Synthesis and crystal structure of ethyl 2-(1,3-benzothiazol-2-yl)-1-oxo-1 <i>H</i> -pyrido[2,1- <i>b</i> ][1,3]benzothiazole-4-carboxylate

The mol-ecule of the title compound, C<sub>21</sub>H<sub>14</sub>N<sub>2</sub>O<sub>3</sub>S<sub>2</sub>, is approximately planar except for the terminal carbon atom of the ethyl group. The planarity is promoted by two short intra-molecular S⋯O=C contacts and one intra-molecular 'weak' C-H⋯O=C hydrogen bond. The two thia-zole rings show some appreciable differences in bond lengths and angles, associated with their different annelation patterns. The mol-ecular packing involves one 'weak' hydrogen bond of the type C-H⋯O=C, which links the mol-ecules in zigzag chains <i>via</i> a 2<sub>1</sub> screw axis along [010]. Additionally, 'stacked' pairs of mol-ecules, necessarily with parallel ring systems, are related by an inversion operator, and two π contacts C-H⋯π and C=O⋯π are observed.

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Publication Details

Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2026-01-13
DOI
https://doi.org/10.1107/s2056989026000204
Primary Topic
Crystal structures of chemical compounds
Type
article
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article

Synthesis and crystal structure of ethyl 2-(1,3-benzothiazol-2-yl)-1-oxo-1 H -pyrido[2,1- b ][1,3]benzothiazole-4-carboxylate

Rasha A. Azzam, Elgemeie GH, Heba A. Elboshi, Peter Ward Jones
Acta Crystallographica Section E Crystallographic Communications
Crystal structures of chemical compounds
article

Synthesis and crystal structure of ethyl 2-(1,3-benzothiazol-2-yl)-1-oxo-1 H -pyrido[2,1- b ][1,3]benzothiazole-4-carboxylate

Rasha A. Azzam, Elgemeie GH, Heba A. Elboshi, Peter Ward Jones
article en

Abstract

The mol-ecule of the title compound, C<sub>21</sub>H<sub>14</sub>N<sub>2</sub>O<sub>3</sub>S<sub>2</sub>, is approximately planar except for the terminal carbon atom of the ethyl group. The planarity is promoted by two short intra-molecular S⋯O=C contacts and one intra-molecular 'weak' C-H⋯O=C hydrogen bond. The two thia-zole rings show some appreciable differences in bond lengths and angles, associated with their different annelation patterns. The mol-ecular packing involves one 'weak' hydrogen bond of the type C-H⋯O=C, which links the mol-ecules in zigzag chains <i>via</i> a 2<sub>1</sub> screw axis along [010]. Additionally, 'stacked' pairs of mol-ecules, necessarily with parallel ring systems, are related by an inversion operator, and two π contacts C-H⋯π and C=O⋯π are observed.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 82(2)
Helwan University (EG), Technische Universität Braunschweig (DE)
Openalex Percentile: Top 83%
Crystal structures of chemical compounds
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