Crystal structure of (RS)-(4-chloro-phen-yl)(pyridin-2-yl)methanol

Badiadka Narayana; Balladka K Sarojini; Hemmige S Yathirajan; Ravindranath Rathore; Christopher Glidewell

doi:10.1107/S2056989015023154

Crystal structure of (RS)-(4-chloro-phen-yl)(pyridin-2-yl)methanol

Acta Crystallogr E Crystallogr Commun. 2016 Jan 1;72(Pt 1):69-72. doi: 10.1107/S2056989015023154.

Authors

Badiadka Narayana¹, Balladka K Sarojini², Hemmige S Yathirajan³, Ravindranath Rathore⁴, Christopher Glidewell⁵

Affiliations

¹ Department of Studies in Chemistry, Mangalore University, Mangalagangothri 574 199, India.
² Department of Studies in Industrial Chemistry, Mangalore University, Mangalagangothri 574 199, India.
³ Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.
⁴ Department of Biotechnology, Dayananda Sagar College of Engineering, Bengaluru 560 078, India.
⁵ School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.

Abstract

In the title racemic compound, C12H10ClNO, the dihedral angle between the benzene and pyridine rings is 74.34 (6)°. In the crystal, the mol-ecules are linked by O-H⋯N hydrogen bonds, forming zigzag C(5) [001] chains in which alternating R- and S-configuration mol-ecules are related by c-glide symmetry. In addition, inversion-related pairs of mol-ecules are linked into dimers by pairs of weak C-Cl⋯π(pyrid-yl) inter-actions, which link the hydrogen-bonded chains into (100) sheets. Structural comparisons are drawn with a number of related compounds.

Keywords: crystal structure; halogen–pyridine interactions; hydrogen bonds; supramolecular structure.