Puckering behavior in six new phosphoric triamides containing aliphatic six- and seven-membered ring groups and a database survey of analogous ring-containing structures

Banafsheh Vahdani Alviri, Mehrdad Pourayoubi, Anahid Saneei, Mojtaba Keikha, Arie van der Lee, Aurélien Crochet, Abdul Ajees Abdul Salam,, Marek Nečas, Katharina M. Fromm, Krishnan Damodaran, Titus A. Jenny

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7 Citations (Scopus)


The influence of a N heteroatom on the ring conformations of six- and seven-membered aliphatic rings in six new C(O)NHP(O)-based phosphoric triamide structures (analysed by X-ray crystallography) is investigated. Additionally the influence of steric and crystal packing effects is also studied by the analysis of Hirshfeld surfaces. The results are compared to analogous structures with three- to seven- aliphatic membered rings deposited in the Cambridge Structural Database. In the newly determined structures, the six-membered rings only show the near-chair conformation with a maximum deviation of the θ puckering parameter of 4.4° from the ideal chair value of 0°/180° while the seven-membered rings are found in different conformations such as near-chair, twist chair and twist sofa.

Original languageEnglish
Pages (from-to)28-41
Number of pages14
Issue number1
Publication statusPublished - 04-01-2018


All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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