# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 30 14:07:41 2021
#   Inital geometry file: a 115 line input string
#   Ligand name: (1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12[C@@H](O)C=C[C@@]3(OC1=O)[C@@H]4CC[C@]5(O)C[C@]4(CC5=C)[C@H]([C@H]23)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
 GA3  GA3  '(1S,2S,4aR,4bR,7S,9aS,10S,10aR)-2,7-dihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid'  ligand  47  25  .  2021-08-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GA3
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
 GA3  O71   O  OH1   0  -0.585  32.7973  42.1810  14.6453
 GA3  C7    C  C     0   0.550  33.6925  42.7543  13.8537
 GA3  O72   O  O     0  -0.437  34.6744  42.1833  13.4452
 GA3  C6    C  CR15  0  -0.363  33.3846  44.1939  13.5403
 GA3  C5    C  C     0  -0.238  31.9135  44.6093  13.5932
 GA3  C8    C  CR5   0  -0.093  34.1114  45.1865  14.4945
 GA3  C15   C  CH2   0  -0.488  34.4244  44.6848  15.9127
 GA3  C16   C  C     0   0.186  35.4230  45.7007  16.4063
 GA3  C17   C  C2    0  -0.619  35.8148  45.8717  17.6611
 GA3  C13   C  CT    0   0.219  35.9369  46.4970  15.2140
 GA3  C14   C  CH2   0  -0.462  35.5050  45.6148  14.0334
 GA3  O13   O  OH1   0  -0.679  37.3241  46.6799  15.3485
 GA3  C12   C  CH2   0  -0.466  35.1968  47.8524  15.1187
 GA3  C11   C  CH2   0  -0.455  33.8781  47.7508  14.3453
 GA3  C9    C  CR15  0  -0.238  33.1627  46.4293  14.6024
 GA3  C10   C  C     0   0.162  31.9883  46.1255  13.6950
 GA3  O92   O  O     0  -0.448  32.2765  46.5095  12.3177
 GA3  C1    C  C1    0  -0.146  30.6439  46.6963  14.0396
 GA3  C2    C  C1    0  -0.258  29.5615  46.1136  13.5350
 GA3  C3    C  CH1   0   0.051  29.6255  44.8932  12.6516
 GA3  O31   O  OH1   0  -0.656  28.9515  43.8623  13.3316
 GA3  C4    C  CR5   0  -0.284  31.0934  44.4889  12.3149
 GA3  C18   C  CH3   0  -0.696  31.1566  43.1665  11.5751
 GA3  C19   C  CR5   0   0.587  31.6939  45.6282  11.5014
 GA3  O91   O  O     0  -0.412  31.6842  45.7735  10.3107
 GA3  HO71  H  HOH1  0   0.485  33.0621  41.2693  14.8423
 GA3  H6    H  HCR5  0   0.292  33.7868  44.3604  12.5360
 GA3  H5    H  H     0   0.296  31.4038  44.1821  14.4570
 GA3  H15   H  HCH2  0   0.262  33.5470  44.5944  16.5549
 GA3  H15A  H  HCH2  0   0.261  34.9131  43.7052  15.8831
 GA3  H17   H  H     0   0.236  36.5564  46.6126  17.9324
 GA3  H17A  H  H     0   0.235  35.4052  45.2752  18.4671
 GA3  H14   H  HCH2  0   0.257  36.1609  44.7435  13.9497
 GA3  H14A  H  HCH2  0   0.251  35.5097  46.1337  13.0724
 GA3  HO13  H  HOH1  0   0.445  37.6180  47.2831  14.6579
 GA3  H12   H  HCH2  0   0.239  35.0361  48.2506  16.1227
 GA3  H12A  H  HCH2  0   0.241  35.8373  48.5703  14.5965
 GA3  H11   H  HCH2  0   0.252  33.2272  48.5872  14.6077
 GA3  H11A  H  HCH2  0   0.241  34.0876  47.8515  13.2801
 GA3  H9    H  HCR5  0   0.270  32.7496  46.4544  15.6173
 GA3  H1    H  H     0   0.266  30.5767  47.5786  14.6649
 GA3  H2    H  H     0   0.268  28.5720  46.5019  13.7476
 GA3  H3    H  HCH1  0   0.254  29.1144  45.1205  11.7054
 GA3  HO31  H  HOH1  0   0.462  28.6784  43.1974  12.6916
 GA3  H18   H  HCH3  0   0.254  30.5194  43.1780  10.6891
 GA3  H18A  H  HCH3  0   0.249  32.1709  42.9412  11.2449
 GA3  H18B  H  HCH3  0   0.249  30.8312  42.3472  12.2148

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
 GA3  O71  C7    single  1.325  0.020  1.325
 GA3  C7   O72   double  1.207  0.020  1.207
 GA3  C7   C6    single  1.505  0.020  1.505
 GA3  C6   C5    single  1.530  0.020  1.530
 GA3  C6   C8    single  1.557  0.020  1.557
 GA3  C5   C10   single  1.521  0.020  1.521
 GA3  C5   C4    single  1.524  0.020  1.524
 GA3  C8   C15   single  1.537  0.020  1.537
 GA3  C8   C14   single  1.529  0.020  1.529
 GA3  C8   C9    single  1.567  0.020  1.567
 GA3  C15  C16   single  1.508  0.020  1.508
 GA3  C16  C17   double  1.326  0.020  1.326
 GA3  C16  C13   single  1.523  0.020  1.523
 GA3  C13  C14   single  1.536  0.020  1.536
 GA3  C13  O13   single  1.406  0.020  1.406
 GA3  C13  C12   single  1.547  0.020  1.547
 GA3  C12  C11   single  1.532  0.020  1.532
 GA3  C11  C9    single  1.524  0.020  1.524
 GA3  C9   C10   single  1.515  0.020  1.515
 GA3  C10  O92   single  1.459  0.020  1.459
 GA3  C10  C1    single  1.501  0.020  1.501
 GA3  O92  C19   single  1.335  0.020  1.335
 GA3  C1   C2    double  1.329  0.020  1.329
 GA3  C2   C3    single  1.508  0.020  1.508
 GA3  C3   O31   single  1.407  0.020  1.407
 GA3  C3   C4    single  1.559  0.020  1.559
 GA3  C4   C18   single  1.517  0.020  1.517
 GA3  C4   C19   single  1.523  0.020  1.523
 GA3  C19  O91   double  1.200  0.020  1.200
 GA3  O71  HO71  single  0.850  0.020  0.980
 GA3  C6   H6    single  0.970  0.020  1.090
 GA3  C5   H5    single  0.970  0.020  1.090
 GA3  C15  H15   single  0.970  0.020  1.090
 GA3  C15  H15A  single  0.970  0.020  1.090
 GA3  C17  H17   single  0.930  0.020  1.080
 GA3  C17  H17A  single  0.930  0.020  1.080
 GA3  C14  H14   single  0.970  0.020  1.090
 GA3  C14  H14A  single  0.970  0.020  1.090
 GA3  O13  HO13  single  0.850  0.020  0.980
 GA3  C12  H12   single  0.970  0.020  1.090
 GA3  C12  H12A  single  0.970  0.020  1.090
 GA3  C11  H11   single  0.970  0.020  1.090
 GA3  C11  H11A  single  0.970  0.020  1.090
 GA3  C9   H9    single  0.970  0.020  1.090
 GA3  C1   H1    single  0.930  0.020  1.080
 GA3  C2   H2    single  0.930  0.020  1.080
 GA3  C3   H3    single  0.970  0.020  1.090
 GA3  O31  HO31  single  0.850  0.020  0.980
 GA3  C18  H18   single  0.970  0.020  1.090
 GA3  C18  H18A  single  0.970  0.020  1.090
 GA3  C18  H18B  single  0.970  0.020  1.090

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
 GA3  HO71  O71  C7    110.10  3.000
 GA3  C6    C7   O72   123.26  3.000
 GA3  C6    C7   O71   113.57  3.000
 GA3  O72   C7   O71   123.16  3.000
 GA3  H6    C6   C8    107.09  3.000
 GA3  H6    C6   C5    110.11  3.000
 GA3  C8    C6   C5    104.75  3.000
 GA3  H6    C6   C7    105.16  3.000
 GA3  C8    C6   C7    112.75  3.000
 GA3  C5    C6   C7    116.70  3.000
 GA3  H5    C5   C4    112.47  3.000
 GA3  H5    C5   C10   111.13  3.000
 GA3  C4    C5   C10    99.29  3.000
 GA3  H5    C5   C6    111.76  3.000
 GA3  C4    C5   C6    117.85  3.000
 GA3  C10   C5   C6    103.04  3.000
 GA3  C9    C8   C14   110.51  3.000
 GA3  C9    C8   C15   108.58  3.000
 GA3  C14   C8   C15   100.61  3.000
 GA3  C9    C8   C6    105.38  3.000
 GA3  C14   C8   C6    114.78  3.000
 GA3  C15   C8   C6    116.91  3.000
 GA3  H15A  C15  H15   107.50  3.000
 GA3  H15A  C15  C16   108.42  3.000
 GA3  H15   C15  C16   113.32  3.000
 GA3  H15A  C15  C8    110.98  3.000
 GA3  H15   C15  C8    113.99  3.000
 GA3  C16   C15  C8    102.54  3.000
 GA3  C13   C16  C17   125.02  3.000
 GA3  C13   C16  C15   108.64  3.000
 GA3  C17   C16  C15   126.34  3.000
 GA3  H17A  C17  H17   116.70  3.000
 GA3  H17A  C17  C16   121.44  3.000
 GA3  H17   C17  C16   121.86  3.000
 GA3  C12   C13  O13   111.35  3.000
 GA3  C12   C13  C14   108.74  3.000
 GA3  O13   C13  C14   115.20  3.000
 GA3  C12   C13  C16   110.17  3.000
 GA3  O13   C13  C16   109.03  3.000
 GA3  C14   C13  C16   101.92  3.000
 GA3  H14A  C14  H14   107.97  3.000
 GA3  H14A  C14  C13   113.72  3.000
 GA3  H14   C14  C13   110.35  3.000
 GA3  H14A  C14  C8    113.73  3.000
 GA3  H14   C14  C8    110.28  3.000
 GA3  C13   C14  C8    100.68  3.000
 GA3  HO13  O13  C13   108.31  3.000
 GA3  H12A  C12  H12   106.59  3.000
 GA3  H12A  C12  C11   107.83  3.000
 GA3  H12   C12  C11   111.20  3.000
 GA3  H12A  C12  C13   108.91  3.000
 GA3  H12   C12  C13   109.47  3.000
 GA3  C11   C12  C13   112.63  3.000
 GA3  H11A  C11  H11   106.18  3.000
 GA3  H11A  C11  C9    109.58  3.000
 GA3  H11   C11  C9    110.11  3.000
 GA3  H11A  C11  C12   108.76  3.000
 GA3  H11   C11  C12   109.94  3.000
 GA3  C9    C11  C12   112.10  3.000
 GA3  H9    C9   C10   105.49  3.000
 GA3  H9    C9   C11   108.25  3.000
 GA3  C10   C9   C11   115.89  3.000
 GA3  H9    C9   C8    108.06  3.000
 GA3  C10   C9   C8    105.61  3.000
 GA3  C11   C9   C8    113.06  3.000
 GA3  C1    C10  O92   107.08  3.000
 GA3  C1    C10  C9    118.73  3.000
 GA3  O92   C10  C9    111.08  3.000
 GA3  C1    C10  C5    110.51  3.000
 GA3  O92   C10  C5    102.06  3.000
 GA3  C9    C10  C5    106.15  3.000
 GA3  C19   O92  C10   108.50  3.000
 GA3  H1    C1   C2    121.72  3.000
 GA3  H1    C1   C10   119.85  3.000
 GA3  C2    C1   C10   118.41  3.000
 GA3  H2    C2   C3    116.32  3.000
 GA3  H2    C2   C1    120.80  3.000
 GA3  C3    C2   C1    122.87  3.000
 GA3  H3    C3   C4    107.78  3.000
 GA3  H3    C3   O31   110.17  3.000
 GA3  C4    C3   O31   111.43  3.000
 GA3  H3    C3   C2    108.50  3.000
 GA3  C4    C3   C2    112.10  3.000
 GA3  O31   C3   C2    106.83  3.000
 GA3  HO31  O31  C3    108.71  3.000
 GA3  C19   C4   C18   112.04  3.000
 GA3  C19   C4   C3    107.01  3.000
 GA3  C18   C4   C3    111.75  3.000
 GA3  C19   C4   C5    100.18  3.000
 GA3  C18   C4   C5    117.11  3.000
 GA3  C3    C4   C5    107.76  3.000
 GA3  H18B  C18  H18A  107.48  3.000
 GA3  H18B  C18  H18   108.08  3.000
 GA3  H18A  C18  H18   107.43  3.000
 GA3  H18B  C18  C4    110.91  3.000
 GA3  H18A  C18  C4    111.51  3.000
 GA3  H18   C18  C4    111.25  3.000
 GA3  O91   C19  C4    128.13  3.000
 GA3  O91   C19  O92   122.04  3.000
 GA3  C4    C19  O92   109.83  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
 GA3  CONST_01  HO71  O71  C7   C6   180.00   0.0  0
 GA3  Var_01    C13   C16  C15  C8   -14.90  30.0  3
 GA3  Var_02    C9    C11  C12  C13   36.21  30.0  1
 GA3  Var_03    C4    C19  O92  C10   -6.29  30.0  1
 GA3  Var_04    C3    C2   C1   C10    1.03  30.0  2
 GA3  Var_05    H17   C17  C16  C15  178.61   0.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 GA3  chir_01  C6   C7   C5   C8   negativ
 GA3  chir_02  C5   C4   C10  C6   positiv
 GA3  chir_03  C8   C6   C14  C9   negativ
 GA3  chir_04  C13  C16  C14  C12  negativ
 GA3  chir_05  C9   C10  C11  C8   positiv
 GA3  chir_06  C10  O92  C9   C5   positiv
 GA3  chir_07  C3   O31  C2   C4   negativ
 GA3  chir_08  C4   C19  C3   C5   positiv

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
 GA3  plan-1  O71   0.020
 GA3  plan-1  C7    0.020
 GA3  plan-1  O72   0.020
 GA3  plan-1  C6    0.020
 GA3  plan-1  HO71  0.020
 GA3  plan-2  O92   0.020
 GA3  plan-2  C4    0.020
 GA3  plan-2  C19   0.020
 GA3  plan-2  O91   0.020
 GA3  plan-3  C15   0.020
 GA3  plan-3  C16   0.020
 GA3  plan-3  C17   0.020
 GA3  plan-3  C13   0.020
 GA3  plan-3  H17   0.020
 GA3  plan-3  H17A  0.020

