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, C23H29N3O, 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...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2017-01-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989016019733 |
| _version_ | 1819003930172981248 |
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| author | Md. Serajul Haque Faizi Musheer Ahmad Anatoly A. Kapshuk Irina A. Golenya |
| author_facet | Md. Serajul Haque Faizi Musheer Ahmad Anatoly A. Kapshuk Irina A. Golenya |
| author_sort | Md. Serajul Haque Faizi |
| collection | DOAJ |
| description | The title compound, C23H29N3O, 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). |
| first_indexed | 2024-12-20T23:28:49Z |
| format | Article |
| id | doaj.art-10c25fd56d0b4ea99ada2af2107428e8 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-20T23:28:49Z |
| publishDate | 2017-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-10c25fd56d0b4ea99ada2af2107428e82022-12-21T19:23:19ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902017-01-01731384010.1107/S2056989016019733su5338Crystal structure of (E)-9-({[4-(diethylamino)phenyl]imino}methyl)-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-8-olMd. Serajul Haque Faizi0Musheer Ahmad1Anatoly A. Kapshuk2Irina A. Golenya3Department of Chemistry, College of Science, Sultan Qaboos University, PO Box 36, Al-Khod 123, Muscat, Sultanate of , OmanDepartment of Applied Chemistry, Aligarh Muslim University, 202002 UP, IndiaDepartment of Chemistry, Taras Shevchenko National University of Kyiv, Vladimirska Str. 64, 01601 Kiev, UkraineDepartment of Chemistry, Taras Shevchenko National University of Kyiv, Vladimirska Str. 64, 01601 Kiev, UkraineThe title compound, C23H29N3O, 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).http://scripts.iucr.org/cgi-bin/paper?S2056989016019733crystal structureSchiff basejulolidine8-hydroxyjulolidine-9-carboxaldehydeN,N-diethyl-p-phenylenediaminehydrogen bondingC—H...π interactions |
| spellingShingle | Md. Serajul Haque Faizi Musheer Ahmad Anatoly A. Kapshuk Irina A. Golenya 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 Acta Crystallographica Section E: Crystallographic Communications crystal structure Schiff base julolidine 8-hydroxyjulolidine-9-carboxaldehyde N,N-diethyl-p-phenylenediamine hydrogen bonding C—H...π interactions |
| 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 | crystal structure Schiff base julolidine 8-hydroxyjulolidine-9-carboxaldehyde N,N-diethyl-p-phenylenediamine hydrogen bonding C—H...π interactions |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989016019733 |
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