# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 21:36:44 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 4,4'-(thiene-2,3-diyl)bis(3-fluorophenol)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(F)c1)c2sccc2c3ccc(O)cc3F
#
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
 7ES  7ES  4,4'-(thiene-2,3-diyl)bis(3-fluorophenol)  ligand  31  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_7ES
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
 7ES  O01  O  OH1   0  -0.624   2.5119  -4.1800  -0.4126
 7ES  C02  C  CR6   0   0.374   2.1539  -2.8876  -0.3561
 7ES  C03  C  CR16  0  -0.533   2.7800  -1.9776   0.4908
 7ES  C04  C  CR6   0   0.540   2.3507  -0.6666   0.4901
 7ES  F05  F  F     0  -0.302   2.9596   0.1906   1.3223
 7ES  C06  C  CR16  0  -0.338   1.1198  -2.4570  -1.1873
 7ES  C07  C  CR16  0  -0.262   0.7265  -1.1332  -1.1628
 7ES  C08  C  CR6   0  -0.194   1.3261  -0.1953  -0.3180
 7ES  C09  C  CR5   0  -0.242   0.8773   1.1965  -0.2876
 7ES  C10  C  CR5   0   0.208  -0.4129   1.6625  -0.2254
 7ES  C11  C  CR6   0  -0.216  -1.6089   0.8182  -0.0851
 7ES  C12  C  CR6   0   0.539  -1.7460  -0.1214   0.9297
 7ES  F13  F  F     0  -0.299  -0.7600  -0.2531   1.8272
 7ES  C14  C  CR16  0  -0.487  -2.8567  -0.9233   1.0792
 7ES  C15  C  CR6   0   0.367  -3.9110  -0.7853   0.1798
 7ES  O16  O  OH1   0  -0.625  -4.9797  -1.5804   0.3525
 7ES  C17  C  CR16  0  -0.386  -3.8245   0.1577  -0.8422
 7ES  C18  C  CR16  0  -0.263  -2.6875   0.9389  -0.9599
 7ES  C19  C  CR15  0  -0.212  -0.4775   3.0843  -0.3200
 7ES  C20  C  CR15  0  -0.467   0.7445   3.6665  -0.4385
 7ES  S21  S  S2    0   0.235   1.9953   2.4999  -0.4456
 7ES  H1   H  HOH1  0   0.480   3.2309  -4.3635   0.2028
 7ES  H2   H  HCR6  0   0.294   3.5876  -2.2800   1.1471
 7ES  H3   H  HCR6  0   0.271   0.6357  -3.1564  -1.8559
 7ES  H4   H  HCR6  0   0.269  -0.0672  -0.8097  -1.8230
 7ES  H5   H  HCR6  0   0.286  -2.9084  -1.6396   1.8894
 7ES  H6   H  HOH1  0   0.478  -5.6500  -1.3970  -0.3156
 7ES  H7   H  HCR6  0   0.277  -4.6371   0.2810  -1.5482
 7ES  H8   H  HCR6  0   0.268  -2.6299   1.6588  -1.7665
 7ES  H9   H  HCR5  0   0.267  -1.4023   3.6423  -0.2758
 7ES  H10  H  HCR5  0   0.297   0.9756   4.7184  -0.5028

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
 7ES  C20  C19  aromatic  1.359  0.020  1.359
 7ES  C20  S21  aromatic  1.710  0.020  1.710
 7ES  F13  C12  single    1.340  0.020  1.340
 7ES  C19  C10  aromatic  1.426  0.020  1.426
 7ES  S21  C09  aromatic  1.724  0.020  1.724
 7ES  C10  C09  aromatic  1.373  0.020  1.373
 7ES  C10  C11  single    1.471  0.020  1.471
 7ES  C12  C14  aromatic  1.378  0.020  1.378
 7ES  C12  C11  aromatic  1.390  0.020  1.390
 7ES  C09  C08  single    1.463  0.020  1.463
 7ES  C14  C15  aromatic  1.393  0.020  1.393
 7ES  C11  C18  aromatic  1.394  0.020  1.394
 7ES  C07  C08  aromatic  1.397  0.020  1.397
 7ES  C07  C06  aromatic  1.381  0.020  1.381
 7ES  C08  C04  aromatic  1.387  0.020  1.387
 7ES  C06  C02  aromatic  1.395  0.020  1.395
 7ES  C04  F05  single    1.341  0.020  1.341
 7ES  C04  C03  aromatic  1.379  0.020  1.379
 7ES  C15  O16  single    1.343  0.020  1.343
 7ES  C15  C17  aromatic  1.393  0.020  1.393
 7ES  C18  C17  aromatic  1.385  0.020  1.385
 7ES  C02  C03  aromatic  1.392  0.020  1.392
 7ES  C02  O01  single    1.342  0.020  1.342
 7ES  O01  H1   single    0.850  0.020  0.980
 7ES  C03  H2   single    0.930  0.020  1.080
 7ES  C06  H3   single    0.930  0.020  1.080
 7ES  C07  H4   single    0.930  0.020  1.080
 7ES  C14  H5   single    0.930  0.020  1.080
 7ES  O16  H6   single    0.850  0.020  0.980
 7ES  C17  H7   single    0.930  0.020  1.080
 7ES  C18  H8   single    0.930  0.020  1.080
 7ES  C19  H9   single    0.930  0.020  1.080
 7ES  C20  H10  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
 7ES  H1   O01  C02  110.81  3.000
 7ES  C06  C02  C03  119.61  3.000
 7ES  C03  C02  O01  122.36  3.000
 7ES  C06  C02  O01  118.03  3.000
 7ES  H2   C03  C04  119.83  3.000
 7ES  H2   C03  C02  121.42  3.000
 7ES  C04  C03  C02  118.76  3.000
 7ES  C08  C04  F05  118.66  3.000
 7ES  F05  C04  C03  117.77  3.000
 7ES  C08  C04  C03  123.57  3.000
 7ES  H3   C06  C07  120.21  3.000
 7ES  H3   C06  C02  120.02  3.000
 7ES  C07  C06  C02  119.77  3.000
 7ES  H4   C07  C08  118.88  3.000
 7ES  H4   C07  C06  118.99  3.000
 7ES  C08  C07  C06  122.13  3.000
 7ES  C09  C08  C07  121.30  3.000
 7ES  C07  C08  C04  116.16  3.000
 7ES  C09  C08  C04  122.53  3.000
 7ES  S21  C09  C10  110.91  3.000
 7ES  C10  C09  C08  127.74  3.000
 7ES  S21  C09  C08  121.22  3.000
 7ES  C19  C10  C11  122.80  3.000
 7ES  C11  C10  C09  125.00  3.000
 7ES  C19  C10  C09  112.19  3.000
 7ES  C18  C11  C12  116.13  3.000
 7ES  C18  C11  C10  121.31  3.000
 7ES  C12  C11  C10  122.55  3.000
 7ES  C14  C12  F13  117.60  3.000
 7ES  C14  C12  C11  123.52  3.000
 7ES  F13  C12  C11  118.88  3.000
 7ES  H5   C14  C15  120.84  3.000
 7ES  H5   C14  C12  120.31  3.000
 7ES  C15  C14  C12  118.84  3.000
 7ES  C17  C15  O16  122.98  3.000
 7ES  C17  C15  C14  119.59  3.000
 7ES  O16  C15  C14  117.43  3.000
 7ES  H6   O16  C15  110.58  3.000
 7ES  H7   C17  C18  119.75  3.000
 7ES  H7   C17  C15  120.56  3.000
 7ES  C18  C17  C15  119.69  3.000
 7ES  H8   C18  C17  118.83  3.000
 7ES  H8   C18  C11  118.94  3.000
 7ES  C17  C18  C11  122.22  3.000
 7ES  H9   C19  C20  123.49  3.000
 7ES  H9   C19  C10  123.40  3.000
 7ES  C20  C19  C10  113.09  3.000
 7ES  H10  C20  S21  120.54  3.000
 7ES  H10  C20  C19  127.99  3.000
 7ES  S21  C20  C19  111.46  3.000
 7ES  C20  S21  C09   92.35  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
 7ES  CONST_01  C08  C07  C06  C02    0.00  0.0  0
 7ES  CONST_02  C08  C04  C03  C02    0.00  0.0  0
 7ES  CONST_03  C09  C08  C04  C03  180.00  0.0  0
 7ES  CONST_04  C07  C08  C04  C03    0.00  0.0  0
 7ES  CONST_05  C07  C06  C02  C03    0.00  0.0  0
 7ES  CONST_08  C06  C07  C08  C04    0.00  0.0  0
 7ES  CONST_09  C06  C02  C03  C04    0.00  0.0  0
 7ES  CONST_10  C09  C08  C07  C06  180.00  0.0  0
 7ES  CONST_13  C20  S21  C09  C08  180.00  0.0  0
 7ES  CONST_14  C19  C10  C09  C08  180.00  0.0  0
 7ES  CONST_15  C11  C10  C09  C08    0.00  0.0  0
 7ES  CONST_16  C19  C20  S21  C09    0.00  0.0  0
 7ES  CONST_17  C20  C19  C10  C09    0.00  0.0  0
 7ES  CONST_20  S21  C20  C19  C10    0.00  0.0  0
 7ES  CONST_21  C20  S21  C09  C10    0.00  0.0  0
 7ES  CONST_22  C14  C12  C11  C10  180.00  0.0  0
 7ES  CONST_23  C17  C18  C11  C10  180.00  0.0  0
 7ES  CONST_24  C20  C19  C10  C11  180.00  0.0  0
 7ES  CONST_25  S21  C09  C10  C11  180.00  0.0  0
 7ES  CONST_26  C15  C14  C12  C11    0.00  0.0  0
 7ES  CONST_27  C15  C17  C18  C11    0.00  0.0  0
 7ES  CONST_28  C17  C15  C14  C12    0.00  0.0  0
 7ES  CONST_30  C17  C18  C11  C12    0.00  0.0  0
 7ES  CONST_31  C18  C11  C12  C14    0.00  0.0  0
 7ES  CONST_32  C18  C17  C15  C14    0.00  0.0  0
 7ES  CONST_34  S21  C09  C10  C19    0.00  0.0  0
 7ES  CONST_35  C07  C06  C02  O01  180.00  0.0  0
 7ES  CONST_36  C04  C03  C02  O01  180.00  0.0  0
 7ES  CONST_37  F05  C04  C03  C02  180.00  0.0  0
 7ES  CONST_38  C09  C08  C04  F05    0.00  0.0  0
 7ES  CONST_39  C07  C08  C04  F05  180.00  0.0  0
 7ES  CONST_40  F13  C12  C11  C10    0.00  0.0  0
 7ES  CONST_41  O16  C15  C14  C12  180.00  0.0  0
 7ES  CONST_42  C15  C14  C12  F13  180.00  0.0  0
 7ES  CONST_43  C18  C11  C12  F13  180.00  0.0  0
 7ES  CONST_44  C18  C17  C15  O16  180.00  0.0  0
 7ES  CONST_45  H4   C07  C06  C02  180.00  0.0  0
 7ES  CONST_46  H3   C06  C02  C03  180.00  0.0  0
 7ES  CONST_47  H2   C03  C02  C06  180.00  0.0  0
 7ES  CONST_48  H10  C20  S21  C09  180.00  0.0  0
 7ES  CONST_49  H9   C19  C10  C09  180.00  0.0  0
 7ES  CONST_50  H8   C18  C11  C10    0.00  0.0  0
 7ES  CONST_51  H5   C14  C12  C11  180.00  0.0  0
 7ES  CONST_52  H7   C17  C18  C11  180.00  0.0  0

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
 7ES  plan-1  C08  0.020
 7ES  plan-1  C09  0.020
 7ES  plan-1  C10  0.020
 7ES  plan-1  C11  0.020
 7ES  plan-1  C19  0.020
 7ES  plan-1  C20  0.020
 7ES  plan-1  S21  0.020
 7ES  plan-1  H9   0.020
 7ES  plan-1  H10  0.020
 7ES  plan-2  O01  0.020
 7ES  plan-2  C02  0.020
 7ES  plan-2  C03  0.020
 7ES  plan-2  C04  0.020
 7ES  plan-2  F05  0.020
 7ES  plan-2  C06  0.020
 7ES  plan-2  C07  0.020
 7ES  plan-2  C08  0.020
 7ES  plan-2  C09  0.020
 7ES  plan-2  H2   0.020
 7ES  plan-2  H3   0.020
 7ES  plan-2  H4   0.020
 7ES  plan-3  C10  0.020
 7ES  plan-3  C11  0.020
 7ES  plan-3  C12  0.020
 7ES  plan-3  F13  0.020
 7ES  plan-3  C14  0.020
 7ES  plan-3  C15  0.020
 7ES  plan-3  O16  0.020
 7ES  plan-3  C17  0.020
 7ES  plan-3  C18  0.020
 7ES  plan-3  H5   0.020
 7ES  plan-3  H7   0.020
 7ES  plan-3  H8   0.020

