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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...

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Autores principales: Viswanathan, Vijayan, Thirunarayanan, Ayyavu, Rajakumar, Perumal, Velmurugan, Devadasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
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).
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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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