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A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil
A second metastable form of the title compound, C(12)H(13)N(3) (systematic name: 4,6-dimethyl-N-phenylpyrimidin-2-amine), was isolated from an attempted co-crystallization experiment with meso-erythriol in dimethyl sulfoxide (DMSO). The crystals of form 2 at 120 K are monoclinic, space group P2(1)/...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5458316/ https://www.ncbi.nlm.nih.gov/pubmed/28638651 http://dx.doi.org/10.1107/S2056989017007563 |
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author | Eberlin, Alex R. Frampton, Christopher S. |
author_facet | Eberlin, Alex R. Frampton, Christopher S. |
author_sort | Eberlin, Alex R. |
collection | PubMed |
description | A second metastable form of the title compound, C(12)H(13)N(3) (systematic name: 4,6-dimethyl-N-phenylpyrimidin-2-amine), was isolated from an attempted co-crystallization experiment with meso-erythriol in dimethyl sulfoxide (DMSO). The crystals of form 2 at 120 K are monoclinic, space group P2(1)/n with Z′ = 4 compared to the previously reported triclinic form with Z′ = 2 [Sun et al. (2011 ▸). Acta Chim. Sin. 69, 1909–1914]. The four independent molecules in the asymmetric unit form two discrete dimeric units through a concerted pair of N—H⋯N hydrogen bonds with a graph-set notation of R (2) (2)(8). The origin of the polymorphic behaviour is revealed in that the conformation of each dimer present in the asymmetric unit of the structure is unique and determined by the rotation of the second molecule in the dimer with respect to the first. |
format | Online Article Text |
id | pubmed-5458316 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-54583162017-06-21 A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil Eberlin, Alex R. Frampton, Christopher S. Acta Crystallogr E Crystallogr Commun Research Communications A second metastable form of the title compound, C(12)H(13)N(3) (systematic name: 4,6-dimethyl-N-phenylpyrimidin-2-amine), was isolated from an attempted co-crystallization experiment with meso-erythriol in dimethyl sulfoxide (DMSO). The crystals of form 2 at 120 K are monoclinic, space group P2(1)/n with Z′ = 4 compared to the previously reported triclinic form with Z′ = 2 [Sun et al. (2011 ▸). Acta Chim. Sin. 69, 1909–1914]. The four independent molecules in the asymmetric unit form two discrete dimeric units through a concerted pair of N—H⋯N hydrogen bonds with a graph-set notation of R (2) (2)(8). The origin of the polymorphic behaviour is revealed in that the conformation of each dimer present in the asymmetric unit of the structure is unique and determined by the rotation of the second molecule in the dimer with respect to the first. International Union of Crystallography 2017-05-26 /pmc/articles/PMC5458316/ /pubmed/28638651 http://dx.doi.org/10.1107/S2056989017007563 Text en © Eberlin and Frampton 2017 http://creativecommons.org/licenses/by/2.0/uk/ 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.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Eberlin, Alex R. Frampton, Christopher S. A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
title | A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
title_full | A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
title_fullStr | A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
title_full_unstemmed | A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
title_short | A metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
title_sort | metastable polymorphic form of the antifungal anilinopyrimidine active pyrimethanil |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5458316/ https://www.ncbi.nlm.nih.gov/pubmed/28638651 http://dx.doi.org/10.1107/S2056989017007563 |
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