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Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate
The title tetrone compound, C(32)H(22)N(2)O(4)S· 0.5C(8)H(10), is the major product (50% yield) of an attempted Diels–Alder reaction of 2-(α-styryl)thiophene with N-phenylmaleimide (2 equivalents) in toluene. Recrystallization of the resulting powder from p-xylene gave the title hemisolvate; the...
| Autores principales: | , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2014
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257460/ https://www.ncbi.nlm.nih.gov/pubmed/25552990 http://dx.doi.org/10.1107/S1600536814025094 |
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| author | Noland, Wayland E. Kroll, Neil J. Huisenga, Matthew P. Yue, Ruixian A. Lang, Simon B. Klein, Nathan D. Tritch, Kenneth J. |
| author_facet | Noland, Wayland E. Kroll, Neil J. Huisenga, Matthew P. Yue, Ruixian A. Lang, Simon B. Klein, Nathan D. Tritch, Kenneth J. |
| author_sort | Noland, Wayland E. |
| collection | PubMed |
| description | The title tetrone compound, C(32)H(22)N(2)O(4)S· 0.5C(8)H(10), is the major product (50% yield) of an attempted Diels–Alder reaction of 2-(α-styryl)thiophene with N-phenylmaleimide (2 equivalents) in toluene. Recrystallization of the resulting powder from p-xylene gave the title hemisolvate; the p-xylene molecule is located about an inversion center. In the crystal, the primary tetrone contacts are between a carbonyl O atom and the four flagpole H atoms of the bicyclo[2.2.2]octene core, forming chains along [001]. |
| format | Online Article Text |
| id | pubmed-4257460 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2014 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-42574602014-12-31 Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate Noland, Wayland E. Kroll, Neil J. Huisenga, Matthew P. Yue, Ruixian A. Lang, Simon B. Klein, Nathan D. Tritch, Kenneth J. Acta Crystallogr Sect E Struct Rep Online Research Communications The title tetrone compound, C(32)H(22)N(2)O(4)S· 0.5C(8)H(10), is the major product (50% yield) of an attempted Diels–Alder reaction of 2-(α-styryl)thiophene with N-phenylmaleimide (2 equivalents) in toluene. Recrystallization of the resulting powder from p-xylene gave the title hemisolvate; the p-xylene molecule is located about an inversion center. In the crystal, the primary tetrone contacts are between a carbonyl O atom and the four flagpole H atoms of the bicyclo[2.2.2]octene core, forming chains along [001]. International Union of Crystallography 2014-11-21 /pmc/articles/PMC4257460/ /pubmed/25552990 http://dx.doi.org/10.1107/S1600536814025094 Text en © Noland 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 | Research Communications Noland, Wayland E. Kroll, Neil J. Huisenga, Matthew P. Yue, Ruixian A. Lang, Simon B. Klein, Nathan D. Tritch, Kenneth J. Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| title | Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| title_full | Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| title_fullStr | Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| title_full_unstemmed | Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| title_short | Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| title_sort | crystal structure of (1s,2r,6r,7r,8s,12s)-4,10,17-triphenyl-15-thia-4,10-diazapentacyclo[5.5.5.0(1,16).0(2,6).0(8,12)]heptadeca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257460/ https://www.ncbi.nlm.nih.gov/pubmed/25552990 http://dx.doi.org/10.1107/S1600536814025094 |
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