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A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature
The title compound, C(28)H(30)N(2)O(3)·C(9)H(10)O(5), is a well known red leuco complex of 2-(6-diethylamino-3-diethyliminio-3H-xanthene-9-yl)benzoate (rhodamine B base abbreviated to RBB: leuco dye) with ethyl gallate (EG: developer). The structure of the complex at room temperature has recently...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968829/ https://www.ncbi.nlm.nih.gov/pubmed/21582440 http://dx.doi.org/10.1107/S160053680900751X |
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author | Mizuguchi, Jin Sato, Kazuyuki |
author_facet | Mizuguchi, Jin Sato, Kazuyuki |
author_sort | Mizuguchi, Jin |
collection | PubMed |
description | The title compound, C(28)H(30)N(2)O(3)·C(9)H(10)O(5), is a well known red leuco complex of 2-(6-diethylamino-3-diethyliminio-3H-xanthene-9-yl)benzoate (rhodamine B base abbreviated to RBB: leuco dye) with ethyl gallate (EG: developer). The structure of the complex at room temperature has recently been reported by Sekiguchi, Takayama, Gotanda & Sano [(2007) Chem. Lett. 36, 1010–1011]. The RBB–EG complex forms a dimer (RBB⋯EG⋯EG⋯RBB) through intermolecular O—H⋯O hydrogen bonds. In a subsequent re-examination of the structure at room temperature, we found the RBB molecule to be disordered with a methyl group of one ethyl substituent of a diethylamino group at one extremity of the xanthene unit disordered over two positions [occupancies: 0.735 (5)/0.265 (5)]. Furthermore, at the other end of the xanthene residue, the entire diethylamino substituent (i.e. the N atom and the associated C and H atoms) was also disordered over two sites with occupancies 0.653 (7)/0.347 (7). This leads to four kinds of RBB conformations, which, in turn, results in the formation of 16 discrete RBB⋯EG⋯EG⋯RBB dimers in the crystal. |
format | Text |
id | pubmed-2968829 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29688292010-12-30 A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature Mizuguchi, Jin Sato, Kazuyuki Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(28)H(30)N(2)O(3)·C(9)H(10)O(5), is a well known red leuco complex of 2-(6-diethylamino-3-diethyliminio-3H-xanthene-9-yl)benzoate (rhodamine B base abbreviated to RBB: leuco dye) with ethyl gallate (EG: developer). The structure of the complex at room temperature has recently been reported by Sekiguchi, Takayama, Gotanda & Sano [(2007) Chem. Lett. 36, 1010–1011]. The RBB–EG complex forms a dimer (RBB⋯EG⋯EG⋯RBB) through intermolecular O—H⋯O hydrogen bonds. In a subsequent re-examination of the structure at room temperature, we found the RBB molecule to be disordered with a methyl group of one ethyl substituent of a diethylamino group at one extremity of the xanthene unit disordered over two positions [occupancies: 0.735 (5)/0.265 (5)]. Furthermore, at the other end of the xanthene residue, the entire diethylamino substituent (i.e. the N atom and the associated C and H atoms) was also disordered over two sites with occupancies 0.653 (7)/0.347 (7). This leads to four kinds of RBB conformations, which, in turn, results in the formation of 16 discrete RBB⋯EG⋯EG⋯RBB dimers in the crystal. International Union of Crystallography 2009-03-06 /pmc/articles/PMC2968829/ /pubmed/21582440 http://dx.doi.org/10.1107/S160053680900751X Text en © Mizuguchi and Sato 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 Mizuguchi, Jin Sato, Kazuyuki A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
title | A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
title_full | A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
title_fullStr | A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
title_full_unstemmed | A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
title_short | A redetermination of 2-(6-diethylamino-3-diethyliminio-3H-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
title_sort | redetermination of 2-(6-diethylamino-3-diethyliminio-3h-xanthen-9-yl)benzoate–ethyl gallate (1/1) at room temperature |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968829/ https://www.ncbi.nlm.nih.gov/pubmed/21582440 http://dx.doi.org/10.1107/S160053680900751X |
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