Crystal structure, Hirshfeld surface analysis and energy framework calculation of the first oxoanion salt containing 1,3-cyclohexanebis(methylammonium): [3-(azaniumylmethyl)cyclohexyl]methanaminium dinitrate

Chebbi, Hammouda; Mezrigui, Samia; Jomaa, Meriam Ben; Zid, Mohamed Faouzi

doi:10.1107/s2056989018008381

Cited by 11 publications

(8 citation statements)

References 40 publications

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“…The bite angle N1-Ni-N6 is equal to 79.610 Å, the measuring angle of N2-Ni-N5 is 78.482 Å, the bite angle N3-Ni-N4 value is 80.295 Å, which confirms the distortion of the octahedral. A similar configuration of the [Ni(C6H8N2)3] 2+ cation was also found in agree with the published data[15].In this structure, the average values of the distortion parameters of the cation [Ni(C6H8N2)3] 2+ are calculated using the following equations:…”

supporting

confidence: 89%

Synthesis, crystal structure, spectroscopic study and Hirshfeld surface analysis of [Ni(C6H8N2)3]Cl2.2(H2O) (1)

Jbali

Selmi

Jouffret

et al. 2021

Journal of Molecular Structure

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The title compound, [Ni(C6H8N2)3]Cl2.2(H2O), was synthesized by slow evaporation method at room temperature. The structural study by X-ray diffraction indicate that this compound crystallize in the triclinic system, P-1 space group with a=10.222(2) Å, b=10.757(2) Å, c=11.441(3) Å, α=114.30(4)°, β=99.43(3)° and γ=93.01(3)°. The structure is formed by the cation [Ni(C6H8N2)3] 2+ , tow chloride anions and two molecules water of crystallization. The nickel (II) atom is coordinated to six nitrogen donors from three neutral 2-AMP ligands, adopting a slightly distorted octahedral geometry. The crystal structure is stabilized by strong hydrogen bonds of N-H…Cl, O-H…Cl, C-H…Cl and π-π interactions to obtained three-dimensional network. The newly prepared compound was characterized by XRD, Infrared, UV-Vis spectroscopy and Hirshfeld surface (3D-HS) analysis. Vibrational analysis of the compound was realized by infrared spectroscopy. The optical properties of the crystal were studied using optical absorption UVvisible spectroscopy which confirmed the semiconducting properties by revealing a direct optical band. Hirshfeld Surface projections and Fingerprint plots were elucidated the relative contribution of the H…Cl, C…H, C…C, C...N, H…O intermolecular contacts in the crystal.

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supporting

confidence: 89%

Synthesis, crystal structure, spectroscopic study and Hirshfeld surface analysis of [Ni(C6H8N2)3]Cl2.2(H2O) (1)

Jbali

Selmi

Jouffret

et al. 2021

Journal of Molecular Structure

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“…This selectivity for the cis configuration in 1 has also been observed in the compounds (CHBMAH 2 )ZnCl 4 •2H 2 O 2 and (CHBMAH 2 )CdI 4 •2H 2 O 3 [25]. In contrast, in other compounds containing the same organic cation (CHBMAH 2 ) 2+ , such as (CHBMAH 2 )Zn 2.1 Co 0.9 (HPO 3 ) 4 [31] and (CHBMAH 2 )(NO 3 ) 2 [32], the trans configuration has also been found. Interestingly, this crystallization process may be used as a possible technique for the separation and recognition of cis and trans isomers of CHBMA.…”

Section: Structure Discussionsupporting

confidence: 54%

“…other compounds containing the same organic cation (CHBMAH2) , such as (CHB-MAH2)Zn2.1Co0.9(HPO3)4 [31] and (CHBMAH2)(NO3)2 [32], the trans configuration has also been found. Interestingly, this crystallization process may be used as a possible technique for the separation and recognition of cis and trans isomers of CHBMA.…”

Section: Structure Discussionmentioning

confidence: 94%

Single-Crystal-to-Single-Crystal Transformation and Catalytic Properties of New Hybrid Perhalidometallates

et al. 2021

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Two new organic–inorganic salts of perhalidometallates with protonated organic amine cations have been synthesized and characterized by X-ray diffraction and thermal analysis. (CHBMAH2)ZnBr4·3/2H2O 1 and (CHBMAH2)ZnCl4 4 [(CHBMAH2)2+: 1,3-cyclohexanebis(methylammonium)] were obtained in single-crystal form. The crystal packing in all of the obtained compounds is governed by the formation of various non-covalent intermolecular forces between tetrahalidometallate anions and organic cations, assisted by water molecules in the hydrates. Hirshfeld surface analysis denotes that the most important contributions to the crystal packing are X···H/H···X (X: Cl, Br, I) and H···H interactions. Interestingly, the compound 1,3-cyclohexanebis(methylammonium)tetrachloridozincate (II) dihydrate, (CHBMAH2)ZnCl4·2H2O 2, undergoes thermally-triggered single-crystal-to-single-crystal (SCSC) transformation upon dehydration to produce a supramolecular solid compound, 1,3-cyclohexanebis(methylammonium) tetrachloridozincate (II), (CHBMAH2)ZnCl4 4. The SCSC transformation causes changes in the lattice parameters and a structural rearrangement. Furthermore, the catalytic properties of (CHBMAH2)ZnCl4·2H2O 2 and (CHBMAH2)CdI4·2H2O 3 have been explored in the acetalization process using various uncommon alcohols, beyond methanol or ethanol, for the first time in the literature, with outstanding results, and opening the door to the formation of alternative acetals.

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“…These voids were calculated on the basis of sum of spherical atomic electron densities at suitable nuclear positions (pro-crystal electron density) . The crystal-void calculation (results under 0.002 au iso-value) shows the void volumes of TBTBP , FSTBP , NSTBP , and OTBPS are found to be 378.12, 164.27 160.11, and 202.04 Å 3 respectively.…”

Section: Results and Discussionmentioning

confidence: 99%

Exploration of Noncovalent Interactions, Chemical Reactivity, and Nonlinear Optical Properties of Piperidone Derivatives: A Concise Theoretical Approach

et al. 2020

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The organic compounds with a π-bond system lead to electric charge delocalization which enables them to reveal fascinating nonlinear optical properties. Mono-carbonyl curcuminoids also have an appealing skeleton from the conjugation view point. Interesting chemical structures of the 3,5-bis(arylidene)-Nbenzenesulfonyl-4-piperidone derivatives motivated us to perform density functional theory (DFT)-based studies. Therefore, computations using the B3LYP/6-311G(d,p) functional of DFT were executed to explore geometric parameters, highest occupied molecular orbital (HOMO)−lowest unoccupied molecular orbital (LUMO) energies, and natural bond orbital (NBO) analyses. Moreover, three different functionals such as HF, B3LYP, and M06 with the 6-311G(d,p) basis set were used to investigate the average polarizability ⟨α⟩ and first hyperpolarizability (β tot )-based properties of all compounds. A good concurrence among calculated and experimental parameters was obtained through root mean square error calculations. The molecular stability of piperidone derivatives was examined using the Hirshfeld surface and NBO analyses. Natural population analysis was also performed to obtain insights about atomic charges. Calculated HOMO−LUMO energies showed that charge transfer interactions take place within the molecules. Moreover, global reactivity parameters including electronegativity, chemical hardness, softness, ionization potential, and electrophilicity were calculated using the HOMO and LUMO energies. The average polarizability ⟨α⟩ and first hyperpolarizability (β tot ) values of all compounds were observed to be larger in magnitude at the aforesaid functional than the standard compound.

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Crystal structure, Hirshfeld surface analysis and energy framework calculation of the first oxoanion salt containing 1,3-cyclohexanebis(methylammonium): [3-(azaniumylmethyl)cyclohexyl]methanaminium dinitrate

Abstract: In the organic cation of the title salt, the cyclohexane ring is in chair conformation with the two methylammonium substituents in the equatorial positions. The crystal structure features extensive hydrogen-bonding interactions.

Cited by 11 publications

References 40 publications

Synthesis, crystal structure, spectroscopic study and Hirshfeld surface analysis of [Ni(C6H8N2)3]Cl2.2(H2O) (1)

Synthesis, crystal structure, spectroscopic study and Hirshfeld surface analysis of [Ni(C6H8N2)3]Cl2.2(H2O) (1)

Single-Crystal-to-Single-Crystal Transformation and Catalytic Properties of New Hybrid Perhalidometallates

Exploration of Noncovalent Interactions, Chemical Reactivity, and Nonlinear Optical Properties of Piperidone Derivatives: A Concise Theoretical Approach

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Crystal structure, Hirshfeld surface analysis and energy framework calculation of the first oxoanion salt containing 1,3-cyclohexanebis(methylammonium): [3-(azaniumylmethyl)cyclohexyl]methanaminium dinitrate

Abstract: In the organic cation of the title salt, the cyclo­hexane ring is in chair conformation with the two methyl­ammonium substituents in the equatorial positions. The crystal structure features extensive hydrogen-bonding inter­actions.

Cited by 11 publications

References 40 publications

Synthesis, crystal structure, spectroscopic study and Hirshfeld surface analysis of [Ni(C6H8N2)3]Cl2.2(H2O) (1)

Synthesis, crystal structure, spectroscopic study and Hirshfeld surface analysis of [Ni(C6H8N2)3]Cl2.2(H2O) (1)

Single-Crystal-to-Single-Crystal Transformation and Catalytic Properties of New Hybrid Perhalidometallates

Exploration of Noncovalent Interactions, Chemical Reactivity, and Nonlinear Optical Properties of Piperidone Derivatives: A Concise Theoretical Approach

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Product

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Abstract: In the organic cation of the title salt, the cyclohexane ring is in chair conformation with the two methylammonium substituents in the equatorial positions. The crystal structure features extensive hydrogen-bonding interactions.