6-Iodo-1H-indole-2,3-dione
The molecule of the title compound, C8H4INO2, is almost planar, having an r.m.s. deviation from planarity of 0.019 Å for all non-H atoms. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(8) ring motif. The dimers are further linked by I.....
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International Union of Crystallography
2016-04-01
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2414314616007008 |
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doaj-9b7c24f8bd2c411ca6e4b50a0f2fc8c72020-11-24T22:28:20ZengInternational Union of CrystallographyIUCrData2414-31462016-04-0114x16070010.1107/S2414314616007008su40426-Iodo-1H-indole-2,3-dioneJames A. Golen0David R. Manke1Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747, USADepartment of Chemistry and Biochemistry, University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747, USAThe molecule of the title compound, C8H4INO2, is almost planar, having an r.m.s. deviation from planarity of 0.019 Å for all non-H atoms. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(8) ring motif. The dimers are further linked by I...O close contacts of 3.078 (2) Å, forming chains along [10-1]. The nine-membered fused rings of the isatin molecules stack along the b axis, with parallel slipped π–π interactions [intercentroid distance = 3.594 (2) Å, interplanar distance = 3.379 (1) Å and slippage = 1.243 Å]. These interactions lead to the formation of a three-dimensional network.http://scripts.iucr.org/cgi-bin/paper?S2414314616007008crystal structureisatinshalogen–oxygen interactionshydrogen bondingπ–π interactions |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
James A. Golen David R. Manke |
| spellingShingle |
James A. Golen David R. Manke 6-Iodo-1H-indole-2,3-dione IUCrData crystal structure isatins halogen–oxygen interactions hydrogen bonding π–π interactions |
| author_facet |
James A. Golen David R. Manke |
| author_sort |
James A. Golen |
| title |
6-Iodo-1H-indole-2,3-dione |
| title_short |
6-Iodo-1H-indole-2,3-dione |
| title_full |
6-Iodo-1H-indole-2,3-dione |
| title_fullStr |
6-Iodo-1H-indole-2,3-dione |
| title_full_unstemmed |
6-Iodo-1H-indole-2,3-dione |
| title_sort |
6-iodo-1h-indole-2,3-dione |
| publisher |
International Union of Crystallography |
| series |
IUCrData |
| issn |
2414-3146 |
| publishDate |
2016-04-01 |
| description |
The molecule of the title compound, C8H4INO2, is almost planar, having an r.m.s. deviation from planarity of 0.019 Å for all non-H atoms. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(8) ring motif. The dimers are further linked by I...O close contacts of 3.078 (2) Å, forming chains along [10-1]. The nine-membered fused rings of the isatin molecules stack along the b axis, with parallel slipped π–π interactions [intercentroid distance = 3.594 (2) Å, interplanar distance = 3.379 (1) Å and slippage = 1.243 Å]. These interactions lead to the formation of a three-dimensional network. |
| topic |
crystal structure isatins halogen–oxygen interactions hydrogen bonding π–π interactions |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2414314616007008 |
| work_keys_str_mv |
AT jamesagolen 6iodo1hindole23dione AT davidrmanke 6iodo1hindole23dione |
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1725746621977722880 |