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6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile
In the asymmetric unit of the title nicotinonitrile derivative, C(23)H(21)BrN(2)O(4), there are two non-planar independent molecules. The central pyridine ring makes dihedral angles of 9.05 (7) and 77.06 (7)°, respectively, with the 4-bromophenyl and 2,4,6-trimethoxyphenyl rings in one molecule,...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971038/ https://www.ncbi.nlm.nih.gov/pubmed/21578493 http://dx.doi.org/10.1107/S1600536809043943 |
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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 | In the asymmetric unit of the title nicotinonitrile derivative, C(23)H(21)BrN(2)O(4), there are two non-planar independent molecules. The central pyridine ring makes dihedral angles of 9.05 (7) and 77.06 (7)°, respectively, with the 4-bromophenyl and 2,4,6-trimethoxyphenyl rings in one molecule, whereas the corresponding values are 5.96 (7) and 82.37 (7)° in the other. All the three methoxy groups are essentially in the plane of the attached benzene ring [C—O—C—C angles = 2.99 (19), 4.8 (2) and −6.2 (2)° in one molecule, and 2.69 (18), 176.73 (15) and 1.3 (2)° in the other]. The ethoxy group is slightly twisted in one molecule [C—C—O—C = 173.84 (12)°], whereas it is coplanar with the pyridine ring in the other [C—C—O—C = −177.23 (13)°]. Weak intramolecular C—H⋯N interactions generate S(5) ring motifs. In the crystal structure, the molecules are linked by weak intermolecular C—H⋯N and C—H⋯O interactions into a supramolecular three-dimensional network in such a way that the nicotinonitrile units of neighboring molecules are stacked in an antiparallel manner along the c axis. The crystal is further stabilized by C—H⋯π interactions. |
format | Text |
id | pubmed-2971038 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29710382010-12-30 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile Chantrapromma, Suchada Fun, Hoong-Kun Suwunwong, Thitipone Padaki, Mahesh Isloor, Arun M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the asymmetric unit of the title nicotinonitrile derivative, C(23)H(21)BrN(2)O(4), there are two non-planar independent molecules. The central pyridine ring makes dihedral angles of 9.05 (7) and 77.06 (7)°, respectively, with the 4-bromophenyl and 2,4,6-trimethoxyphenyl rings in one molecule, whereas the corresponding values are 5.96 (7) and 82.37 (7)° in the other. All the three methoxy groups are essentially in the plane of the attached benzene ring [C—O—C—C angles = 2.99 (19), 4.8 (2) and −6.2 (2)° in one molecule, and 2.69 (18), 176.73 (15) and 1.3 (2)° in the other]. The ethoxy group is slightly twisted in one molecule [C—C—O—C = 173.84 (12)°], whereas it is coplanar with the pyridine ring in the other [C—C—O—C = −177.23 (13)°]. Weak intramolecular C—H⋯N interactions generate S(5) ring motifs. In the crystal structure, the molecules are linked by weak intermolecular C—H⋯N and C—H⋯O interactions into a supramolecular three-dimensional network in such a way that the nicotinonitrile units of neighboring molecules are stacked in an antiparallel manner along the c axis. The crystal is further stabilized by C—H⋯π interactions. International Union of Crystallography 2009-10-31 /pmc/articles/PMC2971038/ /pubmed/21578493 http://dx.doi.org/10.1107/S1600536809043943 Text en © Chantrapromma et al. 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 Chantrapromma, Suchada Fun, Hoong-Kun Suwunwong, Thitipone Padaki, Mahesh Isloor, Arun M. 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile |
title | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile
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title_full | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile
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title_fullStr | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile
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title_full_unstemmed | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile
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title_short | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile
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title_sort | 6-(4-bromophenyl)-2-ethoxy-4-(2,4,6-trimethoxyphenyl)nicotinonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971038/ https://www.ncbi.nlm.nih.gov/pubmed/21578493 http://dx.doi.org/10.1107/S1600536809043943 |
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