scholarly journals Crystal structures of two thiazolidinone derivatives bearing a trichloromethyl substituent at the 2-position

2018 ◽  
Vol 74 (10) ◽  
pp. 1509-1512 ◽  
Author(s):  
Ahmed Nuriye ◽  
Hemant Yennawar ◽  
Kevin Cannon ◽  
John Tierney
Keyword(s):  
Carbon Atom ◽  
Crystal Structures ◽  
Benzene Ring ◽  
Unit Cell Parameter ◽  
Phenyl Ring ◽  
Cell Parameter ◽  
Unit Cell ◽  
Dihedral Angles ◽  
Π Interactions ◽  
Chiral Carbon

The title compounds 2-trichloromethyl-3-phenyl-1,3-thiazolidin-4-one (C10H8Cl3NOS),1and 3-(4-chlorophenyl)-2-trichloromethyl-1,3-thiazolidin-4-one (C10H7Cl4NOS)2, are structurally related with one atom substitution difference in theparaposition of the benzene ring. In both structures, the thiazolidinone ring adopts an envelope conformation with the S atom as the flap. The dihedral angles between the rings [48.72 (11) in1and 48.42 (9)° in2] are very similar and the molecules are almost superimposable. In both crystal structures, C—H...O `head-to-tail' interactions between the chiral carbon atoms and the thiazolidinone oxygen atoms result in infinite monochiral chains along the direction of the shortest unit-cell parameter, namelyain1andbin2. C—H...π interactions between the thiazolidinone carbon atom at the 4-position and the phenyl ring of the neighboring enantiomer also help to stabilize the packing in each case, although the crystals are not isostructural.

scholarly journals Crystal structures of ethyl 6-(4-methylphenyl)-4-oxo-4H-chromene-2-carboxylate and ethyl 6-(4-fluorophenyl)-4-oxo-4H-chromene-2-carboxylate

2016 ◽  
Vol 72 (1) ◽  
pp. 8-13 ◽  
Author(s):  
Ligia R. Gomes ◽  
John Nicolson Low ◽  
Carlos Fernandes ◽  
Alexandra Gaspar ◽  
Fernanda Borges
Keyword(s):  
Crystal Structures ◽  
Benzene Ring ◽  
Phenyl Group ◽  
Dihedral Angles ◽  
Stacking Interactions ◽  
Carbonyl Groups ◽  
Π Interactions ◽  
Ester Moiety ◽  
The Mean ◽  
A Chain

The crystal structures of two chromone derivatives,viz.ethyl 6-(4-methylphenyl)-4-oxo-4H-chromene-2-carboxylate, C19H16O4, (1), and ethyl 6-(4-fluorophenyl)-4-oxo-4H-chromene-2-carboxylate C18H13FO4, (2), have been determined: (1) crystallizes with two molecules in the asymmetric unit. A comparison of the dihedral angles beween the mean planes of the central chromone core with those of the substituents, an ethyl ester moiety at the 2-position and apara-substituted phenyl ring at the 6-position shows that each molecule differs significantly from the others, even the two independent molecules (aandb) of (1). In all three molecules, the carbonyl groups of the chromone and the carboxylate aretrans-related. The supramolecular structure of (1) involves only weak C—H...π interactions between H atoms of the substituent phenyl group and the phenyl group, which link molecules into a chain of alternating moleculesaandb, and weak π–π stacking interactions between the chromone units. The packing in (2) involves C—H...O interactions, which form a network of two intersecting ladders involving the carbonyl atom of the carboxylate group as the acceptor for H atoms at the 7-position of the chromone ring and from anortho-H atom of the exocyclic benzene ring. The carbonyl atom of the chromone acts as an acceptor from ameta-H atom of the exocyclic benzene ring. π–π interactions stack the molecules by unit translation along theaaxis.

scholarly journals Crystal structures of 2,3-bis(4-chlorophenyl)-1,3-thiazolidin-4-one andtrans-2,3-bis(4-chlorophenyl)-1,3-thiazolidin-4-one 1-oxide

2015 ◽  
Vol 71 (3) ◽  
pp. 264-267 ◽  
Author(s):  
Hemant P. Yennawar ◽  
John Tierney ◽  
Patrick D. Hullihen ◽  
Lee J. Silverberg
Keyword(s):  
Carbon Atom ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Opposite Direction ◽  
Dihedral Angles ◽  
Π Interactions ◽  
Centroid Distance ◽  
Phenyl Rings ◽  
Thiazolidine Ring ◽  
Atom Position

In the crystal structures of the title compounds, C15H11Cl2NOS, (1), and C15H11Cl2NO2S, (2), wherein (2) is the oxidized form of (1), the thiazolidine ring is attached to two chlorophenyl rings. The chlorophenyl ring on the 2-carbon atom position points in the same direction as that of the S atom in (1), while in (2), the S atom points in the opposite direction. The O atom on the chiral S atom in (2) istransto the chlorophenyl ring on the 2-carbon. The chlorophenyl ring planes in each structure are close to orthogonal, making dihedral angles of 78.61 (6) and 87.46 (8)° in (1) and (2), respectively. The thiazolidine ring has a twisted conformation on the S—Cmethinebond in (1), and an envelope conformation with the S atom 0.715 (3) Å out of the plane of other four atoms in (2). In the crystal of (1), molecules are linked by C—H...O hydrogen bonds, as well as by slipped parallel π–π interactions [inter-centroid distance = 3.840 (3) Å] between inversion-related phenyl rings, forming sheets parallel to (001). In the crystal of (2), molecules are linkedviaC—H...O and C—H...Cl hydrogen bonds, forming slabs parallel to (001).

scholarly journals Packing polymorphism in the structure oftrans-aqua[N,N′-bis(salicylidene)ethane-1,2-diamine-κ4O,N,N′,O′]chloridomanganese(III) monohydrate

2018 ◽  
Vol 74 (12) ◽  
pp. 1778-1782
Author(s):  
Juan Alberto Reyes Perea ◽  
Sylvain Bernès ◽  
Ma Guadalupe Quintero Téllez
Keyword(s):  
Crystal Structure ◽  
Crystal Structures ◽  
Unit Cell Parameter ◽  
Molecular Conformation ◽  
Cell Parameter ◽  
Title Complex ◽  
Unit Cell ◽  
Alternative Synthesis ◽  
Space Group ◽  
Structural Database

The crystal structure of the title complex (systematic name:trans-aquachlorido{2,2′[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato-κ4O,N,N′,O′}manganese(III) monohydrate), [Mn(C16H14N2O2)Cl(H2O)]·H2O has been reported previously in the space groupP21/n[Panjaet al.(2003).Polyhedron,22, 1191–1198]. We obtained the same hydrated complex through an alternative synthesis, and crystallized a new polymorph, in the space groupP21. The molecular conformation of the complex is virtually unmodified, but the absence of the glide plane in the new polymorph halves the unit-cell parameterc, affording a non-centrosymmetric crystal structure withZ= 2, while the previously reported crystal is centrosymmetric withZ= 4. Both phases represent a case of packing polymorphism, similar to other dimorphic crystal structures retrieved from the Cambridge Structural Database.

scholarly journals Different packing motifs mediated by weak interactions and polymorphism in the crystal structures of five 2-(benzylidene)benzosuberone derivatives

2019 ◽  
Vol 75 (11) ◽  
pp. 1741-1747
Author(s):  
Lewis S. Seaman ◽  
Cristiane F. da Costa ◽  
Marcus V. N. de Souza ◽  
Solange M. S. V. Wardell ◽  
James L. Wardell ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Benzene Ring ◽  
Weak Interactions ◽  
Structural Features ◽  
Membered Ring ◽  
Dihedral Angles ◽  
Π Interactions ◽  
Hirshfeld Surfaces ◽  
Key Features

The syntheses and crystal structures of five 2-benzylidene-1-benzosuberone [1-benzosuberone is 6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one] derivatives, viz. 2-(4-methoxybenzylidene)-1-benzosuberone, C19H18O2, (I), 2-(4-ethoxybenzylidene)-1-benzosuberone, C20H20O2, (II), 2-(4-benzylbenzylidene)-1-benzosuberone, C25H22O2, (III), 2-(4-chlorobenzylidene)-1-benzosuberone, C18H15ClO, (IV) and 2-(4-cyanobenzylidene)-1-benzosuberone, C19H15NO, (V), are described. The conformations of the benzosuberone fused six- plus seven-membered ring fragments are very similar in each case, but the dihedral angles between the fused benzene ring and the pendant benzene ring differ somewhat, with values of 23.79 (3) for (I), 24.60 (4) for (II), 33.72 (4) for (III), 29.93 (8) for (IV) and 21.81 (7)° for (V). Key features of the packing include pairwise C—H...O hydrogen bonds for (II) and (IV), and pairwise C—H...N hydrogen bonds for (V), which generate inversion dimers in each case. The packing for (I) and (III) feature C—H...O hydrogen bonds, which lead to [010] and [100] chains, respectively. Weak C—H...π interactions consolidate the structures and weak aromatic π–π stacking is seen in (II) [centroid–centroid separation = 3.8414 (7) Å] and (III) [3.9475 (7) Å]. A polymorph of (I) crystallized from a different solvent has been reported previously [Dimmock et al. (1999) J. Med. Chem. 42, 1358–1366] in the same space group but with a packing motif based on inversion dimers resembling that seen in (IV) in the present study. The Hirshfeld surfaces and fingerprint plots for (I) and its polymorph are compared and structural features of the 2-benzylidene-1-benzosuberone family of phases are surveyed.

scholarly journals Crystal structures of three N-acylhydrazone isomers

2021 ◽  
Vol 77 (8) ◽  
pp. 780-784
Author(s):  
H. Purandara ◽  
Sabine Foro ◽  
B. Thimme Gowda
Keyword(s):  
Crystal Structures ◽  
General Formula ◽  
Benzene Ring ◽  
Unit Cell ◽  
Dihedral Angles ◽  
Asymmetric Unit ◽  
Torsion Angles ◽  
Space Group ◽  
Phenyl Rings ◽  
Chloro Group

The crystal structures of three isomers of (E)-4-chloro-N-{2-[2-(chlorobenzylidene)hydrazinyl]-2-oxoethyl}benzenesulfonamide, namely, (E)-4-chloro-N-{2-[2-(2-chlorobenzylidene)hydrazinyl]-2-oxoethyl}benzenesulfonamide (I), (E)-4-chloro-N-{2-[2-(3-chlorobenzylidene)hydrazinyl]-2-oxoethyl}benzenesulfonamide (II) and (E)-4-chloro-N-{2-[2-(4-chlorobenzylidene)hydrazinyl]-2-oxoethyl}benzenesulfonamide (III), with the general formula C15H13Cl2N3O3S are described, with the chloro group in ortho, meta and para positions in the benzylidene benzene ring. All the three isomeric compounds crystallize in the centrosymmetric triclinic P\overline{1} space group with one molecule each in the asymmetric unit and two molecules in the unit cell. The dihedral angles between the two phenyl rings are 11.09 (14), 53.79 (18) and 72.37 (11)° in (I), (II) and (III), respectively. The central part of the molecule (–C—N—N=C–) is almost linear with C—N—N—C torsion angles of 179.1 (2), −169.5 (3) and 178.5 (2)° for (I), (II) and (III), respectively. In all the three crystals, the molecules form inversion dimers with R 2 2(8) ring motifs, which are further augmented by C—H...O interactions.

scholarly journals N-(3-Chloro-4-ethoxy-1-methyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide

2014 ◽  
Vol 70 (6) ◽  
pp. o679-o679 ◽  
Author(s):  
Hakima Chicha ◽  
El Mostapha Rakib ◽  
Abdellah Hannioui ◽  
Mohamed Saadi ◽  
Lahcen El Ammari
Keyword(s):  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Title Compound ◽  
Ring System ◽  
Dihedral Angles ◽  
Ethoxy Group ◽  
Π Interactions ◽  
Compound C ◽  
The Mean

The indazole ring system of the title compound, C17H18ClN3O4S, is almost planar (r.m.s. deviation = 0.0113 Å) and forms dihedral angles of 32.22 (8) and 57.5 (3)° with the benzene ring and the mean plane through the 4-ethoxy group, respectively. In the crystal, molecules are connected by pairs of N—H...O hydrogen bonds into inversion dimers, which are further linked by π–π interactions between the diazole rings [intercentroid distance = 3.4946 (11) Å], forming chains parallel to [101].

scholarly journals Crystal structure ofN1-phenyl-N4-[(quinolin-2-yl)methylidene]benzene-1,4-diamine

2014 ◽  
Vol 70 (9) ◽  
pp. o905-o906 ◽  
Author(s):  
Md. Serajul Haque Faizi ◽  
Ashraf Mashrai ◽  
Saleem Garandal ◽  
M. Shahid
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Benzene Ring ◽  
Title Compound ◽  
Phenyl Ring ◽  
Bond Angle ◽  
Ring System ◽  
Dihedral Angles ◽  
Quinoline Ring ◽  
Compound C

In the title compound, C22H17N3, the dihedral angles between the central benzene ring and the terminal phenyl ring and quinoline ring system (r.m.s. deviation = 0.027 Å) are 44.72 (7) and 9.02 (4)°, respectively, and the bond-angle sum at the amine N atom is 359.9°. In the crystal, the N—H group is not involved in hydrogen bonding and the molecules are linked by weak C—H...π interactions, generating [010] chains.

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