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Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
In the title compound, C(10)H(4)BrFO(3), a brominated and fluorinated 3-formylchromone derivative, all atoms are essentially coplanar (r.m.s. deviation of 0.025 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.050 (6) Å] being for a benzene-ring C atom. In the crys...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518968/ https://www.ncbi.nlm.nih.gov/pubmed/26279885 http://dx.doi.org/10.1107/S2056989015011871 |
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author | Ishikawa, Yoshinobu |
author_facet | Ishikawa, Yoshinobu |
author_sort | Ishikawa, Yoshinobu |
collection | PubMed |
description | In the title compound, C(10)H(4)BrFO(3), a brominated and fluorinated 3-formylchromone derivative, all atoms are essentially coplanar (r.m.s. deviation of 0.025 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.050 (6) Å] being for a benzene-ring C atom. In the crystal, molecules are linked through stacking interactions [centroid–centroid distance between the benzene and pyran rings = 3.912 (4) Å], C—H⋯O hydrogen bonds and short C⋯O contacts [2.865 (7) Å]. Unsymmetrical halogen⋯halogen interactions between the bromine and fluorine atoms [Br⋯F = 3.116 (4) Å, C—Br⋯F = 151.8 (2), C—F⋯Br = 154.1 (4)°] are also formed, giving a meandering two-dimensional network propagating in the (041) plane. A comparison with related structures is made and the various types of weak interactions are ranked in importance. |
format | Online Article Text |
id | pubmed-4518968 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45189682015-08-14 Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde Ishikawa, Yoshinobu Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(10)H(4)BrFO(3), a brominated and fluorinated 3-formylchromone derivative, all atoms are essentially coplanar (r.m.s. deviation of 0.025 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.050 (6) Å] being for a benzene-ring C atom. In the crystal, molecules are linked through stacking interactions [centroid–centroid distance between the benzene and pyran rings = 3.912 (4) Å], C—H⋯O hydrogen bonds and short C⋯O contacts [2.865 (7) Å]. Unsymmetrical halogen⋯halogen interactions between the bromine and fluorine atoms [Br⋯F = 3.116 (4) Å, C—Br⋯F = 151.8 (2), C—F⋯Br = 154.1 (4)°] are also formed, giving a meandering two-dimensional network propagating in the (041) plane. A comparison with related structures is made and the various types of weak interactions are ranked in importance. International Union of Crystallography 2015-06-27 /pmc/articles/PMC4518968/ /pubmed/26279885 http://dx.doi.org/10.1107/S2056989015011871 Text en © Yoshinobu Ishikawa 2015 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 | Research Communications Ishikawa, Yoshinobu Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde |
title | Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde |
title_full | Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde |
title_fullStr | Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde |
title_full_unstemmed | Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde |
title_short | Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde |
title_sort | crystal structure of 6-bromo-7-fluoro-4-oxo-4h-chromene-3-carbaldehyde |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518968/ https://www.ncbi.nlm.nih.gov/pubmed/26279885 http://dx.doi.org/10.1107/S2056989015011871 |
work_keys_str_mv | AT ishikawayoshinobu crystalstructureof6bromo7fluoro4oxo4hchromene3carbaldehyde |