# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 07:50:14 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 2-[(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)sulfamoyl]phenyl acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Oc1ccccc1[S](=O)(=O)Nc2cc3C(=O)c4ccccc4C(=O)c3c(O)c2O
#
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
 9HU  9HU  '2-[(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)sulfamoyl]phenyl acetate'  ligand  47  32  .  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_9HU
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
 9HU  C01  C  CR16  0  -0.232  -6.9920   0.4355   0.3178
 9HU  C02  C  CR16  0  -0.229  -6.8033   1.3955  -0.6689
 9HU  C03  C  CR16  0  -0.271  -5.5449   1.5979  -1.2125
 9HU  C04  C  CR66  0  -0.023  -4.4632   0.8424  -0.7732
 9HU  C05  C  CR66  0  -0.006  -4.6543  -0.1232   0.2211
 9HU  C06  C  CR16  0  -0.269  -5.9211  -0.3219   0.7623
 9HU  C07  C  CR6   0   0.319  -3.1252   1.0777  -1.3703
 9HU  C08  C  CR66  0  -0.056  -2.0032   0.2508  -0.8842
 9HU  C09  C  CR66  0  -0.180  -2.2056  -0.7225   0.1135
 9HU  C10  C  CR6   0   0.398  -3.5256  -0.9399   0.7061
 9HU  C11  C  CR16  0  -0.331  -0.7502   0.4293  -1.4322
 9HU  C12  C  CR6   0   0.211   0.3249  -0.3420  -0.9967
 9HU  C13  C  CR6   0   0.316   0.1457  -1.3072  -0.0141
 9HU  C14  C  CR6   0   0.297  -1.1334  -1.5038   0.5430
 9HU  O01  O  O     0  -0.439  -3.6922  -1.7815   1.5842
 9HU  O02  O  O     0  -0.378  -2.9654   1.9205  -2.2304
 9HU  O03  O  OH1   0  -0.624  -1.2169  -2.4451   1.4776
 9HU  O04  O  OH1   0  -0.601   1.1907  -2.0364   0.3721
 9HU  N    N  NC1   0  -0.793   1.6035  -0.1584  -1.5681
 9HU  S    S  S     0   1.374   2.4995   1.1597  -1.0850
 9HU  O05  O  OS    0  -0.626   1.6821   2.3362  -1.3031
 9HU  C15  C  CR6   0  -0.286   2.7121   0.9851   0.6673
 9HU  O06  O  OS    0  -0.638   3.7786   1.0323  -1.7566
 9HU  C16  C  CR6   0   0.457   3.5038  -0.0402   1.1755
 9HU  C17  C  CR16  0  -0.306   3.6508  -0.1913   2.5403
 9HU  C18  C  CR16  0  -0.238   2.9958   0.6821   3.3976
 9HU  C19  C  CR16  0  -0.247   2.2002   1.7017   2.8953
 9HU  C20  C  CR16  0  -0.243   2.0515   1.8540   1.5255
 9HU  O07  O  O2    0  -0.495   4.0831  -0.9271   0.3076
 9HU  C21  C  C     0   0.546   5.3879  -0.7353  -0.0271
 9HU  C    C  CH3   0  -0.776   5.8091  -1.7096  -1.0753
 9HU  O    O  O     0  -0.403   6.0555   0.1195   0.4765
 9HU  H01  H  HCR6  0   0.279  -7.9748   0.2788   0.7412
 9HU  H02  H  HCR6  0   0.279  -7.6390   1.9892  -1.0140
 9HU  H03  H  HCR6  0   0.275  -5.4035   2.3454  -1.9807
 9HU  H04  H  HCR6  0   0.276  -6.0688  -1.0682   1.5307
 9HU  H05  H  HCR6  0   0.282  -0.5969   1.1550  -2.2175
 9HU  H06  H  HOH1  0   0.494  -2.1465  -2.4709   1.8003
 9HU  H07  H  HOH1  0   0.491   0.9416  -2.6831   1.0460
 9HU  H08  H  HNC1  0   0.424   2.1710  -0.9981  -1.6400
 9HU  H09  H  HCR6  0   0.289   4.2596  -0.9952   2.9322
 9HU  H10  H  HCR6  0   0.282   3.1095   0.5603   4.4663
 9HU  H11  H  HCR6  0   0.279   1.6882   2.3768   3.5665
 9HU  H12  H  HCR6  0   0.293   1.4292   2.6456   1.1330
 9HU  H    H  HCH3  0   0.282   5.3568  -1.4261  -2.0271
 9HU  H14  H  HCH3  0   0.272   6.8893  -1.7013  -1.1871
 9HU  H13  H  HCH3  0   0.278   5.4713  -2.7171  -0.8384

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
 9HU  O06  S    double    1.450  0.020  1.450
 9HU  S    O05  double    1.449  0.020  1.449
 9HU  S    N    single    1.665  0.020  1.665
 9HU  S    C15  single    1.774  0.020  1.774
 9HU  N    C12  single    1.412  0.020  1.412
 9HU  C    C21  single    1.492  0.020  1.492
 9HU  O07  C16  single    1.369  0.020  1.369
 9HU  O07  C21  single    1.361  0.020  1.361
 9HU  C15  C16  aromatic  1.391  0.020  1.391
 9HU  C15  C20  aromatic  1.388  0.020  1.388
 9HU  O04  C13  single    1.331  0.020  1.331
 9HU  C16  C17  aromatic  1.381  0.020  1.381
 9HU  C21  O    double    1.196  0.020  1.196
 9HU  C20  C19  aromatic  1.386  0.020  1.386
 9HU  C12  C13  aromatic  1.389  0.020  1.389
 9HU  C12  C11  aromatic  1.393  0.020  1.393
 9HU  C13  C14  aromatic  1.409  0.020  1.409
 9HU  C17  C18  aromatic  1.388  0.020  1.388
 9HU  C11  C08  aromatic  1.379  0.020  1.379
 9HU  C19  C18  aromatic  1.387  0.020  1.387
 9HU  C14  O03  single    1.329  0.020  1.329
 9HU  C14  C09  aromatic  1.394  0.020  1.394
 9HU  C08  C09  aromatic  1.408  0.020  1.408
 9HU  C08  C07  single    1.476  0.020  1.476
 9HU  O02  C07  double    1.215  0.020  1.215
 9HU  C09  C10  single    1.463  0.020  1.463
 9HU  C07  C04  single    1.484  0.020  1.484
 9HU  C10  O01  double    1.228  0.020  1.228
 9HU  C10  C05  single    1.475  0.020  1.475
 9HU  C04  C05  aromatic  1.399  0.020  1.399
 9HU  C04  C03  aromatic  1.391  0.020  1.391
 9HU  C05  C06  aromatic  1.392  0.020  1.392
 9HU  C03  C02  aromatic  1.386  0.020  1.386
 9HU  C06  C01  aromatic  1.385  0.020  1.385
 9HU  C02  C01  aromatic  1.390  0.020  1.390
 9HU  C01  H01  single    0.930  0.020  1.080
 9HU  C02  H02  single    0.930  0.020  1.080
 9HU  C03  H03  single    0.930  0.020  1.080
 9HU  C06  H04  single    0.930  0.020  1.080
 9HU  C11  H05  single    0.930  0.020  1.080
 9HU  O03  H06  single    0.850  0.020  0.980
 9HU  O04  H07  single    0.850  0.020  0.980
 9HU  N    H08  single    0.890  0.020  1.040
 9HU  C17  H09  single    0.930  0.020  1.080
 9HU  C18  H10  single    0.930  0.020  1.080
 9HU  C19  H11  single    0.930  0.020  1.080
 9HU  C20  H12  single    0.930  0.020  1.080
 9HU  C    H    single    0.970  0.020  1.090
 9HU  C    H14  single    0.970  0.020  1.090
 9HU  C    H13  single    0.970  0.020  1.090

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
 9HU  H01  C01  C06  119.85  3.000
 9HU  H01  C01  C02  120.10  3.000
 9HU  C06  C01  C02  120.04  3.000
 9HU  H02  C02  C03  119.76  3.000
 9HU  H02  C02  C01  120.05  3.000
 9HU  C03  C02  C01  120.19  3.000
 9HU  H03  C03  C04  119.89  3.000
 9HU  H03  C03  C02  119.90  3.000
 9HU  C04  C03  C02  120.21  3.000
 9HU  C07  C04  C05  121.23  3.000
 9HU  C05  C04  C03  119.55  3.000
 9HU  C07  C04  C03  119.22  3.000
 9HU  C10  C05  C06  119.32  3.000
 9HU  C06  C05  C04  119.94  3.000
 9HU  C10  C05  C04  120.74  3.000
 9HU  H04  C06  C05  119.94  3.000
 9HU  H04  C06  C01  120.00  3.000
 9HU  C05  C06  C01  120.06  3.000
 9HU  O02  C07  C08  121.46  3.000
 9HU  O02  C07  C04  120.89  3.000
 9HU  C08  C07  C04  117.65  3.000
 9HU  C11  C08  C09  120.09  3.000
 9HU  C09  C08  C07  120.74  3.000
 9HU  C11  C08  C07  119.16  3.000
 9HU  C14  C09  C10  119.06  3.000
 9HU  C10  C09  C08  121.28  3.000
 9HU  C14  C09  C08  119.66  3.000
 9HU  O01  C10  C09  120.93  3.000
 9HU  O01  C10  C05  120.72  3.000
 9HU  C09  C10  C05  118.36  3.000
 9HU  H05  C11  C12  119.33  3.000
 9HU  H05  C11  C08  120.31  3.000
 9HU  C12  C11  C08  120.35  3.000
 9HU  N    C12  C13  119.56  3.000
 9HU  C13  C12  C11  120.42  3.000
 9HU  N    C12  C11  120.01  3.000
 9HU  O04  C13  C14  121.43  3.000
 9HU  C14  C13  C12  119.59  3.000
 9HU  O04  C13  C12  118.98  3.000
 9HU  O03  C14  C13  115.72  3.000
 9HU  O03  C14  C09  124.40  3.000
 9HU  C13  C14  C09  119.88  3.000
 9HU  H06  O03  C14  107.96  3.000
 9HU  H07  O04  C13  111.49  3.000
 9HU  H08  N    S    111.97  3.000
 9HU  H08  N    C12  115.27  3.000
 9HU  S    N    C12  118.20  3.000
 9HU  O06  S    C15  110.07  3.000
 9HU  C15  S    O05  107.23  3.000
 9HU  O06  S    O05  119.94  3.000
 9HU  C15  S    N    105.85  3.000
 9HU  O05  S    N    107.18  3.000
 9HU  O06  S    N    105.71  3.000
 9HU  C20  C15  C16  120.40  3.000
 9HU  C20  C15  S    119.47  3.000
 9HU  C16  C15  S    120.10  3.000
 9HU  O07  C16  C17  120.69  3.000
 9HU  C17  C16  C15  120.14  3.000
 9HU  O07  C16  C15  119.11  3.000
 9HU  H09  C17  C18  120.62  3.000
 9HU  H09  C17  C16  119.95  3.000
 9HU  C18  C17  C16  119.43  3.000
 9HU  H10  C18  C19  120.05  3.000
 9HU  H10  C18  C17  119.33  3.000
 9HU  C19  C18  C17  120.62  3.000
 9HU  H11  C19  C20  119.62  3.000
 9HU  H11  C19  C18  120.38  3.000
 9HU  C20  C19  C18  120.00  3.000
 9HU  H12  C20  C19  120.07  3.000
 9HU  H12  C20  C15  120.52  3.000
 9HU  C19  C20  C15  119.41  3.000
 9HU  C21  O07  C16  118.05  3.000
 9HU  O    C21  C    127.24  3.000
 9HU  O    C21  O07  122.18  3.000
 9HU  C    C21  O07  110.58  3.000
 9HU  H13  C    H14  109.76  3.000
 9HU  H13  C    H    107.55  3.000
 9HU  H14  C    H    108.69  3.000
 9HU  H13  C    C21  111.34  3.000
 9HU  H14  C    C21  110.38  3.000
 9HU  H    C    C21  109.03  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
 9HU  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 9HU  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 9HU  CONST_03  C05  C04  C03  C02     0.00   0.0  0
 9HU  CONST_04  C05  C06  C01  C02     0.00   0.0  0
 9HU  CONST_05  C06  C05  C04  C03     0.00   0.0  0
 9HU  CONST_06  C06  C01  C02  C03     0.00   0.0  0
 9HU  CONST_07  C13  C12  C11  C08     0.00   0.0  0
 9HU  CONST_08  C13  C14  C09  C08     0.00   0.0  0
 9HU  CONST_09  C12  C13  C14  C09     0.00   0.0  0
 9HU  CONST_10  C12  C11  C08  C09     0.00   0.0  0
 9HU  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 9HU  CONST_12  C14  C09  C08  C11     0.00   0.0  0
 9HU  CONST_13  C18  C17  C16  C15     0.00   0.0  0
 9HU  CONST_14  C18  C19  C20  C15     0.00   0.0  0
 9HU  CONST_15  C19  C20  C15  C16     0.00   0.0  0
 9HU  CONST_16  C19  C18  C17  C16     0.00   0.0  0
 9HU  CONST_17  C20  C15  C16  C17     0.00   0.0  0
 9HU  CONST_18  C20  C19  C18  C17     0.00   0.0  0
 9HU  CONST_19  N    C12  C11  C08   180.00   0.0  0
 9HU  CONST_20  O03  C14  C09  C08   180.00   0.0  0
 9HU  CONST_21  O04  C13  C14  C09   180.00   0.0  0
 9HU  CONST_22  O03  C14  C09  C10     0.00   0.0  0
 9HU  CONST_23  O04  C13  C12  C11   180.00   0.0  0
 9HU  CONST_24  O03  C14  C13  C12   180.00   0.0  0
 9HU  CONST_25  N    C12  C13  C14   180.00   0.0  0
 9HU  CONST_26  C17  C16  C15  S     180.00   0.0  0
 9HU  CONST_27  C19  C20  C15  S     180.00   0.0  0
 9HU  CONST_28  O07  C16  C17  C18   180.00   0.0  0
 9HU  CONST_29  O07  C16  C15  C20   180.00   0.0  0
 9HU  CONST_30  H03  C03  C02  C01   180.00   0.0  0
 9HU  CONST_31  H04  C06  C01  C02   180.00   0.0  0
 9HU  CONST_32  H01  C01  C02  C03   180.00   0.0  0
 9HU  CONST_33  H02  C02  C03  C04   180.00   0.0  0
 9HU  CONST_34  H05  C11  C08  C07     0.00   0.0  0
 9HU  CONST_35  H09  C17  C16  C15   180.00   0.0  0
 9HU  CONST_36  H11  C19  C20  C15   180.00   0.0  0
 9HU  CONST_37  H12  C20  C15  C16   180.00   0.0  0
 9HU  CONST_38  H10  C18  C17  C16   180.00   0.0  0
 9HU  Var_01    C15  S    N    C12    59.28  30.0  2
 9HU  Var_02    C16  C15  S    N      68.27  30.0  2
 9HU  Var_03    C    C21  O07  C16  -174.51  30.0  3
 9HU  Var_04    H    C    C21  O07    72.85  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
 9HU  plan-1  S    0.020
 9HU  plan-1  C15  0.020
 9HU  plan-1  C16  0.020
 9HU  plan-1  C17  0.020
 9HU  plan-1  C18  0.020
 9HU  plan-1  C19  0.020
 9HU  plan-1  C20  0.020
 9HU  plan-1  O07  0.020
 9HU  plan-1  H09  0.020
 9HU  plan-1  H10  0.020
 9HU  plan-1  H11  0.020
 9HU  plan-1  H12  0.020
 9HU  plan-2  C01  0.020
 9HU  plan-2  C02  0.020
 9HU  plan-2  C03  0.020
 9HU  plan-2  C04  0.020
 9HU  plan-2  C05  0.020
 9HU  plan-2  C06  0.020
 9HU  plan-2  C07  0.020
 9HU  plan-2  C08  0.020
 9HU  plan-2  C09  0.020
 9HU  plan-2  C10  0.020
 9HU  plan-2  C11  0.020
 9HU  plan-2  C12  0.020
 9HU  plan-2  C13  0.020
 9HU  plan-2  C14  0.020
 9HU  plan-2  O01  0.020
 9HU  plan-2  O02  0.020
 9HU  plan-2  O03  0.020
 9HU  plan-2  O04  0.020
 9HU  plan-2  N    0.020
 9HU  plan-2  H01  0.020
 9HU  plan-2  H02  0.020
 9HU  plan-2  H03  0.020
 9HU  plan-2  H04  0.020
 9HU  plan-2  H05  0.020
 9HU  plan-3  C12  0.020
 9HU  plan-3  N    0.020
 9HU  plan-3  S    0.020
 9HU  plan-3  H08  0.020
 9HU  plan-4  O07  0.020
 9HU  plan-4  C21  0.020
 9HU  plan-4  C    0.020
 9HU  plan-4  O    0.020

