Crystal structures of 6-nitro-quinazolin-4(3H)-one, 6-amino-quinazolin-4(3H)-one and 4-amino-quinazoline hemi-hydro-chloride dihydrate.

ABSTRACT: The title compounds, 6-nitro-quinazolin-4(3H)-one (C₈H₅N₃O₃; I), 6-amino-quinazolin-4(3H)-one (C₈H₇N₃O; II) and 4-amino-quinazolin-1-ium chloride-4-amino-quinazoline-water (1/1/2), (C₈H₈N₃ ⁺·Cl^-·C₈H₇N₃·2H₂O; III) were synthesized and their structures were determined by single-crystal X-ray analysis. In the crystals of I and II, the quinazoline mol-ecules form hydrogen-bonded dimers via N-H⋯O inter-actions. The dimers are connected by weak inter-molecular 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 inter-actions link the dimers into a three-dimensional network structure. The asymmetric unit of III consists of two quinazoline mol-ecules, one of which is protonated, a chloride ion, and two water mol-ecules. The chloride anion and the water mol-ecules form hydrogen-bonded chains consisting of fused five-membered rings. The protonated and unprotonated quinazolin mol-ecules are linked to the chloride ions and water mol-ecules of the chain by their amino groups.

SUBMITTER: Turgunov K 

PROVIDER: S-EPMC8491522 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature