# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 04:25:55 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 4-[(E)-(2-hydroxynaphthalen-1-yl)diazenyl]naphthalene-1-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2ccccc2c1N=Nc3ccc(c4ccccc34)[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
 RE8  RE8  '4-[(E)-(2-hydroxynaphthalen-1-yl)diazenyl]naphthalene-1-sulfonic acid'  ligand  40  27  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RE8
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
 RE8  OB4  O  OS    -1  -0.749  -5.4402   0.7606   1.3537
 RE8  SB   S  S      0   1.421  -4.7611   1.4455   0.2413
 RE8  OB2  O  OS     0  -0.748  -5.3397   1.1426  -1.0785
 RE8  OB3  O  OS     0  -0.732  -4.5755   2.8870   0.4733
 RE8  C14  C  CR6    0  -0.317  -3.1026   0.7464   0.2042
 RE8  C13  C  CR16   0  -0.274  -2.0433   1.5864   0.4253
 RE8  C12  C  CR16   0  -0.288  -0.7272   1.1080   0.4328
 RE8  C15  C  CR6    0   0.179  -2.8817  -0.6409  -0.0347
 RE8  C20  C  CR6    0   0.036  -1.5432  -1.1285  -0.0407
 RE8  C19  C  C1     0  -0.278  -1.3075  -2.4976  -0.3072
 RE8  C18  C  C1     0  -0.248  -2.3440  -3.3583  -0.5380
 RE8  C17  C  C1     0  -0.242  -3.6677  -2.8852  -0.5154
 RE8  C16  C  C1     0  -0.327  -3.9305  -1.5651  -0.2735
 RE8  C11  C  CR6    0   0.266  -0.4701  -0.2209   0.2042
 RE8  N2   N  N      0  -0.394   0.8224  -0.7568   0.2624
 RE8  N1   N  N      0  -0.204   1.7566   0.0518   0.0634
 RE8  C1   C  CR6    0   0.085   3.0435  -0.4171   0.1912
 RE8  C10  C  CR66   0   0.051   4.0900   0.5245  -0.0863
 RE8  C9   C  CR16   0  -0.294   3.8287   1.8521  -0.4854
 RE8  C8   C  CR16   0  -0.242   4.8606   2.7213  -0.7370
 RE8  C7   C  CR16   0  -0.262   6.1996   2.3133  -0.6054
 RE8  C6   C  CR16   0  -0.302   6.4793   1.0288  -0.2208
 RE8  C5   C  CR66   0   0.081   5.4380   0.1151   0.0446
 RE8  C4   C  CR16   0  -0.297   5.7155  -1.2171   0.4450
 RE8  C3   C  CR16   0  -0.357   4.7206  -2.1089   0.7073
 RE8  C2   C  CR6    0   0.385   3.3670  -1.7236   0.5827
 RE8  OA1  O  OH1    0  -0.617   2.4464  -2.6315   0.8595
 RE8  H1   H  HCR6   0   0.277  -2.2132   2.6372   0.6112
 RE8  H2   H  HCR6   0   0.276   0.0860   1.7895   0.6418
 RE8  H3   H  H      0   0.244  -0.2938  -2.8693  -0.3433
 RE8  H4   H  H      0   0.264  -2.1455  -4.4024  -0.7401
 RE8  H5   H  H      0   0.263  -4.4862  -3.5697  -0.6954
 RE8  H6   H  H      0   0.257  -4.9570  -1.2345  -0.2718
 RE8  H9   H  HCR6   0   0.259   2.8064   2.1852  -0.5947
 RE8  H10  H  HCR6   0   0.262   4.6381   3.7357  -1.0418
 RE8  H11  H  HCR6   0   0.259   7.0010   3.0114  -0.8074
 RE8  H12  H  HCR6   0   0.261   7.5049   0.6971  -0.1138
 RE8  H13  H  HCR6   0   0.273   6.7487  -1.5260   0.5455
 RE8  H14  H  HCR6   0   0.282   4.9470  -3.1217   1.0143
 RE8  H15  H  HOH1   0   0.491   1.5617  -2.2014   0.7343

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
 RE8  C18  C17  aromatic  1.406  0.020  1.406
 RE8  C18  C19  aromatic  1.367  0.020  1.367
 RE8  C17  C16  aromatic  1.368  0.020  1.368
 RE8  C19  C20  aromatic  1.415  0.020  1.415
 RE8  C16  C15  aromatic  1.418  0.020  1.418
 RE8  OA1  C2   single    1.322  0.020  1.322
 RE8  C20  C15  aromatic  1.425  0.020  1.425
 RE8  C20  C11  aromatic  1.427  0.020  1.427
 RE8  C15  C14  aromatic  1.425  0.020  1.425
 RE8  C3   C2   aromatic  1.413  0.020  1.413
 RE8  C3   C4   aromatic  1.362  0.020  1.362
 RE8  C2   C1   aromatic  1.402  0.020  1.402
 RE8  OB2  SB   deloc     1.473  0.020  1.473
 RE8  N2   C11  single    1.400  0.020  1.400
 RE8  N2   N1   double    1.251  0.020  1.251
 RE8  C11  C12  aromatic  1.373  0.020  1.373
 RE8  C14  SB   single    1.800  0.020  1.800
 RE8  C14  C13  aromatic  1.370  0.020  1.370
 RE8  C4   C5   aromatic  1.418  0.020  1.418
 RE8  OB3  SB   deloc     1.472  0.020  1.472
 RE8  C1   N1   single    1.376  0.020  1.376
 RE8  C1   C10  aromatic  1.435  0.020  1.435
 RE8  SB   OB4  deloc     1.472  0.020  1.472
 RE8  C12  C13  aromatic  1.400  0.020  1.400
 RE8  C5   C10  aromatic  1.415  0.020  1.415
 RE8  C5   C6   aromatic  1.411  0.020  1.411
 RE8  C10  C9   aromatic  1.411  0.020  1.411
 RE8  C6   C7   aromatic  1.370  0.020  1.370
 RE8  C9   C8   aromatic  1.373  0.020  1.373
 RE8  C7   C8   aromatic  1.406  0.020  1.406
 RE8  C13  H1   single    0.930  0.020  1.080
 RE8  C12  H2   single    0.930  0.020  1.080
 RE8  C19  H3   single    0.930  0.020  1.080
 RE8  C18  H4   single    0.930  0.020  1.080
 RE8  C17  H5   single    0.930  0.020  1.080
 RE8  C16  H6   single    0.930  0.020  1.080
 RE8  C9   H9   single    0.930  0.020  1.080
 RE8  C8   H10  single    0.930  0.020  1.080
 RE8  C7   H11  single    0.930  0.020  1.080
 RE8  C6   H12  single    0.930  0.020  1.080
 RE8  C4   H13  single    0.930  0.020  1.080
 RE8  C3   H14  single    0.930  0.020  1.080
 RE8  OA1  H15  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
 RE8  C14  SB   OB3  105.51  3.000
 RE8  OB3  SB   OB2  113.10  3.000
 RE8  C14  SB   OB2  105.28  3.000
 RE8  OB3  SB   OB4  113.25  3.000
 RE8  C14  SB   OB4  105.06  3.000
 RE8  OB2  SB   OB4  113.59  3.000
 RE8  C15  C14  C13  120.27  3.000
 RE8  C13  C14  SB   118.10  3.000
 RE8  C15  C14  SB   121.63  3.000
 RE8  H1   C13  C12  118.63  3.000
 RE8  H1   C13  C14  120.16  3.000
 RE8  C12  C13  C14  121.20  3.000
 RE8  H2   C12  C11  120.09  3.000
 RE8  H2   C12  C13  119.50  3.000
 RE8  C11  C12  C13  120.39  3.000
 RE8  C16  C15  C20  118.11  3.000
 RE8  C20  C15  C14  118.66  3.000
 RE8  C16  C15  C14  123.23  3.000
 RE8  C11  C20  C19  121.51  3.000
 RE8  C11  C20  C15  119.23  3.000
 RE8  C19  C20  C15  119.25  3.000
 RE8  H3   C19  C18  119.29  3.000
 RE8  H3   C19  C20  119.71  3.000
 RE8  C18  C19  C20  120.99  3.000
 RE8  H4   C18  C17  120.04  3.000
 RE8  H4   C18  C19  120.00  3.000
 RE8  C17  C18  C19  119.96  3.000
 RE8  H5   C17  C16  119.65  3.000
 RE8  H5   C17  C18  119.78  3.000
 RE8  C16  C17  C18  120.57  3.000
 RE8  H6   C16  C17  118.62  3.000
 RE8  H6   C16  C15  120.26  3.000
 RE8  C17  C16  C15  121.11  3.000
 RE8  N2   C11  C20  117.26  3.000
 RE8  N2   C11  C12  122.44  3.000
 RE8  C20  C11  C12  120.23  3.000
 RE8  N1   N2   C11  115.79  3.000
 RE8  C1   N1   N2   117.60  3.000
 RE8  C2   C1   C10  119.82  3.000
 RE8  C10  C1   N1   116.15  3.000
 RE8  C2   C1   N1   124.03  3.000
 RE8  C5   C10  C9   118.36  3.000
 RE8  C9   C10  C1   122.49  3.000
 RE8  C5   C10  C1   119.15  3.000
 RE8  H9   C9   C8   119.84  3.000
 RE8  H9   C9   C10  119.60  3.000
 RE8  C8   C9   C10  120.57  3.000
 RE8  H10  C8   C7   119.62  3.000
 RE8  H10  C8   C9   119.38  3.000
 RE8  C7   C8   C9   121.01  3.000
 RE8  H11  C7   C6   120.42  3.000
 RE8  H11  C7   C8   120.05  3.000
 RE8  C6   C7   C8   119.53  3.000
 RE8  H12  C6   C5   118.81  3.000
 RE8  H12  C6   C7   120.55  3.000
 RE8  C5   C6   C7   120.64  3.000
 RE8  C4   C5   C6   121.14  3.000
 RE8  C6   C5   C10  119.90  3.000
 RE8  C4   C5   C10  118.96  3.000
 RE8  H13  C4   C3   119.50  3.000
 RE8  H13  C4   C5   118.73  3.000
 RE8  C3   C4   C5   121.77  3.000
 RE8  H14  C3   C2   118.73  3.000
 RE8  H14  C3   C4   120.97  3.000
 RE8  C2   C3   C4   120.30  3.000
 RE8  OA1  C2   C3   117.47  3.000
 RE8  C3   C2   C1   120.00  3.000
 RE8  OA1  C2   C1   122.53  3.000
 RE8  H15  OA1  C2   107.27  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
 RE8  CONST_01  C17  C16  C15  C14  180.00   0.0  0
 RE8  CONST_02  C19  C20  C15  C14  180.00   0.0  0
 RE8  CONST_03  C11  C20  C15  C14    0.00   0.0  0
 RE8  CONST_04  C11  C12  C13  C14    0.00   0.0  0
 RE8  CONST_05  C16  C15  C14  C13  180.00   0.0  0
 RE8  CONST_06  C20  C15  C14  C13    0.00   0.0  0
 RE8  CONST_07  C20  C11  C12  C13    0.00   0.0  0
 RE8  CONST_08  C19  C20  C11  C12  180.00   0.0  0
 RE8  CONST_09  C15  C20  C11  C12    0.00   0.0  0
 RE8  CONST_10  C15  C14  C13  C12    0.00   0.0  0
 RE8  CONST_11  C18  C17  C16  C15    0.00   0.0  0
 RE8  CONST_12  C18  C19  C20  C15    0.00   0.0  0
 RE8  CONST_13  C17  C18  C19  C20    0.00   0.0  0
 RE8  CONST_14  C17  C16  C15  C20    0.00   0.0  0
 RE8  CONST_15  C16  C17  C18  C19    0.00   0.0  0
 RE8  CONST_16  C16  C15  C20  C19    0.00   0.0  0
 RE8  CONST_17  C11  C20  C19  C18  180.00   0.0  0
 RE8  CONST_18  C11  C20  C15  C16  180.00   0.0  0
 RE8  CONST_19  C4   C3   C2   C1     0.00   0.0  0
 RE8  CONST_20  C4   C5   C10  C1     0.00   0.0  0
 RE8  CONST_21  C6   C5   C10  C1   180.00   0.0  0
 RE8  CONST_22  C8   C9   C10  C1   180.00   0.0  0
 RE8  CONST_23  C3   C2   C1   C10    0.00   0.0  0
 RE8  CONST_24  C3   C4   C5   C10    0.00   0.0  0
 RE8  CONST_25  C7   C6   C5   C10    0.00   0.0  0
 RE8  CONST_26  C7   C8   C9   C10    0.00   0.0  0
 RE8  CONST_27  C2   C1   C10  C9   180.00   0.0  0
 RE8  CONST_28  C4   C5   C10  C9   180.00   0.0  0
 RE8  CONST_29  C6   C5   C10  C9     0.00   0.0  0
 RE8  CONST_30  C6   C7   C8   C9     0.00   0.0  0
 RE8  CONST_31  C5   C10  C9   C8     0.00   0.0  0
 RE8  CONST_32  C5   C6   C7   C8     0.00   0.0  0
 RE8  CONST_33  C4   C5   C6   C7   180.00   0.0  0
 RE8  CONST_34  C3   C4   C5   C6   180.00   0.0  0
 RE8  CONST_35  C2   C3   C4   C5     0.00   0.0  0
 RE8  CONST_36  C2   C1   C10  C5     0.00   0.0  0
 RE8  CONST_37  C16  C15  C14  SB     0.00   0.0  0
 RE8  CONST_38  C20  C15  C14  SB   180.00   0.0  0
 RE8  CONST_39  C12  C13  C14  SB   180.00   0.0  0
 RE8  CONST_40  N2   C11  C12  C13  180.00   0.0  0
 RE8  CONST_41  N2   C11  C20  C15  180.00   0.0  0
 RE8  CONST_42  N2   C11  C20  C19    0.00   0.0  0
 RE8  CONST_43  C3   C2   C1   N1   180.00   0.0  0
 RE8  CONST_44  C5   C10  C1   N1   180.00   0.0  0
 RE8  CONST_45  C9   C10  C1   N1     0.00   0.0  0
 RE8  CONST_46  OA1  C2   C1   C10  180.00   0.0  0
 RE8  CONST_47  OA1  C2   C3   C4   180.00   0.0  0
 RE8  CONST_48  H6   C16  C15  C14    0.00   0.0  0
 RE8  CONST_49  H2   C12  C13  C14  180.00   0.0  0
 RE8  CONST_50  H5   C17  C16  C15  180.00   0.0  0
 RE8  CONST_51  H3   C19  C20  C15  180.00   0.0  0
 RE8  CONST_52  H1   C13  C14  C15  180.00   0.0  0
 RE8  CONST_53  H4   C18  C19  C20  180.00   0.0  0
 RE8  CONST_54  H14  C3   C2   C1   180.00   0.0  0
 RE8  CONST_55  H9   C9   C10  C1     0.00   0.0  0
 RE8  CONST_56  H13  C4   C5   C10  180.00   0.0  0
 RE8  CONST_57  H12  C6   C5   C10  180.00   0.0  0
 RE8  CONST_58  H10  C8   C9   C10  180.00   0.0  0
 RE8  CONST_59  H11  C7   C8   C9   180.00   0.0  0
 RE8  CONST_62  C2   C1   N1   N2     0.00   0.0  0
 RE8  CONST_63  C10  C1   N1   N2   180.00   0.0  0
 RE8  Var_01    C15  C14  SB   OB4   61.60  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
 RE8  plan-1  SB   0.020
 RE8  plan-1  C14  0.020
 RE8  plan-1  C13  0.020
 RE8  plan-1  C12  0.020
 RE8  plan-1  C15  0.020
 RE8  plan-1  C20  0.020
 RE8  plan-1  C19  0.020
 RE8  plan-1  C18  0.020
 RE8  plan-1  C17  0.020
 RE8  plan-1  C16  0.020
 RE8  plan-1  C11  0.020
 RE8  plan-1  N2   0.020
 RE8  plan-1  N1   0.020
 RE8  plan-1  C1   0.020
 RE8  plan-1  H1   0.020
 RE8  plan-1  H2   0.020
 RE8  plan-1  H3   0.020
 RE8  plan-1  H4   0.020
 RE8  plan-1  H5   0.020
 RE8  plan-1  H6   0.020
 RE8  plan-2  N2   0.020
 RE8  plan-2  N1   0.020
 RE8  plan-2  C1   0.020
 RE8  plan-2  C10  0.020
 RE8  plan-2  C9   0.020
 RE8  plan-2  C8   0.020
 RE8  plan-2  C7   0.020
 RE8  plan-2  C6   0.020
 RE8  plan-2  C5   0.020
 RE8  plan-2  C4   0.020
 RE8  plan-2  C3   0.020
 RE8  plan-2  C2   0.020
 RE8  plan-2  OA1  0.020
 RE8  plan-2  H9   0.020
 RE8  plan-2  H10  0.020
 RE8  plan-2  H11  0.020
 RE8  plan-2  H12  0.020
 RE8  plan-2  H13  0.020
 RE8  plan-2  H14  0.020

