The pyran ring adopts a distorted sofa conformation in the title compounds, 6-methyl-3-phenylthiochroman-4-one (C16H14O2S), (I), and 6-methoxy-3-phenylthiochroman-4-one (C16H14O3S), (II). The S atom substituted at the third position is attached equatorially in (II) and axially in (I). High-resolution proton NMR studies could not provide a conclusive explanation for this feature.

Subramanyam Srinivasan

Kalpathy Chidambareswaran Santhosh

Kalapattukuppuswamy Kuppuswamy B. Balasubramanian

Chemical bonds

Conformations

Crystal atomic structure

Ketones

Nuclear magnetic resonance spectroscopy

Substitution reactions

SULFUR COMPOUNDS

Synthesis (chemical)

PHENYLTHIO GROUPS

SOFA CONFORMATION

Aromatic compounds

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Acta Crystallographica Section C: Crystal Structure Communications

Acta Crystallographica Section A Foundations of Crystallography

Phase annealing in SHELX-90: direct methods for larger structures

Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry

Refinements of the crystal structures of DL-serine and anhydrous L-serine

6-Methyl-3-phenylthiochroman-4-one and 6-methoxy-3-phenylthiochroman-4-one: Configurational preference of the phenylthio group at the third position due to remote substitution

Journal	Acta Crystallographica Section C: Crystal Structure Communications
Publisher	Blackwell Munksgaard
ISSN	01082701
Open Access	No