Crystal and Molecular Structure of 1,3-Dihydro-1-hydroxy-3-oxo-1,2-benziodoxole

Abstract

The crystal and molecular structure of 1,3-dihydro-1-hydroxy-3-oxo-1,2-benziodoxole (I) has been determined by X-ray crystallographic methods. The compound crystallizes as monoclinic needles, in the space group P2 1 / c with four molecules in a unit cell of dimensions a o = 12.89, b o = 4.10, c o = 14.05 A., and β = 96.73°. The geometry observed around the iodine atom appears to be trigonal bipyramid. The 11 atoms composing the molecule were found to be coplanar. The C(1)-I, O(3)-I, and O(2)-I bond distances are 2.16 ± 0.05 A., 2.00 ± 0.05 A., and 2.30 ± 0.05 A., respectively, confirming the heterocyclic nature of I. An abnormally short intermolecular I-O distance at 2.90 A. suggests that the iodine may be acting as a Lewis acid.