STRUCTURAL AND DYNAMIC PROPERTIES OF HYDROGEN-BONDING IN A TETRAHEDRAL ARRANGEMENT OF METHANOL MOLECULES - A THEORETICAL INVESTIGATION

被引:6
|
作者
MACLEAN, EJ [1 ]
HARRIS, KDM [1 ]
PRICE, SL [1 ]
机构
[1] UNIV LONDON UNIV COLL,DEPT CHEM,20 GORDON ST,LONDON WC1H 0AJ,ENGLAND
关键词
D O I
10.1016/0009-2614(94)00623-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The crystal structure of triphenylmethanol contains tetramers of triphenylmethanol molecules, in which the four oxygen atoms are arranged approximately at the comers of a tetrahedron with the C-O bonds along the threefold symmetry axes of the tetrahedron. The O ... O distances in the tetrahedron are consistent with the suggestion that the tetramer is held together by 0-H ... 0 hydrogen bonding. To understand the structural and dynamic properties of this arrangement, we consider a model system comprising a structurally analogous tetramer of methanol molecules. In the theoretical approach adopted, hydrogen bonding is treated as a purely electrostatic interaction, with the molecular charge distributions described using distributed multipoles. The optimum positions of the hydrogen atoms involved in hydrogen bonding have been determined, and dynamic properties of the hydrogen bonding arrangement have been probed. In the configuration with lowest electrostatic energy, each oxygen atom of the methanol tetramer receives one hydrogen bond, with the hydrogen atoms lying close to the 0 ... 0 edges of the tetrahedron. Dynamics of the hydrogen bonding arrangement, via rotation of the methanol molecules about their C-0 bonds, involves correlated rotation of all four methanol molecules to interconvert configurations of equal energy. The barrier for this motion is approximately 5 kJ mol-1.
引用
收藏
页码:273 / 279
页数:7
相关论文
共 50 条
  • [21] THEORETICAL-STUDY OF HYDROGEN-BONDING IN MALONALDEHYDE
    CATALAN, J
    YANEZ, M
    FERNANDEZALONSO, JI
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (22) : 6917 - 6919
  • [22] Experimental and Theoretical Studies in Hydrogen-Bonding Organocatalysis
    Zabka, Matej
    Sebesta, Radovan
    MOLECULES, 2015, 20 (09) : 15500 - 15524
  • [23] Electrochemical and computational interpretations of hydrogen-bonding of naphthoquinones with methanol
    Rahman, Abdur
    Qureshi, Rumana
    Ahmed, Safeer
    JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, 2008, 30 (05): : 655 - 663
  • [24] Hydrogen-bonding interaction in water/methanol mixed solvent and theoretical studies on solubility of polymer chain
    Gong, Z
    Li, XY
    Li, ZR
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2004, 25 (03): : 539 - 542
  • [25] HYDROGEN-BONDING PROPERTIES OF GUANINE OLIGONUCLEOTIDES
    LIPSETT, MN
    FEDERATION PROCEEDINGS, 1963, 22 (02) : 583 - &
  • [26] MOLECULAR RECOGNITION OF BIORELEVANT MOLECULES VIA HYDROGEN-BONDING
    AOYAMA, Y
    NIPPON KAGAKU KAISHI, 1991, (08) : 1041 - 1049
  • [27] HYDROGEN-BONDING AND TICT MOLECULES IN GROUND-STATE
    CAZEAUDUBROCA, C
    PEIRIGUA, A
    BENBRAHIM, M
    NOUCHI, G
    CAZEAU, P
    PROCEEDINGS OF THE INDIAN ACADEMY OF SCIENCES-CHEMICAL SCIENCES, 1992, 104 (02): : 209 - 217
  • [28] BORAZINES - MOLECULES WHICH DO NOT EXHIBIT HYDROGEN-BONDING
    BEACHLEY, OT
    SIMMONS, RG
    INORGANIC CHEMISTRY, 1977, 16 (11) : 2935 - 2938
  • [29] STRUCTURAL STUDIES OF HYDROGEN-BONDING IN AMORPHOUS SI
    CARLOS, WE
    STROM, U
    TAYLOR, PC
    BULLETIN OF THE AMERICAN PHYSICAL SOCIETY, 1980, 25 (03): : 295 - 295
  • [30] COOPERATIVE HYDROGEN-BONDING AND STRUCTURAL INSTABILITY IN WATER
    LEBLOND, J
    JOURNAL DE PHYSIQUE, 1983, 44 (10): : 1201 - 1208