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Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative

The title compound, C(13)H(13)N(2)O(3), a hydantoin derivative, crystallized with two mol­ecules (A and B) in an asymmetric unit. In mol­ecule A, the imidazolidine ring is twisted about the C—N bond involving the spiro C atom, while in mol­ecule B this ring is flat (r.m.s. deviation = 0.010 Å). The...

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Autores principales: Benaka Prasad, S. B., Naveen, S., Madaiah, M., Lokanath, N. K., Warad, Ismail, Abdoh, Muneer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647411/
https://www.ncbi.nlm.nih.gov/pubmed/26594433
http://dx.doi.org/10.1107/S2056989015016175
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author Benaka Prasad, S. B.
Naveen, S.
Madaiah, M.
Lokanath, N. K.
Warad, Ismail
Abdoh, Muneer
author_facet Benaka Prasad, S. B.
Naveen, S.
Madaiah, M.
Lokanath, N. K.
Warad, Ismail
Abdoh, Muneer
author_sort Benaka Prasad, S. B.
collection PubMed
description The title compound, C(13)H(13)N(2)O(3), a hydantoin derivative, crystallized with two mol­ecules (A and B) in an asymmetric unit. In mol­ecule A, the imidazolidine ring is twisted about the C—N bond involving the spiro C atom, while in mol­ecule B this ring is flat (r.m.s. deviation = 0.010 Å). The pyran rings in both mol­ecules have distorted half-chair conformations. The mean plane of the imidazolidine ring is inclined to the aromatic ring of the chroman unit by 79.71 (11)° in mol­ecule A and 82.83 (12)° in mol­ecule B. In the crystal, pairs of N—H⋯O hydrogen bonds link the individual mol­ecules to form A–A and B–B inversion dimers. The dimers are linked via N—H⋯O and C—H⋯O hydrogen bonds, forming sheets lying parallel to the bc plane, viz. (011). Within the sheets, the A and B mol­ecules are linked by C—H⋯π inter­actions.
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spelling pubmed-46474112015-11-20 Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative Benaka Prasad, S. B. Naveen, S. Madaiah, M. Lokanath, N. K. Warad, Ismail Abdoh, Muneer Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(13)H(13)N(2)O(3), a hydantoin derivative, crystallized with two mol­ecules (A and B) in an asymmetric unit. In mol­ecule A, the imidazolidine ring is twisted about the C—N bond involving the spiro C atom, while in mol­ecule B this ring is flat (r.m.s. deviation = 0.010 Å). The pyran rings in both mol­ecules have distorted half-chair conformations. The mean plane of the imidazolidine ring is inclined to the aromatic ring of the chroman unit by 79.71 (11)° in mol­ecule A and 82.83 (12)° in mol­ecule B. In the crystal, pairs of N—H⋯O hydrogen bonds link the individual mol­ecules to form A–A and B–B inversion dimers. The dimers are linked via N—H⋯O and C—H⋯O hydrogen bonds, forming sheets lying parallel to the bc plane, viz. (011). Within the sheets, the A and B mol­ecules are linked by C—H⋯π inter­actions. International Union of Crystallography 2015-09-12 /pmc/articles/PMC4647411/ /pubmed/26594433 http://dx.doi.org/10.1107/S2056989015016175 Text en © Benaka Prasad et al. 2015 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
Benaka Prasad, S. B.
Naveen, S.
Madaiah, M.
Lokanath, N. K.
Warad, Ismail
Abdoh, Muneer
Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
title Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
title_full Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
title_fullStr Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
title_full_unstemmed Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
title_short Crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
title_sort crystal structure of 1′-ethyl­spiro[chroman-4,4′-imidazolidine]-2′,5′-dione: a hydantoine derivative
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647411/
https://www.ncbi.nlm.nih.gov/pubmed/26594433
http://dx.doi.org/10.1107/S2056989015016175
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