18th Iranian Inorganic Chemistry Conference , 2017-03-07

Title : ( The first two single-enantiomer (RR and SS) phosphoric triamide structures )

Authors: mahsa eghbali toolarood , Mehrdad Pourayoubi , Michal Dušek , Václav Eigner , Krishnan Damodaran ,

Citation: BibTeX | EndNote

Abstract

Chiral compounds are of great importance, not only because of their numerous applications in different domains of chemistry-based sciences, but also due to attractive structural features and topologies.1-3 In this work we have investigated the single enantiomers of (2,6-F2-C6H3C(O)NH)P(O)(NHCH(CH3)(C6H5)(2 phosphoric triamides (D-1 and L-1). In both structures, the crystal packing is governed by relatively strong N—H…O═P and N—H…O═C hydrogen bonds which produce the non-centrosymmetric R22(10) graph-set motif, combined with R12(6) motif. The asymmetric unit of both compounds consist of two independent phosphoric triamide molecules (D-1A & D-1B and L-1A & L-1B). The most differences in symmetry independent molecules 1A and 1B in both structures are related to the P-N-C-C torsion angles belonging to the P-NH-CH-CH3 fragments, however, the 1A molecules (as well as 1B molecules) in both isomers have the same geometrical parameters within the esd values. The Hirshfeld surface analysis and two-dimensional fingerprint plot were used for analyzing different intermolecular interactions related to two symmetry-independent molecules in the crystals of D-1 and L-1. For both structures, the full fingerprint plot of each component shows nearly asymmetric shape as a consecution of different environment in the crystal packing. Furthermore, the Hirshfeld surfaces of levo- and dextro-isomers are very similar, however, they are nearly mirror images with respect to each other.

Keywords

, phosphoric triamide, crystal structure, optical rotation, dextrorotation, levorotation, Hirshfeld surface analysis, two-dimensional fingerprint plot
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@inproceedings{paperid:1063093,
author = {Eghbali Toolarood, Mahsa and Pourayoubi, Mehrdad and Michal Dušek and Václav Eigner and Krishnan Damodaran},
title = {The first two single-enantiomer (RR and SS) phosphoric triamide structures},
booktitle = {18th Iranian Inorganic Chemistry Conference},
year = {2017},
location = {مشهد, IRAN},
keywords = {phosphoric triamide; crystal structure; optical rotation; dextrorotation; levorotation; Hirshfeld surface analysis; two-dimensional fingerprint plot},
}

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%0 Conference Proceedings
%T The first two single-enantiomer (RR and SS) phosphoric triamide structures
%A Eghbali Toolarood, Mahsa
%A Pourayoubi, Mehrdad
%A Michal Dušek
%A Václav Eigner
%A Krishnan Damodaran
%J 18th Iranian Inorganic Chemistry Conference
%D 2017

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