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9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine
The title compound, C(26)H(19)ClN(2), is a 5,6-dihydro-13H-indolo[3,2-c]acridine prepared by condensation of a 2,3,4,9-tetrahydro-1H-carbazol-1-one with 2-aminobenzophenone. The crystals undergo a destructive phase change upon cooling at varying temperatures between 270 and 200 K, depending on coo...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977744/ https://www.ncbi.nlm.nih.gov/pubmed/21583880 http://dx.doi.org/10.1107/S1600536809013737 |
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author | Sridharan, Makuteswaran Rajendra Prasad, Karnam J. Zeller, Matthias |
author_facet | Sridharan, Makuteswaran Rajendra Prasad, Karnam J. Zeller, Matthias |
author_sort | Sridharan, Makuteswaran |
collection | PubMed |
description | The title compound, C(26)H(19)ClN(2), is a 5,6-dihydro-13H-indolo[3,2-c]acridine prepared by condensation of a 2,3,4,9-tetrahydro-1H-carbazol-1-one with 2-aminobenzophenone. The crystals undergo a destructive phase change upon cooling at varying temperatures between 270 and 200 K, depending on cooling rate and disturbance by vibration, thus indicating supercooling of the metastable room-temperature structure at lower temperature. The overall planarity of the indolo[3,2-c]acridine part of the molecule is interrupted by the saturated ethylene group, and the planes of the two halves exhibit a dihedral angle of 22.05 (6)° with each other while themselves being essentially planar. Packing is dominated by C—H⋯π interactions. No classical hydrogen bonds or stacking interactions are observed. |
format | Text |
id | pubmed-2977744 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29777442010-12-30 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine Sridharan, Makuteswaran Rajendra Prasad, Karnam J. Zeller, Matthias Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(26)H(19)ClN(2), is a 5,6-dihydro-13H-indolo[3,2-c]acridine prepared by condensation of a 2,3,4,9-tetrahydro-1H-carbazol-1-one with 2-aminobenzophenone. The crystals undergo a destructive phase change upon cooling at varying temperatures between 270 and 200 K, depending on cooling rate and disturbance by vibration, thus indicating supercooling of the metastable room-temperature structure at lower temperature. The overall planarity of the indolo[3,2-c]acridine part of the molecule is interrupted by the saturated ethylene group, and the planes of the two halves exhibit a dihedral angle of 22.05 (6)° with each other while themselves being essentially planar. Packing is dominated by C—H⋯π interactions. No classical hydrogen bonds or stacking interactions are observed. International Union of Crystallography 2009-04-18 /pmc/articles/PMC2977744/ /pubmed/21583880 http://dx.doi.org/10.1107/S1600536809013737 Text en © Sridharan et al. 2009 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 Sridharan, Makuteswaran Rajendra Prasad, Karnam J. Zeller, Matthias 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine |
title | 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine |
title_full | 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine |
title_fullStr | 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine |
title_full_unstemmed | 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine |
title_short | 9-Chloro-1-methyl-7-phenyl-5,6-dihydro-13H-indolo[3,2-c]acridine |
title_sort | 9-chloro-1-methyl-7-phenyl-5,6-dihydro-13h-indolo[3,2-c]acridine |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977744/ https://www.ncbi.nlm.nih.gov/pubmed/21583880 http://dx.doi.org/10.1107/S1600536809013737 |
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