Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions

In the title compounds, (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2-methoxyphenyl)prop-2-en-1-one], C26H22O4 (I), (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(3-methoxyphenyl)prop-2-en-1-one], C26H22O4 (II) and (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(3,4-dimethoxyphenyl)prop-2-en-1-one], C28H26O6 (III), the asymmetric...

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Main Authors: Aijia Sim, C. S. Chidan Kumar, Huey Chong Kwong, Li Yee Then, Yip-Foo Win, Ching Kheng Quah, S. Naveen, S. Chandraju, N. K. Lokanath, Ismail Warad
Format: Article
Language:English
Published: International Union of Crystallography 2017-06-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989017007460
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spelling doaj-47e060dcb5fc4bc79dc875ec103af6002020-11-25T01:09:03ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902017-06-0173689690010.1107/S2056989017007460hb7678Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactionsAijia Sim0C. S. Chidan Kumar1Huey Chong Kwong2Li Yee Then3Yip-Foo Win4Ching Kheng Quah5S. Naveen6S. Chandraju7N. K. Lokanath8Ismail Warad9X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, MalaysiaDepartment of Engineering Chemistry, Vidya Vikas Institute of Engineering &, Technology, Visvesvaraya Technological University, Alanahalli, Mysuru 570 028, Karnataka, IndiaSchool of Chemical Sciences, Universiti Sains Malaysia, Penang 11800 USM, MalaysiaX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, MalaysiaDepartment of Chemical Science, Faculty of Science, Universiti Tunku Abdul, Rahman, Perak Campus, Jalan Universiti, Bandar Barat, Perak, MalaysiaX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, MalaysiaInstitution of Excellence, University of Mysore, Manasagangotri, Mysuru 570 006, IndiaDepartment of Sugar Technology & Chemistry, University of Mysore, Sir M. Visvesvaraya PG Centre, Tubinakere, Mandya 571 402, IndiaDepartment of Studies in Physics, University of Mysore, Manasagangotri, Mysuru, 570 006, IndiaDepartment of Chemistry, Science College, An-Najah National University, PO Box 7, Nablus, West Bank, Palestinian TerritoriesIn the title compounds, (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2-methoxyphenyl)prop-2-en-1-one], C26H22O4 (I), (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(3-methoxyphenyl)prop-2-en-1-one], C26H22O4 (II) and (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(3,4-dimethoxyphenyl)prop-2-en-1-one], C28H26O6 (III), the asymmetric unit consists of a half-molecule, completed by crystallographic inversion symmetry. The dihedral angles between the central and terminal benzene rings are 56.98 (8), 7.74 (7) and 7.73 (7)° for (I), (II) and (III), respectively. In the crystal of (I), molecules are linked by pairs of C—H...π interactions into chains running parallel to [101]. The packing for (II) and (III), features inversion dimers linked by pairs of C—H...O hydrogen bonds, forming R22(16) and R22(14) ring motifs, respectively, as parts of [201] and [101] chains, respectively.http://scripts.iucr.org/cgi-bin/paper?S2056989017007460crystal structurebischalconemethoxyphenyl ringenone bridgeC—H...O hydrogen bondC—H...π interactions
collection DOAJ
language English
format Article
sources DOAJ
author Aijia Sim
C. S. Chidan Kumar
Huey Chong Kwong
Li Yee Then
Yip-Foo Win
Ching Kheng Quah
S. Naveen
S. Chandraju
N. K. Lokanath
Ismail Warad
spellingShingle Aijia Sim
C. S. Chidan Kumar
Huey Chong Kwong
Li Yee Then
Yip-Foo Win
Ching Kheng Quah
S. Naveen
S. Chandraju
N. K. Lokanath
Ismail Warad
Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
bischalcone
methoxyphenyl ring
enone bridge
C—H...O hydrogen bond
C—H...π interactions
author_facet Aijia Sim
C. S. Chidan Kumar
Huey Chong Kwong
Li Yee Then
Yip-Foo Win
Ching Kheng Quah
S. Naveen
S. Chandraju
N. K. Lokanath
Ismail Warad
author_sort Aijia Sim
title Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions
title_short Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions
title_full Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions
title_fullStr Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions
title_full_unstemmed Three closely related (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and C—H...π interactions
title_sort three closely related (2e,2′e)-3,3′-(1,4-phenylene)bis[1-(methoxyphenyl)prop-2-en-1-ones]: supramolecular assemblies in one dimension mediated by hydrogen bonding and c—h...π interactions
publisher International Union of Crystallography
series Acta Crystallographica Section E: Crystallographic Communications
issn 2056-9890
publishDate 2017-06-01
description In the title compounds, (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(2-methoxyphenyl)prop-2-en-1-one], C26H22O4 (I), (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(3-methoxyphenyl)prop-2-en-1-one], C26H22O4 (II) and (2E,2′E)-3,3′-(1,4-phenylene)bis[1-(3,4-dimethoxyphenyl)prop-2-en-1-one], C28H26O6 (III), the asymmetric unit consists of a half-molecule, completed by crystallographic inversion symmetry. The dihedral angles between the central and terminal benzene rings are 56.98 (8), 7.74 (7) and 7.73 (7)° for (I), (II) and (III), respectively. In the crystal of (I), molecules are linked by pairs of C—H...π interactions into chains running parallel to [101]. The packing for (II) and (III), features inversion dimers linked by pairs of C—H...O hydrogen bonds, forming R22(16) and R22(14) ring motifs, respectively, as parts of [201] and [101] chains, respectively.
topic crystal structure
bischalcone
methoxyphenyl ring
enone bridge
C—H...O hydrogen bond
C—H...π interactions
url http://scripts.iucr.org/cgi-bin/paper?S2056989017007460
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