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Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid

The asymmetric unit of the title compound, C(15)H(16)N(2)O(3), contains two independent mol­ecules, which present a different conformation of the carb­oxy­lic acid side chain [C—C—C—OH torsion angles = 65.3 (7) and −170.1 (5)°]. In both mol­ecules, the di­hydro­pyridazinone ring adopts a geometry in...

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Autores principales: Meneghetti, Fiorella, Masciocchi, Daniela, Gelain, Arianna, Villa, Stefania
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257230/
https://www.ncbi.nlm.nih.gov/pubmed/25484687
http://dx.doi.org/10.1107/S1600536814019850
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author Meneghetti, Fiorella
Masciocchi, Daniela
Gelain, Arianna
Villa, Stefania
author_facet Meneghetti, Fiorella
Masciocchi, Daniela
Gelain, Arianna
Villa, Stefania
author_sort Meneghetti, Fiorella
collection PubMed
description The asymmetric unit of the title compound, C(15)H(16)N(2)O(3), contains two independent mol­ecules, which present a different conformation of the carb­oxy­lic acid side chain [C—C—C—OH torsion angles = 65.3 (7) and −170.1 (5)°]. In both mol­ecules, the di­hydro­pyridazinone ring adopts a geometry inter­mediate between a twisted-boat and a half-chair conformation, while the central six-membered ring is almost in a half-boat conformation. In the crystal, mol­ecules are linked by O—H⋯O(k) (k = ketone) hydrogen bonds, generating [01-1] chains. Aromatic π–π stacking contacts between the benzene and the di­hydro­pyridazinone rings [centroid–centroid distance [3.879 (9) Å] are also observed.
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spelling pubmed-42572302014-12-05 Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid Meneghetti, Fiorella Masciocchi, Daniela Gelain, Arianna Villa, Stefania Acta Crystallogr Sect E Struct Rep Online Data Reports The asymmetric unit of the title compound, C(15)H(16)N(2)O(3), contains two independent mol­ecules, which present a different conformation of the carb­oxy­lic acid side chain [C—C—C—OH torsion angles = 65.3 (7) and −170.1 (5)°]. In both mol­ecules, the di­hydro­pyridazinone ring adopts a geometry inter­mediate between a twisted-boat and a half-chair conformation, while the central six-membered ring is almost in a half-boat conformation. In the crystal, mol­ecules are linked by O—H⋯O(k) (k = ketone) hydrogen bonds, generating [01-1] chains. Aromatic π–π stacking contacts between the benzene and the di­hydro­pyridazinone rings [centroid–centroid distance [3.879 (9) Å] are also observed. International Union of Crystallography 2014-09-06 /pmc/articles/PMC4257230/ /pubmed/25484687 http://dx.doi.org/10.1107/S1600536814019850 Text en © Meneghetti et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Meneghetti, Fiorella
Masciocchi, Daniela
Gelain, Arianna
Villa, Stefania
Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
title Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
title_full Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
title_fullStr Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
title_full_unstemmed Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
title_short Crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
title_sort crystal structure of 3-(3-oxo-2,3,4,4a,5,6-hexa­hydro­benzo[h]cinnolin-2-yl)propionic acid
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257230/
https://www.ncbi.nlm.nih.gov/pubmed/25484687
http://dx.doi.org/10.1107/S1600536814019850
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