Interactions in molecular crystals, 153. Host/guest-inclusion compounds ofN,N '-ditosyl-p-phenylenediamine derivatives: The crystal structures of N,N '-di(4-ethylbenzosulfuryl)-p-phenylenediamine and its aggregates with acetone and cyclopentanone

A class of novel inclusion compounds based on the hydrogen-bonded host latt ice of N,N'-ditosyl-p-phenylenediamine is the starting point for the invest igation of derivatives such as N,N'-di(4-ethyl-benzosulfuryl)-p-phenylenedi amine. Structures of both the guest-free compound and of its clathrates wit h acetone as well as cyclopentanone suggest a considerable enthalpy of form ation contribution from the conformational change of the sulfonamide backbo ne on adaption of the guest molecules. The host channels of the N,N'-ditosy l-p-phenylenediamine inclusion compounds are compared to those of the ethyl derivative elongated by two H2C substituent units, and the crystal packing in its cyclopentanone clathrate with an unexpected type of bulged channels is emphasized.