(Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate
The title compound, C19H19NO2, obtained as an almost equimolar mixture (as shown by 1H NMR) with the E isomer through a Wittig reaction between 4-amino-9H-fluoren-9-one and the stabilized ylide Ph3P=CHCO2C(CH3)3, was obtained pure in the Z configuration following crystallization from toluene. The mo...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2008-10-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536808029735 |
| _version_ | 1818959574316613632 |
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| author | Vassilios Nastopoulos Dionissios Papaioannou Marios Krokidis |
| author_facet | Vassilios Nastopoulos Dionissios Papaioannou Marios Krokidis |
| author_sort | Vassilios Nastopoulos |
| collection | DOAJ |
| description | The title compound, C19H19NO2, obtained as an almost equimolar mixture (as shown by 1H NMR) with the E isomer through a Wittig reaction between 4-amino-9H-fluoren-9-one and the stabilized ylide Ph3P=CHCO2C(CH3)3, was obtained pure in the Z configuration following crystallization from toluene. The molecule shows a planar arrangement of the ring system and the new double bond, whereas the carbonyl O atom forms a 45.1 (3)° dihedral angle with it. The molecules are linked by N—H...O hydrogen bonds, forming cyclic structures with R44(24) graph-set motifs. These motifs are connected to each other, giving rise to a sheet structure parallel to the ab plane. The linkage within the sheets is further enhanced by π–π stacking interactions between the fluorene units [centroid–centroid distance = 3.583 (2) Å]. |
| first_indexed | 2024-12-20T11:43:48Z |
| format | Article |
| id | doaj.art-b1cbe57c61b04a2e8107807df5342b9b |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-20T11:43:48Z |
| publishDate | 2008-10-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-b1cbe57c61b04a2e8107807df5342b9b2022-12-21T19:41:54ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682008-10-016410o1978o197810.1107/S1600536808029735(Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetateVassilios NastopoulosDionissios PapaioannouMarios KrokidisThe title compound, C19H19NO2, obtained as an almost equimolar mixture (as shown by 1H NMR) with the E isomer through a Wittig reaction between 4-amino-9H-fluoren-9-one and the stabilized ylide Ph3P=CHCO2C(CH3)3, was obtained pure in the Z configuration following crystallization from toluene. The molecule shows a planar arrangement of the ring system and the new double bond, whereas the carbonyl O atom forms a 45.1 (3)° dihedral angle with it. The molecules are linked by N—H...O hydrogen bonds, forming cyclic structures with R44(24) graph-set motifs. These motifs are connected to each other, giving rise to a sheet structure parallel to the ab plane. The linkage within the sheets is further enhanced by π–π stacking interactions between the fluorene units [centroid–centroid distance = 3.583 (2) Å].http://scripts.iucr.org/cgi-bin/paper?S1600536808029735 |
| spellingShingle | Vassilios Nastopoulos Dionissios Papaioannou Marios Krokidis (Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate Acta Crystallographica Section E |
| title | (Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate |
| title_full | (Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate |
| title_fullStr | (Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate |
| title_full_unstemmed | (Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate |
| title_short | (Z)-tert-Butyl 2-(4-amino-9H-fluoren-9-ylidene)acetate |
| title_sort | z tert butyl 2 4 amino 9h fluoren 9 ylidene acetate |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536808029735 |
| work_keys_str_mv | AT vassiliosnastopoulos ztertbutyl24amino9hfluoren9ylideneacetate AT dionissiospapaioannou ztertbutyl24amino9hfluoren9ylideneacetate AT marioskrokidis ztertbutyl24amino9hfluoren9ylideneacetate |