# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 07:57:40 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1ccc2C(=O)c3ccccc3C(=O)c2c1
#
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
 AQN  AQN  '9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid'  ligand  27  20  .  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_AQN
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
 AQN  C1   C  CR16   0  -0.273  -1.1616  -0.6826  -0.0659
 AQN  C2   C  CR6    0  -0.012   0.1638  -0.2669  -0.0071
 AQN  C3   C  C      0   0.326   1.2380  -1.2900  -0.0032
 AQN  O3   O  O      0  -0.370   0.9754  -2.4730  -0.0579
 AQN  C4   C  C      0  -0.026   2.6406  -0.8176   0.0730
 AQN  C5   C  C1     0  -0.268   3.6710  -1.7527   0.0919
 AQN  C6   C  C1     0  -0.232   4.9894  -1.3345   0.1634
 AQN  C7   C  C1     0  -0.231   5.2893   0.0217   0.2156
 AQN  C8   C  C1     0  -0.268   4.2700   0.9590   0.1965
 AQN  C9   C  C      0  -0.028   2.9424   0.5475   0.1253
 AQN  C10  C  C      0   0.328   1.8697   1.5698   0.1072
 AQN  O10  O  O      0  -0.370   2.1293   2.7544   0.1436
 AQN  C11  C  CR6    0  -0.029   0.4659   1.0968   0.0456
 AQN  C12  C  CR16   0  -0.259  -0.5669   2.0283   0.0374
 AQN  C13  C  CR16   0  -0.236  -1.8850   1.6108  -0.0173
 AQN  C14  C  CR6    0  -0.196  -2.1818   0.2537  -0.0682
 AQN  S15  S  S      0   1.423  -3.8936  -0.2930  -0.0595
 AQN  OS1  O  OS     0  -0.738  -4.6469   0.7910  -0.7074
 AQN  OS2  O  OS     0  -0.737  -3.9012  -1.5563  -0.8124
 AQN  OS3  O  OS    -1  -0.747  -4.2040  -0.4568   1.3688
 AQN  H1   H  HCR6   0   0.278  -1.3872  -1.7393  -0.1193
 AQN  H5   H  H      0   0.274   3.4424  -2.8088   0.0517
 AQN  H6   H  H      0   0.278   5.7853  -2.0664   0.1785
 AQN  H7   H  H      0   0.277   6.3194   0.3470   0.2726
 AQN  H8   H  H      0   0.274   4.5044   2.0139   0.2385
 AQN  H12  H  HCR6   0   0.276  -0.3432   3.0857   0.0729
 AQN  H13  H  HCR6   0   0.283  -2.6775   2.3463  -0.0292

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
 AQN  H1   C1   single    0.930  0.020  1.080
 AQN  C1   C14  aromatic  1.385  0.020  1.385
 AQN  C1   C2   aromatic  1.390  0.020  1.390
 AQN  C3   C2   single    1.483  0.020  1.483
 AQN  C2   C11  aromatic  1.398  0.020  1.398
 AQN  O3   C3   double    1.213  0.020  1.213
 AQN  C3   C4   single    1.482  0.020  1.482
 AQN  C5   C4   aromatic  1.392  0.020  1.392
 AQN  C4   C9   aromatic  1.399  0.020  1.399
 AQN  H5   C5   single    0.930  0.020  1.080
 AQN  C5   C6   aromatic  1.385  0.020  1.385
 AQN  H6   C6   single    0.930  0.020  1.080
 AQN  C6   C7   aromatic  1.390  0.020  1.390
 AQN  C7   H7   single    0.930  0.020  1.080
 AQN  C7   C8   aromatic  1.385  0.020  1.385
 AQN  C9   C8   aromatic  1.392  0.020  1.392
 AQN  C8   H8   single    0.930  0.020  1.080
 AQN  C9   C10  single    1.482  0.020  1.482
 AQN  C11  C10  single    1.483  0.020  1.483
 AQN  C10  O10  double    1.213  0.020  1.213
 AQN  C11  C12  aromatic  1.391  0.020  1.391
 AQN  C13  C12  aromatic  1.384  0.020  1.384
 AQN  C12  H12  single    0.930  0.020  1.080
 AQN  C14  C13  aromatic  1.390  0.020  1.390
 AQN  C13  H13  single    0.930  0.020  1.080
 AQN  S15  C14  single    1.797  0.020  1.797
 AQN  OS1  S15  deloc     1.470  0.020  1.470
 AQN  OS2  S15  deloc     1.471  0.020  1.471
 AQN  S15  OS3  deloc     1.471  0.020  1.471

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
 AQN  H1   C1   C14  120.45  3.000
 AQN  C14  C1   C2   120.02  3.000
 AQN  H1   C1   C2   119.53  3.000
 AQN  C11  C2   C3   121.08  3.000
 AQN  C11  C2   C1   119.96  3.000
 AQN  C3   C2   C1   118.97  3.000
 AQN  C4   C3   O3   121.20  3.000
 AQN  C4   C3   C2   117.76  3.000
 AQN  O3   C3   C2   121.04  3.000
 AQN  C9   C4   C5   119.69  3.000
 AQN  C9   C4   C3   121.14  3.000
 AQN  C5   C4   C3   119.17  3.000
 AQN  H5   C5   C6   119.87  3.000
 AQN  C6   C5   C4   120.18  3.000
 AQN  H5   C5   C4   119.95  3.000
 AQN  H6   C6   C7   120.07  3.000
 AQN  C7   C6   C5   120.13  3.000
 AQN  H6   C6   C5   119.80  3.000
 AQN  H7   C7   C8   119.87  3.000
 AQN  C8   C7   C6   120.07  3.000
 AQN  H7   C7   C6   120.06  3.000
 AQN  H8   C8   C9   119.81  3.000
 AQN  H8   C8   C7   120.01  3.000
 AQN  C9   C8   C7   120.18  3.000
 AQN  C10  C9   C8   119.16  3.000
 AQN  C10  C9   C4   121.09  3.000
 AQN  C8   C9   C4   119.75  3.000
 AQN  C11  C10  O10  121.02  3.000
 AQN  O10  C10  C9   121.22  3.000
 AQN  C11  C10  C9   117.76  3.000
 AQN  C12  C11  C10  119.32  3.000
 AQN  C12  C11  C2   119.52  3.000
 AQN  C10  C11  C2   121.17  3.000
 AQN  H12  C12  C13  119.57  3.000
 AQN  H12  C12  C11  120.07  3.000
 AQN  C13  C12  C11  120.36  3.000
 AQN  H13  C13  C14  120.48  3.000
 AQN  H13  C13  C12  119.56  3.000
 AQN  C14  C13  C12  119.96  3.000
 AQN  S15  C14  C13  120.01  3.000
 AQN  S15  C14  C1   119.74  3.000
 AQN  C13  C14  C1   120.18  3.000
 AQN  OS3  S15  OS2  113.60  3.000
 AQN  OS3  S15  OS1  113.69  3.000
 AQN  OS2  S15  OS1  113.89  3.000
 AQN  OS3  S15  C14  103.86  3.000
 AQN  OS2  S15  C14  105.30  3.000
 AQN  OS1  S15  C14  105.17  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
 AQN  CONST_01  C12  C13  C14  C1      0.00   0.0  0
 AQN  CONST_02  C12  C11  C2   C1      0.00   0.0  0
 AQN  CONST_03  C13  C14  C1   C2      0.00   0.0  0
 AQN  CONST_04  C13  C12  C11  C2      0.00   0.0  0
 AQN  CONST_05  C7   C6   C5   C4      0.00   0.0  0
 AQN  CONST_06  C7   C8   C9   C4      0.00   0.0  0
 AQN  CONST_07  C8   C9   C4   C5      0.00   0.0  0
 AQN  CONST_08  C8   C7   C6   C5      0.00   0.0  0
 AQN  CONST_09  C9   C4   C5   C6      0.00   0.0  0
 AQN  CONST_10  C9   C8   C7   C6      0.00   0.0  0
 AQN  CONST_11  C14  C1   C2   C11     0.00   0.0  0
 AQN  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 AQN  CONST_13  S15  C14  C1   C2    180.00   0.0  0
 AQN  CONST_14  S15  C14  C13  C12   180.00   0.0  0
 AQN  CONST_15  H13  C13  C14  C1    180.00   0.0  0
 AQN  CONST_16  H12  C12  C11  C2    180.00   0.0  0
 AQN  CONST_17  H1   C1   C2   C3      0.00   0.0  0
 AQN  CONST_18  H5   C5   C4   C3      0.00   0.0  0
 AQN  CONST_19  H6   C6   C5   C4    180.00   0.0  0
 AQN  CONST_20  H8   C8   C9   C4    180.00   0.0  0
 AQN  CONST_21  H7   C7   C6   C5    180.00   0.0  0
 AQN  Var_01    OS1  S15  C14  C1   -153.02  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
 AQN  plan-1  C1   0.020
 AQN  plan-1  C2   0.020
 AQN  plan-1  C3   0.020
 AQN  plan-1  O3   0.020
 AQN  plan-1  C4   0.020
 AQN  plan-1  C5   0.020
 AQN  plan-1  C6   0.020
 AQN  plan-1  C7   0.020
 AQN  plan-1  C8   0.020
 AQN  plan-1  C9   0.020
 AQN  plan-1  C10  0.020
 AQN  plan-1  O10  0.020
 AQN  plan-1  C11  0.020
 AQN  plan-1  C12  0.020
 AQN  plan-1  C13  0.020
 AQN  plan-1  C14  0.020
 AQN  plan-1  S15  0.020
 AQN  plan-1  H1   0.020
 AQN  plan-1  H5   0.020
 AQN  plan-1  H6   0.020
 AQN  plan-1  H7   0.020
 AQN  plan-1  H8   0.020
 AQN  plan-1  H12  0.020
 AQN  plan-1  H13  0.020

