Three new olanzapine structures: the acetic acid monosolvate, and the propan-2-ol and propan-2-one hemisolvate monohydrates

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...[pi] 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.