Solvatomorphs of\nthe Dapsone Structurally Related\nMolecule 3,3′-Diaminodiphenyl Sulfone with Class 2 Residual\nSolvents: Insights into Their Crystal Structures, Stability, and Transformations

Three new solvates of 3,3′-diaminodiphenyl\nsulfone\n(<b>3APS·ACN_m</b>, <b>3APS·DX_m</b>, and <b>3APS·2DX_o)</b> and their solid-state analyses are reported.\nThe two monosolvate\ncompounds (<b>3APS·ACN_m</b> and <b>3APS·DX_m</b>) may be obtained in the pure form by using different synthetic strategies\n(e.g., slow evaporation of the solvent, slurry, or adsorption of the\nsolvent), while the disolvate one (<b>3APS·2DX_o</b>) was\nalways obtained in the mixture form with <b>3APS·DX_m</b>. Interestingly, a previously reported acetonitrile solvate (<b>3APS·ACN_o</b>) was never obtained during the different synthesis\nattempts. The stability (varying times and temperatures) of the investigated\ncompounds and a preliminary selective adsorption test are also reported.\nAn <i>in silico</i> analysis of the two solvatomorphs with\nacetonitrile (ACN) and the two different 1,4-dioxane (DX) solvates\nprovides hints to rationalize the results of the solid-state behavior\ninvestigation.