Competition among weak C–H⋯O/S/H interactions in the crystal
structure of {(C2H5O)2P(S)}2N2C4H8 bis(thiophosphoramide):
experimental/computational studies

J 2025

Competition among weak C–H⋯O/S/H interactions in the crystal structure of {(C2H5O)2P(S)}2N2C4H8 bis(thiophosphoramide): experimental/computational studies

KHORRAMAKI, Maliheh; Mehrdad POURAYOUBI; Vahidreza DARUGAR; Mohammad VAKILI; Marek NECAS et al.

Základní údaje

Originální název

Competition among weak C–H⋯O/S/H interactions in the crystal structure of {(C2H5O)2P(S)}2N2C4H8 bis(thiophosphoramide): experimental/computational studies

Autoři

KHORRAMAKI, Maliheh; Mehrdad POURAYOUBI; Vahidreza DARUGAR; Mohammad VAKILI; Marek NECAS; Mahmood AKBARI a Malik MAAZA

Vydání

RSC Advances, CAMBRIDGE, ROYAL SOC CHEMISTRY, 2025, 2046-2069

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10400 1.4 Chemical sciences

Stát vydavatele

Velká Británie a Severní Irsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL, URL

Impakt faktor

Impact factor: 4.600 v roce 2024

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14310/25:00143186

Organizační jednotka

Přírodovědecká fakulta

Klíčová slova anglicky

MOLECULAR DOCKING; LONDON DISPERSION; MODEL ENERGIES; CRYSTALEXPLORER; INHIBITOR; COMPLEXES; PROGRAM; QSAR

Štítky

14313010, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 8. 1. 2026 13:17, Mgr. Marie Novosadová Šípková, DiS.

Anotace

V originále

Supramolecular assembly driven by weak C–H⋯S[double bond, length as m-dash]P/O and CH⋯HC contacts was studied in a new bis(thiophosphoramide) structure, {(C2H5O)2P(S)}2N2C4H8, using X-ray crystallography and DFT computational methods. Combined QTAIM/noncovalent interaction (NCI) and natural bond orbital (NBO) analyses were used to gain deeper insights into the nature, energy and strengths of these contacts. The C–H⋯O hydrogen bond was found to be the strongest interaction, followed by two H⋯H and then H⋯S contacts. Crystal lattice energy calculations were performed, and the components contributing to the intermolecular interactions were investigated and discussed (electrostatic, polarization, dispersion and repulsion). The dispersion forces were found to be the most prominent in the network energy. The relative contributions of the intermolecular contacts were visualized by Hirshfeld surfaces and two-dimensional fingerprint diagrams. Some topics related to geometry and conformation were also studied.

Citovat

KHORRAMAKI, Maliheh; Mehrdad POURAYOUBI; Vahidreza DARUGAR; Mohammad VAKILI; Marek NECAS; Mahmood AKBARI a Malik MAAZA. Competition among weak C–H⋯O/S/H interactions in the crystal structure of {(C2H5O)2P(S)}2N2C4H8 bis(thiophosphoramide): experimental/computational studies. RSC Advances. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2025, roč. 15, č. 28, s. 22671-22681. ISSN 2046-2069. Dostupné z: https://doi.org/10.1039/d5ra01306b.

@article{2545038,
   author = {Khorramaki, Maliheh and Pourayoubi, Mehrdad and Darugar, Vahidreza and Vakili, Mohammad and Necas, Marek and Akbari, Mahmood and Maaza, Malik},
   article_location = {CAMBRIDGE},
   article_number = {28},
   doi = {https://doi.org/10.1039/d5ra01306b},
   keywords = {MOLECULAR DOCKING; LONDON DISPERSION; MODEL ENERGIES; CRYSTALEXPLORER; INHIBITOR; COMPLEXES; PROGRAM; QSAR},
   language = {eng},
   issn = {2046-2069},
   journal = {RSC Advances},
   title = {Competition among weak C–H⋯O/S/H interactions in the crystal structure of {(C2H5O)2P(S)}2N2C4H8 bis(thiophosphoramide): experimental/computational studies},
   url = {https://pubs.rsc.org/en/content/articlelanding/2025/ra/d5ra01306b},
   volume = {15},
   year = {2025}
}

TY  - JOUR
ID  - 2545038
AU  - Khorramaki, Maliheh - Pourayoubi, Mehrdad - Darugar, Vahidreza - Vakili, Mohammad - Necas, Marek - Akbari, Mahmood - Maaza, Malik
PY  - 2025
TI  - Competition among weak C–H⋯O/S/H interactions in the crystal structure of {(C2H5O)2P(S)}2N2C4H8 bis(thiophosphoramide): experimental/computational studies
JF  - RSC Advances
VL  - 15
IS  - 28
SP  - 22671-22681
EP  - 22671-22681
PB  - ROYAL SOC CHEMISTRY
SN  - 20462069
KW  - MOLECULAR DOCKING
KW  - LONDON DISPERSION
KW  - MODEL ENERGIES
KW  - CRYSTALEXPLORER
KW  - INHIBITOR
KW  - COMPLEXES
KW  - PROGRAM
KW  - QSAR
UR  - https://pubs.rsc.org/en/content/articlelanding/2025/ra/d5ra01306b
N2  - Supramolecular assembly driven by weak C–H⋯S[double bond, length as m-dash]P/O and CH⋯HC contacts was studied in a new bis(thiophosphoramide) structure, {(C2H5O)2P(S)}2N2C4H8, using X-ray crystallography and DFT computational methods. Combined QTAIM/noncovalent interaction (NCI) and natural bond orbital (NBO) analyses were used to gain deeper insights into the nature, energy and strengths of these contacts. The C–H⋯O hydrogen bond was found to be the strongest interaction, followed by two H⋯H and then H⋯S contacts. Crystal lattice energy calculations were performed, and the components contributing to the intermolecular interactions were investigated and discussed (electrostatic, polarization, dispersion and repulsion). The dispersion forces were found to be the most prominent in the network energy. The relative contributions of the intermolecular contacts were visualized by Hirshfeld surfaces and two-dimensional fingerprint diagrams. Some topics related to geometry and conformation were also studied.
ER  -

KHORRAMAKI, Maliheh; Mehrdad POURAYOUBI; Vahidreza DARUGAR; Mohammad VAKILI; Marek NECAS; Mahmood AKBARI a Malik MAAZA. Competition among weak C–H⋯O/S/H interactions in the crystal structure of $\{$(C2H5O)2P(S)$\}$2N2C4H8 bis(thiophosphoramide): experimental/computational studies. \textit{RSC Advances}. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2025, roč.~15, č.~28, s.~22671-22681. ISSN~2046-2069. Dostupné z: https://doi.org/10.1039/d5ra01306b.

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