Competing and directing interactions in new
phosphoramide/thiophosphoramide structures: energy
considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC
contacts and aliphatic-aromatic stacking

J 2023

Competing and directing interactions in new phosphoramide/thiophosphoramide structures: energy considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC contacts and aliphatic-aromatic stacking

HOSSEINPOOR, Saeed, Mehrdad POURAYOUBI, Mozhgan ABRISHAMI, Marjan SOBATI, Fatemeh Karimi AHMADABAD et. al.

Základní údaje

Originální název

Competing and directing interactions in new phosphoramide/thiophosphoramide structures: energy considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC contacts and aliphatic-aromatic stacking

Autoři

HOSSEINPOOR, Saeed, Mehrdad POURAYOUBI, Mozhgan ABRISHAMI, Marjan SOBATI, Fatemeh Karimi AHMADABAD, Fahimeh SABBAGHI, Marek NEČAS (203 Česká republika, garant, domácí), Michal DUSEK, Monika KUCERAKOVA a Manpreet KAUR

Vydání

CrystEngComm, Cambridge, RSC Publishing, 2023, 1466-8033

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10402 Inorganic and nuclear chemistry

Stát vydavatele

Velká Británie a Severní Irsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 3.100 v roce 2022

Kód RIV

RIV/00216224:14310/23:00132620

Organizační jednotka

Přírodovědecká fakulta

DOI

http://dx.doi.org/10.1039/d3ce00204g

UT WoS

000963972100001

Klíčová slova anglicky

HYDROGEN-BOND PATTERNS; PHOSPHORIC TRIAMIDES; DATABASE ANALYSIS

Štítky

CF BIC, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 8. 4. 2024 14:40, Mgr. Marie Šípková, DiS.

Anotace

V originále

Supramolecular aggregates, driven by different molecular functionalities and crystal forces, are studied in new phosphoramide and thiophosphoramide structures (C6H5O)(2)P(O)(2-NHC5H4N) (I), (4-Cl-C6H4O)P(O)(NHC6H11)(2) (II), (4-Cl-C6H4O)P(O)(N(CH3)C6H11)(2) (III), P(S)(NHC(CH3)(3))(3) (IV), and P(S)(3-NHC5H4N)(3) (V). DHMIDLINE HORIZONTAL ELLIPSISA (D = N, C; A = N, O, S) hydrogen bonds, contacts related to the ring stacking (CHMIDLINE HORIZONTAL ELLIPSISp/sMIDLINE HORIZONTAL ELLIPSISp and pMIDLINE HORIZONTAL ELLIPSISp) and some other weak interactions are the structural elements inspected. The techniques/methods used are X-ray crystallography, QTAIM, NCI, 2D fingerprint plots, and lattice energy calculations, complemented by spectroscopic approaches for some additional investigations. A comparison is made with selected analogous structures from the Cambridge Structural Database (CSD). Determinative roles of stronger hydrogen bonds and competition between weaker hydrogen bonds (mostly having dispersion characteristics) are addressed as well as the cyclohexylMIDLINE HORIZONTAL ELLIPSISarene (sMIDLINE HORIZONTAL ELLIPSISp) stacking with pronounced CHMIDLINE HORIZONTAL ELLIPSISp interactions. When the strength and specificity of the hydrogen bonds decrease, the molecules can form a denser packing, and the role of CHMIDLINE HORIZONTAL ELLIPSISHC interactions becomes prominent. Despite their weakness, such interactions together make the bulk of the crystal stabilizing forces.

Návaznosti

LM2018127, projekt VaV

Název: Česká infrastruktura pro integrativní strukturní biologii (Akronym: CIISB)

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Czech Infrastructure for Integrative Structural Biology

90242, velká výzkumná infrastruktura

Název: CIISB III

Citovat

HOSSEINPOOR, Saeed, Mehrdad POURAYOUBI, Mozhgan ABRISHAMI, Marjan SOBATI, Fatemeh Karimi AHMADABAD, Fahimeh SABBAGHI, Marek NEČAS, Michal DUSEK, Monika KUCERAKOVA a Manpreet KAUR. Competing and directing interactions in new phosphoramide/thiophosphoramide structures: energy considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC contacts and aliphatic-aromatic stacking. CrystEngComm. Cambridge: RSC Publishing, 2023, roč. 25, č. 17, s. 2557-2569. ISSN 1466-8033. Dostupné z: https://dx.doi.org/10.1039/d3ce00204g.

@article{2352422,
   author = {Hosseinpoor, Saeed and Pourayoubi, Mehrdad and Abrishami, Mozhgan and Sobati, Marjan and Ahmadabad, Fatemeh Karimi and Sabbaghi, Fahimeh and Nečas, Marek and Dusek, Michal and Kucerakova, Monika and Kaur, Manpreet},
   article_location = {Cambridge},
   article_number = {17},
   doi = {http://dx.doi.org/10.1039/d3ce00204g},
   keywords = {HYDROGEN-BOND PATTERNS; PHOSPHORIC TRIAMIDES; DATABASE ANALYSIS},
   language = {eng},
   issn = {1466-8033},
   journal = {CrystEngComm},
   title = {Competing and directing interactions in new phosphoramide/thiophosphoramide structures: energy considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC contacts and aliphatic-aromatic stacking},
   url = {https://pubs.rsc.org/en/content/articlelanding/2023/CE/D3CE00204G},
   volume = {25},
   year = {2023}
}

TY  - JOUR
ID  - 2352422
AU  - Hosseinpoor, Saeed - Pourayoubi, Mehrdad - Abrishami, Mozhgan - Sobati, Marjan - Ahmadabad, Fatemeh Karimi - Sabbaghi, Fahimeh - Nečas, Marek - Dusek, Michal - Kucerakova, Monika - Kaur, Manpreet
PY  - 2023
TI  - Competing and directing interactions in new phosphoramide/thiophosphoramide structures: energy considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC contacts and aliphatic-aromatic stacking
JF  - CrystEngComm
VL  - 25
IS  - 17
SP  - 2557-2569
EP  - 2557-2569
PB  - RSC Publishing
SN  - 14668033
KW  - HYDROGEN-BOND PATTERNS
KW  - PHOSPHORIC TRIAMIDES
KW  - DATABASE ANALYSIS
UR  - https://pubs.rsc.org/en/content/articlelanding/2023/CE/D3CE00204G
N2  - Supramolecular aggregates, driven by different molecular functionalities and crystal forces, are studied in new phosphoramide and thiophosphoramide structures (C6H5O)(2)P(O)(2-NHC5H4N) (I), (4-Cl-C6H4O)P(O)(NHC6H11)(2) (II), (4-Cl-C6H4O)P(O)(N(CH3)C6H11)(2) (III), P(S)(NHC(CH3)(3))(3) (IV), and P(S)(3-NHC5H4N)(3) (V). DHMIDLINE HORIZONTAL ELLIPSISA (D = N, C; A = N, O, S) hydrogen bonds, contacts related to the ring stacking (CHMIDLINE HORIZONTAL ELLIPSISp/sMIDLINE HORIZONTAL ELLIPSISp and pMIDLINE HORIZONTAL ELLIPSISp) and some other weak interactions are the structural elements inspected. The techniques/methods used are X-ray crystallography, QTAIM, NCI, 2D fingerprint plots, and lattice energy calculations, complemented by spectroscopic approaches for some additional investigations. A comparison is made with selected analogous structures from the Cambridge Structural Database (CSD). Determinative roles of stronger hydrogen bonds and competition between weaker hydrogen bonds (mostly having dispersion characteristics) are addressed as well as the cyclohexylMIDLINE HORIZONTAL ELLIPSISarene (sMIDLINE HORIZONTAL ELLIPSISp) stacking with pronounced CHMIDLINE HORIZONTAL ELLIPSISp interactions. When the strength and specificity of the hydrogen bonds decrease, the molecules can form a denser packing, and the role of CHMIDLINE HORIZONTAL ELLIPSISHC interactions becomes prominent. Despite their weakness, such interactions together make the bulk of the crystal stabilizing forces.
ER  -

HOSSEINPOOR, Saeed, Mehrdad POURAYOUBI, Mozhgan ABRISHAMI, Marjan SOBATI, Fatemeh Karimi AHMADABAD, Fahimeh SABBAGHI, Marek NEČAS, Michal DUSEK, Monika KUCERAKOVA a Manpreet KAUR. Competing and directing interactions in new phosphoramide/thiophosphoramide structures: energy considerations and evidence for CHMIDLINE HORIZONTAL ELLIPSISHC contacts and aliphatic-aromatic stacking. \textit{CrystEngComm}. Cambridge: RSC Publishing, 2023, roč.~25, č.~17, s.~2557-2569. ISSN~1466-8033. Dostupné z: https://dx.doi.org/10.1039/d3ce00204g.

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