# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 01:45:17 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: (8S,9S,10S)-8,9,10,11-tetrahydrotetraphene-8,9,10-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1Cc2cc3c(ccc4ccccc34)cc2[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
 TBT  TBT  (8S,9S,10S)-8,9,10,11-tetrahydrotetraphene-8,9,10-triol  ligand  37  21  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TBT
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
 TBT  C4C   C  CH2   0  -0.545   1.6270   0.0781   2.2333
 TBT  C9C   C  CH1   0   0.058   1.0692   0.4299   3.6077
 TBT  O3    O  OH1   0  -0.675   2.0039   0.1781   4.6323
 TBT  C8B   C  CH1   0  -0.013  -0.1881  -0.3737   3.8931
 TBT  O2    O  OH1   0  -0.668   0.1208  -1.7402   3.7696
 TBT  C3B   C  CH1   0  -0.097  -1.2790   0.0201   2.8982
 TBT  O1    O  OH1   0  -0.660  -1.6889   1.3333   3.2278
 TBT  C3A   C  CR6   0   0.071  -0.7902  -0.0558   1.4701
 TBT  C2A   C  CR16  0  -0.329  -1.9338  -0.2264  -3.2411
 TBT  C4A   C  CR6   0   0.111   0.5778   0.0550   1.1536
 TBT  C1A   C  CR16  0  -0.323  -2.3003  -0.2505  -1.9412
 TBT  C5A   C  CR16  0  -0.412   0.9629   0.0812  -0.1707
 TBT  C4B   C  CR66  0   0.140   0.0428  -0.0101  -1.2263
 TBT  C6A   C  CR16  0  -0.309  -0.1929  -0.0665  -4.9762
 TBT  C7A   C  CR16  0  -0.264   1.1224   0.0621  -5.3500
 TBT  C8A   C  CR16  0  -0.242   2.1139   0.1695  -4.3663
 TBT  C5B   C  CR66  0   0.079  -0.5596  -0.0919  -3.6180
 TBT  C9B   C  CR66  0   0.121   0.4366   0.0167  -2.6215
 TBT  C11   C  CR66  0   0.084  -1.3250  -0.1419  -0.9004
 TBT  C9A   C  CR16  0  -0.356   1.7759   0.1470  -3.0331
 TBT  C10   C  CR16  0  -0.379  -1.7082  -0.1609   0.4492
 TBT  H4C1  H  HCH2  0   0.258   2.1019  -0.9065   2.2807
 TBT  H4C2  H  HCH2  0   0.255   2.4173   0.7848   1.9649
 TBT  H9C   H  HCH1  0   0.222   0.7792   1.4885   3.6047
 TBT  H3    H  HOH1  0   0.451   2.7583   0.7598   4.4966
 TBT  H8B   H  HCH1  0   0.237  -0.5436  -0.1358   4.9063
 TBT  HO2   H  HOH1  0   0.454  -0.6582  -2.2521   4.0081
 TBT  H3B   H  HCH1  0   0.234  -2.1219  -0.6773   3.0164
 TBT  H1    H  HOH1  0   0.455  -2.3826   1.6006   2.6165
 TBT  H2A   H  HCR6  0   0.256  -2.6790  -0.3074  -4.0228
 TBT  H1A   H  HCR6  0   0.254  -3.3435  -0.3520  -1.6674
 TBT  H5A   H  HCR6  0   0.245   2.0215   0.1698  -0.3807
 TBT  H6A   H  HCR6  0   0.258  -0.9680  -0.1490  -5.7285
 TBT  H7A   H  HCR6  0   0.259   1.3920   0.0813  -6.3979
 TBT  H8A   H  HCR6  0   0.260   3.1521   0.2715  -4.6536
 TBT  H9A   H  HCR6  0   0.257   2.5666   0.2309  -2.3004
 TBT  H10   H  HCR6  0   0.255  -2.7627  -0.2700   0.6840

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
 TBT  C4C  C9C   single    1.524  0.020  1.524
 TBT  C4C  C4A   single    1.506  0.020  1.506
 TBT  C4C  H4C1  single    0.970  0.020  1.090
 TBT  C4C  H4C2  single    0.970  0.020  1.090
 TBT  C9C  O3    single    1.410  0.020  1.410
 TBT  C9C  C8B   single    1.519  0.020  1.519
 TBT  C9C  H9C   single    0.970  0.020  1.090
 TBT  O3   H3    single    0.850  0.020  0.980
 TBT  C8B  O2    single    1.406  0.020  1.406
 TBT  C8B  C3B   single    1.528  0.020  1.528
 TBT  C8B  H8B   single    0.970  0.020  1.090
 TBT  O2   HO2   single    0.850  0.020  0.980
 TBT  C3B  O1    single    1.415  0.020  1.415
 TBT  C3B  C3A   single    1.511  0.020  1.511
 TBT  C3B  H3B   single    0.970  0.020  1.090
 TBT  O1   H1    single    0.850  0.020  0.980
 TBT  C3A  C4A   aromatic  1.408  0.020  1.408
 TBT  C3A  C10   aromatic  1.377  0.020  1.377
 TBT  C2A  C1A   aromatic  1.351  0.020  1.351
 TBT  C2A  C5B   aromatic  1.431  0.020  1.431
 TBT  C2A  H2A   single    0.930  0.020  1.080
 TBT  C4A  C5A   aromatic  1.379  0.020  1.379
 TBT  C1A  C11   aromatic  1.430  0.020  1.430
 TBT  C1A  H1A   single    0.930  0.020  1.080
 TBT  C5A  C4B   aromatic  1.403  0.020  1.403
 TBT  C5A  H5A   single    0.930  0.020  1.080
 TBT  C4B  C9B   aromatic  1.450  0.020  1.450
 TBT  C4B  C11   aromatic  1.412  0.020  1.412
 TBT  C6A  C7A   aromatic  1.373  0.020  1.373
 TBT  C6A  C5B   aromatic  1.407  0.020  1.407
 TBT  C6A  H6A   single    0.930  0.020  1.080
 TBT  C7A  C8A   aromatic  1.401  0.020  1.401
 TBT  C7A  H7A   single    0.930  0.020  1.080
 TBT  C8A  C9A   aromatic  1.375  0.020  1.375
 TBT  C8A  H8A   single    0.930  0.020  1.080
 TBT  C5B  C9B   aromatic  1.413  0.020  1.413
 TBT  C9B  C9A   aromatic  1.407  0.020  1.407
 TBT  C11  C10   aromatic  1.403  0.020  1.403
 TBT  C9A  H9A   single    0.930  0.020  1.080
 TBT  C10  H10   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
 TBT  H4C2  C4C  H4C1  106.17  3.000
 TBT  H4C2  C4C  C4A   109.72  3.000
 TBT  H4C1  C4C  C4A   108.65  3.000
 TBT  H4C2  C4C  C9C   109.66  3.000
 TBT  H4C1  C4C  C9C   109.11  3.000
 TBT  C4A   C4C  C9C   113.27  3.000
 TBT  H9C   C9C  C8B   106.98  3.000
 TBT  H9C   C9C  O3    110.46  3.000
 TBT  C8B   C9C  O3    108.53  3.000
 TBT  H9C   C9C  C4C   108.47  3.000
 TBT  C8B   C9C  C4C   110.49  3.000
 TBT  O3    C9C  C4C   111.81  3.000
 TBT  H3    O3   C9C   108.02  3.000
 TBT  H8B   C8B  C3B   108.26  3.000
 TBT  H8B   C8B  O2    111.23  3.000
 TBT  C3B   C8B  O2    110.48  3.000
 TBT  H8B   C8B  C9C   109.04  3.000
 TBT  C3B   C8B  C9C   109.41  3.000
 TBT  O2    C8B  C9C   108.40  3.000
 TBT  HO2   O2   C8B   108.51  3.000
 TBT  H3B   C3B  C3A   108.50  3.000
 TBT  H3B   C3B  O1    109.96  3.000
 TBT  C3A   C3B  O1    111.13  3.000
 TBT  H3B   C3B  C8B   108.28  3.000
 TBT  C3A   C3B  C8B   111.80  3.000
 TBT  O1    C3B  C8B   107.12  3.000
 TBT  H1    O1   C3B   108.58  3.000
 TBT  C10   C3A  C4A   119.14  3.000
 TBT  C10   C3A  C3B   119.26  3.000
 TBT  C4A   C3A  C3B   121.50  3.000
 TBT  H2A   C2A  C5B   118.53  3.000
 TBT  H2A   C2A  C1A   120.43  3.000
 TBT  C5B   C2A  C1A   121.04  3.000
 TBT  C5A   C4A  C3A   119.23  3.000
 TBT  C5A   C4A  C4C   119.58  3.000
 TBT  C3A   C4A  C4C   121.12  3.000
 TBT  H1A   C1A  C11   118.67  3.000
 TBT  H1A   C1A  C2A   120.41  3.000
 TBT  C11   C1A  C2A   120.92  3.000
 TBT  H5A   C5A  C4B   120.03  3.000
 TBT  H5A   C5A  C4A   117.43  3.000
 TBT  C4B   C5A  C4A   122.54  3.000
 TBT  C11   C4B  C9B   119.13  3.000
 TBT  C11   C4B  C5A   117.87  3.000
 TBT  C9B   C4B  C5A   122.99  3.000
 TBT  H6A   C6A  C5B   118.85  3.000
 TBT  H6A   C6A  C7A   120.22  3.000
 TBT  C5B   C6A  C7A   120.93  3.000
 TBT  H7A   C7A  C8A   120.16  3.000
 TBT  H7A   C7A  C6A   120.25  3.000
 TBT  C8A   C7A  C6A   119.59  3.000
 TBT  H8A   C8A  C9A   119.65  3.000
 TBT  H8A   C8A  C7A   119.99  3.000
 TBT  C9A   C8A  C7A   120.37  3.000
 TBT  C9B   C5B  C6A   119.70  3.000
 TBT  C9B   C5B  C2A   119.89  3.000
 TBT  C6A   C5B  C2A   120.41  3.000
 TBT  C9A   C9B  C5B   118.15  3.000
 TBT  C9A   C9B  C4B   122.80  3.000
 TBT  C5B   C9B  C4B   119.05  3.000
 TBT  C10   C11  C4B   119.19  3.000
 TBT  C10   C11  C1A   120.84  3.000
 TBT  C4B   C11  C1A   119.97  3.000
 TBT  H9A   C9A  C9B   120.33  3.000
 TBT  H9A   C9A  C8A   118.42  3.000
 TBT  C9B   C9A  C8A   121.26  3.000
 TBT  H10   C10  C11   118.33  3.000
 TBT  H10   C10  C3A   119.66  3.000
 TBT  C11   C10  C3A   122.01  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
 TBT  CONST_01  C4B  C5A  C4A  C3A    0.00   0.0  0
 TBT  CONST_02  C1A  C11  C10  C3A  180.00   0.0  0
 TBT  CONST_03  C4B  C11  C10  C3A    0.00   0.0  0
 TBT  CONST_04  C4B  C11  C1A  C2A    0.00   0.0  0
 TBT  CONST_05  C10  C11  C1A  C2A  180.00   0.0  0
 TBT  CONST_06  C7A  C6A  C5B  C2A  180.00   0.0  0
 TBT  CONST_07  C4B  C9B  C5B  C2A    0.00   0.0  0
 TBT  CONST_08  C9A  C9B  C5B  C2A  180.00   0.0  0
 TBT  CONST_09  C11  C10  C3A  C4A    0.00   0.0  0
 TBT  CONST_10  C9B  C4B  C5A  C4A  180.00   0.0  0
 TBT  CONST_11  C11  C4B  C5A  C4A    0.00   0.0  0
 TBT  CONST_12  C6A  C5B  C2A  C1A  180.00   0.0  0
 TBT  CONST_13  C9B  C5B  C2A  C1A    0.00   0.0  0
 TBT  CONST_14  C5A  C4B  C11  C1A  180.00   0.0  0
 TBT  CONST_15  C9B  C4B  C11  C1A    0.00   0.0  0
 TBT  CONST_16  C10  C3A  C4A  C5A    0.00   0.0  0
 TBT  CONST_17  C5B  C9B  C4B  C5A  180.00   0.0  0
 TBT  CONST_18  C9A  C9B  C4B  C5A    0.00   0.0  0
 TBT  CONST_19  C10  C11  C4B  C5A    0.00   0.0  0
 TBT  CONST_20  C6A  C5B  C9B  C4B  180.00   0.0  0
 TBT  CONST_21  C8A  C9A  C9B  C4B  180.00   0.0  0
 TBT  CONST_22  C9A  C8A  C7A  C6A    0.00   0.0  0
 TBT  CONST_23  C9A  C9B  C5B  C6A    0.00   0.0  0
 TBT  CONST_24  C9B  C5B  C6A  C7A    0.00   0.0  0
 TBT  CONST_25  C9B  C9A  C8A  C7A    0.00   0.0  0
 TBT  CONST_26  C5B  C6A  C7A  C8A    0.00   0.0  0
 TBT  CONST_27  C5B  C9B  C9A  C8A    0.00   0.0  0
 TBT  CONST_28  C11  C1A  C2A  C5B    0.00   0.0  0
 TBT  CONST_29  C11  C4B  C9B  C5B    0.00   0.0  0
 TBT  CONST_30  C10  C11  C4B  C9B  180.00   0.0  0
 TBT  CONST_31  C9A  C9B  C4B  C11  180.00   0.0  0
 TBT  CONST_32  H5A  C5A  C4A  C4C    0.00   0.0  0
 TBT  CONST_33  H10  C10  C3A  C3B    0.00   0.0  0
 TBT  CONST_34  H6A  C6A  C5B  C2A    0.00   0.0  0
 TBT  CONST_35  H9A  C9A  C9B  C4B    0.00   0.0  0
 TBT  CONST_36  H1A  C1A  C11  C4B  180.00   0.0  0
 TBT  CONST_37  H8A  C8A  C7A  C6A  180.00   0.0  0
 TBT  CONST_38  H2A  C2A  C5B  C6A    0.00   0.0  0
 TBT  CONST_39  H7A  C7A  C6A  C5B  180.00   0.0  0
 TBT  Var_01    C3A  C4A  C4C  C9C  -18.91  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
 TBT  chir_01  C9C  C4C  O3   C8B  positiv
 TBT  chir_02  C8B  O2   C9C  C3B  negativ
 TBT  chir_03  C3B  O1   C8B  C3A  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
 TBT  plan-1  C4C  0.020
 TBT  plan-1  C3B  0.020
 TBT  plan-1  C3A  0.020
 TBT  plan-1  C2A  0.020
 TBT  plan-1  C4A  0.020
 TBT  plan-1  C1A  0.020
 TBT  plan-1  C5A  0.020
 TBT  plan-1  C4B  0.020
 TBT  plan-1  C6A  0.020
 TBT  plan-1  C7A  0.020
 TBT  plan-1  C8A  0.020
 TBT  plan-1  C5B  0.020
 TBT  plan-1  C9B  0.020
 TBT  plan-1  C11  0.020
 TBT  plan-1  C9A  0.020
 TBT  plan-1  C10  0.020
 TBT  plan-1  H2A  0.020
 TBT  plan-1  H1A  0.020
 TBT  plan-1  H5A  0.020
 TBT  plan-1  H6A  0.020
 TBT  plan-1  H7A  0.020
 TBT  plan-1  H8A  0.020
 TBT  plan-1  H9A  0.020
 TBT  plan-1  H10  0.020

