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6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile
There are two molecules in the asymmetric unit of the title compound, C(23)H(21)BrN(2)O(4), which differ in the conformation of their ethoxy residues, i.e. almost co-planar with the pyridine ring in one molecule [C—O—C—C = −174.0 (2)°] but almost perpendicular in the other [C—O—C—C = 92.8 (3)°]. T...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983629/ https://www.ncbi.nlm.nih.gov/pubmed/21580396 http://dx.doi.org/10.1107/S1600536810005210 |
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author | Chantrapromma, Suchada Fun, Hoong-Kun Padaki, Mahesh Suwunwong, Thitipone Isloor, Arun M. |
author_facet | Chantrapromma, Suchada Fun, Hoong-Kun Padaki, Mahesh Suwunwong, Thitipone Isloor, Arun M. |
author_sort | Chantrapromma, Suchada |
collection | PubMed |
description | There are two molecules in the asymmetric unit of the title compound, C(23)H(21)BrN(2)O(4), which differ in the conformation of their ethoxy residues, i.e. almost co-planar with the pyridine ring in one molecule [C—O—C—C = −174.0 (2)°] but almost perpendicular in the other [C—O—C—C = 92.8 (3)°]. The dihedral angles between the central pyridine ring and the 4-bromophenyl and 2,4,5-trimethoxyphenyl rings are 11.05 (12) and 63.78 (12)°, respectively, in one molecule; the corresponding angles in the other molecule are 30.38 (13) and 65.38 (13)°, respectively. In the crystal structure, pairs of molecules are arranged in a face-to-face sandwich structure which further stacks along the b axis. The crystal packing features C—H⋯π interactions and Br⋯O [3.5417 (17) Å], Br⋯C [3.748 (3) Å], C⋯N [3.376 (4) Å] and C⋯O [3.351 (3)–3.409 (3) Å] contacts. Finally, π⋯π interactions [centroid⋯centroid distances = 3.6346 (19) and 3.6882 (19) Å] are observed. |
format | Text |
id | pubmed-2983629 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29836292010-12-30 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile Chantrapromma, Suchada Fun, Hoong-Kun Padaki, Mahesh Suwunwong, Thitipone Isloor, Arun M. Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two molecules in the asymmetric unit of the title compound, C(23)H(21)BrN(2)O(4), which differ in the conformation of their ethoxy residues, i.e. almost co-planar with the pyridine ring in one molecule [C—O—C—C = −174.0 (2)°] but almost perpendicular in the other [C—O—C—C = 92.8 (3)°]. The dihedral angles between the central pyridine ring and the 4-bromophenyl and 2,4,5-trimethoxyphenyl rings are 11.05 (12) and 63.78 (12)°, respectively, in one molecule; the corresponding angles in the other molecule are 30.38 (13) and 65.38 (13)°, respectively. In the crystal structure, pairs of molecules are arranged in a face-to-face sandwich structure which further stacks along the b axis. The crystal packing features C—H⋯π interactions and Br⋯O [3.5417 (17) Å], Br⋯C [3.748 (3) Å], C⋯N [3.376 (4) Å] and C⋯O [3.351 (3)–3.409 (3) Å] contacts. Finally, π⋯π interactions [centroid⋯centroid distances = 3.6346 (19) and 3.6882 (19) Å] are observed. International Union of Crystallography 2010-02-17 /pmc/articles/PMC2983629/ /pubmed/21580396 http://dx.doi.org/10.1107/S1600536810005210 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 Padaki, Mahesh Suwunwong, Thitipone Isloor, Arun M. 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile |
title | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile
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title_full | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile
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title_fullStr | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile
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title_full_unstemmed | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile
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title_short | 6-(4-Bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile
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title_sort | 6-(4-bromophenyl)-2-ethoxy-4-(2,4,5-trimethoxyphenyl)nicotinonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983629/ https://www.ncbi.nlm.nih.gov/pubmed/21580396 http://dx.doi.org/10.1107/S1600536810005210 |
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