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N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)

In the title molecular salt, C(7)H(14)N(5)O(+)·Cl(−) (the HCl salt of the oxo derivative of the triazine herbicide simazine), the cation and anion are linked by N—H⋯Cl hydrogen bonds. The chloride ion is also involved in a close electrostatic inter­action with an inversion-related triazine ring [Cl⋯...

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Detalles Bibliográficos
Autores principales: Brown, J. Emery, Baughman, Russell G.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983388/
https://www.ncbi.nlm.nih.gov/pubmed/21587482
http://dx.doi.org/10.1107/S1600536810033775
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author Brown, J. Emery
Baughman, Russell G.
author_facet Brown, J. Emery
Baughman, Russell G.
author_sort Brown, J. Emery
collection PubMed
description In the title molecular salt, C(7)H(14)N(5)O(+)·Cl(−) (the HCl salt of the oxo derivative of the triazine herbicide simazine), the cation and anion are linked by N—H⋯Cl hydrogen bonds. The chloride ion is also involved in a close electrostatic inter­action with an inversion-related triazine ring [Cl⋯centroid distance = 3.201 (1) Å]. A π–π inter­action having a centroid⋯centroid distance of 3.456 (2) Å exists between pairs of rings via another inversion relation. The triazine ring and adjacent non-H atoms are essentially planar (r.m.s. deviation = 0.042 Å), while both methyl groups are approximately perpendicular and on the same side of the plane [torsion angles = 79.3 (3) and −84.6 (3)°]. Upon exposure to X-rays for about two days, the color of the title compound changed from colorless to a pale yellow-orange with no apparent affect on the structure as evidenced by no significant change in the intensities of the standard reflections.
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spelling pubmed-29833882010-12-30 N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl) Brown, J. Emery Baughman, Russell G. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecular salt, C(7)H(14)N(5)O(+)·Cl(−) (the HCl salt of the oxo derivative of the triazine herbicide simazine), the cation and anion are linked by N—H⋯Cl hydrogen bonds. The chloride ion is also involved in a close electrostatic inter­action with an inversion-related triazine ring [Cl⋯centroid distance = 3.201 (1) Å]. A π–π inter­action having a centroid⋯centroid distance of 3.456 (2) Å exists between pairs of rings via another inversion relation. The triazine ring and adjacent non-H atoms are essentially planar (r.m.s. deviation = 0.042 Å), while both methyl groups are approximately perpendicular and on the same side of the plane [torsion angles = 79.3 (3) and −84.6 (3)°]. Upon exposure to X-rays for about two days, the color of the title compound changed from colorless to a pale yellow-orange with no apparent affect on the structure as evidenced by no significant change in the intensities of the standard reflections. International Union of Crystallography 2010-09-04 /pmc/articles/PMC2983388/ /pubmed/21587482 http://dx.doi.org/10.1107/S1600536810033775 Text en © Brown and Baughman 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Brown, J. Emery
Baughman, Russell G.
N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)
title N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)
title_full N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)
title_fullStr N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)
title_full_unstemmed N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)
title_short N-Ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (Oxysimazine·HCl)
title_sort n-ethyl-6-ethyl­amino-4-oxo-1,3,5-triazin-2-aminium chloride (oxysimazine·hcl)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983388/
https://www.ncbi.nlm.nih.gov/pubmed/21587482
http://dx.doi.org/10.1107/S1600536810033775
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