Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one

The title compound, C22H20O5, is composed of a hydroxynaphthyl ring and a trimethoxyphenyl ring [the planes of which are inclined to one another by 21.61 (10)°] bridged by an unsaturated prop-2-en-1-one group. The mean plane of the prop-2-en-1-one group [–C(=O)—C=C–] is inclined to that of the napht...

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Main Authors: J. Srividya, D. Reuben Jonathan, B. K. Revathi, G. Anbalagan
Format: Article
Language:English
Published: International Union of Crystallography 2015-08-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989015013870
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author J. Srividya
D. Reuben Jonathan
B. K. Revathi
G. Anbalagan
author_facet J. Srividya
D. Reuben Jonathan
B. K. Revathi
G. Anbalagan
author_sort J. Srividya
collection DOAJ
description The title compound, C22H20O5, is composed of a hydroxynaphthyl ring and a trimethoxyphenyl ring [the planes of which are inclined to one another by 21.61 (10)°] bridged by an unsaturated prop-2-en-1-one group. The mean plane of the prop-2-en-1-one group [–C(=O)—C=C–] is inclined to that of the naphthyl system and benzene rings by 3.77 (14) and 18.01 (16)°, respectively. There is an intramolecular O—H...O hydrogen bond present forming an S(6) ring motif. In the crystal, inversion-related molecules are linked by a slipped-parallel π–π interaction [intercentroid distance = 3.8942 (13) Å, interplanar distance = 3.478 (9) Å and slippage = 1.751 Å], and stack along the [101] direction. There are no other significant intermolecular interactions present.
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spelling doaj.art-f09f5d099b2e437bbed9edce6f41ae112022-12-21T17:15:47ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-08-01718o610o61110.1107/S2056989015013870su5174Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-oneJ. Srividya0D. Reuben Jonathan1B. K. Revathi2G. Anbalagan3PG and Research Department of Physics, Queen Mary's College, Chennai 600 004, IndiaDepartment of Chemistry, Madras Christian College, Chennai-59, IndiaPG and Research Department of Physics, Queen Mary's College, Chennai 600 004, IndiaPG and Research Department of Physics, Presidency College, University of Madras, Chennai 600 005, IndiaThe title compound, C22H20O5, is composed of a hydroxynaphthyl ring and a trimethoxyphenyl ring [the planes of which are inclined to one another by 21.61 (10)°] bridged by an unsaturated prop-2-en-1-one group. The mean plane of the prop-2-en-1-one group [–C(=O)—C=C–] is inclined to that of the naphthyl system and benzene rings by 3.77 (14) and 18.01 (16)°, respectively. There is an intramolecular O—H...O hydrogen bond present forming an S(6) ring motif. In the crystal, inversion-related molecules are linked by a slipped-parallel π–π interaction [intercentroid distance = 3.8942 (13) Å, interplanar distance = 3.478 (9) Å and slippage = 1.751 Å], and stack along the [101] direction. There are no other significant intermolecular interactions present.http://scripts.iucr.org/cgi-bin/paper?S2056989015013870crystal structurechalconeshydroxynaphthaleneO—H...O hydrogen bondS(6) ring motifπ–π slipped parallel interaction
spellingShingle J. Srividya
D. Reuben Jonathan
B. K. Revathi
G. Anbalagan
Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
chalcones
hydroxynaphthalene
O—H...O hydrogen bond
S(6) ring motif
π–π slipped parallel interaction
title Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
title_full Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
title_fullStr Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
title_full_unstemmed Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
title_short Crystal structure of (E)-1-(1-hydroxynaphthalen-2-yl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
title_sort crystal structure of e 1 1 hydroxynaphthalen 2 yl 3 2 3 4 trimethoxyphenyl prop 2 en 1 one
topic crystal structure
chalcones
hydroxynaphthalene
O—H...O hydrogen bond
S(6) ring motif
π–π slipped parallel interaction
url http://scripts.iucr.org/cgi-bin/paper?S2056989015013870
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