The title compound, (C
24H
20P)
2[Sn(C
3S
5)
3], whose structure has been previously reported in the space group
P at 120 K [de Assis, Chohan, Howie, Khan, Low, Spencer, Wardell & Wardell (1999),
Polyhedron,
18, 3533–3544], has been crystallized in the space group
C2/
c and its structure has been determined at 293 K. The [Sn(C
3S
5)
3]
2− anion possesses
C2 symmetry, with the Sn
IV atom and one C=S group lying on the twofold rotation axis. The crystal packing is stabilized by C—H
S hydrogen bonds.
Supporting information
CCDC reference: 643036
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.024
- wR factor = 0.065
- Data-to-parameter ratio = 20.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Sn1 - S4 .. 11.78 su
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Sn1 - S5 .. 6.13 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Sn1 - S6 .. 9.87 su
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C5
Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
2 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Bis(tetraphenylphosphonium)
tris(2-thioxo-1,3-dithiole-4,5-dithiolato)stannate(IV)
top
Crystal data top
(C24H20P)2[Sn(C3S5)3] | F(000) = 2808 |
Mr = 1386.42 | Dx = 1.541 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 8898 reflections |
a = 24.7352 (6) Å | θ = 2.5–27.6° |
b = 14.7677 (4) Å | µ = 1.04 mm−1 |
c = 19.6210 (4) Å | T = 293 K |
β = 123.532 (2)° | Prism, purple–red |
V = 5974.4 (3) Å3 | 0.36 × 0.12 × 0.11 mm |
Z = 4 | |
Data collection top
Bruker APEXII CCD area-detector diffractometer | 6936 independent reflections |
Radiation source: fine-focus sealed tube | 6060 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
φ and ω scans | θmax = 27.6°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2005) | h = −32→30 |
Tmin = 0.706, Tmax = 0.895 | k = −19→19 |
40822 measured reflections | l = −24→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)] = 0.024 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.065 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0318P)2 + 4.1278P] where P = (Fo2 + 2Fc2)/3 |
6936 reflections | (Δ/σ)max = 0.001 |
340 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.42 e Å−3 |
Special details top
Experimental. Along chemical bond of Sn1 and S4, the magnitude of the components of the
anisotropic displacement parameters has larger difference. There was no
significant improvement for this effect in the refinement using DELU
etc instruction in the SHELXTL97 program as so as redo
absorption correction for the original data. |
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.36637 (9) | −0.08672 (12) | 0.08963 (11) | 0.0428 (4) | |
C2 | 0.39171 (8) | 0.08716 (11) | 0.11338 (10) | 0.0361 (4) | |
C3 | 0.44805 (8) | 0.04790 (11) | 0.13238 (10) | 0.0366 (4) | |
C4 | 0.49057 (9) | 0.43890 (12) | 0.27602 (11) | 0.0411 (4) | |
C5 | 0.5000 | 0.61163 (19) | 0.2500 | 0.0594 (8) | |
S1 | 0.33102 (3) | −0.18687 (4) | 0.06668 (4) | 0.06359 (16) | |
S2 | 0.32684 (2) | 0.01314 (3) | 0.08100 (3) | 0.04214 (10) | |
S3 | 0.44663 (2) | −0.06984 (3) | 0.12443 (3) | 0.04594 (11) | |
S4 | 0.38207 (2) | 0.20063 (3) | 0.12721 (3) | 0.04336 (11) | |
S5 | 0.52109 (2) | 0.10405 (3) | 0.17151 (3) | 0.04444 (11) | |
S6 | 0.47533 (3) | 0.34592 (3) | 0.31770 (3) | 0.04668 (11) | |
S7 | 0.48042 (3) | 0.54604 (4) | 0.30613 (4) | 0.05676 (14) | |
S8 | 0.5000 | 0.72282 (6) | 0.2500 | 0.0977 (4) | |
Sn1 | 0.5000 | 0.221483 (10) | 0.2500 | 0.03296 (5) | |
C17 | 0.87001 (11) | 0.45376 (15) | 0.40971 (12) | 0.0556 (5) | |
H17 | 0.8679 | 0.4769 | 0.4523 | 0.067* | |
C18 | 0.72469 (9) | 0.61019 (13) | 0.20875 (11) | 0.0435 (4) | |
C19 | 0.66022 (10) | 0.58471 (16) | 0.16670 (13) | 0.0549 (5) | |
H19 | 0.6449 | 0.5508 | 0.1926 | 0.066* | |
C20 | 0.61854 (12) | 0.61020 (18) | 0.08539 (14) | 0.0655 (6) | |
H20 | 0.5751 | 0.5932 | 0.0568 | 0.079* | |
C21 | 0.64094 (13) | 0.66017 (17) | 0.04721 (13) | 0.0668 (7) | |
H21 | 0.6125 | 0.6779 | −0.0069 | 0.080* | |
C22 | 0.70506 (13) | 0.68421 (18) | 0.08817 (14) | 0.0682 (7) | |
H22 | 0.7201 | 0.7171 | 0.0614 | 0.082* | |
C23 | 0.74761 (12) | 0.65963 (16) | 0.16941 (13) | 0.0596 (6) | |
H23 | 0.7911 | 0.6761 | 0.1973 | 0.071* | |
C24 | 0.73080 (9) | 0.54458 (12) | 0.35312 (10) | 0.0386 (4) | |
C25 | 0.71628 (11) | 0.45288 (14) | 0.34807 (14) | 0.0560 (5) | |
H25 | 0.7323 | 0.4121 | 0.3273 | 0.067* | |
C26 | 0.67789 (12) | 0.42305 (16) | 0.37420 (16) | 0.0677 (7) | |
H26 | 0.6683 | 0.3617 | 0.3715 | 0.081* | |
C27 | 0.65391 (11) | 0.48258 (18) | 0.40383 (14) | 0.0634 (6) | |
H27 | 0.6281 | 0.4615 | 0.4214 | 0.076* | |
C28 | 0.66709 (11) | 0.57297 (17) | 0.40822 (14) | 0.0589 (5) | |
H28 | 0.6501 | 0.6132 | 0.4281 | 0.071* | |
C29 | 0.70608 (10) | 0.60430 (14) | 0.38275 (12) | 0.0471 (4) | |
H29 | 0.7154 | 0.6657 | 0.3858 | 0.057* | |
P1 | 0.77855 (2) | 0.58323 (3) | 0.31547 (3) | 0.03753 (10) | |
C6 | 0.82272 (9) | 0.68477 (12) | 0.36579 (11) | 0.0402 (4) | |
C7 | 0.78909 (11) | 0.76564 (14) | 0.34992 (15) | 0.0565 (5) | |
H7 | 0.7444 | 0.7672 | 0.3128 | 0.068* | |
C8 | 0.82229 (12) | 0.84360 (15) | 0.38947 (16) | 0.0694 (7) | |
H8 | 0.7997 | 0.8975 | 0.3799 | 0.083* | |
C9 | 0.88839 (13) | 0.84229 (17) | 0.44281 (16) | 0.0698 (7) | |
H9 | 0.9105 | 0.8952 | 0.4691 | 0.084* | |
C10 | 0.92177 (12) | 0.76317 (17) | 0.45740 (16) | 0.0687 (7) | |
H10 | 0.9667 | 0.7628 | 0.4933 | 0.082* | |
C11 | 0.88956 (10) | 0.68385 (15) | 0.41949 (13) | 0.0519 (5) | |
H11 | 0.9126 | 0.6302 | 0.4299 | 0.062* | |
C12 | 0.83270 (9) | 0.49259 (13) | 0.33190 (11) | 0.0412 (4) | |
C13 | 0.83656 (9) | 0.45780 (14) | 0.26932 (11) | 0.0459 (4) | |
H13 | 0.8123 | 0.4835 | 0.2174 | 0.055* | |
C14 | 0.87663 (11) | 0.38466 (15) | 0.28414 (13) | 0.0549 (5) | |
H14 | 0.8790 | 0.3610 | 0.2420 | 0.066* | |
C15 | 0.91276 (11) | 0.34696 (15) | 0.36048 (14) | 0.0564 (5) | |
H15 | 0.9395 | 0.2977 | 0.3698 | 0.068* | |
C16 | 0.90980 (12) | 0.38145 (16) | 0.42344 (14) | 0.0622 (6) | |
H16 | 0.9347 | 0.3559 | 0.4753 | 0.075* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.0501 (10) | 0.0392 (9) | 0.0352 (8) | −0.0051 (8) | 0.0211 (8) | −0.0015 (7) |
C2 | 0.0380 (9) | 0.0342 (8) | 0.0314 (8) | −0.0024 (7) | 0.0163 (7) | −0.0029 (6) |
C3 | 0.0398 (9) | 0.0345 (8) | 0.0347 (8) | −0.0015 (7) | 0.0202 (7) | −0.0056 (6) |
C4 | 0.0378 (9) | 0.0324 (8) | 0.0480 (10) | 0.0000 (7) | 0.0206 (8) | −0.0039 (7) |
C5 | 0.0439 (15) | 0.0349 (14) | 0.080 (2) | 0.000 | 0.0217 (15) | 0.000 |
S1 | 0.0754 (4) | 0.0430 (3) | 0.0646 (3) | −0.0193 (3) | 0.0338 (3) | −0.0051 (2) |
S2 | 0.0382 (2) | 0.0443 (2) | 0.0400 (2) | −0.00440 (18) | 0.01906 (19) | −0.00298 (18) |
S3 | 0.0485 (3) | 0.0339 (2) | 0.0522 (3) | 0.00102 (18) | 0.0259 (2) | −0.00564 (19) |
S4 | 0.0385 (2) | 0.0349 (2) | 0.0426 (2) | 0.00669 (17) | 0.01353 (19) | −0.00002 (17) |
S5 | 0.0403 (2) | 0.0438 (2) | 0.0542 (3) | −0.00455 (19) | 0.0292 (2) | −0.0126 (2) |
S6 | 0.0627 (3) | 0.0394 (2) | 0.0488 (3) | 0.0008 (2) | 0.0376 (2) | −0.00240 (19) |
S7 | 0.0522 (3) | 0.0389 (3) | 0.0748 (4) | 0.0024 (2) | 0.0323 (3) | −0.0114 (2) |
S8 | 0.0973 (8) | 0.0327 (4) | 0.1423 (11) | 0.000 | 0.0532 (8) | 0.000 |
Sn1 | 0.03601 (9) | 0.02899 (8) | 0.03119 (8) | 0.000 | 0.01688 (7) | 0.000 |
C17 | 0.0664 (13) | 0.0606 (13) | 0.0395 (10) | 0.0182 (10) | 0.0291 (10) | 0.0057 (9) |
C18 | 0.0460 (10) | 0.0472 (10) | 0.0362 (9) | 0.0069 (8) | 0.0220 (8) | 0.0050 (7) |
C19 | 0.0491 (11) | 0.0633 (13) | 0.0457 (10) | 0.0038 (10) | 0.0219 (9) | 0.0036 (9) |
C20 | 0.0521 (13) | 0.0772 (16) | 0.0479 (12) | 0.0100 (11) | 0.0154 (10) | 0.0013 (11) |
C21 | 0.0825 (17) | 0.0660 (15) | 0.0382 (10) | 0.0238 (13) | 0.0246 (11) | 0.0072 (10) |
C22 | 0.0857 (18) | 0.0760 (16) | 0.0477 (12) | 0.0129 (14) | 0.0399 (13) | 0.0185 (11) |
C23 | 0.0614 (13) | 0.0703 (15) | 0.0463 (11) | 0.0028 (11) | 0.0293 (10) | 0.0135 (10) |
C24 | 0.0404 (9) | 0.0380 (9) | 0.0372 (9) | −0.0031 (7) | 0.0213 (7) | 0.0030 (7) |
C25 | 0.0638 (13) | 0.0409 (11) | 0.0653 (13) | −0.0076 (9) | 0.0369 (11) | −0.0023 (9) |
C26 | 0.0588 (14) | 0.0516 (13) | 0.0786 (16) | −0.0168 (11) | 0.0291 (13) | 0.0124 (11) |
C27 | 0.0431 (11) | 0.0836 (17) | 0.0606 (13) | −0.0054 (11) | 0.0267 (10) | 0.0248 (12) |
C28 | 0.0540 (12) | 0.0725 (15) | 0.0631 (13) | 0.0035 (11) | 0.0405 (11) | 0.0087 (11) |
C29 | 0.0521 (11) | 0.0437 (10) | 0.0523 (11) | −0.0017 (8) | 0.0332 (9) | 0.0024 (8) |
P1 | 0.0409 (2) | 0.0387 (2) | 0.0346 (2) | 0.00180 (18) | 0.02182 (19) | 0.00393 (17) |
C6 | 0.0432 (9) | 0.0417 (9) | 0.0410 (9) | −0.0012 (7) | 0.0266 (8) | 0.0056 (7) |
C7 | 0.0468 (11) | 0.0424 (11) | 0.0710 (14) | 0.0014 (9) | 0.0268 (10) | 0.0093 (10) |
C8 | 0.0705 (16) | 0.0384 (11) | 0.0890 (17) | 0.0013 (10) | 0.0376 (14) | 0.0063 (11) |
C9 | 0.0711 (16) | 0.0503 (13) | 0.0780 (16) | −0.0168 (11) | 0.0350 (13) | −0.0066 (11) |
C10 | 0.0477 (12) | 0.0659 (15) | 0.0735 (15) | −0.0098 (11) | 0.0214 (11) | −0.0042 (12) |
C11 | 0.0452 (11) | 0.0517 (12) | 0.0565 (12) | 0.0029 (9) | 0.0266 (9) | 0.0019 (9) |
C12 | 0.0439 (10) | 0.0413 (9) | 0.0382 (9) | 0.0038 (8) | 0.0226 (8) | 0.0018 (7) |
C13 | 0.0477 (10) | 0.0524 (11) | 0.0382 (9) | −0.0003 (8) | 0.0242 (8) | −0.0001 (8) |
C14 | 0.0604 (13) | 0.0576 (12) | 0.0555 (12) | 0.0017 (10) | 0.0375 (11) | −0.0080 (10) |
C15 | 0.0542 (12) | 0.0497 (12) | 0.0657 (13) | 0.0107 (9) | 0.0334 (11) | 0.0022 (10) |
C16 | 0.0668 (14) | 0.0623 (14) | 0.0490 (11) | 0.0201 (11) | 0.0266 (11) | 0.0131 (10) |
Geometric parameters (Å, º) top
C1—S1 | 1.6491 (19) | C23—H23 | 0.9300 |
C1—S3 | 1.724 (2) | C24—C29 | 1.372 (3) |
C1—S2 | 1.725 (2) | C24—C25 | 1.391 (3) |
C2—C3 | 1.358 (2) | C24—P1 | 1.7975 (18) |
C2—S4 | 1.7348 (17) | C25—C26 | 1.377 (3) |
C2—S2 | 1.7455 (17) | C25—H25 | 0.9300 |
C3—S5 | 1.7346 (18) | C26—C27 | 1.358 (4) |
C3—S3 | 1.7443 (17) | C26—H26 | 0.9300 |
C4—C4i | 1.337 (4) | C27—C28 | 1.365 (3) |
C4—S6 | 1.7427 (19) | C27—H27 | 0.9300 |
C4—S7 | 1.7548 (18) | C28—C29 | 1.388 (3) |
C5—S8 | 1.642 (3) | C28—H28 | 0.9300 |
C5—S7i | 1.7249 (17) | C29—H29 | 0.9300 |
C5—S7 | 1.7249 (17) | P1—C12 | 1.7924 (19) |
S4—Sn1 | 2.5776 (4) | P1—C6 | 1.7959 (19) |
S5—Sn1 | 2.5572 (5) | C6—C11 | 1.385 (3) |
S6—Sn1 | 2.5318 (5) | C6—C7 | 1.389 (3) |
Sn1—S6i | 2.5318 (5) | C7—C8 | 1.378 (3) |
Sn1—S5i | 2.5572 (5) | C7—H7 | 0.9300 |
Sn1—S4i | 2.5776 (4) | C8—C9 | 1.371 (3) |
C17—C16 | 1.374 (3) | C8—H8 | 0.9300 |
C17—C12 | 1.398 (3) | C9—C10 | 1.367 (4) |
C17—H17 | 0.9300 | C9—H9 | 0.9300 |
C18—C19 | 1.383 (3) | C10—C11 | 1.380 (3) |
C18—C23 | 1.391 (3) | C10—H10 | 0.9300 |
C18—P1 | 1.7989 (18) | C11—H11 | 0.9300 |
C19—C20 | 1.390 (3) | C12—C13 | 1.382 (3) |
C19—H19 | 0.9300 | C13—C14 | 1.384 (3) |
C20—C21 | 1.368 (4) | C13—H13 | 0.9300 |
C20—H20 | 0.9300 | C14—C15 | 1.369 (3) |
C21—C22 | 1.371 (4) | C14—H14 | 0.9300 |
C21—H21 | 0.9300 | C15—C16 | 1.375 (3) |
C22—C23 | 1.388 (3) | C15—H15 | 0.9300 |
C22—H22 | 0.9300 | C16—H16 | 0.9300 |
| | | |
S1—C1—S3 | 123.97 (12) | C29—C24—C25 | 119.87 (18) |
S1—C1—S2 | 123.61 (12) | C29—C24—P1 | 121.20 (14) |
S3—C1—S2 | 112.42 (10) | C25—C24—P1 | 118.85 (16) |
C3—C2—S4 | 125.34 (13) | C26—C25—C24 | 119.3 (2) |
C3—C2—S2 | 115.48 (13) | C26—C25—H25 | 120.4 |
S4—C2—S2 | 118.93 (10) | C24—C25—H25 | 120.4 |
C2—C3—S5 | 125.28 (13) | C27—C26—C25 | 120.4 (2) |
C2—C3—S3 | 115.74 (13) | C27—C26—H26 | 119.8 |
S5—C3—S3 | 118.73 (10) | C25—C26—H26 | 119.8 |
C4i—C4—S6 | 128.01 (6) | C26—C27—C28 | 121.0 (2) |
C4i—C4—S7 | 115.62 (7) | C26—C27—H27 | 119.5 |
S6—C4—S7 | 116.37 (11) | C28—C27—H27 | 119.5 |
S8—C5—S7i | 124.16 (8) | C27—C28—C29 | 119.5 (2) |
S8—C5—S7 | 124.16 (8) | C27—C28—H28 | 120.3 |
S7i—C5—S7 | 111.67 (16) | C29—C28—H28 | 120.3 |
C1—S2—C2 | 98.19 (9) | C24—C29—C28 | 119.95 (19) |
C1—S3—C3 | 98.13 (9) | C24—C29—H29 | 120.0 |
C2—S4—Sn1 | 94.54 (6) | C28—C29—H29 | 120.0 |
C3—S5—Sn1 | 94.68 (6) | C12—P1—C6 | 110.94 (9) |
C4—S6—Sn1 | 98.53 (6) | C12—P1—C24 | 106.52 (9) |
C5—S7—C4 | 98.54 (10) | C6—P1—C24 | 112.18 (8) |
S6i—Sn1—S6 | 86.92 (2) | C12—P1—C18 | 111.97 (9) |
S6i—Sn1—S5 | 89.297 (16) | C6—P1—C18 | 106.83 (9) |
S6—Sn1—S5 | 175.383 (16) | C24—P1—C18 | 108.45 (9) |
S6i—Sn1—S5i | 175.383 (16) | C11—C6—C7 | 119.62 (19) |
S6—Sn1—S5i | 89.297 (16) | C11—C6—P1 | 121.20 (15) |
S5—Sn1—S5i | 94.60 (2) | C7—C6—P1 | 119.18 (15) |
S6i—Sn1—S4 | 94.169 (17) | C8—C7—C6 | 119.7 (2) |
S6—Sn1—S4 | 95.783 (16) | C8—C7—H7 | 120.2 |
S5—Sn1—S4 | 81.844 (15) | C6—C7—H7 | 120.2 |
S5i—Sn1—S4 | 88.843 (16) | C9—C8—C7 | 120.5 (2) |
S6i—Sn1—S4i | 95.783 (16) | C9—C8—H8 | 119.8 |
S6—Sn1—S4i | 94.169 (17) | C7—C8—H8 | 119.8 |
S5—Sn1—S4i | 88.843 (16) | C10—C9—C8 | 120.0 (2) |
S5i—Sn1—S4i | 81.844 (15) | C10—C9—H9 | 120.0 |
S4—Sn1—S4i | 166.27 (2) | C8—C9—H9 | 120.0 |
C16—C17—C12 | 120.13 (19) | C9—C10—C11 | 120.7 (2) |
C16—C17—H17 | 119.9 | C9—C10—H10 | 119.6 |
C12—C17—H17 | 119.9 | C11—C10—H10 | 119.6 |
C19—C18—C23 | 120.07 (18) | C10—C11—C6 | 119.5 (2) |
C19—C18—P1 | 120.19 (15) | C10—C11—H11 | 120.2 |
C23—C18—P1 | 119.70 (16) | C6—C11—H11 | 120.2 |
C18—C19—C20 | 119.4 (2) | C13—C12—C17 | 119.33 (18) |
C18—C19—H19 | 120.3 | C13—C12—P1 | 121.96 (14) |
C20—C19—H19 | 120.3 | C17—C12—P1 | 118.66 (14) |
C21—C20—C19 | 120.4 (2) | C12—C13—C14 | 119.76 (18) |
C21—C20—H20 | 119.8 | C12—C13—H13 | 120.1 |
C19—C20—H20 | 119.8 | C14—C13—H13 | 120.1 |
C20—C21—C22 | 120.4 (2) | C15—C14—C13 | 120.42 (19) |
C20—C21—H21 | 119.8 | C15—C14—H14 | 119.8 |
C22—C21—H21 | 119.8 | C13—C14—H14 | 119.8 |
C21—C22—C23 | 120.2 (2) | C14—C15—C16 | 120.4 (2) |
C21—C22—H22 | 119.9 | C14—C15—H15 | 119.8 |
C23—C22—H22 | 119.9 | C16—C15—H15 | 119.8 |
C22—C23—C18 | 119.5 (2) | C17—C16—C15 | 120.0 (2) |
C22—C23—H23 | 120.3 | C17—C16—H16 | 120.0 |
C18—C23—H23 | 120.3 | C15—C16—H16 | 120.0 |
| | | |
S4—C2—C3—S5 | −2.0 (2) | C25—C26—C27—C28 | 0.1 (4) |
S2—C2—C3—S5 | −176.16 (10) | C26—C27—C28—C29 | −0.6 (4) |
S4—C2—C3—S3 | 172.12 (10) | C25—C24—C29—C28 | 0.5 (3) |
S2—C2—C3—S3 | −2.05 (18) | P1—C24—C29—C28 | 177.28 (16) |
S1—C1—S2—C2 | −179.44 (12) | C27—C28—C29—C24 | 0.3 (3) |
S3—C1—S2—C2 | 0.30 (11) | C29—C24—P1—C12 | 151.43 (15) |
C3—C2—S2—C1 | 1.06 (15) | C25—C24—P1—C12 | −31.79 (18) |
S4—C2—S2—C1 | −173.51 (11) | C29—C24—P1—C6 | 29.86 (18) |
S1—C1—S3—C3 | 178.55 (12) | C25—C24—P1—C6 | −153.36 (16) |
S2—C1—S3—C3 | −1.19 (12) | C29—C24—P1—C18 | −87.89 (17) |
C2—C3—S3—C1 | 1.98 (15) | C25—C24—P1—C18 | 88.89 (17) |
S5—C3—S3—C1 | 176.50 (11) | C19—C18—P1—C12 | 105.71 (18) |
C3—C2—S4—Sn1 | −28.96 (16) | C23—C18—P1—C12 | −76.60 (19) |
S2—C2—S4—Sn1 | 145.02 (9) | C19—C18—P1—C6 | −132.64 (17) |
C2—C3—S5—Sn1 | 31.82 (16) | C23—C18—P1—C6 | 45.04 (19) |
S3—C3—S5—Sn1 | −142.13 (9) | C19—C18—P1—C24 | −11.5 (2) |
C4i—C4—S6—Sn1 | 0.1 (2) | C23—C18—P1—C24 | 166.15 (17) |
S7—C4—S6—Sn1 | −179.54 (9) | C12—P1—C6—C11 | −9.23 (19) |
S8—C5—S7—C4 | 179.81 (6) | C24—P1—C6—C11 | 109.77 (17) |
S7i—C5—S7—C4 | −0.19 (6) | C18—P1—C6—C11 | −131.52 (16) |
C4i—C4—S7—C5 | 0.7 (2) | C12—P1—C6—C7 | 170.28 (16) |
S6—C4—S7—C5 | −179.65 (9) | C24—P1—C6—C7 | −70.72 (18) |
C4—S6—Sn1—S6i | −0.03 (6) | C18—P1—C6—C7 | 47.99 (18) |
C4—S6—Sn1—S4 | −93.91 (6) | C11—C6—C7—C8 | −1.9 (3) |
C4—S6—Sn1—S4i | 95.55 (6) | P1—C6—C7—C8 | 178.63 (19) |
C3—S5—Sn1—S6i | −127.73 (6) | C6—C7—C8—C9 | 1.6 (4) |
C3—S5—Sn1—S5i | 54.75 (6) | C7—C8—C9—C10 | −0.4 (4) |
C3—S5—Sn1—S4 | −33.42 (6) | C8—C9—C10—C11 | −0.6 (4) |
C3—S5—Sn1—S4i | 136.47 (6) | C9—C10—C11—C6 | 0.3 (4) |
C2—S4—Sn1—S6i | 121.50 (6) | C7—C6—C11—C10 | 0.9 (3) |
C2—S4—Sn1—S6 | −151.18 (6) | P1—C6—C11—C10 | −179.58 (18) |
C2—S4—Sn1—S5 | 32.81 (6) | C16—C17—C12—C13 | −0.3 (3) |
C2—S4—Sn1—S5i | −62.01 (6) | C16—C17—C12—P1 | 177.04 (19) |
C2—S4—Sn1—S4i | −14.91 (6) | C6—P1—C12—C13 | −111.47 (17) |
C23—C18—C19—C20 | −1.0 (3) | C24—P1—C12—C13 | 126.18 (17) |
P1—C18—C19—C20 | 176.67 (17) | C18—P1—C12—C13 | 7.8 (2) |
C18—C19—C20—C21 | −0.1 (4) | C6—P1—C12—C17 | 71.25 (19) |
C19—C20—C21—C22 | 1.3 (4) | C24—P1—C12—C17 | −51.10 (19) |
C20—C21—C22—C23 | −1.4 (4) | C18—P1—C12—C17 | −169.49 (17) |
C21—C22—C23—C18 | 0.2 (4) | C17—C12—C13—C14 | 0.7 (3) |
C19—C18—C23—C22 | 0.9 (3) | P1—C12—C13—C14 | −176.60 (16) |
P1—C18—C23—C22 | −176.74 (19) | C12—C13—C14—C15 | −0.4 (3) |
C29—C24—C25—C26 | −1.0 (3) | C13—C14—C15—C16 | −0.2 (4) |
P1—C24—C25—C26 | −177.82 (17) | C12—C17—C16—C15 | −0.3 (4) |
C24—C25—C26—C27 | 0.7 (4) | C14—C15—C16—C17 | 0.5 (4) |
Symmetry code: (i) −x+1, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C26—H26···S4i | 0.93 | 2.69 | 3.598 (2) | 165 |
C29—H29···S1ii | 0.93 | 2.85 | 3.513 (2) | 129 |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x+1, y+1, −z+1/2. |