# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 09:55:23 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {2-[(4-bromo-2,6-difluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(Cl)ccc1C(=O)NCc2c(F)cc(Br)cc2F
#
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
 4O8  4O8  '{2-[(4-bromo-2,6-difluorobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid'  ligand  35  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4O8
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
 4O8  O21  O   OC    -1  -0.622  -7.0623  -2.7663   0.2427
 4O8  C19  C   C      0   0.386  -5.8372  -2.5533   0.1572
 4O8  O20  O   O      0  -0.585  -4.9132  -3.3768   0.1518
 4O8  C18  C   CH2    0  -0.343  -5.4895  -1.0585   0.0567
 4O8  O17  O   O2     0  -0.438  -4.0911  -0.8762  -0.0983
 4O8  C11  C   CR6    0   0.403  -3.6034   0.3611  -0.1798
 4O8  C13  C   CR16   0  -0.343  -4.3836   1.5146  -0.1024
 4O8  C15  C   CR6    0  -0.023  -3.7688   2.7563  -0.1730
 4O8  CL2  CL  CL     0  -0.120  -4.7617   4.1733  -0.0795
 4O8  C14  C   CR16   0  -0.245  -2.4010   2.8971  -0.3090
 4O8  C12  C   CR16   0  -0.249  -1.6353   1.7410  -0.3753
 4O8  C10  C   CR6    0  -0.184  -2.2120   0.4818  -0.3230
 4O8  C9   C   C      0   0.525  -1.3514  -0.7303  -0.4927
 4O8  O16  O   O      0  -0.469  -1.5221  -1.5252  -1.3998
 4O8  N8   N   NH1    0  -0.619  -0.3647  -0.8252   0.4192
 4O8  C7   C   CH2    0  -0.349   0.6952  -1.8045   0.3661
 4O8  C1   C   CR6    0  -0.297   2.0420  -1.1442   0.2267
 4O8  C2   C   CR6    0   0.574   2.3678  -0.3964  -0.8972
 4O8  F25  F   F      0  -0.297   1.4539  -0.2972  -1.8669
 4O8  C3   C   CR6    0   0.560   3.0278  -1.2101   1.1989
 4O8  F24  F   F      0  -0.299   2.7838  -1.9100   2.3117
 4O8  C5   C   CR16   0  -0.390   4.2599  -0.5910   1.0892
 4O8  C6   C   CR6    0  -0.096   4.5138   0.1383  -0.0599
 4O8  BR2  BR  BR     0  -0.008   6.1742   0.9992  -0.2520
 4O8  C4   C   CR16   0  -0.386   3.5737   0.2509  -1.0734
 4O8  H2   H   HCH2   0   0.234  -6.0279  -0.6207  -0.7921
 4O8  H3   H   HCH2   0   0.235  -5.8425  -0.5493   0.9617
 4O8  H4   H   HCR6   0   0.302  -5.4558   1.4602   0.0167
 4O8  H5   H   HCR6   0   0.280  -1.9387   3.8720  -0.3653
 4O8  H6   H   HCR6   0   0.271  -0.5623   1.8337  -0.4895
 4O8  H7   H   HNH1   0   0.410  -0.3460  -0.1651   1.1806
 4O8  H8   H   HCH2   0   0.283   0.6693  -2.4263   1.2595
 4O8  H9   H   HCH2   0   0.286   0.5101  -2.4663  -0.4786
 4O8  H10  H   HCR6   0   0.307   4.9856  -0.6858   1.8852
 4O8  H11  H   HCR6   0   0.306   3.7602   0.8168  -1.9760

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
 4O8  O20  C19  deloc     1.238  0.020  1.238
 4O8  C18  C19  single    1.538  0.020  1.538
 4O8  C18  O17  single    1.419  0.020  1.419
 4O8  CL2  C15  single    1.733  0.020  1.733
 4O8  C19  O21  deloc     1.246  0.020  1.246
 4O8  C13  C15  aromatic  1.387  0.020  1.387
 4O8  C13  C11  aromatic  1.395  0.020  1.395
 4O8  O17  C11  single    1.332  0.020  1.332
 4O8  C15  C14  aromatic  1.382  0.020  1.382
 4O8  C11  C10  aromatic  1.404  0.020  1.404
 4O8  C14  C12  aromatic  1.388  0.020  1.388
 4O8  C10  C12  aromatic  1.386  0.020  1.386
 4O8  C10  C9   single    1.496  0.020  1.496
 4O8  N8   C9   single    1.347  0.020  1.347
 4O8  N8   C7   single    1.444  0.020  1.444
 4O8  C9   O16  double    1.218  0.020  1.218
 4O8  C7   C1   single    1.506  0.020  1.506
 4O8  F24  C3   single    1.337  0.020  1.337
 4O8  C1   C3   aromatic  1.386  0.020  1.386
 4O8  C1   C2   aromatic  1.389  0.020  1.389
 4O8  C3   C5   aromatic  1.383  0.020  1.383
 4O8  F25  C2   single    1.336  0.020  1.336
 4O8  C2   C4   aromatic  1.380  0.020  1.380
 4O8  C5   C6   aromatic  1.384  0.020  1.384
 4O8  C4   C6   aromatic  1.387  0.020  1.387
 4O8  C6   BR2  single    1.880  0.020  1.880
 4O8  C18  H2   single    0.970  0.020  1.090
 4O8  C18  H3   single    0.970  0.020  1.090
 4O8  C13  H4   single    0.930  0.020  1.080
 4O8  C14  H5   single    0.930  0.020  1.080
 4O8  C12  H6   single    0.930  0.020  1.080
 4O8  N8   H7   single    0.860  0.020  1.020
 4O8  C7   H8   single    0.970  0.020  1.090
 4O8  C7   H9   single    0.970  0.020  1.090
 4O8  C5   H10  single    0.930  0.020  1.080
 4O8  C4   H11  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
 4O8  C18  C19  O20  118.53  3.000
 4O8  C18  C19  O21  113.13  3.000
 4O8  O20  C19  O21  128.34  3.000
 4O8  H3   C18  H2   107.18  3.000
 4O8  H3   C18  O17  110.35  3.000
 4O8  H2   C18  O17  110.37  3.000
 4O8  H3   C18  C19  108.94  3.000
 4O8  H2   C18  C19  109.13  3.000
 4O8  O17  C18  C19  110.78  3.000
 4O8  C11  O17  C18  119.13  3.000
 4O8  C10  C11  C13  119.27  3.000
 4O8  C10  C11  O17  116.66  3.000
 4O8  C13  C11  O17  124.05  3.000
 4O8  H4   C13  C15  119.38  3.000
 4O8  H4   C13  C11  121.31  3.000
 4O8  C15  C13  C11  119.31  3.000
 4O8  C14  C15  CL2  119.29  3.000
 4O8  C14  C15  C13  122.33  3.000
 4O8  CL2  C15  C13  118.38  3.000
 4O8  H5   C14  C12  120.86  3.000
 4O8  H5   C14  C15  121.38  3.000
 4O8  C12  C14  C15  117.77  3.000
 4O8  H6   C12  C10  119.60  3.000
 4O8  H6   C12  C14  118.70  3.000
 4O8  C10  C12  C14  121.69  3.000
 4O8  C9   C10  C12  119.50  3.000
 4O8  C9   C10  C11  120.80  3.000
 4O8  C12  C10  C11  119.62  3.000
 4O8  N8   C9   O16  124.11  3.000
 4O8  O16  C9   C10  122.18  3.000
 4O8  N8   C9   C10  113.68  3.000
 4O8  H7   N8   C7   117.28  3.000
 4O8  H7   N8   C9   118.62  3.000
 4O8  C7   N8   C9   124.09  3.000
 4O8  H9   C7   H8   106.59  3.000
 4O8  H9   C7   C1   110.28  3.000
 4O8  H8   C7   C1   110.33  3.000
 4O8  H9   C7   N8   108.42  3.000
 4O8  H8   C7   N8   109.86  3.000
 4O8  C1   C7   N8   111.24  3.000
 4O8  C3   C1   C2   115.24  3.000
 4O8  C2   C1   C7   121.37  3.000
 4O8  C3   C1   C7   123.37  3.000
 4O8  C4   C2   F25  118.05  3.000
 4O8  C4   C2   C1   124.12  3.000
 4O8  F25  C2   C1   117.83  3.000
 4O8  C5   C3   F24  117.57  3.000
 4O8  C5   C3   C1   123.82  3.000
 4O8  F24  C3   C1   118.61  3.000
 4O8  H10  C5   C6   122.29  3.000
 4O8  H10  C5   C3   120.01  3.000
 4O8  C6   C5   C3   117.71  3.000
 4O8  C4   C6   BR2  119.13  3.000
 4O8  BR2  C6   C5   119.20  3.000
 4O8  C4   C6   C5   121.66  3.000
 4O8  H11  C4   C6   122.37  3.000
 4O8  H11  C4   C2   120.18  3.000
 4O8  C6   C4   C2   117.45  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
 4O8  CONST_01  C14  C15  C13  C11     0.00   0.0  0
 4O8  CONST_02  C14  C12  C10  C11     0.00   0.0  0
 4O8  CONST_03  C12  C14  C15  C13     0.00   0.0  0
 4O8  CONST_04  C12  C10  C11  C13     0.00   0.0  0
 4O8  CONST_05  C10  C11  C13  C15     0.00   0.0  0
 4O8  CONST_06  C10  C12  C14  C15     0.00   0.0  0
 4O8  CONST_07  C6   C5   C3   C1      0.00   0.0  0
 4O8  CONST_08  C6   C4   C2   C1      0.00   0.0  0
 4O8  CONST_09  C5   C3   C1   C2      0.00   0.0  0
 4O8  CONST_10  C5   C6   C4   C2      0.00   0.0  0
 4O8  CONST_11  C4   C2   C1   C3      0.00   0.0  0
 4O8  CONST_12  C4   C6   C5   C3      0.00   0.0  0
 4O8  CONST_13  C15  C13  C11  O17   180.00   0.0  0
 4O8  CONST_14  C12  C10  C11  O17   180.00   0.0  0
 4O8  CONST_15  CL2  C15  C13  C11   180.00   0.0  0
 4O8  CONST_16  C9   C10  C11  C13   180.00   0.0  0
 4O8  CONST_17  C12  C14  C15  CL2   180.00   0.0  0
 4O8  CONST_18  C9   C10  C12  C14   180.00   0.0  0
 4O8  CONST_19  C5   C3   C1   C7    180.00   0.0  0
 4O8  CONST_20  C4   C2   C1   C7    180.00   0.0  0
 4O8  CONST_21  F24  C3   C1   C2    180.00   0.0  0
 4O8  CONST_22  BR2  C6   C4   C2    180.00   0.0  0
 4O8  CONST_23  C3   C1   C2   F25   180.00   0.0  0
 4O8  CONST_24  C6   C4   C2   F25   180.00   0.0  0
 4O8  CONST_25  BR2  C6   C5   C3    180.00   0.0  0
 4O8  CONST_26  C6   C5   C3   F24   180.00   0.0  0
 4O8  CONST_27  H6   C12  C10  C11   180.00   0.0  0
 4O8  CONST_28  H5   C14  C15  C13   180.00   0.0  0
 4O8  CONST_29  H4   C13  C15  C14   180.00   0.0  0
 4O8  CONST_30  H10  C5   C3   C1    180.00   0.0  0
 4O8  CONST_31  H11  C4   C2   C1    180.00   0.0  0
 4O8  CONST_32  C7   N8   C9   C10   180.00   0.0  0
 4O8  CONST_33  H7   N8   C9   C10     0.00   0.0  0
 4O8  CONST_34  C7   N8   C9   O16     0.00   0.0  0
 4O8  Var_01    C13  C11  O17  C18     1.00  30.0  2
 4O8  Var_02    N8   C9   C10  C11  -124.47  30.0  2
 4O8  Var_03    C3   C1   C7   N8    115.01  30.0  2
 4O8  Var_04    C1   C7   N8   C9    117.66  30.0  3
 4O8  Var_05    H2   C18  O17  C11    60.13  30.0  1
 4O8  Var_06    O17  C18  C19  O21  -177.39  30.0  2

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
 4O8  plan-1  O17  0.020
 4O8  plan-1  C11  0.020
 4O8  plan-1  C13  0.020
 4O8  plan-1  C15  0.020
 4O8  plan-1  CL2  0.020
 4O8  plan-1  C14  0.020
 4O8  plan-1  C12  0.020
 4O8  plan-1  C10  0.020
 4O8  plan-1  C9   0.020
 4O8  plan-1  H4   0.020
 4O8  plan-1  H5   0.020
 4O8  plan-1  H6   0.020
 4O8  plan-2  C7   0.020
 4O8  plan-2  C1   0.020
 4O8  plan-2  C2   0.020
 4O8  plan-2  F25  0.020
 4O8  plan-2  C3   0.020
 4O8  plan-2  F24  0.020
 4O8  plan-2  C5   0.020
 4O8  plan-2  C6   0.020
 4O8  plan-2  BR2  0.020
 4O8  plan-2  C4   0.020
 4O8  plan-2  H10  0.020
 4O8  plan-2  H11  0.020
 4O8  plan-3  C10  0.020
 4O8  plan-3  C9   0.020
 4O8  plan-3  O16  0.020
 4O8  plan-3  N8   0.020
 4O8  plan-3  C7   0.020
 4O8  plan-3  H7   0.020
 4O8  plan-4  O21  0.020
 4O8  plan-4  C19  0.020
 4O8  plan-4  O20  0.020
 4O8  plan-4  C18  0.020

