Synthesis and Crystal Structure of Benzyl 4-(2-fluoro-4-(trifluoromethyl)phenyl)- 2,6,6-trimethyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate and Its DFT Analysis Combined with Bond Order Modeling in Terms of The Bond Critical Point Quantities

Inflammation is the underlying cause of many diseases such as cardiovascular diseases, cancer and autoimmune diseases. Recently 1,4-dihydropyridine (1,4-DHP) compounds were found effective to reduce inflammation which contributes to development of inflammation associated diseases. Based on these data we synthesized to investigate this type of action of annulated 1,4-DHP molecule, benzyl 4-(2-fluoro-4-(trifluoromethyl)phenyl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate and proved the structure of this molecule by IR, 1H-NMR, 13C-NMR, HMRS and X-ray crystallography.X-ray analyses were conducted to find out the exact 3D structure of the mentioned molecule. The molecular structure crystallizes in triclinic space group, P-1, with a = 7.0889(11) Å, b = 12.4861(18) Å, c = 14.338(2) Å, α = 66.899(4)°, β = 89.025(4)°, γ = 85.101(4)° and V = 1162.9(3) Å3. In the title molecule, C27H25F4NO3, the cyclohexene ring is in a sofa conformation and the 1,4-dihydropyridine ring is in a slight boat conformation. In the 2-fluoro phenyl and benzyl rings form a dihedral angle of 13.6(1)°. In the crystal structure stabilized by the intra- and intermolecular N—H···O, C—H···O and C—H···F interactions. The molecules are linked together to form a dimer by N(1)—H(1N) ···O(1)i and C(2)—H(2A) ···O(1)i hydrogen bonds [symmetry code: (i) x+1,y,z ], producing two R12(6) rings.Natural charge, QTAIM, bond order, molecular planarity and molecular surface analyses have been performed on the optimized geometry by DFT. Considering the quantities obtained at the bond critical poins, the chemical bonds are discussed for classification. The correlation between bond critical point quantities and the bond orders based on different definitions have been explored considering different bond order models from the literature. The Laplacian Bond Order (LBO) gives best correlation for four of five bond order models. All the bond order models with an exception of the model with parameter G have approximately same correlation degree for C-C bonds. For C-H bonds, only bond model with parameters of electron density and the principle curvatures for LBO gives relatively good correlation with R2 value of 0.943. The two phenyl rings of the structure have aromaticity comparable to benzene as deduced from QTAIM quantities and molecular planarity metrics. As a result of molecular surface analysis, the mass density, molecular polarity index, v (the measure of charge balance), σ2tot .v (measure of intermolecular interactions) were calculated and compared with literature values.

Poly[[[μ-trans-1,2-bis(pyridin-4-yl)ethene-κ2 N:N′]-μ-iodido-copper(I)]–trans-1,2-bis(pyridin-4-yl)ethene (1/0.25)]

The title compound, {[CuI(bpe)]·0.25(bpe)} n , was synthesized similarly to (CuI)2(bpe) [Neal et al. (2019). IUCrData, 4, x190122] with red crystals grown from acetonitrile solutions of CuI and the bpe ligand [bpe = 1,2-bis(pyridin-4-yl)ethene, C12H10N2]. The structure of the title compound is a type 1 complex in the Graham nomenclature [Graham et al. (2000). Inorg. Chem. 39, 5121–5132], having rhombic dimers of Cu2I2 that are bridged by two bpe ligands, to form oligomeric ribbons arranged as stairsteps. The step height is 2.8072 (11) Å, which is the Cu—Ii distance of the dimer [symmetry code (i): 1 − x, 2 − y, 1 − z]. The resulting polymer displays a two-dimensional honeycomb framework along the (01\overline1) plane, and disordered free bpe molecules fill the voids in the crystal.

Crystal structure ofcatena-poly[silver(I)-μ-L-tyrosinato-κ2O:N]

The title compound, [Ag(C9H10NO3)]n, is a polymeric silver(I) complex of L-tyrosine. The AgIatom is connected to N and O atoms of two different L-tyrosine ligands in an almost linear arrangement, with an Ni—Ag—O1 bond angle of 173.4 (2)° [symmetry code: (i)x + 1,y,z]. The Ag—Niand Ag—O bond lengths are 2.156 (5) and 2.162 (4) Å, respectively. The polymeric chains extend along the crystallographicaaxis. Strong hydrogen bonds of the N—H...O and O—H...O types and additional C—H...O interactions connect these chains into a double-layer polymeric network in theabplane.

Crystal structure of 2,5-bis(4-methylpyridin-2-yl)pyrazine chloroform disolvate

The heterocyclic molecule in the title solvate, C16H14N4·2CHCl3, possesses inversion symmetry, with the inversion centre situated at the centre of the pyrazine ring. The outer pyridine rings are inclined to the central pyrazine ring by 4.89 (9)°. The compound crystallized as a chloroform disolvate with the solvent molecules linked to the title molecule by C—H...N hydrogen bonds. In the crystal, molecules are further linked by π–π interactions involving the pyrazine and pyridine rings of neighbouring molecules [inter-centroid distance = 3.5629 (12) Å; symmetry code:x,y + 1,z + 1].