TY - JOUR
T1 - Absolute configuration determination of the anti-head-to-head photocyclodimer of anthracene-2-carboxylic acid through cocrystallization with l-prolinol
AU - Kawanami, Yuko
AU - Tanaka, Hidekazu
AU - Mizoguchi, Jun Ichi
AU - Kanehisa, Nobuko
AU - Fukuhara, Gaku
AU - Nishijima, Masaki
AU - Mori, Tadashi
AU - Inoue, Yoshihisa
PY - 2013/11
Y1 - 2013/11
N2 - The absolute configuration has been established of the enantiopure anti-head-to-head cyclodimer of anthracene-2-carboxylic acid (AC) cocrystallized with l-propinol and dichloromethane [systematic name: (S)-2-(hydroxymethyl) pyrrolidin-1-ium (5R,6S,11R,12S)-8-carboxy-5,6,11,12-tetrahydro-5,12:6,11- bis([1,2]benzeno)dibenzo[a,e][8]annulene-2-carboxylate dichloromethane monosolvate], C5H12NO+·C 30H19O4 -·CH 2Cl2. In the crystal structure, the AC dimer interacts with l-prolinol through a nine-membered hydrogen-bonded ring [R 2 2(9)], while the dichloromethane molecule is incorporated to fill the void space. The absolute configuration determined in this study verifies a recent assignment made by comparing theoretical versus experimental circular dichroism spectra.
AB - The absolute configuration has been established of the enantiopure anti-head-to-head cyclodimer of anthracene-2-carboxylic acid (AC) cocrystallized with l-propinol and dichloromethane [systematic name: (S)-2-(hydroxymethyl) pyrrolidin-1-ium (5R,6S,11R,12S)-8-carboxy-5,6,11,12-tetrahydro-5,12:6,11- bis([1,2]benzeno)dibenzo[a,e][8]annulene-2-carboxylate dichloromethane monosolvate], C5H12NO+·C 30H19O4 -·CH 2Cl2. In the crystal structure, the AC dimer interacts with l-prolinol through a nine-membered hydrogen-bonded ring [R 2 2(9)], while the dichloromethane molecule is incorporated to fill the void space. The absolute configuration determined in this study verifies a recent assignment made by comparing theoretical versus experimental circular dichroism spectra.
KW - L-prolinol
KW - absolute configuration
KW - anthracene-2-carboxylic acid
KW - anti-headto-head cyclodimer
KW - circular dichroism spectra
KW - crystal structure
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U2 - 10.1107/S0108270113028461
DO - 10.1107/S0108270113028461
M3 - Article
C2 - 24192199
AN - SCOPUS:84887353877
VL - 69
SP - 1411
EP - 1413
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
SN - 0108-2701
IS - 11
ER -