RSC Advances,
Год журнала:
2023,
Номер
13(48), С. 34064 - 34077
Опубликована: Янв. 1, 2023
Two
1,3,4-oxadiazole-2-thione-N-Mannich
derivatives,
specifically
5-(4-chlorophenyl)-3-[(2-trifluoromethylphenylamino)methyl]-1,3,4-oxadiazole-2(3H)-thione
(1)
and
5-(4-chlorophenyl)-3-[(2,5-difluorophenylamino)methyl]-1,3,4-oxadiazole-2(3H)-thione
(2),
were
synthesized
then
characterized
by
elemental
analysis
NMR
(1H
13C)
spectroscopy
the
single
crystal
X-ray
diffraction
method.
The
formed
weak
intermolecular
interactions
in
solid-state
structures
of
these
derivatives
thoroughly
investigated
utilizing
a
variety
theoretical
tools
such
as
Hirshfeld
surface
quantum
theory
atoms
molecules
(QTAIM).
Furthermore,
CLP-PIXEL
density
functional
calculations
used
to
study
energetics
molecular
dimers.
Numerous
C-H⋯S/Cl/F/π
interactions,
directional
C-Cl⋯Cl
halogen
bond,
π-stacking,
type
C-F⋯F-C
contact
short
F⋯O
interaction,
help
stabilize
structure
1.
Crystal
2
also
stabilizes
with
several
contacts,
including
N-H⋯S,
C-H⋯N//Cl/F
highly
C1-Cl1⋯C(π)
bond
C(π)⋯C(π)
interaction.
In
vitro
antimicrobial
potency
compounds
1
was
assessed
against
various
Gram-positive
Gram-negative
bacterial
strains
pathogenic
yeast-like
Candida
albicans.
Both
showed
marked
activity
all
tested
bacteria
Escherichia
coli
lacked
inhibitory
Pseudomonas
aeruginosa.
addition,
displayed
good
anti-proliferative
hepatocellular
carcinoma
(HepG-2)
mammary
gland
breast
cancer
(MCF-7)
cell
lines.
Molecular
docking
studies
revealed
binding
modes
title
at
active
sites
prospective
therapeutic
targets.
Acta Crystallographica Section C Structural Chemistry,
Год журнала:
2023,
Номер
79(6), С. 204 - 216
Опубликована: Май 15, 2023
We
report
here
on
the
status
of
research
halogen
bonds
and
other
σ-hole
interactions
involving
p
-block
elements
in
Lewis
acidic
roles,
such
as
chalcogen
bonds,
pnictogen
tetrel
bonds.
A
brief
overview
available
literature
this
area
is
provided
via
a
survey
many
review
articles
that
address
field.
Our
focus
has
been
to
collect
together
most
published
since
2013
provide
an
easy
entry
into
extensive
area.
snapshot
current
by
introduction
virtual
special
issue
compiled
journal,
comprising
11
entitled
`
Halogen,
chalcogen,
bonds:
structural
chemistry
beyond
.'
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(31)
Опубликована: Май 11, 2024
The
use
of
noncovalent
interactions
based
on
electrophilic
halogen,
chalcogen,
pnictogen,
or
tetrel
centers
in
organocatalysis
has
gained
noticeable
attention.
Herein,
we
provide
an
overview
the
most
important
developments
last
years
with
a
clear
focus
experimental
studies
and
catalysts
which
act
via
such
non-transient
interactions.
Crystal Growth & Design,
Год журнала:
2024,
Номер
24(10), С. 4003 - 4012
Опубликована: Май 6, 2024
The
nomenclature
exemplified
in
this
paper's
title
has
more
terms
than
necessary.
It
conceals
the
often-similar
physical
natures
of
noncovalent
interactions
that
it
names,
and
pointlessly
imitates
term
used
for
most
important
interaction,
hydrogen
bond.
In
doing
so,
becomes
inconsistent
with
naming
style
covalent
several
interactions.
other
shortcomings
attracted
criticism
from
quarters.
is
suggested
here
simplest
alternative
consists
three
terms:
σ-hole
π-hole
p-hole
interaction.
first
two
are
well-known
often
regarded
as
implying
an
electrostatic
Given
Hellmann–Feynman
theorem,
expectation
completely
satisfied.
Additional
could
be
σ-
or
almost
but
not
quite
hypervalent
dative
("perihypervalent
bond"
"pericovalent
suggested).
With
some
exceptions,
argued
"interaction"
should
preferred
to
"bond".
Effecting
a
change
would
difficult.
best
started
by
open
objective
exchange
views
on
current
state
Crystal Growth & Design,
Год журнала:
2024,
Номер
24(13), С. 5494 - 5525
Опубликована: Июнь 24, 2024
This
Article
revisits
the
"Definition
of
Halogen
Bond
(IUPAC
Recommendations
2013)"
[Desiraju,
G.
R.
Pure
Appl.
Chem.
2013,
85
(8),
1711–1713],
recommendations
that
fail
to
include
fundamental,
underlying
concept
(electrophilic)
σ-
and
p-/π-hole
theory
orbital-based
charge
transfer
interactions
accompany
halogen
bond
formation.
An
electrophilic
σ-hole,
or
p-/π-hole,
is
an
electron-density-deficient
region
positive
polarity
(and
potential)
on
electrostatic
surface
side
along,
orthogonal
to,
a
covalently
bonded
in
molecular
entity
leads
development
noncovalent
interaction─a
bond─when
close
proximity
electron-density-rich
nucleophilic
same
another
identical
different
entity,
with
which
it
interacts.
re-examines
characteristic
features
lists
wide
variety
donors
acceptors
participate
bonding.
We
add
caveats
are
essential
for
identifying
bonding
chemical
systems,
necessary
appropriate
use
terminologies
involved.
Illustrative
examples
systems
feature
inter-
intramolecular
bonds
other
crystalline
phase
given,
together
case
study
some
dimer
using
first-principles
calculations.
also
point
out
π-hole/belt
(or
p-hole/belt)
may
develop
derivative
halogenated
molecules
be
prone
forming
when
nucleophiles
similar
entity.
International Journal of Molecular Sciences,
Год журнала:
2024,
Номер
25(9), С. 4587 - 4587
Опубликована: Апрель 23, 2024
This
study
reveals
a
new
non-covalent
interaction
called
π-hole
halogen
bond,
which
is
directional
and
potentially
non-linear
compared
to
its
sister
analog
(σ-hole
bond).
A
shown
here
be
observed
on
the
surface
of
in
halogenated
molecules,
can
tempered
display
aptness
form
bond
with
series
electron
density-rich
sites
(Lewis
bases)
hosted
individually
by
32
other
partner
molecules.
The
[MP2/aug-cc-pVTZ]
level
characteristics
bonds
33
binary
complexes
obtained
from
charge
density
approaches
(quantum
theory
intramolecular
atoms,
molecular
electrostatic
potential,
independent
gradient
model
(IGM-δginter)),
intermolecular
geometries
energies,
second-order
hyperconjugative
transfer
analyses
are
discussed,
similar
interactions.
That
molecules
substantiated
experimentally
reported
crystals
documented
Cambridge
Crystal
Structure
Database.
importance
design
growth
chemical
systems
synthetic
chemistry,
crystallography,
crystal
engineering
yet
fully
explicated.
The Journal of Physical Chemistry Letters,
Год журнала:
2024,
Номер
15(30), С. 7597 - 7602
Опубликована: Июль 19, 2024
This
study
explores
the
molecular
clusters
of
cyclopentene
(CPE)
with
one
to
three
CO2
molecules
(CPE-(CO2)1–3)
through
their
jet-cooled
rotational
spectra
using
Fourier
transform
microwave
spectroscopy
supplementary
quantum
chemical
calculations.
The
assembly
CPE-(CO2)1–3
is
predominantly
driven
by
tetrel
bonding
networks,
notably
C···π(C═C)
and
C···O
interactions,
additional
stabilization
from
weak
C─H(CH2)···C═O
hydrogen
bonds.
Critically,
dispersive
forces
play
a
pivotal
role
in
stabilizing
aggregation
on
CPE,
eclipsing
effects
electrostatic
orbital
interactions.
highlights
complex
balance
that
govern
formation
these
clusters.
Our
findings
offer
precise
insights
into
noncovalent
interactions
could
enhance
atmospheric
chemistry
models
sustain
climate
science
informed
environmental
strategies.
Journal of Solid State Chemistry,
Год журнала:
2024,
Номер
333, С. 124639 - 124639
Опубликована: Фев. 28, 2024
In
this
work,
two
families
of
Cu(I)-iodide
complexes
with
N-heterocyclic
donors
ligands
bearing
amide,
phenyl,
chloro,
and
methyl
substituents
have
been
synthesized
to
combine
structural
directing
factors:
attractive
interactions
steric
bulkiness.
To
aim,
we
five
based
complexes:
1D
coordination
polymers
[CuI(isn)]n
(1)
{[CuI(nic)]·ACN}n
(2),
one
tetrameric
cubane
[CuI(3-phpy)]4
(3),
rhomboid
dimer
[CuI(8-ClQuin)]2
(4)
monomer
[CuI(1-CH3isoQuin)]
(5).
Interestingly,
easy
ligand
dissociation
marked
distortions
within
the
molecular
structure
enabled
rearrangements
between
mentioned
arrays.
Then,
compiled
structures
contained
in
family
materials
provided
a
shape
map
conversion
pathway
most
similar
arrays,
staircase
polymer.
Finally,
photophysical
properties
1–5
were
investigated
electronic
transitions
identified
supported
by
DFT
TD-DFT
calculations
since
their
are
strongly
dependent
on
arrangement
distribution.
