# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 22:20:14 2022
#   Inital geometry file: a 110 line input string
#   Ligand name: methyl N-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)glycinate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=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
 I9C  I9C  "methyl N-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)glycinate"  ligand  39  26  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I9C
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
 I9C  C10  C  CR16  0  -0.226  23.9412  -66.3738  53.1921
 I9C  C13  C  C     0   0.586  21.4967  -63.9690  54.6726
 I9C  C14  C  CH3   0  -0.423  20.0613  -64.7273  56.3739
 I9C  C15  C  CR6   0   0.435  21.7264  -66.7016  52.2535
 I9C  C16  C  CR16  0  -0.373  21.6330  -67.8917  52.9845
 I9C  O5   O  OS    0  -0.666  22.0269  -64.2681  50.6102
 I9C  O4   O  OS    0  -0.621  24.4788  -64.2061  51.1883
 I9C  N    N  NC1   0  -0.696  22.8198  -63.2050  52.7218
 I9C  C12  C  CH2   0  -0.446  21.5487  -63.1345  53.4043
 I9C  O3   O  O     0  -0.427  22.4543  -64.4878  55.1815
 I9C  O2   O  O2    0  -0.444  20.2692  -64.0111  55.1535
 I9C  C11  C  CR6   0  -0.339  22.9007  -65.9393  52.3864
 I9C  O6   O  OH1   0  -0.599  20.6925  -66.3844  51.4912
 I9C  C8   C  CR66  0   0.001  22.6658  -68.3116  53.7941
 I9C  C    C  CR6   0   0.319  22.5094  -69.5860  54.5519
 I9C  O    O  O     0  -0.354  21.4909  -70.2357  54.4669
 I9C  C9   C  CR66  0  -0.034  23.8431  -67.5579  53.8991
 I9C  C7   C  CR6   0   0.327  24.9705  -67.9920  54.7457
 I9C  O1   O  O     0  -0.370  25.9871  -67.3339  54.8302
 I9C  C6   C  CR66  0  -0.025  24.8142  -69.2637  55.4930
 I9C  C1   C  CR66  0  -0.026  23.6400  -70.0201  55.4037
 I9C  C5   C  CR16  0  -0.268  25.8589  -69.7053  56.2985
 I9C  C4   C  CR16  0  -0.228  25.7380  -70.8859  57.0122
 I9C  C3   C  CR16  0  -0.230  24.5708  -71.6354  56.9267
 I9C  C2   C  CR16  0  -0.267  23.5267  -71.2053  56.1253
 I9C  H4   H  HCR6  0   0.298  24.8431  -65.7809  53.2760
 I9C  H8   H  HCH3  0   0.255  19.0029  -64.6344  56.5970
 I9C  H10  H  HCH3  0   0.243  20.3177  -65.7802  56.2609
 I9C  H9   H  HCH3  0   0.243  20.6432  -64.2984  57.1889
 I9C  H12  H  HCR6  0   0.292  20.7293  -68.4814  52.8993
 I9C  H5   H  HNC1  0   0.429  23.6339  -62.9971  53.2904
 I9C  H7   H  HCH2  0   0.328  21.3625  -62.0917  53.6742
 I9C  H6   H  HCH2  0   0.307  20.7385  -63.4094  52.7276
 I9C  H11  H  HOH1  0   0.488  20.8813  -65.5767  50.9742
 I9C  H3   H  HCR6  0   0.274  26.7677  -69.1230  56.3650
 I9C  H2   H  HCR6  0   0.277  26.5548  -71.2231  57.6365
 I9C  H1   H  HCR6  0   0.277  24.4768  -72.5569  57.4853
 I9C  H    H  HCR6  0   0.275  22.6206  -71.7922  56.0608
 I9C  S    S  S     0   1.410  23.1007  -64.3640  51.5995

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
 I9C  O    C    double    1.211  0.020  1.211
 I9C  C    C1   single    1.481  0.020  1.481
 I9C  C1   C2   aromatic  1.392  0.020  1.392
 I9C  C2   C3   aromatic  1.385  0.020  1.385
 I9C  C3   C4   aromatic  1.390  0.020  1.390
 I9C  C4   C5   aromatic  1.385  0.020  1.385
 I9C  C1   C6   aromatic  1.400  0.020  1.400
 I9C  C5   C6   aromatic  1.391  0.020  1.391
 I9C  C6   C7   single    1.483  0.020  1.483
 I9C  O1   C7   double    1.214  0.020  1.214
 I9C  C    C8   single    1.491  0.020  1.491
 I9C  C8   C9   aromatic  1.402  0.020  1.402
 I9C  C7   C9   single    1.475  0.020  1.475
 I9C  C9   C10  aromatic  1.383  0.020  1.383
 I9C  C10  C11  aromatic  1.386  0.020  1.386
 I9C  C11  S    single    1.772  0.020  1.772
 I9C  N    S    single    1.638  0.020  1.638
 I9C  C12  N    single    1.444  0.020  1.444
 I9C  C13  C12  single    1.519  0.020  1.519
 I9C  O2   C13  single    1.319  0.020  1.319
 I9C  C14  O2   single    1.430  0.020  1.430
 I9C  O3   C13  double    1.202  0.020  1.202
 I9C  O4   S    double    1.447  0.020  1.447
 I9C  S    O5   double    1.463  0.020  1.463
 I9C  C15  C11  aromatic  1.406  0.020  1.406
 I9C  O6   C15  single    1.323  0.020  1.323
 I9C  C16  C15  aromatic  1.400  0.020  1.400
 I9C  C8   C16  aromatic  1.378  0.020  1.378
 I9C  C10  H4   single    0.930  0.020  1.080
 I9C  C14  H8   single    0.970  0.020  1.090
 I9C  C14  H10  single    0.970  0.020  1.090
 I9C  C14  H9   single    0.970  0.020  1.090
 I9C  C16  H12  single    0.930  0.020  1.080
 I9C  N    H5   single    0.890  0.020  1.040
 I9C  C12  H7   single    0.970  0.020  1.090
 I9C  C12  H6   single    0.970  0.020  1.090
 I9C  O6   H11  single    0.850  0.020  0.980
 I9C  C5   H3   single    0.930  0.020  1.080
 I9C  C4   H2   single    0.930  0.020  1.080
 I9C  C3   H1   single    0.930  0.020  1.080
 I9C  C2   H    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
 I9C  H4   C10  C9   119.24  3.000
 I9C  H4   C10  C11  119.93  3.000
 I9C  C9   C10  C11  120.83  3.000
 I9C  O2   C13  O3   124.97  3.000
 I9C  O3   C13  C12  124.28  3.000
 I9C  O2   C13  C12  110.72  3.000
 I9C  H9   C14  H10  109.41  3.000
 I9C  H9   C14  H8   109.47  3.000
 I9C  H10  C14  H8   109.47  3.000
 I9C  H9   C14  O2   111.32  3.000
 I9C  H10  C14  O2   111.17  3.000
 I9C  H8   C14  O2   105.92  3.000
 I9C  O6   C15  C11  125.24  3.000
 I9C  O6   C15  C16  116.91  3.000
 I9C  C11  C15  C16  117.86  3.000
 I9C  H12  C16  C8   120.40  3.000
 I9C  H12  C16  C15  118.54  3.000
 I9C  C8   C16  C15  121.06  3.000
 I9C  H5   N    C12  115.55  3.000
 I9C  H5   N    S    113.05  3.000
 I9C  C12  N    S    120.62  3.000
 I9C  H6   C12  H7   105.49  3.000
 I9C  H6   C12  N    110.37  3.000
 I9C  H7   C12  N    108.25  3.000
 I9C  H6   C12  C13  110.73  3.000
 I9C  H7   C12  C13  108.19  3.000
 I9C  N    C12  C13  113.44  3.000
 I9C  C14  O2   C13  117.54  3.000
 I9C  S    C11  C15  122.28  3.000
 I9C  C15  C11  C10  120.80  3.000
 I9C  S    C11  C10  116.88  3.000
 I9C  H11  O6   C15  110.61  3.000
 I9C  C9   C8   C    120.64  3.000
 I9C  C9   C8   C16  120.64  3.000
 I9C  C    C8   C16  118.72  3.000
 I9C  C1   C    O    121.69  3.000
 I9C  C1   C    C8   117.58  3.000
 I9C  O    C    C8   120.74  3.000
 I9C  C7   C9   C8   121.78  3.000
 I9C  C7   C9   C10  119.42  3.000
 I9C  C8   C9   C10  118.80  3.000
 I9C  C6   C7   O1   121.19  3.000
 I9C  O1   C7   C9   121.36  3.000
 I9C  C6   C7   C9   117.44  3.000
 I9C  C5   C6   C1   119.70  3.000
 I9C  C5   C6   C7   118.99  3.000
 I9C  C1   C6   C7   121.31  3.000
 I9C  C2   C1   C6   119.69  3.000
 I9C  C6   C1   C    121.25  3.000
 I9C  C2   C1   C    119.05  3.000
 I9C  H3   C5   C4   120.05  3.000
 I9C  H3   C5   C6   119.72  3.000
 I9C  C4   C5   C6   120.23  3.000
 I9C  H2   C4   C3   120.10  3.000
 I9C  H2   C4   C5   119.81  3.000
 I9C  C3   C4   C5   120.08  3.000
 I9C  H1   C3   C2   119.87  3.000
 I9C  H1   C3   C4   120.04  3.000
 I9C  C2   C3   C4   120.10  3.000
 I9C  H    C2   C3   119.85  3.000
 I9C  H    C2   C1   119.95  3.000
 I9C  C3   C2   C1   120.20  3.000
 I9C  C11  S    N    107.78  3.000
 I9C  N    S    O4   106.32  3.000
 I9C  C11  S    O4   109.31  3.000
 I9C  O4   S    O5   119.98  3.000
 I9C  N    S    O5   106.92  3.000
 I9C  C11  S    O5   106.00  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
 I9C  CONST_01  C16  C8   C9   C10     0.00   0.0  0
 I9C  CONST_02  C6   C7   C9   C10   180.00   0.0  0
 I9C  CONST_03  C16  C15  C11  C10     0.00   0.0  0
 I9C  CONST_04  C9   C10  C11  C15     0.00   0.0  0
 I9C  CONST_05  C9   C8   C16  C15     0.00   0.0  0
 I9C  CONST_06  C1   C    C8   C16   180.00   0.0  0
 I9C  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 I9C  CONST_08  C8   C16  C15  C11     0.00   0.0  0
 I9C  CONST_09  C2   C1   C    C8    180.00   0.0  0
 I9C  CONST_10  C6   C1   C    C8      0.00   0.0  0
 I9C  CONST_11  C6   C7   C9   C8      0.00   0.0  0
 I9C  CONST_12  C1   C    C8   C9      0.00   0.0  0
 I9C  CONST_13  C1   C6   C7   C9      0.00   0.0  0
 I9C  CONST_14  C5   C6   C7   C9    180.00   0.0  0
 I9C  CONST_15  C3   C2   C1   C6      0.00   0.0  0
 I9C  CONST_16  C3   C4   C5   C6      0.00   0.0  0
 I9C  CONST_17  C4   C3   C2   C1      0.00   0.0  0
 I9C  CONST_18  C4   C5   C6   C1      0.00   0.0  0
 I9C  CONST_19  C2   C3   C4   C5      0.00   0.0  0
 I9C  CONST_20  C2   C1   C6   C5      0.00   0.0  0
 I9C  CONST_21  O1   C7   C9   C10     0.00   0.0  0
 I9C  CONST_22  O6   C15  C11  C10   180.00   0.0  0
 I9C  CONST_23  S    C11  C15  C16   180.00   0.0  0
 I9C  CONST_24  O    C    C8   C16     0.00   0.0  0
 I9C  CONST_25  C9   C10  C11  S     180.00   0.0  0
 I9C  CONST_26  C8   C16  C15  O6    180.00   0.0  0
 I9C  CONST_27  O1   C7   C9   C8    180.00   0.0  0
 I9C  CONST_28  C2   C1   C    O       0.00   0.0  0
 I9C  CONST_29  C6   C1   C    O     180.00   0.0  0
 I9C  CONST_30  C9   C8   C    O     180.00   0.0  0
 I9C  CONST_31  C1   C6   C7   O1    180.00   0.0  0
 I9C  CONST_32  C5   C6   C7   O1      0.00   0.0  0
 I9C  CONST_33  H4   C10  C11  C15   180.00   0.0  0
 I9C  CONST_34  H12  C16  C15  C11   180.00   0.0  0
 I9C  CONST_35  H4   C10  C9   C8    180.00   0.0  0
 I9C  CONST_36  H    C2   C1   C       0.00   0.0  0
 I9C  CONST_37  H12  C16  C8   C       0.00   0.0  0
 I9C  CONST_38  H12  C16  C8   C9    180.00   0.0  0
 I9C  CONST_39  H3   C5   C6   C7      0.00   0.0  0
 I9C  CONST_40  H4   C10  C9   C7      0.00   0.0  0
 I9C  CONST_41  H    C2   C1   C6    180.00   0.0  0
 I9C  CONST_42  H2   C4   C5   C6    180.00   0.0  0
 I9C  CONST_43  H1   C3   C2   C1    180.00   0.0  0
 I9C  CONST_44  H3   C5   C6   C1    180.00   0.0  0
 I9C  CONST_45  H1   C3   C4   C5    180.00   0.0  0
 I9C  CONST_46  H    C2   C3   C4    180.00   0.0  0
 I9C  CONST_47  H3   C5   C4   C3    180.00   0.0  0
 I9C  CONST_48  H2   C4   C3   C2    180.00   0.0  0
 I9C  Var_01    N    S    C11  C10   -77.36  30.0  2
 I9C  Var_02    O4   S    C11  C10    37.79  30.0  2
 I9C  Var_03    O5   S    C11  C10   168.43  30.0  2
 I9C  Var_04    N    S    C11  C15   100.16  30.0  2
 I9C  Var_05    O4   S    C11  C15  -144.69  30.0  2
 I9C  Var_06    O5   S    C11  C15   -14.04  30.0  2
 I9C  Var_07    C11  S    N    C12   -59.07  30.0  3
 I9C  Var_08    H5   N    S    C11    83.73  30.0  2
 I9C  Var_09    S    N    C12  C13    89.03  30.0  3
 I9C  Var_10    C12  C13  O2   C14  -178.12  30.0  3
 I9C  Var_11    O3   C13  O2   C14     0.06  30.0  3
 I9C  Var_12    C12  N    S    O5     54.52  30.0  2
 I9C  Var_13    C12  N    S    O4   -176.18  30.0  2
 I9C  Var_14    O2   C13  C12  N    -171.58  30.0  2
 I9C  Var_15    O3   C13  C12  N      10.22  30.0  2
 I9C  Var_16    H5   N    C12  C13   -52.89  30.0  3
 I9C  Var_17    H8   C14  O2   C13   179.54  30.0  3
 I9C  Var_18    H10  C14  O2   C13   -61.62  30.0  3
 I9C  Var_19    H9   C14  O2   C13    60.64  30.0  3
 I9C  Var_20    H5   N    S    O5   -162.68  30.0  2
 I9C  Var_21    H7   C12  N    S    -150.89  30.0  1
 I9C  Var_22    H6   C12  N    S     -35.90  30.0  1
 I9C  Var_23    H5   N    S    O4    -33.38  30.0  2
 I9C  Var_24    H7   C12  C13  O3   -109.89  30.0  3
 I9C  Var_25    H6   C12  C13  O3    134.96  30.0  3
 I9C  Var_26    H7   C12  C13  O2     68.30  30.0  3
 I9C  Var_27    H6   C12  C13  O2    -46.85  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
 I9C  plan-1  C10  0.020
 I9C  plan-1  C15  0.020
 I9C  plan-1  C16  0.020
 I9C  plan-1  C11  0.020
 I9C  plan-1  O6   0.020
 I9C  plan-1  C8   0.020
 I9C  plan-1  C    0.020
 I9C  plan-1  O    0.020
 I9C  plan-1  C9   0.020
 I9C  plan-1  C7   0.020
 I9C  plan-1  O1   0.020
 I9C  plan-1  C6   0.020
 I9C  plan-1  C1   0.020
 I9C  plan-1  C5   0.020
 I9C  plan-1  C4   0.020
 I9C  plan-1  C3   0.020
 I9C  plan-1  C2   0.020
 I9C  plan-1  H4   0.020
 I9C  plan-1  H12  0.020
 I9C  plan-1  H3   0.020
 I9C  plan-1  H2   0.020
 I9C  plan-1  H1   0.020
 I9C  plan-1  H    0.020
 I9C  plan-1  S    0.020
 I9C  plan-2  C13  0.020
 I9C  plan-2  C12  0.020
 I9C  plan-2  O3   0.020
 I9C  plan-2  O2   0.020

