Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one

Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one

The coupling reaction of 5-chloro-1,3,3-methylenindoline with 6-formyl-2,3-dimethoxy benzoic acid under solvent-free microwave irradiation gave of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran- 1(3H)-one, C22H22ClNO4 in high yield. The molecular structure consists...

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Main Authors: Suhaila Sapari, Emma Izzati Zakariah, Noraisyah Abdul Kadir Jilani, Sheryn Wong, Mohammad Fadzlee Ngatiman, Siti Aishah Hasbullah
Format: Article
Language:English
Published: Penerbit Universiti Kebangsaan Malaysia 2019
Online Access:http://journalarticle.ukm.my/14341/
http://journalarticle.ukm.my/14341/
http://journalarticle.ukm.my/14341/1/08%20Suhaila%20Sapari.pdf
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spelling ukm-143412020-03-03T07:58:30Z http://journalarticle.ukm.my/14341/ Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one Suhaila Sapari, Emma Izzati Zakariah, Noraisyah Abdul Kadir Jilani, Sheryn Wong, Mohammad Fadzlee Ngatiman, Siti Aishah Hasbullah, The coupling reaction of 5-chloro-1,3,3-methylenindoline with 6-formyl-2,3-dimethoxy benzoic acid under solvent-free microwave irradiation gave of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran- 1(3H)-one, C22H22ClNO4 in high yield. The molecular structure consists of indoline system (C1-C8/N1) and isobenzofuran system (C10-C17/O1) connected by the enamine carbon. The title compound is crystallised in P21/n space group, Z’=4 with two independent molecules in centrosymmetric dimer. By using Hirshfeld surface and two-dimensional fingerprint plots, the presence of short intermolecular interactions and π-π stacking in the crystal structure were analysed. The DFT study is performed by comparing the calculation data with the X-ray data and analysing the HOMO and LUMO value, which gave -0.26952 a.u. and -0.17760 a.u., respectively. Penerbit Universiti Kebangsaan Malaysia 2019-09 Article PeerReviewed application/pdf en http://journalarticle.ukm.my/14341/1/08%20Suhaila%20Sapari.pdf Suhaila Sapari, and Emma Izzati Zakariah, and Noraisyah Abdul Kadir Jilani, and Sheryn Wong, and Mohammad Fadzlee Ngatiman, and Siti Aishah Hasbullah, (2019) Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one. Sains Malaysiana, 48 (9). pp. 1879-1885. ISSN 0126-6039 http://www.ukm.my/jsm/malay_journals/jilid48bil9_2019/KandunganJilid48Bil9_2019.html
repository_type Digital Repository
institution_category Local University
institution Universiti Kebangasaan Malaysia
building UKM Institutional Repository
collection Online Access
language English
description The coupling reaction of 5-chloro-1,3,3-methylenindoline with 6-formyl-2,3-dimethoxy benzoic acid under solvent-free microwave irradiation gave of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran- 1(3H)-one, C22H22ClNO4 in high yield. The molecular structure consists of indoline system (C1-C8/N1) and isobenzofuran system (C10-C17/O1) connected by the enamine carbon. The title compound is crystallised in P21/n space group, Z’=4 with two independent molecules in centrosymmetric dimer. By using Hirshfeld surface and two-dimensional fingerprint plots, the presence of short intermolecular interactions and π-π stacking in the crystal structure were analysed. The DFT study is performed by comparing the calculation data with the X-ray data and analysing the HOMO and LUMO value, which gave -0.26952 a.u. and -0.17760 a.u., respectively.
format Article
author Suhaila Sapari,
Emma Izzati Zakariah,
Noraisyah Abdul Kadir Jilani,
Sheryn Wong,
Mohammad Fadzlee Ngatiman,
Siti Aishah Hasbullah,
spellingShingle Suhaila Sapari,
Emma Izzati Zakariah,
Noraisyah Abdul Kadir Jilani,
Sheryn Wong,
Mohammad Fadzlee Ngatiman,
Siti Aishah Hasbullah,
Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
author_facet Suhaila Sapari,
Emma Izzati Zakariah,
Noraisyah Abdul Kadir Jilani,
Sheryn Wong,
Mohammad Fadzlee Ngatiman,
Siti Aishah Hasbullah,
author_sort Suhaila Sapari,
title Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
title_short Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
title_full Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
title_fullStr Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
title_full_unstemmed Crystal structure, hirshfeld analysis and DFT study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
title_sort crystal structure, hirshfeld analysis and dft study of 6,7-dimethoxy-3-[(5-chloro-1,3,3-trimethylindolin-2-ylidene)methyl]isobenzofuran-1(3h)-one
publisher Penerbit Universiti Kebangsaan Malaysia
publishDate 2019
url http://journalarticle.ukm.my/14341/
http://journalarticle.ukm.my/14341/
http://journalarticle.ukm.my/14341/1/08%20Suhaila%20Sapari.pdf
first_indexed 2023-09-18T20:06:53Z
last_indexed 2023-09-18T20:06:53Z
_version_ 1777407217481285632

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