Methyl 2-[(Z)-5-methyl-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

Mohd Abdul Fatah Abdul  Manan; David Bradford Cordes; Aidan McKay

doi:10.1107/S2414314624009672

Methyl 2-[(Z)-5-methyl-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

Mohd Abdul Fatah Abdul Manan^*, David Bradford Cordes, Aidan McKay

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

The title dithiocarbazate imine, C₁₁H₁₁N₃OS₂, was obtained from the condensation reaction of S-methyldithiocarbazate (SMDTC) and 5-methylisatin. It shows a Z configuration about the imine C=N bond, which is associated with an intramolecular N—H⋯O hydrogen bond that closes an S(6) ring. In the crystal, inversion dimers linked by pairwise N—H⋯O hydrogen bonds generate R²₂(8) loops. The extended structure features C—H⋯S contacts as well as reciprocal carbonyl–carbonyl (C=O⋯C=O) interactions.

Original language	English
Article number	x240967
Number of pages	7
Journal	IUCrData
Volume	9
Issue number	10
DOIs	https://doi.org/10.1107/S2414314624009672
Publication status	Published - 1 Oct 2024

Keywords

Crystal structure
Dithiocarbazate
5-methylisatin
C=O⋯C=O interaction

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10.1107/S2414314624009672Licence: CC BY

Manan_2024_IUCrData_Methyl-2_CCBY
“© 2024 Manan et al. This is an open access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. It was originally published here https://doi.org/10.1107/S2414314624009672.
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Cite this

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title = "Methyl 2-[(Z)-5-methyl-2-oxoindolin-3-ylidene]hydrazinecarbodithioate",

abstract = "The title dithiocarbazate imine, C11H11N3OS2, was obtained from the condensation reaction of S-methyldithiocarbazate (SMDTC) and 5-methylisatin. It shows a Z configuration about the imine C=N bond, which is associated with an intramolecular N—H⋯O hydrogen bond that closes an S(6) ring. In the crystal, inversion dimers linked by pairwise N—H⋯O hydrogen bonds generate R22(8) loops. The extended structure features C—H⋯S contacts as well as reciprocal carbonyl–carbonyl (C=O⋯C=O) interactions.",

keywords = "Crystal structure, Dithiocarbazate, 5-methylisatin, C=O⋯C=O interaction",

author = "Manan, \{Mohd Abdul Fatah Abdul\} and Cordes, \{David Bradford\} and Aidan McKay",

note = "Funding: The authors acknowledge Universiti Teknologi MARA for financial support.",

year = "2024",

month = oct,

day = "1",

doi = "10.1107/S2414314624009672",

language = "English",

volume = "9",

journal = "IUCrData",

issn = "2414-3146",

publisher = "International Union of Crystallography",

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T1 - Methyl 2-[(Z)-5-methyl-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

AU - Manan, Mohd Abdul Fatah Abdul

AU - Cordes, David Bradford

AU - McKay, Aidan

N1 - Funding: The authors acknowledge Universiti Teknologi MARA for financial support.

PY - 2024/10/1

Y1 - 2024/10/1

N2 - The title dithiocarbazate imine, C11H11N3OS2, was obtained from the condensation reaction of S-methyldithiocarbazate (SMDTC) and 5-methylisatin. It shows a Z configuration about the imine C=N bond, which is associated with an intramolecular N—H⋯O hydrogen bond that closes an S(6) ring. In the crystal, inversion dimers linked by pairwise N—H⋯O hydrogen bonds generate R22(8) loops. The extended structure features C—H⋯S contacts as well as reciprocal carbonyl–carbonyl (C=O⋯C=O) interactions.

AB - The title dithiocarbazate imine, C11H11N3OS2, was obtained from the condensation reaction of S-methyldithiocarbazate (SMDTC) and 5-methylisatin. It shows a Z configuration about the imine C=N bond, which is associated with an intramolecular N—H⋯O hydrogen bond that closes an S(6) ring. In the crystal, inversion dimers linked by pairwise N—H⋯O hydrogen bonds generate R22(8) loops. The extended structure features C—H⋯S contacts as well as reciprocal carbonyl–carbonyl (C=O⋯C=O) interactions.

KW - Crystal structure

KW - Dithiocarbazate

KW - 5-methylisatin

KW - C=O⋯C=O interaction

UR - https://www.scopus.com/pages/publications/85210604786

U2 - 10.1107/S2414314624009672

DO - 10.1107/S2414314624009672

M3 - Article

SN - 2414-3146

VL - 9

JO - IUCrData

JF - IUCrData

IS - 10

M1 - x240967

ER -

Methyl 2-[(Z)-5-methyl-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

Abstract

Keywords

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CCDC 2293455: Experimental Crystal Structure Determination

CCDC 2388258: Experimental Crystal Structure Determination

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Methyl 2-[(Z)-5-methyl-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

Abstract

Keywords

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Other files and links

Fingerprint

Datasets

CCDC 2293455: Experimental Crystal Structure Determination

CCDC 2388258: Experimental Crystal Structure Determination

Cite this