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.

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.

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 Na^I ions, one of which lies on an inversion center and is coordinated in a slightly distorted octa­hedral environment. The other Na^I 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 Na^I 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.

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.

(2E)-3-(Dimethyl­amino)-1-(4-fluoro­phen­yl)prop-2-en-1-one

In the title compound, C₁₁H₁₂FNO, the dihedral angle between the prop-2-en-1-one group and the benzene ring is 19.33 (6)°. The configuration of the keto group with respect to the olefinic double bond is s-cis. In the crystal, the mol­ecules form dimers through aromatic π–π stacking inter­actions [centroid–centroid distance = 3.667 (1) Å] and are linked via C—H...O inter­actions into chains along the b axis.

Methyl (2E)-2-cyano-3-(dimethyl­amino)­prop-2-enoate

In the title compound, C₇H₁₀N₂O₂, the dimethyl­amino group is twisted slightly relative to the acrylate fragment, forming a dihedral angle of 11.6 (1)°. In the crystal, molecules are linked via pairs of bifurcated C—H/H...O hydrogen bonds, forming inversion dimers, which are further connected by C—H...N hydrogen bonds into chains along the a-axis direction.

3-Meth­oxy-2-[2-({[6-(trifluoro­meth­yl)pyridin-2-yl]­oxy}meth­yl)phen­yl]prop-2-enoic acid

The title mol­ecule, C₁₇H₁₄F₃NO₄, consists of two nearly planar fragments, viz. the 2-benzyl­oxypyridine (r.m.s. deviation 0.016 Å) and (E)-3-meth­oxy­prop2-enoic (r.m.s. deviation 0.004 Å) units, which form a dihedral angle of 84.19 (7)°. In the crystal, pairs of O—H...O hydrogen bonds link mol­ecules into dimers that are further connected by C—H...O and C—H...F inter­actions into (001) layers. In addition, π–π stacking inter­actions are observed within a layer between the pyridine and benzene rings [centroid–centroid distance = 3.768 (2) Å]. The F atoms of the trifluoro­methyl group are disordered over two sets of sites in a 0.53 (4):0.47 (4) ratio.