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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...

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Detalles Bibliográficos
Autores principales: Li, Jiang-Sheng, Simpson, Jim, Li, Xiao-Jun, Li, Xun, Huang, Peng-Mian
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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