Title of article :
A 2:1 co-crystal of 2-methylbenzoic acid and N,N′-bis(pyridin-4-ylmethyl)ethanediamide: crystal structure and Hirshfeld surface analysis
Author/Authors :
Syed, Sabrina Department of Chemistry - University of Malaya, Malaysia , Jotani, Mukesh M. Department of Physics - Bhavan's Sheth R. A. College of Science, India , Abdul Halim, Siti Nadiah Department of Chemistry - University of Malaya, Malaysia , Tiekink, Edward R. T. Centre for Crystalline Materials - Faculty of Science and Technology - Sunway University, Malaysia
Abstract :
The asymmetric unit of the title 2:1 co-crystal, 2C8H8O2C14H14N4O2, comprises
an acid molecule in a general position and half a diamide molecule, the latter
being located about a centre of inversion. In the acid, the carboxylic acid group
is twisted out of the plane of the benzene ring to which it is attached [dihedral
angle = 28.51 (8)] and the carbonyl O atom and methyl group lie approximately
to the same side of the molecule [hydroxy-O—C—C—C(H) torsion angle =
27.92 (17)]. In the diamide, the central C4N2O2 core is almost planar (r.m.s.
deviation = 0.031 A˚ ), and the pyridyl rings are perpendicular, lying to either side
of the central plane [central residue/pyridyl dihedral angle = 88.60 (5)]. In the
molecular packing, three-molecule aggregates are formed via hydroxy-O—
HN(pyridyl) hydrogen bonds. These are connected into a supramolecular
layer parallel to (122) via amide-N—HO(carbonyl) hydrogen bonds, as well
as methylene-C—HO(amide) interactions. Significant – interactions occur
between benzene/benzene, pyridyl/benzene and pyridyl/pyridyl rings within and
between layers to consolidate the three-dimensional packing.
Keywords :
crystal structure , co-crystal , Hirshfeld surface analysis , diamide , carboxylic acid , hydrogen bonding
Journal title :
Acta Crystallographica Section E: Crystallographic Communications