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An amide cyclophane
The title compound, 8,18-dithia-2,6-diaza-13(1,4)-piperidina-1(1,2),4(1,3),7(1,2)-tribenzenaoctadecaphane-10,15-diyne-3,6-dione, C(32)H(30)N(4)O(2)S(2), is composed of a relatively planar bis(2-mercaptophenyl)isophthalamide unit linked to a bridging 1,4-di(but-2-yn-1-yl)piperazine unit, forming a...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158555/ https://www.ncbi.nlm.nih.gov/pubmed/25249913 http://dx.doi.org/10.1107/S1600536814015621 |
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author | Viswanathan, Vijayan Thirunarayanan, Ayyavu Rajakumar, Perumal Velmurugan, Devadasan |
author_facet | Viswanathan, Vijayan Thirunarayanan, Ayyavu Rajakumar, Perumal Velmurugan, Devadasan |
author_sort | Viswanathan, Vijayan |
collection | PubMed |
description | The title compound, 8,18-dithia-2,6-diaza-13(1,4)-piperidina-1(1,2),4(1,3),7(1,2)-tribenzenaoctadecaphane-10,15-diyne-3,6-dione, C(32)H(30)N(4)O(2)S(2), is composed of a relatively planar bis(2-mercaptophenyl)isophthalamide unit linked to a bridging 1,4-di(but-2-yn-1-yl)piperazine unit, forming a macrocycle. The isophthalamide ring is inclined to the outer mercaptophenyl rings by 8.18 (11) and 5.59 (10)°, while these two rings are inclined to one another by 9.10 (12)°. The piperazine ring adopts a chair conformation. There are two intramolecular N—H⋯S hydrogen bonds generating S(5) ring motifs. In the crystal, molecules are linked via C—H⋯S and C—H⋯O hydrogen bonds, forming slabs lying parallel to (001). An O atom in the isophthalamide group is disordered over two positions with an occupancy ratio of 0.41 (6):0.59 (6). |
format | Online Article Text |
id | pubmed-4158555 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41585552014-09-23 An amide cyclophane Viswanathan, Vijayan Thirunarayanan, Ayyavu Rajakumar, Perumal Velmurugan, Devadasan Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, 8,18-dithia-2,6-diaza-13(1,4)-piperidina-1(1,2),4(1,3),7(1,2)-tribenzenaoctadecaphane-10,15-diyne-3,6-dione, C(32)H(30)N(4)O(2)S(2), is composed of a relatively planar bis(2-mercaptophenyl)isophthalamide unit linked to a bridging 1,4-di(but-2-yn-1-yl)piperazine unit, forming a macrocycle. The isophthalamide ring is inclined to the outer mercaptophenyl rings by 8.18 (11) and 5.59 (10)°, while these two rings are inclined to one another by 9.10 (12)°. The piperazine ring adopts a chair conformation. There are two intramolecular N—H⋯S hydrogen bonds generating S(5) ring motifs. In the crystal, molecules are linked via C—H⋯S and C—H⋯O hydrogen bonds, forming slabs lying parallel to (001). An O atom in the isophthalamide group is disordered over two positions with an occupancy ratio of 0.41 (6):0.59 (6). International Union of Crystallography 2014-07-11 /pmc/articles/PMC4158555/ /pubmed/25249913 http://dx.doi.org/10.1107/S1600536814015621 Text en © Viswanathan et al. 2014 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 Viswanathan, Vijayan Thirunarayanan, Ayyavu Rajakumar, Perumal Velmurugan, Devadasan An amide cyclophane |
title | An amide cyclophane |
title_full | An amide cyclophane |
title_fullStr | An amide cyclophane |
title_full_unstemmed | An amide cyclophane |
title_short | An amide cyclophane |
title_sort | amide cyclophane |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158555/ https://www.ncbi.nlm.nih.gov/pubmed/25249913 http://dx.doi.org/10.1107/S1600536814015621 |
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