Electron Charge Density Distribution from X-ray Diffraction Study of the M-Nitrophenol Compound in the Monoclinic Form

Hamzaoui, Fodil; Drissi, Mokhtaria; Chouaih, Abdelkader; Lagant, P.; Vergoten, Gérard

doi:10.3390/i8020103

Cited by 6 publications

(10 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The dihedral angle between the planes of the MNP and DPNO rings is 59.40 (8) . The distances and bond angles of (I) [N2-O4 = 1.325 (2) Å , C7-N2-O4 = 119.8 (2) and C11-N2-O4 = 120.1 (2) ] are similar to those found in free DPNO (Thaimattan et al, 1998) and MNP (Wojcik et al, 2006;Hamzaoui et al, 2007).…”

Section: Commentsupporting

confidence: 60%

3-Nitrophenol–4,4′-bipyridylN,N′-dioxide (2/1): a DFT study and CSD analysis of DPNO molecular complexes

et al. 2010

View full text Add to dashboard Cite

The title 2:1 complex of 3-nitrophenol (MNP) and 4,4'-bipyridyl N,N'-dioxide (DPNO), 2C(6)H(5)NO(3) x C(10)H(8)N(2)O(2) or 2MNP.DPNO, crystallizes as a centrosymmetric three-component adduct with a dihedral angle of 59.40 (8) degrees between the planes of the benzene rings of MNP and DPNO (the DPNO moiety lies across a crystallographic inversion centre located at the mid-point of the C-C bond linking its aromatic rings). The complex owes its formation to O-H...O hydrogen bonds [O...O = 2.605 (3) A]. Molecules are linked by intermolecular C-H...O and C-H...N interactions forming R(2)(1)(6) and R(2)(2)(10) rings, and R(6)(6)(34) and R(4)(4)(26) macro-rings, all of which are aligned along the [1 01] direction, and R(2)(2)(10) and R(2)(1)(7) rings aligned along the [010] direction. The combination of chains of rings along the [1 01] and [010] directions generates the three-dimensional structure. A total of 27 systems containing the DNPO molecule and forming molecular complexes of an organic nature were analysed and compared with the structural characteristics of the dioxide reported here. The N-O distance [1.325 (2) A] depends not only on the interactions involving the O atom at the N-O group, but also on the structural ordering and additional three-dimensional interactions in the crystal structure. A density functional theory (DFT) optimized structure at the B3LYP/6-311G(d,p) level is compared with the molecular structure in the solid state.

show abstract

Section: Commentsupporting

confidence: 60%

3-Nitrophenol–4,4′-bipyridylN,N′-dioxide (2/1): a DFT study and CSD analysis of DPNO molecular complexes

et al. 2010

View full text Add to dashboard Cite

show abstract

“…Careful examination of the bond lengths at 298 K and 1013 K reveals that the expansions in B-O and Zn-O bonds are generally below 0.5%, while up to 3.4% in K-O bonds (see Supplementary Table S2 ). Moreover, the Hirshfeld’s “rigid body” test 18 19 20 21 22 23 indicated that the maximum differences in MSDA’s (mean square displacements of atoms) have magnitudes ∆ = 15 Å 2 in group B 6 O 12 , ∆ = 9 Å 2 in group Zn 2 O 6 . Meanwhile the maximum value is as large as ∆ = 108 Å 2 for KO 9 group (Table S3).…”

Section: Discussionmentioning

confidence: 99%

Unidirectional thermal expansion in edge-sharing BO4 tetrahedra contained KZnB3O6

Lou

et al. 2015

Sci Rep

View full text Add to dashboard Cite

Borates are among a class of compounds that exhibit rich structural diversity and find wide applications. The formation of edge-sharing (es-) BO4 tetrahedra is extremely unfavored according to Pauling’s third and fourth rules. However, as the first and the only es-borate obtained under ambient pressure, es-KZnB3O6 shows an unexpected high thermal stability up to its melting point. The origin of this extraordinary stability is still unclear. Here, we report a novel property in KZnB3O6: unidirectional thermal expansion, which plays a role in preserving es-BO4 from disassociation at elevated temperatures. It is found that this unusual thermal behavior originates from cooperative rotations of rigid groups B6O12 and Zn2O6, driven by anharmonic thermal vibrations of K atoms. Furthermore, a detailed calculation of phonon dispersion in association with this unidirectional expansion predicts the melting initiates with the breakage of the link between BO3 and es-BO4. These findings will broaden our knowledge of the relationship between structure and property and may find applications in future.

show abstract

“…We have previously published an article about the high resolution X-ray diffraction and crystallographic study with a thermal motion analysis of the compound m-NPH [5]. The lasting metastability of the monoclinic form of m -nitrophenol originates probably from interactions within the centrosymmetric dimers of overlapping molecules.…”

Section: Introductionmentioning

confidence: 99%

Theoretical and Experimental Electrostatic Potential around the m-Nitrophenol Molecule

et al. 2015

Self Cite

View full text Add to dashboard Cite

This work concerns a comparison of experimental and theoretical results of the electron charge density distribution and the electrostatic potential around the m-nitrophenol molecule (m-NPH) known for its interesting physical characteristics. The molecular experimental results have been obtained from a high-resolution X-ray diffraction study. Theoretical investigations were performed using the Density Functional Theory at B3LYP level of theory at 6-31G* in the Gaussian program. The multipolar model of Hansen and Coppens was used for the experimental electron charge density distribution around the molecule, while we used the DFT methods for the theoretical calculations. The electron charge density obtained in both methods allowed us to find out different molecular properties such us the electrostatic potential and the dipole moment, which were finally subject to a comparison leading to a good match obtained between both methods. The intramolecular charge transfer has also been confirmed by an HOMO-LUMO analysis.

show abstract

Electron Charge Density Distribution from X-ray Diffraction Study of the M-Nitrophenol Compound in the Monoclinic Form

Cited by 6 publications

References 17 publications

3-Nitrophenol–4,4′-bipyridylN,N′-dioxide (2/1): a DFT study and CSD analysis of DPNO molecular complexes

3-Nitrophenol–4,4′-bipyridylN,N′-dioxide (2/1): a DFT study and CSD analysis of DPNO molecular complexes

Unidirectional thermal expansion in edge-sharing BO4 tetrahedra contained KZnB3O6

Theoretical and Experimental Electrostatic Potential around the m-Nitrophenol Molecule

Contact Info

Product

Resources

About