(2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide
The asymmetric unit of the title compound, C(24)H(18)F(2)N(4)OS, contains two crystallographically independent molecules, A and B, which are linked into two chains of A and B molecules by intermolecular N—H⋯O hydrogen bonds. The three-dimensional network is stabilized by π–π interactions between...
Autores principales: | , , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971986/ https://www.ncbi.nlm.nih.gov/pubmed/21578977 http://dx.doi.org/10.1107/S1600536809051010 |
_version_ | 1782190716871507968 |
---|---|
author | Selig, Roland Schollmeyer, Dieter Stegmiller, Thomas Albrecht, Wolfgang Laufer, Stefan |
author_facet | Selig, Roland Schollmeyer, Dieter Stegmiller, Thomas Albrecht, Wolfgang Laufer, Stefan |
author_sort | Selig, Roland |
collection | PubMed |
description | The asymmetric unit of the title compound, C(24)H(18)F(2)N(4)OS, contains two crystallographically independent molecules, A and B, which are linked into two chains of A and B molecules by intermolecular N—H⋯O hydrogen bonds. The three-dimensional network is stabilized by π–π interactions between the pyridine rings and phenyl rings of different residues, with centroid–centroid distances of 3.793 (1) and 3.666 (2) Å. The molecular conformation is stabilized by intramolecular N—H⋯F hydrogen bonds (2.15/2.15Å). The imidazole rings make dihedral angles of 39.5 (2)/38.5 (2) and 31.8 (2)/33.2 (2)° with the 4-fluorophenyl rings and the pyridine rings, respectively. The methyl group of molecule A is disorderd in a 0.60:0.40 ratio. |
format | Text |
id | pubmed-2971986 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29719862010-12-30 (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide Selig, Roland Schollmeyer, Dieter Stegmiller, Thomas Albrecht, Wolfgang Laufer, Stefan Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(24)H(18)F(2)N(4)OS, contains two crystallographically independent molecules, A and B, which are linked into two chains of A and B molecules by intermolecular N—H⋯O hydrogen bonds. The three-dimensional network is stabilized by π–π interactions between the pyridine rings and phenyl rings of different residues, with centroid–centroid distances of 3.793 (1) and 3.666 (2) Å. The molecular conformation is stabilized by intramolecular N—H⋯F hydrogen bonds (2.15/2.15Å). The imidazole rings make dihedral angles of 39.5 (2)/38.5 (2) and 31.8 (2)/33.2 (2)° with the 4-fluorophenyl rings and the pyridine rings, respectively. The methyl group of molecule A is disorderd in a 0.60:0.40 ratio. International Union of Crystallography 2009-11-28 /pmc/articles/PMC2971986/ /pubmed/21578977 http://dx.doi.org/10.1107/S1600536809051010 Text en © Selig 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 Selig, Roland Schollmeyer, Dieter Stegmiller, Thomas Albrecht, Wolfgang Laufer, Stefan (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
title | (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
title_full | (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
title_fullStr | (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
title_full_unstemmed | (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
title_short | (2Z)-2-Fluoro-N-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1H-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
title_sort | (2z)-2-fluoro-n-{4-[5-(4-fluorophenyl)-2-methylsulfanyl-1h-imidazol-4-yl]-2-pyridyl}-3-phenylacrylamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971986/ https://www.ncbi.nlm.nih.gov/pubmed/21578977 http://dx.doi.org/10.1107/S1600536809051010 |
work_keys_str_mv | AT seligroland 2z2fluoron454fluorophenyl2methylsulfanyl1himidazol4yl2pyridyl3phenylacrylamide AT schollmeyerdieter 2z2fluoron454fluorophenyl2methylsulfanyl1himidazol4yl2pyridyl3phenylacrylamide AT stegmillerthomas 2z2fluoron454fluorophenyl2methylsulfanyl1himidazol4yl2pyridyl3phenylacrylamide AT albrechtwolfgang 2z2fluoron454fluorophenyl2methylsulfanyl1himidazol4yl2pyridyl3phenylacrylamide AT lauferstefan 2z2fluoron454fluorophenyl2methylsulfanyl1himidazol4yl2pyridyl3phenylacrylamide |