# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 22:19:40 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 4,4'-(3-methylthiene-2,5-diyl)bis(3-chlorophenol)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(sc1c2ccc(O)cc2Cl)c3ccc(O)cc3Cl
#
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
 5EU  5EU  4,4'-(3-methylthiene-2,5-diyl)bis(3-chlorophenol)  ligand  34  22  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5EU
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
 5EU  O01  O   OH1   0  -0.623   6.6063   1.3198   0.6236
 5EU  C02  C   CR6   0   0.349   5.3293   0.9710   0.4038
 5EU  C03  C   CR16  0  -0.359   4.3232   1.8965   0.1399
 5EU  C04  C   CR16  0  -0.309   3.0326   1.4568  -0.0856
 5EU  C05  C   CR6   0   0.164   2.6842   0.1044  -0.0547
 5EU  C06  C   CR5   0  -0.206   1.2996  -0.3003  -0.3065
 5EU  C07  C   CR15  0  -0.236   0.8092  -1.2321  -1.1727
 5EU  C08  C   CR5   0   0.196  -0.6124  -1.3162  -1.1863
 5EU  C09  C   CH3   0  -0.739  -1.3623  -2.2542  -2.0766
 5EU  C10  C   CR5   0  -0.276  -1.1857  -0.4284  -0.3165
 5EU  C11  C   CR6   0   0.105  -2.6127  -0.2464  -0.0273
 5EU  C12  C   CR6   0  -0.098  -3.3167   0.9129  -0.3564
 5EU  CL1  CL  CL    0  -0.123  -2.4997   2.2207  -1.1443
 5EU  C14  C   CR16  0  -0.282  -4.6674   1.0593  -0.0967
 5EU  C15  C   CR6   0   0.350  -5.3644   0.0174   0.5101
 5EU  O16  O   OH1   0  -0.623  -6.6737   0.2021   0.7399
 5EU  C17  C   CR16  0  -0.362  -4.6925  -1.1546   0.8485
 5EU  C18  C   CR16  0  -0.290  -3.3401  -1.2685   0.5824
 5EU  S19  S   S2    0   0.232   0.0098   0.4894   0.5228
 5EU  C20  C   CR6   0  -0.111   3.7147  -0.7969   0.2270
 5EU  CL2  CL  CL    0  -0.122   3.3934  -2.4942   0.3496
 5EU  C22  C   CR16  0  -0.278   5.0167  -0.3848   0.4492
 5EU  H1   H   HOH1  0   0.480   6.7103   2.2768   0.5717
 5EU  H2   H   HCR6  0   0.282   4.5439   2.9564   0.1005
 5EU  H3   H   HCR6  0   0.268   2.2664   2.1884  -0.3090
 5EU  H4   H   HCR5  0   0.258   1.4400  -1.8319  -1.8141
 5EU  H5   H   HCH3  0   0.249  -1.1565  -3.2933  -1.8153
 5EU  H6   H   HCH3  0   0.246  -2.4380  -2.1017  -2.0127
 5EU  H7   H   HCH3  0   0.250  -1.0668  -2.1206  -3.1183
 5EU  H8   H   HCR6  0   0.289  -5.1854   1.9683  -0.3726
 5EU  H9   H   HOH1  0   0.480  -7.0641  -0.5850   1.1369
 5EU  H10  H   HCR6  0   0.281  -5.2185  -1.9738   1.3238
 5EU  H11  H   HCR6  0   0.268  -2.8243  -2.1785   0.8609
 5EU  H12  H   HCR6  0   0.290   5.7909  -1.1099   0.6636

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
 5EU  O01  C02  single    1.342  0.020  1.342
 5EU  C22  C02  aromatic  1.392  0.020  1.392
 5EU  C22  C20  aromatic  1.384  0.020  1.384
 5EU  C02  C03  aromatic  1.392  0.020  1.392
 5EU  CL2  C20  single    1.732  0.020  1.732
 5EU  C20  C05  aromatic  1.398  0.020  1.398
 5EU  C03  C04  aromatic  1.382  0.020  1.382
 5EU  C05  C04  aromatic  1.397  0.020  1.397
 5EU  C05  C06  single    1.464  0.020  1.464
 5EU  C06  C07  aromatic  1.363  0.020  1.363
 5EU  C06  S19  aromatic  1.725  0.020  1.725
 5EU  C07  C08  aromatic  1.424  0.020  1.424
 5EU  S19  C10  aromatic  1.725  0.020  1.725
 5EU  C08  C10  aromatic  1.369  0.020  1.369
 5EU  C08  C09  single    1.495  0.020  1.495
 5EU  CL1  C12  single    1.732  0.020  1.732
 5EU  C10  C11  single    1.467  0.020  1.467
 5EU  C11  C12  aromatic  1.396  0.020  1.396
 5EU  C11  C18  aromatic  1.395  0.020  1.395
 5EU  C12  C14  aromatic  1.383  0.020  1.383
 5EU  C14  C15  aromatic  1.393  0.020  1.393
 5EU  C18  C17  aromatic  1.383  0.020  1.383
 5EU  C15  C17  aromatic  1.393  0.020  1.393
 5EU  C15  O16  single    1.342  0.020  1.342
 5EU  O01  H1   single    0.850  0.020  0.980
 5EU  C03  H2   single    0.930  0.020  1.080
 5EU  C04  H3   single    0.930  0.020  1.080
 5EU  C07  H4   single    0.930  0.020  1.080
 5EU  C09  H5   single    0.970  0.020  1.090
 5EU  C09  H6   single    0.970  0.020  1.090
 5EU  C09  H7   single    0.970  0.020  1.090
 5EU  C14  H8   single    0.930  0.020  1.080
 5EU  O16  H9   single    0.850  0.020  0.980
 5EU  C17  H10  single    0.930  0.020  1.080
 5EU  C18  H11  single    0.930  0.020  1.080
 5EU  C22  H12  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
 5EU  H1   O01  C02  110.60  3.000
 5EU  C22  C02  C03  119.43  3.000
 5EU  C03  C02  O01  123.09  3.000
 5EU  C22  C02  O01  117.48  3.000
 5EU  H2   C03  C04  119.71  3.000
 5EU  H2   C03  C02  120.67  3.000
 5EU  C04  C03  C02  119.62  3.000
 5EU  H3   C04  C05  118.83  3.000
 5EU  H3   C04  C03  118.66  3.000
 5EU  C05  C04  C03  122.51  3.000
 5EU  C20  C05  C06  123.61  3.000
 5EU  C06  C05  C04  119.97  3.000
 5EU  C20  C05  C04  116.41  3.000
 5EU  S19  C06  C07  110.45  3.000
 5EU  S19  C06  C05  119.86  3.000
 5EU  C07  C06  C05  129.66  3.000
 5EU  H4   C07  C08  122.95  3.000
 5EU  H4   C07  C06  123.10  3.000
 5EU  C08  C07  C06  113.92  3.000
 5EU  C10  C08  C09  125.12  3.000
 5EU  C09  C08  C07  122.92  3.000
 5EU  C10  C08  C07  111.95  3.000
 5EU  H7   C09  H6   107.86  3.000
 5EU  H7   C09  H5   107.11  3.000
 5EU  H6   C09  H5   107.80  3.000
 5EU  H7   C09  C08  110.85  3.000
 5EU  H6   C09  C08  111.90  3.000
 5EU  H5   C09  C08  111.12  3.000
 5EU  S19  C10  C11  120.80  3.000
 5EU  C11  C10  C08  127.81  3.000
 5EU  S19  C10  C08  111.35  3.000
 5EU  C18  C11  C12  116.66  3.000
 5EU  C18  C11  C10  120.16  3.000
 5EU  C12  C11  C10  123.16  3.000
 5EU  C14  C12  CL1  117.79  3.000
 5EU  C14  C12  C11  122.42  3.000
 5EU  CL1  C12  C11  119.78  3.000
 5EU  H8   C14  C15  120.00  3.000
 5EU  H8   C14  C12  120.56  3.000
 5EU  C15  C14  C12  119.43  3.000
 5EU  C17  C15  O16  123.02  3.000
 5EU  O16  C15  C14  117.38  3.000
 5EU  C17  C15  C14  119.61  3.000
 5EU  H9   O16  C15  110.68  3.000
 5EU  H10  C17  C18  119.79  3.000
 5EU  H10  C17  C15  120.58  3.000
 5EU  C18  C17  C15  119.62  3.000
 5EU  H11  C18  C17  119.06  3.000
 5EU  H11  C18  C11  118.69  3.000
 5EU  C17  C18  C11  122.26  3.000
 5EU  C10  S19  C06   92.33  3.000
 5EU  C22  C20  CL2  117.07  3.000
 5EU  CL2  C20  C05  120.63  3.000
 5EU  C22  C20  C05  122.28  3.000
 5EU  H12  C22  C20  120.36  3.000
 5EU  H12  C22  C02  119.90  3.000
 5EU  C20  C22  C02  119.74  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
 5EU  CONST_01  C05  C20  C22  C02    0.00   0.0  0
 5EU  CONST_02  C05  C04  C03  C02    0.00   0.0  0
 5EU  CONST_03  C20  C22  C02  C03    0.00   0.0  0
 5EU  CONST_04  C20  C05  C04  C03    0.00   0.0  0
 5EU  CONST_05  C06  C05  C04  C03  180.00   0.0  0
 5EU  CONST_06  C22  C02  C03  C04    0.00   0.0  0
 5EU  CONST_07  C22  C20  C05  C04    0.00   0.0  0
 5EU  CONST_10  C08  C07  C06  C05  180.00   0.0  0
 5EU  CONST_11  C10  S19  C06  C05  180.00   0.0  0
 5EU  CONST_12  C22  C20  C05  C06  180.00   0.0  0
 5EU  CONST_13  C10  C08  C07  C06    0.00   0.0  0
 5EU  CONST_14  C08  C10  S19  C06    0.00   0.0  0
 5EU  CONST_15  C11  C10  S19  C06  180.00   0.0  0
 5EU  CONST_17  C10  S19  C06  C07    0.00   0.0  0
 5EU  CONST_18  S19  C10  C08  C07    0.00   0.0  0
 5EU  CONST_19  C11  C10  C08  C07  180.00   0.0  0
 5EU  CONST_20  S19  C06  C07  C08    0.00   0.0  0
 5EU  CONST_23  C14  C12  C11  C10  180.00   0.0  0
 5EU  CONST_24  C17  C18  C11  C10  180.00   0.0  0
 5EU  CONST_25  C15  C14  C12  C11    0.00   0.0  0
 5EU  CONST_26  C15  C17  C18  C11    0.00   0.0  0
 5EU  CONST_28  C17  C18  C11  C12    0.00   0.0  0
 5EU  CONST_29  C17  C15  C14  C12    0.00   0.0  0
 5EU  CONST_30  C18  C11  C12  C14    0.00   0.0  0
 5EU  CONST_31  C18  C17  C15  C14    0.00   0.0  0
 5EU  CONST_34  C20  C22  C02  O01  180.00   0.0  0
 5EU  CONST_35  C04  C03  C02  O01  180.00   0.0  0
 5EU  CONST_36  CL2  C20  C22  C02  180.00   0.0  0
 5EU  CONST_37  CL2  C20  C05  C04  180.00   0.0  0
 5EU  CONST_38  CL2  C20  C05  C06    0.00   0.0  0
 5EU  CONST_39  C09  C08  C07  C06  180.00   0.0  0
 5EU  CONST_40  S19  C10  C08  C09  180.00   0.0  0
 5EU  CONST_41  C11  C10  C08  C09    0.00   0.0  0
 5EU  CONST_42  CL1  C12  C11  C10    0.00   0.0  0
 5EU  CONST_43  O16  C15  C14  C12  180.00   0.0  0
 5EU  CONST_44  C18  C11  C12  CL1  180.00   0.0  0
 5EU  CONST_45  C15  C14  C12  CL1  180.00   0.0  0
 5EU  CONST_46  C18  C17  C15  O16  180.00   0.0  0
 5EU  CONST_47  H3   C04  C03  C02  180.00   0.0  0
 5EU  CONST_48  H12  C22  C02  C03  180.00   0.0  0
 5EU  CONST_49  H2   C03  C04  C05  180.00   0.0  0
 5EU  CONST_50  H4   C07  C06  C05    0.00   0.0  0
 5EU  CONST_51  H11  C18  C11  C10    0.00   0.0  0
 5EU  CONST_52  H8   C14  C12  C11  180.00   0.0  0
 5EU  CONST_53  H10  C17  C18  C11  180.00   0.0  0
 5EU  Var_01    H5   C09  C08  C07   65.07  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
 5EU  plan-1  C05  0.020
 5EU  plan-1  C06  0.020
 5EU  plan-1  C07  0.020
 5EU  plan-1  C08  0.020
 5EU  plan-1  C09  0.020
 5EU  plan-1  C10  0.020
 5EU  plan-1  C11  0.020
 5EU  plan-1  S19  0.020
 5EU  plan-1  H4   0.020
 5EU  plan-2  C10  0.020
 5EU  plan-2  C11  0.020
 5EU  plan-2  C12  0.020
 5EU  plan-2  CL1  0.020
 5EU  plan-2  C14  0.020
 5EU  plan-2  C15  0.020
 5EU  plan-2  O16  0.020
 5EU  plan-2  C17  0.020
 5EU  plan-2  C18  0.020
 5EU  plan-2  H8   0.020
 5EU  plan-2  H10  0.020
 5EU  plan-2  H11  0.020
 5EU  plan-3  O01  0.020
 5EU  plan-3  C02  0.020
 5EU  plan-3  C03  0.020
 5EU  plan-3  C04  0.020
 5EU  plan-3  C05  0.020
 5EU  plan-3  C06  0.020
 5EU  plan-3  C20  0.020
 5EU  plan-3  CL2  0.020
 5EU  plan-3  C22  0.020
 5EU  plan-3  H2   0.020
 5EU  plan-3  H3   0.020
 5EU  plan-3  H12  0.020

