start-ver=1.4 cd-journal=joma no-vol=126 cd-vols= no-issue=8 article-no= start-page=1134 end-page=1139 dt-received= dt-revised= dt-accepted= dt-pub-year=2005 dt-pub=20058 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Intermolecular-medium and intramolecular-weak hydrogen bonding chains in the crystals of chiral trifluoromethylated amino alcohols en-subtitle= kn-subtitle= en-abstract= kn-abstract=

A structural feature of hydrogen bonding chains found in the crystals of trifluoromethylated amino alcohols is reported. Hydrogen bondings of 3-(N,N-dialkylamino)-1,1,1-trifluoro-2-propanols construct chiral spiral hydrogen bonding chains. Lone pairs on the nitrogen atoms of the amino alcohols participate in two hydrogen bondings. Detailed structural analysis of the hydrogen bonds of the 3-(N,N-dimethylamino)-1,1,1-trifluoro-2-propanol suggested that the chain built up with alternating intermolecular medium and intramolecular weak hydrogen bonds. The medium intermolecular hydrogen bond, which transfers a proton from the hydroxy group to the amino nitrogen, would make a tentative zwitterionic form of the molecule. Then, electrostatic attraction between the charges in the zwitterion centers induced a weak intramolecular hydrogen bond.

en-copyright= kn-copyright= en-aut-name=KatagiriToshimasa en-aut-sei=Katagiri en-aut-mei=Toshimasa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=FujiwaraYasuyuki en-aut-sei=Fujiwara en-aut-mei=Yasuyuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=TakahashiSatoshi en-aut-sei=Takahashi en-aut-mei=Satoshi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=UneyamaKenji en-aut-sei=Uneyama en-aut-mei=Kenji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= affil-num=1 en-affil= kn-affil=Okayama University affil-num=2 en-affil= kn-affil=Okayama University affil-num=3 en-affil= kn-affil=Okayama University affil-num=4 en-affil= kn-affil=Okayama University en-keyword=hydrogen bond kn-keyword=hydrogen bond en-keyword=weak hydrogen bond kn-keyword=weak hydrogen bond en-keyword=medium hydrogen bond kn-keyword=medium hydrogen bond en-keyword=hydrogen bonding chain kn-keyword=hydrogen bonding chain en-keyword=trifluoromethylated amino alcohols kn-keyword=trifluoromethylated amino alcohols en-keyword=chiral recognition kn-keyword=chiral recognition en-keyword=structure of hydrogen bond kn-keyword=structure of hydrogen bond END