Crystal Structures of the Salts of Chiral Primary Amines with Achiral Carboxylic Acids:  Recognition of the Commonly-Occurring Supramolecular Assemblies of Hydrogen-Bond Networks and Their Role in the Formation of Conglomerates

1996 ◽  
Vol 118 (14) ◽  
pp. 3441-3449 ◽  
Author(s):  
Kazushi Kinbara ◽  
Yukihiko Hashimoto ◽  
Makoto Sukegawa ◽  
Hiroyuki Nohira ◽  
Kazuhiko Saigo
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Carboxylic Acids ◽  
Supramolecular Assemblies ◽  
Primary Amines ◽  
Hydrogen Bond Networks

Adamantane derivatives of sulfonamide molecular crystals: structure, sublimation thermodynamic characteristics, molecular packing, and hydrogen bond networks

CrystEngComm ◽  
2015 ◽  
Vol 17 (4) ◽  
pp. 753-763 ◽  
Author(s):  
German L. Perlovich ◽  
Alex M. Ryzhakov ◽  
Valery V. Tkachev ◽  
Alexey N. Proshin
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Molecular Crystals ◽  
Thermodynamic Characteristics ◽  
Molecular Packing ◽  
Adamantane Derivatives ◽  
X Ray Diffraction ◽  
X Ray ◽  
Hydrogen Bond Networks ◽  
Derivatives Of

The crystal structures of six adamantane derivatives of sulfonamides have been determined by X-ray diffraction and their sublimation and fusion processes have been studied.

Hydrogen bonding in enantiomeric versus racemic mono-carboxylic acids; a case study of 2-phenoxypropionic acid

2003 ◽  
Vol 59 (1) ◽  
pp. 132-140 ◽  
Author(s):  
Henning Osholm Sørensen ◽  
Sine Larsen
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Crystal Structures ◽  
Carboxylic Acids ◽  
Crystal Packing ◽  
Cyclic Dimer ◽  
Optically Pure ◽  
Pure Enantiomer ◽  
Hydrogen Bonded

The structural and thermodynamic backgrounds for the crystallization behaviour of racemates have been investigated using 2-phenoxypropionic acid (PPA) as an example. The racemate of PPA behaves normally and forms a racemic compound that has a higher melting point and is denser than the enantiomer. Low-temperature crystal structures of the pure enantiomer, the enantiomer cocrystallized with n-alkanes and the racemic acid showed that hydrogen-bonded dimers that form over crystallographic symmetry elements exist in all but the structure of the pure enantiomer. A database search for optically pure chiral mono-carboxylic acids revealed that the hydrogen-bonded cyclic dimer is the most prevalent hydrogen-bond motif in chiral mono-carboxylic acids. The conformation of PPA depends on the hydrogen-bond motif; the antiplanar conformation relative to the ether group is associated with a catemer hydrogen-bonding motif, whereas the more abundant synplanar conformation is found in crystals that contain cyclic dimers. Other intermolecular interactions that involve the substituent of the carboxylic group were identified in the crystals that contain the cyclic dimer. This result shows how important the nature of the substituent is for the crystal packing. The differences in crystal packing have been related to differences in melting enthalpy and entropy between the racemic and enantiomeric acids. In a comparison with the equivalent 2-(4-chlorophenoxy)-propionic acids, the differences between the crystal structures of the chloro and the unsubstituted acid have been identified and related to thermodynamic data.

scholarly journals Disordered sodium alkoxides from powder data: crystal structures of sodium ethoxide, propoxide, butoxide and pentoxide, and some of their solvates

2021 ◽  
Vol 77 (1) ◽  
pp. 68-82
Author(s):  
Maurice Beske ◽  
Stephanie Cronje ◽  
Martin U. Schmidt ◽  
Lukas Tapmeyer
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Sodium Ethoxide ◽  
Amyl Alcohol ◽  
X Ray Diffraction ◽  
Oh Groups ◽  
Space Group ◽  
X Ray ◽  
Alkyl Groups ◽  
Hydrogen Bond Networks

The crystal structures of sodium ethoxide (sodium ethanolate, NaOEt), sodium n-propoxide (sodium n-propanolate, NaO n Pr), sodium n-butoxide (sodium n-butanolate, NaO n Bu) and sodium n-pentoxide (sodium n-amylate, NaO n Am) were determined from powder X-ray diffraction data. NaOEt crystallizes in space group P 421 m, with Z = 2, and the other alkoxides crystallize in P4/nmm, with Z = 2. To resolve space-group ambiguities, a Bärnighausen tree was set up, and Rietveld refinements were performed with different models. In all structures, the Na and O atoms form a quadratic net, with the alkyl groups pointing outwards on both sides (anti-PbO type). The alkyl groups are disordered. The disorder becomes even more pronounced with increasing chain length. Recrystallization from the corresponding alcohols yielded four sodium alkoxide solvates: sodium ethoxide ethanol disolvate (NaOEt·2EtOH), sodium n-propoxide n-propanol disolvate (NaO n Pr·2 n PrOH), sodium isopropoxide isopropanol pentasolvate (NaO i Pr·5 i PrOH) and sodium tert-amylate tert-amyl alcohol monosolvate (NaO t Am· t AmOH, t Am = 2-methyl-2-butyl). Their crystal structures were determined by single-crystal X-ray diffraction. All these solvates form chain structures consisting of Na+, –O− and –OH groups, encased by alkyl groups. The hydrogen-bond networks diverge widely among the solvate structures. The hydrogen-bond topology of the i PrOH network in NaO i Pr·5 i PrOH shows branched hydrogen bonds and differs considerably from the networks in pure crystalline i PrOH.

scholarly journals Crystal Structures of Piperazinium Tetrahalogenometallates (II) [C4H12N2]MX4 (M = Zn, Hg; X = Br, I)

2006 ◽  
Vol 61 (1) ◽  
pp. 69-72 ◽  
Author(s):  
Hideta Ishihara ◽  
Keizo Horiuchi ◽  
Ingrid Svoboda ◽  
Hartmut Fuess ◽  
Thorsten M. Gesing ◽  
...  
Keyword(s):  
Phase Transition ◽  
Hydrogen Bond ◽  
Crystal Structures ◽  
Structural Phase Transition ◽  
Structural Phase ◽  
Lattice Stability ◽  
Space Group ◽  
Hydrogen Bond Networks

The crystal structures of piperazinium tetrahalogenometallates (II) [C4H12N2]MX4(M = Zn, Hg; X = Br, I), orthorhombic with space group P212121 and Z = 4 are isostructural with [C4H12N2]CdI4. The structure consists of piperazinium cations and isolated tetrahedralMX4 anions. [C4H12N2]ZnBr4 (1): a = 850.4(2), b = 1146.5(3), and c = 1228.4(4) pm at 300(2) K, [C4H12N2]ZnI4 (2): a = 886.89(6), b = 1209.11(9), and c = 1293.79(9) pm at 223(2) K, [C4H12N2]HgBr4 (3): a = 865.48(14), b = 1158.7(3), and c = 1233.3(2) pm at 293(2) K, [C4H12N2]HgI4 (4): a = 899.6(2), b = 1230.0(2), and c = 1299.5(3) pm at 293(2) K. All crystals show a structural phase transition at about 560 K and decomposition temperatures above 600 K. The lattice stability of the crystals is well explained by N-H · · · X hydrogen bond networks.

C–H···O and C–H···N Hydrogen Bond Networks in the Crystal Structures of Some 1,2-Dihydro-N-aryl-4,6-dimethylpyrimidin-2-ones

2000 ◽  
Vol 152 (1) ◽  
pp. 221-228 ◽  
Author(s):  
Meiyappan Muthuraman ◽  
Yvette Le Fur ◽  
Muriel Bagieu-Beucher ◽  
René Masse ◽  
Jean-François Nicoud ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Hydrogen Bond Networks

Higher hydrates of lithium chloride, lithium bromide and lithium iodide

2018 ◽  
Vol 74 (2) ◽  
pp. 194-202 ◽  
Author(s):  
Julia Sohr ◽  
Horst Schmidt ◽  
Wolfgang Voigt
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Lithium Chloride ◽  
Lithium Bromide ◽  
Structure Type ◽  
Lithium Cation ◽  
Formula Unit ◽  
Lithium Iodide ◽  
Hydrogen Bond Networks ◽  
Solid Liquid

For lithium halides, LiX (X = Cl, Br and I), hydrates with a water content of 1, 2, 3 and 5 moles of water per formula unit are known as phases in aqueous solid–liquid equilibria. The crystal structures of the monohydrates of LiCl and LiBr are known, but no crystal structures have been reported so far for the higher hydrates, apart from LiI·3H2O. In this study, the crystal structures of the di- and trihydrates of lithium chloride, lithium bromide and lithium iodide, and the pentahydrates of lithium chloride and lithium bromide have been determined. In each hydrate, the lithium cation is coordinated octahedrally. The dihydrates crystallize in the NaCl·2H2O or NaI·2H2O type structure. Surprisingly, in the tri- and pentahydrates of LiCl and LiBr, one water molecule per Li+ ion remains uncoordinated. For LiI·3H2O, the LiClO4·3H2O structure type was confirmed and the H-atom positions have been fixed. The hydrogen-bond networks in the various structures are discussed in detail. Contrary to the monohydrates, the structures of the higher hydrates show no disorder.

X-ray and NQR studies of bromoindate(III) complexes: [C2H5NH3]4InBr7, [C(NH2)3]3InBr6, and [H3NCH2C(CH3)2CH2NH3]InBr5

2017 ◽  
Vol 72 (2) ◽  
pp. 141-151 ◽  
Author(s):  
Takeharu Iwakiri ◽  
Hiromitsu Terao ◽  
Enno Lork ◽  
Thorsten M. Gesing ◽  
Hideta Ishihara
Keyword(s):  
Thermal Analysis ◽  
Hydrogen Bond ◽  
Differential Thermal Analysis ◽  
Crystal Structures ◽  
The Other ◽  
Positive Temperature ◽  
X Ray ◽  
Hydrogen Bond Networks ◽  
Quadrupole Resonance ◽  
Nuclear Quadrupole

AbstractThe crystal structures of [C2H5NH3]4InBr7(1), [C(NH2)3]3InBr6(2), and [H3NCH2C(CH3)2CH2NH3]InBr5(3) were determined at 100(2) K: monoclinic, P21/n, a=1061.94(3), b=1186.40(4), c=2007.88(7) pm, β= 104.575(1)°, Z=4 for 1; monoclinic, C2/c, a=3128.81(12), b=878.42(3), c=2816.50(10) pm, β=92.1320(10)°, Z=16 for 2; orthorhombic, P212121, a=1250.33(5), b=1391.46(6), c=2503.22(9) pm, Z=4 for 3. The structure of 1 contains an isolated octahedral [InBr6]3− ion and a Br− ion. The structure of 2 contains three different isolated octahedral [InBr6]3− ions. The structure of 3 has a corner-shared double-octahedral [In2Br11]5− ion and an isolated tetrahedral [InBr4]− ion. The 81Br nuclear quadrupole resonance (NQR) lines of the terminal Br atoms of the compounds are widely spread in frequency, and some of them show unusual positive temperature dependence. These observations manifest the N−H···Br−In hydrogen bond networks developed between the cations and anions to stabilize the crystal structures. The 81Br NQR and differential thermal analysis (DTA) measurements have revealed the occurrence of unique phase transitions in 1 and 3. When the bond angles were estimated from the electric field gradient (EFG) directions calculated by the molecular orbital (MO) methods, accurate values were obtained for [InBr6]3− of 1 and for [In2Br11]5− and [InBr4]− of 3, except for several exceptions in those for the latter two ions. On the other hand, the calculations of 81Br NQR frequencies have produced up to 1.4 times higher values than the observed ones.

Hydrogen-bond motifs in the crystals of hydrophobic amino acids

2008 ◽  
Vol 64 (4) ◽  
pp. 504-514 ◽  
Author(s):  
László Fábián ◽  
James A. Chisholm ◽  
Peter T. A. Galek ◽  
W. D. Samuel Motherwell ◽  
Neil Feeder
Keyword(s):  
Amino Acids ◽  
Hydrogen Bond ◽  
Computer Program ◽  
Crystal Structures ◽  
Intermolecular Interactions ◽  
Molecular Fragments ◽  
Hydrogen Bond Networks ◽  
Hydrophobic Amino Acids

A computer program has been developed to survey a set of crystal structures for hydrogen-bond motifs. Possible ring and chain motifs are generated automatically from a user-defined list of interacting molecular fragments and intermolecular interactions. The new program was used to analyse the hydrogen-bond networks in the crystals of 52 zwitterionic α-amino acids. All the possible chain motifs (repeating 1–4 molecules) are frequent, while the frequency of ring motifs (2–6 molecules) ranges from 0 to 85% of the structures. The list of motifs displayed by each structure reveals structural similarities and it can be used to compare polymorphs. The motifs formed in cocrystals of α-amino acids and in crystals of β- and γ-amino acids are similar to those of α-amino acids.

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