Cargando…
A second triclinic polymorph of azimsulfuron
The title compound, C(13)H(16)N(10)O(5)S (systematic name: 1-(4,6-dimethoxypyrimidin-2-yl)-3-{[1-methyl-4-(2-methyl-2H-tetrazol-5-yl)pyrazol-5-yl]sulfonyl}urea), is a second triclinic polymorph of this crystal [for the other, see: Jeon et al., (2015 ▸). Acta Cryst. E71, o470–o471]. There are two...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5050778/ https://www.ncbi.nlm.nih.gov/pubmed/27746943 http://dx.doi.org/10.1107/S2056989016014845 |
_version_ | 1782457949815308288 |
---|---|
author | Kwon, Eunjin Kim, Jineun Park, Hyunjin Kim, Tae Ho |
author_facet | Kwon, Eunjin Kim, Jineun Park, Hyunjin Kim, Tae Ho |
author_sort | Kwon, Eunjin |
collection | PubMed |
description | The title compound, C(13)H(16)N(10)O(5)S (systematic name: 1-(4,6-dimethoxypyrimidin-2-yl)-3-{[1-methyl-4-(2-methyl-2H-tetrazol-5-yl)pyrazol-5-yl]sulfonyl}urea), is a second triclinic polymorph of this crystal [for the other, see: Jeon et al., (2015 ▸). Acta Cryst. E71, o470–o471]. There are two molecules, A and B, in the asymmetric unit; the dihedral angles between the pyrazole ring and the tetrazole and dimethoxypyrimidine ring planes are 72.84 (10) and 37.24 (14)°, respectively (molecule A) and 84.38 (9) and 26.09 (15)°, respectively (molecule B). Each molecule features an intramolecular N—H⋯N hydrogen bond. In the crystal, aromatic π–π stacking interactions [centroid–centroid separations = 3.9871 (16), 3.4487 (14) and 3.5455 (16) Å] link the molecules into [001] chains. In addition, N—H⋯N, N—H⋯O, C—H⋯O and C—H⋯N hydrogen bonds occur, forming a three-dimensional architecture. We propose that the dimorphism results from differences in conformations and packing owing to different intermolecular interactions, especially aromatic π–π stacking. |
format | Online Article Text |
id | pubmed-5050778 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-50507782016-10-14 A second triclinic polymorph of azimsulfuron Kwon, Eunjin Kim, Jineun Park, Hyunjin Kim, Tae Ho Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(13)H(16)N(10)O(5)S (systematic name: 1-(4,6-dimethoxypyrimidin-2-yl)-3-{[1-methyl-4-(2-methyl-2H-tetrazol-5-yl)pyrazol-5-yl]sulfonyl}urea), is a second triclinic polymorph of this crystal [for the other, see: Jeon et al., (2015 ▸). Acta Cryst. E71, o470–o471]. There are two molecules, A and B, in the asymmetric unit; the dihedral angles between the pyrazole ring and the tetrazole and dimethoxypyrimidine ring planes are 72.84 (10) and 37.24 (14)°, respectively (molecule A) and 84.38 (9) and 26.09 (15)°, respectively (molecule B). Each molecule features an intramolecular N—H⋯N hydrogen bond. In the crystal, aromatic π–π stacking interactions [centroid–centroid separations = 3.9871 (16), 3.4487 (14) and 3.5455 (16) Å] link the molecules into [001] chains. In addition, N—H⋯N, N—H⋯O, C—H⋯O and C—H⋯N hydrogen bonds occur, forming a three-dimensional architecture. We propose that the dimorphism results from differences in conformations and packing owing to different intermolecular interactions, especially aromatic π–π stacking. International Union of Crystallography 2016-09-23 /pmc/articles/PMC5050778/ /pubmed/27746943 http://dx.doi.org/10.1107/S2056989016014845 Text en © Kwon et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Kwon, Eunjin Kim, Jineun Park, Hyunjin Kim, Tae Ho A second triclinic polymorph of azimsulfuron |
title | A second triclinic polymorph of azimsulfuron |
title_full | A second triclinic polymorph of azimsulfuron |
title_fullStr | A second triclinic polymorph of azimsulfuron |
title_full_unstemmed | A second triclinic polymorph of azimsulfuron |
title_short | A second triclinic polymorph of azimsulfuron |
title_sort | second triclinic polymorph of azimsulfuron |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5050778/ https://www.ncbi.nlm.nih.gov/pubmed/27746943 http://dx.doi.org/10.1107/S2056989016014845 |
work_keys_str_mv | AT kwoneunjin asecondtriclinicpolymorphofazimsulfuron AT kimjineun asecondtriclinicpolymorphofazimsulfuron AT parkhyunjin asecondtriclinicpolymorphofazimsulfuron AT kimtaeho asecondtriclinicpolymorphofazimsulfuron AT kwoneunjin secondtriclinicpolymorphofazimsulfuron AT kimjineun secondtriclinicpolymorphofazimsulfuron AT parkhyunjin secondtriclinicpolymorphofazimsulfuron AT kimtaeho secondtriclinicpolymorphofazimsulfuron |