Crystal structure of fipronil
The title compound, C12H4Cl2F6N4OS {systematic name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethane)sulfinyl]-1H-pyrazole-3-carbonitrile}, is a member of the phenylpyrazole group of acaricides, and one of the phenylpyrazole group of insecticides. The dihedral angle between t...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2017-10-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S205698901701310X |
| _version_ | 1819289131832836096 |
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| author | Hyunjin Park Jineun Kim Eunjin Kwon Tae Ho Kim |
| author_facet | Hyunjin Park Jineun Kim Eunjin Kwon Tae Ho Kim |
| author_sort | Hyunjin Park |
| collection | DOAJ |
| description | The title compound, C12H4Cl2F6N4OS {systematic name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethane)sulfinyl]-1H-pyrazole-3-carbonitrile}, is a member of the phenylpyrazole group of acaricides, and one of the phenylpyrazole group of insecticides. The dihedral angle between the planes of the pyrazole and benzene rings is 89.03 (9)°. The fluorine atoms of the trifluoromethyl substituent on the benzene ring are disordered over two sets of sites, with occupancy ratios 0.620 (15):0.380 (15). In the crystal, C—N...π interactions [N...ring centroid = 3.607 (4) Å] together with N—H...N and C—H...F hydrogen bonds form a looped chain structure along [10\overline{1}]. Finally, N—H...O hydrogen bonds and C—Cl...π interactions [Cl...ring centroid = 3.5159 (16) Å] generate a three-dimensional structure. Additionally, there are a short intermolecular F... F contacts present. |
| first_indexed | 2024-12-24T03:01:59Z |
| format | Article |
| id | doaj.art-77504009b8f047a49f81007566105eb2 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-24T03:01:59Z |
| publishDate | 2017-10-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-77504009b8f047a49f81007566105eb22022-12-21T17:18:10ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902017-10-0173101472147410.1107/S205698901701310Xsj5534Crystal structure of fipronilHyunjin Park0Jineun Kim1Eunjin Kwon2Tae Ho Kim3Department of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of KoreaDepartment of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of KoreaDepartment of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of KoreaDepartment of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of KoreaThe title compound, C12H4Cl2F6N4OS {systematic name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethane)sulfinyl]-1H-pyrazole-3-carbonitrile}, is a member of the phenylpyrazole group of acaricides, and one of the phenylpyrazole group of insecticides. The dihedral angle between the planes of the pyrazole and benzene rings is 89.03 (9)°. The fluorine atoms of the trifluoromethyl substituent on the benzene ring are disordered over two sets of sites, with occupancy ratios 0.620 (15):0.380 (15). In the crystal, C—N...π interactions [N...ring centroid = 3.607 (4) Å] together with N—H...N and C—H...F hydrogen bonds form a looped chain structure along [10\overline{1}]. Finally, N—H...O hydrogen bonds and C—Cl...π interactions [Cl...ring centroid = 3.5159 (16) Å] generate a three-dimensional structure. Additionally, there are a short intermolecular F... F contacts present.http://scripts.iucr.org/cgi-bin/paper?S205698901701310Xcrystal structurefipronilacaricidesinsecticides |
| spellingShingle | Hyunjin Park Jineun Kim Eunjin Kwon Tae Ho Kim Crystal structure of fipronil Acta Crystallographica Section E: Crystallographic Communications crystal structure fipronil acaricides insecticides |
| title | Crystal structure of fipronil |
| title_full | Crystal structure of fipronil |
| title_fullStr | Crystal structure of fipronil |
| title_full_unstemmed | Crystal structure of fipronil |
| title_short | Crystal structure of fipronil |
| title_sort | crystal structure of fipronil |
| topic | crystal structure fipronil acaricides insecticides |
| url | http://scripts.iucr.org/cgi-bin/paper?S205698901701310X |
| work_keys_str_mv | AT hyunjinpark crystalstructureoffipronil AT jineunkim crystalstructureoffipronil AT eunjinkwon crystalstructureoffipronil AT taehokim crystalstructureoffipronil |