# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 11:57:06 2022
#   Inital geometry file: a 57 line input string
#   Ligand name: 5-hydroxy-6-methyl-4-oxo-4H-pyran-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(O)C(=O)C=C(O1)C(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 SHL  SHL  '5-hydroxy-6-methyl-4-oxo-4H-pyran-2-carboxylic acid'  ligand  17  12  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SHL
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 SHL  OAD  O  O      0  -0.570   3.0930  -1.0357  -0.0017
 SHL  CAH  C  C      0   0.400   2.4708   0.0368   0.0048
 SHL  OAA  O  OC    -1  -0.578   2.9052   1.1960   0.0082
 SHL  CAK  C  C      0   0.190   0.9473  -0.1046   0.0106
 SHL  OAG  O  O2     0  -0.408   0.2954   1.0568   0.0078
 SHL  CAF  C  C      0   0.244  -1.0493   1.1117   0.0123
 SHL  CAL  C  CH3    0  -0.738  -1.6146   2.4884   0.0164
 SHL  CAJ  C  C      0   0.149  -1.7807  -0.0245   0.0190
 SHL  OAC  O  OH1    0  -0.629  -3.1236   0.0317   0.0252
 SHL  CAI  C  C      0   0.381  -1.1466  -1.3295   0.0226
 SHL  CAE  C  C1     0  -0.486   0.2881  -1.2837   0.0170
 SHL  OAB  O  O      0  -0.498  -1.8349  -2.3550   0.0305
 SHL  H2   H  HCH3   0   0.268  -0.8278   3.2342  -0.0754
 SHL  H3   H  HCH3   0   0.266  -2.3137   2.6285  -0.8086
 SHL  H4   H  HCH3   0   0.267  -2.1608   2.6836   0.9406
 SHL  H5   H  HOH1   0   0.466  -3.4490  -0.8814   0.0284
 SHL  H6   H  H      0   0.277   0.8579  -2.2018   0.0192

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 SHL  OAD  CAH  deloc   1.240  0.020  1.240
 SHL  CAH  OAA  deloc   1.238  0.020  1.238
 SHL  CAH  CAK  single  1.530  0.020  1.530
 SHL  CAE  CAK  double  1.351  0.020  1.351
 SHL  CAE  CAI  single  1.435  0.020  1.435
 SHL  CAK  OAG  single  1.332  0.020  1.332
 SHL  OAB  CAI  double  1.235  0.020  1.235
 SHL  CAI  CAJ  single  1.451  0.020  1.451
 SHL  OAG  CAF  single  1.346  0.020  1.346
 SHL  CAJ  CAF  double  1.351  0.020  1.351
 SHL  CAJ  OAC  single  1.344  0.020  1.344
 SHL  CAF  CAL  single  1.488  0.020  1.488
 SHL  CAL  H2   single  0.970  0.020  1.090
 SHL  CAL  H3   single  0.970  0.020  1.090
 SHL  CAL  H4   single  0.970  0.020  1.090
 SHL  OAC  H5   single  0.850  0.020  0.980
 SHL  CAE  H6   single  0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 SHL  CAK  CAH  OAA  115.85  3.000
 SHL  CAK  CAH  OAD  114.82  3.000
 SHL  OAA  CAH  OAD  129.33  3.000
 SHL  CAE  CAK  OAG  121.49  3.000
 SHL  OAG  CAK  CAH  114.00  3.000
 SHL  CAE  CAK  CAH  124.51  3.000
 SHL  CAF  OAG  CAK  121.64  3.000
 SHL  CAJ  CAF  CAL  124.91  3.000
 SHL  CAL  CAF  OAG  114.66  3.000
 SHL  CAJ  CAF  OAG  120.43  3.000
 SHL  H4   CAL  H3   107.27  3.000
 SHL  H4   CAL  H2   108.11  3.000
 SHL  H3   CAL  H2   108.17  3.000
 SHL  H4   CAL  CAF  110.97  3.000
 SHL  H3   CAL  CAF  111.12  3.000
 SHL  H2   CAL  CAF  111.05  3.000
 SHL  CAI  CAJ  OAC  118.31  3.000
 SHL  OAC  CAJ  CAF  120.37  3.000
 SHL  CAI  CAJ  CAF  121.32  3.000
 SHL  H5   OAC  CAJ  107.22  3.000
 SHL  OAB  CAI  CAE  125.70  3.000
 SHL  OAB  CAI  CAJ  120.22  3.000
 SHL  CAE  CAI  CAJ  114.08  3.000
 SHL  H6   CAE  CAI  119.99  3.000
 SHL  H6   CAE  CAK  118.97  3.000
 SHL  CAI  CAE  CAK  121.04  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 SHL  Var_01  CAJ  CAI  CAE  CAK   0.07  30.0  1
 SHL  Var_02  CAJ  CAF  OAG  CAK  -0.04  30.0  1
 SHL  Var_03  CAI  CAE  CAK  OAG  -0.07  30.0  1
 SHL  Var_04  CAI  CAJ  CAF  OAG   0.05  30.0  1
 SHL  Var_05  CAE  CAK  OAG  CAF   0.05  30.0  1
 SHL  Var_06  CAE  CAI  CAJ  CAF  -0.06  30.0  1
 SHL  Var_07  H2   CAL  CAF  OAG   5.11  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 SHL  plan-1  CAJ  0.020
 SHL  plan-1  CAI  0.020
 SHL  plan-1  CAE  0.020
 SHL  plan-1  OAB  0.020
 SHL  plan-2  OAD  0.020
 SHL  plan-2  CAH  0.020
 SHL  plan-2  OAA  0.020
 SHL  plan-2  CAK  0.020

