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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Bibliographic Details
Main Authors: Nadia H. Metwally, Galal H. Elgemeie, El-shimaa S. M. Abd Al-latif, Peter G. Jones
Format: Article
Language:English
Published: International Union of Crystallography 2025-04-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:https://journals.iucr.org/paper?S2056989025001562
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Summary: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.
ISSN:2056-9890