Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate
The title compounds, C13H8ClN3O6, (I), and C13H9N3O6, (II), differ in the orientation of the two aromatic rings. In (I), they are essentially coplanar, making a dihedral angle of 8.2 (1)°, while in (II), they are inclined to one another by 76.2 (1)°. The two nitro groups are essentially coplanar wit...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2015-07-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989015010245 |
| _version_ | 1798018670640758784 |
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| author | Rajamani Raja Subramaniyan Sathiyaraj B. Mohamad Ali A. Sultan Nasar |
| author_facet | Rajamani Raja Subramaniyan Sathiyaraj B. Mohamad Ali A. Sultan Nasar |
| author_sort | Rajamani Raja |
| collection | DOAJ |
| description | The title compounds, C13H8ClN3O6, (I), and C13H9N3O6, (II), differ in the orientation of the two aromatic rings. In (I), they are essentially coplanar, making a dihedral angle of 8.2 (1)°, while in (II), they are inclined to one another by 76.2 (1)°. The two nitro groups are essentially coplanar with the attached benzene rings, as indicated by the dihedral angles of 1.4 (2) and 2.3 (2)° in (I), and 4.96 (18) and 5.4 (2)° in (II). The carbamate group is twisted slightly from the attached benzene ring, with a C—N—C—O torsion angle of −170.17 (15)° for (I) and 168.91 (13)° for (II). In the crystals of of both compounds, molecules are linked via N—H...O hydrogen bonds, forming chains propagating along [010]. In (I), C—H...O hydrogen bonds also link molecules within the chains. The crystal packing in (I) also features a very weak π–π interaction [centroid–centroid distance = 3.7519 (9) Å]. |
| first_indexed | 2024-04-11T16:28:13Z |
| format | Article |
| id | doaj.art-8306bb343e16412088d319344d703e51 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T16:28:13Z |
| publishDate | 2015-07-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-8306bb343e16412088d319344d703e512022-12-22T04:14:07ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-07-0171774474710.1107/S2056989015010245su5141Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamateRajamani Raja0Subramaniyan Sathiyaraj1B. Mohamad Ali2A. Sultan Nasar3Department of Physics, Presidency College (Autonomous), Chennai 600 005, IndiaDepartment of Polymer Science, University of Madras, Guindy campus, Chennai 602 025, IndiaDepartment of Polymer Science, University of Madras, Guindy campus, Chennai 602 025, IndiaDepartment of Polymer Science, University of Madras, Guindy campus, Chennai 602 025, IndiaThe title compounds, C13H8ClN3O6, (I), and C13H9N3O6, (II), differ in the orientation of the two aromatic rings. In (I), they are essentially coplanar, making a dihedral angle of 8.2 (1)°, while in (II), they are inclined to one another by 76.2 (1)°. The two nitro groups are essentially coplanar with the attached benzene rings, as indicated by the dihedral angles of 1.4 (2) and 2.3 (2)° in (I), and 4.96 (18) and 5.4 (2)° in (II). The carbamate group is twisted slightly from the attached benzene ring, with a C—N—C—O torsion angle of −170.17 (15)° for (I) and 168.91 (13)° for (II). In the crystals of of both compounds, molecules are linked via N—H...O hydrogen bonds, forming chains propagating along [010]. In (I), C—H...O hydrogen bonds also link molecules within the chains. The crystal packing in (I) also features a very weak π–π interaction [centroid–centroid distance = 3.7519 (9) Å].http://scripts.iucr.org/cgi-bin/paper?S2056989015010245crystal structurecarbamate3,5-dinitrophenylcarbamatehydrogen bonding |
| spellingShingle | Rajamani Raja Subramaniyan Sathiyaraj B. Mohamad Ali A. Sultan Nasar Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate Acta Crystallographica Section E: Crystallographic Communications crystal structure carbamate 3,5-dinitrophenylcarbamate hydrogen bonding |
| title | Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate |
| title_full | Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate |
| title_fullStr | Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate |
| title_full_unstemmed | Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate |
| title_short | Crystal structures of 4-chlorophenyl N-(3,5-dinitrophenyl)carbamate and phenyl N-(3,5-dinitrophenyl)carbamate |
| title_sort | crystal structures of 4 chlorophenyl n 3 5 dinitrophenyl carbamate and phenyl n 3 5 dinitrophenyl carbamate |
| topic | crystal structure carbamate 3,5-dinitrophenylcarbamate hydrogen bonding |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989015010245 |
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