# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 17 02:37:42 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {5-chloro-2-[(2,4,6-tribromobenzyl)carbamoyl]phenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(Cl)ccc1C(=O)NCc2c(Br)cc(Br)cc2Br
#
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
 MK4  MK4  '{5-chloro-2-[(2,4,6-tribromobenzyl)carbamoyl]phenoxy}acetic acid'  ligand  36  25  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MK4
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
 MK4  O24  O   OH1   0  -0.588   5.3140   2.7874   2.6037
 MK4  C23  C   C     0   0.523   4.4262   2.3905   1.7062
 MK4  O25  O   O     0  -0.416   3.4973   3.0498   1.3260
 MK4  C22  C   CH2   0  -0.302   4.7573   0.9919   1.2450
 MK4  O21  O   O2    0  -0.442   3.8489   0.6395   0.2381
 MK4  C20  C   CR6   0   0.400   3.9374  -0.5831  -0.3077
 MK4  C19  C   CR16  0  -0.334   4.9067  -1.5184   0.0392
 MK4  C17  C   CR6   0  -0.025   4.8942  -2.7621  -0.5778
 MK4  CL   CL  CL    0  -0.115   6.1128  -3.9107  -0.1388
 MK4  C16  C   CR16  0  -0.238   3.9438  -3.1068  -1.5190
 MK4  C15  C   CR16  0  -0.250   2.9768  -2.1645  -1.8448
 MK4  C14  C   CR6   0  -0.171   2.9641  -0.9087  -1.2608
 MK4  C12  C   C     0   0.534   1.9496   0.1119  -1.6742
 MK4  O13  O   O     0  -0.469   2.2665   1.1499  -2.2271
 MK4  N11  N   NH1   0  -0.610   0.6815  -0.2359  -1.3945
 MK4  C10  C   CH2   0  -0.361  -0.4519   0.6189  -1.6651
 MK4  C09  C   CR6   0   0.190  -1.4050   0.6290  -0.4965
 MK4  C02  C   CR6   0  -0.173  -2.6651   0.0272  -0.5302
 MK4  BR1  BR  BR    0  -0.007  -3.2762  -0.8914  -2.0661
 MK4  C03  C   CR16  0  -0.192  -3.5396   0.0497   0.5483
 MK4  C04  C   CR6   0  -0.118  -3.1417   0.6873   1.7090
 MK4  BR5  BR  BR    0  -0.005  -4.3102   0.7352   3.1823
 MK4  C06  C   CR16  0  -0.197  -1.8971   1.2853   1.8089
 MK4  C07  C   CR6   0  -0.159  -1.0508   1.2432   0.7117
 MK4  BR8  BR  BR    0   0.007   0.6455   2.0386   0.9101
 MK4  H1   H   HOH1  0   0.492   5.1035   3.6804   2.9159
 MK4  H2   H   HCH2  0   0.281   5.7934   0.9716   0.8879
 MK4  H3   H   HCH2  0   0.283   4.6948   0.3157   2.1065
 MK4  H4   H   HCR6  0   0.309   5.6664  -1.3022   0.7770
 MK4  H5   H   HCR6  0   0.283   3.9478  -4.0794  -1.9896
 MK4  H6   H   HCR6  0   0.279   2.2246  -2.4176  -2.5814
 MK4  H7   H   HNH1  0   0.412   0.5109  -1.1176  -0.9374
 MK4  H8   H   HCH2  0   0.287  -0.0841   1.6280  -1.8505
 MK4  H9   H   HCH2  0   0.281  -0.9537   0.3090  -2.5804
 MK4  H10  H   HCR6  0   0.306  -4.5086  -0.4253   0.4825
 MK4  H11  H   HCR6  0   0.305  -1.5886   1.7742   2.7228

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
 MK4  CL   C17  single    1.731  0.020  1.731
 MK4  O25  C23  double    1.201  0.020  1.201
 MK4  C17  C16  aromatic  1.381  0.020  1.381
 MK4  C17  C19  aromatic  1.388  0.020  1.388
 MK4  C16  C15  aromatic  1.389  0.020  1.389
 MK4  O24  C23  single    1.323  0.020  1.323
 MK4  C19  C20  aromatic  1.391  0.020  1.391
 MK4  C23  C22  single    1.509  0.020  1.509
 MK4  C15  C14  aromatic  1.385  0.020  1.385
 MK4  C20  C14  aromatic  1.401  0.020  1.401
 MK4  C20  O21  single    1.342  0.020  1.342
 MK4  C22  O21  single    1.401  0.020  1.401
 MK4  C14  C12  single    1.497  0.020  1.497
 MK4  N11  C12  single    1.344  0.020  1.344
 MK4  N11  C10  single    1.445  0.020  1.445
 MK4  C12  O13  double    1.218  0.020  1.218
 MK4  C10  C09  single    1.508  0.020  1.508
 MK4  BR8  C07  single    1.884  0.020  1.884
 MK4  C09  C07  aromatic  1.401  0.020  1.401
 MK4  C09  C02  aromatic  1.397  0.020  1.397
 MK4  BR1  C02  single    1.891  0.020  1.891
 MK4  C07  C06  aromatic  1.386  0.020  1.386
 MK4  C02  C03  aromatic  1.389  0.020  1.389
 MK4  C06  C04  aromatic  1.384  0.020  1.384
 MK4  C03  C04  aromatic  1.383  0.020  1.383
 MK4  C04  BR5  single    1.881  0.020  1.881
 MK4  O24  H1   single    0.850  0.020  0.980
 MK4  C22  H2   single    0.970  0.020  1.090
 MK4  C22  H3   single    0.970  0.020  1.090
 MK4  C19  H4   single    0.930  0.020  1.080
 MK4  C16  H5   single    0.930  0.020  1.080
 MK4  C15  H6   single    0.930  0.020  1.080
 MK4  N11  H7   single    0.860  0.020  1.020
 MK4  C10  H8   single    0.970  0.020  1.090
 MK4  C10  H9   single    0.970  0.020  1.090
 MK4  C03  H10  single    0.930  0.020  1.080
 MK4  C06  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
 MK4  H1   O24  C23  110.43  3.000
 MK4  C22  C23  O25  125.57  3.000
 MK4  C22  C23  O24  109.75  3.000
 MK4  O25  C23  O24  124.68  3.000
 MK4  H3   C22  H2   107.35  3.000
 MK4  H3   C22  O21  111.87  3.000
 MK4  H2   C22  O21  111.96  3.000
 MK4  H3   C22  C23  108.59  3.000
 MK4  H2   C22  C23  108.91  3.000
 MK4  O21  C22  C23  108.08  3.000
 MK4  C20  O21  C22  118.60  3.000
 MK4  C14  C20  C19  119.85  3.000
 MK4  C14  C20  O21  116.28  3.000
 MK4  C19  C20  O21  123.86  3.000
 MK4  H4   C19  C17  119.26  3.000
 MK4  H4   C19  C20  121.71  3.000
 MK4  C17  C19  C20  119.02  3.000
 MK4  C16  C17  CL   119.45  3.000
 MK4  C16  C17  C19  122.18  3.000
 MK4  CL   C17  C19  118.37  3.000
 MK4  H5   C16  C15  120.73  3.000
 MK4  H5   C16  C17  121.26  3.000
 MK4  C15  C16  C17  118.01  3.000
 MK4  H6   C15  C14  119.50  3.000
 MK4  H6   C15  C16  118.99  3.000
 MK4  C14  C15  C16  121.50  3.000
 MK4  C12  C14  C15  120.52  3.000
 MK4  C12  C14  C20  120.02  3.000
 MK4  C15  C14  C20  119.43  3.000
 MK4  N11  C12  O13  124.08  3.000
 MK4  O13  C12  C14  122.00  3.000
 MK4  N11  C12  C14  113.91  3.000
 MK4  H7   N11  C10  118.01  3.000
 MK4  H7   N11  C12  118.71  3.000
 MK4  C10  N11  C12  123.22  3.000
 MK4  H9   C10  H8   106.02  3.000
 MK4  H9   C10  C09  111.23  3.000
 MK4  H8   C10  C09  109.81  3.000
 MK4  H9   C10  N11  110.51  3.000
 MK4  H8   C10  N11  108.35  3.000
 MK4  C09  C10  N11  110.77  3.000
 MK4  C07  C09  C02  115.96  3.000
 MK4  C02  C09  C10  123.27  3.000
 MK4  C07  C09  C10  120.77  3.000
 MK4  C03  C02  BR1  115.79  3.000
 MK4  C03  C02  C09  122.84  3.000
 MK4  BR1  C02  C09  121.36  3.000
 MK4  H10  C03  C04  120.77  3.000
 MK4  H10  C03  C02  120.66  3.000
 MK4  C04  C03  C02  118.57  3.000
 MK4  C06  C04  BR5  119.40  3.000
 MK4  BR5  C04  C03  119.37  3.000
 MK4  C06  C04  C03  121.23  3.000
 MK4  H11  C06  C07  120.56  3.000
 MK4  H11  C06  C04  120.85  3.000
 MK4  C07  C06  C04  118.59  3.000
 MK4  BR8  C07  C06  116.97  3.000
 MK4  C06  C07  C09  122.79  3.000
 MK4  BR8  C07  C09  120.23  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
 MK4  CONST_01  C16  C17  C19  C20     0.00   0.0  0
 MK4  CONST_02  C16  C15  C14  C20     0.00   0.0  0
 MK4  CONST_03  C15  C16  C17  C19     0.00   0.0  0
 MK4  CONST_04  C15  C14  C20  C19     0.00   0.0  0
 MK4  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 MK4  CONST_06  C14  C20  C19  C17     0.00   0.0  0
 MK4  CONST_07  C04  C06  C07  C09     0.00   0.0  0
 MK4  CONST_08  C04  C03  C02  C09     0.00   0.0  0
 MK4  CONST_09  C06  C07  C09  C02     0.00   0.0  0
 MK4  CONST_10  C06  C04  C03  C02     0.00   0.0  0
 MK4  CONST_11  C07  C09  C02  C03     0.00   0.0  0
 MK4  CONST_12  C07  C06  C04  C03     0.00   0.0  0
 MK4  CONST_13  C17  C19  C20  O21   180.00   0.0  0
 MK4  CONST_14  C15  C14  C20  O21   180.00   0.0  0
 MK4  CONST_15  CL   C17  C19  C20   180.00   0.0  0
 MK4  CONST_16  C12  C14  C20  C19   180.00   0.0  0
 MK4  CONST_17  C15  C16  C17  CL    180.00   0.0  0
 MK4  CONST_18  C12  C14  C15  C16   180.00   0.0  0
 MK4  CONST_19  C06  C07  C09  C10   180.00   0.0  0
 MK4  CONST_20  C03  C02  C09  C10   180.00   0.0  0
 MK4  CONST_21  BR8  C07  C09  C02   180.00   0.0  0
 MK4  CONST_22  BR5  C04  C03  C02   180.00   0.0  0
 MK4  CONST_23  C07  C09  C02  BR1   180.00   0.0  0
 MK4  CONST_24  C04  C03  C02  BR1   180.00   0.0  0
 MK4  CONST_25  BR8  C07  C06  C04   180.00   0.0  0
 MK4  CONST_26  C07  C06  C04  BR5   180.00   0.0  0
 MK4  CONST_27  H6   C15  C14  C20   180.00   0.0  0
 MK4  CONST_28  H5   C16  C17  C19   180.00   0.0  0
 MK4  CONST_29  H4   C19  C17  C16   180.00   0.0  0
 MK4  CONST_30  H11  C06  C07  C09   180.00   0.0  0
 MK4  CONST_31  H10  C03  C02  C09   180.00   0.0  0
 MK4  CONST_32  C10  N11  C12  C14   180.00   0.0  0
 MK4  CONST_33  H7   N11  C12  C14     0.00   0.0  0
 MK4  CONST_34  C10  N11  C12  O13     0.00   0.0  0
 MK4  CONST_35  H1   O24  C23  O25     0.00   0.0  0
 MK4  Var_01    C19  C20  O21  C22    -1.92  30.0  1
 MK4  Var_02    N11  C12  C14  C20  -117.97  30.0  2
 MK4  Var_03    C07  C09  C10  N11    69.47  30.0  2
 MK4  Var_04    C09  C10  N11  C12  -135.86  30.0  3
 MK4  Var_05    H2   C22  O21  C20    61.33  30.0  2
 MK4  Var_06    O21  C22  C23  O24  -176.34  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
 MK4  plan-1  O21  0.020
 MK4  plan-1  C20  0.020
 MK4  plan-1  C19  0.020
 MK4  plan-1  C17  0.020
 MK4  plan-1  CL   0.020
 MK4  plan-1  C16  0.020
 MK4  plan-1  C15  0.020
 MK4  plan-1  C14  0.020
 MK4  plan-1  C12  0.020
 MK4  plan-1  H4   0.020
 MK4  plan-1  H5   0.020
 MK4  plan-1  H6   0.020
 MK4  plan-2  C10  0.020
 MK4  plan-2  C09  0.020
 MK4  plan-2  C02  0.020
 MK4  plan-2  BR1  0.020
 MK4  plan-2  C03  0.020
 MK4  plan-2  C04  0.020
 MK4  plan-2  BR5  0.020
 MK4  plan-2  C06  0.020
 MK4  plan-2  C07  0.020
 MK4  plan-2  BR8  0.020
 MK4  plan-2  H10  0.020
 MK4  plan-2  H11  0.020
 MK4  plan-3  C14  0.020
 MK4  plan-3  C12  0.020
 MK4  plan-3  O13  0.020
 MK4  plan-3  N11  0.020
 MK4  plan-3  C10  0.020
 MK4  plan-3  H7   0.020
 MK4  plan-4  O24  0.020
 MK4  plan-4  C23  0.020
 MK4  plan-4  O25  0.020
 MK4  plan-4  C22  0.020
 MK4  plan-4  H1   0.020

