# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 12:48:11 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 2,5-dichloro-N-[4-hydroxy-3-(2-hydroxynaphthalen-1-yl)phenyl]benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(N[S](=O)(=O)c2cc(Cl)ccc2Cl)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
 AB4  AB4  2,5-dichloro-N-[4-hydroxy-3-(2-hydroxynaphthalen-1-yl)phenyl]benzenesulfonamide  ligand  45  30  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_AB4
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
 AB4  CL22  CL  CL    0  -0.079   4.1337   2.6686   0.6379
 AB4  C10   C   CR6   0  -0.017   4.1759   0.9751   0.3456
 AB4  C19   C   CR16  0  -0.204   5.0961   0.2120   1.0468
 AB4  C23   C   CR16  0  -0.202   5.1568  -1.1588   0.8603
 AB4  C20   C   CR6   0  -0.021   4.2868  -1.7645  -0.0309
 AB4  CL24  CL  CL    0  -0.099   4.3512  -3.4727  -0.2653
 AB4  C7    C   CR16  0  -0.200   3.3607  -1.0180  -0.7387
 AB4  C2    C   CR6   0  -0.147   3.3059   0.3552  -0.5485
 AB4  S1    S   S     0   1.373   2.1050   1.2711  -1.4929
 AB4  O8    O   OS    0  -0.644   2.7359   2.4189  -2.1161
 AB4  O9    O   OS    0  -0.627   1.4161   0.3060  -2.3325
 AB4  N5    N   NC1   0  -0.829   1.1246   1.8522  -0.2983
 AB4  C14   C   CR6   0   0.261   0.2201   0.9483   0.3255
 AB4  C12   C   CR16  0  -0.262  -1.0371   0.6990  -0.2071
 AB4  C21   C   CR16  0  -0.247   0.6100   0.3029   1.4926
 AB4  C18   C   CR16  0  -0.341  -0.2438  -0.5888   2.1157
 AB4  C11   C   CR6   0   0.334  -1.5069  -0.8309   1.5821
 AB4  O25   O   OH1   0  -0.611  -2.3024  -1.7003   2.2293
 AB4  C3    C   CR6   0  -0.059  -1.9187  -0.1720   0.4172
 AB4  C4    C   CR6   0  -0.170  -3.2683  -0.4244  -0.1414
 AB4  C6    C   CR66  0   0.143  -4.4230   0.1706   0.4422
 AB4  C27   C   CR16  0  -0.340  -4.3442   1.0237   1.5703
 AB4  C29   C   CR16  0  -0.246  -5.4735   1.5741   2.1152
 AB4  C30   C   CR16  0  -0.270  -6.7438   1.3058   1.5675
 AB4  C28   C   CR16  0  -0.304  -6.8516   0.4913   0.4736
 AB4  C15   C   CR66  0   0.081  -5.7045  -0.0912  -0.1106
 AB4  C17   C   CR16  0  -0.303  -5.7989  -0.9305  -1.2438
 AB4  C16   C   CR16  0  -0.383  -4.6870  -1.4898  -1.7996
 AB4  C13   C   CR6   0   0.351  -3.4097  -1.2403  -1.2450
 AB4  O26   O   OH1   0  -0.607  -2.3072  -1.7927  -1.7743
 AB4  H19   H   HCR6  0   0.305   5.7709   0.6885   1.7443
 AB4  H23   H   HCR6  0   0.304   5.8798  -1.7442   1.4111
 AB4  H7    H   HCR6  0   0.312   2.6836  -1.5017  -1.4281
 AB4  H5    H   HNC1  0   0.426   0.7776   2.7820  -0.5117
 AB4  H12   H   HCR6  0   0.261  -1.3453   1.2005  -1.1159
 AB4  H21   H   HCR6  0   0.266   1.5844   0.5038   1.9186
 AB4  H18   H   HCR6  0   0.270   0.0617  -1.0957   3.0219
 AB4  H25   H   HOH1  0   0.477  -3.1328  -1.8167   1.7495
 AB4  H27   H   HCR6  0   0.250  -3.3776   1.2552   1.9987
 AB4  H29   H   HCR6  0   0.259  -5.3903   2.2250   2.9758
 AB4  H30   H   HCR6  0   0.258  -7.6265   1.7474   2.0105
 AB4  H28   H   HCR6  0   0.257  -7.8215   0.2824   0.0383
 AB4  H17   H   HCR6  0   0.266  -6.7732  -1.1286  -1.6734
 AB4  H16   H   HCR6  0   0.279  -4.7775  -2.1330  -2.6675
 AB4  H26   H   HOH1  0   0.479  -2.5332  -2.3237  -2.5462

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
 AB4  CL22  C10   single    1.719  0.020  1.719
 AB4  C10   C19   aromatic  1.386  0.020  1.386
 AB4  C10   C2    aromatic  1.393  0.020  1.393
 AB4  C19   C23   aromatic  1.385  0.020  1.385
 AB4  C19   H19   single    0.930  0.020  1.080
 AB4  C23   C20   aromatic  1.385  0.020  1.385
 AB4  C23   H23   single    0.930  0.020  1.080
 AB4  C20   CL24  single    1.725  0.020  1.725
 AB4  C20   C7    aromatic  1.384  0.020  1.384
 AB4  C7    C2    aromatic  1.387  0.020  1.387
 AB4  C7    H7    single    0.930  0.020  1.080
 AB4  C2    S1    single    1.781  0.020  1.781
 AB4  S1    O8    double    1.451  0.020  1.451
 AB4  S1    O9    double    1.453  0.020  1.453
 AB4  S1    N5    single    1.651  0.020  1.651
 AB4  N5    C14   single    1.423  0.020  1.423
 AB4  N5    H5    single    0.890  0.020  1.040
 AB4  C14   C12   aromatic  1.388  0.020  1.388
 AB4  C14   C21   aromatic  1.389  0.020  1.389
 AB4  C12   C3    aromatic  1.388  0.020  1.388
 AB4  C12   H12   single    0.930  0.020  1.080
 AB4  C21   C18   aromatic  1.383  0.020  1.383
 AB4  C21   H21   single    0.930  0.020  1.080
 AB4  C18   C11   aromatic  1.392  0.020  1.392
 AB4  C18   H18   single    0.930  0.020  1.080
 AB4  C11   O25   single    1.344  0.020  1.344
 AB4  C11   C3    aromatic  1.400  0.020  1.400
 AB4  O25   H25   single    0.850  0.020  0.980
 AB4  C3    C4    single    1.482  0.020  1.482
 AB4  C4    C6    aromatic  1.424  0.020  1.424
 AB4  C4    C13   aromatic  1.380  0.020  1.380
 AB4  C6    C27   aromatic  1.417  0.020  1.417
 AB4  C6    C15   aromatic  1.420  0.020  1.420
 AB4  C27   C29   aromatic  1.369  0.020  1.369
 AB4  C27   H27   single    0.930  0.020  1.080
 AB4  C29   C30   aromatic  1.409  0.020  1.409
 AB4  C29   H29   single    0.930  0.020  1.080
 AB4  C30   C28   aromatic  1.368  0.020  1.368
 AB4  C30   H30   single    0.930  0.020  1.080
 AB4  C28   C15   aromatic  1.413  0.020  1.413
 AB4  C28   H28   single    0.930  0.020  1.080
 AB4  C15   C17   aromatic  1.413  0.020  1.413
 AB4  C17   C16   aromatic  1.363  0.020  1.363
 AB4  C17   H17   single    0.930  0.020  1.080
 AB4  C16   C13   aromatic  1.415  0.020  1.415
 AB4  C16   H16   single    0.930  0.020  1.080
 AB4  C13   O26   single    1.342  0.020  1.342
 AB4  O26   H26   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
 AB4  C2    C10  C19   119.63  3.000
 AB4  C2    C10  CL22  122.15  3.000
 AB4  C19   C10  CL22  118.21  3.000
 AB4  H19   C19  C23   119.72  3.000
 AB4  H19   C19  C10   119.88  3.000
 AB4  C23   C19  C10   120.40  3.000
 AB4  H23   C23  C20   120.74  3.000
 AB4  H23   C23  C19   119.79  3.000
 AB4  C20   C23  C19   119.48  3.000
 AB4  C7    C20  CL24  119.31  3.000
 AB4  C7    C20  C23   120.89  3.000
 AB4  CL24  C20  C23   119.80  3.000
 AB4  H7    C7   C2    120.38  3.000
 AB4  H7    C7   C20   120.27  3.000
 AB4  C2    C7   C20   119.35  3.000
 AB4  S1    C2   C7    117.57  3.000
 AB4  S1    C2   C10   122.18  3.000
 AB4  C7    C2   C10   120.25  3.000
 AB4  N5    S1   O9    111.74  3.000
 AB4  N5    S1   O8    106.90  3.000
 AB4  O9    S1   O8    118.92  3.000
 AB4  N5    S1   C2    101.40  3.000
 AB4  O9    S1   C2    106.53  3.000
 AB4  O8    S1   C2    109.96  3.000
 AB4  H5    N5   C14   117.18  3.000
 AB4  H5    N5   S1    111.92  3.000
 AB4  C14   N5   S1    118.11  3.000
 AB4  C21   C14  C12   119.54  3.000
 AB4  C21   C14  N5    119.01  3.000
 AB4  C12   C14  N5    121.45  3.000
 AB4  H12   C12  C3    119.17  3.000
 AB4  H12   C12  C14   119.78  3.000
 AB4  C3    C12  C14   121.04  3.000
 AB4  H21   C21  C18   119.88  3.000
 AB4  H21   C21  C14   119.81  3.000
 AB4  C18   C21  C14   120.31  3.000
 AB4  H18   C18  C11   119.70  3.000
 AB4  H18   C18  C21   120.33  3.000
 AB4  C11   C18  C21   119.97  3.000
 AB4  C3    C11  O25   122.05  3.000
 AB4  C3    C11  C18   120.25  3.000
 AB4  O25   C11  C18   117.70  3.000
 AB4  H25   O25  C11   110.33  3.000
 AB4  C4    C3   C11   120.08  3.000
 AB4  C4    C3   C12   121.05  3.000
 AB4  C11   C3   C12   118.87  3.000
 AB4  C13   C4   C6    119.46  3.000
 AB4  C13   C4   C3    119.70  3.000
 AB4  C6    C4   C3    120.85  3.000
 AB4  C15   C6   C27   118.12  3.000
 AB4  C15   C6   C4    119.68  3.000
 AB4  C27   C6   C4    122.20  3.000
 AB4  H27   C27  C29   119.55  3.000
 AB4  H27   C27  C6    119.58  3.000
 AB4  C29   C27  C6    120.86  3.000
 AB4  H29   C29  C30   119.53  3.000
 AB4  H29   C29  C27   119.65  3.000
 AB4  C30   C29  C27   120.82  3.000
 AB4  H30   C30  C28   120.41  3.000
 AB4  H30   C30  C29   119.91  3.000
 AB4  C28   C30  C29   119.68  3.000
 AB4  H28   C28  C15   118.76  3.000
 AB4  H28   C28  C30   120.44  3.000
 AB4  C15   C28  C30   120.80  3.000
 AB4  C17   C15  C28   121.47  3.000
 AB4  C17   C15  C6    118.81  3.000
 AB4  C28   C15  C6    119.72  3.000
 AB4  H17   C17  C16   119.80  3.000
 AB4  H17   C17  C15   119.13  3.000
 AB4  C16   C17  C15   121.08  3.000
 AB4  H16   C16  C13   119.60  3.000
 AB4  H16   C16  C17   120.12  3.000
 AB4  C13   C16  C17   120.28  3.000
 AB4  O26   C13  C16   120.96  3.000
 AB4  O26   C13  C4    118.34  3.000
 AB4  C16   C13  C4    120.69  3.000
 AB4  H26   O26  C13   110.49  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
 AB4  CONST_01  C20   C23  C19  C10     0.00   0.0  0
 AB4  CONST_02  C20   C7   C2   C10     0.00   0.0  0
 AB4  CONST_03  C7    C2   C10  C19     0.00   0.0  0
 AB4  CONST_04  C7    C20  C23  C19     0.00   0.0  0
 AB4  CONST_05  C2    C10  C19  C23     0.00   0.0  0
 AB4  CONST_06  C2    C7   C20  C23     0.00   0.0  0
 AB4  CONST_07  C11   C3   C12  C14     0.00   0.0  0
 AB4  CONST_08  C4    C3   C12  C14   180.00   0.0  0
 AB4  CONST_09  C11   C18  C21  C14     0.00   0.0  0
 AB4  CONST_10  C18   C21  C14  C12     0.00   0.0  0
 AB4  CONST_11  C18   C11  C3   C12     0.00   0.0  0
 AB4  CONST_14  C3    C12  C14  C21     0.00   0.0  0
 AB4  CONST_15  C3    C11  C18  C21     0.00   0.0  0
 AB4  CONST_16  C4    C3   C11  C18   180.00   0.0  0
 AB4  CONST_19  C27   C6   C4   C3      0.00   0.0  0
 AB4  CONST_20  C15   C6   C4   C3    180.00   0.0  0
 AB4  CONST_21  C16   C13  C4   C3    180.00   0.0  0
 AB4  CONST_22  C29   C27  C6   C4    180.00   0.0  0
 AB4  CONST_23  C28   C15  C6   C4    180.00   0.0  0
 AB4  CONST_24  C17   C15  C6   C4      0.00   0.0  0
 AB4  CONST_25  C17   C16  C13  C4      0.00   0.0  0
 AB4  CONST_26  C16   C13  C4   C6      0.00   0.0  0
 AB4  CONST_27  C30   C29  C27  C6      0.00   0.0  0
 AB4  CONST_28  C30   C28  C15  C6      0.00   0.0  0
 AB4  CONST_29  C16   C17  C15  C6      0.00   0.0  0
 AB4  CONST_30  C13   C4   C6   C27   180.00   0.0  0
 AB4  CONST_31  C28   C15  C6   C27     0.00   0.0  0
 AB4  CONST_32  C17   C15  C6   C27   180.00   0.0  0
 AB4  CONST_33  C28   C30  C29  C27     0.00   0.0  0
 AB4  CONST_34  C15   C6   C27  C29     0.00   0.0  0
 AB4  CONST_35  C15   C28  C30  C29     0.00   0.0  0
 AB4  CONST_36  C17   C15  C28  C30   180.00   0.0  0
 AB4  CONST_37  C16   C17  C15  C28   180.00   0.0  0
 AB4  CONST_38  C13   C4   C6   C15     0.00   0.0  0
 AB4  CONST_39  C13   C16  C17  C15     0.00   0.0  0
 AB4  CONST_40  C23   C19  C10  CL22  180.00   0.0  0
 AB4  CONST_41  C7    C2   C10  CL22  180.00   0.0  0
 AB4  CONST_42  S1    C2   C10  C19   180.00   0.0  0
 AB4  CONST_43  CL24  C20  C23  C19   180.00   0.0  0
 AB4  CONST_44  S1    C2   C7   C20   180.00   0.0  0
 AB4  CONST_45  C2    C7   C20  CL24  180.00   0.0  0
 AB4  CONST_46  C3    C12  C14  N5    180.00   0.0  0
 AB4  CONST_47  C18   C21  C14  N5    180.00   0.0  0
 AB4  CONST_48  O25   C11  C3   C12   180.00   0.0  0
 AB4  CONST_49  O25   C11  C18  C21   180.00   0.0  0
 AB4  CONST_50  C4    C3   C11  O25     0.00   0.0  0
 AB4  CONST_51  O26   C13  C4   C3      0.00   0.0  0
 AB4  CONST_52  O26   C13  C4   C6    180.00   0.0  0
 AB4  CONST_53  O26   C13  C16  C17   180.00   0.0  0
 AB4  CONST_54  H23   C23  C19  C10   180.00   0.0  0
 AB4  CONST_55  H7    C7   C2   C10   180.00   0.0  0
 AB4  CONST_56  H19   C19  C23  C20   180.00   0.0  0
 AB4  CONST_57  H18   C18  C21  C14   180.00   0.0  0
 AB4  CONST_58  H21   C21  C14  C12   180.00   0.0  0
 AB4  CONST_59  H12   C12  C14  C21   180.00   0.0  0
 AB4  CONST_60  H27   C27  C6   C4      0.00   0.0  0
 AB4  CONST_61  H16   C16  C13  C4    180.00   0.0  0
 AB4  CONST_62  H29   C29  C27  C6    180.00   0.0  0
 AB4  CONST_63  H28   C28  C15  C6    180.00   0.0  0
 AB4  CONST_64  H17   C17  C15  C6    180.00   0.0  0
 AB4  CONST_65  H30   C30  C29  C27   180.00   0.0  0
 AB4  Var_01    O8    S1   C2   C10    48.24  30.0  2
 AB4  Var_02    C14   N5   S1   C2    -75.01  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
 AB4  plan-1  CL22  0.020
 AB4  plan-1  C10   0.020
 AB4  plan-1  C19   0.020
 AB4  plan-1  C23   0.020
 AB4  plan-1  C20   0.020
 AB4  plan-1  CL24  0.020
 AB4  plan-1  C7    0.020
 AB4  plan-1  C2    0.020
 AB4  plan-1  S1    0.020
 AB4  plan-1  H19   0.020
 AB4  plan-1  H23   0.020
 AB4  plan-1  H7    0.020
 AB4  plan-2  N5    0.020
 AB4  plan-2  C14   0.020
 AB4  plan-2  C12   0.020
 AB4  plan-2  C21   0.020
 AB4  plan-2  C18   0.020
 AB4  plan-2  C11   0.020
 AB4  plan-2  O25   0.020
 AB4  plan-2  C3    0.020
 AB4  plan-2  C4    0.020
 AB4  plan-2  H12   0.020
 AB4  plan-2  H21   0.020
 AB4  plan-2  H18   0.020
 AB4  plan-3  C3    0.020
 AB4  plan-3  C4    0.020
 AB4  plan-3  C6    0.020
 AB4  plan-3  C27   0.020
 AB4  plan-3  C29   0.020
 AB4  plan-3  C30   0.020
 AB4  plan-3  C28   0.020
 AB4  plan-3  C15   0.020
 AB4  plan-3  C17   0.020
 AB4  plan-3  C16   0.020
 AB4  plan-3  C13   0.020
 AB4  plan-3  O26   0.020
 AB4  plan-3  H27   0.020
 AB4  plan-3  H29   0.020
 AB4  plan-3  H30   0.020
 AB4  plan-3  H28   0.020
 AB4  plan-3  H17   0.020
 AB4  plan-3  H16   0.020
 AB4  plan-4  S1    0.020
 AB4  plan-4  N5    0.020
 AB4  plan-4  C14   0.020
 AB4  plan-4  H5    0.020

