Crystal structure of a 1:1 adduct of tri­phenyl­tin chloride with 3-cyclo­hexhyl-2-phenyl-1,3-thia­zolidin-4-one

This is the second reported crystal structure of an adduct of a 2,3-disubstituted 1,3-thia­zolidine-4-one ligand and tri­phenyl­tin chloride. The tin atom adopts a trigonal–bipyramidal coordination geometry with the O and Cl atoms in the axial sites.

Key indicators

• Single-crystal X-ray study
• T = 218 K
• Mean [sigma](C-C) = 0.010 Å
• Disorder in main residue
• R factor = 0.083
• wR factor = 0.221
• Data-to-parameter ratio = 21.3

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level A
PLAT213_ALERT_2_A Atom C20B            has ADP max/min Ratio .....        7.2 prolat

Author Response: this is probably the result of disorder and less-than-optimal crystal

Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.14 Report
PLAT213_ALERT_2_C Atom C25A            has ADP max/min Ratio .....        3.5 prolat

Author Response: this is probably the result of disorder and less-than-optimal crystal

PLAT220_ALERT_2_C Non-Solvent  Resd 1  C   Ueq(max)/Ueq(min) Range        3.2 Ratio
PLAT234_ALERT_4_C Large Hirshfeld Difference S1B      --C20B     .       0.16 Ang.
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of         C3 Check
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of         C9 Check
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C17 Check
PLAT241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C32 Check
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of         C1 Check
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of         C4 Check
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of         C7 Check
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of        C13 Check
PLAT260_ALERT_2_C Large Average Ueq of Residue Including       Sn1      0.092 Check
PLAT342_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.01033 Ang.
PLAT411_ALERT_2_C Short Inter H...H Contact  H3       ..H12      .       2.10 Ang.
                                                  1-x,-y,-z  =      3_655 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(6), Rep     1.39000 ......    Missing s.u.
              C1       -C2              1.555   1.555 ........     #    6 Check
PLAT741_ALERT_1_C Bond    Calc    1.389(7), Rep     1.39000 ......    Missing s.u.
              C1       -C6              1.555   1.555 ........     #    7 Check
PLAT741_ALERT_1_C Bond    Calc    1.389(9), Rep     1.39000 ......    Missing s.u.
              C2       -C3              1.555   1.555 ........     #    9 Check
PLAT741_ALERT_1_C Bond    Calc    1.389(9), Rep     1.39000 ......    Missing s.u.
              C3       -C4              1.555   1.555 ........     #   11 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(9), Rep     1.39000 ......    Missing s.u.
              C4       -C5              1.555   1.555 ........     #   13 Check
PLAT741_ALERT_1_C Bond    Calc    1.391(9), Rep     1.39000 ......    Missing s.u.
              C5       -C6              1.555   1.555 ........     #   15 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(8), Rep     1.39000 ......    Missing s.u.
              C7       -C12             1.555   1.555 ........     #   17 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(8), Rep     1.39000 ......    Missing s.u.
              C7       -C8              1.555   1.555 ........     #   18 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(9), Rep     1.39000 ......    Missing s.u.
              C12      -C11             1.555   1.555 ........     #   20 Check
PLAT741_ALERT_1_C Bond    Calc   1.390(10), Rep     1.39000 ......    Missing s.u.
              C11      -C10             1.555   1.555 ........     #   22 Check
PLAT741_ALERT_1_C Bond    Calc   1.390(12), Rep     1.39000 ......    Missing s.u.
              C10      -C9              1.555   1.555 ........     #   24 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(8), Rep     1.39000 ......    Missing s.u.
              C9       -C8              1.555   1.555 ........     #   26 Check
PLAT741_ALERT_1_C Bond    Calc    1.389(7), Rep     1.39000 ......    Missing s.u.
              C13      -C18             1.555   1.555 ........     #   28 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(7), Rep     1.39000 ......    Missing s.u.
              C13      -C14             1.555   1.555 ........     #   29 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(9), Rep     1.39000 ......    Missing s.u.
              C18      -C17             1.555   1.555 ........     #   31 Check
PLAT741_ALERT_1_C Bond    Calc   1.389(10), Rep     1.39000 ......    Missing s.u.
              C17      -C16             1.555   1.555 ........     #   33 Check
PLAT741_ALERT_1_C Bond    Calc    1.391(9), Rep     1.39000 ......    Missing s.u.
              C16      -C15             1.555   1.555 ........     #   35 Check
PLAT741_ALERT_1_C Bond    Calc    1.390(8), Rep     1.39000 ......    Missing s.u.
              C15      -C14             1.555   1.555 ........     #   37 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C2      -C1      -C6         1.555  1.555  1.555     #    1 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C1      -C2      -C3         1.555  1.555  1.555     #    5 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C2      -C3      -C4         1.555  1.555  1.555     #    8 Check
PLAT742_ALERT_1_C Angle   Calc    120.1(5), Rep      120.00 ......    Missing s.u.
              C5      -C4      -C3         1.555  1.555  1.555     #   11 Check
PLAT742_ALERT_1_C Angle   Calc    119.9(5), Rep      120.00 ......    Missing s.u.
              C6      -C5      -C4         1.555  1.555  1.555     #   14 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(4), Rep      120.00 ......    Missing s.u.
              C5      -C6      -C1         1.555  1.555  1.555     #   17 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(4), Rep      120.00 ......    Missing s.u.
              C12     -C7      -C8         1.555  1.555  1.555     #   19 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C11     -C12     -C7         1.555  1.555  1.555     #   23 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(6), Rep      120.00 ......    Missing s.u.
              C12     -C11     -C10        1.555  1.555  1.555     #   26 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C9      -C10     -C11        1.555  1.555  1.555     #   29 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(6), Rep      120.00 ......    Missing s.u.
              C10     -C9      -C8         1.555  1.555  1.555     #   32 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(6), Rep      120.00 ......    Missing s.u.
              C9      -C8      -C7         1.555  1.555  1.555     #   35 Check
PLAT742_ALERT_1_C Angle   Calc    120.1(4), Rep      120.00 ......    Missing s.u.
              C18     -C13     -C14        1.555  1.555  1.555     #   37 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C13     -C18     -C17        1.555  1.555  1.555     #   41 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(4), Rep      120.00 ......    Missing s.u.
              C16     -C17     -C18        1.555  1.555  1.555     #   44 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C17     -C16     -C15        1.555  1.555  1.555     #   47 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(5), Rep      120.00 ......    Missing s.u.
              C14     -C15     -C16        1.555  1.555  1.555     #   50 Check
PLAT742_ALERT_1_C Angle   Calc    120.0(4), Rep      120.00 ......    Missing s.u.
              C15     -C14     -C13        1.555  1.555  1.555     #   53 Check
PLAT743_ALERT_1_C Torsion Calc     0.1(11), Rep        0.00 ......    Missing s.u.
              C1  -C2  -C3  -C4     1.555   1.555   1.555   1.555  #    1 Check
PLAT743_ALERT_1_C Torsion Calc    -0.1(11), Rep        0.00 ......    Missing s.u.
              C2  -C3  -C4  -C5     1.555   1.555   1.555   1.555  #    7 Check
PLAT743_ALERT_1_C Torsion Calc     0.1(11), Rep        0.00 ......    Missing s.u.
              C3  -C4  -C5  -C6     1.555   1.555   1.555   1.555  #    8 Check
PLAT743_ALERT_1_C Torsion Calc    -0.1(13), Rep        0.00 ......    Missing s.u.
              C13 -C18 -C17 -C16    1.555   1.555   1.555   1.555  #   29 Check
PLAT743_ALERT_1_C Torsion Calc    -0.1(10), Rep        0.00 ......    Missing s.u.
              C18 -C13 -C14 -C15    1.555   1.555   1.555   1.555  #   30 Check
PLAT743_ALERT_1_C Torsion Calc     0.1(13), Rep        0.00 ......    Missing s.u.
              C18 -C17 -C16 -C15    1.555   1.555   1.555   1.555  #   35 Check
PLAT743_ALERT_1_C Torsion Calc     0.1(11), Rep        0.00 ......    Missing s.u.
              C14 -C13 -C18 -C17    1.555   1.555   1.555   1.555  #   38 Check
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......     16.316 Check
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.944 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          6 Report
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  0.88A   From Sn1             2.21 eA-3
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  0.84A   From Sn1             2.15 eA-3
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  1.73A   From C21A            1.89 eA-3
PLAT971_ALERT_2_C Check Calcd Resid. Dens.  1.07A   From C19             1.52 eA-3

Alert level G
PLAT005_ALERT_5_G No Embedded Refinement Details Found  in the CIF     Please Do !
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical          ? Check
PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT  Unusually Large       6.54 Why ?
PLAT301_ALERT_3_G Main Residue  Disorder ..............(Resd  1  )        24% Note
PLAT710_ALERT_4_G Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         48 Do !
              C19 -O1  -SN1 -CL1    53.70  1.80   1.555   1.555   1.555   1.555
PLAT721_ALERT_1_G Bond    Calc     0.96000, Rep     0.97000 Dev...       0.01 Ang.
              C20A     -H20C            1.555   1.555 ........     #   62 Check
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #         55 Check
              C20A -C19  -C20B    1.555   1.555   1.555             19.00 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #        160 Check
              C21B -N1   -C21A    1.555   1.555   1.555             14.00 Deg.
PLAT793_ALERT_4_G Model has Chirality at C21A        (Centro SPGR)          R Verify
PLAT802_ALERT_4_G CIF Input Record(s) with more than 80 Characters          1 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............        133 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        157 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          2 Info

   1 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
  65 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  14 ALERT level G = General information/check it is not something unexpected

  45 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  20 ALERT type 2 Indicator that the structure model may be wrong or deficient
   7 ALERT type 3 Indicator that the structure quality may be low
   7 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

Chlorido(3-cyclohexhyl-2-phenyl-1,3-thiazolidin-4-one-κO)triphenyltin(IV)

Crystal data

[Sn(C6H5)3Cl(C15H19NOS)]	F(000) = 1320
Mr = 646.81	Dx = 1.381 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 15.360 (5) Å	Cell parameters from 4375 reflections
b = 18.879 (6) Å	θ = 2.3–26.4°
c = 10.992 (3) Å	µ = 1.00 mm^−1
β = 102.524 (5)°	T = 218 K
V = 3111.8 (17) Å^3	Block, colorless
Z = 4	0.15 × 0.11 × 0.10 mm

Data collection

Bruker CCD area detector diffractometer	7791 independent reflections
Radiation source: fine-focus sealed tube	5009 reflections with I > 2σ(I)
Parallel-graphite monochromator	Rint = 0.072
phi and ω scans	θmax = 28.6°, θmin = 1.7°
Absorption correction: multi-scan (SADABS, Bruker, 2001)	h = −16→20
Tmin = 0.865, Tmax = 0.907	k = −25→25
24296 measured reflections	l = −14→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.083	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.221	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0926P)^2 + 6.5369P] where P = (Fo^2 + 2Fc^2)/3
7791 reflections	(Δ/σ)max < 0.001
365 parameters	Δρmax = 2.50 e Å^−3
133 restraints	Δρmin = −1.16 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.5942 (3)	0.0290 (3)	0.2921 (4)	0.0467 (14)
C2	0.5376 (4)	0.0374 (4)	0.1758 (4)	0.092 (3)
H2	0.5556	0.0224	0.1045	0.111*
C3	0.4542 (4)	0.0681 (4)	0.1662 (5)	0.116 (4)
H3	0.4163	0.0738	0.0884	0.139*
C4	0.4274 (3)	0.0905 (4)	0.2728 (7)	0.089 (3)
H4	0.3715	0.1111	0.2664	0.106*
C5	0.4839 (4)	0.0821 (4)	0.3891 (5)	0.097 (3)
H5	0.4660	0.0971	0.4604	0.116*
C6	0.5674 (4)	0.0513 (3)	0.3987 (4)	0.077 (2)
H6	0.6052	0.0457	0.4765	0.092*
C7	0.7266 (4)	−0.1279 (2)	0.2527 (5)	0.0585 (17)
C12	0.6759 (5)	−0.1492 (3)	0.1380 (5)	0.108 (4)
H12	0.6395	−0.1167	0.0872	0.130*
C11	0.6795 (5)	−0.2190 (4)	0.0993 (6)	0.132 (4)
H11	0.6455	−0.2333	0.0225	0.158*
C10	0.7338 (6)	−0.2676 (2)	0.1753 (8)	0.126 (4)
H10	0.7362	−0.3143	0.1494	0.151*
C9	0.7845 (5)	−0.2463 (3)	0.2900 (8)	0.123 (4)
H9	0.8209	−0.2788	0.3409	0.148*
C8	0.7809 (4)	−0.1765 (3)	0.3287 (5)	0.085 (3)
H8	0.8148	−0.1622	0.4055	0.102*
C13	0.8355 (3)	0.0451 (2)	0.3297 (6)	0.0504 (14)
C18	0.8226 (3)	0.1176 (3)	0.3135 (7)	0.104 (4)
H18	0.7653	0.1364	0.2996	0.125*
C17	0.8953 (5)	0.1621 (2)	0.3179 (9)	0.141 (6)
H17	0.8867	0.2107	0.3071	0.169*
C16	0.9809 (4)	0.1341 (3)	0.3387 (8)	0.115 (4)
H16	1.0296	0.1639	0.3417	0.138*
C15	0.9938 (3)	0.0615 (4)	0.3550 (7)	0.092 (3)
H15	1.0511	0.0428	0.3688	0.111*
C14	0.9211 (3)	0.0170 (2)	0.3505 (6)	0.075 (2)
H14	0.9298	−0.0315	0.3614	0.090*
C19	0.7557 (6)	0.0101 (4)	0.0116 (7)	0.0592 (19)
C20B	0.839 (2)	−0.0392 (13)	0.0291 (17)	0.068 (6)	0.66 (6)
H20A	0.8263	−0.0855	0.0595	0.081*	0.66 (6)
H20B	0.8894	−0.0187	0.0872	0.081*	0.66 (6)
C21B	0.810 (2)	0.0427 (14)	−0.166 (3)	0.064 (5)	0.66 (6)
H21B	0.7775	0.0400	−0.2531	0.077*	0.66 (6)
C22A	0.864 (3)	0.0842 (15)	−0.190 (4)	0.065 (9)	0.34 (6)
C23A	0.872 (4)	0.1077 (19)	−0.307 (4)	0.098 (15)	0.34 (6)
H23A	0.8325	0.0919	−0.3783	0.117*	0.34 (6)
C24A	0.940 (5)	0.155 (2)	−0.317 (5)	0.12 (2)	0.34 (6)
H24A	0.9452	0.1706	−0.3956	0.147*	0.34 (6)
C25A	0.999 (4)	0.179 (2)	−0.211 (6)	0.13 (2)	0.34 (6)
H25A	1.0439	0.2101	−0.2180	0.161*	0.34 (6)
C26A	0.990 (2)	0.155 (2)	−0.094 (6)	0.125 (15)	0.34 (6)
H26A	1.0300	0.1709	−0.0232	0.150*	0.34 (6)
C27A	0.923 (3)	0.1079 (19)	−0.084 (4)	0.080 (9)	0.34 (6)
H27A	0.9174	0.0922	−0.0058	0.096*	0.34 (6)
C20A	0.811 (3)	−0.051 (3)	0.003 (4)	0.056 (8)	0.34 (6)
H20C	0.7807	−0.0935	0.0184	0.067*	0.34 (6)
H20D	0.8661	−0.0471	0.0667	0.067*	0.34 (6)
C21A	0.798 (4)	0.029 (3)	−0.184 (6)	0.060 (7)	0.34 (6)
H21A	0.7564	0.0262	−0.2650	0.071*	0.34 (6)
C22B	0.8812 (14)	0.0986 (13)	−0.158 (2)	0.076 (5)	0.66 (6)
C23B	0.9134 (19)	0.1135 (13)	−0.264 (3)	0.103 (7)	0.66 (6)
H23B	0.8852	0.0945	−0.3402	0.124*	0.66 (6)
C24B	0.988 (2)	0.1569 (12)	−0.255 (4)	0.132 (11)	0.66 (6)
H24B	1.0091	0.1669	−0.3264	0.158*	0.66 (6)
C25B	1.0296 (15)	0.1853 (13)	−0.141 (4)	0.150 (13)	0.66 (6)
H25B	1.0792	0.2143	−0.1357	0.180*	0.66 (6)
C26B	0.9975 (14)	0.1704 (14)	−0.035 (3)	0.128 (9)	0.66 (6)
H26B	1.0256	0.1894	0.0414	0.154*	0.66 (6)
C27B	0.9233 (15)	0.1271 (14)	−0.043 (2)	0.094 (6)	0.66 (6)
H27B	0.9018	0.1171	0.0276	0.113*	0.66 (6)
C28	0.6744 (6)	0.1067 (4)	−0.1129 (7)	0.0641 (19)
H28	0.6264	0.0907	−0.0735	0.077*
C29	0.7082 (7)	0.1766 (5)	−0.0520 (10)	0.093 (3)
H29A	0.7557	0.1948	−0.0888	0.111*
H29B	0.7319	0.1695	0.0364	0.111*
C30	0.6307 (9)	0.2297 (6)	−0.0715 (11)	0.120 (4)
H30A	0.5858	0.2131	−0.0284	0.144*
H30B	0.6524	0.2751	−0.0363	0.144*
C31	0.5898 (10)	0.2386 (6)	−0.2066 (12)	0.123 (4)
H31A	0.5402	0.2713	−0.2162	0.148*
H31B	0.6336	0.2587	−0.2485	0.148*
C32	0.5578 (9)	0.1698 (7)	−0.2659 (12)	0.122 (4)
H32A	0.5334	0.1770	−0.3541	0.146*
H32B	0.5106	0.1514	−0.2287	0.146*
C33	0.6344 (7)	0.1158 (5)	−0.2490 (8)	0.086 (3)
H33A	0.6120	0.0707	−0.2849	0.103*
H33B	0.6796	0.1323	−0.2917	0.103*
Cl1	0.74786 (14)	−0.04867 (12)	0.53404 (17)	0.0666 (5)
N1	0.7461 (5)	0.0513 (3)	−0.0871 (5)	0.0578 (15)
O1	0.7073 (4)	0.0135 (3)	0.0899 (4)	0.0620 (13)
S1A	0.837 (2)	−0.0549 (18)	−0.145 (3)	0.067 (5)	0.34 (6)
S1B	0.861 (2)	−0.0454 (11)	−0.121 (2)	0.083 (4)	0.66 (6)
Sn1	0.72177 (3)	−0.02084 (2)	0.31194 (4)	0.04302 (17)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.037 (3)	0.044 (3)	0.059 (4)	−0.008 (2)	0.010 (3)	−0.002 (3)
C2	0.056 (5)	0.162 (10)	0.056 (4)	0.029 (6)	0.006 (4)	−0.001 (5)
C3	0.060 (6)	0.167 (12)	0.107 (7)	0.032 (7)	−0.010 (5)	−0.004 (8)
C4	0.045 (5)	0.077 (6)	0.144 (8)	0.018 (4)	0.022 (4)	−0.005 (6)
C5	0.081 (7)	0.103 (8)	0.116 (7)	0.023 (6)	0.042 (5)	−0.008 (6)
C6	0.071 (5)	0.099 (6)	0.064 (5)	0.027 (5)	0.020 (4)	−0.009 (5)
C7	0.062 (5)	0.050 (3)	0.072 (4)	0.005 (3)	0.035 (4)	0.006 (3)
C12	0.162 (11)	0.066 (5)	0.090 (7)	−0.007 (6)	0.011 (6)	−0.019 (5)
C11	0.195 (14)	0.075 (6)	0.141 (10)	−0.037 (7)	0.068 (8)	−0.042 (6)
C10	0.154 (12)	0.054 (5)	0.206 (12)	−0.025 (5)	0.116 (9)	−0.031 (6)
C9	0.132 (11)	0.057 (5)	0.201 (12)	0.025 (6)	0.080 (8)	0.022 (6)
C8	0.090 (7)	0.057 (4)	0.113 (7)	0.020 (4)	0.034 (5)	0.014 (4)
C13	0.042 (3)	0.056 (3)	0.056 (4)	0.005 (3)	0.016 (3)	0.004 (3)
C18	0.061 (5)	0.052 (4)	0.199 (12)	−0.002 (4)	0.028 (7)	0.006 (6)
C17	0.083 (7)	0.074 (6)	0.257 (17)	−0.023 (5)	0.016 (9)	0.024 (9)
C16	0.071 (5)	0.104 (6)	0.173 (12)	−0.034 (5)	0.034 (7)	0.011 (8)
C15	0.054 (5)	0.115 (7)	0.117 (8)	−0.004 (5)	0.037 (5)	0.009 (7)
C14	0.051 (4)	0.078 (5)	0.098 (7)	0.005 (4)	0.019 (4)	0.002 (5)
C19	0.086 (6)	0.055 (4)	0.042 (3)	0.008 (3)	0.025 (3)	0.006 (3)
C20B	0.112 (15)	0.075 (9)	0.016 (6)	0.041 (10)	0.015 (8)	−0.020 (5)
C21B	0.114 (12)	0.046 (9)	0.041 (8)	0.014 (7)	0.038 (8)	−0.006 (6)
C22A	0.09 (2)	0.037 (10)	0.082 (18)	0.008 (12)	0.054 (16)	−0.017 (11)
C23A	0.16 (4)	0.048 (16)	0.12 (2)	−0.01 (2)	0.10 (2)	−0.001 (17)
C24A	0.14 (5)	0.06 (2)	0.21 (4)	0.00 (3)	0.13 (4)	0.02 (3)
C25A	0.12 (3)	0.043 (19)	0.28 (5)	0.00 (2)	0.13 (4)	−0.04 (3)
C26A	0.05 (2)	0.09 (3)	0.23 (4)	0.015 (14)	0.02 (2)	−0.01 (3)
C27A	0.053 (16)	0.050 (17)	0.14 (2)	0.033 (12)	0.017 (17)	−0.008 (19)
C20A	0.060 (18)	0.080 (17)	0.021 (13)	0.016 (13)	−0.003 (12)	0.016 (13)
C21A	0.10 (2)	0.042 (15)	0.050 (17)	0.004 (10)	0.037 (15)	0.011 (14)
C22B	0.079 (11)	0.069 (9)	0.093 (12)	0.024 (9)	0.047 (9)	0.015 (9)
C23B	0.112 (17)	0.082 (14)	0.142 (15)	0.032 (10)	0.087 (14)	0.025 (12)
C24B	0.11 (2)	0.066 (14)	0.25 (3)	0.041 (13)	0.12 (2)	0.047 (17)
C25B	0.081 (15)	0.085 (19)	0.29 (4)	0.027 (10)	0.057 (18)	0.05 (2)
C26B	0.071 (12)	0.079 (14)	0.22 (2)	0.021 (9)	0.012 (14)	0.015 (15)
C27B	0.076 (11)	0.070 (14)	0.136 (14)	0.018 (9)	0.021 (10)	−0.015 (11)
C28	0.084 (6)	0.060 (4)	0.052 (4)	0.015 (4)	0.023 (4)	0.005 (3)
C29	0.099 (7)	0.072 (5)	0.099 (7)	0.022 (5)	0.006 (5)	−0.027 (5)
C30	0.157 (11)	0.084 (7)	0.116 (7)	0.055 (7)	0.021 (7)	−0.013 (6)
C31	0.145 (11)	0.097 (7)	0.126 (8)	0.057 (7)	0.024 (7)	0.017 (7)
C32	0.116 (10)	0.124 (8)	0.108 (8)	0.039 (7)	−0.013 (7)	0.014 (6)
C33	0.106 (8)	0.078 (6)	0.065 (5)	0.011 (5)	0.002 (5)	0.003 (4)
Cl1	0.0649 (12)	0.0897 (14)	0.0434 (9)	−0.0031 (10)	0.0077 (8)	0.0144 (9)
N1	0.080 (4)	0.056 (3)	0.044 (3)	0.015 (3)	0.026 (3)	0.005 (2)
O1	0.082 (4)	0.074 (3)	0.034 (2)	0.011 (3)	0.020 (2)	0.006 (2)
S1A	0.097 (12)	0.051 (7)	0.057 (9)	0.020 (6)	0.030 (7)	0.003 (6)
S1B	0.137 (12)	0.062 (5)	0.064 (6)	0.028 (6)	0.050 (7)	0.001 (4)
Sn1	0.0411 (3)	0.0463 (3)	0.0426 (3)	0.0028 (2)	0.01113 (18)	0.00347 (19)

Geometric parameters (Å, º)

Sn1—C1	2.141 (4)	C21B—S1B	1.86 (4)
Sn1—C7	2.130 (4)	C22A—C23A	1.3900
Sn1—C13	2.119 (4)	C22A—C27A	1.3900
Sn1—Cl1	2.4439 (19)	C22A—C21A	1.47 (4)
Sn1—O1	2.488 (4)	C23A—H23A	0.9300
C1—C2	1.3900	C23A—C24A	1.3900
C1—C6	1.3900	C24A—H24A	0.9300
C2—H2	0.9300	C24A—C25A	1.3900
C2—C3	1.3900	C25A—H25A	0.9300
C3—H3	0.9300	C25A—C26A	1.3900
C3—C4	1.3900	C26A—H26A	0.9300
C4—H4	0.9300	C26A—C27A	1.3900
C4—C5	1.3900	C27A—H27A	0.9300
C5—H5	0.9300	C20A—H20C	0.9700
C5—C6	1.3900	C20A—H20D	0.9700
C6—H6	0.9300	C20A—S1A	1.76 (5)
C7—C12	1.3900	C21A—H21A	0.9800
C7—C8	1.3900	C21A—N1	1.52 (6)
C12—H12	0.9300	C21A—S1A	1.71 (7)
C12—C11	1.3900	C22B—C23B	1.3900
C11—H11	0.9300	C22B—C27B	1.3900
C11—C10	1.3900	C23B—H23B	0.9300
C10—H10	0.9300	C23B—C24B	1.3900
C10—C9	1.3900	C24B—H24B	0.9300
C9—H9	0.9300	C24B—C25B	1.3900
C9—C8	1.3900	C25B—H25B	0.9300
C8—H8	0.9300	C25B—C26B	1.3900
C13—C18	1.3900	C26B—H26B	0.9300
C13—C14	1.3900	C26B—C27B	1.3900
C18—H18	0.9300	C27B—H27B	0.9300
C18—C17	1.3900	C28—H28	0.9800
C17—H17	0.9300	C28—C29	1.519 (12)
C17—C16	1.3900	C28—C33	1.499 (11)
C16—H16	0.9300	C28—N1	1.501 (10)
C16—C15	1.3900	C29—H29A	0.9700
C15—H15	0.9300	C29—H29B	0.9700
C15—C14	1.3900	C29—C30	1.536 (13)
C14—H14	0.9300	C30—H30A	0.9700
C19—C20B	1.56 (3)	C30—H30B	0.9700
C19—C20A	1.44 (4)	C30—C31	1.491 (15)
C19—N1	1.317 (9)	C31—H31A	0.9700
C19—O1	1.257 (8)	C31—H31B	0.9700
C20B—H20A	0.9700	C31—C32	1.488 (17)
C20B—H20B	0.9700	C32—H32A	0.9700
C20B—S1B	1.76 (2)	C32—H32B	0.9700
C21B—H21B	0.9800	C32—C33	1.537 (14)
C21B—C22B	1.50 (2)	C33—H33A	0.9700
C21B—N1	1.46 (3)	C33—H33B	0.9700
C2—C1—C6	120.0	C26A—C27A—C22A	120.0
C2—C1—Sn1	121.3 (3)	C26A—C27A—H27A	120.0
C6—C1—Sn1	118.7 (3)	C19—C20A—H20C	109.5
C1—C2—H2	120.0	C19—C20A—H20D	109.5
C1—C2—C3	120.0	C19—C20A—S1A	111 (2)
C3—C2—H2	120.0	H20C—C20A—H20D	108.1
C2—C3—H3	120.0	S1A—C20A—H20C	109.5
C2—C3—C4	120.0	S1A—C20A—H20D	109.5
C4—C3—H3	120.0	C22A—C21A—H21A	108.1
C3—C4—H4	120.0	C22A—C21A—N1	108 (4)
C5—C4—C3	120.0	C22A—C21A—S1A	118 (4)
C5—C4—H4	120.0	N1—C21A—H21A	108.1
C4—C5—H5	120.0	N1—C21A—S1A	107 (3)
C6—C5—C4	120.0	S1A—C21A—H21A	108.1
C6—C5—H5	120.0	C23B—C22B—C21B	118.2 (12)
C1—C6—H6	120.0	C23B—C22B—C27B	120.0
C5—C6—C1	120.0	C27B—C22B—C21B	121.1 (12)
C5—C6—H6	120.0	C22B—C23B—H23B	120.0
C12—C7—C8	120.0	C22B—C23B—C24B	120.0
C12—C7—Sn1	120.1 (3)	C24B—C23B—H23B	120.0
C8—C7—Sn1	119.9 (3)	C23B—C24B—H24B	120.0
C7—C12—H12	120.0	C23B—C24B—C25B	120.0
C11—C12—C7	120.0	C25B—C24B—H24B	120.0
C11—C12—H12	120.0	C24B—C25B—H25B	120.0
C12—C11—H11	120.0	C26B—C25B—C24B	120.0
C12—C11—C10	120.0	C26B—C25B—H25B	120.0
C10—C11—H11	120.0	C25B—C26B—H26B	120.0
C11—C10—H10	120.0	C25B—C26B—C27B	120.0
C9—C10—C11	120.0	C27B—C26B—H26B	120.0
C9—C10—H10	120.0	C22B—C27B—H27B	120.0
C10—C9—H9	120.0	C26B—C27B—C22B	120.0
C10—C9—C8	120.0	C26B—C27B—H27B	120.0
C8—C9—H9	120.0	C29—C28—H28	107.0
C7—C8—H8	120.0	C33—C28—H28	107.0
C9—C8—C7	120.0	C33—C28—C29	111.6 (7)
C9—C8—H8	120.0	C33—C28—N1	113.1 (6)
C18—C13—C14	120.0	N1—C28—H28	107.0
C18—C13—Sn1	118.4 (3)	N1—C28—C29	110.8 (7)
C14—C13—Sn1	121.5 (3)	C28—C29—H29A	109.9
C13—C18—H18	120.0	C28—C29—H29B	109.9
C13—C18—C17	120.0	C28—C29—C30	109.0 (9)
C17—C18—H18	120.0	H29A—C29—H29B	108.3
C18—C17—H17	120.0	C30—C29—H29A	109.9
C16—C17—C18	120.0	C30—C29—H29B	109.9
C16—C17—H17	120.0	C29—C30—H30A	109.4
C17—C16—H16	120.0	C29—C30—H30B	109.4
C17—C16—C15	120.0	H30A—C30—H30B	108.0
C15—C16—H16	120.0	C31—C30—C29	111.0 (9)
C16—C15—H15	120.0	C31—C30—H30A	109.4
C14—C15—C16	120.0	C31—C30—H30B	109.4
C14—C15—H15	120.0	C30—C31—H31A	109.3
C13—C14—H14	120.0	C30—C31—H31B	109.3
C15—C14—C13	120.0	H31A—C31—H31B	108.0
C15—C14—H14	120.0	C32—C31—C30	111.5 (10)
C20A—C19—C20B	19 (2)	C32—C31—H31A	109.3
N1—C19—C20B	113.4 (10)	C32—C31—H31B	109.3
N1—C19—C20A	112.3 (16)	C31—C32—H32A	109.5
O1—C19—C20B	122.6 (10)	C31—C32—H32B	109.5
O1—C19—C20A	122.1 (17)	C31—C32—C33	110.7 (10)
O1—C19—N1	123.8 (7)	H32A—C32—H32B	108.1
C19—C20B—H20A	111.0	C33—C32—H32A	109.5
C19—C20B—H20B	111.0	C33—C32—H32B	109.5
C19—C20B—S1B	104.0 (13)	C28—C33—C32	109.5 (8)
H20A—C20B—H20B	109.0	C28—C33—H33A	109.8
S1B—C20B—H20A	111.0	C28—C33—H33B	109.8
S1B—C20B—H20B	111.0	C32—C33—H33A	109.8
C22B—C21B—H21B	108.2	C32—C33—H33B	109.8
C22B—C21B—S1B	111 (2)	H33A—C33—H33B	108.2
N1—C21B—H21B	108.2	C19—N1—C21B	117.1 (14)
N1—C21B—C22B	117.3 (17)	C19—N1—C21A	115 (2)
N1—C21B—S1B	103.6 (16)	C19—N1—C28	120.9 (6)
S1B—C21B—H21B	108.2	C21B—N1—C21A	14 (3)
C23A—C22A—C27A	120.0	C21B—N1—C28	121.9 (13)
C23A—C22A—C21A	118 (2)	C28—N1—C21A	123 (2)
C27A—C22A—C21A	121 (2)	C19—O1—Sn1	135.9 (5)
C22A—C23A—H23A	120.0	C21A—S1A—C20A	93 (3)
C24A—C23A—C22A	120.0	C20B—S1B—C21B	92.3 (14)
C24A—C23A—H23A	120.0	C1—Sn1—Cl1	98.31 (14)
C23A—C24A—H24A	120.0	C1—Sn1—O1	84.26 (18)
C25A—C24A—C23A	120.0	C7—Sn1—C1	118.5 (2)
C25A—C24A—H24A	120.0	C7—Sn1—Cl1	95.29 (16)
C24A—C25A—H25A	120.0	C7—Sn1—O1	87.11 (19)
C24A—C25A—C26A	120.0	C13—Sn1—C1	118.0 (2)
C26A—C25A—H25A	120.0	C13—Sn1—C7	120.2 (2)
C25A—C26A—H26A	120.0	C13—Sn1—Cl1	94.63 (17)
C25A—C26A—C27A	120.0	C13—Sn1—O1	80.4 (2)
C27A—C26A—H26A	120.0	Cl1—Sn1—O1	175.07 (14)
C22A—C27A—H27A	120.0
C1—C2—C3—C4	0.0	C23A—C24A—C25A—C26A	0.0
C2—C1—C6—C5	0.0	C24A—C25A—C26A—C27A	0.0
C2—C1—Sn1—C7	−61.0 (4)	C25A—C26A—C27A—C22A	0.0
C2—C1—Sn1—C13	98.6 (4)	C27A—C22A—C23A—C24A	0.0
C2—C1—Sn1—Cl1	−161.6 (3)	C27A—C22A—C21A—N1	53 (5)
C2—C1—Sn1—O1	22.6 (4)	C27A—C22A—C21A—S1A	−68 (5)
C2—C3—C4—C5	0.0	C20A—C19—C20B—S1B	68 (6)
C3—C4—C5—C6	0.0	C20A—C19—N1—C21B	−18 (2)
C4—C5—C6—C1	0.0	C20A—C19—N1—C21A	−3 (3)
C6—C1—C2—C3	0.0	C20A—C19—N1—C28	165 (2)
C6—C1—Sn1—C7	117.3 (3)	C20A—C19—O1—Sn1	39 (3)
C6—C1—Sn1—C13	−83.2 (4)	C21A—C22A—C23A—C24A	−173 (4)
C6—C1—Sn1—Cl1	16.6 (3)	C21A—C22A—C27A—C26A	173 (4)
C6—C1—Sn1—O1	−159.1 (4)	C22B—C21B—N1—C19	−105 (2)
C7—C12—C11—C10	0.0	C22B—C21B—N1—C21A	169 (17)
C12—C7—C8—C9	0.0	C22B—C21B—N1—C28	72 (3)
C12—C7—Sn1—C1	46.3 (4)	C22B—C21B—S1B—C20B	100.0 (17)
C12—C7—Sn1—C13	−112.8 (4)	C22B—C23B—C24B—C25B	0.0
C12—C7—Sn1—Cl1	148.7 (3)	C23B—C22B—C27B—C26B	0.0
C12—C7—Sn1—O1	−35.6 (4)	C23B—C24B—C25B—C26B	0.0
C12—C11—C10—C9	0.0	C24B—C25B—C26B—C27B	0.0
C11—C10—C9—C8	0.0	C25B—C26B—C27B—C22B	0.0
C10—C9—C8—C7	0.0	C27B—C22B—C23B—C24B	0.0
C8—C7—C12—C11	0.0	C28—C29—C30—C31	−56.4 (14)
C8—C7—Sn1—C1	−134.1 (4)	C29—C28—C33—C32	−58.0 (12)
C8—C7—Sn1—C13	66.9 (4)	C29—C28—N1—C19	90.0 (10)
C8—C7—Sn1—Cl1	−31.6 (4)	C29—C28—N1—C21B	−87.1 (16)
C8—C7—Sn1—O1	144.1 (4)	C29—C28—N1—C21A	−103 (3)
C13—C18—C17—C16	0.0	C29—C30—C31—C32	57.4 (16)
C18—C13—C14—C15	0.0	C30—C31—C32—C33	−57.3 (16)
C18—C13—Sn1—C1	−7.3 (4)	C31—C32—C33—C28	57.0 (14)
C18—C13—Sn1—C7	151.8 (4)	C33—C28—C29—C30	57.6 (12)
C18—C13—Sn1—Cl1	−109.3 (4)	C33—C28—N1—C19	−143.8 (8)
C18—C13—Sn1—O1	70.9 (4)	C33—C28—N1—C21B	39.1 (17)
C18—C17—C16—C15	0.0	C33—C28—N1—C21A	23 (3)
C17—C16—C15—C14	0.0	N1—C19—C20B—S1B	−22.9 (17)
C16—C15—C14—C13	0.0	N1—C19—C20A—S1A	−7 (3)
C14—C13—C18—C17	0.0	N1—C19—O1—Sn1	−157.1 (6)
C14—C13—Sn1—C1	176.1 (3)	N1—C21B—C22B—C23B	−148.8 (19)
C14—C13—Sn1—C7	−24.8 (4)	N1—C21B—C22B—C27B	41 (3)
C14—C13—Sn1—Cl1	74.1 (4)	N1—C21B—S1B—C20B	−26.7 (18)
C14—C13—Sn1—O1	−105.7 (4)	N1—C21A—S1A—C20A	−13 (4)
C19—C20B—S1B—C21B	27.5 (17)	N1—C28—C29—C30	−175.3 (8)
C19—C20A—S1A—C21A	12 (4)	N1—C28—C33—C32	176.3 (9)
C19—O1—Sn1—C1	175.4 (7)	O1—C19—C20B—S1B	162.3 (11)
C19—O1—Sn1—C7	−65.6 (7)	O1—C19—C20A—S1A	158.2 (17)
C19—O1—Sn1—C13	55.7 (7)	O1—C19—N1—C21B	177.3 (15)
C19—O1—Sn1—Cl1	53.7 (18)	O1—C19—N1—C21A	−168 (3)
C20B—C19—C20A—S1A	−104 (8)	O1—C19—N1—C28	0.1 (12)
C20B—C19—N1—C21B	2.6 (17)	S1A—C21A—N1—C19	11 (4)
C20B—C19—N1—C21A	18 (3)	S1A—C21A—N1—C21B	112 (17)
C20B—C19—N1—C28	−174.6 (13)	S1A—C21A—N1—C28	−156 (2)
C20B—C19—O1—Sn1	17.1 (17)	S1B—C21B—C22B—C23B	92.4 (18)
C21B—C22B—C23B—C24B	−170 (2)	S1B—C21B—C22B—C27B	−78 (2)
C21B—C22B—C27B—C26B	170 (2)	S1B—C21B—N1—C19	17.8 (19)
C22A—C23A—C24A—C25A	0.0	S1B—C21B—N1—C21A	−68 (14)
C22A—C21A—N1—C19	−116 (3)	S1B—C21B—N1—C28	−165.0 (11)
C22A—C21A—N1—C21B	−15 (12)	Sn1—C1—C2—C3	178.2 (4)
C22A—C21A—N1—C28	77 (4)	Sn1—C1—C6—C5	−178.3 (4)
C22A—C21A—S1A—C20A	109 (4)	Sn1—C7—C12—C11	179.7 (4)
C23A—C22A—C27A—C26A	0.0	Sn1—C7—C8—C9	−179.7 (4)
C23A—C22A—C21A—N1	−134 (3)	Sn1—C13—C18—C17	−176.6 (4)
C23A—C22A—C21A—S1A	106 (4)	Sn1—C13—C14—C15	176.5 (4)