Two polymorphs of 2-(prop-2-yn-1-yl-oxy)naphthalene-1,4-dione: solvent-dependent crystallization.

ABSTRACT: The title compound, C13H8O3, crystallizes in two polymorphs, namely the monoclinic (space group P21/c) and triclinic (space group P?) forms, obtained from N,N-di-methyl-formamide and isopropyl alcohol solutions, respectively. The mol-ecular structures and conformations in the two forms are essentially the same as each other. The naphtho-quinone ring systems are essentially planar with r.m.s. deviations of 0.015 and 0.029?Å for the monoclinic and triclinic forms, respectively. The O-propargyl groups are coplanar with the naphtho-quinone units with r.m.s deviations ranging from 0.04 to 0.09?Å. In the monoclinic crystal, mol-ecules are linked via pairs of C-H?O hydrogen bonds, forming a tape structure running along [120]. The tapes are further linked by a C-H?? inter-action into a layer parallel to the ab plane. Adjacent layers are linked by another C-H?? inter-action. In the triclinic crystal, mol-ecules are linked via C-H?O and ?-? inter-actions, forming a layer parallel to the ab plane. Adjacent layers are linked by a C-H?? inter-action.

SUBMITTER: Melo Ottoni F 

PROVIDER: S-EPMC6281128 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature