Two ortho-rhom-bic polymorphs of hydro-morphone.
Conditions to obtain two polymorphic forms by crystallization from solution were determined for the analgesic drug hydro-morphone [C17H19NO3; systematic name: (4R,4aR,7aR,12bS)-9-hy-droxy-3-methyl-1,2,4,4a,5,6,7a,13-octa-hydro-4,12-methano-benzofuro[3,2-e]iso-quinolin-7-one]. These two crystalline forms, designated as I and II, belong to the P212121 ortho-rhom-bic space group. In both polymorphs, the hydro-morphone mol-ecules adopt very similar conformations with some small differences observed only in the N-methyl amine part of the mol-ecule. The crystal structures of both polymorphs feature chains of mol-ecules connected by hydrogen bonds; however, in form I this inter-action occurs between the hydroxyl group and the tertiary amine N atom whereas in form II the hydroxyl group acts as a donor of a hydrogen bond to the O atom from the cyclic ether part.
Crystallics B.V., Meibergdreef 31, 1105 AZ Amsterdam, The Netherlands.
Jaroslaw
J
Mazurek
Crystallics B.V., Meibergdreef 31, 1105 AZ Amsterdam, The Netherlands.
Marcel
M
Hoffmann
Crystallics B.V., Meibergdreef 31, 1105 AZ Amsterdam, The Netherlands.
Ana
A
Fernandez Casares
Noramco Inc., 503 Carr Rd, Suite 200, Wilmington, DE 19809, USA.
D Phillip
DP
Cox
Noramco Inc., 1440 Olympic Drive, Athens, GA 30601, USA.
Mathew D
MD
Minardi
Noramco Inc., 1440 Olympic Drive, Athens, GA 30601, USA.
Josh
J
Sasine
crystal structure; hydro­morphone,hydrogen bonding; polymorphism