Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene
In the title compound, C14H8Br2FN3O2, the 4-fluorophenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Molecules in the crystal are connected by C—H...O and C—H...F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br...π and C—...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2022-05-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989022004388 |
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| author | Zeliha Atioğlu Mehmet Akkurt Namiq Q. Shikhaliyev Naila A. Mammadova Gulnara V. Babayeva Victor N. Khrustalev Ajaya Bhattarai |
| author_facet | Zeliha Atioğlu Mehmet Akkurt Namiq Q. Shikhaliyev Naila A. Mammadova Gulnara V. Babayeva Victor N. Khrustalev Ajaya Bhattarai |
| author_sort | Zeliha Atioğlu |
| collection | DOAJ |
| description | In the title compound, C14H8Br2FN3O2, the 4-fluorophenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Molecules in the crystal are connected by C—H...O and C—H...F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br...π and C—F...π interactions, as well as by π–π stacking interactions. According to a Hirshfeld surface analysis of the crystal structure, the most significant contributions to the crystal packing are from O...H/H...O (15.0%), H...H (14.3%), Br...H/H...Br (14.2%), C...H/H...C (10.1%), F...H/H...F (7.9%), Br...Br (7.2%) and Br...C/C...Br (5.8%) contacts. |
| first_indexed | 2024-12-10T05:16:57Z |
| format | Article |
| id | doaj.art-5a392cbf12fb42fea431408a9014260f |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-10T05:16:57Z |
| publishDate | 2022-05-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-5a392cbf12fb42fea431408a9014260f2022-12-22T02:00:56ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902022-05-0178553053510.1107/S2056989022004388wm5642Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazeneZeliha Atioğlu0Mehmet Akkurt1Namiq Q. Shikhaliyev2Naila A. Mammadova3Gulnara V. Babayeva4Victor N. Khrustalev5Ajaya Bhattarai6Department of Aircraft Electrics and Electronics, School of Applied Sciences, Cappadocia University, Mustafapaşa, 50420 Ürgüp, Nevşehir, TurkeyDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, TurkeyOrganic Chemistry Department, Baku State University, Z. Khalilov str. 23, AZ 1148 Baku, AzerbaijanOrganic Chemistry Department, Baku State University, Z. Khalilov str. 23, AZ 1148 Baku, AzerbaijanOrganic Chemistry Department, Baku State University, Z. Khalilov str. 23, AZ 1148 Baku, AzerbaijanPeoples' Friendship University of Russia, 6 Miklukho-Maklaya, Moscow, Russian FederationDepartment of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, NepalIn the title compound, C14H8Br2FN3O2, the 4-fluorophenyl ring and the nitro-substituted phenyl ring form a dihedral angle of 64.37 (10)°. Molecules in the crystal are connected by C—H...O and C—H...F hydrogen bonds into layers parallel to (011). The crystal packing is consolidated by C—Br...π and C—F...π interactions, as well as by π–π stacking interactions. According to a Hirshfeld surface analysis of the crystal structure, the most significant contributions to the crystal packing are from O...H/H...O (15.0%), H...H (14.3%), Br...H/H...Br (14.2%), C...H/H...C (10.1%), F...H/H...F (7.9%), Br...Br (7.2%) and Br...C/C...Br (5.8%) contacts.http://scripts.iucr.org/cgi-bin/paper?S2056989022004388crystal structurec—h...o hydrogen bondsc—h...f hydrogen bondsc—br...π interactionsc—f...π interactionsπ–π stacking interactionshirshfeld surface analysis |
| spellingShingle | Zeliha Atioğlu Mehmet Akkurt Namiq Q. Shikhaliyev Naila A. Mammadova Gulnara V. Babayeva Victor N. Khrustalev Ajaya Bhattarai Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene Acta Crystallographica Section E: Crystallographic Communications crystal structure c—h...o hydrogen bonds c—h...f hydrogen bonds c—br...π interactions c—f...π interactions π–π stacking interactions hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene |
| title_full | Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene |
| title_short | Crystal structure and Hirshfeld surface analysis of (E)-1-[2,2-dibromo-1-(4-nitrophenyl)ethenyl]-2-(4-fluorophenyl)diazene |
| title_sort | crystal structure and hirshfeld surface analysis of e 1 2 2 dibromo 1 4 nitrophenyl ethenyl 2 4 fluorophenyl diazene |
| topic | crystal structure c—h...o hydrogen bonds c—h...f hydrogen bonds c—br...π interactions c—f...π interactions π–π stacking interactions hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989022004388 |
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