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1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate

The title compound, C(21)H(18)N(6)O(2), was obtained as a by-product of a reaction between (E)-4-(4-dimethyl­amino­phenyl­azo)benzoic acid and 2-amino-4-(2-pyrid­yl)-6-(6-pyrid­yl)-1,3,5-triazine, which has a very low solubility, under peptidic coupling conditions, using THF as solvent. The condensa...

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Autores principales: El-Ghayoury, Abdelkrim, Zorina, Leokadiya, Khouili, Mostafa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569792/
https://www.ncbi.nlm.nih.gov/pubmed/23424538
http://dx.doi.org/10.1107/S1600536813000846
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author El-Ghayoury, Abdelkrim
Zorina, Leokadiya
Khouili, Mostafa
author_facet El-Ghayoury, Abdelkrim
Zorina, Leokadiya
Khouili, Mostafa
author_sort El-Ghayoury, Abdelkrim
collection PubMed
description The title compound, C(21)H(18)N(6)O(2), was obtained as a by-product of a reaction between (E)-4-(4-dimethyl­amino­phenyl­azo)benzoic acid and 2-amino-4-(2-pyrid­yl)-6-(6-pyrid­yl)-1,3,5-triazine, which has a very low solubility, under peptidic coupling conditions, using THF as solvent. The condensation reaction occurred between 1-hy­droxy­benzotriazole and (E)-4-(4-dimethyl­amino­phenyl­azo)benzoic acid. The dihedral angle between the benzene rings in the (E)-diphenyl­diazene fragment is 10.92 (13)° and that between the benzotriazole mean plane and the central benzene ring is 80.57 (7)°. In the crystal, π–π stacking [centroid–centroid distances = 3.823 (2) and 3.863 (2) Å] of similar fragments generates mol­ecular layers parallel to (0-12). The crystal packing also features weak C—H⋯N hydrogen bonds involving N atoms of the benzotriazole ring.
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spelling pubmed-35697922013-02-19 1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate El-Ghayoury, Abdelkrim Zorina, Leokadiya Khouili, Mostafa Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(18)N(6)O(2), was obtained as a by-product of a reaction between (E)-4-(4-dimethyl­amino­phenyl­azo)benzoic acid and 2-amino-4-(2-pyrid­yl)-6-(6-pyrid­yl)-1,3,5-triazine, which has a very low solubility, under peptidic coupling conditions, using THF as solvent. The condensation reaction occurred between 1-hy­droxy­benzotriazole and (E)-4-(4-dimethyl­amino­phenyl­azo)benzoic acid. The dihedral angle between the benzene rings in the (E)-diphenyl­diazene fragment is 10.92 (13)° and that between the benzotriazole mean plane and the central benzene ring is 80.57 (7)°. In the crystal, π–π stacking [centroid–centroid distances = 3.823 (2) and 3.863 (2) Å] of similar fragments generates mol­ecular layers parallel to (0-12). The crystal packing also features weak C—H⋯N hydrogen bonds involving N atoms of the benzotriazole ring. International Union of Crystallography 2013-01-19 /pmc/articles/PMC3569792/ /pubmed/23424538 http://dx.doi.org/10.1107/S1600536813000846 Text en © El-Ghayoury 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
El-Ghayoury, Abdelkrim
Zorina, Leokadiya
Khouili, Mostafa
1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
title 1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
title_full 1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
title_fullStr 1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
title_full_unstemmed 1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
title_short 1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
title_sort 1h-benzotriazol-1-yl 4-{(e)-[4-(dimethyl­amino)­phen­yl]diazen­yl}benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569792/
https://www.ncbi.nlm.nih.gov/pubmed/23424538
http://dx.doi.org/10.1107/S1600536813000846
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AT khouilimostafa 1hbenzotriazol1yl4e4dimethylaminophenyldiazenylbenzoate