On the crystal structure of tri­benzyl­tin(IV) iodide, Bz3SnI: a correction

Reuter, N.-A.; Reuter, H.

doi:10.1107/S2414314626002142

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 11| Part 3| March 2026| x260214

https://doi.org/10.1107/S2414314626002142

Open

access

On the crystal structure of tribenzyltin(IV) iodide, Bz₃SnI: a correction

Nadia-Ammane Reuter ^a and Hans Reuter ^a ^*

^aChemistry, Osnabrück University, Barabarstr. 7, 49069 Osnabrück, Germany
^*Correspondence e-mail: [email protected]

(Received 19 February 2026; accepted 26 February 2026; online 3 March 2026)

Tribenzyliodidotin(IV), [Sn(C₇H₇)₃I], has been prepared and its crystal structure determined in order to clarify some discrepancies in a previous report. The compound does not crystallize in the rhombohedral space group R3 as originally assumed [Wang et al. (2011 ). Wuji Huaxue Xuebao, 27, 487–490], but in the monoclinic space group Cc, and also does not have a tin–iodide distance of 2.452 (3) but of 2.7165 (2) Å. Furthermore, the molecules are not associated in strands via iodide bridges but are isolated from each other, with their dipole moments forming an angle of 23.53 (1)° to the c-glide plane of the space group.

Keywords: crystal structure; bond lengths; dipole-dipole interactions; polar space group.

CCDC reference: 2533567

Structure description

According to the Cambridge Structural Database (Groom et al., 2016 ), the crystal structure of tribenzyltin(IV) iodide, [Sn(C₇H₇)₃I], was published by Wang et al. (2011). The associated deposition number is 796810 and the database identifier is ONIVAY. An English translation of the title and abstract of the article, which was written in Chinese, can be found via SciFinder-n (Chemical Abstract Service, 2026 ) among the references for the CA-number 19127–38-9. This shows that the compound is `tribenzyltin(IV) iodide', synthesized via the reaction of tribenzyltin(IV) chloride with iodoacetic acid. The reported data indicates that the compound crystallizes in the rhombohedral space group R3 with one molecule in the unit cell.

At first glance, this appears to be a completely normal structure refinement, apart from the fact that the listed R value (0.072) is unusually high. After downloading the CIF file and analysing the data with a graphics program, it quickly becomes clear that something about the structure cannot be right. Although the molecule has the umbrella-like structure already known from the corresponding chloride (Ng, 2009 ), the reported tin–iodide distance is too short [2.452 (3) Å]. In the literature, tin–iodide distances of 2.6916 (8)/2.7060 (8) Å (Simard & Warf, 1994 ), 2.7081 (6) Å (Ng, 1995 ) and 2.6758 (8) Å (Mao et al., 2006 ) are found at ambient temperature in the three different modifications of Ph₃SnI, while a value of 2.7463 (6) Å is observed in the case of tricyclohexyltin(IV) iodide at T = 120 K (Howie et al., 2004 ). These values correlate quite well with the sum (2.76 Å) of the covalent radii (Cordero et al., 2008 ) of tin (1.38 Å) and iodine (1.38 Å). Moreover, a closer look at the data in the CIF file reveals a large number of restrictions (58!) and a significant difference between the maximum and minimum residual electron density peaks. These inconsistencies are also noted by checkCIF (Spek, 2020 ) besides some other alerts that are more formal in nature as some elements are listed but not present in the refinement.

In order to verify the crystal structure with regard to the actual tin–iodide distance, tribenzyltin(IV) iodide was synthesized using a different method from that described in the literature. Single crystals suitable for SCXRD were obtained by recrystallization from ethanol.

At T = 100 (2) K, the title compound crystallizes in the polar monoclinic space group Cc with four molecules in the unit cell. With a Flack parameter of −0.001 (5), a twin refinement was not necessary. The asymmetric unit comprises one molecule with all atoms in general positions (Fig. 1). The molecule adopts the expected umbrella-like structure with the tin–iodide bond as shaft and the phenyl groups as stretched cover (Fig. 2).

Figure 1
The molecular structure of tribenzyltin(IV) iodide, [Sn(C₇H₇)₃I], with atom numbering. With the exception of the hydrogen atoms, which are shown as spheres of arbitrary radius, all other atoms are drawn as anisotropic displacement ellipsoids at the 60% probability level.

Figure 2
Space-filling model of the tribenzyltin(IV) iodide molecule visualizing its umbrella-like shape; colour code and van der Waals radii used: Sn = bronze, 2.17 Å; I = violet, 1.98 Å; C = dark grey, 1.70; H = white, 1.20 Å.

The tin atom is distorted tetrahedrally coordinated from the iodide atom and the three benzyl groups. The tin-iodide distance of 2.7165 (2) Å is now in accord with the sum of the covalent radii of both atoms and the Sn—I distances observed in other triorganotin(IV) iodides (see above).

The tin–carbon bond lengths are almost identical (Table 1) and correspond to those observed in the low-temperature structure of tribenzyltin(IV) chloride (Ng, 1997 ). The bond angles [113.87 (9) to 115.35 (10)°] between the organic groups are larger than those between the iodide atom and the organic moieties [104.02 (7) to 105.78 (7)°]. In the benzyl moieties, some carbon atoms of a phenyl group exhibit distorted anisotropic displacement parameters. However, all attempts to capture this with a disorder model failed. The atom distances between the sp³-hybridized carbon atoms of the methylene groups and the sp²-hybridized carbon atom of the phenyl group are almost identical with a mean value of 1.495 (1) Å but the bond angles show a wider [110.1 (2)–114.0 (2)°] range. Within the almost planar phenyl groups, the carbon–carbon distances vary from 1.380 (9) to 1.398 (4) Å with a mean value of 1.390 (6) Å. Bond angles range from 118.3 (2) to 121.1 (2)° with the smallest one being at the ipso-carbon atoms.

Table 1
Selected geometric parameters (Å, °)

Sn1—C10	2.161 (2)	Sn1—C30	2.165 (3)
Sn1—C20	2.163 (2)	Sn1—I1	2.7165 (2)

C10—Sn1—C20	113.87 (9)	C10—Sn1—I1	105.78 (7)
C10—Sn1—C30	111.93 (10)	C20—Sn1—I1	104.59 (7)
C20—Sn1—C30	115.35 (10)	C30—Sn1—I1	104.02 (7)

Another interesting aspect of the corrected crystal structure of tribenzyltin(IV) iodide concerns the molecular packing (Fig. 3). Although the dipole moments of the individual molecules are all aligned in the direction of the crystallographic c axis, they are not exactly linear as in tribenzyltin(IV) chloride and in the supposed iodide, but at an angle of 23.53 (1)° with respect to the glide plane (Fig. 4). This means that, unlike in the aforementioned two structures, the halogen atom cannot interact with the tin atom of a neighbouring molecule. Thus, the shortest intermolecular tin–iodide distance is 5.6582 (3) Å. The interactions between the molecules are therefore limited solely to dipole–dipole interactions between different molecules and van der Waals interactions between the atoms of their organic moieties.

Figure 3
Ball-and-stick model of the tribenzyltin(IV) iodide molecules showing their molecular packing.

Figure 4
Ball-and-stick model of one tribenzyltin(IV) iodide molecule showing the orientation of the tin–iodide bond with respect to the crystallographic glide plane (pale violet) in direction of the monoclinic c axis.

The starting point for this study was the unusually short tin–iodide distance reported for tribenzyltin(IV) iodide (Wang et al., 2011). In fact, this distance corresponds more closely to a tin–bromide distance, which is calculated to be 2.58 Å if a covalent radius of 1.20 Å (Cordero et al., 2008) is assumed for bromine. At ambient temperature, similar values [2.501 (4)/2.495 (2) Å] are found in Cy₃SnBr (Howie et al., 2004) and Ph₃SnBr (Preut & Huber, 1979 ). If it is indeed the crystal structure of the bromide, then its crystal structure would be isostructural to that of the room-temperature measurement of tribenzyl tin chloride (Ng, 1997). However, since it is known that its c axis must actually be doubled to obtain the correct structure (Ng, 2009), this issue should be taken into account when re-investigating the bromide (preferably under low-temperature conditions).

Synthesis and crystallization

While stirring, to a solution of 4.00 g (5 mmol) of hexabenzyldistannoxane in ethanol (100 ml), 10 mmol of a 1M hydroiodic acid was added slowly. After stirring for 4 h, the solution was concentrated in a rotary evaporator. The resulting product was recrystallized from ethanol (20 ml). Yield 3.51 g (= 61.6%).

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2.

Table 2
Experimental details

Crystal data
Chemical formula	[Sn(C₇H₇)₃I]
M_r	518.97
Crystal system, space group	Monoclinic, Cc
Temperature (K)	100
a, b, c (Å)	9.5368 (3), 18.3884 (7), 11.1992 (4)
β (°)	98.475 (2)
V (Å³)	1942.52 (12)
Z	4
Radiation type	Mo Kα
μ (mm⁻¹)	2.90
Crystal size (mm)	0.36 × 0.28 × 0.10

Data collection
Diffractometer	Bruker APEXII CCD area detector
Absorption correction	Multi-scan (SADABS; Krause et al., 2015 )
T_min, T_max	0.457, 0.701
No. of measured, independent and observed [I > 2σ(I)] reflections	65839, 4688, 4675
R_int	0.028
(sin θ/λ)_max (Å⁻¹)	0.660

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.011, 0.028, 1.06
No. of reflections	4688
No. of parameters	214
No. of restraints	2
H-atom treatment	Only H-atom displacement parameters refined
Δρ_max, Δρ_min (e Å⁻³)	0.44, −0.38
Absolute structure	Flack x determined using 2320 quotients [(I⁺)−(I⁻)]/[(I⁺)+(I⁻)] (Parsons et al., 2013 )
Absolute structure parameter	−0.001 (5)
Computer programs: APEX2 and SAINT (Bruker, 2009 ), SHELXS97 (Sheldrick, 2008 ), SHELXL2014/7 (Sheldrick, 2015 ), DIAMOND (Brandenburg, 2006 ), Mercury (Macrae et al., 2020 ) and publCIF (Westrip, 2010 ).

Structural data

CCDC reference: 2533567

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2414314626002142/tk4121sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314626002142/tk4121Isup2.hkl

checkCIF report

Computing details top

Tribenzyliodidotin(IV) top

Crystal data top

[Sn(C₇H₇)₃I]	F(000) = 1000
M_r = 518.97	D_x = 1.775 Mg m⁻³
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
a = 9.5368 (3) Å	Cell parameters from 9937 reflections
b = 18.3884 (7) Å	θ = 2.4–31.5°
c = 11.1992 (4) Å	µ = 2.90 mm⁻¹
β = 98.475 (2)°	T = 100 K
V = 1942.52 (12) Å³	Plate, colourless
Z = 4	0.36 × 0.28 × 0.10 mm

Data collection top

Bruker APEXII CCD area detector diffractometer	4675 reflections with I > 2σ(I)
phi and ω scans	R_int = 0.028
Absorption correction: multi-scan (SADABS; Krause et al., 2015)	θ_max = 28.0°, θ_min = 2.2°
T_min = 0.457, T_max = 0.701	h = −12→12
65839 measured reflections	k = −24→24
4688 independent reflections	l = −14→14

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	Only H-atom displacement parameters refined
R[F² > 2σ(F²)] = 0.011	w = 1/[σ²(F_o²) + (0.0162P)² + 0.9433P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.028	(Δ/σ)_max = 0.001
S = 1.06	Δρ_max = 0.44 e Å⁻³
4688 reflections	Δρ_min = −0.38 e Å⁻³
214 parameters	Absolute structure: Flack x determined using 2320 quotients [(I⁺)-(I^-)]/[(I⁺)+(I^-)] (Parsons et al., 2013)
2 restraints	Absolute structure parameter: −0.001 (5)
Primary atom site location: structure-invariant direct methods

Special details top

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. The H atoms were placed geometrically and allowed to ride on the C-atom with d(C—H) = 0.95–0.99 Å) and common U_iso = 1.2U_eq(C) parameters.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Sn1	0.35288 (2)	0.26006 (2)	0.46465 (2)	0.01568 (4)
I1	0.37306 (2)	0.31903 (2)	0.24543 (2)	0.02400 (4)
C10	0.5495 (3)	0.28642 (13)	0.5783 (2)	0.0191 (5)
H10A	0.5486	0.2662	0.6601	0.041 (7)*
H10B	0.6298	0.2643	0.5446	0.041 (7)*
C11	0.5686 (2)	0.36712 (13)	0.5861 (2)	0.0171 (4)
C12	0.6418 (3)	0.40335 (15)	0.5048 (2)	0.0251 (5)
H12	0.6833	0.3762	0.4469	0.031 (4)*
C13	0.6549 (4)	0.47872 (16)	0.5072 (3)	0.0284 (6)
H13	0.7045	0.5027	0.4510	0.031 (4)*
C14	0.5957 (3)	0.51872 (14)	0.5916 (3)	0.0260 (5)
H14	0.6027	0.5703	0.5923	0.031 (4)*
C15	0.5262 (3)	0.48346 (15)	0.6751 (3)	0.0259 (5)
H15	0.4883	0.5108	0.7348	0.031 (4)*
C16	0.5115 (3)	0.40829 (14)	0.6719 (2)	0.0212 (5)
H16	0.4622	0.3847	0.7288	0.031 (4)*
C20	0.3233 (3)	0.14495 (13)	0.4297 (2)	0.0222 (5)
H20A	0.3012	0.1206	0.5036	0.026 (6)*
H20B	0.2416	0.1378	0.3653	0.026 (6)*
C21	0.4520 (3)	0.11064 (13)	0.3922 (2)	0.0206 (5)
C22	0.5703 (3)	0.09653 (15)	0.4778 (3)	0.0303 (6)
H22	0.5689	0.1090	0.5599	0.065 (6)*
C23	0.6900 (4)	0.06432 (18)	0.4439 (5)	0.0578 (13)
H23	0.7707	0.0549	0.5024	0.065 (6)*
C24	0.6909 (6)	0.04590 (18)	0.3234 (7)	0.0754 (19)
H24	0.7726	0.0241	0.2994	0.065 (6)*
C25	0.5732 (7)	0.05930 (19)	0.2389 (5)	0.0687 (17)
H25	0.5741	0.0461	0.1570	0.065 (6)*
C26	0.4534 (4)	0.09175 (15)	0.2721 (3)	0.0399 (8)
H26	0.3730	0.1010	0.2133	0.065 (6)*
C30	0.1740 (3)	0.31566 (14)	0.5217 (2)	0.0229 (5)
H30A	0.1526	0.2928	0.5970	0.027 (5)*
H30B	0.2008	0.3669	0.5404	0.027 (5)*
C31	0.0428 (3)	0.31461 (13)	0.4302 (2)	0.0176 (5)
C32	−0.0478 (3)	0.25443 (13)	0.4165 (3)	0.0198 (5)
H32	−0.0246	0.2125	0.4651	0.035 (5)*
C33	−0.1707 (3)	0.25487 (14)	0.3334 (2)	0.0216 (5)
H33	−0.2314	0.2136	0.3256	0.035 (5)*
C34	−0.2051 (3)	0.31582 (14)	0.2614 (3)	0.0216 (5)
H34	−0.2893	0.3164	0.2043	0.027 (5)*
C35	−0.1153 (3)	0.37591 (14)	0.2734 (2)	0.0216 (5)
H35	−0.1383	0.4176	0.2243	0.035 (5)*
C36	0.0068 (3)	0.37513 (14)	0.3565 (2)	0.0203 (5)
H36	0.0675	0.4164	0.3637	0.035 (5)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.01384 (7)	0.01310 (6)	0.01906 (7)	−0.00108 (6)	−0.00099 (5)	−0.00084 (6)
I1	0.02107 (7)	0.02905 (8)	0.02086 (7)	−0.00482 (6)	−0.00026 (5)	0.00397 (6)
C10	0.0155 (11)	0.0181 (11)	0.0222 (11)	−0.0007 (9)	−0.0026 (9)	−0.0010 (9)
C11	0.0138 (10)	0.0175 (11)	0.0185 (11)	−0.0019 (8)	−0.0030 (8)	−0.0014 (8)
C12	0.0289 (13)	0.0258 (13)	0.0223 (13)	−0.0093 (11)	0.0092 (10)	−0.0080 (10)
C13	0.0337 (14)	0.0267 (13)	0.0255 (13)	−0.0129 (12)	0.0071 (11)	−0.0011 (11)
C14	0.0252 (13)	0.0174 (12)	0.0341 (14)	−0.0067 (10)	−0.0003 (11)	−0.0032 (10)
C15	0.0227 (12)	0.0220 (13)	0.0337 (14)	−0.0027 (10)	0.0068 (11)	−0.0090 (11)
C16	0.0192 (11)	0.0227 (12)	0.0223 (11)	−0.0040 (10)	0.0046 (9)	−0.0013 (10)
C20	0.0201 (12)	0.0148 (11)	0.0304 (13)	−0.0046 (9)	−0.0006 (10)	−0.0037 (9)
C21	0.0263 (12)	0.0121 (10)	0.0245 (12)	−0.0058 (9)	0.0072 (10)	−0.0007 (9)
C22	0.0230 (15)	0.0177 (13)	0.0492 (18)	−0.0021 (10)	0.0016 (13)	0.0002 (12)
C23	0.0243 (16)	0.0217 (15)	0.130 (4)	−0.0004 (13)	0.019 (2)	0.001 (2)
C24	0.068 (3)	0.0166 (15)	0.163 (6)	−0.0026 (18)	0.088 (4)	−0.004 (2)
C25	0.126 (5)	0.0201 (16)	0.081 (3)	−0.008 (2)	0.083 (3)	−0.0058 (18)
C26	0.077 (3)	0.0176 (13)	0.0295 (15)	−0.0047 (14)	0.0210 (16)	−0.0007 (11)
C30	0.0199 (13)	0.0260 (13)	0.0213 (13)	0.0068 (10)	−0.0020 (10)	−0.0041 (10)
C31	0.0157 (11)	0.0218 (12)	0.0153 (11)	0.0042 (9)	0.0028 (9)	−0.0005 (8)
C32	0.0218 (13)	0.0188 (11)	0.0200 (12)	0.0033 (9)	0.0067 (10)	0.0027 (9)
C33	0.0185 (12)	0.0219 (12)	0.0254 (13)	−0.0037 (9)	0.0063 (10)	−0.0051 (9)
C34	0.0179 (12)	0.0269 (13)	0.0200 (12)	0.0036 (9)	0.0024 (10)	−0.0032 (9)
C35	0.0226 (12)	0.0203 (11)	0.0219 (13)	0.0046 (10)	0.0033 (10)	0.0032 (9)
C36	0.0205 (12)	0.0178 (11)	0.0230 (12)	−0.0016 (9)	0.0041 (9)	0.0014 (9)

Geometric parameters (Å, º) top

Sn1—C10	2.161 (2)	C22—C23	1.388 (5)
Sn1—C20	2.163 (2)	C22—H22	0.9500
Sn1—C30	2.165 (3)	C23—C24	1.393 (8)
Sn1—I1	2.7165 (2)	C23—H23	0.9500
C10—C11	1.496 (3)	C24—C25	1.380 (9)
C10—H10A	0.9900	C24—H24	0.9500
C10—H10B	0.9900	C25—C26	1.387 (6)
C11—C16	1.396 (3)	C25—H25	0.9500
C11—C12	1.396 (3)	C26—H26	0.9500
C12—C13	1.391 (4)	C30—C31	1.496 (3)
C12—H12	0.9500	C30—H30A	0.9900
C13—C14	1.382 (4)	C30—H30B	0.9900
C13—H13	0.9500	C31—C36	1.398 (3)
C14—C15	1.384 (4)	C31—C32	1.398 (4)
C14—H14	0.9500	C32—C33	1.385 (4)
C15—C16	1.389 (4)	C32—H32	0.9500
C15—H15	0.9500	C33—C34	1.391 (4)
C16—H16	0.9500	C33—H33	0.9500
C20—C21	1.494 (4)	C34—C35	1.392 (4)
C20—H20A	0.9900	C34—H34	0.9500
C20—H20B	0.9900	C35—C36	1.380 (4)
C21—C26	1.391 (4)	C35—H35	0.9500
C21—C22	1.393 (4)	C36—H36	0.9500

C10—Sn1—C20	113.87 (9)	C23—C22—C21	120.5 (4)
C10—Sn1—C30	111.93 (10)	C23—C22—H22	119.8
C20—Sn1—C30	115.35 (10)	C21—C22—H22	119.8
C10—Sn1—I1	105.78 (7)	C22—C23—C24	119.4 (4)
C20—Sn1—I1	104.59 (7)	C22—C23—H23	120.3
C30—Sn1—I1	104.02 (7)	C24—C23—H23	120.3
C11—C10—Sn1	110.14 (15)	C25—C24—C23	120.0 (3)
C11—C10—H10A	109.6	C25—C24—H24	120.0
Sn1—C10—H10A	109.6	C23—C24—H24	120.0
C11—C10—H10B	109.6	C24—C25—C26	120.8 (4)
Sn1—C10—H10B	109.6	C24—C25—H25	119.6
H10A—C10—H10B	108.1	C26—C25—H25	119.6
C16—C11—C12	118.3 (2)	C25—C26—C21	119.5 (4)
C16—C11—C10	121.5 (2)	C25—C26—H26	120.3
C12—C11—C10	120.2 (2)	C21—C26—H26	120.3
C13—C12—C11	121.0 (2)	C31—C30—Sn1	114.04 (17)
C13—C12—H12	119.5	C31—C30—H30A	108.7
C11—C12—H12	119.5	Sn1—C30—H30A	108.7
C14—C13—C12	119.9 (2)	C31—C30—H30B	108.7
C14—C13—H13	120.0	Sn1—C30—H30B	108.7
C12—C13—H13	120.0	H30A—C30—H30B	107.6
C13—C14—C15	119.8 (2)	C36—C31—C32	118.1 (2)
C13—C14—H14	120.1	C36—C31—C30	120.1 (2)
C15—C14—H14	120.1	C32—C31—C30	121.7 (2)
C14—C15—C16	120.4 (2)	C33—C32—C31	121.1 (2)
C14—C15—H15	119.8	C33—C32—H32	119.4
C16—C15—H15	119.8	C31—C32—H32	119.4
C15—C16—C11	120.6 (2)	C32—C33—C34	119.9 (2)
C15—C16—H16	119.7	C32—C33—H33	120.1
C11—C16—H16	119.7	C34—C33—H33	120.1
C21—C20—Sn1	111.94 (16)	C33—C34—C35	119.6 (3)
C21—C20—H20A	109.2	C33—C34—H34	120.2
Sn1—C20—H20A	109.2	C35—C34—H34	120.2
C21—C20—H20B	109.2	C36—C35—C34	120.2 (2)
Sn1—C20—H20B	109.2	C36—C35—H35	119.9
H20A—C20—H20B	107.9	C34—C35—H35	119.9
C26—C21—C22	119.8 (3)	C35—C36—C31	121.0 (2)
C26—C21—C20	120.2 (3)	C35—C36—H36	119.5
C22—C21—C20	120.0 (2)	C31—C36—H36	119.5

Sn1—C10—C11—C16	86.8 (2)	C22—C23—C24—C25	−0.4 (5)
Sn1—C10—C11—C12	−91.7 (2)	C23—C24—C25—C26	0.6 (5)
C16—C11—C12—C13	−1.5 (4)	C24—C25—C26—C21	−0.3 (5)
C10—C11—C12—C13	177.0 (3)	C22—C21—C26—C25	−0.3 (4)
C11—C12—C13—C14	0.4 (5)	C20—C21—C26—C25	−179.4 (3)
C12—C13—C14—C15	1.4 (5)	Sn1—C30—C31—C36	−99.7 (2)
C13—C14—C15—C16	−2.1 (4)	Sn1—C30—C31—C32	81.2 (3)
C14—C15—C16—C11	1.1 (4)	C36—C31—C32—C33	−0.8 (4)
C12—C11—C16—C15	0.7 (4)	C30—C31—C32—C33	178.4 (2)
C10—C11—C16—C15	−177.8 (2)	C31—C32—C33—C34	0.4 (4)
Sn1—C20—C21—C26	−105.3 (2)	C32—C33—C34—C35	0.1 (4)
Sn1—C20—C21—C22	75.6 (3)	C33—C34—C35—C36	−0.2 (4)
C26—C21—C22—C23	0.6 (4)	C34—C35—C36—C31	−0.2 (4)
C20—C21—C22—C23	179.7 (2)	C32—C31—C36—C35	0.7 (4)
C21—C22—C23—C24	−0.2 (4)	C30—C31—C36—C35	−178.5 (2)

Acknowledgements

The Deutsche Forschungsgemeinschaft and the Government of Lower-Saxony are thanked for the funding of the diffractometer

References

Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Chemical Abstract Service (2026). SciFinder-n. American Chemical Society, Columbus, Ohio, USA, Google Scholar
Cordero, B., Gómez, V., Platero-Prats, A. E., Revés, M., Echeverría, J., Cremades, E., Barragán, F. & Alvarez, S. (2008). Dalton Trans. pp. 2832–2838. Web of Science CrossRef Google Scholar
Groom, C. R., Bruno, I. J., Lightfoot, M. P. & Ward, S. C. (2016). Acta Cryst. B72, 171–179. Web of Science CrossRef IUCr Journals Google Scholar
Howie, R. A., Moura, M. V. H., Wardell, J. L. & Wardell, S. M. S. V. (2004). Polyhedron 23, 2331–2336. Web of Science CSD CrossRef Google Scholar
Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Cryst. 48, 3–10. Web of Science CSD CrossRef ICSD CAS IUCr Journals Google Scholar
Macrae, C. F., Sovago, I., Cottrell, S. J., Galek, P. T. A., McCabe, P., Pidcock, E., Platings, M., Shields, G. P., Stevens, J. S., Towler, M. & Wood, P. A. (2020). J. Appl. Cryst. 53, 226–235. Web of Science CrossRef CAS IUCr Journals Google Scholar
Mao, W.-T., Tian, L.-J., Gu, K.-Q. & Sun, Y.-X. (2006). Acta Cryst. E62, m3054–m3055. Web of Science CSD CrossRef IUCr Journals Google Scholar
Ng, S. W. (1995). Acta Cryst. C51, 629–631. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Ng, S. W. (1997). Acta Cryst. C53, 56–58. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Ng, S. W. (2009). Acta Cryst. E65, m238. Web of Science CSD CrossRef IUCr Journals Google Scholar
Parsons, S., Flack, H. D. & Wagner, T. (2013). Acta Cryst. B69, 249–259. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Preut, H. & Huber, F. (1979). Acta Cryst. B35, 744–746. CSD CrossRef CAS IUCr Journals Web of Science Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2015). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Simard, M. G. & Wharf, I. (1994). Acta Cryst. C50, 397–403. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Spek, A. L. (2020). Acta Cryst. E76, 1–11. Web of Science CrossRef IUCr Journals Google Scholar
Wang, J.-Q., Zhang, F.-X., Kuang, D.-Z., Feng, Y.-L., Zhang, Z.-J., Xu, Z.-F. & Chen, Y.-W. (2011). Wuji Huaxue Xuebao 27, 487–490. Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.