(E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one

(E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one

The title compound, C20H19N3O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one (alkaloid deoxyvasicinone, isolated from Peganum Harmala) with 4-(dimethylamino)benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one part...

Full description

Bibliographic Details
Main Authors: Burkhon Zh. Elmuradov, Rasul Ya. Okmanov, Asqar Sh. Abdurazakov, Bakhodir Tashkhodjaev, Khusnutdin M. Shakhidoyatov
Format: Article
Language:English
Published: International Union of Crystallography 2010-07-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536810020878
id doaj-6fe6c58d3b8942cdac8a51a8e89563b1
record_format Article
spelling doaj-6fe6c58d3b8942cdac8a51a8e89563b12020-11-24T20:48:54ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682010-07-01667o1592o159210.1107/S1600536810020878(E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-oneBurkhon Zh. ElmuradovRasul Ya. OkmanovAsqar Sh. AbdurazakovBakhodir TashkhodjaevKhusnutdin M. ShakhidoyatovThe title compound, C20H19N3O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one (alkaloid deoxyvasicinone, isolated from Peganum Harmala) with 4-(dimethylamino)benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one part of the molecule is roughly planar (r.m.s. deviation = 0.0178 Å) and is essentially coplanar with the benzilidene ring (r.m.s. deviation = 0.0080 Å), forming a dihedral angle of 5.0 (1)°. The crystal structure is stabilized by two aromatic π–π stacking interactions observed between the benzene rings of neighboring molecules [centroid–centroid distance = 3.7555 (19) Å. http://scripts.iucr.org/cgi-bin/paper?S1600536810020878
collection DOAJ
language English
format Article
sources DOAJ
author Burkhon Zh. Elmuradov
Rasul Ya. Okmanov
Asqar Sh. Abdurazakov
Bakhodir Tashkhodjaev
Khusnutdin M. Shakhidoyatov
spellingShingle Burkhon Zh. Elmuradov
Rasul Ya. Okmanov
Asqar Sh. Abdurazakov
Bakhodir Tashkhodjaev
Khusnutdin M. Shakhidoyatov
(E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one
Acta Crystallographica Section E
author_facet Burkhon Zh. Elmuradov
Rasul Ya. Okmanov
Asqar Sh. Abdurazakov
Bakhodir Tashkhodjaev
Khusnutdin M. Shakhidoyatov
author_sort Burkhon Zh. Elmuradov
title (E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one
title_short (E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one
title_full (E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one
title_fullStr (E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one
title_full_unstemmed (E)-3-[4-(Dimethylamino)benzylidene]-2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one
title_sort (e)-3-[4-(dimethylamino)benzylidene]-2,3-dihydro-1h,9h-pyrrolo[2,1-b]quinazolin-9-one
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2010-07-01
description The title compound, C20H19N3O, was obtained by condensation of 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one (alkaloid deoxyvasicinone, isolated from Peganum Harmala) with 4-(dimethylamino)benzaldehyde in the presence of sodium methoxide. The 2,3-dihydro-1H,9H-pyrrolo[2,1-b]quinazolin-9-one part of the molecule is roughly planar (r.m.s. deviation = 0.0178 Å) and is essentially coplanar with the benzilidene ring (r.m.s. deviation = 0.0080 Å), forming a dihedral angle of 5.0 (1)°. The crystal structure is stabilized by two aromatic π–π stacking interactions observed between the benzene rings of neighboring molecules [centroid–centroid distance = 3.7555 (19) Å.
url http://scripts.iucr.org/cgi-bin/paper?S1600536810020878
work_keys_str_mv AT burkhonzhelmuradov e34dimethylaminobenzylidene23dihydro1h9hpyrrolo21bquinazolin9one
AT rasulyaokmanov e34dimethylaminobenzylidene23dihydro1h9hpyrrolo21bquinazolin9one
AT asqarshabdurazakov e34dimethylaminobenzylidene23dihydro1h9hpyrrolo21bquinazolin9one
AT bakhodirtashkhodjaev e34dimethylaminobenzylidene23dihydro1h9hpyrrolo21bquinazolin9one
AT khusnutdinmshakhidoyatov e34dimethylaminobenzylidene23dihydro1h9hpyrrolo21bquinazolin9one
_version_ 1716807539179388928

Similar Items