Tris(3-fluorophenyl)antimony dicarboxylates (3-FC6H4)3Sb[OC(O)R]2 (R = CH2Cl, Ph, CH2C6H4NO2-4, C10H15): Synthesis and structure

Abstract

Tris(3-fluorophenyl)antimony dicarboxylates (3-FC6H4)3Sb[OC(O)R]2, R = CH2Cl (I), Ph (II), CH2C6H4NO2-4 (III), C10H15 (IV)) have been synthesized with a high yield by the reaction between tris(3-fluorophenyl)antimony and carboxylic acids in ether in the presence of tert-butyl hydroperoxide. The Sb atoms in complexes I–IV have a distorted trigonal bipyramidal coordination with carboxylate ligands in axial positions. The OSbO angles are 176.61(11)° (I), 177.8(2)°, 175.9(3)° (II), 173.25(16)° (III), and 177.84(14)° (IV). The Sb–O and Sb–Ceqv bond lengths are 2.111(3), 2.131(3) and 2.102(5)–2.117(4) A (I); 2.101(1)–2.547(6) and 2.103(8)–2.132(7) A (II); 2.035(7), 2.144(6) and 2.116(9)–2.130(10) A (III); 2.131(5), 2.156(4) and 2.103(2)–2.153(5) A (IV). The carboxylate ligands show anisobidentate properties, and the Sb⋯О=С distances are 2.804(4), 2.923(4) A (I), 2.541(8)–2.747(9) A (II), 2.967(9), 3.007(9) A (III), and 2.561(9), 2.617(9) A (IV). The structural organization in crystals is based on weak intermolecular hydrogen bonds H⋯F (2.48–2.64 A) and H⋯O(=C) (2.55–2.71 A).