Crystal structure of N-[(methylsulfanyl)carbonyl]urea

The almost planar (r.m.s. deviation = 0.055 Å) title compound, (MeS)C(O)NHC(O)NH2, was formed during an attempted crystallization of dimethyl cyanocarbonimidodithioate with CrO2Cl2; an unexpected redox reaction converted the cyanocarbonimido moiety to a urea group and removed one methylthiol group....

Full description

Bibliographic Details
Main Authors: Mouhamadou Birame Diop, Libasse Diop, Allen G. Oliver
Format: Article
Language:English
Published: International Union of Crystallography 2016-03-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989016002322
_version_ 1818488262011912192
author Mouhamadou Birame Diop
Libasse Diop
Allen G. Oliver
author_facet Mouhamadou Birame Diop
Libasse Diop
Allen G. Oliver
author_sort Mouhamadou Birame Diop
collection DOAJ
description The almost planar (r.m.s. deviation = 0.055 Å) title compound, (MeS)C(O)NHC(O)NH2, was formed during an attempted crystallization of dimethyl cyanocarbonimidodithioate with CrO2Cl2; an unexpected redox reaction converted the cyanocarbonimido moiety to a urea group and removed one methylthiol group. In the crystal, hydrogen-bonding interactions from the amide and amido N—H groups to carbonyl O atoms of neighbouring molecules result in [010] ribbon-like chains.
first_indexed 2024-12-10T16:48:40Z
format Article
id doaj.art-d8d6b1c84885420ab7efb7b0c657ef78
institution Directory Open Access Journal
issn 2056-9890
language English
last_indexed 2024-12-10T16:48:40Z
publishDate 2016-03-01
publisher International Union of Crystallography
record_format Article
series Acta Crystallographica Section E: Crystallographic Communications
spelling doaj.art-d8d6b1c84885420ab7efb7b0c657ef782022-12-22T01:40:58ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902016-03-0172332532710.1107/S2056989016002322hb7563Crystal structure of N-[(methylsulfanyl)carbonyl]ureaMouhamadou Birame Diop0Libasse Diop1Allen G. Oliver2Laboratoire de Chimie Minérale et Analytique, Département de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, SenegalLaboratoire de Chimie Minérale et Analytique, Département de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, SenegalDepartment of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46557-5670, USAThe almost planar (r.m.s. deviation = 0.055 Å) title compound, (MeS)C(O)NHC(O)NH2, was formed during an attempted crystallization of dimethyl cyanocarbonimidodithioate with CrO2Cl2; an unexpected redox reaction converted the cyanocarbonimido moiety to a urea group and removed one methylthiol group. In the crystal, hydrogen-bonding interactions from the amide and amido N—H groups to carbonyl O atoms of neighbouring molecules result in [010] ribbon-like chains.http://scripts.iucr.org/cgi-bin/paper?S2056989016002322crystal structurehydrogen bondsone-dimensional structure
spellingShingle Mouhamadou Birame Diop
Libasse Diop
Allen G. Oliver
Crystal structure of N-[(methylsulfanyl)carbonyl]urea
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
hydrogen bonds
one-dimensional structure
title Crystal structure of N-[(methylsulfanyl)carbonyl]urea
title_full Crystal structure of N-[(methylsulfanyl)carbonyl]urea
title_fullStr Crystal structure of N-[(methylsulfanyl)carbonyl]urea
title_full_unstemmed Crystal structure of N-[(methylsulfanyl)carbonyl]urea
title_short Crystal structure of N-[(methylsulfanyl)carbonyl]urea
title_sort crystal structure of n methylsulfanyl carbonyl urea
topic crystal structure
hydrogen bonds
one-dimensional structure
url http://scripts.iucr.org/cgi-bin/paper?S2056989016002322
work_keys_str_mv AT mouhamadoubiramediop crystalstructureofnmethylsulfanylcarbonylurea
AT libassediop crystalstructureofnmethylsulfanylcarbonylurea
AT allengoliver crystalstructureofnmethylsulfanylcarbonylurea