Quantitative crystal structure analysis of fluorinated porphyrins

Soman, Rahul; Sujatha, S.; Arunkumar, Chellaiah

doi:10.1016/j.jfluchem.2014.04.002

Cited by 78 publications

(33 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Hence the porphyrin core is planar in nature. The Zn-O distance is found to be 2.453 Å, which is comparable with the reported data [20], and the molecular crystal packing is through only (ph) C-H … F (tfmp) interaction ( Fig. 3d and Table 2).…”

Section: Structural Descriptions On Fluorinated Porphyrinssupporting

confidence: 88%

“…F•••C/H/F are observed as intense red spots on the HSs. As predicted [20], the shape of the FPs of porphyrins in 2a and 2c are comparable, indicating that they are isostructural in nature which is further supported by the geometrical data discussed earlier ( Table 2). …”

Section: Hirshfeld Surface Analysissupporting

confidence: 85%

“…The asymmetric unit of 2a and 2c consists of a half molecule of porphyrin crystallized in a trigonal system with an R-3 space group with a similar way of packing with various intermolecular interactions (Figs 4c, 4f and Table 2) indicating their isostructural behavior [10,20]. This is further supported by the Hirshfeld surfaces and 2D fingerprint plots analyzed and discussed later in this paper.…”

Section: Structural Descriptions On Fluorinated Porphyrinssupporting

confidence: 68%

See 2 more Smart Citations

Structural, spectroscopic and electrochemical investigations on fluorinated meso-tetraaryl porphyrins

Arunkumar

Kooriyaden

Sujatha

2017

J. Porphyrins Phthalocyanines

Self Cite

View full text Add to dashboard Cite

Two series of meso-phenyl fluorinated porphyrins and their metal complexes, 5,10,15,20-tetrakis(2′,4′,6′-trifluorophenyl)porphyrin, MT(2′,4′,6′-TFP)Ps (2a-2d) and 5,10,15,20-tetrakis[3′,5′-bis(trifluoromethylphenyl)]porphyrin, MT(3′,5′-BTFMP)Ps (3a-3d); where M = 2H; Ni(II); Cu(II) and Zn(II) have been synthesized and characterized using various spectroscopic techniques including UV-visible, fluorescence and 1 H NMR and mass spectrometry. Electronic absorption spectra of porphyrins show the typical Soret (B) and visible (Q) bands. Free ligands and zinc(II) derivatives display two well-defined emission bands around 600-660 nm and 650-720 nm upon exciting the Soret band. Porphyrins, 1d, 2a, 2b, 2c, 3a and 3d were structurally characterized by single crystal XRD analysis, and various intermolecular interactions present in them were quantified on the basis of Hirshfeld surfaces and 2D fingerprint plots. Electrochemical studies were performed and the HOMO-LUMO energy gap is high for all the porphyrins compared to MTPPs.

show abstract

Section: Structural Descriptions On Fluorinated Porphyrinssupporting

confidence: 88%

Section: Hirshfeld Surface Analysissupporting

confidence: 85%

Section: Structural Descriptions On Fluorinated Porphyrinssupporting

confidence: 68%

See 1 more Smart Citation

Structural, spectroscopic and electrochemical investigations on fluorinated meso-tetraaryl porphyrins

Arunkumar

Kooriyaden

Sujatha

2017

J. Porphyrins Phthalocyanines

Self Cite

View full text Add to dashboard Cite

show abstract

“…Front views and back views of the three-dimensional Hirshfeld surfaces (mapped with d norm ) for studied drostanolone propionate structures are given in Figure 7. The contacts mapped in red represent the interactions with the distances between atoms smaller than the sum of van der Waals radii, white areas highlight intermolecular contacts close to the sum of van der Waals radii, and blue is used for longer contacts [25]. The Hirshfeld surfaces were mapped with d norm between −0.151 (red) and 1.628 (blue).…”

Section: Hirshfeld Surfacesmentioning

confidence: 99%

Exploring the Polymorphism of Drostanolone Propionate

2020

View full text Add to dashboard Cite

2α-Methyl-4,5α-dihydrotestosterone 17β-propionate, known as drostanolone propionate or masteron, is a synthetic anabolic-androgenic steroid derived from dihydrotestosterone. The crystal structures of two polymorphs of drostanolone propionate have been determined by single crystal X-ray diffraction and both crystallizes in the monoclinic crystal system. One is belonging to the P21 space group, Z = 2, and has one molecule in the asymmetric unit while the second belongs to the I2 space group, Z = 4, and contains two molecules in the asymmetric unit. Another polymorph has been investigated by an X-ray powder diffraction method and solved by Parallel tempering/Monte Carlo technique and refined with the Rietveld method. This polymorph crystallizes in the orthorhombic P212121 space group, Z = 4 having one molecule in the asymmetric unit. The structural configuration analysis shows that the A, B, and C steroid rings exist as chair geometry, while ring D adopts a C13 distorted envelope configuration in all structures. For all polymorphs, the lattice energy has been computed by CLP (Coulomb-London-Pauli), and tight-binding density functional theory methods. Local electron correlation methods were used to estimate the role of electron correlation in the magnitude of the dimer energies. The nature of the intermolecular interactions has been analyzed by the SAPT0 energy decomposition methods as well as by Hirshfeld surfaces.

show abstract

“…The red spots on the surfaces indicated the close-contact interactions and mainly responsible for the molecular packing in the crystal. The crystal packing of 3A is mainly controlled by dominant interactions involving O-H···N and N···H contacts, which are observed as red spots on the Hirshfeld surfaces [23,24]. The percentage of surface area having close contact reciprocal data with atom vs. atom is given in Table-3.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Design, Synthesis, Single X-Ray Crystal Structure, DFT and Molecular Docking Studies of Novel Clip Type-Pyridyltetrazole Analogues

Babu¹,

Reddy²,

Ghosh³

et al. 2018

Asian J. Chem.

View full text Add to dashboard Cite

Novel clip type-pyridyltetrazole analogs of 1,3-bis(5-(pyridin-2-yl)-1H-tetrazol-1-yl)propan-2-ol (3A) and 1,3-bis(5-(pyridin-2-yl)-2H-tetrazol-2-yl) propan-2-ol (3B) have been synthesized by the reaction of 2-(1H-tetrazol-5-yl)pyridine (2) with 0.5 equivalent of epichlorohydrine in DMF using K2CO3 as a base. Relevant monomers of 1-chloro-3-(5-(pyridin-2-yl)-1H-tetrazol-1-yl)propan-2-ol (3C) and 1-chloro-3-(5-(pyridin-2-yl)-2H-tetrazol-2-yl)propan-2-ol (3D) have been synthesized by reaction of compound 2 with one equivalent of epichlorohydrine in DMF using K2CO3 as a base. The compounds 3C and 3D are further modified by the reaction sequences to obtain the ligands 1-(2-(hydroxymethyl)phenoxy)-3-(5-(pyridin-2-yl)-1H-tetrazol-1-yl)propan-2-ol (3G) and 1-(2-(hydroxymethyl)phenoxy)-3-(5-(pyridin-2-yl)-2H-tetrazol-2-yl)propan-2-ol (3H) respectively. The eight synthesized compounds (3A-3H) were characterized by 1 H NMR, 13 C NMR, IR and Mass spectroscopy. The compound 3A, was crystallized in triclinic primitive system space group P2(1)/c with a = 8.9442 Å, b = 9.2097 Å, c = 11.3558 Å, V = 814.68 Å, R1 = 0.0213 at 298 K. The compounds 3A and 3B were optimized, HOMO/ LUMO and molecular electrostatic potential studies were carried by DFT calculations with B3LYP/6.311G** method. The molecular docking studies were performed on 3A, 3B, 3G and 3H and the studies reveal that all the compounds exist in crescent shapes.

show abstract

Quantitative crystal structure analysis of fluorinated porphyrins

Cited by 78 publications

References 41 publications

Structural, spectroscopic and electrochemical investigations on fluorinated meso-tetraaryl porphyrins

Structural, spectroscopic and electrochemical investigations on fluorinated meso-tetraaryl porphyrins

Exploring the Polymorphism of Drostanolone Propionate

Design, Synthesis, Single X-Ray Crystal Structure, DFT and Molecular Docking Studies of Novel Clip Type-Pyridyltetrazole Analogues

Contact Info

Product

Resources

About