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(E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate
The title compound, C(13)H(10)BrNO(2), crystallizes in a zwitterionic form. The zwitterion exists in a trans configuration about the C=N bond and is almost planar, the dihedral angle between the two benzene rings being 2.29 (9)°. An intramolecular N—H⋯O hydrogen bond formed between the iminium NH(+...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979394/ https://www.ncbi.nlm.nih.gov/pubmed/21579365 http://dx.doi.org/10.1107/S1600536810015230 |
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author | Eltayeb, Naser Eltaher Teoh, Siang Guan Fun, Hoong-Kun Chantrapromma, Suchada |
author_facet | Eltayeb, Naser Eltaher Teoh, Siang Guan Fun, Hoong-Kun Chantrapromma, Suchada |
author_sort | Eltayeb, Naser Eltaher |
collection | PubMed |
description | The title compound, C(13)H(10)BrNO(2), crystallizes in a zwitterionic form. The zwitterion exists in a trans configuration about the C=N bond and is almost planar, the dihedral angle between the two benzene rings being 2.29 (9)°. An intramolecular N—H⋯O hydrogen bond formed between the iminium NH(+) and the phenolate O(−) atoms generates an S(6) ring motif. In the crystal, the zwitterions are linked through O—H⋯O hydrogen bonds into chains along [101] and these chains are further connected through C—H⋯Br interactions into a two-dimensional network perpendicular to (101). C⋯C [3.572 (3)–3.592 (3) Å] and C⋯Br [3.5633 (19)–3.7339 (18) Å] short contacts are observed. The crystal studied was a twin with twin law [Image: see text]00, 0[Image: see text]0, 001 with a domain ratio of 0.09919 (2):0.90081 (2). |
format | Text |
id | pubmed-2979394 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29793942010-12-30 (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate Eltayeb, Naser Eltaher Teoh, Siang Guan Fun, Hoong-Kun Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(10)BrNO(2), crystallizes in a zwitterionic form. The zwitterion exists in a trans configuration about the C=N bond and is almost planar, the dihedral angle between the two benzene rings being 2.29 (9)°. An intramolecular N—H⋯O hydrogen bond formed between the iminium NH(+) and the phenolate O(−) atoms generates an S(6) ring motif. In the crystal, the zwitterions are linked through O—H⋯O hydrogen bonds into chains along [101] and these chains are further connected through C—H⋯Br interactions into a two-dimensional network perpendicular to (101). C⋯C [3.572 (3)–3.592 (3) Å] and C⋯Br [3.5633 (19)–3.7339 (18) Å] short contacts are observed. The crystal studied was a twin with twin law [Image: see text]00, 0[Image: see text]0, 001 with a domain ratio of 0.09919 (2):0.90081 (2). International Union of Crystallography 2010-05-08 /pmc/articles/PMC2979394/ /pubmed/21579365 http://dx.doi.org/10.1107/S1600536810015230 Text en © Eltayeb 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 Eltayeb, Naser Eltaher Teoh, Siang Guan Fun, Hoong-Kun Chantrapromma, Suchada (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
title | (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
title_full | (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
title_fullStr | (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
title_full_unstemmed | (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
title_short | (E)-4-Bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
title_sort | (e)-4-bromo-2-[(2-hydroxyphenyl)iminiomethyl]phenolate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979394/ https://www.ncbi.nlm.nih.gov/pubmed/21579365 http://dx.doi.org/10.1107/S1600536810015230 |
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