The crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium tetrachloridomanganate(II), C₁₀H₁₆Cl₄MnN₂

Abstract

C10H16Cl4MnN2, monoclinic, P21 (no. 4), a = 7.28276(7) Å, b = 13.22972(12) Å, c = 8.01007(7) Å, β = 97.5018(9)°, V = 765.155(12) Å3, Z = 2, Rgt(F) = 0.0165, wRref(F2) = 0.0392, T = 123(2) K.

Hydrogen bonding versus packing effects in the crystal structure of 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium tetraiodidozincate(II), C10H16I4ZnN2

“…The asymmetric unit of the title structure contains one 3-((1R,2S)-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium (nicotin-1,1′-dium) dication (nicH 2 ) and one tetraiodidozincate(II) dianion. As discussed several times [7,11,12], the protonation at the nitrogen atom of the pyrrolinyl moiety creates a second chiral center at N1′ (cf. left part of the Figure), which shows R configuration in all reliable crystal structures deposited in the Cambridge Structural database so far.…”

“…A recently performed Cambridge Structural Database [6] survey on nicotine-containing crystal structures yielded approximately fifty deposited structures. As reported and summarized by one of us [7] structural data are available for (a) metal complexes, which contain neutral nicotine ligands; (b) a small number of co-crystals containing neutral nicotine as one of the components; (c) some examples for pyrrolidinylmonoprotonated nicotinium salts; and (d) mono-protonated nicotinium as a cationic ligand. As a result of the database survey specified above, only a limited number of examples of salt structures containing doubly protonated nicotinium cations have been reported so far [7][8][9][10][11][12].…”

“…As reported and summarized by one of us [7] structural data are available for (a) metal complexes, which contain neutral nicotine ligands; (b) a small number of co-crystals containing neutral nicotine as one of the components; (c) some examples for pyrrolidinylmonoprotonated nicotinium salts; and (d) mono-protonated nicotinium as a cationic ligand. As a result of the database survey specified above, only a limited number of examples of salt structures containing doubly protonated nicotinium cations have been reported so far [7][8][9][10][11][12]. This contribution is part of our continuing interest in synthesis, characterization and understanding of hydrogen-bonding schemes of salts of natural products [7,[11][12][13][14].…”

“…As a result of the database survey specified above, only a limited number of examples of salt structures containing doubly protonated nicotinium cations have been reported so far [7][8][9][10][11][12]. This contribution is part of our continuing interest in synthesis, characterization and understanding of hydrogen-bonding schemes of salts of natural products [7,[11][12][13][14]. The choice of a [ZnI4] 2− counter anion is part of our general interest in halogen bonding interactions between iodine containing molecules and ions, regardless of whether they are attractive or repulsive [15][16][17].…”

Enzyme-mediated synthesis and crystal structure of (2R,4S)-hydroxyketamine, C13H16ClNO2

“…Figure] to form a chain structure along the crystallographic b axis. Similar to other simple molecules containg almost rigid moieties [22], the packing scheme is a compromise between the conformational possibilities and hydrogen bonding interactions.…”