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Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol
The title compound, C(23)H(29)N(3)O, was synthesized from the condensation reaction of 8-hydroxyjulolidine-9-carbaldehyde and N,N-diethyl-p-phenylenediamine. The hydroxy group forms a intramolecular hydrogen bond to the imine N atom and generates an S(6) ring motif. The conformation about the...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5209767/ https://www.ncbi.nlm.nih.gov/pubmed/28083131 http://dx.doi.org/10.1107/S2056989016019733 |
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author | Faizi, Md. Serajul Haque Ahmad, Musheer Kapshuk, Anatoly A. Golenya, Irina A. |
author_facet | Faizi, Md. Serajul Haque Ahmad, Musheer Kapshuk, Anatoly A. Golenya, Irina A. |
author_sort | Faizi, Md. Serajul Haque |
collection | PubMed |
description | The title compound, C(23)H(29)N(3)O, was synthesized from the condensation reaction of 8-hydroxyjulolidine-9-carbaldehyde and N,N-diethyl-p-phenylenediamine. The hydroxy group forms a intramolecular hydrogen bond to the imine N atom and generates an S(6) ring motif. The conformation about the C=N bond is E, and the aromatic ring of the julolidine moiety is inclined to the benzene ring by 3.74 (14)°. One of the fused non-aromatic rings of the julolidine moiety adopts an envelope conformation and the other has a screw-boat conformation. In the crystal, molecules are linked by C—H⋯π interactions involving the aromatic julolidine ring, forming slabs parallel to the bc plane. The tricyclic fragment of the julolidine ring and the azomethine C=N bond are disordered over two sets of sites with a refined occupancy ratio of 0.773 (3):0.227 (3). |
format | Online Article Text |
id | pubmed-5209767 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-52097672017-01-12 Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol Faizi, Md. Serajul Haque Ahmad, Musheer Kapshuk, Anatoly A. Golenya, Irina A. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(23)H(29)N(3)O, was synthesized from the condensation reaction of 8-hydroxyjulolidine-9-carbaldehyde and N,N-diethyl-p-phenylenediamine. The hydroxy group forms a intramolecular hydrogen bond to the imine N atom and generates an S(6) ring motif. The conformation about the C=N bond is E, and the aromatic ring of the julolidine moiety is inclined to the benzene ring by 3.74 (14)°. One of the fused non-aromatic rings of the julolidine moiety adopts an envelope conformation and the other has a screw-boat conformation. In the crystal, molecules are linked by C—H⋯π interactions involving the aromatic julolidine ring, forming slabs parallel to the bc plane. The tricyclic fragment of the julolidine ring and the azomethine C=N bond are disordered over two sets of sites with a refined occupancy ratio of 0.773 (3):0.227 (3). International Union of Crystallography 2017-01-01 /pmc/articles/PMC5209767/ /pubmed/28083131 http://dx.doi.org/10.1107/S2056989016019733 Text en © Faizi et al. 2017 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 Faizi, Md. Serajul Haque Ahmad, Musheer Kapshuk, Anatoly A. Golenya, Irina A. Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol |
title | Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol |
title_full | Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol |
title_fullStr | Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol |
title_full_unstemmed | Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol |
title_short | Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-ol |
title_sort | crystal structure of (e)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1h,5h-pyrido[3,2,1-ij]quinolin-8-ol |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5209767/ https://www.ncbi.nlm.nih.gov/pubmed/28083131 http://dx.doi.org/10.1107/S2056989016019733 |
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