2-Ethylsulfanyl-7-(furan-2-yl)-4-(thiophen-2-yl)pyrazolo[1,5-a ][1,3,5]triazine: pi -stacked chains of hydrogen-bonded R sub(2) super(2)(10) dimers

In the title compound, C sub(15)H sub(12)N sub(4)OS sub(2), the bond distances in the fused heterocyclic system show evidence for aromatic-type delocalization in the pyrazole ring with some bond fixation in the triazine ring. The thiophenyl substituent is slightly disordered over two sets of atomic...

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Veröffentlicht in:Acta crystallographica. Section C, Structural chemistry Structural chemistry, 2014-09, Vol.70 (9), p.908-911
Hauptverfasser: Insuasty, Henry, Insuasty, Braulio, Castro, Edison, Cobo, Justo, Glidewell, Christopher
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container_issue 9
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container_title Acta crystallographica. Section C, Structural chemistry
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creator Insuasty, Henry
Insuasty, Braulio
Castro, Edison
Cobo, Justo
Glidewell, Christopher
description In the title compound, C sub(15)H sub(12)N sub(4)OS sub(2), the bond distances in the fused heterocyclic system show evidence for aromatic-type delocalization in the pyrazole ring with some bond fixation in the triazine ring. The thiophenyl substituent is slightly disordered over two sets of atomic sites having occupancies of 0.934(4) and 0.066(4). The non-H atoms in the entire molecule are nearly coplanar, with the planes of the furanyl substituent and the major orientation of the thiophenyl substituent making dihedral angles of 5.72(17) and 1.8(3) degree , respectively, with that of the fused ring system. Molecules are linked into centrosymmetric R sub(2) super(2)(10) dimers by C-H...O hydrogen bonds and these dimers are further linked into chains by a single pi - pi stacking interaction. Comparisons are made with some related 4,7-diaryl-2-(ethylsulfanyl)pyrazolo[1,5-a][1,3,5] triazines which contain variously substituted aryl groups in place of the furanyl and thiophenyl substituents in the title compound.
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source Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection
subjects Aromatic compounds
Bonding
Crystallography
Dimers
Hydrogen bonds
Orientation
Planes
Pyrazole
Stacking
title 2-Ethylsulfanyl-7-(furan-2-yl)-4-(thiophen-2-yl)pyrazolo[1,5-a ][1,3,5]triazine: pi -stacked chains of hydrogen-bonded R sub(2) super(2)(10) dimers
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