The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π-π stacking interactions and I···N halogen bonds

Ninganayaka Mahesha, Hemmige S. Yathirajan, Tetsundo Furuya, Takashiro Akitsu, Christopher Glidewell

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

In 1-(2-iodo­benzo­yl)-4-(pyrimidin-2-yl)piperazine, C15H 15IN 4O, the central piperazine ring adopts an almost perfect chair conformation with the pyrimidine substituent in an equatorial site. The planar amide unit makes a dihedral angle of 80.44 (7)° with the phenyl ring. A combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds links the mol­ecules into a complex three-dimensional network structure, augmented by a π– π stacking inter­action and an I⋯N halogen bond, all involving different pairs of inversion-related mol­ecules. Comparisons are made with the structures of a number of related compounds.
Original languageEnglish
Pages (from-to)129-133
Number of pages5
JournalActa Crystallographica Section E
Volume75
Issue number2
Early online date4 Jan 2019
DOIs
Publication statusPublished - 1 Feb 2019

Keywords

  • Pyrimidine
  • Piperazine
  • Crystal structure
  • Molecular conformation
  • Hydrogen bonding
  • Supramolecular assembly

Fingerprint

Dive into the research topics of 'The crystal structure of 1-(2-iodobenzoyl)-4-(pyrimidin-2-yl)piperazine: a three-dimensional hydrogen-bonded framework, augmented by π-π stacking interactions and I···N halogen bonds'. Together they form a unique fingerprint.

Cite this