1H-Benzo[g]pteridine-2,4-dione

The structure of the title compound, C(10)H(6)N(4)O(2), reported by Smalley et al. [(2021). Cryst. Growth Des. 22, 524–534] from powder diffraction data and (15)N NMR spectroscopy, is confirmed using low-temperature data from a twinned crystal. The tautomer in the solid state is alloxazine (1H-benzo...

Descripción completa

Detalles Bibliográficos
Autores principales: Uppu, Rao M., Fronczek, Frank R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9912317/
https://www.ncbi.nlm.nih.gov/pubmed/36794048
http://dx.doi.org/10.1107/S2414314622012238
_version_ 1784885181649256448
author Uppu, Rao M.
Fronczek, Frank R.
author_facet Uppu, Rao M.
Fronczek, Frank R.
author_sort Uppu, Rao M.
collection PubMed
description The structure of the title compound, C(10)H(6)N(4)O(2), reported by Smalley et al. [(2021). Cryst. Growth Des. 22, 524–534] from powder diffraction data and (15)N NMR spectroscopy, is confirmed using low-temperature data from a twinned crystal. The tautomer in the solid state is alloxazine (1H-benzo[g]pteridine-2,4-dione) rather than isoalloxazine (10H-benzo[g]pteridine-2,4-dione). In the extended structure, the mol­ecules form hydrogen-bonded chains propagating in the [0 [Image: see text] 1] direction through alternating centrosymmetric R (2) (2)(8) rings with pairwise N—H⋯O inter­actions and centrosymmetric R (2) (2)(8) rings with pairwise N—H⋯N inter­actions. The crystal chosen for data collection was found to be a non-merohedral twin (180° rotation about [001]) in a 0.446 (4):0.554 (6) domain ratio. [Image: see text]
format Online
Article
Text
id pubmed-9912317
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-99123172023-02-14 1H-Benzo[g]pteridine-2,4-dione Uppu, Rao M. Fronczek, Frank R. IUCrdata Data Reports The structure of the title compound, C(10)H(6)N(4)O(2), reported by Smalley et al. [(2021). Cryst. Growth Des. 22, 524–534] from powder diffraction data and (15)N NMR spectroscopy, is confirmed using low-temperature data from a twinned crystal. The tautomer in the solid state is alloxazine (1H-benzo[g]pteridine-2,4-dione) rather than isoalloxazine (10H-benzo[g]pteridine-2,4-dione). In the extended structure, the mol­ecules form hydrogen-bonded chains propagating in the [0 [Image: see text] 1] direction through alternating centrosymmetric R (2) (2)(8) rings with pairwise N—H⋯O inter­actions and centrosymmetric R (2) (2)(8) rings with pairwise N—H⋯N inter­actions. The crystal chosen for data collection was found to be a non-merohedral twin (180° rotation about [001]) in a 0.446 (4):0.554 (6) domain ratio. [Image: see text] International Union of Crystallography 2023-01-06 /pmc/articles/PMC9912317/ /pubmed/36794048 http://dx.doi.org/10.1107/S2414314622012238 Text en © Uppu and Fronczek 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Uppu, Rao M.
Fronczek, Frank R.
1H-Benzo[g]pteridine-2,4-dione
title 1H-Benzo[g]pteridine-2,4-dione
title_full 1H-Benzo[g]pteridine-2,4-dione
title_fullStr 1H-Benzo[g]pteridine-2,4-dione
title_full_unstemmed 1H-Benzo[g]pteridine-2,4-dione
title_short 1H-Benzo[g]pteridine-2,4-dione
title_sort 1h-benzo[g]pteridine-2,4-dione
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9912317/
https://www.ncbi.nlm.nih.gov/pubmed/36794048
http://dx.doi.org/10.1107/S2414314622012238
work_keys_str_mv AT uppuraom 1hbenzogpteridine24dione
AT fronczekfrankr 1hbenzogpteridine24dione

Ejemplares similares