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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...

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Autores principales: Chantrapromma, Suchada, Fun, Hoong-Kun, Padaki, Mahesh, Suwunwong, Thitipone, Isloor, Arun M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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
title_full 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,5-trimethoxy­phen­yl)nicotinonitrile
title_fullStr 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,5-trimethoxy­phen­yl)nicotinonitrile
title_full_unstemmed 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,5-trimethoxy­phen­yl)nicotinonitrile
title_short 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,5-trimethoxy­phen­yl)nicotinonitrile
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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