Di-μ₂-chloro-dichloro­octa­kis(2-fluoro­benz­yl)di-μ₃-oxo-tetra­tin(IV) dihydrate

In the title compound, [Sn₄(C₇H₆F)₈Cl₄O₂]·2H₂O, the Cl and O atoms bridge four Sn atoms, forming a tetra­nuclear complex which is located on an inversion centre. The four Sn atoms are coplanar with the bridging Cl and O atoms, and the complex shows a ladder structure. Each Sn atom assumes a distorted trigonal–bipyramidal geometry.

Key indicators

• Single-crystal X-ray study
• T = 273 K
• Mean [sigma](C-C) = 0.009 Å
• Disorder in main residue
• R factor = 0.027
• wR factor = 0.071
• Data-to-parameter ratio = 13.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.64 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    F     Ueq(max)/Ueq(min) ...       2.83 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C8
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C11
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C9
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C10
PLAT301_ALERT_3_C Main Residue  Disorder .........................      10.00 Perc.
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      50.00 Perc.
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          9
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C2     -   C3     ...       1.38 Ang.
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    ...       1.36 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C16    -   C17    ...       1.38 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C16    -   C21    ...       1.39 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C17    -   C18    ...       1.38 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C20    -   C21    ...       1.38 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C23    -   C24    ...       1.37 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C24    -   C25    ...       1.38 Ang.
PLAT431_ALERT_2_C Short Inter HL..A Contact  Cl2    ..  F3'     ..       3.19 Ang.

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  16 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

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Di-µ₂-chloro-dichlorooctakis(2-fluorobenzyl)di-µ₃-oxo-tetratin(IV) dihydrate

Crystal data

[Sn4(C7H6F)8Cl4O2]·2H2O	Z = 1
Mr = 1557.54	F(000) = 760
Triclinic, P1	Dx = 1.722 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.6243 (17) Å	Cell parameters from 5183 reflections
b = 10.8750 (18) Å	θ = 2.7–25.0°
c = 14.157 (2) Å	µ = 1.89 mm^−1
α = 104.983 (2)°	T = 273 K
β = 107.084 (2)°	Block, colourless
γ = 91.115 (2)°	0.41 × 0.37 × 0.32 mm
V = 1502.3 (4) Å^3

Data collection

Bruker SMART CCD area-detector diffractometer	5182 independent reflections
Radiation source: fine-focus sealed tube	4257 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.014
φ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.480, Tmax = 0.546	k = −8→12
7857 measured reflections	l = −16→16

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.071	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0324P)^2 + 1.4097P] where P = (Fo^2 + 2Fc^2)/3
5182 reflections	(Δ/σ)max = 0.001
393 parameters	Δρmax = 0.62 e Å^−3
34 restraints	Δρmin = −0.38 e Å^−3

Special details

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	0.65679 (3)	0.35797 (3)	0.33972 (2)	0.03337 (9)
Sn2	0.35408 (2)	0.48810 (2)	0.408121 (19)	0.02968 (9)
Cl1	0.46152 (11)	0.32122 (11)	0.19276 (8)	0.0478 (3)
Cl2	0.15626 (10)	0.57782 (11)	0.46275 (8)	0.0419 (2)
F1	0.7968 (6)	0.0706 (6)	0.1948 (5)	0.112 (3)	0.717 (11)
F2	0.8888 (6)	0.3204 (5)	0.2024 (5)	0.116 (2)	0.813 (10)
F3	0.4385 (3)	0.1730 (3)	0.4654 (3)	0.0698 (12)	0.914 (8)
F4	0.1341 (3)	0.4973 (3)	0.1847 (3)	0.0726 (13)	0.912 (9)
F1'	0.4449 (14)	0.0472 (14)	0.2954 (12)	0.106 (7)	0.283 (11)
F2'	0.6180 (16)	0.6329 (16)	0.2060 (13)	0.066 (7)	0.187 (10)
F3'	0.006 (2)	0.280 (3)	0.3909 (15)	0.041 (10)	0.086 (8)
F4'	0.349 (3)	0.871 (3)	0.414 (3)	0.074 (15)	0.088 (9)
O1	0.5577 (2)	0.4460 (3)	0.43605 (19)	0.0316 (6)
O2	0.1091 (8)	0.1331 (11)	0.0528 (7)	0.105 (3)	0.54
H1	0.1347	0.0593	0.0588	0.126*
H2	0.0278	0.1144	0.0495	0.126*
O2'	0.0776 (12)	0.0712 (13)	0.0807 (10)	0.125 (5)	0.46
C1	0.6854 (5)	0.1653 (4)	0.3467 (4)	0.0528 (12)
H1A	0.7798	0.1576	0.3660	0.063*
H1B	0.6541	0.1512	0.4012	0.063*
C2	0.6199 (5)	0.0617 (4)	0.2514 (4)	0.0524 (12)
C3	0.6795 (7)	0.0160 (6)	0.1766 (5)	0.0767 (17)
H3	0.7639	0.0526	0.1865	0.092*	0.283 (11)
C4	0.6207 (10)	−0.0812 (6)	0.0878 (5)	0.100 (2)
H4	0.6651	−0.1088	0.0397	0.119*
C5	0.4973 (9)	−0.1360 (7)	0.0715 (5)	0.094 (2)
H5	0.4563	−0.2010	0.0119	0.113*
C6	0.4339 (7)	−0.0950 (6)	0.1435 (6)	0.088 (2)
H6	0.3501	−0.1333	0.1330	0.106*
C7	0.4936 (6)	0.0040 (5)	0.2324 (5)	0.0698 (15)
H7	0.4482	0.0318	0.2798	0.084*	0.717 (11)
C8	0.7736 (5)	0.4980 (5)	0.3112 (4)	0.0567 (13)
H8A	0.7511	0.5822	0.3408	0.068*
H8B	0.8661	0.4939	0.3462	0.068*
C9	0.7564 (5)	0.4827 (5)	0.2006 (3)	0.0469 (11)
C10	0.8156 (6)	0.3941 (6)	0.1463 (4)	0.0663 (15)
H10	0.8679	0.3411	0.1797	0.080*	0.187 (10)
C11	0.8020 (8)	0.3786 (7)	0.0424 (6)	0.097 (2)
H11	0.8436	0.3168	0.0071	0.116*
C12	0.7246 (9)	0.4583 (9)	−0.0053 (5)	0.097 (2)
H12	0.7135	0.4501	−0.0743	0.116*
C13	0.6659 (7)	0.5457 (9)	0.0443 (6)	0.095 (3)
H13	0.6148	0.5989	0.0103	0.115*
C14	0.6794 (5)	0.5595 (7)	0.1467 (5)	0.0716 (17)
H14	0.6361	0.6213	0.1803	0.086*	0.813 (10)
C15	0.2532 (4)	0.2977 (4)	0.3494 (3)	0.0415 (10)
H15A	0.1695	0.2990	0.2984	0.050*
H15B	0.3058	0.2421	0.3147	0.050*
C16	0.2263 (4)	0.2411 (4)	0.4273 (3)	0.0385 (10)
C17	0.3206 (4)	0.1812 (4)	0.4851 (4)	0.0458 (11)
H17	0.4022	0.1768	0.4733	0.055*	0.086 (8)
C18	0.3021 (5)	0.1277 (5)	0.5587 (4)	0.0584 (13)
H18	0.3699	0.0903	0.5962	0.070*
C19	0.1814 (6)	0.1308 (5)	0.5757 (4)	0.0605 (14)
H19	0.1658	0.0938	0.6240	0.073*
C20	0.0844 (5)	0.1886 (5)	0.5210 (4)	0.0570 (13)
H20	0.0027	0.1916	0.5327	0.068*
C21	0.1065 (5)	0.2424 (4)	0.4483 (4)	0.0490 (11)
H21	0.0387	0.2811	0.4121	0.059*	0.914 (8)
C22	0.3690 (4)	0.6216 (4)	0.3229 (3)	0.0414 (10)
H22A	0.4431	0.6854	0.3642	0.050*
H22B	0.3895	0.5762	0.2615	0.050*
C23	0.2501 (4)	0.6893 (4)	0.2913 (3)	0.0377 (10)
C24	0.1350 (5)	0.6258 (4)	0.2204 (4)	0.0463 (11)
H24	0.1319	0.5377	0.1940	0.056*	0.088 (9)
C25	0.0231 (5)	0.6837 (6)	0.1854 (4)	0.0625 (14)
H25	−0.0517	0.6368	0.1349	0.075*
C26	0.0256 (6)	0.8134 (6)	0.2276 (5)	0.0728 (17)
H26	−0.0489	0.8548	0.2062	0.087*
C27	0.1355 (6)	0.8807 (5)	0.2999 (5)	0.0767 (17)
H27	0.1363	0.9681	0.3279	0.092*
C28	0.2479 (6)	0.8196 (5)	0.3329 (4)	0.0587 (13)
H28	0.3224	0.8669	0.3836	0.070*	0.912 (9)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.03693 (17)	0.03479 (16)	0.03168 (16)	0.00631 (12)	0.01549 (13)	0.00900 (12)
Sn2	0.02960 (15)	0.03264 (16)	0.02651 (15)	0.00359 (11)	0.00658 (11)	0.01006 (11)
Cl1	0.0478 (6)	0.0557 (7)	0.0344 (6)	0.0036 (5)	0.0066 (5)	0.0101 (5)
Cl2	0.0333 (5)	0.0541 (6)	0.0395 (6)	0.0112 (5)	0.0116 (5)	0.0139 (5)
F1	0.109 (5)	0.100 (4)	0.129 (5)	−0.020 (3)	0.074 (4)	−0.008 (3)
F2	0.151 (5)	0.082 (4)	0.146 (5)	0.043 (3)	0.073 (4)	0.049 (3)
F3	0.050 (2)	0.085 (3)	0.082 (3)	0.0147 (17)	0.0246 (18)	0.030 (2)
F4	0.072 (2)	0.046 (2)	0.081 (3)	−0.0030 (16)	0.0048 (19)	0.0080 (17)
F1'	0.101 (11)	0.103 (11)	0.122 (13)	−0.004 (8)	0.078 (10)	−0.005 (9)
F2'	0.066 (11)	0.067 (11)	0.081 (13)	0.023 (8)	0.036 (9)	0.028 (9)
F3'	0.026 (12)	0.048 (13)	0.050 (13)	0.011 (8)	0.007 (8)	0.018 (8)
F4'	0.035 (19)	0.05 (2)	0.09 (3)	0.013 (14)	−0.013 (17)	−0.025 (18)
O1	0.0261 (14)	0.0428 (16)	0.0255 (14)	0.0071 (12)	0.0079 (11)	0.0084 (12)
O2	0.079 (5)	0.162 (8)	0.072 (5)	−0.005 (5)	0.040 (4)	0.010 (5)
O2'	0.141 (9)	0.125 (8)	0.099 (8)	−0.011 (7)	0.027 (6)	0.027 (6)
C1	0.062 (3)	0.040 (3)	0.047 (3)	0.013 (2)	0.006 (2)	0.010 (2)
C2	0.070 (3)	0.033 (2)	0.053 (3)	0.017 (2)	0.016 (3)	0.012 (2)
C3	0.096 (5)	0.058 (4)	0.083 (4)	0.010 (3)	0.042 (4)	0.014 (3)
C4	0.159 (8)	0.066 (4)	0.076 (5)	0.007 (5)	0.064 (5)	−0.008 (4)
C5	0.126 (7)	0.071 (4)	0.063 (4)	−0.007 (4)	0.015 (4)	−0.002 (3)
C6	0.086 (5)	0.061 (4)	0.088 (5)	−0.008 (3)	0.000 (4)	0.002 (4)
C7	0.075 (4)	0.051 (3)	0.074 (4)	0.006 (3)	0.018 (3)	0.005 (3)
C8	0.059 (3)	0.067 (3)	0.042 (3)	−0.018 (3)	0.013 (2)	0.016 (2)
C9	0.046 (3)	0.059 (3)	0.041 (3)	−0.009 (2)	0.016 (2)	0.020 (2)
C10	0.071 (4)	0.065 (4)	0.062 (4)	−0.010 (3)	0.023 (3)	0.014 (3)
C11	0.116 (6)	0.092 (5)	0.077 (5)	−0.032 (5)	0.059 (5)	−0.018 (4)
C12	0.097 (5)	0.136 (6)	0.053 (4)	−0.033 (5)	0.021 (4)	0.025 (4)
C13	0.063 (4)	0.157 (8)	0.074 (5)	−0.016 (4)	−0.003 (4)	0.074 (5)
C14	0.047 (3)	0.103 (5)	0.077 (4)	0.001 (3)	0.021 (3)	0.045 (4)
C15	0.040 (2)	0.042 (2)	0.035 (2)	−0.0047 (19)	0.0094 (19)	0.0021 (19)
C16	0.037 (2)	0.032 (2)	0.042 (2)	−0.0012 (18)	0.0097 (19)	0.0057 (19)
C17	0.041 (3)	0.040 (2)	0.054 (3)	0.002 (2)	0.014 (2)	0.009 (2)
C18	0.063 (3)	0.053 (3)	0.062 (3)	0.012 (3)	0.015 (3)	0.026 (3)
C19	0.077 (4)	0.052 (3)	0.066 (3)	0.002 (3)	0.032 (3)	0.028 (3)
C20	0.055 (3)	0.053 (3)	0.077 (4)	0.001 (2)	0.036 (3)	0.023 (3)
C21	0.045 (3)	0.045 (3)	0.064 (3)	0.012 (2)	0.020 (2)	0.024 (2)
C22	0.038 (2)	0.048 (3)	0.047 (3)	0.004 (2)	0.015 (2)	0.025 (2)
C23	0.043 (2)	0.037 (2)	0.040 (2)	0.0052 (19)	0.013 (2)	0.0211 (19)
C24	0.046 (3)	0.040 (3)	0.053 (3)	0.003 (2)	0.012 (2)	0.018 (2)
C25	0.043 (3)	0.074 (4)	0.068 (4)	0.001 (3)	0.005 (3)	0.031 (3)
C26	0.059 (4)	0.075 (4)	0.095 (5)	0.029 (3)	0.020 (3)	0.044 (4)
C27	0.084 (4)	0.045 (3)	0.094 (5)	0.023 (3)	0.016 (4)	0.020 (3)
C28	0.067 (3)	0.046 (3)	0.056 (3)	0.006 (3)	0.009 (3)	0.012 (2)

Geometric parameters (Å, º)

Sn1—O1	2.023 (2)	C8—H8B	0.9700
Sn1—C8	2.135 (5)	C9—C10	1.357 (7)
Sn1—C1	2.146 (4)	C9—C14	1.392 (7)
Sn1—Cl1	2.4071 (12)	C10—C11	1.399 (9)
Sn1—Cl2^i	2.8152 (11)	C10—H10	0.9300
Sn2—O1^i	2.049 (2)	C11—C12	1.374 (11)
Sn2—C22	2.144 (4)	C11—H11	0.9300
Sn2—C15	2.151 (4)	C12—C13	1.311 (11)
Sn2—O1	2.162 (2)	C12—H12	0.9300
Sn2—Cl2	2.5713 (11)	C13—C14	1.382 (9)
Cl2—Sn1^i	2.8152 (11)	C13—H13	0.9300
F1—C3	1.295 (8)	C14—H14	0.9300
F2—C10	1.367 (7)	C15—C16	1.485 (6)
F3—C17	1.361 (5)	C15—H15A	0.9700
F4—C24	1.356 (5)	C15—H15B	0.9700
F1'—C7	1.160 (13)	C16—C17	1.384 (6)
F2'—C14	1.327 (16)	C16—C21	1.389 (6)
F3'—C21	1.282 (14)	C17—C18	1.376 (7)
F4'—C28	1.30 (3)	C17—H17	0.9300
O1—Sn2^i	2.049 (2)	C18—C19	1.371 (7)
O2—O2'	0.964 (13)	C18—H18	0.9300
O2—H1	0.8687	C19—C20	1.366 (7)
O2—H2	0.8684	C19—H19	0.9300
O2'—H1	0.7581	C20—C21	1.380 (6)
O2'—H2	0.8223	C20—H20	0.9300
C1—C2	1.485 (7)	C21—H21	0.9300
C1—H1A	0.9700	C22—C23	1.487 (6)
C1—H1B	0.9700	C22—H22A	0.9700
C2—C3	1.380 (8)	C22—H22B	0.9700
C2—C7	1.391 (8)	C23—C24	1.367 (6)
C3—C4	1.384 (9)	C23—C28	1.391 (6)
C3—H3	0.9300	C24—C25	1.378 (7)
C4—C5	1.360 (10)	C24—H24	0.9300
C4—H4	0.9300	C25—C26	1.378 (8)
C5—C6	1.368 (10)	C25—H25	0.9300
C5—H5	0.9300	C26—C27	1.351 (8)
C6—C7	1.396 (8)	C26—H26	0.9300
C6—H6	0.9300	C27—C28	1.395 (7)
C7—H7	0.9300	C27—H27	0.9300
C8—C9	1.486 (6)	C28—H28	0.9300
C8—H8A	0.9700
O1—Sn1—C8	109.63 (17)	C11—C10—H10	118.3
O1—Sn1—C1	111.86 (16)	C12—C11—C10	117.3 (7)
C8—Sn1—C1	132.0 (2)	C12—C11—H11	121.4
O1—Sn1—Cl1	91.90 (8)	C10—C11—H11	121.4
C8—Sn1—Cl1	101.02 (14)	C13—C12—C11	121.6 (7)
C1—Sn1—Cl1	100.62 (13)	C13—C12—H12	119.2
O1—Sn1—Cl2^i	74.74 (7)	C11—C12—H12	119.2
C8—Sn1—Cl2^i	85.12 (13)	C12—C13—C14	120.6 (7)
C1—Sn1—Cl2^i	83.51 (13)	C12—C13—H13	119.7
Cl1—Sn1—Cl2^i	166.57 (4)	C14—C13—H13	119.7
O1^i—Sn2—C22	115.25 (15)	F2'—C14—C13	129.0 (9)
O1^i—Sn2—C15	117.14 (14)	F2'—C14—C9	109.4 (8)
C22—Sn2—C15	127.58 (17)	C13—C14—C9	121.3 (7)
O1^i—Sn2—O1	73.92 (11)	C13—C14—H14	119.3
C22—Sn2—O1	94.98 (13)	C9—C14—H14	119.3
C15—Sn2—O1	100.59 (14)	C16—C15—Sn2	115.5 (3)
O1^i—Sn2—Cl2	80.21 (7)	C16—C15—H15A	108.4
C22—Sn2—Cl2	95.83 (12)	Sn2—C15—H15A	108.4
C15—Sn2—Cl2	91.25 (12)	C16—C15—H15B	108.4
O1—Sn2—Cl2	154.13 (7)	Sn2—C15—H15B	108.4
Sn2—Cl2—Sn1^i	82.79 (3)	H15A—C15—H15B	107.5
Sn1—O1—Sn2^i	122.25 (12)	C17—C16—C21	114.3 (4)
Sn1—O1—Sn2	131.65 (12)	C17—C16—C15	121.9 (4)
Sn2^i—O1—Sn2	106.08 (10)	C21—C16—C15	123.8 (4)
O2'—O2—H1	48.5	F3—C17—C18	118.3 (4)
O2'—O2—H2	53.0	F3—C17—C16	117.0 (4)
H1—O2—H2	95.2	C18—C17—C16	124.7 (4)
O2—O2'—H1	59.2	C18—C17—H17	117.7
O2—O2'—H2	57.5	C16—C17—H17	117.7
H1—O2'—H2	108.4	C19—C18—C17	118.5 (5)
C2—C1—Sn1	116.7 (3)	C19—C18—H18	120.7
C2—C1—H1A	108.1	C17—C18—H18	120.7
Sn1—C1—H1A	108.1	C20—C19—C18	119.5 (5)
C2—C1—H1B	108.1	C20—C19—H19	120.2
Sn1—C1—H1B	108.1	C18—C19—H19	120.2
H1A—C1—H1B	107.3	C19—C20—C21	120.5 (5)
C3—C2—C7	115.7 (5)	C19—C20—H20	119.7
C3—C2—C1	122.7 (5)	C21—C20—H20	119.7
C7—C2—C1	121.6 (5)	F3'—C21—C20	116.7 (12)
F1—C3—C2	115.3 (6)	F3'—C21—C16	120.2 (11)
F1—C3—C4	121.1 (7)	C20—C21—C16	122.5 (4)
C2—C3—C4	123.6 (7)	C20—C21—H21	118.8
C2—C3—H3	118.2	C16—C21—H21	118.8
C4—C3—H3	118.2	C23—C22—Sn2	116.3 (3)
C5—C4—C3	119.3 (7)	C23—C22—H22A	108.2
C5—C4—H4	120.3	Sn2—C22—H22A	108.2
C3—C4—H4	120.3	C23—C22—H22B	108.2
C4—C5—C6	119.5 (6)	Sn2—C22—H22B	108.2
C4—C5—H5	120.2	H22A—C22—H22B	107.4
C6—C5—H5	120.2	C24—C23—C28	115.9 (4)
C5—C6—C7	120.7 (7)	C24—C23—C22	121.6 (4)
C5—C6—H6	119.7	C28—C23—C22	122.5 (4)
C7—C6—H6	119.7	F4—C24—C23	116.0 (4)
F1'—C7—C2	113.9 (9)	F4—C24—C25	119.7 (5)
F1'—C7—C6	125.0 (10)	C23—C24—C25	124.3 (5)
C2—C7—C6	121.1 (6)	C23—C24—H24	117.9
C2—C7—H7	119.4	C25—C24—H24	117.9
C6—C7—H7	119.4	C24—C25—C26	117.9 (5)
C9—C8—Sn1	114.4 (3)	C24—C25—H25	121.0
C9—C8—H8A	108.7	C26—C25—H25	121.0
Sn1—C8—H8A	108.7	C27—C26—C25	120.4 (5)
C9—C8—H8B	108.7	C27—C26—H26	119.8
Sn1—C8—H8B	108.7	C25—C26—H26	119.8
H8A—C8—H8B	107.6	C26—C27—C28	120.4 (5)
C10—C9—C14	115.9 (5)	C26—C27—H27	119.8
C10—C9—C8	122.2 (5)	C28—C27—H27	119.8
C14—C9—C8	121.9 (5)	F4'—C28—C23	113.9 (14)
C9—C10—F2	113.6 (5)	F4'—C28—C27	124.2 (13)
C9—C10—C11	123.3 (6)	C23—C28—C27	121.0 (5)
F2—C10—C11	123.1 (7)	C23—C28—H28	119.5
C9—C10—H10	118.3	C27—C28—H28	119.5

Symmetry code: (i) −x+1, −y+1, −z+1.