The “boat” Conformation of a Resorcin[4]arene Self-assembles as a “T-shaped” Building Block in the Solid State to Form a Linear ID Hydrogen-bonded Array

2,4,4,6-Tetraphenyl-4H-thiopyran, C29H22S, orthorhombic, Pna21, a = 17.980(4), b = 6.956(2), c = 34.562(11) Å, V = 4323(2) Å3, Z = 8, Dx = 1.237 g cm-3, F(000) = 1696, λ(CuKα) = 1.54184 A, μ = 1.372 mm-2, T = 294 K. The final R was 0.050 for the unique set of 3103 observed reflections. The central 4H-thiopyran ring forms a boat conformation for both symmetrically independent molecules with average boat angles 4.4(3) and 6.8(3)° at S and C(sp3), respectively. The mean planes of phenyls at the position 2 and 6 are turned from the double plane of 4H-thiopyran by 42.5(5) and 35.8(3)°, respectively. The investigated material undergoes a photochromic change in the solid state after irradiation with UV light or X-rays. The maximum of the new absorption band is situated at 564 nm. The non-exponential time dependence of photochromic bleaching is analysed in terms of a dispersive first-order reaction.

Download Full-text

Janus Pyrrolopyrrole aza‐Dipyrrin: Hydrogen‐Bonded Assemblies and Slow Magnetic Relaxation of the Cobalt(II) Complex in the Solid State

Chemistry - A European Journal ◽

10.1002/chem.202101755 ◽

2021 ◽

Author(s):

Toshiharu Ishizaki ◽

Hideaki Karasaki ◽

Yuto Kage ◽

Misaki Kamioka ◽

Yitong Wang ◽

...

Keyword(s):

Solid State ◽

Magnetic Relaxation ◽

Slow Magnetic Relaxation ◽

Hydrogen Bonded

Download Full-text

Advantages of naphthalene as building block for organic solid state laser dyes: Smaller energy gaps and enhanced stability

Journal of Materials Chemistry C ◽

10.1039/d0tc05387b ◽

2021 ◽

Author(s):

Yuya Oyama ◽

Masashi Mamada ◽

Akihiro Kondo ◽

Chihaya Adachi

Keyword(s):

Solid State ◽

Spontaneous Emission ◽

Building Block ◽

Solid State Laser ◽

Laser Dyes ◽

Energy Gaps ◽

Organic Solid ◽

Organic Laser ◽

Yellow Region ◽

Enhanced Stability

Organic laser dyes exhibiting very low amplified spontaneous emission (ASE) thresholds in green and yellow region were developed based on a stilbene structure which is often used for the blue...

Download Full-text

Spectroscopic, X-ray Diffraction and Density Functional Theory Study of Intra- and Intermolecular Hydrogen Bonds in Ortho-(4-tolylsulfonamido)benzamides

Molecules ◽

10.3390/molecules26040926 ◽

2021 ◽

Vol 26 (4) ◽

pp. 926

Author(s):

Malose J. Mphahlele ◽

Eugene E. Onwu ◽

Marole M. Maluleka

Keyword(s):

Density Functional Theory ◽

Solid State ◽

Hydrogen Bonds ◽

Density Functional ◽

Tetrahedral Geometry ◽

Hindered Rotation ◽

Hydrogen Bond Acceptor ◽

Functional Theory ◽

Vis Spectroscopy ◽

Hydrogen Bonded

The conformations of the title compounds were determined in solution (NMR and UV-Vis spectroscopy) and in the solid state (FT-IR and XRD), complemented with density functional theory (DFT) in the gas phase. The nonequivalence of the amide protons of these compounds due to the hindered rotation of the C(O)–NH2 single bond resulted in two distinct resonances of different chemical shift values in the aromatic region of their 1H-NMR spectra. Intramolecular hydrogen bonding interactions between the carbonyl oxygen and the sulfonamide hydrogen atom were observed in the solution phase and solid state. XRD confirmed the ability of the amide moiety of this class of compounds to function as a hydrogen bond acceptor to form a six-membered hydrogen bonded ring and a donor simultaneously to form intermolecular hydrogen bonded complexes of the type N–H···O=S. The distorted tetrahedral geometry of the sulfur atom resulted in a deviation of the sulfonamide moiety from co-planarity of the anthranilamide scaffold, and this geometry enabled oxygen atoms to form hydrogen bonds in higher dimensions.

Download Full-text