Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole
The asymmetric unit of the title compound, C14H11N3O3, consists of two independent molecules having very similar conformations in which the indazole moieties are planar. The independent molecules are distinguished by small differences in the rotational orientations of the nitro groups. In the crysta...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2018-12-01
|
| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S205698901801647X |
| _version_ | 1818321931951144960 |
|---|---|
| author | Ali Ben-Yahia Youness El Bakri Chin-Hung Lai El Mokhtar Essassi Joel T. Mague |
| author_facet | Ali Ben-Yahia Youness El Bakri Chin-Hung Lai El Mokhtar Essassi Joel T. Mague |
| author_sort | Ali Ben-Yahia |
| collection | DOAJ |
| description | The asymmetric unit of the title compound, C14H11N3O3, consists of two independent molecules having very similar conformations in which the indazole moieties are planar. The independent molecules are distinguished by small differences in the rotational orientations of the nitro groups. In the crystal, N—H...O and C—H...O hydrogen bonds form zigzag chains along the b-axis direction. Additional C—H...O hydrogen bonds link the chains into layers parallel to (10\overline{1}). These are connected by slipped π-stacking and C—H...π(ring) interactions. |
| first_indexed | 2024-12-13T10:48:45Z |
| format | Article |
| id | doaj.art-d9733037b55148979dd63ddd8667829c |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-13T10:48:45Z |
| publishDate | 2018-12-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-d9733037b55148979dd63ddd8667829c2022-12-21T23:49:58ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902018-12-0174121857186110.1107/S205698901801647Xff2156Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazoleAli Ben-Yahia0Youness El Bakri1Chin-Hung Lai2El Mokhtar Essassi3Joel T. Mague4Laboratoire de Chimie Organique Hétérocyclique, Centre de Recherche des Sciences des Médicaments, URAC 21, Pôle de Compétence Pharmacochimie, Av Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, MoroccoLaboratoire de Chimie Organique Hétérocyclique, Centre de Recherche des Sciences des Médicaments, URAC 21, Pôle de Compétence Pharmacochimie, Av Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, MoroccoDepartment of Medical Applied Chemistry, Chung Shan Medical University, Taichung 40241, TaiwanLaboratoire de Chimie Organique Hétérocyclique, Centre de Recherche des Sciences des Médicaments, URAC 21, Pôle de Compétence Pharmacochimie, Av Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, MoroccoDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USAThe asymmetric unit of the title compound, C14H11N3O3, consists of two independent molecules having very similar conformations in which the indazole moieties are planar. The independent molecules are distinguished by small differences in the rotational orientations of the nitro groups. In the crystal, N—H...O and C—H...O hydrogen bonds form zigzag chains along the b-axis direction. Additional C—H...O hydrogen bonds link the chains into layers parallel to (10\overline{1}). These are connected by slipped π-stacking and C—H...π(ring) interactions.http://scripts.iucr.org/cgi-bin/paper?S205698901801647Xcrystal structureindazolehydrogen bondsπ-stacking |
| spellingShingle | Ali Ben-Yahia Youness El Bakri Chin-Hung Lai El Mokhtar Essassi Joel T. Mague Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole Acta Crystallographica Section E: Crystallographic Communications crystal structure indazole hydrogen bonds π-stacking |
| title | Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole |
| title_full | Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole |
| title_fullStr | Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole |
| title_full_unstemmed | Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole |
| title_short | Crystal structure, DFT calculations and Hirshfeld surface analysis of 3-(4-methylphenyl)-6-nitro-1H-indazole |
| title_sort | crystal structure dft calculations and hirshfeld surface analysis of 3 4 methylphenyl 6 nitro 1h indazole |
| topic | crystal structure indazole hydrogen bonds π-stacking |
| url | http://scripts.iucr.org/cgi-bin/paper?S205698901801647X |
| work_keys_str_mv | AT alibenyahia crystalstructuredftcalculationsandhirshfeldsurfaceanalysisof34methylphenyl6nitro1hindazole AT younesselbakri crystalstructuredftcalculationsandhirshfeldsurfaceanalysisof34methylphenyl6nitro1hindazole AT chinhunglai crystalstructuredftcalculationsandhirshfeldsurfaceanalysisof34methylphenyl6nitro1hindazole AT elmokhtaressassi crystalstructuredftcalculationsandhirshfeldsurfaceanalysisof34methylphenyl6nitro1hindazole AT joeltmague crystalstructuredftcalculationsandhirshfeldsurfaceanalysisof34methylphenyl6nitro1hindazole |