Crystal structure of bis­[(5-oxo­oxolan-3-yl)triphen­ylphosphanium] hexa­iodido­tellurate(IV)

Närhi, S.M.; Oilunkaniemi, R.; Laitinen, R.S.

doi:10.1107/S1600536814023940

organic compounds

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Volume 70| Part 12| December 2014| Page o1241

doi:10.1107/S1600536814023940

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Crystal structure of bis[(5-oxooxolan-3-yl)triphenylphosphanium] hexaiodidotellurate(IV)

Sari M. Närhi,^a Raija Oilunkaniemi ^a and Risto S. Laitinen ^a ^*

^aDepartment of Chemistry, P.O. Box 3000, FI-90014 University of Oulu, Finland
^*Correspondence e-mail: risto.laitinen@oulu.fi

Edited by M. Zeller, Youngstown State University, USA (Received 26 October 2014; accepted 30 October 2014; online 5 November 2014)

The asymmetric unit of the title salt, [C₂₂H₂₀O₂P]₂⁺[TeI₆]²⁻, consists of one triphenyl(5-oxooxolan-3-yl)phosphanium cation and one half of a hexaiodidotellurate(IV) dianion. The Te atom is located at an inversion centre and is octahedrally coordinated by six I atoms. The Te—I bond lengths range from 2.9255 (9) to 2.9439 (10) Å. The I—Te—I angles between cis-iodide ligands are in the range 87.85 (3)–92.15 (3)°. In the crystal, the components are connected by C—H⋯I interactions. In the final refinement of the compound a void of 32 Å³ was observed.

Keywords: crystal structure; bis[triphenyl(5-oxooxolan-3-yl)phosphanium] cation; hexaiodidotellurate(2-) anion.

CCDC reference: 1031805

1. Related literature

For the isolation and structure of the related compound {PPh₃(C₄H₅O₂)}₂[TeI₄], see: Närhi et al. (2013 ). For other related structures, see: Srivastava et al. (2004 ); Närhi et al. (2004 ). For discussion about the formation of the cation, see: Närhi et al. (2013).

2. Experimental

2.1. Crystal data

2C₂₂H₂₀O₂P⁺·TeI₆²⁻
M_r = 1583.70
Triclinic, $[P \overline 1]$
a = 9.4479 (19) Å
b = 11.022 (2) Å
c = 13.259 (3) Å
α = 74.64 (3)°
β = 69.70 (3)°
γ = 77.28 (3)°
V = 1236.1 (5) Å³
Z = 1
Mo Kα radiation
μ = 4.45 mm⁻¹
T = 100 K
0.25 × 0.20 × 0.20 mm

2.2. Data collection

Bruker Nonius KappaCCD diffractometer
Absorption correction: ψ scan (XPREP in SHELXTL; Sheldrick, 2008 ) T_min = 0.543, T_max = 0.927
11104 measured reflections
4557 independent reflections
3957 reflections with I > 2σ(I)
R_int = 0.039

2.3. Refinement

R[F² > 2σ(F²)] = 0.032
wR(F²) = 0.078
S = 1.05
4557 reflections
260 parameters
H-atom parameters constrained
Δρ_max = 0.80 e Å⁻³
Δρ_min = −1.04 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C35—H35⋯I1ⁱⁱ	0.95	3.17	4.080 (6)	161
C16—H16⋯I2	0.95	2.97	3.839 (5)	152
C22—H22⋯I2ⁱⁱⁱ	0.95	3.09	3.875 (6)	141
C32—H32⋯I3ⁱⁱⁱ	0.95	3.08	3.958 (6)	155
Symmetry codes: (ii) -x, -y+1, -z; (iii) x+1, y, z.

Data collection: COLLECT (Hooft, 1998 ); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997 ); data reduction: DENZO-SMN; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006 ); software used to prepare material for publication: WinGX (Farrugia, 2012 ).

Supporting information

CCDC reference: 1031805

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536814023940/zl2606sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536814023940/zl2606Isup2.hkl

checkCIF report

Synthesis and crystallization top

Dark purple crystals of {PPh₃(C₄H₅O₂)}₂[TeI₆] were isolated in the reaction of Fu₂Te₂ (Fu = 2-furyl, C₄H₅O), I₂, and Ph₃P in THF. Under ambient conditions, the reaction is reported to give a mixture of products (Närhi et al. (2013)). The crystals of {PPh₃(C₄H₅O₂)}₂[TeI₆] are probably formed by the reaction of {PPh₃(C₄H₅O₂)}₂[TeI₄] with I₂. They are formed as a separate layer on the wall of the reaction vessel during slow evaporation of the solvent.

Refinement top

H atoms were positioned geometrically and refined using a riding model with C—H = 0.99 Å and with U_iso(H) = 1.2U_eq(C), 1.00 Å and U_iso(H) = 1.2U_eq(C) and 0.95 Å and U_iso(H) = 1.2U_eq(C) for the methylene, tertiary, and aromatic hydrogens, respectively.

In the final refinement of the compound a void of 32 Å³ was observed. The void contains no residual electron density and the volume is very small for solvent molecules. The cavity probably results from the inflexible packing of the bulky, rigid ions of the title compound.

Related literature top

For the isolation and structure of the related compound {PPh₃(C₄H₅O₂)}₂[TeI₄], see: Närhi et al. (2013). For other related structures, see: Srivastava et al. (2004); Närhi et al. (2004). For discussion about the formation of the cation, see: Närhi et al. (2013).

Computing details top

Data collection: COLLECT (Hooft, 1998); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: WinGX (Farrugia, 2012).

Figures top

Fig. 1. The molecular structure of {Ph₃(C₄H₅O₂)P}₂[TeI₆] indicating the numbering of the atoms. The displacement ellipsoids have been drawn at 50% probability. Hydrogen atoms have been omitted for clarity. Symmetry code: i: -x, -y, -z.

Fig. 2. The shortest H···I hydrogen bonds between the cation and the anion. The van der Waals' radius of iodine has been overlaid with the structure of the anion.

Bis[(5-oxooxolan-3-yl)triphenylphosphanium] hexaiodidotellurate(IV) top

Crystal data top

2C₂₂H₂₀O₂P⁺·TeI₆²⁻	Z = 1
M_r = 1583.70	F(000) = 736
Triclinic, P1	D_x = 2.128 Mg m⁻³
a = 9.4479 (19) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.022 (2) Å	Cell parameters from 3957 reflections
c = 13.259 (3) Å	θ = 2.8–25.7°
α = 74.64 (3)°	µ = 4.45 mm⁻¹
β = 69.70 (3)°	T = 100 K
γ = 77.28 (3)°	Block, dark purple
V = 1236.1 (5) Å³	0.25 × 0.20 × 0.20 mm

Data collection top

Bruker Nonius KappaCCD diffractometer	3957 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.039
ϕ scans, and ω scans with κ offsets	θ_max = 25.7°, θ_min = 2.8°
Absorption correction: ψ scan (XPREP in SHELXTL; Sheldrick, 2008)	h = −11→11
T_min = 0.543, T_max = 0.927	k = −13→13
11104 measured reflections	l = −15→16
4557 independent reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.032	H-atom parameters constrained
wR(F²) = 0.078	w = 1/[σ²(F_o²) + (0.0302P)² + 2.1829P] where P = (F_o² + 2F_c²)/3
S = 1.05	(Δ/σ)_max = 0.001
4557 reflections	Δρ_max = 0.80 e Å⁻³
260 parameters	Δρ_min = −1.03 e Å⁻³
0 restraints	Extinction correction: SHELXL2013 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0026 (3)

Crystal data top

2C₂₂H₂₀O₂P⁺·TeI₆²⁻	γ = 77.28 (3)°
M_r = 1583.70	V = 1236.1 (5) Å³
Triclinic, P1	Z = 1
a = 9.4479 (19) Å	Mo Kα radiation
b = 11.022 (2) Å	µ = 4.45 mm⁻¹
c = 13.259 (3) Å	T = 100 K
α = 74.64 (3)°	0.25 × 0.20 × 0.20 mm
β = 69.70 (3)°

Data collection top

Bruker Nonius KappaCCD diffractometer	4557 independent reflections
Absorption correction: ψ scan (XPREP in SHELXTL; Sheldrick, 2008)	3957 reflections with I > 2σ(I)
T_min = 0.543, T_max = 0.927	R_int = 0.039
11104 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.032	0 restraints
wR(F²) = 0.078	H-atom parameters constrained
S = 1.05	Δρ_max = 0.80 e Å⁻³
4557 reflections	Δρ_min = −1.03 e Å⁻³
260 parameters

Special details top

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.

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

	x	y	z	U_iso*/U_eq
C1	0.4386 (5)	−0.0474 (4)	0.3688 (4)	0.0261 (10)
C2	0.5254 (5)	0.0617 (4)	0.3411 (4)	0.0249 (10)
H2A	0.6366	0.0328	0.3197	0.030*
H2B	0.4965	0.1035	0.4044	0.030*
C3	0.4790 (5)	0.1532 (4)	0.2435 (4)	0.0228 (9)
H3	0.5725	0.1785	0.1830	0.027*
C4	0.4013 (6)	0.0707 (4)	0.2060 (4)	0.0273 (10)
H4A	0.3070	0.1196	0.1909	0.033*
H4B	0.4708	0.0425	0.1384	0.033*
C11	0.1952 (5)	0.2509 (4)	0.4010 (4)	0.0244 (10)
C12	0.2007 (6)	0.2481 (6)	0.5045 (4)	0.0384 (12)
H12	0.2854	0.2737	0.5123	0.046*
C13	0.0825 (7)	0.2079 (6)	0.5970 (4)	0.0461 (15)
H13	0.0872	0.2058	0.6678	0.055*
C14	−0.0408 (6)	0.1711 (6)	0.5871 (5)	0.0434 (14)
H14	−0.1222	0.1456	0.6508	0.052*
C15	−0.0464 (6)	0.1714 (6)	0.4833 (5)	0.0437 (14)
H15	−0.1304	0.1442	0.4760	0.052*
C16	0.0711 (6)	0.2116 (5)	0.3913 (4)	0.0351 (12)
H16	0.0672	0.2123	0.3205	0.042*
C21	0.4479 (5)	0.3983 (4)	0.3112 (4)	0.0253 (10)
C22	0.5921 (6)	0.3606 (5)	0.3220 (4)	0.0343 (12)
H22	0.6433	0.2775	0.3143	0.041*
C23	0.6625 (7)	0.4450 (5)	0.3441 (5)	0.0438 (14)
H23	0.7619	0.4195	0.3512	0.053*
C24	0.5882 (7)	0.5647 (5)	0.3555 (4)	0.0394 (13)
H24	0.6362	0.6215	0.3713	0.047*
C25	0.4456 (7)	0.6029 (5)	0.3442 (5)	0.0444 (14)
H25	0.3952	0.6861	0.3522	0.053*
C26	0.3745 (6)	0.5213 (5)	0.3213 (5)	0.0386 (13)
H26	0.2761	0.5485	0.3124	0.046*
C31	0.2836 (5)	0.3777 (4)	0.1675 (4)	0.0256 (10)
C32	0.3746 (6)	0.3662 (5)	0.0613 (4)	0.0349 (12)
H32	0.4692	0.3115	0.0505	0.042*
C33	0.3278 (7)	0.4342 (5)	−0.0284 (5)	0.0420 (14)
H33	0.3890	0.4241	−0.1004	0.050*
C34	0.1938 (7)	0.5157 (5)	−0.0138 (5)	0.0439 (14)
H34	0.1633	0.5632	−0.0757	0.053*
C35	0.1024 (7)	0.5292 (5)	0.0909 (6)	0.0467 (15)
H35	0.0095	0.5860	0.1004	0.056*
C36	0.1458 (6)	0.4600 (5)	0.1820 (5)	0.0365 (12)
H36	0.0823	0.4686	0.2539	0.044*
O1	0.3662 (4)	−0.0376 (3)	0.2954 (3)	0.0303 (7)
O2	0.4316 (4)	−0.1369 (3)	0.4452 (3)	0.0392 (9)
P1	0.35088 (13)	0.29555 (11)	0.28121 (10)	0.0218 (3)
Te1	0.0000	0.0000	0.0000	0.02328 (12)
I1	0.22939 (4)	0.16601 (3)	−0.14044 (3)	0.03310 (11)
I2	−0.06205 (4)	0.14116 (3)	0.17266 (3)	0.03253 (11)
I3	−0.23996 (4)	0.16762 (3)	−0.08546 (3)	0.03373 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.024 (2)	0.027 (2)	0.023 (2)	−0.0060 (19)	−0.0004 (19)	−0.005 (2)
C2	0.027 (3)	0.022 (2)	0.027 (2)	−0.0056 (19)	−0.011 (2)	−0.0030 (19)
C3	0.018 (2)	0.022 (2)	0.026 (2)	−0.0016 (18)	−0.0037 (18)	−0.0059 (19)
C4	0.029 (3)	0.026 (2)	0.026 (2)	−0.003 (2)	−0.010 (2)	−0.004 (2)
C11	0.024 (2)	0.027 (2)	0.023 (2)	−0.0039 (19)	−0.0071 (18)	−0.0047 (19)
C12	0.033 (3)	0.055 (3)	0.031 (3)	−0.013 (2)	−0.008 (2)	−0.010 (3)
C13	0.045 (3)	0.071 (4)	0.023 (3)	−0.019 (3)	−0.003 (2)	−0.010 (3)
C14	0.035 (3)	0.056 (4)	0.033 (3)	−0.016 (3)	0.001 (2)	−0.005 (3)
C15	0.032 (3)	0.056 (4)	0.043 (3)	−0.021 (3)	−0.003 (2)	−0.009 (3)
C16	0.030 (3)	0.049 (3)	0.030 (3)	−0.014 (2)	−0.007 (2)	−0.012 (2)
C21	0.026 (2)	0.026 (2)	0.022 (2)	−0.0076 (19)	−0.0056 (19)	−0.0022 (19)
C22	0.030 (3)	0.031 (3)	0.042 (3)	−0.007 (2)	−0.011 (2)	−0.006 (2)
C23	0.037 (3)	0.041 (3)	0.058 (4)	−0.013 (2)	−0.019 (3)	−0.007 (3)
C24	0.052 (4)	0.040 (3)	0.032 (3)	−0.027 (3)	−0.012 (2)	−0.001 (2)
C25	0.053 (4)	0.033 (3)	0.052 (4)	−0.008 (3)	−0.016 (3)	−0.015 (3)
C26	0.036 (3)	0.030 (3)	0.051 (3)	0.000 (2)	−0.014 (3)	−0.015 (2)
C31	0.029 (3)	0.019 (2)	0.030 (3)	−0.0039 (18)	−0.013 (2)	−0.0010 (19)
C32	0.036 (3)	0.036 (3)	0.027 (3)	−0.001 (2)	−0.008 (2)	−0.004 (2)
C33	0.051 (4)	0.045 (3)	0.029 (3)	−0.016 (3)	−0.013 (2)	0.006 (2)
C34	0.061 (4)	0.033 (3)	0.045 (3)	−0.012 (3)	−0.034 (3)	0.007 (3)
C35	0.051 (4)	0.028 (3)	0.069 (4)	0.008 (2)	−0.038 (3)	−0.009 (3)
C36	0.037 (3)	0.029 (3)	0.045 (3)	0.005 (2)	−0.018 (2)	−0.011 (2)
O1	0.0299 (18)	0.0295 (17)	0.0345 (19)	−0.0091 (14)	−0.0131 (15)	−0.0034 (15)
O2	0.051 (2)	0.0310 (19)	0.034 (2)	−0.0133 (17)	−0.0117 (17)	0.0003 (17)
P1	0.0209 (6)	0.0212 (6)	0.0223 (6)	−0.0030 (4)	−0.0060 (5)	−0.0036 (5)
Te1	0.0205 (2)	0.0252 (2)	0.0228 (2)	−0.00338 (16)	−0.00399 (16)	−0.00623 (17)
I1	0.02691 (19)	0.03040 (18)	0.0364 (2)	−0.00844 (13)	−0.00070 (14)	−0.00623 (14)
I2	0.03118 (19)	0.0377 (2)	0.03201 (19)	−0.00362 (14)	−0.00814 (14)	−0.01573 (15)
I3	0.02802 (19)	0.0372 (2)	0.03218 (19)	0.00223 (14)	−0.00940 (14)	−0.00627 (15)

Geometric parameters (Å, º) top

C1—O2	1.208 (6)	C22—C23	1.394 (8)
C1—O1	1.341 (6)	C22—H22	0.9500
C1—C2	1.498 (6)	C23—C24	1.371 (8)
C2—C3	1.547 (6)	C23—H23	0.9500
C2—H2A	0.9900	C24—C25	1.368 (8)
C2—H2B	0.9900	C24—H24	0.9500
C3—C4	1.549 (7)	C25—C26	1.381 (8)
C3—P1	1.826 (4)	C25—H25	0.9500
C3—H3	1.0000	C26—H26	0.9500
C4—O1	1.446 (6)	C31—C32	1.394 (7)
C4—H4A	0.9900	C31—C36	1.397 (7)
C4—H4B	0.9900	C31—P1	1.785 (5)
C11—C12	1.383 (7)	C32—C33	1.386 (7)
C11—C16	1.392 (7)	C32—H32	0.9500
C11—P1	1.792 (5)	C33—C34	1.366 (9)
C12—C13	1.388 (8)	C33—H33	0.9500
C12—H12	0.9500	C34—C35	1.384 (9)
C13—C14	1.371 (8)	C34—H34	0.9500
C13—H13	0.9500	C35—C36	1.388 (8)
C14—C15	1.395 (8)	C35—H35	0.9500
C14—H14	0.9500	C36—H36	0.9500
C15—C16	1.381 (7)	Te1—I2ⁱ	2.9255 (9)
C15—H15	0.9500	Te1—I2	2.9255 (9)
C16—H16	0.9500	Te1—I1	2.9417 (12)
C21—C22	1.380 (7)	Te1—I1ⁱ	2.9417 (12)
C21—C26	1.398 (7)	Te1—I3	2.9439 (10)
C21—P1	1.797 (5)	Te1—I3ⁱ	2.9439 (10)

O2—C1—O1	121.0 (4)	C25—C24—H24	119.7
O2—C1—C2	127.2 (5)	C23—C24—H24	119.7
O1—C1—C2	111.8 (4)	C24—C25—C26	120.3 (5)
C1—C2—C3	104.3 (4)	C24—C25—H25	119.8
C1—C2—H2A	110.9	C26—C25—H25	119.8
C3—C2—H2A	110.9	C25—C26—C21	119.7 (5)
C1—C2—H2B	110.9	C25—C26—H26	120.1
C3—C2—H2B	110.9	C21—C26—H26	120.1
H2A—C2—H2B	108.9	C32—C31—C36	119.2 (5)
C2—C3—C4	103.4 (3)	C32—C31—P1	119.4 (4)
C2—C3—P1	113.1 (3)	C36—C31—P1	121.2 (4)
C4—C3—P1	111.7 (3)	C33—C32—C31	120.3 (5)
C2—C3—H3	109.5	C33—C32—H32	119.8
C4—C3—H3	109.5	C31—C32—H32	119.8
P1—C3—H3	109.5	C34—C33—C32	120.2 (6)
O1—C4—C3	106.2 (4)	C34—C33—H33	119.9
O1—C4—H4A	110.5	C32—C33—H33	119.9
C3—C4—H4A	110.5	C33—C34—C35	120.3 (5)
O1—C4—H4B	110.5	C33—C34—H34	119.9
C3—C4—H4B	110.5	C35—C34—H34	119.9
H4A—C4—H4B	108.7	C34—C35—C36	120.3 (5)
C12—C11—C16	119.2 (5)	C34—C35—H35	119.8
C12—C11—P1	120.5 (4)	C36—C35—H35	119.8
C16—C11—P1	120.2 (4)	C35—C36—C31	119.6 (5)
C11—C12—C13	120.0 (5)	C35—C36—H36	120.2
C11—C12—H12	120.0	C31—C36—H36	120.2
C13—C12—H12	120.0	C1—O1—C4	111.5 (4)
C14—C13—C12	120.7 (5)	C31—P1—C11	110.7 (2)
C14—C13—H13	119.6	C31—P1—C21	109.2 (2)
C12—C13—H13	119.6	C11—P1—C21	108.3 (2)
C13—C14—C15	119.8 (5)	C31—P1—C3	107.7 (2)
C13—C14—H14	120.1	C11—P1—C3	109.6 (2)
C15—C14—H14	120.1	C21—P1—C3	111.2 (2)
C16—C15—C14	119.4 (5)	I2ⁱ—Te1—I2	180.0
C16—C15—H15	120.3	I2ⁱ—Te1—I1	91.74 (3)
C14—C15—H15	120.3	I2—Te1—I1	88.26 (3)
C15—C16—C11	120.8 (5)	I2ⁱ—Te1—I1ⁱ	88.26 (3)
C15—C16—H16	119.6	I2—Te1—I1ⁱ	91.74 (3)
C11—C16—H16	119.6	I1—Te1—I1ⁱ	180.0
C22—C21—C26	119.6 (5)	I2ⁱ—Te1—I3	87.85 (3)
C22—C21—P1	122.3 (4)	I2—Te1—I3	92.15 (3)
C26—C21—P1	118.1 (4)	I1—Te1—I3	92.00 (3)
C21—C22—C23	119.7 (5)	I1ⁱ—Te1—I3	88.00 (3)
C21—C22—H22	120.1	I2ⁱ—Te1—I3ⁱ	92.15 (3)
C23—C22—H22	120.1	I2—Te1—I3ⁱ	87.85 (3)
C24—C23—C22	120.1 (5)	I1—Te1—I3ⁱ	88.00 (3)
C24—C23—H23	120.0	I1ⁱ—Te1—I3ⁱ	92.00 (3)
C22—C23—H23	120.0	I3—Te1—I3ⁱ	180.0
C25—C24—C23	120.5 (5)

O2—C1—C2—C3	−174.2 (5)	P1—C31—C36—C35	175.4 (4)
O1—C1—C2—C3	6.8 (5)	O2—C1—O1—C4	−174.9 (4)
C1—C2—C3—C4	−14.0 (5)	C2—C1—O1—C4	4.2 (5)
C1—C2—C3—P1	107.0 (4)	C3—C4—O1—C1	−13.4 (5)
C2—C3—C4—O1	16.6 (4)	C32—C31—P1—C11	−148.4 (4)
P1—C3—C4—O1	−105.3 (3)	C36—C31—P1—C11	35.8 (5)
C16—C11—C12—C13	−0.8 (8)	C32—C31—P1—C21	92.4 (4)
P1—C11—C12—C13	−177.1 (5)	C36—C31—P1—C21	−83.4 (4)
C11—C12—C13—C14	−0.3 (9)	C32—C31—P1—C3	−28.5 (5)
C12—C13—C14—C15	1.4 (10)	C36—C31—P1—C3	155.7 (4)
C13—C14—C15—C16	−1.4 (9)	C12—C11—P1—C31	−146.6 (4)
C14—C15—C16—C11	0.4 (9)	C16—C11—P1—C31	37.2 (5)
C12—C11—C16—C15	0.7 (8)	C12—C11—P1—C21	−26.8 (5)
P1—C11—C16—C15	177.0 (4)	C16—C11—P1—C21	157.0 (4)
C26—C21—C22—C23	0.8 (8)	C12—C11—P1—C3	94.7 (4)
P1—C21—C22—C23	179.3 (4)	C16—C11—P1—C3	−81.5 (4)
C21—C22—C23—C24	0.2 (8)	C22—C21—P1—C31	−129.0 (4)
C22—C23—C24—C25	−0.7 (9)	C26—C21—P1—C31	49.5 (5)
C23—C24—C25—C26	0.1 (9)	C22—C21—P1—C11	110.3 (4)
C24—C25—C26—C21	1.0 (9)	C26—C21—P1—C11	−71.3 (4)
C22—C21—C26—C25	−1.4 (8)	C22—C21—P1—C3	−10.3 (5)
P1—C21—C26—C25	−179.9 (4)	C26—C21—P1—C3	168.2 (4)
C36—C31—C32—C33	−1.0 (8)	C2—C3—P1—C31	−170.7 (3)
P1—C31—C32—C33	−176.8 (4)	C4—C3—P1—C31	−54.5 (4)
C31—C32—C33—C34	1.7 (9)	C2—C3—P1—C11	−50.1 (4)
C32—C33—C34—C35	−1.2 (9)	C4—C3—P1—C11	66.0 (4)
C33—C34—C35—C36	−0.1 (9)	C2—C3—P1—C21	69.6 (4)
C34—C35—C36—C31	0.8 (8)	C4—C3—P1—C21	−174.2 (3)
C32—C31—C36—C35	−0.3 (8)

Symmetry code: (i) −x, −y, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C35—H35···I1ⁱⁱ	0.95	3.17	4.080 (6)	161
C16—H16···I2	0.95	2.97	3.839 (5)	152
C22—H22···I2ⁱⁱⁱ	0.95	3.09	3.875 (6)	141
C32—H32···I3ⁱⁱⁱ	0.95	3.08	3.958 (6)	155

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

Selected geometric parameters (Å, º) top

C1—O2	1.208 (6)	Te1—I2ⁱ	2.9255 (9)
C1—O1	1.341 (6)	Te1—I2	2.9255 (9)
C3—P1	1.826 (4)	Te1—I1	2.9417 (12)
C4—O1	1.446 (6)	Te1—I1ⁱ	2.9417 (12)
C11—P1	1.792 (5)	Te1—I3	2.9439 (10)
C21—P1	1.797 (5)	Te1—I3ⁱ	2.9439 (10)
C31—P1	1.785 (5)

O2—C1—O1	121.0 (4)	I2—Te1—I1	88.26 (3)
O2—C1—C2	127.2 (5)	I2ⁱ—Te1—I1ⁱ	88.26 (3)
O1—C1—C2	111.8 (4)	I2—Te1—I1ⁱ	91.74 (3)
O1—C4—C3	106.2 (4)	I2ⁱ—Te1—I3	87.85 (3)
C1—O1—C4	111.5 (4)	I2—Te1—I3	92.15 (3)
C31—P1—C11	110.7 (2)	I1—Te1—I3	92.00 (3)
C31—P1—C21	109.2 (2)	I1ⁱ—Te1—I3	88.00 (3)
C11—P1—C21	108.3 (2)	I2ⁱ—Te1—I3ⁱ	92.15 (3)
C31—P1—C3	107.7 (2)	I2—Te1—I3ⁱ	87.85 (3)
C11—P1—C3	109.6 (2)	I1—Te1—I3ⁱ	88.00 (3)
C21—P1—C3	111.2 (2)	I1ⁱ—Te1—I3ⁱ	92.00 (3)
I2ⁱ—Te1—I1	91.74 (3)

Symmetry code: (i) −x, −y, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C35—H35···I1ⁱⁱ	0.95	3.17	4.080 (6)	160.5
C16—H16···I2	0.95	2.97	3.839 (5)	152.1
C22—H22···I2ⁱⁱⁱ	0.95	3.09	3.875 (6)	140.7
C32—H32···I3ⁱⁱⁱ	0.95	3.08	3.958 (6)	154.9

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

Acknowledgements

Financial support from Academy of Finland is gratefully acknowledged.

References

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Crystal structure of bis­­[(5-oxo­oxolan-3-yl)triphen­ylphosphanium] hexa­iodido­tellurate(IV)

1. Related literature

2. Experimental

2.1. Crystal data

2.2. Data collection

2.3. Refinement

Supporting information

Acknowledgements

References

organic compounds

Crystal structure of bis[(5-oxooxolan-3-yl)triphenylphosphanium] hexaiodidotellurate(IV)