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2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate

In the title compound, C(23)H(17)ClN(2)O(3), the quinazoline fused-ring system, including the ring-bound carbonyl-O and methyl-C atoms, is close to being planar (r.m.s. deviation = 0.044 Å) and is essentially orthogonal to both the 2-tolyl ring [dihedral angle = 89.51 (8)°] and to the ester group [t...

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Autores principales: El-Azab, Adel S., Abdel-Aziz, Alaa A.-M., Alanazi, Amer M., 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/PMC3393320/
https://www.ncbi.nlm.nih.gov/pubmed/22807877
http://dx.doi.org/10.1107/S1600536812025147
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author El-Azab, Adel S.
Abdel-Aziz, Alaa A.-M.
Alanazi, Amer M.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet El-Azab, Adel S.
Abdel-Aziz, Alaa A.-M.
Alanazi, Amer M.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort El-Azab, Adel S.
collection PubMed
description In the title compound, C(23)H(17)ClN(2)O(3), the quinazoline fused-ring system, including the ring-bound carbonyl-O and methyl-C atoms, is close to being planar (r.m.s. deviation = 0.044 Å) and is essentially orthogonal to both the 2-tolyl ring [dihedral angle = 89.51 (8)°] and to the ester group [the C—O—C—C torsion angle = −103.69 (16)°]. The carboxyl­ate group is almost coplanar with the benzene ring to which it is attached [O—C—C—C torsion angle = −4.7 (2)°]. The 2-tolyl ring system is disordered over two orientations in a 0.871 (3):0.129 (3) ratio. In the crystal, mol­ecules are consolidated into a three-dimensional architecture by C—H⋯Cl, C—H⋯O, C—H⋯N, C—H⋯π and π–π inter­actions [inter-centroid distances = 3.6443 (9) and 3.8557 (11) Å].
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spelling pubmed-33933202012-07-17 2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate El-Azab, Adel S. Abdel-Aziz, Alaa A.-M. Alanazi, Amer M. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(23)H(17)ClN(2)O(3), the quinazoline fused-ring system, including the ring-bound carbonyl-O and methyl-C atoms, is close to being planar (r.m.s. deviation = 0.044 Å) and is essentially orthogonal to both the 2-tolyl ring [dihedral angle = 89.51 (8)°] and to the ester group [the C—O—C—C torsion angle = −103.69 (16)°]. The carboxyl­ate group is almost coplanar with the benzene ring to which it is attached [O—C—C—C torsion angle = −4.7 (2)°]. The 2-tolyl ring system is disordered over two orientations in a 0.871 (3):0.129 (3) ratio. In the crystal, mol­ecules are consolidated into a three-dimensional architecture by C—H⋯Cl, C—H⋯O, C—H⋯N, C—H⋯π and π–π inter­actions [inter-centroid distances = 3.6443 (9) and 3.8557 (11) Å]. International Union of Crystallography 2012-06-13 /pmc/articles/PMC3393320/ /pubmed/22807877 http://dx.doi.org/10.1107/S1600536812025147 Text en © El-Azab 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-Azab, Adel S.
Abdel-Aziz, Alaa A.-M.
Alanazi, Amer M.
Ng, Seik Weng
Tiekink, Edward R. T.
2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
title 2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
title_full 2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
title_fullStr 2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
title_full_unstemmed 2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
title_short 2-Methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
title_sort 2-methyl-3-(2-methyl­phen­yl)-4-oxo-3,4-dihydro­quinazolin-8-yl 4-chloro­benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393320/
https://www.ncbi.nlm.nih.gov/pubmed/22807877
http://dx.doi.org/10.1107/S1600536812025147
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