Interactions in molecular crystals, 149 - Host/guest-inclusion compounds of N,N '-ditosyl-p-phenylenediamine: The hydrogen bonded adducts with morpholine, pyridine, N,N-dimethylformamide, and dimethylsulfoxide

Basic principles of hyrogen-bonding are reviewed including cooperative effe cts and within the novel class of inclusion compounds formed by N,N'-ditosy l-p-phenylenediamine as a capable host, four aggregates with the hydrogen d onor or acceptor guest molecules morpholine, pyridine, N,N-dimethylformamid e and dimethylsulfoxide are reported. Morpholine introduces three additiona l hydrogen bonds N-H ... N, N-H ... O as well as C-H ... O, and pyridine, D MF and DMSO each one of type N-H ... N, N-H ... O(=C) and N-H ... O(=S). Cr ystallization and structures determined are discussed in detail with specia l emphasis on the varying sulfonamide conformation as well as on cavity or channel inclusion of the guest molecules. In conclusion, the crystal growth conditions and the structures of the altogether 13 N,N'-ditosyl-p-phenylen ediamine inclusion compounds investigated are reviewed and possible reasons for their formation are discussed.