Browse
Submit Data
Databases
API
Help

Dataset Information

3 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Different cation-protonation patterns in mol-ecular salts of unsymmetrical dimethyhydrazine: C2H9N2·Br and C2H9N2·H2PO3.

ABSTRACT: We describe the syntheses and crystal structures of two mol-ecular salts containing the 1,1-di-methyl-hydrazinium cation, namely 1,1-di-methyl-hydrazin-1-ium bromide, C2H9N2 (+)·Br(-), (I), and 2,2-di-methyl-hydrazin-1-ium di-hydrogen phosphite, C2H9N2 (+)·H2PO3 (-), (II). In (I), the cation is protonated at the methyl-ated N atom and N-H?Br hydrogen bonds generate [010] chains in the crystal. In (II), the cation is protonated at the terminal N atom and cation-to-anion N-H?O and anion-to-anion O-H?O hydrogen bonds generate (001) sheets.

SUBMITTER: Katinaite J

PROVIDER: S-EPMC4971874 | biostudies-other | 2016 Aug

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

Different cation-protonation patterns in mol-ecular salts of unsymmetrical dimethyhydrazine: C2H9N2·Br and C2H9N2·H2PO3.

Katinaitė Judita J Harrison William T A WT

Acta crystallographica. Section E, Crystallographic communications 20160729 Pt 8

We describe the syntheses and crystal structures of two mol-ecular salts containing the 1,1-di-methyl-hydrazinium cation, namely 1,1-di-methyl-hydrazin-1-ium bromide, C2H9N2 (+)·Br(-), (I), and 2,2-di-methyl-hydrazin-1-ium di-hydrogen phosphite, C2H9N2 (+)·H2PO3 (-), (II). In (I), the cation is protonated at the methyl-ated N atom and N-H⋯Br hydrogen bonds generate [010] chains in the crystal. In (II), the cation is protonated at the terminal N atom and cation-to-anion N-H⋯O and anion-to-anion O ...[more]

PMID: 27536415

Similar Datasets

Different packing motifs in the crystal structures of three mol-ecular salts containing the 2-amino-5-carb-oxy-anilinium cation: C7H9N2O2 +·Cl-, C7H9N2O2 +·Br- and C7H9N2O2 +·NO3 -·H2O.

Project description:The syntheses and crystal structures of three mol-ecular salts of protonated 3,4-di-amino-benzoic acid, viz. 2-amino-5-carb-oxy-anilinium chloride, C7H9N2O2 +·Cl-, (I), 2-amino-5-carb-oxy-anilinium bromide, C7H9N2O2 +·Br-, (II), and 2-amino-5-carb-oxy-anilinium nitrate monohydrate, C7H9N2O2 +·NO3 -·H2O, (III), are described. The cation is protonated at the meta-N atom (with respect to the carb-oxy group) in each case. In the crystal of (I), carb-oxy-lic acid inversion dimers linked by pairwise O-H?O hydrogen bonds are seen and each N-H group forms a hydrogen bond to a chloride ion to result in (100) undulating layers of chloride ions bridged by the inversion dimers into a three-dimensional network. The extended structure of (II) features O-H?Br, N-H?Br and N-H?O hydrogen bonds: the last of these generates C(7) chains of cations. Overall, the packing in (II) features undulating (100) sheets of bromide ions alternating with the organic cations. Inter-molecular inter-actions in the crystal of (III) include O-H?O, O-H?(O,O), N-H?O, N-H?N and O-H?N links. The cations are linked into (001) sheets, and the nitrate ions and water mol-ecules form undulating chains. Taken together, alternating (001) slabs of organic cations plus anions/water mol-ecules result. Hirshfeld surfaces and fingerprint plots were generated to give further insight into the inter-molecular inter-actions in these structures. The crystal used for the data collection of (II) was twinned by rotation about [100] in reciprocal space in a 0.4896?(15):0.5104?(15) ratio.

| S-EPMC7133033 | biostudies-literature

Arylation with unsymmetrical diaryliodonium salts: a chemoselectivity study.

Project description:Phenols, anilines, and malonates have been arylated under metal-free conditions with twelve aryl(phenyl)iodonium salts in a systematic chemoselectivity study. A new "anti-ortho effect" has been identified in the arylation of malonates. Several "dummy groups" have been found that give complete chemoselectivity in the transfer of the phenyl moiety, irrespective of the nucleophile. An aryl exchange in the diaryliodonium salts has been observed under certain arylation conditions. DFT calculations have been performed to investigate the reaction mechanism and to elucidate the origins of the observed selectivities. These results are expected to facilitate the design of chiral diaryliodonium salts and the development of catalytic arylation reactions that are based on these sustainable and metal-free reagents.

| S-EPMC3884774 | biostudies-literature

The crystal structures of three clozapinium salts: different mol-ecular configurations, and supra-molecular assembly in one, two and three dimensions.

Project description:The structures of three salts derived from clozapine, 8-chloro-11-(4-methyl-piperazin-1-yl)-5H-dibenzo[b,e][1,4]diazepine, are reported, namely, clo-za-pin-ium 3,5-di-nitro-benzoate dimethyl sulfoxide monosolvate, C18H20ClN4 (+)·C7H3N2O6 (-)·C2H6OS, (I), where the dimethyl sulfoxide component is disordered over two sets of atomic sites having occupancies 0.627?(2) and 0.373?(2); clo-za-pin-ium hydrogen maleate 0.21-hydrate, C18H20ClN4 (+)·C4H3O4 (-)·0.21H2O, (II), and clozapinium 2-hy-droxy-benzoate, C18H20ClN4 (+)·C7H5O3 (-), (III). In all three salts, the protonation site is the methyl-ated N atom of the piperazine ring, and the dimensions and conformations of the fused tricyclic system are very similar. However, differences are apparent in the piperazine component: in both compounds (II) and (III), the unprotonated N atom of this ring has a pyramidal geometry, but in compound (I) this atom has a planar geometry. In compound (III), both N-substituents in this ring occupy equatorial sites, but in compound (II) the fused tricyclic system occupies an axial site of the piperazine ring. The independent components of compound (I) are linked within the selected asymmetric unit by a combination of N-H?O and C-H?O hydrogen bonds, and these hydrogen-bonded aggregates are linked into chains by an aromatic ?-? stacking inter-action. In compound (II), the components are linked into sheets by a combination of O-H?O, N-H?O and C-H?O hydrogen bonds, and in compound (III), a combination of N-H?O, C-H?O and C-H?N hydrogen bonds links the components into a three-dimensional framework structure. Comparisons are made with some similar compounds.

| S-EPMC4438793 | biostudies-literature

4-(Dimethyl-amino)pyridinium tribromide: whole mol-ecule disorder of cation and anion.

Project description:In the title salt, C(7)H(11)N(2) (+)·Br(3) (-), the cation and the near-linear anion [Br-Br-Br = 179.41?(8)°] both show whole-mol-ecule disorder about crystallographic twofold rotation axes. The cation is weakly hydrogen-bonded to the anion by an N-H?Br inter-action. The crystal studied was found to be a racemic twin, with a twin component of nearly 50%.

| S-EPMC2969780 | biostudies-literature

Salts of 4-[(benzyl-amino)-carbon-yl]-1-methyl-pyridinium and iodide anions with different cation:iodine stoichiometric ratios.

Project description:The two iodide salts, 4-[(benzyl-amino)-carbon-yl]-1-methyl-pyridinium iodide-iodine (2/1), C14H15N2O+·I-·0.5I2, I, and 4-[(benzyl-amino)-carbon-yl]-1-methyl-pyridinium triiodide, C14H15N2O+·I3 -, II, with different cation:iodine atoms ratios were studied. Salt I contains one cation, one iodide anion and half of the neutral I2 mol-ecule in the asymmetric unit (cation:iodine atoms ratio is 1:2). Salt II contains two cations, one triiodide anion (I 3 -) and two half triiodide anions (cation:iodine atoms ratio is 1:3). The NH group forms N-H⋯I hydrogen bonds with the I- anion in the crystal of I or N-H⋯O hydrogen bonds in II where only triiodide anions are present.

| S-EPMC8647746 | biostudies-literature

Novel Non-Metal Cation (NMC) Pentaborate Salts of Some Amino Acids.

Project description:Non-metal cation (NMC) pentaborate structures, in which some amino acids (valine, leucine, isoleucine, and threonine) were used as cations, were synthesized. The structural characterization of molecules was carried out by elemental analysis, FT-IR, mass, 11B-NMR, and thermal analysis (TGA/DTA) methods. The hydrogen storage capacity of molecules was also calculated by taking experimental results into consideration. The FT-IR spectra support the similarity of structures. The characteristic peaks attributable to pentaborate rings and amino acids were observed. When thermal analysis data were examined, it was observed that pentaborate salts gave similar degradation steps and degradation products. As a final degradation product of all thermal analysis experiments, a glassy form of B2O3 was observed. The valine pentaborate is the most thermally stable. Also, the amounts of hydrate water outside the coordination sphere of the compounds were determined by thermal analysis curves. The peaks of boric acid, triborate, and pentaborate structures were obtained in ppm with the 11B-NMR results of synthesized pentaborate compounds. With powder X-ray spectroscopy, all structures were found to be crystalline but not suitable for single-crystal X-ray analysis. The molecular cavities of the compounds detected by BET were found to be 3.286, 1.873, 2.309, and 1.860 g/cm3, respectively. A low number of molecular cavities can be interpreted in several existing hydrogen bonds in structures. The hydrogen storage capacities of the molecules were found to be in the range of 0.04 to 0.07% by mass.

| S-EPMC6695838 | biostudies-literature

Six 1-aroyl-4-(4-meth-oxy-phen-yl)piperazines: similar mol-ecular structures but different patterns of supra-molecular assembly.

Project description:Six new 1-aroyl-4-(4-meth-oxy-phen-yl)piperazines have been prepared, using coupling reactions between benzoic acids and N-(4-meth-oxy-phen-yl)piperazine. There are no significant hydrogen bonds in the structure of 1-benzoyl-4-(4-meth-oxy-phen-yl)piperazine, C18H20N2O2, (I). The mol-ecules of 1-(2-fluoro-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, C18H19FN2O2, (II), are linked by two C-H⋯O hydrogen bonds to form chains of rings, which are linked into sheets by an aromatic π-π stacking inter-action. 1-(2-Chloro-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, C18H19ClN2O2, (III), 1-(2-bromo-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, C18H19BrN2O2, (IV), and 1-(2-iodo-benzo-yl)-4-(4-meth-oxyphen-yl)piperazine, C18H19IN2O2, (V), are isomorphous, but in (III) the aroyl ring is disordered over two sets of atomic sites having occupancies of 0.942 (2) and 0.058 (2). In each of (III)-(V), a combination of two C-H⋯π(arene) hydrogen bonds links the mol-ecules into sheets. A single O-H⋯O hydrogen bond links the mol-ecules of 1-(2-hy-droxy-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, C18H20N2O3, (VI), into simple chains. Comparisons are made with the structures of some related compounds.

| S-EPMC6690458 | biostudies-literature

Evidence for C-H hydrogen bonding in salts of tert-butyl cation.

Project description:Environmentally sensitive: A combination of C-H anion hydrogen bonding and hyperconjugative charge delocalization explains the sensitivity of the IR spectrum of the tert-butyl cation to its anion (see high-resolution X-ray structure with a CHB(11)Cl(11)(-) counterion). The ?CH vibration of the cation scales linearly with the basicity of carborane anions on the ?NH scale. The same also holds for the C(6)H(7)(+) benzenium ion.

| S-EPMC3516884 | biostudies-literature

Fluoride Ionic Liquids in Salts of Ethylmethylimidazolium and Substituted Cyclopropenium Cation Families.

Project description:A series of solvent-stabilized ionic liquid fluorides were prepared, [EMIM]F.nCH3COOH n = 1. 0, 1.6, 2.1, 2.4, and 3.2, either via exchange from the chloride salt using KF or AgF, or by neutralization of the hydroxide salt using HF. Azeotrope drying was used to remove water. Their viscosity, conductivity and density properties were determined. A diethanol solvate of the triaminocyclopropenium salt [C3(NPr2)3]F was found to be stable and its viscosity, conductivity and density properties were also determined. The monoethanol solvate, however, was found to be unstable with trace water present. Intramolecular stabilization of fluoride was achieved by using OH functionalized cations: [C3(NEt2)2N(CH2CH2OH)2]F, [C3(N(CH2CH2OH)2)3]F, and [Me3NCH2CH2OH]F.H2O, The first of these is an ionic liquid at ambient temperature and has a TGA mass loss onset at 175°C, indicating a useful range of liquid state stability.

| S-EPMC6295474 | biostudies-literature

An investigation to elucidate the factors dictating the crystal structure of seven ammonium carboxyl-ate mol-ecular salts.

Project description:The crystal structures of seven ammonium carboxyl-ate salts are reported, namely (RS)-1-phenyl-ethan-1-aminium isonicotinate, C8H12N+·C6H4N1O2-, (I), (RS)-1-phenyl-ethan-1-aminium flurbiprofenate [or 2-(3-fluoro-4-phenyl-phen-yl)propano-ate], C8H12N+·C15H12FO2-, (II), (RS)-1-phenyl-ethan-1-aminium 2-chloro-4-nitro-benzoate, C8H12N+·C7H3ClNO4-, (III), (RS)-1-phenyl-ethan-1-aminium 4-iodo-benzoate, C8H12N+·C7H4IO2-, (IV), (S)-1-cyclo-hexyl-ethan-1-aminium 2-chloro-4-nitro-benzoate, C8H18N+·C7H3ClNO4-, (V), 2-(cyclo-hex-1-en-1-yl)ethan-1-aminium 4-bromo-benzoate, C8H16N+·C7H4BrO2-, (VI), and (S)-1-cyclo-hexyl-ethan-1-aminium 4-bromo-benzoate, C8H18N+·C7H4BrO2-, (VII). Salts (II) to (VII) feature three N+-H?O- hydrogen bonds, which form one-dimensional hydrogen-bonded ladders. Salts (II), (III), (IV), (V) and (VII) have a type II ladder system despite the presence of halogen bonding and other inter-molecular inter-actions, whereas (VI) has a type III ladder system. Salt (I) has a unique hydrogen-bonded system of ladders, featuring both N+-H?O- and N+-H?N hydrogen bonds owing to the presence of the pyridine functional group. The presence of an additional hydrogen-bond acceptor on the carboxyl-ate cation disrupts the formation of the ubiquitous type II and III ladder found predominately in ammonium carboxyl-ate salts. Halogen bonding, however, has no influence on their formation.

| S-EPMC5947467 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data