Crystal structures of a pair of diastereomeric 3-(N,N-dimethylammonium)-1,1-diphenyl-1-butanol hydrogen tartrates

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The crystal structures of a pair of diastereomeric salts of (2R, 3R)-(+)-tartaric acid and (-)- and (+)-3-N,N-dimethylamino-1,1-diphenyl-1-butanol have been determined. Crystal data: 1: (R)-(-)-C18H24NO+, (2R, 3R)-(+)-C4H5O-6, C2, a = 38.198(7), b = 5.841(2), c = 9.993(2)Å, P = 102.63(1)°, V = 2175.6(1) Å3, Z = 4, Dcalc = 1.281 g cm-3. 2: (S)-(+)-C18H24NO+, (2R, 3R)-(+)-C4H5O-6, P212121, a = 6.037(2), b = 8.5947(8), c = 39.74(1)Å, V = 2062.0(9) Å3, Z = 4, Dcalc = 1.351 g cm-3. The conformations of the 3-(N,N-dimethylammonium)-1,1-diphenyl-1-butanol cations in the two salts are almost mirror images of each other, but the cation in 2 has an intramolecular hydrogen bond. The hydrogen tartrate ions adopt an extended conformation. The hydrogen bonding networks in the two salts are very different. The absolute configuration of (-)-3-(N,N-dimethylamino)-1,1-diphenyl-1-butanol (1) was established as R.

Original languageEnglish
JournalJournal of Chemical Crystallography
Volume28
Issue number2
Pages (from-to)125-132
Number of pages8
ISSN1074-1542
DOIs
Publication statusPublished - Feb 1998

    Research areas

  • Diastereomeric salts, Hydrogen tartrates; hydrogen bond patterns

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