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Iclaprim mesylate displaying a hydrogen-bonded molecular tape
The title compound, 2,6-diamino-5-[(2-cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-yl)methyl]pyrimidin-1-ium methanesulfonate, C(19)H(23)N(4)O(3) (+)·CH(3)O(3)S(−), is a salt made up from a protonated iclaprim molecule and a mesylate anion. The pyrimidine and chromene units of the iclaprim mol...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9815135/ https://www.ncbi.nlm.nih.gov/pubmed/36628360 http://dx.doi.org/10.1107/S2056989022011689 |
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author | Neuner, Sandro Gelbrich, Thomas Wurst, Klaus Spreitz, Josef Nerdinger, Sven Griesser, Ulrich J. Stefinovic, Marijan Schottenberger, Herwig |
author_facet | Neuner, Sandro Gelbrich, Thomas Wurst, Klaus Spreitz, Josef Nerdinger, Sven Griesser, Ulrich J. Stefinovic, Marijan Schottenberger, Herwig |
author_sort | Neuner, Sandro |
collection | PubMed |
description | The title compound, 2,6-diamino-5-[(2-cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-yl)methyl]pyrimidin-1-ium methanesulfonate, C(19)H(23)N(4)O(3) (+)·CH(3)O(3)S(−), 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. |
format | Online Article Text |
id | pubmed-9815135 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-98151352023-01-09 Iclaprim mesylate displaying a hydrogen-bonded molecular tape Neuner, Sandro Gelbrich, Thomas Wurst, Klaus Spreitz, Josef Nerdinger, Sven Griesser, Ulrich J. Stefinovic, Marijan Schottenberger, Herwig Acta Crystallogr E Crystallogr Commun Research Communications The title compound, 2,6-diamino-5-[(2-cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-yl)methyl]pyrimidin-1-ium methanesulfonate, C(19)H(23)N(4)O(3) (+)·CH(3)O(3)S(−), 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. International Union of Crystallography 2023-01-01 /pmc/articles/PMC9815135/ /pubmed/36628360 http://dx.doi.org/10.1107/S2056989022011689 Text en © Neuner et al. 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Neuner, Sandro Gelbrich, Thomas Wurst, Klaus Spreitz, Josef Nerdinger, Sven Griesser, Ulrich J. Stefinovic, Marijan Schottenberger, Herwig Iclaprim mesylate displaying a hydrogen-bonded molecular tape |
title | Iclaprim mesylate displaying a hydrogen-bonded molecular tape |
title_full | Iclaprim mesylate displaying a hydrogen-bonded molecular tape |
title_fullStr | Iclaprim mesylate displaying a hydrogen-bonded molecular tape |
title_full_unstemmed | Iclaprim mesylate displaying a hydrogen-bonded molecular tape |
title_short | Iclaprim mesylate displaying a hydrogen-bonded molecular tape |
title_sort | iclaprim mesylate displaying a hydrogen-bonded molecular tape |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9815135/ https://www.ncbi.nlm.nih.gov/pubmed/36628360 http://dx.doi.org/10.1107/S2056989022011689 |
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