Molecular Cocrystals of Aromatic Carboxylic Acids with Unsymmetrically Substituted Ureas. The Structures of Phenylurea and the 1 : 1 Adducts of Phenylurea with a Series of Nitro-Substituted Acids

2000 ◽  
Vol 53 (9) ◽  
pp. 767 ◽  
Author(s):  
Raymond C. Bott ◽  
Graham Smith ◽  
Urs D. Wermuth ◽  
Nathan C. Dwyer
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Oxygen Atom ◽  
X Ray Diffraction ◽  
Chain Polymer ◽  
Nitrobenzoic Acid ◽  
Hydrogen Bonding Interactions ◽  
Simple Chain ◽  
A Chain ◽  
Polymeric Structures

The crystal structure of phenylurea (1), [(C7H8N2O)], has been determined and revealed a simple cyclic dimer involving hydrogen bonding between the two nitrogen atoms of one molecule and the oxygen atom of a second molecule. The system is completed by a hydrogen bond between the non-substituted nitrogen atom of a third molecule and the oxygen atom of the second molecule to form a chain polymer. The 1 : 1 molecular adducts of phenylurea with 2-nitrobenzoic acid, [(C7H5NO4)(C7H8N2O)] (2), 3-nitrobenzoic acid, [(C7H5NO4)(C7H8N2O)] (3), 3,5-dinitrobenzoic acid, [(C7H4N2O6)(C7H8N2O)] (4), 2,4,6-trinitrobenzoic acid, [(C7H3N3O8)(C7H8N2O)] (5), 5-nitrosalicylic acid, [(C7H5NO5)(C7H8N2O)] (6), and 3,5-dinitrosalicylic acid, [(C7H4N2O7)(C7H8N2O)] (7) have been prepared and characterized by infrared spectroscopy and, for compounds (2), (4), (5) and (6), by single crystal X-ray diffraction methods. The adduct involving phenylurea and 4-nitrobenzoic acid could not be isolated from this system. In all examples, cyclic hydrogen-bonding interactions are found between the phenylurea and the carboxylic acid groups. All display further peripheral hydrogen bond associations that result in the formation of predominantly simple chain polymeric structures.

Molecular Cocrystals of Aromatic Carboxylic Acids with 1,1-Diethylurea: Synthesis and the Crystal Structures of a Series of Nitro-Substituted Analogues

2000 ◽  
Vol 53 (3) ◽  
pp. 203 ◽  
Author(s):  
Graham Smith ◽  
Michael G. Coyne ◽  
Jonathan M. White
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acids ◽  
Acid Group ◽  
X Ray Diffraction ◽  
Chain Polymer ◽  
Aromatic Carboxylic Acids ◽  
Nitrobenzoic Acid ◽  
Simple Chain ◽  
A Chain ◽  
Polymeric Structures

Molecular adducts of 1,1-diethylurea with the nitro-substituted aromatic carboxylic acids 2-nitrobenzoic acid, [(C7H5NO4)(C5H12N2O)] (1), 3-nitrobenzoic acid, [(C7H5NO4)(C5H12N2O)] (2), 4-nitrobenzoic acid, [(C7H5NO4)2(C5H12N2O)] (3), 3,5-dinitrobenzoic acid, [(C7H4N2O6)(C5H12N2O)] (4), 5-nitrosalicylic acid, [(C7H5NO5)(C5H12N2O)] (5) and 3,5-dinitrosalicylic acid, [(C7H4N2O7)(C5H12N2O)] (6), have been prepared and characterized by using infrared spectroscopy, and, in the case of four of these [(1), (4), (5) and (6)], by single-crystal X-ray diffraction methods. In all examples, primary cyclic hydrogen-bonding interactions are found between the amide group of the substituted urea and the carboxylic acid group of the acid, while further peripheral associations result predominantly in simple chain polymeric structures, and in one case [adduct (1)], a cyclic tetramer. The crystal structure of the parent 1,1-diethylurea has also been determined, revealing a cyclic hydrogen-bonded tetramer which forms into a chain polymer by weak hydrogen-bonding associations.

Temperature-controlled formation of Anderson-type compounds and their conversion to [γ-Mo8O26]4−-based variants using pendent ligands

2017 ◽  
Vol 72 (9) ◽  
pp. 655-664 ◽  
Author(s):  
Ai-xiang Tian ◽  
Ting-ting Li ◽  
Yan Tian ◽  
Huai-ping Ni ◽  
Xue-bin Ji ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Organic Ligands ◽  
Zigzag Chain ◽  
X Ray Diffraction ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
Elemental Analyses ◽  
Nuclear Clusters ◽  
Temperature Controlled ◽  
A Chain

AbstractBy tuning the reaction temperature, two Anderson- and two [γ-Mo8O26]4−-based compounds decorated by pendent organic ligands, [CuII9(bpz)2(pz)2(H2O)24][H2(Cr(OH)5Mo6O19)4]·11H2O (1), [CuII(bpz)2(H2O)2(γ-H4Mo8O26)]·2H2O (2), [CuII2(tea)2(H2O)6(HCr(OH)6Mo6O18)2]· 6H2O (3) and [AgI(bpz)(H2O)(γ-H4Mo8O26)0.5] (4) (bpz=4-butyl-1H-pyrazole,pz=1H-pyrazole,tea=2-[1,2,4]triazol-4-yl-ethylamine), have been hydrothermally synthesized and characterized by single-crystal X-ray diffraction analysis, IR spectra and elemental analyses. In compound1, there are two kinds of tri-nuclear CuIIclusters induced bybpzandpzligands, respectively. Four Anderson-type anions are linked by these tri-nuclear clusters to form a “W”-type subunit. In compound2, the [Cu(bpz)2(H2O)2]2+subunits connect theγ-Mo8anions to construct a chain. The remaining two non-coordinated N donors in [Cu(bpz)2(H2O)2]2+further link two adjacentγ-Mo8anions through Mo–N bonds. In compound3, there exists a bi-nuclear CuIIcluster [Cu2(tea)2(H2O)6]4+. The discrete bi-nuclear CuIIclusters and the CrMo6anions link each other through abundant hydrogen bonding interactions. In compound4, the [Ag(bpz)(H2O)]+subunits connectγ-Mo8anions to build a zigzag chain. The chains are further fused by other [Ag(bpz)(H2O)]+cations to form a grid-like layer. There still exist Mo–N bonds in4. We also have investigated the electrochemical and photocatalytic properties of1–4.

A Chain-like Polyoxotungstate Constructed from [CeW10O36]9–, [Na5(H2O)17Cl]4+, and [Na2(H2O)8]2+ Units: (NH4)3[Na5(H2O)17Cl]{[Na(H2O)4]2[CeW10O36]}· 6 H2O

2007 ◽  
Vol 62 (12) ◽  
pp. 1471-1475 ◽  
Author(s):  
Ling Yuan ◽  
Chao Qin ◽  
Xinlong Wang ◽  
Enbo Wang
Keyword(s):  
Hydrogen Bonding ◽  
Single Crystal ◽  
Supramolecular Network ◽  
X Ray Diffraction ◽  
Orthorhombic Space Group ◽  
Space Group ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
Linear Chains ◽  
A Chain

An unusual cerium-containing decaoxotungstate complex, (NH4)3[Na5(H2O)17Cl]{[Na(H2O)4]2- [CeW10O36]} · 6H2O (1) has been synthesized and characterized by IR, TG, and single crystal X-ray diffraction studies (yellow crystals, orthorhombic, space group Imm2, a = 11.473(2), b = 15.225(3), c = 17.646(7) Å, V = 3082.3(15) °A3, Z = 2, R = 0.046). In this compound, sandwichtype [CeW10O36]9− clusters are linked by binuclear [Na2(H2O)8]2+ units by sharing oxygen atoms into linear chains, which are further extended into a 2D supramolecular network via pentanuclear [Na5(H2O)17Cl]4+ units by strong hydrogen bonding interactions.

The Preparation and Crystal Structures of the 1 : 1 Adducts of 5-Nitrosalicylic Acid and 2-Chloro-3,5- dinitrobenzoic Acid with Triphenylphosphine Oxide

1998 ◽  
Vol 51 (5) ◽  
pp. 437 ◽  
Author(s):  
Graham Smith ◽  
Daniel E. Lynch ◽  
Colin H. L. Kennard ◽  
Karl A. Byriel
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Triphenylphosphine Oxide ◽  
Monoclinic Space Group ◽  
Intermolecular Hydrogen Bonding ◽  
Asymmetric Unit ◽  
X Ray Diffraction ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
Phosphoryl Oxygen

The (1 : 1) adducts of 5-nitrosalicylic acid (5-nsa) and 2-chloro-3,5-dinitrobenzoic acid (cdnba) with triphenylphosphine oxide (tppo), [(5-nsa)(tppo)] (1) and [(cdnba)(tppo)] (2), have been prepared and their structures determined by X-ray diffraction and reffned to residuals R 0·045 (1) and 0·043 (2) for 2540 and 3265 observed reflections respectively. Crystals of both adducts are monoclinic, space group P21/c (1) and P21/a (2), with 4 dimer units in cells of dimensions a 16·217(1), b 7·6807(8), c 19·697(4) Å, β 113·357(8)° [for (1)] and a 16·009(5), b 8·687(1), c 17·640(5) Å, β 90·30(1)o [for (2)]. In both examples, the two molecules comprising the asymmetric unit are linked by a single hydrogen bond between the proton of the carboxylic acid and the phosphoryl oxygen of tppo [O- - -O, 2·524(3) Å (1); 2·72(3) Å (2)], while, in each case, the additional functional groups of the acid are not involved in any other intermolecular hydrogen-bonding interactions.

scholarly journals A series of Keggin- and Wells-Dawson-polyoxometalate-based compounds constructed from oxygen-functional imidazole derivatives

2019 ◽  
Vol 74 (2) ◽  
pp. 159-169 ◽  
Author(s):  
Jun Ying ◽  
Hai-Chen Mou ◽  
Jia-Ni Liu ◽  
Gui-Ying Liu ◽  
Xue-Bin Ji ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Layer Structure ◽  
X Ray Diffraction ◽  
X Ray ◽  
Imidazole Derivatives ◽  
Hydrogen Bonding Interactions ◽  
Square Planar ◽  
Elemental Analyses ◽  
Photocatalytic Activities ◽  
A Chain

AbstractThrough the use of two kinds of imidazole derivatives containing different O-functional units, three new Keggin- and one Wells-Dawson-polyoxometalate (POM)-based compounds, namely [Cu2La4(HPW12O40)] (1), [CuLa4(H2O)2(HPMo12O40)] (2), [Cu2La7(H2O)(H2P2W18O62)]·La(3), [Ag2(Lb4)(HPMo12O40)]·Lb·H2O (4)(La= (4-(2,5-dihydro-1H-imidazol-1-yl)benzaldehyde), and Lb=(4-(2,5-dihydro-1H-imidazol-1-yl)benzoic acid), were synthesized and characterized using single-crystal X-ray diffraction, elemental analyses, and infrared spectroscopy. The polyoxoanions occupy holes framed by two symmetrically oriented CuLa2 units in 1. In compound 2, the square-planar CuLa4 units form a two-dimensional (2D), supramolecular grid through π···π stacking interactions. The POMs occupy vacancies in this grid. In compound 3, the CuLa3 subunits connect the neighboring P2W18 units and an “S”-type chain is formed. Through hydrogen bonding interactions, the chains are connected to form a layer. In compound 4, the POM anions are linked by AgLb2 subunits to form a chain. All the chains are tied together to construct a layer structure with weak hydrogen bonding interactions between the terminal carboxylic acid functional groups of ligands Lb. The electrocatalytic and photocatalytic activities of all these four compounds were also studied.

A New Organic-Inorganic Hybrid Based on L-Arginine and Polyoxoanion

2015 ◽  
Vol 1105 ◽  
pp. 335-338
Author(s):  
Qiong Wu ◽  
Jing Lu ◽  
Xiao Lin Ji ◽  
Tao Yu Zou ◽  
Zhen Fang Qiao ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Sodium Cation ◽  
Water Molecules ◽  
X Ray Diffraction ◽  
Inorganic Hybrid ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
Photocatalytic Activities ◽  
Metal Organic ◽  
Supramolecular Networks

Modifying polyoxometalates with organic and/or metal-organic moieties is a widely adopted method for broading the range of properties. In this work a new polyoxometalate constructed from Anderson-type polyoxoanions and L-arginine (Arg =L-arginine) molecules Na [CrMo6(OH)6O18]}(H2Arg)2·8H2O(1) has been synthesized via conventional method and characterized by routine techniques. Single-crystal X-Ray diffraction analysis shows that compound 1 is constructed by chiralL-arginine grafted Anderson-type clusters, sodium cation and water molecules which are further stabilized by hydrogen bonding interactions constitute 3D supramolecular networks. In addition, both antitumor behavior and photocatalytic activities of compound 1 were investigated.

scholarly journals Pentaaqua(1H-benzimidazole-5,6-dicarboxylato-κN3)cobalt(II) pentahydrate

2009 ◽  
Vol 65 (6) ◽  
pp. m702-m702 ◽  
Author(s):  
Wen-Dong Song ◽  
Hao Wang ◽  
Shi-Jie Li ◽  
Pei-Wen Qin ◽  
Shi-Wei Hu
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Organic Ligand ◽  
Octahedral Geometry ◽  
Mononuclear Complex ◽  
Distorted Octahedral Geometry ◽  
Water Molecules ◽  
Supramolecular Network ◽  
Hydrogen Bonding Interactions ◽  
Distorted Octahedral

In the title mononuclear complex, [Co(C9H4N2O4)(H2O)5]·5H2O, the CoIIatom exhibits a distorted octahedral geometry involving an N atom of a 1H-benzimidazole-5,6-dicarboxylate ligand and five water O atoms. A supramolecular network is generated through intermolecular O—H...O hydrogen-bonding interactions involving the coordinated and uncoordinated water molecules and the carboxyl O atoms of the organic ligand. An intermolecular N—H...O hydrogen bond is also observed.

scholarly journals Crystal structures of three 3,4,5-trimethoxybenzamide-based derivatives

2016 ◽  
Vol 72 (5) ◽  
pp. 675-682 ◽  
Author(s):  
Ligia R. Gomes ◽  
John Nicolson Low ◽  
Catarina Oliveira ◽  
Fernando Cagide ◽  
Fernanda Borges
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Crystal Structures ◽  
Methoxy Group ◽  
Combined Effect ◽  
Donor Group ◽  
Methoxy Substituent ◽  
A Chain ◽  
Benzamide Derivatives

The crystal structures of three benzamide derivatives,viz. N-(6-hydroxyhexyl)-3,4,5-trimethoxybenzamide, C16H25NO5, (1),N-(6-anilinohexyl)-3,4,5-trimethoxybenzamide, C22H30N2O4, (2), andN-(6,6-diethoxyhexyl)-3,4,5-trimethoxybenzamide, C20H33NO6, (3), are described. These compounds differ only in the substituent at the end of the hexyl chain and the nature of these substituents determines the differences in hydrogen bonding between the molecules. In each molecule, them-methoxy substituents are virtually coplanar with the benzyl ring, while thep-methoxy substituent is almost perpendicular. The carbonyl O atom of the amide rotamer istransrelated with the amidic H atom. In each structure, the benzamide N—H donor group and O acceptor atoms link the molecules intoC(4) chains. In1, a terminal –OH group links the molecules into aC(3) chain and the combined effect of theC(4) andC(3) chains is a ribbon made up of screw relatedR22(17) rings in which the ...O—H... chain lies in the centre of the ribbon and the trimethoxybenzyl groups forms the edges. In2, the combination of the benzamideC(4) chain and the hydrogen bond formed by the terminal N—H group to an O atom of the 4-methoxy group link the molecules into a chain ofR22(17) rings. In3, the molecules are linked only byC(4) chains.

Study on Novel Structure of Praseodymium Complex, C5H13O11Pr

2013 ◽  
Vol 834-836 ◽  
pp. 515-518
Author(s):  
Hai Xing Liu ◽  
Qing Liu ◽  
Ting Ting Huang ◽  
Yang Xu ◽  
Lin Tong Wang ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Single Crystal ◽  
Hydrothermal Reaction ◽  
Crystal Packing ◽  
X Ray Diffraction ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
Novel Structure ◽  
Praseodymium Complex

A novel praseodymium complex C5H13O11Pr has been synthesized from hydrothermal reaction and the crystal structure has been determined by means of single-crystal X-ray diffraction. The Pr1 atom is nine coordinated by nine O atoms. The crystal packing is stabilized by O-H...O hydrogen bonding interactions.

The preparation, characterization, structure and dissolution analysis of apremilast solvatomorphs

2017 ◽  
Vol 73 (4) ◽  
pp. 305-313 ◽  
Author(s):  
Yun-Deng Wu ◽  
Xiao-Lei Zhang ◽  
Xiao-Hong Liu ◽  
Jian Xu ◽  
Mei Zhang ◽  
...  
Keyword(s):  
Differential Scanning Calorimetry ◽  
Hydrogen Bonding ◽  
Psoriatic Arthritis ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
Dissolution Rates ◽  
X Ray ◽  
Similarity Factor ◽  
Hydrogen Bonding Interactions

Apremilast (AP) {systematic name: (S)-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-4-acetamidoisoindoline-1,3-dione} is an inhibitor of phosphodieasterase-4 (PDE4) and is indicated for the treatment of adult patients with active psoriatic arthritis. The ability of AP to form solvates has been investigated and three solvatomorphs of AP, namely, the AP ethyl acetate hemisolvate, C22H24N2O7S·0.5C4H8O2, the AP toluene hemisolvate, C22H24N2O7S·0.5C7H8, and the AP dichloromethane monosolvate, C22H24N2O7S·CH2Cl2, were obtained. The three AP solvatomorphs were characterized by X-ray powder diffraction, thermogravimetric analysis and differential scanning calorimetry. Single-crystal X-ray diffraction was used to analyze the structures, crystal symmetry, packing modes, stoichiometry and hydrogen-bonding interactions of the solvatomorphs. In addition, dissolution analyses were performed to study the dissolution rates of different AP solvatomorph tablets in vitro and to make comparisons with commercial apremilast tablets (produced by Celgene); all three solvatomorphs showed similar dissolution rates and similar values of the similarity factor f2 in a comparison of their dissolution profiles.

Sign in / Sign up

Export Citation Format

Share Document