# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 04:41:34 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: (7R,8R,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
 BP  BP  (7R,8R,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_BP
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
 BP  C10   C  CH2   0  -0.568   1.7928  -0.2224   2.1101
 BP  C9    C  CH1   0  -0.006   1.4482   0.1480   3.5453
 BP  C8    C  CH1   0   0.049   0.1468  -0.5275   3.9244
 BP  C7    C  CH1   0  -0.053  -0.9926   0.0398   3.0871
 BP  C6A   C  CR6   0   0.024  -0.6713   0.0027   1.6051
 BP  C6    C  CR16  0  -0.402  -1.7244   0.0944   0.7017
 BP  C5A   C  CR66  0   0.085  -1.5112   0.0991  -0.6710
 BP  C5    C  CR16  0  -0.328  -2.5921   0.2060  -1.6070
 BP  C4    C  CR16  0  -0.338  -2.3667   0.2025  -2.9392
 BP  C3A   C  CR66  0   0.090  -1.0376   0.0863  -3.4637
 BP  C3    C  CR16  0  -0.343  -0.7831   0.0767  -4.8351
 BP  C2    C  CR16  0  -0.252   0.5138  -0.0404  -5.3147
 BP  C1    C  CR16  0  -0.342   1.5807  -0.1521  -4.4376
 BP  C2A   C  CR66  0   0.082   1.3666  -0.1460  -3.0574
 BP  C2B   C  C     0   0.124   0.0480  -0.0236  -2.5589
 BP  C2C   C  C     0   0.109  -0.1873  -0.0128  -1.1567
 BP  C12   C  CR16  0  -0.318   2.4383  -0.2639  -2.1184
 BP  C11   C  CR16  0  -0.360   2.2120  -0.2506  -0.7843
 BP  C1B   C  CR66  0   0.093   0.8895  -0.1156  -0.2429
 BP  C1A   C  CR6   0   0.030   0.6430  -0.0937   1.1438
 BP  O9    O  OH1   0  -0.669   1.2878   1.5393   3.7130
 BP  O8    O  OH1   0  -0.675  -0.0877  -0.3569   5.2981
 BP  O7    O  OH1   0  -0.669  -2.1595  -0.7051   3.3798
 BP  H101  H  HCH2  0   0.263   2.6390   0.3918   1.7895
 BP  H102  H  HCH2  0   0.264   2.1627  -1.2532   2.0954
 BP  H9    H  HCH1  0   0.236   2.2494  -0.2322   4.1945
 BP  H8    H  HCH1  0   0.216   0.2546  -1.5953   3.6737
 BP  H7    H  HCH1  0   0.246  -1.1399   1.0878   3.3731
 BP  H6    H  HCR6  0   0.245  -2.7420   0.1686   1.0662
 BP  H5    H  HCR6  0   0.255  -3.6019   0.2925  -1.2241
 BP  H4    H  HCR6  0   0.257  -3.1921   0.2853  -3.6357
 BP  H3    H  HCR6  0   0.259  -1.6107   0.1602  -5.5287
 BP  H2    H  HCR6  0   0.260   0.6914  -0.0462  -6.3821
 BP  H1    H  HCR6  0   0.259   2.5902  -0.2460  -4.8191
 BP  H12   H  HCR6  0   0.257   3.4491  -0.3674  -2.4940
 BP  H11   H  HCR6  0   0.257   3.0551  -0.3492  -0.1151
 BP  HO9   H  HOH1  0   0.453   2.0987   1.9718   3.4284
 BP  HO8   H  HOH1  0   0.446  -0.9396  -0.7577   5.5023
 BP  HO7   H  HOH1  0   0.465  -2.8824  -0.0976   3.5535

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
 BP  C10  C9    single    1.522  0.020  1.522
 BP  C10  C1A   single    1.507  0.020  1.507
 BP  C10  H101  single    0.970  0.020  1.090
 BP  C10  H102  single    0.970  0.020  1.090
 BP  C9   C8    single    1.515  0.020  1.515
 BP  C9   O9    single    1.411  0.020  1.411
 BP  C9   H9    single    0.970  0.020  1.090
 BP  C8   C7    single    1.524  0.020  1.524
 BP  C8   O8    single    1.404  0.020  1.404
 BP  C8   H8    single    0.970  0.020  1.090
 BP  C7   C6A   single    1.517  0.020  1.517
 BP  C7   O7    single    1.415  0.020  1.415
 BP  C7   H7    single    0.970  0.020  1.090
 BP  C6A  C6    aromatic  1.391  0.020  1.391
 BP  C6A  C1A   aromatic  1.396  0.020  1.396
 BP  C6   C5A   aromatic  1.389  0.020  1.389
 BP  C6   H6    single    0.930  0.020  1.080
 BP  C5A  C5    aromatic  1.434  0.020  1.434
 BP  C5A  C2C   aromatic  1.415  0.020  1.415
 BP  C5   C4    aromatic  1.351  0.020  1.351
 BP  C5   H5    single    0.930  0.020  1.080
 BP  C4   C3A   aromatic  1.434  0.020  1.434
 BP  C4   H4    single    0.930  0.020  1.080
 BP  C3A  C3    aromatic  1.395  0.020  1.395
 BP  C3A  C2B   aromatic  1.418  0.020  1.418
 BP  C3   C2    aromatic  1.388  0.020  1.388
 BP  C3   H3    single    0.930  0.020  1.080
 BP  C2   C1    aromatic  1.386  0.020  1.386
 BP  C2   H2    single    0.930  0.020  1.080
 BP  C1   C2A   aromatic  1.397  0.020  1.397
 BP  C1   H1    single    0.930  0.020  1.080
 BP  C2A  C2B   aromatic  1.415  0.020  1.415
 BP  C2A  C12   aromatic  1.430  0.020  1.430
 BP  C2B  C2C   aromatic  1.422  0.020  1.422
 BP  C2C  C1B   aromatic  1.416  0.020  1.416
 BP  C12  C11   aromatic  1.353  0.020  1.353
 BP  C12  H12   single    0.930  0.020  1.080
 BP  C11  C1B   aromatic  1.435  0.020  1.435
 BP  C11  H11   single    0.930  0.020  1.080
 BP  C1B  C1A   aromatic  1.409  0.020  1.409
 BP  O9   HO9   single    0.850  0.020  0.980
 BP  O8   HO8   single    0.850  0.020  0.980
 BP  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
 BP  H102  C10  H101  105.26  3.000
 BP  H102  C10  C1A   109.23  3.000
 BP  H101  C10  C1A   110.75  3.000
 BP  H102  C10  C9    108.55  3.000
 BP  H101  C10  C9    108.36  3.000
 BP  C1A   C10  C9    114.28  3.000
 BP  H9    C9   O9    110.73  3.000
 BP  H9    C9   C8    108.92  3.000
 BP  O9    C9   C8    108.21  3.000
 BP  H9    C9   C10   107.93  3.000
 BP  O9    C9   C10   112.21  3.000
 BP  C8    C9   C10   108.79  3.000
 BP  H8    C8   O8    110.90  3.000
 BP  H8    C8   C7    107.99  3.000
 BP  O8    C8   C7    111.57  3.000
 BP  H8    C8   C9    106.93  3.000
 BP  O8    C8   C9    109.53  3.000
 BP  C7    C8   C9    109.81  3.000
 BP  H7    C7   O7    109.78  3.000
 BP  H7    C7   C6A   107.87  3.000
 BP  O7    C7   C6A   111.34  3.000
 BP  H7    C7   C8    108.25  3.000
 BP  O7    C7   C8    107.88  3.000
 BP  C6A   C7   C8    111.68  3.000
 BP  C1A   C6A  C6    120.18  3.000
 BP  C1A   C6A  C7    121.60  3.000
 BP  C6    C6A  C7    118.21  3.000
 BP  H6    C6   C5A   118.45  3.000
 BP  H6    C6   C6A   119.82  3.000
 BP  C5A   C6   C6A   121.73  3.000
 BP  C2C   C5A  C5    119.16  3.000
 BP  C2C   C5A  C6    118.86  3.000
 BP  C5    C5A  C6    121.98  3.000
 BP  H5    C5   C4    120.28  3.000
 BP  H5    C5   C5A   118.55  3.000
 BP  C4    C5   C5A   121.18  3.000
 BP  H4    C4   C3A   118.52  3.000
 BP  H4    C4   C5    120.44  3.000
 BP  C3A   C4   C5    121.04  3.000
 BP  C2B   C3A  C3    119.17  3.000
 BP  C2B   C3A  C4    118.87  3.000
 BP  C3    C3A  C4    121.97  3.000
 BP  H3    C3   C2    119.96  3.000
 BP  H3    C3   C3A   119.32  3.000
 BP  C2    C3   C3A   120.72  3.000
 BP  H2    C2   C1    119.84  3.000
 BP  H2    C2   C3    119.65  3.000
 BP  C1    C2   C3    120.50  3.000
 BP  H1    C1   C2A   119.42  3.000
 BP  H1    C1   C2    120.11  3.000
 BP  C2A   C1   C2    120.48  3.000
 BP  C12   C2A  C2B   118.31  3.000
 BP  C12   C2A  C1    122.26  3.000
 BP  C2B   C2A  C1    119.43  3.000
 BP  C2C   C2B  C2A   120.15  3.000
 BP  C2C   C2B  C3A   120.14  3.000
 BP  C2A   C2B  C3A   119.70  3.000
 BP  C1B   C2C  C2B   120.67  3.000
 BP  C1B   C2C  C5A   119.72  3.000
 BP  C2B   C2C  C5A   119.61  3.000
 BP  H12   C12  C11   119.93  3.000
 BP  H12   C12  C2A   118.66  3.000
 BP  C11   C12  C2A   121.42  3.000
 BP  H11   C11  C1B   119.59  3.000
 BP  H11   C11  C12   118.62  3.000
 BP  C1B   C11  C12   121.79  3.000
 BP  C1A   C1B  C11   122.28  3.000
 BP  C1A   C1B  C2C   120.07  3.000
 BP  C11   C1B  C2C   117.65  3.000
 BP  C1B   C1A  C6A   119.41  3.000
 BP  C1B   C1A  C10   119.75  3.000
 BP  C6A   C1A  C10   120.80  3.000
 BP  HO9   O9   C9    108.20  3.000
 BP  HO8   O8   C8    107.73  3.000
 BP  HO7   O7   C7    108.98  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
 BP  CONST_01  C5   C5A  C6   C6A  180.00   0.0  0
 BP  CONST_02  C2C  C5A  C6   C6A    0.00   0.0  0
 BP  CONST_03  C2C  C1B  C1A  C6A    0.00   0.0  0
 BP  CONST_04  C11  C1B  C1A  C6A  180.00   0.0  0
 BP  CONST_05  C1B  C1A  C6A  C6     0.00   0.0  0
 BP  CONST_06  C4   C5   C5A  C6   180.00   0.0  0
 BP  CONST_07  C2B  C2C  C5A  C6   180.00   0.0  0
 BP  CONST_08  C1B  C2C  C5A  C6     0.00   0.0  0
 BP  CONST_09  C1A  C6A  C6   C5A    0.00   0.0  0
 BP  CONST_10  C3A  C4   C5   C5A    0.00   0.0  0
 BP  CONST_11  C3A  C2B  C2C  C5A    0.00   0.0  0
 BP  CONST_12  C2A  C2B  C2C  C5A  180.00   0.0  0
 BP  CONST_13  C11  C1B  C2C  C5A  180.00   0.0  0
 BP  CONST_14  C1A  C1B  C2C  C5A    0.00   0.0  0
 BP  CONST_15  C2B  C2C  C5A  C5     0.00   0.0  0
 BP  CONST_16  C1B  C2C  C5A  C5   180.00   0.0  0
 BP  CONST_17  C3   C3A  C4   C5   180.00   0.0  0
 BP  CONST_18  C2B  C3A  C4   C5     0.00   0.0  0
 BP  CONST_19  C2C  C5A  C5   C4     0.00   0.0  0
 BP  CONST_20  C2   C3   C3A  C4   180.00   0.0  0
 BP  CONST_21  C2A  C2B  C3A  C4   180.00   0.0  0
 BP  CONST_22  C2C  C2B  C3A  C4     0.00   0.0  0
 BP  CONST_23  C1   C2   C3   C3A    0.00   0.0  0
 BP  CONST_24  C1   C2A  C2B  C3A    0.00   0.0  0
 BP  CONST_25  C12  C2A  C2B  C3A  180.00   0.0  0
 BP  CONST_26  C1B  C2C  C2B  C3A  180.00   0.0  0
 BP  CONST_27  C2A  C2B  C3A  C3     0.00   0.0  0
 BP  CONST_28  C2C  C2B  C3A  C3   180.00   0.0  0
 BP  CONST_29  C2A  C1   C2   C3     0.00   0.0  0
 BP  CONST_30  C2B  C3A  C3   C2     0.00   0.0  0
 BP  CONST_31  C2B  C2A  C1   C2     0.00   0.0  0
 BP  CONST_32  C12  C2A  C1   C2   180.00   0.0  0
 BP  CONST_33  C2C  C2B  C2A  C1   180.00   0.0  0
 BP  CONST_34  C11  C12  C2A  C1   180.00   0.0  0
 BP  CONST_35  C1B  C2C  C2B  C2A    0.00   0.0  0
 BP  CONST_36  C1B  C11  C12  C2A    0.00   0.0  0
 BP  CONST_37  C11  C12  C2A  C2B    0.00   0.0  0
 BP  CONST_38  C11  C1B  C2C  C2B    0.00   0.0  0
 BP  CONST_39  C1A  C1B  C2C  C2B  180.00   0.0  0
 BP  CONST_40  C12  C2A  C2B  C2C    0.00   0.0  0
 BP  CONST_41  C12  C11  C1B  C2C    0.00   0.0  0
 BP  CONST_42  C1A  C1B  C11  C12  180.00   0.0  0
 BP  CONST_43  H6   C6   C6A  C7     0.00   0.0  0
 BP  CONST_44  H5   C5   C5A  C6     0.00   0.0  0
 BP  CONST_45  H4   C4   C5   C5A  180.00   0.0  0
 BP  CONST_46  H3   C3   C3A  C4     0.00   0.0  0
 BP  CONST_47  H2   C2   C3   C3A  180.00   0.0  0
 BP  CONST_48  H1   C1   C2   C3   180.00   0.0  0
 BP  CONST_49  H12  C12  C2A  C1     0.00   0.0  0
 BP  CONST_50  H11  C11  C12  C2A  180.00   0.0  0
 BP  Var_01    C6A  C1A  C10  C9   -16.16  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
 BP  chir_01  C9  C10  C8  O9   positiv
 BP  chir_02  C8  O8   C7  C9   negativ
 BP  chir_03  C7  O7   C8  C6A  negativ

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
 BP  plan-1  C10  0.020
 BP  plan-1  C7   0.020
 BP  plan-1  C6A  0.020
 BP  plan-1  C6   0.020
 BP  plan-1  C5A  0.020
 BP  plan-1  C5   0.020
 BP  plan-1  C4   0.020
 BP  plan-1  C3A  0.020
 BP  plan-1  C3   0.020
 BP  plan-1  C2   0.020
 BP  plan-1  C1   0.020
 BP  plan-1  C2A  0.020
 BP  plan-1  C2B  0.020
 BP  plan-1  C2C  0.020
 BP  plan-1  C12  0.020
 BP  plan-1  C11  0.020
 BP  plan-1  C1B  0.020
 BP  plan-1  C1A  0.020
 BP  plan-1  H6   0.020
 BP  plan-1  H5   0.020
 BP  plan-1  H4   0.020
 BP  plan-1  H3   0.020
 BP  plan-1  H2   0.020
 BP  plan-1  H1   0.020
 BP  plan-1  H12  0.020
 BP  plan-1  H11  0.020

