The previously unknown 1:3 complex of isopropylstannate(IV) iodide, iPrSnI3, and pyridine N-oxide, PyNO, partially decomposes upon prolonged storage in deuterochloroform, forming a novel mixed-valent organic–inorganic tin(IV) and tin(II) compound. Both compounds exhibit an ionic structure and contain an octahedral [iPrSnI2(pyNO)3] + ion, in which the three Lewis base molecules are arranged in a facial configuration and the two iodine atoms are in a cis position, whilst charge balancing is ensured in the first compound by an isolated iodide ion and in the second by a triiodidostannate(II) ion, [SnI3]−, which is linked via tetrel bonds to one-dimensional chains.
Keywords: tetrel bonds, mixed-valent, coordination compounds, crystal structure, tin
Abstract
In the search for complexes of the monoorganotin(IV) triiodides, RSnI3, with Lewis bases, LB, a 1:3 complex was was obtained for the first time in the case of isopropyltin(IV) triiodide, iPrSnI3, and LB = pyridine-N-oxide, PyNO. The compound, diiodido(isopropyl)tris(pyridine N-oxide)tin(III) iodide, [Sn(C3H7)I2(C5H5NO)3]I, has an ionic structure and consists of a previously unknown [iPrSn(pyNO)3]+ and an isolated I− ion. The novel cation exhibits a facial arrangement of the PyNO molecules and a cis arrangement of the iodine atoms. In CDCl3, over the course of several weeks, this compound gives rise to a new, second compound, also of ionic structure, containing an triiodidostannate(II) ion, [SnI3]−, and a solvent molecule in addition to the already known cation, namely, diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate, [Sn(C3H7)I2(C5H5NO)3][SnI3]·CDCl3. The anion exhibits a trigonal–pyramidal structure in order to achieve a stable electron octet at the divalent tin atom but is associated in the crystal via tetrel bonds into one-dimensional chains in which the tin atoms exhibit a 33-aaa coordination mode.
1. Introduction
The excellent coordination behaviour of organotin(IV) halides, R4–nSnHaln with Hal = Cl, Br, I, and n = 1, 2, 3 has been known for over 100 years (Krause & von Grosse, 1937 ▸). Nevertheless, it is surprising how little is still known today about the structures of complexes of monoorganotin(IV) trihalides, RSnHal3, particularly those containing the halogens bromine and iodine. In the case where Hal = I, only three crystal structures are described in the literature, all with R = ethyl and two Lewis base molecules LB: EtSnI3(Ph2SO)2 (Jatsenko et al., 1985 ▸), EtSnI3(Ph3PO)2 (Tursina et al., 1986 ▸) and EtSnI3(HMPTA)2 (Aslanov et al., 1985 ▸). In all three compounds, the tin atoms are coordinated in a distorted octahedral arrangement, but with different stereochemistry: the first compound exhibits a mer–cis configuration, the second a mer–trans configuration and the third a fac–cis configuration with respect to the three iodine atoms and the two Lewis base molecules. Thus, these complexes simultaneously represent all three possible arrangements of ligands in octahedral complexes of the composition RSnHal3LB2.
Here we report on our search for suitable complexes containing pyridine-N-oxide, PyNO, as a Lewis base. In the case of isopropyltin(IV) triiodide, iPrSnI3, we were able to isolate a compound of composition iPrSnI3·3PyNO, 1, in which, for the first time, three Lewis base molecules are incorporated. Moreover, this compound decomposed partially giving rise to single crystals of a mixed-valent tin(IV)-tin(II) compound of overall composition iPrSnI3·SnI2·3PyNO·CDCl3, 2.
2. Results and discussion
Single crystals of compound 1 were first synthesized on a Petri dish by adding isopropyltin(IV) triiodide to an excess of pyridine-N-oxide using chloroform as the solvent. As the elemental analysis carried out indicated a significantly higher C and H content than would be expected for a 1:2 complex a single crystal structure X-ray analysis was performed with a needle-like fragment of a larger yellow bloc, confirming the 1:3-composition according to its constitution of [iPrSnIVI2(pyNO)3]I. Based on this stoichiometry, the compound was then synthesized on a micro-scale and fully characterized by 1H and 13C NMR spectroscopy and elemental analysis.
During the spectroscopic characterization process, the NMR tube remained unemptied for several weeks due to bottlenecks in the waste disposal process. Thereafter, several crystals were found on the inner wall, their shape clearly differing from that of the crystals originally placed there. The subsequent X-ray structure analysis revealed the unexpected formation of the ionic organic-inorganic mixed-valent tin(IV)-tin(II) compound 2 with the constitution of [iPrSnIVI2(pyNO)3][SnIII3]·CDCl3.
Both compounds are ionic in nature and contain a previously unknown [RSnIVHal2(LB)3]+ ion with R = iPr, Hal = I, and LB = PyNO. In this cation (Fig. 1 ▸), the tin atom has a distorted octahedral coordination, with the three PyNO molecules adopting a fac configuration and the iodine atoms being in a cis position relative to one another which results in the organic moiety being in a trans position to one of the three PyNO molecules.
Figure 1.
Different representations of the asymmetric unit of 1 reflecting the main component of the disordered iodine atoms and one position of the disordered isopropyl group: (a) ball-and-stick model with atom and pyridine N-oxide (in circles) 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, (b) ball-and-stick model illustrating the stereochemical descriptors of the cation, and (c) space-filling model visualizing the shape of the cation; colour code and van der Waals radii used: Sn = bronze, 2.17 Å; I = violet, 1.98 Å; C = dark grey, 1.70 Å; H = white, 1.20 Å; O = red, 1.52 Å; N = light blue, 1.55 Å.
Some conformational flexibility of this cation is indicated in the case of the isopropyl group which is statistically disordered over two sets of sites with the same degree of occupancy as well as in a slight disorder (∼97:3) of the iodine atoms in 1, and in some different orientation of the PyNO molecules in 1 and 2. Some characteristic structural features of the cation are summarised in Table 1 ▸. More remarkable, however, are the unusual long tin–carbon distances. In comparable but neutral compounds such as iPrSnCl3(LB)2, the tin–carbon bond lengths are also relatively long [2.169 (5)/2.171 (4) Å (Reuter et al., 1992 ▸), LB = DMF; 2.148 (6)–2.177 (3) Å (Kastner et al., 1999 ▸), LB = DMSO], but significantly shorter than in the present case [2.219 (5) Å, 1; 2.229 (6) Å, 2]. However, it appears that long tin–carbon bond lengths are a characteristic feature of monoorganotin(IV) iodine compounds as comparable or longer values are found in the complexes mer,cis-EtSnI3·2Ph2SO [d(Sn—C) = 2.22 (1) Å; Yatsenko et al., 1985 ▸], fac,cis-EtSnI3·2HMPTA [d(Sn—C) = 2.25 (3); Aslanov et al., 1985 ▸] and mer,trans-EtSnI3·2Ph3PO [d(Sn—C) = 2.25 (1) Å; Tursina et al., 1986 ▸] at room temperature.
Table 1. Selected atom distances and angles (Å, °) in the [iPrSnI2(pyNO)3] + ion of 1 and 2.
| 1 | 2 | |
|---|---|---|
| d(Sn—C) | 2.219 (5)a | 2.229 (6) |
| d(Sn—I) | 2.7886 (4) | 2.8145 (5) |
| 2.8468 (4) | 2.8206 (6) | |
| d(Sn—O)trans | 2.132 (3) | 2.169 (3) |
| d(Sn—O)cis | 2.181 (3) | 2.185 (4) |
| 2.184 (3) | 2.163 (4) | |
| (C—Sn—O)trans | 173.3 (1)/155.2 (3) | 165.0 (2)° |
| (I—Sn—O)trans | 166.9 (1) | 169.4 (1) |
| 169.2 (1) | 161.9 (1) |
Note: (a) Refined value for both positions of the disordered isopropyl group.
The Sn—I bond lengths (main component of 1) ranging from 2.7886 (4) to 2.8468 (4) Å are, on average, shorter than those in the neutral RSnI3·2LB complexes mentioned above for which values between 2.821 (1) and 2.949 (3) Å are found at room temperature. Significantly shorter [2.634 (3); 2.715 (2) Å] Sn—I distances are found there only in the case of iodine atoms that are in a trans position relative to the organic moiety. This bond shortening is usually referred to as the trans strengthening (Jatsenko et al., 1985 ▸).
Pyridine N-oxide complexes of monoorganotin(IV) trihalides have not yet been described in the literature. With regard to the Sn—O bond lengths, there is no consistent pattern in the two cations described here. In compound 1, the Sn—O bond in the trans position relative to the organic moiety is significantly shorter [2.131 (2) Å] than the two Sn—O bonds in the cis positions [2.181 (4), 2.182 (4) Å]. In compound 2, one Sn—O bond in the cis position is of similar [2.184 (4) Å] length to that in compound 1, but the second Sn—O bond in the cis position [2.161 (3) Å] is almost as long as the one in the trans position [2.165 (2) Å], with both being significantly longer than the cis bonds in compound 1.
The structural changes in the pyridine N-oxide molecules resulting from their interaction with the tin atoms are most pronounced in the N—O bond lengths, which are slightly longer than in the free molecule [1.306 (2) Å, T = 173 K; Shishkin et al. 2013 ▸] whereby the bond elongation is all the more pronounced [1: d(N—O)trans = 1.352 (4) Å, d(N—O)cis = 1.347 (4)/1.249 (4) Å; 2: d(N—O)trans = 1.353 (6), d(N—O)cis = 1.247 (5)/1.352 (6) Å] the stronger the molecule is bound to the tin atom. The associated Sn—O—N bond angles are 120.4 (2)–125.3 (2)° in 1 and 123.1 (3)–127.3 (3)° in 2.
In 1, the isolated iodine anions are arranged in layers perpendicular to the c axis (Fig. 2 ▸). The individual layers are separated by bilayers of cations in which the isopropyl groups face inwards and the pyridine N-oxide molecules face outwards. In this arrangement, the interactions between the individual building units are limited to van der Waals contacts.
Figure 2.
Perspective view into the crystal structure of 1 looking down the b axis; cations are drawn as ball-and-stick models, the isolated iodine atoms as spheres of arbitrary radii, colours as shown in the previous illustration.
The three building units in the asymmetric unit of 2 are shown in Fig. 3 ▸a. Unlike in 1, there is no disorder in the cation. The [SnI3]− ion (Fig. 3 ▸b) has a pyramidal shape with three iodine atoms at the base and the tin atom at the apex. In this species, the tin atom achieves a stable octet of electrons via its spherical, non-bonding 5s electron pair and the six electrons in the 2e–2c bonds with the iodine atoms, in which its three orthogonal 5p orbitals are involved. Accordingly, the bond angles between the iodine atoms vary between 91.64 (2) and 94.53 (1)°. What is striking, however, are the varying tin–iodine distances, which range from 2.9196 (6) to 3.0481 (5) Å.
Figure 3.
(left) Ball-and-stick model of the asymmetric unit of 2 with numbering of selected atoms and numbers of the pyridine-N-oxide ligands, numbering of all other atoms according to the numbering scheme of 1, (right) ball-and-stick model of the trigonal–pyramidal [SnI3]− ion with atom numbering and bond lengths (Å) and bond angles (°), all atoms are drawn as thermal displacement ellipsoids at the 60% probability level.
The existence of the [SnIII3]− ion naturally raises the question of how it is formed. In most cases of incidentally discovered mixed-valent tin(II)–tin(IV) compounds, their formation is based on the partial oxidation of a tin(II) species to tetravalent tin. In the present case, however, it is evidently a matter of the partial reduction of a tin(IV) species to divalent tin. It remains unclear to what extent the cleavage of the tin–carbon bond or the oxidation of iodide ions to elemental iodine play a role in this process, or whether both reactions are involved, as neither their reaction products nor a violet colour in the reaction solution were observed.
A look inside the crystal structure of 2 (Fig. 4 ▸) reveals that the cations are arranged in a similar way to those in the parent compound 1, namely through the interaction of their isopropyl groups. The [SnI3]− ions (Fig. 5 ▸) are arranged in rows along the b-axis direction related to each other via the twofold screw axis giving rise to some additional, long-range Sn⋯I distances, expanding the original coordination numbers of the tin atoms from three, trigonal-pyramidal, to six in a distorted octahedral fashion. Even though long [3.3802 (5)–3.8473 (6) Å], the resulting tin–iodine distances are shorter than the sum (4.15 Å) of the van der Waals radii (Mantina et al., 2009 ▸) of tin (2.17 Å) and iodine (1.98 Å), leading to a considerable inter-penetration of their van der Waals spheres quantified by high inter-penetration indices p (Echeverría & Alvarez, 2023 ▸).
Figure 4.
Perspective view into the crystal structure of 2 looking down the b axis, all components are drawn as ball-and-stick model using the previous colour code with the addition for Cl = green.
Figure 5.
Different representations of the tetrel bonds linking the [SnI3]− ion into linear chains in direction of the twofold rotation axis. (above) side-view on a chain as polyhedron model with resulting octahedra (left) and constituting trigonal-pyramids (right), all atoms are drawn as thermal displacement ellipsoids at the 60% probability level and the tetrel bonds as dashed sticks, (below, left) geometric parameters [Å,°] characterizing the tetrel bonds with asymmetry parameters Q (grey), and (below, right) space-filling model visualizing the inter-penetration of the van der Waals radii of tin and iodine as result of the tetrel bond formation, inter-penetration indices p (grey), colour code and van der Waals radii as previously.
Such additional weak interactions are typical of many tin(II) compounds and are always found on the opposite side to the strong, regular bonds via which the tin(II) atom achieves the electron octet. They belong to the tetrel bonds (Bauzá et al. 2019 ▸; Brammer et al. 2023 ▸) or more specifically to the stannic bonds (Reuter, 2025 ▸) and are usually explained by 3c–4e bonds between the empty orthogonal 5p orbitals of the tin(II) atom and the double-occupied p-orbitals of two trans-configurated electron-donor atoms X. Only rarely are the two donor atoms equidistant from the central tin atom and is the 3c–4e bond symmetric (s); an example of this can be found in one of the two tin atoms in tin diiodide, SnI2 (Howie et al. 1972 ▸). Much more frequently, the two donor atoms are at different distances from the tin atom, as shown here, making the 3c–4e bond asymmetrical (a). Quantitatively, the degree of asymmetry in such a trans-figured X—Sn⋯Y arrangement can be determined by the quotient Q = d(Sn⋯Y)long/d(Sn—X)short (Schröder et al., 2024 ▸). In the present case these values are 1.11, 1.21, and 1.32, indicating a strong asymmetry. Based on these observations, the extended coordination of the tin(II) atoms of the [SnI3]− ions should be described as 33-aaa coordination mode (Schröder et al., 2024 ▸), which is more precise than the term ‘distorted octahedral’.
3. Experimental
3.1. Synthesis and crystallization
iPrSnI3: under stirring, a solution of 6.75 g (25 mmol) of isopropyltin(IV) trichloride, iPrSnCl3, in acetone (50 ml) was added to a solution of 11.25 g (75 mmol) of sodium iodide in acetone (120 ml). After stirring for 1 h, the solid formed was filtered off and the solution was evaporated down in a rotary evaporator. The remaining residue was distilled by fractional distillation (b.p.: 367–368 K/20 mbar, light yellow, oily liquid), yield: 8.71 g (16.1 mmol, 64%).
1H NMR (250 MHz, CDCl3): δ, nJ(119/117Sn—1H) (ppm, Hz) 1.21, 216.7/207.4 (d, –CH–, 1H); 2.70 (sep, –CH3, 6H); 13C NMR (250 MHz, CDCl3): δ, nJ(119/117Sn—13C) (ppm, Hz) 20.18, 387.3/370.2 (–CH3), 37.65, 500.3/478.0 (–CH–); analysis: calculated for C3H7I3Sn (542.51): C 6.64, H 1.30; found: C 6.69, H 1.35%.
iPrSnI3·3PyNO, 1: in a beaker, 0.54 g (1 mmol) of isopropyltin(IV) triiodide, iPrSnI3, and 0.28 g (3 mmol) of pyridine N-oxide (Sigma-Aldrich) were dissolved in 20 ml of chloroform. Upon slow evaporation of the solvent in air, the complex crystallized as yellow, translucent crystals, which were dried between two filter papers, yield: 0.47 g (0.57 mmol, 85%).
1H NMR (250 MHz, CDCl3): δ, nJ(119/117Sn—1H) (ppm, Hz) 1.21, 281.1/267.9 (d, CH, 1H); 2.70 (septet, CH3, 6H) 7.49–7.63 (multiplet, meta-, para-HpyNO, 9H), 8.52 (d, ortho-HpyNO, 6H); 13C NMR (250 MHz, CDCl3): δ, nJ(119/117Sn—13C) (ppm, Hz) 21.54, 46.2 (–CH3), 48.79 (–CH–), 126.39 (meta-CpyNO), 130.91 para-CpyNO), 140.66 (ortho-CpyNO); analysis: calculated for C18H22I3N3O3Sn2 (827.77): C 26.12, H 2.68, N 5.08; found: C 26.43, H 2.72, N 5.13%.
Single crystals of [iPrSnIVI2(pyNO)3][SnIII3] · CDCl3, 2, were obtained after the NMR tube had been left standing for some time.
3.2. Refinement
Crystal data, data collection and structure refinement details are summarized in Table 2 ▸. Hydrogen atoms were refined with calculated positions (–CH– = 1.00 Å, –CH3 = 0.98 Å, –CHpyNO = 0.95 Å, AFIX) and isotropic displacement parameters Uiso(H) = P × Ueq(C) with P = 1.2 for all hydrogen atoms without those of the methyl groups (P = 1.5).
Table 2. Experimental details.
| 1 | 2 | |
|---|---|---|
| Crystal data | ||
| Chemical formula | [Sn(C3H7)I2(C5H5NO)3]I | [Sn(C3H7)I2(C5H5NO)3][SnI3]·CHCl3 |
| M r | 827.77 | 1319.63 |
| Crystal system, space group | Triclinic, P
|
Monoclinic, C2/c |
| Temperature (K) | 100 | 200 |
| a, b, c (Å) | 8.5224 (3), 9.2972 (4), 16.9400 (8) | 40.7321 (18), 8.5279 (4), 20.3457 (9) |
| α, β, γ (°) | 81.649 (1), 75.958 (2), 71.025 (1) | 90, 102.553 (2), 90 |
| V (Å3) | 1228.14 (9) | 6898.3 (5) |
| Z | 2 | 8 |
| Radiation type | Mo Kα | Mo Kα |
| μ (mm−1) | 4.83 | 6.18 |
| Crystal size (mm) | 0.33 × 0.18 × 0.12 | 0.28 × 0.19 × 0.11 |
| Data collection | ||
| Diffractometer | Bruker APEXII CCD | Bruker APEXII CCD |
| Absorption correction | Multi-scan (SADABS; Krause et al., 2015 ▸) | Multi-scan (SADABS; Krause et al., 2015 ▸) |
| Tmin, Tmax | 0.455, 0.693 | 0.453, 0.712 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 94618, 5925, 5243 | 146956, 8327, 6129 |
| R int | 0.088 | 0.091 |
| (sin θ/λ)max (Å−1) | 0.661 | 0.661 |
| Refinement | ||
| R[F2 > 2σ(F2)], wR(F2), S | 0.029, 0.069, 1.05 | 0.032, 0.078, 1.11 |
| No. of reflections | 5925 | 8327 |
| No. of parameters | 271 | 319 |
| No. of restraints | 8 | 0 |
| H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 1.43, −1.62 | 0.94, −1.51 |
Disorder of the isopropyl group in the crystal structure of 1 has been modeled via tin–carbon and carbon–carbon constrains (DFIX) and common anisotropic temperature factors while occupation factors were fixed to 0.5. In the case of the disordered iodine atoms in the cation of 1, the occupancy factors (0.967/0.033 for I1, 0.969/0.031 for I2) and positions were freely refined with the anisotropic displacement parameters of the main components.
Supplementary Material
Crystal structure: contains datablock(s) 1, 2. DOI: 10.1107/S2056989026006596/ox2024sup1.cif
Structure factors: contains datablock(s) 1. DOI: 10.1107/S2056989026006596/ox20241sup2.hkl
Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989026006596/ox20242sup3.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report
Acknowledgments
The Deutsche Forschungsgemeinschaft and the Government of Lower-Saxony are thanked for the funding of the diffractometer.
supplementary crystallographic information
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . Crystal data
| [Sn(C3H7)I2(C5H5NO)3]I | Z = 2 |
| Mr = 827.77 | F(000) = 768 |
| Triclinic, P1 | Dx = 2.238 Mg m−3 |
| a = 8.5224 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
| b = 9.2972 (4) Å | Cell parameters from 9764 reflections |
| c = 16.9400 (8) Å | θ = 2.3–28.6° |
| α = 81.649 (1)° | µ = 4.83 mm−1 |
| β = 75.958 (2)° | T = 100 K |
| γ = 71.025 (1)° | Needle, yellow |
| V = 1228.14 (9) Å3 | 0.33 × 0.18 × 0.12 mm |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . Data collection
| Bruker APEXII CCD diffractometer | 5243 reflections with I > 2σ(I) |
| φ and ω scans | Rint = 0.088 |
| Absorption correction: multi-scan (SADABS; Krause et al., 2015) | θmax = 28.0°, θmin = 2.9° |
| Tmin = 0.455, Tmax = 0.693 | h = −11→11 |
| 94618 measured reflections | k = −12→12 |
| 5925 independent reflections | l = −22→22 |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . Refinement
| Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
| Least-squares matrix: full | H-atom parameters constrained |
| R[F2 > 2σ(F2)] = 0.029 | w = 1/[σ2(Fo2) + (0.0184P)2 + 4.7037P] where P = (Fo2 + 2Fc2)/3 |
| wR(F2) = 0.069 | (Δ/σ)max = 0.001 |
| S = 1.05 | Δρmax = 1.43 e Å−3 |
| 5925 reflections | Δρmin = −1.62 e Å−3 |
| 271 parameters | Extinction correction: SHELXL-2014/7 (Sheldrick, 2015), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
| 8 restraints | Extinction coefficient: 0.00180 (15) |
| Primary atom site location: structure-invariant direct methods |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . 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. |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| Sn1 | 0.33877 (3) | 0.84757 (3) | 0.82740 (2) | 0.01992 (8) | |
| C1 | 0.2579 (10) | 0.9256 (8) | 0.9528 (3) | 0.0245 (13) | 0.5 |
| H1 | 0.1578 | 0.8907 | 0.9811 | 0.029* | 0.5 |
| C2 | 0.204 (3) | 1.0955 (9) | 0.9528 (13) | 0.0331 (11) | 0.5 |
| H2A | 0.3037 | 1.1317 | 0.9330 | 0.050* | 0.5 |
| H2B | 0.1502 | 1.1258 | 1.0084 | 0.050* | 0.5 |
| H2C | 0.1233 | 1.1405 | 0.9170 | 0.050* | 0.5 |
| C3 | 0.3958 (11) | 0.8534 (13) | 0.9993 (6) | 0.0331 (11) | 0.5 |
| H3A | 0.4120 | 0.7435 | 1.0086 | 0.050* | 0.5 |
| H3B | 0.3643 | 0.8984 | 1.0519 | 0.050* | 0.5 |
| H3C | 0.5016 | 0.8710 | 0.9680 | 0.050* | 0.5 |
| C4 | 0.3282 (11) | 0.9541 (8) | 0.9383 (4) | 0.0245 (13) | 0.5 |
| H4 | 0.4350 | 0.9837 | 0.9253 | 0.029* | 0.5 |
| C5 | 0.191 (3) | 1.1036 (11) | 0.9448 (13) | 0.0331 (11) | 0.5 |
| H5A | 0.1941 | 1.1545 | 0.9909 | 0.050* | 0.5 |
| H5B | 0.0804 | 1.0861 | 0.9535 | 0.050* | 0.5 |
| H5C | 0.2083 | 1.1681 | 0.8944 | 0.050* | 0.5 |
| C6 | 0.3467 (13) | 0.8439 (12) | 1.0116 (5) | 0.0331 (11) | 0.5 |
| H6A | 0.4542 | 0.7622 | 0.9997 | 0.050* | 0.5 |
| H6B | 0.2523 | 0.8002 | 1.0256 | 0.050* | 0.5 |
| H6C | 0.3456 | 0.8972 | 1.0577 | 0.050* | 0.5 |
| I1A | 0.00404 (4) | 0.91616 (4) | 0.81085 (2) | 0.03333 (11) | 0.9842 (9) |
| I1B | 0.0218 (12) | 0.820 (3) | 0.8293 (12) | 0.03333 (11) | 0.0158 (9) |
| I2A | 0.36423 (10) | 0.53886 (4) | 0.88418 (5) | 0.03183 (15) | 0.969 (3) |
| I2B | 0.417 (3) | 0.5249 (4) | 0.8557 (14) | 0.03183 (15) | 0.031 (3) |
| O1 | 0.4447 (3) | 0.7754 (3) | 0.70685 (16) | 0.0227 (6) | |
| N1 | 0.3663 (4) | 0.7237 (4) | 0.66165 (19) | 0.0191 (6) | |
| C11 | 0.2460 (5) | 0.8233 (4) | 0.6254 (2) | 0.0223 (8) | |
| H11 | 0.2143 | 0.9294 | 0.6319 | 0.027* | |
| C12 | 0.1693 (5) | 0.7683 (5) | 0.5784 (2) | 0.0269 (9) | |
| H12 | 0.0802 | 0.8363 | 0.5546 | 0.032* | |
| C13 | 0.2217 (6) | 0.6150 (5) | 0.5661 (2) | 0.0286 (9) | |
| H13 | 0.1716 | 0.5773 | 0.5325 | 0.034* | |
| C14 | 0.3489 (6) | 0.5164 (5) | 0.6034 (3) | 0.0304 (9) | |
| H14 | 0.3869 | 0.4105 | 0.5954 | 0.037* | |
| C15 | 0.4186 (5) | 0.5730 (4) | 0.6516 (3) | 0.0260 (8) | |
| H15 | 0.5042 | 0.5062 | 0.6781 | 0.031* | |
| O2 | 0.6099 (4) | 0.8154 (3) | 0.81148 (18) | 0.0262 (6) | |
| N2 | 0.7301 (4) | 0.6804 (4) | 0.7976 (2) | 0.0242 (7) | |
| C21 | 0.7980 (5) | 0.6384 (5) | 0.7211 (3) | 0.0274 (9) | |
| H21 | 0.7603 | 0.7032 | 0.6763 | 0.033* | |
| C22 | 0.9229 (5) | 0.5007 (5) | 0.7080 (3) | 0.0333 (10) | |
| H22 | 0.9700 | 0.4691 | 0.6541 | 0.040* | |
| C23 | 0.9797 (6) | 0.4079 (5) | 0.7741 (3) | 0.0378 (11) | |
| H23 | 1.0656 | 0.3128 | 0.7659 | 0.045* | |
| C24 | 0.9097 (6) | 0.4562 (5) | 0.8511 (3) | 0.0405 (11) | |
| H24 | 0.9486 | 0.3953 | 0.8967 | 0.049* | |
| C25 | 0.7832 (6) | 0.5928 (5) | 0.8624 (3) | 0.0344 (10) | |
| H25 | 0.7333 | 0.6255 | 0.9159 | 0.041* | |
| O3 | 0.3312 (3) | 1.0686 (3) | 0.76145 (18) | 0.0264 (6) | |
| N3 | 0.4763 (4) | 1.1026 (3) | 0.72691 (19) | 0.0201 (6) | |
| C31 | 0.5590 (6) | 1.0604 (5) | 0.6523 (2) | 0.0262 (8) | |
| H31 | 0.5170 | 1.0054 | 0.6236 | 0.031* | |
| C32 | 0.7064 (6) | 1.0974 (5) | 0.6174 (3) | 0.0322 (10) | |
| H32 | 0.7669 | 1.0660 | 0.5647 | 0.039* | |
| C33 | 0.7661 (5) | 1.1788 (5) | 0.6581 (3) | 0.0324 (10) | |
| H33 | 0.8675 | 1.2043 | 0.6343 | 0.039* | |
| C34 | 0.6742 (6) | 1.2232 (5) | 0.7351 (3) | 0.0308 (9) | |
| H34 | 0.7116 | 1.2809 | 0.7645 | 0.037* | |
| C35 | 0.5307 (6) | 1.1836 (5) | 0.7680 (3) | 0.0274 (9) | |
| H35 | 0.4682 | 1.2135 | 0.8207 | 0.033* | |
| I3 | 0.78826 (3) | 0.77318 (3) | 0.48262 (2) | 0.02366 (8) |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Sn1 | 0.02376 (14) | 0.01856 (13) | 0.01909 (14) | −0.00794 (10) | −0.00818 (10) | 0.00338 (10) |
| C1 | 0.028 (4) | 0.024 (3) | 0.025 (3) | −0.013 (3) | −0.005 (3) | −0.002 (2) |
| C2 | 0.038 (3) | 0.0302 (18) | 0.021 (2) | −0.0030 (18) | 0.0023 (18) | −0.0029 (15) |
| C3 | 0.038 (3) | 0.0302 (18) | 0.021 (2) | −0.0030 (18) | 0.0023 (18) | −0.0029 (15) |
| C4 | 0.028 (4) | 0.024 (3) | 0.025 (3) | −0.013 (3) | −0.005 (3) | −0.002 (2) |
| C5 | 0.038 (3) | 0.0302 (18) | 0.021 (2) | −0.0030 (18) | 0.0023 (18) | −0.0029 (15) |
| C6 | 0.038 (3) | 0.0302 (18) | 0.021 (2) | −0.0030 (18) | 0.0023 (18) | −0.0029 (15) |
| I1A | 0.02310 (15) | 0.0481 (2) | 0.02945 (16) | −0.01426 (13) | −0.00183 (11) | −0.00302 (14) |
| I1B | 0.02310 (15) | 0.0481 (2) | 0.02945 (16) | −0.01426 (13) | −0.00183 (11) | −0.00302 (14) |
| I2A | 0.0489 (3) | 0.01971 (14) | 0.0267 (3) | −0.01293 (14) | −0.0071 (3) | 0.00379 (13) |
| I2B | 0.0489 (3) | 0.01971 (14) | 0.0267 (3) | −0.01293 (14) | −0.0071 (3) | 0.00379 (13) |
| O1 | 0.0243 (14) | 0.0293 (14) | 0.0202 (13) | −0.0146 (11) | −0.0071 (11) | −0.0001 (11) |
| N1 | 0.0203 (15) | 0.0198 (15) | 0.0188 (15) | −0.0087 (12) | −0.0050 (12) | 0.0006 (12) |
| C11 | 0.027 (2) | 0.0180 (18) | 0.0206 (19) | −0.0080 (15) | −0.0042 (15) | 0.0038 (14) |
| C12 | 0.028 (2) | 0.031 (2) | 0.023 (2) | −0.0113 (17) | −0.0086 (16) | 0.0071 (16) |
| C13 | 0.037 (2) | 0.036 (2) | 0.020 (2) | −0.0212 (19) | −0.0068 (17) | −0.0008 (17) |
| C14 | 0.039 (2) | 0.022 (2) | 0.032 (2) | −0.0105 (18) | −0.0077 (19) | −0.0044 (17) |
| C15 | 0.027 (2) | 0.0201 (19) | 0.028 (2) | −0.0023 (16) | −0.0093 (17) | 0.0002 (16) |
| O2 | 0.0270 (14) | 0.0179 (13) | 0.0367 (16) | −0.0065 (11) | −0.0143 (12) | 0.0005 (11) |
| N2 | 0.0225 (16) | 0.0177 (15) | 0.0359 (19) | −0.0063 (13) | −0.0145 (14) | 0.0019 (14) |
| C21 | 0.0217 (19) | 0.028 (2) | 0.035 (2) | −0.0123 (16) | −0.0064 (17) | 0.0020 (17) |
| C22 | 0.023 (2) | 0.033 (2) | 0.047 (3) | −0.0152 (18) | −0.0028 (19) | −0.007 (2) |
| C23 | 0.023 (2) | 0.021 (2) | 0.068 (3) | −0.0055 (17) | −0.011 (2) | 0.000 (2) |
| C24 | 0.039 (3) | 0.030 (2) | 0.052 (3) | −0.005 (2) | −0.023 (2) | 0.011 (2) |
| C25 | 0.038 (2) | 0.028 (2) | 0.038 (3) | −0.0046 (19) | −0.018 (2) | 0.0033 (19) |
| O3 | 0.0206 (13) | 0.0195 (13) | 0.0354 (16) | −0.0069 (11) | −0.0037 (12) | 0.0081 (12) |
| N3 | 0.0195 (15) | 0.0138 (14) | 0.0238 (16) | −0.0038 (12) | −0.0030 (13) | 0.0030 (12) |
| C31 | 0.037 (2) | 0.024 (2) | 0.0208 (19) | −0.0147 (17) | −0.0071 (17) | 0.0021 (15) |
| C32 | 0.038 (2) | 0.024 (2) | 0.028 (2) | −0.0114 (18) | 0.0057 (18) | 0.0004 (17) |
| C33 | 0.024 (2) | 0.024 (2) | 0.044 (3) | −0.0093 (17) | 0.0008 (19) | 0.0056 (18) |
| C34 | 0.032 (2) | 0.029 (2) | 0.037 (2) | −0.0161 (18) | −0.0102 (19) | 0.0009 (18) |
| C35 | 0.035 (2) | 0.024 (2) | 0.025 (2) | −0.0127 (17) | −0.0036 (17) | −0.0012 (16) |
| I3 | 0.02654 (14) | 0.01875 (13) | 0.02718 (14) | −0.00621 (10) | −0.00905 (10) | −0.00196 (10) |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) iodide (1) . Geometric parameters (Å, º)
| Sn1—O1 | 2.132 (3) | C11—H11 | 0.9500 |
| Sn1—O3 | 2.181 (3) | C12—C13 | 1.379 (6) |
| Sn1—O2 | 2.184 (3) | C12—H12 | 0.9500 |
| Sn1—C4 | 2.219 (5) | C13—C14 | 1.390 (6) |
| Sn1—C1 | 2.219 (5) | C13—H13 | 0.9500 |
| Sn1—I1B | 2.7883 (10) | C14—C15 | 1.364 (6) |
| Sn1—I1A | 2.7886 (4) | C14—H14 | 0.9500 |
| Sn1—I2A | 2.8468 (4) | C15—H15 | 0.9500 |
| Sn1—I2B | 2.8476 (10) | O2—N2 | 1.347 (4) |
| C1—C3 | 1.495 (5) | N2—C21 | 1.342 (6) |
| C1—C2 | 1.496 (5) | N2—C25 | 1.348 (5) |
| C1—H1 | 1.0000 | C21—C22 | 1.380 (6) |
| C2—H2A | 0.9800 | C21—H21 | 0.9500 |
| C2—H2B | 0.9800 | C22—C23 | 1.394 (7) |
| C2—H2C | 0.9800 | C22—H22 | 0.9500 |
| C3—H3A | 0.9800 | C23—C24 | 1.371 (7) |
| C3—H3B | 0.9800 | C23—H23 | 0.9500 |
| C3—H3C | 0.9800 | C24—C25 | 1.376 (6) |
| C4—C6 | 1.495 (5) | C24—H24 | 0.9500 |
| C4—C5 | 1.495 (5) | C25—H25 | 0.9500 |
| C4—H4 | 1.0000 | O3—N3 | 1.349 (4) |
| C5—H5A | 0.9800 | N3—C31 | 1.334 (5) |
| C5—H5B | 0.9800 | N3—C35 | 1.343 (5) |
| C5—H5C | 0.9800 | C31—C32 | 1.381 (6) |
| C6—H6A | 0.9800 | C31—H31 | 0.9500 |
| C6—H6B | 0.9800 | C32—C33 | 1.371 (7) |
| C6—H6C | 0.9800 | C32—H32 | 0.9500 |
| I1A—I1B | 0.88 (2) | C33—C34 | 1.392 (6) |
| I2A—I2B | 0.57 (3) | C33—H33 | 0.9500 |
| O1—N1 | 1.352 (4) | C34—C35 | 1.358 (6) |
| N1—C11 | 1.345 (5) | C34—H34 | 0.9500 |
| N1—C15 | 1.348 (5) | C35—H35 | 0.9500 |
| C11—C12 | 1.381 (6) | ||
| O1—Sn1—O3 | 80.74 (11) | C4—C6—H6B | 109.5 |
| O1—Sn1—O2 | 75.61 (11) | H6A—C6—H6B | 109.5 |
| O3—Sn1—O2 | 84.77 (10) | C4—C6—H6C | 109.5 |
| O1—Sn1—C4 | 155.2 (2) | H6A—C6—H6C | 109.5 |
| O3—Sn1—C4 | 87.0 (2) | H6B—C6—H6C | 109.5 |
| O2—Sn1—C4 | 81.9 (2) | I1B—I1A—Sn1 | 80.9 (3) |
| O1—Sn1—C1 | 173.3 (2) | I1A—I1B—Sn1 | 80.9 (3) |
| O3—Sn1—C1 | 97.6 (2) | I2B—I2A—Sn1 | 84.3 (3) |
| O2—Sn1—C1 | 97.8 (2) | I2A—I2B—Sn1 | 84.2 (3) |
| O1—Sn1—I1B | 93.8 (4) | N1—O1—Sn1 | 125.3 (2) |
| O3—Sn1—I1B | 103.4 (5) | C11—N1—C15 | 122.4 (3) |
| O2—Sn1—I1B | 165.6 (5) | C11—N1—O1 | 119.7 (3) |
| C4—Sn1—I1B | 110.0 (5) | C15—N1—O1 | 117.9 (3) |
| C1—Sn1—I1B | 92.9 (4) | N1—C11—C12 | 118.7 (4) |
| O1—Sn1—I1A | 94.17 (7) | N1—C11—H11 | 120.6 |
| O3—Sn1—I1A | 85.50 (7) | C12—C11—H11 | 120.6 |
| O2—Sn1—I1A | 166.89 (8) | C13—C12—C11 | 120.3 (4) |
| C4—Sn1—I1A | 106.3 (2) | C13—C12—H12 | 119.9 |
| C1—Sn1—I1A | 92.2 (2) | C11—C12—H12 | 119.9 |
| I1B—Sn1—I1A | 18.2 (5) | C12—C13—C14 | 119.1 (4) |
| O1—Sn1—I2A | 88.79 (8) | C12—C13—H13 | 120.4 |
| O3—Sn1—I2A | 169.37 (8) | C14—C13—H13 | 120.4 |
| O2—Sn1—I2A | 94.43 (7) | C15—C14—C13 | 119.4 (4) |
| C4—Sn1—I2A | 103.4 (2) | C15—C14—H14 | 120.3 |
| C1—Sn1—I2A | 93.0 (2) | C13—C14—H14 | 120.3 |
| I1B—Sn1—I2A | 75.3 (5) | N1—C15—C14 | 120.1 (4) |
| I1A—Sn1—I2A | 93.510 (16) | N1—C15—H15 | 120.0 |
| O1—Sn1—I2B | 78.3 (5) | C14—C15—H15 | 120.0 |
| O3—Sn1—I2B | 158.8 (5) | N2—O2—Sn1 | 123.5 (2) |
| O2—Sn1—I2B | 87.1 (4) | C21—N2—O2 | 120.4 (3) |
| C4—Sn1—I2B | 111.2 (4) | C21—N2—C25 | 121.8 (4) |
| C1—Sn1—I2B | 102.8 (5) | O2—N2—C25 | 117.8 (4) |
| I1B—Sn1—I2B | 81.1 (6) | N2—C21—C22 | 119.6 (4) |
| I1A—Sn1—I2B | 99.0 (3) | N2—C21—H21 | 120.2 |
| I2A—Sn1—I2B | 11.5 (5) | C22—C21—H21 | 120.2 |
| C3—C1—C2 | 111.0 (10) | C21—C22—C23 | 119.7 (5) |
| C3—C1—Sn1 | 110.4 (5) | C21—C22—H22 | 120.1 |
| C2—C1—Sn1 | 112.2 (9) | C23—C22—H22 | 120.1 |
| C3—C1—H1 | 107.7 | C24—C23—C22 | 118.9 (4) |
| C2—C1—H1 | 107.7 | C24—C23—H23 | 120.5 |
| Sn1—C1—H1 | 107.7 | C22—C23—H23 | 120.5 |
| C1—C2—H2A | 109.5 | C23—C24—C25 | 120.0 (4) |
| C1—C2—H2B | 109.5 | C23—C24—H24 | 120.0 |
| H2A—C2—H2B | 109.5 | C25—C24—H24 | 120.0 |
| C1—C2—H2C | 109.5 | N2—C25—C24 | 119.9 (5) |
| H2A—C2—H2C | 109.5 | N2—C25—H25 | 120.0 |
| H2B—C2—H2C | 109.5 | C24—C25—H25 | 120.0 |
| C1—C3—H3A | 109.5 | N3—O3—Sn1 | 120.4 (2) |
| C1—C3—H3B | 109.5 | C31—N3—C35 | 121.5 (3) |
| H3A—C3—H3B | 109.5 | C31—N3—O3 | 119.9 (3) |
| C1—C3—H3C | 109.5 | C35—N3—O3 | 118.5 (3) |
| H3A—C3—H3C | 109.5 | N3—C31—C32 | 119.3 (4) |
| H3B—C3—H3C | 109.5 | N3—C31—H31 | 120.4 |
| C6—C4—C5 | 120.2 (11) | C32—C31—H31 | 120.4 |
| C6—C4—Sn1 | 113.6 (6) | C33—C32—C31 | 120.6 (4) |
| C5—C4—Sn1 | 109.9 (8) | C33—C32—H32 | 119.7 |
| C6—C4—H4 | 103.7 | C31—C32—H32 | 119.7 |
| C5—C4—H4 | 103.7 | C32—C33—C34 | 118.2 (4) |
| Sn1—C4—H4 | 103.7 | C32—C33—H33 | 120.9 |
| C4—C5—H5A | 109.5 | C34—C33—H33 | 120.9 |
| C4—C5—H5B | 109.5 | C35—C34—C33 | 119.6 (4) |
| H5A—C5—H5B | 109.5 | C35—C34—H34 | 120.2 |
| C4—C5—H5C | 109.5 | C33—C34—H34 | 120.2 |
| H5A—C5—H5C | 109.5 | N3—C35—C34 | 120.7 (4) |
| H5B—C5—H5C | 109.5 | N3—C35—H35 | 119.7 |
| C4—C6—H6A | 109.5 | C34—C35—H35 | 119.7 |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . Crystal data
| [Sn(C3H7)I2(C5H5NO)3][SnI3]·CHCl3 | F(000) = 4784 |
| Mr = 1319.63 | Dx = 2.541 Mg m−3 |
| Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
| a = 40.7321 (18) Å | Cell parameters from 9880 reflections |
| b = 8.5279 (4) Å | θ = 2.6–26.1° |
| c = 20.3457 (9) Å | µ = 6.18 mm−1 |
| β = 102.553 (2)° | T = 200 K |
| V = 6898.3 (5) Å3 | Plate, yellow |
| Z = 8 | 0.28 × 0.19 × 0.11 mm |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . Data collection
| Bruker APEXII CCD diffractometer | 6129 reflections with I > 2σ(I) |
| φ and ω scans | Rint = 0.091 |
| Absorption correction: multi-scan (SADABS; Krause et al., 2015) | θmax = 28.0°, θmin = 2.4° |
| Tmin = 0.453, Tmax = 0.712 | h = −53→53 |
| 146956 measured reflections | k = −11→11 |
| 8327 independent reflections | l = −26→26 |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . Refinement
| Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
| Least-squares matrix: full | H-atom parameters constrained |
| R[F2 > 2σ(F2)] = 0.032 | w = 1/[σ2(Fo2) + (0.0189P)2 + 43.8049P] where P = (Fo2 + 2Fc2)/3 |
| wR(F2) = 0.078 | (Δ/σ)max = 0.001 |
| S = 1.11 | Δρmax = 0.94 e Å−3 |
| 8327 reflections | Δρmin = −1.51 e Å−3 |
| 319 parameters | Extinction correction: SHELXL-2014/7 (Sheldrick 2015), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
| 0 restraints | Extinction coefficient: 0.000136 (8) |
| Primary atom site location: structure-invariant direct methods |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . 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. |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| Sn1 | 0.07997 (2) | 0.30880 (5) | 0.45557 (2) | 0.04285 (11) | |
| C1 | 0.02477 (16) | 0.3347 (12) | 0.4161 (3) | 0.077 (2) | |
| H1 | 0.0205 | 0.4497 | 0.4186 | 0.093* | |
| C2 | 0.0146 (2) | 0.2971 (14) | 0.3464 (4) | 0.112 (4) | |
| H2A | 0.0195 | 0.1865 | 0.3395 | 0.134* | |
| H2B | 0.0268 | 0.3632 | 0.3204 | 0.134* | |
| H2C | −0.0097 | 0.3157 | 0.3312 | 0.134* | |
| C3 | 0.00585 (17) | 0.2631 (15) | 0.4621 (4) | 0.118 (4) | |
| H3A | −0.0180 | 0.2567 | 0.4398 | 0.176* | |
| H3B | 0.0084 | 0.3274 | 0.5028 | 0.176* | |
| H3C | 0.0146 | 0.1575 | 0.4743 | 0.176* | |
| I12 | 0.10079 (2) | 0.26591 (7) | 0.33365 (2) | 0.06953 (15) | |
| I11 | 0.08419 (2) | −0.00522 (5) | 0.50013 (2) | 0.05628 (12) | |
| O1 | 0.13196 (8) | 0.3397 (4) | 0.50774 (17) | 0.0403 (8) | |
| N1 | 0.15855 (10) | 0.2490 (6) | 0.5026 (2) | 0.0396 (10) | |
| C11 | 0.17589 (13) | 0.2835 (8) | 0.4550 (3) | 0.0486 (14) | |
| H11 | 0.1688 | 0.3668 | 0.4241 | 0.058* | |
| C12 | 0.20410 (14) | 0.1962 (8) | 0.4517 (3) | 0.0579 (17) | |
| H12 | 0.2159 | 0.2158 | 0.4172 | 0.069* | |
| C13 | 0.21485 (13) | 0.0818 (8) | 0.4982 (3) | 0.0545 (16) | |
| H13 | 0.2345 | 0.0229 | 0.4967 | 0.065* | |
| C14 | 0.19708 (13) | 0.0516 (8) | 0.5478 (3) | 0.0493 (14) | |
| H14 | 0.2043 | −0.0278 | 0.5805 | 0.059* | |
| C15 | 0.16877 (12) | 0.1388 (7) | 0.5486 (2) | 0.0423 (13) | |
| H15 | 0.1564 | 0.1201 | 0.5824 | 0.051* | |
| O2 | 0.08545 (9) | 0.5609 (5) | 0.45361 (19) | 0.0492 (10) | |
| N2 | 0.10945 (12) | 0.6393 (6) | 0.4303 (2) | 0.0472 (12) | |
| C21 | 0.10139 (18) | 0.7087 (9) | 0.3698 (3) | 0.0632 (19) | |
| H21 | 0.0794 | 0.6961 | 0.3426 | 0.076* | |
| C22 | 0.1243 (2) | 0.7966 (9) | 0.3471 (3) | 0.077 (2) | |
| H22 | 0.1183 | 0.8448 | 0.3041 | 0.092* | |
| C23 | 0.1561 (2) | 0.8166 (9) | 0.3859 (4) | 0.074 (2) | |
| H23 | 0.1723 | 0.8772 | 0.3700 | 0.089* | |
| C24 | 0.16394 (17) | 0.7461 (8) | 0.4488 (3) | 0.0599 (17) | |
| H24 | 0.1858 | 0.7577 | 0.4767 | 0.072* | |
| C25 | 0.13996 (14) | 0.6597 (7) | 0.4702 (3) | 0.0486 (14) | |
| H25 | 0.1450 | 0.6138 | 0.5138 | 0.058* | |
| O3 | 0.07154 (8) | 0.3721 (5) | 0.55466 (17) | 0.0473 (10) | |
| N3 | 0.09476 (10) | 0.4454 (6) | 0.6019 (2) | 0.0392 (10) | |
| C31 | 0.11610 (12) | 0.3596 (8) | 0.6463 (2) | 0.0434 (13) | |
| H31 | 0.1153 | 0.2485 | 0.6436 | 0.052* | |
| C32 | 0.13918 (13) | 0.4318 (8) | 0.6960 (3) | 0.0496 (15) | |
| H32 | 0.1544 | 0.3707 | 0.7280 | 0.060* | |
| C33 | 0.14039 (14) | 0.5927 (8) | 0.6997 (3) | 0.0517 (15) | |
| H33 | 0.1565 | 0.6440 | 0.7337 | 0.062* | |
| C34 | 0.11792 (15) | 0.6778 (8) | 0.6534 (3) | 0.0496 (14) | |
| H34 | 0.1184 | 0.7891 | 0.6552 | 0.060* | |
| C35 | 0.09471 (14) | 0.6026 (8) | 0.6043 (3) | 0.0473 (14) | |
| H35 | 0.0789 | 0.6612 | 0.5725 | 0.057* | |
| Sn2 | 0.24796 (2) | 0.79515 (5) | 0.25634 (2) | 0.04113 (10) | |
| I21 | 0.21911 (2) | 0.55232 (5) | 0.33816 (2) | 0.04399 (10) | |
| I22 | 0.18709 (2) | 1.00095 (5) | 0.23342 (2) | 0.04525 (10) | |
| I23 | 0.27972 (2) | 0.97219 (6) | 0.37615 (2) | 0.05848 (13) | |
| C4 | 0.03371 (16) | 0.1989 (9) | 0.6593 (4) | 0.0677 (19) | |
| H4 | 0.0430 | 0.2117 | 0.6180 | 0.081* | |
| Cl1 | −0.00929 (5) | 0.1675 (3) | 0.63373 (14) | 0.1039 (8) | |
| Cl2 | 0.04250 (5) | 0.3705 (3) | 0.70730 (10) | 0.0815 (6) | |
| Cl3 | 0.05415 (5) | 0.0359 (3) | 0.70536 (12) | 0.0887 (6) |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Sn1 | 0.02725 (17) | 0.0714 (3) | 0.02831 (18) | 0.00606 (17) | 0.00268 (13) | −0.00730 (17) |
| C1 | 0.040 (3) | 0.129 (7) | 0.055 (4) | 0.005 (4) | −0.007 (3) | −0.014 (4) |
| C2 | 0.062 (5) | 0.165 (10) | 0.092 (6) | −0.008 (6) | −0.017 (5) | 0.028 (7) |
| C3 | 0.026 (3) | 0.233 (13) | 0.089 (6) | 0.009 (5) | 0.000 (4) | −0.018 (7) |
| I12 | 0.0773 (3) | 0.1009 (4) | 0.0335 (2) | 0.0170 (3) | 0.0188 (2) | −0.0052 (2) |
| I11 | 0.0451 (2) | 0.0678 (3) | 0.0562 (2) | −0.00668 (19) | 0.01153 (18) | −0.0076 (2) |
| O1 | 0.0242 (17) | 0.057 (2) | 0.0388 (19) | 0.0067 (16) | 0.0060 (14) | −0.0019 (17) |
| N1 | 0.023 (2) | 0.061 (3) | 0.034 (2) | 0.0021 (19) | 0.0050 (17) | 0.002 (2) |
| C11 | 0.037 (3) | 0.071 (4) | 0.041 (3) | 0.005 (3) | 0.016 (2) | 0.010 (3) |
| C12 | 0.034 (3) | 0.088 (5) | 0.057 (4) | 0.009 (3) | 0.022 (3) | 0.017 (3) |
| C13 | 0.028 (3) | 0.081 (5) | 0.056 (4) | 0.014 (3) | 0.013 (3) | 0.008 (3) |
| C14 | 0.031 (3) | 0.073 (4) | 0.041 (3) | 0.007 (3) | 0.002 (2) | 0.008 (3) |
| C15 | 0.025 (2) | 0.072 (4) | 0.030 (3) | −0.001 (2) | 0.004 (2) | 0.005 (3) |
| O2 | 0.036 (2) | 0.070 (3) | 0.043 (2) | 0.0123 (19) | 0.0114 (17) | −0.001 (2) |
| N2 | 0.051 (3) | 0.062 (3) | 0.031 (2) | 0.017 (2) | 0.012 (2) | 0.006 (2) |
| C21 | 0.074 (4) | 0.083 (5) | 0.032 (3) | 0.029 (4) | 0.009 (3) | 0.006 (3) |
| C22 | 0.116 (7) | 0.082 (5) | 0.040 (4) | 0.029 (5) | 0.034 (4) | 0.019 (4) |
| C23 | 0.084 (5) | 0.080 (5) | 0.072 (5) | 0.016 (4) | 0.050 (4) | 0.008 (4) |
| C24 | 0.057 (4) | 0.065 (4) | 0.063 (4) | 0.010 (3) | 0.026 (3) | 0.005 (3) |
| C25 | 0.046 (3) | 0.063 (4) | 0.039 (3) | 0.010 (3) | 0.013 (3) | 0.004 (3) |
| O3 | 0.0303 (18) | 0.081 (3) | 0.0298 (18) | −0.0082 (19) | 0.0046 (15) | −0.0142 (18) |
| N3 | 0.026 (2) | 0.064 (3) | 0.028 (2) | −0.001 (2) | 0.0044 (17) | −0.005 (2) |
| C31 | 0.032 (3) | 0.066 (4) | 0.033 (3) | 0.000 (3) | 0.009 (2) | −0.003 (3) |
| C32 | 0.030 (3) | 0.082 (5) | 0.034 (3) | −0.006 (3) | 0.002 (2) | 0.001 (3) |
| C33 | 0.041 (3) | 0.078 (5) | 0.037 (3) | −0.012 (3) | 0.010 (2) | −0.011 (3) |
| C34 | 0.051 (3) | 0.061 (4) | 0.038 (3) | −0.006 (3) | 0.011 (3) | −0.007 (3) |
| C35 | 0.037 (3) | 0.069 (4) | 0.038 (3) | 0.005 (3) | 0.011 (2) | −0.004 (3) |
| Sn2 | 0.03211 (18) | 0.0585 (2) | 0.03364 (19) | 0.00321 (17) | 0.00892 (14) | 0.00114 (17) |
| I21 | 0.03067 (17) | 0.0658 (3) | 0.03681 (18) | 0.00703 (16) | 0.01019 (14) | 0.01054 (17) |
| I22 | 0.03276 (18) | 0.0618 (2) | 0.04178 (19) | 0.00575 (16) | 0.00928 (14) | 0.00537 (17) |
| I23 | 0.0412 (2) | 0.0936 (3) | 0.0390 (2) | −0.0066 (2) | 0.00527 (16) | −0.0089 (2) |
| C4 | 0.049 (4) | 0.081 (5) | 0.074 (5) | −0.003 (3) | 0.014 (3) | 0.002 (4) |
| Cl1 | 0.0492 (10) | 0.1056 (17) | 0.150 (2) | −0.0147 (11) | 0.0054 (12) | 0.0017 (16) |
| Cl2 | 0.0779 (13) | 0.0957 (15) | 0.0771 (12) | −0.0138 (11) | 0.0305 (10) | −0.0118 (11) |
| Cl3 | 0.0740 (13) | 0.0922 (15) | 0.0928 (15) | 0.0099 (11) | 0.0026 (11) | 0.0101 (12) |
Diiodido(isopropyl)tris(pyridine N-oxide)tin(IV) triiodidostannate(II) deuterochloroform monosolvate (2) . Geometric parameters (Å, º)
| Sn1—O2 | 2.163 (4) | C24—C25 | 1.368 (9) |
| Sn1—O1 | 2.169 (3) | O3—N3 | 1.347 (5) |
| Sn1—O3 | 2.185 (3) | N3—C31 | 1.329 (7) |
| Sn1—C1 | 2.228 (6) | N3—C35 | 1.341 (8) |
| Sn1—I12 | 2.8144 (5) | C31—C32 | 1.368 (7) |
| Sn1—I11 | 2.8206 (6) | C32—C33 | 1.375 (9) |
| C1—C2 | 1.426 (11) | C33—C34 | 1.370 (8) |
| C1—C3 | 1.467 (12) | C34—C35 | 1.376 (8) |
| O1—N1 | 1.354 (5) | Sn2—I23 | 2.9196 (6) |
| N1—C15 | 1.328 (7) | Sn2—I22 | 2.9903 (5) |
| N1—C11 | 1.349 (6) | Sn2—I21 | 3.0481 (5) |
| C11—C12 | 1.383 (8) | Sn2—I21i | 3.3802 (5) |
| C12—C13 | 1.364 (9) | Sn2—I22ii | 3.6188 (5) |
| C13—C14 | 1.387 (8) | Sn2—I23ii | 3.8473 (6) |
| C14—C15 | 1.376 (8) | I21—Sn2ii | 3.3802 (5) |
| O2—N2 | 1.353 (6) | I22—Sn2i | 3.6188 (5) |
| N2—C25 | 1.340 (7) | I23—Sn2i | 3.8473 (6) |
| N2—C21 | 1.341 (7) | C4—Cl1 | 1.736 (7) |
| C21—C22 | 1.353 (11) | C4—Cl2 | 1.753 (8) |
| C22—C23 | 1.372 (11) | C4—Cl3 | 1.779 (8) |
| C23—C24 | 1.387 (10) | ||
| O2—Sn1—O1 | 78.14 (14) | C22—C23—C24 | 118.4 (7) |
| O2—Sn1—O3 | 78.98 (15) | C25—C24—C23 | 119.3 (7) |
| O1—Sn1—O3 | 81.42 (12) | N2—C25—C24 | 120.6 (6) |
| O2—Sn1—C1 | 89.7 (3) | N3—O3—Sn1 | 123.1 (3) |
| O1—Sn1—C1 | 165.0 (2) | C31—N3—C35 | 122.1 (5) |
| O3—Sn1—C1 | 87.7 (2) | C31—N3—O3 | 119.0 (5) |
| O2—Sn1—I12 | 93.49 (10) | C35—N3—O3 | 118.9 (4) |
| O1—Sn1—I12 | 89.88 (9) | N3—C31—C32 | 119.9 (6) |
| O3—Sn1—I12 | 169.47 (10) | C31—C32—C33 | 120.0 (6) |
| C1—Sn1—I12 | 99.74 (18) | C34—C33—C32 | 118.7 (5) |
| O2—Sn1—I11 | 161.88 (10) | C33—C34—C35 | 120.2 (6) |
| O1—Sn1—I11 | 88.47 (10) | N3—C35—C34 | 119.1 (6) |
| O3—Sn1—I11 | 87.07 (12) | I23—Sn2—I22 | 91.639 (16) |
| C1—Sn1—I11 | 101.3 (3) | I23—Sn2—I21 | 92.798 (16) |
| I12—Sn1—I11 | 98.680 (19) | I22—Sn2—I21 | 94.528 (14) |
| C2—C1—C3 | 117.4 (8) | I23—Sn2—I21i | 88.901 (15) |
| C2—C1—Sn1 | 113.0 (6) | I22—Sn2—I21i | 87.046 (14) |
| C3—C1—Sn1 | 111.0 (5) | I21—Sn2—I21i | 177.647 (18) |
| N1—O1—Sn1 | 127.3 (3) | I23—Sn2—I22ii | 97.168 (15) |
| C15—N1—C11 | 121.8 (5) | I22—Sn2—I22ii | 170.674 (17) |
| C15—N1—O1 | 118.9 (4) | I21—Sn2—I22ii | 82.027 (13) |
| C11—N1—O1 | 118.9 (4) | I21i—Sn2—I22ii | 96.151 (12) |
| N1—C11—C12 | 119.2 (5) | I23—Sn2—I23ii | 164.661 (19) |
| C13—C12—C11 | 119.8 (5) | I22—Sn2—I23ii | 101.773 (14) |
| C12—C13—C14 | 119.9 (5) | I21—Sn2—I23ii | 78.886 (13) |
| C15—C14—C13 | 118.7 (5) | I21i—Sn2—I23ii | 99.090 (12) |
| N1—C15—C14 | 120.6 (5) | I22ii—Sn2—I23ii | 69.102 (11) |
| N2—O2—Sn1 | 125.7 (3) | Sn2—I21—Sn2ii | 83.248 (9) |
| C25—N2—C21 | 120.6 (6) | Sn2—I22—Sn2i | 80.039 (9) |
| C25—N2—O2 | 119.9 (4) | Sn2—I23—Sn2i | 77.057 (10) |
| C21—N2—O2 | 119.2 (5) | Cl1—C4—Cl2 | 111.5 (4) |
| N2—C21—C22 | 120.5 (7) | Cl1—C4—Cl3 | 111.3 (4) |
| C21—C22—C23 | 120.5 (6) | Cl2—C4—Cl3 | 110.1 (4) |
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) −x+1/2, y−1/2, −z+1/2.
References
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Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) 1, 2. DOI: 10.1107/S2056989026006596/ox2024sup1.cif
Structure factors: contains datablock(s) 1. DOI: 10.1107/S2056989026006596/ox20241sup2.hkl
Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989026006596/ox20242sup3.hkl
Additional supporting information: crystallographic information; 3D view; checkCIF report