Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol
The redetermined structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol, C26H30N2O4, at 173 K has orthorhombic (Pbca) symmetry. It was previously described by Bolte et al. [ Private Communication (refcode EWICEV). CCDC, Cambridge, England]. The title compound resulted from the c...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2022-07-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989022006508 |
| _version_ | 1818469378798125056 |
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| author | Augusto Rivera Jaime Ríos-Motta Michael Bolte |
| author_facet | Augusto Rivera Jaime Ríos-Motta Michael Bolte |
| author_sort | Augusto Rivera |
| collection | DOAJ |
| description | The redetermined structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol, C26H30N2O4, at 173 K has orthorhombic (Pbca) symmetry. It was previously described by Bolte et al. [ Private Communication (refcode EWICEV). CCDC, Cambridge, England]. The title compound resulted from the condensation reaction between 1,3-bis{[(4-methoxyphenyl)methyl]amino}propan-2-ol and 2-hydroxybenzaldehyde in CH3OH. The structure exhibits disorder. One of the 4-methoxybenzyl groups, the hydroxy group bonded to the 1,3-diazinan ring, and the methyl group of the methoxy residue are disordered over two orientations, with occupancies of 0.807 (3)/0.193 (3), 0.642 (5)/0.358 (5), and 0.82 (4)/0.18 (4), respectively. The dihedral angles between the mean planes of the central 1,3-diazinan-5-ol and the 4-methoxyphenyl rings (both occupancy components of the disordered ring) are 88.65 (13), 85.79 (14) and 83.4 (7)°. The crystal packing is sustained by C—H...O and O—H...π interactions, giving rise to infinite chains running along the b-axis direction. |
| first_indexed | 2024-04-13T21:22:53Z |
| format | Article |
| id | doaj.art-1996db3208ed4d3492d8aac8c36829b7 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-13T21:22:53Z |
| publishDate | 2022-07-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-1996db3208ed4d3492d8aac8c36829b72022-12-22T02:29:24ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902022-07-0178774274510.1107/S2056989022006508jq2018Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-olAugusto Rivera0Jaime Ríos-Motta1Michael Bolte2Universidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias, Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321, ColombiaUniversidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias, Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321, ColombiaInstitut für Anorganische Chemie, J. W. Goethe-Universität Frankfurt, Max-von Laue-Str. 7, 60438 Frankfurt/Main, GermanyThe redetermined structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol, C26H30N2O4, at 173 K has orthorhombic (Pbca) symmetry. It was previously described by Bolte et al. [ Private Communication (refcode EWICEV). CCDC, Cambridge, England]. The title compound resulted from the condensation reaction between 1,3-bis{[(4-methoxyphenyl)methyl]amino}propan-2-ol and 2-hydroxybenzaldehyde in CH3OH. The structure exhibits disorder. One of the 4-methoxybenzyl groups, the hydroxy group bonded to the 1,3-diazinan ring, and the methyl group of the methoxy residue are disordered over two orientations, with occupancies of 0.807 (3)/0.193 (3), 0.642 (5)/0.358 (5), and 0.82 (4)/0.18 (4), respectively. The dihedral angles between the mean planes of the central 1,3-diazinan-5-ol and the 4-methoxyphenyl rings (both occupancy components of the disordered ring) are 88.65 (13), 85.79 (14) and 83.4 (7)°. The crystal packing is sustained by C—H...O and O—H...π interactions, giving rise to infinite chains running along the b-axis direction.http://scripts.iucr.org/cgi-bin/paper?S2056989022006508crystal structurehexahydropyrimidineo—h...π interactionsc—h...o interactionsintramolecular hydrogen bondmannich-type bases |
| spellingShingle | Augusto Rivera Jaime Ríos-Motta Michael Bolte Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol Acta Crystallographica Section E: Crystallographic Communications crystal structure hexahydropyrimidine o—h...π interactions c—h...o interactions intramolecular hydrogen bond mannich-type bases |
| title | Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol |
| title_full | Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol |
| title_fullStr | Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol |
| title_full_unstemmed | Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol |
| title_short | Synthesis and crystal structure of 2-(2-hydroxyphenyl)-1,3-bis(4-methoxybenzyl)-1,3-diazinan-5-ol |
| title_sort | synthesis and crystal structure of 2 2 hydroxyphenyl 1 3 bis 4 methoxybenzyl 1 3 diazinan 5 ol |
| topic | crystal structure hexahydropyrimidine o—h...π interactions c—h...o interactions intramolecular hydrogen bond mannich-type bases |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989022006508 |
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