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11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one
In the title compound, C(34)H(26)F(2)N(2)O(2)S, an intramolecular O—H⋯N hydrogen bond forms an S(5) ring motif. The piperidine ring adopts a chair conformation. The thiazolidine ring and one of the pyrrolidine rings adopt envolope conformations with methylene C atoms at the flap, whereas the othe...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393908/ https://www.ncbi.nlm.nih.gov/pubmed/22798773 http://dx.doi.org/10.1107/S1600536812025512 |
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author | Kumar, Raju Suresh Osman, Hasnah Almansour, Abdulrahman I. Arshad, Suhana Razak, Ibrahim Abdul |
author_facet | Kumar, Raju Suresh Osman, Hasnah Almansour, Abdulrahman I. Arshad, Suhana Razak, Ibrahim Abdul |
author_sort | Kumar, Raju Suresh |
collection | PubMed |
description | In the title compound, C(34)H(26)F(2)N(2)O(2)S, an intramolecular O—H⋯N hydrogen bond forms an S(5) ring motif. The piperidine ring adopts a chair conformation. The thiazolidine ring and one of the pyrrolidine rings adopt envolope conformations with methylene C atoms at the flap, whereas the other pyrrolidine ring adopts a half-chair conformation. The fluoro-substituted benzene rings form dihedral angles of 32.25 (10) and 38.27 (10)°, respectively, with the mean plane of the dihydroacenaphthylene ring system [maximum deviation = 0.043 (2) Å]. The dihedral angle between the fluoro-substituted benzene rings is 64.13 (14)°. In the crystal, molecules are linked by weak C—H⋯O, C—H⋯F and C—H⋯S hydrogen bonds into a three-dimensional network. |
format | Online Article Text |
id | pubmed-3393908 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33939082012-07-13 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one Kumar, Raju Suresh Osman, Hasnah Almansour, Abdulrahman I. Arshad, Suhana Razak, Ibrahim Abdul Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(34)H(26)F(2)N(2)O(2)S, an intramolecular O—H⋯N hydrogen bond forms an S(5) ring motif. The piperidine ring adopts a chair conformation. The thiazolidine ring and one of the pyrrolidine rings adopt envolope conformations with methylene C atoms at the flap, whereas the other pyrrolidine ring adopts a half-chair conformation. The fluoro-substituted benzene rings form dihedral angles of 32.25 (10) and 38.27 (10)°, respectively, with the mean plane of the dihydroacenaphthylene ring system [maximum deviation = 0.043 (2) Å]. The dihedral angle between the fluoro-substituted benzene rings is 64.13 (14)°. In the crystal, molecules are linked by weak C—H⋯O, C—H⋯F and C—H⋯S hydrogen bonds into a three-dimensional network. International Union of Crystallography 2012-06-13 /pmc/articles/PMC3393908/ /pubmed/22798773 http://dx.doi.org/10.1107/S1600536812025512 Text en © Kumar et al. 2012 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 Kumar, Raju Suresh Osman, Hasnah Almansour, Abdulrahman I. Arshad, Suhana Razak, Ibrahim Abdul 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
title | 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
title_full | 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
title_fullStr | 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
title_full_unstemmed | 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
title_short | 11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
title_sort | 11-[(e)-2-fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetracosa-1(22),15(23),16,18,20-pentaen-10-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393908/ https://www.ncbi.nlm.nih.gov/pubmed/22798773 http://dx.doi.org/10.1107/S1600536812025512 |
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