title: Three new olanzapine structures: the acetic acid monosolvate, and the propan-2-ol and propan-2-one hemisolvate monohydrates.
abstract: The crystal structures of three new solvates of olanzapine [systematic name: 2-methyl-4-(4-methylpiperazin-1-yl)-10H-thieno[2,3-b][1,5]benzodiazepine], namely olanzapine acetic acid monosolvate, C17H20N4S·C2H4O2, (I), olanzapine propan-2-ol hemisolvate monohydrate, C17H20N4S·0.5C3H8O·H2O, (II), and olanzapine propan-2-one hemisolvate monohydrate, C17H20N4S·0.5C3H6O·H2O, (III), are presented and compared with other known olanzapine forms. There is a fairly close resemblance of the molecular conformation for all studied analogues. The crystal structures are built up through olanzapine dimers, which are characterized via C-H...π interactions between the aliphatic fragment (1-methylpiperazin-4-yl) and the aromatic fragment (benzene system). All solvent (guest) molecules participate in hydrogen-bonding networks. The crystal packing is sustained via intermolecular N(host)-H···O(guest), O(guest)-H···N(host), O(guest)-H···O(guest) and C(host)-H···O(guest) hydrogen bonds. It should be noted that the solvent propan-2-ol in (II) and propan-2-one in (III) show orientational disorder. The propan-2-ol molecule lies close to a twofold axis, while the propan-2-one molecule resides strictly on a twofold axis through the carbonyl C atom. In both cases, the water molecules present positional disorder of the H atoms.
authors.affiliation: Institute of General and Ecological Chemistry, Faculty of Chemistry, Łódź University of Technology, Żeromskiego 116, 90-924 Łódź, Poland.
authors.forename: Joanna
authors.initials: J
authors.lastname: Bojarska
authors.forename: Waldemar
authors.initials: W
authors.lastname: Maniukiewicz
authors.forename: Lesław
authors.initials: L
authors.lastname: Sieroń
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D000096:Acetone / Q000031:analogs & derivatives; D001569:Benzodiazepines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D000077152:Olanzapine; D010879:Piperazines / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*
chemical_list: C584212:2-methyl-4-(4-methylpiperazin-1-yl)-10H-thieno(2,3-b)(1,5)benzodiazepine; D010879:Piperazines; D020005:Propanols; C584213:olanzapine propan-2-ol hemisolvate monohydrate; C584214:olanzapine propan-2-one hemisolvate monohydrate; D001569:Benzodiazepines; D000096:Acetone; D000077152:Olanzapine; D019342:Acetic Acid