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

Bibliographical note

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

Funding

One of the authors (V) is grateful to the DST–PURSE Project, Vijnana Bhavana, UOM for providing research facilities. HSY thanks UGC for a BSR Faculty fellowship for three years.

Funders	Funder number
University Grants Commission

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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UR - https://www.scopus.com/inward/citedby.url?scp=85169549258&partnerID=8YFLogxK

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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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

Abstract

Bibliographical note

Funding

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

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