# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 02:31:26 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: 4-[(E)-(2-amino-4-hydroxy-3,5-dimethylphenyl)diazenyl]-N-(pyridin-2-yl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N=Nc2ccc(cc2)[S](=O)(=O)Nc3ccccn3)c(N)c(C)c1O
#
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
 NUE  NUE  4-[(E)-(2-amino-4-hydroxy-3,5-dimethylphenyl)diazenyl]-N-(pyridin-2-yl)benzenesulfonamide  ligand  47  28  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NUE
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
 NUE  C1    C  CR16  0  -0.349  -4.3034  -3.4393  -1.4204
 NUE  C2    C  CR16  0  -0.144  -5.1022  -2.6432  -2.2367
 NUE  C3    C  CR16  0  -0.054  -3.7729  -2.8642  -0.2817
 NUE  C4    C  CR16  0  -0.379  -5.3341  -1.3285  -1.8885
 NUE  N5    N  N     0  -0.448  -3.9889  -1.6000   0.0717
 NUE  C6    C  CR6   0   0.560  -4.7477  -0.8572  -0.7109
 NUE  N7    N  NC1   0  -0.852  -4.9610   0.4596  -0.3272
 NUE  S8    S  S     0   1.393  -4.2385   1.2103   0.9645
 NUE  C9    C  CR16  0  -0.215  -1.9513   1.9722  -0.2952
 NUE  C10   C  CR6   0  -0.218  -2.5046   1.1205   0.6521
 NUE  C11   C  CR16  0  -0.292  -0.5935   1.9023  -0.5467
 NUE  C12   C  CR16  0  -0.191  -1.7173   0.2124   1.3509
 NUE  C13   C  CR6   0   0.249   0.2145   0.9966   0.1426
 NUE  C14   C  CR16  0  -0.281  -0.3614   0.1536   1.0986
 NUE  O15   O  OS    0  -0.655  -4.6675   2.5936   0.8387
 NUE  O16   O  OS    0  -0.634  -4.5326   0.4837   2.1830
 NUE  N17   N  N     0  -0.304   1.5724   1.0162  -0.2006
 NUE  N18   N  N     0  -0.265   2.2783   0.1989   0.4280
 NUE  C19   C  CR6   0   0.170   3.6165   0.1510   0.1313
 NUE  C20   C  CR16  0  -0.339   4.2454   0.9239  -0.8602
 NUE  C21   C  CR6   0   0.274   4.3799  -0.7695   0.8890
 NUE  C22   C  CR6   0  -0.006   5.5800   0.8039  -1.1332
 NUE  C23   C  CR6   0  -0.109   5.7599  -0.9084   0.6299
 NUE  C24   C  CR6   0   0.321   6.3277  -0.1344  -0.3741
 NUE  N25   N  NH2   0  -0.837   3.8017  -1.4799   1.8895
 NUE  C26   C  CH3   0  -0.751   6.5449  -1.8826   1.4624
 NUE  O27   O  OH1   0  -0.608   7.6249  -0.2046  -0.7025
 NUE  C28   C  CH3   0  -0.709   6.2523   1.6217  -2.1956
 NUE  H1    H  HCR6  0   0.270  -4.0993  -4.4724  -1.6621
 NUE  H2    H  HCR6  0   0.279  -5.5408  -3.0459  -3.1399
 NUE  H3    H  HCR6  0   0.267  -3.1417  -3.4409   0.3845
 NUE  H4    H  HCR6  0   0.284  -5.9492  -0.6832  -2.5014
 NUE  HN7   H  HNC1  0   0.438  -5.4263   1.0830  -0.9740
 NUE  H11   H  HCR6  0   0.272  -0.1412   2.5540  -1.2827
 NUE  H12   H  HCR6  0   0.282  -2.1588  -0.4487   2.0822
 NUE  H14   H  HCR6  0   0.277   0.2513  -0.5524   1.6405
 NUE  H20   H  HCR6  0   0.260   3.6431   1.6245  -1.4243
 NUE  HN25  H  HNH2  0   0.395   2.7964  -1.4682   1.9326
 NUE  HN2A  H  HNH2  0   0.400   4.2276  -2.3395   2.1891
 NUE  H26   H  HCH3  0   0.260   6.2226  -2.9128   1.2910
 NUE  H26A  H  HCH3  0   0.245   7.6181  -1.8691   1.2786
 NUE  H26B  H  HCH3  0   0.262   6.4217  -1.6754   2.5272
 NUE  HO27  H  HOH1  0   0.475   8.0899  -0.8790  -0.1956
 NUE  H28   H  HCH3  0   0.241   7.0360   2.2605  -1.7841
 NUE  H28A  H  HCH3  0   0.241   6.7189   0.9978  -2.9600
 NUE  H28B  H  HCH3  0   0.243   5.5291   2.2667  -2.6926
 NUE  H9    H  HCR6  0   0.287  -2.5617   2.6836  -0.8351

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
 NUE  C1   C2    aromatic  1.392  0.020  1.392
 NUE  C1   C3    aromatic  1.382  0.020  1.382
 NUE  C2   C4    aromatic  1.380  0.020  1.380
 NUE  C3   N5    aromatic  1.330  0.020  1.330
 NUE  C4   C6    aromatic  1.397  0.020  1.397
 NUE  N5   C6    aromatic  1.319  0.020  1.319
 NUE  C6   N7    single    1.388  0.020  1.388
 NUE  N7   S8    single    1.660  0.020  1.660
 NUE  S8   C10   single    1.764  0.020  1.764
 NUE  S8   O15   double    1.454  0.020  1.454
 NUE  S8   O16   double    1.449  0.020  1.449
 NUE  C9   C10   aromatic  1.389  0.020  1.389
 NUE  C9   C11   aromatic  1.383  0.020  1.383
 NUE  C10  C12   aromatic  1.390  0.020  1.390
 NUE  C11  C13   aromatic  1.396  0.020  1.396
 NUE  C12  C14   aromatic  1.380  0.020  1.380
 NUE  C13  C14   aromatic  1.399  0.020  1.399
 NUE  C13  N17   single    1.401  0.020  1.401
 NUE  N17  N18   double    1.250  0.020  1.250
 NUE  N18  C19   single    1.372  0.020  1.372
 NUE  C19  C20   aromatic  1.406  0.020  1.406
 NUE  C19  C21   aromatic  1.416  0.020  1.416
 NUE  C20  C22   aromatic  1.367  0.020  1.367
 NUE  C21  C23   aromatic  1.411  0.020  1.411
 NUE  C21  N25   single    1.357  0.020  1.357
 NUE  C22  C24   aromatic  1.420  0.020  1.420
 NUE  C22  C28   single    1.500  0.020  1.500
 NUE  C23  C24   aromatic  1.389  0.020  1.389
 NUE  C23  C26   single    1.503  0.020  1.503
 NUE  C24  O27   single    1.340  0.020  1.340
 NUE  C1   H1    single    0.930  0.020  1.080
 NUE  C2   H2    single    0.930  0.020  1.080
 NUE  C3   H3    single    0.930  0.020  1.080
 NUE  C4   H4    single    0.930  0.020  1.080
 NUE  N7   HN7   single    0.860  0.020  1.020
 NUE  C9   H9    single    0.930  0.020  1.080
 NUE  C11  H11   single    0.930  0.020  1.080
 NUE  C12  H12   single    0.930  0.020  1.080
 NUE  C14  H14   single    0.930  0.020  1.080
 NUE  C20  H20   single    0.930  0.020  1.080
 NUE  N25  HN25  single    0.890  0.020  1.040
 NUE  N25  HN2A  single    0.890  0.020  1.040
 NUE  C26  H26   single    0.970  0.020  1.090
 NUE  C26  H26A  single    0.970  0.020  1.090
 NUE  C26  H26B  single    0.970  0.020  1.090
 NUE  O27  HO27  single    0.850  0.020  0.980
 NUE  C28  H28   single    0.970  0.020  1.090
 NUE  C28  H28A  single    0.970  0.020  1.090
 NUE  C28  H28B  single    0.970  0.020  1.090

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
 NUE  H1    C1   C3    120.65  3.000
 NUE  H1    C1   C2    121.60  3.000
 NUE  C3    C1   C2    117.75  3.000
 NUE  H2    C2   C4    119.82  3.000
 NUE  H2    C2   C1    120.62  3.000
 NUE  C4    C2   C1    119.56  3.000
 NUE  H3    C3   N5    115.91  3.000
 NUE  H3    C3   C1    120.58  3.000
 NUE  N5    C3   C1    123.51  3.000
 NUE  H4    C4   C6    120.98  3.000
 NUE  H4    C4   C2    121.40  3.000
 NUE  C6    C4   C2    117.61  3.000
 NUE  C6    N5   C3    118.10  3.000
 NUE  N7    C6   N5    117.30  3.000
 NUE  N7    C6   C4    119.24  3.000
 NUE  N5    C6   C4    123.46  3.000
 NUE  HN7   N7   S8    114.78  3.000
 NUE  HN7   N7   C6    118.59  3.000
 NUE  S8    N7   C6    125.27  3.000
 NUE  O16   S8   O15   119.35  3.000
 NUE  O16   S8   C10   108.84  3.000
 NUE  O15   S8   C10   108.85  3.000
 NUE  O16   S8   N7    109.84  3.000
 NUE  O15   S8   N7    103.56  3.000
 NUE  C10   S8   N7    105.49  3.000
 NUE  H9    C9   C11   119.78  3.000
 NUE  H9    C9   C10   121.25  3.000
 NUE  C11   C9   C10   118.97  3.000
 NUE  C12   C10  C9    121.18  3.000
 NUE  C12   C10  S8    120.05  3.000
 NUE  C9    C10  S8    118.76  3.000
 NUE  H11   C11  C13   118.99  3.000
 NUE  H11   C11  C9    120.25  3.000
 NUE  C13   C11  C9    120.76  3.000
 NUE  H12   C12  C14   119.94  3.000
 NUE  H12   C12  C10   120.57  3.000
 NUE  C14   C12  C10   119.49  3.000
 NUE  N17   C13  C14   125.11  3.000
 NUE  N17   C13  C11   115.54  3.000
 NUE  C14   C13  C11   119.35  3.000
 NUE  H14   C14  C13   120.20  3.000
 NUE  H14   C14  C12   119.55  3.000
 NUE  C13   C14  C12   120.25  3.000
 NUE  N18   N17  C13   114.53  3.000
 NUE  C19   N18  N17   117.72  3.000
 NUE  C21   C19  C20   119.59  3.000
 NUE  C21   C19  N18   115.66  3.000
 NUE  C20   C19  N18   124.74  3.000
 NUE  H20   C20  C22   119.72  3.000
 NUE  H20   C20  C19   118.32  3.000
 NUE  C22   C20  C19   121.95  3.000
 NUE  N25   C21  C23   120.05  3.000
 NUE  N25   C21  C19   120.36  3.000
 NUE  C23   C21  C19   119.55  3.000
 NUE  C28   C22  C24   120.20  3.000
 NUE  C28   C22  C20   122.08  3.000
 NUE  C24   C22  C20   117.73  3.000
 NUE  C26   C23  C24   123.24  3.000
 NUE  C26   C23  C21   118.23  3.000
 NUE  C24   C23  C21   118.53  3.000
 NUE  O27   C24  C23   122.93  3.000
 NUE  O27   C24  C22   114.42  3.000
 NUE  C23   C24  C22   122.64  3.000
 NUE  HN2A  N25  HN25  114.87  3.000
 NUE  HN2A  N25  C21   119.15  3.000
 NUE  HN25  N25  C21   116.83  3.000
 NUE  H26B  C26  H26A  105.87  3.000
 NUE  H26B  C26  H26   107.37  3.000
 NUE  H26A  C26  H26   106.01  3.000
 NUE  H26B  C26  C23   111.00  3.000
 NUE  H26A  C26  C23   114.41  3.000
 NUE  H26   C26  C23   111.72  3.000
 NUE  HO27  O27  C24   112.02  3.000
 NUE  H28B  C28  H28A  107.62  3.000
 NUE  H28B  C28  H28   107.59  3.000
 NUE  H28A  C28  H28   106.96  3.000
 NUE  H28B  C28  C22   110.40  3.000
 NUE  H28A  C28  C22   112.08  3.000
 NUE  H28   C28  C22   111.96  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
 NUE  CONST_01  C6    C4   C2   C1     0.00   0.0  0
 NUE  CONST_02  C6    N5   C3   C1     0.00   0.0  0
 NUE  CONST_03  N5    C3   C1   C2     0.00   0.0  0
 NUE  CONST_04  N5    C6   C4   C2     0.00   0.0  0
 NUE  CONST_05  C4    C2   C1   C3     0.00   0.0  0
 NUE  CONST_06  C4    C6   N5   C3     0.00   0.0  0
 NUE  CONST_07  C14   C12  C10  C9     0.00   0.0  0
 NUE  CONST_08  C14   C13  C11  C9     0.00   0.0  0
 NUE  CONST_09  C13   C11  C9   C10    0.00   0.0  0
 NUE  CONST_10  C13   C14  C12  C10    0.00   0.0  0
 NUE  CONST_11  C12   C10  C9   C11    0.00   0.0  0
 NUE  CONST_12  C12   C14  C13  C11    0.00   0.0  0
 NUE  CONST_13  C24   C22  C20  C19    0.00   0.0  0
 NUE  CONST_14  C24   C23  C21  C19    0.00   0.0  0
 NUE  CONST_15  C23   C21  C19  C20    0.00   0.0  0
 NUE  CONST_16  C23   C24  C22  C20    0.00   0.0  0
 NUE  CONST_17  C22   C20  C19  C21    0.00   0.0  0
 NUE  CONST_18  C22   C24  C23  C21    0.00   0.0  0
 NUE  CONST_19  N7    C6   C4   C2   180.00   0.0  0
 NUE  CONST_20  N7    C6   N5   C3   180.00   0.0  0
 NUE  CONST_21  C11   C9   C10  S8   180.00   0.0  0
 NUE  CONST_22  C14   C12  C10  S8   180.00   0.0  0
 NUE  CONST_23  N17   C13  C11  C9   180.00   0.0  0
 NUE  CONST_24  N17   C13  C14  C12  180.00   0.0  0
 NUE  CONST_25  C22   C20  C19  N18  180.00   0.0  0
 NUE  CONST_26  C23   C21  C19  N18  180.00   0.0  0
 NUE  CONST_27  C28   C22  C20  C19  180.00   0.0  0
 NUE  CONST_28  C26   C23  C21  C19  180.00   0.0  0
 NUE  CONST_29  N25   C21  C19  C20  180.00   0.0  0
 NUE  CONST_30  O27   C24  C22  C20  180.00   0.0  0
 NUE  CONST_31  O27   C24  C23  C21  180.00   0.0  0
 NUE  CONST_32  C26   C23  C24  C22  180.00   0.0  0
 NUE  CONST_33  C28   C22  C24  C23  180.00   0.0  0
 NUE  CONST_34  N25   C21  C23  C24  180.00   0.0  0
 NUE  CONST_35  H4    C4   C2   C1   180.00   0.0  0
 NUE  CONST_36  H3    C3   C1   C2   180.00   0.0  0
 NUE  CONST_37  H2    C2   C1   C3   180.00   0.0  0
 NUE  CONST_38  H1    C1   C2   C4   180.00   0.0  0
 NUE  CONST_39  H12   C12  C10  C9   180.00   0.0  0
 NUE  CONST_40  H11   C11  C9   C10  180.00   0.0  0
 NUE  CONST_41  H14   C14  C12  C10  180.00   0.0  0
 NUE  CONST_42  H9    C9   C10  C12  180.00   0.0  0
 NUE  CONST_43  H20   C20  C19  C21  180.00   0.0  0
 NUE  CONST_44  N18   N17  C13  C11  180.00   0.0  0
 NUE  CONST_45  N18   N17  C13  C14    0.00   0.0  0
 NUE  CONST_46  C20   C19  N18  N17    0.00   0.0  0
 NUE  CONST_47  C21   C19  N18  N17  180.00   0.0  0
 NUE  CONST_48  S8    N7   C6   C4   180.00   0.0  0
 NUE  CONST_49  S8    N7   C6   N5     0.00   0.0  0
 NUE  CONST_50  HN7   N7   C6   C4     0.00   0.0  0
 NUE  CONST_51  HN25  N25  C21  C19    0.00   0.0  0
 NUE  Var_01    C10   S8   N7   C6    59.24  30.0  3
 NUE  Var_02    C9    C10  S8   N7    75.71  30.0  2
 NUE  Var_03    H28   C28  C22  C20  118.54  30.0  2
 NUE  Var_04    H26   C26  C23  C21   65.31  30.0  2

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
 NUE  plan-1  C1    0.020
 NUE  plan-1  C2    0.020
 NUE  plan-1  C3    0.020
 NUE  plan-1  C4    0.020
 NUE  plan-1  N5    0.020
 NUE  plan-1  C6    0.020
 NUE  plan-1  N7    0.020
 NUE  plan-1  H1    0.020
 NUE  plan-1  H2    0.020
 NUE  plan-1  H3    0.020
 NUE  plan-1  H4    0.020
 NUE  plan-2  S8    0.020
 NUE  plan-2  C9    0.020
 NUE  plan-2  C10   0.020
 NUE  plan-2  C11   0.020
 NUE  plan-2  C12   0.020
 NUE  plan-2  C13   0.020
 NUE  plan-2  C14   0.020
 NUE  plan-2  N17   0.020
 NUE  plan-2  N18   0.020
 NUE  plan-2  C19   0.020
 NUE  plan-2  H11   0.020
 NUE  plan-2  H12   0.020
 NUE  plan-2  H14   0.020
 NUE  plan-2  H9    0.020
 NUE  plan-3  N17   0.020
 NUE  plan-3  N18   0.020
 NUE  plan-3  C19   0.020
 NUE  plan-3  C20   0.020
 NUE  plan-3  C21   0.020
 NUE  plan-3  C22   0.020
 NUE  plan-3  C23   0.020
 NUE  plan-3  C24   0.020
 NUE  plan-3  N25   0.020
 NUE  plan-3  C26   0.020
 NUE  plan-3  O27   0.020
 NUE  plan-3  C28   0.020
 NUE  plan-3  H20   0.020
 NUE  plan-4  C6    0.020
 NUE  plan-4  N7    0.020
 NUE  plan-4  S8    0.020
 NUE  plan-4  HN7   0.020
 NUE  plan-5  C21   0.020
 NUE  plan-5  N25   0.020
 NUE  plan-5  HN25  0.020
 NUE  plan-5  HN2A  0.020

