Chetan S. Shripanavar

1-[(6-Chloro-pyridin-3-yl)meth-yl]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-(Meth-oxy-imino)-2-{2-[(2-methyl-phenoxy)meth-yl]phen-yl}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.

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].

Quantitative Crystal Structure Analysis of (E)-1-[(2-Chloro-1,3-thiazol-5-yl)methyl]-3-methyl-2-nitroguanidine

The crystal structure of a biologically active (E)-1-[(2-chloro-1,3-thiazol-5-yl)methyl)]-3-methyl-2-nitroguanidine with molecular formula C6H8N5O2ClS has been investigated based on the molecular conformation and the supramolecular packing in terms of intermolecular interactions involving N–H⋯O, N–H⋯N, and C–H⋯O–N (nitro group), C–H⋯N (thiazol) hydrogen bonds, offset π–π stacking, C–H⋯π and N(–NO2)⋯C=N intermolecular interactions. Furthermore, a short C–Cl⋯O–N contact is also present which contributes towards the crystal packing. The lattice energy of the title compound has been calculated using the PIXEL approach (the Coulomb-London-Pauli (CLP) model) and compared with periodic calculations performed using CRYSTAL09. In addition, Hirshfeld surface analysis and fingerprint plots provide a platform for the evaluation of the contribution of different intermolecular interactions towards the packing behaviour.

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 R 2 2(8) graph-set motifs.

3-[(2-Chloro-1,3-thia-zol-5-yl)meth-yl]-5-methyl-1,3,5-oxadiazinan-4-one.

In the title compound, C8H10ClN3O2S, the oxadiazinane ring is in a sofa conformation with the ring O atom deviating from the best plane of the remaining five atoms by 0.636 (2) Å. A short intramolecular C-S⋯O=C contact [S⋯O 3.122 (2) Å, C—S⋯O 80.0 (2)°] is observed between the two molecular fragments bridged by the methylene group. In the crystal, C—H⋯O hydrogen bonds link molecules, forming chains along the b axis.

Ethyl 3-[(6-chloro-pyridin-3-yl)meth-yl]-2-oxoimidazolidine-1-carboxyl-ate.

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.

Quantitative Investigation of C-F...andPi;Interaction in 4-(2-(((6-(trifluoromethyl)pyridin-2-yl)oxy)methyl)phenyl)-1,2-dihydro-3H-pyrazol-3-one

In this study, we have investigated the nature and characteristics of C-F···π interactions present in the crystal structure of 4-(2-(((6-(trifluoromethyl)pyridin-2- yl)oxy)methyl)phenyl)-1,2-dihydro-3H-pyrazol-3-one (1). This is a case of an lp···π interaction where the lp of the fluorine interacts with the pyridinyl π-ring. The molecular pairs consisting of C-F···π interactions were stabilized with dispersion being the dominant force. The existence of these F···π interactions were further confirmed by the presence of (3,-1) bond critical points between fluorine and the carbon atoms of the π-rings.

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.

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.