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N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate
In the title compound, C(24)H(39)NO(2)·H(2)O, the A and C rings of the pregnolene derivative sterol adopt chair conformations, with the B ring in a flattened chair conformation and the five-membered ring in an envelope conformation twisted about the C/D ring junction. The N-tert-butylcarboxamide su...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969220/ https://www.ncbi.nlm.nih.gov/pubmed/21582804 http://dx.doi.org/10.1107/S1600536809020984 |
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author | Li, Jiang-Sheng Simpson, Jim Li, Xiao-Jun Li, Xun Huang, Peng-Mian |
author_facet | Li, Jiang-Sheng Simpson, Jim Li, Xiao-Jun Li, Xun Huang, Peng-Mian |
author_sort | Li, Jiang-Sheng |
collection | PubMed |
description | In the title compound, C(24)H(39)NO(2)·H(2)O, the A and C rings of the pregnolene derivative sterol adopt chair conformations, with the B ring in a flattened chair conformation and the five-membered ring in an envelope conformation twisted about the C/D ring junction. The N-tert-butylcarboxamide substituent is equatorial. The 3β-hydroxy H atom and one H atom of the water molecule are disordered over two positions with equal occupancies. In the crystal structure, O—H⋯O hydrogen bonds between the 3β-hydroxy groups of neighbouring molecules form dimers in the bc plane and these dimers are stacked along the a axis by additional O—H⋯O hydrogen bonds involving the water molecules. The steric effect of the bulky tert-butyl substituent in the carboxamide chain precludes hydrogen-bond formation by the N—H group. |
format | Text |
id | pubmed-2969220 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29692202010-12-30 N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate Li, Jiang-Sheng Simpson, Jim Li, Xiao-Jun Li, Xun Huang, Peng-Mian Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(24)H(39)NO(2)·H(2)O, the A and C rings of the pregnolene derivative sterol adopt chair conformations, with the B ring in a flattened chair conformation and the five-membered ring in an envelope conformation twisted about the C/D ring junction. The N-tert-butylcarboxamide substituent is equatorial. The 3β-hydroxy H atom and one H atom of the water molecule are disordered over two positions with equal occupancies. In the crystal structure, O—H⋯O hydrogen bonds between the 3β-hydroxy groups of neighbouring molecules form dimers in the bc plane and these dimers are stacked along the a axis by additional O—H⋯O hydrogen bonds involving the water molecules. The steric effect of the bulky tert-butyl substituent in the carboxamide chain precludes hydrogen-bond formation by the N—H group. International Union of Crystallography 2009-06-06 /pmc/articles/PMC2969220/ /pubmed/21582804 http://dx.doi.org/10.1107/S1600536809020984 Text en © Li et al. 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 Li, Jiang-Sheng Simpson, Jim Li, Xiao-Jun Li, Xun Huang, Peng-Mian N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
title |
N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
title_full |
N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
title_fullStr |
N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
title_full_unstemmed |
N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
title_short |
N-tert-Butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
title_sort | n-tert-butyl-3-hydroxy-5-androstene-17-carboxamide monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969220/ https://www.ncbi.nlm.nih.gov/pubmed/21582804 http://dx.doi.org/10.1107/S1600536809020984 |
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