° |
ω/2θ scans | h = −12→12 |
Absorption correction: ψ scan (North et al., 1968) | k = 0→15 |
Tmin = 0.198, Tmax = 0.359 | l = −25→25 |
10564 measured reflections | 3 standard reflections every 200 reflections |
10091 independent reflections | intensity decay: 5.7% |
7445 reflections with I > 2σ(I) |
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) = 0.118 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0755P)2 + 0.8361P] where P = (Fo2 + 2Fc2)/3 |
10091 reflections | (Δ/σ)max = 0.012 |
648 parameters | Δρmax = 0.84 e Å−3 |
115 restraints | Δρmin = −0.80 e Å−3 |
[Pb(C12H27O3SSi)2(C24H16N2)]·0.5C6H6 | γ = 85.29 (3)° |
Mr = 1137.6 | V = 2836.2 (10) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.204 (2) Å | Mo Kα radiation |
b = 13.359 (3) Å | µ = 3.13 mm−1 |
c = 21.109 (4) Å | T = 293 K |
α = 84.57 (3)° | 0.6 × 0.41 × 0.32 mm |
β = 83.05 (3)° |
Oxford Diffraction KM4 single-point diffractometer | 7445 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.053 |
Tmin = 0.198, Tmax = 0.359 | 3 standard reflections every 200 reflections |
10564 measured reflections | intensity decay: 5.7% |
10091 independent reflections |
R[F2 > 2σ(F2)] = 0.037 | 115 restraints |
wR(F2) = 0.118 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.84 e Å−3 |
10091 reflections | Δρmin = −0.80 e Å−3 |
648 parameters |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pb1 | 0.33407 (2) | 0.624570 (17) | 0.207892 (10) | 0.05504 (10) | |
S1 | 0.07168 (17) | 0.65601 (13) | 0.20030 (8) | 0.0664 (4) | |
S2 | 0.28104 (17) | 0.48929 (12) | 0.30476 (7) | 0.0603 (4) | |
Si1 | 0.07247 (18) | 0.78656 (13) | 0.13868 (8) | 0.0589 (4) | |
Si2 | 0.32274 (17) | 0.36772 (13) | 0.24981 (8) | 0.0574 (4) | |
N1 | 0.3153 (4) | 0.7586 (3) | 0.2904 (2) | 0.0505 (11) | |
N2 | 0.5493 (5) | 0.6455 (4) | 0.2751 (2) | 0.0561 (12) | |
O1 | −0.0039 (5) | 0.8831 (3) | 0.1714 (2) | 0.0785 (13) | |
O2 | 0.2258 (5) | 0.8121 (3) | 0.1248 (2) | 0.0756 (13) | |
O3 | 0.0049 (6) | 0.7809 (4) | 0.0747 (2) | 0.0884 (16) | |
O4 | 0.2112 (6) | 0.2873 (5) | 0.2580 (4) | 0.075 (3) | 0.714 (12) |
O4A | 0.1832 (15) | 0.3474 (12) | 0.2182 (7) | 0.060 (5) | 0.286 (12) |
O5 | 0.3735 (7) | 0.4132 (4) | 0.1791 (2) | 0.1005 (19) | |
O6 | 0.4562 (8) | 0.2995 (5) | 0.2684 (3) | 0.075 (2) | 0.714 (12) |
O6A | 0.3651 (17) | 0.2626 (11) | 0.2801 (7) | 0.058 (5) | 0.286 (12) |
C1 | −0.1407 (7) | 0.9126 (5) | 0.1908 (4) | 0.0732 (18) | |
C2 | −0.1736 (11) | 1.0098 (8) | 0.1509 (6) | 0.135 (4) | |
H2A | −0.1162 | 1.0599 | 0.1583 | 0.203* | |
H2B | −0.2639 | 1.0331 | 0.1628 | 0.203* | |
H2C | −0.1614 | 0.998 | 0.1063 | 0.203* | |
C3 | −0.1460 (10) | 0.9335 (9) | 0.2593 (5) | 0.125 (4) | |
H3A | −0.1355 | 0.8711 | 0.2854 | 0.188* | |
H3B | −0.2298 | 0.9677 | 0.2727 | 0.188* | |
H3C | −0.0761 | 0.9752 | 0.264 | 0.188* | |
C4 | −0.2308 (9) | 0.8325 (8) | 0.1856 (6) | 0.123 (4) | |
H4A | −0.2325 | 0.8224 | 0.1413 | 0.185* | |
H4B | −0.3184 | 0.8526 | 0.2042 | 0.185* | |
H4C | −0.1996 | 0.7708 | 0.2079 | 0.185* | |
C5 | 0.2970 (10) | 0.8963 (7) | 0.0946 (5) | 0.130 (3) | |
C6 | 0.2290 (13) | 0.9512 (10) | 0.0435 (7) | 0.173 (4) | |
H6A | 0.2108 | 0.905 | 0.014 | 0.259* | |
H6B | 0.2842 | 1.0012 | 0.0212 | 0.259* | |
H6C | 0.1474 | 0.9835 | 0.0616 | 0.259* | |
C7 | 0.3147 (14) | 0.9637 (10) | 0.1435 (7) | 0.167 (4) | |
H7A | 0.2312 | 0.9982 | 0.1571 | 0.25* | |
H7B | 0.3766 | 1.0122 | 0.1259 | 0.25* | |
H7C | 0.3477 | 0.9249 | 0.1796 | 0.25* | |
C8 | 0.4268 (12) | 0.8549 (9) | 0.0679 (7) | 0.163 (4) | |
H8A | 0.4653 | 0.8099 | 0.0999 | 0.245* | |
H8B | 0.4833 | 0.9089 | 0.0545 | 0.245* | |
H8C | 0.4171 | 0.8189 | 0.0317 | 0.245* | |
C9 | −0.0034 (16) | 0.7085 (9) | 0.0302 (6) | 0.148 (3) | |
C10 | −0.1072 (14) | 0.6363 (9) | 0.0603 (6) | 0.156 (4) | |
H10A | −0.0839 | 0.6074 | 0.1012 | 0.234* | |
H10B | −0.1104 | 0.5836 | 0.0328 | 0.234* | |
H10C | −0.1924 | 0.6726 | 0.0659 | 0.234* | |
C11 | −0.0533 (16) | 0.7651 (10) | −0.0259 (6) | 0.178 (4) | |
H11A | −0.0948 | 0.7206 | −0.0492 | 0.267* | |
H11B | 0.019 | 0.7937 | −0.0531 | 0.267* | |
H11C | −0.1167 | 0.8181 | −0.0123 | 0.267* | |
C12 | 0.1286 (16) | 0.6468 (11) | 0.0191 (7) | 0.177 (4) | |
H12A | 0.1996 | 0.6909 | 0.0143 | 0.265* | |
H12B | 0.131 | 0.6125 | −0.019 | 0.265* | |
H12C | 0.1383 | 0.5983 | 0.0551 | 0.265* | |
C13 | 0.0688 (10) | 0.2966 (9) | 0.2583 (6) | 0.073 (4) | 0.714 (12) |
C14 | 0.011 (2) | 0.322 (3) | 0.3244 (11) | 0.105 (7) | 0.714 (12) |
H14A | 0.0404 | 0.2699 | 0.3554 | 0.157* | 0.714 (12) |
H14B | −0.0836 | 0.3259 | 0.3271 | 0.157* | 0.714 (12) |
H14C | 0.0403 | 0.3852 | 0.3328 | 0.157* | 0.714 (12) |
C15 | 0.0270 (18) | 0.3763 (10) | 0.2073 (8) | 0.118 (5) | 0.714 (12) |
H15A | −0.0677 | 0.3819 | 0.2091 | 0.177* | 0.714 (12) |
H15B | 0.0651 | 0.3576 | 0.1659 | 0.177* | 0.714 (12) |
H15C | 0.0573 | 0.4399 | 0.2147 | 0.177* | 0.714 (12) |
C16 | 0.038 (3) | 0.1925 (14) | 0.2461 (17) | 0.125 (8) | 0.714 (12) |
H16A | 0.063 | 0.1822 | 0.2017 | 0.188* | 0.714 (12) |
H16B | −0.055 | 0.1852 | 0.2566 | 0.188* | 0.714 (12) |
H16C | 0.0867 | 0.1434 | 0.2721 | 0.188* | 0.714 (12) |
C13A | 0.061 (3) | 0.301 (4) | 0.242 (2) | 0.094* | 0.286 (12) |
C14A | 0.009 (9) | 0.326 (8) | 0.308 (3) | 0.13 (3)* | 0.286 (12) |
H14D | 0.0741 | 0.3041 | 0.3368 | 0.194* | 0.286 (12) |
H14E | −0.0706 | 0.293 | 0.3219 | 0.194* | 0.286 (12) |
H14F | −0.0095 | 0.3979 | 0.3087 | 0.194* | 0.286 (12) |
C15A | −0.046 (4) | 0.357 (3) | 0.206 (2) | 0.109 (13)* | 0.286 (12) |
H15D | −0.0123 | 0.415 | 0.1815 | 0.164* | 0.286 (12) |
H15E | −0.1188 | 0.3782 | 0.2368 | 0.164* | 0.286 (12) |
H15F | −0.0769 | 0.3133 | 0.1786 | 0.164* | 0.286 (12) |
C16A | 0.072 (8) | 0.193 (4) | 0.228 (4) | 0.13 (3)* | 0.286 (12) |
H16D | 0.1467 | 0.1583 | 0.2466 | 0.194* | 0.286 (12) |
H16E | 0.0835 | 0.1877 | 0.1827 | 0.194* | 0.286 (12) |
H16F | −0.0072 | 0.1618 | 0.2466 | 0.194* | 0.286 (12) |
C17 | 0.4378 (13) | 0.3740 (7) | 0.1216 (4) | 0.122 (2) | |
C18 | 0.4178 (16) | 0.2628 (8) | 0.1216 (6) | 0.180 (7) | |
H18A | 0.4474 | 0.2271 | 0.1595 | 0.27* | |
H18B | 0.4677 | 0.2368 | 0.0844 | 0.27* | |
H18C | 0.3255 | 0.2541 | 0.1209 | 0.27* | |
C19 | 0.3683 (15) | 0.4361 (10) | 0.0697 (5) | 0.158 (5) | |
H19A | 0.2779 | 0.4192 | 0.0729 | 0.238* | |
H19B | 0.4124 | 0.4219 | 0.0284 | 0.238* | |
H19C | 0.3706 | 0.5065 | 0.075 | 0.238* | |
C20 | 0.5773 (13) | 0.3980 (14) | 0.1128 (8) | 0.212 (8) | |
H20A | 0.5823 | 0.4684 | 0.1174 | 0.318* | |
H20B | 0.6166 | 0.3829 | 0.0708 | 0.318* | |
H20C | 0.624 | 0.3586 | 0.1445 | 0.318* | |
C21 | 0.483 (2) | 0.225 (2) | 0.3135 (11) | 0.081 (6) | 0.714 (12) |
C22 | 0.6318 (15) | 0.2252 (17) | 0.3231 (11) | 0.158 (9) | 0.714 (12) |
H22A | 0.6847 | 0.224 | 0.2823 | 0.237* | 0.714 (12) |
H22B | 0.6567 | 0.1669 | 0.3504 | 0.237* | 0.714 (12) |
H22C | 0.6456 | 0.2851 | 0.3425 | 0.237* | 0.714 (12) |
C23 | 0.460 (4) | 0.118 (2) | 0.2970 (17) | 0.148 (13) | 0.714 (12) |
H23A | 0.3663 | 0.1118 | 0.2971 | 0.222* | 0.714 (12) |
H23B | 0.4932 | 0.0684 | 0.3284 | 0.222* | 0.714 (12) |
H23C | 0.5042 | 0.1059 | 0.2554 | 0.222* | 0.714 (12) |
C24 | 0.413 (2) | 0.241 (2) | 0.3810 (10) | 0.118 (11) | 0.714 (12) |
H24A | 0.4176 | 0.3101 | 0.3897 | 0.178* | 0.714 (12) |
H24B | 0.4549 | 0.1973 | 0.4123 | 0.178* | 0.714 (12) |
H24C | 0.3215 | 0.2268 | 0.3831 | 0.178* | 0.714 (12) |
C21A | 0.482 (7) | 0.215 (7) | 0.328 (4) | 0.081 (6) | 0.286 (12) |
C22A | 0.594 (3) | 0.284 (3) | 0.301 (3) | 0.14 (2) | 0.286 (12) |
H22D | 0.5563 | 0.3489 | 0.2867 | 0.211* | 0.286 (12) |
H22E | 0.6455 | 0.2542 | 0.265 | 0.211* | 0.286 (12) |
H22F | 0.6499 | 0.2899 | 0.3333 | 0.211* | 0.286 (12) |
C23A | 0.495 (9) | 0.121 (4) | 0.300 (4) | 0.14 (3) | 0.286 (12) |
H23D | 0.4156 | 0.0866 | 0.3123 | 0.216* | 0.286 (12) |
H23E | 0.569 | 0.0808 | 0.3148 | 0.216* | 0.286 (12) |
H23F | 0.5084 | 0.1333 | 0.2543 | 0.216* | 0.286 (12) |
C24A | 0.406 (4) | 0.239 (3) | 0.383 (2) | 0.09 (2) | 0.286 (12) |
H24D | 0.4474 | 0.2875 | 0.4027 | 0.138* | 0.286 (12) |
H24E | 0.3956 | 0.1792 | 0.4117 | 0.138* | 0.286 (12) |
H24F | 0.32 | 0.2667 | 0.3728 | 0.138* | 0.286 (12) |
C25 | 0.2044 (6) | 0.8160 (5) | 0.2972 (3) | 0.0630 (16) | |
H25 | 0.1431 | 0.8132 | 0.2683 | 0.076* | |
C26 | 0.1741 (6) | 0.8814 (5) | 0.3459 (3) | 0.0609 (15) | |
H26 | 0.0933 | 0.9193 | 0.3492 | 0.073* | |
C27 | 0.2609 (5) | 0.8895 (4) | 0.3877 (3) | 0.0520 (13) | |
C28 | 0.3854 (6) | 0.8341 (4) | 0.3795 (3) | 0.0503 (13) | |
C29 | 0.4902 (6) | 0.8444 (4) | 0.4168 (3) | 0.0582 (15) | |
H29 | 0.4794 | 0.8922 | 0.4466 | 0.07* | |
C30 | 0.6032 (6) | 0.7872 (4) | 0.4099 (3) | 0.0569 (14) | |
H30 | 0.6688 | 0.7957 | 0.4355 | 0.068* | |
C31 | 0.6269 (5) | 0.7132 (4) | 0.3646 (3) | 0.0497 (13) | |
C32 | 0.7427 (5) | 0.6478 (4) | 0.3586 (3) | 0.0526 (13) | |
C33 | 0.7595 (6) | 0.5880 (5) | 0.3085 (3) | 0.0625 (16) | |
H33 | 0.8373 | 0.5474 | 0.301 | 0.075* | |
C34 | 0.6618 (6) | 0.5883 (5) | 0.2698 (3) | 0.0655 (17) | |
H34 | 0.6752 | 0.5451 | 0.2372 | 0.079* | |
C35 | 0.5322 (5) | 0.7075 (4) | 0.3219 (3) | 0.0486 (13) | |
C36 | 0.4078 (5) | 0.7684 (4) | 0.3303 (3) | 0.0491 (13) | |
C37 | 0.2233 (5) | 0.9516 (5) | 0.4425 (3) | 0.0568 (15) | |
C38 | 0.1652 (7) | 1.0482 (5) | 0.4335 (4) | 0.0755 (19) | |
H38 | 0.1522 | 1.0752 | 0.3923 | 0.091* | |
C39 | 0.1264 (9) | 1.1052 (7) | 0.4844 (7) | 0.110 (4) | |
H39 | 0.0893 | 1.1706 | 0.4772 | 0.132* | |
C40 | 0.1419 (9) | 1.0664 (10) | 0.5447 (7) | 0.121 (4) | |
H40 | 0.1147 | 1.1055 | 0.5787 | 0.145* | |
C41 | 0.1959 (9) | 0.9725 (10) | 0.5563 (4) | 0.120 (4) | |
H41 | 0.206 | 0.9462 | 0.598 | 0.144* | |
C42 | 0.2375 (7) | 0.9138 (7) | 0.5038 (4) | 0.085 (2) | |
H42 | 0.275 | 0.8485 | 0.5114 | 0.102* | |
C43 | 0.8411 (5) | 0.6423 (4) | 0.4056 (3) | 0.0527 (13) | |
C44 | 0.9746 (6) | 0.6484 (5) | 0.3836 (3) | 0.0658 (16) | |
H44 | 1.0028 | 0.6566 | 0.3399 | 0.079* | |
C45 | 1.0638 (6) | 0.6420 (6) | 0.4279 (4) | 0.0757 (19) | |
H45 | 1.1532 | 0.6468 | 0.4138 | 0.091* | |
C46 | 1.0243 (7) | 0.6290 (5) | 0.4920 (4) | 0.0695 (18) | |
H46 | 1.0863 | 0.6253 | 0.5211 | 0.083* | |
C47 | 0.8927 (7) | 0.6213 (5) | 0.5134 (4) | 0.0681 (17) | |
H47 | 0.865 | 0.6115 | 0.557 | 0.082* | |
C48 | 0.8026 (6) | 0.6283 (4) | 0.4697 (3) | 0.0565 (14) | |
H48 | 0.7133 | 0.6234 | 0.4841 | 0.068* | |
C49 | 0.5828 (9) | 0.4255 (7) | 0.4748 (6) | 0.108 (3) | |
H49 | 0.6391 | 0.3741 | 0.4576 | 0.13* | |
C50 | 0.5042 (11) | 0.4871 (9) | 0.4366 (4) | 0.101 (3) | |
H50 | 0.5081 | 0.4781 | 0.3932 | 0.121* | |
C51 | 0.4223 (9) | 0.5599 (9) | 0.4620 (6) | 0.105 (3) | |
H51 | 0.3684 | 0.6009 | 0.4363 | 0.126* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.06311 (16) | 0.05643 (14) | 0.04580 (13) | −0.00725 (10) | −0.00336 (9) | −0.00667 (9) |
S1 | 0.0665 (10) | 0.0688 (10) | 0.0648 (10) | −0.0138 (8) | −0.0156 (8) | 0.0070 (8) |
S2 | 0.0787 (11) | 0.0571 (8) | 0.0458 (8) | −0.0072 (7) | −0.0051 (7) | −0.0076 (6) |
Si1 | 0.0687 (11) | 0.0573 (9) | 0.0529 (9) | −0.0052 (8) | −0.0146 (8) | −0.0053 (7) |
Si2 | 0.0587 (10) | 0.0553 (9) | 0.0571 (10) | −0.0040 (7) | 0.0009 (8) | −0.0086 (7) |
N1 | 0.047 (3) | 0.056 (3) | 0.049 (3) | −0.002 (2) | −0.010 (2) | −0.006 (2) |
N2 | 0.053 (3) | 0.059 (3) | 0.056 (3) | −0.004 (2) | 0.000 (2) | −0.014 (2) |
O1 | 0.075 (3) | 0.068 (3) | 0.095 (4) | −0.006 (2) | −0.007 (3) | −0.023 (3) |
O2 | 0.070 (3) | 0.070 (3) | 0.082 (3) | −0.010 (2) | −0.001 (2) | 0.012 (2) |
O3 | 0.133 (5) | 0.073 (3) | 0.067 (3) | 0.000 (3) | −0.045 (3) | −0.009 (2) |
O4 | 0.066 (4) | 0.056 (4) | 0.105 (6) | −0.010 (3) | −0.013 (4) | −0.015 (4) |
O4A | 0.067 (10) | 0.059 (10) | 0.058 (10) | −0.011 (8) | −0.010 (7) | −0.011 (8) |
O5 | 0.171 (6) | 0.069 (3) | 0.057 (3) | −0.017 (3) | 0.018 (3) | −0.016 (2) |
O6 | 0.063 (5) | 0.069 (4) | 0.088 (5) | 0.002 (4) | 0.006 (4) | −0.003 (4) |
O6A | 0.053 (11) | 0.046 (8) | 0.071 (10) | 0.007 (7) | −0.003 (7) | 0.003 (7) |
C1 | 0.069 (5) | 0.069 (4) | 0.081 (5) | 0.006 (3) | −0.014 (4) | −0.008 (3) |
C2 | 0.131 (9) | 0.121 (8) | 0.142 (10) | 0.031 (7) | −0.021 (7) | 0.021 (7) |
C3 | 0.102 (7) | 0.179 (11) | 0.093 (7) | 0.011 (7) | −0.008 (5) | −0.026 (7) |
C4 | 0.077 (6) | 0.116 (8) | 0.182 (11) | −0.020 (5) | −0.005 (6) | −0.039 (7) |
C5 | 0.124 (6) | 0.096 (6) | 0.157 (8) | −0.037 (5) | 0.017 (6) | 0.031 (5) |
C6 | 0.167 (9) | 0.146 (8) | 0.190 (9) | −0.044 (7) | −0.007 (8) | 0.074 (7) |
C7 | 0.183 (9) | 0.123 (7) | 0.194 (10) | −0.070 (7) | 0.013 (8) | −0.005 (7) |
C8 | 0.131 (7) | 0.137 (8) | 0.202 (9) | −0.028 (6) | 0.047 (7) | 0.023 (7) |
C9 | 0.224 (9) | 0.133 (7) | 0.108 (6) | −0.005 (6) | −0.084 (6) | −0.045 (5) |
C10 | 0.219 (10) | 0.138 (8) | 0.133 (8) | −0.032 (7) | −0.071 (8) | −0.041 (6) |
C11 | 0.273 (11) | 0.168 (9) | 0.113 (7) | −0.014 (8) | −0.097 (7) | −0.025 (6) |
C12 | 0.228 (11) | 0.164 (9) | 0.151 (8) | 0.006 (8) | −0.033 (8) | −0.080 (7) |
C13 | 0.063 (6) | 0.065 (6) | 0.099 (11) | −0.018 (5) | −0.024 (6) | −0.023 (6) |
C14 | 0.069 (9) | 0.162 (19) | 0.085 (10) | −0.023 (8) | −0.006 (8) | −0.013 (11) |
C15 | 0.134 (14) | 0.091 (9) | 0.138 (13) | −0.023 (9) | −0.058 (11) | 0.010 (8) |
C16 | 0.101 (14) | 0.082 (10) | 0.20 (3) | −0.023 (8) | −0.019 (16) | −0.052 (12) |
C17 | 0.19 | 0.096 (6) | 0.070 (5) | −0.013 (7) | 0.042 (6) | −0.030 (5) |
C18 | 0.301 (19) | 0.103 (8) | 0.126 (9) | −0.013 (9) | 0.057 (10) | −0.063 (7) |
C19 | 0.226 (15) | 0.177 (12) | 0.073 (7) | −0.026 (11) | −0.002 (8) | −0.028 (7) |
C20 | 0.125 (11) | 0.31 (2) | 0.195 (16) | −0.028 (12) | 0.056 (10) | −0.099 (15) |
C21 | 0.091 | 0.070 (9) | 0.077 (15) | 0.012 (5) | −0.019 (8) | 0.014 (11) |
C22 | 0.072 (10) | 0.170 (19) | 0.21 (2) | 0.042 (11) | −0.008 (11) | 0.025 (16) |
C23 | 0.18 (3) | 0.088 (16) | 0.17 (2) | 0.016 (14) | 0.023 (19) | −0.044 (16) |
C24 | 0.121 (19) | 0.13 (2) | 0.107 (18) | −0.013 (15) | −0.051 (13) | 0.010 (15) |
C21A | 0.091 | 0.070 (9) | 0.077 (15) | 0.012 (5) | −0.019 (8) | 0.014 (11) |
C22A | 0.036 (18) | 0.10 (3) | 0.28 (6) | −0.011 (16) | 0.04 (3) | −0.03 (3) |
C23A | 0.12 (4) | 0.05 (3) | 0.24 (8) | 0.02 (2) | 0.00 (4) | 0.03 (3) |
C24A | 0.08 (3) | 0.06 (2) | 0.11 (4) | −0.003 (19) | 0.08 (3) | 0.01 (2) |
C25 | 0.053 (4) | 0.071 (4) | 0.067 (4) | 0.004 (3) | −0.018 (3) | −0.011 (3) |
C26 | 0.051 (3) | 0.062 (4) | 0.070 (4) | 0.009 (3) | −0.009 (3) | −0.017 (3) |
C27 | 0.046 (3) | 0.047 (3) | 0.064 (4) | −0.001 (2) | −0.008 (3) | −0.012 (3) |
C28 | 0.049 (3) | 0.043 (3) | 0.060 (3) | 0.000 (2) | −0.006 (3) | −0.010 (2) |
C29 | 0.049 (3) | 0.059 (3) | 0.071 (4) | −0.001 (3) | −0.012 (3) | −0.027 (3) |
C30 | 0.047 (3) | 0.061 (3) | 0.067 (4) | −0.006 (3) | −0.012 (3) | −0.020 (3) |
C31 | 0.039 (3) | 0.053 (3) | 0.056 (3) | −0.008 (2) | 0.000 (2) | −0.004 (2) |
C32 | 0.042 (3) | 0.052 (3) | 0.063 (4) | −0.008 (2) | 0.004 (3) | −0.007 (3) |
C33 | 0.045 (3) | 0.067 (4) | 0.074 (4) | 0.004 (3) | 0.002 (3) | −0.017 (3) |
C34 | 0.065 (4) | 0.070 (4) | 0.063 (4) | 0.002 (3) | 0.001 (3) | −0.024 (3) |
C35 | 0.043 (3) | 0.045 (3) | 0.057 (3) | −0.007 (2) | 0.002 (2) | −0.006 (2) |
C36 | 0.043 (3) | 0.042 (3) | 0.063 (3) | −0.006 (2) | −0.005 (3) | −0.006 (2) |
C37 | 0.041 (3) | 0.066 (4) | 0.067 (4) | −0.004 (3) | −0.005 (3) | −0.025 (3) |
C38 | 0.066 (4) | 0.057 (4) | 0.104 (6) | −0.005 (3) | 0.003 (4) | −0.024 (4) |
C39 | 0.073 (5) | 0.074 (5) | 0.187 (11) | −0.018 (4) | 0.026 (7) | −0.068 (7) |
C40 | 0.064 (5) | 0.160 (11) | 0.151 (10) | −0.027 (6) | 0.026 (6) | −0.103 (9) |
C41 | 0.073 (5) | 0.212 (12) | 0.085 (6) | 0.013 (7) | −0.013 (4) | −0.082 (7) |
C42 | 0.065 (4) | 0.117 (6) | 0.076 (5) | 0.016 (4) | −0.013 (4) | −0.035 (4) |
C43 | 0.042 (3) | 0.047 (3) | 0.068 (4) | 0.000 (2) | −0.004 (3) | −0.005 (3) |
C44 | 0.044 (3) | 0.081 (4) | 0.070 (4) | 0.001 (3) | −0.001 (3) | −0.003 (3) |
C45 | 0.039 (3) | 0.092 (5) | 0.094 (6) | 0.001 (3) | −0.009 (3) | −0.001 (4) |
C46 | 0.064 (4) | 0.066 (4) | 0.081 (5) | 0.004 (3) | −0.023 (4) | −0.006 (3) |
C47 | 0.071 (4) | 0.056 (4) | 0.077 (4) | 0.001 (3) | −0.009 (4) | −0.008 (3) |
C48 | 0.048 (3) | 0.062 (3) | 0.057 (4) | −0.008 (3) | 0.005 (3) | −0.006 (3) |
C49 | 0.080 (6) | 0.093 (6) | 0.148 (10) | −0.026 (5) | −0.005 (6) | 0.018 (6) |
C50 | 0.093 (7) | 0.135 (8) | 0.082 (6) | −0.059 (6) | −0.023 (5) | 0.022 (6) |
C51 | 0.069 (5) | 0.130 (8) | 0.115 (8) | −0.041 (6) | −0.040 (5) | 0.057 (7) |
Pb1—N1 | 2.594 (5) | C17—C20 | 1.471 (17) |
Pb1—S2 | 2.6331 (18) | C17—C18 | 1.515 (14) |
Pb1—S1 | 2.6976 (18) | C17—C19 | 1.521 (16) |
Pb1—N2 | 2.801 (5) | C18—H18A | 0.96 |
S1—Si1 | 2.075 (2) | C18—H18B | 0.96 |
S2—Si2 | 2.071 (2) | C18—H18C | 0.96 |
Si1—O3 | 1.599 (5) | C19—H19A | 0.96 |
Si1—O2 | 1.615 (5) | C19—H19B | 0.96 |
Si1—O1 | 1.619 (5) | C19—H19C | 0.96 |
Si2—O6A | 1.538 (13) | C20—H20A | 0.96 |
Si2—O5 | 1.600 (5) | C20—H20B | 0.96 |
Si2—O4 | 1.611 (7) | C20—H20C | 0.96 |
Si2—O6 | 1.642 (7) | C21—C24 | 1.55 (2) |
Si2—O4A | 1.696 (15) | C21—C23 | 1.55 (2) |
N1—C25 | 1.315 (7) | C21—C22 | 1.55 (2) |
N1—C36 | 1.361 (7) | C22—H22A | 0.96 |
N2—C34 | 1.326 (8) | C22—H22B | 0.96 |
N2—C35 | 1.333 (7) | C22—H22C | 0.96 |
O1—C1 | 1.439 (8) | C23—H23A | 0.96 |
O2—C5 | 1.444 (10) | C23—H23B | 0.96 |
O3—C9 | 1.425 (11) | C23—H23C | 0.96 |
O4—C13 | 1.448 (11) | C24—H24A | 0.96 |
O4A—C13A | 1.45 (2) | C24—H24B | 0.96 |
O5—C17 | 1.431 (9) | C24—H24C | 0.96 |
O6—C21 | 1.35 (3) | C21A—C24A | 1.36 (6) |
O6A—C21A | 1.70 (10) | C21A—C23A | 1.42 (7) |
C1—C4 | 1.487 (11) | C21A—C22A | 1.55 (7) |
C1—C3 | 1.494 (11) | C22A—H22D | 0.96 |
C1—C2 | 1.516 (11) | C22A—H22E | 0.96 |
C2—H2A | 0.96 | C22A—H22F | 0.96 |
C2—H2B | 0.96 | C23A—H23D | 0.96 |
C2—H2C | 0.96 | C23A—H23E | 0.96 |
C3—H3A | 0.96 | C23A—H23F | 0.96 |
C3—H3B | 0.96 | C24A—H24D | 0.96 |
C3—H3C | 0.96 | C24A—H24E | 0.96 |
C4—H4A | 0.96 | C24A—H24F | 0.96 |
C4—H4B | 0.96 | C25—C26 | 1.401 (9) |
C4—H4C | 0.96 | C25—H25 | 0.93 |
C5—C6 | 1.460 (12) | C26—C27 | 1.341 (8) |
C5—C8 | 1.461 (11) | C26—H26 | 0.93 |
C5—C7 | 1.470 (12) | C27—C28 | 1.417 (8) |
C6—H6A | 0.96 | C27—C37 | 1.482 (8) |
C6—H6B | 0.96 | C28—C36 | 1.408 (8) |
C6—H6C | 0.96 | C28—C29 | 1.426 (8) |
C7—H7A | 0.96 | C29—C30 | 1.330 (8) |
C7—H7B | 0.96 | C29—H29 | 0.93 |
C7—H7C | 0.96 | C30—C31 | 1.426 (8) |
C8—H8A | 0.96 | C30—H30 | 0.93 |
C8—H8B | 0.96 | C31—C35 | 1.410 (8) |
C8—H8C | 0.96 | C31—C32 | 1.411 (8) |
C9—C11 | 1.466 (15) | C32—C33 | 1.370 (8) |
C9—C12 | 1.525 (18) | C32—C43 | 1.488 (8) |
C9—C10 | 1.532 (18) | C33—C34 | 1.363 (9) |
C10—H10A | 0.96 | C33—H33 | 0.93 |
C10—H10B | 0.96 | C34—H34 | 0.93 |
C10—H10C | 0.96 | C35—C36 | 1.452 (7) |
C11—H11A | 0.96 | C37—C42 | 1.364 (10) |
C11—H11B | 0.96 | C37—C38 | 1.381 (9) |
C11—H11C | 0.96 | C38—C39 | 1.376 (12) |
C12—H12A | 0.96 | C38—H38 | 0.93 |
C12—H12B | 0.96 | C39—C40 | 1.351 (15) |
C12—H12C | 0.96 | C39—H39 | 0.93 |
C13—C14 | 1.503 (13) | C40—C41 | 1.341 (15) |
C13—C16 | 1.503 (11) | C40—H40 | 0.93 |
C13—C15 | 1.515 (12) | C41—C42 | 1.421 (11) |
C14—H14A | 0.96 | C41—H41 | 0.93 |
C14—H14B | 0.96 | C42—H42 | 0.93 |
C14—H14C | 0.96 | C43—C48 | 1.361 (8) |
C15—H15A | 0.96 | C43—C44 | 1.392 (8) |
C15—H15B | 0.96 | C44—C45 | 1.374 (9) |
C15—H15C | 0.96 | C44—H44 | 0.93 |
C16—H16A | 0.96 | C45—C46 | 1.363 (10) |
C16—H16B | 0.96 | C45—H45 | 0.93 |
C16—H16C | 0.96 | C46—C47 | 1.372 (10) |
C13A—C14A | 1.501 (17) | C46—H46 | 0.93 |
C13A—C16A | 1.501 (17) | C47—C48 | 1.371 (9) |
C13A—C15A | 1.506 (17) | C47—H47 | 0.93 |
C14A—H14D | 0.96 | C48—H48 | 0.93 |
C14A—H14E | 0.96 | C49—C51i | 1.359 (15) |
C14A—H14F | 0.96 | C49—C50 | 1.377 (13) |
C15A—H15D | 0.96 | C49—H49 | 0.93 |
C15A—H15E | 0.96 | C50—C51 | 1.338 (14) |
C15A—H15F | 0.96 | C50—H50 | 0.93 |
C16A—H16D | 0.96 | C51—C49i | 1.359 (15) |
C16A—H16E | 0.96 | C51—H51 | 0.93 |
C16A—H16F | 0.96 | ||
N1—Pb1—S2 | 87.77 (11) | H16D—C16A—H16E | 109.5 |
N1—Pb1—S1 | 89.44 (11) | C13A—C16A—H16F | 109.5 |
S2—Pb1—S1 | 88.41 (6) | H16D—C16A—H16F | 109.5 |
N1—Pb1—N2 | 60.42 (14) | H16E—C16A—H16F | 109.5 |
S2—Pb1—N2 | 81.17 (11) | O5—C17—C20 | 109.3 (10) |
S1—Pb1—N2 | 148.25 (10) | O5—C17—C18 | 110.9 (8) |
Si1—S1—Pb1 | 99.04 (9) | C20—C17—C18 | 114.3 (12) |
Si2—S2—Pb1 | 94.28 (8) | O5—C17—C19 | 102.8 (9) |
O3—Si1—O2 | 113.1 (3) | C20—C17—C19 | 107.8 (11) |
O3—Si1—O1 | 104.8 (3) | C18—C17—C19 | 111.2 (11) |
O2—Si1—O1 | 105.4 (3) | C17—C18—H18A | 109.5 |
O3—Si1—S1 | 115.2 (2) | C17—C18—H18B | 109.5 |
O2—Si1—S1 | 105.16 (19) | H18A—C18—H18B | 109.5 |
O1—Si1—S1 | 113.0 (2) | C17—C18—H18C | 109.5 |
O6A—Si2—O5 | 125.4 (6) | H18A—C18—H18C | 109.5 |
O6A—Si2—O4 | 64.9 (7) | H18B—C18—H18C | 109.5 |
O5—Si2—O4 | 118.4 (4) | C17—C19—H19A | 109.5 |
O5—Si2—O6 | 100.4 (4) | C17—C19—H19B | 109.5 |
O4—Si2—O6 | 103.5 (4) | H19A—C19—H19B | 109.5 |
O6A—Si2—O4A | 102.8 (8) | C17—C19—H19C | 109.5 |
O5—Si2—O4A | 85.2 (6) | H19A—C19—H19C | 109.5 |
O6—Si2—O4A | 136.1 (6) | H19B—C19—H19C | 109.5 |
O6A—Si2—S2 | 121.1 (6) | C17—C20—H20A | 109.5 |
O5—Si2—S2 | 106.3 (2) | C17—C20—H20B | 109.5 |
O4—Si2—S2 | 115.4 (3) | H20A—C20—H20B | 109.5 |
O6—Si2—S2 | 111.7 (3) | C17—C20—H20C | 109.5 |
O4A—Si2—S2 | 108.1 (5) | H20A—C20—H20C | 109.5 |
C25—N1—C36 | 117.9 (5) | H20B—C20—H20C | 109.5 |
C25—N1—Pb1 | 117.4 (4) | O6—C21—C24 | 114 (2) |
C36—N1—Pb1 | 124.5 (3) | O6—C21—C23 | 115 (2) |
C34—N2—C35 | 116.8 (5) | C24—C21—C23 | 108.7 (19) |
C34—N2—Pb1 | 124.4 (4) | O6—C21—C22 | 107.9 (16) |
C35—N2—Pb1 | 118.2 (4) | C24—C21—C22 | 102.6 (17) |
C1—O1—Si1 | 134.3 (4) | C23—C21—C22 | 108 (3) |
C5—O2—Si1 | 135.9 (5) | C21—C22—H22A | 109.5 |
C9—O3—Si1 | 137.5 (6) | C21—C22—H22B | 109.5 |
C13—O4—Si2 | 133.6 (7) | H22A—C22—H22B | 109.5 |
C13A—O4A—Si2 | 136 (2) | C21—C22—H22C | 109.5 |
C17—O5—Si2 | 136.2 (6) | H22A—C22—H22C | 109.5 |
C21—O6—Si2 | 135.5 (11) | H22B—C22—H22C | 109.5 |
Si2—O6A—C21A | 136 (3) | C21—C23—H23A | 109.5 |
O1—C1—C4 | 113.0 (6) | C21—C23—H23B | 109.5 |
O1—C1—C3 | 105.1 (6) | H23A—C23—H23B | 109.5 |
C4—C1—C3 | 109.3 (8) | C21—C23—H23C | 109.5 |
O1—C1—C2 | 106.5 (7) | H23A—C23—H23C | 109.5 |
C4—C1—C2 | 113.2 (8) | H23B—C23—H23C | 109.5 |
C3—C1—C2 | 109.3 (8) | C21—C24—H24A | 109.5 |
C1—C2—H2A | 109.5 | C21—C24—H24B | 109.5 |
C1—C2—H2B | 109.5 | H24A—C24—H24B | 109.5 |
H2A—C2—H2B | 109.5 | C21—C24—H24C | 109.5 |
C1—C2—H2C | 109.5 | H24A—C24—H24C | 109.5 |
H2A—C2—H2C | 109.5 | H24B—C24—H24C | 109.5 |
H2B—C2—H2C | 109.5 | C24A—C21A—C23A | 128 (7) |
C1—C3—H3A | 109.5 | C24A—C21A—C22A | 118 (5) |
C1—C3—H3B | 109.5 | C23A—C21A—C22A | 112 (5) |
H3A—C3—H3B | 109.5 | C24A—C21A—O6A | 94 (5) |
C1—C3—H3C | 109.5 | C23A—C21A—O6A | 92 (6) |
H3A—C3—H3C | 109.5 | C22A—C21A—O6A | 99 (6) |
H3B—C3—H3C | 109.5 | C21A—C22A—H22D | 109.5 |
C1—C4—H4A | 109.5 | C21A—C22A—H22E | 109.5 |
C1—C4—H4B | 109.5 | H22D—C22A—H22E | 109.5 |
H4A—C4—H4B | 109.5 | C21A—C22A—H22F | 109.5 |
C1—C4—H4C | 109.5 | H22D—C22A—H22F | 109.5 |
H4A—C4—H4C | 109.5 | H22E—C22A—H22F | 109.5 |
H4B—C4—H4C | 109.5 | C21A—C23A—H23D | 109.5 |
O2—C5—C6 | 112.0 (9) | C21A—C23A—H23E | 109.5 |
O2—C5—C8 | 106.9 (8) | H23D—C23A—H23E | 109.5 |
C6—C5—C8 | 109.5 (11) | C21A—C23A—H23F | 109.5 |
O2—C5—C7 | 108.9 (9) | H23D—C23A—H23F | 109.5 |
C6—C5—C7 | 110.4 (11) | H23E—C23A—H23F | 109.5 |
C8—C5—C7 | 109.0 (11) | C21A—C24A—H24D | 109.5 |
C5—C6—H6A | 109.5 | C21A—C24A—H24E | 109.5 |
C5—C6—H6B | 109.5 | H24D—C24A—H24E | 109.5 |
H6A—C6—H6B | 109.5 | C21A—C24A—H24F | 109.5 |
C5—C6—H6C | 109.5 | H24D—C24A—H24F | 109.5 |
H6A—C6—H6C | 109.5 | H24E—C24A—H24F | 109.5 |
H6B—C6—H6C | 109.5 | N1—C25—C26 | 123.2 (6) |
C5—C7—H7A | 109.5 | N1—C25—H25 | 118.4 |
C5—C7—H7B | 109.5 | C26—C25—H25 | 118.4 |
H7A—C7—H7B | 109.5 | C27—C26—C25 | 120.3 (5) |
C5—C7—H7C | 109.5 | C27—C26—H26 | 119.8 |
H7A—C7—H7C | 109.5 | C25—C26—H26 | 119.8 |
H7B—C7—H7C | 109.5 | C26—C27—C28 | 118.4 (5) |
C5—C8—H8A | 109.5 | C26—C27—C37 | 120.0 (5) |
C5—C8—H8B | 109.5 | C28—C27—C37 | 121.6 (5) |
H8A—C8—H8B | 109.5 | C36—C28—C27 | 118.0 (5) |
C5—C8—H8C | 109.5 | C36—C28—C29 | 118.5 (5) |
H8A—C8—H8C | 109.5 | C27—C28—C29 | 123.4 (5) |
H8B—C8—H8C | 109.5 | C30—C29—C28 | 121.5 (5) |
O3—C9—C11 | 105.9 (10) | C30—C29—H29 | 119.2 |
O3—C9—C12 | 110.1 (10) | C28—C29—H29 | 119.2 |
C11—C9—C12 | 117.1 (13) | C29—C30—C31 | 122.2 (5) |
O3—C9—C10 | 107.5 (11) | C29—C30—H30 | 118.9 |
C11—C9—C10 | 108.2 (12) | C31—C30—H30 | 118.9 |
C12—C9—C10 | 107.7 (12) | C35—C31—C32 | 118.1 (5) |
C9—C10—H10A | 109.5 | C35—C31—C30 | 118.5 (5) |
C9—C10—H10B | 109.5 | C32—C31—C30 | 123.4 (5) |
H10A—C10—H10B | 109.5 | C33—C32—C31 | 117.3 (5) |
C9—C10—H10C | 109.5 | C33—C32—C43 | 121.3 (5) |
H10A—C10—H10C | 109.5 | C31—C32—C43 | 121.3 (5) |
H10B—C10—H10C | 109.5 | C34—C33—C32 | 119.8 (6) |
C9—C11—H11A | 109.5 | C34—C33—H33 | 120.1 |
C9—C11—H11B | 109.5 | C32—C33—H33 | 120.1 |
H11A—C11—H11B | 109.5 | N2—C34—C33 | 124.9 (6) |
C9—C11—H11C | 109.5 | N2—C34—H34 | 117.6 |
H11A—C11—H11C | 109.5 | C33—C34—H34 | 117.6 |
H11B—C11—H11C | 109.5 | N2—C35—C31 | 123.0 (5) |
C9—C12—H12A | 109.5 | N2—C35—C36 | 118.0 (5) |
C9—C12—H12B | 109.5 | C31—C35—C36 | 119.0 (5) |
H12A—C12—H12B | 109.5 | N1—C36—C28 | 122.0 (5) |
C9—C12—H12C | 109.5 | N1—C36—C35 | 118.2 (5) |
H12A—C12—H12C | 109.5 | C28—C36—C35 | 119.7 (5) |
H12B—C12—H12C | 109.5 | C42—C37—C38 | 117.6 (6) |
O4—C13—C14 | 106.8 (11) | C42—C37—C27 | 121.5 (6) |
O4—C13—C16 | 102.9 (12) | C38—C37—C27 | 120.8 (6) |
C14—C13—C16 | 111.0 (19) | C39—C38—C37 | 121.2 (9) |
O4—C13—C15 | 111.1 (10) | C39—C38—H38 | 119.4 |
C14—C13—C15 | 111.8 (17) | C37—C38—H38 | 119.4 |
C16—C13—C15 | 112.7 (16) | C40—C39—C38 | 120.2 (10) |
C13—C14—H14A | 109.5 | C40—C39—H39 | 119.9 |
C13—C14—H14B | 109.5 | C38—C39—H39 | 119.9 |
H14A—C14—H14B | 109.5 | C41—C40—C39 | 121.1 (9) |
C13—C14—H14C | 109.5 | C41—C40—H40 | 119.5 |
H14A—C14—H14C | 109.5 | C39—C40—H40 | 119.5 |
H14B—C14—H14C | 109.5 | C40—C41—C42 | 118.9 (10) |
C13—C15—H15A | 109.5 | C40—C41—H41 | 120.6 |
C13—C15—H15B | 109.5 | C42—C41—H41 | 120.6 |
H15A—C15—H15B | 109.5 | C37—C42—C41 | 121.0 (8) |
C13—C15—H15C | 109.5 | C37—C42—H42 | 119.5 |
H15A—C15—H15C | 109.5 | C41—C42—H42 | 119.5 |
H15B—C15—H15C | 109.5 | C48—C43—C44 | 119.8 (6) |
C13—C16—H16A | 109.5 | C48—C43—C32 | 120.8 (5) |
C13—C16—H16B | 109.5 | C44—C43—C32 | 119.4 (6) |
H16A—C16—H16B | 109.5 | C45—C44—C43 | 118.3 (6) |
C13—C16—H16C | 109.5 | C45—C44—H44 | 120.8 |
H16A—C16—H16C | 109.5 | C43—C44—H44 | 120.8 |
H16B—C16—H16C | 109.5 | C46—C45—C44 | 121.6 (6) |
O4A—C13A—C14A | 113 (5) | C46—C45—H45 | 119.2 |
O4A—C13A—C16A | 110 (4) | C44—C45—H45 | 119.2 |
C14A—C13A—C16A | 118 (6) | C45—C46—C47 | 119.8 (7) |
O4A—C13A—C15A | 107 (3) | C45—C46—H46 | 120.1 |
C14A—C13A—C15A | 99 (5) | C47—C46—H46 | 120.1 |
C16A—C13A—C15A | 109 (5) | C48—C47—C46 | 119.2 (7) |
C13A—C14A—H14D | 109.5 | C48—C47—H47 | 120.4 |
C13A—C14A—H14E | 109.5 | C46—C47—H47 | 120.4 |
H14D—C14A—H14E | 109.5 | C43—C48—C47 | 121.3 (6) |
C13A—C14A—H14F | 109.5 | C43—C48—H48 | 119.3 |
H14D—C14A—H14F | 109.5 | C47—C48—H48 | 119.3 |
H14E—C14A—H14F | 109.5 | C51i—C49—C50 | 119.6 (10) |
C13A—C15A—H15D | 109.5 | C51i—C49—H49 | 120.2 |
C13A—C15A—H15E | 109.5 | C50—C49—H49 | 120.2 |
H15D—C15A—H15E | 109.5 | C51—C50—C49 | 119.7 (10) |
C13A—C15A—H15F | 109.5 | C51—C50—H50 | 120.2 |
H15D—C15A—H15F | 109.5 | C49—C50—H50 | 120.2 |
H15E—C15A—H15F | 109.5 | C50—C51—C49i | 120.7 (9) |
C13A—C16A—H16D | 109.5 | C50—C51—H51 | 119.7 |
C13A—C16A—H16E | 109.4 | C49i—C51—H51 | 119.7 |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Experimental details
(I) | (II) | |
Crystal data | ||
Chemical formula | [Pb(C12H27O3SSi)2(C10H8N2)] | [Pb(C12H27O3SSi)2(C24H16N2)]·0.5C6H6 |
Mr | 922.35 | 1137.6 |
Crystal system, space group | Triclinic, P1 | Triclinic, P1 |
Temperature (K) | 120 | 293 |
a, b, c (Å) | 9.4053 (4), 13.8617 (7), 18.0405 (9) | 10.204 (2), 13.359 (3), 21.109 (4) |
α, β, γ (°) | 107.361 (5), 99.069 (4), 101.086 (4) | 84.57 (3), 83.05 (3), 85.29 (3) |
V (Å3) | 2144.1 (2) | 2836.2 (10) |
Z | 2 | 2 |
Radiation type | Mo Kα | Mo Kα |
µ (mm−1) | 4.13 | 3.13 |
Crystal size (mm) | 0.49 × 0.13 × 0.09 | 0.6 × 0.41 × 0.32 |
Data collection | ||
Diffractometer | Oxford Diffraction KM4 CCD diffractometer | Oxford Diffraction KM4 single-point diffractometer |
Absorption correction | Multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.503, 0.695 | 0.198, 0.359 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 17997, 10174, 9037 | 10564, 10091, 7445 |
Rint | 0.030 | 0.053 |
(sin θ/λ)max (Å−1) | 0.661 | 0.597 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.040, 0.099, 1.16 | 0.037, 0.118, 1.00 |
No. of reflections | 10174 | 10091 |
No. of parameters | 442 | 648 |
No. of restraints | 0 | 115 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 2.11, −1.55 | 0.84, −0.80 |
Computer programs: CrysAlis CCD (Oxford Diffraction, 2006), KM4 System (Gałdecki, Kowalski et al., 1996), CrysAlis RED (Oxford Diffraction, 2006), KM4 System, CrysAlis RED, DATAPROC (Gałdecki, Kowalski & Uszyński, 1996), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), Mercury (Version 1.5; Macrae et al., 2006), WinGX (Farrugia, 1999).
Pb1—N1 | 2.610 (4) | Si1—O3 | 1.625 (3) |
Pb1—S2 | 2.6705 (11) | Si1—O2 | 1.627 (3) |
Pb1—S1 | 2.7034 (13) | Si1—O1 | 1.633 (3) |
Pb1—N2 | 2.725 (4) | Si2—O5 | 1.628 (3) |
S1—Si1 | 2.0730 (17) | Si2—O6 | 1.632 (3) |
S2—Si2 | 2.0861 (16) | Si2—O4 | 1.641 (3) |
N1—Pb1—S2 | 95.78 (10) | S2—Pb1—N2 | 85.70 (9) |
N1—Pb1—S1 | 86.96 (11) | S1—Pb1—N2 | 145.90 (9) |
S2—Pb1—S1 | 87.14 (4) | Si1—S1—Pb1 | 97.90 (5) |
N1—Pb1—N2 | 60.74 (14) | Si2—S2—Pb1 | 94.17 (5) |
Pb1—N1 | 2.594 (5) | Pb1—N2 | 2.801 (5) |
Pb1—S2 | 2.6331 (18) | S1—Si1 | 2.075 (2) |
Pb1—S1 | 2.6976 (18) | S2—Si2 | 2.071 (2) |
N1—Pb1—S2 | 87.77 (11) | S2—Pb1—N2 | 81.17 (11) |
N1—Pb1—S1 | 89.44 (11) | S1—Pb1—N2 | 148.25 (10) |
S2—Pb1—S1 | 88.41 (6) | Si1—S1—Pb1 | 99.04 (9) |
N1—Pb1—N2 | 60.42 (14) | Si2—S2—Pb1 | 94.28 (8) |
Compound | Group 1/Group 2 | DA (°) | DCC/DCH (Å) | τ (°) |
(I) | Cg1/Cg2i | 5.6 | 3.797 (4) | 24, 31 |
(II) | Cg3/Cg3ii | 0.0 | 3.717 (5) | 17.1 |
(II) | C51—H51/Cg4 | 2.98 | 13.6 | |
(II) | C48—H48/Cg5 | 2.81 | 6.6 |
DA is the dihedral angle between planes. DCC is the length of the CC
(centroid-to-centroid) vector in π–π. DCH is the length of the CH
(centroid to H) vector in C—H···π. τ is the angle(s) subtended by the plane
normal(s) to CC or CH. Cg1 is the centroid of the ring N1/C30–C34, Cg2 of the ring N2/C25–C9, Cg3 of the ring C37–C42, Cg4 of the ring C28–C31/C35–C36 and Cg5 of the ring C49–C51/(C49–C51)iii Symmetry codes: (i) 1-x, 2-y, -z; (ii) -x, 2-y, 1-z; (iii) 1-x, 1-y, 1-z. |
The present study is a continuation of our investigation of silanethiolate complexes of various metals (see, for example, Kloskowska et al., 2006). The compounds often show interesting structural features and are potential precursors for the generation of structurized metal sulfides (Tran et al., 2000). Only three structures containing an Si–S–Pb sequence can be found in the Cambrigde Structural Database (CSD; Version 5.28, May 2007 update; Allen, 2002). The dimeric lead tri-tert-butoxysilanetiolate, in the form of the diglyme solvate, was obtained by reaction of silanethiol with PbO (Wojnowski et al., 1986). Another complex, Pb{SSi(OC4H9)3}2N2C12H8, (ortho-phenanthroline)bis(tri-tert-butoxysilanethiolato)lead(II), mononuclear and heteroleptic, was obtained about ten years later by incorporation of a chelating N-ligand (Peters et al., 1997). Finally, a metallorganic compound, namely a plumbolane (2,2,3,3-tetramethyl-5,5-diphenyl-1,4,2,3,5-dithiadisilaplumbolane), was reported (Herzog & Rheinwald, 2002). Several attempts to obtain and characterize heteroleptic silanethiolates with PPh3 or simple heteroaromatic nitrogen bases as additional ligands have failed so far. Here, we present the syntheses and structures of two mononuclear complexes, namely (2,2'-bipyridine)bis(tri-tert-butoxysilanethiolato)lead(II), (I), and (4,7-diphenyl-1,10-phenanthroline)bis(tri-tert-butoxysilanethiolato)lead(II) benzene hemisolvate, (II). To our knowledge, no lead complexes with this latter heterocyclic ligand have been structurally characterized by X-ray diffraction to date.
Both compounds show a distorted square-pyramidal coordination of the Pb atoms. The impact of the `inert pair effect' on the structure is clearly manifested. The base plane contains N, N, S and O atoms, whereas the second S atom, found in the apical position, belongs to the O,S-chelating tri-tert-butoxysilanethiolate ligand. A widening of the valence angles at the S atoms by ca 4° in the silanethiolate ligands not involved in chelation is observed in both structures (Tables 1 and 2). It is worth noting the influence of the steric effect of the S-atom lone pairs on the coordination of sulfur. In (I), the Pb—N bond lengths differ, although the difference is small. This is not the case in (II), where Pb—N2 is about 0.2 Å longer than Pb—N1. The Si—S bond lengths are shorter and Pb—S distinctly longer compared with the respective bonds in the plumbolane (Si—S ca 2.14 and Pb—S ca 2.50 Å). This probably indicates a partially ionic character of the metal–ligand bonds in (I) and (II) (Baranowska et al., 2006). The Si2—O4 bond length is slightly longer than the other Si—O bonds in (I), due to chelation; this effect was noted previously by Jesionka et al. (2005). In (II), the situation is complicated by disorder.
In structure (I), the aromatic 2,2'-bipyridine rings of two neighbouring molecules are linked by a π–π interaction. Even if such an arrangement of heterocyclic rings is not possible in complex (II), due to the non-planar character of 4,7-diphenyl-1,10-phenanthroline, it is possible between the phenyl substituents of the heteroaromatic base. In addition to this, some C—H···π interactions complete the packing interaction scheme (Table 3).
The large dihedral angles between the phenanthroline residue and its phenyl substituents C37–C42 and C43–C48 [49.5 (2)° and 51.1 (2)°, respectively] indicate that π electrons in the phenanthroline group are not coupled with the phenyl substituents; the same behaviour (shown in Fig. 3, with data extracted from the CSD) has been observed in all 43 complexes of the 4,7-diphenyl-1,10-phenanthroline ligand known so far (for example, Brandi-Blanco et al., 2005).
The benzene solvate molecule in (II) sits on the inversion centre at (1/2, 1/2, 1/2), filling voids within the structure. Its linkage to the main frame is by way of a C—H···π interaction (final entry in Table 3).