NDLI: Crystal structures of two hydrogen-bonded compounds of chloranilic acid–ethyleneurea (1/1) and chloranilic acid–hydantoin (1/2)

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Crystal structures of two hydrogen-bonded compounds of chloranilic acid–ethyleneurea (1/1) and chloranilic acid–hydantoin (1/2)

Content Provider	Semantic Scholar
Author	Gotoh, Kazuma Ishida, Hiroyuki
Copyright Year	2018
Abstract	The structures of the hydrogen-bonded 1:1 co-crystal of chloranilic acid (systematic name: 2,5-di-chloro-3,6-dihy-droxy-1,4-benzo-quinone) with ethyl-eneurea (systematic name: imidazolidin-2-one), C6H2Cl2O4·C3H6N2O, (I), and the 1:2 co-crystal of chloranilic acid with hydantoin (systematic name: imidazolidine-2,4-dione), C6H2Cl2O4·2C3H4N2O2, (II), have been determined at 180 K. In the crystals of both compounds, the base mol-ecules are in the lactam form and no acid-base inter-action involving H-atom transfer is observed. The asymmetric unit of (I) consists of two independent half-mol-ecules of chloranilic acid, with each of the acid mol-ecules lying about an inversion centre, and one ethyl-eneurea mol-ecule. The asymmetric unit of (II) consists of one half-mol-ecule of chloranilic acid, which lies about an inversion centre, and one hydantoin mol-ecule. In the crystal of (I), the acid and base mol-ecules are linked via O-H⋯O and N-H⋯O hydrogen bonds, forming an undulating sheet structure parallel to the ab plane. In (II), the base mol-ecules form an inversion dimer via a pair of N-H⋯O hydrogen bonds, and the base dimers are further linked through another N-H⋯O hydrogen bond into a layer structure parallel to (01). The acid mol-ecule and the base mol-ecule are linked via an O-H⋯O hydrogen bond.
Starting Page	1727
Ending Page	1730
Page Count	4
File Format	PDF HTM / HTML
PubMed reference number	30574363v1
Alternate Webpage(s)	https://doi.org/10.1107/S205698901801561X
DOI	10.1107/s205698901801561x
Journal	Acta crystallographica. Section E, Crystallographic communications
Volume Number	74
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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