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

Rodrigo Abonia; Paola Cuervo; Michael B. Hursthouse; Justo Cobo; Christopher Glidewell

doi:10.1107/S0108270109053554

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

Rodrigo Abonia, Paola Cuervo, Michael B. Hursthouse, Justo Cobo, Christopher Glidewell

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The bond distances in the molecule of the title compound, C19H14N2O4, 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.

Original language	English
Pages (from-to)	44-46
Number of pages	3
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	66
DOIs	https://doi.org/10.1107/S0108270109053554
Publication status	Published - Jan 2010

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@article{3919681100f94b85a2dac741e43f690a,

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

abstract = "The bond distances in the molecule of the title compound, C19H14N2O4, 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.",

author = "Rodrigo Abonia and Paola Cuervo and Hursthouse, \{Michael B.\} and Justo Cobo and Christopher Glidewell",

year = "2010",

month = jan,

doi = "10.1107/S0108270109053554",

language = "English",

volume = "66",

pages = "44--46",

journal = "Acta Crystallographica Section C: Crystal Structure Communications",

issn = "0108-2701",

publisher = "International Union of Crystallography",

}

1-(6-Amino-1,3-benzodioxol-5-yl)-3-(2-oxo-1,2-dihydroquinolin-3-yl)prop-2-enone: a sheet built by pi-stacking of hydrogen-bonded chains of rings. / Abonia, Rodrigo; Cuervo, Paola; Hursthouse, Michael B. et al.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 66, 01.2010, p. 44-46.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - 1-(6-Amino-1,3-benzodioxol-5-yl)-3-(2-oxo-1,2-dihydroquinolin-3-yl)prop-2-enone: a sheet built by pi-stacking of hydrogen-bonded chains of rings

AU - Abonia, Rodrigo

AU - Cuervo, Paola

AU - Hursthouse, Michael B.

AU - Cobo, Justo

AU - Glidewell, Christopher

PY - 2010/1

Y1 - 2010/1

N2 - The bond distances in the molecule of the title compound, C19H14N2O4, 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.

AB - The bond distances in the molecule of the title compound, C19H14N2O4, 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.

UR - https://www.scopus.com/pages/publications/74049146082

U2 - 10.1107/S0108270109053554

DO - 10.1107/S0108270109053554

M3 - Article

SN - 0108-2701

VL - 66

SP - 44

EP - 46

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

ER -

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

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