# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 21:22:42 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  28  20  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

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  -0.246  -1.1223  -0.7364  -0.0392
 AQN  C2    C  CR66  0  -0.010   0.1972  -0.3033   0.0290
 AQN  C3    C  CR6   0   0.334   1.2820  -1.3185   0.0368
 AQN  O3    O  O     0  -0.363   1.0213  -2.5016   0.0045
 AQN  C4    C  CR66  0  -0.022   2.6784  -0.8320   0.0819
 AQN  C5    C  CR16  0  -0.266   3.7181  -1.7566   0.0719
 AQN  C6    C  CR16  0  -0.230   5.0332  -1.3244   0.1092
 AQN  C7    C  CR16  0  -0.229   5.3207   0.0345   0.1587
 AQN  C8    C  CR16  0  -0.265   4.2921   0.9618   0.1712
 AQN  C9    C  CR66  0  -0.025   2.9676   0.5365   0.1321
 AQN  C10   C  CR6   0   0.333   1.8870   1.5473   0.1433
 AQN  O10   O  O     0  -0.358   2.1260   2.7336   0.1973
 AQN  C11   C  CR66  0  -0.009   0.4811   1.0614   0.0816
 AQN  C12   C  CR16  0  -0.260  -0.5551   1.9898   0.0698
 AQN  C13   C  CR16  0  -0.200  -1.8687   1.5667  -0.0008
 AQN  C14   C  CR6   0  -0.220  -2.1340   0.2036  -0.0542
 AQN  S15   S  S     0   1.482  -3.8124  -0.3396  -0.1766
 AQN  OS1   O  OS    0  -0.630  -4.5904   0.6422  -0.9026
 AQN  OS2   O  OS    0  -0.626  -3.8395  -1.7186  -0.6146
 AQN  OS3   O  OS    0  -0.710  -4.1736  -0.2590   1.3765
 AQN  H1    H  HCR6  0   0.299  -1.3381  -1.7951  -0.0882
 AQN  H5    H  HCR6  0   0.277   3.4998  -2.8150   0.0339
 AQN  H6    H  HCR6  0   0.281   5.8367  -2.0481   0.0996
 AQN  H7    H  HCR6  0   0.280   6.3485   0.3700   0.1878
 AQN  H8    H  HCR6  0   0.277   4.5172   2.0187   0.2107
 AQN  H12   H  HCR6  0   0.290  -0.3388   3.0480   0.1091
 AQN  H13   H  HCR6  0   0.306  -2.6675   2.2951  -0.0208
 AQN  HOS3  H  H     0   0.510  -5.1319  -0.3487   1.5281

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  1.381  0.020  1.381
 AQN  C1   C2    aromatic  1.390  0.020  1.390
 AQN  C3   C2    single    1.486  0.020  1.486
 AQN  C2   C11   aromatic  1.395  0.020  1.395
 AQN  O3   C3    double    1.212  0.020  1.212
 AQN  C3   C4    single    1.479  0.020  1.479
 AQN  C5   C4    aromatic  1.391  0.020  1.391
 AQN  C4   C9    aromatic  1.400  0.020  1.400
 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    1.480  0.020  1.480
 AQN  C11  C10   single    1.489  0.020  1.489
 AQN  C10  O10   double    1.211  0.020  1.211
 AQN  C11  C12   aromatic  1.391  0.020  1.391
 AQN  C13  C12   aromatic  1.382  0.020  1.382
 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    1.768  0.020  1.768
 AQN  OS1  S15   double    1.448  0.020  1.448
 AQN  OS2  S15   double    1.447  0.020  1.447
 AQN  S15  OS3   single    1.597  0.020  1.597
 AQN  OS3  HOS3  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
 AQN  H1    C1   C14  121.31  3.000
 AQN  C14   C1   C2   118.92  3.000
 AQN  H1    C1   C2   119.77  3.000
 AQN  C11   C2   C3   121.31  3.000
 AQN  C11   C2   C1   119.98  3.000
 AQN  C3    C2   C1   118.70  3.000
 AQN  C4    C3   O3   121.66  3.000
 AQN  C4    C3   C2   117.69  3.000
 AQN  O3    C3   C2   120.65  3.000
 AQN  C9    C4   C5   119.71  3.000
 AQN  C9    C4   C3   121.17  3.000
 AQN  C5    C4   C3   119.11  3.000
 AQN  H5    C5   C6   119.88  3.000
 AQN  C6    C5   C4   120.13  3.000
 AQN  H5    C5   C4   119.99  3.000
 AQN  H6    C6   C7   120.07  3.000
 AQN  C7    C6   C5   120.16  3.000
 AQN  H6    C6   C5   119.77  3.000
 AQN  H7    C7   C8   119.86  3.000
 AQN  C8    C7   C6   120.09  3.000
 AQN  H7    C7   C6   120.05  3.000
 AQN  H8    C8   C9   119.85  3.000
 AQN  H8    C8   C7   120.01  3.000
 AQN  C9    C8   C7   120.14  3.000
 AQN  C10   C9   C8   119.09  3.000
 AQN  C10   C9   C4   121.15  3.000
 AQN  C8    C9   C4   119.76  3.000
 AQN  C11   C10  O10  120.51  3.000
 AQN  O10   C10  C9   121.69  3.000
 AQN  C11   C10  C9   117.80  3.000
 AQN  C12   C11  C10  119.07  3.000
 AQN  C12   C11  C2   120.06  3.000
 AQN  C10   C11  C2   120.87  3.000
 AQN  H12   C12  C13  119.47  3.000
 AQN  H12   C12  C11  120.26  3.000
 AQN  C13   C12  C11  120.27  3.000
 AQN  H13   C13  C14  121.27  3.000
 AQN  H13   C13  C12  119.80  3.000
 AQN  C14   C13  C12  118.93  3.000
 AQN  S15   C14  C13  119.02  3.000
 AQN  S15   C14  C1   119.14  3.000
 AQN  C13   C14  C1   121.83  3.000
 AQN  OS3   S15  OS2  109.77  3.000
 AQN  OS3   S15  OS1  109.39  3.000
 AQN  OS2   S15  OS1  118.97  3.000
 AQN  OS3   S15  C14   97.58  3.000
 AQN  OS2   S15  C14  109.35  3.000
 AQN  OS1   S15  C14  109.66  3.000
 AQN  HOS3  OS3  S15  111.66  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   -147.91  30.0  3

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

