TY - JOUR
T1 - Crystal structures of two isomeric 2-aryl-3-phenyl-1,3-thiazepan-4-ones
AU - Yennawar, Hemant P.
AU - Peterson, Samuel D.
AU - Silverberg, Lee J.
N1 - Funding Information:
We thank Euticals (AMRI) for the gift of T3P in 2-methyltetrahydrofuran, Oakwood Chemicals for [1-(sulfanylmethyl)cyclopropyl] acetic acid, and Penn State Schuylkill for financial support.
Publisher Copyright:
© 2019 International Union of Crystallography. All rights reserved.
PY - 2019
Y1 - 2019
N2 - The crystal of 6-(3-nitrophenyl)-7-phenyl-5-thia-7-azaspiro[2.6]nonan-8-one (1), C19H18N2O3S, has monoclinic (P21/n) symmetry while that of its isomer 6-(4-nitrophenyl)-7-phenyl-5-thia-7-azaspiro[2.6]nonan-8-one (2), has orthorhombic (Pca21) symmetry: compound 1 has two molecules, A and B, in the asymmetric unit while 2 has one. In all three molecules, the seven-membered thiazepan ring exhibits a chair conformation with Q2 and Q3 values (Å) of 0.521 (3), 0.735 (3) and 0.485 (3), 0.749 (3) in 1 and 0.517 (5), 0.699 (5) in 2. In each structure, the phenyl rings attached to adjacent atoms of the thiazepan ring have interplanar angles ranging between 41 and 47∘. Except for the nitro groups, the three molecules have similar conformations when overlayed in pairs. Both crystal structures are consolidated by C-H∙ ∙ ∙O hydrogen bonds.
AB - The crystal of 6-(3-nitrophenyl)-7-phenyl-5-thia-7-azaspiro[2.6]nonan-8-one (1), C19H18N2O3S, has monoclinic (P21/n) symmetry while that of its isomer 6-(4-nitrophenyl)-7-phenyl-5-thia-7-azaspiro[2.6]nonan-8-one (2), has orthorhombic (Pca21) symmetry: compound 1 has two molecules, A and B, in the asymmetric unit while 2 has one. In all three molecules, the seven-membered thiazepan ring exhibits a chair conformation with Q2 and Q3 values (Å) of 0.521 (3), 0.735 (3) and 0.485 (3), 0.749 (3) in 1 and 0.517 (5), 0.699 (5) in 2. In each structure, the phenyl rings attached to adjacent atoms of the thiazepan ring have interplanar angles ranging between 41 and 47∘. Except for the nitro groups, the three molecules have similar conformations when overlayed in pairs. Both crystal structures are consolidated by C-H∙ ∙ ∙O hydrogen bonds.
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U2 - 10.1107/S2056989019010429
DO - 10.1107/S2056989019010429
M3 - Article
C2 - 31417805
AN - SCOPUS:85071494979
SN - 2056-9890
VL - 75
SP - 1270
EP - 1276
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
ER -