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Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate

In the mol­ecule of the title compound, C(19)H(17)NO(2), the quinoline ring system is planar [maximum deviation 0.021 (3) Å] and oriented with respect to the phenyl ring at a dihedral angle of 80.44 (4)°. Intra­molecular C—H⋯O inter­actions result in the formation of five- and six-membered rings hav...

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Detalles Bibliográficos
Autor principal: Bazgir, Ayoob
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969813/
https://www.ncbi.nlm.nih.gov/pubmed/21583230
http://dx.doi.org/10.1107/S1600536809018625
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author Bazgir, Ayoob
author_facet Bazgir, Ayoob
author_sort Bazgir, Ayoob
collection PubMed
description In the mol­ecule of the title compound, C(19)H(17)NO(2), the quinoline ring system is planar [maximum deviation 0.021 (3) Å] and oriented with respect to the phenyl ring at a dihedral angle of 80.44 (4)°. Intra­molecular C—H⋯O inter­actions result in the formation of five- and six-membered rings having planar and envelope conformations, respectively. In the crystal structure, inter­molecular C—H⋯O inter­actions link the mol­ecules into centrosymmetric dimers forming R (2) (2)(12) ring motifs. π–π contacts between the rings of the quinoline system [centroid-to-centroid distance = 3.812 (1) Å] may further stabilize the structure. Two weak C—H⋯π inter­actions are also found.
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spelling pubmed-29698132010-12-30 Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate Bazgir, Ayoob Acta Crystallogr Sect E Struct Rep Online Organic Papers In the mol­ecule of the title compound, C(19)H(17)NO(2), the quinoline ring system is planar [maximum deviation 0.021 (3) Å] and oriented with respect to the phenyl ring at a dihedral angle of 80.44 (4)°. Intra­molecular C—H⋯O inter­actions result in the formation of five- and six-membered rings having planar and envelope conformations, respectively. In the crystal structure, inter­molecular C—H⋯O inter­actions link the mol­ecules into centrosymmetric dimers forming R (2) (2)(12) ring motifs. π–π contacts between the rings of the quinoline system [centroid-to-centroid distance = 3.812 (1) Å] may further stabilize the structure. Two weak C—H⋯π inter­actions are also found. International Union of Crystallography 2009-05-23 /pmc/articles/PMC2969813/ /pubmed/21583230 http://dx.doi.org/10.1107/S1600536809018625 Text en © Ayoob Bazgir 2009 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
Bazgir, Ayoob
Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
title Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
title_full Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
title_fullStr Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
title_full_unstemmed Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
title_short Ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
title_sort ethyl 2-methyl-4-phenyl­quinoline-3-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969813/
https://www.ncbi.nlm.nih.gov/pubmed/21583230
http://dx.doi.org/10.1107/S1600536809018625
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