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Updated: Feb 14, 2026
Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Crystal structures and Hirshfeld surfaces of two 1,3-benzoxa-thiol-2-one derivatives
Eliza de L Chazin1, Paola de S Sanches1, Thatyana R A Vasconcelos1
1Universidade Federal Fluminense, Instituto de Química, Programa de Pós-Graduação em Química, Rua Outeiro de São João Batista s/no, Centro, Niterói, 24020-141, RJ, Brazil.
Abstract:
The crystal structures of 6-meth-oxy-1,3-benzoxa-thiol-2-one, C9H8O3S, (I), and 2-oxo-1,3-benzoxa-thiol-6-yl acetate, C9H6O4S, (II), are described. Compound (I) is almost planar (r.m.s. deviation for the non-H atoms = 0.011 Å), whereas (II) shows a substantial twist between the fused-ring system and the acetate substituent [dihedral angle = 74.42 (3)°]. For both structures, the bond distances in the heterocyclic ring suggest that little if any conjugation occurs. In the crystal of (I), C-H⋯O hydrogen bonds link the mol-ecules into [1-11] chains incorporating alternating R22(8) and R22(12) inversion dimers. The extended structure of (II) features C(7) [201] chains linked by C-H⋯O hydrogen bonds, with further C-H⋯O bonds and weak π-π stacking inter-actions connecting the chains into a three-dimensional network. Hirshfeld fingerprint analyses for (I) and (II) are presented and discussed.
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