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6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide

The racemic mixture of the title compound, C(19)H(19)NO(3)S, crystallizes in space group P [Image: see text] with two homochiral mol­ecules in each asymmetric unit. The seven-membered ring in both mol­ecules is in a pucker-chair conformation. The extended structure exhibits C—H⋯O hydrogen bonds, of...

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Autores principales: Yennawar, Hemant P., Russell, Michael W., Silverberg, Lee J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10626852/
https://www.ncbi.nlm.nih.gov/pubmed/37936592
http://dx.doi.org/10.1107/S2414314623009379
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author Yennawar, Hemant P.
Russell, Michael W.
Silverberg, Lee J.
author_facet Yennawar, Hemant P.
Russell, Michael W.
Silverberg, Lee J.
author_sort Yennawar, Hemant P.
collection PubMed
description The racemic mixture of the title compound, C(19)H(19)NO(3)S, crystallizes in space group P [Image: see text] with two homochiral mol­ecules in each asymmetric unit. The seven-membered ring in both mol­ecules is in a pucker-chair conformation. The extended structure exhibits C—H⋯O hydrogen bonds, of which two connect crystallographically independent mol­ecules to generate a chain propagating along the b-axis direction. One C—H grouping of the cyclo­propyl ring is in close contact with the phenyl ring of the neighboring independent mol­ecule in C—H⋯π type inter­actions with carbon atom–ring-centroid distances of 3.544 (5) and 3.596 (4) Å. Other inter­actions are of the parallel–reciprocal type, with the chiral carbon atom of one mol­ecule donating a proton to an oxygen atom of the sulfone group of a symmetry-related mol­ecule and vice-versa. Symmetry-related mol­ecular pairs also exhibit T-type inter­actions between aromatic rings with inter­planar angles of 74.2 (2) and 69.2 (2)° and inter­centroid distances of 4.965 (4) and 5.114 (4) Å. [Image: see text]
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spelling pubmed-106268522023-11-07 6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide Yennawar, Hemant P. Russell, Michael W. Silverberg, Lee J. IUCrdata Data Reports The racemic mixture of the title compound, C(19)H(19)NO(3)S, crystallizes in space group P [Image: see text] with two homochiral mol­ecules in each asymmetric unit. The seven-membered ring in both mol­ecules is in a pucker-chair conformation. The extended structure exhibits C—H⋯O hydrogen bonds, of which two connect crystallographically independent mol­ecules to generate a chain propagating along the b-axis direction. One C—H grouping of the cyclo­propyl ring is in close contact with the phenyl ring of the neighboring independent mol­ecule in C—H⋯π type inter­actions with carbon atom–ring-centroid distances of 3.544 (5) and 3.596 (4) Å. Other inter­actions are of the parallel–reciprocal type, with the chiral carbon atom of one mol­ecule donating a proton to an oxygen atom of the sulfone group of a symmetry-related mol­ecule and vice-versa. Symmetry-related mol­ecular pairs also exhibit T-type inter­actions between aromatic rings with inter­planar angles of 74.2 (2) and 69.2 (2)° and inter­centroid distances of 4.965 (4) and 5.114 (4) Å. [Image: see text] International Union of Crystallography 2023-10-31 /pmc/articles/PMC10626852/ /pubmed/37936592 http://dx.doi.org/10.1107/S2414314623009379 Text en © Yennawar et al. 2023 https://creativecommons.org/licenses/by/4.0/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.
spellingShingle Data Reports
Yennawar, Hemant P.
Russell, Michael W.
Silverberg, Lee J.
6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
title 6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
title_full 6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
title_fullStr 6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
title_full_unstemmed 6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
title_short 6,7-Diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
title_sort 6,7-diphenyl-5-thia-7-aza­spiro­[2.6]nonan-8-one 5,5-dioxide
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10626852/
https://www.ncbi.nlm.nih.gov/pubmed/37936592
http://dx.doi.org/10.1107/S2414314623009379
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