Weak intermolecular interactions in isomorphous 5-(2-chloroethoxy)-2,3-dihydro-1,4-benzodioxine and 5-(2-bromoethoxy)-2,3-dihydro-1,4-benzodioxine: bonding or nonbonding interactions.
The title compounds, C10H11ClO3, (I), and C10H11BrO3, (II), are isomorphous and effectively isostructural; all of the interatomic distances and angles are normal. The structures exhibit long intermolecular C-H...O and C-H...pi contacts with attractive energies ranging from 1.17 to 2.30 kJ mol(-1). Weak C-H...O hydrogen bonds form C(3) and C(4) motifs, combining to form a two-dimensional R(3)(4)(12) net. No face-to-face stacking interactions are observed.
Kruszynski
Rafal
R
Institute of General and Ecological Chemistry, Technical University of Łódź, Zeromskiego 116, 90-924 Łódź, Poland. rafal.kruszynski@p.lodz.pl
D018360:Crystallography, X-Ray; D004147:Dioxins / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular
C543259:5-(2-bromoethoxy)-2,3-dihydro-1,4-benzodioxine; C543260:5-(2-chloroethoxy)-2,3-dihydro-1,4-benzodioxine; D004147:Dioxins