scholarly journals (N,N-Diisopropyldithiocarbamato)triphenyltin(IV): crystal structure, Hirshfeld surface analysis and computational study

2019 ◽  
Vol 75 (10) ◽  
pp. 1479-1485 ◽  
Author(s):  
Farah Natasha Haezam ◽  
Normah Awang ◽  
Nurul Farahana Kamaludin ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Computational Study ◽  
Close Approach ◽  
Molecular Geometry ◽  
Hirshfeld Surface ◽  
Molecular Structures ◽  
Crystal And Molecular Structures ◽  
Dithiocarbamate Ligand ◽  
Dimeric Aggregates

The crystal and molecular structures of the title triorganotin dithiocarbamate, [Sn(C6H5)3(C7H14NS2)], are described. The molecular geometry about the metal atom is highly distorted being based on a C3S tetrahedron as the dithiocarbamate ligand is asymmetrically chelating to the tin centre. The close approach of the second thione-S atom [Sn...S = 2.9264 (4) Å] is largely responsible for the distortion. The molecular packing is almost devoid of directional interactions with only weak phenyl-C—H...C(phenyl) interactions, leading to centrosymmetric dimeric aggregates, being noted. An analysis of the calculated Hirshfeld surface points to the significance of H...H contacts, which contribute 66.6% of all contacts to the surface, with C...H/H...C [26.8%] and S...H/H...H [6.6%] contacts making up the balance.

scholarly journals Crystal structures and Hirshfeld surface analyses of (N-hexyl-N-methyldithiocarbamato-κ2 S,S′)triphenyltin(IV) and [N-methyl-N-(2-phenylethyl)dithiocarbamato-κ2 S,S′]triphenyltin(IV)

2018 ◽  
Vol 74 (5) ◽  
pp. 630-637 ◽  
Author(s):  
Rapidah Mohamad ◽  
Normah Awang ◽  
Nurul Farahana Kamaludin ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structures ◽  
Close Approach ◽  
Molecular Packing ◽  
Hirshfeld Surface ◽  
Molecular Structures ◽  
Crystal And Molecular Structures ◽  
Hirshfeld Surfaces ◽  
Dithiocarbamate Ligand ◽  
Supramolecular Chains

The crystal and molecular structures of two triphenyltin dithiocarbamate compounds, viz. [Sn(C6H5)3(C8H16NS2)], (I), and [Sn(C6H5)3(C10H12NS2)], (II), are described. The dithiocarbamate ligand in each molecule coordinates in an asymmetric fashion resulting in heavily distorted tetrahedral C3S coordination geometries for the Sn atoms, with the distortions traced to the close approach of the non-coordinating thione-S atom. The molecular packing in both compounds features C—H...π(Sn-phenyl) interactions. In (I), the donors are Sn-phenyl-C—H groups leading to centrosymmetric aggregates, while in (II), the donors are both Sn-phenyl-C—H and methyl-C—H groups leading to supramolecular chains propagating along the b axis. The identified aggregates assemble into their respective crystals with no directional interactions between them. An analysis of the Hirshfeld surfaces show distinctive patterns, but an overwhelming predominance (>99% in each case) of H...H, C...H/H...C and S...H/H...S contacts on the respective Hirshfeld surface.

scholarly journals A cinnamaldehyde Schiff base ofS-(4-methylbenzyl) dithiocarbazate: crystal structure, Hirshfeld surface analysis and computational study

2017 ◽  
Vol 73 (4) ◽  
pp. 543-549 ◽  
Author(s):  
Enis Nadia Md Yusof ◽  
Mohamed I. M. Tahir ◽  
Thahira B. S. A. Ravoof ◽  
Sang Loon Tan ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Surface Analysis ◽  
Mirror Symmetry ◽  
Computational Study ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Hydrogen Atoms ◽  
Benzyl Substituent

The title dithiocarbazate ester (I), C18H18N2S2[systematic name: (E)-4-methylbenzyl 2-[(E)-3-phenylallylidene]hydrazinecarbodithioate, comprises an almost planar central CN2S2residue [r.m.s. deviation = 0.0131 Å]. The methylene(tolyl-4) group forms a dihedral angle of 72.25 (4)° with the best plane through the remaining non-hydrogen atoms [r.m.s. deviation = 0.0586 Å] so the molecule approximates mirror symmetry with the 4-tolyl group bisected by the plane. The configuration about both double bonds in the N—N=C—C=C chain isE; the chain has an alltransconformation. In the crystal, eight-membered centrosymmetric thioamide synthons, {...HNCS}2, are formedviaN—H...S(thione) hydrogen bonds. Connections between the dimersviaC—H...π interactions lead to a three-dimensional architecture. A Hirshfeld surface analysis shows that (I) possesses an interaction profile similar to that of a closely related analogue with anS-bound benzyl substituent, (II). Computational chemistry indicates the dimeric species of (II) connectedviaN—H...S hydrogen bonds is about 0.94 kcal mol−1more stable than that in (I).

scholarly journals Crystal structure and Hirshfeld surface analysis of (Z)-4-{[4-(3-methyl-3-phenylcyclobutyl)thiazol-2-yl]amino}-4-oxobut-2-enoic acid

2022 ◽  
Vol 78 (2) ◽  
Author(s):  
Okan Simsek ◽  
Muharrem Dincer ◽  
Necmi Dege ◽  
Eiad Saif ◽  
Ibrahim Yilmaz ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Molecular Geometry ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Orthorhombic Space Group ◽  
Bond Forming ◽  
Compound C ◽  
Benzene Rings ◽  
Ring Motif

The title cyclobutyl compound, C18H18N2O3S, was synthesized by the interaction of 4-(3-methyl-3-phenylcyclobutyl)thiazol-2-amine and maleic anhydride, and crystallizes in the orthorhombic space group P212121 with Z′ = 1. The molecular geometry is partially stabilized by an intramolecular N—H...O hydrogen bond forming an S 1 1(7) ring motif. The molecule is non-planar with a dihedral angle of 88.29 (11)° between the thiazole and benzene rings. In the crystal, the molecules are linked by O—H...N hydrogen bonds, forming supramolecular ribbons with C 1 1(9) chain motifs. To further analyze the intermolecular interactions, a Hirshfeld surface analysis was performed. The results indicate that the most important contributions to the overall surface are from H...H (43%), C...H (18%), O...H (17%) and N...H (6%), interactions.

scholarly journals fac-Triaqua(1,10-phenanthroline-κ2 N,N′)(sulfato-κO)cobalt(II): crystal structure, Hirshfeld surface analysis and computational study

2020 ◽  
Vol 76 (6) ◽  
pp. 835-840
Author(s):  
Zouaoui Setifi ◽  
Huey Chong Kwong ◽  
Edward R. T. Tiekink ◽  
Thierry Maris ◽  
Fatima Setifi
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Surface Analysis ◽  
Electrostatic Potential ◽  
Computational Study ◽  
Hirshfeld Surface ◽  
Title Complex ◽  
Potential Force ◽  
Manganese Zinc ◽  
Phenanthroline Ligand

The CoII atom in the title complex, [Co(SO4)(C12H8N2)(H2O)3] (or C12H14CoN2O7S), is octahedrally coordinated within a cis-N2O4 donor set defined by the chelating N-donors of the 1,10-phenanthroline ligand, sulfate-O and three aqua-O atoms, the latter occupying an octahedral face. In the crystal, supramolecular layers lying parallel to (110) are sustained by aqua-O—H...O(sulfate) hydrogen bonding. The layers stack along the c-axis direction with the closest directional interaction between them being a weak phenanthroline-C—H...O(sulfate) contact. There are four significant types of contact contributing to the calculated Hirshfeld surface: at 44.5%, the major contribution comes from O—H...O contacts followed by H...H (28.6%), H...C/C...H (19.5%) and C...C (5.7%) contacts. The dominance of the electrostatic potential force in the molecular packing is also evident in the calculated energy frameworks. The title complex is isostructural with its manganese, zinc and cadmium containing analogues and isomeric with its mer-triaqua analogue.

scholarly journals The 1:2 co-crystal formed between N,N′-bis(pyridin-4-ylmethyl)ethanediamide and benzoic acid: crystal structure, Hirshfeld surface analysis and computational study

2020 ◽  
Vol 76 (1) ◽  
pp. 102-110 ◽  
Author(s):  
Sang Loon Tan ◽  
Edward R. T. Tiekink
Keyword(s):  
Hydrogen Bonds ◽  
Benzoic Acid ◽  
Computational Study ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Molecular Structures ◽  
Amide Hydrogen ◽  
Title 1 ◽  
Crystal And Molecular Structures ◽  
Hirshfeld Surfaces

The crystal and molecular structures of the title 1:2 co-crystal, C14H14N4O2·2C7H6O2, are described. The oxalamide molecule has a (+)-antiperiplanar conformation with the 4-pyridyl residues lying to either side of the central, almost planar C2N2O2 chromophore (r.m.s. deviation = 0.0555 Å). The benzoic acid molecules have equivalent, close to planar conformations [C6/CO2 dihedral angle = 6.33 (14) and 3.43 (10)°]. The formation of hydroxy-O—H...N(pyridyl) hydrogen bonds between the benzoic acid molecules and the pyridyl residues of the diamide leads to a three-molecule aggregate. Centrosymmetrically related aggregates assemble into a six-molecule aggregate via amide-N—H...O(amide) hydrogen bonds through a 10-membered {...HNC2O}2 synthon. These are linked into a supramolecular tape via amide-N—H...O(carbonyl) hydrogen bonds and 22-membered {...HOCO...NC4NH}2 synthons. The contacts between tapes to consolidate the three-dimensional architecture are of the type methylene-C—H...O(amide) and pyridyl-C—H...O(carbonyl). These interactions are largely electrostatic in nature. Additional non-covalent contacts are identified from an analysis of the calculated Hirshfeld surfaces.

scholarly journals fac-Acetonitriletricarbonyl(dimethylcarbamodithioato-κ2S,S′)rhenium(I): crystal structure and Hirshfeld surface analysis

2017 ◽  
Vol 73 (2) ◽  
pp. 213-218
Author(s):  
Sang Loon Tan ◽  
See Mun Lee ◽  
Peter J. Heard ◽  
Nathan R. Halcovitch ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Title Compound ◽  
Supramolecular Assembly ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Carbonyl Ligands ◽  
Dithiocarbamate Ligand ◽  
Supramolecular Chains

The title compound, [Re(C3H6NS2)(C2H3N)(CO)3], features an octahedrally coordinated ReIatom within a C3NS2donor set defined by three carbonyl ligands in afacialarrangement, an acetonitrile N atom and two S atoms derived from a symmetrically coordinating dithiocarbamate ligand. In the crystal, dithiocarbamate-methyl-H...O(carbonyl) interactions lead to supramolecular chains along [36-1]; both dithiocarbamate S atoms participate in intramolecular methyl-H...S interactions. Further but weaker acetonitrile-C—H...O(carbonyl) interactions assemble molecules in theabplane. The nature of the supramolecular assembly was also probed by a Hirshfeld surface analysis. Despite their weak nature, the C—H...O contacts are predominant on the Hirshfeld surface and, indeed, on those of related [Re(CO)3(C3H6NS2)L] structures.

scholarly journals Crystal structure, Hirshfeld surface analysis and DFT studies of 1,3-bis[2-methoxy-4-(prop-2-en-1-yl)phenoxy]propane

2020 ◽  
Vol 76 (3) ◽  
pp. 344-348 ◽  
Author(s):  
Abdelmaoujoud Taia ◽  
Mohamed Essaber ◽  
Tuncer Hökelek ◽  
Abdeljalil Aatif ◽  
Joel T. Mague ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Density Functional ◽  
Energy Gap ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Molecular Structures ◽  
Hirshfeld Surface Analysis ◽  
Functional Theory ◽  
Compound C

The asymmetric unit of the title compound, C23H28O4, comprises two half-molecules, with the other half of each molecule being completed by the application of twofold rotation symmetry. The two completed molecules both have a V-shaped appearance but differ in their conformations. In the crystal, each independent molecule forms chains extending parallel to the b axis with its symmetry-related counterparts through C—H...π(ring) interactions. Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...H (65.4%), H...C/C...H (21.8%) and H...O/O...H (12.3%) interactions. Optimized structures using density functional theory (DFT) at the B3LYP/6–311 G(d,p) level are compared with the experimentally determined molecular structures in the solid state. The HOMO–LUMO behaviour was elucidated to determine the energy gap.

scholarly journals Distinct coordination geometries in bis[N,N-bis(2-methoxyethyl)dithiocarbamato-κ2S,S′]diphenyltin(IV) and bis[N-(2-methoxyethyl)-N-methyldithiocarbamato-κ2S,S′]diphenyltin(IV): crystal structures and Hirshfeld surface analysis

2016 ◽  
Vol 72 (8) ◽  
pp. 1130-1137 ◽  
Author(s):  
Rapidah Mohamad ◽  
Normah Awang ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Surface Analysis ◽  
Rotation Axis ◽  
Hirshfeld Surface ◽  
Molecular Structures ◽  
Hirshfeld Surface Analysis ◽  
Coordination Geometry ◽  
Axis Direction ◽  
Bond Lengths ◽  
Dithiocarbamate Ligand ◽  
Supramolecular Chains

The crystal and molecular structures of two diphenyltin bis(dithiocarbamate)s, [Sn(C6H5)2(C5H10NOS2)2], (I), and [Sn(C6H5)2(C7H14NO2S2)2], (II), are described. In (I), in which the metal atom lies on a twofold rotation axis, the dithiocarbamate ligand coordinates with approximately equal Sn—S bond lengths and theipso-C atoms of the Sn-bound phenyl groups occupycis-positions in the resulting octahedral C2S4donor set. A quite distinct coordination geometry is noted in (II), arising as a result of quite disparate Sn—S bond lengths. Here, the four S-donors define a trapezoidal plane with theipso-C atoms lying over the weaker of the Sn—S bonds so that the C2S4donor set defines a skewed trapezoidal bipyramid. The packing of (I) features supramolecular layers in theabplane sustained by methylene-C—H...π(Sn–aryl) interactions; these stack along thec-axis direction with no specific interactions between them. In (II), supramolecular chains along theb-axis direction are formed by methylene-C—O(ether) interactions; these pack with no directional interactions between them. A Hirshfeld surface analysis was conducted on both (I) and (II) and revealed the dominance of H...H interactions contributing to the respective surfaces,i.e. >60% in each case, and other features consistent with the description of the molecular packing above.

scholarly journals Di-n-butylbis[N-(2-methoxyethyl)-N-methyldithiocarbamato-κ2S,S′]tin(IV): crystal structure and Hirshfeld surface analysis

2017 ◽  
Vol 73 (2) ◽  
pp. 260-265 ◽  
Author(s):  
Rapidah Mohamad ◽  
Normah Awang ◽  
Nurul F. Kamaludin ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Title Compound ◽  
Mirror Symmetry ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Mirror Plane ◽  
Asymmetric Mode ◽  
Dithiocarbamate Ligand ◽  
Supramolecular Chains

The complete molecule of the title compound, [Sn(C4H9)2(C5H10NOS2)2], is generated by a crystallographic mirror plane, with the SnIVatom and the two inner methylene C atoms of the butyl ligands lying on the mirror plane; statistical disorder is noted in the two terminal ethyl groups, which deviate from mirror symmetry. The dithiocarbamate ligand coordinates to the metal atom in an asymmetric mode with the resulting C2S4donor set defining a skew trapezoidal bipyramidal geometry; then-butyl groups are disposed to lie over the longer Sn—S bonds. Supramolecular chains aligned along thea-axis direction and sustained by methylene-C—H...S(weakly coordinating) interactions feature in the molecular packing. A Hirshfeld surface analysis reveals the dominance of H...H contacts in the crystal.

scholarly journals The 1:1 co-crystal of 2-bromonaphthalene-1,4-dione and 1,8-dihydroxyanthracene-9,10-dione: crystal structure and Hirshfeld surface analysis

2017 ◽  
Vol 73 (5) ◽  
pp. 738-745 ◽  
Author(s):  
Marlon D. L. Tonin ◽  
Simon J. Garden ◽  
Mukesh M. Jotani ◽  
Solange M. S. V. Wardell ◽  
James L. Wardell ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Surface Analysis ◽  
Molecular Packing ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Asymmetric Unit ◽  
Π Interactions ◽  
Dimeric Aggregates

The asymmetric unit of the title co-crystal, C10H5BrO2·C14H8O4[systematic name: 2-bromo-1,4-dihydronaphthalene-1,4-dione–1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione (1/1)], features one molecule of each coformer. The 2-bromonaphthoquinone molecule is almost planar [r.m.s deviation of the 13 non-H atoms = 0.060 Å, with the maximum deviations of 0.093 (1) and 0.099 (1) Å being for the Br atom and a carbonyl-O atom, respectively]. The 1,8-dihydroxyanthraquinone molecule is planar (r.m.s. deviation for the 18 non-H atoms is 0.022 Å) and features two intramolecular hydroxy-O—H...O(carbonyl) hydrogen bonds. Dimeric aggregates of 1,8-dihydroxyanthraquinone molecules assemble through weak intermolecular hydroxy-O—H...O(carbonyl) hydrogen bonds. The molecular packing comprises stacks of molecules of 2-bromonaphthoquinone and dimeric assembles of 1,8-dihydroxyanthraquinone with the shortest π–π contact within a stack of 3.5760 (9) Å occurring between the different rings of 2-bromonaphthoquinone molecules. The analysis of the Hirshfeld surface reveals the importance of the interactions just indicated but, also the contribution of additional C—H...O contacts as well as C=O...π interactions to the molecular packing.

Sign in / Sign up

Export Citation Format

Share Document