title: Strength from weakness: opportunistic CH···O hydrogen bonds differentially dictate the conformational fate in solid and solution states.
abstract: We show that the CH···O hydrogen bond can be opportunistic to differentially dictate the conformation of cyclitols in solution and solid states. While several intermolecular CH···O stabilize the chair-conformation in the solid, single intramolecular CH···O stabilizes an otherwise unfavorable boat-conformation in solutions analogous to the boat-conformation of cis-1,4-cyclohexanediols by OH···O bonds.
authors: School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala-695016, India.
authors: Amol M
authors: AM
authors: Vibhute
authors: Rajesh G
authors: RG
authors: Gonnade
authors: R S
authors: RS
authors: Swathi
authors: Kana M
authors: KM
authors: Sureshan
mesh_terms: D002625:Chemistry, Organic; D054812:Cyclitols / Q000032:analysis / Q000737:chemistry*; D003510:Cyclohexanes / Q000032:analysis / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D011721:Pyrenes / Q000032:analysis; D012996:Solutions; D013050:Spectrometry, Fluorescence
chemical_list: D054812:Cyclitols; D003510:Cyclohexanes; D011721:Pyrenes; D012996:Solutions; C030984:pyrene