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Methyl 5-chloro-4-hy-droxy-2,2-dioxo-1H-2?6,1-benzo-thia-zine-3-carboxyl-ate: structure and Hirshfeld surface analysis.

ABSTRACT: The title compound, C10H8ClNO5S, which has potential analgesic activity, crystallizes in space group P21/n. The benzo-thia-zine ring system adopts an inter-mediate form between sofa and twist-boat conformations. The coplanarity of the ester substituent to the bicyclic fragment is stabilized by an O-H?O intra-molecular hydrogen bond. In the crystal, hydrogen bonds of type N-H?O(SO2) link the mol-ecules into zigzag chains extending along the b-axis direction. Neighbouring chains are linked by both O-H?Cl and C-H?Cl inter-actions. A Hirshfeld surface analysis was used to compare different types of inter-molecular inter-actions, giving contributions of O?H/H?O = 42.0%, C?H/H?C = 17.3%, Cl?H/H?Cl = 14.2%, H?H = 11.1%.

SUBMITTER: Shishkina SV 

PROVIDER: S-EPMC7534242 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Methyl 5-chloro-4-hy-droxy-2,2-dioxo-1<i>H</i>-2λ<sup>6</sup>,1-benzo-thia-zine-3-carboxyl-ate: structure and Hirshfeld surface analysis.

Shishkina Svitlana V SV   Petrushova Lidiya A LA   Burian Kateryna O KO   Fedosov Andrii I AI   Ukrainets Igor V IV  

Acta crystallographica. Section E, Crystallographic communications 20200918 Pt 10

The title compound, C<sub>10</sub>H<sub>8</sub>ClNO<sub>5</sub>S, which has potential analgesic activity, crystallizes in space group <i>P</i>2<sub>1</sub>/<i>n</i>. The benzo-thia-zine ring system adopts an inter-mediate form between sofa and twist-boat conformations. The coplanarity of the ester substituent to the bicyclic fragment is stabilized by an O-H⋯O intra-molecular hydrogen bond. In the crystal, hydrogen bonds of type N-H⋯O(SO<sub>2</sub>) link the mol-ecules into zigzag chains extendi  ...[more]

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