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Updated: May 10, 2026

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
1-(2H-1,3-Benzodioxol-5-yl)ethanone thio-semicarbazone
Adriano Bof de Oliveira1, Renan Lira de Farias, Christian Näther
1Departamento de Química, Universidade Federal de Sergipe, Av. Marechal Rondon s/n, Campus, 49100-000 São Cristóvão-SE, Brazil.
This study details the crystal structure of a novel compound, C10H11N3O2S. Molecular interactions, including hydrogen bonds, were analyzed, revealing a complex three-dimensional network in the solid state.
Area of Science:
- Crystallography
- Chemical structure analysis
- Supramolecular chemistry
Background:
- Understanding molecular interactions is crucial for materials science.
- The compound C10H11N3O2S combines 1,3-benzodioxole and hydrazinecarbothioamide moieties.
- Previous studies on similar structures provide context for this investigation.
Purpose of the Study:
- To elucidate the crystal structure of C10H11N3O2S.
- To analyze the intermolecular interactions governing the solid-state arrangement.
- To characterize the hydrogen bonding network within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided geometric insights.
- Intermolecular interactions, including hydrogen bonds and weaker contacts, were identified and analyzed.
Main Results:
- The 1,3-benzodioxole and hydrazinecarbothioamide fragments exhibit near planarity.
- A dihedral angle of 29.06(5)° was observed between these fragments.
- Molecules form inversion dimers via N-H⋯S hydrogen bonds, which further assemble into chains and a 3D network.
Conclusions:
- The crystal structure of C10H11N3O2S is characterized by specific intermolecular interactions.
- Hydrogen bonding plays a significant role in organizing the molecules in the solid state.
- The identified network structure provides insights into the compound's physical properties.
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