Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680101306X/ya6051sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680101306X/ya6051Isup2.hkl |
CCDC reference: 172191
Key indicators
- Single-crystal X-ray study
- T = 188 K
- Mean (C-C) = 0.008 Å
- R factor = 0.052
- wR factor = 0.128
- Data-to-parameter ratio = 17.8
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
The title compound was synthesized and characterized as described previously (Niemeyer, 2001). Yellow crystals were obtained after storing a heptane/tetrahydrofuran (4:1) solution at 258 K for several months.
The H atoms were placed in the idealized positions and refined in a riding model approximation, including free rotation for methyl groups. For most H atoms, the assigned Uiso was allowed to refine freely. Isotropic displacement parameters larger than 0.15 Å2 were constrained to 1.2Ueq (CH, CH2) or 1.5 Ueq (CH3) of the parent atom.
Data collection: P3 (Siemens, 1989); cell refinement: P3; data reduction: XDISK (Siemens, 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1998); software used to prepare material for publication: SHELXTL.
[Yb(C36H49S)2(C4H8O)4] | F(000) = 1584 |
Mr = 1489.08 | Dx = 1.212 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 13.666 (3) Å | Cell parameters from 50 reflections |
b = 16.277 (3) Å | θ = 16.7–25.1° |
c = 18.575 (4) Å | µ = 1.24 mm−1 |
β = 98.99 (3)° | T = 188 K |
V = 4081.0 (14) Å3 | Plate, yellow |
Z = 2 | 0.45 × 0.40 × 0.10 mm |
Rebuild Syntex P21/Siemens P3 four-circle diffractometer | 6008 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.053 |
Graphite monochromator | θmax = 27.0°, θmin = 1.7° |
Wyckoff scans | h = 0→17 |
Absorption correction: ψ scan (North et al., 1968) | k = −20→0 |
Tmin = 0.604, Tmax = 0.886 | l = −23→23 |
9278 measured reflections | 2 standard reflections every 198 reflections |
8906 independent reflections | intensity decay: none |
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)] = 0.052 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.128 | Only H-atom displacement parameters refined |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0646P)2] where P = (Fo2 + 2Fc2)/3 |
8906 reflections | (Δ/σ)max = 0.001 |
499 parameters | Δρmax = 0.76 e Å−3 |
0 restraints | Δρmin = −1.04 e Å−3 |
[Yb(C36H49S)2(C4H8O)4] | V = 4081.0 (14) Å3 |
Mr = 1489.08 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 13.666 (3) Å | µ = 1.24 mm−1 |
b = 16.277 (3) Å | T = 188 K |
c = 18.575 (4) Å | 0.45 × 0.40 × 0.10 mm |
β = 98.99 (3)° |
Rebuild Syntex P21/Siemens P3 four-circle diffractometer | 6008 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.053 |
Tmin = 0.604, Tmax = 0.886 | 2 standard reflections every 198 reflections |
9278 measured reflections | intensity decay: none |
8906 independent reflections |
R[F2 > 2σ(F2)] = 0.052 | 0 restraints |
wR(F2) = 0.128 | Only H-atom displacement parameters refined |
S = 1.08 | Δρmax = 0.76 e Å−3 |
8906 reflections | Δρmin = −1.04 e Å−3 |
499 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 | ||
Yb | 0.5000 | 0.0000 | 0.0000 | 0.02386 (9) | |
S | 0.45036 (9) | −0.07155 (8) | 0.12668 (7) | 0.0312 (3) | |
O41 | 0.4317 (3) | 0.1229 (2) | 0.0444 (2) | 0.0439 (10) | |
O51 | 0.6568 (2) | 0.0450 (3) | 0.06324 (19) | 0.0383 (9) | |
C1 | 0.4527 (3) | −0.1551 (3) | 0.1877 (2) | 0.0225 (9) | |
C2 | 0.5310 (3) | −0.1647 (3) | 0.2465 (2) | 0.0242 (10) | |
C3 | 0.5306 (4) | −0.2310 (3) | 0.2948 (3) | 0.0298 (11) | |
H3A | 0.5846 | −0.2377 | 0.3332 | 0.056 (19)* | |
C4 | 0.4535 (4) | −0.2864 (3) | 0.2876 (3) | 0.0352 (12) | |
H4A | 0.4553 | −0.3321 | 0.3196 | 0.026 (13)* | |
C5 | 0.3732 (4) | −0.2745 (3) | 0.2328 (3) | 0.0304 (11) | |
H5A | 0.3186 | −0.3112 | 0.2289 | 0.042 (16)* | |
C6 | 0.3709 (3) | −0.2102 (3) | 0.1834 (2) | 0.0221 (9) | |
C7 | 0.6142 (3) | −0.1035 (3) | 0.2661 (2) | 0.0249 (10) | |
C8 | 0.5966 (4) | −0.0313 (3) | 0.3044 (3) | 0.0294 (10) | |
C9 | 0.6761 (4) | 0.0195 (3) | 0.3298 (3) | 0.0338 (13) | |
H9A | 0.6642 | 0.0680 | 0.3556 | 0.040 (16)* | |
C10 | 0.7727 (3) | 0.0023 (4) | 0.3191 (3) | 0.0352 (10) | |
C11 | 0.7883 (4) | −0.0686 (3) | 0.2822 (3) | 0.0341 (12) | |
H11A | 0.8538 | −0.0815 | 0.2748 | 0.056 (19)* | |
C12 | 0.7106 (3) | −0.1232 (3) | 0.2549 (3) | 0.0304 (11) | |
C13 | 0.4944 (4) | −0.0111 (4) | 0.3207 (3) | 0.0366 (13) | |
H13A | 0.4462 | −0.0478 | 0.2900 | 0.024 (13)* | |
C14 | 0.4882 (6) | −0.0300 (6) | 0.4008 (4) | 0.071 (2) | |
H14A | 0.5024 | −0.0883 | 0.4105 | 0.12 (4)* | |
H14B | 0.4214 | −0.0173 | 0.4107 | 0.08 (2)* | |
H14C | 0.5367 | 0.0035 | 0.4324 | 0.11 (4)* | |
C15 | 0.4637 (5) | 0.0773 (4) | 0.3022 (4) | 0.0583 (18) | |
H15A | 0.4678 | 0.0880 | 0.2509 | 0.10 (3)* | |
H15B | 0.5081 | 0.1148 | 0.3331 | 0.036 (15)* | |
H15C | 0.3955 | 0.0858 | 0.3108 | 0.07 (2)* | |
C16 | 0.8558 (4) | 0.0627 (4) | 0.3484 (3) | 0.0477 (15) | |
H16A | 0.8333 | 0.1186 | 0.3308 | 0.030 (14)* | |
C17 | 0.8728 (6) | 0.0653 (5) | 0.4317 (4) | 0.069 (2) | |
H17A | 0.9244 | 0.1057 | 0.4487 | 0.07 (2)* | |
H17B | 0.8938 | 0.0110 | 0.4509 | 0.107* | |
H17C | 0.8111 | 0.0810 | 0.4488 | 0.09 (3)* | |
C18 | 0.9517 (5) | 0.0454 (6) | 0.3199 (5) | 0.072 (2) | |
H18A | 0.9982 | 0.0907 | 0.3334 | 0.10 (3)* | |
H18B | 0.9384 | 0.0402 | 0.2667 | 0.10 (3)* | |
H18C | 0.9806 | −0.0059 | 0.3412 | 0.11 (4)* | |
C19 | 0.7315 (4) | −0.1983 (4) | 0.2123 (3) | 0.0388 (13) | |
H19A | 0.6832 | −0.2415 | 0.2219 | 0.038 (15)* | |
C20 | 0.8356 (4) | −0.2344 (4) | 0.2342 (4) | 0.0555 (18) | |
H20A | 0.8486 | −0.2425 | 0.2871 | 0.15 (4)* | |
H20B | 0.8848 | −0.1965 | 0.2198 | 0.07 (2)* | |
H20C | 0.8398 | −0.2873 | 0.2097 | 0.10 (3)* | |
C21 | 0.7116 (5) | −0.1801 (5) | 0.1315 (3) | 0.062 (2) | |
H21A | 0.6428 | −0.1618 | 0.1178 | 0.093* | |
H21B | 0.7223 | −0.2299 | 0.1042 | 0.07 (2)* | |
H21C | 0.7565 | −0.1368 | 0.1201 | 0.05 (2)* | |
C22 | 0.2756 (3) | −0.2017 (3) | 0.1307 (3) | 0.0247 (10) | |
C23 | 0.2519 (3) | −0.2590 (3) | 0.0734 (3) | 0.0298 (11) | |
C24 | 0.1571 (4) | −0.2571 (4) | 0.0318 (3) | 0.0373 (12) | |
H24A | 0.1412 | −0.2958 | −0.0066 | 0.037 (15)* | |
C25 | 0.0862 (4) | −0.2012 (4) | 0.0444 (3) | 0.0371 (12) | |
C26 | 0.1114 (4) | −0.1444 (3) | 0.1004 (3) | 0.0369 (13) | |
H26A | 0.0634 | −0.1051 | 0.1095 | 0.041 (16)* | |
C27 | 0.2049 (3) | −0.1432 (3) | 0.1439 (3) | 0.0298 (11) | |
C28 | 0.3228 (3) | −0.3251 (3) | 0.0557 (3) | 0.0321 (11) | |
H28A | 0.3905 | −0.3114 | 0.0817 | 0.035 (15)* | |
C29 | 0.2944 (4) | −0.4090 (3) | 0.0819 (3) | 0.0418 (13) | |
H29A | 0.3020 | −0.4091 | 0.1352 | 0.051 (18)* | |
H29B | 0.3375 | −0.4511 | 0.0658 | 0.028 (13)* | |
H29C | 0.2253 | −0.4209 | 0.0615 | 0.08 (2)* | |
C30 | 0.3275 (4) | −0.3288 (4) | −0.0261 (3) | 0.0467 (15) | |
H30A | 0.3285 | −0.2729 | −0.0455 | 0.034 (15)* | |
H30B | 0.2693 | −0.3581 | −0.0511 | 0.057 (19)* | |
H30C | 0.3878 | −0.3579 | −0.0339 | 0.055 (19)* | |
C31 | −0.0162 (4) | −0.2056 (4) | −0.0027 (4) | 0.0472 (15) | |
H31A | −0.0056 | −0.2218 | −0.0528 | 0.09 (3)* | |
C32 | −0.0776 (4) | −0.2712 (5) | 0.0240 (4) | 0.0600 (19) | |
H32A | −0.1385 | −0.2788 | −0.0110 | 0.047 (17)* | |
H32B | −0.0946 | −0.2553 | 0.0714 | 0.049 (19)* | |
H32C | −0.0402 | −0.3228 | 0.0290 | 0.08 (3)* | |
C33 | −0.0674 (5) | −0.1229 (5) | −0.0092 (4) | 0.064 (2) | |
H33A | −0.1302 | −0.1274 | −0.0427 | 0.08 (2)* | |
H33B | −0.0248 | −0.0824 | −0.0280 | 0.13 (4)* | |
H33C | −0.0805 | −0.1054 | 0.0389 | 0.06 (2)* | |
C34 | 0.2280 (4) | −0.0814 (3) | 0.2061 (3) | 0.0371 (12) | |
H34A | 0.3014 | −0.0730 | 0.2154 | 0.07 (2)* | |
C35 | 0.1977 (8) | −0.1148 (5) | 0.2752 (4) | 0.082 (3) | |
H35A | 0.2185 | −0.0766 | 0.3154 | 0.08 (3)* | |
H35B | 0.2292 | −0.1683 | 0.2866 | 0.08 (2)* | |
H35C | 0.1255 | −0.1212 | 0.2684 | 0.08 (3)* | |
C36 | 0.1801 (5) | 0.0017 (4) | 0.1886 (4) | 0.0514 (14) | |
H36A | 0.2025 | 0.0401 | 0.2285 | 0.07 (2)* | |
H36B | 0.1079 | −0.0039 | 0.1828 | 0.07 (2)* | |
H36C | 0.1990 | 0.0228 | 0.1433 | 0.10 (3)* | |
C42 | 0.3515 (5) | 0.1281 (5) | 0.0848 (5) | 0.068 (2) | |
H42A | 0.3551 | 0.0825 | 0.1205 | 0.07 (2)* | |
H42B | 0.2875 | 0.1245 | 0.0517 | 0.112* | |
C43 | 0.3600 (8) | 0.2079 (6) | 0.1230 (6) | 0.093 (3) | |
H43A | 0.2937 | 0.2309 | 0.1261 | 0.140* | |
H43B | 0.3975 | 0.2022 | 0.1728 | 0.140* | |
C44 | 0.4136 (10) | 0.2602 (6) | 0.0779 (6) | 0.115 (4) | |
H44A | 0.4582 | 0.2985 | 0.1089 | 0.172* | |
H44B | 0.3665 | 0.2928 | 0.0433 | 0.172* | |
C45 | 0.4717 (6) | 0.2044 (4) | 0.0380 (5) | 0.064 (2) | |
H45A | 0.4652 | 0.2208 | −0.0139 | 0.06 (2)* | |
H45B | 0.5426 | 0.2060 | 0.0595 | 0.085* | |
C52 | 0.7480 (4) | 0.0547 (5) | 0.0345 (3) | 0.0482 (16) | |
H52A | 0.7424 | 0.0996 | −0.0019 | 0.07 (2)* | |
H52B | 0.7657 | 0.0033 | 0.0111 | 0.11 (3)* | |
C53 | 0.8250 (4) | 0.0755 (5) | 0.1005 (3) | 0.059 (2) | |
H53A | 0.8561 | 0.0251 | 0.1236 | 0.07 (3)* | |
H53B | 0.8773 | 0.1117 | 0.0868 | 0.06 (2)* | |
C54 | 0.7650 (4) | 0.1189 (5) | 0.1502 (4) | 0.0521 (17) | |
H54A | 0.7521 | 0.1768 | 0.1353 | 0.13 (4)* | |
H54B | 0.7981 | 0.1172 | 0.2015 | 0.038 (15)* | |
C55 | 0.6708 (4) | 0.0688 (4) | 0.1391 (3) | 0.0403 (13) | |
H55A | 0.6777 | 0.0197 | 0.1711 | 0.053 (19)* | |
H55B | 0.6141 | 0.1019 | 0.1499 | 0.07 (2)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Yb | 0.02124 (12) | 0.02869 (15) | 0.02139 (13) | −0.00341 (16) | 0.00249 (8) | 0.00141 (18) |
S | 0.0341 (6) | 0.0327 (7) | 0.0267 (6) | −0.0039 (5) | 0.0046 (5) | 0.0095 (5) |
O41 | 0.042 (2) | 0.033 (2) | 0.058 (3) | 0.0002 (17) | 0.0124 (18) | −0.002 (2) |
O51 | 0.0292 (17) | 0.056 (3) | 0.0274 (19) | −0.0153 (17) | −0.0020 (14) | 0.0029 (18) |
C1 | 0.030 (2) | 0.022 (2) | 0.016 (2) | −0.0001 (18) | 0.0058 (17) | 0.0016 (18) |
C2 | 0.029 (2) | 0.022 (2) | 0.021 (2) | −0.0008 (18) | 0.0030 (17) | −0.0030 (19) |
C3 | 0.032 (2) | 0.026 (3) | 0.029 (3) | 0.001 (2) | −0.0011 (19) | 0.002 (2) |
C4 | 0.043 (3) | 0.031 (3) | 0.028 (3) | −0.006 (2) | −0.005 (2) | 0.010 (2) |
C5 | 0.034 (2) | 0.023 (3) | 0.034 (3) | −0.007 (2) | 0.003 (2) | 0.001 (2) |
C6 | 0.024 (2) | 0.021 (2) | 0.021 (2) | 0.0012 (17) | 0.0009 (17) | −0.0004 (19) |
C7 | 0.028 (2) | 0.027 (3) | 0.018 (2) | −0.0048 (19) | −0.0040 (17) | 0.0032 (19) |
C8 | 0.036 (2) | 0.029 (2) | 0.022 (2) | −0.001 (2) | 0.0023 (19) | −0.001 (2) |
C9 | 0.045 (3) | 0.029 (4) | 0.026 (2) | −0.006 (2) | 0.001 (2) | −0.001 (2) |
C10 | 0.040 (2) | 0.031 (3) | 0.030 (2) | −0.003 (3) | −0.0084 (18) | 0.007 (3) |
C11 | 0.030 (2) | 0.032 (3) | 0.039 (3) | −0.006 (2) | −0.001 (2) | 0.005 (2) |
C12 | 0.031 (2) | 0.031 (3) | 0.027 (3) | 0.000 (2) | −0.0013 (19) | 0.001 (2) |
C13 | 0.042 (2) | 0.035 (4) | 0.034 (3) | −0.006 (3) | 0.012 (2) | −0.012 (3) |
C14 | 0.083 (5) | 0.088 (6) | 0.053 (4) | 0.022 (5) | 0.041 (4) | 0.011 (4) |
C15 | 0.050 (4) | 0.054 (5) | 0.072 (5) | 0.005 (3) | 0.011 (3) | −0.008 (4) |
C16 | 0.052 (3) | 0.039 (3) | 0.044 (3) | −0.016 (3) | −0.017 (3) | 0.006 (3) |
C17 | 0.085 (5) | 0.065 (5) | 0.049 (4) | −0.042 (4) | −0.017 (4) | −0.003 (4) |
C18 | 0.048 (4) | 0.080 (6) | 0.081 (6) | −0.030 (4) | −0.013 (4) | −0.011 (5) |
C19 | 0.028 (2) | 0.041 (3) | 0.047 (3) | −0.002 (2) | 0.003 (2) | −0.005 (3) |
C20 | 0.043 (3) | 0.048 (4) | 0.072 (5) | 0.014 (3) | −0.002 (3) | −0.012 (4) |
C21 | 0.071 (4) | 0.075 (5) | 0.038 (4) | 0.022 (4) | 0.004 (3) | −0.016 (4) |
C22 | 0.024 (2) | 0.024 (2) | 0.026 (2) | −0.0017 (18) | 0.0038 (17) | 0.003 (2) |
C23 | 0.026 (2) | 0.032 (3) | 0.030 (3) | 0.002 (2) | 0.0011 (19) | 0.005 (2) |
C24 | 0.031 (2) | 0.038 (3) | 0.039 (3) | −0.006 (2) | −0.007 (2) | −0.002 (3) |
C25 | 0.028 (2) | 0.043 (3) | 0.038 (3) | 0.005 (2) | −0.004 (2) | 0.007 (3) |
C26 | 0.027 (2) | 0.036 (3) | 0.048 (3) | 0.011 (2) | 0.008 (2) | 0.005 (3) |
C27 | 0.030 (2) | 0.028 (3) | 0.032 (3) | 0.002 (2) | 0.0079 (19) | 0.008 (2) |
C28 | 0.028 (2) | 0.032 (3) | 0.034 (3) | 0.003 (2) | 0.000 (2) | −0.008 (2) |
C29 | 0.053 (3) | 0.028 (3) | 0.044 (3) | 0.004 (3) | 0.008 (3) | 0.005 (3) |
C30 | 0.050 (3) | 0.046 (4) | 0.044 (4) | 0.002 (3) | 0.008 (3) | −0.002 (3) |
C31 | 0.028 (3) | 0.070 (4) | 0.042 (3) | 0.006 (3) | 0.000 (3) | 0.009 (3) |
C32 | 0.028 (3) | 0.073 (5) | 0.077 (5) | −0.003 (3) | 0.004 (3) | 0.007 (4) |
C33 | 0.040 (3) | 0.066 (5) | 0.079 (6) | 0.018 (3) | −0.010 (3) | 0.011 (4) |
C34 | 0.045 (3) | 0.033 (3) | 0.035 (3) | 0.009 (2) | 0.011 (2) | 0.003 (2) |
C35 | 0.156 (10) | 0.048 (5) | 0.051 (5) | 0.017 (5) | 0.043 (5) | 0.007 (4) |
C36 | 0.061 (3) | 0.031 (3) | 0.064 (4) | 0.006 (4) | 0.014 (3) | −0.008 (4) |
C42 | 0.056 (4) | 0.046 (4) | 0.109 (7) | 0.008 (3) | 0.037 (4) | −0.011 (5) |
C43 | 0.123 (8) | 0.066 (6) | 0.102 (8) | 0.016 (6) | 0.048 (6) | −0.015 (5) |
C44 | 0.201 (12) | 0.049 (5) | 0.110 (8) | −0.008 (7) | 0.078 (9) | −0.012 (6) |
C45 | 0.069 (4) | 0.043 (4) | 0.080 (6) | −0.017 (4) | 0.008 (4) | 0.009 (4) |
C52 | 0.031 (3) | 0.078 (5) | 0.035 (3) | −0.005 (3) | 0.002 (2) | 0.006 (3) |
C53 | 0.026 (3) | 0.099 (6) | 0.048 (4) | −0.014 (3) | −0.002 (2) | −0.006 (4) |
C54 | 0.050 (3) | 0.063 (5) | 0.041 (4) | −0.015 (3) | −0.003 (3) | −0.001 (3) |
C55 | 0.039 (3) | 0.053 (4) | 0.027 (3) | −0.009 (3) | −0.002 (2) | 0.006 (3) |
Yb—S | 2.8023 (13) | C22—C27 | 1.405 (7) |
Yb—Si | 2.8023 (13) | C22—C23 | 1.414 (7) |
Yb—O41 | 2.408 (4) | C23—C24 | 1.403 (6) |
Yb—O41i | 2.408 (4) | C23—C28 | 1.518 (7) |
Yb—O51 | 2.392 (3) | C24—C25 | 1.375 (8) |
Yb—O51i | 2.392 (3) | C24—H24A | 0.9500 |
S—C1 | 1.767 (5) | C25—C26 | 1.395 (8) |
O41—C42 | 1.424 (7) | C25—C31 | 1.530 (7) |
O41—C45 | 1.446 (7) | C26—C27 | 1.401 (7) |
O51—C52 | 1.440 (6) | C26—H26A | 0.9500 |
O51—C55 | 1.445 (6) | C27—C34 | 1.528 (7) |
C1—C2 | 1.413 (6) | C28—C29 | 1.520 (7) |
C1—C6 | 1.426 (6) | C28—C30 | 1.531 (8) |
C2—C3 | 1.403 (7) | C28—H28A | 1.0000 |
C2—C7 | 1.513 (6) | C29—H29A | 0.9800 |
C3—C4 | 1.378 (7) | C29—H29B | 0.9800 |
C3—H3A | 0.9500 | C29—H29C | 0.9800 |
C4—C5 | 1.389 (7) | C30—H30A | 0.9800 |
C4—H4A | 0.9500 | C30—H30B | 0.9800 |
C5—C6 | 1.388 (7) | C30—H30C | 0.9800 |
C5—H5A | 0.9500 | C31—C32 | 1.490 (9) |
C6—C22 | 1.508 (6) | C31—C33 | 1.514 (9) |
C7—C12 | 1.403 (7) | C31—H31A | 1.0000 |
C7—C8 | 1.413 (7) | C32—H32A | 0.9800 |
C8—C9 | 1.389 (7) | C32—H32B | 0.9800 |
C8—C13 | 1.511 (7) | C32—H32C | 0.9800 |
C9—C10 | 1.394 (7) | C33—H33A | 0.9800 |
C9—H9A | 0.9500 | C33—H33B | 0.9800 |
C10—C11 | 1.376 (8) | C33—H33C | 0.9800 |
C10—C16 | 1.534 (7) | C34—C35 | 1.509 (8) |
C11—C12 | 1.416 (7) | C34—C36 | 1.516 (8) |
C11—H11A | 0.9500 | C34—H34A | 1.0000 |
C12—C19 | 1.507 (8) | C35—H35A | 0.9800 |
C13—C15 | 1.522 (8) | C35—H35B | 0.9800 |
C13—C14 | 1.534 (8) | C35—H35C | 0.9800 |
C13—H13A | 1.0000 | C36—H36A | 0.9800 |
C14—H14A | 0.9800 | C36—H36B | 0.9800 |
C14—H14B | 0.9800 | C36—H36C | 0.9800 |
C14—H14C | 0.9800 | C42—C43 | 1.476 (11) |
C15—H15A | 0.9800 | C42—H42A | 0.9900 |
C15—H15B | 0.9800 | C42—H42B | 0.9900 |
C15—H15C | 0.9800 | C43—C44 | 1.468 (13) |
C16—C18 | 1.515 (10) | C43—H43A | 0.9900 |
C16—C17 | 1.529 (9) | C43—H43B | 0.9900 |
C16—H16A | 1.0000 | C44—C45 | 1.479 (12) |
C17—H17A | 0.9800 | C44—H44A | 0.9900 |
C17—H17B | 0.9800 | C44—H44B | 0.9900 |
C17—H17C | 0.9800 | C45—H45A | 0.9900 |
C18—H18A | 0.9800 | C45—H45B | 0.9900 |
C18—H18B | 0.9800 | C52—C53 | 1.524 (8) |
C18—H18C | 0.9800 | C52—H52A | 0.9900 |
C19—C21 | 1.513 (8) | C52—H52B | 0.9900 |
C19—C20 | 1.534 (7) | C53—C54 | 1.504 (9) |
C19—H19A | 1.0000 | C53—H53A | 0.9900 |
C20—H20A | 0.9800 | C53—H53B | 0.9900 |
C20—H20B | 0.9800 | C54—C55 | 1.512 (8) |
C20—H20C | 0.9800 | C54—H54A | 0.9900 |
C21—H21A | 0.9800 | C54—H54B | 0.9900 |
C21—H21B | 0.9800 | C55—H55A | 0.9900 |
C21—H21C | 0.9800 | C55—H55B | 0.9900 |
O51—Yb—O51i | 180.0 (3) | C24—C23—C28 | 117.5 (5) |
O51—Yb—O41 | 86.70 (14) | C22—C23—C28 | 123.5 (4) |
O51i—Yb—O41 | 93.30 (14) | C25—C24—C23 | 122.4 (5) |
O51—Yb—O41i | 93.30 (14) | C25—C24—H24A | 118.8 |
O51i—Yb—O41i | 86.70 (14) | C23—C24—H24A | 118.8 |
O41—Yb—O41i | 180.0 (2) | C24—C25—C26 | 117.8 (5) |
O51—Yb—S | 91.77 (9) | C24—C25—C31 | 118.5 (5) |
O51i—Yb—S | 88.23 (9) | C26—C25—C31 | 123.7 (5) |
O41—Yb—S | 84.26 (10) | C25—C26—C27 | 122.4 (5) |
O41i—Yb—S | 95.74 (10) | C25—C26—H26A | 118.8 |
O51—Yb—Si | 88.23 (9) | C27—C26—H26A | 118.8 |
O51i—Yb—Si | 91.77 (9) | C26—C27—C22 | 118.7 (5) |
O41—Yb—Si | 95.74 (10) | C26—C27—C34 | 120.5 (5) |
O41i—Yb—Si | 84.26 (10) | C22—C27—C34 | 120.8 (4) |
S—Yb—Si | 180.00 (7) | C23—C28—C29 | 111.3 (4) |
C1—S—Yb | 151.16 (16) | C23—C28—C30 | 111.7 (4) |
C42—O41—C45 | 108.7 (5) | C29—C28—C30 | 109.6 (5) |
C42—O41—Yb | 126.9 (4) | C23—C28—H28A | 108.0 |
C45—O41—Yb | 124.2 (4) | C29—C28—H28A | 108.0 |
C52—O51—C55 | 110.0 (4) | C30—C28—H28A | 108.0 |
C52—O51—Yb | 127.8 (3) | C28—C29—H29A | 109.5 |
C55—O51—Yb | 122.2 (3) | C28—C29—H29B | 109.5 |
C2—C1—C6 | 117.8 (4) | H29A—C29—H29B | 109.5 |
C2—C1—S | 121.1 (3) | C28—C29—H29C | 109.5 |
C6—C1—S | 120.8 (3) | H29A—C29—H29C | 109.5 |
C3—C2—C1 | 120.0 (4) | H29B—C29—H29C | 109.5 |
C3—C2—C7 | 115.5 (4) | C28—C30—H30A | 109.5 |
C1—C2—C7 | 124.3 (4) | C28—C30—H30B | 109.5 |
C4—C3—C2 | 121.4 (5) | H30A—C30—H30B | 109.5 |
C4—C3—H3A | 119.3 | C28—C30—H30C | 109.5 |
C2—C3—H3A | 119.3 | H30A—C30—H30C | 109.5 |
C3—C4—C5 | 118.9 (5) | H30B—C30—H30C | 109.5 |
C3—C4—H4A | 120.5 | C32—C31—C33 | 112.7 (5) |
C5—C4—H4A | 120.5 | C32—C31—C25 | 110.9 (5) |
C6—C5—C4 | 121.6 (4) | C33—C31—C25 | 112.0 (6) |
C6—C5—H5A | 119.2 | C32—C31—H31A | 107.0 |
C4—C5—H5A | 119.2 | C33—C31—H31A | 107.0 |
C5—C6—C1 | 120.0 (4) | C25—C31—H31A | 107.0 |
C5—C6—C22 | 115.2 (4) | C31—C32—H32A | 109.5 |
C1—C6—C22 | 124.7 (4) | C31—C32—H32B | 109.5 |
C12—C7—C8 | 120.2 (4) | H32A—C32—H32B | 109.5 |
C12—C7—C2 | 120.2 (4) | C31—C32—H32C | 109.5 |
C8—C7—C2 | 119.2 (4) | H32A—C32—H32C | 109.5 |
C9—C8—C7 | 118.7 (5) | H32B—C32—H32C | 109.5 |
C9—C8—C13 | 120.0 (5) | C31—C33—H33A | 109.5 |
C7—C8—C13 | 121.2 (5) | C31—C33—H33B | 109.5 |
C8—C9—C10 | 122.7 (5) | H33A—C33—H33B | 109.5 |
C8—C9—H9A | 118.7 | C31—C33—H33C | 109.5 |
C10—C9—H9A | 118.7 | H33A—C33—H33C | 109.5 |
C11—C10—C9 | 117.6 (5) | H33B—C33—H33C | 109.5 |
C11—C10—C16 | 123.4 (5) | C35—C34—C36 | 109.7 (5) |
C9—C10—C16 | 119.1 (6) | C35—C34—C27 | 110.7 (5) |
C10—C11—C12 | 122.7 (5) | C36—C34—C27 | 113.2 (5) |
C10—C11—H11A | 118.7 | C35—C34—H34A | 107.7 |
C12—C11—H11A | 118.7 | C36—C34—H34A | 107.7 |
C7—C12—C11 | 118.2 (5) | C27—C34—H34A | 107.7 |
C7—C12—C19 | 121.5 (4) | C34—C35—H35A | 109.5 |
C11—C12—C19 | 120.3 (5) | C34—C35—H35B | 109.5 |
C8—C13—C15 | 113.0 (5) | H35A—C35—H35B | 109.5 |
C8—C13—C14 | 110.1 (5) | C34—C35—H35C | 109.5 |
C15—C13—C14 | 110.7 (6) | H35A—C35—H35C | 109.5 |
C8—C13—H13A | 107.6 | H35B—C35—H35C | 109.5 |
C15—C13—H13A | 107.6 | C34—C36—H36A | 109.5 |
C14—C13—H13A | 107.6 | C34—C36—H36B | 109.5 |
C13—C14—H14A | 109.5 | H36A—C36—H36B | 109.5 |
C13—C14—H14B | 109.5 | C34—C36—H36C | 109.5 |
H14A—C14—H14B | 109.5 | H36A—C36—H36C | 109.5 |
C13—C14—H14C | 109.5 | H36B—C36—H36C | 109.5 |
H14A—C14—H14C | 109.5 | O41—C42—C43 | 107.2 (6) |
H14B—C14—H14C | 109.5 | O41—C42—H42A | 110.3 |
C13—C15—H15A | 109.5 | C43—C42—H42A | 110.3 |
C13—C15—H15B | 109.5 | O41—C42—H42B | 110.3 |
H15A—C15—H15B | 109.5 | C43—C42—H42B | 110.3 |
C13—C15—H15C | 109.5 | H42A—C42—H42B | 108.5 |
H15A—C15—H15C | 109.5 | C44—C43—C42 | 104.2 (7) |
H15B—C15—H15C | 109.5 | C44—C43—H43A | 110.9 |
C18—C16—C17 | 110.8 (6) | C42—C43—H43A | 110.9 |
C18—C16—C10 | 113.0 (5) | C44—C43—H43B | 110.9 |
C17—C16—C10 | 111.3 (5) | C42—C43—H43B | 110.9 |
C18—C16—H16A | 107.1 | H43A—C43—H43B | 108.9 |
C17—C16—H16A | 107.1 | C43—C44—C45 | 106.5 (7) |
C10—C16—H16A | 107.1 | C43—C44—H44A | 110.4 |
C16—C17—H17A | 109.5 | C45—C44—H44A | 110.4 |
C16—C17—H17B | 109.5 | C43—C44—H44B | 110.4 |
H17A—C17—H17B | 109.5 | C45—C44—H44B | 110.4 |
C16—C17—H17C | 109.5 | H44A—C44—H44B | 108.6 |
H17A—C17—H17C | 109.5 | O41—C45—C44 | 106.4 (6) |
H17B—C17—H17C | 109.5 | O41—C45—H45A | 110.4 |
C16—C18—H18A | 109.5 | C44—C45—H45A | 110.4 |
C16—C18—H18B | 109.5 | O41—C45—H45B | 110.4 |
H18A—C18—H18B | 109.5 | C44—C45—H45B | 110.4 |
C16—C18—H18C | 109.5 | H45A—C45—H45B | 108.6 |
H18A—C18—H18C | 109.5 | O51—C52—C53 | 104.8 (5) |
H18B—C18—H18C | 109.5 | O51—C52—H52A | 110.8 |
C12—C19—C21 | 110.0 (5) | C53—C52—H52A | 110.8 |
C12—C19—C20 | 114.5 (5) | O51—C52—H52B | 110.8 |
C21—C19—C20 | 110.8 (5) | C53—C52—H52B | 110.8 |
C12—C19—H19A | 107.0 | H52A—C52—H52B | 108.9 |
C21—C19—H19A | 107.0 | C54—C53—C52 | 102.9 (5) |
C20—C19—H19A | 107.0 | C54—C53—H53A | 111.2 |
C19—C20—H20A | 109.5 | C52—C53—H53A | 111.2 |
C19—C20—H20B | 109.5 | C54—C53—H53B | 111.2 |
H20A—C20—H20B | 109.5 | C52—C53—H53B | 111.2 |
C19—C20—H20C | 109.5 | H53A—C53—H53B | 109.1 |
H20A—C20—H20C | 109.5 | C53—C54—C55 | 101.4 (5) |
H20B—C20—H20C | 109.5 | C53—C54—H54A | 111.5 |
C19—C21—H21A | 109.5 | C55—C54—H54A | 111.5 |
C19—C21—H21B | 109.5 | C53—C54—H54B | 111.5 |
H21A—C21—H21B | 109.5 | C55—C54—H54B | 111.5 |
C19—C21—H21C | 109.5 | H54A—C54—H54B | 109.3 |
H21A—C21—H21C | 109.5 | O51—C55—C54 | 104.9 (4) |
H21B—C21—H21C | 109.5 | O51—C55—H55A | 110.8 |
C27—C22—C23 | 119.7 (4) | C54—C55—H55A | 110.8 |
C27—C22—C6 | 119.7 (4) | O51—C55—H55B | 110.8 |
C23—C22—C6 | 120.1 (4) | C54—C55—H55B | 110.8 |
C24—C23—C22 | 118.9 (5) | H55A—C55—H55B | 108.8 |
O51—Yb—S—C1 | −86.3 (3) | C7—C8—C13—C15 | −132.5 (5) |
O51i—Yb—S—C1 | 93.7 (3) | C9—C8—C13—C14 | −74.1 (7) |
O41—Yb—S—C1 | −172.8 (3) | C7—C8—C13—C14 | 103.1 (6) |
O41i—Yb—S—C1 | 7.2 (3) | C11—C10—C16—C18 | 11.4 (8) |
O51—Yb—O41—C42 | −125.4 (5) | C9—C10—C16—C18 | −168.4 (6) |
O51i—Yb—O41—C42 | 54.6 (5) | C11—C10—C16—C17 | −114.1 (7) |
S—Yb—O41—C42 | −33.2 (5) | C9—C10—C16—C17 | 66.2 (7) |
Si—Yb—O41—C42 | 146.8 (5) | C7—C12—C19—C21 | 82.6 (6) |
O51—Yb—O41—C45 | 50.2 (5) | C11—C12—C19—C21 | −94.9 (6) |
O51i—Yb—O41—C45 | −129.8 (5) | C7—C12—C19—C20 | −151.9 (5) |
S—Yb—O41—C45 | 142.3 (5) | C11—C12—C19—C20 | 30.6 (8) |
Si—Yb—O41—C45 | −37.7 (5) | C5—C6—C22—C27 | 99.6 (5) |
O41—Yb—O51—C52 | −127.1 (5) | C1—C6—C22—C27 | −76.7 (6) |
O41i—Yb—O51—C52 | 52.9 (5) | C5—C6—C22—C23 | −72.6 (6) |
S—Yb—O51—C52 | 148.8 (5) | C1—C6—C22—C23 | 111.1 (5) |
Si—Yb—O51—C52 | −31.2 (5) | C27—C22—C23—C24 | −1.3 (7) |
O41—Yb—O51—C55 | 51.5 (4) | C6—C22—C23—C24 | 170.8 (4) |
O41i—Yb—O51—C55 | −128.5 (4) | C27—C22—C23—C28 | −179.2 (5) |
S—Yb—O51—C55 | −32.7 (4) | C6—C22—C23—C28 | −7.0 (7) |
Si—Yb—O51—C55 | 147.3 (4) | C22—C23—C24—C25 | 0.3 (8) |
Yb—S—C1—C2 | 88.5 (5) | C28—C23—C24—C25 | 178.3 (5) |
Yb—S—C1—C6 | −97.8 (4) | C23—C24—C25—C26 | 0.6 (9) |
C6—C1—C2—C3 | 5.3 (7) | C23—C24—C25—C31 | −178.3 (5) |
S—C1—C2—C3 | 179.3 (4) | C24—C25—C26—C27 | −0.6 (8) |
C6—C1—C2—C7 | −169.4 (4) | C31—C25—C26—C27 | 178.2 (5) |
S—C1—C2—C7 | 4.5 (6) | C25—C26—C27—C22 | −0.4 (8) |
C1—C2—C3—C4 | −1.9 (8) | C25—C26—C27—C34 | −178.2 (5) |
C7—C2—C3—C4 | 173.3 (5) | C23—C22—C27—C26 | 1.4 (7) |
C2—C3—C4—C5 | −2.2 (8) | C6—C22—C27—C26 | −170.9 (4) |
C3—C4—C5—C6 | 2.8 (8) | C23—C22—C27—C34 | 179.2 (5) |
C4—C5—C6—C1 | 0.8 (8) | C6—C22—C27—C34 | 7.0 (7) |
C4—C5—C6—C22 | −175.7 (5) | C24—C23—C28—C29 | −73.7 (6) |
C2—C1—C6—C5 | −4.8 (7) | C22—C23—C28—C29 | 104.1 (6) |
S—C1—C6—C5 | −178.7 (4) | C24—C23—C28—C30 | 49.1 (7) |
C2—C1—C6—C22 | 171.3 (4) | C22—C23—C28—C30 | −133.0 (5) |
S—C1—C6—C22 | −2.6 (6) | C24—C25—C31—C32 | 80.3 (7) |
C3—C2—C7—C12 | 75.2 (6) | C26—C25—C31—C32 | −98.6 (7) |
C1—C2—C7—C12 | −109.8 (5) | C24—C25—C31—C33 | −152.9 (6) |
C3—C2—C7—C8 | −96.6 (5) | C26—C25—C31—C33 | 28.3 (9) |
C1—C2—C7—C8 | 78.3 (6) | C26—C27—C34—C35 | 87.1 (7) |
C12—C7—C8—C9 | 0.5 (7) | C22—C27—C34—C35 | −90.7 (7) |
C2—C7—C8—C9 | 172.3 (4) | C26—C27—C34—C36 | −36.6 (7) |
C12—C7—C8—C13 | −176.7 (5) | C22—C27—C34—C36 | 145.6 (5) |
C2—C7—C8—C13 | −4.8 (7) | C45—O41—C42—C43 | −17.0 (9) |
C7—C8—C9—C10 | 0.1 (8) | Yb—O41—C42—C43 | 159.0 (5) |
C13—C8—C9—C10 | 177.3 (5) | O41—C42—C43—C44 | 25.9 (11) |
C8—C9—C10—C11 | −0.5 (8) | C42—C43—C44—C45 | −24.9 (12) |
C8—C9—C10—C16 | 179.2 (5) | C42—O41—C45—C44 | 1.2 (9) |
C9—C10—C11—C12 | 0.5 (8) | Yb—O41—C45—C44 | −175.0 (6) |
C16—C10—C11—C12 | −179.3 (5) | C43—C44—C45—O41 | 15.1 (12) |
C8—C7—C12—C11 | −0.5 (7) | C55—O51—C52—C53 | 7.4 (7) |
C2—C7—C12—C11 | −172.3 (4) | Yb—O51—C52—C53 | −173.9 (4) |
C8—C7—C12—C19 | −178.1 (5) | O51—C52—C53—C54 | −29.5 (8) |
C2—C7—C12—C19 | 10.2 (7) | C52—C53—C54—C55 | 39.3 (7) |
C10—C11—C12—C7 | 0.0 (8) | C52—O51—C55—C54 | 17.6 (7) |
C10—C11—C12—C19 | 177.6 (5) | Yb—O51—C55—C54 | −161.2 (4) |
C9—C8—C13—C15 | 50.4 (7) | C53—C54—C55—O51 | −35.3 (7) |
Symmetry code: (i) −x+1, −y, −z. |
Experimental details
Crystal data | |
Chemical formula | [Yb(C36H49S)2(C4H8O)4] |
Mr | 1489.08 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 188 |
a, b, c (Å) | 13.666 (3), 16.277 (3), 18.575 (4) |
β (°) | 98.99 (3) |
V (Å3) | 4081.0 (14) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.24 |
Crystal size (mm) | 0.45 × 0.40 × 0.10 |
Data collection | |
Diffractometer | Rebuild Syntex P21/Siemens P3 four-circle diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.604, 0.886 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9278, 8906, 6008 |
Rint | 0.053 |
(sin θ/λ)max (Å−1) | 0.639 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.052, 0.128, 1.08 |
No. of reflections | 8906 |
No. of parameters | 499 |
H-atom treatment | Only H-atom displacement parameters refined |
Δρmax, Δρmin (e Å−3) | 0.76, −1.04 |
Computer programs: P3 (Siemens, 1989), P3, XDISK (Siemens, 1989), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Sheldrick, 1998), SHELXTL.
Yb—S | 2.8023 (13) | S—C1 | 1.767 (5) |
Yb—O41 | 2.408 (4) | C1—C2 | 1.413 (6) |
Yb—O51 | 2.392 (3) | C1—C6 | 1.426 (6) |
O51—Yb—O41 | 86.70 (14) | C2—C1—C6 | 117.8 (4) |
O51—Yb—S | 91.77 (9) | C2—C1—S | 121.1 (3) |
O41—Yb—S | 84.26 (10) | C6—C1—S | 120.8 (3) |
C1—S—Yb | 151.16 (16) |
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In a continuation of our work on low-coordinate σ-bonded rare earth compounds, we have recently reported (Niemeyer, 2001) the synthesis and structural characterization of the σ-donor-free m-terphenyl-based metal thiolates M(SAr*)2 (M = Eu, Yb; Ar* = 2,6-Trip2C6H3; Trip = 2,4,6-iPr3C6H2). The preparation of these compounds by a one-pot direct-synthesis/protolysis route involves the synthesis of the solvated complexes M(SAr*)2(thf)n. Remarkably, the coordinated tetrahydrofuran can be removed completely either by crystallization from weakly coordinating solvents (M = Eu) or by evacuation at ambient temperature (M = Yb). However, in the case of the ytterbium derivative, prolonged storage at low temperature leads to crystallization of the intact solvate.
The title complex, (I), comprises a six-coordinate Yb atom, occupying a special position in the inversion center. It is bonded to the S atoms of two thiolate ligands in trans positions, as well as to the O atoms of four tetrahydrofuran ligands. The symmetry-independent half of the molecule of the complex is shown in Fig. 1. The full molecule (without the isopropyl groups, which were omitted for clarity) is depicted in Fig. 2. The Yb—S distance of 2.8023 (13) Å is considerably longer than the distance of 2.691 Å which was observed in donor-free Yb(SAr*)2 (Niemeyer, 2001). It may be compared with the Yb—S bond lengths in other six-coordinate σ-donor stabilized YbII thiolates which were reported as 2.739 Å in Yb(SAr*)2(dme)2 (Niemeyer, 2001), 2.756 Å in Yb(SMes*)2(dme)2 (Mes* = 2,4,6-tri-tert-butylphenyl; Cetinkaya et al., 1992) and 2.827 Å in Yb(SPh)2(py)4 (Brewer et al., 1994). The Yb—S—C1 angle in (I) is widened to 151.16 (16)°, obviously due to overcrowding caused by the sterically encumbered Ar* ligands.