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The title compound, C5H8Cl2O2, represents a meso isomer crystallizing in a chiral space group with two mol­ecules per asymmetric unit. The mol­ecules form helical associates with a pitch of 6.31 Å along the a axis via O—H...O hydrogen bonds. The overall three-dimesional supra­molecular architecture is stabilized by C—Cl...O halogen bonding, with a Cl...O separation of 3.139 (3) Å and a C—Cl...O angle of 162.5 (2)°.

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The title compound, C12H10N2O2, has a twisted conformation, with a dihedral angle between the planes of the pyridine and benzene rings of 78.4 (2)°. The nitro group is coplanar with the attached benzene ring within experimental error. The mol­ecules form centrosymmetric dimers via Car—H...O inter­actions (H...O = 2.49 Å) and the dimers are π-stacked along the b axis [the separation between ring centroids is 3.788 (2) Å].
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