# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 13:56:54 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 2-{[2,3,5,6-tetrafluoro-3'-(trifluoromethoxy)biphenyl-4-yl]carbamoyl}cyclopenta-1,3-diene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1=C(C=CC1)C(=O)Nc2c(F)c(F)c(c(F)c2F)c3cccc(OC(F)(F)F)c3
#
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
 ILH  ILH  '2-{[2,3,5,6-tetrafluoro-3'-(trifluoromethoxy)biphenyl-4-yl]carbamoyl}cyclopenta-1,3-diene-1-carboxylic acid'  ligand  42  32  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ILH
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
 ILH  O1   O  OH1   0  -0.577  47.4848  39.7209  -5.5219
 ILH  C1   C  C     0   0.534  48.1757  40.3521  -4.5916
 ILH  O2   O  O     0  -0.463  48.8720  41.3177  -4.8500
 ILH  C2   C  CR5   0  -0.136  47.9874  39.7501  -3.2684
 ILH  C3   C  CR5   0   0.025  48.5453  40.0648  -2.0636
 ILH  C4   C  CR15  0  -0.216  48.0288  39.1487  -1.0561
 ILH  C5   C  CR15  0  -0.236  47.1713  38.2922  -1.6301
 ILH  C6   C  CH2   0  -0.502  47.0665  38.5864  -3.0771
 ILH  C7   C  C     0   0.510  49.5354  41.0918  -1.6106
 ILH  O3   O  O     0  -0.447  49.9380  41.0652  -0.4616
 ILH  N1   N  NH1   0  -0.771  49.9418  42.0173  -2.5061
 ILH  C8   C  CR6   0  -0.028  50.8798  42.9919  -2.1647
 ILH  C9   C  CR6   0   0.402  52.1016  43.0538  -2.8192
 ILH  F1   F  F     0  -0.284  52.3852  42.1547  -3.7575
 ILH  C10  C  CR6   0   0.423  53.0302  44.0263  -2.5045
 ILH  F2   F  F     0  -0.285  54.1929  44.0358  -3.1533
 ILH  C11  C  CR6   0  -0.409  52.7890  44.9654  -1.5141
 ILH  C12  C  CR6   0   0.420  51.5669  44.8971  -0.8622
 ILH  F3   F  F     0  -0.286  51.2719  45.7930   0.0780
 ILH  C13  C  CR6   0   0.417  50.6251  43.9398  -1.1832
 ILH  F4   F  F     0  -0.285  49.4520  43.9451  -0.5608
 ILH  C14  C  CR6   0   0.112  53.7919  45.9940  -1.1677
 ILH  C15  C  CR16  0  -0.326  54.1975  46.9177  -2.1261
 ILH  C16  C  CR6   0   0.333  55.1400  47.8703  -1.7846
 ILH  O4   O  O2    0  -0.523  55.4962  48.8264  -2.7281
 ILH  C17  C  CT    0   1.074  56.5469  48.5643  -3.5166
 ILH  F5   F  F     0  -0.298  56.3781  47.4628  -4.2500
 ILH  F6   F  F     0  -0.275  56.7005  49.5923  -4.3349
 ILH  F7   F  F     0  -0.298  57.6785  48.4002  -2.8295
 ILH  C18  C  CR16  0  -0.299  55.6872  47.9351  -0.5151
 ILH  C19  C  CR16  0  -0.241  55.2768  47.0094   0.4329
 ILH  C20  C  CR16  0  -0.271  54.3377  46.0414   0.1119
 ILH  HO1  H  HOH1  0   0.496  47.6232  40.1379  -6.3861
 ILH  H4   H  HCR5  0   0.268  48.3089  39.1774  -0.0147
 ILH  H5   H  HCR5  0   0.272  46.6272  37.5007  -1.1366
 ILH  H61  H  HCH2  0   0.301  46.0374  38.8215  -3.3718
 ILH  H62  H  HCH2  0   0.301  47.3597  37.7244  -3.6874
 ILH  HN1  H  HNH1  0   0.447  49.6359  41.9251  -3.4816
 ILH  H15  H  HCR6  0   0.283  53.7628  46.9129  -3.1171
 ILH  H18  H  HCR6  0   0.287  56.4085  48.7011  -0.2632
 ILH  H19  H  HCR6  0   0.277  55.6951  47.0441   1.4294
 ILH  H20  H  HCR6  0   0.271  54.0379  45.3170   0.8575

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
 ILH  O1   C1   single    1.320  0.020  1.320
 ILH  O1   HO1  single    0.850  0.020  0.980
 ILH  C1   O2   double    1.218  0.020  1.218
 ILH  C1   C2   single    1.466  0.020  1.466
 ILH  C2   C3   double    1.365  0.020  1.365
 ILH  C2   C6   single    1.496  0.020  1.496
 ILH  C3   C4   single    1.456  0.020  1.456
 ILH  C3   C7   single    1.497  0.020  1.497
 ILH  C4   C5   double    1.341  0.020  1.341
 ILH  C4   H4   single    0.930  0.020  1.080
 ILH  C5   C6   single    1.480  0.020  1.480
 ILH  C5   H5   single    0.930  0.020  1.080
 ILH  C6   H61  single    0.970  0.020  1.090
 ILH  C6   H62  single    0.970  0.020  1.090
 ILH  C7   O3   double    1.218  0.020  1.218
 ILH  C7   N1   single    1.350  0.020  1.350
 ILH  N1   C8   single    1.395  0.020  1.395
 ILH  N1   HN1  single    0.860  0.020  1.020
 ILH  C8   C9   aromatic  1.387  0.020  1.387
 ILH  C8   C13  aromatic  1.388  0.020  1.388
 ILH  C9   F1   single    1.330  0.020  1.330
 ILH  C9   C10  aromatic  1.381  0.020  1.381
 ILH  C10  F2   single    1.331  0.020  1.331
 ILH  C10  C11  aromatic  1.386  0.020  1.386
 ILH  C11  C12  aromatic  1.387  0.020  1.387
 ILH  C11  C14  single    1.478  0.020  1.478
 ILH  C12  F3   single    1.332  0.020  1.332
 ILH  C12  C13  aromatic  1.381  0.020  1.381
 ILH  C13  F4   single    1.328  0.020  1.328
 ILH  C14  C15  aromatic  1.392  0.020  1.392
 ILH  C14  C20  aromatic  1.392  0.020  1.392
 ILH  C15  C16  aromatic  1.383  0.020  1.383
 ILH  C15  H15  single    0.930  0.020  1.080
 ILH  C16  O4   single    1.390  0.020  1.390
 ILH  C16  C18  aromatic  1.384  0.020  1.384
 ILH  O4   C17  single    1.340  0.020  1.340
 ILH  C17  F5   single    1.334  0.020  1.334
 ILH  C17  F6   single    1.323  0.020  1.323
 ILH  C17  F7   single    1.334  0.020  1.334
 ILH  C18  C19  aromatic  1.387  0.020  1.387
 ILH  C18  H18  single    0.930  0.020  1.080
 ILH  C19  C20  aromatic  1.386  0.020  1.386
 ILH  C19  H19  single    0.930  0.020  1.080
 ILH  C20  H20  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
 ILH  HO1  O1   C1   110.36  3.000
 ILH  C2   C1   O2   126.19  3.000
 ILH  C2   C1   O1   111.88  3.000
 ILH  O2   C1   O1   121.93  3.000
 ILH  C6   C2   C3   108.55  3.000
 ILH  C6   C2   C1   120.92  3.000
 ILH  C3   C2   C1   130.53  3.000
 ILH  C7   C3   C4   117.19  3.000
 ILH  C7   C3   C2   134.10  3.000
 ILH  C4   C3   C2   108.70  3.000
 ILH  H4   C4   C5   126.60  3.000
 ILH  H4   C4   C3   123.98  3.000
 ILH  C5   C4   C3   109.42  3.000
 ILH  H5   C5   C6   123.83  3.000
 ILH  H5   C5   C4   126.49  3.000
 ILH  C6   C5   C4   109.68  3.000
 ILH  H62  C6   H61  105.67  3.000
 ILH  H62  C6   C5   111.66  3.000
 ILH  H61  C6   C5   111.83  3.000
 ILH  H62  C6   C2   112.08  3.000
 ILH  H61  C6   C2   112.13  3.000
 ILH  C5   C6   C2   103.65  3.000
 ILH  N1   C7   O3   122.76  3.000
 ILH  N1   C7   C3   117.95  3.000
 ILH  O3   C7   C3   119.29  3.000
 ILH  HN1  N1   C8   119.71  3.000
 ILH  HN1  N1   C7   118.61  3.000
 ILH  C8   N1   C7   121.26  3.000
 ILH  C13  C8   C9   117.69  3.000
 ILH  C13  C8   N1   121.78  3.000
 ILH  C9   C8   N1   120.52  3.000
 ILH  C10  C9   F1   119.56  3.000
 ILH  C10  C9   C8   121.07  3.000
 ILH  F1   C9   C8   119.37  3.000
 ILH  C11  C10  F2   119.69  3.000
 ILH  C11  C10  C9   121.53  3.000
 ILH  F2   C10  C9   118.76  3.000
 ILH  C14  C11  C12  121.48  3.000
 ILH  C14  C11  C10  121.40  3.000
 ILH  C12  C11  C10  117.12  3.000
 ILH  C13  C12  F3   118.65  3.000
 ILH  C13  C12  C11  121.73  3.000
 ILH  F3   C12  C11  119.60  3.000
 ILH  F4   C13  C12  119.39  3.000
 ILH  F4   C13  C8   119.75  3.000
 ILH  C12  C13  C8   120.84  3.000
 ILH  C20  C14  C15  119.75  3.000
 ILH  C20  C14  C11  120.35  3.000
 ILH  C15  C14  C11  119.89  3.000
 ILH  H15  C15  C16  120.20  3.000
 ILH  H15  C15  C14  120.71  3.000
 ILH  C16  C15  C14  119.06  3.000
 ILH  C18  C16  O4   119.29  3.000
 ILH  C18  C16  C15  121.89  3.000
 ILH  O4   C16  C15  118.75  3.000
 ILH  C17  O4   C16  117.78  3.000
 ILH  F7   C17  F6   108.40  3.000
 ILH  F7   C17  F5   106.79  3.000
 ILH  F6   C17  F5   108.44  3.000
 ILH  F7   C17  O4   112.72  3.000
 ILH  F6   C17  O4   107.64  3.000
 ILH  F5   C17  O4   112.70  3.000
 ILH  H18  C18  C19  120.71  3.000
 ILH  H18  C18  C16  120.69  3.000
 ILH  C19  C18  C16  118.60  3.000
 ILH  H19  C19  C20  119.86  3.000
 ILH  H19  C19  C18  119.61  3.000
 ILH  C20  C19  C18  120.54  3.000
 ILH  H20  C20  C19  119.71  3.000
 ILH  H20  C20  C14  120.13  3.000
 ILH  C19  C20  C14  120.15  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
 ILH  CONST_01  C11  C10  C9   C8      0.00   0.0  0
 ILH  CONST_02  C11  C12  C13  C8      0.00   0.0  0
 ILH  CONST_03  C12  C13  C8   C9      0.00   0.0  0
 ILH  CONST_04  C12  C11  C10  C9      0.00   0.0  0
 ILH  CONST_05  C14  C11  C10  C9    180.00   0.0  0
 ILH  CONST_06  C13  C8   C9   C10     0.00   0.0  0
 ILH  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 ILH  CONST_10  C16  C15  C14  C11   180.00   0.0  0
 ILH  CONST_11  C19  C20  C14  C11   180.00   0.0  0
 ILH  CONST_14  C14  C11  C12  C13   180.00   0.0  0
 ILH  CONST_15  C18  C16  C15  C14     0.00   0.0  0
 ILH  CONST_16  C18  C19  C20  C14     0.00   0.0  0
 ILH  CONST_17  C19  C20  C14  C15     0.00   0.0  0
 ILH  CONST_18  C19  C18  C16  C15     0.00   0.0  0
 ILH  CONST_19  C20  C14  C15  C16     0.00   0.0  0
 ILH  CONST_20  C20  C19  C18  C16     0.00   0.0  0
 ILH  CONST_21  C10  C9   C8   N1    180.00   0.0  0
 ILH  CONST_22  C12  C13  C8   N1    180.00   0.0  0
 ILH  CONST_23  F2   C10  C9   C8    180.00   0.0  0
 ILH  CONST_24  F3   C12  C13  C8    180.00   0.0  0
 ILH  CONST_25  F4   C13  C8   C9    180.00   0.0  0
 ILH  CONST_26  C13  C8   C9   F1    180.00   0.0  0
 ILH  CONST_27  C11  C10  C9   F1    180.00   0.0  0
 ILH  CONST_28  F3   C12  C11  C10   180.00   0.0  0
 ILH  CONST_29  C12  C11  C10  F2    180.00   0.0  0
 ILH  CONST_30  C14  C11  C10  F2      0.00   0.0  0
 ILH  CONST_31  F4   C13  C12  C11   180.00   0.0  0
 ILH  CONST_32  C14  C11  C12  F3      0.00   0.0  0
 ILH  CONST_33  O4   C16  C15  C14   180.00   0.0  0
 ILH  CONST_34  C19  C18  C16  O4    180.00   0.0  0
 ILH  CONST_35  H15  C15  C14  C11     0.00   0.0  0
 ILH  CONST_36  H20  C20  C14  C11     0.00   0.0  0
 ILH  CONST_37  H19  C19  C20  C14   180.00   0.0  0
 ILH  CONST_38  H18  C18  C16  C15   180.00   0.0  0
 ILH  CONST_39  C8   N1   C7   C3    180.00   0.0  0
 ILH  CONST_43  C8   N1   C7   O3      0.00   0.0  0
 ILH  CONST_44  HO1  O1   C1   C2    180.00   0.0  0
 ILH  Var_01    C5   C4   C3   C2     -0.10  30.0  1
 ILH  Var_02    C4   C5   C6   C2     -0.25  30.0  1
 ILH  Var_03    C5   C6   C2   C3      0.18  30.0  1
 ILH  Var_04    C6   C5   C4   C3      0.22  30.0  1
 ILH  Var_05    C6   C2   C3   C4     -0.06  30.0  1
 ILH  Var_06    C3   C2   C1   O1    177.62  30.0  2
 ILH  Var_07    O3   C7   C3   C2   -173.90  30.0  2
 ILH  Var_08    C18  C16  O4   C17    90.81  30.0  2
 ILH  Var_09    F5   C17  O4   C16    60.08  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
 ILH  plan-1  N1   0.020
 ILH  plan-1  C8   0.020
 ILH  plan-1  C9   0.020
 ILH  plan-1  F1   0.020
 ILH  plan-1  C10  0.020
 ILH  plan-1  F2   0.020
 ILH  plan-1  C11  0.020
 ILH  plan-1  C12  0.020
 ILH  plan-1  F3   0.020
 ILH  plan-1  C13  0.020
 ILH  plan-1  F4   0.020
 ILH  plan-1  C14  0.020
 ILH  plan-2  C11  0.020
 ILH  plan-2  C14  0.020
 ILH  plan-2  C15  0.020
 ILH  plan-2  C16  0.020
 ILH  plan-2  O4   0.020
 ILH  plan-2  C18  0.020
 ILH  plan-2  C19  0.020
 ILH  plan-2  C20  0.020
 ILH  plan-2  H15  0.020
 ILH  plan-2  H18  0.020
 ILH  plan-2  H19  0.020
 ILH  plan-2  H20  0.020
 ILH  plan-3  C3   0.020
 ILH  plan-3  C7   0.020
 ILH  plan-3  O3   0.020
 ILH  plan-3  N1   0.020
 ILH  plan-3  C8   0.020
 ILH  plan-3  HN1  0.020
 ILH  plan-4  O1   0.020
 ILH  plan-4  C1   0.020
 ILH  plan-4  O2   0.020
 ILH  plan-4  C2   0.020
 ILH  plan-4  HO1  0.020

