# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 02:16:19 2020
#   Inital geometry file: a 143 line input string
#   Ligand name: (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-methyl-N-phenyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(c1ccccc1)[S](=O)(=O)[C@@H]2C[C@@H]3O[C@H]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5
#
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
 OB2  OB2  (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-N-methyl-N-phenyl-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide  ligand  55  32  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OB2
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
 OB2  C01  C  CR16  0  -0.305   3.9671  -1.0535  -0.0792
 OB2  C02  C  CR16  0  -0.320   5.0447  -1.4969  -0.8195
 OB2  C03  C  CR6   0   0.345   4.9296  -2.6438  -1.6066
 OB2  O01  O  OH1   0  -0.628   6.0072  -3.0292  -2.3146
 OB2  C04  C  CR16  0  -0.368   3.7248  -3.3397  -1.6226
 OB2  C05  C  CR16  0  -0.319   2.6533  -2.8878  -0.8682
 OB2  C06  C  CR6   0   0.030   2.7418  -1.7302  -0.0932
 OB2  C07  C  C     0   0.115   1.6088  -1.2834   0.7044
 OB2  C08  C  C     0   0.085   1.2292  -0.0626   1.1203
 OB2  C09  C  CR6   0   0.006   1.7059   1.2804   0.7991
 OB2  C10  C  CR16  0  -0.297   2.0788   1.6328  -0.4993
 OB2  C11  C  CR16  0  -0.367   2.5043   2.9139  -0.8034
 OB2  C12  C  CR6   0   0.348   2.5643   3.8849   0.1952
 OB2  O02  O  OH1   0  -0.627   2.9695   5.1456  -0.0406
 OB2  C13  C  CR16  0  -0.324   2.1832   3.5550   1.4945
 OB2  C14  C  CR16  0  -0.296   1.7547   2.2717   1.7824
 OB2  C15  C  CH1   0  -0.094  -0.0648  -0.3032   1.8809
 OB2  O03  O  O2    0  -0.449   0.1032  -1.5998   2.3981
 OB2  C16  C  CH1   0  -0.105   0.5009  -2.2108   1.1831
 OB2  C17  C  CH2   0  -0.435  -0.7365  -1.9488   0.2852
 OB2  C18  C  CH1   0  -0.446  -1.1149  -0.5343   0.7508
 OB2  S01  S  S     0   1.350  -2.7790  -0.4167   1.4038
 OB2  O04  O  OS    0  -0.657  -3.0029  -1.4531   2.4011
 OB2  O05  O  OS    0  -0.656  -2.9762   0.9723   1.8021
 OB2  N01  N  N     0  -0.660  -3.7131  -0.8121   0.0810
 OB2  C19  C  CH3   0  -0.524  -4.9117  -1.6216   0.3075
 OB2  C20  C  CR6   0   0.263  -3.7941   0.1820  -0.9416
 OB2  C21  C  CR16  0  -0.240  -4.6759   1.2540  -0.8385
 OB2  C22  C  CR16  0  -0.259  -4.7521   2.1833  -1.8649
 OB2  C23  C  CR16  0  -0.246  -3.9438   2.0535  -2.9881
 OB2  C24  C  CR16  0  -0.257  -3.0641   0.9849  -3.0890
 OB2  C25  C  CR16  0  -0.262  -2.9935   0.0458  -2.0686
 OB2  H1   H  HCR6  0   0.258   4.0868  -0.1721   0.5363
 OB2  H2   H  HCR6  0   0.266   5.9855  -0.9620  -0.7839
 OB2  H3   H  HOH1  0   0.476   5.8205  -3.8409  -2.7994
 OB2  H4   H  HCR6  0   0.274   3.6180  -4.2372  -2.2210
 OB2  H5   H  HCR6  0   0.256   1.7300  -3.4532  -0.9011
 OB2  H6   H  HCR6  0   0.259   2.0247   0.8974  -1.2917
 OB2  H7   H  HCR6  0   0.275   2.7798   3.1611  -1.8224
 OB2  H8   H  HOH1  0   0.476   3.2024   5.2582  -0.9691
 OB2  H9   H  HCR6  0   0.266   2.2218   4.3056   2.2737
 OB2  H10  H  HCR6  0   0.258   1.4662   2.0352   2.7993
 OB2  H11  H  HCH1  0   0.284  -0.3288   0.4227   2.6489
 OB2  H12  H  HCH1  0   0.266   0.7576  -3.2586   1.3288
 OB2  H13  H  HCH2  0   0.272  -0.5128  -1.9904  -0.7794
 OB2  H14  H  HCH2  0   0.279  -1.5184  -2.6815   0.4872
 OB2  H15  H  HCH1  0   0.333  -1.0458   0.2304  -0.0248
 OB2  H16  H  HCH3  0   0.240  -5.7122  -1.0770   0.8110
 OB2  H17  H  HCH3  0   0.264  -5.2709  -1.9456  -0.6664
 OB2  H18  H  HCH3  0   0.266  -4.6648  -2.5076   0.8848
 OB2  H19  H  HCR6  0   0.265  -5.3049   1.3603   0.0361
 OB2  H20  H  HCR6  0   0.265  -5.4398   3.0147  -1.7851
 OB2  H21  H  HCR6  0   0.264  -4.0040   2.7829  -3.7849
 OB2  H22  H  HCR6  0   0.264  -2.4372   0.8756  -3.9641
 OB2  H23  H  HCR6  0   0.271  -2.3225  -0.8005  -2.1481

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
 OB2  O01  C03  single    1.346  0.020  1.346
 OB2  C03  C02  aromatic  1.396  0.020  1.396
 OB2  C03  C04  aromatic  1.391  0.020  1.391
 OB2  C02  C01  aromatic  1.381  0.020  1.381
 OB2  C04  C05  aromatic  1.386  0.020  1.386
 OB2  C01  C06  aromatic  1.400  0.020  1.400
 OB2  C05  C06  aromatic  1.396  0.020  1.396
 OB2  C06  C07  single    1.456  0.020  1.456
 OB2  C07  C08  double    1.344  0.020  1.344
 OB2  C07  C16  single    1.522  0.020  1.522
 OB2  C13  C14  aromatic  1.383  0.020  1.383
 OB2  C13  C12  aromatic  1.394  0.020  1.394
 OB2  O02  C12  single    1.345  0.020  1.345
 OB2  C14  C09  aromatic  1.397  0.020  1.397
 OB2  C12  C11  aromatic  1.394  0.020  1.394
 OB2  C09  C08  single    1.461  0.020  1.461
 OB2  C09  C10  aromatic  1.396  0.020  1.396
 OB2  C11  C10  aromatic  1.384  0.020  1.384
 OB2  C08  C15  single    1.520  0.020  1.520
 OB2  C16  O03  single    1.417  0.020  1.417
 OB2  C16  C17  single    1.551  0.020  1.551
 OB2  O03  C15  single    1.406  0.020  1.406
 OB2  C15  C18  single    1.560  0.020  1.560
 OB2  C17  C18  single    1.536  0.020  1.536
 OB2  C18  S01  single    1.791  0.020  1.791
 OB2  S01  O04  double    1.456  0.020  1.456
 OB2  S01  N01  single    1.667  0.020  1.667
 OB2  S01  O05  double    1.458  0.020  1.458
 OB2  C19  N01  single    1.464  0.020  1.464
 OB2  N01  C20  single    1.428  0.020  1.428
 OB2  C21  C20  aromatic  1.392  0.020  1.392
 OB2  C21  C22  aromatic  1.387  0.020  1.387
 OB2  C20  C25  aromatic  1.389  0.020  1.389
 OB2  C22  C23  aromatic  1.390  0.020  1.390
 OB2  C25  C24  aromatic  1.389  0.020  1.389
 OB2  C23  C24  aromatic  1.388  0.020  1.388
 OB2  C01  H1   single    0.930  0.020  1.080
 OB2  C02  H2   single    0.930  0.020  1.080
 OB2  O01  H3   single    0.850  0.020  0.980
 OB2  C04  H4   single    0.930  0.020  1.080
 OB2  C05  H5   single    0.930  0.020  1.080
 OB2  C10  H6   single    0.930  0.020  1.080
 OB2  C11  H7   single    0.930  0.020  1.080
 OB2  O02  H8   single    0.850  0.020  0.980
 OB2  C13  H9   single    0.930  0.020  1.080
 OB2  C14  H10  single    0.930  0.020  1.080
 OB2  C15  H11  single    0.970  0.020  1.090
 OB2  C16  H12  single    0.970  0.020  1.090
 OB2  C17  H13  single    0.970  0.020  1.090
 OB2  C17  H14  single    0.970  0.020  1.090
 OB2  C18  H15  single    0.970  0.020  1.090
 OB2  C19  H16  single    0.970  0.020  1.090
 OB2  C19  H17  single    0.970  0.020  1.090
 OB2  C19  H18  single    0.970  0.020  1.090
 OB2  C21  H19  single    0.930  0.020  1.080
 OB2  C22  H20  single    0.930  0.020  1.080
 OB2  C23  H21  single    0.930  0.020  1.080
 OB2  C24  H22  single    0.930  0.020  1.080
 OB2  C25  H23  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
 OB2  H1   C01  C06  119.77  3.000
 OB2  H1   C01  C02  118.71  3.000
 OB2  C06  C01  C02  121.51  3.000
 OB2  H2   C02  C03  119.74  3.000
 OB2  H2   C02  C01  120.13  3.000
 OB2  C03  C02  C01  120.13  3.000
 OB2  C04  C03  O01  122.96  3.000
 OB2  C04  C03  C02  119.26  3.000
 OB2  O01  C03  C02  117.78  3.000
 OB2  H3   O01  C03  110.53  3.000
 OB2  H4   C04  C05  119.61  3.000
 OB2  H4   C04  C03  120.38  3.000
 OB2  C05  C04  C03  120.00  3.000
 OB2  H5   C05  C06  120.26  3.000
 OB2  H5   C05  C04  118.18  3.000
 OB2  C06  C05  C04  121.56  3.000
 OB2  C07  C06  C05  120.62  3.000
 OB2  C07  C06  C01  121.83  3.000
 OB2  C05  C06  C01  117.52  3.000
 OB2  C16  C07  C08  104.50  3.000
 OB2  C16  C07  C06  123.49  3.000
 OB2  C08  C07  C06  131.91  3.000
 OB2  C15  C08  C09  122.23  3.000
 OB2  C15  C08  C07  104.56  3.000
 OB2  C09  C08  C07  132.43  3.000
 OB2  C14  C09  C10  117.78  3.000
 OB2  C10  C09  C08  121.58  3.000
 OB2  C14  C09  C08  120.59  3.000
 OB2  H6   C10  C11  118.92  3.000
 OB2  H6   C10  C09  119.73  3.000
 OB2  C11  C10  C09  121.35  3.000
 OB2  H7   C11  C12  120.24  3.000
 OB2  H7   C11  C10  119.72  3.000
 OB2  C12  C11  C10  120.04  3.000
 OB2  C13  C12  O02  117.88  3.000
 OB2  O02  C12  C11  122.69  3.000
 OB2  C13  C12  C11  119.42  3.000
 OB2  H8   O02  C12  110.56  3.000
 OB2  H9   C13  C14  120.30  3.000
 OB2  H9   C13  C12  119.81  3.000
 OB2  C14  C13  C12  119.89  3.000
 OB2  H10  C14  C13  118.72  3.000
 OB2  H10  C14  C09  119.77  3.000
 OB2  C13  C14  C09  121.51  3.000
 OB2  H11  C15  C18  116.52  3.000
 OB2  H11  C15  O03  112.59  3.000
 OB2  C18  C15  O03  102.14  3.000
 OB2  H11  C15  C08  116.97  3.000
 OB2  C18  C15  C08  103.53  3.000
 OB2  O03  C15  C08  103.20  3.000
 OB2  C16  O03  C15   96.65  3.000
 OB2  H12  C16  C17  115.35  3.000
 OB2  H12  C16  O03  111.50  3.000
 OB2  C17  C16  O03  101.52  3.000
 OB2  H12  C16  C07  117.19  3.000
 OB2  C17  C16  C07  107.20  3.000
 OB2  O03  C16  C07  102.20  3.000
 OB2  H14  C17  H13  107.63  3.000
 OB2  H14  C17  C18  112.69  3.000
 OB2  H13  C17  C18  112.46  3.000
 OB2  H14  C17  C16  110.57  3.000
 OB2  H13  C17  C16  113.31  3.000
 OB2  C18  C17  C16  100.17  3.000
 OB2  H15  C18  S01  105.78  3.000
 OB2  H15  C18  C17  114.46  3.000
 OB2  S01  C18  C17  113.56  3.000
 OB2  H15  C18  C15  111.62  3.000
 OB2  S01  C18  C15  110.58  3.000
 OB2  C17  C18  C15  100.96  3.000
 OB2  N01  S01  O05  111.53  3.000
 OB2  O05  S01  O04  118.04  3.000
 OB2  N01  S01  O04  106.78  3.000
 OB2  O05  S01  C18  106.72  3.000
 OB2  N01  S01  C18  102.46  3.000
 OB2  O04  S01  C18  110.23  3.000
 OB2  C20  N01  C19  116.69  3.000
 OB2  C20  N01  S01  115.77  3.000
 OB2  C19  N01  S01  117.85  3.000
 OB2  H18  C19  H17  107.95  3.000
 OB2  H18  C19  H16  109.19  3.000
 OB2  H17  C19  H16  108.64  3.000
 OB2  H18  C19  N01  110.32  3.000
 OB2  H17  C19  N01  107.25  3.000
 OB2  H16  C19  N01  113.33  3.000
 OB2  C25  C20  C21  120.05  3.000
 OB2  C25  C20  N01  118.68  3.000
 OB2  C21  C20  N01  121.26  3.000
 OB2  H19  C21  C22  120.02  3.000
 OB2  H19  C21  C20  120.24  3.000
 OB2  C22  C21  C20  119.75  3.000
 OB2  H20  C22  C23  120.07  3.000
 OB2  H20  C22  C21  119.69  3.000
 OB2  C23  C22  C21  120.24  3.000
 OB2  H21  C23  C24  120.05  3.000
 OB2  H21  C23  C22  119.99  3.000
 OB2  C24  C23  C22  119.96  3.000
 OB2  H22  C24  C25  119.77  3.000
 OB2  H22  C24  C23  120.26  3.000
 OB2  C25  C24  C23  119.97  3.000
 OB2  H23  C25  C24  120.41  3.000
 OB2  H23  C25  C20  119.55  3.000
 OB2  C24  C25  C20  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
 OB2  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 OB2  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 OB2  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 OB2  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 OB2  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 OB2  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 OB2  CONST_07  C12  C13  C14  C09     0.00   0.0  0
 OB2  CONST_08  C12  C11  C10  C09     0.00   0.0  0
 OB2  CONST_09  C13  C14  C09  C10     0.00   0.0  0
 OB2  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 OB2  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 OB2  CONST_12  C14  C09  C10  C11     0.00   0.0  0
 OB2  CONST_13  C23  C22  C21  C20     0.00   0.0  0
 OB2  CONST_14  C23  C24  C25  C20     0.00   0.0  0
 OB2  CONST_15  C24  C25  C20  C21     0.00   0.0  0
 OB2  CONST_16  C24  C23  C22  C21     0.00   0.0  0
 OB2  CONST_17  C25  C20  C21  C22     0.00   0.0  0
 OB2  CONST_18  C25  C24  C23  C22     0.00   0.0  0
 OB2  CONST_19  C07  C06  C01  C02   180.00   0.0  0
 OB2  CONST_20  C07  C06  C05  C04   180.00   0.0  0
 OB2  CONST_21  C13  C14  C09  C08   180.00   0.0  0
 OB2  CONST_22  C11  C10  C09  C08   180.00   0.0  0
 OB2  CONST_23  O01  C03  C02  C01   180.00   0.0  0
 OB2  CONST_24  C05  C04  C03  O01   180.00   0.0  0
 OB2  CONST_25  O02  C12  C11  C10   180.00   0.0  0
 OB2  CONST_26  C14  C13  C12  O02   180.00   0.0  0
 OB2  CONST_27  C22  C21  C20  N01   180.00   0.0  0
 OB2  CONST_28  C24  C25  C20  N01   180.00   0.0  0
 OB2  CONST_29  H5   C05  C06  C01   180.00   0.0  0
 OB2  CONST_30  H4   C04  C03  C02   180.00   0.0  0
 OB2  CONST_31  H1   C01  C02  C03   180.00   0.0  0
 OB2  CONST_32  H2   C02  C03  C04   180.00   0.0  0
 OB2  CONST_33  H10  C14  C09  C08     0.00   0.0  0
 OB2  CONST_34  H6   C10  C09  C08     0.00   0.0  0
 OB2  CONST_35  H9   C13  C14  C09   180.00   0.0  0
 OB2  CONST_36  H7   C11  C10  C09   180.00   0.0  0
 OB2  CONST_37  H20  C22  C21  C20   180.00   0.0  0
 OB2  CONST_38  H22  C24  C25  C20   180.00   0.0  0
 OB2  CONST_39  H23  C25  C20  C21   180.00   0.0  0
 OB2  CONST_40  H21  C23  C22  C21   180.00   0.0  0
 OB2  CONST_41  H19  C21  C22  C23   180.00   0.0  0
 OB2  Var_01    C08  C07  C06  C01    30.08  30.0  2
 OB2  Var_02    C09  C08  C07  C06     8.81  30.0  1
 OB2  Var_03    C14  C09  C08  C07  -143.20  30.0  2
 OB2  Var_04    C20  N01  S01  C18   -73.05  30.0  3
 OB2  Var_05    H16  C19  N01  C20   -73.25  30.0  3

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
 OB2  chir_01  C15  C08  O03  C18  positiv
 OB2  chir_02  C16  O03  C17  C07  negativ
 OB2  chir_03  C18  S01  C17  C15  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
 OB2  plan-1  C01  0.020
 OB2  plan-1  C02  0.020
 OB2  plan-1  C03  0.020
 OB2  plan-1  O01  0.020
 OB2  plan-1  C04  0.020
 OB2  plan-1  C05  0.020
 OB2  plan-1  C06  0.020
 OB2  plan-1  C07  0.020
 OB2  plan-1  H1   0.020
 OB2  plan-1  H2   0.020
 OB2  plan-1  H4   0.020
 OB2  plan-1  H5   0.020
 OB2  plan-2  C08  0.020
 OB2  plan-2  C09  0.020
 OB2  plan-2  C10  0.020
 OB2  plan-2  C11  0.020
 OB2  plan-2  C12  0.020
 OB2  plan-2  O02  0.020
 OB2  plan-2  C13  0.020
 OB2  plan-2  C14  0.020
 OB2  plan-2  H6   0.020
 OB2  plan-2  H7   0.020
 OB2  plan-2  H9   0.020
 OB2  plan-2  H10  0.020
 OB2  plan-3  N01  0.020
 OB2  plan-3  C20  0.020
 OB2  plan-3  C21  0.020
 OB2  plan-3  C22  0.020
 OB2  plan-3  C23  0.020
 OB2  plan-3  C24  0.020
 OB2  plan-3  C25  0.020
 OB2  plan-3  H19  0.020
 OB2  plan-3  H20  0.020
 OB2  plan-3  H21  0.020
 OB2  plan-3  H22  0.020
 OB2  plan-3  H23  0.020
 OB2  plan-4  S01  0.020
 OB2  plan-4  N01  0.020
 OB2  plan-4  C19  0.020
 OB2  plan-4  C20  0.020

