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Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate
In the title molecular salt, C(9)H(12)NO(4) (+)·Br(−)·C(9)H(11)NO(4), one of the dopa molecules is in the cationic form in which the α-amino group is protonated and the α-carboxylic acid group is uncharged, while the second dopa molecule is in the zwitterion form. The Br(−) anion occupies a spe...
| Autores principales: | , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2016
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095829/ https://www.ncbi.nlm.nih.gov/pubmed/27840704 http://dx.doi.org/10.1107/S2056989016015425 |
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| author | Kathiravan, Perumal Balakrishnan, Thangavelu Venkatesan, Perumal Ramamurthi, Kandasamy Percino, María Judith Thamotharan, Subbiah |
| author_facet | Kathiravan, Perumal Balakrishnan, Thangavelu Venkatesan, Perumal Ramamurthi, Kandasamy Percino, María Judith Thamotharan, Subbiah |
| author_sort | Kathiravan, Perumal |
| collection | PubMed |
| description | In the title molecular salt, C(9)H(12)NO(4) (+)·Br(−)·C(9)H(11)NO(4), one of the dopa molecules is in the cationic form in which the α-amino group is protonated and the α-carboxylic acid group is uncharged, while the second dopa molecule is in the zwitterion form. The Br(−) anion occupies a special position and is located on a twofold rotation axis. The two dopa molecules are interconnected by short O—H⋯O hydrogen bonds. In the crystal, the various units are linked by O—H⋯O, N—H⋯Br and N—H⋯O hydrogen bonds, forming a three-dimensional framework. The title compound was refined as an inversion twin with an absolute structure parameter of 0.023 (8). |
| format | Online Article Text |
| id | pubmed-5095829 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2016 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-50958292016-11-11 Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate Kathiravan, Perumal Balakrishnan, Thangavelu Venkatesan, Perumal Ramamurthi, Kandasamy Percino, María Judith Thamotharan, Subbiah Acta Crystallogr E Crystallogr Commun Research Communications In the title molecular salt, C(9)H(12)NO(4) (+)·Br(−)·C(9)H(11)NO(4), one of the dopa molecules is in the cationic form in which the α-amino group is protonated and the α-carboxylic acid group is uncharged, while the second dopa molecule is in the zwitterion form. The Br(−) anion occupies a special position and is located on a twofold rotation axis. The two dopa molecules are interconnected by short O—H⋯O hydrogen bonds. In the crystal, the various units are linked by O—H⋯O, N—H⋯Br and N—H⋯O hydrogen bonds, forming a three-dimensional framework. The title compound was refined as an inversion twin with an absolute structure parameter of 0.023 (8). International Union of Crystallography 2016-10-07 /pmc/articles/PMC5095829/ /pubmed/27840704 http://dx.doi.org/10.1107/S2056989016015425 Text en © Kathiravan et al. 2016 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 Kathiravan, Perumal Balakrishnan, Thangavelu Venkatesan, Perumal Ramamurthi, Kandasamy Percino, María Judith Thamotharan, Subbiah Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| title | Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| title_full | Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| title_short | Crystal structure and Hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| title_sort | crystal structure and hirshfeld surface analysis of 1-carboxy-2-(3,4-dihydroxyphenyl)ethan-1-aminium bromide 2-ammonio-3-(3,4-dihydroxyphenyl)propanoate |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095829/ https://www.ncbi.nlm.nih.gov/pubmed/27840704 http://dx.doi.org/10.1107/S2056989016015425 |
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