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2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione
In the title 1,2,4-triazine derivative, C(17)H(19)N(3)O(3), the heterocyclic ring is planar (r.m.s. deviation = 0.040 Å) and effectively coplanar with the adjacent phenyl ring [dihedral angle = 4.5 (2)°] but almost perpendicular to the (cyclohex-3-en-1-ylmethoxy)methyl residue [N—N—C—O torsion ang...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379356/ https://www.ncbi.nlm.nih.gov/pubmed/22719554 http://dx.doi.org/10.1107/S1600536812021198 |
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author | El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | El-Brollosy, Nasser R. |
collection | PubMed |
description | In the title 1,2,4-triazine derivative, C(17)H(19)N(3)O(3), the heterocyclic ring is planar (r.m.s. deviation = 0.040 Å) and effectively coplanar with the adjacent phenyl ring [dihedral angle = 4.5 (2)°] but almost perpendicular to the (cyclohex-3-en-1-ylmethoxy)methyl residue [N—N—C—O torsion angle = 71.6 (5)°], so that the molecule has an ‘L’ shape. Supramolecular chains along [001] are formed in the crystal via N—H⋯O hydrogen bonds where the acceptor O atom is the ether O atom. The adjacent carbonyl O atom forms a complementary C—H⋯O contact resulting in the formation of a seven-membered {⋯HNCO⋯HCO} heterosynthon; the second carbonyl O atom forms an intramolecular C—H⋯O contact. Chains are connected into a supramolecular layer in the ac plane by π–π interactions [ring centroid–centroid distance = 3.488 (3) Å]. The central atom in the –CH(2)CH(2)C(H)= residue of the cyclohexene ring is disordered over two sites, with the major component having a site-occupancy factor of 0.51 (2). |
format | Online Article Text |
id | pubmed-3379356 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33793562012-06-20 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title 1,2,4-triazine derivative, C(17)H(19)N(3)O(3), the heterocyclic ring is planar (r.m.s. deviation = 0.040 Å) and effectively coplanar with the adjacent phenyl ring [dihedral angle = 4.5 (2)°] but almost perpendicular to the (cyclohex-3-en-1-ylmethoxy)methyl residue [N—N—C—O torsion angle = 71.6 (5)°], so that the molecule has an ‘L’ shape. Supramolecular chains along [001] are formed in the crystal via N—H⋯O hydrogen bonds where the acceptor O atom is the ether O atom. The adjacent carbonyl O atom forms a complementary C—H⋯O contact resulting in the formation of a seven-membered {⋯HNCO⋯HCO} heterosynthon; the second carbonyl O atom forms an intramolecular C—H⋯O contact. Chains are connected into a supramolecular layer in the ac plane by π–π interactions [ring centroid–centroid distance = 3.488 (3) Å]. The central atom in the –CH(2)CH(2)C(H)= residue of the cyclohexene ring is disordered over two sites, with the major component having a site-occupancy factor of 0.51 (2). International Union of Crystallography 2012-05-19 /pmc/articles/PMC3379356/ /pubmed/22719554 http://dx.doi.org/10.1107/S1600536812021198 Text en © El-Brollosy et al. 2012 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 El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione |
title | 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione |
title_full | 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione |
title_fullStr | 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione |
title_full_unstemmed | 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione |
title_short | 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione |
title_sort | 2-[(cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2h,4h)-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379356/ https://www.ncbi.nlm.nih.gov/pubmed/22719554 http://dx.doi.org/10.1107/S1600536812021198 |
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