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3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile
In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629516/ https://www.ncbi.nlm.nih.gov/pubmed/23634034 http://dx.doi.org/10.1107/S1600536813005473 |
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author | Amr, Abd El-Galil E. El-Agrody, Ahmed M. Al-Omar, Mohamed A. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Amr, Abd El-Galil E. El-Agrody, Ahmed M. Al-Omar, Mohamed A. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Amr, Abd El-Galil E. |
collection | PubMed |
description | In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14 non-H atoms = 0.049 Å). The fluorobenzene ring is almost perpendicular to this plane [dihedral angle = 89.58 (8)°]. Zigzag supramolecular tapes along the b axis are the most notable feature of the crystal packing. This arises through an alternating sequence of 12-membered {⋯HNC(3)N}(2) and eight-membered {⋯HNCO}(2) synthons. These are connected into a three-dimensional architecture by π–π [intercentroid distance for centrosymmetrically related fluorobenzene rings = 3.5181 (10) Å] and C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3629516 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36295162013-04-30 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile Amr, Abd El-Galil E. El-Agrody, Ahmed M. Al-Omar, Mohamed A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(21)H(15)FN(2)O(2), the furan ring has a flattened half-chair conformation [the methine C atom lies 0.136 (2) Å above the C(5) plane which has an r.m.s. deviation of 0.0229 Å]. Overall, the 1H-benzo[f]chromene fused-ring system approximates a plane (r.m.s. deviation of the 14 non-H atoms = 0.049 Å). The fluorobenzene ring is almost perpendicular to this plane [dihedral angle = 89.58 (8)°]. Zigzag supramolecular tapes along the b axis are the most notable feature of the crystal packing. This arises through an alternating sequence of 12-membered {⋯HNC(3)N}(2) and eight-membered {⋯HNCO}(2) synthons. These are connected into a three-dimensional architecture by π–π [intercentroid distance for centrosymmetrically related fluorobenzene rings = 3.5181 (10) Å] and C—H⋯π interactions. International Union of Crystallography 2013-03-02 /pmc/articles/PMC3629516/ /pubmed/23634034 http://dx.doi.org/10.1107/S1600536813005473 Text en © Amr et al. 2013 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 Amr, Abd El-Galil E. El-Agrody, Ahmed M. Al-Omar, Mohamed A. Ng, Seik Weng Tiekink, Edward R. T. 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile |
title | 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile |
title_full | 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile |
title_fullStr | 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile |
title_full_unstemmed | 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile |
title_short | 3-Amino-1-(4-fluorophenyl)-7-methoxy-1H-benzo[f]chromene-2-carbonitrile |
title_sort | 3-amino-1-(4-fluorophenyl)-7-methoxy-1h-benzo[f]chromene-2-carbonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629516/ https://www.ncbi.nlm.nih.gov/pubmed/23634034 http://dx.doi.org/10.1107/S1600536813005473 |
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