Synthesis, characterization, and molecular structures of di- and triorganotin(IV) complexes with 9-anthracenecarboxylic acid: The structural diversity in organotin 9-anthracenecarboxylates

Amini, Mostafa M.; Azadmeher, Amirreza; Khavasi, Hamid Reza; Ng, Seik Weng

doi:10.1016/j.jorganchem.2007.05.049

Cited by 25 publications

(10 citation statements)

References 43 publications

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“…The tin atoms are seven-coordinated by five oxygen atoms from two carboxylate ligands and one water molecule, and two carbon atoms from the organic substituents. The coordination geometry is probably best described as distorted bicapped trigonal bipyramidal (Figure 5b), since the anisobidentate character of the chelating carboxylates is more pronounced than in most of the remaining structures (Sn−O cov = 2.1112 (19) A revision of the Cambridge Structural Database (version 5.35) 68 showed only two entries for organotin carboxylates of the composition [R 2 Sn(OOCR) 2 (R′OH)] having this unusual coordination geometry (REFCODES: GIJPUL 69 and SA-PLUR). 70 Within the crystal lattice, each macrocycle interacts with eight neighboring specimens through hydrogen bonding interactions formed between the tin-coordinated water molecules and the pending CO groups that form only relatively weak secondary interactions with the metal atoms (O5−H52•••O2#1: 0.84, 1.86, 2.698(3) Å, 173°; O5−H51•• O4#2: 0.84, 1.88, 2.708(3) Å, 171°; symmetry operators: #1, x, −y + 1/2 + 1, +z + 1/2; #2, −x + 1/2, +y − 1/2, +z).…”

Section: Crystal Growth and Designmentioning

confidence: 99%

Tuning the Supramolecular Structure through Variation of the Ligand Geometry and Metal Substituents–Diorganotin Macrocycles and Coordination Polymers Derived from cis- and trans-1,2-, 1,3-, and 1,4-Cyclohexanedicarboxylic and cis,cis-1,3,5-Cyclohexanetricarboxylic Acid

Hernández‐Ahuactzi

Cruz‐Huerta

Tlahuext

et al. 2015

Crystal Growth & Design

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cis-and trans-1,2-chdcaH 2 , 1,3-chdcaH 2 , and 1,4-chdcaH 2 (chdcaH 2 = cyclohexanedicarboxylic acid) as well as cis,cis-1,3,5-chtcaH 3 (chtcaH 3 = cyclohexanetricarboxylic acid) have been treated with dimethyl-and di-n-butyltin reagents, and for the case of 1,4-chdcaH 2 additionally with ditert-butyltin dichloride, to determine whether macrocyclic or polymeric diorganotin dicarboxylates are formed dependent of the spatial orientation of the coordinating ligand functions and the organic substituents at the metal atom and to analyze conformational and topological variations in the resulting supramolecular aggregates. The single-crystal X-ray diffraction studies showed that besides the ligand geometry the substituents at the metal center are key elements for the formation of either monomeric, cyclo-oligomeric, or polymeric assemblies. Two of the compounds characterized by X-ray diffraction analysis exhibited macrocyclic ring structures, [{Me 2 Sn(cise,a-1,4-chdca)} 2 ] and [{nBu 2 Sn(cis-e,a-1,4-chdca)} 4 ]. For most of the remaining compounds, one-dimensional polymeric solidstate structures of composition [{R 2 Sn(1,x-chdca)(H 2 O) y } n ] (R = Me, nBu, tBu; x = 2, 3, 4; y = 0, 1) were observed, which had varying topologies, and for the case of the Me 2 Sn and nBu 2 Sn derivatives were further linked to two-or three-dimensional supramolecular architectures, either through intermolecular Sn•••O or O−H•••O hydrogen-bonding interactions.

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Section: Crystal Growth and Designmentioning

confidence: 99%

Tuning the Supramolecular Structure through Variation of the Ligand Geometry and Metal Substituents–Diorganotin Macrocycles and Coordination Polymers Derived from cis- and trans-1,2-, 1,3-, and 1,4-Cyclohexanedicarboxylic and cis,cis-1,3,5-Cyclohexanetricarboxylic Acid

Hernández‐Ahuactzi

Cruz‐Huerta

Tlahuext

et al. 2015

Crystal Growth & Design

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“…The presence of two different types of tin atoms in the 1 H NMR of compound 3 can be confirmed by the attendance of two singlet signals at 0.46 and 0.88 ppm which are related to the methyl groups attached to tin atoms (CH 3 Sn). As previously reported, values of 78 and 85 for 2 J 117/119 Sn‐H are associated with the presence of five coordinated tin atoms in the structure of compound 3 . Methyl groups of the methoxy groups in the structure of compound 3 show a signal at 3.19 ppm.…”

Section: Resultsmentioning

confidence: 89%

Effect of pseudohalogen groups on the optical properties and the structures of diorganotin coordination compounds based on the flexible ligand 1,2,3,4‐tetra‐(4‐pyridyl)‐butane

Amini

Najafi

Saeidian

et al. 2017

Applied Organom Chemis

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To investigate the effect of pseudo-halogen groups on the structure and optical properties of diorganotin(IV) coordination compounds the reaction of dimethyltin diisothiocyanate and dimethyltin dichloride with 1,2,3,4-tetra-(4-pyridyl)-butane (TPB) were studied. The results of spectroscopic data and structural analyses of prepared compounds showed that the reaction of Me 2 SnCl 2 with TPB ligand leads to the formation of a 2D organotin(IV) coordination polymer, while the replacement of chloride ions with thiocyanate ions as pseudohalogen groups in the structure of Me 2 SnCl 2 results in the development of a salt with an anion complex and a dimeric stannoxane as a side product. The results showed that the use of pseudo-halogen groups instead of halogen groups in the structure of diorganotin(IV) dihalogen compounds could be as a suitable factor in the control of the structure of diorganotin(IV) coordination compounds. The investigation of optical properties of prepared compounds demonstrated that the use of pseudo-halogen groups in the structure of diorganotin(IV) coordination compounds have an influence on their photoluminescence behavior.

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“…Among the organotin(IV) complexes, triorganic complexes form a polymeric structure with trigonal bipyramidal geometry 22,32,33 . Monomer tructures are also observed in tribenzyltin(IV) derivatives 34,35 . A trigonal bipyramidal geometry is also observed in dimethyltin(IV) complex, {Me 2 Sn[OC(O)(C 14 H 9 )] 2 .CH 3 OH} CH 3 OH with two carboxylates at axial and equatorial positions and the coordination number is raised to five as the methanol occupies the apical position of the trigonal bipyramid 33 .…”

Section: Five Coordinated Complexesmentioning

confidence: 93%

Structural Diversity in Organotin(IV) Carboxylates: A Study of X-Ray Crystallography

2019

Chem Sci Trans

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Among the organotin compounds, organotin(IV) carboxylates adapt a fascinating range of structural diversity, including monomer, dimer, tetramer, polymer, oligomer ladder, cyclic and hexameric drums structures. Generally four-and five coordinated complexes are observed in triorganotin(IV) complexes. While diorganotin(IV) complexes displayed a large range of structures, including five, six and seven coordinate geometries with distorted trigonalbipyramidal, octahedral and pentagonal bipyramidal structures. Distannoxanes complexes are also observed in diorganotin(IV) complexes. A comprehensive review, organotin(IV) carboxylates are presented with particular reference to their structural studies as described bycrystallography methods.

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Synthesis, characterization, and molecular structures of di- and triorganotin(IV) complexes with 9-anthracenecarboxylic acid: The structural diversity in organotin 9-anthracenecarboxylates

Cited by 25 publications

References 43 publications

Tuning the Supramolecular Structure through Variation of the Ligand Geometry and Metal Substituents–Diorganotin Macrocycles and Coordination Polymers Derived from cis- and trans-1,2-, 1,3-, and 1,4-Cyclohexanedicarboxylic and cis,cis-1,3,5-Cyclohexanetricarboxylic Acid

Tuning the Supramolecular Structure through Variation of the Ligand Geometry and Metal Substituents–Diorganotin Macrocycles and Coordination Polymers Derived from cis- and trans-1,2-, 1,3-, and 1,4-Cyclohexanedicarboxylic and cis,cis-1,3,5-Cyclohexanetricarboxylic Acid

Effect of pseudohalogen groups on the optical properties and the structures of diorganotin coordination compounds based on the flexible ligand 1,2,3,4‐tetra‐(4‐pyridyl)‐butane

Structural Diversity in Organotin(IV) Carboxylates: A Study of X-Ray Crystallography

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