# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 14:56:02 2021
#   Inital geometry file: a 112 line input string
#   Ligand name: 2-fluoro-6-[(3-hexylphenyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCc1cccc(Nc2cccc(F)c2C(O)=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
 QZ1  QZ1  '2-fluoro-6-[(3-hexylphenyl)amino]benzoic acid'  ligand  45  23  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_QZ1
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
 QZ1  C14  C  CR16  0  -0.222  44.7187  27.4911  -18.7052
 QZ1  C15  C  CR16  0  -0.352  44.1534  26.2486  -18.5322
 QZ1  C16  C  CR16  0  -0.329  43.8758  23.5493  -17.0355
 QZ1  C17  C  CR16  0  -0.234  44.4608  22.3163  -16.7977
 QZ1  C18  C  CR16  0  -0.339  44.0323  21.1817  -17.4746
 QZ1  F    F  F     0  -0.296  41.8447  29.6033  -18.7785
 QZ1  C12  C  CR6   0   0.574  42.5779  28.4931  -18.6634
 QZ1  C10  C  CR6   0  -0.397  41.9385  27.2602  -18.4689
 QZ1  C11  C  C     0   0.579  40.4741  27.1416  -18.3427
 QZ1  O1   O  OH1   0  -0.581  39.8489  28.2642  -18.0349
 QZ1  O    O  O     0  -0.467  39.8666  26.0971  -18.4870
 QZ1  C13  C  CR16  0  -0.442  43.9388  28.6395  -18.7760
 QZ1  C9   C  CR6   0   0.408  42.7617  26.0961  -18.4090
 QZ1  N    N  NH1   0  -0.806  42.2047  24.8633  -18.2518
 QZ1  C8   C  CR6   0   0.357  42.8596  23.6560  -17.9861
 QZ1  C7   C  CR16  0  -0.394  42.4263  22.5115  -18.6512
 QZ1  C6   C  CR6   0   0.153  42.9981  21.2672  -18.4022
 QZ1  C5   C  CH2   0  -0.505  42.5342  20.0578  -19.1654
 QZ1  C4   C  CH2   0  -0.413  42.9696  20.0866  -20.6318
 QZ1  C3   C  CH2   0  -0.416  42.5582  18.8342  -21.3939
 QZ1  C2   C  CH2   0  -0.407  42.9447  18.8819  -22.8668
 QZ1  C1   C  CH2   0  -0.420  42.5726  17.6171  -23.6304
 QZ1  C    C  CH3   0  -0.661  42.9466  17.6855  -25.1045
 QZ1  H1   H  HCR6  0   0.277  45.7928  27.5707  -18.8069
 QZ1  H2   H  HCR6  0   0.288  44.7934  25.3794  -18.5184
 QZ1  H4   H  HCR6  0   0.257  45.2512  22.2399  -16.0623
 QZ1  H5   H  HCR6  0   0.245  44.4980  20.2242  -17.2740
 QZ1  H6   H  HOH1  0   0.487  38.8960  28.0929  -17.9859
 QZ1  H7   H  HCR6  0   0.279  44.3729  29.6168  -18.9341
 QZ1  H8   H  HNH1  0   0.417  41.2110  24.8125  -18.4329
 QZ1  H9   H  HCR6  0   0.256  41.6286  22.5979  -19.3815
 QZ1  H10  H  HCH2  0   0.238  41.4434  19.9868  -19.1174
 QZ1  H11  H  HCH2  0   0.238  42.9244  19.1545  -18.6894
 QZ1  H12  H  HCH2  0   0.220  44.0565  20.2065  -20.6850
 QZ1  H13  H  HCH2  0   0.220  42.5411  20.9681  -21.1196
 QZ1  H14  H  HCH2  0   0.211  41.4752  18.6927  -21.3068
 QZ1  H15  H  HCH2  0   0.211  43.0172  17.9576  -20.9238
 QZ1  H16  H  HCH2  0   0.207  44.0236  19.0532  -22.9549
 QZ1  H17  H  HCH2  0   0.207  42.4633  19.7448  -23.3404
 QZ1  H18  H  HCH2  0   0.210  41.4968  17.4394  -23.5328
 QZ1  H19  H  HCH2  0   0.211  43.0646  16.7571  -23.1657
 QZ1  H20  H  HCH3  0   0.225  42.6719  16.7709  -25.6316
 QZ1  H21  H  HCH3  0   0.215  42.4415  18.5169  -25.6001
 QZ1  H22  H  HCH3  0   0.216  44.0208  17.8315  -25.2326
 QZ1  H3   H  HCR6  0   0.275  44.1975  24.4155  -16.4723

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
 QZ1  C    C1   single    1.522  0.020  1.522
 QZ1  C1   C2   single    1.524  0.020  1.524
 QZ1  C2   C3   single    1.524  0.020  1.524
 QZ1  C3   C4   single    1.523  0.020  1.523
 QZ1  C4   C5   single    1.530  0.020  1.530
 QZ1  C5   C6   single    1.503  0.020  1.503
 QZ1  F    C12  single    1.335  0.020  1.335
 QZ1  C13  C14  aromatic  1.390  0.020  1.390
 QZ1  C13  C12  aromatic  1.373  0.020  1.373
 QZ1  C14  C15  aromatic  1.376  0.020  1.376
 QZ1  C12  C10  aromatic  1.402  0.020  1.402
 QZ1  C15  C9   aromatic  1.405  0.020  1.405
 QZ1  C7   C6   aromatic  1.392  0.020  1.392
 QZ1  C7   C8   aromatic  1.393  0.020  1.393
 QZ1  C6   C18  aromatic  1.392  0.020  1.392
 QZ1  C10  C9   aromatic  1.427  0.020  1.427
 QZ1  C10  C11  single    1.475  0.020  1.475
 QZ1  O    C11  double    1.217  0.020  1.217
 QZ1  C9   N    single    1.362  0.020  1.362
 QZ1  C11  O1   single    1.321  0.020  1.321
 QZ1  N    C8   single    1.399  0.020  1.399
 QZ1  C8   C16  aromatic  1.396  0.020  1.396
 QZ1  C18  C17  aromatic  1.389  0.020  1.389
 QZ1  C16  C17  aromatic  1.385  0.020  1.385
 QZ1  C14  H1   single    0.930  0.020  1.080
 QZ1  C15  H2   single    0.930  0.020  1.080
 QZ1  C16  H3   single    0.930  0.020  1.080
 QZ1  C17  H4   single    0.930  0.020  1.080
 QZ1  C18  H5   single    0.930  0.020  1.080
 QZ1  O1   H6   single    0.850  0.020  0.980
 QZ1  C13  H7   single    0.930  0.020  1.080
 QZ1  N    H8   single    0.860  0.020  1.020
 QZ1  C7   H9   single    0.930  0.020  1.080
 QZ1  C5   H10  single    0.970  0.020  1.090
 QZ1  C5   H11  single    0.970  0.020  1.090
 QZ1  C4   H12  single    0.970  0.020  1.090
 QZ1  C4   H13  single    0.970  0.020  1.090
 QZ1  C3   H14  single    0.970  0.020  1.090
 QZ1  C3   H15  single    0.970  0.020  1.090
 QZ1  C2   H16  single    0.970  0.020  1.090
 QZ1  C2   H17  single    0.970  0.020  1.090
 QZ1  C1   H18  single    0.970  0.020  1.090
 QZ1  C1   H19  single    0.970  0.020  1.090
 QZ1  C    H20  single    0.970  0.020  1.090
 QZ1  C    H21  single    0.970  0.020  1.090
 QZ1  C    H22  single    0.970  0.020  1.090

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
 QZ1  H1   C14  C13  119.44  3.000
 QZ1  H1   C14  C15  119.09  3.000
 QZ1  C13  C14  C15  121.46  3.000
 QZ1  H2   C15  C9   119.90  3.000
 QZ1  H2   C15  C14  119.02  3.000
 QZ1  C9   C15  C14  121.06  3.000
 QZ1  H3   C16  C8   120.65  3.000
 QZ1  H3   C16  C17  119.83  3.000
 QZ1  C8   C16  C17  119.50  3.000
 QZ1  H4   C17  C18  119.92  3.000
 QZ1  H4   C17  C16  119.20  3.000
 QZ1  C18  C17  C16  120.87  3.000
 QZ1  H5   C18  C6   119.80  3.000
 QZ1  H5   C18  C17  119.94  3.000
 QZ1  C6   C18  C17  120.25  3.000
 QZ1  C13  C12  C10  123.84  3.000
 QZ1  C10  C12  F    119.50  3.000
 QZ1  C13  C12  F    116.64  3.000
 QZ1  C9   C10  C11  120.24  3.000
 QZ1  C11  C10  C12  122.37  3.000
 QZ1  C9   C10  C12  117.39  3.000
 QZ1  O    C11  O1   121.37  3.000
 QZ1  O1   C11  C10  114.93  3.000
 QZ1  O    C11  C10  123.69  3.000
 QZ1  H6   O1   C11  109.07  3.000
 QZ1  H7   C13  C12  120.41  3.000
 QZ1  H7   C13  C14  121.94  3.000
 QZ1  C12  C13  C14  117.63  3.000
 QZ1  N    C9   C10  120.48  3.000
 QZ1  N    C9   C15  120.89  3.000
 QZ1  C10  C9   C15  118.62  3.000
 QZ1  H8   N    C8   116.78  3.000
 QZ1  H8   N    C9   115.26  3.000
 QZ1  C8   N    C9   127.71  3.000
 QZ1  C7   C8   N    118.22  3.000
 QZ1  N    C8   C16  122.43  3.000
 QZ1  C7   C8   C16  119.27  3.000
 QZ1  H9   C7   C6   119.58  3.000
 QZ1  H9   C7   C8   118.99  3.000
 QZ1  C6   C7   C8   121.43  3.000
 QZ1  C5   C6   C7   120.11  3.000
 QZ1  C7   C6   C18  118.65  3.000
 QZ1  C5   C6   C18  121.21  3.000
 QZ1  H11  C5   H10  106.45  3.000
 QZ1  H11  C5   C4   109.35  3.000
 QZ1  H10  C5   C4   109.08  3.000
 QZ1  H11  C5   C6   109.49  3.000
 QZ1  H10  C5   C6   109.73  3.000
 QZ1  C4   C5   C6   112.56  3.000
 QZ1  H13  C4   H12  106.18  3.000
 QZ1  H13  C4   C3   109.48  3.000
 QZ1  H12  C4   C3   109.51  3.000
 QZ1  H13  C4   C5   109.32  3.000
 QZ1  H12  C4   C5   109.34  3.000
 QZ1  C3   C4   C5   112.79  3.000
 QZ1  H15  C3   H14  106.06  3.000
 QZ1  H15  C3   C2   109.49  3.000
 QZ1  H14  C3   C2   109.37  3.000
 QZ1  H15  C3   C4   109.28  3.000
 QZ1  H14  C3   C4   109.48  3.000
 QZ1  C2   C3   C4   112.93  3.000
 QZ1  H17  C2   H16  105.95  3.000
 QZ1  H17  C2   C1   109.26  3.000
 QZ1  H16  C2   C1   109.27  3.000
 QZ1  H17  C2   C3   109.33  3.000
 QZ1  H16  C2   C3   109.41  3.000
 QZ1  C1   C2   C3   113.36  3.000
 QZ1  H19  C1   H18  106.05  3.000
 QZ1  H19  C1   C    109.63  3.000
 QZ1  H18  C1   C    109.57  3.000
 QZ1  H19  C1   C2   109.25  3.000
 QZ1  H18  C1   C2   109.28  3.000
 QZ1  C    C1   C2   112.83  3.000
 QZ1  H22  C    H21  107.46  3.000
 QZ1  H22  C    H20  107.65  3.000
 QZ1  H21  C    H20  107.61  3.000
 QZ1  H22  C    C1   111.19  3.000
 QZ1  H21  C    C1   111.11  3.000
 QZ1  H20  C    C1   111.62  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
 QZ1  CONST_01  C10  C12  C13  C14     0.00   0.0  0
 QZ1  CONST_02  C10  C9   C15  C14     0.00   0.0  0
 QZ1  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 QZ1  CONST_04  C12  C10  C9   C15     0.00   0.0  0
 QZ1  CONST_05  C6   C7   C8   C16     0.00   0.0  0
 QZ1  CONST_06  C6   C18  C17  C16     0.00   0.0  0
 QZ1  CONST_07  C7   C6   C18  C17     0.00   0.0  0
 QZ1  CONST_08  C7   C8   C16  C17     0.00   0.0  0
 QZ1  CONST_09  C8   C7   C6   C18     0.00   0.0  0
 QZ1  CONST_10  C8   C16  C17  C18     0.00   0.0  0
 QZ1  CONST_11  C9   C15  C14  C13     0.00   0.0  0
 QZ1  CONST_12  C9   C10  C12  C13     0.00   0.0  0
 QZ1  CONST_13  F    C12  C13  C14   180.00   0.0  0
 QZ1  CONST_14  N    C9   C15  C14   180.00   0.0  0
 QZ1  CONST_15  C11  C10  C9   C15   180.00   0.0  0
 QZ1  CONST_16  C5   C6   C18  C17   180.00   0.0  0
 QZ1  CONST_17  N    C8   C16  C17   180.00   0.0  0
 QZ1  CONST_18  C9   C10  C12  F     180.00   0.0  0
 QZ1  CONST_19  N    C9   C10  C12   180.00   0.0  0
 QZ1  CONST_20  C13  C12  C10  C11   180.00   0.0  0
 QZ1  CONST_21  C6   C7   C8   N     180.00   0.0  0
 QZ1  CONST_22  C5   C6   C7   C8    180.00   0.0  0
 QZ1  CONST_23  H7   C13  C14  C15   180.00   0.0  0
 QZ1  CONST_24  H9   C7   C8   C16   180.00   0.0  0
 QZ1  CONST_25  H5   C18  C17  C16   180.00   0.0  0
 QZ1  CONST_26  H3   C16  C17  C18   180.00   0.0  0
 QZ1  CONST_27  H1   C14  C13  C12   180.00   0.0  0
 QZ1  CONST_28  H2   C15  C9   C10   180.00   0.0  0
 QZ1  CONST_29  H4   C17  C16  C8    180.00   0.0  0
 QZ1  CONST_30  H6   O1   C11  C10   180.00   0.0  0
 QZ1  Var_01    C8   N    C9   C15    10.63  30.0  2
 QZ1  Var_02    C9   N    C8   C16    44.30  30.0  2
 QZ1  Var_03    C4   C5   C6   C18  -106.91  30.0  3
 QZ1  Var_04    O    C11  C10  C12   162.11  30.0  2
 QZ1  Var_05    C3   C4   C5   C6    177.34  30.0  1
 QZ1  Var_06    C2   C3   C4   C5    177.87  30.0  1
 QZ1  Var_07    C1   C2   C3   C4    178.39  30.0  1
 QZ1  Var_08    C    C1   C2   C3    179.20  30.0  1
 QZ1  Var_09    H20  C    C1   C2    179.98  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
 QZ1  plan-1  C14  0.020
 QZ1  plan-1  C15  0.020
 QZ1  plan-1  F    0.020
 QZ1  plan-1  C12  0.020
 QZ1  plan-1  C10  0.020
 QZ1  plan-1  C11  0.020
 QZ1  plan-1  C13  0.020
 QZ1  plan-1  C9   0.020
 QZ1  plan-1  N    0.020
 QZ1  plan-1  H1   0.020
 QZ1  plan-1  H2   0.020
 QZ1  plan-1  H7   0.020
 QZ1  plan-2  C16  0.020
 QZ1  plan-2  C17  0.020
 QZ1  plan-2  C18  0.020
 QZ1  plan-2  N    0.020
 QZ1  plan-2  C8   0.020
 QZ1  plan-2  C7   0.020
 QZ1  plan-2  C6   0.020
 QZ1  plan-2  C5   0.020
 QZ1  plan-2  H4   0.020
 QZ1  plan-2  H5   0.020
 QZ1  plan-2  H9   0.020
 QZ1  plan-2  H3   0.020
 QZ1  plan-3  C10  0.020
 QZ1  plan-3  C11  0.020
 QZ1  plan-3  O1   0.020
 QZ1  plan-3  O    0.020
 QZ1  plan-3  H6   0.020

