Solid state hydrogen bonding in imidazole derivatives : a persistent tape motif {

نویسندگان

  • Arthur Cammers
  • Sean Parkin
چکیده

The Cambridge Structural Database was mined for non N-substituted, neutral imidazole derivatives. Solid states with metal centres bound to the imidazole nitrogen atoms and ionic species were not included. The N–N, hydrogen-bound, tape motif was found to be a structural trend in the solid-state of neutral imidazole derivatives in the presence of possible competing hydrogen bonds and in highly steric environments. A chemically intuitive set of parameters was chosen to characterize the relationships between imidazole rings in the solid states. The choice of structural parameters and the values these parameters take as a function of substitution patterns of imidazole derivatives was discussed. The complexities that can arise in the crude extraction of hydrogen bond strength from solid state data was discussed.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Inversion symmetry and local vs. dispersive interactions in the nucleation of hydrogen bonded cyclic n-mer and tape of imidazolecarboxamidines

Substitutional changes to imidazolecarboxamidine that preserved intermolecular hydrogen bonding in the solid state were used to study the relationship between packing and the hydrogen bond motif. Various motifs competed, but the most common imidazolecarboxamidine crystalline phase was a C(i) symmetric dimer that established inversion centers by associating enantiomeric tautomers. Counter to int...

متن کامل

Conserved hydrogen bonding in tetrahydrocarbazolone derivatives: influence of solution-state assembly on crystal form nucleation.

Two tetrahydocarbazolone derivatives were found to show multiple unsolvated crystal forms. A persistent dimer motif was detected in solution by FTIR spectroscopy that is maintained in the kinetic crystal forms. Rationally introduced steric bulk induces the formation of a more stable catemeric form.

متن کامل

Effect of Intermolecular Hydrogen Bonding on the Nuclear Quadrupole Interaction in Imidazole and its Derivatives as Studied by ab initio Molecular Orbital Calculations

Ab initio Hartree-Fock molecular orbital calculations were applied to the crystalline imidazole and its derivatives in order to examine systematically the effect of possible N–H·· ·N type hydrogen bonding on the nuclear quadrupole interaction parameters in these materials. The nitrogen quadrupole coupling constant (QCC) and the asymmetry parameter ( ) of the electric field gradient (EFG) were f...

متن کامل

DFT Study of Hydrogen Bonding on Calix[8]arene as Nanostructure Compound

An azobenzene bridge was introduced into the lower (or smaller) rim of p-tert-butylcalix[8]arene to form 1,5-singly bridged calix[8]arene derivatives, respectively. Bridged calix[8]arene of conformationally rigid wereisolated. The stability of the two structures of bridged calix[8]arenes have been compared.The study of organicstructure to form nanoporous structures is a well known in chemistry ...

متن کامل

Introducing a pyrazole/imidazole based hybrid cyclophane: a hydrogen bond sensor and binucleating ligand precursor.

A novel cyclophane consisting of methylene-bridged imidazolium- and pyrazole-moieties (calix[4]imidazolium[2]pyrazole) and two of its applications are presented. First, supramolecular recognition of an acetonitrile molecule by hydrogen bonding in the solid state is examined. Second, the capability to act as a ligand precursor is shown by the synthesis and characterisation of the respective dinu...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2004