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Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide
The title compounds, C(16)H(15)N(5)OS, (I), and C(12)H(12)FN(5)OS, (II), are [(diaminopyrimidine)sulfanyl]acetamide derivatives. In (I), the pyrimidine ring is inclined to the naphthalene ring system by 55.5 (1)°, while in (II), the pyrimidine ring is inclined to the benzene ring by 58.93 (8)°....
Autores principales: | , , , , , |
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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/PMC5290587/ https://www.ncbi.nlm.nih.gov/pubmed/28217364 http://dx.doi.org/10.1107/S2056989017001293 |
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author | Subasri, S. Kumar, Timiri Ajay Sinha, Barij Nayan Jayaprakash, Venkatesan Viswanathan, Vijayan Velmurugan, Devadasan |
author_facet | Subasri, S. Kumar, Timiri Ajay Sinha, Barij Nayan Jayaprakash, Venkatesan Viswanathan, Vijayan Velmurugan, Devadasan |
author_sort | Subasri, S. |
collection | PubMed |
description | The title compounds, C(16)H(15)N(5)OS, (I), and C(12)H(12)FN(5)OS, (II), are [(diaminopyrimidine)sulfanyl]acetamide derivatives. In (I), the pyrimidine ring is inclined to the naphthalene ring system by 55.5 (1)°, while in (II), the pyrimidine ring is inclined to the benzene ring by 58.93 (8)°. In (II), there is an intramolecular N—H⋯N hydrogen bond and a short C—H⋯O contact. In the crystals of (I) and (II), molecules are linked by pairs of N—H⋯N hydrogen bonds, forming inversion dimers with R (2) (2)(8) ring motifs. In the crystal of (I), the dimers are linked by bifurcated N—H⋯(O,O) and C—H⋯O hydrogen bonds, forming layers parallel to (100). In the crystal of (II), the dimers are linked by N—H⋯O hydrogen bonds, also forming layers parallel to (100). The layers are linked by C—H⋯F hydrogen bonds, forming a three-dimensional architecture. |
format | Online Article Text |
id | pubmed-5290587 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-52905872017-02-17 Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide Subasri, S. Kumar, Timiri Ajay Sinha, Barij Nayan Jayaprakash, Venkatesan Viswanathan, Vijayan Velmurugan, Devadasan Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, C(16)H(15)N(5)OS, (I), and C(12)H(12)FN(5)OS, (II), are [(diaminopyrimidine)sulfanyl]acetamide derivatives. In (I), the pyrimidine ring is inclined to the naphthalene ring system by 55.5 (1)°, while in (II), the pyrimidine ring is inclined to the benzene ring by 58.93 (8)°. In (II), there is an intramolecular N—H⋯N hydrogen bond and a short C—H⋯O contact. In the crystals of (I) and (II), molecules are linked by pairs of N—H⋯N hydrogen bonds, forming inversion dimers with R (2) (2)(8) ring motifs. In the crystal of (I), the dimers are linked by bifurcated N—H⋯(O,O) and C—H⋯O hydrogen bonds, forming layers parallel to (100). In the crystal of (II), the dimers are linked by N—H⋯O hydrogen bonds, also forming layers parallel to (100). The layers are linked by C—H⋯F hydrogen bonds, forming a three-dimensional architecture. International Union of Crystallography 2017-01-31 /pmc/articles/PMC5290587/ /pubmed/28217364 http://dx.doi.org/10.1107/S2056989017001293 Text en © Subasri et al. 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 Subasri, S. Kumar, Timiri Ajay Sinha, Barij Nayan Jayaprakash, Venkatesan Viswanathan, Vijayan Velmurugan, Devadasan Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide |
title | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide |
title_full | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide |
title_fullStr | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide |
title_full_unstemmed | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide |
title_short | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(4-fluorophenyl)acetamide |
title_sort | crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-n-(naphthalen-1-yl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-n-(4-fluorophenyl)acetamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290587/ https://www.ncbi.nlm.nih.gov/pubmed/28217364 http://dx.doi.org/10.1107/S2056989017001293 |
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