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Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide
In the title compounds, C(14)H(17)N(5)OS (I) and C(13)H(15)N(5)O(2)S (II), the dihedral angle between the pyrimidine and benzene rings is 58.64 (8)° in (I) and 78.33 (9)° in (II). In both compounds, there is an intramolecular C—H⋯O hydrogen bond, and in (II) there is also an intramolecular N—H⋯N h...
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/PMC5499277/ https://www.ncbi.nlm.nih.gov/pubmed/28775869 http://dx.doi.org/10.1107/S2056989017008143 |
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author | Choudhury, Manisha Viswanathan, Vijayan Timiri, Ajay Kumar Sinha, Barij Nayan Jayaprakash, Venkatesan Velmurugan, Devadasan |
author_facet | Choudhury, Manisha Viswanathan, Vijayan Timiri, Ajay Kumar Sinha, Barij Nayan Jayaprakash, Venkatesan Velmurugan, Devadasan |
author_sort | Choudhury, Manisha |
collection | PubMed |
description | In the title compounds, C(14)H(17)N(5)OS (I) and C(13)H(15)N(5)O(2)S (II), the dihedral angle between the pyrimidine and benzene rings is 58.64 (8)° in (I) and 78.33 (9)° in (II). In both compounds, there is an intramolecular C—H⋯O hydrogen bond, and in (II) there is also an intramolecular N—H⋯N hydrogen bond present. In the crystals of both compounds, a pair of N—H⋯N hydrogen bonds links the individual molecules to form inversion dimers with R (2) (2)(8) ring motifs. In (I), the dimers are linked by N—H⋯O and C—H⋯O hydrogen bonds, enclosing R (2) (1)(14), R (2) (1)(11) and R (2) (1)(7) ring motifs, forming layers parallel to the (100) plane. There is also an N—H⋯π interaction present within the layer. In (II), the inversion dimers are linked by N—H⋯O hydrogen bonds enclosing an R (4) (4)(18) ring motif. The presence of N—H⋯O and C—H⋯O hydrogen bonds generate an R (2) (1)(6) ring motif. The combination of these various hydrogen bonds results in the formation of layers parallel to the (1-11) plane. |
format | Online Article Text |
id | pubmed-5499277 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-54992772017-08-03 Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide Choudhury, Manisha Viswanathan, Vijayan Timiri, Ajay Kumar Sinha, Barij Nayan Jayaprakash, Venkatesan Velmurugan, Devadasan Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds, C(14)H(17)N(5)OS (I) and C(13)H(15)N(5)O(2)S (II), the dihedral angle between the pyrimidine and benzene rings is 58.64 (8)° in (I) and 78.33 (9)° in (II). In both compounds, there is an intramolecular C—H⋯O hydrogen bond, and in (II) there is also an intramolecular N—H⋯N hydrogen bond present. In the crystals of both compounds, a pair of N—H⋯N hydrogen bonds links the individual molecules to form inversion dimers with R (2) (2)(8) ring motifs. In (I), the dimers are linked by N—H⋯O and C—H⋯O hydrogen bonds, enclosing R (2) (1)(14), R (2) (1)(11) and R (2) (1)(7) ring motifs, forming layers parallel to the (100) plane. There is also an N—H⋯π interaction present within the layer. In (II), the inversion dimers are linked by N—H⋯O hydrogen bonds enclosing an R (4) (4)(18) ring motif. The presence of N—H⋯O and C—H⋯O hydrogen bonds generate an R (2) (1)(6) ring motif. The combination of these various hydrogen bonds results in the formation of layers parallel to the (1-11) plane. International Union of Crystallography 2017-06-13 /pmc/articles/PMC5499277/ /pubmed/28775869 http://dx.doi.org/10.1107/S2056989017008143 Text en © Choudhury 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 Choudhury, Manisha Viswanathan, Vijayan Timiri, Ajay Kumar Sinha, Barij Nayan Jayaprakash, Venkatesan Velmurugan, Devadasan Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide |
title | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide |
title_full | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide |
title_fullStr | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide |
title_full_unstemmed | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide |
title_short | Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-methoxyphenyl)acetamide |
title_sort | crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-n-(2,4-dimethylphenyl)acetamide and 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-n-(3-methoxyphenyl)acetamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5499277/ https://www.ncbi.nlm.nih.gov/pubmed/28775869 http://dx.doi.org/10.1107/S2056989017008143 |
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