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2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione

In the title compound, C(26)H(21)N(3)O(3)S, the quinazolinyl group is essentially planar [r.m.s. deviation for the 10 non-H atoms = 0.057 Å]. The isoindoline-1,3-dione group is linked by an SCH(2)CH(2) chain to the pyrimidinyl C atom that lies between the two N atoms. Also, the phenyl group is linke...

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Autores principales: El-Azab, Adel S., Abdel-Aziz, Alaa A.-M., Al-Obaid, Abdulrahman 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/PMC3393323/
https://www.ncbi.nlm.nih.gov/pubmed/22807880
http://dx.doi.org/10.1107/S1600536812025883
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author El-Azab, Adel S.
Abdel-Aziz, Alaa A.-M.
Al-Obaid, Abdulrahman M.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet El-Azab, Adel S.
Abdel-Aziz, Alaa A.-M.
Al-Obaid, Abdulrahman M.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort El-Azab, Adel S.
collection PubMed
description In the title compound, C(26)H(21)N(3)O(3)S, the quinazolinyl group is essentially planar [r.m.s. deviation for the 10 non-H atoms = 0.057 Å]. The isoindoline-1,3-dione group is linked by an SCH(2)CH(2) chain to the pyrimidinyl C atom that lies between the two N atoms. Also, the phenyl group is linked by a CH(2)CH(2) chain at the N atom adjacent to the carbonyl group. This results in a conformation with these substituents lying to either side of the central quinazolinyl unit, with the former being approximately parallel [dihedral angle = 4.93 (7)°], and the phenyl group being inclined [dihedral angle = 71.61 (9)°] to the central quinazolinyl fused-ring system. In the crystal, mol­ecules are consolidated into a three-dimensional architecture by C—H⋯O inter­actions, involving all three carbonyl-O atoms, and π–π inter­actions occurring between the pyrimidinyl and isoindole-benzene rings [inter-centroid distance = 3.5330 (13) Å].
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spelling pubmed-33933232012-07-17 2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione El-Azab, Adel S. Abdel-Aziz, Alaa A.-M. Al-Obaid, Abdulrahman M. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(26)H(21)N(3)O(3)S, the quinazolinyl group is essentially planar [r.m.s. deviation for the 10 non-H atoms = 0.057 Å]. The isoindoline-1,3-dione group is linked by an SCH(2)CH(2) chain to the pyrimidinyl C atom that lies between the two N atoms. Also, the phenyl group is linked by a CH(2)CH(2) chain at the N atom adjacent to the carbonyl group. This results in a conformation with these substituents lying to either side of the central quinazolinyl unit, with the former being approximately parallel [dihedral angle = 4.93 (7)°], and the phenyl group being inclined [dihedral angle = 71.61 (9)°] to the central quinazolinyl fused-ring system. In the crystal, mol­ecules are consolidated into a three-dimensional architecture by C—H⋯O inter­actions, involving all three carbonyl-O atoms, and π–π inter­actions occurring between the pyrimidinyl and isoindole-benzene rings [inter-centroid distance = 3.5330 (13) Å]. International Union of Crystallography 2012-06-13 /pmc/articles/PMC3393323/ /pubmed/22807880 http://dx.doi.org/10.1107/S1600536812025883 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.
Al-Obaid, Abdulrahman M.
Ng, Seik Weng
Tiekink, Edward R. T.
2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione
title 2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione
title_full 2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione
title_fullStr 2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione
title_full_unstemmed 2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione
title_short 2-(2-{[4-Oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1H-isoindole-1,3-dione
title_sort 2-(2-{[4-oxo-3-(2-phenyl­eth­yl)-3,4-dihydro­quinazolin-2-yl]sulfan­yl}eth­yl)-2,3-dihydro-1h-isoindole-1,3-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393323/
https://www.ncbi.nlm.nih.gov/pubmed/22807880
http://dx.doi.org/10.1107/S1600536812025883
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