Crystal structures of (S)-(+)-5-(3-bromo/chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione

Shigeru Ohba; Minoru Koura; Hisashi Sumidab; Kimiyuki Shibuya

doi:10.1107/S2056989015023014

Crystal structures of (S)-(+)-5-(3-bromo/chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione

Shigeru Ohba, Minoru Koura, Hisashi Sumidab, Kimiyuki Shibuya

Department of Humanities and Social Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

In (S)-(+)-5-(3-bromo-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C₁₃H₁₅BrN₂O₃, (I), the hydantoin groups are connected via intermolecular N-H. O hydrogen bonds, forming a terraced sheet structure. In the chloro analogue, (S)-(+)-5-(3-chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C₁₃H₁₅ClN₂O₃, (II), the intermolecular N-H. O hydrogen-bonding network forms a flat sheet. Comparison of the crystal structures reveals that (II) is more loosely packed than (I).

Original language	English
Pages (from-to)	184-187
Number of pages	4
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	72
Issue number	2
DOIs	https://doi.org/10.1107/S2056989015023014
Publication status	Published - 2016 Feb

Keywords

Crystal structure
absolute configuration
hydantoin
hydrogen bonding

ASJC Scopus subject areas

Chemistry(all)
Materials Science(all)
Condensed Matter Physics

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10.1107/S2056989015023014

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title = "Crystal structures of (S)-(+)-5-(3-bromo/chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione",

abstract = "In (S)-(+)-5-(3-bromo-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C13H15BrN2O3, (I), the hydantoin groups are connected via intermolecular N-H. O hydrogen bonds, forming a terraced sheet structure. In the chloro analogue, (S)-(+)-5-(3-chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C13H15ClN2O3, (II), the intermolecular N-H. O hydrogen-bonding network forms a flat sheet. Comparison of the crystal structures reveals that (II) is more loosely packed than (I).",

keywords = "Crystal structure, absolute configuration, hydantoin, hydrogen bonding",

author = "Shigeru Ohba and Minoru Koura and Hisashi Sumidab and Kimiyuki Shibuya",

year = "2016",

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doi = "10.1107/S2056989015023014",

language = "English",

volume = "72",

pages = "184--187",

journal = "Acta Crystallographica Section E: Crystallographic Communications",

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publisher = "International Union of Crystallography",

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T1 - Crystal structures of (S)-(+)-5-(3-bromo/chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione

AU - Ohba, Shigeru

AU - Koura, Minoru

AU - Sumidab, Hisashi

AU - Shibuya, Kimiyuki

PY - 2016/2

Y1 - 2016/2

N2 - In (S)-(+)-5-(3-bromo-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C13H15BrN2O3, (I), the hydantoin groups are connected via intermolecular N-H. O hydrogen bonds, forming a terraced sheet structure. In the chloro analogue, (S)-(+)-5-(3-chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C13H15ClN2O3, (II), the intermolecular N-H. O hydrogen-bonding network forms a flat sheet. Comparison of the crystal structures reveals that (II) is more loosely packed than (I).

AB - In (S)-(+)-5-(3-bromo-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C13H15BrN2O3, (I), the hydantoin groups are connected via intermolecular N-H. O hydrogen bonds, forming a terraced sheet structure. In the chloro analogue, (S)-(+)-5-(3-chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione, C13H15ClN2O3, (II), the intermolecular N-H. O hydrogen-bonding network forms a flat sheet. Comparison of the crystal structures reveals that (II) is more loosely packed than (I).

KW - Crystal structure

KW - absolute configuration

KW - hydantoin

KW - hydrogen bonding

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Crystal structures of (S)-(+)-5-(3-bromo/chloro-4-isopropoxyphenyl)-5-methylimidazolidine-2,4-dione

Abstract

Keywords

ASJC Scopus subject areas

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