Hydrogen-bonding patterns in two aroylthio­carbamates and two aroylimidothio­carbonates

In O -ethyl N -benzoyl­thio­carbamate, C 10 H 11 NO 2 S, the mol­ecules are linked into sheets by a combination of two-centre N—H⋯O and C—H⋯S hydrogen bonds and a three-centre C—H⋯(O,S) hydrogen bond. A combination of two-centre N—H⋯O and C—H⋯O hydrogen bonds links the mol­ecules of O -ethyl N -(4-m...

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Veröffentlicht in:Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2010-02, Vol.66 (Pt 3), p.o141-o146
Hauptverfasser: Insuasty, Henry, Castro, Edison, Sánchez, Edison, Cobo, Justo, Glidewell, Christopher
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Sprache:eng
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Zusammenfassung:In O -ethyl N -benzoyl­thio­carbamate, C 10 H 11 NO 2 S, the mol­ecules are linked into sheets by a combination of two-centre N—H⋯O and C—H⋯S hydrogen bonds and a three-centre C—H⋯(O,S) hydrogen bond. A combination of two-centre N—H⋯O and C—H⋯O hydrogen bonds links the mol­ecules of O -ethyl N -(4-methyl­benzoyl)thio­carbamate, C 11 H 13 NO 2 S, into chains of rings, which are linked into sheets by an aromatic π–π stacking inter­action. In O , S -diethyl N -(4-methyl­benzoyl)imidothio­carbonate, C 13 H 17 NO 2 S, pairs of mol­ecules are linked into centrosymmetric dimers by pairs of symmetry-related C—H⋯π(arene) hydrogen bonds, while the mol­ecules of O , S -diethyl N -(4-chloro­benzoyl)imidothio­carbonate, C 12 H 14 ClNO 2 S, are linked by a single C—H⋯O hydrogen bond into simple chains, pairs of which are linked by an aromatic π–π stacking inter­action to form a ladder-type structure.
ISSN:0108-2701
1600-5759
DOI:10.1107/S0108270110005032