Research Article: (4-Nitrophenyl)(1,2,3,9-tetrahydro­pyrrolo[2,1-b]quinazolin-3-yl)methanol monohydrate

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): Burkhon Zh. Elmuradov, Charoskhon E. Makhmadiyarova, Kambarali K. Turgunov, Bakhodir Tashkhodjaev, Khusnutdin M. Shakhidoyatov.

http://doi.org/10.1107/S1600536811021775

Abstract

In the crystal structure of the title compound, C18H17N3O3·H2O, the mol­ecules are linked by O—H⋯O and O—H⋯N hydrogen bonds, resulting in a chain along the a axis. The crystal structure is stabilized by weak inter­molecular C—H⋯π (ring) hydrogen bonds and aromatic π⋯π stacking inter­actions [centroid–centroid distance = 3.902 (1) Å] between the pyrimidino rings of the quinazoline system. The tricyclic quinazoline fragment is almost planar (rms deviation = 0.0139 Å) with the two methylene C atoms of the pyrrolo ring deviating by 0.148 (2) and −0.081 (3) Å from the plane through the other atoms. The 4-nitrophenyl ring makes a dihedral angle of 12.55 (7)° with the tricyclic ring system.

Partial Text

For general background to tricyclic quinazoline alkaloids, see: Shakhidoyatov et al. (1988 ▶). For the synthesis of 1,2,3,9-tetra­hydro-pyrrolo­[2,1-b]quinazoline, see: Jahng et al. (2008 ▶). For the physiological activity of quinazoline derivatives, see: Al-Shamma et al. (1981 ▶); Yunusov et al. (1978 ▶).

 

Source:

http://doi.org/10.1107/S1600536811021775

 

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