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. 2016 Mar 22;72(Pt 4):522-5.
doi: 10.1107/S2056989016004473. eCollection 2016 Apr 1.

Crystal structure of 3-(4-hy-droxy-phen-yl)-2-[(E)-2-phenyl-ethen-yl]quinazolin-4(3H)-one

Inese Mierina  1 , Dmitrijs Stepanovs  2 , Jolita Kuginyte  3 , Artur Janichev  2 , Mara Jure  1
Affiliations

Crystal structure of 3-(4-hy-droxy-phen-yl)-2-[(E)-2-phenyl-ethen-yl]quinazolin-4(3H)-one

Inese Mierina et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

The title compound, C22H16N2O2 {systematic name: 3-(4-hy-droxy-phen-yl)-2-[(E)-2-phenyl-ethen-yl]quinazolin-4(3H)-one}, consists of a substituted 2-[(E)-2-aryl-ethen-yl]-3-aryl-quinazolin-4(3H)-one skeleton. The substituents at the ethyl-ene fragment are located in trans positions. The phenyl ring is inclined to the quinazolone ring by 26.44 (19)°, while the 4-hy-droxy-phenyl ring is inclined to the quinazolone ring by 81.25 (8)°. The phenyl ring and the 4-hy-droxy-phenyl ring are inclined to one another by 78.28 (2)°. In the crystal, mol-ecules are connected via O-H⋯O hydrogen bonds, forming a helix along the a-axis direction. The helices are linked by C-H⋯π inter-actions, forming slabs parallel to (001).

Keywords: 2,3-disubstituted quinazolin-4(3H)-one; crystal structure; hydrogen bonding; styrylquinazolinone conjugation system.

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Figures

Figure 1
Figure 1
The mol­ecular structure of compound 1, showing the atom labelling. Displacement ellipsoids are drawn at the 50% probability level.
Figure 2
Figure 2
A fragment of the crystal structure of compound 1, showing the helix-like hydrogen-bonded chain propagating along the a-axis direction.
Figure 3
Figure 3
A view along the a axis of the crystal packing of compound 1. The hydrogen bonds are shown as dashed lines and the C—H⋯π inter­actions (see Table 1 ▸) are represented as thin black lines.
Figure 4
Figure 4
Substructures used for the Database survey.
Figure 5
Figure 5
Synthesis of the title compound, 1.
See this image and copyright information in PMC

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