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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Penerbit Universiti Kebangsaan Malaysia
2019
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| Online Access: | http://journalarticle.ukm.my/14341/1/08%20Suhaila%20Sapari.pdf http://journalarticle.ukm.my/14341/ http://www.ukm.my/jsm/malay_journals/jilid48bil9_2019/KandunganJilid48Bil9_2019.html |
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| author | Suhaila Sapari, Emma Izzati Zakariah, Noraisyah Abdul Kadir Jilani, Sheryn Wong, Mohammad Fadzlee Ngatiman, Siti Aishah Hasbullah, |
| author_facet | Suhaila Sapari, Emma Izzati Zakariah, Noraisyah Abdul Kadir Jilani, Sheryn Wong, Mohammad Fadzlee Ngatiman, Siti Aishah Hasbullah, |
| author_sort | Suhaila Sapari, |
| building | Tun Sri Lanang Library |
| collection | Institutional Repository |
| content_provider | Universiti Kebangsaan Malaysia |
| content_source | UKM Journal Article Repository |
| continent | Asia |
| country | Malaysia |
| 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 |
| id | my-ukm.journal.14341 |
| institution | Universiti Kebangsaan Malaysia |
| language | en |
| publishDate | 2019 |
| publisher | Penerbit Universiti Kebangsaan Malaysia |
| record_format | eprints |
| spelling | my-ukm.journal.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 |
| 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 |
| 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_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_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_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 |
| url | http://journalarticle.ukm.my/14341/1/08%20Suhaila%20Sapari.pdf http://journalarticle.ukm.my/14341/ http://www.ukm.my/jsm/malay_journals/jilid48bil9_2019/KandunganJilid48Bil9_2019.html |
| url_provider | http://journalarticle.ukm.my/ |