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Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate
The title diastereomeric salt, formed between 2-amino-1,2-diphenylethanol (ADE) and aspartic acid (ASP), C(14)H(16)NO(+)·C(4)H(6)NO(4) (−)·H(2)O, crystallizes as a monohydrate. The 1,2-diphenylethyl group in the cation has a cis conformation, and the aspartic acid anion is in the zwitterionic fo...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730233/ https://www.ncbi.nlm.nih.gov/pubmed/29250396 http://dx.doi.org/10.1107/S2056989017015729 |
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author | Fujii, Isao |
author_facet | Fujii, Isao |
author_sort | Fujii, Isao |
collection | PubMed |
description | The title diastereomeric salt, formed between 2-amino-1,2-diphenylethanol (ADE) and aspartic acid (ASP), C(14)H(16)NO(+)·C(4)H(6)NO(4) (−)·H(2)O, crystallizes as a monohydrate. The 1,2-diphenylethyl group in the cation has a cis conformation, and the aspartic acid anion is in the zwitterionic form. In the crystal, the ASP anions are linked via N—H⋯O hydrogen bonds to form a 2(1) helix along the b-axis direction. The helices are linked by the ADE cations via O—H⋯O and N—H⋯O hydrogen bonds, forming layers parallel to the bc plane. There are channels in the layers that are occupied by water molecules, which link to both the anions and cations via O(water)—H⋯O and N—H⋯O(water) hydrogen bonds. There are also C—H⋯O and C—H⋯π interactions present within the layers. |
format | Online Article Text |
id | pubmed-5730233 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-57302332017-12-15 Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate Fujii, Isao Acta Crystallogr E Crystallogr Commun Research Communications The title diastereomeric salt, formed between 2-amino-1,2-diphenylethanol (ADE) and aspartic acid (ASP), C(14)H(16)NO(+)·C(4)H(6)NO(4) (−)·H(2)O, crystallizes as a monohydrate. The 1,2-diphenylethyl group in the cation has a cis conformation, and the aspartic acid anion is in the zwitterionic form. In the crystal, the ASP anions are linked via N—H⋯O hydrogen bonds to form a 2(1) helix along the b-axis direction. The helices are linked by the ADE cations via O—H⋯O and N—H⋯O hydrogen bonds, forming layers parallel to the bc plane. There are channels in the layers that are occupied by water molecules, which link to both the anions and cations via O(water)—H⋯O and N—H⋯O(water) hydrogen bonds. There are also C—H⋯O and C—H⋯π interactions present within the layers. International Union of Crystallography 2017-11-03 /pmc/articles/PMC5730233/ /pubmed/29250396 http://dx.doi.org/10.1107/S2056989017015729 Text en © Isao Fujii 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Fujii, Isao Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate |
title | Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate |
title_full | Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate |
title_fullStr | Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate |
title_full_unstemmed | Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate |
title_short | Crystal structure of (1S,2R)-2-hydroxy-1,2-diphenylethan-1-aminium (S)-2-azaniumylbutanedioate monohydrate |
title_sort | crystal structure of (1s,2r)-2-hydroxy-1,2-diphenylethan-1-aminium (s)-2-azaniumylbutanedioate monohydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730233/ https://www.ncbi.nlm.nih.gov/pubmed/29250396 http://dx.doi.org/10.1107/S2056989017015729 |
work_keys_str_mv | AT fujiiisao crystalstructureof1s2r2hydroxy12diphenylethan1aminiums2azaniumylbutanedioatemonohydrate |