Neutron diffraction study of the structure of p-benzenedicarbonitrile

Charge transfer, proton transfer and clathrate compounds of dihydrotetracyanodiphenoquinodimethane (H2TCNDQ) having highly acidic protonsElectronic supplementary information (ESI) available: elemental analysis results for H2TCNDQ complexes. See http://www.rsc.org/suppdata/jm/b1/b109503j/

“…Therefore, the three-dimensional weak hydrogen bond network is formed in the whole H 2 TCNDQ crystal. This type of short C-H … NMC contacts has been reported in benzene-p-dicarbonitrile, 13 3-cyano-or 4-cyano-cinnamic acid 14 and 1,3,5-tricyanobenzene, 15 with H … N distances in the range from 2.45 A ˚to 2.58 A ˚. The details of the C-H … NMC hydrogen bond will be discussed in section 3.2.…”

Strong Magnetic Interactions through Weak Bonding Interactions in Organometallic Radicals: Combined Experimental and Theoretical Study

“…Such a cyclic motif has already been observed in CN-containing molecules such as 1,4-dicyanobenzene [48] or 3-cyano-3',4'-ethylenedithiotetrathiafulvalene in its I 3 C À salt. [14] It has its origin in the activation of the hydrogen atom by the electron-withdrawing CN group located in the ortho position.…”

5,5′-Dicyano-2,2′-bithiophene and 3,3′-dicyanobiphenyl: off-axis rod-like ligands for silver(I)

“…In cases where no reaction took place, the ligand itself crystallised, meaning the combined total of the interligand hydrogen bonds are very close in energy to the combined total of nitrile-silver(I) bonds. Phenyl nitriles have the same type of interligand hydrogen bonds in the solid state, 45,51 but they do not appear to compete successfully with the nitrilesilver(I) interactions. The ''partial'' reactions of ligand 3 (see Table 1) may indicate some weakness in the phenylnitrile-silver(I) bond, but could also result from non-optimised stoichiometries (presumably there is excess ligand once the preferred silver(I) coordination compound is formed).…”