M. Flock and M. Ramek,
Ab initio SCF investigation of gamma-hydroxybutyric acid,
J. Mol. Struct. (Theochem) 310, 269-278 (1994).

 


Publication abstract:

The potential energy surface of gamma-hydroxybutyric acid (GHB) was investigated by means of ab initio 4-31G SCF calculations. Sixty-six symmetry unique local minima are contained in this potential energy surface. Intramolecular interactions and all reactions, which involve the intramolecular hydrogen bond CO-O-H···O-H are discussed. Combination with the results for gamma-aminobutyric acid yields a comparison of hydrogen bonds involving the groups -OH and -NH_2.

Interactive viewing:

The following list contains links to all 66 RHF/4-31G optimized GHB conformers, labeled by their relative energy in kJ/mol. These links return the coordinates in alchemy format, intended for interactive viewing via RasMol. As a prerequisite, RasMol has to be installed and set up as a helper application of the WWW-browser, in a form similar to the following (which works for Netscape 3.x or 4.x running on a Unix platform; a more detailed description of configuration details can be found elsewhere).

MIME-Type: chemical/x-alc
Suffix: alc
Application: /...path.../rasmol -alchemy %s > /dev/null

Viewers that experience difficulties in recognizing two colored dots in the little graphic next to this paragraph should adjust the RasMol background color by using a command similar to the following, and experiment to find a suitable triple of numbers between 0 and 255.

Application: echo 'background [51,51,51]' | /...path.../rasmol -alchemy %s > /dev/null


  1.   0.000  
  2.   1.140  
  3.   3.618  
  4.   4.154  
  5.   4.705  
  6.   4.760  
  7.   6.010  
  8.   6.450  
  9.   6.824  
  10.   8.152  
  11.   9.007  
  12.   9.066  
  13.   9.229  
  14.   9.394  
  15.   9.484  
  16.   9.748  
  17. 10.229  H
  18. 10.350  
  19. 10.784  
  20. 11.059  
  21. 11.230  
  22. 11.424  
  23. 11.487  
  24. 11.606  
  25. 13.325  
  26. 13.490  
  27. 13.995  
  28. 14.361  
  29. 14.727  
  30. 14.738  
  31. 15.446  
  32. 15.564  
  33. 15.634  
  34. 15.723  
  35. 16.376  
  36. 16.629  
  37. 18.298  H
  38. 18.699  
  39. 19.833  H
  40. 31.896  
  41. 33.376  
  42. 36.159  
  43. 37.062  
  44. 38.002  
  45. 38.348  
  46. 38.455  
  47. 39.530  
  48. 42.397  
  49. 43.172  
  50. 43.311  
  51. 43.528  
  52. 46.608  
  53. 46.727  
  54. 46.991  
  55. 47.164  
  56. 47.306  
  57. 48.102  
  58. 49.138  
  59. 49.570  
  60. 51.085  
  61. 51.417  
  62. 52.157  
  63. 52.445  
  64. 54.027  
  65. 54.527  
  66. 54.904  

Related links:


Informations required by Austrian law (Offenlegung gem. §25 MedienG): Dr. Michael Ramek, Graz.