Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene
In the title compound, C20H18N2S, the asymmetric unit comprises two similar molecules (A and B). In molecule A, the central thiophene ring makes dihedral angles of 89.96 (12) and 57.39 (13)° with the 1H-pyrrole rings, which are bent at 83.22 (14)° relative to each other, and makes an angle of 85.98 ...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2024-01-01
|
| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989023010800 |
| _version_ | 1797364748191268864 |
|---|---|
| author | Nurlana D. Sadikhova Zeliha Atioğlu Narmina A. Guliyeva Evgeniya R. Shelukho Darya K. Polyanskaya Victor N. Khrustalev Mehmet Akkurt Ajaya Bhattarai |
| author_facet | Nurlana D. Sadikhova Zeliha Atioğlu Narmina A. Guliyeva Evgeniya R. Shelukho Darya K. Polyanskaya Victor N. Khrustalev Mehmet Akkurt Ajaya Bhattarai |
| author_sort | Nurlana D. Sadikhova |
| collection | DOAJ |
| description | In the title compound, C20H18N2S, the asymmetric unit comprises two similar molecules (A and B). In molecule A, the central thiophene ring makes dihedral angles of 89.96 (12) and 57.39 (13)° with the 1H-pyrrole rings, which are bent at 83.22 (14)° relative to each other, and makes an angle of 85.98 (11)° with the phenyl ring. In molecule B, the corresponding dihedral angles are 89.49 (13), 54.64 (12)°, 83.62 (14)° and 85.67 (11)°, respectively. In the crystal, molecular pairs are bonded to each other by N—H...N interactions. N—H...π and C—H...π interactions further connect the molecules, forming a three-dimensional network. A Hirshfeld surface analysis indicates that H...H (57.1% for molecule A; 57.3% for molecule B), C...H/H...C (30.7% for molecules A and B) and S...H/H...S (6.2% for molecule A; 6.4% for molecule B) interactions are the most important contributors to the crystal packing. |
| first_indexed | 2024-03-08T16:39:33Z |
| format | Article |
| id | doaj.art-d5ff58ff864741718e8423c9cb8ca5a9 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-03-08T16:39:33Z |
| publishDate | 2024-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-d5ff58ff864741718e8423c9cb8ca5a92024-01-05T10:36:43ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902024-01-01801727710.1107/S2056989023010800jy2043Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiopheneNurlana D. Sadikhova0Zeliha Atioğlu1Narmina A. Guliyeva2Evgeniya R. Shelukho3Darya K. Polyanskaya4Victor N. Khrustalev5Mehmet Akkurt6Ajaya Bhattarai7Organic Chemistry Department, Baku State University, Az 1148 Baku, AzerbaijanDepartment of Aircraft Electrics and Electronics, School of Applied Sciences, Cappadocia University, Mustafapaşa, 50420 Ürgüp, Nevşehir, TürkiyeDepartment of Organic Substances and Technology of High-Molecular Compounds, SRI "Geotechnological Problems of Oil, Gas and Chemistry", Azerbaijan State Oil and Industry University, Azadlig ave. 20, Az-1010 Baku, AzerbaijanRUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russian FederationRUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russian FederationRUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russian FederationDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, TürkiyeDepartment of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, NepalIn the title compound, C20H18N2S, the asymmetric unit comprises two similar molecules (A and B). In molecule A, the central thiophene ring makes dihedral angles of 89.96 (12) and 57.39 (13)° with the 1H-pyrrole rings, which are bent at 83.22 (14)° relative to each other, and makes an angle of 85.98 (11)° with the phenyl ring. In molecule B, the corresponding dihedral angles are 89.49 (13), 54.64 (12)°, 83.62 (14)° and 85.67 (11)°, respectively. In the crystal, molecular pairs are bonded to each other by N—H...N interactions. N—H...π and C—H...π interactions further connect the molecules, forming a three-dimensional network. A Hirshfeld surface analysis indicates that H...H (57.1% for molecule A; 57.3% for molecule B), C...H/H...C (30.7% for molecules A and B) and S...H/H...S (6.2% for molecule A; 6.4% for molecule B) interactions are the most important contributors to the crystal packing.http://scripts.iucr.org/cgi-bin/paper?S2056989023010800crystal structurethiophene ring1h-pyrrole ringhydrogen bondshirshfeld surface analysis |
| spellingShingle | Nurlana D. Sadikhova Zeliha Atioğlu Narmina A. Guliyeva Evgeniya R. Shelukho Darya K. Polyanskaya Victor N. Khrustalev Mehmet Akkurt Ajaya Bhattarai Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene Acta Crystallographica Section E: Crystallographic Communications crystal structure thiophene ring 1h-pyrrole ring hydrogen bonds hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene |
| title_full | Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene |
| title_short | Crystal structure and Hirshfeld surface analysis of 3-benzyl-2-[bis(1H-pyrrol-2-yl)methyl]thiophene |
| title_sort | crystal structure and hirshfeld surface analysis of 3 benzyl 2 bis 1h pyrrol 2 yl methyl thiophene |
| topic | crystal structure thiophene ring 1h-pyrrole ring hydrogen bonds hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989023010800 |
| work_keys_str_mv | AT nurlanadsadikhova crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT zelihaatioglu crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT narminaaguliyeva crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT evgeniyarshelukho crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT daryakpolyanskaya crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT victornkhrustalev crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT mehmetakkurt crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene AT ajayabhattarai crystalstructureandhirshfeldsurfaceanalysisof3benzyl2bis1hpyrrol2ylmethylthiophene |