7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine
In the title compound, C13H8BrN3S2, one propynyl substituent lies approximately in the plane of the pyridopyrazine ring system, while the other is twisted away from this plane. In the crystal, offset π–π stacking interactions between the pyridine and pyrazine rings with a centroid–centroid distance...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2016-11-01
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| Series: | IUCrData |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2414314616018812 |
| _version_ | 1818193488501538816 |
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| author | Meriem Sikine Joel T. Mague Youssef Kandri Rodi El Mokhtar Essassi Younes Ouzidan |
| author_facet | Meriem Sikine Joel T. Mague Youssef Kandri Rodi El Mokhtar Essassi Younes Ouzidan |
| author_sort | Meriem Sikine |
| collection | DOAJ |
| description | In the title compound, C13H8BrN3S2, one propynyl substituent lies approximately in the plane of the pyridopyrazine ring system, while the other is twisted away from this plane. In the crystal, offset π–π stacking interactions between the pyridine and pyrazine rings with a centroid–centroid distance of 3.740 (1) Å stack the molecules along the a-axis direction. At the conclusion of the initial refinement, a significant residual peak remained in the difference map. This suggested an alternate location for the Br atom but at a very low occupancy. Further refinement with Br disordered over two sites yielded a population ratio for the two Br sites of 97:3. As the refined location of the minor Br site leads to unequal C—C—Br angles, we feel that the results indicate a `whole molecule' disorder rather than the presence of a minor amount of an isomer. Unfortunately, the very low amount of the second component of the disorder prevented the location of any of its other atoms. |
| first_indexed | 2024-12-12T00:47:12Z |
| format | Article |
| id | doaj.art-76197ac78c1143c6a9e6bde489c5f401 |
| institution | Directory Open Access Journal |
| issn | 2414-3146 |
| language | English |
| last_indexed | 2024-12-12T00:47:12Z |
| publishDate | 2016-11-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | IUCrData |
| spelling | doaj.art-76197ac78c1143c6a9e6bde489c5f4012022-12-22T00:44:06ZengInternational Union of CrystallographyIUCrData2414-31462016-11-01111x16188110.1107/S2414314616018812sj40707-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazineMeriem Sikine0Joel T. Mague1Youssef Kandri Rodi2El Mokhtar Essassi3Younes Ouzidan4Laboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Imouzzer, BP 2202, Fez, MoroccoDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USALaboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Imouzzer, BP 2202, Fez, MoroccoLaboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétence Pharmacochimie, Av. Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, MoroccoLaboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Imouzzer, BP 2202, Fez, MoroccoIn the title compound, C13H8BrN3S2, one propynyl substituent lies approximately in the plane of the pyridopyrazine ring system, while the other is twisted away from this plane. In the crystal, offset π–π stacking interactions between the pyridine and pyrazine rings with a centroid–centroid distance of 3.740 (1) Å stack the molecules along the a-axis direction. At the conclusion of the initial refinement, a significant residual peak remained in the difference map. This suggested an alternate location for the Br atom but at a very low occupancy. Further refinement with Br disordered over two sites yielded a population ratio for the two Br sites of 97:3. As the refined location of the minor Br site leads to unequal C—C—Br angles, we feel that the results indicate a `whole molecule' disorder rather than the presence of a minor amount of an isomer. Unfortunately, the very low amount of the second component of the disorder prevented the location of any of its other atoms.http://scripts.iucr.org/cgi-bin/paper?S2414314616018812crystal structurepyridopyrazineoffset π-stacking |
| spellingShingle | Meriem Sikine Joel T. Mague Youssef Kandri Rodi El Mokhtar Essassi Younes Ouzidan 7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine IUCrData crystal structure pyridopyrazine offset π-stacking |
| title | 7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine |
| title_full | 7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine |
| title_fullStr | 7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine |
| title_full_unstemmed | 7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine |
| title_short | 7-Bromo-2,3-bis[(prop-2-yn-1-yl)sulfanyl]pyrido[2,3-b]pyrazine |
| title_sort | 7 bromo 2 3 bis prop 2 yn 1 yl sulfanyl pyrido 2 3 b pyrazine |
| topic | crystal structure pyridopyrazine offset π-stacking |
| url | http://scripts.iucr.org/cgi-bin/paper?S2414314616018812 |
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