title: Felodipine-diazabicyclo[2.2.2]octane-water (1/1/1).
abstract: The title compound, C(18)H(19)Cl(2)NO(4)·C(6)H(12)N(2)·H(2)O, is a cocrystal hydrate containing the active pharmaceutical ingredient felodipine and diazabicyclo[2.2.2]octane (DABCO). The DABCO and water molecules are linked through O-H···N hydrogen bonds into chains around 2(1) screw axes, while the felodipine molecules form N-H···O hydrogen bonds to the water molecules. The felodipine molecules adopt centrosymmetric back-to-back arrangements that are similar to those present in all of its four reported polymorphs. The dichlorophenyl rings also form π-stacking interactions. The inclusion of water molecules in the cocrystal, rather than formation of N-H···N hydrogen bonds between felodipine and DABCO, may be associated with steric hindrance that would arise between DABCO and the methyl groups of felodipine if they were directly involved in hydrogen bonding.
authors.affiliation: Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, 5230 Odense, Denmark.
authors.forename: Katarzyna A
authors.initials: KA
authors.lastname: Solanko
authors.forename: Artem O
authors.initials: AO
authors.lastname: Surov
authors.forename: German L
authors.initials: GL
authors.lastname: Perlovich
authors.forename: Annette
authors.initials: A
authors.lastname: Bauer-Brandl
authors.forename: Andrew D
authors.initials: AD
authors.lastname: Bond
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D034242:Cyclooctanes / Q000737:chemistry*; D015736:Felodipine / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: D001372:Aza Compounds; D034242:Cyclooctanes; C578397:diazabicyclo(2.2.2)octane; D015736:Felodipine