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2,3-Diethylbenzo[g]quinoxaline
The title compound, C(16)H(16)N(2), was synthesized by dispersing 3,4-hexanedione in a methanol–water solution containing the acid catalyst NH(4)HF(2), then adding 1,2-diaminonaphthalene. The fused-ring system of the title compound is close to planar (r.m.s. deviation = 0.028 Å); one of the penda...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462215/ https://www.ncbi.nlm.nih.gov/pubmed/36338306 http://dx.doi.org/10.1107/S241431462000454X |
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author | Crundwell, Guy Leeds, Ashley |
author_facet | Crundwell, Guy Leeds, Ashley |
author_sort | Crundwell, Guy |
collection | PubMed |
description | The title compound, C(16)H(16)N(2), was synthesized by dispersing 3,4-hexanedione in a methanol–water solution containing the acid catalyst NH(4)HF(2), then adding 1,2-diaminonaphthalene. The fused-ring system of the title compound is close to planar (r.m.s. deviation = 0.028 Å); one of the pendant methyl C atoms lies close to the ring plane [deviation = 0.071 (2) Å; N—C—C—C = −0.27 (18)°] whereas the other is significantly displaced [–1.7136 (18) Å; 91.64 (16)°]. The molecules pack in space group I [Image: see text] in a distinctive criss-cross motif supported by numerous aromatic π–π stacking interactions [shortest centroid–centroid separation = 3.5805 (6) Å]. [Image: see text] |
format | Online Article Text |
id | pubmed-9462215 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-94622152022-11-04 2,3-Diethylbenzo[g]quinoxaline Crundwell, Guy Leeds, Ashley IUCrdata Data Reports The title compound, C(16)H(16)N(2), was synthesized by dispersing 3,4-hexanedione in a methanol–water solution containing the acid catalyst NH(4)HF(2), then adding 1,2-diaminonaphthalene. The fused-ring system of the title compound is close to planar (r.m.s. deviation = 0.028 Å); one of the pendant methyl C atoms lies close to the ring plane [deviation = 0.071 (2) Å; N—C—C—C = −0.27 (18)°] whereas the other is significantly displaced [–1.7136 (18) Å; 91.64 (16)°]. The molecules pack in space group I [Image: see text] in a distinctive criss-cross motif supported by numerous aromatic π–π stacking interactions [shortest centroid–centroid separation = 3.5805 (6) Å]. [Image: see text] International Union of Crystallography 2020-04-07 /pmc/articles/PMC9462215/ /pubmed/36338306 http://dx.doi.org/10.1107/S241431462000454X Text en © Crundwell and Leeds 2020 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Crundwell, Guy Leeds, Ashley 2,3-Diethylbenzo[g]quinoxaline |
title | 2,3-Diethylbenzo[g]quinoxaline |
title_full | 2,3-Diethylbenzo[g]quinoxaline |
title_fullStr | 2,3-Diethylbenzo[g]quinoxaline |
title_full_unstemmed | 2,3-Diethylbenzo[g]quinoxaline |
title_short | 2,3-Diethylbenzo[g]quinoxaline |
title_sort | 2,3-diethylbenzo[g]quinoxaline |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462215/ https://www.ncbi.nlm.nih.gov/pubmed/36338306 http://dx.doi.org/10.1107/S241431462000454X |
work_keys_str_mv | AT crundwellguy 23diethylbenzogquinoxaline AT leedsashley 23diethylbenzogquinoxaline |