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Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate
In the title molecular salt, C(9)H(10)N(5) (+)·C(7)H(7)O(3)S(−), the asymmetric unit consists of a 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium cation and a 4-methylbenzenesulfonate anion. The cation is protonated at the N atom lying between the amine and phenyl substituents. The protonated N and am...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6072993/ https://www.ncbi.nlm.nih.gov/pubmed/30116584 http://dx.doi.org/10.1107/S2056989018010368 |
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author | Sangeetha, Ramalingam Balasubramani, Kasthuri Thanigaimani, Kaliyaperumal Jose Kavitha, Savaridasson |
author_facet | Sangeetha, Ramalingam Balasubramani, Kasthuri Thanigaimani, Kaliyaperumal Jose Kavitha, Savaridasson |
author_sort | Sangeetha, Ramalingam |
collection | PubMed |
description | In the title molecular salt, C(9)H(10)N(5) (+)·C(7)H(7)O(3)S(−), the asymmetric unit consists of a 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium cation and a 4-methylbenzenesulfonate anion. The cation is protonated at the N atom lying between the amine and phenyl substituents. The protonated N and amino-group N atoms are involved in hydrogen bonding with the sulfonate O atoms through a pair of intermolecular N—H⋯O hydrogen bonds, giving rise to a hydrogen-bonded cyclic motif with R (2) (2)(8) graph-set notation. The inversion-related molecules are further linked by four N—H⋯O intermolecular interactions to produce a complementary DDAA (D = donor, A = acceptor) hydrogen-bonded array, forming R (2) (2)(8), R (4) (2)(8) and R (2) (2)(8) ring motifs. The centrosymmetrically paired cations form R (2) (2)(8) ring motifs through base-pairing via N—H⋯N hydrogen bonds. In addition, another R (3) (3)(10) motif is formed between centrosymetrically paired cations and a sulfonate anion via N—H⋯O hydrogen bonds. The crystal structure also features weak S=O⋯π and π–π interactions. Hirshfeld surface and fingerprint plots were employed in order to further study the intermolecular interactions. |
format | Online Article Text |
id | pubmed-6072993 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-60729932018-08-16 Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate Sangeetha, Ramalingam Balasubramani, Kasthuri Thanigaimani, Kaliyaperumal Jose Kavitha, Savaridasson Acta Crystallogr E Crystallogr Commun Research Communications In the title molecular salt, C(9)H(10)N(5) (+)·C(7)H(7)O(3)S(−), the asymmetric unit consists of a 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium cation and a 4-methylbenzenesulfonate anion. The cation is protonated at the N atom lying between the amine and phenyl substituents. The protonated N and amino-group N atoms are involved in hydrogen bonding with the sulfonate O atoms through a pair of intermolecular N—H⋯O hydrogen bonds, giving rise to a hydrogen-bonded cyclic motif with R (2) (2)(8) graph-set notation. The inversion-related molecules are further linked by four N—H⋯O intermolecular interactions to produce a complementary DDAA (D = donor, A = acceptor) hydrogen-bonded array, forming R (2) (2)(8), R (4) (2)(8) and R (2) (2)(8) ring motifs. The centrosymmetrically paired cations form R (2) (2)(8) ring motifs through base-pairing via N—H⋯N hydrogen bonds. In addition, another R (3) (3)(10) motif is formed between centrosymetrically paired cations and a sulfonate anion via N—H⋯O hydrogen bonds. The crystal structure also features weak S=O⋯π and π–π interactions. Hirshfeld surface and fingerprint plots were employed in order to further study the intermolecular interactions. International Union of Crystallography 2018-07-27 /pmc/articles/PMC6072993/ /pubmed/30116584 http://dx.doi.org/10.1107/S2056989018010368 Text en © Sangeetha 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 Sangeetha, Ramalingam Balasubramani, Kasthuri Thanigaimani, Kaliyaperumal Jose Kavitha, Savaridasson Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
title | Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
title_full | Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
title_short | Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
title_sort | crystal structure and hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6072993/ https://www.ncbi.nlm.nih.gov/pubmed/30116584 http://dx.doi.org/10.1107/S2056989018010368 |
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