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Secondary Bonding Interactionsi in Some Di- and Trihaloanilinium Halides

  • Esperanza López-Duplá , Peter G. Jones EMAIL logo and Fabiola Vancea
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 58 Issue 1

Abstract

Six solvent-free structures of di- and trihaloanilinium halides are presented. All involve clearly defined hydrophilic regions built up from classical hydrogen bonding systems. The 2,4-dibromo-, 2,6- dichloro-, 2,4,6-trichloro- and 2,4,6-tribromoanilinium derivatives form ribbon structures involving annelated R24 (8) rings with NH2 donors (two hydrogens from the positively charged NH3 groups) and halide acceptors. The 2,5-dibromo- and 2,4,5-trichloro derivatives form layers with two types of ring, R24 (8) and R48 (16). All structures also involve other secondary interactions (C-H. . . X hydrogen bonds and/or X. . . X contacts, X = halogen), some of which link the ribbons or layers into a second or third dimension. The shortest X. . . X contacts generally involve the anions. In the 2,4-dibromo, 2,4,6-trichloro and tribromo derivatives, somewhat more extensive halogen aggregates (triangles, angled X3 or X4 chains) are formed between neutral halogens. In two appendices, the packing patterns of (I) the disordered structure 3,4,5-trichloroanilinium chloride and (II) the known structures of unsubstituted anilinium halides are briefly presented.

Keywords : Anilinium; Halides; Hydrogen Bonds; Halogen-Halogen Contacts
Received: 2002-10-18
Published Online: 2014-6-2
Published in Print: 2003-1-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Dinuclear Derivatives of Mn2(CO)10 with the Ligand Tri(1-Cyclohepta- 2,4,6-Trienyl)Phosphane, P(C7H7)3, and their Oxidative Cleavage
  2. Synthesis and Reactivity of Bromo-Mer-Tricarbonyl-Trans-Bis[Tri(1-Cyclohepta- 2,4,6-Trienyl)Phosphane]-Manganese, Mnbr(CO)3[P(C7H7)3]2
  3. Transition Metal-Gallium Ordering In HfCoGa2 And HfNiGa2
  4. Metal Directed One-Pot Syntheses: Mono-, Di- and Tetra-Nuclear Clusters [1]
  5. Quadratate Und Hydrogenquadratate Cyclischer Stickstoffbasen Mit Schicht-, Ketten- und Leiterstrukturen / Squarates and Hydrogensquarates of Cyclic Nitrogen Bases with Layer-, Chainand Ladder-Structures
  6. Tungstenmethyl-Dimethylsilanols Cp(Oc)2(R3P)W—CH2—SiMe2OH (R = Me, Ph) – Synthesis Via Oxygenation or Hydrolysis
  7. Reaktionen von Vanadium(V)- und Tantal(V)-Komplexen Mit Kinetisch Stabilisierten Phosphaalkinen. Einfache Synthese von 1,3,4-Thia- und 1,3,4-Selenadiphospholen / Reactions of Vanadium(V) and Tantalum(V)-Complexes with Kinetically Stabilized Phosphaalkynes. A Simple Synthesis of 1,3,4-Thia and 1,3,4-Selenadiphospholes
  8. New Coordination Polymers Based On Transition Metal Squarates And Pyrazine Ligands
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  10. The Hexakis(N,N'-Dimethylurea)Cobalt(Ii) Cation: A Flexible Building Block for the Construction of Hydrogen Bonded Networks
  11. Metallkomplexe von Biologisch Wichtigen Liganden, CXLVIII [1]. Katalytische Peptidsynthese aus Glycinester miit Hilfe von Triflaten Und Cloriden der Seltenen Erden, sowie von Metall(III), (IV), (V) und (VI)-Chloriden / Metal Complexes of Biologically Important Ligands, CXLVIII [1]. Synthesis of Peptides from Glycine Ester Catalysed by Triflates and Chlorides of Metal(III, IV, V And VI) Ions
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  13. Synthese monofluorierter cyclopropanoider Nucleosidanaloga / Synthesis of Monofluorinated Cyclopropanoic Nucleoside Analogues
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  15. Synthesis of 2-Phenylisothiazol-3(2H)-One 1,1-Dioxides: Inhibitors of Human Leukocyte Elastase
  16. Erratum
  17. The Reduction of Pyridine to 1,4-Dihydropyridine by Lithiumtetrahydroborate in the Presence of Water
  18. Preparation, Crystal and Magnetic Structure of the Double Perovskites Ca2TWO6 (T = Co, Ni)
  19. Hydroboration of Bis(Trimethylsilyl)Ethyne. New Aspects of Hydroboration
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  21. A Zwitterionic Platinum Complex with a Carbene Ligand
  22. Synthesis and Structural Characterization of the Mixed Ligand Complex [Cu(Hml)2(Phen)] · 2 H2O (H2ml = 2-Methyllactic Acid)
  23. Synthesis, Thermal and X-Ray Investigations of the High-Temperature Phase of Copper(I) Cyanide
  24. Rietveld Refinement of the Crystal Structure of α-Be3N2 and the Experimental Determination of Optical Band Gaps for Mg3N2, Ca3N2 and CaMg2N2
  25. Preparation and Crystal Structure of Hexapotassium-μ-Oxo-Hexathiodititanate(IV), K6Ti2OS6
  26. (Phosphine)Silver(I) Sulfonate Complexes
  27. Beryllium Dichloride Coordination by Nitrogen Donor Molecules
  28. Zur gezielten Synthese funktionell substituierter Oligosilane aus Silyltriflaten und Aminosilyllithiumverbindungen / Tailor-Made Synthesis of Functional Substituted Oligosilanes from Silyl Triflates and (Aminosilyl)Lithium Compounds
  29. Secondary Bonding Interactionsi in Some Di- and Trihaloanilinium Halides
  30. Ba9[NbN4]2O[Cn2] – Synthesis, Crystal Structure and Raman Spectrum
https://doi.org/10.1515/znb-2003-0129
Keywords for this article
Anilinium; Halides; Hydrogen Bonds; Halogen-Halogen Contacts

Articles in the same Issue

  1. Dinuclear Derivatives of Mn2(CO)10 with the Ligand Tri(1-Cyclohepta- 2,4,6-Trienyl)Phosphane, P(C7H7)3, and their Oxidative Cleavage
  2. Synthesis and Reactivity of Bromo-Mer-Tricarbonyl-Trans-Bis[Tri(1-Cyclohepta- 2,4,6-Trienyl)Phosphane]-Manganese, Mnbr(CO)3[P(C7H7)3]2
  3. Transition Metal-Gallium Ordering In HfCoGa2 And HfNiGa2
  4. Metal Directed One-Pot Syntheses: Mono-, Di- and Tetra-Nuclear Clusters [1]
  5. Quadratate Und Hydrogenquadratate Cyclischer Stickstoffbasen Mit Schicht-, Ketten- und Leiterstrukturen / Squarates and Hydrogensquarates of Cyclic Nitrogen Bases with Layer-, Chainand Ladder-Structures
  6. Tungstenmethyl-Dimethylsilanols Cp(Oc)2(R3P)W—CH2—SiMe2OH (R = Me, Ph) – Synthesis Via Oxygenation or Hydrolysis
  7. Reaktionen von Vanadium(V)- und Tantal(V)-Komplexen Mit Kinetisch Stabilisierten Phosphaalkinen. Einfache Synthese von 1,3,4-Thia- und 1,3,4-Selenadiphospholen / Reactions of Vanadium(V) and Tantalum(V)-Complexes with Kinetically Stabilized Phosphaalkynes. A Simple Synthesis of 1,3,4-Thia and 1,3,4-Selenadiphospholes
  8. New Coordination Polymers Based On Transition Metal Squarates And Pyrazine Ligands
  9. Peri-Interactions in Naphthalenes, 9 [1]. On Hypercoordination in Non-Quaternary Phosphonium Salts and a Secondary Phosphine with the (8-Dimethylamino-Naphth-1-Yl) Substituent
  10. The Hexakis(N,N'-Dimethylurea)Cobalt(Ii) Cation: A Flexible Building Block for the Construction of Hydrogen Bonded Networks
  11. Metallkomplexe von Biologisch Wichtigen Liganden, CXLVIII [1]. Katalytische Peptidsynthese aus Glycinester miit Hilfe von Triflaten Und Cloriden der Seltenen Erden, sowie von Metall(III), (IV), (V) und (VI)-Chloriden / Metal Complexes of Biologically Important Ligands, CXLVIII [1]. Synthesis of Peptides from Glycine Ester Catalysed by Triflates and Chlorides of Metal(III, IV, V And VI) Ions
  12. Metallkomplexe mit Biologisch Wichtigen Liganden, CIL [1]. Metallorganische η2-N,O-Lysinato-Komplexe / Metal Complexes Of Biologically Important Ligands, Cil [1]. Organometallic η2-N,O-Lysinato-Complexes
  13. Synthese monofluorierter cyclopropanoider Nucleosidanaloga / Synthesis of Monofluorinated Cyclopropanoic Nucleoside Analogues
  14. Hydroxyurea Analogues of Fosmidomycin
  15. Synthesis of 2-Phenylisothiazol-3(2H)-One 1,1-Dioxides: Inhibitors of Human Leukocyte Elastase
  16. Erratum
  17. The Reduction of Pyridine to 1,4-Dihydropyridine by Lithiumtetrahydroborate in the Presence of Water
  18. Preparation, Crystal and Magnetic Structure of the Double Perovskites Ca2TWO6 (T = Co, Ni)
  19. Hydroboration of Bis(Trimethylsilyl)Ethyne. New Aspects of Hydroboration
  20. Conductivity, Electrodeposition and Magnetic Property of Cobalt(II) and Dysprosium Chloride in Zinc Chloride-1-Ethyl-3-Methylimidazolium Chloride Room Temperature Molten Salt
  21. A Zwitterionic Platinum Complex with a Carbene Ligand
  22. Synthesis and Structural Characterization of the Mixed Ligand Complex [Cu(Hml)2(Phen)] · 2 H2O (H2ml = 2-Methyllactic Acid)
  23. Synthesis, Thermal and X-Ray Investigations of the High-Temperature Phase of Copper(I) Cyanide
  24. Rietveld Refinement of the Crystal Structure of α-Be3N2 and the Experimental Determination of Optical Band Gaps for Mg3N2, Ca3N2 and CaMg2N2
  25. Preparation and Crystal Structure of Hexapotassium-μ-Oxo-Hexathiodititanate(IV), K6Ti2OS6
  26. (Phosphine)Silver(I) Sulfonate Complexes
  27. Beryllium Dichloride Coordination by Nitrogen Donor Molecules
  28. Zur gezielten Synthese funktionell substituierter Oligosilane aus Silyltriflaten und Aminosilyllithiumverbindungen / Tailor-Made Synthesis of Functional Substituted Oligosilanes from Silyl Triflates and (Aminosilyl)Lithium Compounds
  29. Secondary Bonding Interactionsi in Some Di- and Trihaloanilinium Halides
  30. Ba9[NbN4]2O[Cn2] – Synthesis, Crystal Structure and Raman Spectrum
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