%0 Journal Article %T Crystal structure of the diglycidyl ether of eugenol %+ Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon] (ICMUB) %+ Franche-Comté Électronique Mécanique, Thermique et Optique - Sciences et Technologies (UMR 6174) (FEMTO-ST) %+ Département de Recherche en Ingéniérie des Véhicules pour l'Environnement (DRIVE) %A Vigier, Jordan %A François, Camille %A Pourchet, Sylvie %A Boni, Gilles %A Plasseraud, Laurent %A Placet, Vincent %A Fontaine, Stéphane %A Cattey, Hélène %Z Centre National de la Recherche Scientifique %Z University of Bourgogne Franche-Comte BQR PRES 2014-2016 %< avec comité de lecture %@ 2056-9890 %J Acta crystallographica Section E : Crystallographic communications [2015-...] %I International Union of Crystallography %V 73 %N 5 %P 694 - 697 %8 2017-05 %D 2017 %R 10.1107/S2056989017005370 %K eugenol derivative %K bio-based molecule %K oxirane %K crystal structure %K epoxy thermoset prepolymer %K hydrogen bonding %Z Chemical Sciences/Cristallography %Z Physics [physics]/Mechanics [physics]Journal articles %X The diepoxy monomer, C13H16O4 {DGE-Eu; systematic name: 2-[3-methoxy-4-(oxiran-2-ylmethoxy)benzyl]oxirane}, was synthesized from eugenol by a three-step reaction. It consists of a 1,2,4-trisubstituted benzene ring substituted by diglycidyl ether, a methoxy group and a methyloxirane group. The three-membered oxirane rings are inclined to the benzene ring by 61.0 (3) and 27.9 (3)degrees. The methylene C atom of one of the two terminal epoxide rings is positionally disordered [refined occupancy ratio = 0.69 (1):0.31 (1)]. In the crystal, molecules are linked by C-H center dot center dot center dot O hydrogen bonds, forming layers parallel to the ab plane. The layers are linked by C-H center dot center dot center dot pi interactions, forming a three-dimensional network. %G English %L hal-01543417 %U https://u-bourgogne.hal.science/hal-01543417 %~ INSERM %~ UNIV-BOURGOGNE %~ CNRS %~ UNIV-FCOMTE %~ UNIV-BM %~ ENSMM %~ FEMTO-ST %~ ICMUB %~ UNIV-BM-THESE %~ INC-CNRS %~ DRIVE %~ TEST-HALCNRS %~ TEST2-HALCNRS