# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 15:43:48 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 3-(6-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-1-benzothiophen-2-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1onc(c1COc2ccc3cc(sc3c2)c4cccc(c4)C(O)=O)c5c(Cl)cccc5Cl
#
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
 82X  82X  '3-(6-{[3-(2,6-dichlorophenyl)-5-(1-methylethyl)isoxazol-4-yl]methoxy}-1-benzothiophen-2-yl)benzoic acid'  ligand  57  36  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_82X
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
 82X  C11   C   CR6   0  -0.106  -2.6404  -1.4518   1.3752
 82X  C12   C   CR16  0  -0.186  -1.9529  -2.6501   1.2811
 82X  C13   C   CR16  0  -0.278  -2.2067  -3.4902   0.2083
 82X  C14   C   CR16  0  -0.187  -3.1321  -3.1418  -0.7622
 82X  C15   C   CR6   0  -0.120  -3.8041  -1.9368  -0.6445
 82X  C19   C   CR6   0   0.390  -0.3431   1.0915  -0.6880
 82X  C20   C   CR16  0  -0.369  -0.0174   1.3911  -2.0211
 82X  C21   C   CR16  0  -0.308   1.2527   1.1424  -2.5019
 82X  C22   C   CR16  0  -0.376   0.6029   0.5355   0.1640
 82X  C23   C   CR56  0  -0.205   1.8740   0.2995  -0.3355
 82X  C24   C   CR56  0   0.220   2.2257   0.5904  -1.6660
 82X  C25   C   CR15  0  -0.270   3.5899   0.2638  -1.9453
 82X  C26   C   CR5   0  -0.214   4.2484  -0.2555  -0.8787
 82X  C29   C   CR16  0  -0.315   6.3470  -1.0081  -1.9676
 82X  C30   C   CR16  0  -0.220   7.6709  -1.4064  -1.9065
 82X  C2    C   CR5   0  -0.182  -3.8727   1.4239  -0.1554
 82X  C3    C   CR5   0   0.230  -4.2719   0.2268   0.4938
 82X  N4    N   N     0  -0.141  -5.3591   0.3946   1.1820
 82X  O5    O   O     0  -0.348  -5.7074   1.6992   1.0070
 82X  C6    C   CR5   0   0.488  -4.8233   2.3167   0.2166
 82X  C7    C   CR6   0   0.216  -3.5808  -1.0700   0.4220
 82X  C8    C   CH1   0  -0.377  -5.0337   3.7616  -0.0758
 82X  C9    C   CH3   0  -0.650  -6.3951   4.0120  -0.7269
 82X  C10   C   CH3   0  -0.649  -4.8504   4.6131   1.1826
 82X  CL16  CL  CL    0  -0.102  -4.9478  -1.4888  -1.8605
 82X  CL17  CL  CL    0  -0.101  -2.3142  -0.4025   2.7059
 82X  O18   O   O2    0  -0.465  -1.5527   1.3279  -0.1443
 82X  S27   S   S2    0   0.208   3.2140  -0.3760   0.5286
 82X  C28   C   CR6   0   0.179   5.6414  -0.6906  -0.8025
 82X  C31   C   CR16  0  -0.275   8.3207  -1.5101  -0.6850
 82X  C32   C   CR6   0  -0.057   7.6294  -1.2051   0.4844
 82X  C33   C   CR16  0  -0.344   6.3011  -0.7959   0.4193
 82X  C34   C   C     0   0.539   8.2616  -1.2948   1.8259
 82X  O35   O   OH1   0  -0.592   9.5185  -1.7090   1.7787
 82X  O36   O   O     0  -0.436   7.6912  -1.0226   2.8549
 82X  H12   H   HCR6  0   0.291  -1.2295  -2.9244   2.0359
 82X  H13   H   HCR6  0   0.285  -1.6758  -4.4288   0.1276
 82X  H14   H   HCR6  0   0.291  -3.3267  -3.7988  -1.5982
 82X  H20   H   HCR6  0   0.288  -0.7507   1.8303  -2.6840
 82X  H21   H   HCR6  0   0.264   1.4933   1.3823  -3.5298
 82X  H22   H   HCR6  0   0.265   0.3396   0.2984   1.1871
 82X  H25   H   HCR5  0   0.269   4.0515   0.4363  -2.9080
 82X  H30   H   HCR6  0   0.272   8.1995  -1.6465  -2.8190
 82X  H8    H   HCH1  0   0.268  -4.2576   4.0422  -0.7925
 82X  H9    H   HCH3  0   0.231  -7.2123   3.8019  -0.0358
 82X  H9A   H   HCH3  0   0.243  -6.4718   5.0581  -1.0226
 82X  H9B   H   HCH3  0   0.241  -6.5346   3.4000  -1.6179
 82X  H10   H   HCH3  0   0.243  -4.9231   5.6696   0.9237
 82X  H10A  H   HCH3  0   0.232  -5.6205   4.3984   1.9240
 82X  H10B  H   HCH3  0   0.241  -3.8763   4.4462   1.6420
 82X  H31   H   HCR6  0   0.273   9.3533  -1.8280  -0.6570
 82X  H33   H   HCR6  0   0.264   5.7887  -0.5475   1.3406
 82X  HO35  H   HOH1  0   0.489   9.8845  -1.7587   2.6743
 82X  C1    C   CH2   0  -0.311  -2.6605   1.5884  -0.9918
 82X  H29   H   HCR6  0   0.268   5.8545  -0.9535  -2.9298
 82X  H1    H   HCH2  0   0.245  -2.6751   0.8809  -1.8291
 82X  H1A   H   HCH2  0   0.252  -2.6090   2.5952  -1.4179

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
 82X  C12  C11   aromatic  1.385  0.020  1.385
 82X  C11  C7    aromatic  1.392  0.020  1.392
 82X  C11  CL17  single    1.726  0.020  1.726
 82X  C13  C12   aromatic  1.386  0.020  1.386
 82X  C12  H12   single    0.930  0.020  1.080
 82X  C13  C14   aromatic  1.386  0.020  1.386
 82X  C13  H13   single    0.930  0.020  1.080
 82X  C14  C15   aromatic  1.385  0.020  1.385
 82X  C14  H14   single    0.930  0.020  1.080
 82X  C15  C7    aromatic  1.392  0.020  1.392
 82X  C15  CL16  single    1.728  0.020  1.728
 82X  O18  C19   single    1.347  0.020  1.347
 82X  C19  C20   aromatic  1.405  0.020  1.405
 82X  C19  C22   aromatic  1.389  0.020  1.389
 82X  C20  C21   aromatic  1.381  0.020  1.381
 82X  C20  H20   single    0.930  0.020  1.080
 82X  C21  C24   aromatic  1.396  0.020  1.396
 82X  C21  H21   single    0.930  0.020  1.080
 82X  C22  C23   aromatic  1.386  0.020  1.386
 82X  C22  H22   single    0.930  0.020  1.080
 82X  C23  C24   aromatic  1.407  0.020  1.407
 82X  C23  S27   aromatic  1.732  0.020  1.732
 82X  C24  C25   aromatic  1.430  0.020  1.430
 82X  C25  C26   aromatic  1.357  0.020  1.357
 82X  C25  H25   single    0.930  0.020  1.080
 82X  S27  C26   aromatic  1.751  0.020  1.751
 82X  C26  C28   single    1.461  0.020  1.461
 82X  C28  C29   aromatic  1.399  0.020  1.399
 82X  C29  C30   aromatic  1.384  0.020  1.384
 82X  C29  H29   single    0.930  0.020  1.080
 82X  C30  C31   aromatic  1.387  0.020  1.387
 82X  C30  H30   single    0.930  0.020  1.080
 82X  C2   C1    single    1.482  0.020  1.482
 82X  C1   O18   single    1.419  0.020  1.419
 82X  C1   H1    single    0.970  0.020  1.090
 82X  C1   H1A   single    0.970  0.020  1.090
 82X  C3   C2    aromatic  1.419  0.020  1.419
 82X  C2   C6    aromatic  1.356  0.020  1.356
 82X  N4   C3    aromatic  1.298  0.020  1.298
 82X  C7   C3    single    1.471  0.020  1.471
 82X  N4   O5    aromatic  1.362  0.020  1.362
 82X  O5   C6    aromatic  1.337  0.020  1.337
 82X  C6   C8    single    1.489  0.020  1.489
 82X  C10  C8    single    1.530  0.020  1.530
 82X  C8   C9    single    1.530  0.020  1.530
 82X  C8   H8    single    0.970  0.020  1.090
 82X  C9   H9    single    0.970  0.020  1.090
 82X  C9   H9A   single    0.970  0.020  1.090
 82X  C9   H9B   single    0.970  0.020  1.090
 82X  C10  H10   single    0.970  0.020  1.090
 82X  C10  H10A  single    0.970  0.020  1.090
 82X  C10  H10B  single    0.970  0.020  1.090
 82X  C28  C33   aromatic  1.393  0.020  1.393
 82X  C32  C31   aromatic  1.392  0.020  1.392
 82X  C31  H31   single    0.930  0.020  1.080
 82X  C33  C32   aromatic  1.391  0.020  1.391
 82X  C32  C34   single    1.486  0.020  1.486
 82X  C33  H33   single    0.930  0.020  1.080
 82X  O36  C34   double    1.208  0.020  1.208
 82X  C34  O35   single    1.324  0.020  1.324
 82X  O35  HO35  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
 82X  CL17  C11  C7    119.26  3.000
 82X  CL17  C11  C12   118.99  3.000
 82X  C7    C11  C12   121.74  3.000
 82X  H12   C12  C13   120.61  3.000
 82X  H12   C12  C11   120.29  3.000
 82X  C13   C12  C11   119.09  3.000
 82X  H13   C13  C14   119.60  3.000
 82X  H13   C13  C12   119.61  3.000
 82X  C14   C13  C12   120.80  3.000
 82X  H14   C14  C15   120.48  3.000
 82X  H14   C14  C13   120.61  3.000
 82X  C15   C14  C13   118.91  3.000
 82X  CL16  C15  C7    118.93  3.000
 82X  CL16  C15  C14   119.13  3.000
 82X  C7    C15  C14   121.94  3.000
 82X  O18   C19  C22   115.73  3.000
 82X  C22   C19  C20   120.63  3.000
 82X  O18   C19  C20   123.63  3.000
 82X  H20   C20  C21   118.91  3.000
 82X  H20   C20  C19   120.73  3.000
 82X  C21   C20  C19   120.36  3.000
 82X  H21   C21  C24   120.08  3.000
 82X  H21   C21  C20   119.68  3.000
 82X  C24   C21  C20   120.24  3.000
 82X  H22   C22  C23   121.76  3.000
 82X  H22   C22  C19   120.10  3.000
 82X  C23   C22  C19   118.14  3.000
 82X  S27   C23  C24   111.05  3.000
 82X  S27   C23  C22   126.60  3.000
 82X  C24   C23  C22   122.34  3.000
 82X  C25   C24  C23   112.08  3.000
 82X  C25   C24  C21   129.64  3.000
 82X  C23   C24  C21   118.28  3.000
 82X  H25   C25  C26   123.62  3.000
 82X  H25   C25  C24   122.99  3.000
 82X  C26   C25  C24   113.38  3.000
 82X  C28   C26  S27   120.05  3.000
 82X  C28   C26  C25   128.14  3.000
 82X  S27   C26  C25   111.81  3.000
 82X  H29   C29  C28   119.97  3.000
 82X  H29   C29  C30   119.28  3.000
 82X  C28   C29  C30   120.74  3.000
 82X  H30   C30  C31   119.82  3.000
 82X  H30   C30  C29   119.61  3.000
 82X  C31   C30  C29   120.56  3.000
 82X  C6    C2   C3    103.45  3.000
 82X  C6    C2   C1    130.93  3.000
 82X  C3    C2   C1    125.59  3.000
 82X  C7    C3   N4    122.24  3.000
 82X  C7    C3   C2    126.09  3.000
 82X  N4    C3   C2    111.67  3.000
 82X  O5    N4   C3    105.67  3.000
 82X  C6    O5   N4    110.45  3.000
 82X  C8    C6   O5    118.09  3.000
 82X  C8    C6   C2    133.15  3.000
 82X  O5    C6   C2    108.76  3.000
 82X  C3    C7   C15   120.71  3.000
 82X  C3    C7   C11   121.71  3.000
 82X  C15   C7   C11   117.52  3.000
 82X  H8    C8   C10   108.13  3.000
 82X  H8    C8   C9    108.11  3.000
 82X  C10   C8   C9    111.44  3.000
 82X  H8    C8   C6    106.11  3.000
 82X  C9    C8   C6    111.60  3.000
 82X  C10   C8   C6    111.19  3.000
 82X  H9B   C9   H9A   107.95  3.000
 82X  H9B   C9   H9    108.30  3.000
 82X  H9A   C9   H9    107.70  3.000
 82X  H9B   C9   C8    111.71  3.000
 82X  H9A   C9   C8    109.59  3.000
 82X  H9    C9   C8    111.44  3.000
 82X  H10B  C10  H10A  108.32  3.000
 82X  H10B  C10  H10   107.95  3.000
 82X  H10A  C10  H10   107.77  3.000
 82X  H10B  C10  C8    111.62  3.000
 82X  H10A  C10  C8    111.40  3.000
 82X  H10   C10  C8    109.63  3.000
 82X  C1    O18  C19   119.49  3.000
 82X  C26   S27  C23    91.67  3.000
 82X  C33   C28  C29   118.34  3.000
 82X  C33   C28  C26   121.32  3.000
 82X  C29   C28  C26   120.34  3.000
 82X  H31   C31  C32   121.13  3.000
 82X  H31   C31  C30   119.49  3.000
 82X  C32   C31  C30   119.37  3.000
 82X  C34   C32  C33   117.79  3.000
 82X  C34   C32  C31   122.27  3.000
 82X  C33   C32  C31   119.94  3.000
 82X  H33   C33  C32   118.64  3.000
 82X  H33   C33  C28   120.32  3.000
 82X  C32   C33  C28   121.04  3.000
 82X  O36   C34  O35   123.31  3.000
 82X  O35   C34  C32   112.99  3.000
 82X  O36   C34  C32   123.70  3.000
 82X  HO35  O35  C34   109.98  3.000
 82X  H1A   C1   H1    107.27  3.000
 82X  H1A   C1   O18   111.39  3.000
 82X  H1    C1   O18   110.37  3.000
 82X  H1A   C1   C2    111.12  3.000
 82X  H1    C1   C2    110.40  3.000
 82X  O18   C1   C2    106.33  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
 82X  CONST_01  C14   C13  C12  C11     0.00   0.0  0
 82X  CONST_02  C14   C15  C7   C11     0.00   0.0  0
 82X  CONST_05  C15   C7   C11  C12     0.00   0.0  0
 82X  CONST_06  C3    C7   C11  C12   180.00   0.0  0
 82X  CONST_07  C15   C14  C13  C12     0.00   0.0  0
 82X  CONST_08  C7    C11  C12  C13     0.00   0.0  0
 82X  CONST_09  C7    C15  C14  C13     0.00   0.0  0
 82X  CONST_10  C3    C7   C15  C14   180.00   0.0  0
 82X  CONST_13  C24   C21  C20  C19     0.00   0.0  0
 82X  CONST_14  C24   C23  C22  C19     0.00   0.0  0
 82X  CONST_15  S27   C23  C22  C19   180.00   0.0  0
 82X  CONST_16  C23   C22  C19  C20     0.00   0.0  0
 82X  CONST_17  C23   C24  C21  C20     0.00   0.0  0
 82X  CONST_18  C25   C24  C21  C20   180.00   0.0  0
 82X  CONST_19  C22   C19  C20  C21     0.00   0.0  0
 82X  CONST_20  C22   C23  C24  C21     0.00   0.0  0
 82X  CONST_21  S27   C23  C24  C21   180.00   0.0  0
 82X  CONST_22  C26   C25  C24  C21   180.00   0.0  0
 82X  CONST_23  C25   C24  C23  C22   180.00   0.0  0
 82X  CONST_24  C26   S27  C23  C22   180.00   0.0  0
 82X  CONST_25  C26   C25  C24  C23     0.00   0.0  0
 82X  CONST_26  C25   C26  S27  C23     0.00   0.0  0
 82X  CONST_27  C28   C26  S27  C23   180.00   0.0  0
 82X  CONST_28  C26   S27  C23  C24     0.00   0.0  0
 82X  CONST_29  S27   C26  C25  C24     0.00   0.0  0
 82X  CONST_30  C28   C26  C25  C24   180.00   0.0  0
 82X  CONST_31  S27   C23  C24  C25     0.00   0.0  0
 82X  CONST_34  C30   C29  C28  C26   180.00   0.0  0
 82X  CONST_35  C32   C33  C28  C26   180.00   0.0  0
 82X  CONST_37  C32   C33  C28  C29     0.00   0.0  0
 82X  CONST_38  C32   C31  C30  C29     0.00   0.0  0
 82X  CONST_39  C33   C28  C29  C30     0.00   0.0  0
 82X  CONST_40  C33   C32  C31  C30     0.00   0.0  0
 82X  CONST_41  O5    N4   C3   C2      0.00   0.0  0
 82X  CONST_42  N4    O5   C6   C2      0.00   0.0  0
 82X  CONST_43  O5    C6   C2   C3      0.00   0.0  0
 82X  CONST_44  C6    O5   N4   C3      0.00   0.0  0
 82X  CONST_45  C6    C2   C3   N4      0.00   0.0  0
 82X  CONST_46  C7    C3   N4   O5    180.00   0.0  0
 82X  CONST_47  C7    C3   C2   C6    180.00   0.0  0
 82X  CONST_49  C31   C30  C29  C28     0.00   0.0  0
 82X  CONST_50  C31   C32  C33  C28     0.00   0.0  0
 82X  CONST_51  CL16  C15  C7   C11   180.00   0.0  0
 82X  CONST_52  CL17  C11  C12  C13   180.00   0.0  0
 82X  CONST_53  CL16  C15  C14  C13   180.00   0.0  0
 82X  CONST_54  CL17  C11  C7   C15   180.00   0.0  0
 82X  CONST_55  O18   C19  C20  C21   180.00   0.0  0
 82X  CONST_56  O18   C19  C22  C23   180.00   0.0  0
 82X  CONST_57  C34   C32  C31  C30   180.00   0.0  0
 82X  CONST_58  N4    C3   C2   C1    180.00   0.0  0
 82X  CONST_59  C7    C3   C2   C1      0.00   0.0  0
 82X  CONST_60  O5    C6   C2   C1    180.00   0.0  0
 82X  CONST_61  C8    C6   C2   C3    180.00   0.0  0
 82X  CONST_62  CL17  C11  C7   C3      0.00   0.0  0
 82X  CONST_63  CL16  C15  C7   C3      0.00   0.0  0
 82X  CONST_64  C8    C6   O5   N4    180.00   0.0  0
 82X  CONST_65  C34   C32  C33  C28   180.00   0.0  0
 82X  CONST_66  H13   C13  C12  C11   180.00   0.0  0
 82X  CONST_67  H14   C14  C13  C12   180.00   0.0  0
 82X  CONST_68  H12   C12  C13  C14   180.00   0.0  0
 82X  CONST_69  H21   C21  C20  C19   180.00   0.0  0
 82X  CONST_70  H22   C22  C19  C20   180.00   0.0  0
 82X  CONST_71  H25   C25  C24  C21     0.00   0.0  0
 82X  CONST_72  H20   C20  C19  C22   180.00   0.0  0
 82X  CONST_73  H29   C29  C28  C26     0.00   0.0  0
 82X  CONST_74  H33   C33  C28  C26     0.00   0.0  0
 82X  CONST_75  H31   C31  C30  C29   180.00   0.0  0
 82X  CONST_76  H30   C30  C29  C28   180.00   0.0  0
 82X  CONST_77  HO35  O35  C34  C32   180.00   0.0  0
 82X  Var_01    C2    C1   O18  C19   164.36  30.0  1
 82X  Var_02    C10   C8   C6   C2   -112.53  30.0  2
 82X  Var_03    O18   C1   C2   C3    -61.53  30.0  2
 82X  Var_04    O36   C34  C32  C31   179.16  30.0  2
 82X  Var_05    H10   C10  C8   C6    175.06  30.0  3
 82X  Var_06    H9    C9   C8   C6     66.86  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
 82X  plan-1  C2    0.020
 82X  plan-1  C3    0.020
 82X  plan-1  N4    0.020
 82X  plan-1  O5    0.020
 82X  plan-1  C6    0.020
 82X  plan-1  C7    0.020
 82X  plan-1  C8    0.020
 82X  plan-1  C1    0.020
 82X  plan-2  C11   0.020
 82X  plan-2  C12   0.020
 82X  plan-2  C13   0.020
 82X  plan-2  C14   0.020
 82X  plan-2  C15   0.020
 82X  plan-2  C3    0.020
 82X  plan-2  C7    0.020
 82X  plan-2  CL16  0.020
 82X  plan-2  CL17  0.020
 82X  plan-2  H12   0.020
 82X  plan-2  H13   0.020
 82X  plan-2  H14   0.020
 82X  plan-3  C26   0.020
 82X  plan-3  C29   0.020
 82X  plan-3  C30   0.020
 82X  plan-3  C28   0.020
 82X  plan-3  C31   0.020
 82X  plan-3  C32   0.020
 82X  plan-3  C33   0.020
 82X  plan-3  C34   0.020
 82X  plan-3  H30   0.020
 82X  plan-3  H31   0.020
 82X  plan-3  H33   0.020
 82X  plan-3  H29   0.020
 82X  plan-4  C19   0.020
 82X  plan-4  C20   0.020
 82X  plan-4  C21   0.020
 82X  plan-4  C22   0.020
 82X  plan-4  C23   0.020
 82X  plan-4  C24   0.020
 82X  plan-4  C25   0.020
 82X  plan-4  C26   0.020
 82X  plan-4  O18   0.020
 82X  plan-4  S27   0.020
 82X  plan-4  C28   0.020
 82X  plan-4  H20   0.020
 82X  plan-4  H21   0.020
 82X  plan-4  H22   0.020
 82X  plan-4  H25   0.020
 82X  plan-5  C32   0.020
 82X  plan-5  C34   0.020
 82X  plan-5  O35   0.020
 82X  plan-5  O36   0.020
 82X  plan-5  HO35  0.020

