Cargando…

Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide

In the title compounds, C(11)H(12)N(6)OS (I) and C(10)H(11)N(7)OS (II), the di­amino­pyrimidine ring makes dihedral angles of 71.10 (9)° with the pyridine ring in (I) and 62.93 (15)° with the pyrazine ring in (II). The ethanamine group, –CH(2)–C(=O)–NH– lies in the plane of the pyridine and pyrazine...

Descripción completa

Detalles Bibliográficos
Autores principales: Choudhury, Manisha, Viswanathan, Vijayan, Timiri, Ajay Kumar, Sinha, Barij Nayan, Jayaprakash, Venkatesan, Velmurugan, Devadasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947495/
https://www.ncbi.nlm.nih.gov/pubmed/29850099
http://dx.doi.org/10.1107/S2056989018005704
_version_ 1783322379390287872
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(11)H(12)N(6)OS (I) and C(10)H(11)N(7)OS (II), the di­amino­pyrimidine ring makes dihedral angles of 71.10 (9)° with the pyridine ring in (I) and 62.93 (15)° with the pyrazine ring in (II). The ethanamine group, –CH(2)–C(=O)–NH– lies in the plane of the pyridine and pyrazine rings in compounds (I) and (II), respectively. In both compounds, there is an intra­molecular N—H⋯N hydrogen bond forming an S(7) ring motif and a short C—H⋯O inter­action forming an S(6) loop. In the crystals of both compounds, mol­ecules are linked by pairs of N—H⋯N hydrogen bonds, forming inversion dimers with R (2) (2)(8) ring motifs. In (I), the dimers are linked by N—H⋯O and N—H⋯N hydrogen bonds, forming layers parallel to (1[Image: see text] [Image: see text]). The layers are linked by offset π–π inter­actions [inter­centroid distance = 3.777 (1) Å], forming a three-dimensional supra­molecular structure. In (II), the dimers are linked by N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds, also forming a three-dimensional supra­molecular structure.
format Online
Article
Text
id pubmed-5947495
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-59474952018-05-30 Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)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(11)H(12)N(6)OS (I) and C(10)H(11)N(7)OS (II), the di­amino­pyrimidine ring makes dihedral angles of 71.10 (9)° with the pyridine ring in (I) and 62.93 (15)° with the pyrazine ring in (II). The ethanamine group, –CH(2)–C(=O)–NH– lies in the plane of the pyridine and pyrazine rings in compounds (I) and (II), respectively. In both compounds, there is an intra­molecular N—H⋯N hydrogen bond forming an S(7) ring motif and a short C—H⋯O inter­action forming an S(6) loop. In the crystals of both compounds, mol­ecules are linked by pairs of N—H⋯N hydrogen bonds, forming inversion dimers with R (2) (2)(8) ring motifs. In (I), the dimers are linked by N—H⋯O and N—H⋯N hydrogen bonds, forming layers parallel to (1[Image: see text] [Image: see text]). The layers are linked by offset π–π inter­actions [inter­centroid distance = 3.777 (1) Å], forming a three-dimensional supra­molecular structure. In (II), the dimers are linked by N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds, also forming a three-dimensional supra­molecular structure. International Union of Crystallography 2018-04-27 /pmc/articles/PMC5947495/ /pubmed/29850099 http://dx.doi.org/10.1107/S2056989018005704 Text en © Choudhury et al. 2018 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 and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide
title Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide
title_full Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide
title_fullStr Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide
title_full_unstemmed Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide
title_short Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-N-(pyrazin-2-yl)acetamide
title_sort crystal structures and hirshfeld surface analyses of 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-n-(pyridin-2-yl)acetamide and 2-[(4,6-di­amino­pyrimidin-2-yl)sulfan­yl]-n-(pyrazin-2-yl)acetamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947495/
https://www.ncbi.nlm.nih.gov/pubmed/29850099
http://dx.doi.org/10.1107/S2056989018005704
work_keys_str_mv AT choudhurymanisha crystalstructuresandhirshfeldsurfaceanalysesof246diaminopyrimidin2ylsulfanylnpyridin2ylacetamideand246diaminopyrimidin2ylsulfanylnpyrazin2ylacetamide
AT viswanathanvijayan crystalstructuresandhirshfeldsurfaceanalysesof246diaminopyrimidin2ylsulfanylnpyridin2ylacetamideand246diaminopyrimidin2ylsulfanylnpyrazin2ylacetamide
AT timiriajaykumar crystalstructuresandhirshfeldsurfaceanalysesof246diaminopyrimidin2ylsulfanylnpyridin2ylacetamideand246diaminopyrimidin2ylsulfanylnpyrazin2ylacetamide
AT sinhabarijnayan crystalstructuresandhirshfeldsurfaceanalysesof246diaminopyrimidin2ylsulfanylnpyridin2ylacetamideand246diaminopyrimidin2ylsulfanylnpyrazin2ylacetamide
AT jayaprakashvenkatesan crystalstructuresandhirshfeldsurfaceanalysesof246diaminopyrimidin2ylsulfanylnpyridin2ylacetamideand246diaminopyrimidin2ylsulfanylnpyrazin2ylacetamide
AT velmurugandevadasan crystalstructuresandhirshfeldsurfaceanalysesof246diaminopyrimidin2ylsulfanylnpyridin2ylacetamideand246diaminopyrimidin2ylsulfanylnpyrazin2ylacetamide