The 20th International Conference on Phosphorus Chemistry , 2014-06-28

Title : ( CO...pi Interaction: A Rare Noncovalent Binding in Phosphoramide Structures )

Authors: Mehrdad Pourayoubi , Mahnaz Rostamichaijan , Marek Necas ,

Citation: BibTeX | EndNote

Abstract

In the structure of C6F5C(O)NHP(O)[N(C2H5)(C6H11)]2, in addition to N—H···OP hydrogen bond, the oxygen atom of PO group is involved in the PO··· interaction (OP···Cg = 3.507 Å, Cg is the centroid of C6F5 ring). Moreover, a noncovalent CO··· interaction takes part in the crystal packing, OC···Cg = 3.159 Å. The CO··· interaction is the novel feature of this structure, as a CSD analysis [1] (version 5.34, May 2013 update) of 136 structures with a C(O)NHP(O)[N]2 skeleton shows that such interactions exist only in 2 structures [2].The dihedral angle between the aromatic ring and the plane defined by the atoms of [C][N]CO segment is 66.66°. The CO bond length in the present structure (1.215(18) Å) is within the expected values of analogous structures deposited in the CSD (1.18 to 1.33 Å). The PO (1.483(10) Å) and P—N (1.634(12) Å and 1.642(12) Å) bond lengths are standard for phosphoric triamides [3]. The bond angle sums around the nitrogen atoms (SUM = 2 × P—N—C + C—N—C) are 357.8° and 352.0° that show few deviations from the planar value of 360°. The more pyramidal N atom is oriented so that the corresponding lone electron pair is anti with respect to the PO group.

Keywords

, Phosphoramide, X-ray crystallography
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@inproceedings{paperid:1042631,
author = {Pourayoubi, Mehrdad and Rostamichaijan, Mahnaz and Marek Necas},
title = {CO...pi Interaction: A Rare Noncovalent Binding in Phosphoramide Structures},
booktitle = {The 20th International Conference on Phosphorus Chemistry},
year = {2014},
location = {Dublin},
keywords = {Phosphoramide; X-ray crystallography},
}

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%0 Conference Proceedings
%T CO...pi Interaction: A Rare Noncovalent Binding in Phosphoramide Structures
%A Pourayoubi, Mehrdad
%A Rostamichaijan, Mahnaz
%A Marek Necas
%J The 20th International Conference on Phosphorus Chemistry
%D 2014

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