The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chloro­phen­yl)-1-(2,3-di­hydro­benzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Vinaya; Austin S. Richard; Subbiah M. Murthy; Yeriyur B. Basavaraju; Hemmige S. Yathirajan; Sean Parkin

doi:10.1107/S2056989023005613

The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chlorophenyl)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Vinaya, Austin S. Richard, Subbiah M. Murthy, Yeriyur B. Basavaraju, Hemmige S. Yathirajan, Sean Parkin

Chemistry

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

1 Scopus citations

Abstract

The synthesis, crystal structure and spectroscopic analysis of (E)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-chlorophenyl)prop-2-en-1-one (C17H13ClO3), a substituted chalcone, are described. The overall geometry of the molecule is largely planar (r.m.s. deviation = 0.1742 Å), but slightly kinked, leading to a dihedral angle between the planes of the benzene rings at either side of the molecule of 8.31 (9)°. In the crystal, only weak interactions determine the packing motifs. These include C - H⋯O and C - H⋯Cl hydrogen bonds and π-π overlap of aromatic rings.

Original language	English
Pages (from-to)	674-677
Number of pages	4
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	79
DOIs	https://doi.org/10.1107/S2056989023005613
State	Published - Jun 30 2023

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Publisher Copyright:
© 2023 International Union of Crystallography. All rights reserved.

Keywords

chalcone
crystal structure
π-π interaction

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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10.1107/S2056989023005613

Cite this

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title = "The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chlorophenyl)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one",

abstract = "The synthesis, crystal structure and spectroscopic analysis of (E)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-chlorophenyl)prop-2-en-1-one (C17H13ClO3), a substituted chalcone, are described. The overall geometry of the molecule is largely planar (r.m.s. deviation = 0.1742 {\AA}), but slightly kinked, leading to a dihedral angle between the planes of the benzene rings at either side of the molecule of 8.31 (9)°. In the crystal, only weak interactions determine the packing motifs. These include C - H⋯O and C - H⋯Cl hydrogen bonds and π-π overlap of aromatic rings.",

keywords = "chalcone, crystal structure, π-π interaction",

author = "Vinaya and Richard, {Austin S.} and Murthy, {Subbiah M.} and Basavaraju, {Yeriyur B.} and Yathirajan, {Hemmige S.} and Sean Parkin",

year = "2023",

month = jun,

day = "30",

doi = "10.1107/S2056989023005613",

language = "English",

volume = "79",

pages = "674--677",

}

The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chlorophenyl)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one. / Vinaya; Richard, Austin S.; Murthy, Subbiah M. et al.
In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 79, 30.06.2023, p. 674-677.

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

TY - JOUR

T1 - The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chlorophenyl)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

AU - Vinaya,

AU - Richard, Austin S.

AU - Murthy, Subbiah M.

AU - Basavaraju, Yeriyur B.

AU - Yathirajan, Hemmige S.

AU - Parkin, Sean

PY - 2023/6/30

Y1 - 2023/6/30

N2 - The synthesis, crystal structure and spectroscopic analysis of (E)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-chlorophenyl)prop-2-en-1-one (C17H13ClO3), a substituted chalcone, are described. The overall geometry of the molecule is largely planar (r.m.s. deviation = 0.1742 Å), but slightly kinked, leading to a dihedral angle between the planes of the benzene rings at either side of the molecule of 8.31 (9)°. In the crystal, only weak interactions determine the packing motifs. These include C - H⋯O and C - H⋯Cl hydrogen bonds and π-π overlap of aromatic rings.

AB - The synthesis, crystal structure and spectroscopic analysis of (E)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-chlorophenyl)prop-2-en-1-one (C17H13ClO3), a substituted chalcone, are described. The overall geometry of the molecule is largely planar (r.m.s. deviation = 0.1742 Å), but slightly kinked, leading to a dihedral angle between the planes of the benzene rings at either side of the molecule of 8.31 (9)°. In the crystal, only weak interactions determine the packing motifs. These include C - H⋯O and C - H⋯Cl hydrogen bonds and π-π overlap of aromatic rings.

KW - chalcone

KW - crystal structure

KW - π-π interaction

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U2 - 10.1107/S2056989023005613

DO - 10.1107/S2056989023005613

M3 - Article

AN - SCOPUS:85169549258

SN - 2056-9890

VL - 79

SP - 674

EP - 677

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

ER -

The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chlorophenyl)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Abstract

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The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chloro­phen­yl)-1-(2,3-di­hydro­benzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

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Cite this

The synthesis, crystal structure and spectroscopic analysis of (E)-3-(4-chlorophenyl)-1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one