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

Acta Crystallographica Section E: Crystallographic Communications

Isidrio, R.G.¹  Melo Ottoni, F.² 

[1] Departamento de Fsica, Instituto de Cincias Exatas, Universidade Federal de Minas Gerais, Avenida Antnio Carlos, 6627, Belo Horizonte, MG, CEP 31.270-901, Brazil;Departamento de Produtos Farmacuticos, Faculdade de Farmcia, Universidade Federal de Minas Gerais, Avenida Antnio Carlos, 6627, Belo Horizonte, MG, CEP 31.270-901, Brazil

关键词: CRYSTAL STRUCTURE;    NAPHTHALENE-1,4-DIONE;    NAPHTHOQUINONE;    POLYMORPHS;   

DOI  :  10.1107/S2056989018015438

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

The title compound, C13H8O3, crystallizes in two polymorphs, namely the monoclinic (space group P21/c) and triclinic (space group Pī) forms, obtained from N,N-di­methyl­formamide and isopropyl alcohol solutions, respectively. The mol­ecular structures and conformations in the two forms are essentially the same as each other. The naphtho­quinone 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 naphtho­quinone units with r.m.s deviations ranging from 0.04 to 0.09 Å. In the monoclinic crystal, mol­ecules 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⋯π inter­action into a layer parallel to the ab plane. Adjacent layers are linked by another C—H⋯π inter­action. In the triclinic crystal, mol­ecules are linked via C—H⋯O and π–π inter­actions, forming a layer parallel to the ab plane. Adjacent layers are linked by a C—H⋯π inter­action.

【 授权许可】

CC BY