Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
The molecular conformation of the title compound, C20H15Cl2N3O2, is stabilized by an intramolecular O—H...O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, respectively...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2021-09-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989021007994 |
| _version_ | 1798030686024630272 |
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| author | Farid N. Naghiyev Anastasiya V. Pavlova Victor N. Khrustalev Mehmet Akkurt Ali N. Khalilov Anzurat A. Akobirshoeva İbrahim G. Mamedov |
| author_facet | Farid N. Naghiyev Anastasiya V. Pavlova Victor N. Khrustalev Mehmet Akkurt Ali N. Khalilov Anzurat A. Akobirshoeva İbrahim G. Mamedov |
| author_sort | Farid N. Naghiyev |
| collection | DOAJ |
| description | The molecular conformation of the title compound, C20H15Cl2N3O2, is stabilized by an intramolecular O—H...O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, respectively, with the phenyl and dichlorophenyl rings, which are at an angle of 21.28 (15)° to each other. The =C(—OH)CH3 group is coplanar. In the crystal, molecules are linked by intermolecular N—H...N and C—H...N hydrogen bonds, and N—H...π and C—H...π interactions, forming a three-dimensional network. The most important contributions to the crystal packing are from H...H (33.1%), C...H/H...C (22.5%), Cl...H/H...Cl (14.1%), O...H/H...O (11.9%) and N...H/H...N (9.7%) interactions. |
| first_indexed | 2024-04-11T19:44:16Z |
| format | Article |
| id | doaj.art-d7a5df5bf291497d8c319ec2157a276d |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T19:44:16Z |
| publishDate | 2021-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-d7a5df5bf291497d8c319ec2157a276d2022-12-22T04:06:33ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902021-09-0177993093410.1107/S2056989021007994yz2010Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrileFarid N. Naghiyev0Anastasiya V. Pavlova1Victor N. Khrustalev2Mehmet Akkurt3Ali N. Khalilov4Anzurat A. Akobirshoeva5İbrahim 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, AzerbaijanAcad. Sci. Republ. Tadzhikistan, Kh. Yu. Yusufbekov Pamir Biol. Inst., 1 Kholdorova St, Khorog 736002, Gbao, TajikistanDepartment of Chemistry, Baku State University, Z. Khalilov str. 23, Az, 1148 Baku, AzerbaijanThe molecular conformation of the title compound, C20H15Cl2N3O2, is stabilized by an intramolecular O—H...O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, respectively, with the phenyl and dichlorophenyl rings, which are at an angle of 21.28 (15)° to each other. The =C(—OH)CH3 group is coplanar. In the crystal, molecules are linked by intermolecular N—H...N and C—H...N hydrogen bonds, and N—H...π and C—H...π interactions, forming a three-dimensional network. The most important contributions to the crystal packing are from H...H (33.1%), C...H/H...C (22.5%), Cl...H/H...Cl (14.1%), O...H/H...O (11.9%) and N...H/H...N (9.7%) interactions.http://scripts.iucr.org/cgi-bin/paper?S2056989021007994crystal structurepyridine ringhydrogen bondsring motifshirshfeld surface analysis |
| spellingShingle | Farid N. Naghiyev Anastasiya V. Pavlova Victor N. Khrustalev Mehmet Akkurt Ali N. Khalilov Anzurat A. Akobirshoeva İbrahim G. Mamedov Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile Acta Crystallographica Section E: Crystallographic Communications crystal structure pyridine ring hydrogen bonds ring motifs hirshfeld surface analysis |
| title | Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile |
| title_full | Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile |
| title_short | Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxyethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile |
| title_sort | crystal structure and hirshfeld surface analysis of z 2 amino 4 2 6 dichlorophenyl 5 1 hydroxyethylidene 6 oxo 1 phenyl 1 4 5 6 tetrahydropyridine 3 carbonitrile |
| topic | crystal structure pyridine ring hydrogen bonds ring motifs hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989021007994 |
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