Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid.

ABSTRACT: The boronic acid group in the title compound, C11H11BN2O3, adopts a syn-anti conformation and is almost coplanar with the aromatic rings , making a dihedralangle of 3.8?(2)°. In the crystal, adjacent mol-ecules are linked via pairs of O-H?O inter-actions, forming centrosymmetric dimers with an R 2 (2)(8) motif, which have recently been shown to be energetically very favorable (Durka et al., 2012 ?, 2014 ?). The hy-droxy groups in an anti conformation are engaged in lateral hydrogen-bonding inter-actions with N atoms from neighbouring mol-ecules, leading to the formation of chains along [001]. O?B [3.136?(2)?Å] and C(?)?B [3.393?(2)?Å] stacking inter-actions in turn link parallel chains of centrosymmetric dimers into layers parallel to (010).

SUBMITTER: Durka K

PROVIDER: S-EPMC4257459 | biostudies-literature | 2014 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of (2-benzyl-oxy-pyrimidin-5-yl)boronic acid.

Durka Krzysztof K Kliś Tomasz T Serwatowski Janusz J

Acta crystallographica. Section E, Structure reports online 20141115 Pt 12

The boronic acid group in the title compound, C11H11BN2O3, adopts a syn-anti conformation and is almost coplanar with the aromatic rings , making a dihedralangle of 3.8 (2)°. In the crystal, adjacent mol-ecules are linked via pairs of O-H⋯O inter-actions, forming centrosymmetric dimers with an R 2 (2)(8) motif, which have recently been shown to be energetically very favorable (Durka et al., 2012 ▶, 2014 ▶). The hy-droxy groups in an anti conformation are engaged in lateral hydrogen-bonding inter ...[more]

PMID: 25553032

Similar Datasets

Crystal structure of 4-(meth-oxy-carbon-yl)phenyl-boronic acid.

Project description:In the title compound, C8H9BO4, the meth-oxy-carbonyl group is rotated out of the plane of the benzene ring by 7.70 (6)°. In the crystal, mol-ecules are linked via pairs of O-H⋯O hydrogen bonds, involving the boronic acid OH groups, forming inversion dimers. The dimers are linked via O-H⋯O hydrogen bonds, involving a boronic acid OH group and the carbonyl O atom, forming undulating sheets parallel to (10-2). Within the sheets there are also C-H⋯O hydrogen bonds present, also involving the carbonyl O atom. The sheets are linked via C-H⋯π and offset face-to-face π-inter-actions between inversion-related mol-ecules [inter-centroid distance = 3.7843 (16) Å, inter-planar distance = 3.3427 (4) Å and offset = 1.744 Å], forming a three-dimensional structure.

| S-EPMC4647400 | biostudies-literature

Crystal structure of 4-{[(2,4-di-hydroxy-benzyl-idene)amino]-meth-yl}cyclo-hexane-carb-oxy-lic acid.

Project description:In the title compound, C15H19NO4, the cyclo-hexyl ring adopts a chair conformation with both exocyclic C-C bonds in equatorial orientations. The dihedral angle between the basal plane of cyclo-hexyl ring and the 2,4-di-hydroxy-benzaldehyde moiety is 84.13 (13)°. An intra-molecular O-H⋯N hydrogen bonds closes an S(6) ring. In the crystal, Oc-H⋯Op (c = carb-oxy-lic acid, p = phenol) hydrogen bonds link the mol-ecules into [100] C(13) chains whereas an Op-H⋯Oc hydrogen bond generates [101] C(15) chains. Together, these bonds generate (010) sheets incorporating R 2 (2)(20) loops. Weak C-H⋯O and C-H⋯π inter-actions also occur.

| S-EPMC4719941 | 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

{2-[(2,6-Difluoro-phen-oxy)meth-yl]phen-yl}boronic acid.

Project description:The planes of the two benzene rings in the mol-ecule of the title compound, C(13)H(11)BF(2)O(3), form a dihedral angle of 76.06?(3)°; the C-O-C-C torsion angle characterizing the conformation of the central link of the mol-ecule is -79.20?(1)°. The dihydroxy-boron group is not coplanar with the benzene ring bonded to the B atom; one of the C-C-B-O torsion angles is 32.39?(2)°. One of the OH groups of the boronic acid fragment is engaged in an intra-molecular hydrogen bond, whereas the second OH group participates in inter-molecular hydrogen bonding, which leads to the formation of centrosymmetric dimers.

| S-EPMC2970217 | biostudies-literature

Crystal structure of (2-acetyl-ferrocen-1-yl)boronic acid.

Project description:(2-Acetyl-ferrocen-1-yl)boronic acid, [Fe(C5H5)(C7H8BO3)] or 2-C(O)CH3-1-B(OH)2-Fc [Fc = Fe(η5-C5H3)(η5-C5H5)], crystallizes in the centrosymmetric space group P21/n. The boronic acid functionality inter-acts via intra-molecular hydrogen bonds with the acetyl group and with the -B(OH)2 functionality of an adjacent mol-ecule. The resulting centrosymmetric dimer exhibits an anti-positioning of the ferrocenyl moieties towards the central B2O4 plane. Consequently, an (Rp ,Sp )-, i.e. a meso configuration is present for this dimer. In the crystal, weak C-H⋯O hydrogen bonds consolidate the mol-ecular packing.

| S-EPMC6362635 | biostudies-other

Crystal structure of (3R)-3-benzyl-4-[(tert-but-oxy-carbon-yl)amino]-butanoic acid.

Project description:The characteristic feature of the title mol-ecule, C16H23NO4, is the syn configuration of the partially double amide C-N bond [C-N-C-O torsion angle = -14.8?(2)°]. The crystal packing is determined by inter-molecular O-H?O and N-H?O hydrogen bonds, which link the mol-ecules into a double-chain structure extending along [010].

| S-EPMC4257155 | biostudies-other

Crystal structure of 4-[4-(eth-oxy-carbon-yl)piperazin-1-yl]benzoic acid.

Project description:The asymmetric unit of the title compound, C14H18N2O4, contains two independent mol-ecules (A and B) which have essentially the same conformation. The piperazine rings adopts chair conformations with the N atoms out of plane. The dihedral angles formed by the four approximately planar C atoms of the piperazine ring and the benzene ring is 30.8 (5)° in mol-ecule A and 30.6 (5)° in mol-ecule B. In the crystal, mol-ecules A and B are connected by a pair of O-H⋯O hydrogen bonds, forming a dimer with graph-set notation R22(8). Weak C-H⋯O hydrogen bonds connect the dimers, forming zigzag chains along [001].

| S-EPMC5120704 | biostudies-literature

2-Meth-oxy-3-(tri-methyl-sil-yl)phenyl-boronic acid.

Project description:The mol-ecular structure of the title compound, C10H17BO3Si, features an intra-molecular O-H?O hydrogen bond; the boronic group group has an exo-endo conformation. In the crystal, the mol-ecules inter-act with each other by O-H?O hydrogen bonds, producing centrosymmetric dimers that are linked by weak ?-? stacking inter-actions featuring specific short B?C contacts [e.g. 3.372?(2)?Å], forming an infinite columnar structure aligned along the a-axis direction.

| S-EPMC4004439 | biostudies-literature

Crystal structure of 3-[(2-acetyl-phen-oxy)carbon-yl]benzoic acid.

Project description:In the title compound, C16H12O5, synthesized from isopthaloyl chloride and 2'-hy-droxy-aceto-phenone, the dihedral angle between the planes of the aromatic rings is 71.37?(9)°. In the crystal, carb-oxy-lic acid inversion dimers generate R 2 (2)(8) loops. The dimers are linked by C-H?O inter-actions, generating (101) sheets.

| S-EPMC4257273 | biostudies-literature

Crystal structure of 3-(2,5-di-meth-oxy-phen-yl)propionic acid.

Project description:In the crystal of the title compound, C11H14O4, the aromatic ring is almost coplanar with the 2-position meth-oxy group with which it subtends a dihedral of 0.54 (2)°, while the 5-position meth-oxy group makes a corresponding dihedral angle of just 5.30 (2)°. The angle between the mean planes of the aromatic ring and the propionic acid group is 78.56 (2)°. The fully extended propionic side chain is in a trans configuration with a C-C-C-C torsion angle of -172.25 (7)°. In the crystal, hydrogen bonding is limited to dimer formation via R 2 (2)(8) rings. The hydrogen-bonded dimers are stacked along the b axis. The average planes of the two benzene rings in a dimer are parallel to each other, but at an offset of 4.31 (2) Å. Within neighbouring dimers along the [101] direction, the average mol-ecular benzene planes are almost perpendicular to each other, with a dihedral angle of 85.33 (2)°.

| S-EPMC4420092 | 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