scholarly journals Crystal Structures of Four Novel Thiophene/Phenyl-piperidine Hybrid Chalcones

2014 ◽  
Vol 70 (a1) ◽  
pp. C1020-C1020
Author(s):  
Masood Parvez ◽  
Muhammad Bakhtiar ◽  
Muhammad Baqir ◽  
Muhammad Zia-ur-Rehman
Keyword(s):  
Hydrogen Bonding ◽  
Pharmaceutical Industry ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Benzene Ring ◽  
Drug Targets ◽  
Important Class ◽  
Hydrogen Bonding Interactions ◽  
Benzene Rings ◽  
Type C

Chalcones constitute an important class of bioactive drug targets in the pharmaceutical industry that includes anti-ulcerative drug sofalcone. In continuation of our work, the crystal structures of four closely related 1-phenyl-piperidine based chalcones will be presented. I: C19 H21NOS, MW = 311.43, T = 173(2) K, λ = 0.71073 Å, Orthorhombic, P b c a, a = 10.1045(4), b = 10.5358(4), c = 30.6337(12) Å, V = 3261.2(2) Å3, Z = 8, Dc = 1.269 Mg/m3, F (000) = 1328, R [I>2σ(I)] = 0.059. II: C18H19NOS, MW = 297.40, T = 173(2) K, λ = 1.54178 Å, Orthorhombic, P b c a, a = 8.9236(2), b = 11.0227(2), c = 30.8168(6) Å, V = 3031.21(11) Å3 Z = 8, Dc = 1.303 Mg/m3, F (000) = 1264, R [I>2σ(I)] = 0.035. III: C18H19NOS, MW = 297.40, T = 173(2) K, λ = 1.54178 Å, Orthorhombic, P b c a, a = 8.82990(10), b = 11.0061(2), c = 31.2106(5) Å, V = 3033.13(8) Å3, Z = 8, Dc = 1.303 Mg/m3, F (000) = 1264, R [I>2σ(I)] = 0.048. IV: C18H18ClNOS, MW = 331.84, T = 173(2) K, λ = 0.71073 Å, Monoclinic, P 21/c, a = 14.1037(4), b = 11.3153(3), c = 10.1290(2) Å, β = 101.1367(14)0, V = 1586.02(7) Å3, Z = 4, Dc = 1.390 Mg/m3, F (000) = 696, R [I>2σ(I)] = 0.038. The crystals of I, II and III are isomorphous. In all structures, the piperidine rings are in chair conformations, thiophene rings are essentially planar and the C=C bonds in the prop-2-en-1-one fragment adopt E-conformation. All crystal structures are devoid of any classical hydrogen bonds. However, non-classical hydrogen bonding interactions of the type C---H...O in compounds II, III and IV link the molecules into chains extended along the b-axis. Moreover, C---H...Cg interactions involving thiophene rings in I and III and benzene ring in IV and π...π interactions between benzene rings lying about inversion centers are present in II and III.

scholarly journals Crystal structures and the Hirshfeld surface analysis of (E)-4-nitro-N′-(o-chloro, o- and p-methylbenzylidene)benzenesulfonohydrazides

2018 ◽  
Vol 74 (12) ◽  
pp. 1710-1716
Author(s):  
Akshatha R. Salian ◽  
Sabine Foro ◽  
B. Thimme Gowda
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Structural Parameters ◽  
Three Dimensional ◽  
Monoclinic Crystal ◽  
Torsion Angles ◽  
Axis Direction ◽  
Hydrogen Bonding Interactions ◽  
Torsional Angles

The crystal structures of (E)-N′-(2-chlorobenzylidene)-4-nitrobenzenesulfonohydrazide, C13H10ClN3O4S (I), (E)-N′-(2-methylbenzylidene)-4-nitrobenzenesulfonohydrazide, C14H13N3O4S (II), and (E)-N′-(4-methylbenzylidene)-4-nitrobenzenesulfonohydrazide monohydrate, C14H13N3O4S·H2O (III), have been synthesized, characterized and their crystal structures determined to study the effects of the nature and sites of substitutions on the structural parameters and the hydrogen-bonding interactions. All three compounds crystallize in the monoclinic crystal system, with space group P21 for (I) and P21/c for (II) and (III). Compound (III) crystallizes as a monohydrate. All three compounds adopt an E configuration around the C=N bond. The molecules are bent at the S atom with C—S—N—N torsion angles of −59.0 (3), 58.0 (2) and −70.2 (1)° in (I), (II) and (III), respectively. The sulfonohydrazide parts are also non-linear, as is evident from the S—N—N—C torsional angles of 159.3 (3), −164.2 (1) and 152.3 (1)° in (I), (II) and (III), respectively, while the hydrazide parts are almost planar with the N—N=C—C torsion angles being −179.1 (3)° in (I), 176.7 (2)° in (II) and 175.0 (2)° in (III). The 4-nitro-substituted phenylsulfonyl and 2/4-substituted benzylidene rings are inclined to each other by 81.1 (1)° in (I), 81.4 (1)° in (II) and 74.4 (1)° in (III). The compounds show differences in hydrogen-bonding interactions. In the crystal of (I), molecules are linked via N—H...O hydrogen bonds, forming C(4) chains along the a-axis direction that are interconnected by weak C—H...O hydrogen bonds, generating layers parallel to the ac plane. In the crystal of (II), the amino H atom shows bifurcated N—H...O(O) hydrogen bonding with both O atoms of the nitro group generating C(9) chains along the b-axis direction. The chains are linked by weak C—H...O hydrogen bonds, forming a three-dimensional framework. In the crystal of (III), molecules are linked by Ow—H...O, N—H...Ow and C—H...O hydrogen bonds, forming layers lying parallel to the bc plane. The fingerprint plots generated for the three compounds show that for (I) and (II) the O...H/H...O contacts make the largest contributions, while for the para-substituted compound (III), H...H contacts are the major contributors to the Hirshfeld surfaces.

Structures of three cis-β1 and three cis-β2 isomers of [Co(trien)(aminoacidato)]2+ complexes

2001 ◽  
Vol 57 (1) ◽  
pp. 45-53 ◽  
Author(s):  
Jiwen Cai ◽  
Xiaopeng Hu ◽  
Xiaolong Feng ◽  
Liangnian Ji ◽  
Ivan Bernal
Keyword(s):  
Amino Acids ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Unique Feature ◽  
Direct Reaction ◽  
Basic Solution ◽  
Packing Structure ◽  
Hydrogen Bonding Interactions

The crystal structures and absolute configurations of three cis-β1 and three cis-β2 isomers of [Co(trien)(L-aminoacidato)]2+, namely β1-Λ(SSS)(λλδ)/(λδδ)-[Co(trien)(L-isoleucinato)](ClO4)2, L-isoleucinato(triethylenetetramine)cobalt(III) diperchlorate (1), β1-Λ(SRS)(λδλ)-[Co(trien)(L-valinato)](ClO4)2, L-valinato(triethylenetetramine)cobalt(III) diperchlorate (2), β1-Δ(RSS)(δλδ)-[Co(trien)(L-pyroglutamato)]ClO4, L-pyroglutamato(triethylenetetramine)cobalt(III) perchlorate (3), β2-Δ(RRS)(δδλ)-[Co(trien)(L-isoleucinato)]I2·H2O, L-isoleucinato(triethylenetetramine)cobalt(III) diiodide monohydrate (4), β2-Δ(RRS)(δδλ)-[Co(trien)(L-isoleucinato)](ClO4)2·2H2O, L-isoleucinato(triethylenetetramine)cobalt(III) diperchlorate dihydrate (5), and β2-Λ(SSS)(δλλ)[Co(trien)(L-leucinato)](ClO4)2·2H2O, L-leucinato(triethylenetetramine)cobalt(III) diperchlorate dihydrate (6), have been determined. Both β1 and β2 isomers form inter-cation hydrogen-bonding interactions through double or triple hydrogen bonds which link the cations into helices. However, the motifs of the interactions are different in β1 and β2 isomers, resulting in different packing structures. A localized hydrophobic area is observed in the packing structure of (1), a unique feature amongst these six structures. This work describes the first synthesis of the β1 isomer by direct reaction between amino acids and cis-α-[Co(trien)Cl2]Cl in mildly basic solution.

scholarly journals Crystal structures of 2-[3,5-bis(bromomethyl)-2,4,6-triethylbenzyl]isoindoline-1,3-dione and 2-{5-(bromomethyl)-3-[(1,3-dioxoisoindolin-2-yl)methyl]-2,4,6-triethylbenzyl}isoindoline-1,3-dione

2021 ◽  
Vol 77 (9) ◽  
Author(s):  
Manuel Stapf ◽  
Betty Leibiger ◽  
Anke Schwarzer ◽  
Monika Mazik
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Molecular Conformation ◽  
Halogen Bond ◽  
Asymmetric Unit ◽  
Space Group ◽  
Π Interactions ◽  
Hydrogen Bonding Interactions

The title compounds, C23H25Br2NO2 (1) and C31H29BrN2O4 (2), crystallize in the space group P21/n with two (1-A and 1-B) and one molecules, respectively, in the asymmetric unit of the cell. The molecular conformation of these compounds is stabilized by intramolecular C—H...O hydrogen bonds and C—H...N or C—H...π interactions. The crystal structure of 1 features a relatively strong Br...O=C halogen bond, which is not observed in the case of 2. Both crystal structures are characterized by the presence of C—H...Br hydrogen bonds and numerous intermolecular C—H...O hydrogen-bonding interactions.

scholarly journals Crystal structures and hydrogen bonding in the proton-transfer salts of nicotine with 3,5-dinitrosalicylic acid and 5-sulfosalicylic acid

2014 ◽  
Vol 70 (11) ◽  
pp. 430-434 ◽  
Author(s):  
Graham Smith ◽  
Urs D. Wermuth
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Three Dimensional ◽  
Ring System ◽  
Dimensional Structure ◽  
Sulfosalicylic Acid ◽  
Three Dimensional Structure ◽  
Hydrogen Bonding Interactions ◽  
Benzene Rings ◽  
Ring Centroid

The structures of the 1:1 anhydrous salts of nicotine (NIC) with 3,5-dinitrosalicylic acid (DNSA) and 5-sulfosalicylic acid (5-SSA), namely (1R,2S)-1-methyl-2-(pyridin-3-yl)-1H-pyrrolidin-1-ium 2-carboxy-4,6-dinitrophenolate, C10H15N2+·C7H3N2O7−, (I), and (1R,2S)-1-methyl-2-(pyridin-3-yl)-1H-pyrrolidin-1-ium 3-carboxy-4-hydroxybenzenesulfonate, C10H15N2+·C7H5O6S−, (II), are reported. The asymmetric units of both (I) and (II) comprise two independent nicotinium cations (CandD) and either two DNSA or two 5-SSA anions (AandB), respectively. One of the DNSA anions shows a 25% rotational disorder in the benzene ring system. In the crystal of (I), inter-unit pyrrolidinium N—H...Npyridinehydrogen bonds generate zigzag NIC cation chains which extend alonga, while the DNSA anions are not involved in any formal inter-species hydrogen bonding but instead form π–π-associated stacks which are parallel to the NIC cation chains alonga[ring-centroid separation = 3.857 (2) Å]. Weak C—H...O interactions between chain substructures give an overall three-dimensional structure. In the crystal of (II),AandBanions form independent zigzag chains withCandDcations, respectively, through carboxylic acid O—H...Npyridinehydrogen bonds. These chains, which extend alongb, are pseudocentrosymmetrically related and give π–π interactions between the benzene rings of anionsAandBand the pyridine rings of the NIC cationsCandD, respectively [ring centroid separations = 3.6422 (19) and 3.7117 (19) Å]. Also present are weak C—H...O hydrogen-bonding interactions between the chains, giving an overall three-dimensional structure.

Malabaricone A isolated from a methanol extract of Myristica malabarica

2006 ◽  
Vol 62 (4) ◽  
pp. o1338-o1339 ◽  
Author(s):  
A. K. Bauri ◽  
Sabine Foro ◽  
Hans J. Lindner ◽  
S. K. Nayak
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Methanol Extract ◽  
Alkyl Chain ◽  
Zigzag Chain ◽  
Intermolecular Hydrogen Bonds ◽  
Hydrogen Bonding Interactions ◽  
Benzene Rings

The title compound, malabaricone A [systematic name: 1-(2,6-dihydroxyphenyl)-9-phenylnonan-1-one], C21H26O3, contains two benzene rings linked through a C9 alkyl chain. Both intra- and intermolecular O—H...O hydrogen-bonding interactions stabilize the packing. The intermolecular hydrogen bonds result in the formation of an infinite zigzag chain.

scholarly journals 2-Benzenesulfonamidobenzoic acid

2009 ◽  
Vol 65 (6) ◽  
pp. o1246-o1247 ◽  
Author(s):  
Abdullah Mohamed Asiri ◽  
Mehmet Akkurt ◽  
Salman A. Khan ◽  
Muhammad Nadeem Arshad ◽  
Islam Ullah Khan ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Title Compound ◽  
Crystal Packing ◽  
Carboxyl Group ◽  
Compound C ◽  
Hydrogen Bonding Interactions ◽  
Graph Set

In the title compound, C13H11NO4S, the dihedral angle between the planes of the benzene ring and the carboxyl group is 13.7 (1)°. The molecular structure contains intramolecular N—H...O and C—H...O hydrogen-bonding interactions, while the crystal packing is stabilized by C—H...O and O—H...O hydrogen bonds and C—H...π interactions. The O—H...O hydrogen bonds form a cyclic dimer, with graph-set motifR22(8), about a centre of symmetry.

scholarly journals Crystal structures of 2-(4-nitrophenyl)-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one and 2-(2-nitrophenyl)-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one

2015 ◽  
Vol 71 (4) ◽  
pp. 414-417 ◽  
Author(s):  
Hemant Yennawar ◽  
Aaron S. Cali ◽  
Yiwen Xie ◽  
Lee J. Silverberg
Keyword(s):  
Hydrogen Bonding ◽  
Crystal Structures ◽  
Benzene Ring ◽  
Chain Structure ◽  
Zigzag Chain ◽  
Boat Conformation ◽  
Acta Cryst ◽  
Hydrogen Bonding Interactions ◽  
A Chain ◽  
Ring Centroid

The crystal structures are reported of the isomeric compounds 2-(4-nitrophenyl)-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one, (I), and 2-(2-nitrophenyl)-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-one, (II), both C20H14N2O3S, being thepara-nitro andortho-nitro forms, respectively, themeta-form of which is known [Yennawaret al.(2013).Acta Cryst.E69, o1679]. The six-membered thiazone ring fused with a benzene ring displays a screw-boat conformation with a total puckering amplitude of 0.627 (1) Å in (I), and a near screw-boat conformation with a total puckering amplitude of 0.600 (1) Å in (II). The dihedral angles between the planes of the substituent nitrophenyl and phenyl and rings with the benzene ring of the parent benzothiazone moiety are 75.93 (5) and 82.61 (5)° [in (I)], and 76.79 (6) and 71.66 (6)° [in (II)]. Weak intermolecular C—H...O hydrogen-bonding interactions between aromatic H-atom donors and both a nitro-O atom and a thiazone O-atom acceptor in (I) and a thiazone O atom in (II) are present, forming in (I) a centrosymmetric 22-membered cyclic dimer which is extended through a similar inversion-related 14-membered cyclic hydrogen-bonding association into a zigzag chain structure extending alongc. In (II), a single intermolecular C—H...O hydrogen bond gives a chain structure extending alongb. In addition, weak C—H...π interactions are present in both structures [minimum C...ring-centroid separations = 3.630 (2) and 3.581 (2) Å, respectively].

scholarly journals The missing crystal structure in the series of N,N′,N′′-tris(pyridinyl)benzene-1,3,5-tricarboxamides: the 2-pyridinyl derivative

2020 ◽  
Vol 76 (6) ◽  
pp. 776-779
Author(s):  
Levi Senior ◽  
Anthony Linden
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Amide Group ◽  
Hydrogen Bonding Interactions ◽  
Out Of Plane ◽  
Potential Ligand

In the first reported crystal structure involving the potential ligand N,N′,N′′-tris(pyridin-2-yl)benzene-1,3,5-tricarboxamide, C24H18N6O3, intermolecular N—H...O hydrogen bonds link the molecules via their amide groups into slanted ladder-like chains, in which the uprights of the ladder are formed by the hydrogen-bonding interactions and the benzene ring cores of the molecules act as the rungs of the ladder. Only two of the three amide groups in the molecule are involved in hydrogen bonding and this influences the degree of out-of-plane twisting at each amide group, with the twist being more significant for those amide groups participating in hydrogen bonds.

scholarly journals Crystal structures of [Cu(phen)(H2O)3(MF6)]·H2O (M = Ti, Zr, Hf) and [Cu(phen)(H2O)2F]2[HfF6]·H2O

2021 ◽  
Vol 77 (2) ◽  
pp. 165-170
Author(s):  
Matthew L. Nisbet ◽  
Kenneth R. Poeppelmeier
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Crystal Structures ◽  
Intermolecular Hydrogen Bonding ◽  
Intermolecular Hydrogen Bonds ◽  
Early Transition Metal ◽  
Hydrogen Bonding Interactions ◽  
Bimetallic Compounds ◽  
Molecular Compounds ◽  
Molecular Salt

The crystal structures of three bridged bimetallic molecular compounds, namely, triaqua-2κ3 O-μ-fluorido-pentafluorido-1κ5 F-(1,10-phenanthroline-2κ2 N,N′)copper(II)titanium(IV) monohydrate, [Cu(TiF6)(phen)(H2O)3]·H2O (phen is 1,10-phenanthroline, C12H8N2), (I), triaqua-2κ3 O-μ-fluorido-pentafluorido-1κ5 F-(1,10-phenanthroline-2κ2 N,N′)copper(II)zirconium(IV) monohydrate, [Cu(ZrF6)(phen)(H2O)3]·H2O, (II), and triaqua-2κ3 O-μ-fluorido-pentafluorido-1κ5 F-(1,10-phenanthroline-2κ2 N,N′)copper(II)hafnium(IV) monohydrate, [Cu(HfF6)(phen)(H2O)3]·H2O, (III), and one molecular salt, bis[diaquafluorido(1,10-phenanthroline-κ2 N,N′)copper(II)] hexafluoridohafnate(IV) dihydrate, [CuF(phen)(H2O)2]2[HfF6]·2H2O, (IV), are reported. The bridged bimetallic compounds adopt Λ-shaped configurations, with the octahedrally coordinated copper(II) center linked to the fluorinated early transition metal via a fluoride linkage. The extended structures of these Λ-shaped compounds are organized through both intra- and intermolecular hydrogen bonds and intermolecular π–π stacking. The salt compound [Cu(phen)(H2O)2F]2[HfF6]·H2O displays an isolated square-pyramidal Cu(phen)(H2O)2F+ complex linked to other cationic complexes and isolated HfF6 2− anions through intermolecular hydrogen-bonding interactions.

scholarly journals 4-Acetylpiperazinium picrate

2014 ◽  
Vol 70 (6) ◽  
pp. o717-o718 ◽  
Author(s):  
Channappa N. Kavitha ◽  
Manpreet Kaur ◽  
Jerry P. Jasinski ◽  
Hemmige S. Yathirajan
Keyword(s):  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Intermolecular Interactions ◽  
Crystal Packing ◽  
Chair Conformation ◽  
Centroid Distance ◽  
Sheet Structure ◽  
Benzene Rings ◽  
Π Stacking Interaction ◽  
The Mean

In the title salt, C6H13N2O+·C6H2N3O7−(systematic name: 4-acetylpiperazin-1-ium 2,4,6-trinitrophenolate), the piperazin-1-ium ring has a slightly distorted chair conformation. In the picrate anion, the mean planes of the twoo-NO2andp-NO2groups are twisted with respect to the benzene ring by 15.0 (2), 68.9 (4) and 4.4 (3)°, respectively. In the crystal, N—H...O hydrogen bonds are observed, linking the ions into an infinite chain along [010]. In addition, weak cation–anion C—H...O intermolecular interactions and a weak π–π stacking interaction between the benzene rings of the anions, with an inter-centroid distance of 3.771 (8) Å, help to stabilize the crystal packing, giving an overall sheet structure lying parallel to (100). Disorder was modelled for one of the O atoms in one of theo-NO2groups over two sites with an occupancy ratio of 0.57 (6):0.43 (6).

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