title: Charge-density analysis of 1-nitroindoline: refinement quality using free R factors and restraints.
abstract: Nitramines and related N-nitro compounds have attracted significant attention owing to their use in rocket fuel and as explosives. The charge density of 1-nitroindoline was determined experimentally and from theoretical calculations. Electron-density refinements were performed using the multipolar atom formalism. In order to design the ideal restraint strategy for the charge-density parameters, R-free analyses were performed involving a series of comprehensive refinements. Different weights were applied to the charge-density restraints, namely the similarity between chemically equivalent atoms and local symmetry. Additionally, isotropic thermal motion and an anisotropic model calculated by rigid-body analysis were tested on H atoms. The restraint weights which resulted in the lowest values of the averaged R-free factors and the anisotropic H-atom model were considered to yield the best charge density and were used in the final refinement. The derived experimental charge density along with intra- and intermolecular interactions was analysed and compared with theoretical calculations, notably with respect to the symmetry of multipole parameters. A comparison of different refinements suggests that the appropriate weighting scheme applied to charge-density restraints can reduce the observed artefacts. The topological bond orders of the molecule were calculated.
authors.affiliation: Faculty of Chemistry, University of Opole, Poland.
authors.forename: Bartosz
authors.initials: B
authors.lastname: Zarychta
authors.forename: Jacek
authors.initials: J
authors.lastname: Zaleski
authors.forename: Janusz
authors.initials: J
authors.lastname: Kyzioł
authors.forename: Zdzisław
authors.initials: Z
authors.lastname: Daszkiewicz
authors.forename: Christian
authors.initials: C
authors.lastname: Jelsch