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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-2983388 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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