Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide
In the structure of the title compound, C19H13ClN4OS, the four atoms of the pyridinic ring that are not fused with the thiazole, including the sp3 C atom, lie significantly outside the benzothiazole plane. A short intramolecular S...O contact of 2.5992 (4) Å is observed. The amide NH2 group is plana...
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International Union of Crystallography
2025-04-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | https://journals.iucr.org/paper?S2056989025001562 |
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| author | Nadia H. Metwally Galal H. Elgemeie El-shimaa S. M. Abd Al-latif Peter G. Jones |
| author_facet | Nadia H. Metwally Galal H. Elgemeie El-shimaa S. M. Abd Al-latif Peter G. Jones |
| author_sort | Nadia H. Metwally |
| collection | DOAJ |
| description | In the structure of the title compound, C19H13ClN4OS, the four atoms of the pyridinic ring that are not fused with the thiazole, including the sp3 C atom, lie significantly outside the benzothiazole plane. A short intramolecular S...O contact of 2.5992 (4) Å is observed. The amide NH2 group is planar, whereas the amine NH2 group is pyramidalized. The three-dimensional packing involves two interconnected layer structures. The first, parallel to the bc plane, involves three classical hydrogen bonds N—Hamine...O (one of two), N—Hamine...Cl and one N—Hamide ...Ncyano; the second, parallel to the ab plane, involves two hydrogen bonds, N—Hamide...O and the second N—Hamine...O, together with the short and linear contact Ncyano...Cl—C, which may be regarded as a halogen bond. |
| format | Article |
| id | doaj-art-634de9f5502b408c83d79b97206870b2 |
| institution | DOAJ |
| issn | 2056-9890 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj-art-634de9f5502b408c83d79b97206870b22025-08-20T03:04:31ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-04-0181427928310.1107/S2056989025001562yz2064Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamideNadia H. Metwally0Galal H. Elgemeie1El-shimaa S. M. Abd Al-latif2Peter G. Jones3Chemistry Department, Faculty of Science, Cairo University, Giza, EgyptChemistry Department, Faculty of Science, Helwan University, Cairo, EgyptChemistry Department, Faculty of Science, Cairo University, Giza, EgyptInstitut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, GermanyIn the structure of the title compound, C19H13ClN4OS, the four atoms of the pyridinic ring that are not fused with the thiazole, including the sp3 C atom, lie significantly outside the benzothiazole plane. A short intramolecular S...O contact of 2.5992 (4) Å is observed. The amide NH2 group is planar, whereas the amine NH2 group is pyramidalized. The three-dimensional packing involves two interconnected layer structures. The first, parallel to the bc plane, involves three classical hydrogen bonds N—Hamine...O (one of two), N—Hamine...Cl and one N—Hamide ...Ncyano; the second, parallel to the ab plane, involves two hydrogen bonds, N—Hamide...O and the second N—Hamine...O, together with the short and linear contact Ncyano...Cl—C, which may be regarded as a halogen bond.https://journals.iucr.org/paper?S2056989025001562benzothiazolehydrogen bondshalogen bondscrystal structure |
| spellingShingle | Nadia H. Metwally Galal H. Elgemeie El-shimaa S. M. Abd Al-latif Peter G. Jones Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide Acta Crystallographica Section E: Crystallographic Communications benzothiazole hydrogen bonds halogen bonds crystal structure |
| title | Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide |
| title_full | Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide |
| title_fullStr | Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide |
| title_full_unstemmed | Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide |
| title_short | Crystal structure of 1-amino-3-(4-chlorophenyl)-2-cyano-3H-benzo[4,5]thiazolo[3,2-a]pyridine-4-carboxamide |
| title_sort | crystal structure of 1 amino 3 4 chlorophenyl 2 cyano 3h benzo 4 5 thiazolo 3 2 a pyridine 4 carboxamide |
| topic | benzothiazole hydrogen bonds halogen bonds crystal structure |
| url | https://journals.iucr.org/paper?S2056989025001562 |
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