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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...

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Autores principales: Neuner, Sandro, Gelbrich, Thomas, Wurst, Klaus, Spreitz, Josef, Nerdinger, Sven, Griesser, Ulrich J., Stefinovic, Marijan, Schottenberger, Herwig
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
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.
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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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