Two single-enantiomer amidophosphoesters: a database study on the chirality of (O)(2)P(O)(N)-based structures
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F19%3A00109265" target="_blank" >RIV/00216224:14310/19:00109265 - isvavai.cz</a>
Result on the web
<a href="http://scripts.iucr.org/cgi-bin/paper?S205322961801673X" target="_blank" >http://scripts.iucr.org/cgi-bin/paper?S205322961801673X</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1107/S205322961801673X" target="_blank" >10.1107/S205322961801673X</a>
Alternative languages
Result language
angličtina
Original language name
Two single-enantiomer amidophosphoesters: a database study on the chirality of (O)(2)P(O)(N)-based structures
Original language description
The crystal structures of two single-enantiomer amidophosphoesters with an (O)(2)P(O)(N) skeleton, i. e. diphenyl [(R)-(+)-alpha-methylbenzylamido] phosphate, (I), and diphenyl [(S)-(-)-alpha-methylbenzylamido] phosphate, (II), both C20H20-NO3P, are reported. In both structures, chiral one-dimensional hydrogenbonded architectures, along [010], are mediated by N-H center dot center dot center dot OP interactions. The statistically identical assemblies include the noncentrosymmetric graph-set motif C(4) and the compounds crystallize in the chiral space group P21. As a result of synergistic co-operation from C-H center dot center dot center dot O interactions, a two-dimensional superstructure is built including a noncentrosymmetric R-4(4)(22) hydrogenbonded motif. A Cambridge Structural Database survey was performed on (O)(2)P(O)(N)-based structures in order to review the frequency of space groups observed in this family of compounds; the hydrogen-bond motifs in structures with chiral space groups and the types of groups inducing chirality are discussed. The (2,3)J(X-P) (X = H or C) coupling constants from the NMR spectra of (I) and (II) have been studied. In each compound, the two diastereotopic C6H5O groups are different, which is reflected in the different chemical shifts and some coupling constants.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10400 - Chemical sciences
Result continuities
Project
—
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
ISSN
2053-2296
e-ISSN
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Volume of the periodical
75
Issue of the periodical within the volume
JAN 2019
Country of publishing house
GB - UNITED KINGDOM
Number of pages
8
Pages from-to
77-84
UT code for WoS article
000454742800012
EID of the result in the Scopus database
2-s2.0-85059295399