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6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile

The mol­ecule of the title nicotinonitrile derivative, C(22)H(19)BrN(2)O(2), is non-planar, the central pyridine ring making dihedral angles of 7.34 (14) and 43.56 (15)° with the 4-bromo­phenyl and 4-ethoxy­phenyl rings, respectively. The eth­oxy group of the 4-ethoxy­phenyl is slightly twisted from...

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Autores principales: Chantrapromma, Suchada, Fun, Hoong-Kun, Suwunwong, Thitipone, Padaki, Mahesh, Isloor, Arun M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980143/
https://www.ncbi.nlm.nih.gov/pubmed/21580178
http://dx.doi.org/10.1107/S1600536809051861
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author Chantrapromma, Suchada
Fun, Hoong-Kun
Suwunwong, Thitipone
Padaki, Mahesh
Isloor, Arun M.
author_facet Chantrapromma, Suchada
Fun, Hoong-Kun
Suwunwong, Thitipone
Padaki, Mahesh
Isloor, Arun M.
author_sort Chantrapromma, Suchada
collection PubMed
description The mol­ecule of the title nicotinonitrile derivative, C(22)H(19)BrN(2)O(2), is non-planar, the central pyridine ring making dihedral angles of 7.34 (14) and 43.56 (15)° with the 4-bromo­phenyl and 4-ethoxy­phenyl rings, respectively. The eth­oxy group of the 4-ethoxy­phenyl is slightly twisted from the attached benzene ring [C—O—C—C = 174.2 (3)°], whereas the eth­oxy group attached to the pyridine ring is in a (+)syn-clinal conformation [C—O—C—C = 83.0 (3)°]. A weak intra­molecular C—H⋯N inter­action generates an S(5) ring motif. In the crystal structure, the mol­ecules are linked by weak inter­molecular C—H⋯N inter­actions into screw chains along the b axis. These chains stacked along the a axis. π–π inter­actions with centroid–centroid distances of 3.8724 (16) and 3.8727 (16) Å are also observed.
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spelling pubmed-29801432010-12-30 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile Chantrapromma, Suchada Fun, Hoong-Kun Suwunwong, Thitipone Padaki, Mahesh Isloor, Arun M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title nicotinonitrile derivative, C(22)H(19)BrN(2)O(2), is non-planar, the central pyridine ring making dihedral angles of 7.34 (14) and 43.56 (15)° with the 4-bromo­phenyl and 4-ethoxy­phenyl rings, respectively. The eth­oxy group of the 4-ethoxy­phenyl is slightly twisted from the attached benzene ring [C—O—C—C = 174.2 (3)°], whereas the eth­oxy group attached to the pyridine ring is in a (+)syn-clinal conformation [C—O—C—C = 83.0 (3)°]. A weak intra­molecular C—H⋯N inter­action generates an S(5) ring motif. In the crystal structure, the mol­ecules are linked by weak inter­molecular C—H⋯N inter­actions into screw chains along the b axis. These chains stacked along the a axis. π–π inter­actions with centroid–centroid distances of 3.8724 (16) and 3.8727 (16) Å are also observed. International Union of Crystallography 2009-12-09 /pmc/articles/PMC2980143/ /pubmed/21580178 http://dx.doi.org/10.1107/S1600536809051861 Text en © Chantrapromma et al. 2010 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
Chantrapromma, Suchada
Fun, Hoong-Kun
Suwunwong, Thitipone
Padaki, Mahesh
Isloor, Arun M.
6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
title 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
title_full 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
title_fullStr 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
title_full_unstemmed 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
title_short 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
title_sort 6-(4-bromo­phen­yl)-2-eth­oxy-4-(4-ethoxy­phen­yl)nicotinonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980143/
https://www.ncbi.nlm.nih.gov/pubmed/21580178
http://dx.doi.org/10.1107/S1600536809051861
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AT suwunwongthitipone 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile
AT padakimahesh 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile
AT isloorarunm 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile