Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate
The title compound, C19H17Cl3N2O3, has been prepared in a cyclocondensation reaction between 2,3,5-trichlorobenzaldehye and 4-acetyl-2-methyl-1H-imidazole. The cyclohexenone ring adopts an envelope conformation with the C atom substituted by the trichlorophenyl ring as the flap. The mutually trans e...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2016-01-01
|
| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989015023245 |
| _version_ | 1819275572219478016 |
|---|---|
| author | Billava J. Mohan Balladka K. Sarojini Hemmige S. Yathirajan Ravindranath Rathore Christopher Glidewell |
| author_facet | Billava J. Mohan Balladka K. Sarojini Hemmige S. Yathirajan Ravindranath Rathore Christopher Glidewell |
| author_sort | Billava J. Mohan |
| collection | DOAJ |
| description | The title compound, C19H17Cl3N2O3, has been prepared in a cyclocondensation reaction between 2,3,5-trichlorobenzaldehye and 4-acetyl-2-methyl-1H-imidazole. The cyclohexenone ring adopts an envelope conformation with the C atom substituted by the trichlorophenyl ring as the flap. The mutually trans ester and aryl substituents both occupy equatorial sites. In the crystal, a combination of N—H...O and C—H...N hydrogen bonds links the molecules into ribbons of edge-fused centrosymmetric rings, which enclose R22(14) and R44(16) alternate ring motifs, propagating along the b-axis direction. |
| first_indexed | 2024-12-23T23:26:27Z |
| format | Article |
| id | doaj.art-2a77a11d573946b69bcf3c53b9f5b743 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-23T23:26:27Z |
| publishDate | 2016-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-2a77a11d573946b69bcf3c53b9f5b7432022-12-21T17:26:13ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902016-01-01721313410.1107/S2056989015023245su5251Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylateBillava J. Mohan0Balladka K. Sarojini1Hemmige S. Yathirajan2Ravindranath Rathore3Christopher Glidewell4Department of Chemistry, P.A. College of Engineering, Mangaluru 574 153, IndiaDepartment of Studies in Industrial Chemistry, Mangalore University, Mangalagangothri 574 199, IndiaDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, IndiaDepartment of Biotechnology, Dayananda Sagar College of Engineering, Bengaluru 560 078, IndiaSchool of Chemistry, University of St Andrews, Fife KY16 9ST, ScotlandThe title compound, C19H17Cl3N2O3, has been prepared in a cyclocondensation reaction between 2,3,5-trichlorobenzaldehye and 4-acetyl-2-methyl-1H-imidazole. The cyclohexenone ring adopts an envelope conformation with the C atom substituted by the trichlorophenyl ring as the flap. The mutually trans ester and aryl substituents both occupy equatorial sites. In the crystal, a combination of N—H...O and C—H...N hydrogen bonds links the molecules into ribbons of edge-fused centrosymmetric rings, which enclose R22(14) and R44(16) alternate ring motifs, propagating along the b-axis direction.http://scripts.iucr.org/cgi-bin/paper?S2056989015023245crystal structurecyclocondensation reactionmolecular stereochemistrymolecular conformationhydrogen bonding |
| spellingShingle | Billava J. Mohan Balladka K. Sarojini Hemmige S. Yathirajan Ravindranath Rathore Christopher Glidewell Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate Acta Crystallographica Section E: Crystallographic Communications crystal structure cyclocondensation reaction molecular stereochemistry molecular conformation hydrogen bonding |
| title | Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate |
| title_full | Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate |
| title_fullStr | Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate |
| title_full_unstemmed | Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate |
| title_short | Crystal structure of ethyl (1RS,6SR)-4-(2-methyl-1H-imidazol-4-yl)-2-oxo-6-(2,3,5-trichlorophenyl)cyclohex-3-ene-1-carboxylate |
| title_sort | crystal structure of ethyl 1rs 6sr 4 2 methyl 1h imidazol 4 yl 2 oxo 6 2 3 5 trichlorophenyl cyclohex 3 ene 1 carboxylate |
| topic | crystal structure cyclocondensation reaction molecular stereochemistry molecular conformation hydrogen bonding |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989015023245 |
| work_keys_str_mv | AT billavajmohan crystalstructureofethyl1rs6sr42methyl1himidazol4yl2oxo6235trichlorophenylcyclohex3ene1carboxylate AT balladkaksarojini crystalstructureofethyl1rs6sr42methyl1himidazol4yl2oxo6235trichlorophenylcyclohex3ene1carboxylate AT hemmigesyathirajan crystalstructureofethyl1rs6sr42methyl1himidazol4yl2oxo6235trichlorophenylcyclohex3ene1carboxylate AT ravindranathrathore crystalstructureofethyl1rs6sr42methyl1himidazol4yl2oxo6235trichlorophenylcyclohex3ene1carboxylate AT christopherglidewell crystalstructureofethyl1rs6sr42methyl1himidazol4yl2oxo6235trichlorophenylcyclohex3ene1carboxylate |