In:
Acta Crystallographica Section E Crystallographic Communications, International Union of Crystallography (IUCr), Vol. 72, No. 8 ( 2016-08-01), p. 1179-1182
Abstract:
The title compound, glycidamide (systematic name: oxirane-2-carboxamide), C 3 H 5 NO 2 , is the mutagenic and genotoxic metabolite of acrylamide, a food contaminant and industrial chemical that has been classified as being probably carcinogenic to humans. Synthesized via the reaction of acrylonitrile and hydrogen peroxide, it crystallizes with both enantiomers occurring as two crystallographically independent molecules ( A and B ) in the asymmetric unit. They have similar conformations with an r.m.s. deviation of 0.0809 Å for molecule B inverted on molecule A . In the crystal, molecules are linked by N—H...O hydrogen bonds, which lead to the formation of β-sheet structures enclosing R 2 2 (8) and R 4 2 (8) loops. The β-sheets are linked by weaker C—H...O hydrogen bonds, forming a supramolecular three-dimensional structure.
Type of Medium:
Online Resource
ISSN:
2056-9890
DOI:
10.1107/S2056989016010859
DOI:
10.1107/S2056989016010859/su5309sup1.cif
DOI:
10.1107/S2056989016010859/su5309Isup2.hkl
DOI:
10.1107/S2056989016010859/su5309Isup3.cml
Language:
Unknown
Publisher:
International Union of Crystallography (IUCr)
Publication Date:
2016
detail.hit.zdb_id:
2843762-7
detail.hit.zdb_id:
2041947-8
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