Title of article
Two orthorhombic polymorphs of hydromorphone
Author/Authors
Mazurek, Jaroslaw Crystallics B.V.- Meibergdreef 31 - 1105 AZ Amsterdam - The Netherlands , Hoffmann, Marcel Crystallics B.V.- Meibergdreef 31 - 1105 AZ Amsterdam - The Netherlands , Casares, Ana Fernandez Crystallics B.V.- Meibergdreef 31 - 1105 AZ Amsterdam - The Netherlands , Cox, D. Phillip Noramco Inc. - 503 Carr Rd - Suite 200, Wilmington- DE 19809, USA , Minardi, Mathew D. Noramco Inc., 1440 Olympic Drive, USA , Sasinec, Josh Noramco Inc., 1440 Olympic Drive, USA
Pages
13
From page
1
To page
13
Abstract
Conditions to obtain two polymorphic forms by crystallization from solution were determined for the analgesic drug hydromorphone [C17H19NO3; systematic name: (4R,4aR,7aR,12bS)-9-hydroxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one]. These two crystalline forms, designated as I and II, belong to the P212121 orthorhombic space group. In both polymorphs, the hydromorphone molecules adopt very similar conformations with some small differences observed only in the N-methyl amine part of the molecule. The crystal structures of both polymorphs feature chains of molecules connected by hydrogen bonds; however, in form I this interaction 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.
Keywords
crystal structure , hydromorphone , hydrogen bonding , crystal structure
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2016
Record number
2617921
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