Five symmetrically substituted 2-aryl-3-benzyl-1,3-thia­zolidin-4-ones: supra­molecular structures in zero, one and two dimensions

There are no direction-specific inter­actions between the mol­ecules of 3-(2-methoxy­benz­yl)-2-(2-methoxy­phen­yl)-1,3-thia­zolidin-4-one, C₁₈H₁₉NO₃S, (I); the mol­ecules of 3-(4-nitro­benz­yl)-2-(4-nitro­phen­yl)-1,3-thia­zolidin-4-one, C₁₆H₁₃N₃O₅S, (II), are linked by four independent C—H...O hydrogen bonds into complex chains of fused rings. In 3-(4-methoxy­benz­yl)-2-(4-methoxy­phen­yl)-1,3-thia­zolidin-4-one, (III), isomeric with (I), the mol­ecules are linked into sheets by a combination of C—H...O and C—H...π(arene) hydrogen bonds, while in 3-(2-nitro­benz­yl)-2-(2-nitro­phen­yl)-1,3-thia­zolidin-4-one, (IV), isomeric with (II), the sheets are built from three independent C—H...O hydrogen bonds and one C—H...π(arene) hydrogen bond, and reinforced by an aromatic π–π stacking inter­action. In 3-(2-fluoro­benz­yl)-2-(2-fluoro­phen­yl)-1,3-thia­zolidin-4-one, C₁₆H₁₃F₂NOS, (V), where the 2-aryl ring exhibits orientational disorder, the mol­ecules are linked into sheets by a combination of C—H...O and C—H...π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π–π stacking inter­action.