Experimental and theoretical studies of the triphenyltin(IV) chloride adduct of pyridine-2-ethanol

Salimi, Alireza; Mirzaei, Masoud; Chahkandi, Mohammad; Azadmeher, Amirreza; Eshtiagh‐Hosseini, Hossein; Khavasi, Hamid Reza; Amini, Mostafa M.

doi:10.1016/j.molstruc.2009.08.010

Cited by 6 publications

(6 citation statements)

References 13 publications

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“…Bonding parameters agree with values found for similar geometries. 10,30,31 As expected, the shorter Sn-O distance…”

Section: X-ray Crystallography Investigationsupporting

confidence: 76%

“…previously. 22,30 The most striking feature of the compound C 2 is behaviour of the ligand which is unusual in not coordinating to tin, alternately. Adjacent coordinated and uncoordinated ligands are linked via effective intermolecular N-H amidic /O P]O interactions.…”

Section: X-ray Crystallography Investigationmentioning

confidence: 99%

“…The inuence of H-bonding on ligation manner of multifunctional compounds has also been realized previously. 3,30…”

Section: Hydrogen Bondingmentioning

confidence: 99%

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Steric and electronic control over the structural diversity of N-(n-pyridinyl) diphenylphosphinic amides (n = 2 and 4) as difunctional ligands in triphenyltin(iv) adducts

et al. 2014

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“…Bonding parameters agree with values found for similar geometries. 10,30,31 As expected, the shorter Sn-O distance…”

Section: X-ray Crystallography Investigationsupporting

confidence: 76%

Section: X-ray Crystallography Investigationmentioning

confidence: 99%

See 1 more Smart Citation

Steric and electronic control over the structural diversity of N-(n-pyridinyl) diphenylphosphinic amides (n = 2 and 4) as difunctional ligands in triphenyltin(iv) adducts

et al. 2014

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“…11,22,23 Therefore, for having two coordinative sites on triphenyltin the Cl À ion would have to be dissociated. In other word, the steric demands of SnPh 3 Cl, due to the presence of three bulky phenyl groups on tin, lead to the formation of ve- coordinate complexes in most cases.…”

Section: Fully Optimized Structures In the Gas Phasementioning

confidence: 99%

Triphenyltin(iv) adducts of diphosphoryl ligands: structural, electronic and energy aspects from X-ray crystallography and theoretical calculations

et al. 2015

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Some triphenyltin(IV) adducts with a family of diphosphoryl ligands, RR 0 P(O)-X-P(O)RR 0 (R ¼ OPh, Ph, R 0 ¼ R, An (aniline)) and X ¼ 1,4-OC 6 H 4 O, 1,4-OC 6 H 4 NH, 1,4-NHC 6 H 4 NH 1,4-(NHCH 2 ) 2 C 6 H 4 , 1,3-(NHCH 2 ) 2 C 6 H 4 and piperazine have been synthesized and characterized by IR and NMR spectroscopy. X-Ray crystallography reveals that the structure of these complexes comprises a binuclear arrangement with two SnPh 3 Cl moieties linked via the bridging P(O)-X-P(O) ligands. The influence of the ligand structures on the organization of the crystal structures and the coordination interactions are discussed. Studies of the crystal packing reveal NH/Cl, CH/Cl or CH/O hydrogen bonding interactions, as a function of the X or R groups, to be the main factor controlling the supramolecular architecture in this series of complexes. Based on the results from quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analyses, Sn-ligand interactions are found to be mainly electrostatic (donor-acceptor-like with charge transfer from the phosphoryl donors to the tin atoms). The stronger coordination bonds are found in the complexes containing Ph substituents with aliphatic spacers, in agreement with the experimental evidence. Binuclear arrangements instead of polymeric or chelating systems may be attributed to the steric demands of SnPh 3 Cl, regardless of the ligand structures. † Electronic supplementary information (ESI) available: The crystal data and the details of the X-ray analysis, selected bond lengths, bond angles, hydrogen bonding data for the ligand 6Ph and computational data for fully optimized structures. CCDC 990940-990945. For ESI and crystallographic data in CIF or other electronic format see

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“…The observation of the Sn-Cl bond and formation of the Sn-O bond would indicate the formation of an adduct resulting in a pentacoordinated tin atom. Examples of other triorganotin chloride adducts with trigonal bipyramidal structures include trimethyl-and triphenyltin chloride pyridine-2-ethanol adducts [22] and triphenyltin chloride triphenylphosphine oxide [16]. The observation of both the symmetrical (∼230 cm −1 ) and asymmetrical (∼270 cm −1 ) Sn-C (phenyl) stretching vibrations in the Far IR for the present adducts would indicate that the three phenyl groups are not coplanar, indicating a distorted trigonal bipyramidal structure which is in agreement with the results of the crystal data for triphenyltin chloride 4-picoline N-oxide.…”

Section: Infrared Spectramentioning

confidence: 99%

Tolerance of various biological species to triorganotins

Far

Yimer

Hernández

et al. 2014

Main Group Chemistry

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Several triphenyltin chloride picoline N-oxide adducts were synthesized. X-ray studies of triphenyltin chloride 4picoline N-oxide indicate that the adduct has a distorted trigonal bipyramid (TBP) configuration with the phenyl groups in the equatorial positions and the axial positions being occupied by the 4-picoline N-oxide ligand and chlorine atom. Structures of the other adducts are assumed to be similar based on the IR spectra. Multinuclear NMR studies indicated that the TBP configuration is lost in solution. Screening results of the adducts against Escherichia coli (E. coli) and Bacillus subtilis (B. subtilis) indicate that the E. coli were more tolerant to the adducts. In addition to the adducts, three other series of triorganotins that incorporated various modified fragments of pyrethroids were also tested against B. subtilis and E. coli. No common order of toxicity was observed for these compounds based on the organic group attached to the tin atom. In addition to the evaluation of the triphenyltin chloride adducts and modified triorganotins against the two bacteria, 12 commercial triorganotins were evaluated against a freshwater snail, Biomphalaria glabrata (B. glabrata). The screening results indicated that the bacteria are more tolerant to the triorganotins than B. glabrata.

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Experimental and theoretical studies of the triphenyltin(IV) chloride adduct of pyridine-2-ethanol

Cited by 6 publications

References 13 publications

Steric and electronic control over the structural diversity of N-(n-pyridinyl) diphenylphosphinic amides (n = 2 and 4) as difunctional ligands in triphenyltin(iv) adducts

Steric and electronic control over the structural diversity of N-(n-pyridinyl) diphenylphosphinic amides (n = 2 and 4) as difunctional ligands in triphenyltin(iv) adducts

Triphenyltin(iv) adducts of diphosphoryl ligands: structural, electronic and energy aspects from X-ray crystallography and theoretical calculations

Tolerance of various biological species to triorganotins

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