Analysis of P-O-C, P-S-C and P-O-P angles: a database survey
completed with four new X-ray crystal structures

J 2016

Analysis of P-O-C, P-S-C and P-O-P angles: a database survey completed with four new X-ray crystal structures

SABBAGHI, Fahimeh, Mehrdad POURAYOUBI, Michal DUŠEK, Václav EIGNER, Sahar BAYAT et. al.

Basic information

Original name

Analysis of P-O-C, P-S-C and P-O-P angles: a database survey completed with four new X-ray crystal structures

Authors

SABBAGHI, Fahimeh (364 Islamic Republic of Iran), Mehrdad POURAYOUBI (364 Islamic Republic of Iran), Michal DUŠEK (203 Czech Republic), Václav EIGNER (203 Czech Republic), Sahar BAYAT (364 Islamic Republic of Iran), Krishnan DAMODARAN (356 India), Marek NEČAS (203 Czech Republic, guarantor, belonging to the institution) and Monika KUČERÁKOVÁ (203 Czech Republic)

Edition

STRUCTURAL CHEMISTRY, NEW YORK, SPRINGER/PLENUM PUBLISHERS, 2016, 1040-0400

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10402 Inorganic and nuclear chemistry

Country of publisher

United States of America

Confidentiality degree

není předmětem státního či obchodního tajemství

Impact factor

Impact factor: 1.582

RIV identification code

RIV/00216224:14310/16:00093928

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1007/s11224-016-0809-7

UT WoS

000386373500025

Keywords in English

Cambridge Structural Database (CSD); Crystal structure; Analysis of bond angle; Hybridization

Abstract

V originále

Four new crystal structures, P(O)(OC6H5)(2)(NHNHC6H5) (I), P(S)(OCH3)(2)(NHCH(CH3)(2)) (II), P(S)(OCH3)(2)(NH-cyclo-C5H9) (III) and [2-Cl-C6H4CH2NH3](2)[(CH3S)P(O)(O)-O-P(O)(O)(SCH3)] (IV) were studied. The P-O-C angles were analyzed, considering phosphoryl compound (I) and thiophosphoryl compounds (II) and (III) and their analogous structures deposited in the Cambridge Structural Database (CSD), including 282 P(O)(O)(2)(N) structures (706 P-O-C angles) and 186 P(S)(O)(2)(N) structures (518 P-O-C angles) with at least one P-O-C angle. The maximum populations of P-O-C angles are within 120A degrees-122A degrees in both P(O)(O)(2)(N) and P(S)(O)(2)(N) families of structures, confirming the hybridization state close to sp (2) for the oxygen atom of P-O-C. A survey on the CSD resulted in 11 P(O)(O)(2)(S-C) structures (11 P-S-C angles), and the structure (IV) belonging to this family of compounds is the first diffraction study of a salt with a (S)P(O)(O)-O-P(O)(O)(S) skeleton in the anion component. For the P-S-C angles, the maximum population was found in the range of 100A degrees-104A degrees showing the angles within those related to unhybridized pure p orbitals (p (3)) and hybridized sp (3) for the sulfur atom of P-S-C. The analysis of 187 P(O)-O-P(O) structures (with no restriction on the other two atoms attached to phosphorus) including 538 P-O-P angles yielded the maximum population of P-O-P angles within 132A degrees-134A degrees, showing the more pronounced "s" character of the orbital (with respect to the sp (2) and toward sp) for the oxygen atom at the P-O-P moiety.

Citovat

SABBAGHI, Fahimeh, Mehrdad POURAYOUBI, Michal DUŠEK, Václav EIGNER, Sahar BAYAT, Krishnan DAMODARAN, Marek NEČAS and Monika KUČERÁKOVÁ. Analysis of P-O-C, P-S-C and P-O-P angles: a database survey completed with four new X-ray crystal structures. STRUCTURAL CHEMISTRY. NEW YORK: SPRINGER/PLENUM PUBLISHERS, 2016, vol. 27, No 6, p. 1831-1844. ISSN 1040-0400. Available from: https://dx.doi.org/10.1007/s11224-016-0809-7.

@article{1375753,
   author = {Sabbaghi, Fahimeh and Pourayoubi, Mehrdad and Dušek, Michal and Eigner, Václav and Bayat, Sahar and Damodaran, Krishnan and Nečas, Marek and Kučeráková, Monika},
   article_location = {NEW YORK},
   article_number = {6},
   doi = {http://dx.doi.org/10.1007/s11224-016-0809-7},
   keywords = {Cambridge Structural Database (CSD); Crystal structure; Analysis of bond angle; Hybridization},
   language = {eng},
   issn = {1040-0400},
   journal = {STRUCTURAL CHEMISTRY},
   title = {Analysis of P-O-C, P-S-C and P-O-P angles: a database survey completed with four new X-ray crystal structures},
   volume = {27},
   year = {2016}
}

TY  - JOUR
ID  - 1375753
AU  - Sabbaghi, Fahimeh - Pourayoubi, Mehrdad - Dušek, Michal - Eigner, Václav - Bayat, Sahar - Damodaran, Krishnan - Nečas, Marek - Kučeráková, Monika
PY  - 2016
TI  - Analysis of P-O-C, P-S-C and P-O-P angles: a database survey completed with four new X-ray crystal structures
JF  - STRUCTURAL CHEMISTRY
VL  - 27
IS  - 6
SP  - 1831-1844
EP  - 1831-1844
PB  - SPRINGER/PLENUM PUBLISHERS
SN  - 10400400
KW  - Cambridge Structural Database (CSD)
KW  - Crystal structure
KW  - Analysis of bond angle
KW  - Hybridization
N2  - Four new crystal structures, P(O)(OC6H5)(2)(NHNHC6H5) (I), P(S)(OCH3)(2)(NHCH(CH3)(2)) (II), P(S)(OCH3)(2)(NH-cyclo-C5H9) (III) and [2-Cl-C6H4CH2NH3](2)[(CH3S)P(O)(O)-O-P(O)(O)(SCH3)] (IV) were studied. The P-O-C angles were analyzed, considering phosphoryl compound (I) and thiophosphoryl compounds (II) and (III) and their analogous structures deposited in the Cambridge Structural Database (CSD), including 282 P(O)(O)(2)(N) structures (706 P-O-C angles) and 186 P(S)(O)(2)(N) structures (518 P-O-C angles) with at least one P-O-C angle. The maximum populations of P-O-C angles are within 120A degrees-122A degrees in both P(O)(O)(2)(N) and P(S)(O)(2)(N) families of structures, confirming the hybridization state close to sp (2) for the oxygen atom of P-O-C. A survey on the CSD resulted in 11 P(O)(O)(2)(S-C) structures (11 P-S-C angles), and the structure (IV) belonging to this family of compounds is the first diffraction study of a salt with a (S)P(O)(O)-O-P(O)(O)(S) skeleton in the anion component. For the P-S-C angles, the maximum population was found in the range of 100A degrees-104A degrees showing the angles within those related to unhybridized pure p orbitals (p (3)) and hybridized sp (3) for the sulfur atom of P-S-C. The analysis of 187 P(O)-O-P(O) structures (with no restriction on the other two atoms attached to phosphorus) including 538 P-O-P angles yielded the maximum population of P-O-P angles within 132A degrees-134A degrees, showing the more pronounced "s" character of the orbital (with respect to the sp (2) and toward sp) for the oxygen atom at the P-O-P moiety.
ER  -

SABBAGHI, Fahimeh, Mehrdad POURAYOUBI, Michal DUŠEK, Václav EIGNER, Sahar BAYAT, Krishnan DAMODARAN, Marek NEČAS and Monika KUČERÁKOVÁ. Analysis of P-O-C, P-S-C and P-O-P angles: a database survey completed with four new X-ray crystal structures. \textit{STRUCTURAL CHEMISTRY}. NEW YORK: SPRINGER/PLENUM PUBLISHERS, 2016, vol.~27, No~6, p.~1831-1844. ISSN~1040-0400. Available from: https://dx.doi.org/10.1007/s11224-016-0809-7.

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