Bis(ethyl-eneglycolato-κ(2) O,O')tellurium(IV).

The title compound, C4H8O4Te, crystallized from a solution of Te(4+) in ethyl-ene glycol. The Te(IV) atom is in a distorted seesaw coordination defined by four O atoms from two different ethyl-eneglycate ligands. The C atoms of the ethyl-eneglycate ligands are disorderd over two positions, with population parameters of 50.3 (6) and 49.7 (6)% indicating a statistical distribution. Due to the possibility to transform the primitive monoclinic unit cell into a metrically ortho-rhom-bic C unit cell, the data are twinned and were refined with the twin law -100/0-10/101 with the relative scale factor refining to 1.82 (4)% for the minor component.

Related literature

For the use of Te4+ ethyl­ene glycol solutions in electrodeposition of Te and Te compounds, see: Nguyen et al. (2012 ▶); Wu et al. (2013 ▶). For crystal structures of related four-coordinate Te4+ complexes with oxo ligands, see: Day & Holmes (1981 ▶); Yosef et al. (2007 ▶); Annan et al. (1992 ▶); Fleischer & Schollmeyer (2001 ▶); Betz et al. (2008 ▶); Lindqvist (1967 ▶).

Experimental

Crystal data

C4H8O4Te

M = 247.70

Monoclinic,

a = 6.4838 (7) Å

b = 6.4978 (8) Å

c = 15.3633 (15) Å

β = 102.168 (11)°

V = 632.72 (12) Å3

Z = 4

Mo Kα radiation

μ = 4.64 mm−1

T = 100 K

0.20 × 0.10 × 0.08 mm

Data collection

Agilent SuperNova (Single source at offset, Eos) diffractometer

Absorption correction: numerical (CrysAlis PRO; Agilent, 2012 ▶) T min = 0.540, T max = 0.710

2841 measured reflections

1501 independent reflections

1291 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.079

S = 1.05

1501 reflections

96 parameters

H-atom parameters constrained

Δρmax = 3.93 e Å−3

Δρmin = −0.97 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP (Sheldrick, 2008 ▶); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813015687/kj2224sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813015687/kj2224Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C4H8O4Te	F(000) = 464
Mr = 247.70	Dx = 2.600 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 6.4838 (7) Å	Cell parameters from 1495 reflections
b = 6.4978 (8) Å	θ = 2.8–29.0°
c = 15.3633 (15) Å	µ = 4.64 mm−1
β = 102.168 (11)°	T = 100 K
V = 632.72 (12) Å3	Block, colourless
Z = 4	0.20 × 0.10 × 0.08 mm

Agilent SuperNova (Single source at offset, Eos) diffractometer	1501 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	1291 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.031
Detector resolution: 15.9631 pixels mm-1	θmax = 28.9°, θmin = 3.1°
ω scans	h = −8→7
Absorption correction: numerical (CrysAlis PRO; Agilent, 2012)	k = −8→8
Tmin = 0.540, Tmax = 0.710	l = −20→18
2841 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.034P)2] where P = (Fo2 + 2Fc2)/3
1501 reflections	(Δ/σ)max = 0.001
96 parameters	Δρmax = 3.93 e Å−3
0 restraints	Δρmin = −0.97 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Te1	0.47847 (4)	0.12922 (6)	0.711596 (17)	0.00914 (12)
O1	0.2476 (5)	0.3458 (6)	0.6857 (2)	0.0152 (8)
C2	0.1002 (15)	0.2905 (17)	0.6034 (6)	0.0116 (15)	0.499 (4)
H2A	0.1543	0.3389	0.5513	0.014*	0.499 (4)
H2B	−0.0385	0.3561	0.6016	0.014*	0.499 (4)
C3	0.0770 (15)	0.0595 (17)	0.6007 (6)	0.0132 (15)	0.499 (4)
H3A	−0.0115	0.0147	0.6424	0.016*	0.499 (4)
H3B	0.0080	0.0146	0.5399	0.016*	0.499 (4)
C2'	0.3599 (14)	−0.2166 (17)	0.5966 (6)	0.0116 (15)	0.501 (4)
H2'A	0.2925	−0.2444	0.5336	0.014*	0.501 (4)
H2'B	0.3273	−0.3326	0.6332	0.014*	0.501 (4)
C3'	0.5943 (15)	−0.1981 (18)	0.6060 (6)	0.0132 (15)	0.501 (4)
H3'A	0.6578	−0.3368	0.6067	0.016*	0.501 (4)
H3'B	0.6259	−0.1211	0.5548	0.016*	0.501 (4)
O4	0.2792 (5)	−0.0285 (6)	0.6251 (2)	0.0114 (7)
O5	0.6852 (6)	−0.0891 (6)	0.6898 (2)	0.0139 (8)
C6	0.7477 (16)	−0.0408 (18)	0.6043 (6)	0.0136 (15)	0.499 (4)
H6A	0.6412	−0.0956	0.5538	0.016*	0.499 (4)
H6B	0.8853	−0.1056	0.6030	0.016*	0.499 (4)
C7	0.7640 (15)	0.1902 (16)	0.5960 (6)	0.0101 (14)	0.499 (4)
H7A	0.8976	0.2397	0.6340	0.012*	0.499 (4)
H7B	0.7635	0.2280	0.5336	0.012*	0.499 (4)
C6'	0.4899 (15)	0.4712 (18)	0.5992 (6)	0.0136 (15)	0.501 (4)
H6'A	0.5056	0.5106	0.5387	0.016*	0.501 (4)
H6'B	0.5554	0.5796	0.6413	0.016*	0.501 (4)
C7'	0.2586 (15)	0.4511 (17)	0.6011 (6)	0.0101 (14)	0.501 (4)
H7'A	0.1920	0.5887	0.5987	0.012*	0.501 (4)
H7'B	0.1843	0.3694	0.5496	0.012*	0.501 (4)
O8	0.5902 (5)	0.2822 (6)	0.6232 (2)	0.0122 (7)

	U11	U22	U33	U12	U13	U23
Te1	0.00895 (18)	0.0106 (2)	0.00793 (17)	−0.00114 (12)	0.00182 (13)	−0.00028 (12)
O1	0.0134 (18)	0.020 (2)	0.0122 (16)	0.0023 (16)	0.0029 (14)	−0.0021 (16)
C2	0.010 (3)	0.015 (4)	0.009 (3)	0.003 (3)	0.001 (3)	0.000 (3)
C3	0.011 (3)	0.015 (4)	0.012 (3)	0.003 (3)	0.000 (3)	−0.002 (3)
C2'	0.010 (3)	0.015 (4)	0.009 (3)	0.003 (3)	0.001 (3)	0.000 (3)
C3'	0.011 (3)	0.015 (4)	0.012 (3)	0.003 (3)	0.000 (3)	−0.002 (3)
O4	0.0091 (16)	0.014 (2)	0.0099 (15)	−0.0011 (15)	−0.0006 (13)	−0.0037 (15)
O5	0.0164 (18)	0.012 (2)	0.0121 (16)	0.0035 (16)	0.0014 (14)	0.0012 (15)
C6	0.010 (3)	0.016 (4)	0.016 (3)	−0.006 (3)	0.005 (3)	−0.006 (3)
C7	0.009 (3)	0.009 (4)	0.013 (3)	0.001 (3)	0.005 (3)	0.002 (3)
C6'	0.010 (3)	0.016 (4)	0.016 (3)	−0.006 (3)	0.005 (3)	−0.006 (3)
C7'	0.009 (3)	0.009 (4)	0.013 (3)	0.001 (3)	0.005 (3)	0.002 (3)
O8	0.0137 (17)	0.011 (2)	0.0143 (16)	−0.0001 (16)	0.0077 (14)	0.0024 (16)

Te1—O4	1.940 (3)	C3'—O5	1.478 (10)
Te1—O8	1.942 (3)	C3'—H3'A	0.9900
Te1—O5	2.027 (3)	C3'—H3'B	0.9900
Te1—O1	2.032 (4)	O5—C6	1.487 (10)
O1—C2	1.460 (10)	C6—C7	1.512 (14)
O1—C7'	1.484 (10)	C6—H6A	0.9900
C2—C3	1.509 (15)	C6—H6B	0.9900
C2—H2A	0.9900	C7—O8	1.414 (9)
C2—H2B	0.9900	C7—H7A	0.9900
C3—O4	1.407 (10)	C7—H7B	0.9900
C3—H3A	0.9900	C6'—O8	1.402 (12)
C3—H3B	0.9900	C6'—C7'	1.511 (12)
C2'—O4	1.434 (10)	C6'—H6'A	0.9900
C2'—C3'	1.500 (12)	C6'—H6'B	0.9900
C2'—H2'A	0.9900	C7'—H7'A	0.9900
C2'—H2'B	0.9900	C7'—H7'B	0.9900
O4—Te1—O8	94.84 (14)	C3—O4—C2'	130.1 (6)
O4—Te1—O5	83.41 (15)	C3—O4—Te1	114.6 (5)
O8—Te1—O5	83.41 (15)	C2'—O4—Te1	115.2 (4)
O4—Te1—O1	82.81 (15)	C3'—O5—C6	57.7 (6)
O8—Te1—O1	82.92 (14)	C3'—O5—Te1	108.8 (4)
O5—Te1—O1	159.66 (13)	C6—O5—Te1	108.1 (5)
C2—O1—C7'	59.9 (5)	O5—C6—C7	108.7 (7)
C2—O1—Te1	108.7 (5)	O5—C6—H6A	110.0
C7'—O1—Te1	108.7 (4)	C7—C6—H6A	110.0
O1—C2—C3	108.2 (8)	O5—C6—H6B	110.0
O1—C2—H2A	110.1	C7—C6—H6B	110.0
C3—C2—H2A	110.1	H6A—C6—H6B	108.3
O1—C2—H2B	110.1	O8—C7—C6	108.7 (7)
C3—C2—H2B	110.1	O8—C7—H7A	109.9
H2A—C2—H2B	108.4	C6—C7—H7A	109.9
O4—C3—C2	108.4 (8)	O8—C7—H7B	109.9
O4—C3—H3A	110.0	C6—C7—H7B	109.9
C2—C3—H3A	110.0	H7A—C7—H7B	108.3
O4—C3—H3B	110.0	O8—C6'—C7'	109.1 (8)
C2—C3—H3B	110.0	O8—C6'—H6'A	109.9
H3A—C3—H3B	108.4	C7'—C6'—H6'A	109.9
O4—C2'—C3'	109.2 (8)	O8—C6'—H6'B	109.9
O4—C2'—H2'A	109.8	C7'—C6'—H6'B	109.9
C3'—C2'—H2'A	109.8	H6'A—C6'—H6'B	108.3
O4—C2'—H2'B	109.8	O1—C7'—C6'	106.7 (7)
C3'—C2'—H2'B	109.8	O1—C7'—H7'A	110.4
H2'A—C2'—H2'B	108.3	C6'—C7'—H7'A	110.4
O5—C3'—C2'	109.5 (7)	O1—C7'—H7'B	110.4
O5—C3'—H3'A	109.8	C6'—C7'—H7'B	110.4
C2'—C3'—H3'A	109.8	H7'A—C7'—H7'B	108.6
O5—C3'—H3'B	109.8	C6'—O8—C7	130.3 (6)
C2'—C3'—H3'B	109.8	C6'—O8—Te1	114.3 (4)
H3'A—C3'—H3'B	108.2	C7—O8—Te1	115.4 (5)
O4—Te1—O1—C2	−16.1 (5)	O4—Te1—O5—C3'	17.1 (5)
O8—Te1—O1—C2	79.7 (5)	O8—Te1—O5—C3'	−78.5 (5)
O5—Te1—O1—C2	31.6 (7)	O1—Te1—O5—C3'	−30.5 (7)
O4—Te1—O1—C7'	−79.7 (5)	O4—Te1—O5—C6	78.3 (5)
O8—Te1—O1—C7'	16.1 (5)	O8—Te1—O5—C6	−17.4 (5)
O5—Te1—O1—C7'	−32.0 (7)	O1—Te1—O5—C6	30.7 (7)
C7'—O1—C2—C3	138.3 (9)	C3'—O5—C6—C7	138.1 (10)
Te1—O1—C2—C3	37.0 (7)	Te1—O5—C6—C7	36.9 (8)
O1—C2—C3—O4	−45.4 (9)	O5—C6—C7—O8	−43.0 (10)
O4—C2'—C3'—O5	40.2 (10)	C2—O1—C7'—C6'	−138.4 (10)
C2—C3—O4—C2'	−147.6 (8)	Te1—O1—C7'—C6'	−37.2 (8)
C2—C3—O4—Te1	32.9 (8)	O8—C6'—C7'—O1	46.5 (9)
C3'—C2'—O4—C3	154.0 (8)	C7'—C6'—O8—C7	148.3 (8)
C3'—C2'—O4—Te1	−26.5 (8)	C7'—C6'—O8—Te1	−34.5 (8)
O8—Te1—O4—C3	−92.2 (5)	C6—C7—O8—C6'	−153.6 (8)
O5—Te1—O4—C3	−175.0 (5)	C6—C7—O8—Te1	29.2 (9)
O1—Te1—O4—C3	−9.9 (5)	O4—Te1—O8—C6'	92.7 (5)
O8—Te1—O4—C2'	88.2 (5)	O5—Te1—O8—C6'	175.5 (5)
O5—Te1—O4—C2'	5.5 (5)	O1—Te1—O8—C6'	10.6 (5)
O1—Te1—O4—C2'	170.5 (5)	O4—Te1—O8—C7	−89.7 (5)
C2'—C3'—O5—C6	−135.5 (11)	O5—Te1—O8—C7	−6.9 (5)
C2'—C3'—O5—Te1	−35.5 (9)	O1—Te1—O8—C7	−171.8 (5)

Table 1

Selected bond lengths (Å)

Te1—O4	1.940 (3)
Te1—O8	1.942 (3)
Te1—O5	2.027 (3)
Te1—O1	2.032 (4)