Abstract

The asymmetric unit of the title salt, C17H21N4S+·C7H5O4 -·C3H7OH, consists of an olanzapinium cation, an independent 2,5-di-hydroxy-benzoate anion and a solvent isopropyl alcohol mol-ecule. The central seven-membered heterocycle is in a boat conformation, while the piperazine ring displays a distorted chair conformation. The dihedral angle between the benzene and thiene rings flanking the diazepine ring is 52.58 (19)°. In the crystal, the anions and cations are connected by N-H⋯O and O-H⋯O hydrogen bonds, forming a three-dimensional network.

Highlights

  • The asymmetric unit of the title salt, C17H21N4S+ÁC7H5O4ÀÁC3H7OH, consists of an olanzapinium cation, an independent 2,5-dihydroxybenzoate anion and a solvent isopropyl alcohol molecule

  • The central seven-membered heterocycle is in a boat conformation, while the piperazine ring displays a distorted chair conformation

  • The anions and cations are connected by N—HÁ Á ÁO and O—HÁ Á ÁO hydrogen bonds, forming a threedimensional network

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Summary

Chemical context

Olanzapine is an atypical antipsychotic with indications for the treatment of schizophrenia, acute mania and the prevention of relapse in bipolar disorder. Olanzapine, the pharmaceutically active component of the title compound, a thienobenzodiazepine derivative, along with clozapine, quetiapine, risperidone and ziprasidone, belongs to the newer generation of atypical antipsychotic agents (Chakrabarti et al, 1980; Callaghan et al, 1999; Kennedy et al, 2001; Tandon & Jibson, 2003). These atypical antipsychotic agents, in comparison with the older generation, show greater efficacy against both positive and negative symptoms of schizophrenia (a debilitating mental disorder) as well as associated cognitive deficits and are virtually devoid of extrapyramidal symptoms (Tandon, 2002). The larger r.m.s deviation with the related structure may be due to the different substitution of groups on the olanzapinium cation

Supramolecular features
Database survey
Findings
Synthesis and crystallization
Full Text
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