Abstract

In crystal structure of the title compound, C12H21N3O5S3 [systematic name: (R)-4-ethyl-amino-2-(3-meth-oxy-prop-yl)-3,4-di-hydro-2H-thieno[3,2-e][1,2]thia-zine-6-sulfonamide 1,1-dioxide], there exist three kinds of hydrogen-bonding inter-actions. The sulfonamide group is involved in hydrogen bonding with the secondary amine and the meth-oxy O atom, resulting in the formation of layers parallel to the bc plane. The layers are linked by an N-H⋯O hydrogen bond involving a sulfonamide O atom as acceptor and the secondary amine H atom as donor, which gives rise to the formation of a unique bilayer structure. The absolute structure of the mol-ecule in the crystal was determined by resonant scattering [Flack parameter = 0.01 (4)].

Highlights

  • In crystal structure of the title compound, C12H21N3O5S3 [systematic name: (R)4-ethylamino-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6sulfonamide 1,1-dioxide], there exist three kinds of hydrogen-bonding interactions

  • The sulfonamide group is involved in hydrogen bonding with the secondary amine and the methoxy O atom, resulting in the formation of layers parallel to the bc plane

  • The layers are linked by an N—H O hydrogen bond involving a sulfonamide O atom as acceptor and the secondary amine H atom as donor, which gives rise to the formation of a unique bilayer structure

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Summary

Chemical context

The crystal structures of organic solids are dominated mainly by hydrogen-bonding interactions (Steiner, 2002). Hydrogen bonding plays a crucial role in polymorphism of active pharmaceutical ingredients (Vippagunta et al, 2001). Brinzolamide (Conrow et al, 1999), is a carbonic anhydrase inhibitor used for the treatment of open-angle glaucoma or ocular hypertension (March & Ochsner, 2000). We report on the crystal structure of Brinzolamide and the hydrogen-bonding interactions present in the crystal packing

Structural commentary
Supramolecular features
Synthesis and crystallization
Refinement
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