scholarly journals Characterization of Supramolecular Hidden Chirality of Hydrogen-Bonded Networks by Advanced Graph Set Analysis

2014 ◽  
Vol 20 (9) ◽  
pp. 2392-2392
Author(s):  
Toshiyuki Sasaki ◽  
Yoko Ida ◽  
Ichiro Hisaki ◽  
Tetsuharu Yuge ◽  
Yoshiaki Uchida ◽  
...  
Keyword(s):  
Graph Set ◽  
Graph Set Analysis ◽  
Hydrogen Bonded

Characterization of Supramolecular Hidden Chirality of Hydrogen-Bonded Networks by Advanced Graph Set Analysis

2014 ◽  
Vol 20 (9) ◽  
pp. 2478-2487 ◽  
Author(s):  
Toshiyuki Sasaki ◽  
Yoko Ida ◽  
Ichiro Hisaki ◽  
Tetsuharu Yuge ◽  
Yoshiaki Uchida ◽  
...  
Keyword(s):  
Graph Set ◽  
Graph Set Analysis ◽  
Hydrogen Bonded

scholarly journals Cover Picture: Characterization of Supramolecular Hidden Chirality of Hydrogen-Bonded Networks by Advanced Graph Set Analysis (Chem. Eur. J. 9/2014)

2014 ◽  
Vol 20 (9) ◽  
pp. 2389-2389
Author(s):  
Toshiyuki Sasaki ◽  
Yoko Ida ◽  
Ichiro Hisaki ◽  
Tetsuharu Yuge ◽  
Yoshiaki Uchida ◽  
...  
Keyword(s):  
Graph Set ◽  
Graph Set Analysis ◽  
Hydrogen Bonded

Graph-set and packing analysis of hydrogen-bonded networks in polyamide structures in the Cambridge Structural Database

2000 ◽  
Vol 56 (5) ◽  
pp. 857-871 ◽  
Author(s):  
W. D. Samuel Motherwell ◽  
Gregory P. Shields ◽  
Frank H. Allen
Keyword(s):  
Crystal Packing ◽  
Three Dimensional ◽  
Cambridge Structural Database ◽  
Dimensional Network ◽  
Hydrogen Bond Networks ◽  
Structural Database ◽  
Graph Set ◽  
Graph Set Analysis ◽  
Packing Analysis ◽  
Hydrogen Bonded

The hydrogen-bond networks and crystal packing of 81 unique secondary di- and polyamides in the Cambridge Structural Database are investigated. Graph-set analysis, as implemented in the RPluto program, is used to classify network motifs. These have been rationalized in terms of the relative dispositions of the amide groups. Peptide and retropeptides exhibit significant conformational flexibility, which permits alternative hydrogen-bonding patterns. In peptides, dihedral angles of −ψ ≃ φ ≃ 105° allow an antiparallel ladder arrangement, containing rings of either the same or alternating sizes. For retropeptides, and diamides with an odd number of CH2 spacers, this conformation leads to a parallel ladder with rings of equal size. If φ approaches −60° and ψ 180°, ladders adopt a helical twist, and if the conformation is distorted further, a three-dimensional network is usually adopted. Diamides with aromatic or an even number of CH2 spacers generally form either antiparallel ladders or sheets, although some exhibit both polymorphs. Symmetry relationships within and between hydrogen-bonded chains, ladders and sheets in the crystal packing have also been analysed. Polyamides form considerably more complex networks, although many of the structural motifs present in the diamides occur as components of these networks.

scholarly journals Crystal structure and Hirshfeld surface analysis of 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium 4-methylbenzenesulfonate

2018 ◽  
Vol 74 (8) ◽  
pp. 1159-1162
Author(s):  
Ramalingam Sangeetha ◽  
Kasthuri Balasubramani ◽  
Kaliyaperumal Thanigaimani ◽  
Savaridasson Jose Kavitha
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Intermolecular Interactions ◽  
Hirshfeld Surface ◽  
Amino Group ◽  
Asymmetric Unit ◽  
Graph Set ◽  
Molecular Salt ◽  
Sulfonate Anion ◽  
Hydrogen Bonded

In the title molecular salt, C9H10N5 +·C7H7O3S−, the asymmetric unit consists of a 2,4-diamino-6-phenyl-1,3,5-triazin-1-ium cation and a 4-methylbenzenesulfonate anion. The cation is protonated at the N atom lying between the amine and phenyl substituents. The protonated N and amino-group N atoms are involved in hydrogen bonding with the sulfonate O atoms through a pair of intermolecular N—H...O hydrogen bonds, giving rise to a hydrogen-bonded cyclic motif with R 2 2(8) graph-set notation. The inversion-related molecules are further linked by four N—H...O intermolecular interactions to produce a complementary DDAA (D = donor, A = acceptor) hydrogen-bonded array, forming R 2 2(8), R 4 2(8) and R 2 2(8) ring motifs. The centrosymmetrically paired cations form R 2 2(8) ring motifs through base-pairing via N—H...N hydrogen bonds. In addition, another R 3 3(10) motif is formed between centrosymetrically paired cations and a sulfonate anion via N—H...O hydrogen bonds. The crystal structure also features weak S=O...π and π–π interactions. Hirshfeld surface and fingerprint plots were employed in order to further study the intermolecular interactions.

Self-Assembly and Characterization of A Novel Hydrogen-Bonded Nanostructure

2004 ◽  
Vol 108 (20) ◽  
pp. 6256-6260 ◽  
Author(s):  
Yang Liu ◽  
Shengqiang Xiao ◽  
Hongmei Li ◽  
Yuliang Li ◽  
Huibiao Liu ◽  
...  
Keyword(s):  
Self Assembly ◽  
Hydrogen Bonded

Crystal structure and characterization of the novel hydrogen bonded polar crystal

2012 ◽  
Vol 187 ◽  
pp. 35-44 ◽  
Author(s):  
M. Wojtaś ◽  
A. Ga¸gor ◽  
O. Czupiński ◽  
W. Medycki ◽  
R. Jakubas
Keyword(s):  
Crystal Structure ◽  
The Novel ◽  
Polar Crystal ◽  
Hydrogen Bonded

scholarly journals Reflection Absorption Infrared Spectroscopy Characterization of SAM Formation from 8-Mercapto-N-(phenethyl)octanamide Thiols with Phe Ring and Amide Groups

Molecules ◽  
2020 ◽  
Vol 25 (23) ◽  
pp. 5633
Author(s):  
Zenonas Kuodis ◽  
Ieva Matulaitienė ◽  
Marija Špandyreva ◽  
Linas Labanauskas ◽  
Sigitas Stončius ◽  
...  
Keyword(s):  
Infrared Spectroscopy ◽  
Self Assembled Monolayers ◽  
Trans Conformation ◽  
Band Frequency ◽  
Reflection Absorption Infrared Spectroscopy ◽  
Assembled Monolayers ◽  
Vibrational Bands ◽  
Induced Changes ◽  
Hydrogen Bonded

Multifunctional amide-containing self-assembled monolayers (SAMs) provide prospects for the construction of interfaces with required physicochemical properties and distinctive stability. In this study, we report the synthesis of amide-containing thiols with terminal phenylalanine (Phe) ring functionality (HS(CH2)7CONH(CH2)2C6H5) and the characterization of the formation of SAMs from these thiols on gold by reflection absorption infrared spectroscopy (RAIRS). For reliable assignments of vibrational bands, ring deuterated analogs were synthesized and studied as well. Adsorption time induced changes in Amide-II band frequency and relative intensity of Amide-II/Amide-I bands revealed two-state sigmoidal form dependence with a transition inflection points at 2.2 ± 0.5 and 4.7 ± 0.5 min, respectively. The transition from initial (disordered) to final (hydrogen-bonded, ordered) structure resulted in increased Amide-II frequency from 1548 to 1557 cm−1, which is diagnostic for a strongly hydrogen-bonded amide network in trans conformation. However, the lateral interactions between the alkyl chains were found to be somewhat reduced when compared with well-ordered alkane thiol monolayers.

Crystal Engineering Using Bisphenols. Chains, Ladders and Sheets Formed by the Adducts of 1,4-Diazabicyclo[2.2.2]octane with Bisphenols: Structures of Adducts with 4,4'-Isopropylidenediphenol (1/1), 4,4'-Oxodiphenol (1/1) and 4,4'-Thiodiphenol (1/1 and 2/1)

1997 ◽  
Vol 53 (3) ◽  
pp. 513-520 ◽  
Author(s):  
G. Ferguson ◽  
P. I. Coupar ◽  
C. Glidewell
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Engineering ◽  
Cross Links ◽  
Graph Set ◽  
N Vector ◽  
Hydrogen Bonded

4,4′-Isopropylidenediphenol-1,4-diazabicyclo[2.2.2]octane (1/1), (1), C15H16O2.C6H12N2, monoclinic, P2/a, a = 11.385 (2), b = 6.5565 (12), c = 13.076 (2) Å, \beta = 96.240 (11)°, with Z = 2; the two components of the adduct, which each lie across twofold axes, are joined into simple chains via O—H...N hydrogen bonds in a motif with graph set C_{2}^2(17). 4,4′-Oxodiphenol-1,4-diazabicyclo[2.2.2]octane (1/1), (2), C12H10O3.C6H12N2, orthorhombic, P212121, a = 9.4222 (11), b = 11.1886 (15), c = 15.694 (2), with Z = 4; the diamine component is disordered by rotation about the N...N vector, having two orientations [populations 0.76 (1) and 0.24 (1)] rotated by 48 (3)° from coincidence: the components are joined into chains via O—H...N hydrogen bonds in a motif with graph set C_{2}^2(17); pairs of these chains are joined into ladders by C—H...O hydrogen bonds in a motif of graph set R_{2}^2(22). 4,4′-Thiodiphenol-l,4-diazabicyclo[2.2.2]octane (1/1), (3), C12H10O2S.C6H12N2, isomorphous, a = 9.5785 (11), b = 11.4525 (13), c = 15.759 (2) Å (and ipso facto isostructural), with (2); the diamine disorder is characterized by two equally populated orientations related by a rotation about the N...N vector of 37.1 (2)° and pairs of chains are now joined into ladders by C—H...S hydrogen bonds. 4,4′-Thiodiphenol-1,4-diazabicyclo[2.2.2]octane (2/1), (5), (C12H10O2S)2.C6H12N2, monoclinic, P21/n, a = 8.3198 (9), b = 11.4006 (13), c = 15.056 (2) Å, \beta = 104.955 (8)°, with Z = 2; the diamine component of the adduct is disordered across a centre of inversion, and the bisphenol components are linked into chains by O—H...O hydrogen bonds in a motif with graph set C(12). These chains form cross-links via the diamine component by means of O—H...N hydrogen bonds in a C_{3}^3(19) motif to yield sheets within which are large hydrogen-bonded rings described by the unusual graph set R_{8}^8(62).

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