catena-Poly[[trimethyl­tin(IV)]-μ-2-(3-thien­yl)acetato]

The title compound, [Sn(CH₃)₃(C₆H₅O₂S)]_n, forms an infinite chain structure parallel to [100]. There are two mol­ecules of the complex in the asymmetric unit. The geometry of the Sn atoms in both mol­ecules is distorted trigonal-bipyramidal. The S and C atoms of the thio­phene rings in both mol­ecules are disordered over two sites with site-occupancy factors 0.799 (9)/0.201 (9) and 0.618 (7)/0.382 (7), respectively.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.016 Å
• Disorder in main residue
• R factor = 0.046
• wR factor = 0.143
• Data-to-parameter ratio = 15.7

checkCIF/PLATON results

No syntax errors found



Alert level C
            Value of measurement temperature given =   298.000
            Value of melting point given =     0.000
PLAT230_ALERT_2_C Hirshfeld Test Diff for    S2     --  C12     ..       6.20 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C4     --  C5      ..       5.13 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C9     --  C10     ..       5.66 su
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Sn1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Sn2
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C12
PLAT301_ALERT_3_C Main Residue  Disorder .........................      16.00 Perc.
PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ...         16
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C3     -   C4     ...       1.38 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C9     -   C10    ...       1.34 Ang.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.83
PLAT234_ALERT_4_C Large Hirshfeld Difference Sn2    --  O4_a    ..       0.11  Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference C3     --  C4      ..       0.11  Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference C11    --  C12     ..       0.13  Ang.

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.829
            Tmax scaled      0.344 Tmin scaled      0.310
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......        800
PLAT180_ALERT_4_G Check Cell Rounding: # of Values Ending with 0 =          3

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  17 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

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

---

S1. Comment

The title compound (Fig. 1), possesses an infinite one dimensional chain structure arising from Sn—O bridges to the ligand. The Sn1 atom has distorted trigonal-bipyramidal geometry, with atoms O1 and O3 in axial positions [O1—Sn—O3 = 174.7 (2) °] and the C atoms of the three methyl groups in equatorial positions. Associated with the sum of the angles subtended at the Sn1 in the equatorial plane is 359.2 (4) °, indicating approximate coplanarity of these atoms; the Sn1—O1 and Sn1—O3 distance, 2.367 (6) and 2.174 (6) Å, repectively, are close to the corresponding distances reported in organotin compounds (Addison et al., 1984; Ma et al., 2006). The environment of the Sn2 atom is approximate to Sn1.

Related literature

For related structures, see: Addison et al. (1984); Ma et al. (2006).

S2. Experimental

The reaction was carried out under nitrogen atmosphere. 3-Thiophenemalonic acid (1 mmol) and sodium ethoxide (2.2 mmol) were added to benzene (30 ml) in a Schlenk flask and stirred for 0.5 h. Trimethyltin chloride (2 mmol) was then added and the reaction mixture was stirred for 12 h at 348 K. The resulting clear solution was evaporated under vacuum. The product was crystallized from a mixture of ether/petroleum ether (1:1) to afford the title compound unexpectedly.

S3. Refinement

The atoms S1, S2, C6, C11 and C12 were found to be disordered over two sites, and the ratio of the occupancy factors refined to 0.680 (7):0.320 (7), 0.624 (7):0.376 (7), 0.799 (9):0.201 (9), 0.624 (7):0.376 (7) and 0.624 (7):0.376 (7) for atoms S1:S1', S2:S2', C6:C6', C11:C11' and C12:C12', respectively. H atoms were positioned geometrically, with C—H = 0.93, 0.96 and 0.97 Å for aromatic, methyl and methylene H atoms, respectively, and constrained to ride on their parent atoms, with U_iso(H) = xU_eq(C) where x = 1.5 for methyl H and x = 1.2 for all other H atoms.

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures

	Fig. 1. The molecular structure of (I), showing 50% probability displacement ellipsoids and the atom-numbering scheme. H atoms have been omitted for clarity.
	Fig. 2. A view of the unit cell showing polymeric chains of (I), H atoms have been omitted for clarity.

catena-Poly[[trimethyltin(IV)]-µ-2-(3-thienyl)acetato]

Crystal data

[Sn(CH3)3(C6H5O2S)]	Z = 4
Mr = 304.95	F(000) = 600
Triclinic, P1	Dx = 1.652 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.0677 (9) Å	Cell parameters from 2369 reflections
b = 10.839 (1) Å	θ = 2.5–25.0°
c = 13.2024 (17) Å	µ = 2.23 mm^−1
α = 107.813 (2)°	T = 298 K
β = 105.606 (1)°	Block, colorless
γ = 105.030 (1)°	0.55 × 0.50 × 0.48 mm
V = 1226.0 (2) Å^3

Data collection

Bruker SMART CCD area-detector diffractometer	4227 independent reflections
Radiation source: fine-focus sealed tube	2865 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.039
ϕ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.374, Tmax = 0.415	k = −11→12
6334 measured reflections	l = −15→15

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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.143	H-atom parameters constrained
S = 0.97	w = 1/[σ^2(Fo^2) + (0.0669P)^2 + 2.6141P] where P = (Fo^2 + 2Fc^2)/3
4227 reflections	(Δ/σ)max = 0.048
282 parameters	Δρmax = 0.98 e Å^−3
0 restraints	Δρmin = −0.94 e Å^−3

Special details

Experimental. Yield 76%; m.p. 458 (3) K. Analysis calculated (%) for C₉H₁₄O₂S₁Sn₁ (Mr = 304.95): C, 35.42; H, 4.59. Found: C, 35.53; H, 4.67.

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sn1	0.00471 (6)	0.03382 (5)	0.21785 (4)	0.0461 (2)
Sn2	−0.41279 (6)	0.16957 (6)	0.33911 (5)	0.0545 (2)
O1	−0.1169 (7)	0.1535 (7)	0.3189 (5)	0.0680 (15)
O2	−0.1760 (6)	0.2957 (6)	0.4423 (5)	0.0676 (14)
O3	0.0962 (6)	−0.0894 (6)	0.1133 (5)	0.0606 (13)
O4	0.3251 (7)	0.0451 (7)	0.2369 (6)	0.0690 (15)
S1	0.2843 (5)	0.3983 (5)	0.8011 (4)	0.1006 (13)	0.799 (9)
S2	0.3209 (8)	−0.4916 (6)	0.1179 (6)	0.119 (2)	0.618 (7)
C6'	0.247 (7)	0.323 (7)	0.756 (4)	0.1006 (13)	0.201 (9)
H6'	0.2871	0.2683	0.7866	0.121*	0.201 (9)
C12'	0.385 (3)	−0.442 (4)	0.161 (3)	0.100 (3)	0.382 (7)
H12'	0.4562	−0.4806	0.1770	0.120*	0.382 (7)
C1	−0.0805 (10)	0.2573 (10)	0.4090 (8)	0.0614 (17)
C2	0.0805 (10)	0.3498 (10)	0.4811 (8)	0.0670 (18)
H2A	0.1420	0.3084	0.4483	0.080*
H2B	0.0979	0.4395	0.4758	0.080*
C3	0.2552 (11)	0.3558 (12)	0.6612 (8)	0.088 (2)
H3	0.3158	0.3241	0.6265	0.106*
C4	0.1300 (10)	0.3741 (10)	0.6046 (8)	0.0668 (18)
C5	0.0582 (11)	0.4211 (11)	0.6774 (7)	0.083 (2)
H5	−0.0335	0.4284	0.6505	0.100*
C6	0.1366 (18)	0.4563 (19)	0.7945 (10)	0.092 (2)	0.799 (9)
H6	0.1142	0.5015	0.8562	0.111*	0.799 (9)
S1'	0.142 (2)	0.4122 (19)	0.7986 (12)	0.092 (2)	0.201 (9)
C7	0.2353 (10)	−0.0589 (9)	0.1473 (8)	0.0613 (17)
C8	0.2889 (11)	−0.1548 (10)	0.0747 (9)	0.0717 (19)
H8A	0.2320	−0.1808	−0.0057	0.086*
H8B	0.3922	−0.1054	0.0902	0.086*
C9	0.3697 (14)	−0.3484 (11)	0.0930 (10)	0.097 (2)
H9	0.4549	−0.3174	0.0784	0.117*
C10	0.2751 (12)	−0.2818 (11)	0.0960 (10)	0.0784 (19)
C11	0.141 (2)	−0.3678 (19)	0.0865 (18)	0.092 (3)	0.618 (7)
H11	0.0564	−0.3457	0.0747	0.111*	0.618 (7)
C12	0.1449 (17)	−0.5016 (18)	0.0973 (18)	0.087 (3)	0.618 (7)
H12	0.0672	−0.5738	0.0935	0.105*	0.618 (7)
C11'	0.216 (3)	−0.312 (2)	0.175 (3)	0.085 (3)	0.382 (7)
H11'	0.1699	−0.2589	0.2123	0.102*	0.382 (7)
S2'	0.2352 (12)	−0.4508 (9)	0.1964 (10)	0.112 (2)	0.382 (7)
C13	0.0846 (11)	−0.0140 (10)	0.3604 (8)	0.068 (2)
H13A	0.1823	0.0536	0.4104	0.102*
H13B	0.0887	−0.1054	0.3341	0.102*
H13C	0.0191	−0.0120	0.4015	0.102*
C14	−0.2133 (10)	−0.0952 (9)	0.0935 (8)	0.066 (2)
H14A	−0.2219	−0.1910	0.0666	0.098*
H14B	−0.2317	−0.0679	0.0300	0.098*
H14C	−0.2848	−0.0850	0.1279	0.098*
C15	0.1068 (11)	0.2206 (9)	0.2013 (8)	0.069 (2)
H15A	0.0632	0.2869	0.2275	0.104*
H15B	0.0919	0.2003	0.1221	0.104*
H15C	0.2113	0.2589	0.2468	0.104*
C16	−0.4000 (12)	−0.0100 (11)	0.3667 (9)	0.082 (3)
H16A	−0.3111	0.0163	0.4316	0.123*
H16B	−0.3980	−0.0755	0.2997	0.123*
H16C	−0.4851	−0.0521	0.3815	0.123*
C17	−0.4101 (11)	0.2078 (11)	0.1919 (8)	0.075 (3)
H17A	−0.4097	0.1274	0.1355	0.113*
H17B	−0.3227	0.2871	0.2128	0.113*
H17C	−0.4969	0.2263	0.1605	0.113*
C18	−0.4695 (12)	0.3080 (12)	0.4558 (10)	0.099 (4)
H18A	−0.5723	0.2659	0.4429	0.149*
H18B	−0.4530	0.3933	0.4445	0.149*
H18C	−0.4090	0.3278	0.5330	0.149*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.0353 (3)	0.0473 (3)	0.0463 (3)	0.0115 (2)	0.0107 (2)	0.0144 (3)
Sn2	0.0379 (3)	0.0577 (4)	0.0552 (4)	0.0155 (3)	0.0156 (3)	0.0103 (3)
O1	0.045 (3)	0.069 (3)	0.067 (3)	0.018 (2)	0.015 (2)	0.007 (2)
O2	0.045 (3)	0.071 (3)	0.069 (3)	0.024 (2)	0.018 (2)	0.007 (2)
O3	0.050 (3)	0.058 (3)	0.070 (3)	0.023 (2)	0.025 (2)	0.017 (2)
O4	0.049 (3)	0.065 (3)	0.081 (3)	0.021 (2)	0.025 (2)	0.015 (3)
S1	0.083 (2)	0.112 (3)	0.085 (2)	0.0325 (19)	0.0064 (18)	0.0385 (19)
S2	0.105 (3)	0.081 (3)	0.136 (4)	0.030 (3)	0.018 (3)	0.025 (3)
C6'	0.083 (2)	0.112 (3)	0.085 (2)	0.0325 (19)	0.0064 (18)	0.0385 (19)
C12'	0.086 (5)	0.072 (4)	0.116 (5)	0.025 (4)	0.022 (4)	0.025 (4)
C1	0.045 (3)	0.068 (3)	0.064 (3)	0.022 (3)	0.019 (3)	0.017 (3)
C2	0.048 (3)	0.078 (3)	0.069 (3)	0.026 (3)	0.023 (3)	0.019 (3)
C3	0.069 (3)	0.096 (4)	0.081 (3)	0.032 (3)	0.012 (3)	0.026 (3)
C4	0.055 (3)	0.077 (3)	0.071 (3)	0.028 (3)	0.021 (3)	0.031 (3)
C5	0.068 (3)	0.092 (3)	0.076 (3)	0.029 (3)	0.015 (3)	0.028 (3)
C6	0.078 (3)	0.099 (4)	0.084 (3)	0.025 (3)	0.017 (3)	0.035 (3)
S1'	0.078 (3)	0.099 (4)	0.084 (3)	0.025 (3)	0.017 (3)	0.035 (3)
C7	0.055 (3)	0.057 (3)	0.077 (3)	0.023 (3)	0.032 (3)	0.026 (3)
C8	0.062 (3)	0.065 (3)	0.087 (4)	0.023 (3)	0.035 (3)	0.024 (3)
C9	0.082 (4)	0.076 (4)	0.110 (4)	0.023 (3)	0.027 (3)	0.023 (3)
C10	0.068 (3)	0.065 (3)	0.099 (3)	0.028 (3)	0.032 (3)	0.026 (3)
C11	0.080 (4)	0.073 (4)	0.107 (4)	0.023 (3)	0.029 (4)	0.025 (3)
C12	0.081 (4)	0.065 (4)	0.109 (4)	0.025 (4)	0.031 (4)	0.031 (4)
C11'	0.075 (4)	0.067 (4)	0.101 (4)	0.024 (3)	0.030 (3)	0.024 (3)
S2'	0.105 (4)	0.078 (4)	0.127 (4)	0.020 (3)	0.028 (4)	0.033 (3)
C13	0.063 (4)	0.075 (5)	0.058 (4)	0.019 (4)	0.015 (4)	0.028 (4)
C14	0.045 (4)	0.064 (5)	0.064 (5)	0.007 (4)	0.006 (4)	0.018 (4)
C15	0.065 (5)	0.062 (4)	0.074 (5)	0.017 (4)	0.021 (4)	0.030 (4)
C16	0.069 (5)	0.079 (5)	0.079 (5)	0.017 (4)	0.011 (4)	0.033 (4)
C17	0.058 (5)	0.078 (5)	0.070 (5)	0.010 (4)	0.011 (4)	0.029 (4)
C18	0.064 (6)	0.096 (6)	0.093 (6)	0.027 (5)	0.030 (5)	−0.016 (5)

Geometric parameters (Å, º)

Sn1—C13	2.111 (8)	C5—H5	0.9300
Sn1—C15	2.125 (9)	C6—H6	0.9300
Sn1—C14	2.129 (8)	C7—C8	1.499 (12)
Sn1—O3	2.176 (5)	C8—C10	1.467 (13)
Sn1—O1	2.368 (6)	C8—H8A	0.9700
Sn2—C17	2.113 (9)	C8—H8B	0.9700
Sn2—C18	2.110 (9)	C9—C10	1.337 (14)
Sn2—C16	2.116 (10)	C9—H9	0.9300
Sn2—O2	2.198 (6)	C10—C11	1.38 (2)
Sn2—O4^i	2.394 (6)	C10—C11'	1.42 (3)
O1—C1	1.243 (10)	C11—C12	1.51 (2)
O2—C1	1.271 (10)	C11—H11	0.9300
O3—C7	1.266 (10)	C12—H12	0.9300
O4—C7	1.252 (11)	C11'—S2'	1.662 (15)
O4—Sn2^ii	2.394 (6)	C11'—H11'	0.9300
S1—C3	1.682 (10)	C13—H13A	0.9600
S1—C6	1.751 (14)	C13—H13B	0.9600
S2—C9	1.662 (11)	C13—H13C	0.9600
S2—C12	1.688 (13)	C14—H14A	0.9600
C6'—C3	1.420 (10)	C14—H14B	0.9600
C6'—S1'	1.690 (17)	C14—H14C	0.9600
C6'—H6'	0.9300	C15—H15A	0.9600
C12'—C9	1.55 (4)	C15—H15B	0.9600
C12'—S2'	1.688 (16)	C15—H15C	0.9600
C12'—H12'	0.9300	C16—H16A	0.9600
C1—C2	1.511 (12)	C16—H16B	0.9600
C2—C4	1.487 (12)	C16—H16C	0.9600
C2—H2A	0.9700	C17—H17A	0.9600
C2—H2B	0.9700	C17—H17B	0.9600
C3—C4	1.378 (8)	C17—H17C	0.9600
C3—H3	0.9300	C18—H18A	0.9600
C4—C5	1.403 (8)	C18—H18B	0.9600
C5—C6	1.409 (9)	C18—H18C	0.9600
C5—S1'	1.642 (14)
C13—Sn1—C15	125.3 (4)	C10—C8—H8A	109.0
C13—Sn1—C14	118.1 (4)	C7—C8—H8A	109.0
C15—Sn1—C14	115.6 (4)	C10—C8—H8B	109.0
C13—Sn1—O3	94.8 (3)	C7—C8—H8B	109.0
C15—Sn1—O3	94.7 (3)	H8A—C8—H8B	107.8
C14—Sn1—O3	89.8 (3)	C10—C9—C12'	121.4 (13)
C13—Sn1—O1	87.5 (3)	C10—C9—S2	113.8 (10)
C15—Sn1—O1	87.8 (3)	C10—C9—H9	123.1
C14—Sn1—O1	84.9 (3)	C12'—C9—H9	111.0
O3—Sn1—O1	174.7 (2)	S2—C9—H9	123.1
C17—Sn2—C18	115.9 (5)	C9—C10—C11	110.8 (12)
C17—Sn2—C16	126.4 (4)	C9—C10—C11'	103.9 (13)
C18—Sn2—C16	116.9 (5)	C11—C10—C11'	45.4 (13)
C17—Sn2—O2	95.0 (3)	C9—C10—C8	125.4 (10)
C18—Sn2—O2	89.8 (3)	C11—C10—C8	121.2 (12)
C16—Sn2—O2	94.0 (3)	C11'—C10—C8	123.7 (11)
C17—Sn2—O4^i	86.8 (3)	C10—C11—C12	113.3 (16)
C18—Sn2—O4^i	85.8 (3)	C10—C11—H11	123.4
C16—Sn2—O4^i	88.2 (3)	C12—C11—H11	123.3
O2—Sn2—O4^i	175.6 (2)	C11—C12—S2	105.0 (12)
C1—O1—Sn1	137.2 (6)	C11—C12—H12	127.5
C1—O2—Sn2	118.4 (6)	S2—C12—H12	127.5
C7—O3—Sn1	119.8 (6)	C10—C11'—S2'	113.7 (18)
C7—O4—Sn2^ii	139.9 (6)	C10—C11'—H11'	123.2
C3—S1—C6	94.4 (6)	S2'—C11'—H11'	123.2
C9—S2—C12	94.6 (8)	C11'—S2'—C12'	95.9 (18)
C3—C6'—S1'	100.4 (16)	Sn1—C13—H13A	109.5
C3—C6'—H6'	129.8	Sn1—C13—H13B	109.5
S1'—C6'—H6'	129.8	H13A—C13—H13B	109.5
C9—C12'—S2'	99.0 (18)	Sn1—C13—H13C	109.5
C9—C12'—H12'	130.5	H13A—C13—H13C	109.5
S2'—C12'—H12'	130.5	H13B—C13—H13C	109.5
O1—C1—O2	122.2 (8)	Sn1—C14—H14A	109.5
O1—C1—C2	121.5 (8)	Sn1—C14—H14B	109.5
O2—C1—C2	116.2 (8)	H14A—C14—H14B	109.5
C4—C2—C1	115.5 (8)	Sn1—C14—H14C	109.5
C4—C2—H2A	108.4	H14A—C14—H14C	109.5
C1—C2—H2A	108.4	H14B—C14—H14C	109.5
C4—C2—H2B	108.4	Sn1—C15—H15A	109.5
C1—C2—H2B	108.4	Sn1—C15—H15B	109.5
H2A—C2—H2B	107.5	H15A—C15—H15B	109.5
C4—C3—C6'	113 (2)	Sn1—C15—H15C	109.5
C4—C3—S1	111.4 (8)	H15A—C15—H15C	109.5
C4—C3—H3	124.3	H15B—C15—H15C	109.5
C6'—C3—H3	116.6	Sn2—C16—H16A	109.5
S1—C3—H3	124.3	Sn2—C16—H16B	109.5
C3—C4—C5	112.4 (9)	H16A—C16—H16B	109.5
C3—C4—C2	123.1 (8)	Sn2—C16—H16C	109.5
C5—C4—C2	124.5 (8)	H16A—C16—H16C	109.5
C4—C5—C6	114.5 (10)	H16B—C16—H16C	109.5
C4—C5—S1'	105.5 (10)	Sn2—C17—H17A	109.5
C4—C5—H5	122.7	Sn2—C17—H17B	109.5
C6—C5—H5	122.7	H17A—C17—H17B	109.5
S1'—C5—H5	129.4	Sn2—C17—H17C	109.5
C5—C6—S1	106.5 (9)	H17A—C17—H17C	109.5
C5—C6—H6	126.8	H17B—C17—H17C	109.5
S1—C6—H6	126.8	Sn2—C18—H18A	109.5
C5—S1'—C6'	99.5 (15)	Sn2—C18—H18B	109.5
O4—C7—O3	122.5 (8)	H18A—C18—H18B	109.5
O4—C7—C8	120.9 (8)	Sn2—C18—H18C	109.5
O3—C7—C8	116.5 (8)	H18A—C18—H18C	109.5
C10—C8—C7	112.8 (8)	H18B—C18—H18C	109.5

Symmetry codes: (i) x−1, y, z; (ii) x+1, y, z.