2-Fluorobenzyl ( <i>Z</i> )-2-(5-chloro-2-oxoindolin-3-ylidene)hydrazine-1-carbodithioate dimethyl sulfoxide monosolvate

In the title solvate, C<sub>16</sub>H<sub>11</sub>ClFN<sub>3</sub>OS<sub>2</sub>·C<sub>2</sub>H<sub>6</sub>OS, the C=N bond adopts a <i>Z</i>-configuration facilitating the formation of an intra-molecular N-H⋯O hydrogen bond to the carbonyl O atom in an <i>S</i>(6) loop. The di-methyl-sulfoxide solvent mol-ecule accepts a strong discrete N-H⋯O hydrogen bond from the γ-lactam grouping. In the extended structure, C<sub>ar</sub>-H⋯S hydrogen bonds and quasi-Type I/II Cl⋯F halogen⋯halogen bonds are observed, while adjacent dimethyl sulfoxide mol-ecules form S⋯O chalcogen-bonded chains.

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IUCrData
Published
2025-10-03
DOI
https://doi.org/10.1107/s2414314625008491
Primary Topic
Synthesis and Reactions of Organic Compounds
Type
article
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article

2-Fluorobenzyl ( Z )-2-(5-chloro-2-oxoindolin-3-ylidene)hydrazine-1-carbodithioate dimethyl sulfoxide monosolvate

David B. Cordes, Aidan P. McKay, Mohd Abdul Fatah Abdul Manan
IUCrData
Synthesis and Reactions of Organic Compounds
article

2-Fluorobenzyl ( Z )-2-(5-chloro-2-oxoindolin-3-ylidene)hydrazine-1-carbodithioate dimethyl sulfoxide monosolvate

David B. Cordes, Aidan P. McKay, Mohd Abdul Fatah Abdul Manan
article en

Abstract

In the title solvate, C<sub>16</sub>H<sub>11</sub>ClFN<sub>3</sub>OS<sub>2</sub>·C<sub>2</sub>H<sub>6</sub>OS, the C=N bond adopts a <i>Z</i>-configuration facilitating the formation of an intra-molecular N-H⋯O hydrogen bond to the carbonyl O atom in an <i>S</i>(6) loop. The di-methyl-sulfoxide solvent mol-ecule accepts a strong discrete N-H⋯O hydrogen bond from the γ-lactam grouping. In the extended structure, C<sub>ar</sub>-H⋯S hydrogen bonds and quasi-Type I/II Cl⋯F halogen⋯halogen bonds are observed, while adjacent dimethyl sulfoxide mol-ecules form S⋯O chalcogen-bonded chains.

IUCrDataVol. 10(10)
University of St Andrews (GB), Universiti Teknologi MARA (MY)
Openalex Percentile: Top 79%
Synthesis and Reactions of Organic Compounds
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