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(S)-2-Oxotetrahydrofuran-3-aminium bromide
In the title HBr salt of (S)-homoserine lactone, C(4)H(8)NO(2) (+)·Br(−), the five-membered ring has an envelope conformation, with the –CH(2)– C atom adjacent to the N-substituted C atom at the flap position. The four-atom mean plane (r.m.s. deviation = 0.005 Å) of the envelope forms a dihedral ang...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414985/ https://www.ncbi.nlm.nih.gov/pubmed/22904972 http://dx.doi.org/10.1107/S1600536812032552 |
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author | Sandifer, Jace D. Fronczek, Frank R. Watkins, Steven F. |
author_facet | Sandifer, Jace D. Fronczek, Frank R. Watkins, Steven F. |
author_sort | Sandifer, Jace D. |
collection | PubMed |
description | In the title HBr salt of (S)-homoserine lactone, C(4)H(8)NO(2) (+)·Br(−), the five-membered ring has an envelope conformation, with the –CH(2)– C atom adjacent to the N-substituted C atom at the flap position. The four-atom mean plane (r.m.s. deviation = 0.005 Å) of the envelope forms a dihedral angle of 32.12 (9)° with the three-atom flap plane. The distorted square-pyramidal coordination about the anion involves five surrounding cations, with the square base defined by three N—H⋯Br hydrogen bonds [Br⋯N = 3.3046 (10), 3.3407 (12) and 3.3644 (13) Å] and near-contact with an H atom attached to C [Br⋯C = 3.739 (1) Å]. Another Br⋯C contact of 3.427 (1) Å defines the apex. There is also an N—H⋯O hydrogen bond present linking the cations. |
format | Online Article Text |
id | pubmed-3414985 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34149852012-08-17 (S)-2-Oxotetrahydrofuran-3-aminium bromide Sandifer, Jace D. Fronczek, Frank R. Watkins, Steven F. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title HBr salt of (S)-homoserine lactone, C(4)H(8)NO(2) (+)·Br(−), the five-membered ring has an envelope conformation, with the –CH(2)– C atom adjacent to the N-substituted C atom at the flap position. The four-atom mean plane (r.m.s. deviation = 0.005 Å) of the envelope forms a dihedral angle of 32.12 (9)° with the three-atom flap plane. The distorted square-pyramidal coordination about the anion involves five surrounding cations, with the square base defined by three N—H⋯Br hydrogen bonds [Br⋯N = 3.3046 (10), 3.3407 (12) and 3.3644 (13) Å] and near-contact with an H atom attached to C [Br⋯C = 3.739 (1) Å]. Another Br⋯C contact of 3.427 (1) Å defines the apex. There is also an N—H⋯O hydrogen bond present linking the cations. International Union of Crystallography 2012-07-25 /pmc/articles/PMC3414985/ /pubmed/22904972 http://dx.doi.org/10.1107/S1600536812032552 Text en © Sandifer et al. 2012 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 Sandifer, Jace D. Fronczek, Frank R. Watkins, Steven F. (S)-2-Oxotetrahydrofuran-3-aminium bromide |
title | (S)-2-Oxotetrahydrofuran-3-aminium bromide
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title_full | (S)-2-Oxotetrahydrofuran-3-aminium bromide
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title_fullStr | (S)-2-Oxotetrahydrofuran-3-aminium bromide
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title_full_unstemmed | (S)-2-Oxotetrahydrofuran-3-aminium bromide
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title_short | (S)-2-Oxotetrahydrofuran-3-aminium bromide
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title_sort | (s)-2-oxotetrahydrofuran-3-aminium bromide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414985/ https://www.ncbi.nlm.nih.gov/pubmed/22904972 http://dx.doi.org/10.1107/S1600536812032552 |
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