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1-(6-Amino-1,3-benzodioxol-5-yl)-3-(2-oxo-1,2-dihydroquinolin-3-yl)prop-2-enone: a sheet built by ?-stacking of hydrogen-bonded chains of rings

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(2-oxo-1,2-dihydroquinolin-3-yl)prop-2-enone: a sheet built by ?-stacking of hydrogen-bonded chains of rings
1-(6-Amino-1,3-benzodioxol-5-yl)-3-(2-oxo-1,2-dihydroquinolin-3-yl)prop-2-enone: a sheet built by ?-stacking of hydrogen-bonded chains of rings
The bond distances in the molecule of the title compound, C(19)H(14)N(2)O(4), provide evidence for electronic polarization in the aminoarylpropenone fragment and for bond fixation in the quinolinone unit. Molecules are linked by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds into chains in which centrosymmetric rings of R(2)(2)(8) and R(2)(2)(18) types alternate, and these chains are linked into sheets by a single aromatic pi-pi stacking interaction.
0108-2701
o44-o46
Abonía, Rodrigo
529ccd2c-ccae-4952-8467-7ae0484f465d
Cuervo, Paola
cd6ae18b-dca1-438e-975d-69d0d1fb1606
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Cobo, Justo
a9afc19a-e99b-4907-9d36-fe90d811c7c8
Glidewell, Christopher
22bd41d9-cebf-4ea7-b110-45d73aa2e4a2
Abonía, Rodrigo
529ccd2c-ccae-4952-8467-7ae0484f465d
Cuervo, Paola
cd6ae18b-dca1-438e-975d-69d0d1fb1606
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Cobo, Justo
a9afc19a-e99b-4907-9d36-fe90d811c7c8
Glidewell, Christopher
22bd41d9-cebf-4ea7-b110-45d73aa2e4a2

Abonía, Rodrigo, Cuervo, Paola, Hursthouse, Michael B., Cobo, Justo and Glidewell, Christopher (2010) 1-(6-Amino-1,3-benzodioxol-5-yl)-3-(2-oxo-1,2-dihydroquinolin-3-yl)prop-2-enone: a sheet built by ?-stacking of hydrogen-bonded chains of rings. Acta Crystallographica Section C: Crystal Structure Communications, 66 (1), o44-o46. (doi:10.1107/S0108270109053554).

Record type: Article

Abstract

The bond distances in the molecule of the title compound, C(19)H(14)N(2)O(4), provide evidence for electronic polarization in the aminoarylpropenone fragment and for bond fixation in the quinolinone unit. Molecules are linked by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds into chains in which centrosymmetric rings of R(2)(2)(8) and R(2)(2)(18) types alternate, and these chains are linked into sheets by a single aromatic pi-pi stacking interaction.

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More information

Published date: January 2010
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow, Chemistry

Identifiers

Local EPrints ID: 347443
URI: http://eprints.soton.ac.uk/id/eprint/347443
ISSN: 0108-2701
PURE UUID: 5231aab8-15d7-49c9-b5c5-5694f79f876a

Catalogue record

Date deposited: 04 Feb 2013 14:54
Last modified: 16 Jul 2019 21:45

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