# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 21:20:00 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: N-[4-hydroxy-3-(2-hydroxynaphthalen-1-yl)phenyl]thiophene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(N[S](=O)(=O)c2sccc2)cc1c3c(O)ccc4ccccc34
#
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
 2D4  2D4  N-[4-hydroxy-3-(2-hydroxynaphthalen-1-yl)phenyl]thiophene-2-sulfonamide  ligand  42  27  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2D4
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
 2D4  C8   C  CR15  0  -0.139  -2.3469   1.2236  -0.8264
 2D4  C11  C  CR15  0  -0.168  -1.9374   2.5460  -0.5305
 2D4  C10  C  CR15  0  -0.447  -2.3238   2.9457   0.7150
 2D4  S2   S  S2    0   0.291  -3.1904   1.7338   1.5496
 2D4  C1   C  CR5   0  -0.439  -3.0459   0.6708   0.2082
 2D4  S1   S  S     0   1.356  -3.5586  -0.9889   0.3506
 2D4  O2   O  OS    0  -0.652  -4.5320  -1.0536   1.4253
 2D4  O1   O  OS    0  -0.637  -3.8699  -1.4721  -0.9794
 2D4  N    N  NC1   0  -0.794  -2.2342  -1.8460   0.8776
 2D4  C9   C  CR6   0   0.226  -1.0947  -1.8494   0.0257
 2D4  C6   C  CR16  0  -0.254  -0.1038  -0.8827   0.1562
 2D4  C16  C  CR16  0  -0.243  -0.9890  -2.8043  -0.9747
 2D4  C15  C  CR16  0  -0.393   0.0966  -2.7892  -1.8333
 2D4  C5   C  CR6   0   0.345   1.0842  -1.8152  -1.7031
 2D4  O3   O  OH1   0  -0.615   2.1512  -1.7582  -2.5177
 2D4  C2   C  CR6   0  -0.067   0.9885  -0.8507  -0.6959
 2D4  C3   C  CR6   0  -0.069   2.0044   0.2176  -0.5648
 2D4  C4   C  CR66  0   0.133   3.0483   0.1277   0.3929
 2D4  C17  C  CR16  0  -0.340   3.2006  -1.0011   1.2360
 2D4  C19  C  CR16  0  -0.251   4.2167  -1.0632   2.1514
 2D4  C20  C  CR16  0  -0.271   5.1372  -0.0029   2.2789
 2D4  C18  C  CR16  0  -0.307   5.0180   1.0995   1.4777
 2D4  C12  C  CR66  0   0.085   3.9810   1.1915   0.5209
 2D4  C14  C  CR16  0  -0.310   3.8454   2.3191  -0.3194
 2D4  C13  C  CR16  0  -0.380   2.8421   2.3909  -1.2415
 2D4  C7   C  CR6   0   0.341   1.9159   1.3308  -1.3708
 2D4  O4   O  OH1   0  -0.616   0.9232   1.3829  -2.2773
 2D4  H8   H  HCR5  0   0.295  -2.1250   0.7120  -1.7513
 2D4  H11  H  HCR5  0   0.280  -1.3791   3.1705  -1.2112
 2D4  H10  H  HCR5  0   0.315  -2.1575   3.9047   1.1820
 2D4  H    H  HNC1  0   0.416  -2.0374  -1.6569   1.8560
 2D4  H6   H  HCR6  0   0.261  -0.1839  -0.1311   0.9329
 2D4  H16  H  HCR6  0   0.270  -1.7499  -3.5654  -1.0810
 2D4  H15  H  HCR6  0   0.276   0.1756  -3.5386  -2.6122
 2D4  H3   H  HOH1  0   0.477   2.1151  -2.4695  -3.1672
 2D4  H17  H  HCR6  0   0.247   2.5034  -1.8246   1.1519
 2D4  H19  H  HCR6  0   0.256   4.3161  -1.9363   2.7835
 2D4  H20  H  HCR6  0   0.255   5.9343  -0.0656   3.0077
 2D4  H18  H  HCR6  0   0.255   5.7210   1.9193   1.5668
 2D4  H14  H  HCR6  0   0.262   4.5499   3.1364  -0.2261
 2D4  H13  H  HCR6  0   0.276   2.7528   3.2626  -1.8802
 2D4  H4   H  HOH1  0   0.475   0.9636   2.2082  -2.7729

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
 2D4  C8   C11  aromatic  1.416  0.020  1.416
 2D4  C8   C1   aromatic  1.365  0.020  1.365
 2D4  C11  C10  aromatic  1.364  0.020  1.364
 2D4  C10  S2   aromatic  1.708  0.020  1.708
 2D4  S2   C1   aromatic  1.718  0.020  1.718
 2D4  C1   S1   single    1.743  0.020  1.743
 2D4  S1   O2   double    1.451  0.020  1.451
 2D4  S1   O1   double    1.449  0.020  1.449
 2D4  S1   N    single    1.663  0.020  1.663
 2D4  N    C9   single    1.423  0.020  1.423
 2D4  C9   C6   aromatic  1.390  0.020  1.390
 2D4  C9   C16  aromatic  1.387  0.020  1.387
 2D4  C6   C2   aromatic  1.386  0.020  1.386
 2D4  C16  C15  aromatic  1.384  0.020  1.384
 2D4  C15  C5   aromatic  1.393  0.020  1.393
 2D4  C5   O3   single    1.344  0.020  1.344
 2D4  C5   C2   aromatic  1.398  0.020  1.398
 2D4  C2   C3   single    1.480  0.020  1.480
 2D4  C3   C4   aromatic  1.420  0.020  1.420
 2D4  C3   C7   aromatic  1.377  0.020  1.377
 2D4  C4   C17  aromatic  1.417  0.020  1.417
 2D4  C4   C12  aromatic  1.421  0.020  1.421
 2D4  C17  C19  aromatic  1.369  0.020  1.369
 2D4  C19  C20  aromatic  1.410  0.020  1.410
 2D4  C20  C18  aromatic  1.368  0.020  1.368
 2D4  C18  C12  aromatic  1.414  0.020  1.414
 2D4  C12  C14  aromatic  1.413  0.020  1.413
 2D4  C14  C13  aromatic  1.365  0.020  1.365
 2D4  C13  C7   aromatic  1.414  0.020  1.414
 2D4  C7   O4   single    1.345  0.020  1.345
 2D4  C8   H8   single    0.930  0.020  1.080
 2D4  C11  H11  single    0.930  0.020  1.080
 2D4  C10  H10  single    0.930  0.020  1.080
 2D4  N    H    single    0.860  0.020  1.020
 2D4  C6   H6   single    0.930  0.020  1.080
 2D4  C16  H16  single    0.930  0.020  1.080
 2D4  C15  H15  single    0.930  0.020  1.080
 2D4  O3   H3   single    0.850  0.020  0.980
 2D4  C17  H17  single    0.930  0.020  1.080
 2D4  C19  H19  single    0.930  0.020  1.080
 2D4  C20  H20  single    0.930  0.020  1.080
 2D4  C18  H18  single    0.930  0.020  1.080
 2D4  C14  H14  single    0.930  0.020  1.080
 2D4  C13  H13  single    0.930  0.020  1.080
 2D4  O4   H4   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
 2D4  H8   C8   C1   124.21  3.000
 2D4  H8   C8   C11  124.20  3.000
 2D4  C1   C8   C11  111.58  3.000
 2D4  H11  C11  C10  123.56  3.000
 2D4  H11  C11  C8   123.94  3.000
 2D4  C10  C11  C8   112.50  3.000
 2D4  H10  C10  S2   119.81  3.000
 2D4  H10  C10  C11  127.72  3.000
 2D4  S2   C10  C11  112.46  3.000
 2D4  C1   S2   C10   90.85  3.000
 2D4  S1   C1   S2   120.05  3.000
 2D4  S1   C1   C8   126.73  3.000
 2D4  S2   C1   C8   112.60  3.000
 2D4  N    S1   O1   106.86  3.000
 2D4  N    S1   O2   106.05  3.000
 2D4  O1   S1   O2   121.38  3.000
 2D4  N    S1   C1   106.40  3.000
 2D4  O1   S1   C1   107.80  3.000
 2D4  O2   S1   C1   107.47  3.000
 2D4  H    N    C9   114.96  3.000
 2D4  H    N    S1   111.32  3.000
 2D4  C9   N    S1   116.70  3.000
 2D4  C16  C9   C6   119.47  3.000
 2D4  C16  C9   N    119.64  3.000
 2D4  C6   C9   N    120.86  3.000
 2D4  H6   C6   C2   118.88  3.000
 2D4  H6   C6   C9   119.78  3.000
 2D4  C2   C6   C9   121.34  3.000
 2D4  H16  C16  C15  119.91  3.000
 2D4  H16  C16  C9   120.12  3.000
 2D4  C15  C16  C9   119.97  3.000
 2D4  H15  C15  C5   119.93  3.000
 2D4  H15  C15  C16  119.70  3.000
 2D4  C5   C15  C16  120.38  3.000
 2D4  C2   C5   O3   117.51  3.000
 2D4  C2   C5   C15  120.07  3.000
 2D4  O3   C5   C15  122.41  3.000
 2D4  H3   O3   C5   110.33  3.000
 2D4  C3   C2   C5   120.99  3.000
 2D4  C3   C2   C6   120.21  3.000
 2D4  C5   C2   C6   118.76  3.000
 2D4  C7   C3   C4   119.56  3.000
 2D4  C7   C3   C2   119.18  3.000
 2D4  C4   C3   C2   121.25  3.000
 2D4  C12  C4   C17  118.19  3.000
 2D4  C12  C4   C3   119.75  3.000
 2D4  C17  C4   C3   122.06  3.000
 2D4  H17  C17  C19  119.71  3.000
 2D4  H17  C17  C4   119.38  3.000
 2D4  C19  C17  C4   120.91  3.000
 2D4  H19  C19  C20  119.59  3.000
 2D4  H19  C19  C17  119.68  3.000
 2D4  C20  C19  C17  120.73  3.000
 2D4  H20  C20  C18  120.36  3.000
 2D4  H20  C20  C19  119.89  3.000
 2D4  C18  C20  C19  119.75  3.000
 2D4  H18  C18  C12  118.82  3.000
 2D4  H18  C18  C20  120.33  3.000
 2D4  C12  C18  C20  120.84  3.000
 2D4  C14  C12  C18  121.66  3.000
 2D4  C14  C12  C4   118.75  3.000
 2D4  C18  C12  C4   119.59  3.000
 2D4  H14  C14  C13  119.79  3.000
 2D4  H14  C14  C12  119.25  3.000
 2D4  C13  C14  C12  120.96  3.000
 2D4  H13  C13  C7   119.67  3.000
 2D4  H13  C13  C14  120.05  3.000
 2D4  C7   C13  C14  120.27  3.000
 2D4  O4   C7   C13  121.06  3.000
 2D4  O4   C7   C3   118.24  3.000
 2D4  C13  C7   C3   120.70  3.000
 2D4  H4   O4   C7   110.42  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
 2D4  CONST_01  S2   C10  C11  C8      0.00   0.0  0
 2D4  CONST_02  C10  S2   C1   C8      0.00   0.0  0
 2D4  CONST_03  S2   C1   C8   C11     0.00   0.0  0
 2D4  CONST_04  C1   S2   C10  C11     0.00   0.0  0
 2D4  CONST_05  C1   C8   C11  C10     0.00   0.0  0
 2D4  CONST_06  C5   C2   C6   C9      0.00   0.0  0
 2D4  CONST_07  C3   C2   C6   C9    180.00   0.0  0
 2D4  CONST_08  C5   C15  C16  C9      0.00   0.0  0
 2D4  CONST_09  C15  C16  C9   C6      0.00   0.0  0
 2D4  CONST_10  C15  C5   C2   C6      0.00   0.0  0
 2D4  CONST_13  C2   C6   C9   C16     0.00   0.0  0
 2D4  CONST_14  C2   C5   C15  C16     0.00   0.0  0
 2D4  CONST_15  C3   C2   C5   C15   180.00   0.0  0
 2D4  CONST_18  C17  C4   C3   C2      0.00   0.0  0
 2D4  CONST_19  C12  C4   C3   C2    180.00   0.0  0
 2D4  CONST_20  C13  C7   C3   C2    180.00   0.0  0
 2D4  CONST_21  C19  C17  C4   C3    180.00   0.0  0
 2D4  CONST_22  C18  C12  C4   C3    180.00   0.0  0
 2D4  CONST_23  C14  C12  C4   C3      0.00   0.0  0
 2D4  CONST_24  C14  C13  C7   C3      0.00   0.0  0
 2D4  CONST_25  C13  C7   C3   C4      0.00   0.0  0
 2D4  CONST_26  C20  C19  C17  C4      0.00   0.0  0
 2D4  CONST_27  C20  C18  C12  C4      0.00   0.0  0
 2D4  CONST_28  C13  C14  C12  C4      0.00   0.0  0
 2D4  CONST_29  C7   C3   C4   C17   180.00   0.0  0
 2D4  CONST_30  C18  C12  C4   C17     0.00   0.0  0
 2D4  CONST_31  C14  C12  C4   C17   180.00   0.0  0
 2D4  CONST_32  C18  C20  C19  C17     0.00   0.0  0
 2D4  CONST_33  C12  C4   C17  C19     0.00   0.0  0
 2D4  CONST_34  C12  C18  C20  C19     0.00   0.0  0
 2D4  CONST_35  C14  C12  C18  C20   180.00   0.0  0
 2D4  CONST_36  C13  C14  C12  C18   180.00   0.0  0
 2D4  CONST_37  C7   C3   C4   C12     0.00   0.0  0
 2D4  CONST_38  C7   C13  C14  C12     0.00   0.0  0
 2D4  CONST_39  S1   C1   C8   C11   180.00   0.0  0
 2D4  CONST_40  S1   C1   S2   C10   180.00   0.0  0
 2D4  CONST_41  C2   C6   C9   N     180.00   0.0  0
 2D4  CONST_42  C15  C16  C9   N     180.00   0.0  0
 2D4  CONST_43  O3   C5   C2   C6    180.00   0.0  0
 2D4  CONST_44  O3   C5   C15  C16   180.00   0.0  0
 2D4  CONST_45  C3   C2   C5   O3      0.00   0.0  0
 2D4  CONST_46  O4   C7   C3   C2      0.00   0.0  0
 2D4  CONST_47  O4   C7   C3   C4    180.00   0.0  0
 2D4  CONST_48  O4   C7   C13  C14   180.00   0.0  0
 2D4  CONST_49  H10  C10  C11  C8    180.00   0.0  0
 2D4  CONST_50  H8   C8   C11  C10   180.00   0.0  0
 2D4  CONST_51  H11  C11  C10  S2    180.00   0.0  0
 2D4  CONST_52  H15  C15  C16  C9    180.00   0.0  0
 2D4  CONST_53  H16  C16  C9   C6    180.00   0.0  0
 2D4  CONST_54  H6   C6   C9   C16   180.00   0.0  0
 2D4  CONST_55  H17  C17  C4   C3      0.00   0.0  0
 2D4  CONST_56  H13  C13  C7   C3    180.00   0.0  0
 2D4  CONST_57  H19  C19  C17  C4    180.00   0.0  0
 2D4  CONST_58  H18  C18  C12  C4    180.00   0.0  0
 2D4  CONST_59  H14  C14  C12  C4    180.00   0.0  0
 2D4  CONST_60  H20  C20  C19  C17   180.00   0.0  0
 2D4  Var_01    O2   S1   C1   C8   -166.31  30.0  2
 2D4  Var_02    C9   N    S1   C1    -61.48  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
 2D4  plan-1  C8   0.020
 2D4  plan-1  C11  0.020
 2D4  plan-1  C10  0.020
 2D4  plan-1  S2   0.020
 2D4  plan-1  C1   0.020
 2D4  plan-1  S1   0.020
 2D4  plan-1  H8   0.020
 2D4  plan-1  H11  0.020
 2D4  plan-1  H10  0.020
 2D4  plan-2  N    0.020
 2D4  plan-2  C9   0.020
 2D4  plan-2  C6   0.020
 2D4  plan-2  C16  0.020
 2D4  plan-2  C15  0.020
 2D4  plan-2  C5   0.020
 2D4  plan-2  O3   0.020
 2D4  plan-2  C2   0.020
 2D4  plan-2  C3   0.020
 2D4  plan-2  H6   0.020
 2D4  plan-2  H16  0.020
 2D4  plan-2  H15  0.020
 2D4  plan-3  C2   0.020
 2D4  plan-3  C3   0.020
 2D4  plan-3  C4   0.020
 2D4  plan-3  C17  0.020
 2D4  plan-3  C19  0.020
 2D4  plan-3  C20  0.020
 2D4  plan-3  C18  0.020
 2D4  plan-3  C12  0.020
 2D4  plan-3  C14  0.020
 2D4  plan-3  C13  0.020
 2D4  plan-3  C7   0.020
 2D4  plan-3  O4   0.020
 2D4  plan-3  H17  0.020
 2D4  plan-3  H19  0.020
 2D4  plan-3  H20  0.020
 2D4  plan-3  H18  0.020
 2D4  plan-3  H14  0.020
 2D4  plan-3  H13  0.020
 2D4  plan-4  S1   0.020
 2D4  plan-4  N    0.020
 2D4  plan-4  C9   0.020
 2D4  plan-4  H    0.020

