2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study

2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study

The X-ray crystal structure of the title phthalazin-1-one derivative, C17H16N2O3S {systematic name: 2-[(2,4,6-tri­methyl­benzene)­sulfon­yl]-1,2-di­hydro­phthalazin-1-one}, features a tetra­hedral sulfoxide-S atom, connected to phthalazin-1-one and mesityl residues. The dihedral angle [83.26 (4)°] b...

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Main Authors: Izuogu, D. C., Asegbeloyin, J. N., Jotani, Mukesh M., Tiekink, Edward R. T. *
Format: Article
Language:English
Published: International Union of Crystallography 2020
Subjects:
QD Chemistry
Online Access:http://eprints.sunway.edu.my/1277/
http://eprints.sunway.edu.my/1277/1/Tiekink%20Acta%20Cryst%202020%20E76%20697.pdf
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author Izuogu, D. C.
Asegbeloyin, J. N.
Jotani, Mukesh M.
Tiekink, Edward R. T. *
author_facet Izuogu, D. C.
Asegbeloyin, J. N.
Jotani, Mukesh M.
Tiekink, Edward R. T. *
author_sort Izuogu, D. C.
building SU Institutional Repository
collection Online Access
description The X-ray crystal structure of the title phthalazin-1-one derivative, C17H16N2O3S {systematic name: 2-[(2,4,6-tri­methyl­benzene)­sulfon­yl]-1,2-di­hydro­phthalazin-1-one}, features a tetra­hedral sulfoxide-S atom, connected to phthalazin-1-one and mesityl residues. The dihedral angle [83.26 (4)°] between the organic substituents is consistent with the mol­ecule having the shape of the letter V. In the crystal, phthalazinone-C6-C—H...O(sulfoxide) and π(phthalazinone-N2C4)–π(phthalazinone-C6) stacking [inter-centroid distance = 3.5474 (9) Å] contacts lead to a linear supra­molecular tape along the a-axis direction; tapes assemble without directional inter­actions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of the C—H...O and π-stacking inter­actions but, also H...H and C—H...C contacts. The calculation of the inter­action energies indicate the importance of dispersion terms with the greatest energies calculated for the C—H...O and π-stacking inter­actions.
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spelling sunway-12772020-10-07T07:44:22Z http://eprints.sunway.edu.my/1277/ 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study Izuogu, D. C. Asegbeloyin, J. N. Jotani, Mukesh M. Tiekink, Edward R. T. * QD Chemistry The X-ray crystal structure of the title phthalazin-1-one derivative, C17H16N2O3S {systematic name: 2-[(2,4,6-tri­methyl­benzene)­sulfon­yl]-1,2-di­hydro­phthalazin-1-one}, features a tetra­hedral sulfoxide-S atom, connected to phthalazin-1-one and mesityl residues. The dihedral angle [83.26 (4)°] between the organic substituents is consistent with the mol­ecule having the shape of the letter V. In the crystal, phthalazinone-C6-C—H...O(sulfoxide) and π(phthalazinone-N2C4)–π(phthalazinone-C6) stacking [inter-centroid distance = 3.5474 (9) Å] contacts lead to a linear supra­molecular tape along the a-axis direction; tapes assemble without directional inter­actions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of the C—H...O and π-stacking inter­actions but, also H...H and C—H...C contacts. The calculation of the inter­action energies indicate the importance of dispersion terms with the greatest energies calculated for the C—H...O and π-stacking inter­actions. International Union of Crystallography 2020-04-04 Article PeerReviewed text en cc_by_nc_4 http://eprints.sunway.edu.my/1277/1/Tiekink%20Acta%20Cryst%202020%20E76%20697.pdf Izuogu, D. C. and Asegbeloyin, J. N. and Jotani, Mukesh M. and Tiekink, Edward R. T. * (2020) 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study. Acta Crystallographica Section E Crystallographic Communications, 76 (5). pp. 697-702. ISSN 2056-9890 http://doi.org/10.1107/S2056989020005101 doi:10.1107/S2056989020005101
spellingShingle QD Chemistry
Izuogu, D. C.
Asegbeloyin, J. N.
Jotani, Mukesh M.
Tiekink, Edward R. T. *
2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study
title 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study
title_full 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study
title_fullStr 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study
title_full_unstemmed 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study
title_short 2-[(2,4,6-Trimethylbenzene)sulfonyl]phthalazin-1(2H)-one: crystal structure, Hirshfeld surface analysis and computational study
title_sort 2-[(2,4,6-trimethylbenzene)sulfonyl]phthalazin-1(2h)-one: crystal structure, hirshfeld surface analysis and computational study
topic QD Chemistry
url http://eprints.sunway.edu.my/1277/
http://eprints.sunway.edu.my/1277/
http://eprints.sunway.edu.my/1277/
http://eprints.sunway.edu.my/1277/1/Tiekink%20Acta%20Cryst%202020%20E76%20697.pdf

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