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6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione

In the title compound, C(20)H(20)N(2)O(3), the ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.024 Å), and this plane is almost orthogonal to the terminal phenyl ring [dihedral angle = 82.87 (7)°]. The conformation about the ethyl­ene bond [1.335 (2) Å] is E an...

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Autores principales: El-Brollosy, Nasser R., Attia, Mohamed I., El-Emam, Ali A., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379351/
https://www.ncbi.nlm.nih.gov/pubmed/22719549
http://dx.doi.org/10.1107/S1600536812020429
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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 compound, C(20)H(20)N(2)O(3), the ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.024 Å), and this plane is almost orthogonal to the terminal phenyl ring [dihedral angle = 82.87 (7)°]. The conformation about the ethyl­ene bond [1.335 (2) Å] is E and there is a significant twist between this residue and the adjacent phenyl ring [C—C—C— torsion angle = −48.4 (3)°]. The crystal structure features centrosymmetric dimeric units linked by pairs of N—H⋯O hydrogen bonds between the amide groups which lead to eight-membered {⋯HNCO}(2) synthons. These are consolidated into a three-dimensional architecture by C—H⋯O, C—H⋯π and π–π inter­actions [centroid–centroid distances = 3.5087 (8) and 3.5645 (9) Å].
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spelling pubmed-33793512012-06-20 6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-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 compound, C(20)H(20)N(2)O(3), the ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.024 Å), and this plane is almost orthogonal to the terminal phenyl ring [dihedral angle = 82.87 (7)°]. The conformation about the ethyl­ene bond [1.335 (2) Å] is E and there is a significant twist between this residue and the adjacent phenyl ring [C—C—C— torsion angle = −48.4 (3)°]. The crystal structure features centrosymmetric dimeric units linked by pairs of N—H⋯O hydrogen bonds between the amide groups which lead to eight-membered {⋯HNCO}(2) synthons. These are consolidated into a three-dimensional architecture by C—H⋯O, C—H⋯π and π–π inter­actions [centroid–centroid distances = 3.5087 (8) and 3.5645 (9) Å]. International Union of Crystallography 2012-05-19 /pmc/articles/PMC3379351/ /pubmed/22719549 http://dx.doi.org/10.1107/S1600536812020429 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.
6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
title 6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
title_full 6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
title_fullStr 6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
title_full_unstemmed 6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
title_short 6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
title_sort 6-methyl-1-({[(2e)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379351/
https://www.ncbi.nlm.nih.gov/pubmed/22719549
http://dx.doi.org/10.1107/S1600536812020429
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