Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one

The title compound, C(22)H(34)O(6), is one of the products obtained by oxidation of squalene with the catalytic system RuO(4)(cat.)/NaIO(4). It crystallizes in the P-1 space group, with four crystallographically independent mol­ecules related by a pseudo-C (2) symmetry axis. The structural analysis...

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Autores principales: Piccialli, Vincenzo, Tuzi, Angela, Centore, Roberto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588561/
https://www.ncbi.nlm.nih.gov/pubmed/28932455
http://dx.doi.org/10.1107/S2056989017010805
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author Piccialli, Vincenzo
Tuzi, Angela
Centore, Roberto
author_facet Piccialli, Vincenzo
Tuzi, Angela
Centore, Roberto
author_sort Piccialli, Vincenzo
collection PubMed
description The title compound, C(22)H(34)O(6), is one of the products obtained by oxidation of squalene with the catalytic system RuO(4)(cat.)/NaIO(4). It crystallizes in the P-1 space group, with four crystallographically independent mol­ecules related by a pseudo-C (2) symmetry axis. The structural analysis also shows that the title compound is isomeric with two products previously reported in the literature and that are obtained by the same reaction procedure. In particular, out of the seven chiral C atoms present in the mol­ecule, the title compound shows the opposite configuration at, respectively, four and two chiral centres with respect to the isomeric compounds.
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spelling pubmed-55885612017-09-20 Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one Piccialli, Vincenzo Tuzi, Angela Centore, Roberto Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(22)H(34)O(6), is one of the products obtained by oxidation of squalene with the catalytic system RuO(4)(cat.)/NaIO(4). It crystallizes in the P-1 space group, with four crystallographically independent mol­ecules related by a pseudo-C (2) symmetry axis. The structural analysis also shows that the title compound is isomeric with two products previously reported in the literature and that are obtained by the same reaction procedure. In particular, out of the seven chiral C atoms present in the mol­ecule, the title compound shows the opposite configuration at, respectively, four and two chiral centres with respect to the isomeric compounds. International Union of Crystallography 2017-08-01 /pmc/articles/PMC5588561/ /pubmed/28932455 http://dx.doi.org/10.1107/S2056989017010805 Text en © Piccialli et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ 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.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Piccialli, Vincenzo
Tuzi, Angela
Centore, Roberto
Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one
title Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one
title_full Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one
title_fullStr Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one
title_full_unstemmed Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one
title_short Pseudosymmetry and high Z′ structures: the case of rac-(2R,2′R,5′S)-2-methyl-5′-[(1R,2R,5S,5′S)-1,4,4,5′-tetra­methyl­dihydro-3′H-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2H)-one
title_sort pseudosymmetry and high z′ structures: the case of rac-(2r,2′r,5′s)-2-methyl-5′-[(1r,2r,5s,5′s)-1,4,4,5′-tetra­methyl­dihydro-3′h-3,8-dioxa­spiro­[bi­cyclo­[3.2.1]octane-2,2′-furan]-5′-yl]-3,4,1′,2′,3′,4′-hexa­hydro-[2,2′-bi­furan]-5(2h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588561/
https://www.ncbi.nlm.nih.gov/pubmed/28932455
http://dx.doi.org/10.1107/S2056989017010805
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