1-[(6-Chloro­pyridin-3-yl)meth­yl]­imidazolidin-2-one

In the title mol­ecule, C9H10ClN3O, the dihedral angle between the pyridine ring and imidazoline ring mean plane [maximum deviation = 0.031–(3) Å] is 76.2 (1)°. In the crystal, N—H⋯O hydrogen bonds link pairs of mol­ecules to form inversion dimers. In addition, weak C—H⋯N hydrogen bonds and π–π stacking inter­actions between pyridine rings [centroid–centroid distance = 3.977 (2) Å] are observed

Ethyl 2-{3-[(6-chloro­pyridin-3-yl)meth­yl]-2-(nitro­imino)­imidazolidin-1-yl}acetate

In the title compound, C13H16ClN5O4, the imidazole ring is in a slight envelope conformation. The dihedral angle between the pyridine ring and the four essentially planar atoms [maximum deviation 0.015 (2) Å] of the imidazole ring is 80.8 (1)°. In, the crystal, weak C—H⋯O and C—H⋯N hydrogen bonds are present. In addition, there are weak π–π stacking inter­actions between symmetry-related pyridine rings with a centroid–centroid distance of 3.807 (1) Å

Ethyl 3-[(6-chloro­pyridin-3-yl)meth­yl]-2-oxoimidazolidine-1-carboxyl­ate

In the title compound, C12H14ClN3O3, the imidazole ring adopts a half-chair conformation. The dihedral angle between the pyridine and imidazole rings is 70.0 (1)°. In the crystal, the molecules are linked by C—H⋯O inter­actions, forming chains parallel to the c axis

1-[(6-Chloro­pyridin-3-yl)meth­yl]imidazolidin-2-iminium chloride

The title compound, C9H12ClN4 +·Cl−, is a natural metabolic product of imidacloprid [systematic name: (E)-1-(6-chloro-3-pyridyl­meth­yl)-N-nitro­imidazolidin-2-yl­idene­amine] and was obtained by the reduction of the latter using Fe in HCl. The dihedral angle between the pyridine and imidazole rings is 62.09 (12)°. The crystal structure is stabilized by N—H⋯Cl and C—H⋯Cl inter­actions involving the chloride anion. The pyridine N and the chloride atoms are not involved in inter­molecular inter­actions

2-[(E)-Methoxyimino]-2-{2-[(2-methylphenoxy)methyl]phenyl}ethanoic acid

In the title compound, C17H17NO4, the dihedral angle between the two aromatic rings is 59.64 (5)°. The (methoxyimino)ethanoic acid fragment is nearly perpendicular to the attached benzene ring [dihedral angle = 81.07 (4)°]. In the crystal, pairs of O—H...O hydrogen bonds between carboxy groups link molecules into inversion dimers. In addition, π–π stacking interactions between inversion-related benzene rings are observed [centroid–centroid distance = 3.702 (1) Å]

2-(Methoxyimino)-2-{2-[(2-methylphenoxy)methyl]phenyl}acetohydrazide

In the title molecule, C17H19N3O3, the dihedral angle between the two benzene rings is 57.17 (5)°. In the crystal, N—H...O and N—H...N hydrogen bonds connect molecules to form chains along [001]. In addition, a weak C—H...π interaction is observed

5-((Methoxyimino){2-[(2-methylphenoxy)methyl]phenyl}methyl)-N-phenyl-1,3,4-oxadiazol-2-amine

In the title molecule, C24H22N4O3, the plane of the oxadiazole ring forms a dihedral angle of 32.41 (12)° with that of the phenyl ring and dihedral angles of 74.51 (10) and 56.38 (10)° with the planes of the benzene rings. In the crystal, pairs of N—H...N hydrogen bonds link molecules into inversion dimers featuring R22(8) graph-set motifs

2-Methoxyimino-2-{2-[(2-methylphenoxy)methyl]phenyl}ethanol

In the title compound, C17H19NO3, the dihedral angle between the benzene rings is 68.0 (1)°. The C—O—C—C torsion angle of the atoms joining these rings is 179.7 (2)°. The atoms of the methanol group were refined as disordered over two sets of sites with fixed occupancies of 0.86 and 0.14. The H atoms of the hydroxy group in the major component are disordered over a further two sets of sites with equal occupancies. This is a necessary arrangement to allow for hydrogen bonding without unrealistic H...H contacts. In the crystal, O—H...N and O—H...O hydrogen bonds connect molecules into chains along [001]

Poly[μ2-aqua-μ4-(2-{3-[(6-chloropyridin-3-yl)methyl]-2-oxoimidazolidin-1-yl}acetato)-sodium]

In the title compound, [Na(C11H11ClN3O3)(H2O)]n, there are two independent NaI ions, one of which lies on an inversion center and is coordinated in a slightly distorted octahedral environment. The other NaI ion lies on a twofold rotation axis and is cooordinated in a slightly distorted trigonal–bipyramidal coordination environment. In the organic ligand, the imidazolidine ring adopts a half-chair conformation. The NaI ions bridge organic ligands and water molecules, forming a two-dimensional structure parallel to (100). There are intermolecular O—H...O and weak C—H...O hydrogen bonds within the two-dimensional structure