Crystal structures of three homologues with increasing ring size: 2-meth-oxy-4-(thio-phen-2-yl)-5,6,7,8-tetra-hydro-quinoline-3-carbo-nitrile, 2-meth-oxy-4-(thio-phen-2-yl)-6,7,8,9-tetra-hydro-5H-cyclo-hepta-[b]pyridine-3-carbo-nitrile and 2-meth-oxy-4-(thio-phen-2-yl)-5,6,7,8,9,10-hexa-hydrocyclo-octa[b]pyridine-3-carbo-nitrile.

ABSTRACT: The title compounds, C₁₅H₁₄N₂OS (1a), C₁₆H₁₆N₂OS (1b), and C₁₇H₁₈N₂OS (1c), form a homologous series in which the size of the saturated ring increases from six- to eight-membered (with four, five and six methyl-ene groups respectively). For 1b and 1c, the central (CH₂) _n moieties are all displaced to the same side of their ring, and the CH₂-CH₂-CH₂ angles are much wider than the standard sp ³ value; a database search indicates that these are general features of such ring systems. For 1a, the thio-phene ring lies with the sulfur atom on the opposite side of the C_thio-p

SUBMITTER: Hebishy AMS 

PROVIDER: S-EPMC10088300 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature