2. Academic Validation
  3. Crystal structure of levomepromazine maleate

Crystal structure of levomepromazine maleate

  • Acta Crystallogr E Crystallogr Commun. 2016 Apr 5;72(Pt 5):612-5. doi: 10.1107/S2056989016004916.
Gyula Tamás Gál 1,  Nóra Veronika May 1,  Petra Bombicz 1
Affiliations

Affiliation

  • 1 Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, H-1519 Budapest, POB 206, Hungary.
PMID: 27308001 DOI: 10.1107/S2056989016004916
Abstract

The asymmetric unit of the title salt, C19H25N2OS(+)·C4H3O4 (-) [systematic name: (S)-3-(2-meth-oxy-pheno-thia-zin-10-yl)-N,N,2-tri-methyl-propanaminium hydrogen maleate], comprises two (S)-levomepromazine cations and two hydrogen maleate anions. The conformations of the two cations are similar. The major difference relates to the orientation of the meth-oxy substituent at the pheno-thia-zine ring system. The crystal components form a three-dimensional supra-molecular network via N-H⋯O, C-H⋯O and C-H⋯π inter-actions. A comparison of the conformations of the levomepromazine cations with those of the neutral mol-ecule and similar protonated mol-ecules reveals significant conformational flexibility of the pheno-thia-zine ring system and the substituent at the pheno-thia-zine N atom.

Keywords

C—H⋯π interactions; crystal structure; hydrogen bonding; maleate; phenothiazine.

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