A Z′ = 6 crystal structure of (E)-N,N′-dicyclohexylacetamidine

Michael Krasnopolski, Rüdiger W. Seidel, Richard Goddard, Jürgen Breidung, Manuela V. Winter, Anjana Devi, Roland A. Fischer

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The crystal and molecular structure of (E)-N,N′- dicyclohexylacetamidine (1) is described. Crystalline material of 1 was obtained by sublimation. Single-crystal X-ray analysis revealed a centrosymmetric triclinic structure (space group P1̄) with six molecules in the asymmetric unit (Z′ = 6). The six crystallographically distinct molecules all exhibit an E-syn structure, but differ in the orientation of the cyclohexyl groups about the central acetamidine moiety. In the crystal, the molecules form polymeric helices via NH⋯N hydrogen bonds. The crystal structure comprises two crystallographically distinct helices of opposite handedness (P and M form). The characterisation of 1 in the solid-state is augmented by powder X-ray diffraction, infrared spectroscopy and thermal analysis. Density functional theory (DFT) structure optimisation and frequency calculation were performed at the B3LYP/cc-pVTZ level. The DFT results for the isolated molecule are compared with the experimental results for the solid-state.

Original languageEnglish
Pages (from-to)239-245
Number of pages7
JournalJournal of Molecular Structure
Volume1031
DOIs
StatePublished - 16 Jan 2013
Externally publishedYes

Keywords

  • Acetamidine
  • Crystal structure
  • DFT calculations
  • Hydrogen bonding
  • IR spectroscopy
  • Thermal analysis

Fingerprint

Dive into the research topics of 'A Z′ = 6 crystal structure of (E)-N,N′-dicyclohexylacetamidine'. Together they form a unique fingerprint.

Cite this