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The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds
In 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine, C(15)H(15)IN(4)O, the central piperazine ring adopts an almost perfect chair conformation with the pyrimidine substituent in an equatorial site. The planar amide unit makes a dihedral angle of 80.44 (7)° with the phenyl ring. A combination of C—H⋯...
| Autores principales: | , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2019
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362664/ https://www.ncbi.nlm.nih.gov/pubmed/30800436 http://dx.doi.org/10.1107/S205698901801811X |
| _version_ | 1783392966764658688 |
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| author | Mahesha, Ninganayaka Yathirajan, Hemmige S. Furuya, Tetsundo Akitsu, Takashiro Glidewell, Christopher |
| author_facet | Mahesha, Ninganayaka Yathirajan, Hemmige S. Furuya, Tetsundo Akitsu, Takashiro Glidewell, Christopher |
| author_sort | Mahesha, Ninganayaka |
| collection | PubMed |
| description | In 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine, C(15)H(15)IN(4)O, the central piperazine ring adopts an almost perfect chair conformation with the pyrimidine substituent in an equatorial site. The planar amide unit makes a dihedral angle of 80.44 (7)° with the phenyl ring. A combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds links the molecules into a complex three-dimensional network structure, augmented by a π–π stacking interaction and an I⋯N halogen bond, all involving different pairs of inversion-related molecules. Comparisons are made with the structures of a number of related compounds. |
| format | Online Article Text |
| id | pubmed-6362664 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2019 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-63626642019-02-22 The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds Mahesha, Ninganayaka Yathirajan, Hemmige S. Furuya, Tetsundo Akitsu, Takashiro Glidewell, Christopher Acta Crystallogr E Crystallogr Commun Research Communications In 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine, C(15)H(15)IN(4)O, the central piperazine ring adopts an almost perfect chair conformation with the pyrimidine substituent in an equatorial site. The planar amide unit makes a dihedral angle of 80.44 (7)° with the phenyl ring. A combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds links the molecules into a complex three-dimensional network structure, augmented by a π–π stacking interaction and an I⋯N halogen bond, all involving different pairs of inversion-related molecules. Comparisons are made with the structures of a number of related compounds. International Union of Crystallography 2019-01-04 /pmc/articles/PMC6362664/ /pubmed/30800436 http://dx.doi.org/10.1107/S205698901801811X Text en © Mahesha et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
| spellingShingle | Research Communications Mahesha, Ninganayaka Yathirajan, Hemmige S. Furuya, Tetsundo Akitsu, Takashiro Glidewell, Christopher The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds |
| title | The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds |
| title_full | The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds |
| title_fullStr | The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds |
| title_full_unstemmed | The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds |
| title_short | The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and I⋯N halogen bonds |
| title_sort | crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π–π stacking interactions and i⋯n halogen bonds |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362664/ https://www.ncbi.nlm.nih.gov/pubmed/30800436 http://dx.doi.org/10.1107/S205698901801811X |
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