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

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Mon, 2016-02-15 16:25 — Ismail Warad
Journal Title, Volume, Page: 
Acta Cryst. (2015). E71, o705–o706 doi:10.1107/S2056989015016175
Year of Publication: 
2015
Link: 
http://scripts.iucr.org/cgi-bin/paper?S2056989015016175
Authors: 
S. B. Benaka Prasad
Department of Chemistry, School of Engineering and Technology, Jain University, Bangalore 562 112
S. Naveen
Institution of Excellence, University of Mysore, Manasagangotri, Mysuru 570 006, India
M. Madaiah
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India
N. K. Lokanath
Department of Studies in Physics, University of Mysore, Manasagangotri, Mysuru 570 006, India
Ismail Warad
Department of Chemistry, Faculty of Science, An-Najah National University, P.O. Box 7, Nablus, Palestine
Current Affiliation: 
Department of Chemistry, Faculty of Science, An-Najah National University, P.O. Box 7, Nablus, Palestine
Muneer Abdoh
Department of Chemistry, Faculty of Physics, An-Najah National University, P.O. Box 7, Nablus, Palestine
Preferred Abstract (Original): 

The title compound, C13H13N2O3, 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...[pi] inter­actions.

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