# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 15:40:07 2022
#   Inital geometry file: a 133 line input string
#   Ligand name: 1-amino-9,10-dioxo-4-[(4-sulfamoylphenyl)amino]-9,10-dihydroanthracene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1c2C(=O)c3ccccc3C(=O)c2c(Nc4ccc(cc4)[S](N)(=O)=O)cc1[S](O)(=O)=O
#
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
 M4M  M4M  '1-amino-9,10-dioxo-4-[(4-sulfamoylphenyl)amino]-9,10-dihydroanthracene-2-sulfonic acid'  ligand  46  32  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_M4M
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
 M4M  C1    C  CR66   0  -0.012   1.3473  -3.8736   0.5563
 M4M  N1    N  NH2    0  -0.858   4.1569   0.2178  -0.8697
 M4M  O1    O  O      0  -0.440   4.4076  -2.3572  -0.5516
 M4M  S1    S  S      0   1.430   2.5354   2.7936  -0.8747
 M4M  C2    C  CR16   0  -0.274   0.8121  -5.1386   0.7931
 M4M  N2    N  NH1    0  -0.794  -1.0702  -0.2842   0.9994
 M4M  O2    O  OS     0  -0.735   2.6446   2.6579  -2.3332
 M4M  S2    S  S      0   1.358  -5.8187   2.8689  -0.5972
 M4M  C3    C  CR16   0  -0.237   1.5627  -6.2687   0.5235
 M4M  N3    N  NC2    0  -0.887  -5.6193   4.2561   0.2837
 M4M  O3    O  OS     0  -0.739   3.8319   3.0366  -0.2117
 M4M  C4    C  CR16   0  -0.233   2.8582  -6.1431   0.0314
 M4M  O4    O  OS    -1  -0.718   1.4772   3.7117  -0.4362
 M4M  C5    C  CR16   0  -0.277   3.3982  -4.8892  -0.1934
 M4M  C6    C  CR66   0  -0.013   2.6429  -3.7463   0.0623
 M4M  O6    O  OS     0  -0.671  -7.0067   2.2286  -0.0487
 M4M  C7    C  CR6    0   0.363   3.2335  -2.4128  -0.1954
 M4M  O7    O  O      0  -0.421  -0.5153  -2.8031   1.4609
 M4M  C8    C  CR66   0  -0.157   2.3892  -1.2296  -0.0518
 M4M  O8    O  OS     0  -0.656  -5.7651   3.1029  -2.0352
 M4M  C9    C  CR6    0   0.380   2.9048   0.0358  -0.4230
 M4M  C10   C  CR6    0  -0.302   2.0234   1.1559  -0.3219
 M4M  C11   C  CR16   0  -0.338   0.7542   1.0112   0.1430
 M4M  C12   C  CR6    0   0.375   0.2218  -0.2397   0.5165
 M4M  C13   C  CR6    0   0.364  -2.1363   0.4864   0.5913
 M4M  C14   C  CR16   0  -0.336  -3.2523   0.5596   1.4394
 M4M  C15   C  CR16   0  -0.209  -4.3675   1.2821   1.0774
 M4M  C16   C  CR6    0  -0.238  -4.3884   1.9525  -0.1425
 M4M  C17   C  CR16   0  -0.222  -3.3002   1.8806  -1.0003
 M4M  C18   C  CR16   0  -0.311  -2.1829   1.1502  -0.6403
 M4M  C19   C  CR66   0  -0.152   1.0493  -1.3612   0.4290
 M4M  C20   C  CR6    0   0.352   0.5436  -2.6748   0.8593
 M4M  HN1   H  HNH2   0   0.396   4.5451   1.1469  -0.8790
 M4M  HN1A  H  HNH2   0   0.417   4.7877  -0.5661  -0.8418
 M4M  H2    H  HCR6   0   0.271  -0.1923  -5.2367   1.1812
 M4M  HN2   H  HNH1   0   0.421  -1.2870  -1.0833   1.5784
 M4M  H3    H  HCR6   0   0.274   1.1421  -7.2496   0.6987
 M4M  HN3   H  HNC2   0   0.413  -4.8806   4.8474  -0.0842
 M4M  HN3A  H  HNC2   0   0.416  -6.4873   4.7815   0.3420
 M4M  H4    H  HCR6   0   0.273   3.4459  -7.0274  -0.1757
 M4M  H5    H  HCR6   0   0.270   4.4068  -4.7965  -0.5714
 M4M  H11   H  HCR6   0   0.314   0.1420   1.8954   0.2544
 M4M  H14   H  HCR6   0   0.280  -3.2347   0.0440   2.3913
 M4M  H15   H  HCR6   0   0.285  -5.2127   1.3253   1.7511
 M4M  H17   H  HCR6   0   0.284  -3.3177   2.3745  -1.9621
 M4M  H18   H  HCR6   0   0.294  -1.3648   1.0752  -1.3430

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
 M4M  C1   C2    aromatic  1.394  0.020  1.394
 M4M  C1   C6    aromatic  1.392  0.020  1.392
 M4M  C1   C20   single    1.475  0.020  1.475
 M4M  N1   C9    single    1.342  0.020  1.342
 M4M  O1   C7    double    1.228  0.020  1.228
 M4M  S1   O2    deloc     1.469  0.020  1.469
 M4M  S1   O3    deloc     1.476  0.020  1.476
 M4M  S1   O4    deloc     1.468  0.020  1.468
 M4M  S1   C10   single    1.803  0.020  1.803
 M4M  C2   C3    aromatic  1.383  0.020  1.383
 M4M  N2   C12   single    1.380  0.020  1.380
 M4M  N2   C13   single    1.377  0.020  1.377
 M4M  S2   N3    single    1.655  0.020  1.655
 M4M  S2   O6    double    1.457  0.020  1.457
 M4M  S2   O8    double    1.458  0.020  1.458
 M4M  S2   C16   single    1.758  0.020  1.758
 M4M  C3   C4    aromatic  1.391  0.020  1.391
 M4M  C4   C5    aromatic  1.384  0.020  1.384
 M4M  C5   C6    aromatic  1.394  0.020  1.394
 M4M  C6   C7    single    1.481  0.020  1.481
 M4M  C7   C8    single    1.461  0.020  1.461
 M4M  O7   C20   double    1.225  0.020  1.225
 M4M  C8   C9    aromatic  1.416  0.020  1.416
 M4M  C8   C19   aromatic  1.430  0.020  1.430
 M4M  C9   C10   aromatic  1.429  0.020  1.429
 M4M  C10  C11   aromatic  1.359  0.020  1.359
 M4M  C11  C12   aromatic  1.410  0.020  1.410
 M4M  C12  C19   aromatic  1.396  0.020  1.396
 M4M  C13  C14   aromatic  1.404  0.020  1.404
 M4M  C13  C18   aromatic  1.400  0.020  1.400
 M4M  C14  C15   aromatic  1.377  0.020  1.377
 M4M  C15  C16   aromatic  1.392  0.020  1.392
 M4M  C16  C17   aromatic  1.388  0.020  1.388
 M4M  C17  C18   aromatic  1.383  0.020  1.383
 M4M  C19  C20   single    1.472  0.020  1.472
 M4M  N1   HN1   single    0.890  0.020  1.040
 M4M  N1   HN1A  single    0.890  0.020  1.040
 M4M  C2   H2    single    0.930  0.020  1.080
 M4M  N2   HN2   single    0.860  0.020  1.020
 M4M  C3   H3    single    0.930  0.020  1.080
 M4M  N3   HN3   single    0.890  0.020  1.040
 M4M  N3   HN3A  single    0.890  0.020  1.040
 M4M  C4   H4    single    0.930  0.020  1.080
 M4M  C5   H5    single    0.930  0.020  1.080
 M4M  C11  H11   single    0.930  0.020  1.080
 M4M  C14  H14   single    0.930  0.020  1.080
 M4M  C15  H15   single    0.930  0.020  1.080
 M4M  C17  H17   single    0.930  0.020  1.080
 M4M  C18  H18   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
 M4M  C20   C1   C6   120.37  3.000
 M4M  C20   C1   C2   119.58  3.000
 M4M  C6    C1   C2   120.03  3.000
 M4M  HN1A  N1   HN1  118.50  3.000
 M4M  HN1A  N1   C9   118.03  3.000
 M4M  HN1   N1   C9   119.21  3.000
 M4M  C10   S1   O4   105.77  3.000
 M4M  C10   S1   O3   105.15  3.000
 M4M  O4    S1   O3   113.33  3.000
 M4M  C10   S1   O2   103.99  3.000
 M4M  O4    S1   O2   114.07  3.000
 M4M  O3    S1   O2   113.32  3.000
 M4M  H2    C2   C3   120.00  3.000
 M4M  H2    C2   C1   120.00  3.000
 M4M  C3    C2   C1   120.00  3.000
 M4M  HN2   N2   C13  116.50  3.000
 M4M  HN2   N2   C12  115.27  3.000
 M4M  C13   N2   C12  127.08  3.000
 M4M  C16   S2   O8   107.99  3.000
 M4M  C16   S2   O6   109.69  3.000
 M4M  O8    S2   O6   118.16  3.000
 M4M  C16   S2   N3   101.60  3.000
 M4M  O8    S2   N3   112.70  3.000
 M4M  O6    S2   N3   105.44  3.000
 M4M  H3    C3   C4   120.08  3.000
 M4M  H3    C3   C2   119.89  3.000
 M4M  C4    C3   C2   120.03  3.000
 M4M  HN3A  N3   HN3  109.94  3.000
 M4M  HN3A  N3   S2   111.15  3.000
 M4M  HN3   N3   S2   112.52  3.000
 M4M  H4    C4   C5   119.84  3.000
 M4M  H4    C4   C3   119.98  3.000
 M4M  C5    C4   C3   120.17  3.000
 M4M  H5    C5   C6   119.97  3.000
 M4M  H5    C5   C4   119.91  3.000
 M4M  C6    C5   C4   120.12  3.000
 M4M  C7    C6   C5   119.36  3.000
 M4M  C7    C6   C1   121.01  3.000
 M4M  C5    C6   C1   119.63  3.000
 M4M  C8    C7   C6   118.80  3.000
 M4M  C8    C7   O1   122.98  3.000
 M4M  C6    C7   O1   118.20  3.000
 M4M  C19   C8   C9   120.78  3.000
 M4M  C19   C8   C7   120.02  3.000
 M4M  C9    C8   C7   119.19  3.000
 M4M  C10   C9   C8   117.22  3.000
 M4M  C10   C9   N1   119.53  3.000
 M4M  C8    C9   N1   123.25  3.000
 M4M  C11   C10  C9   121.11  3.000
 M4M  C11   C10  S1   117.82  3.000
 M4M  C9    C10  S1   121.02  3.000
 M4M  H11   C11  C12  118.98  3.000
 M4M  H11   C11  C10  118.48  3.000
 M4M  C12   C11  C10  122.52  3.000
 M4M  C19   C12  C11  118.18  3.000
 M4M  C19   C12  N2   123.42  3.000
 M4M  C11   C12  N2   118.35  3.000
 M4M  C18   C13  C14  118.71  3.000
 M4M  C18   C13  N2   123.49  3.000
 M4M  C14   C13  N2   117.75  3.000
 M4M  H14   C14  C15  119.61  3.000
 M4M  H14   C14  C13  119.57  3.000
 M4M  C15   C14  C13  120.82  3.000
 M4M  H15   C15  C16  120.99  3.000
 M4M  H15   C15  C14  119.34  3.000
 M4M  C16   C15  C14  119.68  3.000
 M4M  C17   C16  C15  120.33  3.000
 M4M  C17   C16  S2   120.34  3.000
 M4M  C15   C16  S2   119.32  3.000
 M4M  H17   C17  C18  119.07  3.000
 M4M  H17   C17  C16  120.90  3.000
 M4M  C18   C17  C16  120.01  3.000
 M4M  H18   C18  C17  118.62  3.000
 M4M  H18   C18  C13  120.92  3.000
 M4M  C17   C18  C13  120.43  3.000
 M4M  C20   C19  C12  119.66  3.000
 M4M  C20   C19  C8   120.16  3.000
 M4M  C12   C19  C8   120.16  3.000
 M4M  C19   C20  O7   122.29  3.000
 M4M  C19   C20  C1   118.57  3.000
 M4M  O7    C20  C1   119.15  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
 M4M  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 M4M  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 M4M  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 M4M  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 M4M  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 M4M  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 M4M  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 M4M  CONST_08  C11   C12  C19  C8      0.00   0.0  0
 M4M  CONST_09  C12   C19  C8   C9      0.00   0.0  0
 M4M  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 M4M  CONST_11  C19   C8   C9   C10     0.00   0.0  0
 M4M  CONST_12  C19   C12  C11  C10     0.00   0.0  0
 M4M  CONST_13  C16   C15  C14  C13     0.00   0.0  0
 M4M  CONST_14  C16   C17  C18  C13     0.00   0.0  0
 M4M  CONST_15  C17   C18  C13  C14     0.00   0.0  0
 M4M  CONST_16  C17   C16  C15  C14     0.00   0.0  0
 M4M  CONST_17  C18   C13  C14  C15     0.00   0.0  0
 M4M  CONST_18  C18   C17  C16  C15     0.00   0.0  0
 M4M  CONST_19  C7    C8   C9   N1      0.00   0.0  0
 M4M  CONST_20  C19   C8   C9   N1    180.00   0.0  0
 M4M  CONST_21  C11   C10  C9   N1    180.00   0.0  0
 M4M  CONST_22  C8    C9   C10  S1    180.00   0.0  0
 M4M  CONST_23  C12   C11  C10  S1    180.00   0.0  0
 M4M  CONST_24  C10   C11  C12  N2    180.00   0.0  0
 M4M  CONST_25  C8    C19  C12  N2    180.00   0.0  0
 M4M  CONST_26  C20   C19  C12  N2      0.00   0.0  0
 M4M  CONST_27  C15   C14  C13  N2    180.00   0.0  0
 M4M  CONST_28  C17   C18  C13  N2    180.00   0.0  0
 M4M  CONST_29  C14   C15  C16  S2    180.00   0.0  0
 M4M  CONST_30  C18   C17  C16  S2    180.00   0.0  0
 M4M  CONST_31  H3    C3   C2   C1    180.00   0.0  0
 M4M  CONST_32  H5    C5   C6   C1    180.00   0.0  0
 M4M  CONST_33  H4    C4   C3   C2    180.00   0.0  0
 M4M  CONST_34  H2    C2   C3   C4    180.00   0.0  0
 M4M  CONST_35  H11   C11  C10  C9    180.00   0.0  0
 M4M  CONST_36  H15   C15  C14  C13   180.00   0.0  0
 M4M  CONST_37  H17   C17  C18  C13   180.00   0.0  0
 M4M  CONST_38  H18   C18  C13  C14   180.00   0.0  0
 M4M  CONST_39  H14   C14  C15  C16   180.00   0.0  0
 M4M  CONST_41  HN1A  N1   C9   C8      0.00   0.0  0
 M4M  Var_01    C13   N2   C12  C11    35.87  30.0  2
 M4M  Var_02    C14   C13  N2   C12  -162.52  30.0  2
 M4M  Var_03    C9    C10  S1   O2     67.89  30.0  2
 M4M  Var_04    C15   C16  S2   N3     78.99  30.0  2
 M4M  Var_05    HN3   N3   S2   C16    72.54  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
 M4M  plan-1  N2    0.020
 M4M  plan-1  S2    0.020
 M4M  plan-1  C13   0.020
 M4M  plan-1  C14   0.020
 M4M  plan-1  C15   0.020
 M4M  plan-1  C16   0.020
 M4M  plan-1  C17   0.020
 M4M  plan-1  C18   0.020
 M4M  plan-1  H14   0.020
 M4M  plan-1  H15   0.020
 M4M  plan-1  H17   0.020
 M4M  plan-1  H18   0.020
 M4M  plan-2  C1    0.020
 M4M  plan-2  N1    0.020
 M4M  plan-2  O1    0.020
 M4M  plan-2  S1    0.020
 M4M  plan-2  C2    0.020
 M4M  plan-2  N2    0.020
 M4M  plan-2  C3    0.020
 M4M  plan-2  C4    0.020
 M4M  plan-2  C5    0.020
 M4M  plan-2  C6    0.020
 M4M  plan-2  C7    0.020
 M4M  plan-2  O7    0.020
 M4M  plan-2  C8    0.020
 M4M  plan-2  C9    0.020
 M4M  plan-2  C10   0.020
 M4M  plan-2  C11   0.020
 M4M  plan-2  C12   0.020
 M4M  plan-2  C19   0.020
 M4M  plan-2  C20   0.020
 M4M  plan-2  H2    0.020
 M4M  plan-2  H3    0.020
 M4M  plan-2  H4    0.020
 M4M  plan-2  H5    0.020
 M4M  plan-2  H11   0.020
 M4M  plan-3  N1    0.020
 M4M  plan-3  C9    0.020
 M4M  plan-3  HN1   0.020
 M4M  plan-3  HN1A  0.020

