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Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate
In the title compound, C(27)H(30)N(4)O(6)·H(2)O, the two dioxolo rings are in envelope conformations, while the pyran ring is in a twisted-boat conformation. The pyradizine ring is oriented at dihedral angles of 9.23 (6) and 12.98 (9)° with respect to the pyridine rings, while the dihedral angle bet...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6690445/ https://www.ncbi.nlm.nih.gov/pubmed/31417786 http://dx.doi.org/10.1107/S2056989019009848 |
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author | Filali, Mouad Elmsellem, Hicham Hökelek, Tuncer El-Ghayoury, Abdelkrim Stetsiuk, Oleh El Hadrami, El Mestafa Ben-Tama, Abdessalam |
author_facet | Filali, Mouad Elmsellem, Hicham Hökelek, Tuncer El-Ghayoury, Abdelkrim Stetsiuk, Oleh El Hadrami, El Mestafa Ben-Tama, Abdessalam |
author_sort | Filali, Mouad |
collection | PubMed |
description | In the title compound, C(27)H(30)N(4)O(6)·H(2)O, the two dioxolo rings are in envelope conformations, while the pyran ring is in a twisted-boat conformation. The pyradizine ring is oriented at dihedral angles of 9.23 (6) and 12.98 (9)° with respect to the pyridine rings, while the dihedral angle between the two pyridine rings is 13.45 (10)°. In the crystal, O—H(water)⋯O(pyran), O—H(water)⋯O(methoxymethyl) and O—H(water)⋯N(pyridazine) hydrogen bonds link the molecules into chains along [010]. In addition, weak C—H(dioxolo)⋯O(dioxolo) hydrogen bonds and a weak C—H(methoxymethyl)⋯π interaction complete the three-dimensional structure. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (55.7%), H⋯C/C⋯H (14.6%), H⋯O/O⋯H (14.5%) and H⋯N/N⋯H (9.6%) interactions. Hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. Electrochemical measurements are also reported. |
format | Online Article Text |
id | pubmed-6690445 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-66904452019-08-15 Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate Filali, Mouad Elmsellem, Hicham Hökelek, Tuncer El-Ghayoury, Abdelkrim Stetsiuk, Oleh El Hadrami, El Mestafa Ben-Tama, Abdessalam Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(27)H(30)N(4)O(6)·H(2)O, the two dioxolo rings are in envelope conformations, while the pyran ring is in a twisted-boat conformation. The pyradizine ring is oriented at dihedral angles of 9.23 (6) and 12.98 (9)° with respect to the pyridine rings, while the dihedral angle between the two pyridine rings is 13.45 (10)°. In the crystal, O—H(water)⋯O(pyran), O—H(water)⋯O(methoxymethyl) and O—H(water)⋯N(pyridazine) hydrogen bonds link the molecules into chains along [010]. In addition, weak C—H(dioxolo)⋯O(dioxolo) hydrogen bonds and a weak C—H(methoxymethyl)⋯π interaction complete the three-dimensional structure. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (55.7%), H⋯C/C⋯H (14.6%), H⋯O/O⋯H (14.5%) and H⋯N/N⋯H (9.6%) interactions. Hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. Electrochemical measurements are also reported. International Union of Crystallography 2019-07-12 /pmc/articles/PMC6690445/ /pubmed/31417786 http://dx.doi.org/10.1107/S2056989019009848 Text en © Filali et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Filali, Mouad Elmsellem, Hicham Hökelek, Tuncer El-Ghayoury, Abdelkrim Stetsiuk, Oleh El Hadrami, El Mestafa Ben-Tama, Abdessalam Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
title | Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
title_full | Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
title_fullStr | Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
title_full_unstemmed | Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
title_short | Crystal structure, Hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3aS,5S,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-5H-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
title_sort | crystal structure, hirshfeld surface analysis and corrosion inhibition study of 3,6-bis(pyridin-2-yl)-4-{[(3as,5s,5ar,8ar,8bs)-2,2,7,7-tetramethyltetrahydro-5h-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl)methoxy]methyl}pyridazine monohydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6690445/ https://www.ncbi.nlm.nih.gov/pubmed/31417786 http://dx.doi.org/10.1107/S2056989019009848 |
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