# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 16:35:23 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: (7S,8S,9R)-7,8,9,10-tetrahydrobenzo[pqr]tetraphene-7,8,9-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1Cc2c(cc3ccc4cccc5ccc2c3c45)[C@H](O)[C@H]1O
#
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
 BPA  BPA  (7S,8S,9R)-7,8,9,10-tetrahydrobenzo[pqr]tetraphene-7,8,9-triol  ligand  39  23  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BPA
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
 BPA  C10   C  CH2   0  -0.614   1.6105   0.0234  -2.1406
 BPA  C9    C  CH1   0   0.049   1.1802   0.3726  -3.5611
 BPA  C8    C  CH1   0   0.057  -0.1096  -0.3499  -3.8886
 BPA  C7    C  CH1   0  -0.056  -1.2072   0.1994  -2.9831
 BPA  C6A   C  CR6   0  -0.106  -0.8321   0.1201  -1.5166
 BPA  C6    C  CR16  0  -0.407  -1.8464   0.1297  -0.5658
 BPA  C5A   C  CR66  0   0.083  -1.5686   0.0956   0.7952
 BPA  C5    C  CR16  0  -0.376  -2.6076   0.1157   1.7831
 BPA  C4    C  CR16  0  -0.276  -2.3190   0.0757   3.1025
 BPA  C3A   C  CR66  0   0.103  -0.9627   0.0060   3.5610
 BPA  C3    C  CR16  0  -0.384  -0.6434  -0.0409   4.9180
 BPA  C2    C  CR16  0  -0.178   0.6789  -0.1127   5.3329
 BPA  C1    C  CR16  0  -0.392   1.7069  -0.1410   4.4044
 BPA  C2A   C  CR66  0   0.179   1.4279  -0.0947   3.0365
 BPA  C2B   C  C     0  -0.042   0.0827  -0.0181   2.6042
 BPA  C2C   C  C     0   0.392  -0.2191   0.0320   1.2158
 BPA  C12   C  CR16  0  -0.321   2.4586  -0.1270   2.0461
 BPA  C11   C  CR16  0  -0.354   2.1689  -0.0763   0.7253
 BPA  C1B   C  CR66  0  -0.005   0.8175   0.0145   0.2519
 BPA  C1A   C  CR6   0   0.135   0.5043   0.0707  -1.1200
 BPA  O9    O  OH1   0  -0.566   2.1640  -0.0077  -4.4924
 BPA  O8    O  OH1   0  -0.659  -0.4280  -0.1424  -5.2389
 BPA  O7    O  OH1   0  -0.656  -2.3930  -0.5143  -3.2613
 BPA  H101  H  HCH2  0   0.245   2.0406  -0.9848  -2.1525
 BPA  H102  H  HCH2  0   0.240   2.4224   0.6969  -1.8528
 BPA  H9    H  HCH1  0   0.121   0.9915   1.4559  -3.6219
 BPA  H8    H  HCH1  0   0.220   0.0202  -1.4239  -3.6709
 BPA  H7    H  HCH1  0   0.216  -1.3408   1.2598  -3.2388
 BPA  H6    H  HCR6  0   0.246  -2.8819   0.1668  -0.8824
 BPA  H5    H  HCR6  0   0.241  -3.6373   0.1662   1.4502
 BPA  H4    H  HCR6  0   0.264  -3.1132   0.0934   3.8387
 BPA  H3    H  HCR6  0   0.243  -1.4401  -0.0221   5.6514
 BPA  H2    H  HCR6  0   0.265   0.9070  -0.1486   6.3901
 BPA  H1    H  HCR6  0   0.246   2.7365  -0.2008   4.7362
 BPA  H12   H  HCR6  0   0.249   3.4896  -0.1958   2.3713
 BPA  H11   H  HCR6  0   0.245   2.9821  -0.1108   0.0143
 BPA  HO9   H  HOH1  0   0.471   2.9670   0.4843  -4.2934
 BPA  HO8   H  HOH1  0   0.439  -1.3056  -0.5115  -5.3892
 BPA  HO7   H  HOH1  0   0.444  -3.1258   0.1036  -3.3231

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
 BPA  C10  C9    single    1.525  0.020  1.525
 BPA  C10  C1A   single    1.506  0.020  1.506
 BPA  C10  H101  single    0.970  0.020  1.090
 BPA  C10  H102  single    0.970  0.020  1.090
 BPA  C9   C8    single    1.514  0.020  1.514
 BPA  C9   O9    single    1.407  0.020  1.407
 BPA  C9   H9    single    0.970  0.020  1.090
 BPA  C8   C7    single    1.525  0.020  1.525
 BPA  C8   O8    single    1.403  0.020  1.403
 BPA  C8   H8    single    0.970  0.020  1.090
 BPA  C7   C6A   single    1.516  0.020  1.516
 BPA  C7   O7    single    1.412  0.020  1.412
 BPA  C7   H7    single    0.970  0.020  1.090
 BPA  C6A  C6    aromatic  1.390  0.020  1.390
 BPA  C6A  C1A   aromatic  1.395  0.020  1.395
 BPA  C6   C5A   aromatic  1.389  0.020  1.389
 BPA  C6   H6    single    0.930  0.020  1.080
 BPA  C5A  C5    aromatic  1.434  0.020  1.434
 BPA  C5A  C2C   aromatic  1.415  0.020  1.415
 BPA  C5   C4    aromatic  1.351  0.020  1.351
 BPA  C5   H5    single    0.930  0.020  1.080
 BPA  C4   C3A   aromatic  1.433  0.020  1.433
 BPA  C4   H4    single    0.930  0.020  1.080
 BPA  C3A  C3    aromatic  1.395  0.020  1.395
 BPA  C3A  C2B   aromatic  1.417  0.020  1.417
 BPA  C3   C2    aromatic  1.388  0.020  1.388
 BPA  C3   H3    single    0.930  0.020  1.080
 BPA  C2   C1    aromatic  1.386  0.020  1.386
 BPA  C2   H2    single    0.930  0.020  1.080
 BPA  C1   C2A   aromatic  1.397  0.020  1.397
 BPA  C1   H1    single    0.930  0.020  1.080
 BPA  C2A  C2B   aromatic  1.415  0.020  1.415
 BPA  C2A  C12   aromatic  1.430  0.020  1.430
 BPA  C2B  C2C   aromatic  1.422  0.020  1.422
 BPA  C2C  C1B   aromatic  1.416  0.020  1.416
 BPA  C12  C11   aromatic  1.353  0.020  1.353
 BPA  C12  H12   single    0.930  0.020  1.080
 BPA  C11  C1B   aromatic  1.435  0.020  1.435
 BPA  C11  H11   single    0.930  0.020  1.080
 BPA  C1B  C1A   aromatic  1.408  0.020  1.408
 BPA  O9   HO9   single    0.850  0.020  0.980
 BPA  O8   HO8   single    0.850  0.020  0.980
 BPA  O7   HO7   single    0.850  0.020  0.980

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
 BPA  H102  C10  H101  106.14  3.000
 BPA  H102  C10  C1A   110.35  3.000
 BPA  H101  C10  C1A   108.93  3.000
 BPA  H102  C10  C9    108.29  3.000
 BPA  H101  C10  C9    108.13  3.000
 BPA  C1A   C10  C9    114.64  3.000
 BPA  H9    C9   O9    110.43  3.000
 BPA  H9    C9   C8    108.15  3.000
 BPA  O9    C9   C8    108.87  3.000
 BPA  H9    C9   C10   108.97  3.000
 BPA  O9    C9   C10   110.94  3.000
 BPA  C8    C9   C10   109.43  3.000
 BPA  H8    C8   O8    111.13  3.000
 BPA  H8    C8   C7    108.54  3.000
 BPA  O8    C8   C7    110.78  3.000
 BPA  H8    C8   C9    108.76  3.000
 BPA  O8    C8   C9    109.33  3.000
 BPA  C7    C8   C9    108.22  3.000
 BPA  H7    C7   O7    109.87  3.000
 BPA  H7    C7   C6A   107.80  3.000
 BPA  O7    C7   C6A   111.84  3.000
 BPA  H7    C7   C8    107.27  3.000
 BPA  O7    C7   C8    107.79  3.000
 BPA  C6A   C7   C8    112.18  3.000
 BPA  C1A   C6A  C6    120.32  3.000
 BPA  C1A   C6A  C7    120.93  3.000
 BPA  C6    C6A  C7    118.74  3.000
 BPA  H6    C6   C5A   118.57  3.000
 BPA  H6    C6   C6A   119.85  3.000
 BPA  C5A   C6   C6A   121.59  3.000
 BPA  C2C   C5A  C5    119.14  3.000
 BPA  C2C   C5A  C6    118.88  3.000
 BPA  C5    C5A  C6    121.98  3.000
 BPA  H5    C5   C4    120.30  3.000
 BPA  H5    C5   C5A   118.53  3.000
 BPA  C4    C5   C5A   121.17  3.000
 BPA  H4    C4   C3A   118.51  3.000
 BPA  H4    C4   C5    120.44  3.000
 BPA  C3A   C4   C5    121.06  3.000
 BPA  C2B   C3A  C3    119.17  3.000
 BPA  C2B   C3A  C4    118.87  3.000
 BPA  C3    C3A  C4    121.96  3.000
 BPA  H3    C3   C2    119.96  3.000
 BPA  H3    C3   C3A   119.33  3.000
 BPA  C2    C3   C3A   120.71  3.000
 BPA  H2    C2   C1    119.84  3.000
 BPA  H2    C2   C3    119.65  3.000
 BPA  C1    C2   C3    120.51  3.000
 BPA  H1    C1   C2A   119.44  3.000
 BPA  H1    C1   C2    120.07  3.000
 BPA  C2A   C1   C2    120.49  3.000
 BPA  C12   C2A  C2B   118.35  3.000
 BPA  C12   C2A  C1    122.25  3.000
 BPA  C2B   C2A  C1    119.40  3.000
 BPA  C2C   C2B  C2A   120.14  3.000
 BPA  C2C   C2B  C3A   120.14  3.000
 BPA  C2A   C2B  C3A   119.72  3.000
 BPA  C1B   C2C  C2B   120.60  3.000
 BPA  C1B   C2C  C5A   119.77  3.000
 BPA  C2B   C2C  C5A   119.63  3.000
 BPA  H12   C12  C11   119.94  3.000
 BPA  H12   C12  C2A   118.66  3.000
 BPA  C11   C12  C2A   121.40  3.000
 BPA  H11   C11  C1B   119.58  3.000
 BPA  H11   C11  C12   118.68  3.000
 BPA  C1B   C11  C12   121.74  3.000
 BPA  C1A   C1B  C11   122.23  3.000
 BPA  C1A   C1B  C2C   120.00  3.000
 BPA  C11   C1B  C2C   117.76  3.000
 BPA  C1B   C1A  C6A   119.44  3.000
 BPA  C1B   C1A  C10   119.71  3.000
 BPA  C6A   C1A  C10   120.81  3.000
 BPA  HO9   O9   C9    107.96  3.000
 BPA  HO8   O8   C8    107.47  3.000
 BPA  HO7   O7   C7    109.17  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
 BPA  CONST_01  C5   C5A  C6   C6A  180.00   0.0  0
 BPA  CONST_02  C2C  C5A  C6   C6A    0.00   0.0  0
 BPA  CONST_03  C2C  C1B  C1A  C6A    0.00   0.0  0
 BPA  CONST_04  C11  C1B  C1A  C6A  180.00   0.0  0
 BPA  CONST_05  C1B  C1A  C6A  C6     0.00   0.0  0
 BPA  CONST_06  C4   C5   C5A  C6   180.00   0.0  0
 BPA  CONST_07  C2B  C2C  C5A  C6   180.00   0.0  0
 BPA  CONST_08  C1B  C2C  C5A  C6     0.00   0.0  0
 BPA  CONST_09  C1A  C6A  C6   C5A    0.00   0.0  0
 BPA  CONST_10  C3A  C4   C5   C5A    0.00   0.0  0
 BPA  CONST_11  C3A  C2B  C2C  C5A    0.00   0.0  0
 BPA  CONST_12  C2A  C2B  C2C  C5A  180.00   0.0  0
 BPA  CONST_13  C11  C1B  C2C  C5A  180.00   0.0  0
 BPA  CONST_14  C1A  C1B  C2C  C5A    0.00   0.0  0
 BPA  CONST_15  C2B  C2C  C5A  C5     0.00   0.0  0
 BPA  CONST_16  C1B  C2C  C5A  C5   180.00   0.0  0
 BPA  CONST_17  C3   C3A  C4   C5   180.00   0.0  0
 BPA  CONST_18  C2B  C3A  C4   C5     0.00   0.0  0
 BPA  CONST_19  C2C  C5A  C5   C4     0.00   0.0  0
 BPA  CONST_20  C2   C3   C3A  C4   180.00   0.0  0
 BPA  CONST_21  C2A  C2B  C3A  C4   180.00   0.0  0
 BPA  CONST_22  C2C  C2B  C3A  C4     0.00   0.0  0
 BPA  CONST_23  C1   C2   C3   C3A    0.00   0.0  0
 BPA  CONST_24  C1   C2A  C2B  C3A    0.00   0.0  0
 BPA  CONST_25  C12  C2A  C2B  C3A  180.00   0.0  0
 BPA  CONST_26  C1B  C2C  C2B  C3A  180.00   0.0  0
 BPA  CONST_27  C2A  C2B  C3A  C3     0.00   0.0  0
 BPA  CONST_28  C2C  C2B  C3A  C3   180.00   0.0  0
 BPA  CONST_29  C2A  C1   C2   C3     0.00   0.0  0
 BPA  CONST_30  C2B  C3A  C3   C2     0.00   0.0  0
 BPA  CONST_31  C2B  C2A  C1   C2     0.00   0.0  0
 BPA  CONST_32  C12  C2A  C1   C2   180.00   0.0  0
 BPA  CONST_33  C2C  C2B  C2A  C1   180.00   0.0  0
 BPA  CONST_34  C11  C12  C2A  C1   180.00   0.0  0
 BPA  CONST_35  C1B  C2C  C2B  C2A    0.00   0.0  0
 BPA  CONST_36  C1B  C11  C12  C2A    0.00   0.0  0
 BPA  CONST_37  C11  C12  C2A  C2B    0.00   0.0  0
 BPA  CONST_38  C11  C1B  C2C  C2B    0.00   0.0  0
 BPA  CONST_39  C1A  C1B  C2C  C2B  180.00   0.0  0
 BPA  CONST_40  C12  C2A  C2B  C2C    0.00   0.0  0
 BPA  CONST_41  C12  C11  C1B  C2C    0.00   0.0  0
 BPA  CONST_42  C1A  C1B  C11  C12  180.00   0.0  0
 BPA  CONST_43  H6   C6   C6A  C7     0.00   0.0  0
 BPA  CONST_44  H5   C5   C5A  C6     0.00   0.0  0
 BPA  CONST_45  H4   C4   C5   C5A  180.00   0.0  0
 BPA  CONST_46  H3   C3   C3A  C4     0.00   0.0  0
 BPA  CONST_47  H2   C2   C3   C3A  180.00   0.0  0
 BPA  CONST_48  H1   C1   C2   C3   180.00   0.0  0
 BPA  CONST_49  H12  C12  C2A  C1     0.00   0.0  0
 BPA  CONST_50  H11  C11  C12  C2A  180.00   0.0  0
 BPA  Var_01    C6A  C1A  C10  C9    14.16  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
 BPA  chir_01  C9  C10  C8  O9   positiv
 BPA  chir_02  C8  O8   C7  C9   positiv
 BPA  chir_03  C7  O7   C8  C6A  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
 BPA  plan-1  C10  0.020
 BPA  plan-1  C7   0.020
 BPA  plan-1  C6A  0.020
 BPA  plan-1  C6   0.020
 BPA  plan-1  C5A  0.020
 BPA  plan-1  C5   0.020
 BPA  plan-1  C4   0.020
 BPA  plan-1  C3A  0.020
 BPA  plan-1  C3   0.020
 BPA  plan-1  C2   0.020
 BPA  plan-1  C1   0.020
 BPA  plan-1  C2A  0.020
 BPA  plan-1  C2B  0.020
 BPA  plan-1  C2C  0.020
 BPA  plan-1  C12  0.020
 BPA  plan-1  C11  0.020
 BPA  plan-1  C1B  0.020
 BPA  plan-1  C1A  0.020
 BPA  plan-1  H6   0.020
 BPA  plan-1  H5   0.020
 BPA  plan-1  H4   0.020
 BPA  plan-1  H3   0.020
 BPA  plan-1  H2   0.020
 BPA  plan-1  H1   0.020
 BPA  plan-1  H12  0.020
 BPA  plan-1  H11  0.020

