Twinning by merohedry in bis(4-methoxyphenyl)tellurium(IV) diiodide dimethyl ­sulfoxide hemisolvate

Green crystals of the title compound, C₁₄H₁₄I₂O₂Te·0.5C₂H₆OS, space group P3₂, show twinning by merohedry (class II). The asymmetric unit contains two organotellurium mol­ecules and one dimethyl ­sulfoxide (DMSO) mol­ecule. The crystal structure displays secondary Te...I and Te...O(DMSO) bonds that lead to [(4-MeOC₆H₄)₂TeI₂]₂·DMSO supra­molecular units in which the two independent organotellurium mol­ecules are bridged by the DMSO O atom. In addition to these secondary bonds, I...I inter­actions link translationally equivalent organotellurium mol­ecules to form nearly linear ...I—Te—I...I—Te—I... chains. These chains are crosslinked, forming two-dimensional arrays parallel to (001). The crystal packing consists of a stacking of these sheets, which are related by the 3₂ axis. This study describes an unusual dimeric arrangement of X—Te—X groups.

S1. Comment

As part of our studies of organotellurium compounds (Farran et al., 2002a,b, and references therein), we have synthesized several bis(aryl)tellurium(IV) dihalides, among them bis(4-methoxyphenyl)tellurium diiodide, (I). During crystallization trials of (I) we observed the formation of crystals of various morphologies and colours, depending on the solvents and conditions used. This observation, and the well known facts that organotellurium(IV) iodides frequently display secondary bonding, which gives rise to a wide variety of supramolecular assemblies (Zukerman-Schpector & Haiduc, 2001; Haiduc & Zukerman-Schpector, 2001), that they are often polymorphic [see, for example, McCullough et al. (1985), Närhi et al. (2004), Srivastava et al. (2004) and Beckmann et al. (2005), and references therein], and that they have colours that are related to the occurrence of noncovalent interactions (McCullough et al., 1985; Dewan & Silver, 1977), led us to a systematic study of these specimens.

In a previous paper (Farran et al., 1998), we reported the crystal structures of two polymorphs of (I), namely (Ia) in space group P1 with Z = 8 and (Ib) in space group P1 with Z = 4, and mentioned several other crystal phases containing (I) and iodine, benzene, acetonitrile and dimethylsulfoxide (DMSO). Among these crystals, those including DMSO were remarkable in their colour as, unlike the shades of red displayed by other crystals, they were green with a metallic lustre (Fig. 1). Chemical and spectroscopic analyses revealed that these green crystals correspond to the title DMSO hemisolvate of (I), (II). Here, we describe the crystal structure determination of (II) based on X-ray diffraction data from a merohedral twin. The study revealed that the asymmetric unit contains a supramolecular entity made up of two molecules of (I) bridged by one DMSO molecule (Fig. 2).

Bond distances and angles in the molecules of (I) in the title hemisolvate (Table 1) are similar to those observed in polymorphs (Ia) and (Ib). In the supramolecular unit, each Te has an extended environment that can be described as a distorted octahedron based on the two Te—C and the two Te—I bonds, together with the secondary interactions Te···I and Te···O (Fig. 2). The Te···I distances are similar to those observed in polymorphs (Ia) and (Ib) (Table 2), while the Te···O distances are comparable with those found in similar DMSO solvates (e.g. Mørkved et al., 1997). The two TeC₂I₃O octahedra share the face defined by atoms I2, I4 and O1s (Fig. 3). Two regular octahedra joined by a common face display (idealized) 62m point symmetry but, in this case, the different nature of the atoms at the vertices reduces the symmetry to 2. Indeed, in the crystal structure a pseudo twofold axis through atom O1s can be considered. This local symmetry axis also relates the Me groups of DMSO and the two disordered positions of the S atom (site occupancy factors 0.56:0.44) (Fig. 3), while the aryl moieties break down the pseudosymmetry.

In the (Ia) and (Ib) crystal structures, each Te atom forms two secondary Te···I bonds and has a distorted TeC₂I₄ octahedral environment. This arrangement results in centrosymmetric tetramers with step-like Te₄I₈ cores (Fig 4c). This seems to be the basic structural unit that dominates the crystal packing of (I) in the absence of other donor atoms capable of forming Te···X secondary bonds (e.g. X = O). In the title hemisolvate, one of the Te···I interactions is replaced by a Te···O interaction. As a result of this arrangement, the linear I—Te—I moieties are not nearly parallel (Fig 4b) as in the step-like Te₄I₈, but form an angle of 61.09 (3)°. Zukerman-Schpector et al. (2002) discussed the possible dimeric, tetrameric and polymeric assemblies formed by diorganotellurium(IV) dihalides through Te···halogen interactions, and the non-parallel dimeric arrangement observed in the present structure is included in their scheme. The structure of (p-PhOC₆H₄)₂TeCl₂, previously studied by us (de Matheus et al., 1991), was wrongly given as an example of a non-parallel dimer, whereas in reality it is a parallel dimer (Fig. 4a). The structure of (II), however, does constitute an example of this non-parallel dimeric arrangement. Two other cases of non-parallel X—Te—X moieties are bis(dichlorophenyltelluro)methane (Batchelor et al., 1987) and bis(dibromomesityltelluro)methane (Dakternieks et al., 2000). In these structures, the X—Te—X moieties are covalently bridged by a methylene group in a similar way to (II), where they are bridged by the O atom of the DMSO. Moreover, in these two structures, a crystallographic twofold axis (through the methylene C atom) relates the two moieties.

In the present crystal structure, I···I interactions link translationally equivalent molecules of (I) to form nearly linear ···I—Te—I···I—Te—I··· chains (Table 2). Each supramolecular unit, 2(I).DMSO, is involved in two such chains (in the asymmetric unit, one parallel to the crystallographic a axis and the other to the a+b direction). As a result of the cross-linking of these chains, a two-dimensional array parallel to (001) is formed (Fig. 5a). The crystal structure consists of a stacking of these sheets, which are related by the 3₂ axis (Fig. 5b). Nearly linear ···I—Te—I···I—Te—I··· chains have been reported previously (Chao & McCullough, 1962; Knobler et al., 1970). In the first case, all chains are parallel and no sheets are formed. In the second, perpendicularly cross-linked chains define sheets similar to those described here.

We have discussed the role of secondary bonds in supramolecular self-assembly and packing of crystal forms of (I). Furthermore, two other points are worthy of note: their influence on covalent bond distances and on colour. The former is a well known characteristic of diorganotellurium(IV) dihalides (McCullough et al., 1985) and can also be observed in the hemisolvate (II), and in the polymorphs (Ia), and (Ib): the higher the number of secondary bonds to iodine, the longer the Te—I distance. Thus, in (II), two sets of Te—I distances can be found, one for I atoms involved in two secondary bonds and another for I atoms forming one secondary bond only (Table 2), while in (Ia) and (Ib), three sets were observed, for I atoms with two, one or zero secondary bonds. With regard to the colour of organotellurium(IV) iodides, the influence of secondary bonds has been discussed previously (McCullough et al., 1985; Dewan & Silver, 1977). Secondary Te···I bonds produce a range of orange to red colours, while I···I interactions give rise to darker colours (purple, violet or even black). In contrast, cases of green compounds have proved more difficult to explain (McCullough et al., 1985). In the present structure, the unusual supramolecular arrangement in (II), with the presence of a Te···Te contact (Table 2) and the Te···DMSO coordination, might be an explanation for the green colour.

S2. Experimental

Compound (I) was prepared as described previously by Farran et al. (1998). Green crystals of the title hemisolvate, (II), were obtained by slow evaporation from a DMSO solution of (I) at room temperature or at 277 K. After removal from solution and drying, the crystals decompose slowly (few days) in air to give a red unsolvated crystalline powder. The crystal studied was protected with perfluoropolyether oil (FOMBLIN from Aldrich) during the measurement.

S3. Refinement

Refinement was carried out with the program JANA2000 (Petříček et al., 2000). After successive cycles, the refinement converged to an overall agreement factor of approximately 0.2. In addition, a large number of bond distances and angles showed unreasonable values. As the trigonal metric allows twinning by merohedry of class II (Giacovazzo, 2002), we tried a refinement model assuming a twofold rotation around the a axis as the twinning operation. The introduction of the corresponding twin law (1 0 0, -1 -1 0, 0 0 -1) and the subsequent refinement of the volume fraction of the second individual led to a rapid decrease in the overall agreement factor and resulted in reasonable bond distances and angles.

The noncentrosymmetric space group furthermore allows for the formation of racemic twins. If the corresponding additional twinning elements are taken into account, a four-component twin is obtained, where two twin symmetry operations have determinant 1 and the other two have determinant -1. A refinement using this four-component twin model showed that the volume fractions of the components corresponding to twin symmetry operations with determinant -1 are not significantly different from 0. Therefore, the parameter x^- [the sum of the volume fractions corresponding to twin laws of determinant -1; this factor is the equivalent of the Flack parameter for multiply twinned crystals (Flack & Bernardinelli, 1999)] is 0 and the crystalline sample contains exclusively the structure in space group P3₂.

H atoms were placed in geometrically idealised positions and treated as riding, with C—H = 0.93 Å and U_iso(H) = 1.2U_eq(C) for CH, and with C—H = 0.96 Å and U_iso(H) = 1.5U_eq(C) for methyl C. [Please check added text]

Computing details

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS86 (Sheldrick, 2008); program(s) used to refine structure: JANA2000 (Petříček et al., 2000); molecular graphics: ORTEP-3 (Farrugia, 1997), PLUTON in PLATON (Spek, 2003) and Mercury (Macrae et al., 2006); software used to prepare material for publication: JANA2000 (Petříček et al., 2000).

Figures

	Fig. 1. Crystals of (Ib) and (II) as obtained by evaporation from DMSO [crystals of (Ib) are red and crystals of (II) are green, as can be seen in the online version of this paper].
	Fig. 2. The supramolecular assembly of 2(I).DMSO. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. Both disorder components of the DMSO molecule are shown. [Please check added text]
	Fig. 3. The dioctahedral core around the Te atoms. Both disorder components of the DMSO molecule and the pseudo twofold axis have also been included.
	Fig. 4. Dimeric and tetrameric supramolecular assemblies of X—Te—X in TeX2R2 (see text).
	Fig. 5. Two perpendicular views of the crystal packing, with dotted lines showing the contacts between supramolecular units (I···I) and those inside supramolecular units (Te···I and Te···O). For clarity, H atoms have been omitted, in (a) only the Te-bonded C atoms of the anisyl moieties are shown and in (b) only the O atom of DMSO is shown.

diiodidobis(4-methoxyphenyl)tellurium(II) dimethyl sulfoxide hemisolvate

Crystal data

C14H14I2O2Te·0.5C2H6OS	Dx = 2.134 Mg m^−3
Mr = 634.75	Mo Kα radiation, λ = 0.71073 Å
Trigonal, P32	Cell parameters from 8108 reflections
Hall symbol: P 32	θ = 2.5–24.6°
a = 9.4309 (4) Å	µ = 4.69 mm^−1
c = 38.4799 (17) Å	T = 296 K
V = 2963.9 (2) Å^3	Prismatic, green
Z = 6	0.38 × 0.30 × 0.13 mm
F(000) = 1758

Data collection

Bruker SMART APEX CCD area-detector diffractometer	7935 reflections with I > 3σ(I)
Detector resolution: 8.13 pixels mm^-1	Rint = 0.021
ϕ and ω scans	θmax = 29.1°, θmin = 1.1°
Absorption correction: multi-scan (SADABS; Bruker, 2003)	h = −12→12
Tmin = 0.156, Tmax = 0.545	k = −8→12
20824 measured reflections	l = −44→50
9060 independent reflections

Refinement

Refinement on F	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.031	Weighting scheme based on measured s.u.'s w = 1/(σ^2(F) + 0.0001F^2)
wR(F^2) = 0.033	(Δ/σ)max = 0.020
S = 1.34	Δρmax = 0.56 e Å^−3
9060 reflections	Δρmin = −0.32 e Å^−3
378 parameters	Absolute structure: Refinement as an inversion twin
0 restraints	Absolute structure parameter: 0.01 (2)
0 constraints

Special details

Refinement. Twin model; twinning Matrix = 1 0 0 / -1 -1 0 / 0 0 -1 Twin volume fraction Individual 2 = 0.2417 (6)

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Te1	0.93246 (6)	0.69933 (6)	0.122034 (16)	0.0489 (2)
I1	1.24242 (8)	0.71150 (11)	0.12922 (2)	0.0845 (4)
I2	0.63017 (7)	0.72363 (8)	0.11718 (2)	0.0729 (3)
C11	1.0449 (8)	0.8987 (9)	0.0866 (2)	0.056 (3)
C12	1.0080 (11)	0.8842 (11)	0.0516 (2)	0.067 (4)
C13	1.0848 (14)	1.0200 (12)	0.0311 (3)	0.082 (6)
C14	1.1849 (10)	1.1738 (11)	0.0449 (2)	0.058 (4)
C15	1.2182 (9)	1.1896 (10)	0.0808 (2)	0.060 (4)
C16	1.1473 (9)	1.0527 (10)	0.1013 (2)	0.061 (4)
C17	1.3579 (16)	1.4610 (14)	0.0350 (3)	0.104 (7)
O1	1.2473 (9)	1.3014 (9)	0.02231 (19)	0.092 (4)
C21	0.8392 (9)	0.5013 (10)	0.08588 (19)	0.053 (4)
C22	0.9382 (10)	0.4833 (11)	0.0616 (2)	0.066 (4)
C23	0.8734 (11)	0.3449 (11)	0.0419 (2)	0.067 (4)
C24	0.7128 (12)	0.2234 (11)	0.0459 (2)	0.066 (5)
C25	0.6175 (11)	0.2393 (11)	0.0698 (3)	0.073 (4)
C26	0.6797 (9)	0.3794 (10)	0.0902 (2)	0.069 (4)
C27	0.4942 (18)	−0.0423 (17)	0.0304 (4)	0.154 (10)
O2	0.6616 (10)	0.0909 (9)	0.02488 (18)	0.093 (4)
Te2	0.68990 (5)	0.59156 (5)	0.209213	0.04626 (18)
I3	0.37866 (7)	0.29693 (7)	0.20510 (2)	0.0793 (3)
I4	0.99820 (7)	0.91731 (6)	0.209828 (19)	0.0672 (2)
C31	0.5874 (7)	0.6965 (7)	0.24135 (17)	0.044 (3)
C32	0.6437 (11)	0.7547 (11)	0.2744 (2)	0.065 (4)
C33	0.5839 (12)	0.8344 (12)	0.2930 (2)	0.071 (5)
C34	0.4559 (10)	0.8553 (10)	0.27929 (19)	0.054 (4)
C35	0.3988 (9)	0.7988 (10)	0.2467 (2)	0.061 (4)
C36	0.4620 (9)	0.7180 (9)	0.22799 (17)	0.052 (3)
C37	0.2799 (14)	0.9621 (14)	0.2872 (2)	0.086 (7)
O3	0.4006 (9)	0.9326 (9)	0.30059 (15)	0.077 (4)
C41	0.7829 (9)	0.5005 (8)	0.2478 (2)	0.052 (3)
C42	0.6926 (10)	0.4091 (10)	0.2753 (2)	0.066 (4)
C43	0.7616 (14)	0.3389 (12)	0.2973 (2)	0.080 (5)
C44	0.9098 (11)	0.3546 (10)	0.2907 (3)	0.068 (4)
C45	0.9956 (11)	0.4445 (11)	0.2627 (3)	0.073 (4)
C46	0.9354 (9)	0.5174 (9)	0.2420 (2)	0.068 (4)
C47	1.1046 (16)	0.2756 (18)	0.3048 (4)	0.126 (9)
O4	0.9593 (10)	0.2760 (9)	0.3130 (2)	0.099 (4)
S1a	0.8688 (8)	0.2925 (6)	0.17756 (14)	0.093 (2)	0.559 (5)
S1b	0.7393 (10)	0.2290 (8)	0.15728 (18)	0.093 (2)	0.441 (5)
O1s	0.8062 (10)	0.4105 (7)	0.16654 (17)	0.081 (4)
C1A	0.887 (3)	0.202 (3)	0.1388 (5)	0.095 (3)*	0.559 (5)
C2A	0.679 (3)	0.111 (2)	0.1865 (6)	0.095 (3)*	0.559 (5)
C1B	0.935 (3)	0.233 (3)	0.1476 (7)	0.095 (3)*	0.441 (5)
C2B	0.726 (3)	0.130 (3)	0.2010 (7)	0.095 (3)*	0.441 (5)
H12	0.932143	0.783653	0.042131	0.081*
H13	1.069273	1.008719	0.007144	0.0988*
H15	1.287368	1.291859	0.090531	0.0725*
H16	1.167153	1.062011	0.125094	0.0732*
H17A	1.37783	1.540099	0.017143	0.156*
H17B	1.31119	1.483446	0.054918	0.156*
H17C	1.459193	1.467202	0.041364	0.156*
H22	1.046968	0.564555	0.058869	0.0791*
H23	0.938739	0.332193	0.025561	0.0809*
H25	0.50953	0.156177	0.072692	0.088*
H26	0.613782	0.390474	0.106731	0.0823*
H27A	0.49066	−0.145365	0.028169	0.2306*
H27B	0.458479	−0.033402	0.053232	0.2306*
H27C	0.42332	−0.035582	0.013359	0.2306*
H32	0.724846	0.738439	0.284075	0.0785*
H33	0.626713	0.875771	0.314825	0.0855*
H35	0.317228	0.814562	0.237094	0.0729*
H36	0.42009	0.677142	0.206048	0.0629*
H37A	0.251672	1.017919	0.304368	0.1283*
H37B	0.320559	1.028824	0.266783	0.1283*
H37C	0.1845	0.859904	0.281423	0.1283*
H42	0.588685	0.393378	0.279621	0.0795*
H43	0.70349	0.280252	0.31673	0.0956*
H45	1.097432	0.456043	0.257805	0.0879*
H46	0.997924	0.580503	0.223397	0.0811*
H47A	1.082486	0.195087	0.287143	0.1892*
H47B	1.184861	0.381757	0.296364	0.1892*
H47C	1.145576	0.249728	0.325201	0.1892*
H1A1	0.782285	0.143007	0.127641	0.1428*	0.559 (5)
H1A2	0.963744	0.285244	0.123518	0.1428*	0.559 (5)
H1A3	0.925341	0.126963	0.144289	0.1428*	0.559 (5)
H1B1	1.024511	0.327853	0.158341	0.1428*	0.441 (5)
H1B2	0.930492	0.136097	0.156599	0.1428*	0.441 (5)
H1B3	0.952025	0.238566	0.122928	0.1428*	0.441 (5)
H2A1	0.625861	0.130465	0.205635	0.1428*	0.559 (5)
H2A2	0.610004	0.081282	0.166313	0.1428*	0.559 (5)
H2A3	0.699272	0.023631	0.192243	0.1428*	0.559 (5)
H2B1	0.63084	0.114614	0.213198	0.1428*	0.441 (5)
H2B2	0.719306	0.025947	0.197506	0.1428*	0.441 (5)
H2B3	0.822301	0.199625	0.214393	0.1428*	0.441 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Te1	0.0376 (2)	0.0576 (3)	0.0570 (3)	0.0279 (2)	0.00095 (19)	0.0012 (2)
I1	0.0495 (3)	0.1108 (5)	0.1086 (5)	0.0515 (3)	−0.0046 (3)	0.0103 (4)
I2	0.0498 (3)	0.0873 (4)	0.0995 (5)	0.0478 (3)	−0.0109 (3)	−0.0164 (3)
C11	0.040 (4)	0.056 (4)	0.068 (5)	0.022 (3)	0.001 (3)	0.007 (4)
C12	0.069 (5)	0.056 (5)	0.071 (6)	0.026 (4)	−0.009 (4)	0.004 (4)
C13	0.107 (8)	0.080 (7)	0.069 (6)	0.054 (6)	−0.014 (5)	−0.007 (5)
C14	0.064 (5)	0.060 (5)	0.057 (5)	0.036 (4)	0.004 (4)	0.014 (4)
C15	0.044 (4)	0.056 (4)	0.072 (5)	0.018 (3)	−0.002 (4)	0.001 (4)
C16	0.049 (4)	0.074 (5)	0.067 (5)	0.036 (4)	−0.002 (4)	−0.004 (4)
C17	0.099 (9)	0.076 (7)	0.115 (10)	0.028 (7)	−0.002 (7)	0.023 (6)
O1	0.097 (5)	0.076 (5)	0.087 (5)	0.029 (4)	−0.012 (4)	0.020 (4)
C21	0.049 (4)	0.061 (4)	0.060 (5)	0.036 (4)	0.008 (3)	0.004 (3)
C22	0.058 (5)	0.070 (5)	0.059 (5)	0.024 (4)	0.011 (4)	0.007 (4)
C23	0.077 (6)	0.074 (5)	0.060 (5)	0.044 (5)	0.020 (4)	0.005 (4)
C24	0.083 (6)	0.064 (5)	0.063 (5)	0.046 (5)	−0.006 (4)	−0.007 (4)
C25	0.051 (5)	0.071 (6)	0.100 (6)	0.032 (4)	−0.003 (4)	−0.019 (5)
C26	0.043 (4)	0.074 (6)	0.090 (6)	0.030 (4)	0.002 (4)	−0.018 (5)
C27	0.115 (11)	0.116 (11)	0.180 (16)	0.020 (10)	0.022 (10)	−0.079 (11)
O2	0.111 (6)	0.084 (5)	0.085 (5)	0.048 (5)	0.002 (4)	−0.024 (4)
Te2	0.0358 (2)	0.0375 (2)	0.0535 (3)	0.00939 (19)	−0.00071 (19)	0.00065 (19)
I3	0.0475 (3)	0.0487 (3)	0.1085 (5)	−0.0010 (2)	−0.0075 (3)	−0.0022 (3)
I4	0.0465 (3)	0.0426 (3)	0.0847 (4)	0.0015 (2)	−0.0107 (3)	0.0058 (3)
C31	0.036 (3)	0.039 (3)	0.048 (4)	0.011 (3)	−0.006 (3)	−0.002 (3)
C32	0.065 (5)	0.079 (6)	0.068 (5)	0.047 (5)	−0.015 (4)	−0.004 (4)
C33	0.079 (6)	0.096 (7)	0.053 (5)	0.054 (6)	−0.011 (4)	−0.014 (4)
C34	0.062 (5)	0.063 (5)	0.042 (4)	0.034 (4)	−0.001 (3)	0.003 (3)
C35	0.046 (4)	0.064 (5)	0.068 (5)	0.025 (4)	0.002 (4)	0.008 (4)
C36	0.048 (4)	0.066 (5)	0.036 (3)	0.023 (3)	−0.006 (3)	−0.006 (3)
C37	0.109 (8)	0.121 (9)	0.070 (6)	0.090 (8)	0.002 (6)	−0.004 (6)
O3	0.099 (5)	0.108 (5)	0.056 (3)	0.074 (4)	−0.013 (3)	−0.016 (3)
C41	0.046 (4)	0.040 (4)	0.066 (5)	0.019 (3)	−0.007 (3)	0.000 (3)
C42	0.054 (5)	0.067 (5)	0.072 (5)	0.026 (4)	0.012 (4)	0.012 (4)
C43	0.098 (8)	0.082 (6)	0.052 (5)	0.040 (6)	0.011 (5)	0.013 (4)
C44	0.069 (6)	0.058 (5)	0.076 (6)	0.031 (4)	−0.023 (5)	−0.002 (4)
C45	0.052 (5)	0.065 (5)	0.094 (7)	0.023 (4)	−0.008 (4)	0.007 (5)
C46	0.050 (4)	0.048 (4)	0.094 (6)	0.016 (4)	0.003 (4)	0.022 (4)
C47	0.107 (10)	0.119 (11)	0.159 (14)	0.062 (9)	−0.020 (9)	0.041 (9)
O4	0.099 (6)	0.082 (5)	0.109 (6)	0.041 (4)	−0.016 (4)	0.025 (4)
S1a	0.126 (3)	0.069 (2)	0.099 (3)	0.061 (3)	0.006 (2)	0.007 (2)
S1b	0.126 (3)	0.069 (2)	0.099 (3)	0.061 (3)	0.006 (2)	0.007 (2)
O1s	0.119 (5)	0.058 (4)	0.081 (4)	0.054 (4)	0.022 (3)	0.012 (3)

Geometric parameters (Å, º)

Te1—I1	2.8809 (10)	S1b—O1s	1.542 (10)
Te1—I2	2.9780 (10)	S1b—C1B	1.87 (3)
Te1—C11	2.127 (8)	S1b—C2B	1.90 (3)
Te1—C21	2.134 (8)	C12—H12	0.930
C11—C12	1.382 (12)	C13—H13	0.930
C11—C16	1.400 (10)	C15—H15	0.930
C12—C13	1.363 (13)	C16—H16	0.930
C13—C14	1.381 (12)	C17—H17A	0.960
C14—C15	1.411 (11)	C17—H17B	0.960
C15—C16	1.367 (12)	C17—H17C	0.960
C14—O1	1.357 (11)	C22—H22	0.930
C17—O1	1.421 (13)	C23—H23	0.930
C21—C22	1.389 (14)	C25—H25	0.930
C21—C26	1.372 (9)	C26—H26	0.930
C22—C23	1.361 (12)	C27—H27A	0.960
C23—C24	1.377 (12)	C27—H27B	0.960
C24—C25	1.346 (16)	C27—H27C	0.960
C25—C26	1.390 (13)	C32—H32	0.930
C24—O2	1.359 (12)	C33—H33	0.930
C27—O2	1.460 (14)	C35—H35	0.930
Te2—I3	2.8645 (6)	C36—H36	0.930
Te2—I4	2.9933 (6)	C37—H37A	0.960
Te2—C31	2.097 (8)	C37—H37B	0.960
Te2—C41	2.113 (9)	C37—H37C	0.960
C31—C32	1.382 (11)	C42—H42	0.930
C31—C36	1.394 (12)	C43—H43	0.930
C32—C33	1.348 (17)	C45—H45	0.930
C33—C34	1.418 (16)	C46—H46	0.930
C34—C35	1.363 (10)	C47—H47A	0.960
C35—C36	1.382 (14)	C47—H47B	0.960
C34—O3	1.363 (13)	C47—H47C	0.960
C37—O3	1.398 (17)	C1A—H1A1	0.960
C41—C42	1.362 (10)	C1A—H1A2	0.960
C41—C46	1.383 (13)	C1A—H1A3	0.960
C42—C43	1.416 (17)	C2A—H2A1	0.960
C43—C44	1.353 (18)	C2A—H2A2	0.960
C44—C45	1.358 (13)	C2A—H2A3	0.960
C45—C46	1.349 (15)	C1B—H1B1	0.960
C44—O4	1.360 (15)	C1B—H1B2	0.960
C47—O4	1.41 (2)	C1B—H1B3	0.960
S1a—O1s	1.557 (12)	C2B—H2B1	0.960
S1a—C1A	1.77 (2)	C2B—H2B2	0.960
S1a—C2A	1.785 (18)	C2B—H2B3	0.960
I1—Te1—I2	173.89 (3)	O1—C17—H17B	109.5
I1—Te1—C11	88.8 (2)	O1—C17—H17C	109.5
I1—Te1—C21	93.6 (3)	H17A—C17—H17B	109.5
I2—Te1—C11	88.0 (2)	H17A—C17—H17C	109.5
I2—Te1—C21	92.0 (3)	H17B—C17—H17C	109.5
C11—Te1—C21	99.3 (3)	C21—C22—H22	120.5
Te1—C11—C12	123.3 (5)	C23—C22—H22	120.5
Te1—C11—C16	116.0 (6)	C22—C23—H23	119.5
C12—C11—C16	120.3 (8)	C24—C23—H23	119.5
C11—C12—C13	118.9 (7)	C24—C25—H25	119.9
C12—C13—C14	121.8 (9)	C26—C25—H25	119.9
C13—C14—C15	119.2 (8)	C21—C26—H26	120.3
C13—C14—C15	119.5 (8)	C25—C26—H26	120.3
C14—C15—C16	119.1 (7)	O2—C27—H27A	109.5
C11—C16—C15	120.4 (8)	O2—C27—H27B	109.5
C13—C14—O1	116.8 (8)	O2—C27—H27C	109.5
C15—C14—O1	124.0 (7)	H27A—C27—H27B	109.5
C14—O1—C17	118.9 (8)	H27A—C27—H27C	109.5
Te1—C21—C22	122.5 (5)	H27B—C27—H27C	109.5
Te1—C21—C26	116.9 (7)	C31—C32—H32	119.2
C22—C21—C26	120.1 (8)	C33—C32—H32	119.2
C21—C22—C23	119.0 (7)	C32—C33—H33	119.9
C22—C23—C24	121.0 (10)	C34—C33—H33	119.9
C23—C24—C25	120.1 (9)	C34—C35—H35	120.0
C24—C25—C26	120.3 (7)	C36—C35—H35	120.0
C21—C26—C25	119.5 (9)	C31—C36—H36	119.4
C23—C24—O2	115.9 (10)	C35—C36—H36	119.4
C25—C24—O2	124.0 (8)	O3—C37—H37A	109.5
C24—O2—C27	116.0 (10)	O3—C37—H37B	109.5
I3—Te2—I4	173.91 (3)	O3—C37—H37C	109.5
I3—Te2—C31	89.98 (14)	H37A—C37—H37B	109.5
I3—Te2—C41	94.40 (15)	H37A—C37—H37C	109.5
I4—Te2—C31	87.22 (14)	H37B—C37—H37C	109.5
I4—Te2—C41	91.38 (15)	C41—C42—H42	120.9
C31—Te2—C41	99.2 (3)	C43—C42—H42	120.9
Te2—C31—C32	123.6 (7)	C42—C43—H43	119.1
Te2—C31—C36	118.4 (5)	C44—C43—H43	119.1
C32—C31—C36	117.8 (8)	C44—C45—H45	119.5
C31—C32—C33	121.6 (10)	C46—C45—H45	119.5
C32—C33—C34	120.2 (8)	C41—C46—H46	119.2
C33—C34—C35	119.0 (9)	C45—C46—H46	119.2
C34—C35—C36	120.0 (9)	O4—C47—H47A	109.5
C31—C36—C35	121.3 (6)	O4—C47—H47B	109.5
C33—C34—O3	115.6 (7)	O4—C47—H47C	109.5
C35—C34—O3	125.5 (10)	H47A—C47—H47B	109.5
C34—O3—C37	117.0 (7)	H47A—C47—H47C	109.5
Te2—C41—C42	123.3 (7)	H47B—C47—H47C	109.5
Te2—C41—C46	117.3 (6)	S1a—C1a—H1a1	109.5
C42—C41—C46	118.9 (9)	S1a—C1a—H1a2	109.5
C41—C42—C43	118.1 (9)	S1a—C1a—H1a3	109.5
C42—C43—C44	121.9 (8)	H1a1—C1a—H1a2	109
C43—C44—C45	118.5 (11)	H1a1—C1a—H1a3	109
C44—C45—C46	120.9 (10)	H1a2—C1a—H1a3	109
C41—C46—C45	121.6 (8)	S1a—C2a—H2a1	109.5
C43—C44—O4	116.1 (8)	S1a—C2a—H2a2	109.5
C45—C44—O4	125.4 (11)	S1a—C2a—H2a3	109.5
C44—O4—C47	117.4 (9)	H2a1—C2a—H2a2	109
O1s—S1a—C1a	106.3 (10)	H2a1—C2a—H2a3	109
O1s—S1a—C2a	100.5 (10)	H2a2—C2a—H2a3	109
C1a—S1a—C2a	89.5 (10)	S1b—C1b—H1b1	109.5
O1s—S1b—C1b	99.8 (10)	S1b—C1b—H1b2	109.5
O1s—S1b—C2b	103.3 (9)	S1b—C1b—H1b3	109.5
C1b—S1b—C2b	90.4 (14)	H1b1—C1b—H1b2	109
C11—C12—H12	120.6	H1b1—C1b—H1b3	109
C13—C12—H12	120.6	H1b2—C1b—H1b3	109
C12—C13—H13	119.1	S1b—C2b—H2b1	109.5
C14—C13—H13	119.1	S1b—C2b—H2b2	109.5
C14—C15—H15	120.4	S1b—C2b—H2b3	109.5
C16—C15—H15	120.4	H2b1—C2b—H2b2	109
C11—C16—H16	119.8	H2b1—C2b—H2b3	109
C15—C16—H16	119.8	H2b2—C2b—H2b3	109
O1—C17—H17A	109.5