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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2980143 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT chantraprommasuchada 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile AT funhoongkun 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile AT suwunwongthitipone 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile AT padakimahesh 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile AT isloorarunm 64bromophenyl2ethoxy44ethoxyphenylnicotinonitrile |