# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 22:44:17 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 1,2,4-trihydroxyanthracene-9,10-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c2C(=O)c3ccccc3C(=O)c2c1O
#
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
 9TF  9TF  1,2,4-trihydroxyanthracene-9,10-dione  ligand  27  19  .  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_9TF
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
 9TF  C2   C  CR16  0  -0.232   4.0812   1.0846  -0.0708
 9TF  C3   C  CR16  0  -0.270   2.8088   1.6287  -0.0254
 9TF  C4   C  CR66  0  -0.008   1.6935   0.7957  -0.0128
 9TF  C5   C  CR66  0  -0.001   1.8623  -0.5933  -0.0479
 9TF  C6   C  CR16  0  -0.273   3.1451  -1.1300  -0.0953
 9TF  C7   C  CR6   0   0.387   0.6951  -1.5013  -0.0333
 9TF  C10  C  CR16  0  -0.446  -3.0378  -1.1888   0.0989
 9TF  C11  C  CR6   0   0.353  -3.2077   0.1725   0.1302
 9TF  C12  C  CR6   0   0.250  -2.0759   1.0363   0.1107
 9TF  C14  C  CR6   0   0.384   0.3445   1.3890   0.0386
 9TF  O3   O  OH1   0  -0.625  -2.3415   2.3391   0.1435
 9TF  C13  C  CR66  0  -0.171  -0.8061   0.4896   0.0586
 9TF  O2   O  O     0  -0.447   0.1968   2.6100   0.0640
 9TF  C1   C  CR16  0  -0.229   4.2489  -0.2949  -0.1053
 9TF  O1   O  O     0  -0.466   0.8632  -2.7238  -0.0692
 9TF  C8   C  CR66  0  -0.236  -0.6267  -0.9195   0.0244
 9TF  C9   C  CR6   0   0.383  -1.7530  -1.7499   0.0451
 9TF  O5   O  OH1   0  -0.617  -1.6677  -3.0727   0.0151
 9TF  O4   O  OH1   0  -0.605  -4.4369   0.6797   0.1777
 9TF  H1   H  HCR6  0   0.279   4.9439   1.7367  -0.0787
 9TF  H2   H  HCR6  0   0.275   2.6818   2.7021   0.0007
 9TF  H3   H  HCR6  0   0.275   3.2784  -2.2026  -0.1222
 9TF  H4   H  HCR6  0   0.297  -3.9026  -1.8403   0.1129
 9TF  H5   H  HOH1  0   0.493  -1.4804   2.8190   0.1225
 9TF  H6   H  HCR6  0   0.278   5.2436  -0.7185  -0.1409
 9TF  H7   H  HOH1  0   0.483  -0.7099  -3.3062  -0.0260
 9TF  H8   H  HOH1  0   0.487  -4.4155   1.6461   0.1921

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
 9TF  C1   C6   aromatic  1.384  0.020  1.384
 9TF  C1   C2   aromatic  1.390  0.020  1.390
 9TF  C6   C5   aromatic  1.391  0.020  1.391
 9TF  O1   C7   double    1.235  0.020  1.235
 9TF  C2   C3   aromatic  1.385  0.020  1.385
 9TF  C5   C7   single    1.479  0.020  1.479
 9TF  C5   C4   aromatic  1.400  0.020  1.400
 9TF  C7   C8   single    1.445  0.020  1.445
 9TF  O5   C9   single    1.326  0.020  1.326
 9TF  C3   C4   aromatic  1.392  0.020  1.392
 9TF  C4   C14  single    1.475  0.020  1.475
 9TF  C8   C9   aromatic  1.399  0.020  1.399
 9TF  C8   C13  aromatic  1.421  0.020  1.421
 9TF  C9   C10  aromatic  1.403  0.020  1.403
 9TF  C14  C13  single    1.461  0.020  1.461
 9TF  C14  O2   double    1.230  0.020  1.230
 9TF  C13  C12  aromatic  1.384  0.020  1.384
 9TF  C10  C11  aromatic  1.372  0.020  1.372
 9TF  C12  C11  aromatic  1.424  0.020  1.424
 9TF  C12  O3   single    1.330  0.020  1.330
 9TF  C11  O4   single    1.331  0.020  1.331
 9TF  C2   H1   single    0.930  0.020  1.080
 9TF  C3   H2   single    0.930  0.020  1.080
 9TF  C6   H3   single    0.930  0.020  1.080
 9TF  C10  H4   single    0.930  0.020  1.080
 9TF  O3   H5   single    0.850  0.020  0.980
 9TF  C1   H6   single    0.930  0.020  1.080
 9TF  O5   H7   single    0.850  0.020  0.980
 9TF  O4   H8   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
 9TF  H1   C2   C1   120.13  3.000
 9TF  H1   C2   C3   119.76  3.000
 9TF  C1   C2   C3   120.11  3.000
 9TF  H2   C3   C4   119.99  3.000
 9TF  H2   C3   C2   119.92  3.000
 9TF  C4   C3   C2   120.09  3.000
 9TF  C14  C4   C5   120.70  3.000
 9TF  C14  C4   C3   119.50  3.000
 9TF  C5   C4   C3   119.80  3.000
 9TF  C7   C5   C6   119.42  3.000
 9TF  C7   C5   C4   120.92  3.000
 9TF  C6   C5   C4   119.66  3.000
 9TF  H3   C6   C1   120.00  3.000
 9TF  H3   C6   C5   119.81  3.000
 9TF  C1   C6   C5   120.18  3.000
 9TF  C8   C7   O1   121.62  3.000
 9TF  C8   C7   C5   118.36  3.000
 9TF  O1   C7   C5   120.02  3.000
 9TF  H4   C10  C9   119.42  3.000
 9TF  H4   C10  C11  119.84  3.000
 9TF  C9   C10  C11  120.73  3.000
 9TF  O4   C11  C12  120.24  3.000
 9TF  O4   C11  C10  119.56  3.000
 9TF  C12  C11  C10  120.20  3.000
 9TF  C13  C12  O3   124.84  3.000
 9TF  O3   C12  C11  115.79  3.000
 9TF  C13  C12  C11  119.37  3.000
 9TF  O2   C14  C13  121.09  3.000
 9TF  O2   C14  C4   120.66  3.000
 9TF  C13  C14  C4   118.25  3.000
 9TF  H5   O3   C12  107.56  3.000
 9TF  C8   C13  C14  120.73  3.000
 9TF  C14  C13  C12  118.70  3.000
 9TF  C8   C13  C12  120.57  3.000
 9TF  H6   C1   C6   119.82  3.000
 9TF  H6   C1   C2   120.02  3.000
 9TF  C6   C1   C2   120.16  3.000
 9TF  C9   C8   C13  119.11  3.000
 9TF  C13  C8   C7   121.04  3.000
 9TF  C9   C8   C7   119.85  3.000
 9TF  O5   C9   C8   122.68  3.000
 9TF  C8   C9   C10  120.02  3.000
 9TF  O5   C9   C10  117.31  3.000
 9TF  H7   O5   C9   107.43  3.000
 9TF  H8   O4   C11  111.17  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
 9TF  CONST_01  C5   C6   C1   C2     0.00  0.0  0
 9TF  CONST_02  C5   C4   C3   C2     0.00  0.0  0
 9TF  CONST_03  C6   C1   C2   C3     0.00  0.0  0
 9TF  CONST_04  C6   C5   C4   C3     0.00  0.0  0
 9TF  CONST_05  C1   C6   C5   C4     0.00  0.0  0
 9TF  CONST_06  C1   C2   C3   C4     0.00  0.0  0
 9TF  CONST_07  C13  C8   C9   C10    0.00  0.0  0
 9TF  CONST_08  C13  C12  C11  C10    0.00  0.0  0
 9TF  CONST_09  C8   C9   C10  C11    0.00  0.0  0
 9TF  CONST_10  C8   C13  C12  C11    0.00  0.0  0
 9TF  CONST_11  C9   C8   C13  C12    0.00  0.0  0
 9TF  CONST_12  C9   C10  C11  C12    0.00  0.0  0
 9TF  CONST_13  O5   C9   C8   C7     0.00  0.0  0
 9TF  CONST_14  O3   C12  C11  C10  180.00  0.0  0
 9TF  CONST_15  O5   C9   C10  C11  180.00  0.0  0
 9TF  CONST_16  O3   C12  C13  C14    0.00  0.0  0
 9TF  CONST_17  C8   C13  C12  O3   180.00  0.0  0
 9TF  CONST_18  O5   C9   C8   C13  180.00  0.0  0
 9TF  CONST_19  O4   C11  C12  C13  180.00  0.0  0
 9TF  CONST_20  O4   C11  C10  C9   180.00  0.0  0
 9TF  CONST_21  H3   C6   C1   C2   180.00  0.0  0
 9TF  CONST_22  H6   C1   C2   C3   180.00  0.0  0
 9TF  CONST_23  H1   C2   C3   C4   180.00  0.0  0
 9TF  CONST_24  H2   C3   C4   C5   180.00  0.0  0
 9TF  CONST_25  H4   C10  C11  C12  180.00  0.0  0

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
 9TF  plan-1  C2   0.020
 9TF  plan-1  C3   0.020
 9TF  plan-1  C4   0.020
 9TF  plan-1  C5   0.020
 9TF  plan-1  C6   0.020
 9TF  plan-1  C7   0.020
 9TF  plan-1  C10  0.020
 9TF  plan-1  C11  0.020
 9TF  plan-1  C12  0.020
 9TF  plan-1  C14  0.020
 9TF  plan-1  O3   0.020
 9TF  plan-1  C13  0.020
 9TF  plan-1  O2   0.020
 9TF  plan-1  C1   0.020
 9TF  plan-1  O1   0.020
 9TF  plan-1  C8   0.020
 9TF  plan-1  C9   0.020
 9TF  plan-1  O5   0.020
 9TF  plan-1  O4   0.020
 9TF  plan-1  H1   0.020
 9TF  plan-1  H2   0.020
 9TF  plan-1  H3   0.020
 9TF  plan-1  H4   0.020
 9TF  plan-1  H6   0.020

