Home Polysulfonylamine, CXIX Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Ein antidromes Achtringmuster als robustes supramolekulares Synthon - Drei prototypische Strukturen/Polysulfonylamines, CXIX Hydrogen Bonding in Crystalline Onium Dimesylamides: An Antidromic Eight-Membered Ring Pattern as a Robust Supramolecular Synthon - Three Prototypical Structures
Article
Licensed
Unlicensed Requires Authentication

Polysulfonylamine, CXIX Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Ein antidromes Achtringmuster als robustes supramolekulares Synthon - Drei prototypische Strukturen/Polysulfonylamines, CXIX Hydrogen Bonding in Crystalline Onium Dimesylamides: An Antidromic Eight-Membered Ring Pattern as a Robust Supramolecular Synthon - Three Prototypical Structures

  • Kama Wijaya , Oliver Moers , Armand Blaschette and Peter G. Jones
Published/Copyright: June 2, 2014
Become an author with De Gruyter Brill
Author Information Explore this Subject
Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 54 Issue 11

Syntheses and low-temperature X-ray structures are reported for three ionic solids of general formula BH+(MeSO2)2N-, where BH+ is 3,4,6,7,8,9-hexahydro-2H-pyrimido[1,2-a]pyrimidinium (1, monoclinic, space group P21/c), N,N′-diphenylformamidinium (2, monoclinic, P21/c), or 2-phenylaminopyridinium (3, triclinic, P1̄̄, two independent formula units). As a common feature, the onium cations in question exhibit a difunctional hydrogen-bond donor sequence H -N -C (sp2) - N - H geometrically complementary to an O - S - N fragment of the anion. Consequently, the three crystal packings consist of discrete cation-anion pairs (formula units) assembled by an N -H ··· N and an N - H O hydrogen bond. In both independent ion pairs of 3, the N -H ··· N bond originates from the pyridinium centre and the N - H - O bond from the amino group. The eight-membered ring [graph set N2 = R22(8), antidromic] that results in all these prototypical structures has potential as a new and robust supramolecular synthon. In each case, short C - H ··· O contacts with H ··· O ≤ 260 pm and C - H ··· O ≥ 140° are present; in 2, two Car - H ··· O hydrogen bonds are assisted by a C(formyl)- H ··· O contact and a π - π interaction to create a centrosymmetric formula unit dimer.

Keywords: Di(methanesulfonyl)amide; Onium Cation; Crystal Structure; Hydrogen Bonding; Molecular Recognition; Supramolecular Synthon
Received: 1999-7-13
Published Online: 2014-6-2
Published in Print: 1999-11-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Darstellung und Kristallstruktur von Lithiumozonid-Ammoniakat (1/5) LiO3 · 5 NH3/Synthesis and Crystal Structure of Lithiumozonide-Ammonia (1/5) LiO3 · 5 NH3
  2. Carbene Adducts of Dimethylcadmium
  3. Carbacylamidophosphates: Structure and Properties of Bis(N,N′,-morpholido)-[(N″-morpholido)-carboxamido] phosphate
  4. Metallkomplexe mit biologisch wichtigen Liganden, CXXIV [1]. NMR-spektroskopische Bestimmung des Enantiomerenverhältnisses von α-Aminosäuren mit Hilfe eines chiralen orthometallierten Palladiumkomplexes/Metal Complexes of Biologically Important Ligands, CXXIV [1]. NMR-Spectroscopic Determination of the Enantiomeric Ratio of α-Amino Acidsby Use of a Chiral Orthometallated Palladium Complex
  5. Synthese und Kristallstruktur neuer 1,1,1,3,3,3-Hexaamino-1λ5,3λ5- diphosphazenium-Salze/ Synthesis and Crystal Structure of Novel 1,1,1,3,3,3-Hexaamino-1λ5,3λ5- diphosphazenium Salts
  6. Synthesis and Structure of 2,2,-Bis(2,2,5-trimethyl-pyrrolidinyl)methane
  7. Darstellung und Charakterisierung von Rubidiumhydrogencyanamid/Synthesis and Characterization of Rubidium Hydrogen Cyanamide
  8. Attempted Synthesis of Divalent Neodymium Derivatives. Crystal Structure of the Nd(III) Complex [{NdCl2 (2 ,4 ,6-t-Bu3C6H2O )(μ-Cl)(THF)}Li(THF)2]2
  9. Über die Struktur von synthetischem Tinsleyit K[Al2(PO4)2 (OH)(H2O)]·H2O/The Structure of Synthetic Tinsleyite K[Al2(PO4)2(OH)(H2O )]·H2O
  10. Bis(N-tnmethylsilylamino)titanium Dichlorides Bearing Two Identical or Two Different Amino Groups
  11. N,N′-Bis(trimethylsilyl) benzamidinato-Komplexe von Vanadium(V), Niob(V) und Tantal(V)/ N,N′-Bis(trimethylsilyl)benzamidinato Complexes of Vanadium(V), Niobium(V) and Tantalum(V)
  12. Preparation and Characterization of [C6H5CH2 NH3]2PbI4, [C6H5CH2CH2SC(NH2)2]3 PbI5 and [C10H7CH2NH3]PbI3 Organic-Inorganic Hybrid Compounds
  13. Thermisches Verhalten von festem LaAlCl6 und chemischer Transport von LaCl3 mit AlCl3/Thermical Behaviour of Solid LaAlCl6 and Chemical Transport of LaCl3 with AlCl3
  14. Bis[(2-diphenyIphosphino)phenyl]phenylphosphine as an Inflexible Tridentate Ligand for Indium Trichloride
  15. Polysulfonylamine, CXVII Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Sechs systematisch variierte sek.-Ammonium-dimesylamide mit sechs verschiedenen null-, ein-oder zweidimensionalen Wasserstoffbrückenmustern/ Polysulfonylamines, CXVII Hydrogen Bonding in Crystalline Onium Dimesylamides: Six Systematically Varied sec. - Ammonium Dimesylamides Exhibiting Six Different Zero-, One-, or Two-Dimensional Hydrogen Bonding Patterns
  16. Polysulfonylamine, CXVIII Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Drei prim. -Ammonium-dimesylamide mit zwei- oder dreidimensionalen Wasserstoffbrückenmustern/Polysulfonylamines, CXVIII Hydrogen Bonding in Crystalline Onium Dimesylamides: Three prim. -Ammonium Dimesylamides Exhibiting Two- or Three-Dimensional Hydrogen Bond Patterns
  17. Polysulfonylamine, CXIX Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Ein antidromes Achtringmuster als robustes supramolekulares Synthon - Drei prototypische Strukturen/Polysulfonylamines, CXIX Hydrogen Bonding in Crystalline Onium Dimesylamides: An Antidromic Eight-Membered Ring Pattern as a Robust Supramolecular Synthon - Three Prototypical Structures
  18. Reactivity and Structure of Diferrocenylamine and N,N - Diferrocenylcarbamoylchloride
  19. Beiträge zur Chemie des Phosphors, 242 Tri-tert-butylcyclotriphosphan-monoxid, (PBut )3O - Bildung und 31P-NMR-spektroskopische Strukturbestimmung/ Contributions to the Chemistry of Phosphorus, 242 Tri-tert-butylcyclotriphosphane Monoxide, (PButO — Formation and Structure Determination by 31P NMR Spectroscopy
  20. Synthesis and HPLC-Analysis of N-(2-Phenyl-cyclopropyl)-Substituted Chain Elongated Nucleoside Analogues
  21. Synthesis and Properties of Biagra . A 5-(2,3-Dihydro-7-benzofuryl) Analog of Viagra®
  22. Notizen: Polysulfonylamine, CXX II Nicht-konventionelle Wasserstoffbrücken in Bis[diphenylphosphino- (diphenylphosphinselenid)methan]- gold(I)-di(m ethansulfonyl)amid/Polysulfonylamines, CXXII. Non-Conventional Hydrogen Bonds in Bis[diphenylphosphino(diphenylphosphinselenide) methane]gold(I) Di(methanesulfonyl)amide
  23. 6-Pyridyl-1-aza-2λ5,4λ5-diphosphinin - ein 2,2′-Bipyridin-Analogon/ 6-Pyridyl-1-aza-2λ5,4λ5-diphosphinine - a 2,2′-Bipyridine Analogue
https://doi.org/10.1515/znb-1999-1117
Keywords for this article
Di(methanesulfonyl)amide; Onium Cation; Crystal Structure; Hydrogen Bonding; Molecular Recognition; Supramolecular Synthon

Articles in the same Issue

  1. Darstellung und Kristallstruktur von Lithiumozonid-Ammoniakat (1/5) LiO3 · 5 NH3/Synthesis and Crystal Structure of Lithiumozonide-Ammonia (1/5) LiO3 · 5 NH3
  2. Carbene Adducts of Dimethylcadmium
  3. Carbacylamidophosphates: Structure and Properties of Bis(N,N′,-morpholido)-[(N″-morpholido)-carboxamido] phosphate
  4. Metallkomplexe mit biologisch wichtigen Liganden, CXXIV [1]. NMR-spektroskopische Bestimmung des Enantiomerenverhältnisses von α-Aminosäuren mit Hilfe eines chiralen orthometallierten Palladiumkomplexes/Metal Complexes of Biologically Important Ligands, CXXIV [1]. NMR-Spectroscopic Determination of the Enantiomeric Ratio of α-Amino Acidsby Use of a Chiral Orthometallated Palladium Complex
  5. Synthese und Kristallstruktur neuer 1,1,1,3,3,3-Hexaamino-1λ5,3λ5- diphosphazenium-Salze/ Synthesis and Crystal Structure of Novel 1,1,1,3,3,3-Hexaamino-1λ5,3λ5- diphosphazenium Salts
  6. Synthesis and Structure of 2,2,-Bis(2,2,5-trimethyl-pyrrolidinyl)methane
  7. Darstellung und Charakterisierung von Rubidiumhydrogencyanamid/Synthesis and Characterization of Rubidium Hydrogen Cyanamide
  8. Attempted Synthesis of Divalent Neodymium Derivatives. Crystal Structure of the Nd(III) Complex [{NdCl2 (2 ,4 ,6-t-Bu3C6H2O )(μ-Cl)(THF)}Li(THF)2]2
  9. Über die Struktur von synthetischem Tinsleyit K[Al2(PO4)2 (OH)(H2O)]·H2O/The Structure of Synthetic Tinsleyite K[Al2(PO4)2(OH)(H2O )]·H2O
  10. Bis(N-tnmethylsilylamino)titanium Dichlorides Bearing Two Identical or Two Different Amino Groups
  11. N,N′-Bis(trimethylsilyl) benzamidinato-Komplexe von Vanadium(V), Niob(V) und Tantal(V)/ N,N′-Bis(trimethylsilyl)benzamidinato Complexes of Vanadium(V), Niobium(V) and Tantalum(V)
  12. Preparation and Characterization of [C6H5CH2 NH3]2PbI4, [C6H5CH2CH2SC(NH2)2]3 PbI5 and [C10H7CH2NH3]PbI3 Organic-Inorganic Hybrid Compounds
  13. Thermisches Verhalten von festem LaAlCl6 und chemischer Transport von LaCl3 mit AlCl3/Thermical Behaviour of Solid LaAlCl6 and Chemical Transport of LaCl3 with AlCl3
  14. Bis[(2-diphenyIphosphino)phenyl]phenylphosphine as an Inflexible Tridentate Ligand for Indium Trichloride
  15. Polysulfonylamine, CXVII Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Sechs systematisch variierte sek.-Ammonium-dimesylamide mit sechs verschiedenen null-, ein-oder zweidimensionalen Wasserstoffbrückenmustern/ Polysulfonylamines, CXVII Hydrogen Bonding in Crystalline Onium Dimesylamides: Six Systematically Varied sec. - Ammonium Dimesylamides Exhibiting Six Different Zero-, One-, or Two-Dimensional Hydrogen Bonding Patterns
  16. Polysulfonylamine, CXVIII Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Drei prim. -Ammonium-dimesylamide mit zwei- oder dreidimensionalen Wasserstoffbrückenmustern/Polysulfonylamines, CXVIII Hydrogen Bonding in Crystalline Onium Dimesylamides: Three prim. -Ammonium Dimesylamides Exhibiting Two- or Three-Dimensional Hydrogen Bond Patterns
  17. Polysulfonylamine, CXIX Wasserstoffbrücken in kristallinen Onium-dimesylamiden: Ein antidromes Achtringmuster als robustes supramolekulares Synthon - Drei prototypische Strukturen/Polysulfonylamines, CXIX Hydrogen Bonding in Crystalline Onium Dimesylamides: An Antidromic Eight-Membered Ring Pattern as a Robust Supramolecular Synthon - Three Prototypical Structures
  18. Reactivity and Structure of Diferrocenylamine and N,N - Diferrocenylcarbamoylchloride
  19. Beiträge zur Chemie des Phosphors, 242 Tri-tert-butylcyclotriphosphan-monoxid, (PBut )3O - Bildung und 31P-NMR-spektroskopische Strukturbestimmung/ Contributions to the Chemistry of Phosphorus, 242 Tri-tert-butylcyclotriphosphane Monoxide, (PButO — Formation and Structure Determination by 31P NMR Spectroscopy
  20. Synthesis and HPLC-Analysis of N-(2-Phenyl-cyclopropyl)-Substituted Chain Elongated Nucleoside Analogues
  21. Synthesis and Properties of Biagra . A 5-(2,3-Dihydro-7-benzofuryl) Analog of Viagra®
  22. Notizen: Polysulfonylamine, CXX II Nicht-konventionelle Wasserstoffbrücken in Bis[diphenylphosphino- (diphenylphosphinselenid)methan]- gold(I)-di(m ethansulfonyl)amid/Polysulfonylamines, CXXII. Non-Conventional Hydrogen Bonds in Bis[diphenylphosphino(diphenylphosphinselenide) methane]gold(I) Di(methanesulfonyl)amide
  23. 6-Pyridyl-1-aza-2λ5,4λ5-diphosphinin - ein 2,2′-Bipyridin-Analogon/ 6-Pyridyl-1-aza-2λ5,4λ5-diphosphinine - a 2,2′-Bipyridine Analogue
Sign up now to receive a 20% welcome discount
Institutional Access
How does access work?
Have an idea on how to improve our website?
Please write us.
© 2025 De Gruyter Brill
Downloaded on 18.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/znb-1999-1117/html
Scroll to top button