# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 22:11:46 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 2-(2-bromophenoxy)-5-hexylphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCc1ccc(Oc2ccccc2Br)c(O)c1
#
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
 2TK  2TK  2-(2-bromophenoxy)-5-hexylphenol  ligand  42  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2TK
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
 2TK  C01  C   CR16  0  -0.343   1.5284  -1.1936  -1.2808
 2TK  C02  C   CR16  0  -0.280   0.1747  -0.9272  -1.1487
 2TK  C03  C   CR6   0   0.183  -0.3894  -0.8359   0.1110
 2TK  C04  C   CR6   0   0.325   0.3866  -1.0189   1.2548
 2TK  C05  C   CR16  0  -0.401   1.7420  -1.2923   1.1065
 2TK  C06  C   CR6   0   0.147   2.3264  -1.3748  -0.1528
 2TK  C07  C   CH2   0  -0.506   3.8044  -1.6097  -0.2857
 2TK  C08  C   CH2   0  -0.411   4.6134  -0.3337  -0.0456
 2TK  C09  C   CH2   0  -0.416   6.1103  -0.5391  -0.2342
 2TK  C10  C   CH2   0  -0.407   6.9220   0.7208   0.0381
 2TK  C11  C   CH2   0  -0.419   8.4165   0.5373  -0.1935
 2TK  C12  C   CH3   0  -0.662   9.2179   1.7999   0.0908
 2TK  O13  O   OH1   0  -0.622  -0.1276  -0.9437   2.4958
 2TK  O14  O   O2    0  -0.510  -1.7391  -0.6086   0.2738
 2TK  C15  C   CR6   0   0.421  -2.2248   0.6460   0.0878
 2TK  C16  C   CR6   0  -0.207  -3.6104   0.7846   0.0174
 2TK  C17  C   CR16  0  -0.228  -4.1900   2.0316  -0.1556
 2TK  C18  C   CR16  0  -0.268  -3.3856   3.1572  -0.2635
 2TK  C19  C   CR16  0  -0.244  -2.0075   3.0246  -0.1916
 2TK  C20  C   CR16  0  -0.333  -1.4250   1.7777  -0.0158
 2TK  BR1  BR  BR    0  -0.025  -4.6985  -0.7446   0.1647
 2TK  H1   H   HCR6  0   0.251   1.9644  -1.2655  -2.2694
 2TK  H2   H   HCR6  0   0.278  -0.4477  -0.7906  -2.0245
 2TK  H3   H   HCR6  0   0.261   2.3443  -1.4379   1.9964
 2TK  H4   H   HCH2  0   0.239   4.1271  -2.3789   0.4217
 2TK  H5   H   HCH2  0   0.238   4.0239  -1.9933  -1.2855
 2TK  H6   H   HCH2  0   0.221   4.2637   0.4495  -0.7260
 2TK  H7   H   HCH2  0   0.220   4.4168   0.0326   0.9671
 2TK  H8   H   HCH2  0   0.211   6.4553  -1.3447   0.4234
 2TK  H9   H   HCH2  0   0.211   6.3008  -0.8814  -1.2573
 2TK  H10  H   HCH2  0   0.207   6.5552   1.5347  -0.5977
 2TK  H11  H   HCH2  0   0.208   6.7525   1.0461   1.0705
 2TK  H12  H   HCH2  0   0.210   8.7830  -0.2808   0.4345
 2TK  H13  H   HCH2  0   0.210   8.5839   0.2219  -1.2280
 2TK  H14  H   HCH3  0   0.226  10.2823   1.6514  -0.0954
 2TK  H15  H   HCH3  0   0.215   8.8849   2.6274  -0.5389
 2TK  H16  H   HCH3  0   0.216   9.1047   2.1141   1.1303
 2TK  H17  H   HOH1  0   0.475  -1.0885  -0.8642   2.4628
 2TK  H18  H   HCR6  0   0.282  -5.2661   2.1277  -0.2090
 2TK  H19  H   HCR6  0   0.268  -3.8396   4.1287  -0.4032
 2TK  H20  H   HCR6  0   0.271  -1.3705   3.8951  -0.2712
 2TK  H21  H   HCR6  0   0.290  -0.3477   1.6936   0.0383

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
 2TK  C12  C11  single    1.522  0.020  1.522
 2TK  C11  C10  single    1.523  0.020  1.523
 2TK  C10  C09  single    1.523  0.020  1.523
 2TK  C09  C08  single    1.523  0.020  1.523
 2TK  C08  C07  single    1.530  0.020  1.530
 2TK  C19  C18  aromatic  1.386  0.020  1.386
 2TK  C19  C20  aromatic  1.387  0.020  1.387
 2TK  C18  C17  aromatic  1.388  0.020  1.388
 2TK  C01  C02  aromatic  1.386  0.020  1.386
 2TK  C01  C06  aromatic  1.394  0.020  1.394
 2TK  C20  C15  aromatic  1.390  0.020  1.390
 2TK  C02  C03  aromatic  1.383  0.020  1.383
 2TK  C07  C06  single    1.502  0.020  1.502
 2TK  C06  C05  aromatic  1.391  0.020  1.391
 2TK  C17  C16  aromatic  1.386  0.020  1.386
 2TK  C15  C16  aromatic  1.394  0.020  1.394
 2TK  C15  O14  single    1.358  0.020  1.358
 2TK  C16  BR1  single    1.883  0.020  1.883
 2TK  C03  O14  single    1.378  0.020  1.378
 2TK  C03  C04  aromatic  1.394  0.020  1.394
 2TK  C05  C04  aromatic  1.391  0.020  1.391
 2TK  C04  O13  single    1.345  0.020  1.345
 2TK  C01  H1   single    0.930  0.020  1.080
 2TK  C02  H2   single    0.930  0.020  1.080
 2TK  C05  H3   single    0.930  0.020  1.080
 2TK  C07  H4   single    0.970  0.020  1.090
 2TK  C07  H5   single    0.970  0.020  1.090
 2TK  C08  H6   single    0.970  0.020  1.090
 2TK  C08  H7   single    0.970  0.020  1.090
 2TK  C09  H8   single    0.970  0.020  1.090
 2TK  C09  H9   single    0.970  0.020  1.090
 2TK  C10  H10  single    0.970  0.020  1.090
 2TK  C10  H11  single    0.970  0.020  1.090
 2TK  C11  H12  single    0.970  0.020  1.090
 2TK  C11  H13  single    0.970  0.020  1.090
 2TK  C12  H14  single    0.970  0.020  1.090
 2TK  C12  H15  single    0.970  0.020  1.090
 2TK  C12  H16  single    0.970  0.020  1.090
 2TK  O13  H17  single    0.850  0.020  0.980
 2TK  C17  H18  single    0.930  0.020  1.080
 2TK  C18  H19  single    0.930  0.020  1.080
 2TK  C19  H20  single    0.930  0.020  1.080
 2TK  C20  H21  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
 2TK  H1   C01  C06  119.98  3.000
 2TK  H1   C01  C02  119.55  3.000
 2TK  C06  C01  C02  120.47  3.000
 2TK  H2   C02  C03  119.59  3.000
 2TK  H2   C02  C01  120.56  3.000
 2TK  C03  C02  C01  119.86  3.000
 2TK  O14  C03  C04  118.01  3.000
 2TK  C04  C03  C02  120.76  3.000
 2TK  O14  C03  C02  121.19  3.000
 2TK  O13  C04  C05  118.81  3.000
 2TK  O13  C04  C03  122.46  3.000
 2TK  C05  C04  C03  118.74  3.000
 2TK  H3   C05  C06  120.11  3.000
 2TK  H3   C05  C04  118.70  3.000
 2TK  C06  C05  C04  121.19  3.000
 2TK  C07  C06  C05  120.18  3.000
 2TK  C05  C06  C01  118.98  3.000
 2TK  C07  C06  C01  120.80  3.000
 2TK  H5   C07  H4   106.59  3.000
 2TK  H5   C07  C08  109.27  3.000
 2TK  H4   C07  C08  109.21  3.000
 2TK  H5   C07  C06  109.46  3.000
 2TK  H4   C07  C06  110.06  3.000
 2TK  C08  C07  C06  112.09  3.000
 2TK  H7   C08  H6   106.16  3.000
 2TK  H7   C08  C09  109.65  3.000
 2TK  H6   C08  C09  109.48  3.000
 2TK  H7   C08  C07  109.23  3.000
 2TK  H6   C08  C07  109.28  3.000
 2TK  C09  C08  C07  112.82  3.000
 2TK  H9   C09  H8   106.02  3.000
 2TK  H9   C09  C10  109.43  3.000
 2TK  H8   C09  C10  109.45  3.000
 2TK  H9   C09  C08  109.20  3.000
 2TK  H8   C09  C08  109.54  3.000
 2TK  C10  C09  C08  112.96  3.000
 2TK  H11  C10  H10  105.92  3.000
 2TK  H11  C10  C11  109.31  3.000
 2TK  H10  C10  C11  109.24  3.000
 2TK  H11  C10  C09  109.36  3.000
 2TK  H10  C10  C09  109.40  3.000
 2TK  C11  C10  C09  113.33  3.000
 2TK  H13  C11  H12  106.00  3.000
 2TK  H13  C11  C12  109.57  3.000
 2TK  H12  C11  C12  109.66  3.000
 2TK  H13  C11  C10  109.18  3.000
 2TK  H12  C11  C10  109.35  3.000
 2TK  C12  C11  C10  112.84  3.000
 2TK  H16  C12  H15  107.42  3.000
 2TK  H16  C12  H14  107.63  3.000
 2TK  H15  C12  H14  107.60  3.000
 2TK  H16  C12  C11  111.21  3.000
 2TK  H15  C12  C11  111.12  3.000
 2TK  H14  C12  C11  111.65  3.000
 2TK  H17  O13  C04  110.72  3.000
 2TK  C15  O14  C03  119.10  3.000
 2TK  C20  C15  C16  119.16  3.000
 2TK  C16  C15  O14  117.01  3.000
 2TK  C20  C15  O14  123.82  3.000
 2TK  BR1  C16  C17  119.93  3.000
 2TK  BR1  C16  C15  119.32  3.000
 2TK  C17  C16  C15  120.75  3.000
 2TK  H18  C17  C18  120.05  3.000
 2TK  H18  C17  C16  120.14  3.000
 2TK  C18  C17  C16  119.81  3.000
 2TK  H19  C18  C19  120.66  3.000
 2TK  H19  C18  C17  119.70  3.000
 2TK  C19  C18  C17  119.64  3.000
 2TK  H20  C19  C20  119.04  3.000
 2TK  H20  C19  C18  120.30  3.000
 2TK  C20  C19  C18  120.66  3.000
 2TK  H21  C20  C19  119.62  3.000
 2TK  H21  C20  C15  120.40  3.000
 2TK  C19  C20  C15  119.98  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
 2TK  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 2TK  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 2TK  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 2TK  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 2TK  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 2TK  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 2TK  CONST_07  C18  C19  C20  C15     0.00   0.0  0
 2TK  CONST_08  C18  C17  C16  C15     0.00   0.0  0
 2TK  CONST_09  C19  C18  C17  C16     0.00   0.0  0
 2TK  CONST_10  C19  C20  C15  C16     0.00   0.0  0
 2TK  CONST_11  C20  C19  C18  C17     0.00   0.0  0
 2TK  CONST_12  C20  C15  C16  C17     0.00   0.0  0
 2TK  CONST_13  O14  C03  C02  C01   180.00   0.0  0
 2TK  CONST_14  C07  C06  C01  C02   180.00   0.0  0
 2TK  CONST_15  O13  C04  C03  C02   180.00   0.0  0
 2TK  CONST_16  C07  C06  C05  C04   180.00   0.0  0
 2TK  CONST_17  O14  C03  C04  C05   180.00   0.0  0
 2TK  CONST_18  O13  C04  C05  C06   180.00   0.0  0
 2TK  CONST_19  C19  C20  C15  O14   180.00   0.0  0
 2TK  CONST_20  C17  C16  C15  O14   180.00   0.0  0
 2TK  CONST_21  BR1  C16  C17  C18   180.00   0.0  0
 2TK  CONST_22  BR1  C16  C15  C20   180.00   0.0  0
 2TK  CONST_23  H3   C05  C06  C01   180.00   0.0  0
 2TK  CONST_24  H1   C01  C02  C03   180.00   0.0  0
 2TK  CONST_25  H2   C02  C03  C04   180.00   0.0  0
 2TK  CONST_26  H20  C19  C20  C15   180.00   0.0  0
 2TK  CONST_27  H18  C17  C16  C15   180.00   0.0  0
 2TK  CONST_28  H19  C18  C17  C16   180.00   0.0  0
 2TK  CONST_29  H21  C20  C15  C16   180.00   0.0  0
 2TK  Var_01    C20  C15  O14  C03   -12.44  30.0  3
 2TK  Var_02    C08  C07  C06  C01    99.32  30.0  2
 2TK  Var_03    C09  C08  C07  C06  -177.56  30.0  1
 2TK  Var_04    C10  C09  C08  C07  -178.56  30.0  1
 2TK  Var_05    C11  C10  C09  C08  -178.07  30.0  1
 2TK  Var_06    C12  C11  C10  C09  -179.61  30.0  1
 2TK  Var_07    H14  C12  C11  C10  -179.14  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
 2TK  plan-1  C01  0.020
 2TK  plan-1  C02  0.020
 2TK  plan-1  C03  0.020
 2TK  plan-1  C04  0.020
 2TK  plan-1  C05  0.020
 2TK  plan-1  C06  0.020
 2TK  plan-1  C07  0.020
 2TK  plan-1  O13  0.020
 2TK  plan-1  O14  0.020
 2TK  plan-1  H1   0.020
 2TK  plan-1  H2   0.020
 2TK  plan-1  H3   0.020
 2TK  plan-2  O14  0.020
 2TK  plan-2  C15  0.020
 2TK  plan-2  C16  0.020
 2TK  plan-2  C17  0.020
 2TK  plan-2  C18  0.020
 2TK  plan-2  C19  0.020
 2TK  plan-2  C20  0.020
 2TK  plan-2  BR1  0.020
 2TK  plan-2  H18  0.020
 2TK  plan-2  H19  0.020
 2TK  plan-2  H20  0.020
 2TK  plan-2  H21  0.020

