Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate
Two new multicomponent crystals consisting of 3,5-<i>bis</i>(4-methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide (<b>1</b>) with 1,3<i>-bis</i>(4-methoxyphenyl)prop-2-en-1-one (<b>2</b>) and with dimethylformamide (DMF), both i...
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MDPI AG
2022-05-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/12/5/663 |
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| author | Benson M. Kariuki Bakr F. Abdel-Wahab Mohamed S. Bekheit Gamal A. El-Hiti |
| author_facet | Benson M. Kariuki Bakr F. Abdel-Wahab Mohamed S. Bekheit Gamal A. El-Hiti |
| author_sort | Benson M. Kariuki |
| collection | DOAJ |
| description | Two new multicomponent crystals consisting of 3,5-<i>bis</i>(4-methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide (<b>1</b>) with 1,3<i>-bis</i>(4-methoxyphenyl)prop-2-en-1-one (<b>2</b>) and with dimethylformamide (DMF), both in 1:1 ratio, prepared and structurally characterized. The occurrence of <b>1</b> in different crystal structures enabled a comparison of hydrogen bonding contacts between the two structures as well as with the known structure of pure <b>1</b>. The backbone of molecule <b>1</b> was similar in the structures but the orientation of the methoxy groups varied. Molecule <b>1</b> was involved in various combinations of the possible hydrogen bonding contacts, including N–H…O=C, N–H…OMe, and N–H…S. Both N–H hydrogens in the cocrystal (<b>1</b>–<b>2</b>) and the solvate (<b>1</b>-DMF) participated in hydrogen bonding but only one hydrogen atom took part in the structure of pure <b>1</b>. The S atom accepted contacts in both the structures of pure <b>1</b> and cocrystal <b>1</b>–<b>2</b> but not in that of the <b>1</b>-DMF solvate. The oxygen atoms of both methoxy groups acted as acceptors in the structure of pure <b>1</b>, whereas one oxygen was involved in the <b>1</b>-DMF solvate and none in cocrystal <b>1</b>–<b>2</b>. |
| first_indexed | 2024-03-10T03:05:15Z |
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| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-10T03:05:15Z |
| publishDate | 2022-05-01 |
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| record_format | Article |
| series | Crystals |
| spelling | doaj.art-e1f8f64b18b241afa041313ad307e64a2023-11-23T10:35:09ZengMDPI AGCrystals2073-43522022-05-0112566310.3390/cryst12050663Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide SolvateBenson M. Kariuki0Bakr F. Abdel-Wahab1Mohamed S. Bekheit2Gamal A. El-Hiti3School of Chemistry, Cardiff University, Cardiff CF10 3AT, UKApplied Organic Chemistry Department, Chemical Industries Research Institute, National Research Centre, Giza 12622, EgyptDepartment of Pesticide Chemistry, National Research Centre, Giza 12622, EgyptDepartment of Optometry, College of Applied Medical Sciences, King Saud University, Riyadh 11433, Saudi ArabiaTwo new multicomponent crystals consisting of 3,5-<i>bis</i>(4-methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide (<b>1</b>) with 1,3<i>-bis</i>(4-methoxyphenyl)prop-2-en-1-one (<b>2</b>) and with dimethylformamide (DMF), both in 1:1 ratio, prepared and structurally characterized. The occurrence of <b>1</b> in different crystal structures enabled a comparison of hydrogen bonding contacts between the two structures as well as with the known structure of pure <b>1</b>. The backbone of molecule <b>1</b> was similar in the structures but the orientation of the methoxy groups varied. Molecule <b>1</b> was involved in various combinations of the possible hydrogen bonding contacts, including N–H…O=C, N–H…OMe, and N–H…S. Both N–H hydrogens in the cocrystal (<b>1</b>–<b>2</b>) and the solvate (<b>1</b>-DMF) participated in hydrogen bonding but only one hydrogen atom took part in the structure of pure <b>1</b>. The S atom accepted contacts in both the structures of pure <b>1</b> and cocrystal <b>1</b>–<b>2</b> but not in that of the <b>1</b>-DMF solvate. The oxygen atoms of both methoxy groups acted as acceptors in the structure of pure <b>1</b>, whereas one oxygen was involved in the <b>1</b>-DMF solvate and none in cocrystal <b>1</b>–<b>2</b>.https://www.mdpi.com/2073-4352/12/5/663synthesisheterocyclescrystal structurecrystallizationmulticomponent crystals1<i>H</i>-pyrazole-1-carbothioamide |
| spellingShingle | Benson M. Kariuki Bakr F. Abdel-Wahab Mohamed S. Bekheit Gamal A. El-Hiti Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate Crystals synthesis heterocycles crystal structure crystallization multicomponent crystals 1<i>H</i>-pyrazole-1-carbothioamide |
| title | Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate |
| title_full | Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate |
| title_fullStr | Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate |
| title_full_unstemmed | Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate |
| title_short | Intermolecular Interactions of 3,5-<i>bis</i>(4-Methoxyphenyl)-4,5-dihydro-1<i>H</i>-pyrazole-1-carbothioamide in a Cocrystal with 1,3-<i>bis</i>(4-Methoxyphenyl)prop-2-en-1-one and Dimethylformamide Solvate |
| title_sort | intermolecular interactions of 3 5 i bis i 4 methoxyphenyl 4 5 dihydro 1 i h i pyrazole 1 carbothioamide in a cocrystal with 1 3 i bis i 4 methoxyphenyl prop 2 en 1 one and dimethylformamide solvate |
| topic | synthesis heterocycles crystal structure crystallization multicomponent crystals 1<i>H</i>-pyrazole-1-carbothioamide |
| url | https://www.mdpi.com/2073-4352/12/5/663 |
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