Abstract
Triphenylbismuth dicarboxylate Ph3Bi[OC(O)C6H3F2-2,3]2 was synthesized by an oxidative addition reaction between triphenylbismuth and 2,3-difluorobenzoic acid in the presence of tert-butyl hydroperoxide in diethyl ether. The compound was identified by IR spectroscopy and X-ray diffraction analysis. According to X-ray diffraction data, the bismuth atoms in the crystals of the compound [C32H21O4F4Bi, FW is 754.47; triclinic system, space group P \(\bar {1}\) ; cell parameters: a = 9.023(4) Å, b = 11.208(4) Å, c = 14.784(6) Å; α = 70.166(13)°, β = 86.68(3)°, γ = 82.698(14)°; V = 1394.9(10) Å3; crystal size 0.36 × 0.14 × 0.09 mm; index ranges –15 ≤ h ≤ 15, –18 ≤ k ≤ 19, –25 ≤ l ≤ 25; total reflections 91 795; independent reflections 14 244; Rint 0.0426; GOOF 1.010; R1 = 0.0315, wR2 = 0.0613; residual electron density 1.12/–0.91 e/Å3] have a distorted trigonal bipyramidal coordination with the oxygen atoms of the carboxylate ligands in axial positions (the axial angle is 172.19(6)°). The sum of the CBiC bond angles in the equatorial plane is 359.92(9)°. The Bi–O distances are 2.291(2) and 2.250(2) Å, the Bi–C bond lengths vary in the range 2.193(3)–2.216(2) Å. The bismuth atom deviates from of the equatorial plane [C3] by 0.033 Å. In the structure of the compound, Bi⋅⋅⋅O(=C) intramolecular contacts are observed, which is significantly less than the sum of the van der Waals radii of Bi and O atoms (3.9 Å). The spatial crystal structure of the compound is formed due to the presence of hydrogen bonds such as H⋅⋅⋅O(=C), H⋅⋅⋅F, and CH⋅⋅⋅π interactions. Atomic coordinates, bond lengths, and bond angles have been deposited in the Cambridge Crystallographic Data Center (CCDC no. 1981641; deposit@ccdc.cam.ac.uk; https://www.ccdc.cam.ac.uk).
