Crystal structure of 2-chloro-3-(di­meth­oxy­meth­yl)-6-meth­oxy­quinoline

Acta Crystallographica Section E: Crystallographic Communications

Millikan, S.P.¹  Jasinski, J.P.¹  Yathirajan, H.S.²  Chandrika, N.³  Glidewell, C.⁴  Suresha Kumara, T.H.⁵ 

[1] Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA;Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India;PG Department of Chemistry, Jain University, 52 Bellary Road, Hebbal, Bangalore 560 024, India;School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, Scotland;University B.D.T. College of Engineering (a Constituent College of VTU, Belgaum), Davanagere 577 004, India

关键词: CRYSTAL STRUCTURE;    QUINOLONE;    PSEUDOSYMMETRY;    TWINNING;    [PI]-[PI] STACKING INTERACTIONS;   

DOI  :  10.1107/S205698901500804X

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

The title compound, C13H14ClNO3, crystallizes with Z′ = 2 in the space group Pca21, but a search for possible additional crystallographic symmetry found none. However, the crystal structure exhibits pseudosymmetry as the two independent mol­ecules are related by an approximate but non-crystallographic inversion located close to (0.38, 0.26, 1/2) in the selected asymmetric unit, and the structure exhibits partial inversion twinning. The approximate inversion relationship between the two mol­ecules in the selected asymmetric unit is clearly shown by comparison of the relevant torsion angle in the two mol­ecules; the corresponding torsion angles have similar, although not identical magnitudes but with opposite signs. The mean planes of the quinoline rings in the two independent mol­ecules are almost parallel, with a dihedral angle of only 0.16 (3)° between them, and the mutual orientation of these rings permits significant π–π stacking inter­actions between them [centroid–centroid distances = 3.7579 (15) and 3.7923 (15) Å]. In addition, the bimolecular aggregates which are related by translation along [010] are linked by a further π–π stacking inter­action [centroid–centroid distance = 3.7898 (15) Å], so forming a π-stacked chain running parallel to [010]. However, there are no C—H⋯N hydrogen bonds in the structure nor, despite the number of independent aromatic rings, are there any C—H⋯π hydrogen bonds; hence there are no direction-specific inter­actions between adjacent π-stacked chains.

【 授权许可】

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