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Iclaprim mesylate displaying a hydrogen-bonded molecular tape

Authors :
Sandro Neuner
Thomas Gelbrich
Klaus Wurst
Josef Spreitz
Sven Nerdinger
Ulrich J. Griesser
Marijan Stefinovic
Herwig Schottenberger
Source :
Acta Crystallographica Section E: Crystallographic Communications, Vol 79, Iss 1, Pp 24-27 (2023)
Publication Year :
2023
Publisher :
International Union of Crystallography, 2023.

Abstract

The title compound, 2,6-diamino-5-[(2-cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-yl)methyl]pyrimidin-1-ium methanesulfonate, C19H23N4O3+·CH3O3S−, is a salt made up from a protonated iclaprim molecule and a mesylate anion. The pyrimidine and chromene units of the iclaprim molecule form an orthogonal arrangement [interplanar angle of 89.67 (6)°], and the 3-nitrogen position of the pyrimidine ring is protonated. Four distinct N—H...O interactions and an additional N—H...N hydrogen bond connect iclaprim and mesylate molecules to one another, resulting in an infinite hydrogen-bonded molecular tape structure. The central section of the tape is formed by a sequence of fused hydrogen-bonded rings involving four distinct ring types.

Details

Language :
English
ISSN :
20569890
Volume :
79
Issue :
1
Database :
Directory of Open Access Journals
Journal :
Acta Crystallographica Section E: Crystallographic Communications
Publication Type :
Academic Journal
Accession number :
edsdoj.5bc27a2348674a28bf708c52269f20a8
Document Type :
article
Full Text :
https://doi.org/10.1107/S2056989022011689