Abstract
© 2015 American Chemical Society. Crystalline molecular complexes of 18-crown-6 with three sulfonamide analogues (methane, benzene, and toluene sulfonamides) have been synthesized and characterized. Among these, the 18-crown-6:benzenesulfonamide complex exhibits three crystal forms, including a polymorphic pair. Interaction energy calculations show that the host-guest binding energies in these complexes are very high (∼92-104 kJ·mol-1). Energy framework analysis identifies the hierarchy of intermolecular interactions and their topology; a trimeric motif formed by two guest molecules and a crown host is found to be a salient structural feature in these complexes. This study establishes the "sulfonamide-crown motif" as a very robust and predictable supramolecular recognition unit.
| Original language | English |
|---|---|
| Pages (from-to) | 5892-5900 |
| Number of pages | 9 |
| Journal | Crystal Growth and Design |
| Volume | 15 |
| Issue number | 12 |
| Early online date | 29 Oct 2015 |
| DOIs | |
| Publication status | Published - 2 Dec 2015 |