scholarly journals Cocrystal Assembled by Pyrene Derivative and 1,4-Diiodotetrafluorobenzene via a C=O···I Halogen Bond

Crystals ◽  
2018 ◽  
Vol 8 (10) ◽  
pp. 392 ◽  
Author(s):  
Qi Feng ◽  
Wenhui Huan ◽  
Jiali Wang ◽  
Fang Guo ◽  
Jiadan Lu ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Halogen Bond ◽  
Hirshfeld Surface ◽  
Vibration Band ◽  
Characteristic Vibration ◽  
Face To Face ◽  
The Face ◽  
Ft Ir ◽  
Conjugated Compounds ◽  
Ft Ir Spectroscopy

Cocrystal formation is a strategy used to modify the solid-state properties of a given molecule. In this study, a new cocrystal assembled by 1,4-Diiodotetrafluorobenzene (1,4-DITFB) and a pyrene derivative, 1-acetyl-3-phenyl-5-(1-pyrenyl)-pyrazoline (APPP), was synthesized. Due to the twisted structure of APPP, the crystal structure is greatly different with some large π-conjugated compounds, which exhibits edge-to-face π-stacked arrangement between 1,4-DITFB and pyrene rings, rather than the face-to-face π-stacked arrangement. Hirshfeld surface analysis and the shift of characteristic vibration band of the carbonyl group in FT-IR spectroscopy suggest the formation of a C=O···I halogen bond.

scholarly journals Crystal structure of {(S)-1-phenyl-N,N-bis[(pyridin-2-yl)methyl]ethanamine-κ3N,N′,N′′}bis(thiocyanato-κN)zinc from synchrotron data

2017 ◽  
Vol 73 (1) ◽  
pp. 17-19 ◽  
Author(s):  
Dong Won Lee ◽  
Jong Won Shin
Keyword(s):  
Crystal Structure ◽  
Coordination Geometry ◽  
Single Crystal Diffraction ◽  
Apical Position ◽  
Face To Face ◽  
Thiocyanate Anion ◽  
Centroid Distance ◽  
Sheet Structure ◽  
Ft Ir ◽  
Ft Ir Spectroscopy

The title ZnIIcomplex, [Zn(NCS)2(C20H21N3)], has been characterized by synchrotron single-crystal diffraction and FT–IR spectroscopy. The central ZnIIion has a distorted square-pyramidal coordination geometry, with three N atoms of the chiral (S) 1-phenyl-N,N-bis[(pyridin-2-yl)methyl]ethanamine (S-ppme) ligand and one N atom of a thiocyanate anion in the equatorial plane, and one N atom of another thiocyanate anion at the apical position. The average Zn—NS-ppmeand Zn—NNCSbond lengths are 2.183 (2) and 1.986 (2) Å, respectively. In the crystal, intermolecular C—H...S hydrogen bonds and a face-to-face π–π interaction [centroid–centroid distance = 3.482 (1) Å] link the molecules and give rise to a supramolecular sheet structure parallel to theacplane.

Crystal structure and photoreactivity of a halogen-bonded cocrystal based upon 1,2-diiodoperchlorobenzene and 1,2-bis(pyridin-4-yl)ethylene

2020 ◽  
Vol 76 (6) ◽  
pp. 557-561
Author(s):  
Eric Bosch ◽  
Jessica D. Battle ◽  
Ryan H. Groeneman
Keyword(s):  
Crystal Structure ◽  
Solid State ◽  
Ultraviolet Light ◽  
Halogen Bond ◽  
Cycloaddition Reaction ◽  
Solvent Free ◽  
Halogen Bonds ◽  
Face To Face ◽  
Similar Yield

The formation of a photoreactive cocrystal based upon 1,2-diiodoperchlorobenzene (1,2-C6I2Cl4 ) and trans-1,2-bis(pyridin-4-yl)ethylene (BPE) has been achieved. The resulting cocrystal, 2(1,2-C6I2Cl4 )·(BPE) or C6Cl4I2·0.5C12H10N2, comprises planar sheets of the components held together by the combination of I...N halogen bonds and halogen–halogen contacts. Notably, the 1,2-C6I2Cl4 molecules π-stack in a homogeneous and face-to-face orientation that results in an infinite column of the halogen-bond donor. As a consequence of this stacking arrangement and I...N halogen bonds, molecules of BPE also stack in this type of pattern. In particular, neighbouring ethylene groups in BPE are found to be parallel and within the accepted distance for a photoreaction. Upon exposure to ultraviolet light, the cocrystal undergoes a solid-state [2 + 2] cycloaddition reaction that produces rctt-tetrakis(pyridin-4-yl)cyclobutane (TPCB) with an overall yield of 89%. A solvent-free approach utilizing dry vortex grinding of the components also resulted in a photoreactive material with a similar yield.

The crystal structure, luminescence and nitrobenzene-sensing properties of a two-dimensional MnIIcoordination polymer based on 2,6-bis(imidazol-1-yl)pyridine

2015 ◽  
Vol 71 (6) ◽  
pp. 435-439 ◽  
Author(s):  
Yin-Lin Wang ◽  
Ling-Liang Long ◽  
Jin-Fang Zhang
Keyword(s):  
Crystal Structure ◽  
Self Assembly ◽  
Two Dimensional ◽  
X Ray Diffraction ◽  
One Dimensional ◽  
Sensing Properties ◽  
Highly Sensitive ◽  
Strong Luminescence ◽  
Ft Ir ◽  
Ft Ir Spectroscopy

A two-dimensional MnIIcoordination polymer (CP), poly[bis[μ2-2,6-bis(imidazol-1-yl)pyridine-κ2N3:N3′]bis(thiocyanato-κN)manganese] [Mn(NCS)2(C11H9N5)2]n, (I), has been obtained by the self-assembly reaction of Mn(ClO4)2·6H2O, NH4SCN and bent 2,6-bis(imidazol-1-yl)pyridine (2,6-bip). CP (I) was characterized by FT–IR spectroscopy, elemental analysis and single-crystal X-ray diffraction. The crystal structure features a unique two-dimensional (4,4) network with one-dimensional channels. The luminescence and nitrobenzene-sensing properties were explored in a DMF suspension, revealing that CP (I) shows a strong luminescence emission and is highly sensitive for nitrobenzene detection.

scholarly journals Crystal structure and Hirshfeld surface analysis of (E)-3-(2-chlorophenyl)-1-(2,5-dichlorothiophen-3-yl)prop-2-en-1-one

2019 ◽  
Vol 75 (2) ◽  
pp. 124-128
Author(s):  
T. N. Sanjeeva Murthy ◽  
Zeliha Atioğlu ◽  
Mehmet Akkurt ◽  
M. K. Veeraiah ◽  
Ching Kheng Quah ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Crystal Structure ◽  
Surface Analysis ◽  
Title Compound ◽  
Molecular Conformation ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Face To Face ◽  
Compound C ◽  
Benzene Rings

The molecular structure of the title compound, C13H7Cl3OS, consists of a 2,5- dichlorothiophene ring and a 2-chlorophenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-dichlorothiophene and 2-chlorophenyl rings is 9.69 (12)°. The molecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The molecular conformation is stabilized by two intramolecular C—H...Cl contacts and one intramolecular C—H...O contact, forming S(5)S(5)S(6) ring motifs. In the crystal, the molecules are linked along the a-axis direction through van der Waals forces and along the b axis by face-to-face π-stacking between the thiophene rings and between the benzene rings of neighbouring molecules, forming corrugated sheets lying parallel to the bc plane. The intermolecular interactions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl...H/ H...Cl (28.6%), followed by C...H/H...C (11.9%), C...C (11.1%), H...H (11.0%), Cl...Cl (8.1%), O...H/H...O (8.0%) and S...H/H...S (6.6%).

scholarly journals Crystal structure and Hirshfeld surface analysis of (E)-1-(2,6-dichlorophenyl)-2-(2-nitrobenzylidene)hydrazine

2020 ◽  
Vol 76 (8) ◽  
pp. 1173-1178 ◽  
Author(s):  
Sevim Türktekin Çelikesir ◽  
Mehmet Akkurt ◽  
Namiq Q. Shikhaliyev ◽  
Gulnar T. Suleymanova ◽  
Gulnare V. Babayeva ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Benzene Ring ◽  
Surface Analysis ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Face To Face ◽  
Ring Form ◽  
Compound C ◽  
Molecular Layers

In the title compound, C13H9Cl2N3O2, the 2,6-dichlorophenyl ring and the nitro-substituted benzene ring form a dihedral angle of 21.16 (14)°. In the crystal, face-to-face π–π stacking interactions occur along the a-axis direction between the centroids of the 2,6-dichlorophenyl ring and the nitro-substituted benzene ring. Furthermore, these molecules show intramolecular N—H...Cl and C—H...O contacts and are linked by intermolecular N—H...O and C—H...Cl hydrogen bonds, forming pairs of hydrogen-bonded molecular layers parallel to (20\overline{2}). The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H...H (23.0%), O...H/H...O (20.1%), Cl...H/H...Cl (19.0%), C...C (11.2%) and H...C/C...H (8.0%) interactions.

scholarly journals Crystal structure and Hirshfeld surface analysis of (E)-4-{[2,2-dichloro-1-(4-methoxyphenyl)ethenyl]diazenyl}benzonitrile

2019 ◽  
Vol 75 (8) ◽  
pp. 1190-1194
Author(s):  
Mehmet Akkurt ◽  
Namiq Q. Shikhaliyev ◽  
Ulviyya F. Askerova ◽  
Sevinc H. Mukhtarova ◽  
Gunay Z. Mammadova ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Benzene Ring ◽  
Surface Analysis ◽  
Crystal Packing ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Stacking Interactions ◽  
Aromatic Rings ◽  
Face To Face ◽  
Compound C

In the title compound, C16H11Cl2N3O, the 4-methoxy-substituted benzene ring makes a dihedral angle of 41.86 (9)° with the benzene ring of the benzonitrile group. In the crystal, molecules are linked into layers parallel to (020) by C—H...O contacts and face-to-face π–π stacking interactions [centroid–centroid distances = 3.9116 (14) and 3.9118 (14) Å] between symmetry-related aromatic rings along the a-axis direction. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from Cl...H/H...Cl (22.8%), H...H (21.4%), N...H/H...N (16.1%), C...H/H...C (14.7%) and C...C (9.1%) interactions.

Mechanochemical synthesis insights and solid-state characterization of quininium aspirinate, a glass-forming drug–drug salt

2021 ◽  
Vol 77 (9) ◽  
Author(s):  
Nehemiah Harris ◽  
Jubilee Benedict ◽  
Diane A. Dickie ◽  
Silvina Pagola
Keyword(s):  
Crystal Structure ◽  
Differential Scanning Calorimetry ◽  
Ir Spectroscopy ◽  
Mechanochemical Synthesis ◽  
Mechanochemical Reaction ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
X Ray ◽  
Ft Ir ◽  
Ft Ir Spectroscopy

Quinine (an antimalarial) and aspirin (a nonsteroidal anti-inflammatory drug) were combined into a new drug–drug salt, quininium aspirinate, C20H25N2O2 +·C9H7O4 −, by liquid-assisted grinding using stoichiometric amounts of the reactants in a 1:1 molar ratio, and water, EtOH, toluene, or heptane as additives. A tetrahydrofuran (THF) solution of the mechanochemical product prepared using EtOH as additive led to a single crystal of the same material obtained by mechanochemistry, which was used for crystal structure determination at 100 K. Powder X-ray diffraction ruled out crystallographic phase transitions in the 100–295 K interval. Neat mechanical treatment (in a mortar and pestle, or in a ball mill at 20 or 30 Hz milling frequencies) gave rise to an amorphous phase, as shown by powder X-ray diffraction; however, FT–IR spectroscopy unambiguously indicates that a mechanochemical reaction has occurred. Neat milling the reactants at 10 and 15 Hz led to incomplete reactions. Thermogravimetry and differential scanning calorimetry indicate that the amorphous and crystalline mechanochemical products form glasses/supercooled liquids before melting, and do not recrystallize upon cooling. However, the amorphous material obtained by neat grinding crystallizes upon storage into the salt reported. The mechanochemical synthesis, crystal structure analysis, Hirshfeld surfaces, powder X-ray diffraction, thermogravimetry, differential scanning calorimetry, FT–IR spectroscopy, and aqueous solubility of quininium aspirinate are herein reported.

Crystal structure, Hirshfeld surface analysis and Pixel calculations of the monohydrate of (E)-3-(2-hydroxy-5-methoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one: occurrence of π interactions

2021 ◽  
Vol 76 (1) ◽  
pp. 27-38
Author(s):  
Ligia R. Gomes ◽  
John N. Low ◽  
Alan B. Turner ◽  
James L. Wardell
Keyword(s):  
Crystal Structure ◽  
Water Molecule ◽  
Surface Analysis ◽  
Small Deviation ◽  
Lattice Energy ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Face To Face ◽  
Π Interactions ◽  
Detailed Structural Analysis

Abstract A detailed structural analysis has been carried out on the monohydrate of (E)-3-(2-hydroxy-5-methoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one, 1·H 2 O. The molecule, 1, shows a small deviation from planarity with an interplanar angle between the phenyl groups of 13.32(6)°. Classical O–H⋯O hydrogen bonds involving the water molecule play significant roles in determining the overall structure. The chalcone molecules in the structure are linked directly by C–H⋯O and off-set face-to-face π⋯π intermolecular interactions, as well as indirectly via interactions involving the water molecule in an elaborate spiralling hydrogen bonding scheme. The relative contributions of various intermolecular contacts were investigated using Hirshfeld surface analysis and the associated two dimensional fingerprint plots. Pairs of molecules were identified in the crystal structure using the Pixel method. The Pixel lattice energy calculations revealed that the dispersion and the Coulombic components were the major contributors to the packing stabilization. Comparisons were made between the structures of 1·H 2 O and hydroxylated (E)-3-(2-hydroxyphenyl)-1-phenyl-prop-2-en-1-one derivatives, in particular in regards to the participation of π interactions.

scholarly journals Fluorenonophane chlorobenzene solvate: molecular and crystal structures

2021 ◽  
Vol 77 (12) ◽  
Author(s):  
Viktoriya V. Dyakonenko ◽  
Svitlana V. Shishkina ◽  
Tatiana Yu. Bogashchenko ◽  
Alexander Yu. Lyapunov ◽  
Tatiana I. Kirichenko
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Halogen Bond ◽  
Hirshfeld Surface ◽  
Two Dimensional ◽  
Intermolecular Contacts ◽  
Molecular And Crystal Structures ◽  
Cl Atom ◽  
Macrocyclic Cavity

The title compound, 19 H,79 H-3,5,9,11-tetraoxa-1,7(2,7)-difluorena-4,10(1,3)-dibenzenacyclododecaphane-19,79-dione (fluorenonophane), exists as a solvate with chlorobenzene, C42H28O6·C6H5Cl. The fluorenonophane contains two fluorenone fragments linked by two m-substituted benzene fragments. Some decrease in its macrocyclic cavity leads to a stacking interaction between the tricyclic fluorenone fragments. In the crystal, the fluorenonophane and chlorobenzene molecules are linked by weak C—H...π(ring) interactions and C—H...Cl hydrogen bonds. The Cl atom of chlorobenzene does not form a halogen bond. A Hirshfeld surface analysis and two-dimensional fingerprint plots were used to analyse the intermolecular contacts found in the crystal structure.

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