# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 09:38:32 2020
#   Inital geometry file: a 101 line input string
#   Ligand name: {2-[(4-amino-2-fluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(CNC(=O)c2ccc(Cl)cc2OCC(O)=O)c(F)c1
#
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
 I98  I98  '{2-[(4-amino-2-fluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid'  ligand  37  24  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I98
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
 I98  F    F   F      0  -0.315   2.8988  -0.0599   1.6763
 I98  C15  C   CR6    0   0.542   3.7851   0.1186   0.6794
 I98  C11  C   CR16   0  -0.474   4.9545  -0.6068   0.7234
 I98  C18  C   CR6    0   0.320   5.8998  -0.4462  -0.2980
 I98  N2   N   NH2    0  -0.859   7.0966  -1.1171  -0.2538
 I98  C17  C   CR16   0  -0.329   5.6101   0.4525  -1.3327
 I98  C13  C   CR16   0  -0.285   4.4176   1.1554  -1.3371
 I98  C22  C   CR6    0  -0.127   3.4661   1.0143  -0.3311
 I98  C19  C   CH2    0  -0.355   2.1637   1.7652  -0.3473
 I98  N21  N   NH1    0  -0.612   1.0305   0.8710  -0.4601
 I98  C20  C   C      0   0.518   0.0579   0.7552   0.4599
 I98  O7   O   O      0  -0.477  -0.0748   1.4983   1.4182
 I98  C14  C   CR6    0  -0.186  -0.8495  -0.4144   0.2345
 I98  C10  C   CR16   0  -0.249  -0.3223  -1.6961   0.2352
 I98  C16  C   CR16   0  -0.245  -1.1321  -2.8176   0.1156
 I98  C8   C   CR6    0  -0.024  -2.4926  -2.6173  -0.0187
 I98  CL4  CL  CL     0  -0.122  -3.5397  -3.9894  -0.1758
 I98  C9   C   CR16   0  -0.344  -3.0585  -1.3506  -0.0376
 I98  C12  C   CR6    0   0.401  -2.2340  -0.2332   0.0914
 I98  O1   O   O2     0  -0.439  -2.6722   1.0254   0.0600
 I98  C3   C   CH2    0  -0.343  -4.0590   1.2672  -0.1154
 I98  C5   C   C      0   0.386  -4.3464   2.7755  -0.1984
 I98  O6   O   OC    -1  -0.621  -5.5617   3.0376  -0.2861
 I98  O23  O   O      0  -0.586  -3.3905   3.5619  -0.1828
 I98  H1   H   HCR6   0   0.277   5.1347  -1.2918   1.5432
 I98  H2   H   HNH2   0   0.384   7.1198  -1.9549   0.3048
 I98  H3   H   HNH2   0   0.384   7.5723  -1.2334  -1.1337
 I98  H4   H   HCR6   0   0.260   6.3232   0.5958  -2.1351
 I98  H5   H   HCR6   0   0.260   4.2163   1.8404  -2.1524
 I98  H6   H   HCH2   0   0.268   2.0328   2.3607   0.5556
 I98  H7   H   HCH2   0   0.267   2.1661   2.4631  -1.1869
 I98  H8   H   HNH1   0   0.405   1.0317   0.2291  -1.2370
 I98  H9   H   HCR6   0   0.270   0.7459  -1.8324   0.3508
 I98  H10  H   HCR6   0   0.279  -0.7091  -3.8118   0.1296
 I98  H11  H   HCR6   0   0.302  -4.1276  -1.2507  -0.1559
 I98  H12  H   HCH2   0   0.234  -4.4161   0.7890  -1.0356
 I98  H13  H   HCH2   0   0.234  -4.6291   0.8360   0.7157

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
 I98  O23  C5   deloc     1.238  0.020  1.238
 I98  C3   C5   single    1.538  0.020  1.538
 I98  C3   O1   single    1.419  0.020  1.419
 I98  CL4  C8   single    1.733  0.020  1.733
 I98  C5   O6   deloc     1.246  0.020  1.246
 I98  C9   C8   aromatic  1.387  0.020  1.387
 I98  C9   C12  aromatic  1.395  0.020  1.395
 I98  O1   C12  single    1.333  0.020  1.333
 I98  C8   C16  aromatic  1.382  0.020  1.382
 I98  C12  C14  aromatic  1.404  0.020  1.404
 I98  C16  C10  aromatic  1.388  0.020  1.388
 I98  C14  C10  aromatic  1.386  0.020  1.386
 I98  C14  C20  single    1.497  0.020  1.497
 I98  N21  C20  single    1.344  0.020  1.344
 I98  N21  C19  single    1.448  0.020  1.448
 I98  C20  O7   double    1.220  0.020  1.220
 I98  C19  C22  single    1.503  0.020  1.503
 I98  C22  C13  aromatic  1.392  0.020  1.392
 I98  C22  C15  aromatic  1.387  0.020  1.387
 I98  C13  C17  aromatic  1.384  0.020  1.384
 I98  F    C15  single    1.346  0.020  1.346
 I98  C15  C11  aromatic  1.377  0.020  1.377
 I98  C17  C18  aromatic  1.401  0.020  1.401
 I98  C11  C18  aromatic  1.401  0.020  1.401
 I98  C18  N2   single    1.373  0.020  1.373
 I98  C11  H1   single    0.930  0.020  1.080
 I98  N2   H2   single    0.890  0.020  1.040
 I98  N2   H3   single    0.890  0.020  1.040
 I98  C17  H4   single    0.930  0.020  1.080
 I98  C13  H5   single    0.930  0.020  1.080
 I98  C19  H6   single    0.970  0.020  1.090
 I98  C19  H7   single    0.970  0.020  1.090
 I98  N21  H8   single    0.860  0.020  1.020
 I98  C10  H9   single    0.930  0.020  1.080
 I98  C16  H10  single    0.930  0.020  1.080
 I98  C9   H11  single    0.930  0.020  1.080
 I98  C3   H12  single    0.970  0.020  1.090
 I98  C3   H13  single    0.970  0.020  1.090

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
 I98  C22  C15  C11  123.96  3.000
 I98  C11  C15  F    117.76  3.000
 I98  C22  C15  F    118.27  3.000
 I98  H1   C11  C18  120.79  3.000
 I98  H1   C11  C15  119.91  3.000
 I98  C18  C11  C15  119.30  3.000
 I98  C17  C18  N2   121.18  3.000
 I98  N2   C18  C11  120.58  3.000
 I98  C17  C18  C11  118.20  3.000
 I98  H3   N2   H2   112.19  3.000
 I98  H3   N2   C18  116.11  3.000
 I98  H2   N2   C18  116.39  3.000
 I98  H4   C17  C13  119.85  3.000
 I98  H4   C17  C18  119.73  3.000
 I98  C13  C17  C18  120.42  3.000
 I98  H5   C13  C22  118.75  3.000
 I98  H5   C13  C17  118.90  3.000
 I98  C22  C13  C17  122.35  3.000
 I98  C19  C22  C13  122.26  3.000
 I98  C13  C22  C15  115.76  3.000
 I98  C19  C22  C15  121.97  3.000
 I98  H7   C19  H6   106.75  3.000
 I98  H7   C19  N21  109.67  3.000
 I98  H6   C19  N21  107.95  3.000
 I98  H7   C19  C22  109.01  3.000
 I98  H6   C19  C22  111.60  3.000
 I98  N21  C19  C22  111.74  3.000
 I98  H8   N21  C20  118.28  3.000
 I98  H8   N21  C19  116.90  3.000
 I98  C20  N21  C19  124.49  3.000
 I98  C14  C20  O7   121.88  3.000
 I98  O7   C20  N21  124.34  3.000
 I98  C14  C20  N21  113.75  3.000
 I98  C12  C14  C10  119.65  3.000
 I98  C10  C14  C20  119.46  3.000
 I98  C12  C14  C20  120.81  3.000
 I98  H9   C10  C16  118.87  3.000
 I98  H9   C10  C14  119.45  3.000
 I98  C16  C10  C14  121.67  3.000
 I98  H10  C16  C8   121.34  3.000
 I98  H10  C16  C10  120.91  3.000
 I98  C8   C16  C10  117.75  3.000
 I98  C9   C8   CL4  118.36  3.000
 I98  C9   C8   C16  122.36  3.000
 I98  CL4  C8   C16  119.27  3.000
 I98  H11  C9   C12  121.41  3.000
 I98  H11  C9   C8   119.32  3.000
 I98  C12  C9   C8   119.27  3.000
 I98  O1   C12  C9   124.05  3.000
 I98  O1   C12  C14  116.65  3.000
 I98  C9   C12  C14  119.29  3.000
 I98  C3   O1   C12  119.02  3.000
 I98  H13  C3   H12  107.17  3.000
 I98  H13  C3   C5   109.24  3.000
 I98  H12  C3   C5   108.75  3.000
 I98  H13  C3   O1   110.34  3.000
 I98  H12  C3   O1   110.35  3.000
 I98  C5   C3   O1   110.89  3.000
 I98  O23  C5   O6   128.34  3.000
 I98  O6   C5   C3   113.10  3.000
 I98  O23  C5   C3   118.56  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
 I98  CONST_01  C17  C13  C22  C15     0.00   0.0  0
 I98  CONST_02  C17  C18  C11  C15     0.00   0.0  0
 I98  CONST_03  C13  C22  C15  C11     0.00   0.0  0
 I98  CONST_04  C13  C17  C18  C11     0.00   0.0  0
 I98  CONST_05  C22  C13  C17  C18     0.00   0.0  0
 I98  CONST_06  C22  C15  C11  C18     0.00   0.0  0
 I98  CONST_07  C8   C9   C12  C14     0.00   0.0  0
 I98  CONST_08  C8   C16  C10  C14     0.00   0.0  0
 I98  CONST_09  C9   C8   C16  C10     0.00   0.0  0
 I98  CONST_10  C9   C12  C14  C10     0.00   0.0  0
 I98  CONST_11  C12  C9   C8   C16     0.00   0.0  0
 I98  CONST_12  C12  C14  C10  C16     0.00   0.0  0
 I98  CONST_13  C13  C22  C15  F     180.00   0.0  0
 I98  CONST_14  C18  C11  C15  F     180.00   0.0  0
 I98  CONST_15  N2   C18  C11  C15   180.00   0.0  0
 I98  CONST_16  C19  C22  C15  C11   180.00   0.0  0
 I98  CONST_17  C13  C17  C18  N2    180.00   0.0  0
 I98  CONST_18  C19  C22  C13  C17   180.00   0.0  0
 I98  CONST_19  C9   C12  C14  C20   180.00   0.0  0
 I98  CONST_20  C16  C10  C14  C20   180.00   0.0  0
 I98  CONST_21  CL4  C8   C16  C10   180.00   0.0  0
 I98  CONST_22  O1   C12  C14  C10   180.00   0.0  0
 I98  CONST_23  O1   C12  C9   C8    180.00   0.0  0
 I98  CONST_24  C12  C9   C8   CL4   180.00   0.0  0
 I98  CONST_25  H5   C13  C22  C15   180.00   0.0  0
 I98  CONST_26  H4   C17  C18  C11   180.00   0.0  0
 I98  CONST_27  H1   C11  C18  C17   180.00   0.0  0
 I98  CONST_28  H11  C9   C12  C14   180.00   0.0  0
 I98  CONST_29  H10  C16  C10  C14   180.00   0.0  0
 I98  CONST_30  H9   C10  C16  C8    180.00   0.0  0
 I98  CONST_33  C14  C20  N21  C19   180.00   0.0  0
 I98  CONST_34  H8   N21  C20  C14     0.00   0.0  0
 I98  CONST_35  O7   C20  N21  C19     0.00   0.0  0
 I98  Var_01    N21  C19  C22  C15   -62.97  30.0  2
 I98  Var_02    C12  C14  C20  N21  -122.88  30.0  2
 I98  Var_03    C20  N21  C19  C22   118.63  30.0  1
 I98  Var_04    C5   C3   O1   C12  -176.98  30.0  1
 I98  Var_05    O23  C5   C3   O1      3.91  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
 I98  plan-1  F    0.020
 I98  plan-1  C15  0.020
 I98  plan-1  C11  0.020
 I98  plan-1  C18  0.020
 I98  plan-1  N2   0.020
 I98  plan-1  C17  0.020
 I98  plan-1  C13  0.020
 I98  plan-1  C22  0.020
 I98  plan-1  C19  0.020
 I98  plan-1  H1   0.020
 I98  plan-1  H4   0.020
 I98  plan-1  H5   0.020
 I98  plan-2  C20  0.020
 I98  plan-2  C14  0.020
 I98  plan-2  C10  0.020
 I98  plan-2  C16  0.020
 I98  plan-2  C8   0.020
 I98  plan-2  CL4  0.020
 I98  plan-2  C9   0.020
 I98  plan-2  C12  0.020
 I98  plan-2  O1   0.020
 I98  plan-2  H9   0.020
 I98  plan-2  H10  0.020
 I98  plan-2  H11  0.020
 I98  plan-3  C19  0.020
 I98  plan-3  N21  0.020
 I98  plan-3  C20  0.020
 I98  plan-3  O7   0.020
 I98  plan-3  C14  0.020
 I98  plan-3  H8   0.020
 I98  plan-4  C18  0.020
 I98  plan-4  N2   0.020
 I98  plan-4  H2   0.020
 I98  plan-4  H3   0.020
 I98  plan-5  C3   0.020
 I98  plan-5  C5   0.020
 I98  plan-5  O6   0.020
 I98  plan-5  O23  0.020

