91239-80-4Relevant academic research and scientific papers
Pentacoordinated structures of triphenyltin esters of anthranilic acid, o-(dimethylamino)benzoic acid, and p-aminobenzoic acid formed by intramolecular carboxylate group coordination
Swisher, Robert G.,Vollano, Jean F.,Chandrasekhar,Day, Roberta O.,Holmes, Robert R.
, p. 3147 - 3152 (2008/10/08)
Triphenyltin esters of anthranilic acids were formed by the reaction of bis(triphenyltin) oxide with anthranilic acid, o-(dimethylamino)benzoic acid, and p-aminobenzoic acid (4-6), respectively. X-ray analysis revealed pseudo-pentacoordinated structures containing Ph3Sn coordinated to the carboxylate group. The structural distortion in each is a displacement from the tetrahedron toward the trigonal bipyramid. Infrared and 1H NMR spectra confirm that the structures are retained in solution in that coordination takes place via the two carboxylate oxygen atoms. Intramolecular hydrogen bonding is present in the triphenyltin anthranilate (4), while intermolecular hydrogen bonding is found in the para isomer, 6. Biological implications are discussed. 4 crystallizes in the monoclinic space group P21/c (Z = 4) with a = 12.476 (4) ?, b = 21.974 (3) ?, c = 7.962 (2) ?, and β = 98.64 (2)°. Refinement gave R = 0.033 and Rw = 0.039. For 5, the orthorhombic space group Pccn (Z = 8) was obtained with a = 37.111 (12) ?, b = 17.119 (4) ?, and c = 7.479 (2) ?. Refinement gave R = 0.037 and Rw = 0.047. The monoclinic space group P21/c (Z = 4) was obtained for 6 with a = 15.920 (3) ?, b = 9.111 (3) ?, c = 17.468 (4) ?, and β = 99.38 (2)°. The structure refined to R = 0.029 and Rw = 0.036.
