# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 19:09:33 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 4-[2-[2,4-bis(fluoranyl)phenyl]imidazol-1-yl]-2-bromanyl-benzaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(c(F)c1)c2nccn2c3ccc(C=O)c(Br)c3
#
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
 TKH  TKH  4-[2-[2,4-bis(fluoranyl)phenyl]imidazol-1-yl]-2-bromanyl-benzaldehyde  ligand  31  22  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_TKH
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
 TKH  C02  C   C1    0   0.117  -21.2152  21.3703   4.5814
 TKH  C03  C   CR6   0   0.043  -21.8225  21.5746   3.2502
 TKH  C04  C   CR16  0  -0.289  -23.0756  22.1894   3.2459
 TKH  C05  C   CR16  0  -0.261  -23.7534  22.4669   2.0759
 TKH  C06  C   CR6   0  -0.135  -21.2650  21.2150   2.0189
 TKH  C08  C   CR16  0  -0.240  -21.9397  21.4662   0.8365
 TKH  C09  C   CR6   0   0.330  -23.1723  22.1076   0.8687
 TKH  C11  C   CR5   0   0.448  -23.3293  22.9118  -1.4837
 TKH  C12  C   CR6   0  -0.230  -21.9620  23.4226  -1.6131
 TKH  C13  C   CR6   0   0.570  -21.4314  24.3465  -0.7227
 TKH  C15  C   CR16  0  -0.548  -20.1514  24.8484  -0.8344
 TKH  C16  C   CR6   0   0.548  -19.3888  24.4104  -1.9001
 TKH  C18  C   CR16  0  -0.412  -19.8677  23.5097  -2.8330
 TKH  C19  C   CR16  0  -0.234  -21.1555  23.0249  -2.6782
 TKH  C21  C   CR15  0  -0.214  -25.3562  22.3847  -1.9054
 TKH  C22  C   CR15  0  -0.106  -25.1516  22.0399  -0.6053
 TKH  F14  F   F     0  -0.293  -22.1968  24.7830   0.2821
 TKH  F17  F   F     0  -0.302  -18.1453  24.8820  -2.0269
 TKH  N10  N   NR5   0  -0.556  -23.8454  22.3702  -0.3393
 TKH  N20  N   N     0  -0.432  -24.2220  22.9277  -2.4367
 TKH  BR1  BR  BR    0   0.003  -19.6016  20.3513   1.8689
 TKH  H1   H   H     0   0.209  -21.8646  21.7232   5.4023
 TKH  H4   H   HCR6  0   0.289  -23.5211  22.4707   4.1928
 TKH  H5   H   HCR6  0   0.294  -24.7107  22.9695   2.1003
 TKH  H6   H   HCR6  0   0.314  -21.5221  21.1495  -0.1096
 TKH  H7   H   HCR6  0   0.308  -19.7696  25.5679  -0.1217
 TKH  H8   H   HCR6  0   0.290  -19.2478  23.1879  -3.6586
 TKH  H9   H   HCR6  0   0.282  -21.5445  22.3112  -3.3920
 TKH  H10  H   HCR5  0   0.261  -26.2597  22.2720  -2.4837
 TKH  H11  H   HCR5  0   0.306  -25.7853  21.5744   0.1309
 TKH  O1   O   O     0  -0.356  -20.1381  20.8834   4.8127

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
 TKH  C18  C19  aromatic  1.385  0.020  1.385
 TKH  C18  C16  aromatic  1.382  0.020  1.382
 TKH  C19  C12  aromatic  1.394  0.020  1.394
 TKH  N20  C21  aromatic  1.365  0.020  1.365
 TKH  N20  C11  aromatic  1.306  0.020  1.306
 TKH  F17  C16  single    1.336  0.020  1.336
 TKH  C16  C15  aromatic  1.382  0.020  1.382
 TKH  C21  C22  aromatic  1.361  0.020  1.361
 TKH  C12  C11  single    1.465  0.020  1.465
 TKH  C12  C13  aromatic  1.389  0.020  1.389
 TKH  C11  N10  aromatic  1.367  0.020  1.367
 TKH  C15  C13  aromatic  1.379  0.020  1.379
 TKH  C13  F14  single    1.336  0.020  1.336
 TKH  C22  N10  aromatic  1.373  0.020  1.373
 TKH  N10  C09  single    1.408  0.020  1.408
 TKH  C09  C08  aromatic  1.390  0.020  1.390
 TKH  C09  C05  aromatic  1.387  0.020  1.387
 TKH  C08  C06  aromatic  1.384  0.020  1.384
 TKH  BR1  C06  single    1.880  0.020  1.880
 TKH  C06  C03  aromatic  1.399  0.020  1.399
 TKH  C05  C04  aromatic  1.380  0.020  1.380
 TKH  C04  C03  aromatic  1.396  0.020  1.396
 TKH  C03  C02  single    1.477  0.020  1.477
 TKH  C02  H1   single    0.930  0.020  1.080
 TKH  C04  H4   single    0.930  0.020  1.080
 TKH  C05  H5   single    0.930  0.020  1.080
 TKH  C08  H6   single    0.930  0.020  1.080
 TKH  C15  H7   single    0.930  0.020  1.080
 TKH  C18  H8   single    0.930  0.020  1.080
 TKH  C19  H9   single    0.930  0.020  1.080
 TKH  C21  H10  single    0.930  0.020  1.080
 TKH  C22  H11  single    0.930  0.020  1.080
 TKH  C02  O1   double    1.204  0.020  1.204

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
 TKH  O1   C02  H1   120.81  3.000
 TKH  O1   C02  C03  126.62  3.000
 TKH  H1   C02  C03  112.57  3.000
 TKH  C06  C03  C04  117.93  3.000
 TKH  C04  C03  C02  115.65  3.000
 TKH  C06  C03  C02  126.43  3.000
 TKH  H4   C04  C05  119.12  3.000
 TKH  H4   C04  C03  118.73  3.000
 TKH  C05  C04  C03  122.14  3.000
 TKH  H5   C05  C09  120.72  3.000
 TKH  H5   C05  C04  120.59  3.000
 TKH  C09  C05  C04  118.68  3.000
 TKH  BR1  C06  C08  116.51  3.000
 TKH  BR1  C06  C03  122.75  3.000
 TKH  C08  C06  C03  120.73  3.000
 TKH  H6   C08  C09  119.85  3.000
 TKH  H6   C08  C06  120.39  3.000
 TKH  C09  C08  C06  119.75  3.000
 TKH  N10  C09  C08  119.36  3.000
 TKH  C08  C09  C05  120.74  3.000
 TKH  N10  C09  C05  119.89  3.000
 TKH  N20  C11  N10  110.95  3.000
 TKH  N10  C11  C12  124.35  3.000
 TKH  N20  C11  C12  124.70  3.000
 TKH  C19  C12  C13  117.31  3.000
 TKH  C13  C12  C11  122.13  3.000
 TKH  C19  C12  C11  120.53  3.000
 TKH  F14  C13  C15  118.26  3.000
 TKH  F14  C13  C12  118.73  3.000
 TKH  C15  C13  C12  123.01  3.000
 TKH  H7   C15  C16  121.60  3.000
 TKH  H7   C15  C13  121.06  3.000
 TKH  C16  C15  C13  117.33  3.000
 TKH  F17  C16  C18  119.24  3.000
 TKH  F17  C16  C15  118.36  3.000
 TKH  C18  C16  C15  122.40  3.000
 TKH  H8   C18  C19  120.95  3.000
 TKH  H8   C18  C16  120.70  3.000
 TKH  C19  C18  C16  118.35  3.000
 TKH  H9   C19  C18  119.45  3.000
 TKH  H9   C19  C12  118.97  3.000
 TKH  C18  C19  C12  121.58  3.000
 TKH  H10  C21  N20  121.92  3.000
 TKH  H10  C21  C22  127.72  3.000
 TKH  N20  C21  C22  110.35  3.000
 TKH  H11  C22  N10  122.08  3.000
 TKH  H11  C22  C21  132.39  3.000
 TKH  N10  C22  C21  105.50  3.000
 TKH  C22  N10  C11  106.99  3.000
 TKH  C22  N10  C09  125.18  3.000
 TKH  C11  N10  C09  127.72  3.000
 TKH  C21  N20  C11  106.21  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
 TKH  CONST_01  C09  C08  C06  C03     0.00   0.0  0
 TKH  CONST_02  C09  C05  C04  C03     0.00   0.0  0
 TKH  CONST_03  N10  C09  C05  C04   180.00   0.0  0
 TKH  CONST_04  C08  C09  C05  C04     0.00   0.0  0
 TKH  CONST_05  C08  C06  C03  C04     0.00   0.0  0
 TKH  CONST_08  C06  C08  C09  C05     0.00   0.0  0
 TKH  CONST_09  C06  C03  C04  C05     0.00   0.0  0
 TKH  CONST_10  N10  C09  C08  C06   180.00   0.0  0
 TKH  CONST_13  N20  C11  N10  C09   180.00   0.0  0
 TKH  CONST_14  C12  C11  N10  C09     0.00   0.0  0
 TKH  CONST_15  C21  C22  N10  C09   180.00   0.0  0
 TKH  CONST_16  C22  C21  N20  C11     0.00   0.0  0
 TKH  CONST_17  C18  C19  C12  C11   180.00   0.0  0
 TKH  CONST_18  C15  C13  C12  C11   180.00   0.0  0
 TKH  CONST_19  C21  C22  N10  C11     0.00   0.0  0
 TKH  CONST_20  C16  C18  C19  C12     0.00   0.0  0
 TKH  CONST_21  C21  N20  C11  C12   180.00   0.0  0
 TKH  CONST_22  C22  N10  C11  C12   180.00   0.0  0
 TKH  CONST_23  C16  C15  C13  C12     0.00   0.0  0
 TKH  CONST_24  C18  C19  C12  C13     0.00   0.0  0
 TKH  CONST_27  C18  C16  C15  C13     0.00   0.0  0
 TKH  CONST_28  C19  C18  C16  C15     0.00   0.0  0
 TKH  CONST_29  C19  C12  C13  C15     0.00   0.0  0
 TKH  CONST_32  N10  C11  N20  C21     0.00   0.0  0
 TKH  CONST_33  N20  C11  N10  C22     0.00   0.0  0
 TKH  CONST_34  N20  C21  C22  N10     0.00   0.0  0
 TKH  CONST_35  C08  C06  C03  C02   180.00   0.0  0
 TKH  CONST_36  C05  C04  C03  C02   180.00   0.0  0
 TKH  CONST_37  BR1  C06  C03  C04   180.00   0.0  0
 TKH  CONST_38  BR1  C06  C08  C09   180.00   0.0  0
 TKH  CONST_39  F14  C13  C12  C11     0.00   0.0  0
 TKH  CONST_40  F17  C16  C15  C13   180.00   0.0  0
 TKH  CONST_41  F14  C13  C15  C16   180.00   0.0  0
 TKH  CONST_42  F17  C16  C18  C19   180.00   0.0  0
 TKH  CONST_43  F14  C13  C12  C19   180.00   0.0  0
 TKH  CONST_44  H6   C08  C06  C03   180.00   0.0  0
 TKH  CONST_45  H5   C05  C04  C03   180.00   0.0  0
 TKH  CONST_46  H4   C04  C03  C06   180.00   0.0  0
 TKH  CONST_47  H11  C22  N10  C09     0.00   0.0  0
 TKH  CONST_48  H10  C21  N20  C11   180.00   0.0  0
 TKH  CONST_49  H9   C19  C12  C11     0.00   0.0  0
 TKH  CONST_50  H8   C18  C19  C12   180.00   0.0  0
 TKH  CONST_51  H7   C15  C13  C12   180.00   0.0  0
 TKH  Var_01    O1   C02  C03  C04  -178.65  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
 TKH  plan-1  C09  0.020
 TKH  plan-1  C11  0.020
 TKH  plan-1  C12  0.020
 TKH  plan-1  C21  0.020
 TKH  plan-1  C22  0.020
 TKH  plan-1  N10  0.020
 TKH  plan-1  N20  0.020
 TKH  plan-1  H10  0.020
 TKH  plan-1  H11  0.020
 TKH  plan-2  C02  0.020
 TKH  plan-2  C03  0.020
 TKH  plan-2  C04  0.020
 TKH  plan-2  C05  0.020
 TKH  plan-2  C06  0.020
 TKH  plan-2  C08  0.020
 TKH  plan-2  C09  0.020
 TKH  plan-2  N10  0.020
 TKH  plan-2  BR1  0.020
 TKH  plan-2  H4   0.020
 TKH  plan-2  H5   0.020
 TKH  plan-2  H6   0.020
 TKH  plan-3  C11  0.020
 TKH  plan-3  C12  0.020
 TKH  plan-3  C13  0.020
 TKH  plan-3  C15  0.020
 TKH  plan-3  C16  0.020
 TKH  plan-3  C18  0.020
 TKH  plan-3  C19  0.020
 TKH  plan-3  F14  0.020
 TKH  plan-3  F17  0.020
 TKH  plan-3  H7   0.020
 TKH  plan-3  H8   0.020
 TKH  plan-3  H9   0.020
 TKH  plan-4  C02  0.020
 TKH  plan-4  C03  0.020
 TKH  plan-4  H1   0.020
 TKH  plan-4  O1   0.020

