title: Influence of deuteration and fluorination on the supramolecular architecture of pyridine N-oxide crystals.
abstract: To understand how deuterium and fluorine substituents influence the supramolecular architecture of pyridine N-oxide crystals, the crystal structure of 3-fluoropyridine N-oxide (PNO-3F) was determined and the crystal packing motives of non-deuterated pyridine-N-oxide (PNO), partial-deuterated pyridine-N-oxide (PNO-D) and PNO-3F were analyzed based on ab initio quantum-chemical calculations of the intermolecular interaction energy, using the MP2/6-311G(d,p) method. The appearance of the weak-directing substituents deuterium and fluorine leads to significant changes in the crystal organization of the isotropic packing of PNO molecules.
authors.affiliation: Division of Functional Materials Chemistry, SSI Institute for Single Crystals, National Academy of Science of Ukraine, 60 Lenina ave., Kharkiv, 61001, Ukraine. shishkin@xray.isc.kharkov.com
authors.forename: Oleg V
authors.initials: OV
authors.lastname: Shishkin
authors.forename: Svitlana V
authors.initials: SV
authors.lastname: Shishkina
authors.forename: Andrey V
authors.initials: AV
authors.lastname: Maleev
authors.forename: Roman I
authors.initials: RI
authors.lastname: Zubatyuk
authors.forename: Vera
authors.initials: V
authors.lastname: Vasylyeva
authors.forename: Klaus
authors.initials: K
authors.lastname: Merz
mesh_terms: D018360:Crystallography, X-Ray; D003903:Deuterium / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D046911:Macromolecular Substances / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D046911:Macromolecular Substances; D011725:Pyridines; D005461:Fluorine; C013229:pyridine N-oxide; D003903:Deuterium