# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 16:03:50 2022
#   Inital geometry file: a 104 line input string
#   Ligand name: N-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)glycine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN[S](=O)(=O)c1cc2C(=O)c3ccccc3C(=O)c2cc1O
#
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
 I91  I91  "N-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)glycine"
  ligand  35  25  .  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_I91
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
 I91  C5   C  CR16   0  -0.269  30.0564  15.6086  4.8137
 I91  C6   C  CR66   0  -0.025  30.4255  14.4321  4.1700
 I91  C4   C  CR16   0  -0.229  29.9372  16.7874  4.0964
 I91  C3   C  CR16   0  -0.231  30.1895  16.8008  2.7299
 I91  C2   C  CR16   0  -0.266  30.5622  15.6354  2.0816
 I91  C1   C  CR66   0  -0.027  30.6823  14.4462  2.7944
 I91  C9   C  CR66   0  -0.028  30.8853  11.9467  4.2323
 I91  C14  C  CR6    0   0.469  31.5663   9.5765  2.8993
 I91  C13  C  C      0   0.410  33.7873   7.3683  7.4339
 I91  C11  C  CR6    0  -0.304  31.2704   9.5711  4.2716
 I91  C10  C  CR16   0  -0.253  30.9407  10.7420  4.9231
 I91  O5   O  OS     0  -0.651  30.4678   7.0650  4.4524
 I91  S    S  S      0   1.385  31.2471   8.0470  5.1862
 I91  O4   O  OS     0  -0.641  30.8272   8.3959  6.5364
 I91  N    N  NC1    0  -0.706  32.8221   7.5870  5.1079
 I91  C12  C  CH2    0  -0.450  33.7359   8.1463  6.0992
 I91  O3   O  O      0  -0.604  34.3716   7.9545  8.3621
 I91  O2   O  OC    -1  -0.597  33.2900   6.2282  7.4321
 I91  O6   O  OH1    0  -0.585  31.8931   8.4333  2.3143
 I91  C15  C  CR16   0  -0.419  31.5033  10.7840  2.2077
 I91  C8   C  CR66   0  -0.001  31.1603  11.9530  2.8627
 I91  C    C  CR6    0   0.322  31.0830  13.2154  2.0761
 I91  O    O  O      0  -0.355  31.3340  13.2235  0.8910
 I91  C7   C  CR6    0   0.325  30.5338  13.1809  4.9595
 I91  O1   O  O      0  -0.370  30.3350  13.1737  6.1573
 I91  H3   H  HCR6   0   0.273  29.8584  15.6002  5.8768
 I91  H2   H  HCR6   0   0.276  29.6462  17.6979  4.6030
 I91  H1   H  HCR6   0   0.276  30.0953  17.7215  2.1700
 I91  H    H  HCR6   0   0.274  30.7587  15.6483  1.0183
 I91  H4   H  HCR6   0   0.294  30.7193  10.7238  5.9813
 I91  H5   H  HNC1   0   0.400  32.8777   6.5719  5.0793
 I91  H7   H  HCH2   0   0.263  34.7343   8.1393  5.6535
 I91  H6   H  HCH2   0   0.251  33.4976   9.1973  6.2693
 I91  H9   H  HOH1   0   0.494  32.0748   8.5590  1.3734
 I91  H10  H  HCR6   0   0.297  31.7211  10.8018  1.1461

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
 I91  O    C    double    1.211  0.020  1.211
 I91  C    C1   single    1.480  0.020  1.480
 I91  C1   C2   aromatic  1.392  0.020  1.392
 I91  C2   C3   aromatic  1.385  0.020  1.385
 I91  C3   C4   aromatic  1.390  0.020  1.390
 I91  C4   C5   aromatic  1.385  0.020  1.385
 I91  C1   C6   aromatic  1.399  0.020  1.399
 I91  C5   C6   aromatic  1.391  0.020  1.391
 I91  C6   C7   single    1.483  0.020  1.483
 I91  O1   C7   double    1.214  0.020  1.214
 I91  C    C8   single    1.489  0.020  1.489
 I91  C8   C9   aromatic  1.397  0.020  1.397
 I91  C7   C9   single    1.475  0.020  1.475
 I91  C9   C10  aromatic  1.390  0.020  1.390
 I91  C10  C11  aromatic  1.380  0.020  1.380
 I91  C11  S    single    1.778  0.020  1.778
 I91  N    S    single    1.643  0.020  1.643
 I91  C12  N    single    1.460  0.020  1.460
 I91  C13  C12  single    1.546  0.020  1.546
 I91  O2   C13  deloc     1.244  0.020  1.244
 I91  O3   C13  deloc     1.244  0.020  1.244
 I91  O4   S    double    1.456  0.020  1.456
 I91  S    O5   double    1.453  0.020  1.453
 I91  C14  C11  aromatic  1.404  0.020  1.404
 I91  O6   C14  single    1.325  0.020  1.325
 I91  C15  C14  aromatic  1.393  0.020  1.393
 I91  C8   C15  aromatic  1.383  0.020  1.383
 I91  C5   H3   single    0.930  0.020  1.080
 I91  C4   H2   single    0.930  0.020  1.080
 I91  C3   H1   single    0.930  0.020  1.080
 I91  C2   H    single    0.930  0.020  1.080
 I91  C10  H4   single    0.930  0.020  1.080
 I91  N    H5   single    0.890  0.020  1.040
 I91  C12  H7   single    0.970  0.020  1.090
 I91  C12  H6   single    0.970  0.020  1.090
 I91  O6   H9   single    0.850  0.020  0.980
 I91  C15  H10  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
 I91  H3   C5   C4   120.00  3.000
 I91  H3   C5   C6   119.80  3.000
 I91  C4   C5   C6   120.20  3.000
 I91  C7   C6   C1   121.21  3.000
 I91  C7   C6   C5   119.11  3.000
 I91  C1   C6   C5   119.68  3.000
 I91  H2   C4   C3   120.08  3.000
 I91  H2   C4   C5   119.80  3.000
 I91  C3   C4   C5   120.12  3.000
 I91  H1   C3   C2   119.83  3.000
 I91  H1   C3   C4   120.09  3.000
 I91  C2   C3   C4   120.08  3.000
 I91  H    C2   C1   119.88  3.000
 I91  H    C2   C3   119.95  3.000
 I91  C1   C2   C3   120.17  3.000
 I91  C    C1   C2   119.03  3.000
 I91  C2   C1   C6   119.75  3.000
 I91  C    C1   C6   121.22  3.000
 I91  C7   C9   C8   121.77  3.000
 I91  C7   C9   C10  119.32  3.000
 I91  C8   C9   C10  118.90  3.000
 I91  C15  C14  O6   122.67  3.000
 I91  C15  C14  C11  118.63  3.000
 I91  O6   C14  C11  118.70  3.000
 I91  O2   C13  O3   128.38  3.000
 I91  O3   C13  C12  115.02  3.000
 I91  O2   C13  C12  116.54  3.000
 I91  S    C11  C10  118.78  3.000
 I91  S    C11  C14  120.60  3.000
 I91  C10  C11  C14  120.57  3.000
 I91  H4   C10  C11  119.78  3.000
 I91  H4   C10  C9   119.53  3.000
 I91  C11  C10  C9   120.69  3.000
 I91  N    S    O4   112.81  3.000
 I91  O4   S    O5   118.40  3.000
 I91  N    S    O5   107.52  3.000
 I91  O5   S    C11  109.07  3.000
 I91  O4   S    C11  105.98  3.000
 I91  N    S    C11  101.71  3.000
 I91  H5   N    C12  111.55  3.000
 I91  H5   N    S    109.46  3.000
 I91  C12  N    S    117.43  3.000
 I91  H6   C12  H7   105.61  3.000
 I91  H6   C12  N    109.77  3.000
 I91  H7   C12  N    107.00  3.000
 I91  H6   C12  C13  110.95  3.000
 I91  H7   C12  C13  108.57  3.000
 I91  N    C12  C13  114.48  3.000
 I91  H9   O6   C14  111.34  3.000
 I91  H10  C15  C8   119.99  3.000
 I91  H10  C15  C14  119.44  3.000
 I91  C8   C15  C14  120.58  3.000
 I91  C    C8   C15  118.63  3.000
 I91  C15  C8   C9   120.62  3.000
 I91  C    C8   C9   120.75  3.000
 I91  O    C    C8   120.77  3.000
 I91  C8   C    C1   117.55  3.000
 I91  O    C    C1   121.68  3.000
 I91  O1   C7   C9   121.36  3.000
 I91  C9   C7   C6   117.44  3.000
 I91  O1   C7   C6   121.21  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
 I91  CONST_01  C2   C3   C4   C5      0.00   0.0  0
 I91  CONST_02  C2   C1   C6   C5      0.00   0.0  0
 I91  CONST_03  C9   C7   C6   C5    180.00   0.0  0
 I91  CONST_04  C8   C    C1   C6      0.00   0.0  0
 I91  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 I91  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 I91  CONST_07  C8   C9   C7   C6      0.00   0.0  0
 I91  CONST_08  C10  C9   C7   C6    180.00   0.0  0
 I91  CONST_09  C1   C2   C3   C4      0.00   0.0  0
 I91  CONST_10  C1   C6   C5   C4      0.00   0.0  0
 I91  CONST_11  C8   C    C1   C2    180.00   0.0  0
 I91  CONST_12  C9   C8   C    C1      0.00   0.0  0
 I91  CONST_13  C15  C8   C    C1    180.00   0.0  0
 I91  CONST_14  C9   C7   C6   C1      0.00   0.0  0
 I91  CONST_15  C14  C15  C8   C9      0.00   0.0  0
 I91  CONST_16  C14  C11  C10  C9      0.00   0.0  0
 I91  CONST_17  C8   C9   C10  C11     0.00   0.0  0
 I91  CONST_18  C8   C15  C14  C11     0.00   0.0  0
 I91  CONST_19  C15  C8   C9   C10     0.00   0.0  0
 I91  CONST_20  C15  C14  C11  C10     0.00   0.0  0
 I91  CONST_21  O1   C7   C6   C5      0.00   0.0  0
 I91  CONST_22  O    C    C1   C6    180.00   0.0  0
 I91  CONST_23  O    C    C1   C2      0.00   0.0  0
 I91  CONST_24  O1   C7   C6   C1    180.00   0.0  0
 I91  CONST_25  O    C    C8   C9    180.00   0.0  0
 I91  CONST_26  S    C11  C10  C9    180.00   0.0  0
 I91  CONST_27  O1   C7   C9   C10     0.00   0.0  0
 I91  CONST_28  O6   C14  C11  C10   180.00   0.0  0
 I91  CONST_29  C15  C14  C11  S     180.00   0.0  0
 I91  CONST_30  C8   C15  C14  O6    180.00   0.0  0
 I91  CONST_31  O    C    C8   C15     0.00   0.0  0
 I91  CONST_32  O1   C7   C9   C8    180.00   0.0  0
 I91  CONST_33  H1   C3   C4   C5    180.00   0.0  0
 I91  CONST_34  H    C2   C1   C6    180.00   0.0  0
 I91  CONST_35  H2   C4   C5   C6    180.00   0.0  0
 I91  CONST_36  H    C2   C3   C4    180.00   0.0  0
 I91  CONST_37  H3   C5   C4   C3    180.00   0.0  0
 I91  CONST_38  H2   C4   C3   C2    180.00   0.0  0
 I91  CONST_39  H1   C3   C2   C1    180.00   0.0  0
 I91  CONST_40  H3   C5   C6   C1    180.00   0.0  0
 I91  CONST_41  H10  C15  C8   C9    180.00   0.0  0
 I91  CONST_42  H4   C10  C11  C14   180.00   0.0  0
 I91  CONST_43  H10  C15  C14  C11   180.00   0.0  0
 I91  CONST_44  H4   C10  C9   C8    180.00   0.0  0
 I91  CONST_45  H    C2   C1   C       0.00   0.0  0
 I91  CONST_46  H10  C15  C8   C       0.00   0.0  0
 I91  CONST_47  H3   C5   C6   C7      0.00   0.0  0
 I91  CONST_48  H4   C10  C9   C7      0.00   0.0  0
 I91  Var_01    N    S    C11  C14    65.40  30.0  2
 I91  Var_02    O4   S    C11  C14  -176.49  30.0  2
 I91  Var_03    O5   S    C11  C14   -47.99  30.0  2
 I91  Var_04    N    S    C11  C10  -117.14  30.0  2
 I91  Var_05    O4   S    C11  C10     0.98  30.0  2
 I91  Var_06    O5   S    C11  C10   129.48  30.0  2
 I91  Var_07    C12  N    S    C11    84.67  30.0  2
 I91  Var_08    H5   N    S    C11  -146.85  30.0  2
 I91  Var_09    S    N    C12  C13    85.80  30.0  3
 I91  Var_10    C12  N    S    O5   -160.79  30.0  2
 I91  Var_11    C12  N    S    O4    -28.43  30.0  2
 I91  Var_12    O2   C13  C12  N      14.68  30.0  3
 I91  Var_13    O3   C13  C12  N    -167.91  30.0  3
 I91  Var_14    H5   N    C12  C13   -41.69  30.0  3
 I91  Var_15    H5   N    S    O5    -32.30  30.0  2
 I91  Var_16    H7   C12  N    S    -153.87  30.0  2
 I91  Var_17    H6   C12  N    S     -39.73  30.0  2
 I91  Var_18    H5   N    S    O4    100.06  30.0  2
 I91  Var_19    H7   C12  C13  O3     72.64  30.0  3
 I91  Var_20    H6   C12  C13  O3    -43.00  30.0  3
 I91  Var_21    H7   C12  C13  O2   -104.78  30.0  3
 I91  Var_22    H6   C12  C13  O2    139.59  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
 I91  plan-1  C5   0.020
 I91  plan-1  C6   0.020
 I91  plan-1  C4   0.020
 I91  plan-1  C3   0.020
 I91  plan-1  C2   0.020
 I91  plan-1  C1   0.020
 I91  plan-1  C9   0.020
 I91  plan-1  C14  0.020
 I91  plan-1  C11  0.020
 I91  plan-1  C10  0.020
 I91  plan-1  S    0.020
 I91  plan-1  O6   0.020
 I91  plan-1  C15  0.020
 I91  plan-1  C8   0.020
 I91  plan-1  C    0.020
 I91  plan-1  O    0.020
 I91  plan-1  C7   0.020
 I91  plan-1  O1   0.020
 I91  plan-1  H3   0.020
 I91  plan-1  H2   0.020
 I91  plan-1  H1   0.020
 I91  plan-1  H    0.020
 I91  plan-1  H4   0.020
 I91  plan-1  H10  0.020
 I91  plan-2  C13  0.020
 I91  plan-2  C12  0.020
 I91  plan-2  O3   0.020
 I91  plan-2  O2   0.020

