Bis­[(μ-1,3-di­phenyl­propane-1,3-dionato-O,O′:O′)di­methyl­thallium], [(CH3)2Tl(bzbz)]2

Britton, D.

doi:10.1107/S1600536801005311

Bis[(μ-1,3-diphenylpropane-1,3-dionato-O,O′:O′)dimethylthallium], [(CH₃)₂Tl(bzbz)]₂

The title compound, [Tl₂(CH₃)₄(C₁₅H₁₁O₂)₂], contains two five-coordinate Tl atoms. Two crystallographically independent molecules, symmetries 1 and $\overline 1$ , have essentially the same geometry except for the rotations of the phenyl rings. The Tl—O distances in the monomer chelate ring average 2.467 (15) Å. The Tl—O distances between the two monomer units average 2.78 (2) Å. The Tl—C distances average 2.123 (11) Å. The Tl atoms are not coplanar with the chelate rings. The independent molecules are related by an approximate pseudosymmetry.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801005311/om6014sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536801005311/om6014Isup2.hkl Contains datablock I

CCDC reference: 165623

checkCIF report

Key indicators

Single-crystal X-ray study
T = 174 K
Mean (C-C) = 0.014 Å
R factor = 0.046
wR factor = 0.107
Data-to-parameter ratio = 15.3

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level A:



ABSTM_02  Alert A Crystal and compound unsuitable for non-numerical
          corrections. Product of mu and tmid > 3.0
           Value of mu given =    10.430 tmid =     0.350

Author response: see _publ_section_exptl_refinement


 Alert Level C:



PLAT_213  Alert C Atom  C213   has ADP max/min Ratio ...........       4.00


 1 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 1 Alert Level C = Please check

Comment top

In a discussion of the structures of some dimethylthallium compounds (Chow & Britton, 1975), we reported a partial determination of the structure of the title compound, (I). The complete structure is reported here.

There are one and one-half molecules in the asymmetric unit; using the notation suggested by Zorky and co-workers (Zorky at al., 1967; Belsky et al., 1995; Zorky, 1996), the structure is in Pbca, Z = 12 (1, 1). The two independent molecules are shown in Figs. 1 and 2. Selected bond lengths and angles are given in Table 1.

The six Tl—C distances average 2.123 (11) Å. The three Tl—O distances to the non-bridging O atoms in the chelates average 2.467 (15) Å, while those to the bridging O atoms average 2.445 (4) Å; this is not a significant difference. The Tl—O distances to the bridging O average 2.78 (2) Å, significantly longer than in the chelate. The increase in distance from Tl—C to Tl—O suggests that the former are predominantly covalent while the latter have more ionic character.

The overall geometries of the two molecules are quite similar. The Tl₂O₂ ring is exactly planar in the molecule including Tl1 since this lies on a center of symmetry. The other molecule is only approximately centrosymmetric. In this case, the Tl₂O₂ ring has a dihedral angle of 7.0 (3)° at the O atoms. The central Tl₂O₄ fragment is close to planarity, although the small deviations from planarity are significant. The TlO₂ fragment in the chelate ring has a dihedral angle of 6.0 (4)° to the TlO₂ fragment in the bridging ring at Tl1; the corresponding angles at Tl2 and Tl3 are 3.9 (4) and 4.6 (4)°, respectively.

The C₃O₂ fragment in the chelate ring is approximately planar but has a dihedral angle of 23.8 (3)° to the TlO₂ fragment in the ring for Tl1; the corresponding angles for Tl2 and Tl3 are 26.9 (3) and 26.7 (4)°, respectively. Similar angles, 11.7 and 25.0°, are found in Sn(bzbz)₂ (Uchida et al., 1977). However, this bending is not universal. The same ligand forms a compound with terbium in which there are two similar chelate rings (Ward et al., 1999), but where the dihedral angles are 0.5 and 2.1°. When the phenyl groups are replaced with methyl, the chelate ring is exactly planar (Chow & Britton, 1975). Presumably the bending, when it occurs, is a consequence of the packing.

We would expect the phenyl rings to tend to be coplanar with the chelate ring in order to maximize the delocalization in the pi system. In the free ligand, these dihedral angles are 4 and 17° in one polymorph (Hollander et al., 1973), and 8 and 24° in the other (Etter et al., 1987). In our compound, the phenyl rings furthest from the bridging ring make dihedral angles to the C₃O₂ fragment of 29.2 (4), 24.3 (4) and 21.4 (4)° at Tl1, Tl2, and Tl3, respectively. The phenyl rings nearest the bridging ring make dihedral angles to the C₃O₂ fragment of 47.2 (4), 50.5 (3) and 61.1 (3)° at Tl1, Tl2, and Tl3, respectively. These larger angles are a consequence of the crowding in this molecule. This crowding also has the consequence that the Tl is only five-coordinate rather than six-coordinate, as it is when the chelating and bridging ligand is acetate, tropolonate or acetylacetonate.

The packing is shown in Fig. 3. There is a pseudosymmetric relationship bewteen the two independent molecules. It is far from exact but can be approximated as a pseudo-glide plane where the coordinates of molecule 2 are given by 0.55 - x₁, y₁-1/6, z₁. This is reflected in the intensities in the 0kl layer where the l = 6n reflection are much more intense than the l = 6n±2 reflections.

Experimental top

A crystal from a previous preparation was used.

Computing details top

Data collection: SMART (Siemens, 1995); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1994); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Figures top

	Fig. 1. A view of molecule 1 with displacement ellipsoids are shown at the 50% probability level. The unlabelled atoms are related to the labelled atoms by a center of symmetry.
	Fig. 2. A view of molecule 2 with displacement ellipsoids are shown at the 50% probability level. The central four-membered ring is bent across the O202—O302 direction by 7.0 (3)°.
	Fig. 3. The packing viewed along the a direction. The phenyl C atoms and all of the H atoms have been omitted for clarity.

Bis[(µ-1,3-diphenylpropane-1,3-dionato-O,O':O')dimethylthallium] top

Crystal data top

[Tl₂(CH₃)₄(C₁₅H₁₁O₂)₂]	D_x = 1.964 Mg m⁻³
M_r = 915.35	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 7473 reflections
a = 14.0160 (7) Å	θ = 1.1–25.2°
b = 38.4862 (12) Å	µ = 10.43 mm⁻¹
c = 17.2175 (5) Å	T = 174 K
V = 9287.5 (6) Å³	Prism, colorless
Z = 12	0.40 × 0.35 × 0.20 mm
F(000) = 5184

Data collection top

Siemens SMART area-detector diffractometer	8309 independent reflections
Radiation source: fine-focus sealed tube	7122 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.078
ω scans	θ_max = 25.2°, θ_min = 1.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995)	h = −15→16
T_min = 0.025, T_max = 0.124	k = −45→28
45301 measured reflections	l = −20→20

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)] = 0.046	H-atom parameters constrained
wR(F²) = 0.107	w = 1/[σ²(F_o²) + (0.042P)² + 96.P] where P = (F_o² + 2F_c²)/3
S = 1.14	(Δ/σ)_max = 0.004
8309 reflections	Δρ_max = 2.00 e Å⁻³
542 parameters	Δρ_min = −2.31 e Å⁻³
0 restraints	Extinction correction: SHELXTL, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.000173 (15)

Crystal data top

[Tl₂(CH₃)₄(C₁₅H₁₁O₂)₂]	V = 9287.5 (6) Å³
M_r = 915.35	Z = 12
Orthorhombic, Pbca	Mo Kα radiation
a = 14.0160 (7) Å	µ = 10.43 mm⁻¹
b = 38.4862 (12) Å	T = 174 K
c = 17.2175 (5) Å	0.40 × 0.35 × 0.20 mm

Data collection top

Siemens SMART area-detector diffractometer	8309 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995)	7122 reflections with I > 2σ(I)
T_min = 0.025, T_max = 0.124	R_int = 0.078
45301 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.046	0 restraints
wR(F²) = 0.107	H-atom parameters constrained
S = 1.14	w = 1/[σ²(F_o²) + (0.042P)² + 96.P] where P = (F_o² + 2F_c²)/3
8309 reflections	Δρ_max = 2.00 e Å⁻³
542 parameters	Δρ_min = −2.31 e Å⁻³

Special details top

Geometry. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

PLANE 1 - 10.1282 (0.0266) x + 13.9579 (0.1300) y + 10.1319 (0.0048) z = 19.0239 (0.1321)

* 0.0000 (0.0000) T l1 * 0.0000 (0.0001) O102_$1 * 0.0000 (0.0000) O102

Rms deviation of fitted atoms = 0.0000

PLANE 2 - 11.0798 (0.0239) x + 12.1153 (0.0843) y + 9.0452 (0.0432) z = 16.7776 (0.0829)

Angle to plane 1 (with approximate e.s.d.) = 6.0 (0.4)

* 0.0000 (0.0001) T l1 * 0.0000 (0.0001) O101 * 0.0000 (0.0000) O102

Rms deviation of fitted atoms = 0.0000

PLANE 3 - 12.0631 (0.0185) x - 3.5010 (0.1827) y + 8.6256 (0.0395) z = 1.5764 (0.1786)

Angle to plane 2 (with approximate e.s.d.) = 23.8 (0.3)

* 0.0170 (0.0038) O101 * -0.0189 (0.0038) O102 * -0.0182 (0.0060) C101 * 0.0244 (0.0062) C102 * -0.0042 (0.0060) C103

Rms deviation of fitted atoms = 0.0178

PLANE 4 8.4568 (0.0504) x + 19.6420 (0.1491) y - 10.5502 (0.0566) z = 13.5395 (0.1470)

Angle to plane 3 (with approximate e.s.d.) = 29.2 (0.4)

* -0.0007 (0.0068) C104 * 0.0106 (0.0071) C105 * -0.0126 (0.0077) C106 * 0.0048 (0.0080) C107 * 0.0050 (0.0082) C108 * -0.0071 (0.0079) C109

Rms deviation of fitted atoms = 0.0078

PLANE 5 11.5477 (0.0328) x + 20.9766 (0.1333) y + 2.6741 (0.0696) z = 19.9545 (0.1205)

Angle to plane 3 (with approximate e.s.d.) = 47.1 (0.4)

* 0.0015 (0.0063) C110 * 0.0075 (0.0070) C111 * -0.0086 (0.0077) C112 * 0.0008 (0.0076) C113 * 0.0082 (0.0069) C114 * -0.0093 (0.0064) C115

Rms deviation of fitted atoms = 0.0069

PLANE 6 10.9462 (0.0191) x - 4.1767 (0.1058) y + 10.5897 (0.0307) z = 7.8339 (0.0915)

* 0.0000 (0.0001) T l2 * 0.0000 (0.0001) O202 * 0.0000 (0.0000) O302

Rms deviation of fitted atoms = 0.0000

PLANE 7 10.4372 (0.0280) x - 2.9749 (0.0900) y + 11.4143 (0.0384) z = 9.0682 (0.0760)

Angle to plane 6 (with approximate e.s.d.) = 3.9 (0.4)

* 0.0000 (0.0001) T l2 * 0.0000 (0.0001) O201 * 0.0000 (0.0000) O202

Rms deviation of fitted atoms = 0.0000

PLANE 8 9.0406 (0.0345) x + 14.4829 (0.1634) y + 11.4512 (0.0352) z = 23.5758 (0.1256)

Angle to plane 7 (with approximate e.s.d.) = 26.9 (0.3)

* -0.0227 (0.0038) O201 * 0.0095 (0.0038) O202 * 0.0387 (0.0059) C201 * 0.0010 (0.0061) C202 * -0.0265 (0.0059) C203

Rms deviation of fitted atoms = 0.0237

PLANE 9 8.8542 (0.0448) x - 1.1439 (0.1701) y + 13.3371 (0.0447) z = 10.8775 (0.1581)

Angle to plane 8 (with approximate e.s.d.) = 24.3 (0.4)

* 0.0001 (0.0066) C204 * 0.0071 (0.0075) C205 * -0.0088 (0.0080) C206 * 0.0034 (0.0077) C207 * 0.0038 (0.0074) C208 * -0.0055 (0.0070) C209

Rms deviation of fitted atoms = 0.0055

PLANE 10 - 2.1035 (0.0643) x + 26.1446 (0.1294) y + 12.3678 (0.0555) z = 29.2826 (0.1109)

Angle to plane 8 (with approximate e.s.d.) = 50.5 (0.3)

* 0.0022 (0.0070) C210 * 0.0104 (0.0080) C211 * -0.0140 (0.0093) C212 * 0.0049 (0.0097) C213 * 0.0079 (0.0087) C214 * -0.0114 (0.0074) C215

Rms deviation of fitted atoms = 0.0094

PLANE 11 9.8656 (0.0208) x - 6.3943 (0.1098) y + 11.8906 (0.0267) z = 6.0502 (0.0992)

Angle to plane 6 (with approximate e.s.d.) = 7.0 (0.3)

* 0.0000 (0.0001) T l3 * 0.0000 (0.0001) O202 * 0.0000 (0.0000) O302

Rms deviation of fitted atoms = 0.0000

PLANE 12 10.4606 (0.0208) x - 6.3943 (0.1098) y + 11.8906 (0.0267) z = 6.0502 (0.0992)

Angle to plane 11 (with approximate e.s.d.) = 4.6 (0.4)

* 0.0000 (0.0001) T l2 * 0.0000 (0.0001) O201 * 0.0000 (0.0000) O202

Rms deviation of fitted atoms = 0.0000

PLANE 13 10.0601 (0.0311) x + 9.8640 (0.1836) y + 11.1467 (0.0370) z = 18.8471 (0.1297)

Angle to plane 12 (with approximate e.s.d.) = 26.7 (0.4)

* 0.0597 (0.0041) O301 * -0.0464 (0.0039) O302 * -0.0807 (0.0064) C301 * 0.0445 (0.0062) C302 * 0.0228 (0.0062) C303

Rms deviation of fitted atoms = 0.0543

PLANE 14 10.0352 (0.0395) x - 4.3155 (0.1553) y + 11.8638 (0.0502) z = 7.9659 (0.1231)

Angle to plane 13 (with approximate e.s.d.) = 21.4 (0.4)

* 0.0093 (0.0064) C304 * -0.0114 (0.0067) C305 * 0.0080 (0.0072) C306 * -0.0025 (0.0074) C307 * 0.0006 (0.0072) C308 * -0.0040 (0.0068) C309

Rms deviation of fitted atoms = 0.0071

PLANE 15 - 2.3194 (0.0539) x + 29.1824 (0.0943) y + 10.8575 (0.0497) z = 26.0035 (0.0618)

Angle to plane 13 (with approximate e.s.d.) = 61.1 (0.3)

* 0.0006 (0.0063) C310 * 0.0028 (0.0065) C311 * -0.0025 (0.0070) C312 * -0.0013 (0.0070) C313 * 0.0047 (0.0068) C314 * -0.0043 (0.0067) C315

Rms deviation of fitted atoms = 0.0031

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

	x	y	z	U_iso*/U_eq
Tl1	−0.07159 (2)	1.017789 (9)	0.403929 (19)	0.02174 (11)
C11	−0.1796 (7)	1.0401 (3)	0.4747 (6)	0.038 (3)
H11A	−0.1525	1.0582	0.5059	0.057*
H11B	−0.2062	1.0225	0.5079	0.057*
H11C	−0.2290	1.0495	0.4424	0.057*
C12	0.0392 (8)	1.0043 (3)	0.3244 (6)	0.034 (2)
H12A	0.0950	1.0179	0.3353	0.051*
H12B	0.0183	1.0088	0.2722	0.051*
H12C	0.0542	0.9800	0.3297	0.051*
O101	−0.1734 (4)	0.97419 (17)	0.3376 (4)	0.0265 (14)
O102	−0.0627 (4)	0.96556 (16)	0.4847 (4)	0.0254 (14)
C101	−0.1620 (6)	0.9421 (2)	0.3364 (5)	0.0204 (18)
C102	−0.0730 (6)	0.9344 (2)	0.4628 (5)	0.0207 (18)
C103	−0.1162 (7)	0.9222 (2)	0.3940 (5)	0.026 (2)
H10A	−0.1143	0.8984	0.3858	0.031*
C104	−0.2041 (6)	0.9221 (2)	0.2698 (5)	0.0225 (19)
C105	−0.2827 (7)	0.9360 (3)	0.2317 (5)	0.028 (2)
H10B	−0.3081	0.9570	0.2482	0.034*
C106	−0.3233 (8)	0.9189 (3)	0.1694 (6)	0.037 (2)
H10C	−0.3774	0.9280	0.1456	0.045*
C107	−0.2840 (7)	0.8882 (3)	0.1422 (6)	0.035 (2)
H10D	−0.3099	0.8769	0.0994	0.042*
C108	−0.2059 (9)	0.8748 (3)	0.1799 (6)	0.043 (3)
H10E	−0.1788	0.8542	0.1624	0.052*
C109	−0.1672 (8)	0.8916 (3)	0.2433 (6)	0.037 (2)
H10F	−0.1149	0.8819	0.2684	0.044*
C110	−0.0394 (6)	0.9070 (2)	0.5181 (5)	0.0208 (18)
C111	−0.0603 (7)	0.9087 (3)	0.5968 (5)	0.030 (2)
H11D	−0.0967	0.9270	0.6158	0.036*
C112	−0.0275 (8)	0.8835 (3)	0.6473 (6)	0.039 (3)
H11E	−0.0434	0.8847	0.6997	0.047*
C113	0.0284 (9)	0.8565 (3)	0.6207 (6)	0.039 (3)
H11F	0.0508	0.8399	0.6552	0.047*
C114	0.0513 (7)	0.8543 (3)	0.5422 (6)	0.033 (2)
H11G	0.0896	0.8363	0.5241	0.040*
C115	0.0165 (6)	0.8790 (2)	0.4918 (5)	0.0227 (19)
H11H	0.0303	0.8772	0.4391	0.027*
Tl2	0.45666 (2)	0.815981 (9)	0.589562 (18)	0.02148 (11)
C21	0.5650 (7)	0.8043 (3)	0.6726 (5)	0.032 (2)
H21A	0.5411	0.8086	0.7240	0.048*
H21B	0.6196	0.8188	0.6633	0.048*
H21C	0.5831	0.7804	0.6679	0.048*
C22	0.3427 (7)	0.8195 (3)	0.5090 (6)	0.036 (2)
H22A	0.2852	0.8258	0.5358	0.054*
H22B	0.3339	0.7974	0.4840	0.054*
H22C	0.3573	0.8368	0.4706	0.054*
O201	0.3772 (5)	0.85847 (16)	0.6733 (4)	0.0257 (14)
O202	0.5195 (4)	0.87196 (16)	0.5467 (4)	0.0250 (14)
C201	0.3553 (6)	0.8894 (2)	0.6569 (5)	0.0212 (18)
C202	0.4730 (6)	0.9000 (2)	0.5471 (5)	0.0203 (18)
C203	0.3950 (6)	0.9089 (2)	0.5951 (5)	0.0217 (19)
H20A	0.3662	0.9302	0.5849	0.026*
C204	0.2804 (6)	0.9066 (2)	0.7072 (5)	0.0205 (18)
C205	0.2178 (7)	0.8855 (2)	0.7475 (6)	0.030 (2)
H20B	0.2231	0.8615	0.7431	0.036*
C206	0.1474 (8)	0.8995 (3)	0.7942 (6)	0.038 (3)
H20C	0.1049	0.8849	0.8198	0.046*
C207	0.1400 (7)	0.9349 (3)	0.8031 (6)	0.033 (2)
H20D	0.0935	0.9443	0.8353	0.040*
C208	0.2026 (8)	0.9564 (3)	0.7634 (6)	0.035 (2)
H20E	0.1982	0.9804	0.7689	0.042*
C209	0.2721 (7)	0.9421 (3)	0.7153 (5)	0.031 (2)
H20F	0.3135	0.9566	0.6884	0.037*
C210	0.5048 (7)	0.9278 (2)	0.4924 (5)	0.027 (2)
C211	0.4405 (9)	0.9452 (3)	0.4454 (6)	0.040 (3)
H21D	0.3759	0.9398	0.4476	0.048*
C212	0.4731 (12)	0.9708 (3)	0.3948 (7)	0.060 (4)
H21E	0.4303	0.9819	0.3617	0.072*
C213	0.5672 (15)	0.9797 (3)	0.3934 (9)	0.076 (6)
H21F	0.5879	0.9974	0.3606	0.092*
C214	0.6322 (11)	0.9628 (3)	0.4405 (8)	0.059 (4)
H21G	0.6964	0.9690	0.4396	0.071*
C215	0.6006 (8)	0.9366 (3)	0.4889 (6)	0.038 (3)
H21H	0.6443	0.9247	0.5197	0.046*
Tl3	0.64865 (3)	0.853144 (9)	0.42942 (2)	0.02595 (11)
C31	0.5560 (9)	0.8683 (3)	0.3396 (6)	0.042 (3)
H31A	0.5861	0.8643	0.2904	0.063*
H31B	0.5416	0.8926	0.3448	0.063*
H31C	0.4981	0.8551	0.3427	0.063*
C32	0.7529 (7)	0.8460 (3)	0.5174 (6)	0.038 (3)
H32A	0.8118	0.8387	0.4942	0.057*
H32B	0.7314	0.8286	0.5532	0.057*
H32C	0.7625	0.8675	0.5446	0.057*
O301	0.7118 (5)	0.80958 (17)	0.3373 (4)	0.0334 (16)
O302	0.5710 (4)	0.79868 (16)	0.4646 (4)	0.0269 (14)
C301	0.7197 (6)	0.7774 (2)	0.3461 (5)	0.0229 (19)
C302	0.6123 (6)	0.7686 (2)	0.4620 (5)	0.0220 (19)
C303	0.6806 (7)	0.7578 (3)	0.4080 (5)	0.026 (2)
H30A	0.7030	0.7352	0.4133	0.032*
C304	0.7817 (6)	0.7589 (2)	0.2871 (5)	0.0234 (19)
C305	0.8427 (6)	0.7793 (3)	0.2411 (5)	0.027 (2)
H30B	0.8430	0.8033	0.2474	0.032*
C306	0.9022 (7)	0.7643 (3)	0.1870 (6)	0.035 (2)
H30C	0.9439	0.7780	0.1584	0.042*
C307	0.8995 (8)	0.7289 (3)	0.1756 (6)	0.040 (3)
H30D	0.9385	0.7189	0.1381	0.048*
C308	0.8392 (7)	0.7081 (3)	0.2192 (6)	0.033 (2)
H30E	0.8382	0.6842	0.2118	0.039*
C309	0.7804 (7)	0.7234 (3)	0.2742 (5)	0.027 (2)
H30F	0.7391	0.7096	0.3030	0.033*
C310	0.5823 (6)	0.7430 (2)	0.5224 (5)	0.0230 (19)
C311	0.4874 (6)	0.7329 (2)	0.5294 (5)	0.025 (2)
H31D	0.4419	0.7420	0.4957	0.030*
C312	0.4605 (7)	0.7098 (3)	0.5853 (6)	0.031 (2)
H31E	0.3968	0.7032	0.5890	0.037*
C313	0.5256 (8)	0.6961 (3)	0.6363 (6)	0.032 (2)
H31F	0.5061	0.6803	0.6741	0.038*
C314	0.6204 (7)	0.7058 (3)	0.6309 (5)	0.029 (2)
H31G	0.6649	0.6968	0.6655	0.034*
C315	0.6489 (7)	0.7289 (3)	0.5740 (5)	0.028 (2)
H31H	0.7128	0.7352	0.5701	0.034*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Tl1	0.01876 (18)	0.02276 (19)	0.02369 (19)	0.00087 (13)	−0.00128 (12)	−0.00216 (13)
C11	0.029 (6)	0.042 (6)	0.044 (6)	0.008 (5)	0.003 (5)	−0.013 (5)
C12	0.038 (6)	0.035 (6)	0.030 (5)	−0.004 (5)	0.008 (4)	−0.006 (4)
O101	0.023 (3)	0.030 (4)	0.026 (3)	−0.003 (3)	−0.006 (3)	−0.004 (3)
O102	0.025 (3)	0.024 (3)	0.027 (3)	0.001 (3)	0.001 (3)	0.000 (3)
C101	0.015 (4)	0.027 (5)	0.020 (4)	−0.004 (4)	−0.001 (3)	0.004 (4)
C102	0.012 (4)	0.032 (5)	0.018 (4)	0.004 (4)	−0.001 (3)	−0.003 (4)
C103	0.032 (5)	0.018 (4)	0.027 (5)	−0.002 (4)	−0.005 (4)	−0.005 (4)
C104	0.016 (4)	0.023 (5)	0.029 (5)	0.000 (3)	−0.002 (4)	0.002 (4)
C105	0.023 (5)	0.034 (5)	0.028 (5)	0.002 (4)	−0.005 (4)	−0.002 (4)
C106	0.040 (6)	0.042 (6)	0.030 (6)	0.001 (5)	−0.015 (5)	−0.003 (5)
C107	0.029 (6)	0.047 (6)	0.028 (5)	−0.003 (5)	−0.011 (4)	−0.006 (5)
C108	0.058 (8)	0.043 (7)	0.028 (6)	0.004 (6)	−0.011 (5)	−0.007 (5)
C109	0.036 (6)	0.044 (6)	0.030 (5)	0.004 (5)	−0.010 (4)	−0.007 (5)
C110	0.013 (4)	0.023 (4)	0.027 (5)	−0.007 (4)	0.001 (3)	0.001 (4)
C111	0.038 (6)	0.032 (5)	0.019 (5)	−0.005 (4)	0.003 (4)	−0.001 (4)
C112	0.051 (7)	0.047 (7)	0.018 (5)	−0.011 (5)	0.002 (4)	0.004 (4)
C113	0.051 (7)	0.037 (6)	0.030 (6)	−0.005 (5)	−0.005 (5)	0.012 (5)
C114	0.034 (6)	0.029 (5)	0.037 (6)	−0.002 (4)	−0.010 (4)	0.009 (4)
C115	0.018 (5)	0.033 (5)	0.017 (4)	−0.003 (4)	−0.001 (3)	−0.001 (4)
Tl2	0.01980 (19)	0.02310 (19)	0.02154 (18)	−0.00087 (14)	0.00190 (12)	−0.00050 (13)
C21	0.034 (6)	0.040 (6)	0.021 (5)	0.005 (4)	0.004 (4)	0.001 (4)
C22	0.031 (6)	0.034 (6)	0.043 (6)	−0.009 (5)	0.006 (5)	−0.004 (5)
O201	0.031 (4)	0.022 (3)	0.025 (3)	0.004 (3)	0.004 (3)	0.002 (3)
O202	0.017 (3)	0.028 (4)	0.029 (3)	−0.002 (3)	0.000 (3)	0.007 (3)
C201	0.023 (5)	0.026 (5)	0.015 (4)	−0.003 (4)	−0.007 (3)	0.002 (3)
C202	0.017 (4)	0.019 (5)	0.024 (5)	−0.004 (4)	0.002 (3)	−0.002 (4)
C203	0.012 (4)	0.027 (5)	0.026 (5)	0.006 (4)	0.005 (3)	0.005 (4)
C204	0.018 (4)	0.027 (5)	0.016 (4)	0.003 (4)	0.003 (3)	0.004 (3)
C205	0.029 (5)	0.027 (5)	0.036 (5)	0.004 (4)	0.009 (4)	0.007 (4)
C206	0.034 (6)	0.036 (6)	0.045 (6)	0.001 (5)	0.021 (5)	0.006 (5)
C207	0.030 (5)	0.039 (6)	0.030 (5)	0.019 (5)	0.011 (4)	0.010 (4)
C208	0.043 (6)	0.029 (5)	0.032 (6)	0.009 (5)	0.008 (5)	−0.002 (4)
C209	0.034 (6)	0.032 (5)	0.026 (5)	0.000 (4)	0.007 (4)	0.006 (4)
C210	0.034 (5)	0.025 (5)	0.022 (5)	−0.002 (4)	0.011 (4)	−0.005 (4)
C211	0.048 (7)	0.035 (6)	0.039 (6)	0.002 (5)	0.012 (5)	0.003 (5)
C212	0.095 (12)	0.045 (7)	0.039 (7)	0.005 (8)	0.020 (7)	0.016 (6)
C213	0.140 (17)	0.030 (7)	0.059 (9)	−0.027 (9)	0.052 (10)	0.009 (6)
C214	0.072 (10)	0.048 (8)	0.056 (8)	−0.031 (7)	0.046 (8)	−0.019 (7)
C215	0.036 (6)	0.036 (6)	0.043 (6)	−0.014 (5)	0.019 (5)	−0.013 (5)
Tl3	0.02336 (19)	0.0245 (2)	0.0300 (2)	−0.00162 (14)	0.00578 (14)	−0.00087 (14)
C31	0.052 (7)	0.042 (6)	0.031 (6)	0.005 (5)	0.007 (5)	0.000 (5)
C32	0.026 (5)	0.043 (6)	0.046 (6)	−0.007 (5)	0.007 (5)	−0.009 (5)
O301	0.040 (4)	0.028 (4)	0.032 (4)	0.004 (3)	0.013 (3)	0.000 (3)
O302	0.019 (3)	0.028 (4)	0.034 (4)	0.002 (3)	0.004 (3)	0.005 (3)
C301	0.017 (4)	0.027 (5)	0.025 (5)	0.004 (4)	0.001 (3)	0.002 (4)
C302	0.017 (4)	0.024 (5)	0.024 (5)	0.002 (4)	−0.003 (4)	−0.006 (4)
C303	0.021 (5)	0.026 (5)	0.032 (5)	0.006 (4)	0.007 (4)	0.002 (4)
C304	0.018 (4)	0.034 (5)	0.018 (4)	0.005 (4)	0.000 (3)	−0.002 (4)
C305	0.024 (5)	0.036 (5)	0.022 (5)	0.000 (4)	0.002 (4)	0.001 (4)
C306	0.031 (6)	0.041 (6)	0.033 (6)	0.002 (5)	0.003 (4)	0.005 (5)
C307	0.042 (6)	0.057 (7)	0.021 (5)	0.026 (5)	0.009 (4)	0.003 (5)
C308	0.042 (6)	0.027 (5)	0.029 (5)	0.012 (4)	0.006 (4)	−0.002 (4)
C309	0.023 (5)	0.034 (5)	0.025 (5)	0.003 (4)	0.008 (4)	0.000 (4)
C310	0.025 (5)	0.022 (5)	0.022 (5)	0.003 (4)	0.004 (4)	−0.007 (4)
C311	0.017 (4)	0.034 (5)	0.023 (5)	0.000 (4)	−0.002 (4)	−0.006 (4)
C312	0.021 (5)	0.041 (6)	0.031 (5)	−0.003 (4)	0.007 (4)	−0.006 (4)
C313	0.042 (6)	0.027 (5)	0.027 (5)	−0.003 (4)	0.008 (4)	0.008 (4)
C314	0.032 (6)	0.033 (5)	0.021 (5)	0.007 (4)	−0.005 (4)	−0.003 (4)
C315	0.020 (5)	0.035 (6)	0.030 (5)	0.005 (4)	0.001 (4)	−0.003 (4)

Geometric parameters (Å, º) top

Tl1—C11	2.125 (10)	C205—C206	1.382 (14)
Tl1—C12	2.136 (10)	C205—H20B	0.9300
Tl1—O102	2.448 (6)	C206—C207	1.374 (14)
Tl1—O101	2.482 (6)	C206—H20C	0.9300
Tl1—O102ⁱ	2.762 (6)	C207—C208	1.387 (14)
C11—H11A	0.9600	C207—H20D	0.9300
C11—H11B	0.9600	C208—C209	1.392 (14)
C11—H11C	0.9600	C208—H20E	0.9300
C12—H12A	0.9600	C209—H20F	0.9300
C12—H12B	0.9600	C210—C211	1.384 (15)
C12—H12C	0.9600	C210—C215	1.387 (15)
O101—C101	1.246 (11)	C211—C212	1.393 (16)
O102—C102	1.267 (11)	C211—H21D	0.9300
O102—Tl1ⁱ	2.762 (6)	C212—C213	1.36 (2)
C101—C103	1.407 (12)	C212—H21E	0.9300
C101—C104	1.502 (12)	C213—C214	1.38 (2)
C102—C103	1.409 (12)	C213—H21F	0.9300
C102—C110	1.496 (12)	C214—C215	1.380 (16)
C103—H10A	0.9300	C214—H21G	0.9300
C104—C109	1.360 (13)	C215—H21H	0.9300
C104—C105	1.389 (12)	Tl3—C31	2.102 (11)
C105—C106	1.382 (13)	Tl3—C32	2.122 (11)
C105—H10B	0.9300	Tl3—O302	2.439 (6)
C106—C107	1.383 (15)	Tl3—O301	2.472 (6)
C106—H10C	0.9300	Tl3—O202	2.808 (6)
C107—C108	1.372 (15)	C31—H31A	0.9600
C107—H10D	0.9300	C31—H31B	0.9600
C108—C109	1.380 (14)	C31—H31C	0.9600
C108—H10E	0.9300	C32—H32A	0.9600
C109—H10F	0.9300	C32—H32B	0.9600
C110—C111	1.388 (12)	C32—H32C	0.9600
C110—C115	1.407 (13)	O301—C301	1.253 (11)
C111—C112	1.380 (14)	O302—C302	1.295 (11)
C111—H11D	0.9300	C301—C303	1.415 (13)
C112—C113	1.379 (16)	C301—C304	1.515 (12)
C112—H11E	0.9300	C302—C303	1.399 (13)
C113—C114	1.391 (16)	C302—C310	1.492 (13)
C113—H11F	0.9300	C303—H30A	0.9300
C114—C115	1.379 (13)	C304—C309	1.383 (13)
C114—H11G	0.9300	C304—C305	1.404 (13)
C115—H11H	0.9300	C305—C306	1.376 (14)
Tl2—C22	2.120 (11)	C305—H30B	0.9300
Tl2—C21	2.133 (10)	C306—C307	1.377 (15)
Tl2—O202	2.441 (6)	C306—H30C	0.9300
Tl2—O201	2.447 (6)	C307—C308	1.385 (15)
Tl2—O302	2.764 (6)	C307—H30D	0.9300
C21—H21A	0.9600	C308—C309	1.386 (13)
C21—H21B	0.9600	C308—H30E	0.9300
C21—H21C	0.9600	C309—H30F	0.9300
C22—H22A	0.9600	C310—C311	1.390 (13)
C22—H22B	0.9600	C310—C315	1.400 (13)
C22—H22C	0.9600	C311—C312	1.364 (14)
O201—C201	1.260 (10)	C311—H31D	0.9300
O202—C202	1.262 (11)	C312—C313	1.371 (14)
C201—C203	1.415 (12)	C312—H31E	0.9300
C201—C204	1.514 (12)	C313—C314	1.384 (14)
C202—C203	1.412 (12)	C313—H31F	0.9300
C202—C210	1.492 (12)	C314—C315	1.382 (14)
C203—H20A	0.9300	C314—H31G	0.9300
C204—C209	1.378 (13)	C315—H31H	0.9300
C204—C205	1.382 (13)

C11—Tl1—C12	170.0 (4)	C205—C204—C201	118.0 (8)
C11—Tl1—O102	92.4 (4)	C206—C205—C204	121.1 (9)
C12—Tl1—O102	97.3 (3)	C206—C205—H20B	119.5
C11—Tl1—O101	97.3 (3)	C204—C205—H20B	119.5
C12—Tl1—O101	87.6 (3)	C207—C206—C205	120.3 (9)
O102—Tl1—O101	74.7 (2)	C207—C206—H20C	119.8
C11—Tl1—O102ⁱ	89.6 (3)	C205—C206—H20C	119.8
C12—Tl1—O102ⁱ	90.3 (3)	C206—C207—C208	119.3 (9)
O102—Tl1—O102ⁱ	76.2 (2)	C206—C207—H20D	120.3
O101—Tl1—O102ⁱ	150.3 (2)	C208—C207—H20D	120.3
Tl1—C11—H11A	109.5	C207—C208—C209	120.0 (9)
Tl1—C11—H11B	109.5	C207—C208—H20E	120.0
H11A—C11—H11B	109.5	C209—C208—H20E	120.0
Tl1—C11—H11C	109.5	C204—C209—C208	120.8 (9)
H11A—C11—H11C	109.5	C204—C209—H20F	119.6
H11B—C11—H11C	109.5	C208—C209—H20F	119.6
Tl1—C12—H12A	109.5	C211—C210—C215	119.1 (10)
Tl1—C12—H12B	109.5	C211—C210—C202	121.4 (9)
H12A—C12—H12B	109.5	C215—C210—C202	119.5 (9)
Tl1—C12—H12C	109.5	C210—C211—C212	119.7 (12)
H12A—C12—H12C	109.5	C210—C211—H21D	120.1
H12B—C12—H12C	109.5	C212—C211—H21D	120.1
C101—O101—Tl1	127.2 (5)	C213—C212—C211	120.4 (14)
C102—O102—Tl1	127.1 (6)	C213—C212—H21E	119.8
C102—O102—Tl1ⁱ	120.3 (5)	C211—C212—H21E	119.8
Tl1—O102—Tl1ⁱ	103.8 (2)	C212—C213—C214	120.6 (11)
O101—C101—C103	125.8 (8)	C212—C213—H21F	119.7
O101—C101—C104	118.0 (7)	C214—C213—H21F	119.7
C103—C101—C104	116.1 (8)	C215—C214—C213	119.1 (13)
O102—C102—C103	127.8 (8)	C215—C214—H21G	120.4
O102—C102—C110	116.2 (8)	C213—C214—H21G	120.4
C103—C102—C110	115.9 (8)	C214—C215—C210	121.1 (13)
C101—C103—C102	127.5 (9)	C214—C215—H21H	119.5
C101—C103—H10A	116.2	C210—C215—H21H	119.5
C102—C103—H10A	116.2	C31—Tl3—C32	170.5 (4)
C109—C104—C105	118.4 (9)	C31—Tl3—O302	98.4 (4)
C109—C104—C101	123.3 (8)	C32—Tl3—O302	91.1 (3)
C105—C104—C101	118.3 (8)	C31—Tl3—O301	86.4 (3)
C106—C105—C104	120.7 (9)	C32—Tl3—O301	97.1 (3)
C106—C105—H10B	119.7	O302—Tl3—O301	74.7 (2)
C104—C105—H10B	119.7	C31—Tl3—O202	93.4 (3)
C105—C106—C107	120.3 (10)	C32—Tl3—O202	87.9 (3)
C105—C106—H10C	119.9	O302—Tl3—O202	75.8 (2)
C107—C106—H10C	119.9	O301—Tl3—O202	150.2 (2)
C108—C107—C106	118.6 (10)	Tl3—C31—H31A	109.5
C108—C107—H10D	120.7	Tl3—C31—H31B	109.5
C106—C107—H10D	120.7	H31A—C31—H31B	109.5
C107—C108—C109	120.7 (11)	Tl3—C31—H31C	109.5
C107—C108—H10E	119.6	H31A—C31—H31C	109.5
C109—C108—H10E	119.6	H31B—C31—H31C	109.5
C104—C109—C108	121.3 (10)	Tl3—C32—H32A	109.5
C104—C109—H10F	119.3	Tl3—C32—H32B	109.5
C108—C109—H10F	119.3	H32A—C32—H32B	109.5
C111—C110—C115	117.9 (9)	Tl3—C32—H32C	109.5
C111—C110—C102	121.5 (8)	H32A—C32—H32C	109.5
C115—C110—C102	120.5 (8)	H32B—C32—H32C	109.5
C112—C111—C110	120.7 (10)	C301—O301—Tl3	128.7 (6)
C112—C111—H11D	119.6	C302—O302—Tl3	124.0 (5)
C110—C111—H11D	119.6	C302—O302—Tl2	120.1 (5)
C113—C112—C111	120.6 (10)	Tl3—O302—Tl2	104.2 (2)
C113—C112—H11E	119.7	O301—C301—C303	125.7 (8)
C111—C112—H11E	119.7	O301—C301—C304	115.7 (8)
C112—C113—C114	120.1 (10)	C303—C301—C304	118.5 (8)
C112—C113—H11F	120.0	O302—C302—C303	126.5 (9)
C114—C113—H11F	120.0	O302—C302—C310	116.1 (8)
C115—C114—C113	119.1 (10)	C303—C302—C310	117.4 (8)
C115—C114—H11G	120.4	C302—C303—C301	127.4 (9)
C113—C114—H11G	120.4	C302—C303—H30A	116.3
C114—C115—C110	121.5 (9)	C301—C303—H30A	116.3
C114—C115—H11H	119.2	C309—C304—C305	118.0 (8)
C110—C115—H11H	119.2	C309—C304—C301	124.3 (8)
C22—Tl2—C21	171.2 (4)	C305—C304—C301	117.7 (8)
C22—Tl2—O202	91.0 (3)	C306—C305—C304	121.1 (9)
C21—Tl2—O202	97.6 (3)	C306—C305—H30B	119.4
C22—Tl2—O201	90.0 (3)	C304—C305—H30B	119.4
C21—Tl2—O201	94.0 (3)	C305—C306—C307	119.6 (10)
O202—Tl2—O201	75.6 (2)	C305—C306—H30C	120.2
C22—Tl2—O302	86.7 (3)	C307—C306—H30C	120.2
C21—Tl2—O302	93.4 (3)	C306—C307—C308	120.7 (9)
O202—Tl2—O302	76.6 (2)	C306—C307—H30D	119.7
O201—Tl2—O302	152.0 (2)	C308—C307—H30D	119.7
Tl2—C21—H21A	109.5	C307—C308—C309	119.2 (9)
Tl2—C21—H21B	109.5	C307—C308—H30E	120.4
H21A—C21—H21B	109.5	C309—C308—H30E	120.4
Tl2—C21—H21C	109.5	C304—C309—C308	121.4 (9)
H21A—C21—H21C	109.5	C304—C309—H30F	119.3
H21B—C21—H21C	109.5	C308—C309—H30F	119.3
Tl2—C22—H22A	109.5	C311—C310—C315	118.3 (9)
Tl2—C22—H22B	109.5	C311—C310—C302	121.0 (8)
H22A—C22—H22B	109.5	C315—C310—C302	120.7 (8)
Tl2—C22—H22C	109.5	C312—C311—C310	120.5 (9)
H22A—C22—H22C	109.5	C312—C311—H31D	119.7
H22B—C22—H22C	109.5	C310—C311—H31D	119.7
C201—O201—Tl2	127.6 (6)	C311—C312—C313	121.3 (9)
C202—O202—Tl2	124.6 (5)	C311—C312—H31E	119.3
O201—C201—C203	125.0 (8)	C313—C312—H31E	119.3
O201—C201—C204	117.0 (8)	C312—C313—C314	119.4 (9)
C203—C201—C204	118.0 (8)	C312—C313—H31F	120.3
O202—C202—C203	127.5 (8)	C314—C313—H31F	120.3
O202—C202—C210	117.1 (8)	C315—C314—C313	120.0 (9)
C203—C202—C210	115.4 (8)	C315—C314—H31G	120.0
C202—C203—C201	128.0 (8)	C313—C314—H31G	120.0
C202—C203—H20A	116.0	C314—C315—C310	120.4 (9)
C201—C203—H20A	116.0	C314—C315—H31H	119.8
C209—C204—C205	118.6 (8)	C310—C315—H31H	119.8
C209—C204—C201	123.4 (8)

C11—Tl1—O101—C101	−122.4 (7)	C205—C206—C207—C208	1.3 (17)
C12—Tl1—O101—C101	66.3 (7)	C206—C207—C208—C209	−0.1 (16)
O102—Tl1—O101—C101	−32.0 (7)	C205—C204—C209—C208	0.4 (14)
O102ⁱ—Tl1—O101—C101	−20.2 (9)	C201—C204—C209—C208	−179.0 (9)
C11—Tl1—O102—C102	124.2 (7)	C207—C208—C209—C204	−0.7 (16)
C12—Tl1—O102—C102	−58.2 (7)	O202—C202—C210—C211	132.1 (10)
O101—Tl1—O102—C102	27.3 (7)	C203—C202—C210—C211	−49.5 (12)
O102ⁱ—Tl1—O102—C102	−146.7 (8)	O202—C202—C210—C215	−48.5 (12)
C11—Tl1—O102—Tl1ⁱ	−89.1 (3)	C203—C202—C210—C215	130.0 (9)
C12—Tl1—O102—Tl1ⁱ	88.5 (3)	C215—C210—C211—C212	0.9 (16)
O101—Tl1—O102—Tl1ⁱ	174.0 (3)	C202—C210—C211—C212	−179.7 (10)
Tl1—O101—C101—C103	27.4 (12)	C210—C211—C212—C213	−2.5 (19)
Tl1—O101—C101—C104	−155.5 (6)	C211—C212—C213—C214	2 (2)
Tl1—O102—C102—C103	−18.7 (13)	C212—C213—C214—C215	0 (2)
Tl1ⁱ—O102—C102—C103	−160.7 (7)	C213—C214—C215—C210	−1.7 (17)
Tl1—O102—C102—C110	164.5 (5)	C211—C210—C215—C214	1.2 (15)
Tl1ⁱ—O102—C102—C110	22.6 (10)	C202—C210—C215—C214	−178.2 (9)
O101—C101—C103—C102	−1.4 (16)	C31—Tl3—O301—C301	−125.9 (8)
C104—C101—C103—C102	−178.6 (9)	C32—Tl3—O301—C301	63.0 (8)
O102—C102—C103—C101	−3.6 (16)	O302—Tl3—O301—C301	−26.2 (8)
C110—C102—C103—C101	173.2 (9)	C31—Tl3—O302—C302	120.7 (7)
O101—C101—C104—C109	151.9 (9)	C32—Tl3—O302—C302	−60.3 (7)
C103—C101—C104—C109	−30.7 (13)	O301—Tl3—O302—C302	36.7 (7)
O101—C101—C104—C105	−25.8 (12)	C31—Tl3—O302—Tl2	−96.7 (4)
C103—C101—C104—C105	151.6 (9)	C32—Tl3—O302—Tl2	82.3 (3)
C109—C104—C105—C106	1.3 (15)	O301—Tl3—O302—Tl2	179.3 (3)
C101—C104—C105—C106	179.1 (9)	C22—Tl2—O302—C302	−117.6 (7)
C104—C105—C106—C107	−2.5 (16)	C21—Tl2—O302—C302	53.6 (7)
C105—C106—C107—C108	1.9 (17)	O202—Tl2—O302—C302	150.5 (6)
C106—C107—C108—C109	−0.2 (18)	O201—Tl2—O302—C302	158.6 (6)
C105—C104—C109—C108	0.4 (16)	C22—Tl2—O302—Tl3	97.9 (3)
C101—C104—C109—C108	−177.3 (10)	C21—Tl2—O302—Tl3	−90.9 (3)
C107—C108—C109—C104	−0.9 (18)	O202—Tl2—O302—Tl3	6.1 (2)
O102—C102—C110—C111	44.7 (12)	O201—Tl2—O302—Tl3	14.1 (5)
C103—C102—C110—C111	−132.4 (9)	Tl3—O301—C301—C303	9.9 (14)
O102—C102—C110—C115	−133.7 (9)	Tl3—O301—C301—C304	−166.3 (6)
C103—C102—C110—C115	49.2 (12)	Tl3—O302—C302—C303	−34.6 (12)
C115—C110—C111—C112	−0.6 (14)	Tl2—O302—C302—C303	−171.7 (7)
C102—C110—C111—C112	−179.0 (9)	Tl3—O302—C302—C310	146.4 (6)
C110—C111—C112—C113	1.5 (16)	Tl2—O302—C302—C310	9.3 (10)
C111—C112—C113—C114	−0.9 (17)	O302—C302—C303—C301	1.1 (16)
C112—C113—C114—C115	−0.7 (16)	C310—C302—C303—C301	−180.0 (9)
C113—C114—C115—C110	1.7 (14)	O301—C301—C303—C302	13.1 (16)
C111—C110—C115—C114	−1.1 (13)	C304—C301—C303—C302	−170.8 (9)
C102—C110—C115—C114	177.4 (8)	O301—C301—C304—C309	−162.7 (9)
C22—Tl2—O201—C201	−60.5 (8)	C303—C301—C304—C309	20.8 (13)
C21—Tl2—O201—C201	127.3 (8)	O301—C301—C304—C305	15.6 (12)
O202—Tl2—O201—C201	30.6 (7)	C303—C301—C304—C305	−160.9 (9)
O302—Tl2—O201—C201	22.5 (10)	C309—C304—C305—C306	−2.5 (14)
C22—Tl2—O202—C202	56.9 (7)	C301—C304—C305—C306	179.1 (9)
C21—Tl2—O202—C202	−125.1 (7)	C304—C305—C306—C307	2.4 (15)
O201—Tl2—O202—C202	−32.9 (7)	C305—C306—C307—C308	−1.6 (16)
O302—Tl2—O202—C202	143.2 (7)	C306—C307—C308—C309	0.9 (16)
Tl2—O201—C201—C203	−18.7 (13)	C305—C304—C309—C308	1.8 (14)
Tl2—O201—C201—C204	161.1 (6)	C301—C304—C309—C308	−179.9 (9)
Tl2—O202—C202—C203	25.4 (13)	C307—C308—C309—C304	−1.0 (15)
Tl2—O202—C202—C210	−156.4 (6)	O302—C302—C310—C311	58.0 (11)
O202—C202—C203—C201	4.6 (16)	C303—C302—C310—C311	−121.1 (10)
C210—C202—C203—C201	−173.6 (9)	O302—C302—C310—C315	−121.1 (9)
O201—C201—C203—C202	−8.7 (15)	C303—C302—C310—C315	59.8 (12)
C204—C201—C203—C202	171.5 (9)	C315—C310—C311—C312	−0.1 (13)
O201—C201—C204—C209	156.7 (9)	C302—C310—C311—C312	−179.3 (8)
C203—C201—C204—C209	−23.6 (13)	C310—C311—C312—C313	0.4 (15)
O201—C201—C204—C205	−22.7 (12)	C311—C312—C313—C314	0.0 (15)
C203—C201—C204—C205	157.0 (9)	C312—C313—C314—C315	−0.7 (15)
C209—C204—C205—C206	0.8 (15)	C313—C314—C315—C310	1.0 (14)
C201—C204—C205—C206	−179.7 (9)	C311—C310—C315—C314	−0.5 (14)
C204—C205—C206—C207	−1.7 (17)	C302—C310—C315—C314	178.6 (8)

Symmetry code: (i) −x, −y+2, −z+1.

Experimental details

Crystal data
Chemical formula	[Tl₂(CH₃)₄(C₁₅H₁₁O₂)₂]
M_r	915.35
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	174
a, b, c (Å)	14.0160 (7), 38.4862 (12), 17.2175 (5)
V (Å³)	9287.5 (6)
Z	12
Radiation type	Mo Kα
µ (mm⁻¹)	10.43
Crystal size (mm)	0.40 × 0.35 × 0.20

Data collection
Diffractometer	Siemens SMART area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995)
T_min, T_max	0.025, 0.124
No. of measured, independent and observed [I > 2σ(I)] reflections	45301, 8309, 7122
R_int	0.078
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.046, 0.107, 1.14
No. of reflections	8309
No. of parameters	542
H-atom treatment	H-atom parameters constrained
	w = 1/[σ²(F_o²) + (0.042P)² + 96.P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	2.00, −2.31

Computer programs: SMART (Siemens, 1995), SAINT (Siemens, 1995), SAINT, SHELXTL (Sheldrick, 1994), SHELXTL.

Selected geometric parameters (Å, º) top

Tl1—C11	2.125 (10)	Tl2—O201	2.447 (6)
Tl1—C12	2.136 (10)	Tl2—O302	2.764 (6)
Tl1—O102	2.448 (6)	Tl3—C31	2.102 (11)
Tl1—O101	2.482 (6)	Tl3—C32	2.122 (11)
Tl1—O102ⁱ	2.762 (6)	Tl3—O302	2.439 (6)
Tl2—C22	2.120 (11)	Tl3—O301	2.472 (6)
Tl2—C21	2.133 (10)	Tl3—O202	2.808 (6)
Tl2—O202	2.441 (6)

C11—Tl1—C12	170.0 (4)	O202—Tl2—O302	76.6 (2)
O102—Tl1—O101	74.7 (2)	O201—Tl2—O302	152.0 (2)
O102—Tl1—O102ⁱ	76.2 (2)	C31—Tl3—C32	170.5 (4)
O101—Tl1—O102ⁱ	150.3 (2)	O302—Tl3—O301	74.7 (2)
C22—Tl2—C21	171.2 (4)	O302—Tl3—O202	75.8 (2)
O202—Tl2—O201	75.6 (2)	O301—Tl3—O202	150.2 (2)

Symmetry code: (i) −x, −y+2, −z+1.

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Bis­[(μ-1,3-di­phenyl­propane-1,3-dionato-O,O′:O′)di­methyl­thallium], [(CH3)2Tl(bzbz)]2

Supporting information

Key indicators

checkCIF results

Bis[(μ-1,3-diphenylpropane-1,3-dionato-O,O′:O′)dimethylthallium], [(CH₃)₂Tl(bzbz)]₂