2-(2-Hydroxyphenyl)-1,3-dithiane

Abstract

Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.004 A Ê R factor = 0.063 wR factor = 0.137 Data-to-parameter ratio = 15.2 For details of how these key indicators were automatically derived from the article, see

O−H···O versus O−H···S Hydrogen Bonding I: Experimental and Computational Studies on thep-Cresol·H2O andp-Cresol·H2S Complexes

“…), and the existence of the X-H • • • S (X ) N, O) HB is well established from the crystallographic data on proteins and organic molecules. [4][5][6][7][8][9][10][11][12][13][14][15] Despite this, the experimental investigations have been very scant on the X-H • • • S hydrogen-bonded systems. A large number of computational studies have been devoted, however, to investigate either the H-S • • • π or S-H • • • π interaction in the case of H 2 S and aromatic hydrocarbon complexes.…”

“…Sulfur also happens to be a biologically abundant element (amino acids, disulfide bridges, etc. ), and the existence of the X−H···S (X = N, O) HB is well established from the crystallographic data on proteins and organic molecules. − Despite this, the experimental investigations have been very scant on the X−H···S hydrogen-bonded systems. A large number of computational studies have been devoted, however, to investigate either the H−S···π or S−H···π interaction in the case of H 2 S and aromatic hydrocarbon complexes. − The authors’ first report on the experimental observation of O−H···S HB in simple model compounds of two naturally occurring amino acids, tyrosine and methionine ( p -CResol was taken for tyrosine and dimethyl sulfide (DMS) for methionine), indicated that the O−H stretch red shift in these systems was almost the same as that for the O−H···O HB in the case of the p -cresol-(H 2 O) 1 complex.…”

Non-bonded O⋯S contacts and O–H⋯S hydrogen bonds in isomeric hydroxyphenyl-1,3-dithianes

“…We have reported previously the crystal structure of 1 (WADROJ). 15 In 1, the dithiane ring adopts a chair conformation and the arrangement about the central C-C bond joining the dithiane and phenyl rings is such that one C-S bond lies approximately perpendicular to the plane of the phenyl ring (viewed in projection; see Fig. 2).…”