The crystal structure of the title compound, [Sn(C4H9)2(C15H9Cl2O2)2], has a highly distorted octahedral geometry that may be best described as a skew-trapezoid planar geometry with two additional axial ligands. The carboxylate ligands are asymmetrically coordinated to the Sn atoms, with short Sn—O covalent bonds [mean 2.098 (6) Å] and long dative bonds [mean 2.602 (12) Å]. The mean Sn—C distance for the n-butyl groups is 2.117 (13) Å, with a C—Sn—C angle of 139.18 (18)°.
Supporting information
CCDC reference: 248742
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.007 Å
- R factor = 0.047
- wR factor = 0.138
- Data-to-parameter ratio = 19.4
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT241_ALERT_2_A Check High U(eq) as Compared to Neighbors .... C6
| Author Response: Disordered n-Buty group.
|
PLAT305_ALERT_2_A Isolated Hydrogen Atom (Outside Bond Range ??) <H7'1
| Author Response: Disordered C-atoms are responsible for this statement.
|
PLAT305_ALERT_2_A Isolated Hydrogen Atom (Outside Bond Range ??) <H7'2
| Author Response: Disordered C-atoms are responsible for this statement.
|
PLAT305_ALERT_2_A Isolated Hydrogen Atom (Outside Bond Range ??) <H8'1
| Author Response: Disordered C-atoms are responsible for this statement.
|
PLAT305_ALERT_2_A Isolated Hydrogen Atom (Outside Bond Range ??) <H8'2
| Author Response: Disordered C-atoms are responsible for this statement.
|
PLAT305_ALERT_2_A Isolated Hydrogen Atom (Outside Bond Range ??) <H8'3
| Author Response: Disordered C-atoms are responsible for this statement.
|
PLAT411_ALERT_2_A Short Inter H...H Contact H1A .. H8'2 .. 1.34 Ang.
PLAT411_ALERT_2_A Short Inter H...H Contact H3A .. H8'1 .. 1.18 Ang.
PLAT432_ALERT_2_A Short Inter X...Y Contact C1 .. C8' .. 2.89 Ang.
| Author Response: The primed atom is from the minor component of the disordered
n-butyl group. It is possible that the free refinement of this group has
allowed the group to refine so that is is close to other atoms. The
occupancy of this minor component is only around 20% therefore the position
of the minor component is determined less precisely than the major
component.
|
PLAT432_ALERT_2_A Short Inter X...Y Contact C3 .. C8' .. 2.80 Ang.
| Author Response: The primed atom is from the minor component of the disordered
n-butyl group. It is possible that the free refinement of this group has
allowed the group to refine so that is is close to other atoms. The
occupancy of this minor component is only around 20% therefore the position
of the minor component is determined less precisely than the major
component.
|
Alert level B
PLAT242_ALERT_2_B Check Low U(eq) as Compared to Neighbors .... C7
PLAT242_ALERT_2_B Check Low U(eq) as Compared to Neighbors .... C7'
Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.07 Ratio
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.29 Ratio
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... Sn1
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C5
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C15
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C21
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C30
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C36
PLAT301_ALERT_3_C Main Residue Disorder ......................... 6.00 Perc.
PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C3 - C4 ... 1.40 Ang.
PLAT410_ALERT_2_C Short Intra H...H Contact H17 .. H8'3 .. 1.91 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 7
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1
C38.01 H36 Cl4 O4 Sn
10 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
16 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
21 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
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Hooft, 1998); cell refinement: HKL DENZO (Otwinowski & Minor, 1997); data reduction: HKL 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).
Bis[2,3-bis(4-chlorophenyl)propenoato-
κ2O:
O']di-n-butyltin(IV)
top
Crystal data top
[Sn(C4H9)2(C15H9Cl2O2)2] | F(000) = 1656 |
Mr = 817.16 | Dx = 1.432 Mg m−3 |
Monoclinic, P21/c | Melting point: 379-381 K K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 11.877 (2) Å | Cell parameters from 16543 reflections |
b = 21.552 (3) Å | θ = 3.2–27.5° |
c = 14.817 (2) Å | µ = 0.99 mm−1 |
β = 91.696 (7)° | T = 295 K |
V = 3791.1 (10) Å3 | Block, colorless |
Z = 4 | 0.12 × 0.11 × 0.10 mm |
Data collection top
Nonius KappaCCD diffractometer | 8637 independent reflections |
Radiation source: fine-focus sealed tube | 5271 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ω and φ scans | θmax = 27.5°, θmin = 3.2° |
Absorption correction: multi-scan (SORTAV; Blessing, 1997) | h = −15→15 |
Tmin = 0.890, Tmax = 0.907 | k = −25→27 |
16543 measured reflections | l = −19→19 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
wR(F2) = 0.138 | w = 1/[σ2(Fo2) + (0.065P)2 + 1.86P] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.020 |
8637 reflections | Δρmax = 0.96 e Å−3 |
445 parameters | Δρmin = −0.61 e Å−3 |
4 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0013 (3) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Sn1 | 0.11161 (2) | 0.404182 (12) | −0.032922 (17) | 0.05983 (13) | |
Cl1 | 0.01424 (18) | 0.79137 (6) | −0.24056 (10) | 0.1272 (6) | |
Cl2 | 0.20155 (15) | 0.55710 (8) | −0.71828 (8) | 0.1151 (5) | |
Cl3 | 0.5122 (14) | 0.1529 (4) | 0.3536 (8) | 0.125 (3) | 0.57 (4) |
Cl3' | 0.559 (3) | 0.178 (2) | 0.3346 (10) | 0.175 (10) | 0.43 (4) |
Cl4 | 0.56336 (15) | −0.01017 (8) | −0.20322 (12) | 0.1271 (6) | |
O1 | 0.1253 (3) | 0.42651 (13) | −0.17042 (17) | 0.0688 (7) | |
O2 | 0.0327 (2) | 0.50347 (12) | −0.11038 (17) | 0.0664 (7) | |
O3 | 0.2083 (3) | 0.32843 (13) | −0.07302 (19) | 0.0777 (8) | |
O4 | 0.2064 (3) | 0.32226 (14) | 0.0749 (2) | 0.0845 (9) | |
C1 | −0.0529 (4) | 0.3696 (2) | −0.0206 (3) | 0.0793 (12) | |
H1A | −0.0856 | 0.3900 | 0.0308 | 0.095* | |
H1B | −0.0964 | 0.3825 | −0.0738 | 0.095* | |
C2 | −0.0695 (5) | 0.3017 (2) | −0.0095 (3) | 0.0886 (14) | |
H2A | −0.0348 | 0.2886 | 0.0474 | 0.106* | |
H2B | −0.0326 | 0.2800 | −0.0577 | 0.106* | |
C3 | −0.1987 (5) | 0.2839 (3) | −0.0111 (5) | 0.123 (2) | |
H3A | −0.2360 | 0.3081 | 0.0343 | 0.147* | |
H3B | −0.2318 | 0.2951 | −0.0695 | 0.147* | |
C4 | −0.2197 (7) | 0.2208 (3) | 0.0045 (6) | 0.167 (3) | |
H4A | −0.1762 | 0.1961 | −0.0356 | 0.250* | |
H4B | −0.2984 | 0.2124 | −0.0061 | 0.250* | |
H4C | −0.1990 | 0.2108 | 0.0659 | 0.250* | |
C5 | 0.2250 (4) | 0.4661 (2) | 0.0351 (3) | 0.0782 (12) | |
H5A | 0.1822 | 0.4963 | 0.0685 | 0.094* | |
H5B | 0.2714 | 0.4429 | 0.0782 | 0.094* | |
C6 | 0.3049 (6) | 0.5019 (3) | −0.0333 (4) | 0.141 (3) | |
H6A | 0.3586 | 0.4731 | −0.0581 | 0.170* | 0.784 (12) |
H6B | 0.2599 | 0.5192 | −0.0829 | 0.170* | 0.784 (12) |
C7 | 0.3666 (6) | 0.5531 (4) | 0.0164 (5) | 0.097 (2) | 0.784 (12) |
H7A | 0.4185 | 0.5355 | 0.0613 | 0.116* | 0.784 (12) |
H7B | 0.3133 | 0.5792 | 0.0472 | 0.116* | 0.784 (12) |
C8 | 0.4307 (10) | 0.5913 (4) | −0.0511 (7) | 0.149 (4) | 0.784 (12) |
H8A | 0.3790 | 0.6077 | −0.0961 | 0.224* | 0.784 (12) |
H8B | 0.4852 | 0.5656 | −0.0796 | 0.224* | 0.784 (12) |
H8C | 0.4686 | 0.6249 | −0.0203 | 0.224* | 0.784 (12) |
H6'1 | 0.3769 | 0.4856 | −0.0116 | 0.170* | 0.216 (12) |
H6'2 | 0.2879 | 0.4777 | −0.0872 | 0.170* | 0.216 (12) |
C7' | 0.3464 (16) | 0.5599 (7) | −0.0779 (18) | 0.097 (2) | 0.22 |
H7'1 | 0.3701 | 0.5505 | −0.1385 | 0.116* | 0.216 (12) |
H7'2 | 0.4105 | 0.5765 | −0.0438 | 0.116* | 0.216 (12) |
C8' | 0.252 (3) | 0.6072 (8) | −0.082 (2) | 0.149 (4) | 0.22 |
H8'1 | 0.2801 | 0.6468 | −0.0622 | 0.224* | 0.216 (12) |
H8'2 | 0.1929 | 0.5942 | −0.0430 | 0.224* | 0.216 (12) |
H8'3 | 0.2224 | 0.6105 | −0.1427 | 0.224* | 0.216 (12) |
C9 | 0.0810 (3) | 0.48131 (18) | −0.1761 (2) | 0.0595 (9) | |
C10 | 0.0924 (3) | 0.51641 (18) | −0.2619 (2) | 0.0565 (9) | |
C11 | 0.1280 (3) | 0.48578 (19) | −0.3345 (2) | 0.0633 (10) | |
H11 | 0.1456 | 0.4443 | −0.3241 | 0.076* | |
C12 | 0.0709 (3) | 0.58447 (17) | −0.2578 (2) | 0.0544 (9) | |
C13 | −0.0351 (4) | 0.60873 (19) | −0.2461 (3) | 0.0680 (11) | |
H13 | −0.0959 | 0.5819 | −0.2406 | 0.082* | |
C14 | −0.0530 (5) | 0.6721 (2) | −0.2423 (3) | 0.0818 (13) | |
H14 | −0.1254 | 0.6876 | −0.2361 | 0.098* | |
C15 | 0.0355 (6) | 0.7112 (2) | −0.2475 (3) | 0.0834 (14) | |
C16 | 0.1431 (5) | 0.6889 (2) | −0.2577 (4) | 0.0928 (15) | |
H16 | 0.2037 | 0.7161 | −0.2608 | 0.111* | |
C17 | 0.1598 (4) | 0.6253 (2) | −0.2634 (3) | 0.0777 (12) | |
H17 | 0.2321 | 0.6100 | −0.2711 | 0.093* | |
C18 | 0.1440 (4) | 0.50660 (19) | −0.4278 (2) | 0.0631 (10) | |
C19 | 0.0952 (4) | 0.5599 (2) | −0.4662 (3) | 0.0759 (12) | |
H19 | 0.0498 | 0.5852 | −0.4316 | 0.091* | |
C20 | 0.1137 (4) | 0.5753 (2) | −0.5547 (3) | 0.0822 (14) | |
H20 | 0.0817 | 0.6110 | −0.5795 | 0.099* | |
C21 | 0.1796 (4) | 0.5377 (2) | −0.6062 (3) | 0.0773 (12) | |
C22 | 0.2255 (4) | 0.4848 (3) | −0.5720 (3) | 0.0871 (14) | |
H22 | 0.2684 | 0.4591 | −0.6079 | 0.105* | |
C23 | 0.2074 (4) | 0.4696 (2) | −0.4830 (3) | 0.0781 (13) | |
H23 | 0.2390 | 0.4333 | −0.4595 | 0.094* | |
C24 | 0.2388 (4) | 0.30191 (19) | 0.0022 (3) | 0.0697 (11) | |
C25 | 0.3133 (3) | 0.24625 (18) | −0.0012 (3) | 0.0619 (10) | |
C26 | 0.3290 (4) | 0.21903 (19) | −0.0810 (3) | 0.0709 (11) | |
H26 | 0.2930 | 0.2391 | −0.1294 | 0.085* | |
C27 | 0.3661 (4) | 0.22660 (18) | 0.0863 (3) | 0.0627 (10) | |
C28 | 0.3061 (4) | 0.19314 (19) | 0.1484 (3) | 0.0702 (11) | |
H28 | 0.2306 | 0.1842 | 0.1359 | 0.084* | |
C29 | 0.3552 (6) | 0.1728 (2) | 0.2281 (3) | 0.0960 (17) | |
H29 | 0.3137 | 0.1500 | 0.2688 | 0.115* | |
C30 | 0.4636 (7) | 0.1862 (3) | 0.2466 (4) | 0.111 (2) | |
C31 | 0.5257 (5) | 0.2203 (3) | 0.1894 (5) | 0.116 (2) | |
H31 | 0.6004 | 0.2298 | 0.2042 | 0.140* | |
C32 | 0.4764 (5) | 0.2414 (3) | 0.1074 (4) | 0.0978 (16) | |
H32 | 0.5181 | 0.2650 | 0.0679 | 0.117* | |
C33 | 0.3918 (4) | 0.16379 (18) | −0.1068 (3) | 0.0657 (10) | |
C34 | 0.3827 (4) | 0.1455 (2) | −0.1964 (3) | 0.0777 (13) | |
H34 | 0.3407 | 0.1696 | −0.2371 | 0.093* | |
C35 | 0.4347 (4) | 0.0922 (2) | −0.2266 (3) | 0.0864 (14) | |
H35 | 0.4254 | 0.0798 | −0.2864 | 0.104* | |
C36 | 0.5003 (4) | 0.0579 (2) | −0.1670 (3) | 0.0818 (13) | |
C37 | 0.5146 (4) | 0.0757 (2) | −0.0785 (3) | 0.0830 (13) | |
H37 | 0.5606 | 0.0528 | −0.0390 | 0.100* | |
C38 | 0.4598 (4) | 0.1280 (2) | −0.0488 (3) | 0.0762 (12) | |
H38 | 0.4685 | 0.1397 | 0.0114 | 0.091* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sn1 | 0.0729 (2) | 0.05692 (19) | 0.04976 (17) | 0.00665 (13) | 0.00289 (12) | 0.00331 (11) |
Cl1 | 0.227 (2) | 0.0589 (7) | 0.0964 (10) | 0.0131 (9) | 0.0128 (11) | −0.0041 (7) |
Cl2 | 0.1561 (14) | 0.1331 (13) | 0.0573 (7) | −0.0068 (10) | 0.0230 (7) | 0.0154 (7) |
Cl3 | 0.168 (5) | 0.128 (5) | 0.079 (3) | 0.040 (3) | −0.022 (4) | 0.0082 (19) |
Cl3' | 0.171 (12) | 0.275 (19) | 0.077 (4) | 0.100 (14) | −0.040 (5) | 0.007 (7) |
Cl4 | 0.1329 (13) | 0.1149 (12) | 0.1337 (13) | 0.0534 (10) | 0.0056 (10) | −0.0415 (10) |
O1 | 0.097 (2) | 0.0579 (16) | 0.0518 (14) | 0.0127 (15) | 0.0025 (14) | 0.0041 (12) |
O2 | 0.0820 (19) | 0.0669 (17) | 0.0505 (14) | 0.0063 (14) | 0.0061 (13) | 0.0030 (12) |
O3 | 0.103 (2) | 0.0672 (18) | 0.0636 (17) | 0.0243 (16) | 0.0100 (15) | 0.0120 (14) |
O4 | 0.109 (3) | 0.079 (2) | 0.0669 (18) | 0.0313 (18) | 0.0242 (17) | 0.0091 (15) |
C1 | 0.087 (3) | 0.072 (3) | 0.079 (3) | −0.006 (2) | 0.007 (2) | −0.011 (2) |
C2 | 0.111 (4) | 0.077 (3) | 0.079 (3) | −0.011 (3) | 0.005 (3) | 0.005 (2) |
C3 | 0.110 (5) | 0.083 (4) | 0.176 (6) | −0.014 (3) | 0.004 (4) | −0.012 (4) |
C4 | 0.173 (8) | 0.110 (6) | 0.220 (9) | −0.016 (5) | 0.041 (7) | 0.011 (6) |
C5 | 0.091 (3) | 0.078 (3) | 0.065 (3) | −0.004 (3) | −0.007 (2) | 0.002 (2) |
C6 | 0.162 (7) | 0.124 (5) | 0.135 (5) | −0.054 (5) | −0.054 (5) | 0.009 (4) |
C7 | 0.081 (5) | 0.109 (6) | 0.102 (5) | −0.009 (4) | 0.010 (4) | −0.007 (4) |
C8 | 0.183 (10) | 0.114 (7) | 0.155 (8) | −0.017 (6) | 0.073 (7) | 0.012 (5) |
C6' | 0.162 (7) | 0.124 (5) | 0.135 (5) | −0.054 (5) | −0.054 (5) | 0.009 (4) |
C7' | 0.081 (5) | 0.109 (6) | 0.102 (5) | −0.009 (4) | 0.010 (4) | −0.007 (4) |
C8' | 0.183 (10) | 0.114 (7) | 0.155 (8) | −0.017 (6) | 0.073 (7) | 0.012 (5) |
C9 | 0.069 (3) | 0.061 (2) | 0.049 (2) | −0.0015 (19) | −0.0032 (18) | 0.0003 (18) |
C10 | 0.063 (2) | 0.060 (2) | 0.0461 (19) | −0.0026 (18) | −0.0015 (16) | −0.0003 (17) |
C11 | 0.077 (3) | 0.062 (2) | 0.052 (2) | 0.007 (2) | 0.0028 (18) | 0.0044 (18) |
C12 | 0.067 (3) | 0.055 (2) | 0.0412 (18) | −0.0018 (18) | 0.0020 (16) | 0.0017 (15) |
C13 | 0.076 (3) | 0.065 (3) | 0.063 (2) | 0.004 (2) | 0.008 (2) | 0.0062 (19) |
C14 | 0.102 (4) | 0.071 (3) | 0.073 (3) | 0.017 (3) | 0.014 (3) | 0.006 (2) |
C15 | 0.136 (5) | 0.062 (3) | 0.053 (2) | 0.003 (3) | 0.006 (3) | −0.001 (2) |
C16 | 0.103 (4) | 0.072 (3) | 0.103 (4) | −0.023 (3) | −0.004 (3) | −0.005 (3) |
C17 | 0.077 (3) | 0.068 (3) | 0.088 (3) | −0.008 (2) | 0.003 (2) | −0.002 (2) |
C18 | 0.075 (3) | 0.065 (2) | 0.049 (2) | 0.001 (2) | 0.0008 (18) | −0.0022 (18) |
C19 | 0.106 (4) | 0.071 (3) | 0.051 (2) | 0.017 (2) | 0.003 (2) | −0.004 (2) |
C20 | 0.120 (4) | 0.072 (3) | 0.055 (2) | 0.010 (3) | 0.006 (2) | 0.008 (2) |
C21 | 0.091 (3) | 0.091 (3) | 0.051 (2) | −0.008 (3) | 0.008 (2) | 0.002 (2) |
C22 | 0.101 (4) | 0.103 (4) | 0.059 (3) | 0.017 (3) | 0.017 (2) | −0.005 (2) |
C23 | 0.095 (3) | 0.079 (3) | 0.061 (2) | 0.020 (3) | 0.009 (2) | 0.001 (2) |
C24 | 0.079 (3) | 0.059 (2) | 0.072 (3) | 0.011 (2) | 0.016 (2) | 0.009 (2) |
C25 | 0.072 (3) | 0.055 (2) | 0.059 (2) | 0.0080 (19) | 0.0154 (19) | 0.0101 (18) |
C26 | 0.088 (3) | 0.062 (2) | 0.063 (2) | 0.015 (2) | 0.008 (2) | 0.015 (2) |
C27 | 0.071 (3) | 0.054 (2) | 0.064 (2) | 0.0095 (19) | 0.011 (2) | −0.0023 (18) |
C28 | 0.086 (3) | 0.064 (2) | 0.061 (2) | 0.009 (2) | 0.003 (2) | 0.001 (2) |
C29 | 0.140 (5) | 0.085 (4) | 0.063 (3) | 0.037 (4) | 0.013 (3) | 0.008 (2) |
C30 | 0.135 (6) | 0.115 (5) | 0.080 (4) | 0.054 (4) | −0.026 (4) | −0.021 (3) |
C31 | 0.082 (4) | 0.129 (5) | 0.136 (6) | 0.011 (4) | −0.035 (4) | −0.034 (5) |
C32 | 0.081 (4) | 0.102 (4) | 0.110 (4) | −0.010 (3) | 0.004 (3) | −0.009 (3) |
C33 | 0.077 (3) | 0.057 (2) | 0.064 (2) | 0.005 (2) | 0.011 (2) | 0.0055 (19) |
C34 | 0.092 (3) | 0.086 (3) | 0.056 (2) | 0.019 (3) | 0.019 (2) | 0.006 (2) |
C35 | 0.097 (4) | 0.101 (4) | 0.062 (3) | 0.018 (3) | 0.019 (2) | −0.007 (2) |
C36 | 0.075 (3) | 0.082 (3) | 0.089 (3) | 0.016 (2) | 0.017 (3) | −0.018 (3) |
C37 | 0.086 (3) | 0.076 (3) | 0.087 (3) | 0.022 (3) | −0.002 (3) | −0.005 (3) |
C38 | 0.089 (3) | 0.071 (3) | 0.069 (3) | 0.016 (2) | 0.004 (2) | −0.008 (2) |
Geometric parameters (Å, º) top
Sn1—O3 | 2.092 (3) | C11—C18 | 1.471 (5) |
Sn1—O1 | 2.104 (3) | C11—H11 | 0.9300 |
Sn1—C1 | 2.104 (5) | C12—C13 | 1.379 (6) |
Sn1—C5 | 2.129 (4) | C12—C17 | 1.380 (6) |
Sn1—O2 | 2.590 (3) | C13—C14 | 1.383 (6) |
Sn1—O4 | 2.614 (3) | C13—H13 | 0.9300 |
Cl1—C15 | 1.750 (5) | C14—C15 | 1.351 (7) |
Cl2—C21 | 1.740 (4) | C14—H14 | 0.9300 |
Cl3—C30 | 1.819 (10) | C15—C16 | 1.379 (7) |
Cl3'—C30 | 1.710 (11) | C16—C17 | 1.387 (7) |
Cl4—C36 | 1.739 (5) | C16—H16 | 0.9300 |
O1—C9 | 1.294 (5) | C17—H17 | 0.9300 |
O2—C9 | 1.240 (4) | C18—C23 | 1.382 (6) |
O3—C24 | 1.295 (5) | C18—C19 | 1.401 (6) |
O4—C24 | 1.234 (5) | C19—C20 | 1.376 (6) |
C1—C2 | 1.486 (6) | C19—H19 | 0.9300 |
C1—H1A | 0.9700 | C20—C21 | 1.373 (7) |
C1—H1B | 0.9700 | C20—H20 | 0.9300 |
C2—C3 | 1.581 (8) | C21—C22 | 1.356 (7) |
C2—H2A | 0.9700 | C22—C23 | 1.382 (6) |
C2—H2B | 0.9700 | C22—H22 | 0.9300 |
C3—C4 | 1.402 (8) | C23—H23 | 0.9300 |
C3—H3A | 0.9700 | C24—C25 | 1.492 (5) |
C3—H3B | 0.9700 | C25—C26 | 1.337 (6) |
C4—H4A | 0.9600 | C25—C27 | 1.486 (5) |
C4—H4B | 0.9600 | C26—C33 | 1.462 (6) |
C4—H4C | 0.9600 | C26—H26 | 0.9300 |
C5—C6 | 1.607 (6) | C27—C32 | 1.376 (6) |
C5—H5A | 0.9700 | C27—C28 | 1.384 (6) |
C5—H5B | 0.9700 | C28—C29 | 1.373 (6) |
C6—C7 | 1.505 (8) | C28—H28 | 0.9300 |
C6—H6A | 0.9700 | C29—C30 | 1.341 (9) |
C6—H6B | 0.9700 | C29—H29 | 0.9300 |
C7—C8 | 1.519 (10) | C30—C31 | 1.356 (9) |
C7—H7A | 0.9700 | C31—C32 | 1.407 (8) |
C7—H7B | 0.9700 | C31—H31 | 0.9300 |
C8—H8A | 0.9600 | C32—H32 | 0.9300 |
C8—H8B | 0.9600 | C33—C34 | 1.385 (6) |
C8—H8C | 0.9600 | C33—C38 | 1.395 (6) |
C7'—C8' | 1.517 (10) | C34—C35 | 1.384 (6) |
C7'—H7'1 | 0.9700 | C34—H34 | 0.9300 |
C7'—H7'2 | 0.9700 | C35—C36 | 1.376 (7) |
C8'—H8'1 | 0.9600 | C35—H35 | 0.9300 |
C8'—H8'2 | 0.9600 | C36—C37 | 1.372 (7) |
C8'—H8'3 | 0.9600 | C37—C38 | 1.381 (6) |
C9—C10 | 1.489 (5) | C37—H37 | 0.9300 |
C10—C11 | 1.342 (5) | C38—H38 | 0.9300 |
C10—C12 | 1.491 (5) | | |
| | | |
O3—Sn1—O1 | 81.07 (11) | C17—C12—C10 | 119.6 (4) |
O3—Sn1—C1 | 105.52 (15) | C12—C13—C14 | 121.4 (4) |
O1—Sn1—C1 | 105.29 (16) | C12—C13—H13 | 119.3 |
O3—Sn1—C5 | 106.19 (17) | C14—C13—H13 | 119.3 |
O1—Sn1—C5 | 104.44 (14) | C15—C14—C13 | 119.5 (5) |
C1—Sn1—C5 | 139.18 (18) | C15—C14—H14 | 120.2 |
O3—Sn1—O2 | 135.49 (9) | C13—C14—H14 | 120.2 |
O1—Sn1—O2 | 54.51 (9) | C14—C15—C16 | 121.0 (5) |
C1—Sn1—O2 | 90.35 (15) | C14—C15—Cl1 | 120.0 (5) |
C5—Sn1—O2 | 84.70 (14) | C16—C15—Cl1 | 119.1 (4) |
O3—Sn1—O4 | 54.29 (10) | C15—C16—C17 | 119.0 (5) |
O1—Sn1—O4 | 134.59 (10) | C15—C16—H16 | 120.5 |
C1—Sn1—O4 | 95.29 (15) | C17—C16—H16 | 120.5 |
C5—Sn1—O4 | 83.04 (15) | C12—C17—C16 | 121.1 (5) |
O2—Sn1—O4 | 166.53 (9) | C12—C17—H17 | 119.5 |
C9—O1—Sn1 | 103.2 (2) | C16—C17—H17 | 119.5 |
C9—O2—Sn1 | 82.0 (2) | C23—C18—C19 | 117.4 (4) |
C24—O3—Sn1 | 104.0 (2) | C23—C18—C11 | 117.9 (4) |
C24—O4—Sn1 | 81.2 (2) | C19—C18—C11 | 124.7 (4) |
C2—C1—Sn1 | 119.0 (4) | C20—C19—C18 | 120.6 (4) |
C2—C1—H1A | 107.6 | C20—C19—H19 | 119.7 |
Sn1—C1—H1A | 107.6 | C18—C19—H19 | 119.7 |
C2—C1—H1B | 107.6 | C21—C20—C19 | 119.8 (4) |
Sn1—C1—H1B | 107.6 | C21—C20—H20 | 120.1 |
H1A—C1—H1B | 107.0 | C19—C20—H20 | 120.1 |
C1—C2—C3 | 111.7 (5) | C22—C21—C20 | 121.2 (4) |
C1—C2—H2A | 109.3 | C22—C21—Cl2 | 119.2 (4) |
C3—C2—H2A | 109.3 | C20—C21—Cl2 | 119.6 (4) |
C1—C2—H2B | 109.3 | C21—C22—C23 | 119.0 (4) |
C3—C2—H2B | 109.3 | C21—C22—H22 | 120.5 |
H2A—C2—H2B | 107.9 | C23—C22—H22 | 120.5 |
C4—C3—C2 | 114.3 (6) | C22—C23—C18 | 122.0 (4) |
C4—C3—H3A | 108.7 | C22—C23—H23 | 119.0 |
C2—C3—H3A | 108.7 | C18—C23—H23 | 119.0 |
C4—C3—H3B | 108.7 | O4—C24—O3 | 120.5 (4) |
C2—C3—H3B | 108.7 | O4—C24—C25 | 121.1 (4) |
H3A—C3—H3B | 107.6 | O3—C24—C25 | 118.4 (4) |
C3—C4—H4A | 109.5 | C26—C25—C27 | 125.5 (4) |
C3—C4—H4B | 109.5 | C26—C25—C24 | 118.8 (4) |
H4A—C4—H4B | 109.5 | C27—C25—C24 | 115.7 (3) |
C3—C4—H4C | 109.5 | C25—C26—C33 | 132.4 (4) |
H4A—C4—H4C | 109.5 | C25—C26—H26 | 113.8 |
H4B—C4—H4C | 109.5 | C33—C26—H26 | 113.8 |
C6—C5—Sn1 | 112.3 (3) | C32—C27—C28 | 118.4 (4) |
C6—C5—H5A | 109.2 | C32—C27—C25 | 120.5 (4) |
Sn1—C5—H5A | 109.2 | C28—C27—C25 | 121.1 (4) |
C6—C5—H5B | 109.2 | C29—C28—C27 | 121.6 (5) |
Sn1—C5—H5B | 109.2 | C29—C28—H28 | 119.2 |
H5A—C5—H5B | 107.9 | C27—C28—H28 | 119.2 |
C7—C6—C5 | 109.3 (5) | C30—C29—C28 | 119.2 (6) |
C7—C6—H6A | 109.8 | C30—C29—H29 | 120.4 |
C5—C6—H6A | 109.8 | C28—C29—H29 | 120.4 |
C7—C6—H6B | 109.8 | C29—C30—C31 | 121.8 (6) |
C5—C6—H6B | 109.8 | C29—C30—Cl3' | 138.1 (18) |
H6A—C6—H6B | 108.3 | C31—C30—Cl3' | 99.9 (19) |
C6—C7—C8 | 108.8 (6) | C29—C30—Cl3 | 111.7 (9) |
C6—C7—H7A | 109.9 | C31—C30—Cl3 | 126.5 (9) |
C8—C7—H7A | 109.9 | C30—C31—C32 | 119.6 (6) |
C6—C7—H7B | 109.9 | C30—C31—H31 | 120.2 |
C8—C7—H7B | 109.9 | C32—C31—H31 | 120.2 |
H7A—C7—H7B | 108.3 | C27—C32—C31 | 119.4 (6) |
C8'—C7'—H7'1 | 109.9 | C27—C32—H32 | 120.3 |
C8'—C7'—H7'2 | 109.9 | C31—C32—H32 | 120.3 |
H7'1—C7'—H7'2 | 108.3 | C34—C33—C38 | 117.4 (4) |
C7'—C8'—H8'1 | 109.5 | C34—C33—C26 | 117.2 (4) |
C7'—C8'—H8'2 | 109.5 | C38—C33—C26 | 125.4 (4) |
H8'1—C8'—H8'2 | 109.5 | C35—C34—C33 | 121.5 (4) |
C7'—C8'—H8'3 | 109.5 | C35—C34—H34 | 119.2 |
H8'1—C8'—H8'3 | 109.5 | C33—C34—H34 | 119.2 |
H8'2—C8'—H8'3 | 109.5 | C36—C35—C34 | 119.2 (4) |
O2—C9—O1 | 119.8 (3) | C36—C35—H35 | 120.4 |
O2—C9—C10 | 122.0 (4) | C34—C35—H35 | 120.4 |
O1—C9—C10 | 118.1 (3) | C37—C36—C35 | 120.9 (4) |
C11—C10—C9 | 118.3 (4) | C37—C36—Cl4 | 119.3 (4) |
C11—C10—C12 | 125.1 (3) | C35—C36—Cl4 | 119.8 (4) |
C9—C10—C12 | 116.5 (3) | C36—C37—C38 | 119.2 (5) |
C10—C11—C18 | 131.0 (4) | C36—C37—H37 | 120.4 |
C10—C11—H11 | 114.5 | C38—C37—H37 | 120.4 |
C18—C11—H11 | 114.5 | C37—C38—C33 | 121.6 (4) |
C13—C12—C17 | 118.0 (4) | C37—C38—H38 | 119.2 |
C13—C12—C10 | 122.4 (4) | C33—C38—H38 | 119.2 |
| | | |
O3—Sn1—O1—C9 | −172.9 (3) | Cl1—C15—C16—C17 | −179.9 (4) |
C1—Sn1—O1—C9 | 83.4 (3) | C13—C12—C17—C16 | −0.2 (6) |
C5—Sn1—O1—C9 | −68.3 (3) | C10—C12—C17—C16 | −178.5 (4) |
O2—Sn1—O1—C9 | 4.2 (2) | C15—C16—C17—C12 | −0.9 (8) |
O4—Sn1—O1—C9 | −162.8 (2) | C10—C11—C18—C23 | 164.4 (5) |
O3—Sn1—O2—C9 | −0.1 (3) | C10—C11—C18—C19 | −18.8 (7) |
O1—Sn1—O2—C9 | −4.3 (2) | C23—C18—C19—C20 | −2.2 (7) |
C1—Sn1—O2—C9 | −112.9 (3) | C11—C18—C19—C20 | −179.1 (4) |
C5—Sn1—O2—C9 | 107.7 (3) | C18—C19—C20—C21 | 0.7 (8) |
O4—Sn1—O2—C9 | 132.2 (4) | C19—C20—C21—C22 | 1.3 (8) |
O1—Sn1—O3—C24 | 170.1 (3) | C19—C20—C21—Cl2 | 179.4 (4) |
C1—Sn1—O3—C24 | −86.4 (3) | C20—C21—C22—C23 | −1.7 (8) |
C5—Sn1—O3—C24 | 67.6 (3) | Cl2—C21—C22—C23 | −179.8 (4) |
O2—Sn1—O3—C24 | 166.7 (2) | C21—C22—C23—C18 | 0.1 (8) |
O4—Sn1—O3—C24 | −1.1 (3) | C19—C18—C23—C22 | 1.8 (7) |
O3—Sn1—O4—C24 | 1.1 (3) | C11—C18—C23—C22 | 178.9 (5) |
O1—Sn1—O4—C24 | −11.2 (3) | Sn1—O4—C24—O3 | −1.7 (4) |
C1—Sn1—O4—C24 | 106.4 (3) | Sn1—O4—C24—C25 | 178.6 (4) |
C5—Sn1—O4—C24 | −114.6 (3) | Sn1—O3—C24—O4 | 2.1 (5) |
O2—Sn1—O4—C24 | −139.2 (4) | Sn1—O3—C24—C25 | −178.1 (3) |
O3—Sn1—C1—C2 | 20.3 (4) | O4—C24—C25—C26 | 167.6 (4) |
O1—Sn1—C1—C2 | 105.0 (4) | O3—C24—C25—C26 | −12.1 (6) |
C5—Sn1—C1—C2 | −119.6 (4) | O4—C24—C25—C27 | −13.6 (6) |
O2—Sn1—C1—C2 | 158.2 (4) | O3—C24—C25—C27 | 166.7 (4) |
O4—Sn1—C1—C2 | −34.1 (4) | C27—C25—C26—C33 | 3.9 (8) |
Sn1—C1—C2—C3 | −174.3 (4) | C24—C25—C26—C33 | −177.4 (4) |
C1—C2—C3—C4 | −176.4 (6) | C26—C25—C27—C32 | 77.8 (6) |
O3—Sn1—C5—C6 | 73.7 (4) | C24—C25—C27—C32 | −100.9 (5) |
O1—Sn1—C5—C6 | −11.1 (4) | C26—C25—C27—C28 | −102.2 (5) |
C1—Sn1—C5—C6 | −146.7 (4) | C24—C25—C27—C28 | 79.1 (5) |
O2—Sn1—C5—C6 | −62.3 (4) | C32—C27—C28—C29 | −2.4 (6) |
O4—Sn1—C5—C6 | 123.3 (4) | C25—C27—C28—C29 | 177.6 (4) |
Sn1—C5—C6—C7 | 169.3 (5) | C27—C28—C29—C30 | 0.6 (7) |
C5—C6—C7—C8 | −173.2 (7) | C28—C29—C30—C31 | 1.2 (9) |
Sn1—O2—C9—O1 | 6.5 (3) | C28—C29—C30—Cl3' | 174.0 (15) |
Sn1—O2—C9—C10 | −172.1 (4) | C28—C29—C30—Cl3 | −178.2 (4) |
Sn1—O1—C9—O2 | −8.2 (4) | C29—C30—C31—C32 | −1.3 (10) |
Sn1—O1—C9—C10 | 170.5 (3) | Cl3'—C30—C31—C32 | −176.4 (9) |
O2—C9—C10—C11 | −168.7 (4) | Cl3—C30—C31—C32 | 178.1 (5) |
O1—C9—C10—C11 | 12.7 (6) | C28—C27—C32—C31 | 2.2 (7) |
O2—C9—C10—C12 | 15.6 (6) | C25—C27—C32—C31 | −177.8 (5) |
O1—C9—C10—C12 | −163.0 (4) | C30—C31—C32—C27 | −0.5 (9) |
C9—C10—C11—C18 | 177.8 (4) | C25—C26—C33—C34 | 174.8 (5) |
C12—C10—C11—C18 | −6.9 (7) | C25—C26—C33—C38 | −5.1 (8) |
C11—C10—C12—C13 | 114.8 (5) | C38—C33—C34—C35 | 3.0 (7) |
C9—C10—C12—C13 | −69.8 (5) | C26—C33—C34—C35 | −177.0 (4) |
C11—C10—C12—C17 | −67.0 (5) | C33—C34—C35—C36 | −2.5 (8) |
C9—C10—C12—C17 | 108.4 (4) | C34—C35—C36—C37 | 0.1 (8) |
C17—C12—C13—C14 | 1.6 (6) | C34—C35—C36—Cl4 | 178.4 (4) |
C10—C12—C13—C14 | 179.8 (4) | C35—C36—C37—C38 | 1.6 (8) |
C12—C13—C14—C15 | −1.9 (7) | Cl4—C36—C37—C38 | −176.7 (4) |
C13—C14—C15—C16 | 0.8 (7) | C36—C37—C38—C33 | −1.0 (8) |
C13—C14—C15—Cl1 | −178.8 (3) | C34—C33—C38—C37 | −1.2 (7) |
C14—C15—C16—C17 | 0.6 (8) | C26—C33—C38—C37 | 178.7 (5) |