Diastereotopic groups in two new single-enanti-omer structures ( R 2 )P(O)[NH-(+)CH(C 2 H 5 )(C 6 H 5 )] ( R = OC 6 H 5 and C 6 H 5 )

The crystal structures of two single-enanti-omer compounds, diphenyl [( )-(+)-α-ethyl-benzyl-amido]-phosphate, C H NO P or (C H O) P(O)[NH-( )-(+)CH(C H )(C H )] ( ), and -[( )-(+)-α-ethyl-benz-yl]- , -di-phenyl-phosphinic amide, C H NOP or (C H ) P(O)[NH- -(+)CH(C H )(C H )] ( ), were studied. The...

Full description

Saved in:
Bibliographic Details
Published in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2023-09, Vol.79 (Pt 9), p.769-776
Main Authors: Eslami, Farnaz, Pourayoubi, Mehrdad, Sabbaghi, Fahimeh, Skořepová, Eliška, Dušek, Michal, Baniyaghoob, Sahar
Format: Article
Language:English
Subjects:
Research Communications
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The crystal structures of two single-enanti-omer compounds, diphenyl [( )-(+)-α-ethyl-benzyl-amido]-phosphate, C H NO P or (C H O) P(O)[NH-( )-(+)CH(C H )(C H )] ( ), and -[( )-(+)-α-ethyl-benz-yl]- , -di-phenyl-phosphinic amide, C H NOP or (C H ) P(O)[NH- -(+)CH(C H )(C H )] ( ), were studied. The different environments at the phospho-rus atoms, (O) P(O)(N) and (C) P(O)(N), allow the P=O/P-N bond strengths to be compared, as well as the N-H⋯O=P hydrogen-bond strengths, and P=O/N-H vibrations. The following characteristics related to diastereotopic C H O/C H groups in / were considered: geometry parameters, contributions to the crystal packing, solution C/ H NMR chemical shifts, conformations, and NMR coupling constants. The phospho-rus-carbon coupling constants ( = 2 and 3) in and ( = 1, 2, 3 and 4) in were evaluated. For a comparative study, chiral analogous structures were retrieved from the Cambridge Structural Database (CSD) and their geometries and conformations are discussed.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989023006278