Dichloridodi-μ(2)-hydroxido-di-μ(3)-oxido-octa-phenyl-tetra-tin(IV) dimethyl sulfoxide disolvate.

In the centrosymmetric tetra-nuclear title mol-ecule, [Sn(4)(C(6)H(5))(8)Cl(2)O(2)(OH)(2)]·2C(2)H(6)OS, the two independent tin(IV) atoms show distorted trigonal-bipyramidal SnC(2)O(3) and SnC(2)O(2)Cl coordination geometries. The four tin(IV) atoms are bridged by the hydroxo and oxo ligands, forming a ladder-like array of three edge-connected Sn(2)O(2) squares. The solvent mol-ecules are linked to the tetra-nuclear mol-ecule via O-H⋯O hydrogen bonds.

Related literature

For biological applications of organotin(IV) complexes, see: Davies & Smith (1982 ▶). For the crystal structures of closely related compounds, see: Vollano et al. (1984 ▶); Kresinski et al. (1994 ▶); Yap et al. (2010 ▶).

Experimental

Crystal data

[Sn4(C6H5)8Cl2O2(OH)2]·2C2H6OS

M = 1384.73

Monoclinic,

a = 11.521 (2) Å

b = 19.372 (4) Å

c = 11.854 (2) Å

β = 93.61 (3)°

V = 2640.4 (9) Å3

Z = 2

Mo Kα radiation

μ = 2.10 mm−1

T = 298 K

0.50 × 0.47 × 0.45 mm

Data collection

STOE IPDS 2T diffractometer

Absorption correction: numerical (X-RED32; Stoe & Cie, 2005 ▶) T min = 0.420, T max = 0.452

28831 measured reflections

7108 independent reflections

6034 reflections with I > 2σ(I)

R int = 0.095

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.079

S = 1.05

7108 reflections

304 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.92 e Å−3

Δρmin = −0.83 e Å−3

Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812051744/cv5369sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812051744/cv5369Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Sn4(C6H5)8Cl2O2(OH)2]·2C2H6OS	F(000) = 1360
Mr = 1384.73	Dx = 1.742 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 7108 reflections
a = 11.521 (2) Å	θ = 2.0–29.2°
b = 19.372 (4) Å	µ = 2.10 mm−1
c = 11.854 (2) Å	T = 298 K
β = 93.61 (3)°	Block, colourless
V = 2640.4 (9) Å3	0.50 × 0.47 × 0.45 mm
Z = 2

STOE IPDS 2T diffractometer	7108 independent reflections
Radiation source: fine-focus sealed tube	6034 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.095
Detector resolution: 0.15 pixels mm-1	θmax = 29.2°, θmin = 2.0°
rotation method scans	h = −15→14
Absorption correction: numerical (X-RED32; Stoe & Cie, 2005)	k = −26→26
Tmin = 0.420, Tmax = 0.452	l = −16→16
28831 measured reflections

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ2(Fo2) + (0.0328P)2 + 0.0145P] where P = (Fo2 + 2Fc2)/3
7108 reflections	(Δ/σ)max = 0.002
304 parameters	Δρmax = 0.92 e Å−3
1 restraint	Δρmin = −0.83 e Å−3

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Sn1	0.923073 (16)	0.109727 (9)	0.801260 (13)	0.03225 (6)
Sn2	1.050659 (15)	0.052478 (9)	1.103601 (13)	0.02920 (5)
Cl1	0.98076 (8)	0.20923 (4)	0.92137 (6)	0.05121 (18)
S1	0.46511 (8)	0.04222 (5)	0.28731 (8)	0.0587 (2)
O1	0.96963 (18)	0.04965 (9)	0.93664 (14)	0.0343 (4)
O2	1.12468 (17)	−0.00375 (10)	1.24848 (15)	0.0344 (4)
O3	0.3549 (2)	0.02385 (16)	0.3395 (2)	0.0620 (6)
C1	0.7530 (3)	0.14934 (15)	0.7610 (2)	0.0386 (6)
C2	0.6974 (3)	0.19241 (18)	0.8329 (3)	0.0491 (7)
H2	0.7309	0.2002	0.9052	0.059*
C3	0.5946 (4)	0.2238 (2)	0.8011 (4)	0.0655 (11)
H3	0.5579	0.2518	0.8517	0.079*
C4	0.5453 (3)	0.2137 (2)	0.6929 (4)	0.0697 (11)
H4	0.4764	0.2360	0.6697	0.084*
C5	0.5987 (4)	0.1705 (2)	0.6196 (3)	0.0676 (11)
H5	0.5652	0.1630	0.5472	0.081*
C6	0.7027 (3)	0.13809 (19)	0.6540 (3)	0.0508 (7)
H6	0.7383	0.1087	0.6046	0.061*
C7	1.0545 (3)	0.11797 (15)	0.6825 (2)	0.0376 (6)
C8	1.0729 (3)	0.06512 (18)	0.6064 (2)	0.0463 (7)
H8	1.0281	0.0253	0.6075	0.056*
C9	1.1578 (3)	0.0713 (2)	0.5289 (3)	0.0558 (8)
H9	1.1704	0.0354	0.4790	0.067*
C10	1.2236 (3)	0.1309 (2)	0.5260 (3)	0.0581 (9)
H10	1.2792	0.1357	0.4729	0.070*
C11	1.2069 (3)	0.1829 (2)	0.6012 (3)	0.0605 (9)
H11	1.2520	0.2227	0.5999	0.073*
C12	1.1228 (3)	0.17680 (18)	0.6797 (3)	0.0510 (8)
H12	1.1124	0.2124	0.7308	0.061*
C13	1.2033 (2)	0.10738 (14)	1.0699 (2)	0.0343 (5)
C14	1.2472 (3)	0.10957 (18)	0.9635 (3)	0.0491 (7)
H14	1.2115	0.0842	0.9045	0.059*
C15	1.3439 (3)	0.1494 (2)	0.9450 (3)	0.0626 (10)
H15	1.3732	0.1506	0.8736	0.075*
C16	1.3969 (3)	0.1874 (2)	1.0319 (4)	0.0640 (10)
H16	1.4614	0.2144	1.0186	0.077*
C17	1.3556 (3)	0.18588 (19)	1.1379 (3)	0.0585 (9)
H17	1.3923	0.2112	1.1965	0.070*
C18	1.2580 (3)	0.14597 (16)	1.1566 (3)	0.0431 (6)
H18	1.2290	0.1452	1.2281	0.052*
C19	0.9102 (2)	0.09486 (14)	1.1881 (2)	0.0356 (5)
C20	0.9278 (3)	0.11474 (17)	1.3006 (2)	0.0489 (8)
H20	0.9998	0.1075	1.3388	0.059*
C21	0.8387 (4)	0.1453 (2)	1.3562 (3)	0.0680 (12)
H21	0.8512	0.1586	1.4313	0.082*
C22	0.7322 (4)	0.1558 (2)	1.3006 (4)	0.0762 (14)
H22	0.6725	0.1759	1.3384	0.091*
C23	0.7139 (4)	0.1373 (2)	1.1918 (4)	0.0757 (13)
H23	0.6415	0.1450	1.1548	0.091*
C24	0.8021 (3)	0.10635 (18)	1.1330 (3)	0.0501 (8)
H24	0.7883	0.0937	1.0577	0.060*
C25	0.4630 (5)	−0.0023 (3)	0.1581 (4)	0.0878 (16)
H25A	0.4487	−0.0504	0.1708	0.132*
H25B	0.5366	0.0031	0.1255	0.132*
H25C	0.4024	0.0161	0.1074	0.132*
C26	0.5777 (4)	−0.0069 (3)	0.3584 (4)	0.0856 (15)
H26A	0.5851	0.0063	0.4366	0.128*
H26B	0.6498	0.0017	0.3243	0.128*
H26C	0.5590	−0.0551	0.3526	0.128*
H2A	1.1948 (17)	0.000 (2)	1.265 (3)	0.056 (11)*

	U11	U22	U33	U12	U13	U23
Sn1	0.03346 (10)	0.03404 (10)	0.02899 (9)	0.00335 (7)	0.00002 (7)	0.00140 (6)
Sn2	0.02770 (9)	0.03127 (9)	0.02838 (9)	0.00062 (6)	−0.00011 (6)	−0.00281 (6)
Cl1	0.0625 (5)	0.0413 (4)	0.0486 (4)	0.0008 (3)	−0.0060 (3)	−0.0099 (3)
S1	0.0438 (5)	0.0623 (6)	0.0697 (5)	0.0040 (4)	0.0006 (4)	0.0115 (4)
O1	0.0412 (11)	0.0300 (9)	0.0305 (8)	0.0013 (8)	−0.0078 (7)	−0.0007 (6)
O2	0.0310 (10)	0.0380 (10)	0.0335 (8)	0.0001 (8)	−0.0050 (7)	−0.0015 (7)
O3	0.0473 (14)	0.0759 (18)	0.0629 (14)	0.0007 (13)	0.0047 (11)	−0.0011 (13)
C1	0.0339 (14)	0.0383 (14)	0.0435 (14)	0.0037 (11)	0.0002 (11)	0.0092 (11)
C2	0.0469 (18)	0.0511 (18)	0.0506 (16)	0.0107 (14)	0.0125 (14)	0.0096 (13)
C3	0.056 (2)	0.058 (2)	0.086 (3)	0.0166 (18)	0.026 (2)	0.0201 (19)
C4	0.0402 (18)	0.068 (3)	0.100 (3)	0.0114 (18)	−0.0023 (19)	0.034 (2)
C5	0.061 (2)	0.072 (3)	0.067 (2)	0.004 (2)	−0.0175 (19)	0.0212 (19)
C6	0.0478 (18)	0.0527 (18)	0.0509 (17)	0.0036 (15)	−0.0049 (14)	0.0092 (14)
C7	0.0392 (15)	0.0417 (15)	0.0318 (12)	0.0018 (12)	0.0014 (11)	0.0048 (10)
C8	0.0459 (17)	0.0531 (18)	0.0400 (14)	−0.0018 (14)	0.0040 (13)	−0.0037 (12)
C9	0.050 (2)	0.076 (2)	0.0417 (15)	0.0036 (18)	0.0085 (14)	−0.0083 (15)
C10	0.0400 (17)	0.087 (3)	0.0482 (17)	0.0027 (18)	0.0115 (14)	0.0055 (17)
C11	0.053 (2)	0.060 (2)	0.069 (2)	−0.0105 (17)	0.0147 (18)	0.0113 (17)
C12	0.054 (2)	0.0446 (17)	0.0554 (17)	−0.0063 (14)	0.0116 (15)	−0.0018 (13)
C13	0.0267 (12)	0.0376 (14)	0.0383 (13)	0.0003 (10)	−0.0010 (10)	0.0024 (10)
C14	0.0414 (17)	0.065 (2)	0.0411 (15)	−0.0018 (15)	0.0037 (13)	0.0044 (13)
C15	0.046 (2)	0.081 (3)	0.062 (2)	−0.0063 (19)	0.0154 (17)	0.0149 (18)
C16	0.0386 (18)	0.066 (2)	0.087 (3)	−0.0126 (17)	−0.0001 (18)	0.021 (2)
C17	0.0457 (19)	0.0465 (19)	0.082 (2)	−0.0079 (15)	−0.0082 (17)	−0.0068 (16)
C18	0.0403 (16)	0.0405 (15)	0.0483 (15)	−0.0018 (12)	0.0012 (12)	−0.0045 (12)
C19	0.0350 (14)	0.0334 (13)	0.0389 (13)	0.0036 (11)	0.0073 (11)	0.0028 (10)
C20	0.057 (2)	0.0464 (17)	0.0440 (16)	−0.0026 (14)	0.0115 (15)	−0.0073 (12)
C21	0.091 (3)	0.054 (2)	0.064 (2)	0.003 (2)	0.039 (2)	−0.0101 (16)
C22	0.076 (3)	0.059 (2)	0.099 (3)	0.020 (2)	0.053 (3)	0.010 (2)
C23	0.050 (2)	0.077 (3)	0.103 (3)	0.028 (2)	0.026 (2)	0.031 (2)
C24	0.0365 (16)	0.060 (2)	0.0539 (17)	0.0081 (14)	0.0049 (13)	0.0122 (14)
C25	0.074 (3)	0.123 (4)	0.067 (2)	0.034 (3)	0.013 (2)	0.002 (3)
C26	0.050 (2)	0.105 (4)	0.099 (3)	0.007 (2)	−0.014 (2)	0.033 (3)

Sn1—O1	2.0271 (18)	C10—C11	1.367 (6)
Sn1—C1	2.130 (3)	C10—H10	0.9300
Sn1—C7	2.137 (3)	C11—C12	1.389 (5)
Sn1—O2i	2.196 (2)	C11—H11	0.9300
Sn1—Cl1	2.4628 (9)	C12—H12	0.9300
Sn2—O1i	2.0451 (18)	C13—C14	1.388 (4)
Sn2—C13	2.115 (3)	C13—C18	1.390 (4)
Sn2—C19	2.121 (3)	C14—C15	1.385 (5)
Sn2—O1	2.1351 (18)	C14—H14	0.9300
Sn2—O2	2.1630 (19)	C15—C16	1.377 (6)
S1—O3	1.490 (3)	C15—H15	0.9300
S1—C25	1.757 (5)	C16—C17	1.371 (5)
S1—C26	1.777 (4)	C16—H16	0.9300
O1—Sn2i	2.0451 (18)	C17—C18	1.394 (5)
O2—Sn1i	2.196 (2)	C17—H17	0.9300
O2—H2A	0.824 (19)	C18—H18	0.9300
C1—C2	1.379 (4)	C19—C24	1.387 (4)
C1—C6	1.379 (4)	C19—C20	1.390 (4)
C2—C3	1.363 (5)	C20—C21	1.387 (5)
C2—H2	0.9300	C20—H20	0.9300
C3—C4	1.384 (6)	C21—C22	1.370 (7)
C3—H3	0.9300	C21—H21	0.9300
C4—C5	1.379 (6)	C22—C23	1.343 (7)
C4—H4	0.9300	C22—H22	0.9300
C5—C6	1.390 (5)	C23—C24	1.402 (5)
C5—H5	0.9300	C23—H23	0.9300
C6—H6	0.9300	C24—H24	0.9300
C7—C12	1.387 (4)	C25—H25A	0.9600
C7—C8	1.389 (4)	C25—H25B	0.9600
C8—C9	1.389 (4)	C25—H25C	0.9600
C8—H8	0.9300	C26—H26A	0.9600
C9—C10	1.384 (6)	C26—H26B	0.9600
C9—H9	0.9300	C26—H26C	0.9600
O1—Sn1—C1	125.30 (10)	C11—C10—H10	120.0
O1—Sn1—C7	113.66 (10)	C9—C10—H10	120.0
C1—Sn1—C7	120.35 (11)	C10—C11—C12	120.5 (4)
O1—Sn1—O2i	74.05 (7)	C10—C11—H11	119.8
C1—Sn1—O2i	93.75 (10)	C12—C11—H11	119.8
C7—Sn1—O2i	93.94 (9)	C7—C12—C11	120.4 (3)
O1—Sn1—Cl1	86.75 (6)	C7—C12—H12	119.8
C1—Sn1—Cl1	93.34 (9)	C11—C12—H12	119.8
C7—Sn1—Cl1	98.39 (8)	C14—C13—C18	118.8 (3)
O2i—Sn1—Cl1	160.17 (5)	C14—C13—Sn2	122.8 (2)
O1i—Sn2—C13	121.78 (9)	C18—C13—Sn2	118.3 (2)
O1i—Sn2—C19	113.91 (10)	C15—C14—C13	120.3 (3)
C13—Sn2—C19	124.24 (11)	C15—C14—H14	119.9
O1i—Sn2—O1	73.87 (8)	C13—C14—H14	119.9
C13—Sn2—O1	99.07 (9)	C16—C15—C14	120.1 (3)
C19—Sn2—O1	98.37 (10)	C16—C15—H15	119.9
O1i—Sn2—O2	74.43 (7)	C14—C15—H15	119.9
C13—Sn2—O2	96.46 (9)	C17—C16—C15	120.7 (3)
C19—Sn2—O2	95.42 (9)	C17—C16—H16	119.6
O1—Sn2—O2	148.27 (7)	C15—C16—H16	119.6
O3—S1—C25	106.2 (2)	C16—C17—C18	119.2 (3)
O3—S1—C26	106.9 (2)	C16—C17—H17	120.4
C25—S1—C26	96.9 (3)	C18—C17—H17	120.4
Sn1—O1—Sn2i	110.49 (8)	C13—C18—C17	120.8 (3)
Sn1—O1—Sn2	142.90 (9)	C13—C18—H18	119.6
Sn2i—O1—Sn2	106.13 (8)	C17—C18—H18	119.6
Sn2—O2—Sn1i	100.26 (8)	C24—C19—C20	118.6 (3)
Sn2—O2—H2A	118 (3)	C24—C19—Sn2	121.9 (2)
Sn1i—O2—H2A	112 (3)	C20—C19—Sn2	119.4 (2)
C2—C1—C6	118.6 (3)	C21—C20—C19	120.4 (4)
C2—C1—Sn1	122.4 (2)	C21—C20—H20	119.8
C6—C1—Sn1	118.5 (2)	C19—C20—H20	119.8
C3—C2—C1	121.9 (4)	C22—C21—C20	120.1 (4)
C3—C2—H2	119.0	C22—C21—H21	119.9
C1—C2—H2	119.0	C20—C21—H21	119.9
C2—C3—C4	119.5 (4)	C23—C22—C21	120.2 (3)
C2—C3—H3	120.3	C23—C22—H22	119.9
C4—C3—H3	120.3	C21—C22—H22	119.9
C5—C4—C3	119.8 (3)	C22—C23—C24	121.1 (4)
C5—C4—H4	120.1	C22—C23—H23	119.5
C3—C4—H4	120.1	C24—C23—H23	119.5
C4—C5—C6	120.0 (4)	C19—C24—C23	119.5 (4)
C4—C5—H5	120.0	C19—C24—H24	120.2
C6—C5—H5	120.0	C23—C24—H24	120.2
C1—C6—C5	120.2 (4)	S1—C25—H25A	109.5
C1—C6—H6	119.9	S1—C25—H25B	109.5
C5—C6—H6	119.9	H25A—C25—H25B	109.5
C12—C7—C8	118.7 (3)	S1—C25—H25C	109.5
C12—C7—Sn1	120.2 (2)	H25A—C25—H25C	109.5
C8—C7—Sn1	121.1 (2)	H25B—C25—H25C	109.5
C9—C8—C7	120.6 (3)	S1—C26—H26A	109.5
C9—C8—H8	119.7	S1—C26—H26B	109.5
C7—C8—H8	119.7	H26A—C26—H26B	109.5
C10—C9—C8	119.8 (3)	S1—C26—H26C	109.5
C10—C9—H9	120.1	H26A—C26—H26C	109.5
C8—C9—H9	120.1	H26B—C26—H26C	109.5
C11—C10—C9	119.9 (3)
C1—Sn1—O1—Sn2i	90.30 (14)	O2i—Sn1—C7—C8	3.9 (2)
C7—Sn1—O1—Sn2i	−80.16 (12)	Cl1—Sn1—C7—C8	168.3 (2)
O2i—Sn1—O1—Sn2i	7.14 (8)	C12—C7—C8—C9	−0.3 (5)
Cl1—Sn1—O1—Sn2i	−177.90 (9)	Sn1—C7—C8—C9	179.4 (3)
C1—Sn1—O1—Sn2	−99.31 (19)	C7—C8—C9—C10	−0.9 (5)
C7—Sn1—O1—Sn2	90.23 (19)	C8—C9—C10—C11	1.6 (6)
O2i—Sn1—O1—Sn2	177.53 (19)	C9—C10—C11—C12	−1.0 (6)
Cl1—Sn1—O1—Sn2	−7.51 (16)	C8—C7—C12—C11	0.9 (5)
O1i—Sn2—O1—Sn1	−170.6 (2)	Sn1—C7—C12—C11	−178.8 (3)
C13—Sn2—O1—Sn1	−50.03 (19)	C10—C11—C12—C7	−0.3 (6)
C19—Sn2—O1—Sn1	76.80 (19)	O1i—Sn2—C13—C14	53.5 (3)
O2—Sn2—O1—Sn1	−168.40 (12)	C19—Sn2—C13—C14	−129.8 (2)
O1i—Sn2—O1—Sn2i	0.0	O1—Sn2—C13—C14	−23.1 (3)
C13—Sn2—O1—Sn2i	120.60 (10)	O2—Sn2—C13—C14	129.2 (2)
C19—Sn2—O1—Sn2i	−112.57 (10)	O1i—Sn2—C13—C18	−130.2 (2)
O2—Sn2—O1—Sn2i	2.2 (2)	C19—Sn2—C13—C18	46.5 (3)
O1i—Sn2—O2—Sn1i	−6.35 (7)	O1—Sn2—C13—C18	153.2 (2)
C13—Sn2—O2—Sn1i	−127.59 (9)	O2—Sn2—C13—C18	−54.5 (2)
C19—Sn2—O2—Sn1i	106.98 (10)	C18—C13—C14—C15	0.2 (5)
O1—Sn2—O2—Sn1i	−8.58 (18)	Sn2—C13—C14—C15	176.5 (3)
O1—Sn1—C1—C2	60.3 (3)	C13—C14—C15—C16	−0.3 (6)
C7—Sn1—C1—C2	−129.9 (2)	C14—C15—C16—C17	0.6 (6)
O2i—Sn1—C1—C2	133.3 (2)	C15—C16—C17—C18	−0.8 (6)
Cl1—Sn1—C1—C2	−28.1 (2)	C14—C13—C18—C17	−0.4 (5)
O1—Sn1—C1—C6	−127.6 (2)	Sn2—C13—C18—C17	−176.9 (3)
C7—Sn1—C1—C6	42.3 (3)	C16—C17—C18—C13	0.7 (5)
O2i—Sn1—C1—C6	−54.5 (2)	O1i—Sn2—C19—C24	−70.8 (3)
Cl1—Sn1—C1—C6	144.0 (2)	C13—Sn2—C19—C24	112.2 (3)
C6—C1—C2—C3	0.1 (5)	O1—Sn2—C19—C24	5.2 (3)
Sn1—C1—C2—C3	172.2 (3)	O2—Sn2—C19—C24	−146.2 (2)
C1—C2—C3—C4	−1.4 (6)	O1i—Sn2—C19—C20	112.1 (2)
C2—C3—C4—C5	1.9 (6)	C13—Sn2—C19—C20	−64.8 (3)
C3—C4—C5—C6	−1.0 (6)	O1—Sn2—C19—C20	−171.9 (2)
C2—C1—C6—C5	0.8 (5)	O2—Sn2—C19—C20	36.8 (2)
Sn1—C1—C6—C5	−171.6 (3)	C24—C19—C20—C21	0.1 (5)
C4—C5—C6—C1	−0.4 (6)	Sn2—C19—C20—C21	177.3 (3)
O1—Sn1—C7—C12	−102.1 (3)	C19—C20—C21—C22	0.3 (6)
C1—Sn1—C7—C12	86.9 (3)	C20—C21—C22—C23	−0.6 (6)
O2i—Sn1—C7—C12	−176.4 (3)	C21—C22—C23—C24	0.5 (7)
Cl1—Sn1—C7—C12	−12.0 (3)	C20—C19—C24—C23	−0.2 (5)
O1—Sn1—C7—C8	78.2 (3)	Sn2—C19—C24—C23	−177.3 (3)
C1—Sn1—C7—C8	−92.8 (3)	C22—C23—C24—C19	−0.1 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2A···O3ii	0.82 (2)	2.04 (2)	2.851 (3)	166 (4)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2A⋯O3i	0.82 (2)	2.04 (2)	2.851 (3)	166 (4)

Symmetry code: (i) .