(2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one

The title compound, C(27)H(18)Cl(2)N(2)O(2), represents a racemic mixture of the corresponding R,R and S,S diastereomers. The isoxazoline ring adopts an envelope conformation with the spiro C atom deviating by 0.093 (2) Å from the rest of the ring. The six-membered keto-substituted carbocycle has a...

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Autores principales: Narayanan, Ponmudisettu, Maheswari, Shanmugavel Uma, Sethusankar, Krishnan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588835/
https://www.ncbi.nlm.nih.gov/pubmed/23468800
http://dx.doi.org/10.1107/S1600536812045084
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author Narayanan, Ponmudisettu
Maheswari, Shanmugavel Uma
Sethusankar, Krishnan
author_facet Narayanan, Ponmudisettu
Maheswari, Shanmugavel Uma
Sethusankar, Krishnan
author_sort Narayanan, Ponmudisettu
collection PubMed
description The title compound, C(27)H(18)Cl(2)N(2)O(2), represents a racemic mixture of the corresponding R,R and S,S diastereomers. The isoxazoline ring adopts an envelope conformation with the spiro C atom deviating by 0.093 (2) Å from the rest of the ring. The six-membered keto-substituted carbocycle has a sofa conformation with the methyl­ene C atom adjacent to the spiro center deviating by 0.289 (2) Å from the mean plane of the remaining atoms. In the crystal, mol­ecules are linked via C—H⋯Cl inter­actions and C—Cl⋯O halogen bonds [2.958 (2) Å, 171.39 (7)°], which generate bifurcated R (2) (1)(6) ring motifs resulting in C (2) (1)[R (2) (1)(6)] chains running parallel to [010].
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spelling pubmed-35888352013-03-06 (2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one Narayanan, Ponmudisettu Maheswari, Shanmugavel Uma Sethusankar, Krishnan Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(27)H(18)Cl(2)N(2)O(2), represents a racemic mixture of the corresponding R,R and S,S diastereomers. The isoxazoline ring adopts an envelope conformation with the spiro C atom deviating by 0.093 (2) Å from the rest of the ring. The six-membered keto-substituted carbocycle has a sofa conformation with the methyl­ene C atom adjacent to the spiro center deviating by 0.289 (2) Å from the mean plane of the remaining atoms. In the crystal, mol­ecules are linked via C—H⋯Cl inter­actions and C—Cl⋯O halogen bonds [2.958 (2) Å, 171.39 (7)°], which generate bifurcated R (2) (1)(6) ring motifs resulting in C (2) (1)[R (2) (1)(6)] chains running parallel to [010]. International Union of Crystallography 2012-11-07 /pmc/articles/PMC3588835/ /pubmed/23468800 http://dx.doi.org/10.1107/S1600536812045084 Text en © Narayanan 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
Narayanan, Ponmudisettu
Maheswari, Shanmugavel Uma
Sethusankar, Krishnan
(2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one
title (2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one
title_full (2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one
title_fullStr (2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one
title_full_unstemmed (2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one
title_short (2RS,5′RS)-3′,4′-Bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′H)-[1,2]oxazol]-1(2H)-one
title_sort (2rs,5′rs)-3′,4′-bis(4-chloro­phen­yl)-3,4-dihydro­spiro­[acridine-2,5′(4′h)-[1,2]oxazol]-1(2h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588835/
https://www.ncbi.nlm.nih.gov/pubmed/23468800
http://dx.doi.org/10.1107/S1600536812045084
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