Cargando…

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)/...

Descripción completa

Detalles Bibliográficos
Autores principales: Eberlin, Alex R., Frampton, Christopher S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
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
_version_ 1783241738931929088
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
work_keys_str_mv AT eberlinalexr ametastablepolymorphicformoftheantifungalanilinopyrimidineactivepyrimethanil
AT framptonchristophers ametastablepolymorphicformoftheantifungalanilinopyrimidineactivepyrimethanil
AT eberlinalexr metastablepolymorphicformoftheantifungalanilinopyrimidineactivepyrimethanil
AT framptonchristophers metastablepolymorphicformoftheantifungalanilinopyrimidineactivepyrimethanil