# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 11:22:37 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-chloro-N-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)benzene-1-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1N[S](=O)(=O)c4ccc(Cl)cc4
#
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
 AW6  AW6  4-chloro-N-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)benzene-1-sulfonamide  ligand  41  29  .  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_AW6
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
 AW6  N    N   NC1   0  -0.785   1.6015   2.3617   0.9214
 AW6  C    C   CR16  0  -0.227   4.2043   0.4603  -0.4636
 AW6  O    O   OS    0  -0.633   2.0964   0.7120   2.7485
 AW6  C01  C   CR16  0  -0.232  -6.1663  -1.7557   0.2408
 AW6  C02  C   CR16  0  -0.228  -6.0597  -1.4739   1.5973
 AW6  C03  C   CR16  0  -0.271  -4.9478  -0.8058   2.0843
 AW6  C04  C   CR66  0  -0.023  -3.9315  -0.4154   1.2191
 AW6  C05  C   CR66  0  -0.007  -4.0395  -0.7010  -0.1466
 AW6  C06  C   CR16  0  -0.268  -5.1599  -1.3708  -0.6293
 AW6  C07  C   CR6   0   0.319  -2.7507   0.2986   1.7649
 AW6  C08  C   CR66  0  -0.058  -1.6882   0.6888   0.8177
 AW6  C09  C   CR66  0  -0.181  -1.8078   0.4027  -0.5563
 AW6  C10  C   CR6   0   0.398  -2.9759  -0.3003  -1.0868
 AW6  C11  C   CR16  0  -0.323  -0.5734   1.3482   1.2914
 AW6  C12  C   CR6   0   0.183   0.4472   1.7206   0.4199
 AW6  C13  C   CR6   0   0.322   0.3471   1.4496  -0.9392
 AW6  C14  C   CR6   0   0.295  -0.7972   0.7938  -1.4345
 AW6  O02  O   O     0  -0.378  -2.6656   0.5486   2.9506
 AW6  O03  O   OH1   0  -0.624  -0.8149   0.5730  -2.7449
 AW6  O04  O   OH1   0  -0.597   1.3401   1.8176  -1.7458
 AW6  S    S   S     0   1.362   2.7539   1.3931   1.6505
 AW6  C15  C   CR6   0  -0.194   3.1811   0.1857   0.4329
 AW6  O05  O   OS    0  -0.640   3.8922   2.2585   1.8912
 AW6  C16  C   CR16  0  -0.232   2.4382  -0.9841   0.3444
 AW6  C17  C   CR16  0  -0.196   2.7191  -1.8920  -0.6633
 AW6  C18  C   CR6   0  -0.027   3.7413  -1.6142  -1.5580
 AW6  C19  C   CR16  0  -0.200   4.4915  -0.4502  -1.4648
 AW6  CL   CL  CL    0  -0.102   4.0931  -2.7450  -2.8130
 AW6  H08  H   HNC1  0   0.425   2.0307   3.0304   0.2882
 AW6  H    H   HCR6  0   0.295   4.7854   1.3694  -0.3932
 AW6  H01  H   HCR6  0   0.279  -7.0356  -2.2753  -0.1384
 AW6  H02  H   HCR6  0   0.279  -6.8455  -1.7755   2.2766
 AW6  H03  H   HCR6  0   0.275  -4.8688  -0.5871   3.1404
 AW6  H04  H   HCR6  0   0.276  -5.2459  -1.5909  -1.6844
 AW6  H05  H   HCR6  0   0.281  -0.4836   1.5896   2.3406
 AW6  H06  H   HOH1  0   0.494  -1.6441   0.0861  -2.9574
 AW6  H07  H   HOH1  0   0.491   1.1559   1.5781  -2.6639
 AW6  H09  H   HCR6  0   0.299   1.6494  -1.2036   1.0509
 AW6  H10  H   HCR6  0   0.296   2.1474  -2.8059  -0.7425
 AW6  H11  H   HCR6  0   0.296   5.2907  -0.2528  -2.1651
 AW6  O01  O   O     0  -0.440  -3.0682  -0.5556  -2.2843

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
 AW6  C01  C06  aromatic  1.385  0.020  1.385
 AW6  C01  C02  aromatic  1.389  0.020  1.389
 AW6  C06  C05  aromatic  1.392  0.020  1.392
 AW6  C02  C03  aromatic  1.386  0.020  1.386
 AW6  C03  C04  aromatic  1.391  0.020  1.391
 AW6  C05  C04  aromatic  1.399  0.020  1.399
 AW6  C05  C10  single    1.475  0.020  1.475
 AW6  O01  C10  double    1.228  0.020  1.228
 AW6  C04  C07  single    1.484  0.020  1.484
 AW6  C10  C09  single    1.463  0.020  1.463
 AW6  CL   C18  single    1.725  0.020  1.725
 AW6  C07  O02  double    1.215  0.020  1.215
 AW6  C07  C08  single    1.476  0.020  1.476
 AW6  C09  C08  aromatic  1.409  0.020  1.409
 AW6  C09  C14  aromatic  1.395  0.020  1.395
 AW6  O03  C14  single    1.329  0.020  1.329
 AW6  C08  C11  aromatic  1.379  0.020  1.379
 AW6  C14  C13  aromatic  1.409  0.020  1.409
 AW6  C18  C17  aromatic  1.387  0.020  1.387
 AW6  C18  C19  aromatic  1.388  0.020  1.388
 AW6  C17  C16  aromatic  1.385  0.020  1.385
 AW6  C19  C    aromatic  1.383  0.020  1.383
 AW6  C11  C12  aromatic  1.393  0.020  1.393
 AW6  C13  C12  aromatic  1.389  0.020  1.389
 AW6  C13  O04  single    1.331  0.020  1.331
 AW6  C16  C15  aromatic  1.389  0.020  1.389
 AW6  C    C15  aromatic  1.388  0.020  1.388
 AW6  C12  N    single    1.412  0.020  1.412
 AW6  C15  S    single    1.767  0.020  1.767
 AW6  N    S    single    1.673  0.020  1.673
 AW6  S    O    double    1.450  0.020  1.450
 AW6  S    O05  double    1.450  0.020  1.450
 AW6  N    H08  single    0.890  0.020  1.040
 AW6  C    H    single    0.930  0.020  1.080
 AW6  C01  H01  single    0.930  0.020  1.080
 AW6  C02  H02  single    0.930  0.020  1.080
 AW6  C03  H03  single    0.930  0.020  1.080
 AW6  C06  H04  single    0.930  0.020  1.080
 AW6  C11  H05  single    0.930  0.020  1.080
 AW6  O03  H06  single    0.850  0.020  0.980
 AW6  O04  H07  single    0.850  0.020  0.980
 AW6  C16  H09  single    0.930  0.020  1.080
 AW6  C17  H10  single    0.930  0.020  1.080
 AW6  C19  H11  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
 AW6  H08  N    S    111.20  3.000
 AW6  H08  N    C12  115.01  3.000
 AW6  S    N    C12  117.07  3.000
 AW6  H    C    C19  119.27  3.000
 AW6  H    C    C15  121.37  3.000
 AW6  C19  C    C15  119.36  3.000
 AW6  H01  C01  C06  119.82  3.000
 AW6  H01  C01  C02  120.10  3.000
 AW6  C06  C01  C02  120.08  3.000
 AW6  H02  C02  C03  119.78  3.000
 AW6  H02  C02  C01  120.05  3.000
 AW6  C03  C02  C01  120.17  3.000
 AW6  H03  C03  C04  119.84  3.000
 AW6  H03  C03  C02  119.96  3.000
 AW6  C04  C03  C02  120.20  3.000
 AW6  C07  C04  C05  121.23  3.000
 AW6  C07  C04  C03  119.19  3.000
 AW6  C05  C04  C03  119.57  3.000
 AW6  C10  C05  C06  119.34  3.000
 AW6  C10  C05  C04  120.73  3.000
 AW6  C06  C05  C04  119.93  3.000
 AW6  H04  C06  C05  120.03  3.000
 AW6  H04  C06  C01  119.92  3.000
 AW6  C05  C06  C01  120.05  3.000
 AW6  O02  C07  C08  121.43  3.000
 AW6  C08  C07  C04  117.65  3.000
 AW6  O02  C07  C04  120.92  3.000
 AW6  C11  C08  C09  120.06  3.000
 AW6  C11  C08  C07  119.20  3.000
 AW6  C09  C08  C07  120.74  3.000
 AW6  C14  C09  C10  119.01  3.000
 AW6  C14  C09  C08  119.71  3.000
 AW6  C10  C09  C08  121.27  3.000
 AW6  O01  C10  C09  120.90  3.000
 AW6  C09  C10  C05  118.37  3.000
 AW6  O01  C10  C05  120.73  3.000
 AW6  H05  C11  C12  119.14  3.000
 AW6  H05  C11  C08  120.51  3.000
 AW6  C12  C11  C08  120.34  3.000
 AW6  C13  C12  C11  120.47  3.000
 AW6  C13  C12  N    119.65  3.000
 AW6  C11  C12  N    119.87  3.000
 AW6  O04  C13  C14  121.43  3.000
 AW6  O04  C13  C12  119.02  3.000
 AW6  C14  C13  C12  119.55  3.000
 AW6  O03  C14  C13  115.77  3.000
 AW6  C13  C14  C09  119.85  3.000
 AW6  O03  C14  C09  124.37  3.000
 AW6  H06  O03  C14  107.83  3.000
 AW6  H07  O04  C13  111.40  3.000
 AW6  O05  S    C15  109.41  3.000
 AW6  O05  S    O    120.71  3.000
 AW6  C15  S    O    108.09  3.000
 AW6  O05  S    N    105.52  3.000
 AW6  O    S    N    106.84  3.000
 AW6  C15  S    N    105.18  3.000
 AW6  C16  C15  S    119.35  3.000
 AW6  S    C15  C    119.21  3.000
 AW6  C16  C15  C    121.33  3.000
 AW6  H09  C16  C17  119.35  3.000
 AW6  H09  C16  C15  121.30  3.000
 AW6  C17  C16  C15  119.34  3.000
 AW6  H10  C17  C18  120.80  3.000
 AW6  H10  C17  C16  120.01  3.000
 AW6  C18  C17  C16  119.19  3.000
 AW6  CL   C18  C19  119.23  3.000
 AW6  C19  C18  C17  121.54  3.000
 AW6  CL   C18  C17  119.23  3.000
 AW6  H11  C19  C18  120.62  3.000
 AW6  H11  C19  C    120.15  3.000
 AW6  C18  C19  C    119.23  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
 AW6  CONST_01  C17  C18  C19  C      0.00   0.0  0
 AW6  CONST_02  C17  C16  C15  C      0.00   0.0  0
 AW6  CONST_03  C04  C05  C06  C01    0.00   0.0  0
 AW6  CONST_04  C04  C03  C02  C01    0.00   0.0  0
 AW6  CONST_05  C05  C06  C01  C02    0.00   0.0  0
 AW6  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 AW6  CONST_07  C06  C01  C02  C03    0.00   0.0  0
 AW6  CONST_08  C06  C05  C04  C03    0.00   0.0  0
 AW6  CONST_09  C13  C14  C09  C08    0.00   0.0  0
 AW6  CONST_10  C13  C12  C11  C08    0.00   0.0  0
 AW6  CONST_11  C12  C11  C08  C09    0.00   0.0  0
 AW6  CONST_12  C12  C13  C14  C09    0.00   0.0  0
 AW6  CONST_13  C14  C09  C08  C11    0.00   0.0  0
 AW6  CONST_14  C14  C13  C12  C11    0.00   0.0  0
 AW6  CONST_15  C18  C17  C16  C15    0.00   0.0  0
 AW6  CONST_16  C18  C19  C    C15    0.00   0.0  0
 AW6  CONST_17  C19  C18  C17  C16    0.00   0.0  0
 AW6  CONST_18  C19  C    C15  C16    0.00   0.0  0
 AW6  CONST_19  C08  C11  C12  N    180.00   0.0  0
 AW6  CONST_20  C14  C13  C12  N    180.00   0.0  0
 AW6  CONST_21  CL   C18  C19  C    180.00   0.0  0
 AW6  CONST_22  O03  C14  C09  C08  180.00   0.0  0
 AW6  CONST_23  O04  C13  C14  C09  180.00   0.0  0
 AW6  CONST_24  O03  C14  C09  C10    0.00   0.0  0
 AW6  CONST_25  O04  C13  C12  C11  180.00   0.0  0
 AW6  CONST_26  O03  C14  C13  C12  180.00   0.0  0
 AW6  CONST_27  C17  C16  C15  S    180.00   0.0  0
 AW6  CONST_28  C19  C    C15  S    180.00   0.0  0
 AW6  CONST_29  CL   C18  C17  C16  180.00   0.0  0
 AW6  CONST_30  H09  C16  C15  C    180.00   0.0  0
 AW6  CONST_31  H03  C03  C02  C01  180.00   0.0  0
 AW6  CONST_32  H04  C06  C01  C02  180.00   0.0  0
 AW6  CONST_33  H01  C01  C02  C03  180.00   0.0  0
 AW6  CONST_34  H02  C02  C03  C04  180.00   0.0  0
 AW6  CONST_35  H05  C11  C08  C07    0.00   0.0  0
 AW6  CONST_36  H10  C17  C16  C15  180.00   0.0  0
 AW6  CONST_37  H11  C19  C    C15  180.00   0.0  0
 AW6  CONST_38  H    C    C15  C16  180.00   0.0  0
 AW6  Var_01    C16  C15  S    N    -87.48  30.0  1
 AW6  Var_02    C15  S    N    C12   56.34  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
 AW6  plan-1  C    0.020
 AW6  plan-1  S    0.020
 AW6  plan-1  C15  0.020
 AW6  plan-1  C16  0.020
 AW6  plan-1  C17  0.020
 AW6  plan-1  C18  0.020
 AW6  plan-1  C19  0.020
 AW6  plan-1  CL   0.020
 AW6  plan-1  H    0.020
 AW6  plan-1  H09  0.020
 AW6  plan-1  H10  0.020
 AW6  plan-1  H11  0.020
 AW6  plan-2  N    0.020
 AW6  plan-2  C01  0.020
 AW6  plan-2  C02  0.020
 AW6  plan-2  C03  0.020
 AW6  plan-2  C04  0.020
 AW6  plan-2  C05  0.020
 AW6  plan-2  C06  0.020
 AW6  plan-2  C07  0.020
 AW6  plan-2  C08  0.020
 AW6  plan-2  C09  0.020
 AW6  plan-2  C10  0.020
 AW6  plan-2  C11  0.020
 AW6  plan-2  C12  0.020
 AW6  plan-2  C13  0.020
 AW6  plan-2  C14  0.020
 AW6  plan-2  O02  0.020
 AW6  plan-2  O03  0.020
 AW6  plan-2  O04  0.020
 AW6  plan-2  H01  0.020
 AW6  plan-2  H02  0.020
 AW6  plan-2  H03  0.020
 AW6  plan-2  H04  0.020
 AW6  plan-2  H05  0.020
 AW6  plan-2  O01  0.020
 AW6  plan-3  N    0.020
 AW6  plan-3  C12  0.020
 AW6  plan-3  S    0.020
 AW6  plan-3  H08  0.020

