# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 15:05:16 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: 4,4'-{[(3S)-3-(4-hydroxyphenyl)cyclohexylidene]methanediyl}diphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)[C@H]2CCCC(C2)=C(c3ccc(O)cc3)c4ccc(O)cc4
#
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
 5KE  5KE  4,4'-{[(3S)-3-(4-hydroxyphenyl)cyclohexylidene]methanediyl}diphenol  ligand  52  28  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_5KE
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
 5KE  O01  O  OH1   0  -0.613   0.4939  -5.5375  -0.1716
 5KE  C02  C  CR6   0   0.353   0.6730  -4.2100  -0.0090
 5KE  C03  C  CR16  0  -0.299   1.2503  -3.5029  -1.0616
 5KE  C04  C  CR16  0  -0.257   1.4663  -2.1431  -0.9439
 5KE  C05  C  CR6   0   0.016   1.1020  -1.4395   0.2057
 5KE  C06  C  C     0  -0.022   1.3768   0.0147   0.3147
 5KE  C07  C  CR6   0   0.013   2.7972   0.3765   0.0805
 5KE  C08  C  CR16  0  -0.258   3.8122  -0.2173   0.8328
 5KE  C09  C  CR16  0  -0.300   5.1448   0.0814   0.6172
 5KE  C10  C  CR6   0   0.349   5.5031   0.9791  -0.3863
 5KE  O11  O  OH1   0  -0.615   6.8174   1.2294  -0.5652
 5KE  C12  C  CR16  0  -0.346   4.5091   1.5666  -1.1599
 5KE  C13  C  CR16  0  -0.265   3.1761   1.2629  -0.9236
 5KE  C14  C  C     0   0.115   0.4278   0.9215   0.6034
 5KE  C15  C  CH2   0  -0.493   0.7010   2.3795   0.8484
 5KE  C16  C  CH2   0  -0.418  -0.0816   3.2658  -0.1202
 5KE  C17  C  CH2   0  -0.397  -1.5708   2.9518  -0.0763
 5KE  C18  C  CH1   0  -0.329  -1.8285   1.4636  -0.3257
 5KE  C19  C  CR6   0   0.191  -3.2962   1.1248  -0.3181
 5KE  C20  C  CR16  0  -0.290  -4.0942   1.3268   0.8051
 5KE  C21  C  CR16  0  -0.350  -5.4480   1.0239   0.8002
 5KE  C22  C  CR6   0   0.325  -6.0408   0.5048  -0.3459
 5KE  O23  O  OH1   0  -0.636  -7.3602   0.1954  -0.4144
 5KE  C24  C  CR16  0  -0.306  -5.2625   0.2883  -1.4762
 5KE  C25  C  CR16  0  -0.308  -3.9108   0.5970  -1.4499
 5KE  C26  C  CH2   0  -0.472  -1.0388   0.5946   0.6725
 5KE  C27  C  CR16  0  -0.260   0.5353  -2.1640   1.2498
 5KE  C28  C  CR16  0  -0.349   0.3184  -3.5311   1.1511
 5KE  H1   H  HOH1  0   0.445   0.1174  -5.9297   0.6203
 5KE  H2   H  HCR6  0   0.244   1.5341  -4.0252  -1.9661
 5KE  H3   H  HCR6  0   0.234   1.9261  -1.6147  -1.7698
 5KE  H5   H  HCR6  0   0.233   3.5578  -0.9252   1.6122
 5KE  H6   H  HCR6  0   0.244   5.9128  -0.3813   1.2234
 5KE  H7   H  HOH1  0   0.445   6.9435   1.8615  -1.2776
 5KE  H8   H  HCR6  0   0.235   4.7619   2.2528  -1.9604
 5KE  H9   H  HCR6  0   0.236   2.4205   1.7194  -1.5503
 5KE  H11  H  HCH2  0   0.225   0.3720   2.6148   1.8687
 5KE  H12  H  HCH2  0   0.252   1.7637   2.6114   0.8089
 5KE  H13  H  HCH2  0   0.234   0.0867   4.3169   0.1208
 5KE  H14  H  HCH2  0   0.211   0.2922   3.1152  -1.1378
 5KE  H15  H  HCH2  0   0.204  -1.9720   3.2379   0.9025
 5KE  H16  H  HCH2  0   0.235  -2.1065   3.5497  -0.8167
 5KE  H17  H  HCH1  0   0.234  -1.4427   1.2274  -1.3246
 5KE  H18  H  HCR6  0   0.234  -3.6674   1.7313   1.7141
 5KE  H19  H  HCR6  0   0.241  -6.0344   1.1961   1.6962
 5KE  H20  H  HOH1  0   0.448  -7.7921   0.4101   0.4171
 5KE  H21  H  HCR6  0   0.239  -5.7130  -0.1151  -2.3746
 5KE  H22  H  HCR6  0   0.228  -3.3166   0.4223  -2.3392
 5KE  H23  H  HCH2  0   0.259  -1.2328  -0.4561   0.4612
 5KE  H24  H  HCH2  0   0.210  -1.4098   0.7929   1.6860
 5KE  H25  H  HCR6  0   0.229   0.2676  -1.6549   2.1673
 5KE  H26  H  HCR6  0   0.222  -0.1198  -4.0617   1.9893

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
 5KE  C21  C20  aromatic  1.387  0.020  1.387
 5KE  C21  C22  aromatic  1.391  0.020  1.391
 5KE  C20  C19  aromatic  1.393  0.020  1.393
 5KE  O23  C22  single    1.357  0.020  1.357
 5KE  C22  C24  aromatic  1.389  0.020  1.389
 5KE  C17  C18  single    1.531  0.020  1.531
 5KE  C17  C16  single    1.523  0.020  1.523
 5KE  C19  C18  single    1.506  0.020  1.506
 5KE  C19  C25  aromatic  1.392  0.020  1.392
 5KE  C26  C18  single    1.541  0.020  1.541
 5KE  C26  C14  single    1.504  0.020  1.504
 5KE  C15  C16  single    1.528  0.020  1.528
 5KE  C15  C14  single    1.503  0.020  1.503
 5KE  C24  C25  aromatic  1.387  0.020  1.387
 5KE  C14  C06  double    1.344  0.020  1.344
 5KE  C13  C12  aromatic  1.388  0.020  1.388
 5KE  C13  C07  aromatic  1.392  0.020  1.392
 5KE  C12  C10  aromatic  1.390  0.020  1.390
 5KE  C06  C07  single    1.484  0.020  1.484
 5KE  C06  C05  single    1.484  0.020  1.484
 5KE  C04  C05  aromatic  1.396  0.020  1.396
 5KE  C04  C03  aromatic  1.382  0.020  1.382
 5KE  C07  C08  aromatic  1.396  0.020  1.396
 5KE  C05  C27  aromatic  1.392  0.020  1.392
 5KE  C03  C02  aromatic  1.393  0.020  1.393
 5KE  C10  O11  single    1.350  0.020  1.350
 5KE  C10  C09  aromatic  1.393  0.020  1.393
 5KE  C27  C28  aromatic  1.388  0.020  1.388
 5KE  C02  C28  aromatic  1.390  0.020  1.390
 5KE  C02  O01  single    1.349  0.020  1.349
 5KE  C08  C09  aromatic  1.383  0.020  1.383
 5KE  O01  H1   single    0.850  0.020  0.980
 5KE  C03  H2   single    0.930  0.020  1.080
 5KE  C04  H3   single    0.930  0.020  1.080
 5KE  C08  H5   single    0.930  0.020  1.080
 5KE  C09  H6   single    0.930  0.020  1.080
 5KE  O11  H7   single    0.850  0.020  0.980
 5KE  C12  H8   single    0.930  0.020  1.080
 5KE  C13  H9   single    0.930  0.020  1.080
 5KE  C15  H11  single    0.970  0.020  1.090
 5KE  C15  H12  single    0.970  0.020  1.090
 5KE  C16  H13  single    0.970  0.020  1.090
 5KE  C16  H14  single    0.970  0.020  1.090
 5KE  C17  H15  single    0.970  0.020  1.090
 5KE  C17  H16  single    0.970  0.020  1.090
 5KE  C18  H17  single    0.970  0.020  1.090
 5KE  C20  H18  single    0.930  0.020  1.080
 5KE  C21  H19  single    0.930  0.020  1.080
 5KE  O23  H20  single    0.850  0.020  0.980
 5KE  C24  H21  single    0.930  0.020  1.080
 5KE  C25  H22  single    0.930  0.020  1.080
 5KE  C26  H23  single    0.970  0.020  1.090
 5KE  C26  H24  single    0.970  0.020  1.090
 5KE  C27  H25  single    0.930  0.020  1.080
 5KE  C28  H26  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
 5KE  H1   O01  C02  110.76  3.000
 5KE  C28  C02  C03  119.23  3.000
 5KE  C28  C02  O01  123.18  3.000
 5KE  C03  C02  O01  117.60  3.000
 5KE  H2   C03  C04  120.34  3.000
 5KE  H2   C03  C02  119.67  3.000
 5KE  C04  C03  C02  119.99  3.000
 5KE  H3   C04  C05  119.53  3.000
 5KE  H3   C04  C03  118.79  3.000
 5KE  C05  C04  C03  121.68  3.000
 5KE  C27  C05  C06  122.04  3.000
 5KE  C27  C05  C04  117.50  3.000
 5KE  C06  C05  C04  120.40  3.000
 5KE  C14  C06  C07  123.04  3.000
 5KE  C07  C06  C05  113.86  3.000
 5KE  C14  C06  C05  123.10  3.000
 5KE  C13  C07  C08  117.50  3.000
 5KE  C08  C07  C06  120.47  3.000
 5KE  C13  C07  C06  121.97  3.000
 5KE  H5   C08  C09  118.67  3.000
 5KE  H5   C08  C07  119.67  3.000
 5KE  C09  C08  C07  121.66  3.000
 5KE  H6   C09  C10  119.76  3.000
 5KE  H6   C09  C08  120.28  3.000
 5KE  C10  C09  C08  119.96  3.000
 5KE  C12  C10  O11  122.97  3.000
 5KE  O11  C10  C09  117.73  3.000
 5KE  C12  C10  C09  119.30  3.000
 5KE  H7   O11  C10  110.37  3.000
 5KE  H8   C12  C13  119.23  3.000
 5KE  H8   C12  C10  120.79  3.000
 5KE  C13  C12  C10  119.98  3.000
 5KE  H9   C13  C12  118.66  3.000
 5KE  H9   C13  C07  119.75  3.000
 5KE  C12  C13  C07  121.59  3.000
 5KE  C26  C14  C15  112.37  3.000
 5KE  C15  C14  C06  124.12  3.000
 5KE  C26  C14  C06  123.48  3.000
 5KE  H12  C15  H11  106.30  3.000
 5KE  H12  C15  C16  110.70  3.000
 5KE  H11  C15  C16  108.14  3.000
 5KE  H12  C15  C14  112.22  3.000
 5KE  H11  C15  C14  107.75  3.000
 5KE  C16  C15  C14  111.47  3.000
 5KE  H14  C16  H13  106.56  3.000
 5KE  H14  C16  C17  109.42  3.000
 5KE  H13  C16  C17  110.06  3.000
 5KE  H14  C16  C15  109.55  3.000
 5KE  H13  C16  C15  109.85  3.000
 5KE  C17  C16  C15  111.28  3.000
 5KE  H16  C17  H15  106.44  3.000
 5KE  H16  C17  C18  109.83  3.000
 5KE  H15  C17  C18  109.74  3.000
 5KE  H16  C17  C16  110.32  3.000
 5KE  H15  C17  C16  109.27  3.000
 5KE  C18  C17  C16  111.13  3.000
 5KE  H17  C18  C26  106.76  3.000
 5KE  H17  C18  C19  107.39  3.000
 5KE  C26  C18  C19  111.66  3.000
 5KE  H17  C18  C17  107.37  3.000
 5KE  C26  C18  C17  110.88  3.000
 5KE  C19  C18  C17  112.45  3.000
 5KE  C25  C19  C20  117.24  3.000
 5KE  C25  C19  C18  120.76  3.000
 5KE  C20  C19  C18  121.99  3.000
 5KE  H18  C20  C21  117.99  3.000
 5KE  H18  C20  C19  120.37  3.000
 5KE  C21  C20  C19  121.65  3.000
 5KE  H19  C21  C22  120.63  3.000
 5KE  H19  C21  C20  119.34  3.000
 5KE  C22  C21  C20  120.03  3.000
 5KE  C24  C22  O23  117.91  3.000
 5KE  C24  C22  C21  119.32  3.000
 5KE  O23  C22  C21  122.77  3.000
 5KE  H20  O23  C22  110.01  3.000
 5KE  H21  C24  C25  120.27  3.000
 5KE  H21  C24  C22  119.99  3.000
 5KE  C25  C24  C22  119.73  3.000
 5KE  H22  C25  C24  118.88  3.000
 5KE  H22  C25  C19  119.09  3.000
 5KE  C24  C25  C19  122.02  3.000
 5KE  H24  C26  H23  107.06  3.000
 5KE  H24  C26  C18  108.85  3.000
 5KE  H23  C26  C18  109.09  3.000
 5KE  H24  C26  C14  109.44  3.000
 5KE  H23  C26  C14  111.99  3.000
 5KE  C18  C26  C14  110.32  3.000
 5KE  H25  C27  C28  119.00  3.000
 5KE  H25  C27  C05  119.45  3.000
 5KE  C28  C27  C05  121.55  3.000
 5KE  H26  C28  C27  119.35  3.000
 5KE  H26  C28  C02  120.60  3.000
 5KE  C27  C28  C02  120.04  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
 5KE  CONST_01  C05  C04  C03  C02    0.00   0.0  0
 5KE  CONST_02  C05  C27  C28  C02    0.00   0.0  0
 5KE  CONST_03  C27  C05  C04  C03    0.00   0.0  0
 5KE  CONST_04  C27  C28  C02  C03    0.00   0.0  0
 5KE  CONST_05  C28  C27  C05  C04    0.00   0.0  0
 5KE  CONST_06  C28  C02  C03  C04    0.00   0.0  0
 5KE  CONST_07  C10  C12  C13  C07    0.00   0.0  0
 5KE  CONST_08  C10  C09  C08  C07    0.00   0.0  0
 5KE  CONST_09  C12  C13  C07  C08    0.00   0.0  0
 5KE  CONST_10  C12  C10  C09  C08    0.00   0.0  0
 5KE  CONST_11  C13  C12  C10  C09    0.00   0.0  0
 5KE  CONST_12  C13  C07  C08  C09    0.00   0.0  0
 5KE  CONST_13  C22  C21  C20  C19    0.00   0.0  0
 5KE  CONST_14  C22  C24  C25  C19    0.00   0.0  0
 5KE  CONST_15  C24  C22  C21  C20    0.00   0.0  0
 5KE  CONST_16  C24  C25  C19  C20    0.00   0.0  0
 5KE  CONST_17  C25  C19  C20  C21    0.00   0.0  0
 5KE  CONST_18  C25  C24  C22  C21    0.00   0.0  0
 5KE  CONST_19  C21  C20  C19  C18  180.00   0.0  0
 5KE  CONST_20  C24  C25  C19  C18  180.00   0.0  0
 5KE  CONST_21  C04  C03  C02  O01  180.00   0.0  0
 5KE  CONST_22  C27  C28  C02  O01  180.00   0.0  0
 5KE  CONST_23  C06  C05  C04  C03  180.00   0.0  0
 5KE  CONST_24  C12  C13  C07  C06  180.00   0.0  0
 5KE  CONST_25  C09  C08  C07  C06  180.00   0.0  0
 5KE  CONST_26  C28  C27  C05  C06  180.00   0.0  0
 5KE  CONST_27  O11  C10  C09  C08  180.00   0.0  0
 5KE  CONST_28  C13  C12  C10  O11  180.00   0.0  0
 5KE  CONST_29  O23  C22  C21  C20  180.00   0.0  0
 5KE  CONST_30  C25  C24  C22  O23  180.00   0.0  0
 5KE  CONST_31  H3   C04  C03  C02  180.00   0.0  0
 5KE  CONST_32  H25  C27  C28  C02  180.00   0.0  0
 5KE  CONST_33  H26  C28  C02  C03  180.00   0.0  0
 5KE  CONST_34  H2   C03  C04  C05  180.00   0.0  0
 5KE  CONST_35  H8   C12  C13  C07  180.00   0.0  0
 5KE  CONST_36  H6   C09  C08  C07  180.00   0.0  0
 5KE  CONST_37  H9   C13  C07  C08  180.00   0.0  0
 5KE  CONST_38  H5   C08  C09  C10  180.00   0.0  0
 5KE  CONST_39  H18  C20  C19  C18    0.00   0.0  0
 5KE  CONST_40  H22  C25  C19  C18    0.00   0.0  0
 5KE  CONST_41  H19  C21  C20  C19  180.00   0.0  0
 5KE  CONST_42  H21  C24  C25  C19  180.00   0.0  0
 5KE  Var_01    C17  C16  C15  C14   54.31  30.0  1
 5KE  Var_02    C18  C17  C16  C15  -54.47  30.0  1
 5KE  Var_03    C18  C26  C14  C15   56.37  30.0  1
 5KE  Var_04    C26  C14  C15  C16  -55.83  30.0  1
 5KE  Var_05    C14  C06  C05  C04  126.01  30.0  2
 5KE  Var_06    C13  C07  C06  C05  121.67  30.0  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
 5KE  chir_01  C18  C17  C19  C26  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
 5KE  plan-1  O01  0.020
 5KE  plan-1  C02  0.020
 5KE  plan-1  C03  0.020
 5KE  plan-1  C04  0.020
 5KE  plan-1  C05  0.020
 5KE  plan-1  C06  0.020
 5KE  plan-1  C27  0.020
 5KE  plan-1  C28  0.020
 5KE  plan-1  H2   0.020
 5KE  plan-1  H3   0.020
 5KE  plan-1  H25  0.020
 5KE  plan-1  H26  0.020
 5KE  plan-2  C06  0.020
 5KE  plan-2  C07  0.020
 5KE  plan-2  C08  0.020
 5KE  plan-2  C09  0.020
 5KE  plan-2  C10  0.020
 5KE  plan-2  O11  0.020
 5KE  plan-2  C12  0.020
 5KE  plan-2  C13  0.020
 5KE  plan-2  H5   0.020
 5KE  plan-2  H6   0.020
 5KE  plan-2  H8   0.020
 5KE  plan-2  H9   0.020
 5KE  plan-3  C18  0.020
 5KE  plan-3  C19  0.020
 5KE  plan-3  C20  0.020
 5KE  plan-3  C21  0.020
 5KE  plan-3  C22  0.020
 5KE  plan-3  O23  0.020
 5KE  plan-3  C24  0.020
 5KE  plan-3  C25  0.020
 5KE  plan-3  H18  0.020
 5KE  plan-3  H19  0.020
 5KE  plan-3  H21  0.020
 5KE  plan-3  H22  0.020

