Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806047465/bi2090sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806047465/bi2090Isup2.hkl |
CCDC reference: 629440
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
[Sn4(C4H9)8(C11H11O3)4O2] | Z = 1 |
Mr = 1728.45 | F(000) = 884 |
Triclinic, P1 | Dx = 1.411 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.0914 (15) Å | Cell parameters from 3126 reflections |
b = 12.2993 (16) Å | θ = 2.9–25.0° |
c = 15.0996 (19) Å | µ = 1.27 mm−1 |
α = 70.392 (2)° | T = 295 K |
β = 87.612 (2)° | Block, colourless |
γ = 74.361 (2)° | 0.33 × 0.18 × 0.14 mm |
V = 2034.1 (4) Å3 |
Bruker SMART APEX CCD diffractometer | 7849 independent reflections |
Radiation source: fine-focus sealed tube | 6090 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.013 |
φ and ω scans | θmax = 26.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −12→14 |
Tmin = 0.679, Tmax = 0.842 | k = −11→15 |
11699 measured reflections | l = −18→17 |
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) = 0.110 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0605P)2 + 0.6267P] where P = (Fo2 + 2Fc2)/3 |
7849 reflections | (Δ/σ)max = 0.001 |
440 parameters | Δρmax = 0.96 e Å−3 |
28 restraints | Δρmin = −0.49 e Å−3 |
Experimental. IR (KBr, disc): ν(C=O) 1684, νas(COO) 1643, 1572, νs(COO) 1404, 1382, ν(Sn—O—Sn) 644 cm-1; 1H NMR (500 MHz, CDCl3, TMS as reference): δ 0.87 (12H, t, 4CH3), 0.91 (12H, t, 4CH3), 1.29–1.64 (48H, m, 8CH2CH2CH2Sn), 2.39 (12H, s, 4CH3Ar), 2.60 (8H, t, 4CH2CO2), 3.21 (8H, t, 4COCH2), 7.24 (8H, d) and 7.87 (8H, d) (Ar—H). |
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) | |
Sn1 | 0.53740 (2) | 0.46719 (2) | 0.112678 (17) | 0.05792 (10) | |
Sn2 | 0.24731 (2) | 0.45949 (3) | 0.068993 (19) | 0.07097 (11) | |
O1 | 0.3972 (2) | 0.4899 (2) | 0.01755 (16) | 0.0605 (6) | |
O2 | 0.3354 (2) | 0.4504 (3) | 0.19373 (19) | 0.0797 (8) | |
O3 | 0.1724 (3) | 0.4486 (3) | 0.2646 (2) | 0.0884 (9) | |
O4 | 0.2732 (4) | 0.1969 (3) | 0.4304 (3) | 0.1175 (13) | |
O5 | 0.7159 (2) | 0.4393 (3) | 0.17693 (19) | 0.0770 (8) | |
O6 | 0.8080 (3) | 0.5504 (3) | 0.0691 (2) | 0.0989 (11) | |
O7 | 0.6976 (3) | 0.5409 (3) | 0.3574 (2) | 0.0991 (10) | |
C1 | 0.4824 (4) | 0.6249 (4) | 0.1488 (4) | 0.0882 (14) | |
H1A | 0.3997 | 0.6553 | 0.1367 | 0.106* | |
H1B | 0.4976 | 0.6027 | 0.2160 | 0.106* | |
C2 | 0.5336 (7) | 0.7236 (5) | 0.1007 (6) | 0.148 (3) | |
H2A | 0.5060 | 0.7576 | 0.0352 | 0.178* | |
H2B | 0.6164 | 0.6914 | 0.1026 | 0.178* | |
C3 | 0.5064 (13) | 0.8253 (9) | 0.1440 (10) | 0.182 (6) | 0.741 (14) |
H3A | 0.5106 | 0.7916 | 0.2121 | 0.218* | 0.741 (14) |
H3B | 0.5617 | 0.8721 | 0.1252 | 0.218* | 0.741 (14) |
C4 | 0.3887 (14) | 0.9025 (15) | 0.1091 (14) | 0.258 (10) | 0.741 (14) |
H4A | 0.3702 | 0.9671 | 0.1342 | 0.387* | 0.741 (14) |
H4B | 0.3345 | 0.8558 | 0.1291 | 0.387* | 0.741 (14) |
H4C | 0.3853 | 0.9347 | 0.0416 | 0.387* | 0.741 (14) |
C3' | 0.464 (3) | 0.8491 (12) | 0.096 (2) | 0.182 (6) | 0.259 (14) |
H3C | 0.5064 | 0.9067 | 0.0633 | 0.218* | 0.259 (14) |
H3D | 0.3917 | 0.8706 | 0.0606 | 0.218* | 0.259 (14) |
C4' | 0.443 (6) | 0.852 (4) | 0.194 (3) | 0.258 (10) | 0.259 (14) |
H4D | 0.3971 | 0.9304 | 0.1908 | 0.387* | 0.259 (14) |
H4E | 0.5146 | 0.8334 | 0.2275 | 0.387* | 0.259 (14) |
H4F | 0.4021 | 0.7938 | 0.2259 | 0.387* | 0.259 (14) |
C5 | 0.5718 (4) | 0.2795 (4) | 0.1786 (3) | 0.0830 (13) | |
H5A | 0.5772 | 0.2618 | 0.2461 | 0.100* | |
H5B | 0.5062 | 0.2553 | 0.1648 | 0.100* | |
C6 | 0.6776 (5) | 0.2033 (5) | 0.1522 (6) | 0.138 (3) | |
H6A | 0.7430 | 0.2042 | 0.1867 | 0.166* | |
H6B | 0.6875 | 0.2407 | 0.0858 | 0.166* | |
C7 | 0.6817 (15) | 0.0730 (8) | 0.1692 (10) | 0.162 (5) | 0.574 (9) |
H7A | 0.6048 | 0.0652 | 0.1637 | 0.195* | 0.574 (9) |
H7B | 0.7281 | 0.0444 | 0.1234 | 0.195* | 0.574 (9) |
C8 | 0.7332 (18) | 0.0031 (13) | 0.2655 (9) | 0.183 (6) | 0.574 (9) |
H8A | 0.7333 | −0.0792 | 0.2802 | 0.275* | 0.574 (9) |
H8B | 0.6890 | 0.0351 | 0.3097 | 0.275* | 0.574 (9) |
H8C | 0.8108 | 0.0078 | 0.2689 | 0.275* | 0.574 (9) |
C7' | 0.689 (2) | 0.0757 (9) | 0.2260 (12) | 0.162 (5) | 0.426 (9) |
H7C | 0.7018 | 0.0775 | 0.2885 | 0.195* | 0.426 (9) |
H7D | 0.6184 | 0.0538 | 0.2246 | 0.195* | 0.426 (9) |
C8' | 0.786 (2) | −0.0158 (14) | 0.2070 (16) | 0.183 (6) | 0.426 (9) |
H8D | 0.7908 | −0.0927 | 0.2537 | 0.275* | 0.426 (9) |
H8E | 0.8565 | 0.0051 | 0.2092 | 0.275* | 0.426 (9) |
H8F | 0.7731 | −0.0190 | 0.1457 | 0.275* | 0.426 (9) |
C9 | 0.1171 (5) | 0.6209 (5) | 0.0365 (4) | 0.1056 (18) | |
H9A | 0.1160 | 0.6628 | −0.0307 | 0.127* | |
H9B | 0.0441 | 0.6015 | 0.0493 | 0.127* | |
C10 | 0.1232 (7) | 0.7044 (6) | 0.0851 (5) | 0.150 (3) | |
H10A | 0.1989 | 0.7181 | 0.0776 | 0.180* | |
H10B | 0.1159 | 0.6659 | 0.1518 | 0.180* | |
C11 | 0.0337 (9) | 0.8258 (7) | 0.0528 (7) | 0.183 (4) | |
H11A | 0.0553 | 0.8783 | 0.0805 | 0.219* | |
H11B | 0.0347 | 0.8610 | −0.0150 | 0.219* | |
C12 | −0.0851 (9) | 0.8208 (9) | 0.0777 (8) | 0.221 (5) | |
H12A | −0.1367 | 0.8999 | 0.0533 | 0.332* | |
H12B | −0.0882 | 0.7906 | 0.1449 | 0.332* | |
H12C | −0.1074 | 0.7687 | 0.0509 | 0.332* | |
C13 | 0.2502 (5) | 0.2745 (6) | 0.1265 (5) | 0.117 (2) | |
H13A | 0.2673 | 0.2389 | 0.0774 | 0.140* | |
H13B | 0.3115 | 0.2334 | 0.1753 | 0.140* | |
C14 | 0.1395 (7) | 0.2558 (7) | 0.1671 (6) | 0.173 (3) | |
H14A | 0.1193 | 0.2970 | 0.2126 | 0.207* | |
H14B | 0.0794 | 0.2914 | 0.1172 | 0.207* | |
C15 | 0.1440 (8) | 0.1292 (7) | 0.2132 (7) | 0.187 (4) | |
H15A | 0.2002 | 0.0930 | 0.2660 | 0.225* | |
H15B | 0.1650 | 0.0859 | 0.1692 | 0.225* | |
C16 | 0.0257 (8) | 0.1258 (8) | 0.2465 (8) | 0.210 (5) | |
H16A | 0.0247 | 0.0441 | 0.2779 | 0.315* | |
H16B | −0.0289 | 0.1615 | 0.1935 | 0.315* | |
H16C | 0.0058 | 0.1697 | 0.2894 | 0.315* | |
C17 | 0.2764 (4) | 0.4357 (4) | 0.2688 (3) | 0.0750 (11) | |
C18 | 0.3441 (4) | 0.4030 (5) | 0.3589 (3) | 0.0885 (14) | |
H18A | 0.3791 | 0.4664 | 0.3557 | 0.106* | |
H18B | 0.4054 | 0.3302 | 0.3671 | 0.106* | |
C19 | 0.2694 (4) | 0.3836 (5) | 0.4433 (3) | 0.0844 (13) | |
H19A | 0.3133 | 0.3759 | 0.4985 | 0.101* | |
H19B | 0.2037 | 0.4533 | 0.4321 | 0.101* | |
C20 | 0.2276 (4) | 0.2744 (5) | 0.4625 (3) | 0.0807 (12) | |
C21 | 0.1267 (4) | 0.2638 (4) | 0.5215 (3) | 0.0741 (11) | |
C22 | 0.0878 (4) | 0.3355 (5) | 0.5755 (3) | 0.0854 (13) | |
H22 | 0.1249 | 0.3926 | 0.5755 | 0.102* | |
C23 | −0.0074 (5) | 0.3233 (5) | 0.6305 (4) | 0.0967 (15) | |
H23 | −0.0315 | 0.3710 | 0.6679 | 0.116* | |
C24 | −0.0660 (5) | 0.2409 (5) | 0.6297 (4) | 0.0937 (15) | |
C25 | −0.0253 (5) | 0.1715 (5) | 0.5746 (4) | 0.0987 (16) | |
H25 | −0.0634 | 0.1159 | 0.5728 | 0.118* | |
C26 | 0.0691 (5) | 0.1805 (5) | 0.5222 (4) | 0.0906 (14) | |
H26 | 0.0947 | 0.1303 | 0.4869 | 0.109* | |
C27 | −0.1686 (5) | 0.2301 (7) | 0.6899 (5) | 0.128 (2) | |
H27A | −0.2176 | 0.1970 | 0.6643 | 0.192* | |
H27B | −0.2108 | 0.3081 | 0.6906 | 0.192* | |
H27C | −0.1424 | 0.1785 | 0.7530 | 0.192* | |
C28 | 0.7933 (4) | 0.4926 (4) | 0.1527 (3) | 0.0710 (10) | |
C29 | 0.8686 (4) | 0.4938 (5) | 0.2297 (3) | 0.0838 (13) | |
H29A | 0.9481 | 0.4763 | 0.2126 | 0.101* | |
H29B | 0.8477 | 0.5736 | 0.2341 | 0.101* | |
C30 | 0.8589 (4) | 0.4045 (5) | 0.3249 (3) | 0.0875 (14) | |
H30A | 0.8699 | 0.3264 | 0.3185 | 0.105* | |
H30B | 0.9201 | 0.3981 | 0.3674 | 0.105* | |
C31 | 0.7458 (4) | 0.4368 (5) | 0.3677 (3) | 0.0795 (12) | |
C32 | 0.6954 (4) | 0.3387 (4) | 0.4279 (3) | 0.0751 (11) | |
C33 | 0.6163 (4) | 0.3654 (5) | 0.4906 (3) | 0.0851 (13) | |
H33 | 0.5961 | 0.4421 | 0.4947 | 0.102* | |
C34 | 0.5658 (4) | 0.2790 (5) | 0.5484 (3) | 0.0912 (14) | |
H34 | 0.5137 | 0.2981 | 0.5915 | 0.109* | |
C35 | 0.5926 (5) | 0.1653 (5) | 0.5420 (4) | 0.0927 (14) | |
C36 | 0.6714 (5) | 0.1393 (5) | 0.4794 (4) | 0.0990 (15) | |
H36 | 0.6905 | 0.0632 | 0.4742 | 0.119* | |
C37 | 0.7231 (5) | 0.2235 (5) | 0.4241 (4) | 0.0895 (14) | |
H37 | 0.7778 | 0.2028 | 0.3832 | 0.107* | |
C38 | 0.5353 (6) | 0.0733 (6) | 0.6021 (5) | 0.131 (2) | |
H38A | 0.4739 | 0.1108 | 0.6334 | 0.197* | |
H38B | 0.5906 | 0.0110 | 0.6481 | 0.197* | |
H38C | 0.5050 | 0.0394 | 0.5630 | 0.197* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.06127 (17) | 0.06943 (18) | 0.04551 (15) | −0.02226 (13) | 0.00844 (11) | −0.01960 (12) |
Sn2 | 0.05913 (18) | 0.1006 (2) | 0.05267 (17) | −0.03022 (15) | 0.01152 (12) | −0.01953 (15) |
O1 | 0.0574 (14) | 0.0796 (17) | 0.0465 (13) | −0.0246 (12) | 0.0107 (11) | −0.0202 (12) |
O2 | 0.0713 (18) | 0.118 (2) | 0.0504 (15) | −0.0315 (17) | 0.0134 (13) | −0.0265 (15) |
O3 | 0.0689 (19) | 0.132 (3) | 0.0628 (18) | −0.0295 (18) | 0.0084 (14) | −0.0306 (18) |
O4 | 0.126 (3) | 0.104 (3) | 0.121 (3) | −0.017 (2) | 0.034 (3) | −0.050 (2) |
O5 | 0.0736 (18) | 0.098 (2) | 0.0619 (17) | −0.0368 (16) | −0.0034 (14) | −0.0191 (15) |
O6 | 0.099 (2) | 0.150 (3) | 0.0609 (19) | −0.066 (2) | 0.0087 (16) | −0.028 (2) |
O7 | 0.124 (3) | 0.093 (2) | 0.086 (2) | −0.031 (2) | 0.019 (2) | −0.038 (2) |
C1 | 0.088 (3) | 0.092 (3) | 0.098 (4) | −0.025 (3) | 0.015 (3) | −0.049 (3) |
C2 | 0.166 (7) | 0.098 (4) | 0.189 (8) | −0.039 (5) | 0.045 (6) | −0.059 (5) |
C3 | 0.277 (17) | 0.102 (7) | 0.167 (14) | −0.018 (8) | −0.003 (11) | −0.071 (8) |
C4 | 0.33 (3) | 0.170 (14) | 0.27 (2) | 0.014 (13) | 0.05 (2) | −0.139 (17) |
C3' | 0.277 (17) | 0.102 (7) | 0.167 (14) | −0.018 (8) | −0.003 (11) | −0.071 (8) |
C4' | 0.33 (3) | 0.170 (14) | 0.27 (2) | 0.014 (13) | 0.05 (2) | −0.139 (17) |
C5 | 0.085 (3) | 0.074 (3) | 0.078 (3) | −0.028 (2) | −0.001 (2) | −0.004 (2) |
C6 | 0.117 (5) | 0.082 (4) | 0.196 (8) | −0.008 (3) | 0.018 (5) | −0.037 (4) |
C7 | 0.211 (11) | 0.100 (6) | 0.160 (14) | 0.027 (6) | −0.022 (12) | −0.074 (9) |
C8 | 0.227 (17) | 0.141 (9) | 0.141 (13) | 0.005 (10) | 0.017 (11) | −0.039 (9) |
C7' | 0.211 (11) | 0.100 (6) | 0.160 (14) | 0.027 (6) | −0.022 (12) | −0.074 (9) |
C8' | 0.227 (17) | 0.141 (9) | 0.141 (13) | 0.005 (10) | 0.017 (11) | −0.039 (9) |
C9 | 0.080 (3) | 0.140 (5) | 0.074 (3) | −0.009 (3) | 0.010 (3) | −0.025 (3) |
C10 | 0.183 (8) | 0.125 (5) | 0.119 (6) | −0.003 (5) | −0.034 (5) | −0.038 (4) |
C11 | 0.221 (11) | 0.128 (7) | 0.156 (8) | 0.010 (8) | −0.033 (8) | −0.035 (6) |
C12 | 0.271 (15) | 0.162 (9) | 0.196 (11) | −0.006 (10) | −0.023 (11) | −0.054 (8) |
C13 | 0.116 (5) | 0.136 (5) | 0.115 (5) | −0.074 (4) | 0.027 (4) | −0.034 (4) |
C14 | 0.217 (10) | 0.165 (8) | 0.155 (8) | −0.089 (7) | 0.018 (7) | −0.051 (6) |
C15 | 0.242 (11) | 0.156 (8) | 0.179 (9) | −0.115 (8) | 0.056 (8) | −0.034 (6) |
C16 | 0.196 (10) | 0.153 (8) | 0.222 (12) | −0.041 (7) | 0.063 (9) | 0.000 (7) |
C17 | 0.086 (3) | 0.096 (3) | 0.054 (2) | −0.038 (3) | 0.019 (2) | −0.031 (2) |
C18 | 0.086 (3) | 0.127 (4) | 0.057 (3) | −0.037 (3) | 0.007 (2) | −0.030 (3) |
C19 | 0.093 (3) | 0.115 (4) | 0.052 (2) | −0.040 (3) | 0.012 (2) | −0.028 (2) |
C20 | 0.089 (3) | 0.090 (3) | 0.057 (2) | −0.017 (3) | 0.004 (2) | −0.024 (2) |
C21 | 0.083 (3) | 0.075 (3) | 0.055 (2) | −0.017 (2) | −0.002 (2) | −0.013 (2) |
C22 | 0.093 (3) | 0.100 (3) | 0.072 (3) | −0.041 (3) | 0.019 (2) | −0.030 (3) |
C23 | 0.098 (4) | 0.116 (4) | 0.076 (3) | −0.029 (3) | 0.013 (3) | −0.033 (3) |
C24 | 0.083 (3) | 0.115 (4) | 0.074 (3) | −0.039 (3) | −0.002 (2) | −0.010 (3) |
C25 | 0.110 (4) | 0.109 (4) | 0.082 (3) | −0.053 (3) | −0.004 (3) | −0.021 (3) |
C26 | 0.110 (4) | 0.087 (3) | 0.074 (3) | −0.030 (3) | 0.001 (3) | −0.024 (3) |
C27 | 0.100 (4) | 0.166 (6) | 0.118 (5) | −0.058 (4) | 0.017 (4) | −0.032 (4) |
C28 | 0.072 (3) | 0.090 (3) | 0.059 (2) | −0.031 (2) | 0.0056 (19) | −0.028 (2) |
C29 | 0.071 (3) | 0.116 (4) | 0.072 (3) | −0.035 (3) | 0.001 (2) | −0.034 (3) |
C30 | 0.076 (3) | 0.118 (4) | 0.068 (3) | −0.028 (3) | −0.007 (2) | −0.029 (3) |
C31 | 0.091 (3) | 0.101 (4) | 0.054 (2) | −0.026 (3) | −0.001 (2) | −0.034 (2) |
C32 | 0.078 (3) | 0.091 (3) | 0.058 (2) | −0.023 (2) | 0.000 (2) | −0.028 (2) |
C33 | 0.084 (3) | 0.101 (3) | 0.070 (3) | −0.020 (3) | 0.000 (2) | −0.032 (3) |
C34 | 0.084 (3) | 0.121 (4) | 0.068 (3) | −0.029 (3) | 0.009 (2) | −0.030 (3) |
C35 | 0.090 (3) | 0.104 (4) | 0.082 (3) | −0.033 (3) | −0.009 (3) | −0.022 (3) |
C36 | 0.108 (4) | 0.096 (4) | 0.101 (4) | −0.036 (3) | 0.006 (3) | −0.037 (3) |
C37 | 0.090 (3) | 0.106 (4) | 0.081 (3) | −0.028 (3) | 0.013 (3) | −0.043 (3) |
C38 | 0.133 (5) | 0.140 (6) | 0.128 (5) | −0.065 (5) | 0.016 (4) | −0.033 (5) |
Sn1—O1i | 2.042 (2) | C11—C12 | 1.481 (8) |
Sn1—C5 | 2.114 (4) | C11—H11A | 0.970 |
Sn1—C1 | 2.118 (4) | C11—H11B | 0.970 |
Sn1—O1 | 2.166 (2) | C12—H12A | 0.960 |
Sn1—O5 | 2.295 (3) | C12—H12B | 0.960 |
Sn1—O2 | 2.713 (3) | C12—H12C | 0.960 |
Sn2—O1 | 2.020 (2) | C13—C14 | 1.491 (7) |
Sn2—C9 | 2.095 (5) | C13—H13A | 0.970 |
Sn2—C13 | 2.137 (6) | C13—H13B | 0.970 |
Sn2—O2 | 2.158 (3) | C14—C15 | 1.463 (7) |
Sn2—O6i | 2.268 (3) | C14—H14A | 0.970 |
O1—Sn1i | 2.042 (2) | C14—H14B | 0.970 |
O2—C17 | 1.300 (5) | C15—C16 | 1.502 (8) |
O3—C17 | 1.226 (5) | C15—H15A | 0.970 |
O4—C20 | 1.205 (5) | C15—H15B | 0.970 |
O5—C28 | 1.258 (5) | C16—H16A | 0.960 |
O6—C28 | 1.255 (5) | C16—H16B | 0.960 |
O6—Sn2i | 2.268 (3) | C16—H16C | 0.960 |
O7—C31 | 1.215 (6) | C17—C18 | 1.494 (6) |
C1—C2 | 1.470 (6) | C18—C19 | 1.521 (6) |
C1—H1A | 0.970 | C18—H18A | 0.970 |
C1—H1B | 0.970 | C18—H18B | 0.970 |
C2—C3' | 1.523 (10) | C19—C20 | 1.495 (7) |
C2—C3 | 1.552 (8) | C19—H19A | 0.970 |
C2—H2A | 0.970 | C19—H19B | 0.970 |
C2—H2B | 0.970 | C20—C21 | 1.489 (6) |
C3—C4 | 1.484 (10) | C21—C22 | 1.376 (6) |
C3—H3A | 0.970 | C21—C26 | 1.381 (6) |
C3—H3B | 0.970 | C22—C23 | 1.402 (7) |
C4—H4A | 0.960 | C22—H22 | 0.930 |
C4—H4B | 0.960 | C23—C24 | 1.388 (7) |
C4—H4C | 0.960 | C23—H23 | 0.930 |
C3'—C4' | 1.506 (10) | C24—C25 | 1.371 (8) |
C3'—H3C | 0.970 | C24—C27 | 1.516 (8) |
C3'—H3D | 0.970 | C25—C26 | 1.370 (7) |
C4'—H4D | 0.960 | C25—H25 | 0.930 |
C4'—H4E | 0.960 | C26—H26 | 0.930 |
C4'—H4F | 0.960 | C27—H27A | 0.960 |
C5—C6 | 1.495 (6) | C27—H27B | 0.960 |
C5—H5A | 0.970 | C27—H27C | 0.960 |
C5—H5B | 0.970 | C28—C29 | 1.512 (6) |
C6—C7 | 1.523 (8) | C29—C30 | 1.510 (6) |
C6—C7' | 1.564 (9) | C29—H29A | 0.970 |
C6—H6A | 0.970 | C29—H29B | 0.970 |
C6—H6B | 0.970 | C30—C31 | 1.501 (7) |
C7—C8 | 1.479 (9) | C30—H30A | 0.970 |
C7—H7A | 0.970 | C30—H30B | 0.970 |
C7—H7B | 0.970 | C31—C32 | 1.505 (7) |
C8—H8A | 0.960 | C32—C33 | 1.373 (6) |
C8—H8B | 0.960 | C32—C37 | 1.385 (7) |
C8—H8C | 0.960 | C33—C34 | 1.395 (7) |
C7'—C8' | 1.481 (10) | C33—H33 | 0.930 |
C7'—H7C | 0.970 | C34—C35 | 1.384 (7) |
C7'—H7D | 0.970 | C34—H34 | 0.930 |
C8'—H8D | 0.960 | C35—C36 | 1.367 (8) |
C8'—H8E | 0.960 | C35—C38 | 1.503 (8) |
C8'—H8F | 0.960 | C36—C37 | 1.373 (7) |
C9—C10 | 1.467 (7) | C36—H36 | 0.930 |
C9—H9A | 0.970 | C37—H37 | 0.930 |
C9—H9B | 0.970 | C38—H38A | 0.960 |
C10—C11 | 1.524 (7) | C38—H38B | 0.960 |
C10—H10A | 0.970 | C38—H38C | 0.960 |
C10—H10B | 0.970 | ||
O1i—Sn1—C5 | 111.49 (15) | H10A—C10—H10B | 107.4 |
O1i—Sn1—C1 | 108.41 (16) | C12—C11—C10 | 114.3 (8) |
C5—Sn1—C1 | 138.9 (2) | C12—C11—H11A | 108.7 |
O1i—Sn1—O1 | 75.56 (10) | C10—C11—H11A | 108.7 |
C5—Sn1—O1 | 97.28 (15) | C12—C11—H11B | 108.7 |
C1—Sn1—O1 | 101.72 (16) | C10—C11—H11B | 108.7 |
O1i—Sn1—O5 | 88.72 (10) | H11A—C11—H11B | 107.6 |
C5—Sn1—O5 | 83.93 (15) | C11—C12—H12A | 109.5 |
C1—Sn1—O5 | 87.56 (16) | C11—C12—H12B | 109.5 |
O1—Sn1—O5 | 163.58 (10) | H12A—C12—H12B | 109.5 |
O1i—Sn1—O2 | 140.03 (9) | C11—C12—H12C | 109.5 |
C5—Sn1—O2 | 79.14 (14) | H12A—C12—H12C | 109.5 |
C1—Sn1—O2 | 76.71 (15) | H12B—C12—H12C | 109.5 |
O1—Sn1—O2 | 64.73 (8) | C14—C13—Sn2 | 113.0 (5) |
O5—Sn1—O2 | 131.23 (9) | C14—C13—H13A | 109.0 |
O1—Sn2—C9 | 110.54 (18) | Sn2—C13—H13A | 109.0 |
O1—Sn2—C13 | 114.69 (18) | C14—C13—H13B | 109.0 |
C9—Sn2—C13 | 134.2 (2) | Sn2—C13—H13B | 109.0 |
O1—Sn2—O2 | 78.73 (10) | H13A—C13—H13B | 107.8 |
C9—Sn2—O2 | 103.82 (18) | C15—C14—C13 | 113.2 (7) |
C13—Sn2—O2 | 91.9 (2) | C15—C14—H14A | 108.9 |
O1—Sn2—O6i | 91.62 (10) | C13—C14—H14A | 108.9 |
C9—Sn2—O6i | 86.27 (18) | C15—C14—H14B | 108.9 |
C13—Sn2—O6i | 85.5 (2) | C13—C14—H14B | 108.9 |
O2—Sn2—O6i | 167.93 (12) | H14A—C14—H14B | 107.8 |
Sn2—O1—Sn1i | 135.40 (13) | C14—C15—C16 | 106.5 (7) |
Sn2—O1—Sn1 | 120.08 (11) | C14—C15—H15A | 110.4 |
Sn1i—O1—Sn1 | 104.44 (10) | C16—C15—H15A | 110.4 |
C17—O2—Sn2 | 115.4 (3) | C14—C15—H15B | 110.4 |
C17—O2—Sn1 | 148.9 (3) | C16—C15—H15B | 110.4 |
Sn2—O2—Sn1 | 95.63 (10) | H15A—C15—H15B | 108.6 |
C28—O5—Sn1 | 133.7 (3) | C15—C16—H16A | 109.5 |
C28—O6—Sn2i | 131.0 (3) | C15—C16—H16B | 109.5 |
C2—C1—Sn1 | 117.5 (4) | H16A—C16—H16B | 109.5 |
C2—C1—H1A | 107.9 | C15—C16—H16C | 109.5 |
Sn1—C1—H1A | 107.9 | H16A—C16—H16C | 109.5 |
C2—C1—H1B | 107.9 | H16B—C16—H16C | 109.5 |
Sn1—C1—H1B | 107.9 | O3—C17—O2 | 121.5 (4) |
H1A—C1—H1B | 107.2 | O3—C17—C18 | 123.1 (4) |
C1—C2—C3' | 116.8 (15) | O2—C17—C18 | 115.3 (4) |
C1—C2—C3 | 114.1 (7) | C17—C18—C19 | 111.9 (4) |
C1—C2—H2A | 108.7 | C17—C18—H18A | 109.2 |
C3'—C2—H2A | 79.1 | C19—C18—H18A | 109.2 |
C3—C2—H2A | 108.7 | C17—C18—H18B | 109.2 |
C1—C2—H2B | 108.7 | C19—C18—H18B | 109.2 |
C3'—C2—H2B | 128.9 | H18A—C18—H18B | 107.9 |
C3—C2—H2B | 108.7 | C20—C19—C18 | 112.5 (4) |
H2A—C2—H2B | 107.6 | C20—C19—H19A | 109.1 |
C4—C3—C2 | 107.8 (9) | C18—C19—H19A | 109.1 |
C4—C3—H3A | 110.1 | C20—C19—H19B | 109.1 |
C2—C3—H3A | 110.1 | C18—C19—H19B | 109.1 |
C4—C3—H3B | 110.1 | H19A—C19—H19B | 107.8 |
C2—C3—H3B | 110.1 | O4—C20—C21 | 120.3 (5) |
H3A—C3—H3B | 108.5 | O4—C20—C19 | 121.2 (5) |
C3—C4—H4A | 109.5 | C21—C20—C19 | 118.5 (4) |
C3—C4—H4B | 109.5 | C22—C21—C26 | 118.4 (5) |
H4A—C4—H4B | 109.5 | C22—C21—C20 | 121.8 (4) |
C3—C4—H4C | 109.5 | C26—C21—C20 | 119.8 (4) |
H4A—C4—H4C | 109.5 | C21—C22—C23 | 120.6 (5) |
H4B—C4—H4C | 109.5 | C21—C22—H22 | 119.7 |
C4'—C3'—C2 | 109.4 (14) | C23—C22—H22 | 119.7 |
C4'—C3'—H3C | 109.8 | C24—C23—C22 | 120.8 (5) |
C2—C3'—H3C | 109.8 | C24—C23—H23 | 119.6 |
C4'—C3'—H3D | 109.8 | C22—C23—H23 | 119.6 |
C2—C3'—H3D | 109.8 | C25—C24—C23 | 117.0 (5) |
H3C—C3'—H3D | 108.3 | C25—C24—C27 | 123.6 (6) |
C3'—C4'—H4D | 109.5 | C23—C24—C27 | 119.4 (6) |
C3'—C4'—H4E | 109.5 | C26—C25—C24 | 122.8 (5) |
H4D—C4'—H4E | 109.5 | C26—C25—H25 | 118.6 |
C3'—C4'—H4F | 109.5 | C24—C25—H25 | 118.6 |
H4D—C4'—H4F | 109.5 | C25—C26—C21 | 120.4 (5) |
H4E—C4'—H4F | 109.5 | C25—C26—H26 | 119.8 |
C6—C5—Sn1 | 117.1 (3) | C21—C26—H26 | 119.8 |
C6—C5—H5A | 108.0 | C24—C27—H27A | 109.5 |
Sn1—C5—H5A | 108.0 | C24—C27—H27B | 109.5 |
C6—C5—H5B | 108.0 | H27A—C27—H27B | 109.5 |
Sn1—C5—H5B | 108.0 | C24—C27—H27C | 109.5 |
H5A—C5—H5B | 107.3 | H27A—C27—H27C | 109.5 |
C5—C6—C7 | 117.2 (8) | H27B—C27—H27C | 109.5 |
C5—C6—C7' | 103.5 (7) | O6—C28—O5 | 124.2 (4) |
C5—C6—H6A | 108.0 | O6—C28—C29 | 117.9 (4) |
C7—C6—H6A | 108.0 | O5—C28—C29 | 117.8 (4) |
C7'—C6—H6A | 85.8 | C30—C29—C28 | 113.4 (4) |
C5—C6—H6B | 108.0 | C30—C29—H29A | 108.9 |
C7—C6—H6B | 108.0 | C28—C29—H29A | 108.9 |
C7'—C6—H6B | 139.6 | C30—C29—H29B | 108.9 |
H6A—C6—H6B | 107.2 | C28—C29—H29B | 108.9 |
C8—C7—C6 | 106.9 (10) | H29A—C29—H29B | 107.7 |
C8—C7—H7A | 110.3 | C31—C30—C29 | 113.8 (4) |
C6—C7—H7A | 110.3 | C31—C30—H30A | 108.8 |
C8—C7—H7B | 110.3 | C29—C30—H30A | 108.8 |
C6—C7—H7B | 110.3 | C31—C30—H30B | 108.8 |
H7A—C7—H7B | 108.6 | C29—C30—H30B | 108.8 |
C7—C8—H8A | 109.5 | H30A—C30—H30B | 107.7 |
C7—C8—H8B | 109.5 | O7—C31—C30 | 120.3 (5) |
H8A—C8—H8B | 109.5 | O7—C31—C32 | 120.1 (5) |
C7—C8—H8C | 109.5 | C30—C31—C32 | 119.5 (5) |
H8A—C8—H8C | 109.5 | C33—C32—C37 | 117.8 (5) |
H8B—C8—H8C | 109.5 | C33—C32—C31 | 117.7 (4) |
C8'—C7'—C6 | 111.8 (11) | C37—C32—C31 | 124.5 (4) |
C8'—C7'—H7C | 109.3 | C32—C33—C34 | 120.8 (5) |
C6—C7'—H7C | 109.3 | C32—C33—H33 | 119.6 |
C8'—C7'—H7D | 109.3 | C34—C33—H33 | 119.6 |
C6—C7'—H7D | 109.3 | C35—C34—C33 | 120.6 (5) |
H7C—C7'—H7D | 107.9 | C35—C34—H34 | 119.7 |
C7'—C8'—H8D | 109.5 | C33—C34—H34 | 119.7 |
C7'—C8'—H8E | 109.5 | C36—C35—C34 | 118.3 (5) |
H8D—C8'—H8E | 109.5 | C36—C35—C38 | 121.1 (6) |
C7'—C8'—H8F | 109.5 | C34—C35—C38 | 120.6 (6) |
H8D—C8'—H8F | 109.5 | C35—C36—C37 | 121.1 (5) |
H8E—C8'—H8F | 109.5 | C35—C36—H36 | 119.5 |
C10—C9—Sn2 | 117.9 (4) | C37—C36—H36 | 119.5 |
C10—C9—H9A | 107.8 | C36—C37—C32 | 121.4 (5) |
Sn2—C9—H9A | 107.8 | C36—C37—H37 | 119.3 |
C10—C9—H9B | 107.8 | C32—C37—H37 | 119.3 |
Sn2—C9—H9B | 107.8 | C35—C38—H38A | 109.5 |
H9A—C9—H9B | 107.2 | C35—C38—H38B | 109.5 |
C9—C10—C11 | 116.3 (6) | H38A—C38—H38B | 109.5 |
C9—C10—H10A | 108.2 | C35—C38—H38C | 109.5 |
C11—C10—H10A | 108.2 | H38A—C38—H38C | 109.5 |
C9—C10—H10B | 108.2 | H38B—C38—H38C | 109.5 |
C11—C10—H10B | 108.2 | ||
C9—Sn2—O1—Sn1i | −74.5 (2) | C5—C6—C7'—C8' | 175.7 (19) |
C13—Sn2—O1—Sn1i | 97.9 (3) | C7—C6—C7'—C8' | 56 (2) |
O2—Sn2—O1—Sn1i | −175.2 (2) | O1—Sn2—C9—C10 | −70.5 (5) |
O6i—Sn2—O1—Sn1i | 12.1 (2) | C13—Sn2—C9—C10 | 119.2 (6) |
C9—Sn2—O1—Sn1 | 109.6 (2) | O2—Sn2—C9—C10 | 12.5 (6) |
C13—Sn2—O1—Sn1 | −78.0 (2) | O6i—Sn2—C9—C10 | −160.8 (5) |
O2—Sn2—O1—Sn1 | 8.88 (14) | Sn2—C9—C10—C11 | 174.3 (6) |
O6i—Sn2—O1—Sn1 | −163.82 (16) | C9—C10—C11—C12 | 69.7 (12) |
O1i—Sn1—O1—Sn2 | 177.1 (2) | O1—Sn2—C13—C14 | 177.7 (5) |
C5—Sn1—O1—Sn2 | 66.66 (18) | C9—Sn2—C13—C14 | −12.2 (7) |
C1—Sn1—O1—Sn2 | −76.71 (19) | O2—Sn2—C13—C14 | 99.3 (5) |
O5—Sn1—O1—Sn2 | 159.9 (3) | O6i—Sn2—C13—C14 | −92.6 (6) |
O2—Sn1—O1—Sn2 | −7.65 (12) | Sn2—C13—C14—C15 | −175.4 (6) |
O1i—Sn1—O1—Sn1i | 0.0 | C13—C14—C15—C16 | −177.8 (8) |
C5—Sn1—O1—Sn1i | −110.39 (16) | Sn2—O2—C17—O3 | −13.0 (6) |
C1—Sn1—O1—Sn1i | 106.24 (16) | Sn1—O2—C17—O3 | 171.8 (4) |
O5—Sn1—O1—Sn1i | −17.2 (4) | Sn2—O2—C17—C18 | 167.3 (3) |
O2—Sn1—O1—Sn1i | 175.29 (15) | Sn1—O2—C17—C18 | −7.9 (8) |
O1—Sn2—O2—C17 | 176.3 (3) | O3—C17—C18—C19 | 2.1 (7) |
C9—Sn2—O2—C17 | 67.7 (4) | O2—C17—C18—C19 | −178.1 (4) |
C13—Sn2—O2—C17 | −68.9 (4) | C17—C18—C19—C20 | 68.2 (6) |
O6i—Sn2—O2—C17 | −146.3 (5) | C18—C19—C20—O4 | 18.1 (7) |
O1—Sn2—O2—Sn1 | −6.15 (9) | C18—C19—C20—C21 | −161.1 (4) |
C9—Sn2—O2—Sn1 | −114.78 (18) | O4—C20—C21—C22 | 165.8 (5) |
C13—Sn2—O2—Sn1 | 108.64 (18) | C19—C20—C21—C22 | −15.0 (6) |
O6i—Sn2—O2—Sn1 | 31.2 (6) | O4—C20—C21—C26 | −14.7 (7) |
O1i—Sn1—O2—C17 | −171.0 (5) | C19—C20—C21—C26 | 164.6 (4) |
C5—Sn1—O2—C17 | 78.4 (6) | C26—C21—C22—C23 | 0.6 (7) |
C1—Sn1—O2—C17 | −68.1 (6) | C20—C21—C22—C23 | −179.9 (4) |
O1—Sn1—O2—C17 | −178.1 (6) | C21—C22—C23—C24 | −1.7 (8) |
O5—Sn1—O2—C17 | 6.5 (6) | C22—C23—C24—C25 | 1.2 (8) |
O1i—Sn1—O2—Sn2 | 13.3 (2) | C22—C23—C24—C27 | −179.9 (5) |
C5—Sn1—O2—Sn2 | −97.26 (17) | C23—C24—C25—C26 | 0.3 (8) |
C1—Sn1—O2—Sn2 | 116.24 (18) | C27—C24—C25—C26 | −178.5 (5) |
O1—Sn1—O2—Sn2 | 6.22 (9) | C24—C25—C26—C21 | −1.4 (8) |
O5—Sn1—O2—Sn2 | −169.13 (11) | C22—C21—C26—C25 | 0.9 (7) |
O1i—Sn1—O5—C28 | 38.5 (4) | C20—C21—C26—C25 | −178.7 (5) |
C5—Sn1—O5—C28 | 150.3 (4) | Sn2i—O6—C28—O5 | −21.4 (7) |
C1—Sn1—O5—C28 | −70.0 (4) | Sn2i—O6—C28—C29 | 162.6 (3) |
O1—Sn1—O5—C28 | 55.1 (6) | Sn1—O5—C28—O6 | −26.8 (7) |
O2—Sn1—O5—C28 | −139.9 (4) | Sn1—O5—C28—C29 | 149.2 (3) |
O1i—Sn1—C1—C2 | −22.3 (5) | O6—C28—C29—C30 | −169.7 (5) |
C5—Sn1—C1—C2 | 143.4 (5) | O5—C28—C29—C30 | 14.1 (6) |
O1—Sn1—C1—C2 | −100.8 (5) | C28—C29—C30—C31 | −70.3 (6) |
O5—Sn1—C1—C2 | 65.5 (5) | C29—C30—C31—O7 | −36.7 (6) |
O2—Sn1—C1—C2 | −161.0 (5) | C29—C30—C31—C32 | 146.6 (4) |
Sn1—C1—C2—C3' | 156.3 (15) | O7—C31—C32—C33 | −18.5 (6) |
Sn1—C1—C2—C3 | −169.2 (7) | C30—C31—C32—C33 | 158.2 (4) |
C1—C2—C3—C4 | −79.6 (15) | O7—C31—C32—C37 | 161.3 (5) |
C3'—C2—C3—C4 | 23 (3) | C30—C31—C32—C37 | −22.1 (6) |
C1—C2—C3'—C4' | 59 (4) | C37—C32—C33—C34 | 0.0 (7) |
C3—C2—C3'—C4' | −34 (4) | C31—C32—C33—C34 | 179.8 (4) |
O1i—Sn1—C5—C6 | 28.6 (5) | C32—C33—C34—C35 | −1.5 (7) |
C1—Sn1—C5—C6 | −136.9 (5) | C33—C34—C35—C36 | 1.5 (8) |
O1—Sn1—C5—C6 | 105.9 (5) | C33—C34—C35—C38 | −178.0 (5) |
O5—Sn1—C5—C6 | −57.6 (5) | C34—C35—C36—C37 | 0.0 (8) |
O2—Sn1—C5—C6 | 168.3 (5) | C38—C35—C36—C37 | 179.5 (5) |
Sn1—C5—C6—C7 | −158.3 (6) | C35—C36—C37—C32 | −1.5 (8) |
Sn1—C5—C6—C7' | 169.4 (10) | C33—C32—C37—C36 | 1.5 (7) |
C5—C6—C7—C8 | −90.0 (15) | C31—C32—C37—C36 | −178.2 (5) |
C7'—C6—C7—C8 | −18.0 (17) |
Symmetry code: (i) −x+1, −y+1, −z. |