Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione
The title molecule, C25H23BrN2O2, adopts a cup shaped conformation with the distinctly ruffled imidazolidine ring as the base. In the crystal, weak C—H...O hydrogen bonds and C—H...π(ring) interactions form helical chains of molecules extending along the b-axis direction that are linked by additiona...
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| Format: | Article |
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International Union of Crystallography
2024-11-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | https://journals.iucr.org/paper?S2056989024009228 |
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| author | Houda Lamssane Amal Haoudi Badr Eddine Kartah Ahmed Mazzah Joel T. Mague Tuncer Hökelek Youssef Kandri Rodi Nada Kheira Sebbar |
| author_facet | Houda Lamssane Amal Haoudi Badr Eddine Kartah Ahmed Mazzah Joel T. Mague Tuncer Hökelek Youssef Kandri Rodi Nada Kheira Sebbar |
| author_sort | Houda Lamssane |
| collection | DOAJ |
| description | The title molecule, C25H23BrN2O2, adopts a cup shaped conformation with the distinctly ruffled imidazolidine ring as the base. In the crystal, weak C—H...O hydrogen bonds and C—H...π(ring) interactions form helical chains of molecules extending along the b-axis direction that are linked by additional weak C—H...π(ring) interactions across inversion centres. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...H (51.0%), C...H/H...C (21.3%), Br...H/H...Br (12.8%) and O...H/H...O (12.4%) interactions. The volume of the crystal voids and the percentage of free space were calculated to be 251.24 Å3 and 11.71%, respectively, showing that there is no large cavity in the crystal packing. Evaluation of the electrostatic, dispersion and total energy frameworks indicate that the stabilization is dominated by the dispersion energy. |
| format | Article |
| id | doaj-art-1fad772aa4934f3aa8c6cf981dbf02fc |
| institution | OA Journals |
| issn | 2056-9890 |
| language | English |
| publishDate | 2024-11-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj-art-1fad772aa4934f3aa8c6cf981dbf02fc2025-08-20T02:26:40ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902024-11-0180111118112410.1107/S2056989024009228jy2051Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dioneHouda Lamssane0Amal Haoudi1Badr Eddine Kartah2Ahmed Mazzah3Joel T. Mague4Tuncer Hökelek5Youssef Kandri Rodi6Nada Kheira Sebbar7Laboratory of Applied Organic Chemistry, Sidi Mohamed Ben Abdellah University, Faculty Of Science And Technology, Road Immouzer, BP 2202 Fez, MoroccoLaboratory of Applied Organic Chemistry, Sidi Mohamed Ben Abdellah University, Faculty Of Science And Technology, Road Immouzer, BP 2202 Fez, MoroccoLaboratory of Plant Chemistry, Organic and Bioorganic Synthesis, Faculty of Sciences, Mohammed V University in Rabat, 4 Avenue Ibn Battouta BP 1014 RP, MoroccoScience and Technology of Lille USR 3290, Villeneuve d'ascq cedex, FranceDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USADepartment of Physics, Hacettepe University, 06800 Beytepe, Ankara, TürkiyeLaboratory of Applied Organic Chemistry, Sidi Mohamed Ben Abdellah University, Faculty Of Science And Technology, Road Immouzer, BP 2202 Fez, MoroccoLaboratory of Plant Chemistry, Organic and Bioorganic Synthesis, Faculty of Sciences, Mohammed V University in Rabat, 4 Avenue Ibn Battouta BP 1014 RP, MoroccoThe title molecule, C25H23BrN2O2, adopts a cup shaped conformation with the distinctly ruffled imidazolidine ring as the base. In the crystal, weak C—H...O hydrogen bonds and C—H...π(ring) interactions form helical chains of molecules extending along the b-axis direction that are linked by additional weak C—H...π(ring) interactions across inversion centres. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...H (51.0%), C...H/H...C (21.3%), Br...H/H...Br (12.8%) and O...H/H...O (12.4%) interactions. The volume of the crystal voids and the percentage of free space were calculated to be 251.24 Å3 and 11.71%, respectively, showing that there is no large cavity in the crystal packing. Evaluation of the electrostatic, dispersion and total energy frameworks indicate that the stabilization is dominated by the dispersion energy.https://journals.iucr.org/paper?S2056989024009228crystal structureimidazolidinec—h...π(ring) interactionhydrogen bondhirshfeld surface |
| spellingShingle | Houda Lamssane Amal Haoudi Badr Eddine Kartah Ahmed Mazzah Joel T. Mague Tuncer Hökelek Youssef Kandri Rodi Nada Kheira Sebbar Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione Acta Crystallographica Section E: Crystallographic Communications crystal structure imidazolidine c—h...π(ring) interaction hydrogen bond hirshfeld surface |
| title | Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione |
| title_full | Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione |
| title_fullStr | Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione |
| title_short | Crystal structure and Hirshfeld surface analyses, crystal voids, intermolecular interaction energies and energy frameworks of 3-benzyl-1-(3-bromopropyl)-5,5-diphenylimidazolidine-2,4-dione |
| title_sort | crystal structure and hirshfeld surface analyses crystal voids intermolecular interaction energies and energy frameworks of 3 benzyl 1 3 bromopropyl 5 5 diphenylimidazolidine 2 4 dione |
| topic | crystal structure imidazolidine c—h...π(ring) interaction hydrogen bond hirshfeld surface |
| url | https://journals.iucr.org/paper?S2056989024009228 |
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