# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 21:10:54 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: N-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)-beta-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCN[S](=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2c(O)c1O
#
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
 I9Q  I9Q  "N-(3,4-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)-beta-alanine"
  ligand  39  27  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I9Q
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
 I9Q  C    C  C      0  -0.315   -8.6539  -59.6578  41.7137
 I9Q  C1   C  C      0   0.402   -8.2760  -60.1125  42.9683
 I9Q  C2   C  C      0   0.289   -9.2712  -60.5964  43.8482
 I9Q  C3   C  C1     0  -0.311   -9.9874  -59.6628  41.3182
 I9Q  C4   C  CR6    0  -0.042  -10.9615  -60.1310  42.1745
 I9Q  C5   C  CR6    0  -0.166  -10.6057  -60.6026  43.4526
 I9Q  C6   C  CR6    0   0.396  -11.6219  -61.1042  44.3848
 I9Q  C7   C  CR66   0  -0.008  -13.0297  -61.1112  43.9478
 I9Q  C8   C  CR16   0  -0.267  -14.0084  -61.5914  44.8136
 I9Q  C9   C  CR16   0  -0.230  -15.3358  -61.6032  44.4202
 I9Q  C10  C  CR16   0  -0.226  -15.6937  -61.1338  43.1623
 I9Q  O2   O  OH1    0  -0.621   -8.8317  -61.0197  45.0279
 I9Q  C12  C  CR66   0  -0.022  -13.3889  -60.6410  42.6798
 I9Q  O5   O  OC    -1  -0.604   -6.9372  -62.7753  36.9609
 I9Q  C11  C  CR16   0  -0.269  -14.7249  -60.6548  42.2955
 I9Q  S    S  S      0   1.401   -7.4211  -59.0183  40.5976
 I9Q  O6   O  O      0  -0.616   -5.7511  -61.4140  35.6488
 I9Q  C16  C  C      0   0.415   -6.2671  -61.7478  36.7334
 I9Q  C14  C  CH2    0  -0.273   -6.6780  -61.2181  39.2201
 I9Q  C15  C  CH2    0  -0.587   -6.0488  -60.7739  37.9101
 I9Q  C13  C  CR6    0   0.320  -12.3694  -60.1290  41.7309
 I9Q  O1   O  OH1    0  -0.586   -7.0012  -60.1017  43.3318
 I9Q  O4   O  O      0  -0.429  -11.3064  -61.5056  45.4994
 I9Q  O7   O  OS     0  -0.648   -6.6536  -58.0078  41.3028
 I9Q  H2   H  H      0   0.290  -10.2609  -59.3010  40.3376
 I9Q  H3   H  HCR6   0   0.276  -13.7318  -61.9555  45.7934
 I9Q  H4   H  HCR6   0   0.278  -16.0939  -61.9774  45.0948
 I9Q  H5   H  HCR6   0   0.278  -16.7315  -61.1415  42.8567
 I9Q  H7   H  HNC1   0   0.417   -5.4864  -60.1310  40.6048
 I9Q  H1   H  HOH1   0   0.495   -9.6061  -61.3224  45.5547
 I9Q  H6   H  HCR6   0   0.275  -15.0064  -60.2903  41.3171
 I9Q  H8   H  HCH2   0   0.249   -6.2756  -62.1809  39.5335
 I9Q  H9   H  HCH2   0   0.243   -7.7529  -61.3621  39.1137
 I9Q  H10  H  HCH2   0   0.231   -6.4374  -59.7917  37.6289
 I9Q  H11  H  HCH2   0   0.225   -4.9720  -60.6326  38.0539
 I9Q  H    H  HOH1   0   0.493   -6.8882  -60.4601  44.2239
 I9Q  O3   O  O      0  -0.370  -12.6864  -59.7265  40.6303
 I9Q  N    N  NC1    0  -0.739   -6.4473  -60.2930  40.3297
 I9Q  O    O  OS     0  -0.640   -8.1400  -58.6548  39.3850

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
 I9Q  O    S    double    1.456  0.020  1.456
 I9Q  C    S    single    1.782  0.020  1.782
 I9Q  C    C1   aromatic  1.387  0.020  1.387
 I9Q  O1   C1   single    1.326  0.020  1.326
 I9Q  C1   C2   aromatic  1.414  0.020  1.414
 I9Q  O2   C2   single    1.328  0.020  1.328
 I9Q  C3   C    aromatic  1.391  0.020  1.391
 I9Q  C4   C3   aromatic  1.379  0.020  1.379
 I9Q  C4   C5   aromatic  1.408  0.020  1.408
 I9Q  C2   C5   aromatic  1.392  0.020  1.392
 I9Q  C5   C6   single    1.467  0.020  1.467
 I9Q  C6   C7   single    1.474  0.020  1.474
 I9Q  C7   C8   aromatic  1.392  0.020  1.392
 I9Q  C8   C9   aromatic  1.384  0.020  1.384
 I9Q  C9   C10  aromatic  1.390  0.020  1.390
 I9Q  C10  C11  aromatic  1.385  0.020  1.385
 I9Q  C11  C12  aromatic  1.390  0.020  1.390
 I9Q  C7   C12  aromatic  1.399  0.020  1.399
 I9Q  C12  C13  single    1.484  0.020  1.484
 I9Q  C13  C4   single    1.476  0.020  1.476
 I9Q  O3   C13  double    1.214  0.020  1.214
 I9Q  O4   C6   double    1.226  0.020  1.226
 I9Q  N    S    single    1.626  0.020  1.626
 I9Q  C14  N    single    1.463  0.020  1.463
 I9Q  C15  C14  single    1.520  0.020  1.520
 I9Q  C16  C15  single    1.543  0.020  1.543
 I9Q  O5   C16  deloc     1.248  0.020  1.248
 I9Q  O6   C16  deloc     1.247  0.020  1.247
 I9Q  S    O7   double    1.452  0.020  1.452
 I9Q  C3   H2   single    0.930  0.020  1.080
 I9Q  C8   H3   single    0.930  0.020  1.080
 I9Q  C9   H4   single    0.930  0.020  1.080
 I9Q  C10  H5   single    0.930  0.020  1.080
 I9Q  N    H7   single    0.890  0.020  1.040
 I9Q  O2   H1   single    0.850  0.020  0.980
 I9Q  C11  H6   single    0.930  0.020  1.080
 I9Q  C14  H8   single    0.970  0.020  1.090
 I9Q  C14  H9   single    0.970  0.020  1.090
 I9Q  C15  H10  single    0.970  0.020  1.090
 I9Q  C15  H11  single    0.970  0.020  1.090
 I9Q  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
 I9Q  S    C    C3   119.11  3.000
 I9Q  C3   C    C1   121.15  3.000
 I9Q  S    C    C1   119.72  3.000
 I9Q  O1   C1   C2   120.60  3.000
 I9Q  C2   C1   C    118.91  3.000
 I9Q  O1   C1   C    120.49  3.000
 I9Q  O2   C2   C5   124.63  3.000
 I9Q  C5   C2   C1   119.97  3.000
 I9Q  O2   C2   C1   115.40  3.000
 I9Q  H2   C3   C4   119.90  3.000
 I9Q  H2   C3   C    119.97  3.000
 I9Q  C4   C3   C    120.13  3.000
 I9Q  C13  C4   C5   120.95  3.000
 I9Q  C13  C4   C3   119.12  3.000
 I9Q  C5   C4   C3   119.93  3.000
 I9Q  C6   C5   C4   121.07  3.000
 I9Q  C6   C5   C2   119.01  3.000
 I9Q  C4   C5   C2   119.92  3.000
 I9Q  O4   C6   C7   120.91  3.000
 I9Q  O4   C6   C5   120.75  3.000
 I9Q  C7   C6   C5   118.34  3.000
 I9Q  C12  C7   C8   119.93  3.000
 I9Q  C12  C7   C6   120.81  3.000
 I9Q  C8   C7   C6   119.26  3.000
 I9Q  H3   C8   C9   119.99  3.000
 I9Q  H3   C8   C7   119.99  3.000
 I9Q  C9   C8   C7   120.02  3.000
 I9Q  H4   C9   C10  120.07  3.000
 I9Q  H4   C9   C8   119.85  3.000
 I9Q  C10  C9   C8   120.08  3.000
 I9Q  H5   C10  C11  119.77  3.000
 I9Q  H5   C10  C9   120.03  3.000
 I9Q  C11  C10  C9   120.20  3.000
 I9Q  H1   O2   C2   108.24  3.000
 I9Q  C13  C12  C11  119.14  3.000
 I9Q  C13  C12  C7   121.27  3.000
 I9Q  C11  C12  C7   119.59  3.000
 I9Q  H6   C11  C12  119.79  3.000
 I9Q  H6   C11  C10  120.04  3.000
 I9Q  C12  C11  C10  120.17  3.000
 I9Q  O7   S    O    119.47  3.000
 I9Q  O7   S    N    108.00  3.000
 I9Q  O    S    N    110.75  3.000
 I9Q  O7   S    C    108.14  3.000
 I9Q  N    S    C    103.66  3.000
 I9Q  O    S    C    105.65  3.000
 I9Q  C15  C16  O6   115.84  3.000
 I9Q  O6   C16  O5   126.98  3.000
 I9Q  C15  C16  O5   117.18  3.000
 I9Q  H9   C14  H8   106.00  3.000
 I9Q  H9   C14  C15  111.28  3.000
 I9Q  H8   C14  C15  110.70  3.000
 I9Q  H9   C14  N    108.25  3.000
 I9Q  H8   C14  N    106.40  3.000
 I9Q  C15  C14  N    113.81  3.000
 I9Q  H11  C15  H10  105.51  3.000
 I9Q  H11  C15  C14  109.36  3.000
 I9Q  H10  C15  C14  109.71  3.000
 I9Q  H11  C15  C16  108.70  3.000
 I9Q  H10  C15  C16  108.70  3.000
 I9Q  C14  C15  C16  114.47  3.000
 I9Q  O3   C13  C12  120.98  3.000
 I9Q  O3   C13  C4   121.46  3.000
 I9Q  C12  C13  C4   117.55  3.000
 I9Q  H    O1   C1   111.22  3.000
 I9Q  H7   N    C14  117.19  3.000
 I9Q  H7   N    S    113.46  3.000
 I9Q  C14  N    S    121.75  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
 I9Q  CONST_01  C5   C2   C1   C       0.00   0.0  0
 I9Q  CONST_02  C5   C4   C3   C       0.00   0.0  0
 I9Q  CONST_03  C4   C3   C    C1      0.00   0.0  0
 I9Q  CONST_04  C4   C5   C2   C1      0.00   0.0  0
 I9Q  CONST_05  C3   C    C1   C2      0.00   0.0  0
 I9Q  CONST_06  C3   C4   C5   C2      0.00   0.0  0
 I9Q  CONST_07  C7   C6   C5   C2    180.00   0.0  0
 I9Q  CONST_08  C12  C13  C4   C3    180.00   0.0  0
 I9Q  CONST_09  C7   C6   C5   C4      0.00   0.0  0
 I9Q  CONST_10  C11  C12  C13  C4    180.00   0.0  0
 I9Q  CONST_11  C7   C12  C13  C4      0.00   0.0  0
 I9Q  CONST_12  C12  C13  C4   C5      0.00   0.0  0
 I9Q  CONST_13  C8   C7   C6   C5    180.00   0.0  0
 I9Q  CONST_14  C12  C7   C6   C5      0.00   0.0  0
 I9Q  CONST_15  C10  C9   C8   C7      0.00   0.0  0
 I9Q  CONST_16  C10  C11  C12  C7      0.00   0.0  0
 I9Q  CONST_17  C11  C12  C7   C8      0.00   0.0  0
 I9Q  CONST_18  C11  C10  C9   C8      0.00   0.0  0
 I9Q  CONST_19  C12  C7   C8   C9      0.00   0.0  0
 I9Q  CONST_20  C12  C11  C10  C9      0.00   0.0  0
 I9Q  CONST_21  O2   C2   C1   C     180.00   0.0  0
 I9Q  CONST_22  S    C    C1   C2    180.00   0.0  0
 I9Q  CONST_23  O4   C6   C5   C2      0.00   0.0  0
 I9Q  CONST_24  O1   C1   C    C3    180.00   0.0  0
 I9Q  CONST_25  O3   C13  C4   C3      0.00   0.0  0
 I9Q  CONST_26  S    C    C3   C4    180.00   0.0  0
 I9Q  CONST_27  O2   C2   C5   C4    180.00   0.0  0
 I9Q  CONST_28  O4   C6   C5   C4    180.00   0.0  0
 I9Q  CONST_29  O3   C13  C4   C5    180.00   0.0  0
 I9Q  CONST_30  O1   C1   C2   C5    180.00   0.0  0
 I9Q  CONST_31  O2   C2   C5   C6      0.00   0.0  0
 I9Q  CONST_32  O3   C13  C12  C7    180.00   0.0  0
 I9Q  CONST_33  O4   C6   C7   C8      0.00   0.0  0
 I9Q  CONST_34  O4   C6   C7   C12   180.00   0.0  0
 I9Q  CONST_35  O3   C13  C12  C11     0.00   0.0  0
 I9Q  CONST_36  H2   C3   C    C1    180.00   0.0  0
 I9Q  CONST_37  H2   C3   C4   C5    180.00   0.0  0
 I9Q  CONST_38  H3   C8   C7   C6      0.00   0.0  0
 I9Q  CONST_39  H4   C9   C8   C7    180.00   0.0  0
 I9Q  CONST_40  H6   C11  C12  C7    180.00   0.0  0
 I9Q  CONST_41  H5   C10  C9   C8    180.00   0.0  0
 I9Q  CONST_42  H6   C11  C10  C9    180.00   0.0  0
 I9Q  CONST_43  H3   C8   C9   C10   180.00   0.0  0
 I9Q  CONST_44  H5   C10  C11  C12   180.00   0.0  0
 I9Q  CONST_45  H3   C8   C7   C12   180.00   0.0  0
 I9Q  CONST_46  H4   C9   C10  C11   180.00   0.0  0
 I9Q  CONST_47  H6   C11  C12  C13     0.00   0.0  0
 I9Q  CONST_48  H2   C3   C4   C13     0.00   0.0  0
 I9Q  Var_01    O    S    C    C1    179.14  30.0  2
 I9Q  Var_02    N    S    C    C1     62.61  30.0  2
 I9Q  Var_03    O7   S    C    C1    -51.87  30.0  2
 I9Q  Var_04    O    S    C    C3     -2.31  30.0  2
 I9Q  Var_05    N    S    C    C3   -118.84  30.0  2
 I9Q  Var_06    O7   S    C    C3    126.69  30.0  2
 I9Q  Var_07    C14  N    S    C      91.03  30.0  2
 I9Q  Var_08    H7   N    S    C    -120.31  30.0  2
 I9Q  Var_09    C16  C15  C14  N     179.25  30.0  2
 I9Q  Var_10    C14  N    S    O     -21.86  30.0  2
 I9Q  Var_11    C14  C15  C16  O5      0.80  30.0  3
 I9Q  Var_12    C15  C14  N    S      86.20  30.0  1
 I9Q  Var_13    C14  C15  C16  O6   -179.38  30.0  3
 I9Q  Var_14    O7   S    N    C14  -154.41  30.0  3
 I9Q  Var_15    H10  C15  C14  N     -58.26  30.0  2
 I9Q  Var_16    H11  C15  C14  N      57.02  30.0  2
 I9Q  Var_17    H7   N    S    O     126.81  30.0  2
 I9Q  Var_18    H10  C15  C16  O5   -122.24  30.0  3
 I9Q  Var_19    H11  C15  C16  O5    123.39  30.0  3
 I9Q  Var_20    H8   C14  N    S    -151.62  30.0  1
 I9Q  Var_21    H9   C14  N    S     -38.07  30.0  1
 I9Q  Var_22    H10  C15  C16  O6     57.58  30.0  3
 I9Q  Var_23    H11  C15  C16  O6    -56.79  30.0  3
 I9Q  Var_24    H8   C14  C15  C16    59.47  30.0  3
 I9Q  Var_25    H9   C14  C15  C16   -58.13  30.0  3
 I9Q  Var_26    H7   N    C14  C15   -61.37  30.0  3
 I9Q  Var_27    H7   N    S    O7     -5.74  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
 I9Q  plan-1  C    0.020
 I9Q  plan-1  C1   0.020
 I9Q  plan-1  C2   0.020
 I9Q  plan-1  C3   0.020
 I9Q  plan-1  C4   0.020
 I9Q  plan-1  C5   0.020
 I9Q  plan-1  C6   0.020
 I9Q  plan-1  C7   0.020
 I9Q  plan-1  C8   0.020
 I9Q  plan-1  C9   0.020
 I9Q  plan-1  C10  0.020
 I9Q  plan-1  O2   0.020
 I9Q  plan-1  C12  0.020
 I9Q  plan-1  C11  0.020
 I9Q  plan-1  S    0.020
 I9Q  plan-1  C13  0.020
 I9Q  plan-1  O1   0.020
 I9Q  plan-1  O4   0.020
 I9Q  plan-1  H2   0.020
 I9Q  plan-1  H3   0.020
 I9Q  plan-1  H4   0.020
 I9Q  plan-1  H5   0.020
 I9Q  plan-1  H6   0.020
 I9Q  plan-1  O3   0.020
 I9Q  plan-2  O5   0.020
 I9Q  plan-2  O6   0.020
 I9Q  plan-2  C16  0.020
 I9Q  plan-2  C15  0.020

