metal-organic compounds
The molecular structure of the title compound, tetra-μ2-(cyclopent-2-enyl)acetato-1:2κ2O:O′;1:3κ2O:O′;2:4κ2O:O′;3:4κ2O:O′-octaethyl-1κ2C,2κ2C,3κ2C,4κ2C-di-μ3-oxo-1:2:3κ3O;2:3:4κ3O-tetratin, [Sn4(C2H5)8(C7H9O2)4O2], is composed of two independent centrosymmetric dimers lying about inversion centers. In each dimer, the central Sn2O2 core is fused with two four-membered (Sn2O2) and two six-membered (Sn2O3C) rings. The endocyclic Sn atoms are six-coordinate in a skew-trapezoidal bipyramidal environment. The exocyclic Sn atoms are five-coordinate and show disotorted trigonal–bipyramidal geometry. The cyclopentenylacetate ligand shows different modes of coordination with tin. In both dimers, the Sn—C distances lie in a very narrow range [2.118 (4)–2.134 (4) Å], while the Sn—O distances range between 2.042 (2) and 2.314 (3) Å for strong bonds and between 2.638 (3) and 2.658 (3) Å for relatively weaker Sn—O bonds.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806014115/lh2052sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806014115/lh2052Isup2.hkl |
CCDC reference: 608457
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.007 Å
- Disorder in main residue
- R factor = 0.035
- wR factor = 0.073
- Data-to-parameter ratio = 20.4
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.62 Ratio PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.36 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.22 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C20 PLAT301_ALERT_3_C Main Residue Disorder ......................... 12.00 Perc. PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C12 - C13 ... 1.43 Ang. PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C19 - C20 ... 1.41 Ang. PLAT413_ALERT_2_C Short Inter XH3 .. XHn H6D .. H20E .. 2.13 Ang. PLAT432_ALERT_2_C Short Inter X...Y Contact C6' .. C20A .. 3.19 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 7 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: COLLECT (Hooft, 1998); cell refinement: HKL DENZO (Otwinowski & Minor, 1997); data reduction: SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SAPI91 (Fan, 1991); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
tetra-µ2-(cyclopent-2-enyl)acetato-
1:2κ2O:O';1:3κ2O:O';2:4κ2O:O';3:4κ2O:O'-octaethyl-
1κ2C,2κ2C,3κ2C,4κ2C-di-µ3-oxo-1:2:3κ3O;2:3:4κ3O-tetratin top
Crystal data top
[Sn4(C2H5)8(C7H9O2)4O2] | Z = 2 |
Mr = 1239.81 | F(000) = 1240 |
Triclinic, P1 | Dx = 1.649 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.736 (3) Å | Cell parameters from 21463 reflections |
b = 12.201 (3) Å | θ = 1.1–27.5° |
c = 19.503 (4) Å | µ = 2.03 mm−1 |
α = 72.674 (14)° | T = 173 K |
β = 73.357 (12)° | Prism, colorless |
γ = 73.937 (13)° | 0.12 × 0.12 × 0.08 mm |
V = 2497.7 (10) Å3 |
Data collection top
Bruker–Nonius KappaCCD diffractometer | 11338 independent reflections |
Radiation source: fine-focus sealed tube | 8414 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
ω and φ scans | θmax = 27.5°, θmin = 1.1° |
Absorption correction: multi-scan (SORTAV; Blessing, 1997) | h = −15→15 |
Tmin = 0.793, Tmax = 0.855 | k = −15→15 |
21463 measured reflections | l = −25→25 |
Refinement top
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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0161P)2 + 3.54P] where P = (Fo2 + 2Fc2)/3 |
11338 reflections | (Δ/σ)max = 0.02 |
556 parameters | Δρmax = 0.67 e Å−3 |
49 restraints | Δρmin = −0.91 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Sn1 | 0.50038 (2) | 0.141328 (19) | 0.480223 (13) | 0.02250 (6) | |
Sn2 | 0.21118 (2) | 0.04776 (2) | 0.491462 (13) | 0.02358 (7) | |
O1 | 0.3855 (2) | 0.0299 (2) | 0.49926 (13) | 0.0238 (5) | |
O2 | 0.3341 (2) | 0.2961 (2) | 0.47369 (16) | 0.0356 (6) | |
O3 | 0.1939 (3) | 0.2402 (2) | 0.44358 (16) | 0.0376 (7) | |
O4 | 0.2694 (2) | −0.1431 (2) | 0.53514 (13) | 0.0274 (6) | |
O5 | 0.0817 (2) | −0.1440 (2) | 0.53593 (15) | 0.0331 (6) | |
C1 | 0.4864 (4) | 0.1842 (3) | 0.5808 (2) | 0.0299 (8) | |
H1A | 0.4083 | 0.1691 | 0.6143 | 0.036* | |
H1B | 0.5525 | 0.1303 | 0.6041 | 0.036* | |
C2 | 0.4930 (5) | 0.3095 (4) | 0.5748 (3) | 0.0477 (11) | |
H2A | 0.5725 | 0.3242 | 0.5449 | 0.072* | |
H2B | 0.4822 | 0.3208 | 0.6242 | 0.072* | |
H2C | 0.4287 | 0.3643 | 0.5515 | 0.072* | |
C3 | 0.5446 (3) | 0.2077 (3) | 0.3642 (2) | 0.0311 (8) | |
H3A | 0.4700 | 0.2243 | 0.3455 | 0.037* | |
H3B | 0.5691 | 0.2834 | 0.3540 | 0.037* | |
C4 | 0.6443 (4) | 0.1294 (4) | 0.3206 (2) | 0.0457 (11) | |
H4A | 0.7199 | 0.1142 | 0.3370 | 0.069* | |
H4B | 0.6570 | 0.1686 | 0.2680 | 0.069* | |
H4C | 0.6206 | 0.0549 | 0.3285 | 0.069* | |
C5 | 0.0894 (3) | 0.0798 (3) | 0.5916 (2) | 0.0320 (9) | |
H5A | 0.0075 | 0.1165 | 0.5815 | 0.038* | |
H5B | 0.0840 | 0.0033 | 0.6273 | 0.038* | |
C6 | 0.1233 (4) | 0.1575 (4) | 0.6273 (2) | 0.0441 (11) | |
H6A | 0.2047 | 0.1228 | 0.6371 | 0.066* | |
H6B | 0.0642 | 0.1642 | 0.6737 | 0.066* | |
H6C | 0.1231 | 0.2356 | 0.5940 | 0.066* | |
C7 | 0.2068 (4) | 0.0318 (3) | 0.3867 (2) | 0.0310 (8) | |
H7A | 0.2275 | −0.0526 | 0.3869 | 0.037* | |
H7B | 0.1225 | 0.0630 | 0.3796 | 0.037* | |
C8 | 0.2922 (4) | 0.0947 (4) | 0.3208 (2) | 0.0425 (10) | |
H8A | 0.2691 | 0.1793 | 0.3177 | 0.064* | |
H8B | 0.2861 | 0.0799 | 0.2754 | 0.064* | |
H8C | 0.3761 | 0.0652 | 0.3271 | 0.064* | |
C9 | 0.2403 (3) | 0.3175 (3) | 0.4496 (2) | 0.0304 (9) | |
C10 | 0.1754 (4) | 0.4434 (3) | 0.4295 (3) | 0.0409 (10) | |
H10A | 0.1049 | 0.4585 | 0.4704 | 0.049* | |
H10B | 0.1434 | 0.4552 | 0.3855 | 0.049* | |
C11 | 0.2527 (4) | 0.5333 (3) | 0.4135 (2) | 0.0355 (9) | |
H11A | 0.2910 | 0.5179 | 0.4561 | 0.043* | |
C12 | 0.3521 (5) | 0.5329 (4) | 0.3433 (3) | 0.0514 (12) | |
H12A | 0.4328 | 0.5170 | 0.3548 | 0.062* | |
H12B | 0.3509 | 0.4708 | 0.3206 | 0.062* | |
C13 | 0.3302 (6) | 0.6456 (4) | 0.2936 (3) | 0.0773 (19) | |
H13A | 0.3086 | 0.6382 | 0.2499 | 0.093* | |
H13B | 0.4041 | 0.6790 | 0.2768 | 0.093* | |
C14 | 0.2287 (6) | 0.7228 (4) | 0.3334 (3) | 0.079 (2) | |
H14A | 0.2016 | 0.8045 | 0.3149 | 0.095* | |
C15 | 0.1803 (5) | 0.6593 (3) | 0.4000 (3) | 0.0506 (12) | |
H15A | 0.1106 | 0.6892 | 0.4336 | 0.061* | |
C16 | 0.1808 (4) | −0.1967 (3) | 0.5493 (2) | 0.0286 (8) | |
C17 | 0.2090 (4) | −0.3267 (3) | 0.5837 (2) | 0.0353 (9) | |
H17A | 0.2509 | −0.3398 | 0.6237 | 0.042* | |
H17B | 0.2661 | −0.3670 | 0.5460 | 0.042* | |
C18 | 0.0992 (4) | −0.3825 (3) | 0.6148 (2) | 0.0367 (9) | |
H18A | 0.0509 | −0.3615 | 0.5763 | 0.044* | |
C19 | 0.0176 (5) | −0.3475 (4) | 0.6835 (3) | 0.0607 (15) | |
H19A | 0.0564 | −0.3010 | 0.7005 | 0.073* | |
H19B | −0.0607 | −0.2981 | 0.6727 | 0.073* | |
C20 | −0.0034 (6) | −0.4489 (6) | 0.7390 (3) | 0.096 (2) | |
H20A | −0.0913 | −0.4496 | 0.7532 | 0.116* | |
H20B | 0.0224 | −0.4492 | 0.7832 | 0.116* | |
C21 | 0.0650 (7) | −0.5519 (5) | 0.7116 (4) | 0.090 (2) | |
H21A | 0.0641 | −0.6311 | 0.7377 | 0.107* | |
C22 | 0.1321 (5) | −0.5152 (4) | 0.6407 (3) | 0.0597 (14) | |
H22A | 0.1902 | −0.5658 | 0.6126 | 0.072* | |
Sn1' | 0.48808 (2) | 0.36130 (2) | 0.032602 (13) | 0.02603 (7) | |
Sn2' | 0.78257 (2) | 0.44302 (2) | 0.021880 (14) | 0.02849 (7) | |
O1' | 0.6113 (2) | 0.4660 (2) | 0.00656 (14) | 0.0278 (6) | |
O2' | 0.6455 (3) | 0.2015 (2) | 0.05395 (15) | 0.0353 (6) | |
O3' | 0.7714 (3) | 0.2621 (2) | 0.09381 (15) | 0.0367 (6) | |
O4' | 0.7483 (3) | 0.6226 (2) | −0.04887 (16) | 0.0392 (7) | |
O5' | 0.9366 (3) | 0.6219 (3) | −0.04784 (17) | 0.0465 (8) | |
C1' | 0.5019 (4) | 0.2878 (3) | −0.0558 (2) | 0.0365 (9) | |
H1C | 0.4484 | 0.3426 | −0.0881 | 0.044* | |
H1D | 0.5865 | 0.2797 | −0.0853 | 0.044* | |
C2' | 0.4666 (5) | 0.1666 (4) | −0.0307 (3) | 0.0577 (13) | |
H2D | 0.5181 | 0.1122 | 0.0020 | 0.087* | |
H2E | 0.4782 | 0.1361 | −0.0739 | 0.087* | |
H2F | 0.3811 | 0.1748 | −0.0043 | 0.087* | |
C3' | 0.4325 (4) | 0.3257 (4) | 0.1497 (2) | 0.0414 (10) | |
H3C | 0.3934 | 0.2572 | 0.1670 | 0.050* | |
H3D | 0.5061 | 0.3032 | 0.1701 | 0.050* | |
C4' | 0.3474 (5) | 0.4234 (5) | 0.1807 (3) | 0.0651 (15) | |
H4D | 0.3877 | 0.4894 | 0.1684 | 0.098* | |
H4E | 0.3233 | 0.3964 | 0.2344 | 0.098* | |
H4F | 0.2750 | 0.4487 | 0.1598 | 0.098* | |
C5' | 0.9119 (4) | 0.3689 (4) | −0.0621 (2) | 0.0408 (10) | |
H5C | 0.9407 | 0.4340 | −0.1020 | 0.049* | |
H5D | 0.9827 | 0.3205 | −0.0414 | 0.049* | |
C6' | 0.8737 (5) | 0.2968 (6) | −0.0954 (3) | 0.082 (2) | |
H6D | 0.8552 | 0.2259 | −0.0583 | 0.123* | |
H6E | 0.9393 | 0.2745 | −0.1361 | 0.123* | |
H6F | 0.8010 | 0.3414 | −0.1140 | 0.123* | |
C7' | 0.7792 (4) | 0.4978 (4) | 0.1163 (2) | 0.0384 (10) | |
H7C | 0.8629 | 0.4752 | 0.1244 | 0.046* | |
H7D | 0.7561 | 0.5846 | 0.1050 | 0.046* | |
C8' | 0.6960 (5) | 0.4510 (5) | 0.1872 (3) | 0.0606 (14) | |
H8D | 0.6144 | 0.4632 | 0.1789 | 0.091* | |
H8E | 0.6921 | 0.4923 | 0.2242 | 0.091* | |
H8F | 0.7273 | 0.3668 | 0.2049 | 0.091* | |
C9' | 0.7273 (4) | 0.1826 (3) | 0.0877 (2) | 0.0313 (9) | |
C10' | 0.7788 (4) | 0.0570 (3) | 0.1237 (2) | 0.0379 (10) | |
H10C | 0.7848 | 0.0542 | 0.1739 | 0.046* | |
H10D | 0.8623 | 0.0333 | 0.0952 | 0.046* | |
C11' | 0.7053 (4) | −0.0323 (3) | 0.1297 (2) | 0.0353 (9) | |
H11B | 0.6939 | −0.0225 | 0.0792 | 0.042* | 0.50 |
H11C | 0.7022 | −0.0348 | 0.0795 | 0.042* | 0.50 |
C12' | 0.5806 (10) | −0.0196 (11) | 0.1800 (13) | 0.042 (4) | 0.50 |
H12C | 0.5764 | 0.0238 | 0.2165 | 0.051* | 0.50 |
H12D | 0.5184 | 0.0248 | 0.1510 | 0.051* | 0.50 |
C13' | 0.5578 (12) | −0.1382 (10) | 0.2178 (8) | 0.044 (3) | 0.50 |
H13C | 0.4987 | −0.1564 | 0.1976 | 0.053* | 0.50 |
H13D | 0.5251 | −0.1444 | 0.2713 | 0.053* | 0.50 |
C14' | 0.6771 (14) | −0.2192 (12) | 0.2043 (9) | 0.056 (4) | 0.50 |
H14B | 0.6923 | −0.3011 | 0.2260 | 0.067* | 0.50 |
C15' | 0.7626 (10) | −0.1599 (8) | 0.1563 (7) | 0.040 (4) | 0.50 |
H15B | 0.8462 | −0.1940 | 0.1417 | 0.048* | 0.50 |
C12A | 0.7611 (11) | −0.1560 (9) | 0.1720 (6) | 0.042 (4) | 0.50 |
H12E | 0.8162 | −0.2026 | 0.1371 | 0.051* | 0.50 |
H12F | 0.8079 | −0.1495 | 0.2050 | 0.051* | 0.50 |
C13A | 0.6587 (13) | −0.2115 (11) | 0.2148 (9) | 0.044 (3) | 0.50 |
H13E | 0.6734 | −0.2574 | 0.2638 | 0.053* | 0.50 |
H13F | 0.6476 | −0.2652 | 0.1890 | 0.053* | 0.50 |
C14A | 0.5503 (14) | −0.1166 (12) | 0.2226 (10) | 0.056 (4) | 0.50 |
H14C | 0.4733 | −0.1259 | 0.2539 | 0.067* | 0.50 |
C15A | 0.5775 (10) | −0.0124 (11) | 0.1776 (13) | 0.040 (4) | 0.50 |
H15C | 0.5237 | 0.0620 | 0.1765 | 0.048* | 0.50 |
C16' | 0.8443 (4) | 0.6679 (3) | −0.0712 (2) | 0.0350 (9) | |
C17' | 0.8375 (4) | 0.7805 (3) | −0.1314 (2) | 0.0401 (10) | |
H17C | 0.7524 | 0.8253 | −0.1249 | 0.048* | |
H17D | 0.8603 | 0.7602 | −0.1797 | 0.048* | |
C18' | 0.9198 (4) | 0.8593 (4) | −0.1324 (2) | 0.0425 (10) | |
H18B | 1.0066 | 0.8164 | −0.1369 | 0.051* | 0.774 (9) |
H18C | 1.0044 | 0.8106 | −0.1367 | 0.051* | 0.226 (9) |
C19' | 0.9061 (17) | 0.9730 (8) | −0.1939 (5) | 0.053 (3) | 0.774 (9) |
H19C | 0.9851 | 0.9976 | −0.2154 | 0.064* | 0.774 (9) |
H19D | 0.8777 | 0.9605 | −0.2336 | 0.064* | 0.774 (9) |
C20' | 0.8175 (9) | 1.0620 (6) | −0.1600 (4) | 0.069 (3) | 0.774 (9) |
H20C | 0.7379 | 1.0745 | −0.1722 | 0.083* | 0.774 (9) |
H20D | 0.8449 | 1.1374 | −0.1775 | 0.083* | 0.774 (9) |
C21' | 0.8075 (9) | 1.0183 (5) | −0.0810 (4) | 0.069 (3) | 0.774 (9) |
H21B | 0.7609 | 1.0618 | −0.0455 | 0.083* | 0.774 (9) |
C22' | 0.874 (2) | 0.9062 (8) | −0.0646 (5) | 0.053 (4) | 0.774 (9) |
H22B | 0.8886 | 0.8645 | −0.0173 | 0.064* | 0.774 (9) |
C19A | 0.890 (8) | 0.904 (2) | −0.0630 (12) | 0.053 (3) | 0.226 |
H19E | 0.8125 | 0.8837 | −0.0306 | 0.064* | 0.226 (9) |
H19F | 0.9550 | 0.8673 | −0.0355 | 0.064* | 0.226 (9) |
C20A | 0.878 (3) | 1.0297 (16) | −0.0849 (12) | 0.069 (3) | 0.226 |
H20E | 0.9405 | 1.0525 | −0.0705 | 0.083* | 0.226 (9) |
H20F | 0.7965 | 1.0692 | −0.0612 | 0.083* | 0.226 (9) |
C21A | 0.894 (3) | 1.0627 (13) | −0.1647 (12) | 0.069 (3) | 0.226 |
H21C | 0.8833 | 1.1413 | −0.1933 | 0.083* | 0.226 (9) |
C22A | 0.925 (7) | 0.966 (2) | −0.1932 (13) | 0.053 (4) | 0.226 |
H22C | 0.9466 | 0.9677 | −0.2442 | 0.064* | 0.226 (9) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.02127 (13) | 0.01710 (12) | 0.02959 (13) | −0.00560 (10) | −0.00714 (10) | −0.00332 (9) |
Sn2 | 0.01805 (13) | 0.02152 (13) | 0.03175 (14) | −0.00474 (10) | −0.00624 (10) | −0.00593 (10) |
O1 | 0.0181 (12) | 0.0212 (12) | 0.0329 (13) | −0.0060 (10) | −0.0071 (10) | −0.0045 (10) |
O2 | 0.0284 (15) | 0.0210 (13) | 0.0587 (18) | 0.0018 (11) | −0.0197 (13) | −0.0082 (12) |
O3 | 0.0353 (16) | 0.0242 (14) | 0.0558 (18) | −0.0066 (12) | −0.0204 (14) | −0.0027 (12) |
O4 | 0.0227 (13) | 0.0241 (13) | 0.0373 (14) | −0.0071 (11) | −0.0088 (11) | −0.0059 (11) |
O5 | 0.0251 (15) | 0.0291 (14) | 0.0459 (16) | −0.0093 (12) | −0.0104 (12) | −0.0043 (12) |
C1 | 0.027 (2) | 0.030 (2) | 0.033 (2) | −0.0041 (16) | −0.0081 (16) | −0.0095 (16) |
C2 | 0.054 (3) | 0.046 (3) | 0.053 (3) | −0.017 (2) | −0.004 (2) | −0.027 (2) |
C3 | 0.028 (2) | 0.0289 (19) | 0.036 (2) | −0.0085 (16) | −0.0098 (16) | −0.0028 (16) |
C4 | 0.055 (3) | 0.045 (3) | 0.031 (2) | −0.005 (2) | −0.010 (2) | −0.0054 (19) |
C5 | 0.023 (2) | 0.032 (2) | 0.042 (2) | −0.0054 (16) | −0.0032 (16) | −0.0154 (17) |
C6 | 0.039 (3) | 0.047 (3) | 0.050 (3) | −0.014 (2) | −0.001 (2) | −0.023 (2) |
C7 | 0.028 (2) | 0.033 (2) | 0.035 (2) | −0.0098 (16) | −0.0102 (16) | −0.0049 (16) |
C8 | 0.038 (2) | 0.052 (3) | 0.037 (2) | −0.012 (2) | −0.0069 (19) | −0.0082 (19) |
C9 | 0.022 (2) | 0.0198 (18) | 0.047 (2) | −0.0049 (15) | −0.0031 (17) | −0.0076 (16) |
C10 | 0.032 (2) | 0.026 (2) | 0.061 (3) | −0.0001 (17) | −0.015 (2) | −0.0054 (19) |
C11 | 0.042 (2) | 0.0195 (18) | 0.047 (2) | −0.0025 (17) | −0.0149 (19) | −0.0087 (16) |
C12 | 0.058 (3) | 0.029 (2) | 0.067 (3) | −0.012 (2) | −0.008 (3) | −0.014 (2) |
C13 | 0.118 (6) | 0.049 (3) | 0.057 (3) | −0.032 (3) | 0.000 (3) | −0.006 (3) |
C14 | 0.117 (5) | 0.028 (3) | 0.068 (4) | 0.017 (3) | −0.023 (4) | −0.006 (2) |
C15 | 0.063 (3) | 0.024 (2) | 0.057 (3) | 0.004 (2) | −0.013 (2) | −0.011 (2) |
C16 | 0.028 (2) | 0.0288 (19) | 0.0300 (19) | −0.0116 (17) | −0.0067 (16) | −0.0030 (15) |
C17 | 0.034 (2) | 0.0228 (19) | 0.045 (2) | −0.0071 (17) | −0.0064 (18) | −0.0023 (16) |
C18 | 0.035 (2) | 0.031 (2) | 0.043 (2) | −0.0168 (18) | −0.0100 (18) | 0.0025 (17) |
C19 | 0.055 (3) | 0.056 (3) | 0.045 (3) | −0.004 (3) | 0.006 (2) | 0.002 (2) |
C20 | 0.073 (4) | 0.108 (6) | 0.060 (4) | −0.013 (4) | 0.001 (3) | 0.029 (4) |
C21 | 0.093 (5) | 0.052 (3) | 0.108 (5) | −0.028 (3) | −0.045 (4) | 0.038 (3) |
C22 | 0.064 (3) | 0.032 (2) | 0.075 (3) | −0.023 (2) | −0.004 (3) | 0.000 (2) |
Sn1' | 0.02771 (15) | 0.01896 (12) | 0.03204 (14) | −0.00852 (10) | −0.00616 (11) | −0.00408 (10) |
Sn2' | 0.02525 (14) | 0.02402 (13) | 0.03721 (15) | −0.00777 (11) | −0.00720 (11) | −0.00612 (11) |
O1' | 0.0248 (14) | 0.0196 (12) | 0.0394 (14) | −0.0073 (10) | −0.0091 (11) | −0.0032 (10) |
O2' | 0.0386 (17) | 0.0221 (13) | 0.0469 (16) | −0.0062 (12) | −0.0175 (13) | −0.0034 (11) |
O3' | 0.0382 (16) | 0.0275 (14) | 0.0461 (16) | −0.0107 (12) | −0.0146 (13) | −0.0024 (12) |
O4' | 0.0349 (16) | 0.0282 (14) | 0.0532 (17) | −0.0136 (12) | −0.0137 (13) | 0.0024 (12) |
O5' | 0.0375 (18) | 0.0361 (16) | 0.063 (2) | −0.0099 (14) | −0.0216 (15) | 0.0043 (14) |
C1' | 0.033 (2) | 0.033 (2) | 0.044 (2) | −0.0025 (17) | −0.0119 (18) | −0.0126 (18) |
C2' | 0.071 (4) | 0.045 (3) | 0.072 (3) | −0.018 (3) | −0.019 (3) | −0.026 (2) |
C3' | 0.042 (3) | 0.043 (2) | 0.039 (2) | −0.016 (2) | −0.0056 (19) | −0.0072 (19) |
C4' | 0.064 (4) | 0.082 (4) | 0.051 (3) | −0.017 (3) | −0.003 (3) | −0.026 (3) |
C5' | 0.028 (2) | 0.048 (3) | 0.042 (2) | −0.0065 (19) | −0.0049 (18) | −0.0101 (19) |
C6' | 0.062 (4) | 0.113 (5) | 0.095 (4) | −0.048 (4) | 0.027 (3) | −0.074 (4) |
C7' | 0.037 (2) | 0.040 (2) | 0.046 (2) | −0.0121 (19) | −0.0126 (19) | −0.0157 (19) |
C8' | 0.085 (4) | 0.064 (3) | 0.043 (3) | −0.030 (3) | −0.011 (3) | −0.017 (2) |
C9' | 0.030 (2) | 0.0225 (19) | 0.039 (2) | −0.0076 (16) | −0.0048 (18) | −0.0047 (16) |
C10' | 0.037 (2) | 0.027 (2) | 0.044 (2) | −0.0052 (18) | −0.0103 (19) | −0.0009 (17) |
C11' | 0.042 (2) | 0.0252 (19) | 0.036 (2) | −0.0070 (17) | −0.0069 (18) | −0.0040 (16) |
C12' | 0.061 (9) | 0.028 (7) | 0.038 (5) | −0.006 (6) | −0.011 (5) | −0.011 (5) |
C13' | 0.057 (7) | 0.032 (5) | 0.028 (4) | −0.020 (4) | 0.011 (5) | 0.005 (4) |
C14' | 0.064 (8) | 0.037 (6) | 0.064 (8) | 0.009 (5) | −0.020 (6) | −0.020 (5) |
C15' | 0.041 (8) | 0.027 (6) | 0.046 (5) | −0.012 (5) | 0.000 (4) | −0.004 (4) |
C12A | 0.061 (9) | 0.028 (7) | 0.038 (5) | −0.006 (6) | −0.011 (5) | −0.011 (5) |
C13A | 0.057 (7) | 0.032 (5) | 0.028 (4) | −0.020 (4) | 0.011 (5) | 0.005 (4) |
C14A | 0.064 (8) | 0.037 (6) | 0.064 (8) | 0.009 (5) | −0.020 (6) | −0.020 (5) |
C15A | 0.041 (8) | 0.027 (6) | 0.046 (5) | −0.012 (5) | 0.000 (4) | −0.004 (4) |
C16' | 0.032 (2) | 0.028 (2) | 0.048 (2) | −0.0106 (17) | −0.0133 (19) | −0.0034 (17) |
C17' | 0.046 (3) | 0.031 (2) | 0.044 (2) | −0.0147 (19) | −0.011 (2) | −0.0031 (18) |
C18' | 0.044 (3) | 0.032 (2) | 0.050 (3) | −0.020 (2) | −0.009 (2) | 0.0021 (19) |
C19' | 0.064 (9) | 0.049 (4) | 0.049 (4) | −0.031 (4) | −0.014 (3) | 0.004 (3) |
C20' | 0.119 (7) | 0.035 (3) | 0.056 (4) | −0.024 (4) | −0.021 (5) | −0.005 (3) |
C21' | 0.134 (8) | 0.029 (3) | 0.043 (4) | −0.023 (4) | −0.019 (4) | −0.001 (3) |
C22' | 0.074 (10) | 0.043 (4) | 0.050 (4) | −0.029 (4) | −0.017 (4) | −0.003 (3) |
C19A | 0.064 (9) | 0.049 (4) | 0.049 (4) | −0.031 (4) | −0.014 (3) | 0.004 (3) |
C20A | 0.119 (7) | 0.035 (3) | 0.056 (4) | −0.024 (4) | −0.021 (5) | −0.005 (3) |
C21A | 0.134 (8) | 0.029 (3) | 0.043 (4) | −0.023 (4) | −0.019 (4) | −0.001 (3) |
C22A | 0.074 (10) | 0.043 (4) | 0.050 (4) | −0.029 (4) | −0.017 (4) | −0.003 (3) |
Geometric parameters (Å, º) top
Sn1—O1 | 2.056 (2) | Sn2'—O4' | 2.212 (3) |
Sn1—C3 | 2.125 (4) | Sn2'—O3' | 2.251 (3) |
Sn1—C1 | 2.128 (4) | Sn2'—O5' | 2.981 (3) |
Sn1—O1i | 2.140 (2) | Sn2'—O2' | 3.552 (3) |
Sn1—O2 | 2.313 (3) | O1'—Sn1'ii | 2.139 (2) |
Sn1—O4i | 2.638 (3) | O2'—C9' | 1.249 (5) |
Sn2—O1 | 2.042 (2) | O3'—C9' | 1.266 (5) |
Sn2—C7 | 2.126 (4) | O4'—C16' | 1.298 (5) |
Sn2—C5 | 2.134 (4) | O5'—C16' | 1.221 (5) |
Sn2—O4 | 2.210 (2) | C1'—C2' | 1.546 (6) |
Sn2—O3 | 2.229 (3) | C1'—H1C | 0.9900 |
Sn2—O5 | 2.922 (3) | C1'—H1D | 0.9900 |
Sn2—O2 | 3.590 (3) | C2'—H2D | 0.9800 |
O1—Sn1i | 2.140 (2) | C2'—H2E | 0.9800 |
O2—C9 | 1.252 (5) | C2'—H2F | 0.9800 |
O3—C9 | 1.258 (4) | C3'—C4' | 1.486 (6) |
O4—C16 | 1.300 (4) | C3'—H3C | 0.9900 |
O5—C16 | 1.222 (5) | C3'—H3D | 0.9900 |
C1—C2 | 1.520 (5) | C4'—H4D | 0.9800 |
C1—H1A | 0.9900 | C4'—H4E | 0.9800 |
C1—H1B | 0.9900 | C4'—H4F | 0.9800 |
C2—H2A | 0.9800 | C5'—C6' | 1.456 (6) |
C2—H2B | 0.9800 | C5'—H5C | 0.9900 |
C2—H2C | 0.9800 | C5'—H5D | 0.9900 |
C3—C4 | 1.517 (5) | C6'—H6D | 0.9800 |
C3—H3A | 0.9900 | C6'—H6E | 0.9800 |
C3—H3B | 0.9900 | C6'—H6F | 0.9800 |
C4—H4A | 0.9800 | C7'—C8' | 1.503 (6) |
C4—H4B | 0.9800 | C7'—H7C | 0.9900 |
C4—H4C | 0.9800 | C7'—H7D | 0.9900 |
C5—C6 | 1.518 (5) | C8'—H8D | 0.9800 |
C5—H5A | 0.9900 | C8'—H8E | 0.9800 |
C5—H5B | 0.9900 | C8'—H8F | 0.9800 |
C6—H6A | 0.9800 | C9'—C10' | 1.516 (5) |
C6—H6B | 0.9800 | C10'—C11' | 1.527 (5) |
C6—H6C | 0.9800 | C10'—H10C | 0.9900 |
C7—C8 | 1.531 (5) | C10'—H10D | 0.9900 |
C7—H7A | 0.9900 | C11'—C12' | 1.507 (13) |
C7—H7B | 0.9900 | C11'—C15' | 1.511 (10) |
C8—H8A | 0.9800 | C11'—H11B | 1.0000 |
C8—H8B | 0.9800 | C12'—C13' | 1.475 (12) |
C8—H8C | 0.9800 | C12'—H12C | 0.9900 |
C9—C10 | 1.503 (5) | C12'—H12D | 0.9900 |
C10—C11 | 1.520 (5) | C13'—C14' | 1.478 (11) |
C10—H10A | 0.9900 | C13'—H13C | 0.9900 |
C10—H10B | 0.9900 | C13'—H13D | 0.9900 |
C11—C15 | 1.522 (5) | C14'—C15' | 1.366 (13) |
C11—C12 | 1.523 (6) | C14'—H14B | 0.9500 |
C11—H11A | 1.0000 | C15'—H15B | 0.9500 |
C12—C13 | 1.431 (6) | C12A—C13A | 1.463 (13) |
C12—H12A | 0.9900 | C12A—H12E | 0.9900 |
C12—H12B | 0.9900 | C12A—H12F | 0.9900 |
C13—C14 | 1.480 (7) | C13A—C14A | 1.470 (11) |
C13—H13A | 0.9900 | C13A—H13E | 0.9900 |
C13—H13B | 0.9900 | C13A—H13F | 0.9900 |
C14—C15 | 1.354 (7) | C14A—C15A | 1.374 (14) |
C14—H14A | 0.9500 | C14A—H14C | 0.9500 |
C15—H15A | 0.9500 | C15A—H15C | 0.9500 |
C16—C17 | 1.510 (5) | C16'—C17' | 1.519 (5) |
C17—C18 | 1.511 (5) | C17'—C18' | 1.532 (6) |
C17—H17A | 0.9900 | C17'—H17C | 0.9900 |
C17—H17B | 0.9900 | C17'—H17D | 0.9900 |
C18—C19 | 1.509 (6) | C18'—C22' | 1.496 (11) |
C18—C22 | 1.518 (6) | C18'—C19' | 1.544 (10) |
C18—H18A | 1.0000 | C18'—H18B | 1.0000 |
C19—C20 | 1.408 (7) | C19'—C20' | 1.451 (13) |
C19—H19A | 0.9900 | C19'—H19C | 0.9900 |
C19—H19B | 0.9900 | C19'—H19D | 0.9900 |
C20—C21 | 1.451 (9) | C20'—C21' | 1.452 (8) |
C20—H20A | 0.9900 | C20'—H20C | 0.9900 |
C20—H20B | 0.9900 | C20'—H20D | 0.9900 |
C21—C22 | 1.391 (8) | C21'—C22' | 1.369 (14) |
C21—H21A | 0.9500 | C21'—H21B | 0.9500 |
C22—H22A | 0.9500 | C22'—H22B | 0.9500 |
Sn1'—O1' | 2.048 (2) | C19A—C20A | 1.44 (2) |
Sn1'—C1' | 2.118 (4) | C19A—H19E | 0.9900 |
Sn1'—C3' | 2.132 (4) | C19A—H19F | 0.9900 |
Sn1'—O1'ii | 2.139 (2) | C20A—C21A | 1.456 (16) |
Sn1'—O2' | 2.314 (3) | C20A—H20E | 0.9900 |
Sn1'—O4'ii | 2.658 (3) | C20A—H20F | 0.9900 |
Sn2'—O1' | 2.047 (3) | C21A—C22A | 1.36 (2) |
Sn2'—C5' | 2.122 (4) | C21A—H21C | 0.9500 |
Sn2'—C7' | 2.124 (4) | C22A—H22C | 0.9500 |
O1—Sn1—C3 | 105.98 (13) | O1'ii—Sn1'—O4'ii | 65.23 (9) |
O1—Sn1—C1 | 108.74 (12) | O2'—Sn1'—O4'ii | 131.84 (9) |
C3—Sn1—C1 | 141.62 (15) | O1'—Sn2'—C5' | 109.32 (14) |
O1—Sn1—O1i | 76.13 (10) | O1'—Sn2'—C7' | 111.87 (14) |
C3—Sn1—O1i | 105.38 (12) | C5'—Sn2'—C7' | 138.81 (17) |
C1—Sn1—O1i | 98.38 (12) | O1'—Sn2'—O4' | 75.88 (10) |
O1—Sn1—O2 | 88.21 (9) | C5'—Sn2'—O4' | 95.12 (14) |
C3—Sn1—O2 | 83.22 (12) | C7'—Sn2'—O4' | 95.25 (14) |
C1—Sn1—O2 | 82.04 (12) | O1'—Sn2'—O3' | 90.49 (10) |
O1i—Sn1—O2 | 163.65 (9) | C5'—Sn2'—O3' | 90.30 (14) |
O1—Sn1—O4i | 142.10 (8) | C7'—Sn2'—O3' | 88.83 (14) |
C3—Sn1—O4i | 81.54 (12) | O4'—Sn2'—O3' | 166.33 (10) |
C1—Sn1—O4i | 81.10 (12) | O1'—Sn2'—O5' | 123.51 (9) |
O1i—Sn1—O4i | 66.15 (8) | C5'—Sn2'—O5' | 77.92 (14) |
O2—Sn1—O4i | 129.68 (8) | C7'—Sn2'—O5' | 80.11 (13) |
O1—Sn2—C7 | 111.03 (12) | O4'—Sn2'—O5' | 47.69 (9) |
O1—Sn2—C5 | 109.19 (13) | O3'—Sn2'—O5' | 145.98 (9) |
C7—Sn2—C5 | 139.76 (15) | O1'—Sn2'—O2' | 58.24 (8) |
O1—Sn2—O4 | 76.65 (9) | C5'—Sn2'—O2' | 84.98 (13) |
C7—Sn2—O4 | 94.54 (12) | C7'—Sn2'—O2' | 116.49 (12) |
C5—Sn2—O4 | 95.47 (13) | O4'—Sn2'—O2' | 130.81 (9) |
O1—Sn2—O3 | 91.45 (10) | O3'—Sn2'—O2' | 37.17 (9) |
C7—Sn2—O3 | 87.62 (13) | O5'—Sn2'—O2' | 162.28 (8) |
C5—Sn2—O3 | 90.49 (13) | Sn2'—O1'—Sn1' | 135.34 (12) |
O4—Sn2—O3 | 167.90 (10) | Sn2'—O1'—Sn1'ii | 119.99 (11) |
O1—Sn2—O5 | 125.01 (8) | Sn1'—O1'—Sn1'ii | 104.11 (11) |
C7—Sn2—O5 | 79.55 (12) | C9'—O2'—Sn1' | 131.4 (2) |
C5—Sn2—O5 | 78.45 (11) | C9'—O2'—Sn2' | 64.8 (2) |
O4—Sn2—O5 | 48.40 (8) | Sn1'—O2'—Sn2' | 77.29 (7) |
O3—Sn2—O5 | 143.55 (9) | C9'—O3'—Sn2' | 130.8 (3) |
O1—Sn2—O2 | 57.97 (8) | C16'—O4'—Sn2' | 111.9 (2) |
C7—Sn2—O2 | 111.03 (11) | C16'—O5'—Sn2' | 76.9 (2) |
C5—Sn2—O2 | 89.46 (11) | C2'—C1'—Sn1' | 113.5 (3) |
O4—Sn2—O2 | 133.17 (8) | C2'—C1'—H1C | 108.9 |
O3—Sn2—O2 | 36.12 (8) | Sn1'—C1'—H1C | 108.9 |
O5—Sn2—O2 | 167.86 (7) | C2'—C1'—H1D | 108.9 |
Sn2—O1—Sn1 | 136.02 (12) | Sn1'—C1'—H1D | 108.9 |
Sn2—O1—Sn1i | 119.67 (11) | H1C—C1'—H1D | 107.7 |
Sn1—O1—Sn1i | 103.87 (10) | C1'—C2'—H2D | 109.5 |
C9—O2—Sn1 | 134.1 (2) | C1'—C2'—H2E | 109.5 |
C9—O2—Sn2 | 63.73 (19) | H2D—C2'—H2E | 109.5 |
Sn1—O2—Sn2 | 76.78 (7) | C1'—C2'—H2F | 109.5 |
C9—O3—Sn2 | 134.4 (3) | H2D—C2'—H2F | 109.5 |
C16—O4—Sn2 | 111.2 (2) | H2E—C2'—H2F | 109.5 |
C16—O5—Sn2 | 78.9 (2) | C4'—C3'—Sn1' | 116.0 (3) |
C2—C1—Sn1 | 116.1 (3) | C4'—C3'—H3C | 108.3 |
C2—C1—H1A | 108.3 | Sn1'—C3'—H3C | 108.3 |
Sn1—C1—H1A | 108.3 | C4'—C3'—H3D | 108.3 |
C2—C1—H1B | 108.3 | Sn1'—C3'—H3D | 108.3 |
Sn1—C1—H1B | 108.3 | H3C—C3'—H3D | 107.4 |
H1A—C1—H1B | 107.4 | C3'—C4'—H4D | 109.5 |
C1—C2—H2A | 109.5 | C3'—C4'—H4E | 109.5 |
C1—C2—H2B | 109.5 | H4D—C4'—H4E | 109.5 |
H2A—C2—H2B | 109.5 | C3'—C4'—H4F | 109.5 |
C1—C2—H2C | 109.5 | H4D—C4'—H4F | 109.5 |
H2A—C2—H2C | 109.5 | H4E—C4'—H4F | 109.5 |
H2B—C2—H2C | 109.5 | C6'—C5'—Sn2' | 118.0 (3) |
C4—C3—Sn1 | 116.5 (3) | C6'—C5'—H5C | 107.8 |
C4—C3—H3A | 108.2 | Sn2'—C5'—H5C | 107.8 |
Sn1—C3—H3A | 108.2 | C6'—C5'—H5D | 107.8 |
C4—C3—H3B | 108.2 | Sn2'—C5'—H5D | 107.8 |
Sn1—C3—H3B | 108.2 | H5C—C5'—H5D | 107.1 |
H3A—C3—H3B | 107.3 | C5'—C6'—H6D | 109.5 |
C3—C4—H4A | 109.5 | C5'—C6'—H6E | 109.5 |
C3—C4—H4B | 109.5 | H6D—C6'—H6E | 109.5 |
H4A—C4—H4B | 109.5 | C5'—C6'—H6F | 109.5 |
C3—C4—H4C | 109.5 | H6D—C6'—H6F | 109.5 |
H4A—C4—H4C | 109.5 | H6E—C6'—H6F | 109.5 |
H4B—C4—H4C | 109.5 | C8'—C7'—Sn2' | 117.3 (3) |
C6—C5—Sn2 | 115.6 (3) | C8'—C7'—H7C | 108.0 |
C6—C5—H5A | 108.4 | Sn2'—C7'—H7C | 108.0 |
Sn2—C5—H5A | 108.4 | C8'—C7'—H7D | 108.0 |
C6—C5—H5B | 108.4 | Sn2'—C7'—H7D | 108.0 |
Sn2—C5—H5B | 108.4 | H7C—C7'—H7D | 107.2 |
H5A—C5—H5B | 107.4 | C7'—C8'—H8D | 109.5 |
C5—C6—H6A | 109.5 | C7'—C8'—H8E | 109.5 |
C5—C6—H6B | 109.5 | H8D—C8'—H8E | 109.5 |
H6A—C6—H6B | 109.5 | C7'—C8'—H8F | 109.5 |
C5—C6—H6C | 109.5 | H8D—C8'—H8F | 109.5 |
H6A—C6—H6C | 109.5 | H8E—C8'—H8F | 109.5 |
H6B—C6—H6C | 109.5 | O2'—C9'—O3' | 124.2 (3) |
C8—C7—Sn2 | 115.4 (3) | O2'—C9'—C10' | 118.6 (3) |
C8—C7—H7A | 108.4 | O3'—C9'—C10' | 117.1 (4) |
Sn2—C7—H7A | 108.4 | C9'—C10'—C11' | 115.1 (3) |
C8—C7—H7B | 108.4 | C9'—C10'—H10C | 108.5 |
Sn2—C7—H7B | 108.4 | C11'—C10'—H10C | 108.5 |
H7A—C7—H7B | 107.5 | C9'—C10'—H10D | 108.5 |
C7—C8—H8A | 109.5 | C11'—C10'—H10D | 108.5 |
C7—C8—H8B | 109.5 | H10C—C10'—H10D | 107.5 |
H8A—C8—H8B | 109.5 | C12'—C11'—C15' | 103.1 (6) |
C7—C8—H8C | 109.5 | C12'—C11'—C10' | 116.0 (8) |
H8A—C8—H8C | 109.5 | C15'—C11'—C10' | 116.2 (5) |
H8B—C8—H8C | 109.5 | C12'—C11'—H11B | 107.0 |
O2—C9—O3 | 124.3 (3) | C15'—C11'—H11B | 107.0 |
O2—C9—C10 | 117.9 (3) | C10'—C11'—H11B | 107.0 |
O3—C9—C10 | 117.7 (4) | C13'—C12'—C11' | 108.2 (8) |
C9—C10—C11 | 115.0 (3) | C13'—C12'—H12C | 110.1 |
C9—C10—H10A | 108.5 | C11'—C12'—H12C | 110.1 |
C11—C10—H10A | 108.5 | C13'—C12'—H12D | 110.1 |
C9—C10—H10B | 108.5 | C11'—C12'—H12D | 110.1 |
C11—C10—H10B | 108.5 | H12C—C12'—H12D | 108.4 |
H10A—C10—H10B | 107.5 | C12'—C13'—C14' | 105.6 (9) |
C10—C11—C15 | 112.9 (4) | C12'—C13'—H13C | 110.6 |
C10—C11—C12 | 113.6 (3) | C14'—C13'—H13C | 110.6 |
C15—C11—C12 | 103.0 (3) | C12'—C13'—H13D | 110.6 |
C10—C11—H11A | 109.0 | C14'—C13'—H13D | 110.6 |
C15—C11—H11A | 109.0 | H13C—C13'—H13D | 108.8 |
C12—C11—H11A | 109.0 | C15'—C14'—C13' | 110.6 (10) |
C13—C12—C11 | 108.2 (4) | C15'—C14'—H14B | 124.7 |
C13—C12—H12A | 110.1 | C13'—C14'—H14B | 124.7 |
C11—C12—H12A | 110.1 | C14'—C15'—C11' | 110.4 (8) |
C13—C12—H12B | 110.1 | C14'—C15'—H15B | 124.8 |
C11—C12—H12B | 110.1 | C11'—C15'—H15B | 124.8 |
H12A—C12—H12B | 108.4 | C13A—C12A—H12E | 110.5 |
C12—C13—C14 | 107.8 (4) | C13A—C12A—H12F | 110.5 |
C12—C13—H13A | 110.1 | H12E—C12A—H12F | 108.7 |
C14—C13—H13A | 110.1 | C12A—C13A—C14A | 106.9 (9) |
C12—C13—H13B | 110.1 | C12A—C13A—H13E | 110.3 |
C14—C13—H13B | 110.1 | C14A—C13A—H13E | 110.3 |
H13A—C13—H13B | 108.5 | C12A—C13A—H13F | 110.3 |
C15—C14—C13 | 109.8 (4) | C14A—C13A—H13F | 110.3 |
C15—C14—H14A | 125.1 | H13E—C13A—H13F | 108.6 |
C13—C14—H14A | 125.1 | C15A—C14A—C13A | 109.6 (10) |
C14—C15—C11 | 110.7 (4) | C15A—C14A—H14C | 125.2 |
C14—C15—H15A | 124.7 | C13A—C14A—H14C | 125.2 |
C11—C15—H15A | 124.7 | C14A—C15A—H15C | 124.6 |
O5—C16—O4 | 121.5 (3) | O5'—C16'—O4' | 123.0 (4) |
O5—C16—C17 | 123.1 (3) | O5'—C16'—C17' | 121.2 (4) |
O4—C16—C17 | 115.3 (3) | O4'—C16'—C17' | 115.8 (4) |
C16—C17—C18 | 114.6 (3) | C16'—C17'—C18' | 114.0 (4) |
C16—C17—H17A | 108.6 | C16'—C17'—H17C | 108.8 |
C18—C17—H17A | 108.6 | C18'—C17'—H17C | 108.8 |
C16—C17—H17B | 108.6 | C16'—C17'—H17D | 108.8 |
C18—C17—H17B | 108.6 | C18'—C17'—H17D | 108.8 |
H17A—C17—H17B | 107.6 | H17C—C17'—H17D | 107.7 |
C19—C18—C17 | 114.1 (4) | C22'—C18'—C17' | 109.3 (8) |
C19—C18—C22 | 102.1 (4) | C22'—C18'—C19' | 101.7 (4) |
C17—C18—C22 | 113.1 (4) | C17'—C18'—C19' | 111.0 (8) |
C19—C18—H18A | 109.1 | C22'—C18'—H18B | 111.5 |
C17—C18—H18A | 109.1 | C17'—C18'—H18B | 111.5 |
C22—C18—H18A | 109.1 | C19'—C18'—H18B | 111.5 |
C20—C19—C18 | 109.5 (5) | C20'—C19'—C18' | 106.7 (7) |
C20—C19—H19A | 109.8 | C20'—C19'—H19C | 110.4 |
C18—C19—H19A | 109.8 | C18'—C19'—H19C | 110.4 |
C20—C19—H19B | 109.8 | C20'—C19'—H19D | 110.4 |
C18—C19—H19B | 109.8 | C18'—C19'—H19D | 110.4 |
H19A—C19—H19B | 108.2 | H19C—C19'—H19D | 108.6 |
C19—C20—C21 | 109.0 (5) | C19'—C20'—C21' | 106.3 (7) |
C19—C20—H20A | 109.9 | C19'—C20'—H20C | 110.5 |
C21—C20—H20A | 109.9 | C21'—C20'—H20C | 110.5 |
C19—C20—H20B | 109.9 | C19'—C20'—H20D | 110.5 |
C21—C20—H20B | 109.9 | C21'—C20'—H20D | 110.5 |
H20A—C20—H20B | 108.3 | H20C—C20'—H20D | 108.7 |
C22—C21—C20 | 108.5 (5) | C22'—C21'—C20' | 111.1 (7) |
C22—C21—H21A | 125.7 | C22'—C21'—H21B | 124.4 |
C20—C21—H21A | 125.7 | C20'—C21'—H21B | 124.4 |
C21—C22—C18 | 110.3 (5) | C21'—C22'—C18' | 109.7 (8) |
C21—C22—H22A | 124.9 | C21'—C22'—H22B | 125.2 |
C18—C22—H22A | 124.9 | C18'—C22'—H22B | 125.2 |
O1'—Sn1'—C1' | 111.57 (13) | C20A—C19A—H19E | 110.1 |
O1'—Sn1'—C3' | 104.41 (14) | C20A—C19A—H19F | 110.1 |
C1'—Sn1'—C3' | 140.28 (16) | H19E—C19A—H19F | 108.4 |
O1'—Sn1'—O1'ii | 75.89 (11) | C19A—C20A—C21A | 106.5 (12) |
C1'—Sn1'—O1'ii | 99.07 (13) | C19A—C20A—H20E | 110.4 |
C3'—Sn1'—O1'ii | 105.60 (14) | C21A—C20A—H20E | 110.4 |
O1'—Sn1'—O2' | 87.59 (10) | C19A—C20A—H20F | 110.4 |
C1'—Sn1'—O2' | 80.83 (13) | C21A—C20A—H20F | 110.4 |
C3'—Sn1'—O2' | 84.50 (14) | H20E—C20A—H20F | 108.6 |
O1'ii—Sn1'—O2' | 162.27 (9) | C22A—C21A—C20A | 111.4 (13) |
O1'—Sn1'—O4'ii | 140.42 (9) | C22A—C21A—H21C | 124.3 |
C1'—Sn1'—O4'ii | 82.62 (13) | C20A—C21A—H21C | 124.3 |
C3'—Sn1'—O4'ii | 80.19 (14) | C21A—C22A—H22C | 125.2 |
C7—Sn2—O1—Sn1 | 92.58 (19) | C7'—Sn2'—O1'—Sn1' | −96.6 (2) |
C5—Sn2—O1—Sn1 | −86.4 (2) | O4'—Sn2'—O1'—Sn1' | 173.3 (2) |
O4—Sn2—O1—Sn1 | −177.66 (19) | O3'—Sn2'—O1'—Sn1' | −7.71 (18) |
O3—Sn2—O1—Sn1 | 4.57 (18) | O5'—Sn2'—O1'—Sn1' | 170.84 (14) |
O5—Sn2—O1—Sn1 | −175.58 (13) | O2'—Sn2'—O1'—Sn1' | 11.82 (14) |
O2—Sn2—O1—Sn1 | −9.72 (13) | C5'—Sn2'—O1'—Sn1'ii | −107.31 (17) |
C7—Sn2—O1—Sn1i | −78.36 (16) | C7'—Sn2'—O1'—Sn1'ii | 73.26 (18) |
C5—Sn2—O1—Sn1i | 102.61 (15) | O4'—Sn2'—O1'—Sn1'ii | −16.78 (13) |
O4—Sn2—O1—Sn1i | 11.40 (11) | O3'—Sn2'—O1'—Sn1'ii | 162.20 (13) |
O3—Sn2—O1—Sn1i | −166.37 (13) | O5'—Sn2'—O1'—Sn1'ii | −19.26 (18) |
O5—Sn2—O1—Sn1i | 13.47 (17) | O2'—Sn2'—O1'—Sn1'ii | −178.28 (16) |
O2—Sn2—O1—Sn1i | 179.34 (16) | C1'—Sn1'—O1'—Sn2' | −94.7 (2) |
C3—Sn1—O1—Sn2 | −69.6 (2) | C3'—Sn1'—O1'—Sn2' | 68.2 (2) |
C1—Sn1—O1—Sn2 | 93.81 (19) | O1'ii—Sn1'—O1'—Sn2' | 171.0 (3) |
O1i—Sn1—O1—Sn2 | −171.9 (2) | O2'—Sn1'—O1'—Sn2' | −15.52 (18) |
O2—Sn1—O1—Sn2 | 12.84 (17) | O4'ii—Sn1'—O1'—Sn2' | 160.17 (13) |
O4i—Sn1—O1—Sn2 | −166.41 (12) | C1'—Sn1'—O1'—Sn1'ii | 94.33 (15) |
C3—Sn1—O1—Sn1i | 102.32 (13) | C3'—Sn1'—O1'—Sn1'ii | −102.81 (15) |
C1—Sn1—O1—Sn1i | −94.29 (13) | O1'ii—Sn1'—O1'—Sn1'ii | 0.0 |
O1i—Sn1—O1—Sn1i | 0.0 | O2'—Sn1'—O1'—Sn1'ii | 173.49 (11) |
O2—Sn1—O1—Sn1i | −175.26 (11) | O4'ii—Sn1'—O1'—Sn1'ii | −10.8 (2) |
O4i—Sn1—O1—Sn1i | 5.49 (18) | O1'—Sn1'—O2'—C9' | 45.0 (3) |
O1—Sn1—O2—C9 | −35.8 (4) | C1'—Sn1'—O2'—C9' | 157.3 (4) |
C3—Sn1—O2—C9 | 70.6 (4) | C3'—Sn1'—O2'—C9' | −59.8 (3) |
C1—Sn1—O2—C9 | −145.0 (4) | O1'ii—Sn1'—O2'—C9' | 66.1 (5) |
O1i—Sn1—O2—C9 | −52.3 (5) | O4'ii—Sn1'—O2'—C9' | −131.4 (3) |
O4i—Sn1—O2—C9 | 143.6 (3) | O1'—Sn1'—O2'—Sn2' | 6.38 (8) |
O1—Sn1—O2—Sn2 | −5.18 (7) | C1'—Sn1'—O2'—Sn2' | 118.68 (12) |
C3—Sn1—O2—Sn2 | 101.15 (11) | C3'—Sn1'—O2'—Sn2' | −98.35 (12) |
C1—Sn1—O2—Sn2 | −114.38 (11) | O1'ii—Sn1'—O2'—Sn2' | 27.5 (3) |
O1i—Sn1—O2—Sn2 | −21.7 (3) | O4'ii—Sn1'—O2'—Sn2' | −169.93 (9) |
O4i—Sn1—O2—Sn2 | 174.23 (7) | O1'—Sn2'—O2'—C9' | −156.4 (3) |
O1—Sn2—O2—C9 | 162.1 (3) | C5'—Sn2'—O2'—C9' | 87.2 (3) |
C7—Sn2—O2—C9 | 59.8 (3) | C7'—Sn2'—O2'—C9' | −56.0 (3) |
C5—Sn2—O2—C9 | −84.7 (3) | O4'—Sn2'—O2'—C9' | 179.6 (2) |
O4—Sn2—O2—C9 | 178.3 (2) | O3'—Sn2'—O2'—C9' | −10.0 (2) |
O3—Sn2—O2—C9 | 6.8 (2) | O5'—Sn2'—O2'—C9' | 102.3 (3) |
O5—Sn2—O2—C9 | −89.9 (4) | O1'—Sn2'—O2'—Sn1' | −7.51 (9) |
O1—Sn2—O2—Sn1 | 6.15 (8) | C5'—Sn2'—O2'—Sn1' | −123.92 (14) |
C7—Sn2—O2—Sn1 | −96.15 (13) | C7'—Sn2'—O2'—Sn1' | 92.92 (15) |
C5—Sn2—O2—Sn1 | 119.34 (13) | O4'—Sn2'—O2'—Sn1' | −31.49 (14) |
O4—Sn2—O2—Sn1 | 22.34 (13) | O3'—Sn2'—O2'—Sn1' | 138.91 (16) |
O3—Sn2—O2—Sn1 | −149.09 (17) | O5'—Sn2'—O2'—Sn1' | −108.8 (2) |
O5—Sn2—O2—Sn1 | 114.2 (3) | O1'—Sn2'—O3'—C9' | 39.8 (3) |
O1—Sn2—O3—C9 | −29.4 (4) | C5'—Sn2'—O3'—C9' | −69.5 (3) |
C7—Sn2—O3—C9 | −140.4 (4) | C7'—Sn2'—O3'—C9' | 151.7 (3) |
C5—Sn2—O3—C9 | 79.8 (4) | O4'—Sn2'—O3'—C9' | 44.0 (6) |
O4—Sn2—O3—C9 | −39.8 (7) | O5'—Sn2'—O3'—C9' | −138.0 (3) |
O5—Sn2—O3—C9 | 150.9 (3) | O2'—Sn2'—O3'—C9' | 11.8 (3) |
O2—Sn2—O3—C9 | −8.6 (3) | O1'—Sn2'—O4'—C16' | −173.2 (3) |
O1—Sn2—O4—C16 | 176.4 (2) | C5'—Sn2'—O4'—C16' | −64.5 (3) |
C7—Sn2—O4—C16 | −73.0 (2) | C7'—Sn2'—O4'—C16' | 75.6 (3) |
C5—Sn2—O4—C16 | 67.9 (2) | O3'—Sn2'—O4'—C16' | −177.5 (4) |
O3—Sn2—O4—C16 | −172.9 (4) | O5'—Sn2'—O4'—C16' | 4.0 (2) |
O5—Sn2—O4—C16 | −1.3 (2) | O2'—Sn2'—O4'—C16' | −152.3 (2) |
O2—Sn2—O4—C16 | 162.3 (2) | O1'—Sn2'—O5'—C16' | −0.8 (3) |
O1—Sn2—O5—C16 | −1.3 (2) | C5'—Sn2'—O5'—C16' | 104.5 (3) |
C7—Sn2—O5—C16 | 107.1 (2) | C7'—Sn2'—O5'—C16' | −110.6 (3) |
C5—Sn2—O5—C16 | −106.8 (2) | O4'—Sn2'—O5'—C16' | −4.1 (2) |
O4—Sn2—O5—C16 | 1.3 (2) | O3'—Sn2'—O5'—C16' | 176.6 (2) |
O3—Sn2—O5—C16 | 178.4 (2) | O2'—Sn2'—O5'—C16' | 89.0 (3) |
O2—Sn2—O5—C16 | −101.5 (4) | O1'—Sn1'—C1'—C2' | 149.9 (3) |
O1—Sn1—C1—C2 | −142.7 (3) | C3'—Sn1'—C1'—C2' | −3.5 (5) |
C3—Sn1—C1—C2 | 11.1 (4) | O1'ii—Sn1'—C1'—C2' | −131.7 (3) |
O1i—Sn1—C1—C2 | 139.2 (3) | O2'—Sn1'—C1'—C2' | 66.2 (3) |
O2—Sn1—C1—C2 | −57.3 (3) | O4'ii—Sn1'—C1'—C2' | −68.4 (3) |
O4i—Sn1—C1—C2 | 75.1 (3) | O1'—Sn1'—C3'—C4' | 75.3 (4) |
O1—Sn1—C3—C4 | −81.5 (3) | C1'—Sn1'—C3'—C4' | −130.1 (4) |
C1—Sn1—C3—C4 | 124.3 (3) | O1'ii—Sn1'—C3'—C4' | −3.7 (4) |
O1i—Sn1—C3—C4 | −1.9 (3) | O2'—Sn1'—C3'—C4' | 161.4 (4) |
O2—Sn1—C3—C4 | −167.7 (3) | O4'ii—Sn1'—C3'—C4' | −64.4 (4) |
O4i—Sn1—C3—C4 | 60.4 (3) | O1'—Sn2'—C5'—C6' | −27.5 (5) |
O1—Sn2—C5—C6 | 37.6 (3) | C7'—Sn2'—C5'—C6' | 151.7 (4) |
C7—Sn2—C5—C6 | −141.0 (3) | O4'—Sn2'—C5'—C6' | −104.3 (4) |
O4—Sn2—C5—C6 | 115.4 (3) | O3'—Sn2'—C5'—C6' | 63.1 (4) |
O3—Sn2—C5—C6 | −54.1 (3) | O5'—Sn2'—C5'—C6' | −149.1 (5) |
O5—Sn2—C5—C6 | 160.9 (3) | O2'—Sn2'—C5'—C6' | 26.3 (4) |
O2—Sn2—C5—C6 | −18.0 (3) | O1'—Sn2'—C7'—C8' | 50.7 (4) |
O1—Sn2—C7—C8 | −42.1 (3) | C5'—Sn2'—C7'—C8' | −128.5 (4) |
C5—Sn2—C7—C8 | 136.4 (3) | O4'—Sn2'—C7'—C8' | 127.5 (4) |
O4—Sn2—C7—C8 | −119.6 (3) | O3'—Sn2'—C7'—C8' | −39.4 (4) |
O3—Sn2—C7—C8 | 48.5 (3) | O5'—Sn2'—C7'—C8' | 172.9 (4) |
O5—Sn2—C7—C8 | −165.8 (3) | O2'—Sn2'—C7'—C8' | −13.6 (4) |
O2—Sn2—C7—C8 | 20.4 (3) | Sn1'—O2'—C9'—O3' | −29.2 (6) |
Sn1—O2—C9—O3 | 24.9 (6) | Sn2'—O2'—C9'—O3' | 13.0 (3) |
Sn2—O2—C9—O3 | −8.7 (3) | Sn1'—O2'—C9'—C10' | 151.2 (3) |
Sn1—O2—C9—C10 | −158.0 (3) | Sn2'—O2'—C9'—C10' | −166.6 (4) |
Sn2—O2—C9—C10 | 168.5 (4) | Sn2'—O3'—C9'—O2' | −25.1 (6) |
Sn2—O3—C9—O2 | 17.7 (6) | Sn2'—O3'—C9'—C10' | 154.4 (3) |
Sn2—O3—C9—C10 | −159.4 (3) | O2'—C9'—C10'—C11' | −13.2 (5) |
O2—C9—C10—C11 | 21.8 (5) | O3'—C9'—C10'—C11' | 167.2 (3) |
O3—C9—C10—C11 | −160.9 (4) | C9'—C10'—C11'—C12' | −66.2 (10) |
C9—C10—C11—C15 | −175.1 (4) | C9'—C10'—C11'—C15' | 172.4 (6) |
C9—C10—C11—C12 | 68.1 (5) | C15'—C11'—C12'—C13' | −14.6 (18) |
C10—C11—C12—C13 | 118.3 (5) | C10'—C11'—C12'—C13' | −142.7 (13) |
C15—C11—C12—C13 | −4.2 (5) | C11'—C12'—C13'—C14' | 13.2 (19) |
C11—C12—C13—C14 | 6.9 (7) | C12'—C13'—C14'—C15' | −6.4 (19) |
C12—C13—C14—C15 | −7.2 (8) | C13'—C14'—C15'—C11' | −3.1 (17) |
C13—C14—C15—C11 | 4.5 (7) | C12'—C11'—C15'—C14' | 10.9 (16) |
C10—C11—C15—C14 | −123.2 (5) | C10'—C11'—C15'—C14' | 138.9 (12) |
C12—C11—C15—C14 | −0.3 (6) | C12A—C13A—C14A—C15A | 10.1 (19) |
Sn2—O5—C16—O4 | −2.0 (3) | Sn2'—O5'—C16'—O4' | 6.2 (4) |
Sn2—O5—C16—C17 | 177.2 (4) | Sn2'—O5'—C16'—C17' | −171.2 (4) |
Sn2—O4—C16—O5 | 2.8 (4) | Sn2'—O4'—C16'—O5' | −8.7 (5) |
Sn2—O4—C16—C17 | −176.5 (2) | Sn2'—O4'—C16'—C17' | 168.7 (3) |
O5—C16—C17—C18 | −12.0 (6) | O5'—C16'—C17'—C18' | −28.7 (6) |
O4—C16—C17—C18 | 167.3 (3) | O4'—C16'—C17'—C18' | 153.8 (4) |
C16—C17—C18—C19 | −70.6 (5) | C16'—C17'—C18'—C22' | −67.4 (8) |
C16—C17—C18—C22 | 173.2 (4) | C16'—C17'—C18'—C19' | −178.8 (6) |
C17—C18—C19—C20 | −128.0 (5) | C22'—C18'—C19'—C20' | −21.0 (18) |
C22—C18—C19—C20 | −5.7 (6) | C17'—C18'—C19'—C20' | 95.2 (10) |
C18—C19—C20—C21 | 2.3 (8) | C18'—C19'—C20'—C21' | 16.9 (14) |
C19—C20—C21—C22 | 2.5 (8) | C19'—C20'—C21'—C22' | −5.7 (12) |
C20—C21—C22—C18 | −6.3 (7) | C20'—C21'—C22'—C18' | −8.4 (17) |
C19—C18—C22—C21 | 7.3 (6) | C17'—C18'—C22'—C21' | −99.5 (12) |
C17—C18—C22—C21 | 130.3 (5) | C19'—C18'—C22'—C21' | 17.9 (19) |
C5'—Sn2'—O1'—Sn1' | 82.8 (2) | C19A—C20A—C21A—C22A | −6 (6) |
Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+1, −y+1, −z. |