# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 19:05:47 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: (3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)[C@@H]2Oc3ccc(O)cc3[C@@H]4CCC[C@H]24
#
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
 I0G  I0G  (3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-8-ol  ligand  39  21  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I0G
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
 I0G  C4    C  CH1   0  -0.296  -0.8693  -5.2657  -1.1205
 I0G  C6    C  CR6   0   0.058  -0.6258  -3.8070  -0.8124
 I0G  C7    C  CR16  0  -0.399  -1.5273  -2.8349  -1.2403
 I0G  C8    C  CR6   0   0.347  -1.3390  -1.4897  -0.9542
 I0G  C10   C  CR16  0  -0.385  -0.2195  -1.1007  -0.2236
 I0G  C17   C  CR16  0  -0.291   3.1253  -7.4214  -0.2291
 I0G  C21   C  CR16  0  -0.323   3.6671  -7.0646   2.4554
 I0G  C22   C  CR16  0  -0.301   2.7768  -6.2246   1.8046
 I0G  C24   C  CH2   0  -0.445  -2.0258  -5.9229   0.8814
 I0G  C1    C  CH2   0  -0.439  -0.5686  -6.3988   1.0335
 I0G  C2    C  CH1   0  -0.274   0.1038  -6.1554  -0.3359
 I0G  O9    O  OH1   0  -0.642  -2.2625  -0.6066  -1.4023
 I0G  C11   C  CR16  0  -0.346   0.6956  -2.0526   0.1904
 I0G  C12   C  CR6   0   0.331   0.5025  -3.3986  -0.1021
 I0G  O13   O  O2    0  -0.503   1.4505  -4.2636   0.3451
 I0G  C14   C  CH1   0   0.001   1.4927  -5.5335  -0.2809
 I0G  C16   C  CR6   0   0.069   2.4890  -6.3896   0.4525
 I0G  C18   C  CR16  0  -0.370   4.0136  -8.2736   0.4089
 I0G  C19   C  CR6   0   0.341   4.2906  -8.0985   1.7620
 I0G  O20   O  OH1   0  -0.633   5.1462  -8.8888   2.4421
 I0G  C23   C  CH2   0  -0.440  -2.2314  -5.7557  -0.6232
 I0G  H4    H  HCH1  0   0.266  -0.7592  -5.4214  -2.1980
 I0G  H7    H  HCR6  0   0.256  -2.4039  -3.1333  -1.8045
 I0G  H10   H  HCR6  0   0.269  -0.0502  -0.0569   0.0143
 I0G  H21   H  HCR6  0   0.261   3.8827  -6.9175   3.5065
 I0G  H22   H  HCR6  0   0.250   2.3125  -5.4290   2.3723
 I0G  H241  H  HCH2  0   0.227  -2.1641  -4.9620   1.3819
 I0G  H242  H  HCH2  0   0.234  -2.7420  -6.6153   1.3249
 I0G  H11A  H  HCH2  0   0.237  -0.0685  -5.8612   1.8400
 I0G  H12   H  HCH2  0   0.236  -0.5181  -7.4564   1.2927
 I0G  H2    H  HCH1  0   0.263   0.1970  -7.1069  -0.8659
 I0G  HO9   H  HOH1  0   0.471  -2.0111   0.2904  -1.1570
 I0G  H11   H  HCR6  0   0.262   1.5733  -1.7490   0.7478
 I0G  H14   H  HCH1  0   0.243   1.8405  -5.4042  -1.3170
 I0G  H18   H  HCR6  0   0.270   4.4942  -9.0669  -0.1524
 I0G  HO20  H  HOH1  0   0.473   5.5325  -9.5492   1.8564
 I0G  H231  H  HCH2  0   0.233  -2.4462  -6.7223  -1.0874
 I0G  H232  H  HCH2  0   0.238  -3.0577  -5.0892  -0.8732
 I0G  H17   H  HCR6  0   0.253   2.9284  -7.5691  -1.2850

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
 I0G  C4   C23   single    1.531  0.020  1.531
 I0G  C4   C6    single    1.511  0.020  1.511
 I0G  C4   C2    single    1.534  0.020  1.534
 I0G  C4   H4    single    0.970  0.020  1.090
 I0G  C6   C7    aromatic  1.393  0.020  1.393
 I0G  C6   C12   aromatic  1.394  0.020  1.394
 I0G  C7   C8    aromatic  1.388  0.020  1.388
 I0G  C7   H7    single    0.930  0.020  1.080
 I0G  C8   O9    single    1.354  0.020  1.354
 I0G  C8   C10   aromatic  1.392  0.020  1.392
 I0G  C10  C11   aromatic  1.384  0.020  1.384
 I0G  C10  H10   single    0.930  0.020  1.080
 I0G  C17  C16   aromatic  1.391  0.020  1.391
 I0G  C17  C18   aromatic  1.386  0.020  1.386
 I0G  C17  H17   single    0.930  0.020  1.080
 I0G  C21  C22   aromatic  1.386  0.020  1.386
 I0G  C21  C19   aromatic  1.392  0.020  1.392
 I0G  C21  H21   single    0.930  0.020  1.080
 I0G  C22  C16   aromatic  1.392  0.020  1.392
 I0G  C22  H22   single    0.930  0.020  1.080
 I0G  C24  C23   single    1.528  0.020  1.528
 I0G  C24  C1    single    1.541  0.020  1.541
 I0G  C24  H241  single    0.970  0.020  1.090
 I0G  C24  H242  single    0.970  0.020  1.090
 I0G  C1   C2    single    1.545  0.020  1.545
 I0G  C1   H11A  single    0.970  0.020  1.090
 I0G  C1   H12   single    0.970  0.020  1.090
 I0G  C2   C14   single    1.523  0.020  1.523
 I0G  C2   H2    single    0.970  0.020  1.090
 I0G  O9   HO9   single    0.850  0.020  0.980
 I0G  C11  C12   aromatic  1.391  0.020  1.391
 I0G  C11  H11   single    0.930  0.020  1.080
 I0G  C12  O13   single    1.359  0.020  1.359
 I0G  O13  C14   single    1.416  0.020  1.416
 I0G  C14  C16   single    1.504  0.020  1.504
 I0G  C14  H14   single    0.970  0.020  1.090
 I0G  C18  C19   aromatic  1.392  0.020  1.392
 I0G  C18  H18   single    0.930  0.020  1.080
 I0G  C19  O20   single    1.349  0.020  1.349
 I0G  O20  HO20  single    0.850  0.020  0.980
 I0G  C23  H231  single    0.970  0.020  1.090
 I0G  C23  H232  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
 I0G  H4    C4   C23   111.34  3.000
 I0G  H4    C4   C2    110.93  3.000
 I0G  C23   C4   C2    102.28  3.000
 I0G  H4    C4   C6    108.78  3.000
 I0G  C2    C4   C6    110.70  3.000
 I0G  C23   C4   C6    112.72  3.000
 I0G  C12   C6   C7    118.40  3.000
 I0G  C12   C6   C4    121.14  3.000
 I0G  C7    C6   C4    120.46  3.000
 I0G  H7    C7   C8    118.92  3.000
 I0G  H7    C7   C6    119.40  3.000
 I0G  C8    C7   C6    121.68  3.000
 I0G  O9    C8   C10   122.67  3.000
 I0G  C10   C8   C7    119.21  3.000
 I0G  O9    C8   C7    118.12  3.000
 I0G  H10   C10  C11   119.57  3.000
 I0G  H10   C10  C8    120.65  3.000
 I0G  C11   C10  C8    119.77  3.000
 I0G  H17   C17  C18   118.74  3.000
 I0G  H17   C17  C16   119.68  3.000
 I0G  C18   C17  C16   121.58  3.000
 I0G  H21   C21  C19   119.68  3.000
 I0G  H21   C21  C22   120.07  3.000
 I0G  C19   C21  C22   120.25  3.000
 I0G  H22   C22  C16   120.53  3.000
 I0G  H22   C22  C21   118.35  3.000
 I0G  C16   C22  C21   121.12  3.000
 I0G  H242  C24  H241  106.81  3.000
 I0G  H242  C24  C23   112.44  3.000
 I0G  H241  C24  C23   109.75  3.000
 I0G  H242  C24  C1    112.64  3.000
 I0G  H241  C24  C1    110.26  3.000
 I0G  C23   C24  C1    104.97  3.000
 I0G  H12   C1   H11A  106.33  3.000
 I0G  H12   C1   C2    110.09  3.000
 I0G  H11A  C1   C2    112.22  3.000
 I0G  H12   C1   C24   111.53  3.000
 I0G  H11A  C1   C24   110.76  3.000
 I0G  C2    C1   C24   105.99  3.000
 I0G  H2    C2   C14   107.17  3.000
 I0G  H2    C2   C1    109.25  3.000
 I0G  C14   C2   C1    115.43  3.000
 I0G  H2    C2   C4    108.11  3.000
 I0G  C14   C2   C4    111.11  3.000
 I0G  C1    C2   C4    105.59  3.000
 I0G  HO9   O9   C8    110.18  3.000
 I0G  H11   C11  C12   119.47  3.000
 I0G  H11   C11  C10   119.81  3.000
 I0G  C12   C11  C10   120.73  3.000
 I0G  O13   C12  C11   116.74  3.000
 I0G  O13   C12  C6    123.07  3.000
 I0G  C11   C12  C6    120.19  3.000
 I0G  C14   O13  C12   116.49  3.000
 I0G  H14   C14  C16   108.45  3.000
 I0G  H14   C14  O13   108.67  3.000
 I0G  C16   C14  O13   108.33  3.000
 I0G  H14   C14  C2    107.59  3.000
 I0G  C16   C14  C2    112.91  3.000
 I0G  O13   C14  C2    110.79  3.000
 I0G  C14   C16  C22   122.88  3.000
 I0G  C14   C16  C17   119.10  3.000
 I0G  C22   C16  C17   117.99  3.000
 I0G  H18   C18  C19   120.46  3.000
 I0G  H18   C18  C17   119.71  3.000
 I0G  C19   C18  C17   119.83  3.000
 I0G  O20   C19  C18   122.86  3.000
 I0G  O20   C19  C21   117.91  3.000
 I0G  C18   C19  C21   119.23  3.000
 I0G  HO20  O20  C19   110.46  3.000
 I0G  H232  C23  H231  107.10  3.000
 I0G  H232  C23  C24   113.24  3.000
 I0G  H231  C23  C24   110.35  3.000
 I0G  H232  C23  C4    113.84  3.000
 I0G  H231  C23  C4    108.65  3.000
 I0G  C24   C23  C4    103.61  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
 I0G  CONST_01  C10  C8   C7   C6     0.00   0.0  0
 I0G  CONST_02  C10  C11  C12  C6     0.00   0.0  0
 I0G  CONST_03  C11  C12  C6   C7     0.00   0.0  0
 I0G  CONST_04  C11  C10  C8   C7     0.00   0.0  0
 I0G  CONST_05  C12  C6   C7   C8     0.00   0.0  0
 I0G  CONST_06  C12  C11  C10  C8     0.00   0.0  0
 I0G  CONST_07  C21  C22  C16  C17    0.00   0.0  0
 I0G  CONST_08  C21  C19  C18  C17    0.00   0.0  0
 I0G  CONST_09  C18  C19  C21  C22    0.00   0.0  0
 I0G  CONST_10  C18  C17  C16  C22    0.00   0.0  0
 I0G  CONST_11  C19  C18  C17  C16    0.00   0.0  0
 I0G  CONST_12  C19  C21  C22  C16    0.00   0.0  0
 I0G  CONST_13  C14  C16  C22  C21  180.00   0.0  0
 I0G  CONST_14  C18  C17  C16  C14  180.00   0.0  0
 I0G  CONST_15  O9   C8   C7   C6   180.00   0.0  0
 I0G  CONST_16  O20  C19  C18  C17  180.00   0.0  0
 I0G  CONST_17  O20  C19  C21  C22  180.00   0.0  0
 I0G  CONST_18  C11  C10  C8   O9   180.00   0.0  0
 I0G  CONST_19  H7   C7   C6   C4     0.00   0.0  0
 I0G  CONST_20  H11  C11  C12  C6   180.00   0.0  0
 I0G  CONST_21  H10  C10  C8   C7   180.00   0.0  0
 I0G  CONST_22  H22  C22  C16  C17  180.00   0.0  0
 I0G  CONST_23  H18  C18  C19  C21  180.00   0.0  0
 I0G  CONST_24  H17  C17  C16  C22  180.00   0.0  0
 I0G  CONST_25  H21  C21  C22  C16  180.00   0.0  0
 I0G  Var_01    C1   C24  C23  C4   -34.73  30.0  1
 I0G  Var_02    C23  C24  C1   C2    13.54  30.0  1

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
 I0G  chir_01  C4   C23  C6  C2   negativ
 I0G  chir_02  C2   C14  C1  C4   negativ
 I0G  chir_03  C14  O13  C2  C16  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
 I0G  plan-1  C17  0.020
 I0G  plan-1  C21  0.020
 I0G  plan-1  C22  0.020
 I0G  plan-1  C14  0.020
 I0G  plan-1  C16  0.020
 I0G  plan-1  C18  0.020
 I0G  plan-1  C19  0.020
 I0G  plan-1  O20  0.020
 I0G  plan-1  H21  0.020
 I0G  plan-1  H22  0.020
 I0G  plan-1  H18  0.020
 I0G  plan-1  H17  0.020
 I0G  plan-2  C4   0.020
 I0G  plan-2  C6   0.020
 I0G  plan-2  C7   0.020
 I0G  plan-2  C8   0.020
 I0G  plan-2  C10  0.020
 I0G  plan-2  O9   0.020
 I0G  plan-2  C11  0.020
 I0G  plan-2  C12  0.020
 I0G  plan-2  O13  0.020
 I0G  plan-2  H7   0.020
 I0G  plan-2  H10  0.020
 I0G  plan-2  H11  0.020

