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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...

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Autores principales: Turgunov, Kambarali, Ziyadullaev, Mirjalol, Khoshimov, Farkhod, Karimov, Rikhsiboy, Elmuradov, Burkhon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
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.
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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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