Syntheses, Characterizations and Crystal Structures of Two New
Racemic Amidophosphoesters:
rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H
5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5)

J 2020

Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5)

AHMADABAD, F. Karimi, M. POURAYOUBI and Marek NEČAS

Basic information

Original name

Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5)

Authors

AHMADABAD, F. Karimi, M. POURAYOUBI and Marek NEČAS (203 Czech Republic, guarantor, belonging to the institution)

Edition

Crystallography Reports, New York, Pleiades Publishing Group, 2020, 1063-7745

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10406 Analytical chemistry

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 0.735

RIV identification code

RIV/00216224:14310/20:00117743

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1134/S1063774520070020

UT WoS

000592546300011

Keywords in English

Phosphoric Triamides; P-Atom; Pyrrhalta Luteola

Abstract

V originále

The new racemic compounds, rac-diphenyl bis(cyclo-hexylamido)(piperazine)-1,4-diyldiphosphinate, C28H42N4O4P2 (I), and rac-phenyl(p-methylphenyl)(p-tolylamido)-phosphonate, C20H20NO3P (II), were synthesized and characterized by elemental analysis, P-31, C-13, H-1 nuclear magnetic resonance, infrared spectroscopy and single-crystal X-ray diffraction analysis. The phosphorus atoms exhibit distorted tetrahedral environment [O]P=O[N][N] in I and [N]P=O[O][O] in II. In compound I, two (C6H5O)P(O)(NH-cyclo-C6H11) fragments are bridged via a NC4H8N linker that accepts chair conformation. In structure II, the environment of the P atom is a result of the linking of one amido and two different phenoxy groups bonded to the P atom. In crystal structure I, adjacent molecules are linked to each other through hydrogen bonds N-H center dot center dot center dot OP in a two-dimensional network along the ab plane, including R-4(4) (26) ring motifs, while in structure II, pairs of intermolecular hydrogen bonds N-H center dot center dot center dot OP lead to the formation of centrosymmetric dimers with the R-2(2)(8) graph-set motif.

Citovat

AHMADABAD, F. Karimi, M. POURAYOUBI and Marek NEČAS. Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5). Crystallography Reports. New York: Pleiades Publishing Group, 2020, vol. 65, No 7, p. 1145-1149. ISSN 1063-7745. Available from: https://dx.doi.org/10.1134/S1063774520070020.

@article{1727682,
   author = {Ahmadabad, F. Karimi and Pourayoubi, M. and Nečas, Marek},
   article_location = {New York},
   article_number = {7},
   doi = {http://dx.doi.org/10.1134/S1063774520070020},
   keywords = {Phosphoric Triamides; P-Atom; Pyrrhalta Luteola},
   language = {eng},
   issn = {1063-7745},
   journal = {Crystallography Reports},
   title = {Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5)},
   url = {https://doi.org/10.1134/S1063774520070020},
   volume = {65},
   year = {2020}
}

TY  - JOUR
ID  - 1727682
AU  - Ahmadabad, F. Karimi - Pourayoubi, M. - Nečas, Marek
PY  - 2020
TI  - Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5)
JF  - Crystallography Reports
VL  - 65
IS  - 7
SP  - 1145-1149
EP  - 1145-1149
PB  - Pleiades Publishing Group
SN  - 10637745
KW  - Phosphoric Triamides
KW  - P-Atom
KW  - Pyrrhalta Luteola
UR  - https://doi.org/10.1134/S1063774520070020
L2  - https://doi.org/10.1134/S1063774520070020
N2  - The new racemic compounds, rac-diphenyl bis(cyclo-hexylamido)(piperazine)-1,4-diyldiphosphinate, C28H42N4O4P2 (I), and rac-phenyl(p-methylphenyl)(p-tolylamido)-phosphonate, C20H20NO3P (II), were synthesized and characterized by elemental analysis, P-31, C-13, H-1 nuclear magnetic resonance, infrared spectroscopy and single-crystal X-ray diffraction analysis. The phosphorus atoms exhibit distorted tetrahedral environment [O]P=O[N][N] in I and [N]P=O[O][O] in II. In compound I, two (C6H5O)P(O)(NH-cyclo-C6H11) fragments are bridged via a NC4H8N linker that accepts chair conformation. In structure II, the environment of the P atom is a result of the linking of one amido and two different phenoxy groups bonded to the P atom. In crystal structure I, adjacent molecules are linked to each other through hydrogen bonds N-H center dot center dot center dot OP in a two-dimensional network along the ab plane, including R-4(4) (26) ring motifs, while in structure II, pairs of intermolecular hydrogen bonds N-H center dot center dot center dot OP lead to the formation of centrosymmetric dimers with the R-2(2)(8) graph-set motif.
ER  -

AHMADABAD, F. Karimi, M. POURAYOUBI and Marek NEČAS. Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5). \textit{Crystallography Reports}. New York: Pleiades Publishing Group, 2020, vol.~65, No~7, p.~1145-1149. ISSN~1063-7745. Available from: https://dx.doi.org/10.1134/S1063774520070020.

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