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Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate
The title compounds, 6-nitroquinazolin-4(3H)-one (C(8)H(5)N(3)O(3); I), 6-aminoquinazolin-4(3H)-one (C(8)H(7)N(3)O; II) and 4-aminoquinazolin-1-ium chloride–4-aminoquinazoline–water (1/1/2), (C(8)H(8)N(3) (+)·Cl(−)·C(8)H(7)N(3)·2H(2)O; III) were synthesized and their structures were determined b...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8491522/ https://www.ncbi.nlm.nih.gov/pubmed/34667624 http://dx.doi.org/10.1107/S2056989021008823 |
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author | Turgunov, Kambarali Ziyadullaev, Mirjalol Khoshimov, Farkhod Karimov, Rikhsiboy Elmuradov, Burkhon |
author_facet | Turgunov, Kambarali Ziyadullaev, Mirjalol Khoshimov, Farkhod Karimov, Rikhsiboy Elmuradov, Burkhon |
author_sort | Turgunov, Kambarali |
collection | PubMed |
description | The title compounds, 6-nitroquinazolin-4(3H)-one (C(8)H(5)N(3)O(3); I), 6-aminoquinazolin-4(3H)-one (C(8)H(7)N(3)O; II) and 4-aminoquinazolin-1-ium chloride–4-aminoquinazoline–water (1/1/2), (C(8)H(8)N(3) (+)·Cl(−)·C(8)H(7)N(3)·2H(2)O; III) were synthesized and their structures were determined by single-crystal X-ray analysis. In the crystals of I and II, the quinazoline molecules form hydrogen-bonded dimers via N—H⋯O interactions. The dimers are connected by weak intermolecular C—H⋯N and C—H⋯O hydrogen bonds, forming a layered structure in the case of I. In the crystal of II, N—H⋯N and C—H⋯O interactions link the dimers into a three-dimensional network structure. The asymmetric unit of III consists of two quinazoline molecules, one of which is protonated, a chloride ion, and two water molecules. The chloride anion and the water molecules form hydrogen-bonded chains consisting of fused five-membered rings. The protonated and unprotonated quinazolin molecules are linked to the chloride ions and water molecules of the chain by their amino groups. |
format | Online Article Text |
id | pubmed-8491522 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-84915222021-10-18 Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate Turgunov, Kambarali Ziyadullaev, Mirjalol Khoshimov, Farkhod Karimov, Rikhsiboy Elmuradov, Burkhon Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, 6-nitroquinazolin-4(3H)-one (C(8)H(5)N(3)O(3); I), 6-aminoquinazolin-4(3H)-one (C(8)H(7)N(3)O; II) and 4-aminoquinazolin-1-ium chloride–4-aminoquinazoline–water (1/1/2), (C(8)H(8)N(3) (+)·Cl(−)·C(8)H(7)N(3)·2H(2)O; III) were synthesized and their structures were determined by single-crystal X-ray analysis. In the crystals of I and II, the quinazoline molecules form hydrogen-bonded dimers via N—H⋯O interactions. The dimers are connected by weak intermolecular C—H⋯N and C—H⋯O hydrogen bonds, forming a layered structure in the case of I. In the crystal of II, N—H⋯N and C—H⋯O interactions link the dimers into a three-dimensional network structure. The asymmetric unit of III consists of two quinazoline molecules, one of which is protonated, a chloride ion, and two water molecules. The chloride anion and the water molecules form hydrogen-bonded chains consisting of fused five-membered rings. The protonated and unprotonated quinazolin molecules are linked to the chloride ions and water molecules of the chain by their amino groups. International Union of Crystallography 2021-09-03 /pmc/articles/PMC8491522/ /pubmed/34667624 http://dx.doi.org/10.1107/S2056989021008823 Text en © Turgunov et al. 2021 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 | Research Communications Turgunov, Kambarali Ziyadullaev, Mirjalol Khoshimov, Farkhod Karimov, Rikhsiboy Elmuradov, Burkhon Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
title | Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
title_full | Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
title_fullStr | Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
title_full_unstemmed | Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
title_short | Crystal structures of 6-nitroquinazolin-4(3H)-one, 6-aminoquinazolin-4(3H)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
title_sort | crystal structures of 6-nitroquinazolin-4(3h)-one, 6-aminoquinazolin-4(3h)-one and 4-aminoquinazoline hemihydrochloride dihydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8491522/ https://www.ncbi.nlm.nih.gov/pubmed/34667624 http://dx.doi.org/10.1107/S2056989021008823 |
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