<i>m</i>-Xylylenediaminium sulfate: crystal structure and Hirshfeld surface analysis

Guesmi, Afef; Gatfaoui, Sofian; Roisnel, Thierry; Marouani, Houda

doi:10.1107/s2056989016006940

Cited by 4 publications

(4 citation statements)

References 14 publications

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“…The The theoretical parameters for those two coordination modes are compared in Table 3 with the corresponding experimental ones by using the root mean square deviation (RMSD) values while in Table 4 are presented the parameters for PXDAN in aqueous solution and in dimethylsulfoxide solvent. The calculations show that both ammonium groups in each cation present trans conformation with respect to the benzene ring, as was experimentally observed in similar studies [7][8][9][10]. The calculated bond lengths show a better concordance with the experimental ones than the bond angles with values between 1.015 and 0.884 Å in gas phase while in solution increase between 1.120 and…”

Section: Structural Study In Gas and In Solution Phasessupporting

confidence: 81%

“…xylylene and, for this reason, it is particularly interesting to also evaluate their properties from this point of view. In particular, when the p-xylylenediaminium structure is present in a compound interesting structural and biological properties were found [7][8][9][10]. So far, only the structure for m-xylylenediaminium dinitrate was reported where the two nitrate groups are in meta positions in relation to the benzene ring [8].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of p -xylylenediaminium bis(nitrate). Effects of the coordination modes of nitrate groups on their structural and vibrational properties

Gatfaoui

Issaoui

Brandán

et al. 2018

Journal of Molecular Structure

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The p-xylylenediaminium bis(nitrate) compound have been synthesized and then, it was characterized by using Fourier Transform infrared (FT-IR) in the solid phase and, by using the Ultraviolet-Visible (UV-Visible) and Hydrogen and Carbon Nuclear Magnetic Resonance (1 Hand 13 C-NMR) spectra in aqueous solution and in dimethylsulfoxide solvent. In this work, two monodentate and bidentate coordination modes were considered for the nitrate ligands in both media in order to study the structural and vibrational properties of that salt. Hence, the natural bond orbital (NBO), atoms in molecules (AIM), Merz-Kollman (MK) charges, molecular electrostatic potentials (MEP) and frontier orbitals studies were performed for p-xylylenediaminium bis(nitrate) and their cation and anion species taking into account for the salt those two coordination modes for the nitrate ligands. The intermolecular interactions of this salt were also evaluated by Hirshfeld surface analysis. The B3LYP calculations performed by using the hybrid method and the 6-311G* and 6-311++G** basis sets generate monodentate and bidentate structures with C i and C 2 symmetries, respectively. The force fields and the force constants values for these two structures were also computed and their complete vibrational assignments were performed by using those both levels of theory. The strong band at 1536 cm-1 , the bands between 2754 and 2547 cm-1 and the bands between 1779 and 1704 cm-1 support clearly the presence of the dimeric species while the IR bands at 1986/1856 cm-1 could justify the presence of the bidentate species in the solid phase.

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Section: Structural Study In Gas and In Solution Phasessupporting

confidence: 81%

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of p -xylylenediaminium bis(nitrate). Effects of the coordination modes of nitrate groups on their structural and vibrational properties

Gatfaoui

Issaoui

Brandán

et al. 2018

Journal of Molecular Structure

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“…The same conformation was observed in the compound m-xylylenediaminium dinitrate (C 8 H 14 N 2 )(NO 3 ) 2 [22]. The trans conformation has been observed in the sulfate mxylylenediammonium (C 8 H 14 N 2 )(SO 4 ) structure [23]. Thus, the modification of cation conformation can be explained when the SO 4 2anion is changed by ClO 4 -.…”

Section: X-ray Diffraction Studysupporting

confidence: 59%

Featuring non-covalent interactions in m-xylylenediaminium bis(perchlorate) monohydrate: Synthesis, characterization and Hirshfeld surface analysis

Guesmi

Roisnel

Marouani

2019

Journal of Molecular Structure

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Featuring non-covalent interactions in m-xylylenediaminium bis(perchlorate) monohydrate Synthesis, characterization and Hirshfeld surface analysis. ABSTRACT The novel compound (C 8 H 14 N 2 )(ClO 4 ) 2 .H 2 O (MXClO 4 ) has been elaborated by slow evaporation at room temperature and characterized by X-ray single crystal analysis, Hirshfeld surface analysis, differential scanning calorimetry analysis (DSC), IR and Raman spectroscopies. MXClO 4 crystallized in the monoclinic system, space group P2 1 /c, with a = 5.5781(10) Å, b = 11.1137(3) Å, c = 23.0731(7) Å, β = 95.414(1) º, V = 1424.0(3) Å 3 and Z = 4. The asymmetric unit of the title compound contains one m-xylylenediaminium cation, two 2 2 perchlorate anions and one water molecule. The atomic arrangement of the title compound can be described by a three-dimensional network. Therefore, chlorine atoms, Cl2, are discrete and Cl1 form with water molecules corrugated (5) infinite chains of formula (ClH 2 O 5 )extending along the a-axis at z = ¼ and ¾. These inorganic entities are allied to organic cations (C 8 H 14 N 2 ) 2+ through involved hydrogen bonding. The intermolecular interactions were further evaluated by using the three-dimensional Hirshfeld surfaces and two-dimensional fingerprint plots. The hydrogen bonding interactions associated to OW-H…O, N-H…O, N-H…OW and C-H…O represent the top fraction of 69.1 % followed by these of the H…H type contributing 17.5 %.

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“…Nitrate compounds and their structural and vibrational properties are particularly interesting to study from a variety of viewpoints because the coordination modes of these groups have an impact on these compounds’ stereochemistry and reactivity [ 11 , 12 , 13 , 14 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Empirical and Theoretical Investigations on New Histaminium Bis(Trioxonitrate) Compound

et al. 2023

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In this paper, a novel hybrid material, entitled histaminium bis(trioxonitrate), with the general chemical formula (C5H11N3)(NO3)2, denoted by HTN was presented. Single-crystal X-ray diffraction was used to determine the structural characteristics of this compound after it was made using a slow evaporation method at room temperature. This compound was elaborated and crystallized to the monoclinic system with space group P21/c, and the lattice parameters obtained were: a = 10.4807 (16)Å, b = 11.8747 (15)Å, c = 16.194 (2)Å, β = 95.095 (6)°, V = 2007.4 (5)Å3 and Z = 8. The title compound’s atomic structure couldbe modeled as a three-dimensional network. Organic cations and nitrate anions were connected via N–H...O and C–H...O hydrogen bonds in the HTN structure. The intermolecular interactions responsible for the formation of crystal packing were evaluated using Hirshfeld surfaces and two-dimensional fingerprint plots. The compound’s infrared spectrum, which ranged from 4000 to 400 cm−1, confirmed the presence of the principal bands attributed to the internal modes of the organic cation and nitrate anions. Additionally, spectrofluorimetry and the ultraviolet–visible spectrum was used to investigate this compound. DFT calculations were used to evaluate the composition and properties of HTN. The energy gap, chemical reactivity and crystal stability of HTN were quantified by performing HOMO-LUMO frontier orbitals analysis. Topological analysis (AIM), Reduced Density Gradient (RDG), molecular electrostatic potential surface (MEPS) and Mulliken population were processed to determine the types of non-covalent interactions, atomic charges and molecular polarity in detail.

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m-Xylylenediaminium sulfate: crystal structure and Hirshfeld surface analysis

Cited by 4 publications

References 14 publications

Synthesis and characterization of p -xylylenediaminium bis(nitrate). Effects of the coordination modes of nitrate groups on their structural and vibrational properties

Synthesis and characterization of p -xylylenediaminium bis(nitrate). Effects of the coordination modes of nitrate groups on their structural and vibrational properties

Featuring non-covalent interactions in m-xylylenediaminium bis(perchlorate) monohydrate: Synthesis, characterization and Hirshfeld surface analysis

Synthesis, Empirical and Theoretical Investigations on New Histaminium Bis(Trioxonitrate) Compound

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