Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione
In the title compound, C18H19BrFN3S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other, formin...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2020-02-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989020000092 |
| _version_ | 1818914526945345536 |
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| author | Alaa S. Abdelrazeq Hazem A. Ghabbour Ali A. El-Emam Doaa Ahmed Osman Santiago Garcia-Granda |
| author_facet | Alaa S. Abdelrazeq Hazem A. Ghabbour Ali A. El-Emam Doaa Ahmed Osman Santiago Garcia-Granda |
| author_sort | Alaa S. Abdelrazeq |
| collection | DOAJ |
| description | In the title compound, C18H19BrFN3S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other, forming a dihedral angle of 89.5 (2)°. In the crystal, the molecules are linked by weak C—H...π(phenyl) interactions, forming supramolecular chains extending along the c-axis direction. The crystal packing is further consolidated by intermolecular N—H...S hydrogen bonds and by weak C—H...S interactions, yielding double chains propagating along the a-axis direction. The crystal studied was refined as a racemic twin. |
| first_indexed | 2024-12-19T23:47:48Z |
| format | Article |
| id | doaj.art-adcf6f30b1b342f4abc50def3cbc197b |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-19T23:47:48Z |
| publishDate | 2020-02-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-adcf6f30b1b342f4abc50def3cbc197b2022-12-21T20:01:16ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902020-02-0176216216610.1107/S2056989020000092xi2020Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thioneAlaa S. Abdelrazeq0Hazem A. Ghabbour1Ali A. El-Emam2Doaa Ahmed Osman3Santiago Garcia-Granda4Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, EgyptDepartment of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, EgyptDepartment of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, EgyptDepartment of Physical and Analytical Chemistry, Faculty of Chemistry, Oviedo University-CINN, Oviedo 33006, SpainDepartment of Physical and Analytical Chemistry, Faculty of Chemistry, Oviedo University-CINN, Oviedo 33006, SpainIn the title compound, C18H19BrFN3S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromofluorophenyl ring. The phenyl and triazole rings are almost perpendicular to each other, forming a dihedral angle of 89.5 (2)°. In the crystal, the molecules are linked by weak C—H...π(phenyl) interactions, forming supramolecular chains extending along the c-axis direction. The crystal packing is further consolidated by intermolecular N—H...S hydrogen bonds and by weak C—H...S interactions, yielding double chains propagating along the a-axis direction. The crystal studied was refined as a racemic twin.http://scripts.iucr.org/cgi-bin/paper?S2056989020000092crystal structureadamantanetriazole |
| spellingShingle | Alaa S. Abdelrazeq Hazem A. Ghabbour Ali A. El-Emam Doaa Ahmed Osman Santiago Garcia-Granda Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione Acta Crystallographica Section E: Crystallographic Communications crystal structure adamantane triazole |
| title | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
| title_full | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
| title_fullStr | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
| title_full_unstemmed | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
| title_short | Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluorophenyl)-1H-1,2,4-triazole-5(4H)-thione |
| title_sort | synthesis and crystal structure of 3 adamantan 1 yl 4 2 bromo 4 fluorophenyl 1h 1 2 4 triazole 5 4h thione |
| topic | crystal structure adamantane triazole |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989020000092 |
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