# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 02:00:03 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 3,4-bis(4-hydroxy-2-methylphenyl)-1H-1lambda~6~-thiophene-1,1-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(O)ccc1C2=C[S](=O)(=O)C=C2c3ccc(O)cc3C
#
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
 5FS  5FS  3,4-bis(4-hydroxy-2-methylphenyl)-1H-1lambda~6~-thiophene-1,1-dione  ligand  39  23  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5FS
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
 5FS  O01  O  OH1   0  -0.625   3.7988  -3.6905  -0.0879
 5FS  C02  C  CR5   0   0.171  -0.9738  -0.7580   0.0445
 5FS  C03  C  CR5   0   0.170  -0.9769   0.7483  -0.0552
 5FS  C04  C  CR15  0  -0.537  -2.2045   1.2625  -0.1410
 5FS  C05  C  CR6   0  -0.017   0.2719  -1.5325   0.0434
 5FS  C06  C  CR6   0  -0.018   0.2610   1.5330   0.0051
 5FS  C07  C  CR6   0   0.097   0.5390  -2.5272   0.9982
 5FS  C08  C  CR16  0  -0.380   1.7387  -3.2228   0.9213
 5FS  C09  C  CR6   0   0.370   2.6663  -2.9672  -0.0848
 5FS  C10  C  CR16  0  -0.388   2.3982  -1.9831  -1.0324
 5FS  C12  C  CR6   0   0.098   0.5621   2.5360  -0.9272
 5FS  C13  C  CR16  0  -0.427   1.7485   3.2482  -0.7833
 5FS  C14  C  CR6   0   0.377   2.6243   2.9998   0.2685
 5FS  C15  C  CR16  0  -0.343   2.3229   2.0026   1.1937
 5FS  C16  C  CR16  0  -0.244   1.1589   1.2785   1.0451
 5FS  C18  C  CH3   0  -0.752  -0.3338   2.8577  -2.0889
 5FS  C01  C  CR15  0  -0.539  -2.2002  -1.2807   0.0808
 5FS  S01  S  S     0   1.227  -3.4161  -0.0130  -0.0506
 5FS  C11  C  CR16  0  -0.244   1.2163  -1.2736  -0.9504
 5FS  O02  O  OH1   0  -0.626   3.7691   3.6834   0.4331
 5FS  O03  O  OS    0  -0.661  -4.1944   0.1326   1.1758
 5FS  O04  O  OS    0  -0.660  -4.1567  -0.1627  -1.2995
 5FS  H1   H  HOH1  0   0.477   4.3734  -3.4156  -0.8114
 5FS  H2   H  HCR5  0   0.317  -2.5094   2.2982  -0.1650
 5FS  H3   H  HCR6  0   0.261   1.9630  -3.9794   1.6639
 5FS  H4   H  HCR6  0   0.275   3.1071  -1.7669  -1.8226
 5FS  H5   H  HCR6  0   0.268   1.9922   4.0117  -1.5146
 5FS  H6   H  HCR6  0   0.267   2.9986   1.7978   2.0140
 5FS  H7   H  HCR6  0   0.260   0.9373   0.5047   1.7692
 5FS  H8   H  HCH3  0   0.249  -0.8600  -1.9550   2.5456
 5FS  H9   H  HCH3  0   0.254  -1.2290  -3.4864   1.7761
 5FS  H10  H  HCH3  0   0.258   0.1042  -3.3856   2.9126
 5FS  H11  H  HCH3  0   0.254  -1.1624   3.5008  -1.7880
 5FS  H12  H  HCH3  0   0.258   0.2187   3.3874  -2.8634
 5FS  H13  H  HCH3  0   0.250  -0.7685   1.9631  -2.5339
 5FS  H14  H  HCR5  0   0.319  -2.4980  -2.3187   0.0971
 5FS  H15  H  HCR6  0   0.261   1.0218  -0.5084  -1.6911
 5FS  H16  H  HOH1  0   0.477   3.8702   4.3493  -0.2567
 5FS  C17  C  CH3   0  -0.753  -0.4105  -2.8503   2.1165

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
 5FS  O01  C09  single    1.344  0.020  1.344
 5FS  C09  C10  aromatic  1.392  0.020  1.392
 5FS  C09  C08  aromatic  1.392  0.020  1.392
 5FS  C10  C11  aromatic  1.381  0.020  1.381
 5FS  C08  C07  aromatic  1.389  0.020  1.389
 5FS  C11  C05  aromatic  1.395  0.020  1.395
 5FS  C07  C05  aromatic  1.404  0.020  1.404
 5FS  C07  C17  single    1.502  0.020  1.502
 5FS  C05  C02  single    1.467  0.020  1.467
 5FS  C02  C01  double    1.334  0.020  1.334
 5FS  C02  C03  single    1.510  0.020  1.510
 5FS  O02  C14  single    1.343  0.020  1.343
 5FS  C14  C15  aromatic  1.393  0.020  1.393
 5FS  C14  C13  aromatic  1.391  0.020  1.391
 5FS  C15  C16  aromatic  1.379  0.020  1.379
 5FS  C01  S01  single    1.761  0.020  1.761
 5FS  C13  C12  aromatic  1.391  0.020  1.391
 5FS  C16  C06  aromatic  1.397  0.020  1.397
 5FS  C12  C06  aromatic  1.402  0.020  1.402
 5FS  C12  C18  single    1.502  0.020  1.502
 5FS  C06  C03  single    1.467  0.020  1.467
 5FS  C03  C04  double    1.334  0.020  1.334
 5FS  C04  S01  single    1.762  0.020  1.762
 5FS  O03  S01  double    1.460  0.020  1.460
 5FS  S01  O04  double    1.460  0.020  1.460
 5FS  O01  H1   single    0.850  0.020  0.980
 5FS  C04  H2   single    0.930  0.020  1.080
 5FS  C08  H3   single    0.930  0.020  1.080
 5FS  C10  H4   single    0.930  0.020  1.080
 5FS  C13  H5   single    0.930  0.020  1.080
 5FS  C15  H6   single    0.930  0.020  1.080
 5FS  C16  H7   single    0.930  0.020  1.080
 5FS  C17  H8   single    0.970  0.020  1.090
 5FS  C17  H9   single    0.970  0.020  1.090
 5FS  C17  H10  single    0.970  0.020  1.090
 5FS  C18  H11  single    0.970  0.020  1.090
 5FS  C18  H12  single    0.970  0.020  1.090
 5FS  C18  H13  single    0.970  0.020  1.090
 5FS  C01  H14  single    0.930  0.020  1.080
 5FS  C11  H15  single    0.930  0.020  1.080
 5FS  O02  H16  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
 5FS  H1   O01  C09  110.52  3.000
 5FS  C01  C02  C05  125.03  3.000
 5FS  C01  C02  C03  113.02  3.000
 5FS  C05  C02  C03  121.91  3.000
 5FS  C06  C03  C04  124.97  3.000
 5FS  C04  C03  C02  113.01  3.000
 5FS  C06  C03  C02  121.96  3.000
 5FS  H2   C04  S01  120.09  3.000
 5FS  H2   C04  C03  129.13  3.000
 5FS  S01  C04  C03  110.53  3.000
 5FS  C11  C05  C07  119.14  3.000
 5FS  C07  C05  C02  122.34  3.000
 5FS  C11  C05  C02  118.51  3.000
 5FS  C16  C06  C12  119.15  3.000
 5FS  C12  C06  C03  122.45  3.000
 5FS  C16  C06  C03  118.39  3.000
 5FS  C17  C07  C08  118.65  3.000
 5FS  C17  C07  C05  122.57  3.000
 5FS  C08  C07  C05  118.77  3.000
 5FS  H3   C08  C09  119.05  3.000
 5FS  H3   C08  C07  119.38  3.000
 5FS  C09  C08  C07  121.57  3.000
 5FS  C10  C09  C08  119.56  3.000
 5FS  C08  C09  O01  117.67  3.000
 5FS  C10  C09  O01  122.77  3.000
 5FS  H4   C10  C11  120.06  3.000
 5FS  H4   C10  C09  120.76  3.000
 5FS  C11  C10  C09  119.18  3.000
 5FS  C18  C12  C13  118.62  3.000
 5FS  C18  C12  C06  122.65  3.000
 5FS  C13  C12  C06  118.73  3.000
 5FS  H5   C13  C14  119.59  3.000
 5FS  H5   C13  C12  118.83  3.000
 5FS  C14  C13  C12  121.58  3.000
 5FS  O02  C14  C15  117.85  3.000
 5FS  C15  C14  C13  119.58  3.000
 5FS  O02  C14  C13  122.57  3.000
 5FS  H6   C15  C16  120.62  3.000
 5FS  H6   C15  C14  120.24  3.000
 5FS  C16  C15  C14  119.14  3.000
 5FS  H7   C16  C15  118.42  3.000
 5FS  H7   C16  C06  119.76  3.000
 5FS  C15  C16  C06  121.81  3.000
 5FS  H13  C18  H12  108.13  3.000
 5FS  H13  C18  H11  107.07  3.000
 5FS  H12  C18  H11  107.14  3.000
 5FS  H13  C18  C12  112.21  3.000
 5FS  H12  C18  C12  110.59  3.000
 5FS  H11  C18  C12  111.47  3.000
 5FS  H14  C01  S01  120.16  3.000
 5FS  H14  C01  C02  129.11  3.000
 5FS  S01  C01  C02  110.53  3.000
 5FS  O04  S01  O03  117.30  3.000
 5FS  O04  S01  C01  109.89  3.000
 5FS  O03  S01  C01  112.15  3.000
 5FS  O04  S01  C04  112.29  3.000
 5FS  O03  S01  C04  109.73  3.000
 5FS  C01  S01  C04   92.87  3.000
 5FS  H15  C11  C10  118.44  3.000
 5FS  H15  C11  C05  119.80  3.000
 5FS  C10  C11  C05  121.76  3.000
 5FS  H16  O02  C14  110.68  3.000
 5FS  H10  C17  H9   107.22  3.000
 5FS  H10  C17  H8   108.12  3.000
 5FS  H9   C17  H8   107.00  3.000
 5FS  H10  C17  C07  110.57  3.000
 5FS  H9   C17  C07  111.55  3.000
 5FS  H8   C17  C07  112.16  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
 5FS  CONST_01  C09  C10  C11  C05    0.00   0.0  0
 5FS  CONST_02  C09  C08  C07  C05    0.00   0.0  0
 5FS  CONST_03  C14  C15  C16  C06    0.00   0.0  0
 5FS  CONST_04  C14  C13  C12  C06    0.00   0.0  0
 5FS  CONST_05  C10  C09  C08  C07    0.00   0.0  0
 5FS  CONST_06  C10  C11  C05  C07    0.00   0.0  0
 5FS  CONST_07  C11  C10  C09  C08    0.00   0.0  0
 5FS  CONST_08  C11  C05  C07  C08    0.00   0.0  0
 5FS  CONST_09  C15  C14  C13  C12    0.00   0.0  0
 5FS  CONST_10  C15  C16  C06  C12    0.00   0.0  0
 5FS  CONST_11  C16  C15  C14  C13    0.00   0.0  0
 5FS  CONST_12  C16  C06  C12  C13    0.00   0.0  0
 5FS  CONST_13  C10  C11  C05  C02  180.00   0.0  0
 5FS  CONST_14  C08  C07  C05  C02  180.00   0.0  0
 5FS  CONST_15  C15  C16  C06  C03  180.00   0.0  0
 5FS  CONST_16  C13  C12  C06  C03  180.00   0.0  0
 5FS  CONST_17  C11  C10  C09  O01  180.00   0.0  0
 5FS  CONST_18  C07  C08  C09  O01  180.00   0.0  0
 5FS  CONST_19  C17  C07  C05  C02    0.00   0.0  0
 5FS  CONST_20  C18  C12  C06  C03    0.00   0.0  0
 5FS  CONST_21  C17  C07  C08  C09  180.00   0.0  0
 5FS  CONST_22  O02  C14  C13  C12  180.00   0.0  0
 5FS  CONST_23  C18  C12  C13  C14  180.00   0.0  0
 5FS  CONST_24  O02  C14  C15  C16  180.00   0.0  0
 5FS  CONST_25  C18  C12  C06  C16  180.00   0.0  0
 5FS  CONST_26  C11  C05  C07  C17  180.00   0.0  0
 5FS  CONST_27  H15  C11  C05  C02    0.00   0.0  0
 5FS  CONST_28  H7   C16  C06  C03    0.00   0.0  0
 5FS  CONST_29  H4   C10  C11  C05  180.00   0.0  0
 5FS  CONST_30  H3   C08  C07  C05  180.00   0.0  0
 5FS  CONST_31  H6   C15  C16  C06  180.00   0.0  0
 5FS  CONST_32  H5   C13  C12  C06  180.00   0.0  0
 5FS  Var_01    C04  S01  C01  C02   -0.54  30.0  1
 5FS  Var_02    C16  C06  C03  C02  -49.59  30.0  2
 5FS  Var_03    S01  C04  C03  C02    1.98  30.0  1
 5FS  Var_04    C11  C05  C02  C03  -49.64  30.0  2
 5FS  Var_05    S01  C01  C02  C03    1.71  30.0  1
 5FS  Var_06    C01  S01  C04  C03   -0.91  30.0  1
 5FS  Var_07    C05  C02  C03  C04  175.19  30.0  1
 5FS  Var_08    H8   C17  C07  C05  -40.27  30.0  2
 5FS  Var_09    H11  C18  C12  C06   81.03  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
 5FS  plan-1  O01  0.020
 5FS  plan-1  C02  0.020
 5FS  plan-1  C05  0.020
 5FS  plan-1  C07  0.020
 5FS  plan-1  C08  0.020
 5FS  plan-1  C09  0.020
 5FS  plan-1  C10  0.020
 5FS  plan-1  C11  0.020
 5FS  plan-1  H3   0.020
 5FS  plan-1  H4   0.020
 5FS  plan-1  H15  0.020
 5FS  plan-1  C17  0.020
 5FS  plan-2  C03  0.020
 5FS  plan-2  C06  0.020
 5FS  plan-2  C12  0.020
 5FS  plan-2  C13  0.020
 5FS  plan-2  C14  0.020
 5FS  plan-2  C15  0.020
 5FS  plan-2  C16  0.020
 5FS  plan-2  C18  0.020
 5FS  plan-2  O02  0.020
 5FS  plan-2  H5   0.020
 5FS  plan-2  H6   0.020
 5FS  plan-2  H7   0.020

