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5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene

In the title compound, C(30)H(26)Br(2)O(4)S(4), the thia­calix[4]arene unit adopts a pinched cone conformation, with one of the ether-substituted rings bent towards the calix cavity and the two phenolic rings bent outwards. The phenyl rings make dihedral angles of 27.12 (9), 36.71 (10), 75.04 (8), a...

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Autores principales: Liu, Ling-Ling, Chen, Lu-Sheng, Ma, Jian-Ping, Guo, Dian-Shun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089239/
https://www.ncbi.nlm.nih.gov/pubmed/21754428
http://dx.doi.org/10.1107/S1600536811013043
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author Liu, Ling-Ling
Chen, Lu-Sheng
Ma, Jian-Ping
Guo, Dian-Shun
author_facet Liu, Ling-Ling
Chen, Lu-Sheng
Ma, Jian-Ping
Guo, Dian-Shun
author_sort Liu, Ling-Ling
collection PubMed
description In the title compound, C(30)H(26)Br(2)O(4)S(4), the thia­calix[4]arene unit adopts a pinched cone conformation, with one of the ether-substituted rings bent towards the calix cavity and the two phenolic rings bent outwards. The phenyl rings make dihedral angles of 27.12 (9), 36.71 (10), 75.04 (8), and 76.01 (7)° with the virtual plane defined by the four bridging S atoms. The two opposite ether-substituted rings are almost parallel to each other, with an inter­planar anagle of 2.99 (12)°, while the two phenolic rings are nearly perpendicular to each other, making a dihedral angle of 74.52 (11)° and a Br⋯Br distance of 13.17 (2) Å. Two intra­molecular O—H⋯O hydrogen bonds between the OH groups and the same ether O atom stabilize the cone conformation. In the crystal, two different chains of mol­ecules, one with alternating and the other with tail-to-tail orientations, are formed by inter­molecular offset-face-to-face π–π stacking inter­actions with distances of 3.606 (3) to 4.488 (4) Å between the centroids of the aromatic rings.
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spelling pubmed-30892392011-07-13 5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene Liu, Ling-Ling Chen, Lu-Sheng Ma, Jian-Ping Guo, Dian-Shun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(30)H(26)Br(2)O(4)S(4), the thia­calix[4]arene unit adopts a pinched cone conformation, with one of the ether-substituted rings bent towards the calix cavity and the two phenolic rings bent outwards. The phenyl rings make dihedral angles of 27.12 (9), 36.71 (10), 75.04 (8), and 76.01 (7)° with the virtual plane defined by the four bridging S atoms. The two opposite ether-substituted rings are almost parallel to each other, with an inter­planar anagle of 2.99 (12)°, while the two phenolic rings are nearly perpendicular to each other, making a dihedral angle of 74.52 (11)° and a Br⋯Br distance of 13.17 (2) Å. Two intra­molecular O—H⋯O hydrogen bonds between the OH groups and the same ether O atom stabilize the cone conformation. In the crystal, two different chains of mol­ecules, one with alternating and the other with tail-to-tail orientations, are formed by inter­molecular offset-face-to-face π–π stacking inter­actions with distances of 3.606 (3) to 4.488 (4) Å between the centroids of the aromatic rings. International Union of Crystallography 2011-04-13 /pmc/articles/PMC3089239/ /pubmed/21754428 http://dx.doi.org/10.1107/S1600536811013043 Text en © Liu et al. 2011 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
Liu, Ling-Ling
Chen, Lu-Sheng
Ma, Jian-Ping
Guo, Dian-Shun
5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
title 5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
title_full 5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
title_fullStr 5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
title_full_unstemmed 5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
title_short 5,17-Dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
title_sort 5,17-dibromo-26,28-dihy­droxy-25,27-diprop­oxy-2,8,14,20-tetra­thia­calix[4]arene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089239/
https://www.ncbi.nlm.nih.gov/pubmed/21754428
http://dx.doi.org/10.1107/S1600536811013043
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