Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate
The asymmetric unit of the title compound, C22H31NO3, comprises of one molecule. The molecule is not planar, with the carboxylate ester group inclined by 33.47 (4)° to the heterocyclic ring. Individual molecules are linked by aromaticC—H...Ocarbonyl hydrogen bonds into chains running parallel to [00...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2020-05-01
|
| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989020004521 |
| _version_ | 1828129210030358528 |
|---|---|
| author | Younos Bouzian Sevgi Kansiz Lhassane Mahi Noureddine Hamou Ahabchane Joel T. Mague Necmi Dege Khalid Karrouchi El Mokhtar Essassi |
| author_facet | Younos Bouzian Sevgi Kansiz Lhassane Mahi Noureddine Hamou Ahabchane Joel T. Mague Necmi Dege Khalid Karrouchi El Mokhtar Essassi |
| author_sort | Younos Bouzian |
| collection | DOAJ |
| description | The asymmetric unit of the title compound, C22H31NO3, comprises of one molecule. The molecule is not planar, with the carboxylate ester group inclined by 33.47 (4)° to the heterocyclic ring. Individual molecules are linked by aromaticC—H...Ocarbonyl hydrogen bonds into chains running parallel to [001]. Slipped π–π stacking interactions between quinoline moieties link these chains into layers extending parallel to (100). Hirshfeld surface analysis, two-dimensional fingerprint plots and molecular electrostatic potential surfaces were used to quantify the intermolecular interactions present in the crystal, indicating that the most important contributions for the crystal packing are from H...H (72%), O...H/H...O (14.5%) and C...H/H...C (5.6%) interactions. |
| first_indexed | 2024-04-11T16:17:00Z |
| format | Article |
| id | doaj.art-ff834ccf474d4dbfb73654966ab2b64f |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T16:17:00Z |
| publishDate | 2020-05-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-ff834ccf474d4dbfb73654966ab2b64f2022-12-22T04:14:31ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902020-05-0176564264510.1107/S2056989020004521wm5550Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylateYounos Bouzian0Sevgi Kansiz1Lhassane Mahi2Noureddine Hamou Ahabchane3Joel T. Mague4Necmi Dege5Khalid Karrouchi6El Mokhtar Essassi7Laboratory of Heterocyclic Organic Chemistry URAC 21, Pole of Competence Pharmacochemistry, Av Ibn Battouta, BP 1014, Faculty of Sciences, Mohammed V University, Rabat, MoroccoDepartment of Fundamental Sciences, Faculty of Engineering, Samsun University, Samsun 55420, TurkeyMoroccan Foundation for Advanced Science Innovation and Research (Mascir), Department of Nanotechnology, Rabat Design Center, Rue Mohamed Al Jazouli-Madinat Al Irfane, Rabat 10 100, MoroccoLaboratory of Heterocyclic Organic Chemistry URAC 21, Pole of Competence Pharmacochemistry, Av Ibn Battouta, BP 1014, Faculty of Sciences, Mohammed V University, Rabat, MoroccoDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USADepartment of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun, 55200, TurkeyLaboratory of Analytical Chemistry and Bromatology, Faculty of Medicine and Pharmacy, Mohamed V University, Rabat, MoroccoLaboratory of Heterocyclic Organic Chemistry URAC 21, Pole of Competence Pharmacochemistry, Av Ibn Battouta, BP 1014, Faculty of Sciences, Mohammed V University, Rabat, MoroccoThe asymmetric unit of the title compound, C22H31NO3, comprises of one molecule. The molecule is not planar, with the carboxylate ester group inclined by 33.47 (4)° to the heterocyclic ring. Individual molecules are linked by aromaticC—H...Ocarbonyl hydrogen bonds into chains running parallel to [001]. Slipped π–π stacking interactions between quinoline moieties link these chains into layers extending parallel to (100). Hirshfeld surface analysis, two-dimensional fingerprint plots and molecular electrostatic potential surfaces were used to quantify the intermolecular interactions present in the crystal, indicating that the most important contributions for the crystal packing are from H...H (72%), O...H/H...O (14.5%) and C...H/H...C (5.6%) interactions.http://scripts.iucr.org/cgi-bin/paper?S2056989020004521crystal structuredihydroquinolinealiphatic chainsπ-stackinghirshfeld surface analysis |
| spellingShingle | Younos Bouzian Sevgi Kansiz Lhassane Mahi Noureddine Hamou Ahabchane Joel T. Mague Necmi Dege Khalid Karrouchi El Mokhtar Essassi Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate Acta Crystallographica Section E: Crystallographic Communications crystal structure dihydroquinoline aliphatic chains π-stacking hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate |
| title_full | Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate |
| title_short | Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate |
| title_sort | crystal structure and hirshfeld surface analysis of hexyl 1 hexyl 2 oxo 1 2 dihydroquinoline 4 carboxylate |
| topic | crystal structure dihydroquinoline aliphatic chains π-stacking hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989020004521 |
| work_keys_str_mv | AT younosbouzian crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT sevgikansiz crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT lhassanemahi crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT noureddinehamouahabchane crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT joeltmague crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT necmidege crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT khalidkarrouchi crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate AT elmokhtaressassi crystalstructureandhirshfeldsurfaceanalysisofhexyl1hexyl2oxo12dihydroquinoline4carboxylate |