Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one
In the title compound, C16H14N2O2, the 2,3-dihydro-1-benzofuran ring system is essentially planar and makes a dihedral angle of 3.69 (7)° with the dimethylphenyl ring. The molecular conformation is stabilized by an intramolecular N—H...O hydrogen bond with an S(6) ring motif. In the crystal, molecul...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2021-12-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989021011749 |
| _version_ | 1798031321796182016 |
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| author | Zeliha Atioğlu Mehmet Akkurt Namiq Q. Shikhaliyev Ulviyya F. Askerova Sevinc H. Mukhtarova Rizvan K. Askerov Ajaya Bhattarai |
| author_facet | Zeliha Atioğlu Mehmet Akkurt Namiq Q. Shikhaliyev Ulviyya F. Askerova Sevinc H. Mukhtarova Rizvan K. Askerov Ajaya Bhattarai |
| author_sort | Zeliha Atioğlu |
| collection | DOAJ |
| description | In the title compound, C16H14N2O2, the 2,3-dihydro-1-benzofuran ring system is essentially planar and makes a dihedral angle of 3.69 (7)° with the dimethylphenyl ring. The molecular conformation is stabilized by an intramolecular N—H...O hydrogen bond with an S(6) ring motif. In the crystal, molecules are connected by C—H...π and π–π stacking interactions, forming a layer lying parallel to the (11\overline{1}) plane. One methyl group is disordered over two orientations, with occupancies of 0.67 (4) and 0.33 (4). Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (51.2%), O...H/H...O (17.9%), C...H/H...C (15.2%) and C...C (8.1%) contacts. |
| first_indexed | 2024-04-11T19:54:32Z |
| format | Article |
| id | doaj.art-2986c3e57371459b81abbb2a0a35259b |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T19:54:32Z |
| publishDate | 2021-12-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-2986c3e57371459b81abbb2a0a35259b2022-12-22T04:06:08ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902021-12-0177121280128410.1107/S2056989021011749is5559Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-oneZeliha Atioğlu0Mehmet Akkurt1Namiq Q. Shikhaliyev2Ulviyya F. Askerova3Sevinc H. Mukhtarova4Rizvan K. Askerov5Ajaya 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. Xalilov str. 23, Az, 1148 Baku, AzerbaijanOrganic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az, 1148 Baku, AzerbaijanOrganic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az, 1148 Baku, AzerbaijanOrganic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az, 1148 Baku, AzerbaijanDepartment of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, NepalIn the title compound, C16H14N2O2, the 2,3-dihydro-1-benzofuran ring system is essentially planar and makes a dihedral angle of 3.69 (7)° with the dimethylphenyl ring. The molecular conformation is stabilized by an intramolecular N—H...O hydrogen bond with an S(6) ring motif. In the crystal, molecules are connected by C—H...π and π–π stacking interactions, forming a layer lying parallel to the (11\overline{1}) plane. One methyl group is disordered over two orientations, with occupancies of 0.67 (4) and 0.33 (4). Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (51.2%), O...H/H...O (17.9%), C...H/H...C (15.2%) and C...C (8.1%) contacts.http://scripts.iucr.org/cgi-bin/paper?S2056989021011749crystal structureintramolecular n—h...o interactionsc—h...π interactionshirshfeld surface analysis |
| spellingShingle | Zeliha Atioğlu Mehmet Akkurt Namiq Q. Shikhaliyev Ulviyya F. Askerova Sevinc H. Mukhtarova Rizvan K. Askerov Ajaya Bhattarai Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one Acta Crystallographica Section E: Crystallographic Communications crystal structure intramolecular n—h...o interactions c—h...π interactions hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one |
| title_full | Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one |
| title_short | Crystal structure and Hirshfeld surface analysis of 3-[2-(3,5-dimethylphenyl)hydrazinylidene]benzofuran-2(3H)-one |
| title_sort | crystal structure and hirshfeld surface analysis of 3 2 3 5 dimethylphenyl hydrazinylidene benzofuran 2 3h one |
| topic | crystal structure intramolecular n—h...o interactions c—h...π interactions hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989021011749 |
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