# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 15:58:51 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {2-[(4-bromobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(Br)cc2
#
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
 W8X  W8X  '{2-[(4-bromobenzyl)carbamoyl]-5-chlorophenoxy}acetic acid'  ligand  36  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W8X
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
 W8X  O23  O   OH1   0  -0.590  -6.2961  -2.8965   1.3952
 W8X  C21  C   C     0   0.514  -5.1438  -2.6262   0.8031
 W8X  O22  O   O     0  -0.417  -4.3119  -3.4397   0.5106
 W8X  C20  C   CH2   0  -0.303  -5.0351  -1.1425   0.5502
 W8X  O19  O   O2    0  -0.446  -3.7869  -0.9060  -0.0432
 W8X  C12  C   CR6   0   0.402  -3.4259   0.3593  -0.3046
 W8X  C15  C   CR16  0  -0.335  -4.2468   1.4604  -0.0843
 W8X  C17  C   CR6   0  -0.026  -3.7586   2.7296  -0.3645
 W8X  CL1  CL  CL    0  -0.114  -4.7946   4.0891  -0.0934
 W8X  C16  C   CR16  0  -0.238  -2.4796   2.9359  -0.8439
 W8X  C14  C   CR16  0  -0.247  -1.6720   1.8251  -1.0498
 W8X  C13  C   CR6   0  -0.169  -2.1283   0.5414  -0.7986
 W8X  C10  C   C     0   0.522  -1.2607  -0.6417  -1.1004
 W8X  O11  O   O     0  -0.475  -1.5737  -1.4802  -1.9291
 W8X  N9   N   NH1   0  -0.617  -0.1087  -0.6650  -0.4120
 W8X  C8   C   CH2   0  -0.327   0.8831  -1.7102  -0.5695
 W8X  C2   C   CR6   0   0.070   2.2238  -1.2252  -0.0929
 W8X  C3   C   CR16  0  -0.293   2.7792  -1.7076   1.0851
 W8X  C5   C   CR16  0  -0.212   4.0103  -1.2501   1.5380
 W8X  C6   C   CR6   0  -0.120   4.6848  -0.2941   0.7964
 W8X  BR7  BR  BR    0  -0.046   6.3601   0.3375   1.3976
 W8X  C4   C   CR16  0  -0.214   4.1511   0.2074  -0.3836
 W8X  C1   C   CR16  0  -0.276   2.9220  -0.2626  -0.8180
 W8X  H1   H   HOH1  0   0.491  -6.3787  -3.8484   1.5569
 W8X  H2   H   HCH2  0   0.282  -5.8630  -0.8314  -0.0984
 W8X  H3   H   HCH2  0   0.280  -5.1438  -0.6084   1.5016
 W8X  H4   H   HCR6  0   0.308  -5.2519   1.3526   0.2993
 W8X  H5   H   HCR6  0   0.284  -2.1138   3.9305  -1.0538
 W8X  H6   H   HCR6  0   0.276  -0.6678   1.9708  -1.4275
 W8X  H7   H   HNH1  0   0.411   0.0128  -0.0100   0.3443
 W8X  H8   H   HCH2  0   0.261   0.5902  -2.6093  -0.0204
 W8X  H9   H   HCH2  0   0.267   0.9344  -1.9832  -1.6242
 W8X  H10  H   HCR6  0   0.268   2.2499  -2.4523   1.6667
 W8X  H11  H   HCR6  0   0.281   4.4247  -1.6401   2.4578
 W8X  H12  H   HCR6  0   0.281   4.6804   0.9505  -0.9646
 W8X  H13  H   HCR6  0   0.267   2.5066   0.1268  -1.7396

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
 W8X  O22  C21  double    1.200  0.020  1.200
 W8X  C20  C21  single    1.509  0.020  1.509
 W8X  C20  O19  single    1.402  0.020  1.402
 W8X  CL1  C17  single    1.731  0.020  1.731
 W8X  C21  O23  single    1.323  0.020  1.323
 W8X  C15  C17  aromatic  1.388  0.020  1.388
 W8X  C15  C12  aromatic  1.391  0.020  1.391
 W8X  O19  C12  single    1.342  0.020  1.342
 W8X  C17  C16  aromatic  1.381  0.020  1.381
 W8X  C12  C13  aromatic  1.400  0.020  1.400
 W8X  C16  C14  aromatic  1.389  0.020  1.389
 W8X  C13  C14  aromatic  1.385  0.020  1.385
 W8X  C13  C10  single    1.498  0.020  1.498
 W8X  N9   C10  single    1.342  0.020  1.342
 W8X  N9   C8   single    1.449  0.020  1.449
 W8X  C10  O11  double    1.220  0.020  1.220
 W8X  C8   C2   single    1.503  0.020  1.503
 W8X  C2   C3   aromatic  1.389  0.020  1.389
 W8X  C2   C1   aromatic  1.393  0.020  1.393
 W8X  C3   C5   aromatic  1.389  0.020  1.389
 W8X  C1   C4   aromatic  1.386  0.020  1.386
 W8X  C5   C6   aromatic  1.385  0.020  1.385
 W8X  C4   C6   aromatic  1.389  0.020  1.389
 W8X  C6   BR7  single    1.889  0.020  1.889
 W8X  O23  H1   single    0.850  0.020  0.980
 W8X  C20  H2   single    0.970  0.020  1.090
 W8X  C20  H3   single    0.970  0.020  1.090
 W8X  C15  H4   single    0.930  0.020  1.080
 W8X  C16  H5   single    0.930  0.020  1.080
 W8X  C14  H6   single    0.930  0.020  1.080
 W8X  N9   H7   single    0.860  0.020  1.020
 W8X  C8   H8   single    0.970  0.020  1.090
 W8X  C8   H9   single    0.970  0.020  1.090
 W8X  C3   H10  single    0.930  0.020  1.080
 W8X  C5   H11  single    0.930  0.020  1.080
 W8X  C4   H12  single    0.930  0.020  1.080
 W8X  C1   H13  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
 W8X  H1   O23  C21  110.46  3.000
 W8X  C20  C21  O22  125.16  3.000
 W8X  C20  C21  O23  109.79  3.000
 W8X  O22  C21  O23  125.05  3.000
 W8X  H3   C20  H2   107.47  3.000
 W8X  H3   C20  O19  111.92  3.000
 W8X  H2   C20  O19  111.96  3.000
 W8X  H3   C20  C21  109.05  3.000
 W8X  H2   C20  C21  108.88  3.000
 W8X  O19  C20  C21  107.51  3.000
 W8X  C12  O19  C20  118.76  3.000
 W8X  C13  C12  C15  119.99  3.000
 W8X  C13  C12  O19  116.15  3.000
 W8X  C15  C12  O19  123.85  3.000
 W8X  H4   C15  C17  119.31  3.000
 W8X  H4   C15  C12  121.73  3.000
 W8X  C17  C15  C12  118.96  3.000
 W8X  C16  C17  CL1  119.43  3.000
 W8X  C16  C17  C15  122.15  3.000
 W8X  CL1  C17  C15  118.43  3.000
 W8X  H5   C16  C14  120.71  3.000
 W8X  H5   C16  C17  121.23  3.000
 W8X  C14  C16  C17  118.06  3.000
 W8X  H6   C14  C13  119.57  3.000
 W8X  H6   C14  C16  118.91  3.000
 W8X  C13  C14  C16  121.52  3.000
 W8X  C10  C13  C14  120.31  3.000
 W8X  C10  C13  C12  120.34  3.000
 W8X  C14  C13  C12  119.32  3.000
 W8X  N9   C10  O11  123.83  3.000
 W8X  O11  C10  C13  122.09  3.000
 W8X  N9   C10  C13  114.05  3.000
 W8X  H7   N9   C8   117.89  3.000
 W8X  H7   N9   C10  118.49  3.000
 W8X  C8   N9   C10  122.96  3.000
 W8X  H9   C8   H8   107.00  3.000
 W8X  H9   C8   C2   110.21  3.000
 W8X  H8   C8   C2   110.18  3.000
 W8X  H9   C8   N9   108.52  3.000
 W8X  H8   C8   N9   110.80  3.000
 W8X  C2   C8   N9   110.07  3.000
 W8X  C1   C2   C3   118.76  3.000
 W8X  C1   C2   C8   120.33  3.000
 W8X  C3   C2   C8   120.90  3.000
 W8X  H10  C3   C5   118.97  3.000
 W8X  H10  C3   C2   119.93  3.000
 W8X  C5   C3   C2   121.10  3.000
 W8X  H11  C5   C6   121.17  3.000
 W8X  H11  C5   C3   119.87  3.000
 W8X  C6   C5   C3   118.96  3.000
 W8X  C4   C6   BR7  119.39  3.000
 W8X  BR7  C6   C5   119.49  3.000
 W8X  C4   C6   C5   121.13  3.000
 W8X  H12  C4   C1   119.91  3.000
 W8X  H12  C4   C6   121.09  3.000
 W8X  C1   C4   C6   119.00  3.000
 W8X  H13  C1   C4   119.00  3.000
 W8X  H13  C1   C2   119.94  3.000
 W8X  C4   C1   C2   121.05  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
 W8X  CONST_01  C16  C17  C15  C12     0.00   0.0  0
 W8X  CONST_02  C16  C14  C13  C12     0.00   0.0  0
 W8X  CONST_03  C14  C16  C17  C15     0.00   0.0  0
 W8X  CONST_04  C14  C13  C12  C15     0.00   0.0  0
 W8X  CONST_05  C13  C12  C15  C17     0.00   0.0  0
 W8X  CONST_06  C13  C14  C16  C17     0.00   0.0  0
 W8X  CONST_07  C6   C5   C3   C2      0.00   0.0  0
 W8X  CONST_08  C6   C4   C1   C2      0.00   0.0  0
 W8X  CONST_09  C4   C1   C2   C3      0.00   0.0  0
 W8X  CONST_10  C4   C6   C5   C3      0.00   0.0  0
 W8X  CONST_11  C1   C2   C3   C5      0.00   0.0  0
 W8X  CONST_12  C1   C4   C6   C5      0.00   0.0  0
 W8X  CONST_13  C17  C15  C12  O19   180.00   0.0  0
 W8X  CONST_14  C14  C13  C12  O19   180.00   0.0  0
 W8X  CONST_15  CL1  C17  C15  C12   180.00   0.0  0
 W8X  CONST_16  C10  C13  C12  C15   180.00   0.0  0
 W8X  CONST_17  C14  C16  C17  CL1   180.00   0.0  0
 W8X  CONST_18  C10  C13  C14  C16   180.00   0.0  0
 W8X  CONST_19  C5   C3   C2   C8    180.00   0.0  0
 W8X  CONST_20  C4   C1   C2   C8    180.00   0.0  0
 W8X  CONST_21  BR7  C6   C5   C3    180.00   0.0  0
 W8X  CONST_22  C1   C4   C6   BR7   180.00   0.0  0
 W8X  CONST_23  H6   C14  C13  C12   180.00   0.0  0
 W8X  CONST_24  H5   C16  C17  C15   180.00   0.0  0
 W8X  CONST_25  H4   C15  C17  C16   180.00   0.0  0
 W8X  CONST_26  H11  C5   C3   C2    180.00   0.0  0
 W8X  CONST_27  H12  C4   C1   C2    180.00   0.0  0
 W8X  CONST_28  H13  C1   C2   C3    180.00   0.0  0
 W8X  CONST_29  H10  C3   C5   C6    180.00   0.0  0
 W8X  CONST_30  C8   N9   C10  C13   180.00   0.0  0
 W8X  CONST_31  H7   N9   C10  C13     0.00   0.0  0
 W8X  CONST_32  C8   N9   C10  O11     0.00   0.0  0
 W8X  CONST_33  H1   O23  C21  O22     0.00   0.0  0
 W8X  Var_01    C15  C12  O19  C20    -3.40  30.0  2
 W8X  Var_02    N9   C10  C13  C12  -121.03  30.0  2
 W8X  Var_03    C3   C2   C8   N9    108.50  30.0  2
 W8X  Var_04    C2   C8   N9   C10   159.00  30.0  3
 W8X  Var_05    H2   C20  O19  C12    63.76  30.0  1
 W8X  Var_06    O19  C20  C21  O23   178.45  30.0  1

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
 W8X  plan-1  O19  0.020
 W8X  plan-1  C12  0.020
 W8X  plan-1  C15  0.020
 W8X  plan-1  C17  0.020
 W8X  plan-1  CL1  0.020
 W8X  plan-1  C16  0.020
 W8X  plan-1  C14  0.020
 W8X  plan-1  C13  0.020
 W8X  plan-1  C10  0.020
 W8X  plan-1  H4   0.020
 W8X  plan-1  H5   0.020
 W8X  plan-1  H6   0.020
 W8X  plan-2  C8   0.020
 W8X  plan-2  C2   0.020
 W8X  plan-2  C3   0.020
 W8X  plan-2  C5   0.020
 W8X  plan-2  C6   0.020
 W8X  plan-2  BR7  0.020
 W8X  plan-2  C4   0.020
 W8X  plan-2  C1   0.020
 W8X  plan-2  H10  0.020
 W8X  plan-2  H11  0.020
 W8X  plan-2  H12  0.020
 W8X  plan-2  H13  0.020
 W8X  plan-3  C13  0.020
 W8X  plan-3  C10  0.020
 W8X  plan-3  O11  0.020
 W8X  plan-3  N9   0.020
 W8X  plan-3  C8   0.020
 W8X  plan-3  H7   0.020
 W8X  plan-4  O23  0.020
 W8X  plan-4  C21  0.020
 W8X  plan-4  O22  0.020
 W8X  plan-4  C20  0.020
 W8X  plan-4  H1   0.020

