Cargando…

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,...

Descripción completa

Detalles Bibliográficos
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/PMC2971038/
https://www.ncbi.nlm.nih.gov/pubmed/21578493
http://dx.doi.org/10.1107/S1600536809043943
_version_ 1782190531725492224
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
title_full 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,6-trimethoxy­phen­yl)nicotinonitrile
title_fullStr 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,6-trimethoxy­phen­yl)nicotinonitrile
title_full_unstemmed 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,6-trimethoxy­phen­yl)nicotinonitrile
title_short 6-(4-Bromo­phen­yl)-2-eth­oxy-4-(2,4,6-trimethoxy­phen­yl)nicotinonitrile
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
work_keys_str_mv AT chantraprommasuchada 64bromophenyl2ethoxy4246trimethoxyphenylnicotinonitrile
AT funhoongkun 64bromophenyl2ethoxy4246trimethoxyphenylnicotinonitrile
AT suwunwongthitipone 64bromophenyl2ethoxy4246trimethoxyphenylnicotinonitrile
AT padakimahesh 64bromophenyl2ethoxy4246trimethoxyphenylnicotinonitrile
AT isloorarunm 64bromophenyl2ethoxy4246trimethoxyphenylnicotinonitrile