# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 01:36:29 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  41  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  OC    -1  -0.548  47.5927  39.9469  -5.5346
 ILH  C1   C  C      0   0.434  48.2174  40.4611  -4.6005
 ILH  O2   O  O      0  -0.595  49.0102  41.4390  -4.7129
 ILH  C2   C  CR5    0  -0.163  47.9965  39.8522  -3.2391
 ILH  C3   C  CR5    0  -0.028  48.5118  40.1142  -2.0054
 ILH  C4   C  CR15   0  -0.227  47.9377  39.1780  -1.0376
 ILH  C5   C  CR15   0  -0.262  47.0827  38.3590  -1.6636
 ILH  C6   C  CH2    0  -0.507  47.0415  38.7076  -3.1066
 ILH  C7   C  C      0   0.491  49.5001  41.1149  -1.5161
 ILH  O3   O  O      0  -0.475  49.8678  41.0948  -0.3496
 ILH  N1   N  NH1    0  -0.778  49.9480  42.0060  -2.4239
 ILH  C8   C  C      0  -0.008  50.8808  42.9781  -2.0900
 ILH  C9   C  C      0   0.383  52.0932  43.0529  -2.7648
 ILH  F1   F  F      0  -0.288  52.3728  42.1527  -3.7057
 ILH  C10  C  C      0   0.420  53.0211  44.0318  -2.4696
 ILH  F2   F  F      0  -0.288  54.1730  44.0462  -3.1398
 ILH  C11  C  C      0  -0.413  52.7947  44.9721  -1.4768
 ILH  C12  C  C      0   0.417  51.5841  44.8954  -0.8047
 ILH  F3   F  F      0  -0.289  51.2991  45.7934   0.1384
 ILH  C13  C  C      0   0.404  50.6422  43.9326  -1.1077
 ILH  F4   F  F      0  -0.289  49.4762  43.9459  -0.4688
 ILH  C14  C  CR6    0   0.114  53.7969  46.0078  -1.1507
 ILH  C15  C  CR16   0  -0.327  54.1815  46.9310  -2.1186
 ILH  C16  C  CR6    0   0.332  55.1238  47.8905  -1.7962
 ILH  O4   O  O2     0  -0.524  55.4597  48.8452  -2.7491
 ILH  C17  C  CT     0   1.074  56.4984  48.5853  -3.5537
 ILH  F5   F  F      0  -0.298  56.3227  47.4812  -4.2815
 ILH  F6   F  F      0  -0.276  56.6346  49.6117  -4.3772
 ILH  F7   F  F      0  -0.298  57.6417  48.4278  -2.8845
 ILH  C18  C  CR16   0  -0.300  55.6915  47.9638  -0.5362
 ILH  C19  C  CR16   0  -0.241  55.3023  47.0391   0.4217
 ILH  C20  C  CR16   0  -0.273  54.3641  46.0642   0.1193
 ILH  H4   H  HCR5   0   0.251  48.1823  39.1710   0.0143
 ILH  H5   H  HCR5   0   0.253  46.5043  37.5659  -1.2121
 ILH  H61  H  HCH2   0   0.279  46.0339  38.9867  -3.4349
 ILH  H62  H  HCH2   0   0.278  47.3288  37.8653  -3.7455
 ILH  HN1  H  HNH1   0   0.450  49.6324  41.8578  -3.4371
 ILH  H15  H  HCR6   0   0.282  53.7303  46.9200  -3.1022
 ILH  H18  H  HCR6   0   0.286  56.4121  48.7353  -0.2995
 ILH  H19  H  HCR6   0   0.276  55.7371  47.0797   1.4110
 ILH  H20  H  HCR6   0   0.270  54.0815  45.3404   0.8724

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   deloc     1.236  0.020  1.236
 ILH  C1   O2   deloc     1.264  0.020  1.264
 ILH  C1   C2   single    1.508  0.020  1.508
 ILH  C2   C3   double    1.362  0.020  1.362
 ILH  C2   C6   single    1.497  0.020  1.497
 ILH  C3   C4   single    1.464  0.020  1.464
 ILH  C3   C7   single    1.489  0.020  1.489
 ILH  C4   C5   double    1.339  0.020  1.339
 ILH  C4   H4   single    0.930  0.020  1.080
 ILH  C5   C6   single    1.485  0.020  1.485
 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    1.223  0.020  1.223
 ILH  C7   N1   single    1.349  0.020  1.349
 ILH  N1   C8   single    1.388  0.020  1.388
 ILH  N1   HN1  single    0.860  0.020  1.020
 ILH  C8   C9   aromatic  1.390  0.020  1.390
 ILH  C8   C13  aromatic  1.390  0.020  1.390
 ILH  C9   F1   single    1.332  0.020  1.332
 ILH  C9   C10  aromatic  1.381  0.020  1.381
 ILH  C10  F2   single    1.333  0.020  1.333
 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    1.333  0.020  1.333
 ILH  C12  C13  aromatic  1.381  0.020  1.381
 ILH  C13  F4   single    1.330  0.020  1.330
 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    1.339  0.020  1.339
 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  C2   C1   O2   118.99  3.000
 ILH  C2   C1   O1   116.13  3.000
 ILH  O2   C1   O1   124.88  3.000
 ILH  C6   C2   C3   107.96  3.000
 ILH  C6   C2   C1   118.84  3.000
 ILH  C3   C2   C1   133.20  3.000
 ILH  C7   C3   C4   118.22  3.000
 ILH  C7   C3   C2   132.67  3.000
 ILH  C4   C3   C2   109.10  3.000
 ILH  H4   C4   C5   126.58  3.000
 ILH  H4   C4   C3   124.00  3.000
 ILH  C5   C4   C3   109.42  3.000
 ILH  H5   C5   C6   124.30  3.000
 ILH  H5   C5   C4   126.53  3.000
 ILH  C6   C5   C4   109.17  3.000
 ILH  H62  C6   H61  105.21  3.000
 ILH  H62  C6   C5   112.27  3.000
 ILH  H61  C6   C5   112.11  3.000
 ILH  H62  C6   C2   111.65  3.000
 ILH  H61  C6   C2   111.43  3.000
 ILH  C5   C6   C2   104.35  3.000
 ILH  N1   C7   O3   123.57  3.000
 ILH  N1   C7   C3   116.31  3.000
 ILH  O3   C7   C3   120.12  3.000
 ILH  HN1  N1   C8   121.49  3.000
 ILH  HN1  N1   C7   116.57  3.000
 ILH  C8   N1   C7   121.60  3.000
 ILH  C13  C8   C9   117.12  3.000
 ILH  C13  C8   N1   122.37  3.000
 ILH  C9   C8   N1   120.48  3.000
 ILH  C10  C9   F1   119.29  3.000
 ILH  C10  C9   C8   121.38  3.000
 ILH  F1   C9   C8   119.33  3.000
 ILH  C11  C10  F2   119.60  3.000
 ILH  C11  C10  C9   121.63  3.000
 ILH  F2   C10  C9   118.75  3.000
 ILH  C14  C11  C12  121.59  3.000
 ILH  C14  C11  C10  121.53  3.000
 ILH  C12  C11  C10  116.88  3.000
 ILH  C13  C12  F3   118.63  3.000
 ILH  C13  C12  C11  121.86  3.000
 ILH  F3   C12  C11  119.49  3.000
 ILH  F4   C13  C12  119.07  3.000
 ILH  F4   C13  C8   119.79  3.000
 ILH  C12  C13  C8   121.12  3.000
 ILH  C20  C14  C15  119.67  3.000
 ILH  C20  C14  C11  120.40  3.000
 ILH  C15  C14  C11  119.93  3.000
 ILH  H15  C15  C16  120.20  3.000
 ILH  H15  C15  C14  120.67  3.000
 ILH  C16  C15  C14  119.11  3.000
 ILH  C18  C16  O4   119.25  3.000
 ILH  C18  C16  C15  121.90  3.000
 ILH  O4   C16  C15  118.77  3.000
 ILH  C17  O4   C16  117.77  3.000
 ILH  F7   C17  F6   108.40  3.000
 ILH  F7   C17  F5   106.79  3.000
 ILH  F6   C17  F5   108.43  3.000
 ILH  F7   C17  O4   112.72  3.000
 ILH  F6   C17  O4   107.65  3.000
 ILH  F5   C17  O4   112.72  3.000
 ILH  H18  C18  C19  120.74  3.000
 ILH  H18  C18  C16  120.68  3.000
 ILH  C19  C18  C16  118.58  3.000
 ILH  H19  C19  C20  119.87  3.000
 ILH  H19  C19  C18  119.60  3.000
 ILH  C20  C19  C18  120.53  3.000
 ILH  H20  C20  C19  119.69  3.000
 ILH  H20  C20  C14  120.10  3.000
 ILH  C19  C20  C14  120.21  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  Var_01    C5   C4   C3   C2     -0.20  30.0  1
 ILH  Var_02    C4   C5   C6   C2     -0.04  30.0  1
 ILH  Var_03    C5   C6   C2   C3     -0.09  30.0  1
 ILH  Var_04    C6   C5   C4   C3      0.14  30.0  1
 ILH  Var_05    C6   C2   C3   C4      0.17  30.0  1
 ILH  Var_06    C3   C2   C1   O1    178.36  30.0  2
 ILH  Var_07    O3   C7   C3   C2   -175.39  30.0  2
 ILH  Var_08    C18  C16  O4   C17    90.85  30.0  2
 ILH  Var_09    F5   C17  O4   C16    60.15  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

