# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 18:09:31 2022
#   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  44  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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  -0.244  44.5690  28.0229  -18.4476
 QZ1  C15  C  CR16   0  -0.346  44.1139  26.7232  -18.5665
 QZ1  C16  C  CR16   0  -0.346  44.0897  23.7289  -17.6503
 QZ1  C17  C  CR16   0  -0.231  44.6448  22.4593  -17.5677
 QZ1  C18  C  CR16   0  -0.338  44.0546  21.3745  -18.1960
 QZ1  F    F  F      0  -0.312  41.5684  29.7427  -17.5331
 QZ1  C12  C  CR6    0   0.523  42.3870  28.7235  -17.8416
 QZ1  C10  C  CR6    0  -0.392  41.8729  27.4360  -17.9160
 QZ1  C11  C  C      0   0.433  40.4208  27.1269  -17.5514
 QZ1  O1   O  OC    -1  -0.555  39.9090  27.7829  -16.6371
 QZ1  O    O  O      0  -0.597  39.8712  26.2067  -18.2070
 QZ1  C13  C  CR16   0  -0.442  43.7065  29.0488  -18.0931
 QZ1  C9   C  CR6    0   0.367  42.7703  26.4137  -18.3143
 QZ1  N    N  NH1    0  -0.812  42.2704  25.1447  -18.4876
 QZ1  C8   C  CR6    0   0.378  42.9229  23.9290  -18.3923
 QZ1  C7   C  CR16   0  -0.428  42.3380  22.8252  -19.0274
 QZ1  C6   C  CR6    0   0.161  42.8809  21.5528  -18.9300
 QZ1  C5   C  CH2    0  -0.505  42.2422  20.3893  -19.6346
 QZ1  C4   C  CH2    0  -0.410  42.9937  19.9818  -20.9029
 QZ1  C3   C  CH2    0  -0.414  42.3658  18.7780  -21.5918
 QZ1  C2   C  CH2    0  -0.405  43.1103  18.3501  -22.8502
 QZ1  C1   C  CH2    0  -0.417  42.5084  17.1182  -23.5147
 QZ1  C    C  CH3    0  -0.660  43.2562  16.7002  -24.7734
 QZ1  H1   H  HCR6   0   0.258  45.6076  28.2437  -18.6572
 QZ1  H2   H  HCR6   0   0.268  44.7963  25.9498  -18.8902
 QZ1  H5   H  HCR6   0   0.236  44.4971  20.3892  -18.1095
 QZ1  H7   H  HCR6   0   0.261  44.0426  30.0744  -18.0181
 QZ1  H8   H  HNH1   0   0.405  41.2504  25.1459  -18.5670
 QZ1  H9   H  HCR6   0   0.246  41.4316  22.9741  -19.6052
 QZ1  H10  H  HCH2   0   0.235  41.2088  20.6343  -19.8941
 QZ1  H11  H  HCH2   0   0.234  42.1989  19.5299  -18.9590
 QZ1  H12  H  HCH2   0   0.218  44.0344  19.7554  -20.6503
 QZ1  H13  H  HCH2   0   0.218  43.0221  20.8310  -21.5928
 QZ1  H14  H  HCH2   0   0.210  41.3243  19.0056  -21.8438
 QZ1  H15  H  HCH2   0   0.208  42.3324  17.9386  -20.8885
 QZ1  H16  H  HCH2   0   0.206  44.1580  18.1491  -22.6004
 QZ1  H17  H  HCH2   0   0.206  43.1226  19.1790  -23.5660
 QZ1  H18  H  HCH2   0   0.209  41.4598  17.3131  -23.7581
 QZ1  H19  H  HCH2   0   0.209  42.5046  16.2895  -22.8000
 QZ1  H20  H  HCH3   0   0.224  42.8134  15.8135  -25.2285
 QZ1  H21  H  HCH3   0   0.215  43.2462  17.4952  -25.5211
 QZ1  H22  H  HCH3   0   0.215  44.3003  16.4704  -24.5528
 QZ1  H3   H  HCR6   0   0.264  44.5530  24.5468  -17.1158
 QZ1  H4   H  HCR6   0   0.246  45.5451  22.3191  -16.9823

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    1.523  0.020  1.523
 QZ1  C1   C2   single    1.524  0.020  1.524
 QZ1  C2   C3   single    1.523  0.020  1.523
 QZ1  C3   C4   single    1.523  0.020  1.523
 QZ1  C4   C5   single    1.529  0.020  1.529
 QZ1  C5   C6   single    1.503  0.020  1.503
 QZ1  F    C12  single    1.343  0.020  1.343
 QZ1  C13  C14  aromatic  1.386  0.020  1.386
 QZ1  C13  C12  aromatic  1.382  0.020  1.382
 QZ1  C14  C15  aromatic  1.382  0.020  1.382
 QZ1  C12  C10  aromatic  1.388  0.020  1.388
 QZ1  C15  C9   aromatic  1.402  0.020  1.402
 QZ1  C7   C6   aromatic  1.387  0.020  1.387
 QZ1  C7   C8   aromatic  1.401  0.020  1.401
 QZ1  C6   C18  aromatic  1.396  0.020  1.396
 QZ1  C10  C9   aromatic  1.417  0.020  1.417
 QZ1  C10  C11  single    1.529  0.020  1.529
 QZ1  O    C11  deloc     1.256  0.020  1.256
 QZ1  C9   N    single    1.375  0.020  1.375
 QZ1  C11  O1   deloc     1.236  0.020  1.236
 QZ1  N    C8   single    1.383  0.020  1.383
 QZ1  C8   C16  aromatic  1.397  0.020  1.397
 QZ1  C18  C17  aromatic  1.386  0.020  1.386
 QZ1  C16  C17  aromatic  1.388  0.020  1.388
 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  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  119.71  3.000
 QZ1  H1   C14  C15  119.41  3.000
 QZ1  C13  C14  C15  120.86  3.000
 QZ1  H2   C15  C9   120.07  3.000
 QZ1  H2   C15  C14  119.38  3.000
 QZ1  C9   C15  C14  120.51  3.000
 QZ1  H3   C16  C8   120.79  3.000
 QZ1  H3   C16  C17  119.41  3.000
 QZ1  C8   C16  C17  119.77  3.000
 QZ1  H4   C17  C18  119.86  3.000
 QZ1  H4   C17  C16  118.88  3.000
 QZ1  C18  C17  C16  121.25  3.000
 QZ1  H5   C18  C6   120.10  3.000
 QZ1  H5   C18  C17  120.12  3.000
 QZ1  C6   C18  C17  119.78  3.000
 QZ1  C13  C12  C10  124.19  3.000
 QZ1  C10  C12  F    119.36  3.000
 QZ1  C13  C12  F    116.43  3.000
 QZ1  C9   C10  C11  121.51  3.000
 QZ1  C11  C10  C12  121.77  3.000
 QZ1  C9   C10  C12  116.71  3.000
 QZ1  O    C11  O1   126.41  3.000
 QZ1  O1   C11  C10  117.54  3.000
 QZ1  O    C11  C10  116.05  3.000
 QZ1  H7   C13  C12  120.47  3.000
 QZ1  H7   C13  C14  121.73  3.000
 QZ1  C12  C13  C14  117.80  3.000
 QZ1  N    C9   C10  118.09  3.000
 QZ1  N    C9   C15  121.98  3.000
 QZ1  C10  C9   C15  119.88  3.000
 QZ1  H8   N    C8   118.48  3.000
 QZ1  H8   N    C9   111.79  3.000
 QZ1  C8   N    C9   129.13  3.000
 QZ1  C7   C8   N    117.66  3.000
 QZ1  N    C8   C16  123.82  3.000
 QZ1  C7   C8   C16  118.45  3.000
 QZ1  H9   C7   C6   119.35  3.000
 QZ1  H9   C7   C8   118.81  3.000
 QZ1  C6   C7   C8   121.84  3.000
 QZ1  C5   C6   C7   120.74  3.000
 QZ1  C7   C6   C18  118.90  3.000
 QZ1  C5   C6   C18  120.34  3.000
 QZ1  H11  C5   H10  106.57  3.000
 QZ1  H11  C5   C4   108.80  3.000
 QZ1  H10  C5   C4   109.11  3.000
 QZ1  H11  C5   C6   109.60  3.000
 QZ1  H10  C5   C6   109.85  3.000
 QZ1  C4   C5   C6   112.72  3.000
 QZ1  H13  C4   H12  106.34  3.000
 QZ1  H13  C4   C3   109.81  3.000
 QZ1  H12  C4   C3   109.45  3.000
 QZ1  H13  C4   C5   109.19  3.000
 QZ1  H12  C4   C5   109.33  3.000
 QZ1  C3   C4   C5   112.53  3.000
 QZ1  H15  C3   H14  106.13  3.000
 QZ1  H15  C3   C2   109.27  3.000
 QZ1  H14  C3   C2   109.45  3.000
 QZ1  H15  C3   C4   109.14  3.000
 QZ1  H14  C3   C4   109.38  3.000
 QZ1  C2   C3   C4   113.22  3.000
 QZ1  H17  C2   H16  106.09  3.000
 QZ1  H17  C2   C1   109.34  3.000
 QZ1  H16  C2   C1   109.19  3.000
 QZ1  H17  C2   C3   109.44  3.000
 QZ1  H16  C2   C3   109.30  3.000
 QZ1  C1   C2   C3   113.22  3.000
 QZ1  H19  C1   H18  106.08  3.000
 QZ1  H19  C1   C    109.50  3.000
 QZ1  H18  C1   C    109.61  3.000
 QZ1  H19  C1   C2   109.20  3.000
 QZ1  H18  C1   C2   109.37  3.000
 QZ1  C    C1   C2   112.86  3.000
 QZ1  H22  C    H21  107.49  3.000
 QZ1  H22  C    H20  107.55  3.000
 QZ1  H21  C    H20  107.61  3.000
 QZ1  H22  C    C1   111.13  3.000
 QZ1  H21  C    C1   111.21  3.000
 QZ1  H20  C    C1   111.64  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  Var_01    C8   N    C9   C15    28.17  30.0  2
 QZ1  Var_02    C9   N    C8   C16    23.81  30.0  2
 QZ1  Var_03    C4   C5   C6   C18   -74.98  30.0  3
 QZ1  Var_04    O    C11  C10  C12   146.63  30.0  2
 QZ1  Var_05    C3   C4   C5   C6    178.37  30.0  1
 QZ1  Var_06    C2   C3   C4   C5   -179.44  30.0  1
 QZ1  Var_07    C1   C2   C3   C4    178.14  30.0  1
 QZ1  Var_08    C    C1   C2   C3    179.83  30.0  1
 QZ1  Var_09    H20  C    C1   C2    179.61  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  H5   0.020
 QZ1  plan-2  H9   0.020
 QZ1  plan-2  H3   0.020
 QZ1  plan-2  H4   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

