metal-organic compounds
The two Sn atoms in the title compound, [Sn2(C5H9)2(C6H5)4(C2N2S3)], exist in tetrahedral geometries.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804010190/su6096sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804010190/su6096Isup2.hkl |
CCDC reference: 242019
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (N-C) = 0.011 Å
- R factor = 0.031
- wR factor = 0.071
- Data-to-parameter ratio = 8.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT034_ALERT_1_C No Flack Parameter Given. Z .GT. Si, NonCentro . ? PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 24 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... S1 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C15 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C15' PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C24 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C34 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C34' PLAT301_ALERT_3_C Main Residue Disorder ......................... 19.00 Perc. PLAT322_ALERT_2_C Check Hybridisation of S2 in Main Residue . ?
Alert level G REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 25.00 From the CIF: _reflns_number_total 3207 Count of symmetry unique reflns 3218 Completeness (_total/calc) 99.66% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 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 1 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: CAD-4-PC (Kretschmar, 1994); cell refinement: CAD-4 VAX/PC Fortran System (Enraf-Nonius, 1988); data reduction: XCAD4 (Harms, 1997) in WinGX (Farrugia, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
2,5-Bis[(cyclopentyldiphenylstannyl)sulfanyl]-1,3,4-thiadiazole top
Crystal data top
[Sn2(C5H9)2(C6H5)4(C2N2S3)] | F(000) = 832 |
Mr = 832.24 | Dx = 1.561 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 25 reflections |
a = 9.968 (1) Å | θ = 12.0–14.0° |
b = 18.381 (2) Å | µ = 1.61 mm−1 |
c = 10.215 (1) Å | T = 298 K |
β = 108.883 (6)° | Block, colorless |
V = 1771.0 (3) Å3 | 0.3 × 0.3 × 0.2 mm |
Z = 2 |
Data collection top
Enraf-Nonius CAD-4 diffractometer | 2788 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.016 |
Graphite monochromator | θmax = 25.0°, θmin = 2.1° |
ω–2θ scans | h = −11→0 |
Absorption correction: empirical (using intensity measurements) via ψ scan (North et al., 1968) | k = −21→0 |
Tmin = 0.648, Tmax = 0.724 | l = −11→12 |
3400 measured reflections | 3 standard reflections every 60 min |
3207 independent reflections | intensity decay: 2% |
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)] = 0.031 | H-atom parameters constrained |
wR(F2) = 0.071 | w = 1/[σ2(Fo2) + (0.0413P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.97 | (Δ/σ)max = 0.001 |
3207 reflections | Δρmax = 0.30 e Å−3 |
365 parameters | Δρmin = −0.26 e Å−3 |
47 restraints | Absolute structure: Flack (1983), no Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.00 (7) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Sn1 | 0.92198 (5) | 0.50030 (3) | 0.75752 (5) | 0.05125 (15) | |
Sn2 | 0.75379 (5) | 0.12829 (3) | 0.57793 (5) | 0.05372 (16) | |
S1 | 0.7576 (3) | 0.46278 (15) | 0.8828 (3) | 0.0734 (7) | |
S2 | 0.6557 (3) | 0.30648 (14) | 0.8866 (2) | 0.0683 (6) | |
S3 | 0.6518 (2) | 0.15560 (14) | 0.7633 (3) | 0.0673 (6) | |
N1 | 0.8011 (7) | 0.3488 (4) | 0.7383 (7) | 0.0622 (18) | |
N2 | 0.7736 (7) | 0.2763 (4) | 0.7079 (7) | 0.0600 (17) | |
C1 | 1.1264 (4) | 0.4568 (3) | 0.8673 (5) | 0.055 (2) | |
C2 | 1.1551 (5) | 0.3827 (3) | 0.8748 (5) | 0.065 (2) | |
H2 | 1.0829 | 0.3496 | 0.8343 | 0.078* | |
C3 | 1.2916 (6) | 0.3579 (3) | 0.9430 (6) | 0.082 (3) | |
H3 | 1.3108 | 0.3083 | 0.9480 | 0.098* | |
C4 | 1.3995 (4) | 0.4072 (4) | 1.0036 (5) | 0.085 (3) | |
H4 | 1.4908 | 0.3907 | 1.0492 | 0.103* | |
C5 | 1.3708 (5) | 0.4814 (3) | 0.9961 (5) | 0.077 (3) | |
H5 | 1.4429 | 0.5144 | 1.0367 | 0.092* | |
C6 | 1.2342 (5) | 0.5062 (3) | 0.9280 (5) | 0.066 (2) | |
H6 | 1.2150 | 0.5558 | 0.9229 | 0.080* | |
C7 | 0.9336 (5) | 0.6141 (2) | 0.8048 (5) | 0.054 (2) | |
C8 | 0.9607 (6) | 0.6372 (3) | 0.9404 (5) | 0.069 (2) | |
H8 | 0.9714 | 0.6032 | 1.0106 | 0.083* | |
C9 | 0.9719 (7) | 0.7111 (4) | 0.9713 (5) | 0.086 (3) | |
H9 | 0.9901 | 0.7265 | 1.0621 | 0.103* | |
C10 | 0.9559 (6) | 0.7618 (3) | 0.8665 (7) | 0.080 (3) | |
H10 | 0.9634 | 0.8112 | 0.8871 | 0.096* | |
C11 | 0.9288 (6) | 0.7387 (3) | 0.7308 (6) | 0.075 (3) | |
H11 | 0.9181 | 0.7727 | 0.6607 | 0.090* | |
C12 | 0.9176 (6) | 0.6649 (3) | 0.6999 (4) | 0.067 (2) | |
H12 | 0.8994 | 0.6494 | 0.6091 | 0.080* | |
C13 | 0.8470 (6) | 0.4835 (4) | 0.5386 (6) | 0.055 (2) | 0.50 |
H13 | 0.8540 | 0.5306 | 0.4962 | 0.065* | 0.50 |
C14 | 0.924 (3) | 0.4285 (12) | 0.477 (3) | 0.063 (5) | 0.50 |
H14A | 1.0003 | 0.4518 | 0.4530 | 0.076* | 0.50 |
H14B | 0.9634 | 0.3896 | 0.5420 | 0.076* | 0.50 |
C15 | 0.812 (5) | 0.399 (2) | 0.348 (4) | 0.104 (4) | 0.50 |
H15A | 0.8128 | 0.4264 | 0.2667 | 0.124* | 0.50 |
H15B | 0.8304 | 0.3483 | 0.3337 | 0.124* | 0.50 |
C16 | 0.671 (4) | 0.408 (2) | 0.373 (3) | 0.102 (11) | 0.50 |
H16A | 0.5995 | 0.4244 | 0.2891 | 0.122* | 0.50 |
H16B | 0.6409 | 0.3612 | 0.3990 | 0.122* | 0.50 |
C17 | 0.6915 (11) | 0.4625 (16) | 0.488 (3) | 0.064 (6) | 0.50 |
H17A | 0.6645 | 0.4414 | 0.5625 | 0.076* | 0.50 |
H17B | 0.6331 | 0.5050 | 0.4535 | 0.076* | 0.50 |
C13' | 0.8470 (6) | 0.4835 (4) | 0.5386 (6) | 0.055 (2) | 0.50 |
H13B | 0.8848 | 0.5239 | 0.4984 | 0.065* | 0.50 |
C14' | 0.909 (3) | 0.4139 (10) | 0.498 (3) | 0.063 (5) | 0.50 |
H14C | 1.0048 | 0.4221 | 0.4981 | 0.076* | 0.50 |
H14D | 0.9096 | 0.3748 | 0.5624 | 0.076* | 0.50 |
C15' | 0.811 (5) | 0.395 (2) | 0.354 (3) | 0.104 (4) | 0.50 |
H15C | 0.8504 | 0.4137 | 0.2846 | 0.124* | 0.50 |
H15D | 0.8006 | 0.3429 | 0.3427 | 0.124* | 0.50 |
C16' | 0.670 (4) | 0.431 (2) | 0.337 (3) | 0.102 (11) | 0.50 |
H16C | 0.5996 | 0.3937 | 0.3345 | 0.122* | 0.50 |
H16D | 0.6384 | 0.4581 | 0.2518 | 0.122* | 0.50 |
C17' | 0.6889 (11) | 0.4806 (16) | 0.460 (3) | 0.064 (6) | 0.50 |
H17C | 0.6376 | 0.4619 | 0.5188 | 0.076* | 0.50 |
H17D | 0.6532 | 0.5288 | 0.4285 | 0.076* | 0.50 |
C18 | 0.7455 (8) | 0.3725 (5) | 0.8276 (8) | 0.0548 (19) | |
C19 | 0.7011 (8) | 0.2467 (5) | 0.7787 (8) | 0.0538 (19) | |
C20 | 0.9765 (4) | 0.1451 (3) | 0.6541 (5) | 0.058 (2) | |
C21 | 1.0339 (7) | 0.2099 (3) | 0.6265 (6) | 0.078 (3) | |
H21 | 0.9748 | 0.2460 | 0.5745 | 0.094* | |
C22 | 1.1796 (8) | 0.2210 (4) | 0.6765 (7) | 0.106 (4) | |
H22 | 1.2180 | 0.2643 | 0.6579 | 0.127* | |
C23 | 1.2680 (5) | 0.1671 (5) | 0.7541 (7) | 0.112 (5) | |
H23 | 1.3655 | 0.1745 | 0.7876 | 0.135* | |
C24 | 1.2106 (6) | 0.1023 (5) | 0.7818 (6) | 0.114 (5) | |
H24 | 1.2697 | 0.0663 | 0.8338 | 0.137* | |
C25 | 1.0649 (6) | 0.0913 (3) | 0.7318 (6) | 0.075 (3) | |
H25 | 1.0265 | 0.0479 | 0.7503 | 0.090* | |
C26 | 0.7115 (6) | 0.0139 (2) | 0.5572 (5) | 0.052 (2) | |
C27 | 0.7218 (6) | −0.0293 (3) | 0.6716 (4) | 0.075 (3) | |
H27 | 0.7479 | −0.0087 | 0.7595 | 0.090* | |
C28 | 0.6930 (7) | −0.1034 (3) | 0.6549 (7) | 0.088 (3) | |
H28 | 0.6999 | −0.1323 | 0.7314 | 0.105* | |
C29 | 0.6540 (8) | −0.1342 (3) | 0.5236 (8) | 0.090 (3) | |
H29 | 0.6347 | −0.1837 | 0.5124 | 0.108* | |
C30 | 0.6437 (7) | −0.0910 (3) | 0.4091 (6) | 0.086 (3) | |
H30 | 0.6176 | −0.1116 | 0.3213 | 0.103* | |
C31 | 0.6724 (6) | −0.0169 (3) | 0.4259 (5) | 0.065 (2) | |
H31 | 0.6655 | 0.0120 | 0.3493 | 0.078* | |
C32 | 0.6357 (7) | 0.1858 (5) | 0.3977 (6) | 0.067 (2) | 0.50 |
H32 | 0.6534 | 0.2378 | 0.4167 | 0.080* | 0.50 |
C33 | 0.6747 (15) | 0.1678 (15) | 0.2680 (14) | 0.067 (5) | 0.50 |
H33A | 0.7522 | 0.1984 | 0.2629 | 0.080* | 0.50 |
H33B | 0.7030 | 0.1173 | 0.2690 | 0.080* | 0.50 |
C34 | 0.543 (2) | 0.182 (2) | 0.1466 (9) | 0.105 (7) | 0.50 |
H34A | 0.5558 | 0.2253 | 0.0970 | 0.126* | 0.50 |
H34B | 0.5231 | 0.1414 | 0.0834 | 0.126* | 0.50 |
C35 | 0.4210 (16) | 0.1938 (18) | 0.2017 (16) | 0.094 (6) | 0.50 |
H35A | 0.3415 | 0.1630 | 0.1528 | 0.113* | 0.50 |
H35B | 0.3901 | 0.2441 | 0.1900 | 0.113* | 0.50 |
C36 | 0.4752 (11) | 0.174 (2) | 0.3543 (17) | 0.090 (9) | 0.50 |
H36A | 0.4534 | 0.1237 | 0.3681 | 0.108* | 0.50 |
H36B | 0.4330 | 0.2051 | 0.4071 | 0.108* | 0.50 |
C32' | 0.6357 (7) | 0.1858 (5) | 0.3977 (6) | 0.067 (2) | 0.50 |
H32B | 0.6292 | 0.2362 | 0.4264 | 0.080* | 0.50 |
C33' | 0.7016 (15) | 0.1887 (16) | 0.2825 (14) | 0.067 (5) | 0.50 |
H33C | 0.7657 | 0.2298 | 0.2953 | 0.080* | 0.50 |
H33D | 0.7539 | 0.1444 | 0.2807 | 0.080* | 0.50 |
C34' | 0.577 (3) | 0.197 (2) | 0.1497 (10) | 0.105 (7) | 0.50 |
H34C | 0.5576 | 0.2480 | 0.1274 | 0.126* | 0.50 |
H34D | 0.5980 | 0.1735 | 0.0733 | 0.126* | 0.50 |
C35' | 0.4526 (14) | 0.1607 (17) | 0.1767 (14) | 0.094 (6) | 0.50 |
H35C | 0.3663 | 0.1879 | 0.1326 | 0.113* | 0.50 |
H35D | 0.4404 | 0.1116 | 0.1399 | 0.113* | 0.50 |
C36' | 0.4839 (16) | 0.159 (2) | 0.3316 (16) | 0.094 (6) | 0.50 |
H36C | 0.4738 | 0.1103 | 0.3622 | 0.113* | 0.50 |
H36D | 0.4186 | 0.1908 | 0.3575 | 0.113* | 0.50 |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.0508 (3) | 0.0541 (3) | 0.0468 (3) | 0.0008 (3) | 0.0130 (2) | 0.0044 (3) |
Sn2 | 0.0461 (3) | 0.0582 (3) | 0.0543 (3) | −0.0010 (3) | 0.0129 (2) | −0.0021 (3) |
S1 | 0.0893 (17) | 0.0573 (13) | 0.0905 (16) | −0.0066 (12) | 0.0526 (14) | −0.0080 (12) |
S2 | 0.0821 (16) | 0.0577 (13) | 0.0861 (15) | 0.0018 (12) | 0.0564 (13) | 0.0021 (12) |
S3 | 0.0692 (14) | 0.0569 (13) | 0.0893 (16) | −0.0039 (11) | 0.0444 (12) | −0.0024 (11) |
N1 | 0.062 (4) | 0.059 (5) | 0.076 (5) | 0.004 (4) | 0.036 (4) | 0.005 (4) |
N2 | 0.061 (4) | 0.062 (5) | 0.067 (4) | 0.006 (4) | 0.035 (4) | 0.000 (4) |
C1 | 0.060 (5) | 0.065 (5) | 0.037 (4) | 0.005 (4) | 0.012 (4) | 0.004 (4) |
C2 | 0.068 (6) | 0.060 (6) | 0.063 (5) | 0.008 (5) | 0.015 (4) | 0.008 (4) |
C3 | 0.086 (7) | 0.080 (7) | 0.070 (6) | 0.024 (6) | 0.012 (5) | −0.005 (5) |
C4 | 0.080 (7) | 0.115 (9) | 0.053 (5) | 0.031 (7) | 0.010 (5) | −0.017 (5) |
C5 | 0.060 (5) | 0.088 (8) | 0.073 (6) | 0.008 (5) | 0.010 (4) | −0.011 (5) |
C6 | 0.059 (5) | 0.069 (6) | 0.066 (5) | 0.007 (5) | 0.013 (4) | −0.004 (5) |
C7 | 0.041 (4) | 0.058 (6) | 0.060 (5) | 0.002 (4) | 0.011 (3) | 0.018 (4) |
C8 | 0.080 (6) | 0.063 (6) | 0.057 (5) | 0.004 (5) | 0.010 (4) | 0.005 (5) |
C9 | 0.084 (7) | 0.078 (7) | 0.085 (7) | −0.006 (6) | 0.011 (5) | −0.029 (6) |
C10 | 0.074 (6) | 0.051 (5) | 0.114 (8) | −0.006 (5) | 0.029 (6) | −0.007 (6) |
C11 | 0.082 (7) | 0.066 (6) | 0.084 (7) | 0.008 (5) | 0.037 (5) | 0.024 (5) |
C12 | 0.069 (6) | 0.060 (6) | 0.075 (6) | 0.002 (5) | 0.030 (5) | 0.004 (5) |
C13 | 0.056 (4) | 0.063 (6) | 0.044 (4) | −0.001 (4) | 0.015 (3) | 0.002 (4) |
C14 | 0.068 (7) | 0.077 (8) | 0.053 (7) | −0.004 (6) | 0.031 (5) | 0.013 (7) |
C15 | 0.145 (11) | 0.087 (8) | 0.079 (7) | −0.007 (8) | 0.036 (8) | −0.023 (7) |
C16 | 0.081 (9) | 0.11 (2) | 0.098 (17) | −0.019 (13) | 0.002 (11) | −0.008 (17) |
C17 | 0.062 (5) | 0.075 (15) | 0.041 (11) | 0.013 (6) | −0.002 (5) | 0.024 (10) |
C13' | 0.056 (4) | 0.063 (6) | 0.044 (4) | −0.001 (4) | 0.015 (3) | 0.002 (4) |
C14' | 0.068 (7) | 0.077 (8) | 0.053 (7) | −0.004 (6) | 0.031 (5) | 0.013 (7) |
C15' | 0.145 (11) | 0.087 (8) | 0.079 (7) | −0.007 (8) | 0.036 (8) | −0.023 (7) |
C16' | 0.081 (9) | 0.11 (2) | 0.098 (17) | −0.019 (13) | 0.002 (11) | −0.008 (17) |
C17' | 0.062 (5) | 0.075 (15) | 0.041 (11) | 0.013 (6) | −0.002 (5) | 0.024 (10) |
C18 | 0.053 (4) | 0.058 (5) | 0.060 (5) | 0.003 (4) | 0.027 (4) | 0.005 (4) |
C19 | 0.047 (4) | 0.061 (5) | 0.060 (5) | 0.007 (4) | 0.026 (4) | 0.006 (4) |
C20 | 0.046 (4) | 0.081 (7) | 0.048 (4) | 0.000 (4) | 0.014 (4) | −0.020 (4) |
C21 | 0.063 (6) | 0.107 (8) | 0.073 (6) | −0.024 (6) | 0.033 (5) | −0.022 (6) |
C22 | 0.084 (8) | 0.140 (11) | 0.111 (9) | −0.050 (8) | 0.056 (7) | −0.066 (8) |
C23 | 0.052 (6) | 0.174 (15) | 0.112 (9) | −0.021 (8) | 0.030 (6) | −0.069 (10) |
C24 | 0.055 (6) | 0.168 (14) | 0.100 (8) | 0.031 (7) | −0.004 (6) | −0.053 (8) |
C25 | 0.051 (5) | 0.100 (8) | 0.069 (6) | 0.007 (5) | 0.012 (4) | −0.028 (5) |
C26 | 0.039 (4) | 0.055 (5) | 0.061 (5) | 0.004 (4) | 0.015 (3) | 0.003 (4) |
C27 | 0.084 (7) | 0.073 (7) | 0.079 (6) | 0.008 (5) | 0.041 (5) | 0.008 (5) |
C28 | 0.112 (9) | 0.061 (6) | 0.102 (8) | 0.009 (6) | 0.052 (7) | 0.021 (6) |
C29 | 0.097 (8) | 0.066 (7) | 0.114 (9) | 0.005 (6) | 0.043 (7) | −0.004 (7) |
C30 | 0.087 (7) | 0.064 (6) | 0.100 (8) | 0.005 (5) | 0.022 (6) | −0.030 (6) |
C31 | 0.073 (6) | 0.065 (6) | 0.057 (5) | 0.001 (5) | 0.020 (4) | −0.001 (4) |
C32 | 0.066 (6) | 0.065 (6) | 0.062 (5) | 0.007 (5) | 0.012 (4) | 0.008 (4) |
C33 | 0.043 (7) | 0.065 (16) | 0.086 (7) | −0.033 (8) | 0.012 (6) | 0.008 (7) |
C34 | 0.055 (13) | 0.18 (2) | 0.066 (6) | −0.035 (14) | 0.002 (6) | 0.030 (8) |
C35 | 0.054 (8) | 0.16 (2) | 0.073 (7) | 0.024 (9) | 0.021 (6) | 0.013 (9) |
C36 | 0.062 (13) | 0.11 (2) | 0.104 (17) | 0.034 (13) | 0.037 (12) | 0.026 (16) |
C32' | 0.066 (6) | 0.065 (6) | 0.062 (5) | 0.007 (5) | 0.012 (4) | 0.008 (4) |
C33' | 0.043 (7) | 0.065 (16) | 0.086 (7) | −0.033 (8) | 0.012 (6) | 0.008 (7) |
C34' | 0.055 (13) | 0.18 (2) | 0.066 (6) | −0.035 (14) | 0.002 (6) | 0.030 (8) |
C35' | 0.054 (8) | 0.16 (2) | 0.073 (7) | 0.024 (9) | 0.021 (6) | 0.013 (9) |
C36' | 0.054 (8) | 0.16 (2) | 0.073 (7) | 0.024 (9) | 0.021 (6) | 0.013 (9) |
Geometric parameters (Å, º) top
Sn1—C1 | 2.137 (4) | C15'—H15C | 0.9700 |
Sn1—C7 | 2.142 (5) | C15'—H15D | 0.9700 |
Sn1—C13 | 2.138 (6) | C16'—C17' | 1.515 (9) |
Sn1—S1 | 2.481 (2) | C16'—H16C | 0.9700 |
Sn2—C20 | 2.124 (4) | C16'—H16D | 0.9700 |
Sn2—C26 | 2.141 (5) | C17'—H17C | 0.9700 |
Sn2—C32 | 2.119 (7) | C17'—H17D | 0.9700 |
Sn2—S3 | 2.473 (2) | C20—C21 | 1.3900 |
S1—C18 | 1.744 (9) | C20—C25 | 1.3900 |
S2—C19 | 1.718 (8) | C21—C22 | 1.3900 |
S2—C18 | 1.727 (8) | C21—H21 | 0.9300 |
S3—C19 | 1.738 (9) | C22—C23 | 1.3900 |
N1—C18 | 1.288 (9) | C22—H22 | 0.9300 |
N1—N2 | 1.374 (9) | C23—C24 | 1.3900 |
N2—C19 | 1.296 (10) | C23—H23 | 0.9300 |
C1—C2 | 1.3900 | C24—C25 | 1.3900 |
C1—C6 | 1.3900 | C24—H24 | 0.9300 |
C2—C3 | 1.3900 | C25—H25 | 0.9300 |
C2—H2 | 0.9300 | C26—C27 | 1.3900 |
C3—C4 | 1.3900 | C26—C31 | 1.3900 |
C3—H3 | 0.9300 | C27—C28 | 1.3900 |
C4—C5 | 1.3900 | C27—H27 | 0.9300 |
C4—H4 | 0.9300 | C28—C29 | 1.3900 |
C5—C6 | 1.3900 | C28—H28 | 0.9300 |
C5—H5 | 0.9300 | C29—C30 | 1.3900 |
C6—H6 | 0.9300 | C29—H29 | 0.9300 |
C7—C8 | 1.3900 | C30—C31 | 1.3900 |
C7—C12 | 1.3900 | C30—H30 | 0.9300 |
C8—C9 | 1.3900 | C31—H31 | 0.9300 |
C8—H8 | 0.9300 | C32—C36 | 1.531 (9) |
C9—C10 | 1.3900 | C32—C33 | 1.532 (9) |
C9—H9 | 0.9300 | C32—H32 | 0.9800 |
C10—C11 | 1.3900 | C33—C34 | 1.511 (9) |
C10—H10 | 0.9300 | C33—H33A | 0.9700 |
C11—C12 | 1.3900 | C33—H33B | 0.9700 |
C11—H11 | 0.9300 | C34—C35 | 1.508 (9) |
C12—H12 | 0.9300 | C34—H34A | 0.9700 |
C13—C17 | 1.517 (9) | C34—H34B | 0.9700 |
C13—C14 | 1.524 (9) | C35—C36 | 1.519 (9) |
C13—H13 | 0.9800 | C35—H35A | 0.9700 |
C14—C15 | 1.523 (9) | C35—H35B | 0.9700 |
C14—H14A | 0.9700 | C36—H36A | 0.9700 |
C14—H14B | 0.9700 | C36—H36B | 0.9700 |
C15—C16 | 1.516 (10) | C33'—C34' | 1.519 (9) |
C15—H15A | 0.9700 | C33'—H33C | 0.9700 |
C15—H15B | 0.9700 | C33'—H33D | 0.9700 |
C16—C17 | 1.512 (9) | C34'—C35' | 1.514 (10) |
C16—H16A | 0.9700 | C34'—H34C | 0.9700 |
C16—H16B | 0.9700 | C34'—H34D | 0.9700 |
C17—H17A | 0.9700 | C35'—C36' | 1.511 (9) |
C17—H17B | 0.9700 | C35'—H35C | 0.9700 |
C14'—C15' | 1.521 (10) | C35'—H35D | 0.9700 |
C14'—H14C | 0.9700 | C36'—H36C | 0.9700 |
C14'—H14D | 0.9700 | C36'—H36D | 0.9700 |
C15'—C16' | 1.511 (9) | ||
C1—Sn1—C7 | 105.9 (2) | C17'—C16'—H16D | 110.1 |
C1—Sn1—C13 | 116.5 (2) | H16C—C16'—H16D | 108.4 |
C1—Sn1—S1 | 107.6 (2) | C16'—C17'—H17C | 110.4 |
C7—Sn1—C13 | 110.6 (2) | C16'—C17'—H17D | 110.4 |
C7—Sn1—S1 | 98.7 (2) | H17C—C17'—H17D | 108.6 |
C13—Sn1—S1 | 115.7 (2) | N1—C18—S2 | 113.6 (6) |
C20—Sn2—C26 | 109.2 (2) | N1—C18—S1 | 123.4 (6) |
C20—Sn2—C32 | 117.8 (3) | S2—C18—S1 | 123.0 (5) |
C20—Sn2—S3 | 109.3 (2) | N2—C19—S2 | 113.6 (6) |
C26—Sn2—C32 | 111.5 (3) | N2—C19—S3 | 123.1 (6) |
C26—Sn2—S3 | 99.1 (2) | S2—C19—S3 | 123.3 (5) |
C32—Sn2—S3 | 108.3 (2) | C21—C20—C25 | 120.0 |
C18—S1—Sn1 | 94.9 (3) | C21—C20—Sn2 | 120.0 (3) |
C19—S2—C18 | 87.2 (4) | C25—C20—Sn2 | 120.0 (3) |
C19—S3—Sn2 | 95.2 (3) | C20—C21—C22 | 120.0 |
C18—N1—N2 | 112.8 (7) | C20—C21—H21 | 120.0 |
C19—N2—N1 | 112.8 (7) | C22—C21—H21 | 120.0 |
C2—C1—C6 | 120.0 | C23—C22—C21 | 120.0 |
C2—C1—Sn1 | 122.7 (3) | C23—C22—H22 | 120.0 |
C6—C1—Sn1 | 117.3 (3) | C21—C22—H22 | 120.0 |
C3—C2—C1 | 120.0 | C22—C23—C24 | 120.0 |
C3—C2—H2 | 120.0 | C22—C23—H23 | 120.0 |
C1—C2—H2 | 120.0 | C24—C23—H23 | 120.0 |
C2—C3—C4 | 120.0 | C23—C24—C25 | 120.0 |
C2—C3—H3 | 120.0 | C23—C24—H24 | 120.0 |
C4—C3—H3 | 120.0 | C25—C24—H24 | 120.0 |
C3—C4—C5 | 120.0 | C24—C25—C20 | 120.0 |
C3—C4—H4 | 120.0 | C24—C25—H25 | 120.0 |
C5—C4—H4 | 120.0 | C20—C25—H25 | 120.0 |
C6—C5—C4 | 120.0 | C27—C26—C31 | 120.0 |
C6—C5—H5 | 120.0 | C27—C26—Sn2 | 121.3 (3) |
C4—C5—H5 | 120.0 | C31—C26—Sn2 | 118.7 (3) |
C5—C6—C1 | 120.0 | C28—C27—C26 | 120.0 |
C5—C6—H6 | 120.0 | C28—C27—H27 | 120.0 |
C1—C6—H6 | 120.0 | C26—C27—H27 | 120.0 |
C8—C7—C12 | 120.0 | C27—C28—C29 | 120.0 |
C8—C7—Sn1 | 120.1 (3) | C27—C28—H28 | 120.0 |
C12—C7—Sn1 | 119.9 (3) | C29—C28—H28 | 120.0 |
C9—C8—C7 | 120.0 | C30—C29—C28 | 120.0 |
C9—C8—H8 | 120.0 | C30—C29—H29 | 120.0 |
C7—C8—H8 | 120.0 | C28—C29—H29 | 120.0 |
C8—C9—C10 | 120.0 | C29—C30—C31 | 120.0 |
C8—C9—H9 | 120.0 | C29—C30—H30 | 120.0 |
C10—C9—H9 | 120.0 | C31—C30—H30 | 120.0 |
C9—C10—C11 | 120.0 | C30—C31—C26 | 120.0 |
C9—C10—H10 | 120.0 | C30—C31—H31 | 120.0 |
C11—C10—H10 | 120.0 | C26—C31—H31 | 120.0 |
C12—C11—C10 | 120.0 | C36—C32—C33 | 104.6 (7) |
C12—C11—H11 | 120.0 | C36—C32—Sn2 | 114.6 (11) |
C10—C11—H11 | 120.0 | C33—C32—Sn2 | 114.8 (9) |
C11—C12—C7 | 120.0 | C36—C32—H32 | 107.5 |
C11—C12—H12 | 120.0 | C33—C32—H32 | 107.5 |
C7—C12—H12 | 120.0 | Sn2—C32—H32 | 107.5 |
C17—C13—C14 | 106.5 (6) | C34—C33—C32 | 105.9 (7) |
C17—C13—Sn1 | 111.6 (12) | C34—C33—H33A | 110.6 |
C14—C13—Sn1 | 118.5 (12) | C32—C33—H33A | 110.6 |
C17—C13—H13 | 106.5 | C34—C33—H33B | 110.6 |
C14—C13—H13 | 106.5 | C32—C33—H33B | 110.6 |
Sn1—C13—H13 | 106.5 | H33A—C33—H33B | 108.7 |
C15—C14—C13 | 105.6 (7) | C35—C34—C33 | 108.1 (5) |
C15—C14—H14A | 110.6 | C35—C34—H34A | 110.1 |
C13—C14—H14A | 110.6 | C33—C34—H34A | 110.1 |
C15—C14—H14B | 110.6 | C35—C34—H34B | 110.1 |
C13—C14—H14B | 110.6 | C33—C34—H34B | 110.1 |
H14A—C14—H14B | 108.7 | H34A—C34—H34B | 108.4 |
C16—C15—C14 | 106.0 (8) | C34—C35—C36 | 106.7 (7) |
C16—C15—H15A | 110.5 | C34—C35—H35A | 110.4 |
C14—C15—H15A | 110.5 | C36—C35—H35A | 110.4 |
C16—C15—H15B | 110.5 | C34—C35—H35B | 110.4 |
C14—C15—H15B | 110.5 | C36—C35—H35B | 110.4 |
H15A—C15—H15B | 108.7 | H35A—C35—H35B | 108.6 |
C17—C16—C15 | 107.5 (6) | C35—C36—C32 | 104.7 (7) |
C17—C16—H16A | 110.2 | C35—C36—H36A | 110.8 |
C15—C16—H16A | 110.2 | C32—C36—H36A | 110.8 |
C17—C16—H16B | 110.2 | C35—C36—H36B | 110.8 |
C15—C16—H16B | 110.2 | C32—C36—H36B | 110.8 |
H16A—C16—H16B | 108.5 | H36A—C36—H36B | 108.9 |
C16—C17—C13 | 107.6 (5) | C34'—C33'—H33C | 110.7 |
C16—C17—H17A | 110.2 | C34'—C33'—H33D | 110.7 |
C13—C17—H17A | 110.2 | H33C—C33'—H33D | 108.8 |
C16—C17—H17B | 110.2 | C35'—C34'—C33' | 105.9 (8) |
C13—C17—H17B | 110.2 | C35'—C34'—H34C | 110.6 |
H17A—C17—H17B | 108.5 | C33'—C34'—H34C | 110.6 |
C15'—C14'—H14C | 110.7 | C35'—C34'—H34D | 110.6 |
C15'—C14'—H14D | 110.7 | C33'—C34'—H34D | 110.6 |
H14C—C14'—H14D | 108.8 | H34C—C34'—H34D | 108.7 |
C16'—C15'—C14' | 106.8 (7) | C36'—C35'—C34' | 107.2 (7) |
C16'—C15'—H15C | 110.4 | C36'—C35'—H35C | 110.3 |
C14'—C15'—H15C | 110.4 | C34'—C35'—H35C | 110.3 |
C16'—C15'—H15D | 110.4 | C36'—C35'—H35D | 110.3 |
C14'—C15'—H15D | 110.4 | C34'—C35'—H35D | 110.3 |
H15C—C15'—H15D | 108.6 | H35C—C35'—H35D | 108.5 |
C15'—C16'—C17' | 107.9 (5) | C35'—C36'—H36C | 110.2 |
C15'—C16'—H16C | 110.1 | C35'—C36'—H36D | 110.2 |
C17'—C16'—H16C | 110.1 | H36C—C36'—H36D | 108.5 |
C15'—C16'—H16D | 110.1 | ||
C1—Sn1—S1—C18 | −74.3 (3) | C19—S2—C18—N1 | −0.3 (7) |
C13—Sn1—S1—C18 | 57.9 (4) | C19—S2—C18—S1 | 179.0 (5) |
C7—Sn1—S1—C18 | 175.9 (3) | Sn1—S1—C18—N1 | −6.3 (7) |
C32—Sn2—S3—C19 | −67.0 (4) | Sn1—S1—C18—S2 | 174.4 (5) |
C20—Sn2—S3—C19 | 62.5 (3) | N1—N2—C19—S2 | 1.7 (9) |
C26—Sn2—S3—C19 | 176.6 (3) | N1—N2—C19—S3 | −179.5 (6) |
C18—N1—N2—C19 | −2.0 (10) | C18—S2—C19—N2 | −0.8 (6) |
C13—Sn1—C1—C2 | −64.2 (4) | C18—S2—C19—S3 | −179.6 (5) |
C7—Sn1—C1—C2 | 172.4 (3) | Sn2—S3—C19—N2 | −2.7 (7) |
S1—Sn1—C1—C2 | 67.6 (3) | Sn2—S3—C19—S2 | 176.0 (5) |
C13—Sn1—C1—C6 | 113.2 (3) | C32—Sn2—C20—C21 | 26.0 (4) |
C7—Sn1—C1—C6 | −10.2 (3) | C26—Sn2—C20—C21 | 154.5 (3) |
S1—Sn1—C1—C6 | −115.0 (3) | S3—Sn2—C20—C21 | −98.1 (3) |
Sn1—C1—C2—C3 | 177.3 (4) | C32—Sn2—C20—C25 | −154.1 (3) |
Sn1—C1—C6—C5 | −177.5 (3) | C26—Sn2—C20—C25 | −25.5 (3) |
C1—Sn1—C7—C8 | −61.9 (3) | S3—Sn2—C20—C25 | 81.9 (3) |
C13—Sn1—C7—C8 | 171.0 (3) | Sn2—C20—C21—C22 | 179.9 (4) |
S1—Sn1—C7—C8 | 49.3 (3) | Sn2—C20—C25—C24 | −179.9 (4) |
C1—Sn1—C7—C12 | 116.4 (3) | C32—Sn2—C26—C27 | −150.9 (3) |
C13—Sn1—C7—C12 | −10.6 (4) | C20—Sn2—C26—C27 | 77.2 (3) |
S1—Sn1—C7—C12 | −132.4 (3) | S3—Sn2—C26—C27 | −37.0 (3) |
Sn1—C7—C8—C9 | 178.3 (4) | C32—Sn2—C26—C31 | 28.8 (4) |
C8—C7—C12—C11 | 0.0 | C20—Sn2—C26—C31 | −103.1 (3) |
Sn1—C7—C12—C11 | −178.3 (4) | S3—Sn2—C26—C31 | 142.7 (3) |
C1—Sn1—C13—C17 | 137.7 (13) | Sn2—C26—C27—C28 | 179.7 (4) |
C7—Sn1—C13—C17 | −101.4 (13) | Sn2—C26—C31—C30 | −179.7 (4) |
S1—Sn1—C13—C17 | 9.8 (13) | C20—Sn2—C32—C36 | −176.7 (13) |
C1—Sn1—C13—C14 | 13.5 (13) | C26—Sn2—C32—C36 | 55.9 (13) |
C7—Sn1—C13—C14 | 134.4 (13) | S3—Sn2—C32—C36 | −52.2 (13) |
S1—Sn1—C13—C14 | −114.4 (13) | C20—Sn2—C32—C33 | 62.2 (11) |
C17—C13—C14—C15 | 24 (2) | C26—Sn2—C32—C33 | −65.2 (11) |
Sn1—C13—C14—C15 | 151 (2) | S3—Sn2—C32—C33 | −173.3 (10) |
C13—C14—C15—C16 | −26 (3) | C36—C32—C33—C34 | 27 (2) |
C14—C15—C16—C17 | 18 (3) | Sn2—C32—C33—C34 | 152.9 (18) |
C15—C16—C17—C13 | −4 (3) | C32—C33—C34—C35 | −11 (3) |
C14—C13—C17—C16 | −13 (3) | C33—C34—C35—C36 | −9 (3) |
Sn1—C13—C17—C16 | −143 (2) | C34—C35—C36—C32 | 25 (3) |
C14'—C15'—C16'—C17' | 10 (4) | C33—C32—C36—C35 | −32 (2) |
N2—N1—C18—S2 | 1.3 (9) | Sn2—C32—C36—C35 | −158.5 (14) |
N2—N1—C18—S1 | −178.0 (6) | C33'—C34'—C35'—C36' | 22 (3) |