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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...

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Detalles Bibliográficos
Autores principales: Kwon, Eunjin, Kim, Jineun, Park, Hyunjin, Kim, Tae Ho
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
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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.
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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
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