HYDROGEN PHENYLPHOSPHONATE PHENYLPHOSPHONIC ACID WATER 1:1:1 CO-CRYSTAL AND HYDROGEN PHENYLARSONATE CYCLOHEXYLAMMONIUM SALTS: SYNTHESIS AND CRYSTAL ELUCIDATION
Authors:   Laboratoire de Chimie Minerale et Analytique (LA.CHI.MI.A.), Departement de Chimie, Faculte des Sciences et Techniques, Universite Cheikh Anta Diop, Dakar, Senegal., Birame Diop Mouhamadou , Sarr Modou ,   Laboratoire de Chimie Minerale et Analytique (LA.CHI.MI.A.), Departement de Chimie, Faculte des Sciences et Techniques, Universite Cheikh Anta Diop, Dakar, Senegal., Sembene Boye Mouhamadou ,   Laboratoire de Chimie Minerale et Analytique (LA.CHI.MI.A.), Departement de Chimie, Faculte des Sciences et Techniques, Universite Cheikh Anta Diop, Dakar, Senegal.,   Departement de Physique-Chimie, Faculte des Sciences et Technologies de lEducation et de la Formation (FASTEF), Universite Cheikh Anta Diop, Dakar, Senegal., Diasse-Sarr Aminata ,   Laboratoire de Chimie Minerale et Analytique (LA.CHI.MI.A.), Departement de Chimie, Faculte des Sciences et Techniques, Universite Cheikh Anta Diop, Dakar, Senegal., Diop Libasse ,   Laboratoire de Chimie Minerale et Analytique (LA.CHI.MI.A.), Departement de Chimie, Faculte des Sciences et Techniques, Universite Cheikh Anta Diop, Dakar, Senegal., Pechev Stanislav ,   Institut de Chimie de la Matiere Condensee de Bordeaux, CNRS-Universite de Bordeaux, 87 Avenue du Docteur A. Schweitzer 33608 Pessac, France., Guionneau Philippe ,   Institut de Chimie de la Matiere Condensee de Bordeaux, CNRS-Universite de Bordeaux, 87 Avenue du Docteur A. Schweitzer 33608 Pessac, France.
Published: June 2022

One pot reactions of phenylphosphonic acid or phenylarsonic acid with cyclohexylamine led to two new organic-inorganic hybrid salts [C6H14N][C6H5PO3H.C6H5PO3H2.H2O] (1) and [(C6H14N)(C6H5AsO3H)] (2) which were investigated by single-crystal X-ray diffraction analysis. Salt 1 crystallizes in the monoclinic system, space group P21/nwith a = 12.3963 (4), b = 6.1123 (2), c = 28.2081 (8) ÃƒÂƒÃ‚ÂƒÃƒÂ‚Ã‚Â…, ÃƒÂƒÃ‚ÂŽÃƒÂ‚Ã‚Â² = 90.426 (1)ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â°, V = 2137.27 (12)ÃƒÂƒÃ‚ÂƒÃƒÂ‚Ã‚Â…3 and Z = 4. Salt 2 crystallizes in the monoclinic system, space group P21/c with a = 12.3991 (5), b = 6.5048 (2), c = 18.5466 (7) ÃƒÂƒÃ‚ÂƒÃƒÂ‚Ã‚Â…, ÃƒÂƒÃ‚ÂŽÃƒÂ‚Ã‚Â² = 105.824 (2)ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â°, V = 1439.16 (9) ÃƒÂƒÃ‚ÂƒÃƒÂ‚Ã‚Â…3 and Z = 4. In the co-crystal 1, the hydrogen phenylphosphonate anions are organized into dimers via OÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O H-bonds, whereas the phenylphosphonic acid and the water molecules are connected, through OwaterÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O and OÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O hydrogen bonding interactions, to form dimers. Inter-species OÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O hydrogen bonds connect the alternating dimers into anionic infinite chains. The 1D infinite ribbons are linked into an anionic 2D layer-like structure, by means of water molecules through OwaterÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O and OÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·Owater. The cyclohexylammonium interacts via NÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O hydrogen bonds, to consolidate the compactness of the 2D layer-like structure. In the crystal of salt 2, the hydrogen phenylarsonate anions are organized into dimers through OÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O H-bonds. Hydrogen bonded dimers are connected by the cyclohexylammoniumcations, through NÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O hydrogen bonds, leading to the formation of an infinite ribbon. The 1D hydrogen bonded ribbons are interlinked through NÃƒÂƒÃ‚Â¢ÃƒÂ‚Ã‚Â€ÃƒÂ‚Ã‚Â“HÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·ÃƒÂƒÃ‚Â‚ÃƒÂ‚Ã‚Â·O hydrogen bonding interactions giving rise to a 2D layer-like structure.