# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 16:47:49 2022
#   Inital geometry file: a 91 line input string
#   Ligand name: 4-amino-3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1c(O)c(cc2C(=O)c3ccccc3C(=O)c12)[S](O)(=O)=O
#
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
 I8Q  I8Q  "4-amino-3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid"  ligand  30  22  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I8Q
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
 I8Q  C1   C  CR6    0   0.376  20.4577  -66.4019  53.4654
 I8Q  C2   C  CR6    0   0.220  20.5573  -67.4692  54.3988
 I8Q  C3   C  CR16   0  -0.315  22.6946  -66.8129  52.7130
 I8Q  O5   O  OS     0  -0.739  20.3930  -65.0978  50.5279
 I8Q  C8   C  CR16   0  -0.273  23.2927  -71.2299  56.1841
 I8Q  C11  C  CR16   0  -0.271  25.3529  -70.5764  54.4399
 I8Q  C12  C  CR66   0  -0.023  24.1815  -69.8246  54.4407
 I8Q  C13  C  CR6    0   0.312  24.0506  -68.6795  53.5133
 I8Q  O    O  OS     0  -0.731  22.7648  -64.5886  50.9143
 I8Q  O4   O  OS    -1  -0.738  21.0511  -63.5167  52.3096
 I8Q  C    C  CR6    0  -0.333  21.5294  -66.0586  52.6626
 I8Q  C4   C  CR66   0  -0.067  22.7946  -67.9039  53.5510
 I8Q  O2   O  O      0  -0.381  24.9540  -68.3902  52.7524
 I8Q  C10  C  CR16   0  -0.233  25.4929  -71.6462  55.3068
 I8Q  C9   C  CR16   0  -0.232  24.4618  -71.9717  56.1807
 I8Q  C7   C  CR66   0  -0.017  23.1442  -70.1514  55.3153
 I8Q  C6   C  CR6    0   0.358  21.8730  -69.3824  55.3353
 I8Q  O3   O  O      0  -0.407  20.9896  -69.7201  56.1087
 I8Q  C5   C  CR66   0  -0.092  21.7300  -68.2441  54.4155
 I8Q  N    N  NH2    0  -0.875  19.4547  -67.7040  55.1801
 I8Q  O1   O  OH1    0  -0.600  19.3163  -65.7076  53.3723
 I8Q  H3   H  HCR6   0   0.273  23.5231  -66.5519  52.0711
 I8Q  H4   H  HCR6   0   0.270  22.4926  -71.4885  56.8636
 I8Q  H7   H  HCR6   0   0.269  26.1534  -70.3217  53.7590
 I8Q  H6   H  HCR6   0   0.273  26.4050  -72.2279  55.3029
 I8Q  H5   H  HCR6   0   0.273  24.5702  -72.8072  56.8594
 I8Q  H1   H  HNH2   0   0.410  19.5627  -68.4523  55.8479
 I8Q  H2   H  HNH2   0   0.390  19.0146  -66.8909  55.5872
 I8Q  H    H  HOH1   0   0.475  18.5684  -66.2463  53.6665
 I8Q  S    S  S      0   1.428  21.4168  -64.6854  51.4977

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
 I8Q  O    S    deloc     1.472  0.020  1.472
 I8Q  C    S    single    1.804  0.020  1.804
 I8Q  C    C1   aromatic  1.382  0.020  1.382
 I8Q  O1   C1   single    1.339  0.020  1.339
 I8Q  C1   C2   aromatic  1.421  0.020  1.421
 I8Q  N    C2   single    1.372  0.020  1.372
 I8Q  C3   C    aromatic  1.389  0.020  1.389
 I8Q  C4   C3   aromatic  1.379  0.020  1.379
 I8Q  C4   C5   aromatic  1.413  0.020  1.413
 I8Q  C2   C5   aromatic  1.406  0.020  1.406
 I8Q  C5   C6   single    1.470  0.020  1.470
 I8Q  C6   C7   single    1.486  0.020  1.486
 I8Q  C7   C8   aromatic  1.393  0.020  1.393
 I8Q  C8   C9   aromatic  1.385  0.020  1.385
 I8Q  C9   C10  aromatic  1.390  0.020  1.390
 I8Q  C10  C11  aromatic  1.384  0.020  1.384
 I8Q  C11  C12  aromatic  1.392  0.020  1.392
 I8Q  C7   C12  aromatic  1.396  0.020  1.396
 I8Q  C12  C13  single    1.479  0.020  1.479
 I8Q  C13  C4   single    1.477  0.020  1.477
 I8Q  O2   C13  double    1.216  0.020  1.216
 I8Q  O3   C6   double    1.222  0.020  1.222
 I8Q  O4   S    deloc     1.469  0.020  1.469
 I8Q  S    O5   deloc     1.469  0.020  1.469
 I8Q  C3   H3   single    0.930  0.020  1.080
 I8Q  C8   H4   single    0.930  0.020  1.080
 I8Q  C11  H7   single    0.930  0.020  1.080
 I8Q  C10  H6   single    0.930  0.020  1.080
 I8Q  C9   H5   single    0.930  0.020  1.080
 I8Q  N    H1   single    0.890  0.020  1.040
 I8Q  N    H2   single    0.890  0.020  1.040
 I8Q  O1   H    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
 I8Q  O1   C1   C    119.44  3.000
 I8Q  O1   C1   C2   119.65  3.000
 I8Q  C    C1   C2   120.90  3.000
 I8Q  N    C2   C5   124.72  3.000
 I8Q  C5   C2   C1   118.70  3.000
 I8Q  N    C2   C1   116.50  3.000
 I8Q  H3   C3   C4   119.78  3.000
 I8Q  H3   C3   C    119.38  3.000
 I8Q  C4   C3   C    120.83  3.000
 I8Q  H4   C8   C7   119.89  3.000
 I8Q  H4   C8   C9   119.88  3.000
 I8Q  C7   C8   C9   120.22  3.000
 I8Q  H7   C11  C10  120.10  3.000
 I8Q  H7   C11  C12  119.75  3.000
 I8Q  C10  C11  C12  120.15  3.000
 I8Q  C7   C12  C13  120.56  3.000
 I8Q  C13  C12  C11  119.48  3.000
 I8Q  C7   C12  C11  119.96  3.000
 I8Q  O2   C13  C4   121.52  3.000
 I8Q  O2   C13  C12  120.72  3.000
 I8Q  C4   C13  C12  117.76  3.000
 I8Q  S    C    C3   119.28  3.000
 I8Q  C3   C    C1   119.63  3.000
 I8Q  S    C    C1   121.04  3.000
 I8Q  C5   C4   C13  122.01  3.000
 I8Q  C13  C4   C3   117.49  3.000
 I8Q  C5   C4   C3   120.50  3.000
 I8Q  H6   C10  C9   120.11  3.000
 I8Q  H6   C10  C11  119.91  3.000
 I8Q  C9   C10  C11  119.98  3.000
 I8Q  H5   C9   C10  120.06  3.000
 I8Q  H5   C9   C8   119.79  3.000
 I8Q  C10  C9   C8   120.15  3.000
 I8Q  C6   C7   C12  121.54  3.000
 I8Q  C12  C7   C8   119.53  3.000
 I8Q  C6   C7   C8   118.92  3.000
 I8Q  C5   C6   O3   122.66  3.000
 I8Q  O3   C6   C7   118.95  3.000
 I8Q  C5   C6   C7   118.39  3.000
 I8Q  C6   C5   C4   119.72  3.000
 I8Q  C6   C5   C2   121.02  3.000
 I8Q  C4   C5   C2   119.25  3.000
 I8Q  H2   N    H1   112.15  3.000
 I8Q  H2   N    C2   116.23  3.000
 I8Q  H1   N    C2   114.71  3.000
 I8Q  H    O1   C1   110.43  3.000
 I8Q  C    S    O4   105.32  3.000
 I8Q  O4   S    O    113.24  3.000
 I8Q  C    S    O    104.40  3.000
 I8Q  O4   S    O5   114.49  3.000
 I8Q  C    S    O5   104.84  3.000
 I8Q  O    S    O5   113.26  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
 I8Q  CONST_01  C4   C3   C    C1      0.00   0.0  0
 I8Q  CONST_02  C4   C5   C2   C1      0.00   0.0  0
 I8Q  CONST_03  C3   C    C1   C2      0.00   0.0  0
 I8Q  CONST_04  C3   C4   C5   C2      0.00   0.0  0
 I8Q  CONST_05  C7   C6   C5   C2    180.00   0.0  0
 I8Q  CONST_06  C12  C13  C4   C3    180.00   0.0  0
 I8Q  CONST_07  C5   C6   C7   C8    180.00   0.0  0
 I8Q  CONST_08  C11  C12  C7   C8      0.00   0.0  0
 I8Q  CONST_09  C11  C10  C9   C8      0.00   0.0  0
 I8Q  CONST_10  C4   C13  C12  C11   180.00   0.0  0
 I8Q  CONST_11  C9   C10  C11  C12     0.00   0.0  0
 I8Q  CONST_12  C5   C6   C7   C12     0.00   0.0  0
 I8Q  CONST_13  C9   C8   C7   C12     0.00   0.0  0
 I8Q  CONST_14  C5   C4   C13  C12     0.00   0.0  0
 I8Q  CONST_15  C5   C2   C1   C       0.00   0.0  0
 I8Q  CONST_16  C5   C4   C3   C       0.00   0.0  0
 I8Q  CONST_17  C7   C6   C5   C4      0.00   0.0  0
 I8Q  CONST_18  C7   C12  C13  C4      0.00   0.0  0
 I8Q  CONST_19  C7   C8   C9   C10     0.00   0.0  0
 I8Q  CONST_20  C7   C12  C11  C10     0.00   0.0  0
 I8Q  CONST_21  S    C    C1   C2    180.00   0.0  0
 I8Q  CONST_22  O3   C6   C5   C2      0.00   0.0  0
 I8Q  CONST_23  O1   C1   C    C3    180.00   0.0  0
 I8Q  CONST_24  O2   C13  C4   C3      0.00   0.0  0
 I8Q  CONST_25  O3   C6   C7   C8      0.00   0.0  0
 I8Q  CONST_26  O2   C13  C12  C11     0.00   0.0  0
 I8Q  CONST_27  O3   C6   C7   C12   180.00   0.0  0
 I8Q  CONST_28  C4   C3   C    S     180.00   0.0  0
 I8Q  CONST_29  N    C2   C1   C     180.00   0.0  0
 I8Q  CONST_30  N    C2   C5   C4    180.00   0.0  0
 I8Q  CONST_31  O3   C6   C5   C4    180.00   0.0  0
 I8Q  CONST_32  C7   C12  C13  O2    180.00   0.0  0
 I8Q  CONST_33  C5   C4   C13  O2    180.00   0.0  0
 I8Q  CONST_34  N    C2   C5   C6      0.00   0.0  0
 I8Q  CONST_35  O1   C1   C2   C5    180.00   0.0  0
 I8Q  CONST_36  H3   C3   C    C1    180.00   0.0  0
 I8Q  CONST_37  H6   C10  C9   C8    180.00   0.0  0
 I8Q  CONST_38  H5   C9   C10  C11   180.00   0.0  0
 I8Q  CONST_39  H6   C10  C11  C12   180.00   0.0  0
 I8Q  CONST_40  H4   C8   C7   C12   180.00   0.0  0
 I8Q  CONST_41  H7   C11  C12  C13     0.00   0.0  0
 I8Q  CONST_42  H3   C3   C4   C13     0.00   0.0  0
 I8Q  CONST_43  H4   C8   C9   C10   180.00   0.0  0
 I8Q  CONST_44  H7   C11  C10  C9    180.00   0.0  0
 I8Q  CONST_45  H5   C9   C8   C7    180.00   0.0  0
 I8Q  CONST_46  H7   C11  C12  C7    180.00   0.0  0
 I8Q  CONST_47  H4   C8   C7   C6      0.00   0.0  0
 I8Q  CONST_48  H3   C3   C4   C5    180.00   0.0  0
 I8Q  CONST_49  H1   N    C2   C1    180.00   0.0  0
 I8Q  CONST_51  H1   N    C2   C5      0.00   0.0  0
 I8Q  Var_01    O    S    C    C1    176.32  30.0  2
 I8Q  Var_02    O4   S    C    C1     56.80  30.0  2
 I8Q  Var_03    O5   S    C    C1    -64.35  30.0  2
 I8Q  Var_04    O    S    C    C3     -6.23  30.0  2
 I8Q  Var_05    O4   S    C    C3   -125.75  30.0  2
 I8Q  Var_06    O5   S    C    C3    113.10  30.0  2

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
 I8Q  plan-1  C1   0.020
 I8Q  plan-1  C2   0.020
 I8Q  plan-1  C3   0.020
 I8Q  plan-1  C8   0.020
 I8Q  plan-1  C11  0.020
 I8Q  plan-1  C12  0.020
 I8Q  plan-1  C13  0.020
 I8Q  plan-1  C    0.020
 I8Q  plan-1  C4   0.020
 I8Q  plan-1  O2   0.020
 I8Q  plan-1  C10  0.020
 I8Q  plan-1  C9   0.020
 I8Q  plan-1  C7   0.020
 I8Q  plan-1  C6   0.020
 I8Q  plan-1  O3   0.020
 I8Q  plan-1  C5   0.020
 I8Q  plan-1  N    0.020
 I8Q  plan-1  O1   0.020
 I8Q  plan-1  H3   0.020
 I8Q  plan-1  H4   0.020
 I8Q  plan-1  H7   0.020
 I8Q  plan-1  H6   0.020
 I8Q  plan-1  H5   0.020
 I8Q  plan-1  S    0.020
 I8Q  plan-2  C2   0.020
 I8Q  plan-2  N    0.020
 I8Q  plan-2  H1   0.020
 I8Q  plan-2  H2   0.020

