Browse
Submit Data
Databases
API
Help

Dataset Information

19 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of memantine-carb-oxy-borane.

ABSTRACT: The synthesis and crystal structure of the title compound, C13H24BNO2 [systematic name: 3,5-di-methyl-adamantanyl-amine-borane-carb-oxy-lic acid or N-(carb-oxy-boranyl-idene)-3,5-di-methyl-adamantan-1-amine], derived from the anti-Alzheimer's disease drug memantine is reported. The C-N-B-CO2 unit is almost planar (r.m.s. deviation = 0.095?Å). The extended structure shows typical carb-oxy-lic acid inversion dimers linked by pairwise O-H?O hydrogen bonds [O?O = 2.662?(3)?Å]. The amino group forms a weak N-H?O hydrogen bond [N?O = 3.011?(3)?Å], linking the dimers into [001] chains in the crystal. Highly disordered solvent mol-ecules were treated using the SQUEEZE routine of PLATON [Spek (2015 ?). Acta Cryst. C71, 9-18], which treats the electron density as a diffuse contribution without assignment of specific atom locations. A scattering contribution of 255 electrons was removed. The crystal studied was refined as a two-component twin.

SUBMITTER: Ayudhya TI

PROVIDER: S-EPMC6505612 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of memantine-carb-oxy-borane.

Ayudhya Theppawut I TI Rheingold Arnold L AL Dingra Nin N NN

Acta crystallographica. Section E, Crystallographic communications 20190402 Pt 5

The synthesis and crystal structure of the title compound, C13H24BNO2 [systematic name: 3,5-di-methyl-adamantanyl-amine-borane-carb-oxy-lic acid or N-(carb-oxy-boranyl-idene)-3,5-di-methyl-adamantan-1-amine], derived from the anti-Alzheimer's disease drug memantine is reported. The C-N-B-CO2 unit is almost planar (r.m.s. deviation = 0.095 Å). The extended structure shows typical carb-oxy-lic acid inversion dimers linked by pairwise O-H⋯O hydroge ...[more]

PMID: 31110782

Similar Datasets

Synthesis and structure of a 1:1 co-crystal of hexa-methyl-ene-tetra-mine carb-oxy-borane and acetamino-phen.

Project description:Hexa-methyl-ene-tetra-mine carboacetamino-phenborane, a mol-ecule with two pharmacophores attached to a central carb-oxy-borate moiety, was synthesized and crystals were grown with an acetamino-phen co-crystal former to result in the title 1:1 co-crystal [hexa-methyl-ene-tetra-mine 4-acetamido-phenyl 2-boranyl-acetate-4-acet-amido-phenol (1/1)], C15H22BN5O3·C8H9NO2. In the first of these mol-ecules, both the borate-ester and acetyl-amino groups are considerably twisted away from the plane of the inter-vening benzene ring [dihedral angles = 76.89 (9) and 65.42 (9)°, respectively]. The extended structure of this co-crystal features N-H⋯O and O-H⋯O hydrogen bonds, which link the components into (100) sheets and weak C-H⋯O hydrogen bonds help to consolidate the structure.

| S-EPMC7784649 | biostudies-literature

Crystal structure of 5-[(4-carb-oxy-benz-yl)-oxy]isophthalic acid.

Project description:The mol-ecular shape of the title compound, C16H12O7, is bent around the central CH2-O bond. The two benzene rings are almost perpendicular to one another, making a dihedral angle of 87.78?(7)°. In the crystal, each mol-ecule is linked to three others by three pairs of O-H?O hydrogen bonds, forming undulating sheets parallel to the bc plane and enclosing R 2 (2)(8) ring motifs. The sheets are linked by C-H?O hydrogen bonds and C-H?? inter-actions, forming a three-dimensional network.

| S-EPMC4971877 | biostudies-literature

Crystal structure of dimethyl 9H-carbazole-2,7-di-carb-oxy-late.

Project description:In the title compound, C16H13NO4, the carbazole ring system is almost planar with non-H atoms possessing a mean deviation from planarity of 0.037 Å. The two ester groups are orientated trans to one another and tilted slightly from the mean plane of the carbazole ring system, making dihedral angles of 8.12 (6) and 8.21 (5)°. In the crystal, mol-ecules are linked by pairs of N-H⋯O hydrogen bonds forming inversion dimers. The dimers are linked by parallel slipped π-π inter-actions, forming slabs propagating along the b-axis direction [inter-centroid distance = 3.6042 (8) Å, inter-planar distance = 3.3437 (5) Å, slippage = 1.345 Å].

| S-EPMC4647360 | biostudies-literature

Crystal structure of γ-methyl l-glutamate N-carb-oxy anhydride.

Project description:In the title compound, C7H9NO5, alternative name N-carb-oxy-l-glutamic anhydride γ-methyl ester, the oxazolidine ring is essentially planar with a maximum deviation of 0.020 (3) Å. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds between the imino group and the carbonyl O atom in the methyl ester group, forming a tape structure along the a-axis direction. The tapes are linked by C-H⋯O inter-actions into a sheet parallel to the ac plane. The tapes are also stacked along the b axis with short contacts between the oxazolidine rings [C⋯O contact distances = 2.808 (4)-3.060 (4) Å], so that the oxazolidine rings are arranged in a layer parallel to the ab plane. This arrangement of the oxazolidine rings is very preferable for the polymerization of the title compound in the solid state.

| S-EPMC4331887 | biostudies-literature

Crystal structure of γ-ethyl-l-glutamate N-carb-oxy anhydride.

Project description:In the title compound (alternative name N-carboxy-l-glutamic anhydride γ-ethyl ester), C8H11NO5, the oxazolidine ring is essentially planar, with a maximum deviation of 0.019 (2) Å. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds between the imino group and the carbonyl O atom in the ethyl ester group, forming a tape structure along the c-axis direction. The oxazolidine rings of adjacent tapes are arranged into a layer parallel to the ac plane. This arrangement is favourable for the polymerization of the title compound in the solid state.

| S-EPMC4331880 | biostudies-literature

Crystal structure of 4-oxo-4H-chromene-3-carb-oxy-lic acid.

Project description:In the title compound, C10H6O4, also known as 3-carb-oxy-chromone, the non-H atoms of the chromone ring are essentially coplanar (r.m.s. deviation = 0.0057 Å), with the maximum deviation from their least-squares plane [0.011 (2) Å] being for a pyran C atom. The dihedral angle between the fused ring and plane of the carb-oxy group is 3.06 (2)°. An intra-molecular hydrogen bond is formed between the ring carbonyl O atom and the carb-oxy O-H atom, closing an S(6) loop. In the crystal, mol-ecules are assembled by stacking inter-actions [centroid-centroid distance between the benzene and pyran rings = 3.844 (3) Å] and C-H⋯O hydrogen bonds, generating a three-dimensional network. Short contacts are also observed between the carb-oxy O and C atoms [C=O⋯C=O = 3.002 (3) Å].

| S-EPMC4571407 | biostudies-literature

Crystal structure of 2-phenyl-ethanaminium 3-carb-oxy-prop-2-enoate.

Project description:The title mol-ecular salt, C8H12N(+)·C4H3O4 (-), crystallized with two independent cations and anions in the asymmetric unit. The ethanaminium side chains of the cations exhibit anti conformations [C-C-C-N torsion angles = 176.5 (3) and -179.4 (3)°]. In the crystal, N-H⋯O and C-H⋯O hydrogen bonds connect adjacent anions and cations, and , O-H⋯O hydrogen bonds connect adjacent anions, generating sheets parallel to (001).

| S-EPMC4555434 | biostudies-literature

Redetermined crystal structure of N-(β-carb-oxy-eth-yl)-α-isoleucine.

Project description:Redetermination of the crystal structure of N-(β-carb-oxy-eth-yl)-α-isoleucine, C9H18N2O3, reported earlier by Nehls et al. [Acta Cryst. (2013), E69, o172-o173], was undertaken in which the ionization state assigned to the mol-ecule as unionized has been modified as zwitterionic in the present work. Single-crystal X-ray intensity data obtained from freshly grown crystals and freely refining the amino H atoms provide enhanced refinement and structural parameters, particularly the hydrogen-bonding scheme. N-H⋯O hydrogen bonds dominate the inter-molecular inter-actions along with a C-H⋯O hydrogen bond. The inter-molecular inter-action pattern is a three-dimensional network. The structure was refined as a two-component perfect inversion twin.

| S-EPMC4555364 | biostudies-literature

Crystal structure of 3-amino-pyridinium 1'-carb-oxy-ferrocene-1-carboxyl-ate.

Project description:The structure of the title salt, (C5H7N2)[Fe(C6H4O2)(C6H5O2)], consists of 3-amino-pyridinium cations and 1'-carb-oxy-ferrocene-1-carboxyl-ate monoanions. The ferrocenyl moiety of the anion adopts a typical sandwich structure, with Fe-C distances in the range 2.0270 (15)-2.0568 (17) Å. The anion possesses an eclipsed conformation, with the torsion angle φ (Csubst-Cpcent-Cpcent- Csubst) equal to 66.0°. The conformations of other 1'-carb-oxy-ferrocene-1-carboxyl-ate monoanions are compared and analyzed on the basis of literature data.

| S-EPMC5458309 | biostudies-literature

Crystal structure of poly[di-aqua-(?-2-carb-oxy-acetato-?(3) O,O':O'')(2-carb-oxy-acetato-?O)di-?-chlorido-dicobalt(II)].

Project description:The asymmetric unit of the title polymer, [Co2(C3H3O4)2Cl2(H2O)2] n , comprises one Co(II) atom, one water mol-ecule, one singly deprotonated malonic acid mol-ecule (HMal(-); systematic name 2-carb-oxy-acetate) and one Cl(-) anion. The Co(II) atom is octa-hedrally coordinated by the O atom of a water mol-ecule, by one terminally bound carboxyl-ate O atom of an HMal(-) anion and by two O atoms of a chelating HMal(-) anion, as well as by two Cl(-) anions. The Cl(-) anions bridge two Co(II) atoms, forming a centrosymmetric Co2Cl2 core. Each malonate ligand is involved in the formation of six-membered chelate rings involving one Co(II) atom of the dinuclear unit and at the same time is coordinating to another Co(II) atom of a neighbouring dinuclear unit in a bridging mode. The combination of chelating and bridging coordination modes leads to the formation of a two-dimensional coordination polymer extending parallel to (001). Within a layer, O-Hwater?Cl and O-Hwater?O hydrogen bonds are present. Adjacent layers are linked through O-H?O=C hydrogen bonds involving the carb-oxy-lic acid OH and carbonyl groups.

| S-EPMC4704765 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

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