# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 07:01:47 2021
#   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  38  24  .  2021-08-11  2022-11-17
;
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  -0.320  50.0068   -6.1808  106.5044
 I98  C15  C   CR6   0   0.536  51.2952   -6.5654  106.5995
 I98  C11  C   CR16  0  -0.481  51.9887   -6.2093  107.7354
 I98  C18  C   CR6   0   0.315  53.3293   -6.5889  107.8651
 I98  N2   N   NH2   0  -0.861  54.0650   -6.2033  108.9616
 I98  C17  C   CR16  0  -0.328  53.9079   -7.3228  106.8230
 I98  C13  C   CR16  0  -0.269  53.1703   -7.6569  105.6993
 I98  C22  C   CR6   0  -0.148  51.8371   -7.2906  105.5505
 I98  C19  C   CH2   0  -0.316  51.0043   -7.6182  104.3319
 I98  N21  N   NH1   0  -0.641  51.6530   -8.5180  103.4128
 I98  C20  C   C     0   0.533  51.6483   -9.8483  103.5930
 I98  O7   O   O     0  -0.478  51.0952  -10.3763  104.5477
 I98  C14  C   CR6   0  -0.139  52.4154  -10.6842  102.6124
 I98  C10  C   CR16  0  -0.271  53.0265  -11.8266  103.1198
 I98  C16  C   CR16  0  -0.230  53.7875  -12.6688  102.3282
 I98  C8   C   CR6   0  -0.027  53.9147  -12.3603  100.9857
 I98  CL4  CL  CL    0  -0.109  54.8577  -13.3851   99.9616
 I98  C9   C   CR16  0  -0.316  53.3008  -11.2501  100.4296
 I98  C12  C   CR6   0   0.403  52.5457  -10.4113  101.2432
 I98  O1   O   O2    0  -0.475  51.8811   -9.3386  100.7670
 I98  C3   C   CH2   0  -0.346  52.1806   -8.8350   99.4908
 I98  C5   C   C     0   0.517  53.5420   -8.1757   99.3922
 I98  O6   O   OH1   0  -0.575  54.0789   -7.9355  100.5739
 I98  O23  O   O     0  -0.431  54.0352   -7.8805   98.3356
 I98  H1   H   HCR6  0   0.275  51.4937   -5.6400  108.5131
 I98  H2   H   HNH2  0   0.382  53.5405   -6.0075  109.7987
 I98  H3   H   HNH2  0   0.381  54.8864   -6.7537  109.1525
 I98  H4   H   HCR6  0   0.258  54.9429   -7.6337  106.8961
 I98  H5   H   HCR6  0   0.246  53.6558   -8.2218  104.9136
 I98  H6   H   HCH2  0   0.275  50.7745   -6.7056  103.7793
 I98  H7   H   HCH2  0   0.260  50.0473   -8.0474  104.6321
 I98  H8   H   HNH1  0   0.405  52.1465   -8.1187  102.6329
 I98  H9   H   HCR6  0   0.277  52.9191  -12.0560  104.1711
 I98  H10  H   HCR6  0   0.284  54.2676  -13.5399  102.7503
 I98  H11  H   HCR6  0   0.307  53.4091  -11.0684   99.3697
 I98  H12  H   HCH2  0   0.326  51.4306   -8.0675   99.2892
 I98  H13  H   HCH2  0   0.287  52.0804   -9.5829   98.7004
 I98  H14  H   HOH1  0   0.493  54.9378   -7.4958  100.4750

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   double    1.203  0.020  1.203
 I98  C3   C5   single    1.516  0.020  1.516
 I98  C3   O1   single    1.404  0.020  1.404
 I98  CL4  C8   single    1.729  0.020  1.729
 I98  C5   O6   single    1.320  0.020  1.320
 I98  C9   C8   aromatic  1.385  0.020  1.385
 I98  C9   C12  aromatic  1.391  0.020  1.391
 I98  O1   C12  single    1.349  0.020  1.349
 I98  C8   C16  aromatic  1.383  0.020  1.383
 I98  C12  C14  aromatic  1.402  0.020  1.402
 I98  C16  C10  aromatic  1.384  0.020  1.384
 I98  C14  C10  aromatic  1.391  0.020  1.391
 I98  C14  C20  single    1.500  0.020  1.500
 I98  N21  C20  single    1.342  0.020  1.342
 I98  N21  C19  single    1.441  0.020  1.441
 I98  C20  O7   double    1.223  0.020  1.223
 I98  C19  C22  single    1.512  0.020  1.512
 I98  C22  C13  aromatic  1.391  0.020  1.391
 I98  C22  C15  aromatic  1.386  0.020  1.386
 I98  C13  C17  aromatic  1.385  0.020  1.385
 I98  F    C15  single    1.348  0.020  1.348
 I98  C15  C11  aromatic  1.378  0.020  1.378
 I98  C17  C18  aromatic  1.400  0.020  1.400
 I98  C11  C18  aromatic  1.399  0.020  1.399
 I98  C18  N2   single    1.376  0.020  1.376
 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
 I98  O6   H14  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
 I98  C22  C15  C11  124.24  3.000
 I98  C11  C15  F    117.74  3.000
 I98  C22  C15  F    118.02  3.000
 I98  H1   C11  C18  120.91  3.000
 I98  H1   C11  C15  119.85  3.000
 I98  C18  C11  C15  119.24  3.000
 I98  C17  C18  N2   121.29  3.000
 I98  N2   C18  C11  120.68  3.000
 I98  C17  C18  C11  117.98  3.000
 I98  H3   N2   H2   111.93  3.000
 I98  H3   N2   C18  115.73  3.000
 I98  H2   N2   C18  116.02  3.000
 I98  H4   C17  C13  119.63  3.000
 I98  H4   C17  C18  119.68  3.000
 I98  C13  C17  C18  120.69  3.000
 I98  H5   C13  C22  119.32  3.000
 I98  H5   C13  C17  118.41  3.000
 I98  C22  C13  C17  122.26  3.000
 I98  C19  C22  C13  123.87  3.000
 I98  C13  C22  C15  115.58  3.000
 I98  C19  C22  C15  120.54  3.000
 I98  H7   C19  H6   106.48  3.000
 I98  H7   C19  N21  108.96  3.000
 I98  H6   C19  N21  107.10  3.000
 I98  H7   C19  C22  110.28  3.000
 I98  H6   C19  C22  110.05  3.000
 I98  N21  C19  C22  113.67  3.000
 I98  H8   N21  C20  119.96  3.000
 I98  H8   N21  C19  117.89  3.000
 I98  C20  N21  C19  122.12  3.000
 I98  C14  C20  O7   120.07  3.000
 I98  O7   C20  N21  122.29  3.000
 I98  C14  C20  N21  117.57  3.000
 I98  C12  C14  C10  118.36  3.000
 I98  C10  C14  C20  116.35  3.000
 I98  C12  C14  C20  125.28  3.000
 I98  H9   C10  C16  118.79  3.000
 I98  H9   C10  C14  119.01  3.000
 I98  C16  C10  C14  122.18  3.000
 I98  H10  C16  C8   121.21  3.000
 I98  H10  C16  C10  120.76  3.000
 I98  C8   C16  C10  118.03  3.000
 I98  C9   C8   CL4  118.62  3.000
 I98  C9   C8   C16  121.85  3.000
 I98  CL4  C8   C16  119.53  3.000
 I98  H11  C9   C12  121.77  3.000
 I98  H11  C9   C8   118.95  3.000
 I98  C12  C9   C8   119.27  3.000
 I98  O1   C12  C9   122.71  3.000
 I98  O1   C12  C14  116.99  3.000
 I98  C9   C12  C14  120.27  3.000
 I98  C3   O1   C12  120.07  3.000
 I98  H13  C3   H12  106.54  3.000
 I98  H13  C3   C5   109.45  3.000
 I98  H12  C3   C5   107.41  3.000
 I98  H13  C3   O1   113.10  3.000
 I98  H12  C3   O1   105.87  3.000
 I98  C5   C3   O1   113.99  3.000
 I98  O23  C5   O6   125.10  3.000
 I98  O6   C5   C3   112.72  3.000
 I98  O23  C5   C3   122.15  3.000
 I98  H14  O6   C5   110.57  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  CONST_36  H14  O6   C5   C3    180.00   0.0  0
 I98  Var_01    N21  C19  C22  C15  -172.47  30.0  3
 I98  Var_02    C12  C14  C20  N21   -35.17  30.0  2
 I98  Var_03    C20  N21  C19  C22    82.22  30.0  1
 I98  Var_04    C5   C3   O1   C12   -69.46  30.0  1
 I98  Var_05    O23  C5   C3   O1    168.28  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
 I98  plan-5  H14  0.020

