6,7-Diphenyl-5-thia-7-azaspiro[2.6]nonan-8-one

Abstract

Key indicators: single-crystal X-ray study; T = 298 K; mean (C-C) = 0.003 Å; R factor = 0.047; wR factor = 0.134; data-to-parameter ratio = 17.9.The asymmetric unit of the title compound, C 19 H 19 NOS, contains two independent molecules (A and B), in both of which the 1,3-thiazepan-4-one ring adopts a chair-type conformation. The dihedral angles between the two phenyl rings are 65.28 (8) and 60.31 (9) for molecules A and B, respectively. In the crystal, molecules are linked by weak C-HÁ Á ÁO interactions, resulting in a three-dimensional network. Related literature

Synthesis and Spectroscopic Properties of 2,3-Diphenyl-1,3-thiaza-4-one Heterocycles

“…The crude product was further purified as indicated in previous reports or as below. X-Ray structures, melting points, and TLC retention factors have also been previously reported (Yennawar & Silverberg, 2013, Yennawar, Bendinsky et al, 2014, Yennawar, Singh & Silverberg, 2014, Yennawar, Tierney & Silverberg, 2014, Yennawar, Singh & Silverberg, 2015. 2,3-diphenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one (6): The reaction was repeated after the original report (Yennawar, Bendinsky et al, 2014).…”

“…After chromatography, fractions containing mainly the major product were combined and recrystallized from toluene to give 0.1575 g. Mixed fractions that contained the major product were combined and recrystallized from acetone, yielding the major product in two crops, 0.4189g and 0.1839 g (total of the three crops 0.7603 g, 40.8%). The three crops were combined (0.681 g) and recrystallized again from acetone (0.381 g, 55.9% recovery 6, 170.0, 140.1, 136.7, 129.0, 128.8, 128.5, 128.2, 127.9, 127.7, 63.8, 52.2, 27.6, 23.3 1531.9, 1490.3, 1406.4, 1356.8, 1267.9, 764.1, 733.6, 721.6, 698.7 6,nonan-8-one (12): The reaction was repeated after the original report (Yennawar & Silverberg, 2013). 2-Methyltetrahydrofuran was the only solvent.…”

“…We have previously reported the syntheses and x-ray crystal structures of all products (Yennawar & Silverberg, 2013, Yennawar, Bendinsky et al, 2014, Yennawar, Singh & Silverberg, 2014, Yennawar, Singh & Silverberg, 2015. The syntheses of 6, 8 and 12 have since been repeated and updated procedures and yields are reported here.…”

“…We have recently communicated syntheses and crystal structures of a number of 6-and 7-membered 2,3-diphenyl-1,3-thiaza-4-ones (Yennawar & Silverberg, 2013, Yennawar, Bendinsky, Coyle, Cali & Silverberg, 2014, Yennawar, Singh & Silverberg, 2014, Yennawar, Singh & Silverberg, 2015. In this article, we summarize and update our preparation of the 6-and 7-membered 2,3-diphenyl-1,3-thiaza-4-one heterocycles, and report and compare the spectroscopic properties of these and the 5-membered analog.…”