N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl] thiophene-2-carbo-hydrazide

Madeleine Helliwell; Despina A. Nasiopoulou; Philip A. Harris; Antigoni Kotali; John A. Joule

doi:10.1107/S1600536811010907

N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl] thiophene-2-carbo-hydrazide

Madeleine Helliwell, Despina A. Nasiopoulou, Philip A. Harris, Antigoni Kotali, John A. Joule

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

Abstract

The title compound, C₁₆H₁₂N₂O ₄S, was obtained by the condensation of 3-acetyl-4-hydroxycoumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thio-phene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The molecular conformation is stabilized by an intramolecular N - H⋯O hydrogen bond. In the crystal, intermolecular N - H⋯O hydrogen bonds link the molecules into chains along the a axis.

Original language	English
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	67
Issue number	4
DOIs	https://doi.org/10.1107/S1600536811010907
Publication status	Published - 1 Apr 2011

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10.1107/S1600536811010907

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title = "N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl] thiophene-2-carbo-hydrazide",

abstract = "The title compound, C16H12N2O 4S, was obtained by the condensation of 3-acetyl-4-hydroxycoumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thio-phene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The molecular conformation is stabilized by an intramolecular N - H⋯O hydrogen bond. In the crystal, intermolecular N - H⋯O hydrogen bonds link the molecules into chains along the a axis.",

author = "Madeleine Helliwell and Nasiopoulou, {Despina A.} and Harris, {Philip A.} and Antigoni Kotali and Joule, {John A.}",

year = "2011",

month = apr,

day = "1",

doi = "10.1107/S1600536811010907",

language = "English",

volume = "67",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "John Wiley & Sons Ltd",

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TY - JOUR

T1 - N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl] thiophene-2-carbo-hydrazide

AU - Helliwell, Madeleine

AU - Nasiopoulou, Despina A.

AU - Harris, Philip A.

AU - Kotali, Antigoni

AU - Joule, John A.

PY - 2011/4/1

Y1 - 2011/4/1

N2 - The title compound, C16H12N2O 4S, was obtained by the condensation of 3-acetyl-4-hydroxycoumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thio-phene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The molecular conformation is stabilized by an intramolecular N - H⋯O hydrogen bond. In the crystal, intermolecular N - H⋯O hydrogen bonds link the molecules into chains along the a axis.

AB - The title compound, C16H12N2O 4S, was obtained by the condensation of 3-acetyl-4-hydroxycoumarin with thien-2-ylcarbonyl hydrazide. The pyran ring adopts a 2,4-dione tautomeric form. The benzopyran ring system is almost coplanar with the thio-phene ring [dihedral angle 0.9 (2)°]. The exocyclic C=C double bond has an E geometry. The molecular conformation is stabilized by an intramolecular N - H⋯O hydrogen bond. In the crystal, intermolecular N - H⋯O hydrogen bonds link the molecules into chains along the a axis.

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U2 - 10.1107/S1600536811010907

DO - 10.1107/S1600536811010907

M3 - Article

AN - SCOPUS:79953771138

SN - 1600-5368

VL - 67

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

IS - 4

ER -

N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl] thiophene-2-carbo-hydrazide

Abstract

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CCDC 820306: Experimental Crystal Structure Determination

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N′-[1-(2,4-Dioxo-3,4-dihydro-2H-1-benzopyran-3-yl-idene)eth-yl] thiophene-2-carbo-hydrazide

Abstract

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Datasets

CCDC 820306: Experimental Crystal Structure Determination

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