RESUMEN
In the title compound, C8H5NS3, the dihedral angle between the heterocyclic ring and the phenyl ring is 2.62â (5)°. In the extended structure, aromatic π-π stacking between the 1,4,2-di-thia-zole-5-thione moiety and the phenyl ring is observed [centroid-centroid distances = 3.717â (6) and 3.712â (6)â Å]. The almost planar mol-ecules arrange themselves in parallel chains of head-to-tail mol-ecules oriented by a network of weak C-Hâ¯S contacts close to the sum of their van der Waals radii within the chains. All the hydrogen atoms participate in hydrogen-bonding inter-actions with the sulfur and nitro-gen atoms of adjacent mol-ecules. C=Sâ¯S contacts between the chains that are significantly shorter than the sum of their van der Waals radii also impact the overall packing.
RESUMEN
The syntheses and crystal structures of two isomers of phenyl iso-thia-zolyl oxa-thia-zolone, C11H6N2O2S2, are described [systematic names: 5-(3-phenyl-iso-thia-zol-5-yl)-1,3,4-oxa-thia-zol-2-one, (I), and 5-(3-phenyl-iso-thia-zol-4-yl)-1,3,4-oxa-thia-zol-2-one, (II)]. There are two almost planar (r.m.s. deviations = 0.032 and 0.063â Å) mol-ecules of isomer (I) in the asymmetric unit, which form centrosymmetric tetra-mers linked by strong Sâ¯N [3.072â (2)â Å] and Sâ¯O contacts [3.089â (1)â Å]. The tetra-mers are π-stacked parallel to the a-axis direction. The single mol-ecule in the asymmetric unit of isomer (II) is twisted into a non-planar conformation by steric repulsion [dihedral angles between the central iso-thia-zolyl ring and the pendant oxa-thia-zolone and phenyl rings are 13.27â (6) and 61.18â (7)°, respectively], which disrupts the π-conjugation between the heteroaromatic iso-thia-zoloyl ring and the non-aromatic oxa-thia-zolone heterocycle. In the crystal of isomer (II), the strong Sâ¯O [3.020â (1)â Å] and Sâ¯C contacts [3.299â (2)â Å] and the non-planar structure of the mol-ecule lead to a form of π-stacking not observed in isomer (I) or other oxa-thia-zolone derivatives.
RESUMEN
The title compound, C10H7NO2S, provides the first structure of an α-alkenyl oxa-thia-zolone ring. The phenyl ring and the oxa-thia-zolone groups make dihedral angles of 0.3â (3) and -2.8â (3)°, respectively, with the plane of the central alkene group; the dihedral angle between the rings is 2.68â (8)°. A careful consideration of bond lengths provides insight into the electronic structure and reactivity of the title compound. In the crystal, extended π-stacking is observed parallel to the a-axis direction, consisting of cofacial head-to-tail dimeric units [centroid-centroid distance of 3.6191â (11)â Å]. These dimeric units are separated by a slightly longer centroid-centroid distance of 3.8383â (12)â Å, generating infinite stacks of mol-ecules.