Publication details

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


ALVIRI Banafsheh Vahdani POURAYOUBI Mehrdad SANEEI Anahid KEIKHA Mojtaba VAN DER LEE Arie CROCHET Aurelien AJEES Abdul NEČAS Marek FROMM Katharina M. DAMODARAN Krishnan JENNY Titus A.

Year of publication 2018
Type Article in Periodical
Magazine / Source Tetrahedron
MU Faculty or unit

Faculty of Science

Keywords Puckering parameter; Six-member ring; Seven-member ring; Phosphoric triamide; Hydrogen bond pattern; Cambridge Structural Database
Description 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 theta puckering parameter of 4.4 degrees from the ideal chair value of 0 degrees/180 degrees, while the seven-membered rings are found in different conformations such as near-chair, twist chair and twist sofa. (C) 2017 Elsevier Ltd. All rights reserved.
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