Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate
The crystal used for structure determination contained, along with the title compound, C17H14BrN3O4, an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-dihydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean planes of...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2022-09-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989022008271 |
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| author | Farid N. Naghiyev Victor N. Khrustalev Nikolai U. Venskovsky Mehmet Akkurt Ali N. Khalilov Ajaya Bhattarai İbrahim G. Mamedov |
| author_facet | Farid N. Naghiyev Victor N. Khrustalev Nikolai U. Venskovsky Mehmet Akkurt Ali N. Khalilov Ajaya Bhattarai İbrahim G. Mamedov |
| author_sort | Farid N. Naghiyev |
| collection | DOAJ |
| description | The crystal used for structure determination contained, along with the title compound, C17H14BrN3O4, an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-dihydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean planes of these fragments form a dihedral angle of 86.67 (9)°. The carboxylate group lies near the plane of 4H-pyran, its orientation is stabilized by an intramolecular C—H...O contact. In the crystal, the molecules are connected into layers by N—H...N and N—H...O hydrogen bonds. The most important contributions to the crystal packing are from H...H (33.1%), O...H/H...O (16.3%), N...H/H...N (12.1%), Br...H/H...Br (11.5%) and C...H/H...C (10.6%) interactions. |
| first_indexed | 2024-12-10T14:33:12Z |
| format | Article |
| id | doaj.art-2d89dc6a15f8498caacc99ca403b3d4e |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-10T14:33:12Z |
| publishDate | 2022-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-2d89dc6a15f8498caacc99ca403b3d4e2022-12-22T01:44:53ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902022-09-0178994294610.1107/S2056989022008271yk2174Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylateFarid N. Naghiyev0Victor N. Khrustalev1Nikolai U. Venskovsky2Mehmet Akkurt3Ali N. Khalilov4Ajaya Bhattarai5İbrahim G. Mamedov6Department of Chemistry, Baku State University, Z. Khalilov str. 23, Az, 1148, Baku, AzerbaijanPeoples' Friendship University of Russia (RUDN University), Miklukho-Maklay St. 6, Moscow, 117198, Russian FederationPeoples' Friendship University of Russia (RUDN University), Miklukho-Maklay St. 6, Moscow, 117198, Russian FederationDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, TurkeyDepartment of Chemistry, Baku State University, Z. Khalilov str. 23, Az, 1148, Baku, AzerbaijanDepartment of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, NepalDepartment of Chemistry, Baku State University, Z. Khalilov str. 23, Az, 1148, Baku, AzerbaijanThe crystal used for structure determination contained, along with the title compound, C17H14BrN3O4, an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-dihydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean planes of these fragments form a dihedral angle of 86.67 (9)°. The carboxylate group lies near the plane of 4H-pyran, its orientation is stabilized by an intramolecular C—H...O contact. In the crystal, the molecules are connected into layers by N—H...N and N—H...O hydrogen bonds. The most important contributions to the crystal packing are from H...H (33.1%), O...H/H...O (16.3%), N...H/H...N (12.1%), Br...H/H...Br (11.5%) and C...H/H...C (10.6%) interactions.http://scripts.iucr.org/cgi-bin/paper?S2056989022008271crystal structurespiro-oxindoleshydrogen bondsvan der waals interactionshirshfeld surface analysis |
| spellingShingle | Farid N. Naghiyev Victor N. Khrustalev Nikolai U. Venskovsky Mehmet Akkurt Ali N. Khalilov Ajaya Bhattarai İbrahim G. Mamedov Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate Acta Crystallographica Section E: Crystallographic Communications crystal structure spiro-oxindoles hydrogen bonds van der waals interactions hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate |
| title_full | Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate |
| title_short | Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxospiro[indoline-3,4′-pyran]-5′-carboxylate |
| title_sort | crystal structure and hirshfeld surface analysis of ethyl 2 amino 5 bromo 3 cyano 6 methyl 2 oxospiro indoline 3 4 pyran 5 carboxylate |
| topic | crystal structure spiro-oxindoles hydrogen bonds van der waals interactions hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989022008271 |
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