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Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide
The title compounds, C(12)H(12)N(6)O(3)S·H(2)O, (I), and C(12)H(12)ClN(5)OS, (II), are 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamides. Compound (I) crystallized as a monohydrate. In both compounds, the molecules have a folded conformation, with the pyrimidine ring being inclined to the benzen...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4971865/ https://www.ncbi.nlm.nih.gov/pubmed/27536406 http://dx.doi.org/10.1107/S2056989016011658 |
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author | Subasri, S. Timiri, Ajay Kumar Barji, Nayan Sinha Jayaprakash, Venkatesan Vijayan, Viswanathan Velmurugan, Devadasan |
author_facet | Subasri, S. Timiri, Ajay Kumar Barji, Nayan Sinha Jayaprakash, Venkatesan Vijayan, Viswanathan Velmurugan, Devadasan |
author_sort | Subasri, S. |
collection | PubMed |
description | The title compounds, C(12)H(12)N(6)O(3)S·H(2)O, (I), and C(12)H(12)ClN(5)OS, (II), are 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamides. Compound (I) crystallized as a monohydrate. In both compounds, the molecules have a folded conformation, with the pyrimidine ring being inclined to the benzene ring by 56.18 (6)° in (I) and by 67.84 (6)° in (II). In both molecules, there is an intramolecular N—H⋯N hydrogen bond stabilizing the folded conformation. In (I), there is also a C—H⋯O intramolecular short contact, and in (II) an intramolecular N—H⋯Cl hydrogen bond is present. In the crystal of (I), molecules are linked by a series of N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds, forming undulating sheets parallel to the (100). The sheets are linked via an N—H⋯O(water) hydrogen bond, forming a three-dimensional network. In the crystal of (II), molecules are linked by a series of N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds, forming slabs parallel to (001). |
format | Online Article Text |
id | pubmed-4971865 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-49718652016-08-17 Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide Subasri, S. Timiri, Ajay Kumar Barji, Nayan Sinha Jayaprakash, Venkatesan Vijayan, Viswanathan Velmurugan, Devadasan Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, C(12)H(12)N(6)O(3)S·H(2)O, (I), and C(12)H(12)ClN(5)OS, (II), are 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamides. Compound (I) crystallized as a monohydrate. In both compounds, the molecules have a folded conformation, with the pyrimidine ring being inclined to the benzene ring by 56.18 (6)° in (I) and by 67.84 (6)° in (II). In both molecules, there is an intramolecular N—H⋯N hydrogen bond stabilizing the folded conformation. In (I), there is also a C—H⋯O intramolecular short contact, and in (II) an intramolecular N—H⋯Cl hydrogen bond is present. In the crystal of (I), molecules are linked by a series of N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds, forming undulating sheets parallel to the (100). The sheets are linked via an N—H⋯O(water) hydrogen bond, forming a three-dimensional network. In the crystal of (II), molecules are linked by a series of N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds, forming slabs parallel to (001). International Union of Crystallography 2016-07-22 /pmc/articles/PMC4971865/ /pubmed/27536406 http://dx.doi.org/10.1107/S2056989016011658 Text en © Subasri 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 (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 Subasri, S. Timiri, Ajay Kumar Barji, Nayan Sinha Jayaprakash, Venkatesan Vijayan, Viswanathan Velmurugan, Devadasan Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
title | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
title_full | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
title_fullStr | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
title_full_unstemmed | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
title_short | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate and N-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
title_sort | crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-n-(3-nitrophenyl)acetamide monohydrate and n-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4971865/ https://www.ncbi.nlm.nih.gov/pubmed/27536406 http://dx.doi.org/10.1107/S2056989016011658 |
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