ISSN:
1572-8854
Keywords:
Diastereomeric salts
;
hydrogen tartrates
;
hydrogen bond patterns
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract 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+, $$(2R,3R) - ( + ) - C_4 H_5 O_6^ - $$ , C2, a = 38.198(7), b = 5.841(2), c = 9.993(2)Å, β = 102.63(1)°, V = 2175.6(1) Å3, Z = 4, D calc = 1.281 g cm−3. 2: (S)-(+)-C18H24NO+, $$(2R,3R) - ( + ) - C_4 H_5 O_6^ - $$ P212121, a = 6.037(2), b = 8.5947(8), c = 39.74(1)Å, V = 2062.0(9) Å3, Z = 4, D calc = 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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1022441814036
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