2‐Ethyl‐1‐[5‐(4‐methylphenyl)pyrazol‐3‐yl]‐3‐(thiophene‐2‐carbonyl)isothiourea: molecular ribbons containing three types of hydrogen‐bonded ring. Issue 11 (16th October 2014)

• Record Type: Journal Article
• Authors: Castro, Edison; Insuasty, Henry; Insuasty, Braulio; Cobo, Justo; Glidewell, Christopher
• Is Part Of: Acta crystallographica. Volume 70:Issue 11(2014:Nov.)
• Page Start: 1064
• Page End: 1068
• Publication Date: 2014-10-16
• Subjects: Crystallography -- Periodicals; Crystals -- Periodicals; 548.3
• DOI: 10.1107/S205322961402244X
• Languages: English
• ISSNs: 2053-2296

Abstract

<abstract abstract-type="main" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p>The title compound, C₁₈H₁₈N₄OS₂, was prepared by reaction of <italic>S</italic>, <italic>S</italic>‐diethyl 2‐thenoylimidodithiocarbonate with 5‐amino‐3‐(4‐methylphenyl)‐1<italic>H</italic>‐pyrazole using microwave irradiation under solvent‐free conditions. In the molecule, the thiophene unit is disordered over two sets of atomic sites, with occupancies of 0.814 (4) and 0.186 (4), and the bonded distances provide evidence for polarization in the acylthiourea fragment and for aromatic type delocalization in the pyrazole ring. An intramolecular N—H...O hydrogen bond is present, forming an <italic>S</italic>(6) motif, and molecules are linked by N—H...O and N—H...N hydrogen bonds to form a ribbon in which centrosymmetric <italic>R</italic>₂²(4) rings, built from N—H...O hydrogen bonds and flanked by inversion‐related pairs of <italic>S</italic>(6) rings, alternate with centrosymmetric <italic>R</italic>₂²(6) rings built from N—H...N hydrogen bonds.</p> </abstract>