scholarly journals Crystal structures of 5-amino-N-phenyl-3H-1,2,4-dithiazol-3-iminium chloride and 5-amino-N-(4-chlorophenyl)-3H-1,2,4-dithiazol-3-iminium chloride monohydrate

2015 ◽  
Vol 71 (10) ◽  
pp. 1159-1164 ◽  
Author(s):  
Chien Ing Yeo ◽  
Yee Seng Tan ◽  
Edward R. T. Tiekink
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Site Occupancy ◽  
Heterocyclic Ring ◽  
Molecular Structures ◽  
Salt Hydrate ◽  
The Common ◽  
A Site ◽  
Water Hydrogen

The crystal and molecular structures of the title salt, C8H8N3S2+·Cl−, (I), and salt hydrate, C8H7ClN3S2+·Cl−·H2O, (II), are described. The heterocyclic ring in (I) is statistically planar and forms a dihedral angle of 9.05 (12)° with the pendant phenyl ring. The comparable angle in (II) is 15.60 (12)°, indicating a greater twist in this cation. An evaluation of the bond lengths in the H2N—C—N—C—N sequence of each cation indicates significant delocalization of π-electron density over these atoms. The common feature of the crystal packing in (I) and (II) is the formation of charge-assisted amino-N—H...Cl−hydrogen bonds, leading to helical chains in (I) and zigzag chains in (II). In (I), these are linked by chains mediated by charge-assisted iminium-N+—H...Cl−hydrogen bonds into a three-dimensional architecture. In (II), the chains are linked into a layer by charge-assisted water-O—H...Cl−and water-O—H...O(water) hydrogen bonds with charge-assisted iminium-N+—H...O(water) hydrogen bonds providing the connections between the layers to generate the three-dimensional packing. In (II), the chloride anion and water molecules are resolved into two proximate sites with the major component being present with a site occupancy factor of 0.9327 (18).

scholarly journals Crystal structures of the 1:1 salts of 2-amino-4-nitrobenzoate with each of (2-hydroxyethyl)dimethylazanium, tert-butyl(2-hydroxyethyl)azanium and 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium

2018 ◽  
Vol 74 (12) ◽  
pp. 1735-1740 ◽  
Author(s):  
James L. Wardell ◽  
Edward R. T. Tiekink
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Molecular Structures ◽  
Double Layers ◽  
Crystal And Molecular Structures ◽  
Ammonium N ◽  
Molecular Salts ◽  
Benzene Rings ◽  
The Common ◽  
Supramolecular Aggregation

The crystal and molecular structures of the title molecular salts, C4H12NO+·C7H5N2O4 −, (I), C6H16NO+·C7H5N2O4 −, (II), and C4H12NO3 +·C7H5N2O4 −, (III), are described. The common feature of these salts is the presence of the 2-amino-4-nitrobenzoate anion, which exhibit non-chemically significant variations in the conformational relationships between the carboxylate and nitro groups, and between these and the benzene rings they are connected to. The number of ammonium-N—H H atoms in the cations increases from one to three in (I) to (III), respectively, and this variation significantly influences the supramolecular aggregation patterns in the respective crystals. Thus, a linear supramolecular chain along [100] sustained by charge-assisted tertiary-ammonium-N—H...O(carboxylate), hydroxy-O—H...O(carboxylate) and amino-N—H...O(carboxylate) hydrogen-bonds is apparent in the crystal of (I). Chains are connected into a three-dimensional architecture by methyl-C—H...O(hydroxy) and π–π interactions, the latter between benzene rings [inter-centroid separation = 3.5796 (10) Å]. In the crystal of (II), a supramolecular tube propagating along [901] arises as a result of charge-assisted secondary-ammonium-N—H...O(carboxylate) and hydroxy-O—H...O(carboxylate) hydrogen-bonding. These are connected by methylene- and methyl-C—H...O(nitro) and π–π stacking between benzene rings [inter-centroid separation = 3.5226 (10) Å]. Finally, double-layers parallel to (100) sustained by charge-assisted ammonium-N—H...O(carboxylate), ammonium-N—H...O(hydroxy) and hydroxy-O—H...O(carboxylate) hydrogen-bonds are apparent in the crystal of (III). These are connected in a three-dimensional architecture by amine-N—H...O(nitro) hydrogen-bonds.

scholarly journals catena-Poly[[lithium-μ2-(dihydrogen pyrazine-2,3,5,6-tetracarboxylato)-κ6O2,N1,O6;O3,N4,O5-lithium-di-μ-aqua-κ4O:O] 2.5-hydrate]

2014 ◽  
Vol 70 (6) ◽  
pp. m234-m235 ◽  
Author(s):  
Wojciech Starosta ◽  
Janusz Leciejewicz
Keyword(s):  
Hydrogen Bonds ◽  
Metal Ion ◽  
Three Dimensional ◽  
Site Occupancy ◽  
Water Molecules ◽  
Site Symmetry ◽  
Orthorhombic Unit Cell ◽  
Trigonal Bipyramidal ◽  
Carboxylate Groups ◽  
A Site

The title coordination polymer, {[Li2(C8H2N2O8)(H2O)2]·2.5H2O}n, is built up from molecular ribbons propagating in thec-axis direction of the orthorhombic unit cell; the ligand bridges two Li+ions using both itsN,O,O′-bonding sites and adjacent Li+ions are bridged by pairs of water molecules. The coordination geometry of the metal ion is distorted trigonal bipyramidal, with the ligand O atoms in the axial sites. Two of the carboxylate groups of the ligand remain protonated and form short symmetric O—H...O hydrogen bonds. In the crystal, the ribbons interactviaa network of O—H...O hydrogen bonds in which coordinating water molecules act as donors and carboxylate O atoms within adjacent ribbons act as acceptors, giving rise to a three-dimensional framework. O—H...N interactions are also observed. The asymmetric unit contains quarter of the ligand and the complete ligand has 2/msymmetry; the Li+ion lies on a special position withm.. site symmetry. Both bridging water molecules havem2msite symmetry and both lattice water molecules havem.. site symmetry; one of the latter was modelled with a site occupancy of 0.25.

scholarly journals 2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione

2012 ◽  
Vol 68 (6) ◽  
pp. o1776-o1777
Author(s):  
Nasser R. El-Brollosy ◽  
Mohamed I. Attia ◽  
Ali A. El-Emam ◽  
Seik Weng Ng ◽  
Edward R. T. Tiekink
Keyword(s):  
Hydrogen Bonds ◽  
Phenyl Ring ◽  
Central Atom ◽  
Site Occupancy ◽  
Heterocyclic Ring ◽  
Cyclohexene Ring ◽  
Centroid Distance ◽  
Ring Centroid ◽  
A Site ◽  
Supramolecular Chains

In the title 1,2,4-triazine derivative, C17H19N3O3, the heterocyclic ring is planar (r.m.s. deviation = 0.040 Å) and effectively coplanar with the adjacent phenyl ring [dihedral angle = 4.5 (2)°] but almost perpendicular to the (cyclohex-3-en-1-ylmethoxy)methyl residue [N—N—C—O torsion angle = 71.6 (5)°], so that the molecule has an `L' shape. Supramolecular chains along [001] are formed in the crystal via N—H...O hydrogen bonds where the acceptor O atom is the ether O atom. The adjacent carbonyl O atom forms a complementary C—H...O contact resulting in the formation of a seven-membered {...HNCO...HCO} heterosynthon; the second carbonyl O atom forms an intramolecular C—H...O contact. Chains are connected into a supramolecular layer in the ac plane by π–π interactions [ring centroid–centroid distance = 3.488 (3) Å]. The central atom in the –CH2CH2C(H)= residue of the cyclohexene ring is disordered over two sites, with the major component having a site-occupancy factor of 0.51 (2).

scholarly journals Hexakis(dimethyl sulfoxide-κO)zincmer-aquatris(dimethyl sulfoxide-κO)(ethanol-κO)[octadecatungstodiphosphato(V)-κO]zincate(II)–dimethyl sulfoxide–ethanol–water (2/4/2/3)

IUCrData ◽  
2016 ◽  
Vol 1 (3) ◽  
Author(s):  
Imen Hammami ◽  
Yassine Ghandour ◽  
Mohamed Salah Belkhiria
Keyword(s):  
Hydrogen Bonds ◽  
Dimethyl Sulfoxide ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Site Occupancy ◽  
Distorted Octahedral Geometry ◽  
Water Ligand ◽  
Complex Ions ◽  
Distorted Octahedral ◽  
Coordination Spheres

In the title compound, [Zn(C2H6OS)6]2[Zn(α-P2W18O62)(C2H5OH)(C2H6OS)3(H2O)]·2C2H6OS·C2H5OH·1.5H2O, there are two types of ZnIIcomplex ions. In the [Zn(α-P2W18O62)(C2H5OH)(C2H6OS)3(H2O)]4−anion, the ZnIIcation is coordinated by a Wells–Dawson polyanion [α-P2W18O62]6−(POM)viaa terminal O atom, three dimethyl sulfoxide (DMSO) ligands, one ethanol ligand and one water ligand in a distorted octahedral geometry. The two independent [Zn(C2H6OS)6]2+cations exhibit similar distorted octahedral coordination spheres, and both ZnIIcations are coordinated by six DMSO ligands. The crystal packing is governed by extensive O—H...O hydrogen bonds and weak C—H...O hydrogen bonds, forming a three-dimensional supramolecular structure. The S atoms of some DMSO molecules are disordered over two positions with different site-occupancy ratios.

scholarly journals 4-tert-Butylpyridinium chloride–4,4′-(propane-2,2-diyl)bis(2,6-dimethylphenol)–toluene (2/2/1)

2014 ◽  
Vol 70 (4) ◽  
pp. o413-o414
Author(s):  
Alastair J. Nielson ◽  
Joyce M. Waters
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Packing ◽  
Solvent Molecule ◽  
Site Occupancy ◽  
Chloride Ions ◽  
Methyl Group ◽  
Occupancy Factor ◽  
Site Occupancy Factor ◽  
A Site

In the title solvated salt, C9H14N+·Cl−·C19H24O2·0.5C7H7, two molecules of 4,4′-(propane-2,2-diyl)bis(2,6-dimethylphenol) are linkedviaO—H...Cl hydrogen bonds to two chloride ions, each of which is also engaged in N—H...Cl hydrogen bonding to a 4-tert-butylpyridinium cation, giving a cyclic hydrogen-bonded entity centred at 1/2, 1/2, 1/2. The toluene solvent molecule resides in the lattice and resides on an inversion centre; the disorder of the methyl group requires it to have a site-occupancy factor of 0.5. No crystal packing channels are observed.

Heterocyclic tautomerism: reassignment of two crystal structures of 2-amino-1,3-thiazolidin-4-one derivatives

2014 ◽  
Vol 70 (8) ◽  
pp. 812-816 ◽  
Author(s):  
Andrzej K. Gzella ◽  
Marcin Kowiel ◽  
Aneta Suseł ◽  
Magdalena N. Wojtyra ◽  
Roman Lesyk
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Heterocyclic Ring ◽  
Secondary Amide ◽  
Acta Cryst ◽  
Imine Group ◽  
Structural Database ◽  
Main Factor

The structures of 5-(2-hydroxyethyl)-2-[(pyridin-2-yl)amino]-1,3-thiazolidin-4-one, C10H11N3O2S, (I), and ethyl 4-[(4-oxo-1,3-thiazolidin-2-yl)amino]benzoate, C12H12N2O3S, (II), which are identical to the entries with refcodes GACXOZ [Váňaet al.(2009).J. Heterocycl. Chem.46, 635–639] and HEGLUC [Behbehani & Ibrahim (2012).Molecules,17, 6362–6385], respectively, in the Cambridge Structural Database [Allen (2002).Acta Cryst.B58, 380–388], have been redetermined at 130 K. This structural study shows that both investigated compounds exist in their crystal structures as the tautomer with the carbonyl–imine group in the five-membered heterocyclic ring and an exocyclic amine N atom, rather than the previously reported tautomer with a secondary amide group and an exocyclic imine N atom. The physicochemical and spectroscopic data of the two investigated compounds are the same as those of GACXOZ and HEGLUC, respectively. In the thiazolidin-4-one system of (I), the S and chiral C atoms, along with the hydroxyethyl group, are disordered. The thiazolidin-4-one fragment takes up two alternative locations in the crystal structure, which allows the molecule to adoptRandSconfigurations. The occupancy factors of the disordered atoms are 0.883 (2) (for theRconfiguration) and 0.117 (2) (for theSconfiguration). In (I), the main factor that determines the crystal packing is a system of hydrogen bonds, involving both strong N—H...N and O—H...O and weak C—H...O hydrogen bonds, linking the molecules into a three-dimensional hydrogen-bond network. On the other hand, in (II), the molecules are linkedviaN—H...O hydrogen bonds into chains.

scholarly journals Crystal structure ofN-(1-allyl-3-chloro-1H-indazol-5-yl)-4-methylbenzenesulfonamide

2014 ◽  
Vol 70 (9) ◽  
pp. o1041-o1042
Author(s):  
Hakima Chicha ◽  
El Mostapha Rakib ◽  
Mohamed Chigr ◽  
Mohamed Saadi ◽  
Lahcen El Ammari
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Torsion Angle ◽  
Three Dimensional ◽  
Site Occupancy ◽  
Dimensional Network ◽  
The Mean ◽  
Title Molecule ◽  
A Site

The 3-chloro-1H-indazole system in the title molecule, C17H16ClN3O2S, is almost planar, with the largest deviation from the mean plane being 0.029 (2) Å for one of the N atoms. This system is nearly perpendicular to the allyl chain, as indicated by the C—C—N—N torsion angle of −90.1 (6)° between them. The allyl group is split into two fragments, the major component has a site occupancy of 0.579 (7). The indazole system makes a dihedral angle of 47.53 (10)° with the plane through the benzene ring. In the crystal, molecules are connected by N—H...O and C—H...O hydrogen bonds, forming a three-dimensional network.

scholarly journals Crystal structure of N′-[4-(dimethylamino)benzylidene]furan-2-carbohydrazide monohydrate

2020 ◽  
Vol 76 (5) ◽  
pp. 660-663 ◽  
Author(s):  
Rokhaya Sylla-Gueye ◽  
Ibrahima Elhadji Thiam ◽  
James Orton ◽  
Simon Coles ◽  
Mohamed Gaye
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Furan Ring ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Two Dimensional ◽  
Compound C ◽  
Dimensional Network ◽  
The Mean ◽  
Water Hydrogen

The condensation of 2-furoic hydrazide and 4-dimethyl aminobenzaldehyde in ethanol yielded a yellow solid formulated as the title compound, C14H15N3O2·H2O. The crystal packing is stabilized by intermolecular O(water)—H...O,N(carbohydrazide) and N—H...O(water) hydrogen bonds, which form a two-dimensional network along the bc plane. Additional C—H...O interactions link the molecules into a three-dimensional network. The dihedral angle between the mean planes of the benzene and the furan ring is 34.47 (6)°. The carbohydrazide moiety, i.e., the C=N—N—C=O fragment and the benzene ring are almost coplanar, with an angle of 6.75 (9)° between their mean planes.

scholarly journals Hydrazinium 2-amino-4-nitrobenzoate dihydrate: crystal structure and Hirshfeld surface analysis

2017 ◽  
Vol 73 (4) ◽  
pp. 579-585 ◽  
Author(s):  
James L. Wardell ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Crystal Packing ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Dihedral Angles ◽  
Salt Hydrate ◽  
Ammonium N ◽  
A Charge

In the anion of the title salt hydrate, H5N2+·C7H5N2O4−·2H2O, the carboxylate and nitro groups lie out of the plane of the benzene ring to which they are bound [dihedral angles = 18.80 (10) and 8.04 (9)°, respectively], and as these groups are conrotatory, the dihedral angle between them is 26.73 (15)°. An intramolecular amino-N—H...O(carboxylate) hydrogen bond is noted. The main feature of the crystal packing is the formation of a supramolecular chain along thebaxis, with a zigzag topology, sustained by charge-assisted water-O—H...O(carboxylate) hydrogen bonds and comprising alternating twelve-membered {...OCO...HOH}2and eight-membered {...O...HOH}2synthons. Each ammonium-N—H atom forms a charge-assisted hydrogen bond to a water molecule and, in addition, one of these forms a hydrogen bond with a nitro-O atom. The amine-N—H atoms form hydrogen bonds to carboxylate-O and water-O atoms, and the amine N atom accepts a hydrogen bond from an amino-H atom. The hydrogen bonds lead to a three-dimensional architecture. An analysis of the Hirshfeld surface highlights the major contribution of O...H/H...O hydrogen bonding to the overall surface,i.e. 46.8%, compared with H...H contacts (32.4%).

scholarly journals Bis(N,N-diethyldithiocarbamato-κ2S,S′)(3-hydroxypyridine-κN)zinc and bis[N-(2-hydroxyethyl)-N-methyldithiocarbamato-κ2S,S′](3-hydroxypyridine-κN)zinc: crystal structures and Hirshfeld surface analysis

2016 ◽  
Vol 72 (12) ◽  
pp. 1700-1709 ◽  
Author(s):  
Mukesh M. Jotani ◽  
Hadi D. Arman ◽  
Pavel Poplaukhin ◽  
Edward R. T. Tiekink
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Molecular Structures ◽  
Trigonal Bipyramidal ◽  
Hirshfeld Surfaces ◽  
The Common ◽  
Independent Molecules ◽  
Dimeric Aggregates ◽  
Supramolecular Chains ◽  
Hydrogen Bonding Potential

The common feature of the molecular structures of the title compounds, [Zn(C5H10NS2)2(C5H5NO)], (I), and [Zn(C4H8NOS2)2(C5H5NO)], (II), are NS4donor sets derived fromN-bound hydroxypyridyl ligands and asymmetrically chelating dithiocarbamate ligands. The resulting coordination geometries are highly distorted, being intermediate between square pyramidal and trigonal bipyramidal for both independent molecules comprising the asymmetric unit of (I), and significantly closer towards square pyramidal in (II). The key feature of the molecular packing in (I) is the formation of centrosymmetric, dimeric aggregates sustained by pairs of hydroxy-O—H...S(dithiocarbamate) hydrogen bonds. The aggregates are connected into a three-dimensional architecture by methylene-C—H...O(hydroxy) and methyl-C—H...π(chelate) interactions. With greater hydrogen-bonding potential, supramolecular chains along thecaxis are formed in the crystal of (II), sustained by hydroxy-O—H...O(hydroxy) hydrogen bonds, with ethylhydroxy and pyridylhydroxy groups as the donors, along with ethylhydroxy-O—H...S(dithiocarbamate) hydrogen bonds. Chains are connected into layers in theacplane by methylene-C—H...π(chelate) interactions and these stack along thebaxis, with no directional interactions between them. An analysis of the Hirshfeld surfaces clearly distinguished the independent molecules of (I) and reveals the importance of the C—H...π(chelate) interactions in the packing of both (I) and (II).

Sign in / Sign up

Export Citation Format

Share Document