# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 12:09:21 2022
#   Inital geometry file: a 99 line input string
#   Ligand name: 4-[(E)-(4-hydroxynaphthalen-1-yl)diazenyl]benzenesulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(N=Nc2ccc(cc2)[S](O)(=O)=O)c3ccccc13
#
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
 ORI  ORI  '4-[(E)-(4-hydroxynaphthalen-1-yl)diazenyl]benzenesulfonic acid'  ligand  34  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ORI
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
 ORI  OB4  O  OS     0  -0.746  -5.6773  -1.5889  -0.7264
 ORI  SB   S  S      0   1.416  -5.5163  -0.3450   0.0442
 ORI  OB2  O  OS     0  -0.744  -6.2146   0.8078  -0.5474
 ORI  OB3  O  OS    -1  -0.754  -5.7762  -0.5135   1.4838
 ORI  CB4  C  CR6    0  -0.216  -3.7714   0.0544  -0.0422
 ORI  CB5  C  CR16   0  -0.241  -2.8271  -0.9699  -0.0721
 ORI  CB6  C  CR16   0  -0.262  -1.4780  -0.6735  -0.0643
 ORI  CB3  C  CR16   0  -0.245  -3.3607   1.3790  -0.0071
 ORI  CB2  C  CR16   0  -0.275  -2.0073   1.6775   0.0026
 ORI  CB1  C  CR6    0   0.225  -1.0589   0.6590  -0.0231
 ORI  N2   N  N      0  -0.262   0.2805   1.0815  -0.0017
 ORI  N1   N  N      0  -0.259   1.1233   0.1734  -0.0372
 ORI  C1   C  C      0   0.178   2.4631   0.5777  -0.0105
 ORI  C2   C  C1     0  -0.283   2.8730   1.8935  -0.0014
 ORI  C3   C  C1     0  -0.340   4.2310   2.2225   0.0228
 ORI  C4   C  C      0   0.303   5.1875   1.2364   0.0404
 ORI  OA1  O  OH1    0  -0.653   6.5050   1.5651   0.1157
 ORI  C5   C  CR6    0   0.003   4.8116  -0.1327   0.0329
 ORI  C10  C  CR6    0   0.055   3.4311  -0.4692   0.0051
 ORI  C6   C  CR16   0  -0.285   5.7786  -1.1659   0.0580
 ORI  C7   C  CR16   0  -0.252   5.3939  -2.4777   0.0479
 ORI  C8   C  CR16   0  -0.242   4.0262  -2.8145   0.0151
 ORI  C9   C  CR16   0  -0.291   3.0689  -1.8375  -0.0048
 ORI  H1   H  HCR6   0   0.272  -3.1448  -2.0036  -0.1113
 ORI  H2   H  HCR6   0   0.279  -0.7502  -1.4725  -0.0890
 ORI  H3   H  HCR6   0   0.272  -4.0868   2.1801   0.0063
 ORI  H4   H  HCR6   0   0.269  -1.6725   2.7066   0.0295
 ORI  H5   H  H      0   0.277   2.1363   2.6848  -0.0157
 ORI  H6   H  H      0   0.275   4.5328   3.2621   0.0332
 ORI  H7   H  HOH1   0   0.482   6.8890   1.6338  -0.7668
 ORI  H8   H  HCR6   0   0.257   6.8293  -0.9127   0.0881
 ORI  H9   H  HCR6   0   0.262   6.1398  -3.2610   0.0672
 ORI  H10  H  HCR6   0   0.262   3.7319  -3.8559   0.0084
 ORI  H11  H  HCR6   0   0.264   2.0224  -2.1060  -0.0288

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
 ORI  OA1  C4   single    1.360  0.020  1.360
 ORI  C6   C7   aromatic  1.367  0.020  1.367
 ORI  C6   C5   aromatic  1.415  0.020  1.415
 ORI  C4   C5   aromatic  1.420  0.020  1.420
 ORI  C4   C3   aromatic  1.374  0.020  1.374
 ORI  C7   C8   aromatic  1.409  0.020  1.409
 ORI  C5   C10  aromatic  1.421  0.020  1.421
 ORI  C3   C2   aromatic  1.398  0.020  1.398
 ORI  C8   C9   aromatic  1.368  0.020  1.368
 ORI  C10  C9   aromatic  1.415  0.020  1.415
 ORI  C10  C1   aromatic  1.426  0.020  1.426
 ORI  C2   C1   aromatic  1.378  0.020  1.378
 ORI  C1   N1   single    1.400  0.020  1.400
 ORI  N1   N2   double    1.239  0.020  1.239
 ORI  N2   CB1  single    1.405  0.020  1.405
 ORI  CB1  CB2  aromatic  1.392  0.020  1.392
 ORI  CB1  CB6  aromatic  1.397  0.020  1.397
 ORI  CB2  CB3  aromatic  1.386  0.020  1.386
 ORI  CB6  CB5  aromatic  1.381  0.020  1.381
 ORI  CB3  CB4  aromatic  1.387  0.020  1.387
 ORI  CB5  CB4  aromatic  1.394  0.020  1.394
 ORI  CB4  SB   single    1.792  0.020  1.792
 ORI  OB4  SB   deloc     1.472  0.020  1.472
 ORI  SB   OB2  deloc     1.472  0.020  1.472
 ORI  SB   OB3  deloc     1.473  0.020  1.473
 ORI  CB5  H1   single    0.930  0.020  1.080
 ORI  CB6  H2   single    0.930  0.020  1.080
 ORI  CB3  H3   single    0.930  0.020  1.080
 ORI  CB2  H4   single    0.930  0.020  1.080
 ORI  C2   H5   single    0.930  0.020  1.080
 ORI  C3   H6   single    0.930  0.020  1.080
 ORI  OA1  H7   single    0.850  0.020  0.980
 ORI  C6   H8   single    0.930  0.020  1.080
 ORI  C7   H9   single    0.930  0.020  1.080
 ORI  C8   H10  single    0.930  0.020  1.080
 ORI  C9   H11  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
 ORI  CB4  SB   OB3  104.16  3.000
 ORI  OB3  SB   OB2  113.51  3.000
 ORI  CB4  SB   OB2  105.55  3.000
 ORI  OB3  SB   OB4  113.31  3.000
 ORI  OB2  SB   OB4  113.54  3.000
 ORI  CB4  SB   OB4  105.64  3.000
 ORI  CB3  CB4  CB5  120.12  3.000
 ORI  CB5  CB4  SB   119.80  3.000
 ORI  CB3  CB4  SB   119.99  3.000
 ORI  H1   CB5  CB6  119.46  3.000
 ORI  H1   CB5  CB4  120.27  3.000
 ORI  CB6  CB5  CB4  120.26  3.000
 ORI  H2   CB6  CB1  120.24  3.000
 ORI  H2   CB6  CB5  119.92  3.000
 ORI  CB1  CB6  CB5  119.84  3.000
 ORI  H3   CB3  CB2  119.74  3.000
 ORI  H3   CB3  CB4  120.59  3.000
 ORI  CB2  CB3  CB4  119.67  3.000
 ORI  H4   CB2  CB1  119.03  3.000
 ORI  H4   CB2  CB3  120.46  3.000
 ORI  CB1  CB2  CB3  120.51  3.000
 ORI  N2   CB1  CB2  115.43  3.000
 ORI  CB2  CB1  CB6  119.60  3.000
 ORI  N2   CB1  CB6  124.97  3.000
 ORI  N1   N2   CB1  115.32  3.000
 ORI  C1   N1   N2   116.02  3.000
 ORI  C10  C1   C2   119.93  3.000
 ORI  C2   C1   N1   124.10  3.000
 ORI  C10  C1   N1   115.97  3.000
 ORI  H5   C2   C3   119.34  3.000
 ORI  H5   C2   C1   119.73  3.000
 ORI  C3   C2   C1   120.93  3.000
 ORI  H6   C3   C4   119.68  3.000
 ORI  H6   C3   C2   119.81  3.000
 ORI  C4   C3   C2   120.51  3.000
 ORI  C5   C4   OA1  119.33  3.000
 ORI  C5   C4   C3   120.52  3.000
 ORI  OA1  C4   C3   120.11  3.000
 ORI  H7   OA1  C4   110.62  3.000
 ORI  C6   C5   C10  119.42  3.000
 ORI  C10  C5   C4   119.05  3.000
 ORI  C6   C5   C4   121.53  3.000
 ORI  C9   C10  C5   118.53  3.000
 ORI  C9   C10  C1   122.41  3.000
 ORI  C5   C10  C1   119.07  3.000
 ORI  H8   C6   C7   119.90  3.000
 ORI  H8   C6   C5   119.57  3.000
 ORI  C7   C6   C5   120.53  3.000
 ORI  H9   C7   C8   119.78  3.000
 ORI  H9   C7   C6   120.04  3.000
 ORI  C8   C7   C6   120.18  3.000
 ORI  H10  C8   C9   119.79  3.000
 ORI  H10  C8   C7   119.61  3.000
 ORI  C9   C8   C7   120.59  3.000
 ORI  H11  C9   C8   120.04  3.000
 ORI  H11  C9   C10  119.22  3.000
 ORI  C8   C9   C10  120.74  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
 ORI  CONST_01  CB1  CB2  CB3  CB4    0.00   0.0  0
 ORI  CONST_02  CB1  CB6  CB5  CB4    0.00   0.0  0
 ORI  CONST_03  CB2  CB1  CB6  CB5    0.00   0.0  0
 ORI  CONST_04  CB2  CB3  CB4  CB5    0.00   0.0  0
 ORI  CONST_05  CB3  CB2  CB1  CB6    0.00   0.0  0
 ORI  CONST_06  CB3  CB4  CB5  CB6    0.00   0.0  0
 ORI  CONST_07  C6   C5   C10  C1   180.00   0.0  0
 ORI  CONST_08  C4   C5   C10  C1     0.00   0.0  0
 ORI  CONST_09  C8   C9   C10  C1   180.00   0.0  0
 ORI  CONST_10  C4   C3   C2   C1     0.00   0.0  0
 ORI  CONST_11  C5   C4   C3   C2     0.00   0.0  0
 ORI  CONST_12  C5   C10  C1   C2     0.00   0.0  0
 ORI  CONST_13  C9   C10  C1   C2   180.00   0.0  0
 ORI  CONST_14  C6   C5   C4   C3   180.00   0.0  0
 ORI  CONST_15  C10  C5   C4   C3     0.00   0.0  0
 ORI  CONST_16  C10  C1   C2   C3     0.00   0.0  0
 ORI  CONST_17  C7   C6   C5   C4   180.00   0.0  0
 ORI  CONST_18  C9   C10  C5   C4   180.00   0.0  0
 ORI  CONST_19  C8   C7   C6   C5     0.00   0.0  0
 ORI  CONST_20  C8   C9   C10  C5     0.00   0.0  0
 ORI  CONST_21  C7   C6   C5   C10    0.00   0.0  0
 ORI  CONST_22  C7   C8   C9   C10    0.00   0.0  0
 ORI  CONST_23  C9   C8   C7   C6     0.00   0.0  0
 ORI  CONST_24  C9   C10  C5   C6     0.00   0.0  0
 ORI  CONST_25  CB2  CB3  CB4  SB   180.00   0.0  0
 ORI  CONST_26  CB6  CB5  CB4  SB   180.00   0.0  0
 ORI  CONST_27  N2   CB1  CB6  CB5  180.00   0.0  0
 ORI  CONST_28  N2   CB1  CB2  CB3  180.00   0.0  0
 ORI  CONST_29  C5   C10  C1   N1   180.00   0.0  0
 ORI  CONST_30  C9   C10  C1   N1     0.00   0.0  0
 ORI  CONST_31  C3   C2   C1   N1   180.00   0.0  0
 ORI  CONST_32  OA1  C4   C3   C2   180.00   0.0  0
 ORI  CONST_33  C6   C5   C4   OA1    0.00   0.0  0
 ORI  CONST_34  C10  C5   C4   OA1  180.00   0.0  0
 ORI  CONST_35  H4   CB2  CB3  CB4  180.00   0.0  0
 ORI  CONST_36  H2   CB6  CB5  CB4  180.00   0.0  0
 ORI  CONST_37  H3   CB3  CB4  CB5  180.00   0.0  0
 ORI  CONST_38  H1   CB5  CB4  CB3  180.00   0.0  0
 ORI  CONST_39  H11  C9   C10  C1     0.00   0.0  0
 ORI  CONST_40  H6   C3   C2   C1   180.00   0.0  0
 ORI  CONST_41  H8   C6   C5   C4     0.00   0.0  0
 ORI  CONST_42  H5   C2   C3   C4   180.00   0.0  0
 ORI  CONST_43  H9   C7   C6   C5   180.00   0.0  0
 ORI  CONST_44  H10  C8   C9   C10  180.00   0.0  0
 ORI  CONST_45  N1   N2   CB1  CB6    0.00   0.0  0
 ORI  CONST_46  N1   N2   CB1  CB2  180.00   0.0  0
 ORI  CONST_47  C10  C1   N1   N2   180.00   0.0  0
 ORI  CONST_48  C2   C1   N1   N2     0.00   0.0  0
 ORI  Var_01    CB3  CB4  SB   OB4  149.38  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
 ORI  plan-1  SB   0.020
 ORI  plan-1  CB4  0.020
 ORI  plan-1  CB5  0.020
 ORI  plan-1  CB6  0.020
 ORI  plan-1  CB3  0.020
 ORI  plan-1  CB2  0.020
 ORI  plan-1  CB1  0.020
 ORI  plan-1  N2   0.020
 ORI  plan-1  N1   0.020
 ORI  plan-1  C1   0.020
 ORI  plan-1  H1   0.020
 ORI  plan-1  H2   0.020
 ORI  plan-1  H3   0.020
 ORI  plan-1  H4   0.020
 ORI  plan-2  N2   0.020
 ORI  plan-2  N1   0.020
 ORI  plan-2  C1   0.020
 ORI  plan-2  C2   0.020
 ORI  plan-2  C3   0.020
 ORI  plan-2  C4   0.020
 ORI  plan-2  OA1  0.020
 ORI  plan-2  C5   0.020
 ORI  plan-2  C10  0.020
 ORI  plan-2  C6   0.020
 ORI  plan-2  C7   0.020
 ORI  plan-2  C8   0.020
 ORI  plan-2  C9   0.020
 ORI  plan-2  H5   0.020
 ORI  plan-2  H6   0.020
 ORI  plan-2  H8   0.020
 ORI  plan-2  H9   0.020
 ORI  plan-2  H10  0.020
 ORI  plan-2  H11  0.020

