scholarly journals Isotypic crystal structures of 2,6-dibromo-N,N-bis(4-nitrophenyl)aniline and 2,6-dichloro-N,N-bis(4-nitrophenyl)aniline

2014 ◽  
Vol 70 (8) ◽  
pp. 65-67 ◽  
Author(s):  
Paul Kautny ◽  
Johannes Fröhlich ◽  
Berthold Stöger ◽  
Matthias Weil
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Van Der Waals ◽  
Three Dimensional ◽  
Compound I ◽  
Dimensional Network ◽  
Phenyl Rings ◽  
The Mean ◽  
Compound Ii ◽  
Van Der Waals Radii

In the molecules of the two isotypic title compounds, C18H11Br2N3O4(I) and C18H11Cl2N3O4(II), the triphenylamine N atoms show no sign of pyramidalization, with marginal displacements of the N atoms from the mean plane of the three connecting C atoms: 0.0058 (13) Å for the Br compound (I) and 0.0074 (9) Å for the Cl compound (II). In the crystals, molecules are linked through C—H...O hydrogen bonds between phenyl rings and nitro groups and byX...O (X= Br, Cl) interactions, that are shorter than the sum of the van der Waals radii, leading to a three-dimensional network.

scholarly journals Crystal structures of three 6-aryl-2-(4-chlorobenzyl)-5-[(1H-indol-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazoles

2020 ◽  
Vol 76 (1) ◽  
pp. 18-24
Author(s):  
Sadashivamurthy Shamanth ◽  
Kempegowda Mantelingu ◽  
Haruvegowda Kiran Kumar ◽  
Hemmige S. Yathirajan ◽  
Sabine Foro ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Three Dimensional ◽  
Asymmetric Unit ◽  
Compound I ◽  
Π Interactions ◽  
Reductive Condensation ◽  
Independent Molecules ◽  
Compound Ii

Three title compounds, namely, 2-(4-chlorobenzyl)-5-[(1H-indol-3-yl)methyl]-6-phenylimidazo[2,1-b][1,3,4]thiadiazole, C26H19ClN4S, (I), 2-(4-chlorobenzyl)-6-(4-fluorophenyl)-5-[(1H-indol-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole, C26H18ClFN4S, (II), and 6-(4-bromophenyl)-2-(4-chlorobenzyl)-5-[(1H-indol-3-yl)methyl]imidazo[2,1-b][1,3,4]thiadiazole, C26H18BrClN4S, (III), have been prepared using a reductive condensation of indole with the corresponding 6-aryl-2-(4-chlorobenzyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehydes (aryl = phenyl, 4-fluorophenyl or 4-bromophenyl), and their crystal structures have been determined. The asymmetric unit of compound (I) consists of two independent molecules and one of the molecules exhibits disorder of the 4-chlorobenzyl substituent with occupancies 0.6289 (17) and 0.3711 (17). Each type of molecule forms a C(8) chain motif built from N—H...N hydrogen bonds, which for the fully ordered molecule is reinforced by C—H...π interactions. In compound (II), the chlorobenzyl unit is again disordered, with occupancies 0.822 (6) and 0.178 (6), and the molecules form C(8) chains similar to those in (I), reinforced by C—H...π interactions involving only the major disorder component. The chlorobenzyl unit in compound (III) is also disordered with occupancies of 0.839 (5) and 0.161 (5). The molecules are linked by a combination of one N—H...N hydrogen bond and four C—H...π interactions, forming a three-dimensional framework.

scholarly journals Crystal structures of (E)-(3-ethyl-1-methyl-2,6-diphenylpiperidin-4-ylidene)amino phenyl carbonate and (E)-(3-isopropyl-1-methyl-2,6-diphenylpiperidin-4-ylidene)amino phenyl carbonate

2014 ◽  
Vol 70 (10) ◽  
pp. 199-202 ◽  
Author(s):  
B. Raghuvarman ◽  
R. Sivakumar ◽  
V. Thanikachalam ◽  
S. Aravindhan
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Dihedral Angle ◽  
Intermolecular Interactions ◽  
Three Dimensional ◽  
Piperidine Ring ◽  
Dihedral Angles ◽  
Π Interactions ◽  
Dimensional Network ◽  
Phenyl Rings

In the title compounds, C27H28N2O3, (I), and C28H30N2O3, (II), the conformation about the C=N bond isE. The piperidine rings adopt chair conformations with the attached phenyl rings almost normal to their mean planes, the dihedral angles being 85.82 (8) and 85.84 (7)° in (I), and 87.98 (12) and 86.42 (13)° in (II). The phenyl rings are inclined to one another by 52.87 (8)° in (I) and by 60.51 (14)° in (II). The main difference in the conformation of the two compounds is the angle of inclination of the phenoxycarbonyl ring to the piperidine ring mean plane. In (I), these two planes are almost coplanar, with a dihedral angle of 2.05 (8)°, while in (II), this angle is 45.24 (13)°. In the crystal of (I), molecules are linked by C—H...O hydrogen bonds, forming inversion dimers withR22(14) loops. The dimers are linkedviaC—H...π interactions forming a three-dimensional network. In the crystal of (II), there are no significant intermolecular interactions present.

scholarly journals Crystal structures and conformational analyses of three pyranochromene derivatives

2015 ◽  
Vol 71 (8) ◽  
pp. 926-930 ◽  
Author(s):  
K. Swaminathan ◽  
K. Sethusankar ◽  
G. Siva Kumar ◽  
M. Bakthadoss
Keyword(s):  
Crystal Structures ◽  
Three Dimensional ◽  
Molecular Structures ◽  
Side Chain ◽  
Compound I ◽  
The Mean ◽  
Compound Ii ◽  
Short Contacts ◽  
Coumarin Ring ◽  
Chromene Ring

The title compounds, C27H20O6, (I) [systematic name: methyl 7-oxo-14-phenyl-1H,7H,14H-pyrano[3,2-c:5,4-c′]dichromene-14a(6bH)-carboxylate], C24H22O5, (II) [systematic name: methyl 1-oxo-6-phenyl-2,3,4,12b-tetrahydro-1H,6H-chromeno[3,4-c]chromene-6a(7H)-carboxylate], and C25H23N3O4, (III) [systematic name: 6-(4-ethylphenyl)-2,4-dimethyl-1,3-dioxo-2,3,4,12b-tetrahydro-1H,6H-chromeno[4′,3′:4,5]pyrano[2,3-d]pyrimidine-6a(7H)-carbonitrile], are pyranochromene derivatives. The central pyran rings (B) of compounds (I) and (III) adopt half-chair conformations, whereas that of compound (II) adopts a sofa conformation. The pyran rings (A) of the chromene ring systems of compounds (II) and (III) adopt half-chair conformations, while that of compound (I) adopts a sofa conformation. The mean plane of the central pyran rings (B) make dihedral angles of 70.02 (6), 61.52 (6) and 69.12 (7)°, respectively, with the mean planes of the chromene moieties (C+A) of compounds (I), (II) and (III). The bicyclic coumarin ring system (C+A+B+E) in compound (I) is almost planar (r.m.s. deviation = 0.042 Å). The carbonitrile side chain in compound (III) is very nearly linear, with the C—C[triple-bond]N angle being 176.6 (2)°. The cyclohexene ring (E), fused with the central pyran ring (B) in compound (II) adopts a sofa conformation. In the molecular structures of compounds (II) and (III), there are C—H...O short contacts, which generateS(7) ring motifs. In the crystal structures of the title compounds, molecules are linked by C—H...O hydrogen bonds, which generate molecular sheets parallel to theabplane, withR43(28) loops in (I), inversion dimers withR22(10) loops in (II) and chains along [010] withR22(12) ring motifs in (III). In the crystal structures of (I) and (III), there are also C—H...π interactions present, leading to the formation of a three-dimensional framework in (II) and to sheets parallel to (101) in (III).

scholarly journals Crystal structures and Hirshfeld surfaces of two 1,3-benzoxathiol-2-one derivatives

2018 ◽  
Vol 74 (1) ◽  
pp. 78-82
Author(s):  
Eliza de L. Chazin ◽  
Paola de S. Sanches ◽  
Thatyana R. A. Vasconcelos ◽  
Claudia R. B. Gomes ◽  
James L. Wardell ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Three Dimensional ◽  
Heterocyclic Ring ◽  
Stacking Interactions ◽  
Compound I ◽  
Hirshfeld Surfaces ◽  
Dimensional Network ◽  
Fused Ring ◽  
Fused Ring System

The crystal structures of 6-methoxy-1,3-benzoxathiol-2-one, C9H8O3S, (I), and 2-oxo-1,3-benzoxathiol-6-yl acetate, C9H6O4S, (II), are described. Compound (I) is almost planar (r.m.s. deviation for the non-H atoms = 0.011 Å), whereas (II) shows a substantial twist between the fused-ring system and the acetate substituent [dihedral angle = 74.42 (3)°]. For both structures, the bond distances in the heterocyclic ring suggest that little if any conjugation occurs. In the crystal of (I), C—H...O hydrogen bonds link the molecules into [1-11] chains incorporating alternatingR22(8) andR22(12) inversion dimers. The extended structure of (II) featuresC(7) [201] chains linked by C—H...O hydrogen bonds, with further C—H...O bonds and weak π–π stacking interactions connecting the chains into a three-dimensional network. Hirshfeld fingerprint analyses for (I) and (II) are presented and discussed.

scholarly journals Crystal structures of two new carbazole derivatives: 12-(4-nitrophenyl)-7-phenylsulfonyl-7H-benzofuro[2,3-b]carbazole and 2-methyl-4-(4-nitrophenyl)-9-phenylsulfonyl-9H-thieno[2,3-b]carbazole

2016 ◽  
Vol 72 (12) ◽  
pp. 1739-1743
Author(s):  
K. Swaminathan ◽  
P. Narayanan ◽  
K. Sethusankar ◽  
Velu Saravanan ◽  
Arasambattu K. Mohanakrishnan
Keyword(s):  
Hydrogen Bonds ◽  
Dihedral Angle ◽  
Ring System ◽  
Molecular Structures ◽  
Dihedral Angles ◽  
Compound I ◽  
Carbazole Derivatives ◽  
Phenyl Rings ◽  
The Mean ◽  
Compound Ii

The title compounds, C30H18N2O5S, (I), and C27H18N2O4S2, (II), are carbazole derivatives with a phenylsulfonyl group and a nitrophenyl group attached to the carbazole moiety in identical positions in both molecules. A benzofuran ring system in (I) and a methylthiophene ring in (II) are fused with the respective carbazole moieties on the same sides. The mean plane of the carbazole ring system makes a dihedral angle of 3.17 (7)° with the benzofuran ring system in (I) and a dihedral angle of 3.39 (11)° with the methylthiophene ring in (II), implying that both fused units are essentially planar. The mean planes of the carbazole ring systems in both the compounds are almost orthogonal to the respective nitro-substituted phenyl rings, making dihedral angles of 75.64 (10) and 77.63 (12)° in compounds (I) and (II), respectively. In (I), the phenylsulfonyl ring system is positionally disordered with a refined occupancy ratio of 0.63 (2):0.37 (2). In both compounds, the molecular structures are stabilized by intramolecular C—H...O hydrogen bonds, generatingS(6) ring motifs with the sulfone group O atoms. In the crystal of compound (I), molecules are linked by pairs of C—H...O hydrogen bonds, which generateR22(18) inversion dimers, and interconnected byC(14) chains running along thec-axis direction, whereas in compound (II), the C—H...O hydrogen bonds generateR43(37) ring motifs. In the crystals of both compounds, C—H...O hydrogen-bonded sheets are formed lying parallel to (10-1). In addition, C—H...π and offset π–π interactions [intercentroid distance = 3.7158 (14) Å in (I) and 3.9040 (15) Å in (II)] are also present in the crystals of both compounds.

scholarly journals Crystal structures ofN-[(4-phenylthiazol-2-yl)carbamothioyl]benzamide andN-{[4-(4-bromophenyl)thiazol-2-yl]carbamothioyl}benzamide from synchrotron X-ray diffraction

2016 ◽  
Vol 72 (9) ◽  
pp. 1343-1347 ◽  
Author(s):  
Ekaterina S. Gantimurova ◽  
Alexander S. Bunev ◽  
Kristina Yu. Talina ◽  
Gennady I. Ostapenko ◽  
Pavel V. Dorovatovskii ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Dihedral Angles ◽  
Active Pharmaceutical Ingredients ◽  
X Ray Diffraction ◽  
Compound I ◽  
X Ray ◽  
Pharmaceutical Ingredients ◽  
Phenyl Rings ◽  
Compound Ii

The title compounds, C17H13N3OS2, (I), and C17H12BrN3OS2, (II), are potential active pharmaceutical ingredients. Compound (I) comprises two almost planar fragments. The first is the central (carbamothioyl)amide (r.m.s. deviation = 0.038 Å), and the second consists of the thiazole and two phenyl rings (r.m.s. deviation = 0.053 Å). The dihedral angle between these planes is 15.17 (5)°. Unlike (I), compound (II) comprises three almost planar fragments. The first is the centralN-(thiazol-2-ylcarbamothioyl)amide (r.m.s. deviation = 0.084 Å), and the two others comprise the bromophenyl and phenyl substituents, respectively. The dihedral angles between the central and two terminal planar fragments are 21.58 (7) and 17.90 (9)°, respectively. Both (I) and (II) feature an intramolecular N—H...O hydrogen bond, which closes anS(6) ring. In the crystal of (I), molecules form hydrogen-bonded layers parallel to (100) mediated by N—H...S and C—H...O hydrogen bonds. In the crystal of (II), molecules form a three-dimensional framework mediated by N—H...Br and C—H...O hydrogen bonds, as well as secondary S...Br [3.3507 (11) Å] and S...S [3.4343 (14) Å] interactions.

scholarly journals Crystal structures of 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-N-(3-nitrophenyl)acetamide monohydrate andN-(2-chlorophenyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide

2016 ◽  
Vol 72 (8) ◽  
pp. 1171-1175 ◽  
Author(s):  
S. Subasri ◽  
Ajay Kumar Timiri ◽  
Nayan Sinha Barji ◽  
Venkatesan Jayaprakash ◽  
Viswanathan Vijayan ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Benzene Ring ◽  
Three Dimensional ◽  
Pyrimidine Ring ◽  
Compound I ◽  
Short Contact ◽  
Bond Forming ◽  
Dimensional Network

The title compounds, C12H12N6O3S·H2O, (I), and C12H12ClN5OS, (II), are 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamides. Compound (I) crystallized as a monohydrate. In both compounds, the molecules have a folded conformation, with the pyrimidine ring being inclined to the benzene ring by 56.18 (6)° in (I) and by 67.84 (6)° in (II). In both molecules, there is an intramolecular N—H...N hydrogen bond stabilizing the folded conformation. In (I), there is also a C—H...O intramolecular short contact, and in (II) an intramolecular N—H...Cl hydrogen bond is present. In the crystal of (I), molecules are linked by a series of N—H...O, O—H...O and O—H...N hydrogen bonds, forming undulating sheets parallel to the (100). The sheets are linkedviaan N—H...Owaterhydrogen bond, forming a three-dimensional network. In the crystal of (II), molecules are linked by a series of N—H...O, N—H...N and C—H...O hydrogen bonds, forming slabs parallel to (001).

Synthesis and crystal structures of the potential tyrosinase inhibitorsN-(4-acetylphenyl)-2-chloroacetamide and 2-(4-acetylanilino)-2-oxoethyl cinnamate

2016 ◽  
Vol 72 (2) ◽  
pp. 94-98 ◽  
Author(s):  
Zaman Ashraf ◽  
Daeyoung Kim ◽  
Sung-Yum Seo ◽  
Sung Kwon Kang
Keyword(s):  
Crystal Structures ◽  
Dihedral Angle ◽  
Three Dimensional ◽  
Molecular Geometry ◽  
Compound I ◽  
Dimensional Network ◽  
Amide Carbonyl ◽  
Dermatological Disorders ◽  
Tyrosinase Enzyme ◽  
Compound Ii

Substituted benzoic acid and cinnamic acid esters are of interest as tyrosinase inhibitors and the development of such inhibitors may help in diminishing many dermatological disorders. The tyrosinase enzyme has also been linked to Parkinson's disease. In view of hydroxylated compounds having ester and amide functionalities to potentially inhibit tyrosinase, we herein report the synthesis and crystal structures of two amide-based derivatives, namelyN-(4-acetylphenyl)-2-chloroacetamide, C10H10ClNO2, (I), and 2-(4-acetylanilino)-2-oxoethyl cinnamate, C19H17NO4, (II). In compound (I), the acetylphenyl ring and the N—(C=O)—C unit of the acetamide group are almost coplanar, with a dihedral angle of 7.39 (18)°. Instead of esterification, a cheaper and more efficient synthetic method has been developed for the preparation of compound (II). The molecular geometry of compound (II) is a V-shape. The acetamide and cinnamate groups are almost planar, with mean deviations of 0.088 and 0.046 Å, respectively; the dihedral angle between these groups is 77.39 (7)°. The carbonyl O atoms are positionedsynandantito the amide carbonyl O atom. In the crystals of (I) and (II), N—H...O, C—H...O and C—H...π interactions link the molecules into a three-dimensional network.

scholarly journals Poly[guanidinium [tri-μ-formato-κ6O:O′-formato-κ2O,O′-yttrium(III)]]

2014 ◽  
Vol 70 (7) ◽  
pp. m261-m262
Author(s):  
Mark A. Rodriguez ◽  
Dorina F. Sava Gallis ◽  
Tina M. Nenoff
Keyword(s):  
Coordination Polymer ◽  
Hydrogen Bonds ◽  
Metal Ions ◽  
Coordination Polyhedron ◽  
Van Der Waals ◽  
Three Dimensional ◽  
Charge Compensation ◽  
Dimensional Network ◽  
Porous Channels ◽  
Van Der Waals Radii

In the title coordination polymer, {(CH6N3)[Y(CHO2)4]}n, the yttrium(III) ion is coordinated by oneO,O-bidentate formate ion and six μ2bridging formate ions, generating a square-antiprismatic YO8coordination polyhedron. The bridging formate ions connect the metal ions into an anionic, three-dimensional network. Charge compensation is provided by guanidinium ions, which interact with the framework by way of N—H...O hydrogen bonds. The guanidine molecules reside in porous channels of 3.612 by 8.189 Å, when considering the van der Waals radii of the nearest atoms (looking down thea-axis).

scholarly journals Crystal structures of two mixed-valence copper cyanide complexes withN-methylethylenediamine

2017 ◽  
Vol 73 (2) ◽  
pp. 141-146 ◽  
Author(s):  
Peter W. R. Corfield ◽  
Alexander Sabatino
Keyword(s):  
Crystal Structures ◽  
Close Contact ◽  
Mixed Valence ◽  
Three Dimensional ◽  
Molecular Compound ◽  
Compound I ◽  
Copper Cyanide ◽  
Dimensional Network ◽  
Covalently Linked ◽  
Compound Ii

The crystal structures of two mixed-valence copper cyanide compounds involvingN-methylethylenediamine (meen), are described. In compound (I), poly[bis(μ3-cyanido-κ3C:C:N)tris(μ2-cyanido-κ2C:N)bis(N-methylethane-1,2-diamine-κ2N,N′)tricopper(I)copper(II)], [Cu4(CN)5(C3H10N2)2] or Cu4(CN)5meen2, cyanide groups link CuIatoms into a three-dimensional network containing open channels parallel to thebaxis. In the network, two tetrahedrally bound CuIatoms are bonded by the C atoms of two end-on bridging CN groups to form Cu2(CN)6moieties with the Cu atoms in close contact at 2.560 (1) Å. Other trigonally bound CuIatoms link these units together to form the network. The CuIIatoms, coordinated by two meen units, are covalently linked to the networkviaa cyanide bridge, and project into the open network channels. In the molecular compound (II), [(N-methylethylenediamine-κ2N,N′)copper(II)]-μ2-cyanido-κ2C:N-[bis(cyanido-κC)copper(I)] monohydrate, [Cu2(CN)3(C3H10N2)2]·H2O or Cu2(CN)3meen2·H2O, a CN group connects a CuIIatom coordinated by two meen groups with a trigonal–planar CuIatom coordinated by CN groups. The molecules are linked into centrosymmetric dimersviahydrogen bonds to two water molecules. In both compounds, the bridging cyanide between the CuIIand CuIatoms has the N atom bonded to CuIIand the C atom bonded to CuI, and the CuIIatoms are in a square-pyramidal coordination.

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