N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine

In the title mol­ecule, C(16)H(14)N(4)O(4), the quinazoline ring is substanti­ally planar (r.m.s. deviation = 0.0129 Å) and forms a dihedral angle of 2.73 (8)° with the benzene ring. The conformation of the mol­ecule is stabilized by an intra­molecular C—H⋯N hydrogen bond. In the crystal, mol­ecules...

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Autores principales: Saad, Syed Muhammad, Khan, Imran, Perveen, Shahnaz, Khan, Khalid M., Yousuf, Sammer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588306/
https://www.ncbi.nlm.nih.gov/pubmed/23476461
http://dx.doi.org/10.1107/S1600536812048878
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author Saad, Syed Muhammad
Khan, Imran
Perveen, Shahnaz
Khan, Khalid M.
Yousuf, Sammer
author_facet Saad, Syed Muhammad
Khan, Imran
Perveen, Shahnaz
Khan, Khalid M.
Yousuf, Sammer
author_sort Saad, Syed Muhammad
collection PubMed
description In the title mol­ecule, C(16)H(14)N(4)O(4), the quinazoline ring is substanti­ally planar (r.m.s. deviation = 0.0129 Å) and forms a dihedral angle of 2.73 (8)° with the benzene ring. The conformation of the mol­ecule is stabilized by an intra­molecular C—H⋯N hydrogen bond. In the crystal, mol­ecules are linked into chains running parallel to the b axis by C—H⋯O hydrogen bonds. In addition, π–π stacking is observed between dimethoxy-substituted and nitro-substituted benzene rings, with centroid–centroid distances in the range 3.6438 (10)–3.7148 (10) Å.
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spelling pubmed-35883062013-03-08 N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine Saad, Syed Muhammad Khan, Imran Perveen, Shahnaz Khan, Khalid M. Yousuf, Sammer Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(16)H(14)N(4)O(4), the quinazoline ring is substanti­ally planar (r.m.s. deviation = 0.0129 Å) and forms a dihedral angle of 2.73 (8)° with the benzene ring. The conformation of the mol­ecule is stabilized by an intra­molecular C—H⋯N hydrogen bond. In the crystal, mol­ecules are linked into chains running parallel to the b axis by C—H⋯O hydrogen bonds. In addition, π–π stacking is observed between dimethoxy-substituted and nitro-substituted benzene rings, with centroid–centroid distances in the range 3.6438 (10)–3.7148 (10) Å. International Union of Crystallography 2012-12-05 /pmc/articles/PMC3588306/ /pubmed/23476461 http://dx.doi.org/10.1107/S1600536812048878 Text en © Saad 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
Saad, Syed Muhammad
Khan, Imran
Perveen, Shahnaz
Khan, Khalid M.
Yousuf, Sammer
N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
title N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
title_full N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
title_fullStr N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
title_full_unstemmed N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
title_short N-(2,5-Dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
title_sort n-(2,5-dimeth­oxy­phen­yl)-6-nitro­quinazolin-4-amine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588306/
https://www.ncbi.nlm.nih.gov/pubmed/23476461
http://dx.doi.org/10.1107/S1600536812048878
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