# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 18:40:54 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 2-bromanyl-4-[2-(2-bromophenyl)imidazol-1-yl]benzaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1ccccc1c2nccn2c3ccc(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
 TKK  TKK  2-bromanyl-4-[2-(2-bromophenyl)imidazol-1-yl]benzaldehyde  ligand  31  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TKK
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
 TKK  N19  N   N     0  -0.422  24.5828  23.0354   2.4876
 TKK  C17  C   CR16  0  -0.234  20.6443  25.0041   0.7726
 TKK  C16  C   CR16  0  -0.250  19.7256  24.5644   1.7145
 TKK  C15  C   CR16  0  -0.220  20.0760  23.5778   2.6244
 TKK  C12  C   CR6   0   0.053  22.2923  23.4628   1.6496
 TKK  C03  C   CR6   0   0.029  21.9776  21.3242  -3.0030
 TKK  C04  C   CR16  0  -0.264  23.2275  21.9424  -3.0726
 TKK  C05  C   CR16  0  -0.258  23.9452  22.2567  -1.9377
 TKK  C06  C   CR6   0  -0.148  21.4761  21.0045  -1.7392
 TKK  C08  C   CR16  0  -0.222  22.1896  21.2954  -0.5883
 TKK  C09  C   CR6   0   0.328  23.4151  21.9382  -0.6937
 TKK  C11  C   CR5   0   0.400  23.6528  22.9102   1.5814
 TKK  C13  C   CR6   0  -0.148  21.3516  23.0329   2.5842
 TKK  C18  C   CR16  0  -0.270  21.9155  24.4562   0.7459
 TKK  C20  C   CR15  0  -0.218  25.7015  22.4518   1.9661
 TKK  C21  C   CR15  0  -0.105  25.4490  21.9728   0.7173
 TKK  N10  N   NR5   0  -0.547  24.1293  22.2619   0.4756
 TKK  BR2  BR  BR    0  -0.030  21.7739  21.6454   3.7912
 TKK  H1   H   HCR6  0   0.270  20.3742  25.7738   0.0626
 TKK  H2   H   HCR6  0   0.274  18.7297  24.9859   1.7454
 TKK  H3   H   HCR6  0   0.284  19.3528  23.2337   3.3516
 TKK  H4   H   H     0   0.209  20.2705  20.5803  -4.1847
 TKK  H7   H   HCR6  0   0.286  23.6319  22.1958  -4.0436
 TKK  H8   H   HCR6  0   0.293  24.8985  22.7622  -2.0134
 TKK  H9   H   HCR6  0   0.310  21.8083  21.0115   0.3833
 TKK  H10  H   HCR6  0   0.273  22.6359  24.8057   0.0167
 TKK  H11  H   HCR5  0   0.260  26.6281  22.4050   2.5161
 TKK  H12  H   HCR5  0   0.306  26.0554  21.4324   0.0100
 TKK  O1   O   O     0  -0.359  21.7120  21.3347  -5.3521
 TKK  BR1  BR  BR    0  -0.003  19.8167  20.1349  -1.5115
 TKK  C02  C   C1    0   0.124  21.2586  21.0544  -4.2690

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
 TKK  C02  C03  single    1.481  0.020  1.481
 TKK  C04  C03  aromatic  1.396  0.020  1.396
 TKK  C04  C05  aromatic  1.379  0.020  1.379
 TKK  C03  C06  aromatic  1.397  0.020  1.397
 TKK  C05  C09  aromatic  1.389  0.020  1.389
 TKK  C06  BR1  single    1.887  0.020  1.887
 TKK  C06  C08  aromatic  1.385  0.020  1.385
 TKK  C09  C08  aromatic  1.388  0.020  1.388
 TKK  C09  N10  single    1.408  0.020  1.408
 TKK  N10  C21  aromatic  1.372  0.020  1.372
 TKK  N10  C11  aromatic  1.367  0.020  1.367
 TKK  C18  C17  aromatic  1.385  0.020  1.385
 TKK  C18  C12  aromatic  1.395  0.020  1.395
 TKK  C21  C20  aromatic  1.361  0.020  1.361
 TKK  C17  C16  aromatic  1.387  0.020  1.387
 TKK  C11  C12  single    1.470  0.020  1.470
 TKK  C11  N19  aromatic  1.305  0.020  1.305
 TKK  C12  C13  aromatic  1.394  0.020  1.394
 TKK  C16  C15  aromatic  1.387  0.020  1.387
 TKK  C20  N19  aromatic  1.365  0.020  1.365
 TKK  C13  C15  aromatic  1.388  0.020  1.388
 TKK  C13  BR2  single    1.887  0.020  1.887
 TKK  C17  H1   single    0.930  0.020  1.080
 TKK  C16  H2   single    0.930  0.020  1.080
 TKK  C15  H3   single    0.930  0.020  1.080
 TKK  C02  H4   single    0.930  0.020  1.080
 TKK  C04  H7   single    0.930  0.020  1.080
 TKK  C05  H8   single    0.930  0.020  1.080
 TKK  C08  H9   single    0.930  0.020  1.080
 TKK  C18  H10  single    0.930  0.020  1.080
 TKK  C20  H11  single    0.930  0.020  1.080
 TKK  C21  H12  single    0.930  0.020  1.080
 TKK  C02  O1   double    1.207  0.020  1.207

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
 TKK  C20  N19  C11  106.13  3.000
 TKK  H1   C17  C18  119.89  3.000
 TKK  H1   C17  C16  120.39  3.000
 TKK  C18  C17  C16  119.72  3.000
 TKK  H2   C16  C15  119.40  3.000
 TKK  H2   C16  C17  120.36  3.000
 TKK  C15  C16  C17  120.23  3.000
 TKK  H3   C15  C13  120.60  3.000
 TKK  H3   C15  C16  119.89  3.000
 TKK  C13  C15  C16  119.51  3.000
 TKK  C18  C12  C13  118.15  3.000
 TKK  C13  C12  C11  122.66  3.000
 TKK  C18  C12  C11  119.18  3.000
 TKK  C06  C03  C04  117.89  3.000
 TKK  C06  C03  C02  123.88  3.000
 TKK  C04  C03  C02  118.22  3.000
 TKK  H7   C04  C05  119.38  3.000
 TKK  H7   C04  C03  118.88  3.000
 TKK  C05  C04  C03  121.73  3.000
 TKK  H8   C05  C09  120.40  3.000
 TKK  H8   C05  C04  120.51  3.000
 TKK  C09  C05  C04  119.08  3.000
 TKK  BR1  C06  C08  116.71  3.000
 TKK  C08  C06  C03  121.26  3.000
 TKK  BR1  C06  C03  122.03  3.000
 TKK  H9   C08  C09  120.07  3.000
 TKK  H9   C08  C06  120.65  3.000
 TKK  C09  C08  C06  119.28  3.000
 TKK  N10  C09  C08  119.43  3.000
 TKK  N10  C09  C05  119.83  3.000
 TKK  C08  C09  C05  120.74  3.000
 TKK  N10  C11  C12  122.56  3.000
 TKK  C12  C11  N19  126.26  3.000
 TKK  N10  C11  N19  111.03  3.000
 TKK  BR2  C13  C12  120.31  3.000
 TKK  BR2  C13  C15  118.43  3.000
 TKK  C12  C13  C15  121.24  3.000
 TKK  H10  C18  C12  119.11  3.000
 TKK  H10  C18  C17  119.74  3.000
 TKK  C12  C18  C17  121.15  3.000
 TKK  H11  C20  C21  127.73  3.000
 TKK  H11  C20  N19  121.85  3.000
 TKK  C21  C20  N19  110.42  3.000
 TKK  H12  C21  N10  122.11  3.000
 TKK  H12  C21  C20  132.42  3.000
 TKK  N10  C21  C20  105.41  3.000
 TKK  C21  N10  C11  107.01  3.000
 TKK  C11  N10  C09  127.15  3.000
 TKK  C21  N10  C09  125.84  3.000
 TKK  O1   C02  H4   120.43  3.000
 TKK  O1   C02  C03  122.85  3.000
 TKK  H4   C02  C03  116.72  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
 TKK  CONST_01  C09  N10  C11  N19  180.00   0.0  0
 TKK  CONST_02  C21  N10  C11  N19    0.00   0.0  0
 TKK  CONST_05  N10  C21  C20  N19    0.00   0.0  0
 TKK  CONST_06  C11  C12  C18  C17  180.00   0.0  0
 TKK  CONST_07  C13  C12  C18  C17    0.00   0.0  0
 TKK  CONST_08  C13  C15  C16  C17    0.00   0.0  0
 TKK  CONST_09  C12  C18  C17  C16    0.00   0.0  0
 TKK  CONST_10  C12  C13  C15  C16    0.00   0.0  0
 TKK  CONST_11  C18  C17  C16  C15    0.00   0.0  0
 TKK  CONST_12  C18  C12  C13  C15    0.00   0.0  0
 TKK  CONST_13  C11  C12  C13  C15  180.00   0.0  0
 TKK  CONST_14  C09  N10  C11  C12    0.00   0.0  0
 TKK  CONST_15  C21  N10  C11  C12  180.00   0.0  0
 TKK  CONST_16  C20  N19  C11  C12  180.00   0.0  0
 TKK  CONST_17  C09  C05  C04  C03    0.00   0.0  0
 TKK  CONST_18  C09  C08  C06  C03    0.00   0.0  0
 TKK  CONST_19  C08  C06  C03  C04    0.00   0.0  0
 TKK  CONST_20  C08  C09  C05  C04    0.00   0.0  0
 TKK  CONST_21  N10  C09  C05  C04  180.00   0.0  0
 TKK  CONST_22  C06  C03  C04  C05    0.00   0.0  0
 TKK  CONST_23  C06  C08  C09  C05    0.00   0.0  0
 TKK  CONST_26  N10  C09  C08  C06  180.00   0.0  0
 TKK  CONST_29  C20  C21  N10  C09  180.00   0.0  0
 TKK  CONST_30  C20  C21  N10  C11    0.00   0.0  0
 TKK  CONST_31  C21  C20  N19  C11    0.00   0.0  0
 TKK  CONST_34  N10  C11  N19  C20    0.00   0.0  0
 TKK  CONST_35  BR2  C13  C15  C16  180.00   0.0  0
 TKK  CONST_36  C05  C04  C03  C02  180.00   0.0  0
 TKK  CONST_37  C08  C06  C03  C02  180.00   0.0  0
 TKK  CONST_38  BR1  C06  C03  C04  180.00   0.0  0
 TKK  CONST_39  BR1  C06  C08  C09  180.00   0.0  0
 TKK  CONST_40  BR2  C13  C12  C11    0.00   0.0  0
 TKK  CONST_41  BR2  C13  C12  C18  180.00   0.0  0
 TKK  CONST_42  H12  C21  C20  N19  180.00   0.0  0
 TKK  CONST_43  H3   C15  C16  C17  180.00   0.0  0
 TKK  CONST_44  H10  C18  C17  C16  180.00   0.0  0
 TKK  CONST_45  H1   C17  C16  C15  180.00   0.0  0
 TKK  CONST_46  H8   C05  C04  C03  180.00   0.0  0
 TKK  CONST_47  H9   C08  C06  C03  180.00   0.0  0
 TKK  CONST_48  H7   C04  C03  C06  180.00   0.0  0
 TKK  CONST_49  H11  C20  N19  C11  180.00   0.0  0
 TKK  CONST_50  H2   C16  C15  C13  180.00   0.0  0
 TKK  Var_01    O1   C02  C03  C04    0.68  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
 TKK  plan-1  N19  0.020
 TKK  plan-1  C12  0.020
 TKK  plan-1  C09  0.020
 TKK  plan-1  C11  0.020
 TKK  plan-1  C20  0.020
 TKK  plan-1  C21  0.020
 TKK  plan-1  N10  0.020
 TKK  plan-1  H11  0.020
 TKK  plan-1  H12  0.020
 TKK  plan-2  C03  0.020
 TKK  plan-2  C04  0.020
 TKK  plan-2  C05  0.020
 TKK  plan-2  C06  0.020
 TKK  plan-2  C08  0.020
 TKK  plan-2  C09  0.020
 TKK  plan-2  N10  0.020
 TKK  plan-2  H7   0.020
 TKK  plan-2  H8   0.020
 TKK  plan-2  H9   0.020
 TKK  plan-2  BR1  0.020
 TKK  plan-2  C02  0.020
 TKK  plan-3  C17  0.020
 TKK  plan-3  C16  0.020
 TKK  plan-3  C15  0.020
 TKK  plan-3  C12  0.020
 TKK  plan-3  C11  0.020
 TKK  plan-3  C13  0.020
 TKK  plan-3  C18  0.020
 TKK  plan-3  BR2  0.020
 TKK  plan-3  H1   0.020
 TKK  plan-3  H2   0.020
 TKK  plan-3  H3   0.020
 TKK  plan-3  H10  0.020
 TKK  plan-4  C03  0.020
 TKK  plan-4  H4   0.020
 TKK  plan-4  O1   0.020
 TKK  plan-4  C02  0.020

