Synthesis, structural and conformational analysis of a 3 × 3 isomer grid based on nine methyl-N-(pyridyl)benzamides

Influence of Deuteration and Fluorination on the Supramolecular Architecture of Pyridine N‐Oxide Crystals

“…For example, the investigations of selected isomeric substituted benzamides [1] benzonitriles, [2,3] phenols, [3] nitrobenzenes [4] and pyridine-carboxamides [5] clearly demonstrated that different substitution patterns lead to the formation of different types of intermolecular interactions and supramolecular synthons in crystals causing different packing of molecules. For example, the investigations of selected isomeric substituted benzamides [1] benzonitriles, [2,3] phenols, [3] nitrobenzenes [4] and pyridine-carboxamides [5] clearly demonstrated that different substitution patterns lead to the formation of different types of intermolecular interactions and supramolecular synthons in crystals causing different packing of molecules.…”

“…In general, it is well recognized that substituents strongly influence the crystal structures of organic solids. For example, the investigations of selected isomeric substituted benzamides [1] benzonitriles, [2,3] phenols, [3] nitrobenzenes [4] and pyridine-carboxamides [5] clearly demonstrated that different substitution patterns lead to the formation of different types of intermolecular interactions and supramolecular synthons in crystals causing different packing of molecules. On the other hand, it is possible to find many examples where the substitution pattern does not lead to different crystal structures as it was found for selected substituted ureas [6] or trihalogen-substituted derivatives of benzene.…”

Short C–H⋯F interactions involving the 2,5-difluorobenzene group: understanding the role of fluorine in aggregation and complex C–F/C–H disorder in a 2 × 6 isomer grid

“…[13][14][15][16][17] Ab initio DFT geometry optimisation (B3LYP 32a ; 6-311++G, 32b ) of the twelve compound isomer grid was performed using Gaussian03/09 32c in Please do not adjust margins Please do not adjust margins gas phase (Table 5). These results provide PES diagrams showing the conformational preferences either as (syn-/anti) and rotational barriers in kJ.mol -1 (Figures 7, 8).…”

“…As F 2 -34 (RUYCAR) 23 is isomorphous with 34-F 2 (RUXZER) 23 ( Figure 5), examination of both structures shows the unit cell dimensions are similar and having a < 2% difference (the benzamide non-H atomic sites overlay and differ by 0.09 Å). The unit cell data are: 10 Of note is that the F 2 -34, 34-F 2 pair also differ from the isomorphous Mmm 13 and NmmM 15 pair that involves amide bridge-flipping. 11 Replacement of two H atoms by two F and vice-versa, resulting in similar crystal structures is unusual but not unexpected and is readily accommodated: the isostericity of H and F is well-known.…”

Coordination studies of copper(II), nickel(II), cobalt(II) and zinc(II) salts with pyridyl–tetrazole ligands containing alkyl or alkyl halide pendant arms

“…Data reduction procedures and absorption corrections are standard [14]; comprehensive details have been published elsewhere [15]. All structures were solved using the SHELXS97 [16] direct methods program and refined by full matrix least squares calculations on F 2 with all non-hydrogen atoms having anisotropic displacement parameters.…”