Codeine dihydrogen phosphate hemihydrate.
The cation of the title structure [systematic name: (5alpha,6alpha)-6-hydroxy-7,8-didehydro-4,5-epoxy-3-methoxy-17-methylmorphinanium dihydrogen phosphate hemihydrate], C18H22NO3+.H2PO4-.0.5H2O, has a T-shaped conformation. The dihydrogen phosphate anions are linked by O-H...O hydrogen bonds to give an extended ribbon chain. The codeine cations are linked together by O-H...O hydrogen bonds into a zigzag chain. There are also N-H...O bonds between the two types of hydrogen-bonded units. Additionally, they are connected to one another via O...H-O-H...O bridging water molecules. The asymmetric unit contains two codeine hydrogen cations, two dihydrogen phosphate anions and one water molecule. This study shows that the water molecules are firmly bound within a complex three-dimensional hydrogen-bonded framework.
Langes
Christoph
C
Institut für Pharmazie, Universität Innsbruck, Innrain 52, 6020 Innsbruck, Austria.
Gelbrich
Thomas
T
Griesser
Ulrich J
UJ
Kahlenberg
Volker
V
D000838:Anions / Q000737:chemistry; D002412:Cations / Q000737:chemistry; D003061:Codeine / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D009019:Morphinans / Q000737:chemistry*; D014867:Water
C543263:(5alpha,6alpha)-6-hydroxy-7,8-didehydro-4,5-epoxy-3-methoxy-17-methylmorphinanium dihydrogen phosphate hemihydrate; D000838:Anions; D002412:Cations; D009019:Morphinans; D014867:Water; D003061:Codeine