Cargando…

Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes

In the title compounds, C(25)H(29)BrN(5)O(7), (I) [systematic name: (Z)-1(5)-bromo-3(2),3(2)-dimethyl-2(1)-nitro-2(2),2(3),2(5),2(6),2(7),2(7a),3(3a),3(5),3(6),3(6a)-deca­hydro-2(1) H,6(1) H-4,9-dioxa-2(3,2)-pyrrolizina-6(4,1)-triazola-3(5,6)-furo[2,3-d][1,3]dioxola-1(1,2)-benzena­cyclo­nona­phane],...

Descripción completa

Detalles Bibliográficos
Autores principales: Viswanathan, Vijayan, Rao, Naga Siva, Raghunathan, Raghavachary, Velmurugan, Devadasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518911/
https://www.ncbi.nlm.nih.gov/pubmed/26279878
http://dx.doi.org/10.1107/S205698901501141X
_version_ 1782383423388647424
author Viswanathan, Vijayan
Rao, Naga Siva
Raghunathan, Raghavachary
Velmurugan, Devadasan
author_facet Viswanathan, Vijayan
Rao, Naga Siva
Raghunathan, Raghavachary
Velmurugan, Devadasan
author_sort Viswanathan, Vijayan
collection PubMed
description In the title compounds, C(25)H(29)BrN(5)O(7), (I) [systematic name: (Z)-1(5)-bromo-3(2),3(2)-dimethyl-2(1)-nitro-2(2),2(3),2(5),2(6),2(7),2(7a),3(3a),3(5),3(6),3(6a)-deca­hydro-2(1) H,6(1) H-4,9-dioxa-2(3,2)-pyrrolizina-6(4,1)-triazola-3(5,6)-furo[2,3-d][1,3]dioxola-1(1,2)-benzena­cyclo­nona­phane], and C(24)H(29)N(5)O(7)S, (II) [systematic name: (Z)-3(2),3(2)-dimethyl-2(7)-nitro-2(5),2(6),2(7),2(7a),3(3a),3(5),3(6),3(6a)-octa­hydro-2(1) H,2(3) H,6(1) H-4,9-dioxa-2(5,6)-pyrrolo­[1,2-c]thia­zola-6(4,1)-triazola-3(5,6)-furo[2,3-d][1,3]dioxola-1(1,2)-benzena­cyclo­nona­phane], the triazole rings adopt almost planar conformations. In (I), the fused pyrrolidine rings adopt envelope conformations with the C atoms opposite the fused N—C bond as the flap in each ring, and their mean planes are inclined to one another by 52.8 (3)°. In (II), the pyrrolidine and thia­zole rings are both twisted on the fused N—C bond, and their mean planes are inclined to one another by 70.8 (2)°. In both (I) and (II), the furan ring adopts an envelope conformation with the adjacent C atom of the macrocycle as the flap. In the crystal of (I), mol­ecules are linked via C—H⋯N and C—H⋯O hydrogen bonds, forming sheets parallel to (10-1), while in (II), mol­ecules are linked via C—H⋯N and C—H⋯O hydrogen bonds, forming helical chains propagating along [010], which are linked via C—H⋯S hydrogen bonds, forming slabs parallel to (001).
format Online
Article
Text
id pubmed-4518911
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-45189112015-08-14 Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes Viswanathan, Vijayan Rao, Naga Siva Raghunathan, Raghavachary Velmurugan, Devadasan Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds, C(25)H(29)BrN(5)O(7), (I) [systematic name: (Z)-1(5)-bromo-3(2),3(2)-dimethyl-2(1)-nitro-2(2),2(3),2(5),2(6),2(7),2(7a),3(3a),3(5),3(6),3(6a)-deca­hydro-2(1) H,6(1) H-4,9-dioxa-2(3,2)-pyrrolizina-6(4,1)-triazola-3(5,6)-furo[2,3-d][1,3]dioxola-1(1,2)-benzena­cyclo­nona­phane], and C(24)H(29)N(5)O(7)S, (II) [systematic name: (Z)-3(2),3(2)-dimethyl-2(7)-nitro-2(5),2(6),2(7),2(7a),3(3a),3(5),3(6),3(6a)-octa­hydro-2(1) H,2(3) H,6(1) H-4,9-dioxa-2(5,6)-pyrrolo­[1,2-c]thia­zola-6(4,1)-triazola-3(5,6)-furo[2,3-d][1,3]dioxola-1(1,2)-benzena­cyclo­nona­phane], the triazole rings adopt almost planar conformations. In (I), the fused pyrrolidine rings adopt envelope conformations with the C atoms opposite the fused N—C bond as the flap in each ring, and their mean planes are inclined to one another by 52.8 (3)°. In (II), the pyrrolidine and thia­zole rings are both twisted on the fused N—C bond, and their mean planes are inclined to one another by 70.8 (2)°. In both (I) and (II), the furan ring adopts an envelope conformation with the adjacent C atom of the macrocycle as the flap. In the crystal of (I), mol­ecules are linked via C—H⋯N and C—H⋯O hydrogen bonds, forming sheets parallel to (10-1), while in (II), mol­ecules are linked via C—H⋯N and C—H⋯O hydrogen bonds, forming helical chains propagating along [010], which are linked via C—H⋯S hydrogen bonds, forming slabs parallel to (001). International Union of Crystallography 2015-06-24 /pmc/articles/PMC4518911/ /pubmed/26279878 http://dx.doi.org/10.1107/S205698901501141X Text en © Viswanathan et al. 2015 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
Viswanathan, Vijayan
Rao, Naga Siva
Raghunathan, Raghavachary
Velmurugan, Devadasan
Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
title Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
title_full Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
title_fullStr Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
title_full_unstemmed Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
title_short Crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
title_sort crystal structures of two triazola-dioxola-benzena­cyclo­nona­phanes
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518911/
https://www.ncbi.nlm.nih.gov/pubmed/26279878
http://dx.doi.org/10.1107/S205698901501141X
work_keys_str_mv AT viswanathanvijayan crystalstructuresoftwotriazoladioxolabenzenacyclononaphanes
AT raonagasiva crystalstructuresoftwotriazoladioxolabenzenacyclononaphanes
AT raghunathanraghavachary crystalstructuresoftwotriazoladioxolabenzenacyclononaphanes
AT velmurugandevadasan crystalstructuresoftwotriazoladioxolabenzenacyclononaphanes