TY - JOUR
T1 - Crystal structures of the sulfones of 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one and 2,3-diphenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazin-4-one
AU - Yennawar, Hemant P.
AU - Mal, Tapas K.
AU - Pacheco, Carlos N.
AU - Lagalante, Anthony F.
AU - Olsen, Mark A.
AU - Russell, Michael W.
AU - Muench, Grace C.
AU - Moyer, Quentin J.
AU - Silverberg, Lee J.
N1 - Funding Information:
Research reported here was conducted on instrumentation funded by National Science Foundation: CHEM-0131112 for the Bruker AXS diffractometer, and SIG S10 grants of the National Institutes of Health under award numbers 1S10OD028589–01 and 1S10RR023439–01, for the Rigaku diffraction system to Dr Neela Yennawar.
Publisher Copyright:
© 2023 International Union of Crystallography. All rights reserved.
PY - 2023/2/23
Y1 - 2023/2/23
N2 - The title sulfones, 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazine-1,1,4-trione, C20H15NO3S, and 2,3-diphenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazine-1,1,4-trione, C19H14N2O3S, crystallize in space group P21/n with two molecules in each of the asymmetric units and have almost identical unit cells and extended structures. In both structures, the thiazine rings exhibit a screw-boat pucker. The intermolecular interactions observed are C—H. . .O-type hydrogen bonds and parallel partial π–π stacking between the fused aromatic rings (benzo- or pyrido-) of the core of the molecules within each asymmetric unit, and also connecting to molecules with translational periodicity in the a-axis direction in what can be described as columns (two per asymmetric unit) of stacked molecules with alternating chirality. The pendant phenyl groups of both molecules do not participate in aromatic ring interactions.
AB - The title sulfones, 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazine-1,1,4-trione, C20H15NO3S, and 2,3-diphenyl-2,3-dihydro-4H-pyrido[3,2-e][1,3]thiazine-1,1,4-trione, C19H14N2O3S, crystallize in space group P21/n with two molecules in each of the asymmetric units and have almost identical unit cells and extended structures. In both structures, the thiazine rings exhibit a screw-boat pucker. The intermolecular interactions observed are C—H. . .O-type hydrogen bonds and parallel partial π–π stacking between the fused aromatic rings (benzo- or pyrido-) of the core of the molecules within each asymmetric unit, and also connecting to molecules with translational periodicity in the a-axis direction in what can be described as columns (two per asymmetric unit) of stacked molecules with alternating chirality. The pendant phenyl groups of both molecules do not participate in aromatic ring interactions.
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U2 - 10.1107/S2056989023001524
DO - 10.1107/S2056989023001524
M3 - Article
C2 - 36909997
AN - SCOPUS:85159597127
SN - 2056-9890
VL - 79
SP - 221
EP - 225
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
IS - Pt 3
ER -