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5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene

Mol­ecules of the title compound, C(56)H(76)Cl(4)O(16)S(4), have crystallographic C (2) symmetry and adopt a 1,3-alternate conformation where the four –OCH(2)CH(2)OCH(2)CH(2)Cl groups are located alternately above and below the virtual plane (R) defined by the four bridging S atoms. The dihedral ang...

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Detalles Bibliográficos
Autores principales: Hu, Ling, Liu, Yang, Ma, Jiang-Ping, Guo, Dian-Shun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968348/
https://www.ncbi.nlm.nih.gov/pubmed/21581981
http://dx.doi.org/10.1107/S1600536809002591
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author Hu, Ling
Liu, Yang
Ma, Jiang-Ping
Guo, Dian-Shun
author_facet Hu, Ling
Liu, Yang
Ma, Jiang-Ping
Guo, Dian-Shun
author_sort Hu, Ling
collection PubMed
description Mol­ecules of the title compound, C(56)H(76)Cl(4)O(16)S(4), have crystallographic C (2) symmetry and adopt a 1,3-alternate conformation where the four –OCH(2)CH(2)OCH(2)CH(2)Cl groups are located alternately above and below the virtual plane (R) defined by the four bridging S atoms. The dihedral angles between the plane (R) and the phenolic rings are 72.85 (7) and 74.57 (7)°. An unusual 24-membered macrocyclic ring is formed in the crystal structure with an array of eight intra­molecular C—H⋯O hydrogen bonds between the ether arm H atoms and the sulfonyl O atoms. In the supra­molecular structure, the mol­ecular components are linked into infinite zigzag one-dimensional chains by a combination of four inter­molecular C—H⋯O hydrogen bonds, forming R (2) (2)(13), R (2) (2)(16), R (2) (2)(21) and R (2) (2)(26) ring motifs. These chains are augmented into a wave-like two-dimensional network by weak C⋯O inter­actions. One tert-butyl group shows rotational disorder, and one CH(2)CH(2)Cl group is disordered over two orientations; the site-occupation factors are 0.756 (6) and 0.244 (6) for the two tert-butyl groups, and 0.808 (3) and 0.192 (3) for the two CH(2)CH(2)Cl units.
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spelling pubmed-29683482010-12-30 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene Hu, Ling Liu, Yang Ma, Jiang-Ping Guo, Dian-Shun Acta Crystallogr Sect E Struct Rep Online Organic Papers Mol­ecules of the title compound, C(56)H(76)Cl(4)O(16)S(4), have crystallographic C (2) symmetry and adopt a 1,3-alternate conformation where the four –OCH(2)CH(2)OCH(2)CH(2)Cl groups are located alternately above and below the virtual plane (R) defined by the four bridging S atoms. The dihedral angles between the plane (R) and the phenolic rings are 72.85 (7) and 74.57 (7)°. An unusual 24-membered macrocyclic ring is formed in the crystal structure with an array of eight intra­molecular C—H⋯O hydrogen bonds between the ether arm H atoms and the sulfonyl O atoms. In the supra­molecular structure, the mol­ecular components are linked into infinite zigzag one-dimensional chains by a combination of four inter­molecular C—H⋯O hydrogen bonds, forming R (2) (2)(13), R (2) (2)(16), R (2) (2)(21) and R (2) (2)(26) ring motifs. These chains are augmented into a wave-like two-dimensional network by weak C⋯O inter­actions. One tert-butyl group shows rotational disorder, and one CH(2)CH(2)Cl group is disordered over two orientations; the site-occupation factors are 0.756 (6) and 0.244 (6) for the two tert-butyl groups, and 0.808 (3) and 0.192 (3) for the two CH(2)CH(2)Cl units. International Union of Crystallography 2009-01-28 /pmc/articles/PMC2968348/ /pubmed/21581981 http://dx.doi.org/10.1107/S1600536809002591 Text en © Hu 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
Hu, Ling
Liu, Yang
Ma, Jiang-Ping
Guo, Dian-Shun
5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
title 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
title_full 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
title_fullStr 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
title_full_unstemmed 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
title_short 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
title_sort 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra­kis[2-(2-chloro­ethoxy)eth­oxy]-2,8,14,20-tetra­sulfonyl­calix[4]arene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968348/
https://www.ncbi.nlm.nih.gov/pubmed/21581981
http://dx.doi.org/10.1107/S1600536809002591
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