Synthesis and Structure of Tris(3-Fluorophenyl) Antimony Bis(2,5-Dimethylbenzenesulphonate) and Bis(Dibromo-fluoroacetate)

Abstract

The interaction of tris(3-fluorophenyl)antimony with 2,5-dimethylbenzenesulfonic or dibromofluoroacetic acid in diethyl ether in the presence of tert-butyl hydroperoxide has synthesized tris(3-fluorophenyl)antimony bis(2,5-dimethylbenzenesulfonate) (1) and tris(3-fluorophenyl)antimony bis(dibromofluoroacetate)  (2). The X-ray diffraction pattern has been obtained at 293 K on an automatic diffractometer D8 Quest Bruker (MoK_α-radiation, λ = 0.71073 Å, graphite monochromator) for crystal 1 [C₃₄H₃₀F₂O₆S₂Sb, M 777.45, the triclinic syngony, the symmetry group P–1; cell parameters: a 10.634(18) Å, b 11.38(2) Å, c 14.31(3) Å, α = 90.51(8) degrees, β = 90.35(11) degrees, γ = 112.79(5)  degrees; V = 1596(5)  ų; the crystal size is 0.5×0.48×0.17 mm; intervals of reflection indexes are –15 ≤ h ≤ 14, –15 ≤ k ≤ 15, –19 ≤ l ≤ 19; total reflections 30473; independent reflections 8318; R_int 0.0920; GOOF 1.894; R₁ = 0.1699, wR₂ = 0.4237; residual electron density 6.78/–5.48 e/ų] and crystal 2 [C₂₂H₁₂O₄F₇SbBr₂, M 754.89, the triclinic syngony, the symmetry group P–1; cell parameters: a 8.98(3) Å, b 10.41(2) Å, c 14.92(3) Å, α = 90.77(7) degrees, β = 90.73(9) degrees, γ = 113.95(10) degrees; V = 1275(5) ų; the crystal size is 0.65 × 0.32 × 0.14 mm; intervals of reflection indexes are
–13 ≤ h ≤ 13, –15 ≤ k ≤ 14, –21 ≤ l ≤ 21; total reflections 61066; independent reflections 8511;
R_int 0.0863; GOOF 1.983; R₁ = 0.1529, wR₂ = 0.4647; residual electron density 4.41/–3.48 e/ų] the antimony atoms have a distorted trigonal-bipyramidal coordination. The axial OSbO angles are 178.2(3)° (1) and 174.0(4)° (2); the sum of the CSbC angles in the equatorial plane is 360°. The Sb–O and Sb–C bond lengths are 2.108(9)–2.131(12) Å and 2.090(14)– 2.21(3) Å. The structural organization of crystals 1 and 2 is controlled by intermolecular bonds O···H 2.53–2.70 Å (1) and 2.57–2.60 Å (2), F···H 2.46–2.59 Å (1) and Br···H 3.02 Å (2). In 2 the short contacts C··· F have been observed between the aryl ligands of neighboring molecules 3.079 and 3.085 Å. Complete tables of coordinates of atoms, bond lengths and valence angles for structures 1 and 2 are deposited at the Cambridge Structural Data Bank (no. 2055553, 2055764; deposit@ccdc.cam.ac.uk; http: //www.ccdc.cam.ac.uk).