title: Noncovalent self-assembly of bicyclo[4.2.2]diketopiperazines: influence of saturation in the bridging carbacyclic ring.
abstract: [structure: see text] We have prepared 7,9-diazabicyclo[4.2.2]dec-3-ene-8,10-dione (3) and 7,9-diazabicyclo[4.2.2]decane-8,10-dione (4), which differ by virtue of the degree of unsaturation in the bridging carbacyclic tether on a 2,5-diketopiperazine. Remarkably different self-assembly patterns were observed in the solid state for the two compounds, attributed to subtle variations in the conformational constraints imposed by the tether.
authors.affiliation: Drug Discovery Division, Johnson & Johnson Pharmaceutical Research and Development, Spring House, Pennsylvania 19477, USA.
authors.forename: Yanming
authors.initials: Y
authors.lastname: Du
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Creighton
authors.forename: Brett A
authors.initials: BA
authors.lastname: Tounge
authors.forename: Allen B
authors.initials: AB
authors.lastname: Reitz