# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 13:22:43 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 4-fluoro-5-hexyl-2-(2-methylphenoxy)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCc1cc(O)c(Oc2ccccc2C)cc1F
#
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
 69H  69H  4-fluoro-5-hexyl-2-(2-methylphenoxy)phenol  ligand  45  22  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_69H
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
 69H  CAV  C  CH3   0  -0.664   8.6490   0.7765   0.7144
 69H  CAU  C  CH2   0  -0.418   7.6017   0.0161  -0.0872
 69H  CAT  C  CH2   0  -0.408   6.1757   0.4075   0.2824
 69H  CAS  C  CH2   0  -0.417   5.1204  -0.3411  -0.5213
 69H  CAR  C  CH2   0  -0.413   3.6964   0.0495  -0.1470
 69H  CAP  C  CH2   0  -0.501   2.6518  -0.6912  -0.9843
 69H  CAL  C  CR6   0  -0.060   1.2456  -0.3076  -0.6226
 69H  CAM  C  CR6   0   0.494   0.5710  -0.9045   0.4329
 69H  FAQ  F  F     0  -0.316   1.1867  -1.8760   1.1345
 69H  CAI  C  CR16  0  -0.453  -0.7101  -0.5490   0.7971
 69H  CAH  C  CR16  0  -0.392   0.5784   0.6989  -1.3119
 69H  CAB  C  CR6   0   0.314  -0.7151   1.0866  -0.9803
 69H  OAA  O  OH1   0  -0.625  -1.3081   2.0595  -1.6980
 69H  CAC  C  CR6   0   0.210  -1.3521   0.4484   0.0815
 69H  OAD  O  O2    0  -0.519  -2.6137   0.8596   0.4227
 69H  CAE  C  CR6   0   0.321  -3.6905   0.0857   0.0724
 69H  CAJ  C  CR16  0  -0.326  -3.5991  -0.9846  -0.8055
 69H  CAN  C  CR16  0  -0.266  -4.7431  -1.7084  -1.1198
 69H  CAO  C  CR16  0  -0.259  -5.9629  -1.3621  -0.5629
 69H  CAK  C  CR16  0  -0.295  -6.0330  -0.2839   0.3112
 69H  CAF  C  CR6   0   0.027  -4.9079   0.4588   0.6488
 69H  CAG  C  CH3   0  -0.712  -4.9879   1.6193   1.5954
 69H  H1   H  HCH3  0   0.216   8.5366   0.5936   1.7848
 69H  H2   H  HCH3  0   0.226   9.6612   0.4829   0.4350
 69H  H3   H  HCH3  0   0.216   8.5620   1.8531   0.5553
 69H  H4   H  HCH2  0   0.210   7.7577   0.1918  -1.1560
 69H  H5   H  HCH2  0   0.211   7.7314  -1.0598   0.0652
 69H  H6   H  HCH2  0   0.208   6.0177   0.2265   1.3513
 69H  H7   H  HCH2  0   0.208   6.0477   1.4856   0.1349
 69H  H8   H  HCH2  0   0.212   5.2764  -0.1554  -1.5897
 69H  H9   H  HCH2  0   0.212   5.2485  -1.4196  -0.3774
 69H  H10  H  HCH2  0   0.223   3.5295  -0.1540   0.9148
 69H  H11  H  HCH2  0   0.223   3.5642   1.1278  -0.2798
 69H  H12  H  HCH2  0   0.246   2.8149  -0.4675  -2.0412
 69H  H13  H  HCH2  0   0.245   2.7927  -1.7688  -0.8730
 69H  H14  H  HCR6  0   0.296  -1.2068  -1.0407   1.6244
 69H  H15  H  HCR6  0   0.272   1.0748   1.1926  -2.1395
 69H  H16  H  HOH1  0   0.475  -2.1537   2.3021  -1.3018
 69H  H17  H  HCR6  0   0.277  -2.6518  -1.2635  -1.2480
 69H  H18  H  HCR6  0   0.260  -4.6698  -2.5428  -1.8047
 69H  H19  H  HCR6  0   0.253  -6.8554  -1.9246  -0.8031
 69H  H20  H  HCR6  0   0.252  -6.9862  -0.0106   0.7481
 69H  H21  H  HCH3  0   0.246  -4.3418   1.4775   2.4632
 69H  H22  H  HCH3  0   0.246  -4.6840   2.5536   1.1199
 69H  H23  H  HCH3  0   0.245  -6.0065   1.7488   1.9574

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
 69H  CAK  CAO  aromatic  1.390  0.020  1.390
 69H  CAK  CAF  aromatic  1.390  0.020  1.390
 69H  CAO  CAN  aromatic  1.385  0.020  1.385
 69H  CAG  CAF  single    1.500  0.020  1.500
 69H  CAF  CAE  aromatic  1.398  0.020  1.398
 69H  CAN  CAJ  aromatic  1.390  0.020  1.390
 69H  CAE  CAJ  aromatic  1.387  0.020  1.387
 69H  CAE  OAD  single    1.372  0.020  1.372
 69H  OAD  CAC  single    1.370  0.020  1.370
 69H  CAC  CAI  aromatic  1.385  0.020  1.385
 69H  CAC  CAB  aromatic  1.393  0.020  1.393
 69H  CAI  CAM  aromatic  1.378  0.020  1.378
 69H  OAA  CAB  single    1.347  0.020  1.347
 69H  CAB  CAH  aromatic  1.390  0.020  1.390
 69H  CAM  FAQ  single    1.347  0.020  1.347
 69H  CAM  CAL  aromatic  1.388  0.020  1.388
 69H  CAH  CAL  aromatic  1.390  0.020  1.390
 69H  CAV  CAU  single    1.522  0.020  1.522
 69H  CAL  CAP  single    1.502  0.020  1.502
 69H  CAS  CAR  single    1.523  0.020  1.523
 69H  CAS  CAT  single    1.523  0.020  1.523
 69H  CAU  CAT  single    1.524  0.020  1.524
 69H  CAR  CAP  single    1.530  0.020  1.530
 69H  CAV  H1   single    0.970  0.020  1.090
 69H  CAV  H2   single    0.970  0.020  1.090
 69H  CAV  H3   single    0.970  0.020  1.090
 69H  CAU  H4   single    0.970  0.020  1.090
 69H  CAU  H5   single    0.970  0.020  1.090
 69H  CAT  H6   single    0.970  0.020  1.090
 69H  CAT  H7   single    0.970  0.020  1.090
 69H  CAS  H8   single    0.970  0.020  1.090
 69H  CAS  H9   single    0.970  0.020  1.090
 69H  CAR  H10  single    0.970  0.020  1.090
 69H  CAR  H11  single    0.970  0.020  1.090
 69H  CAP  H12  single    0.970  0.020  1.090
 69H  CAP  H13  single    0.970  0.020  1.090
 69H  CAI  H14  single    0.930  0.020  1.080
 69H  CAH  H15  single    0.930  0.020  1.080
 69H  OAA  H16  single    0.850  0.020  0.980
 69H  CAJ  H17  single    0.930  0.020  1.080
 69H  CAN  H18  single    0.930  0.020  1.080
 69H  CAO  H19  single    0.930  0.020  1.080
 69H  CAK  H20  single    0.930  0.020  1.080
 69H  CAG  H21  single    0.970  0.020  1.090
 69H  CAG  H22  single    0.970  0.020  1.090
 69H  CAG  H23  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
 69H  H3   CAV  H2   107.59  3.000
 69H  H3   CAV  H1   107.45  3.000
 69H  H2   CAV  H1   107.56  3.000
 69H  H3   CAV  CAU  111.16  3.000
 69H  H2   CAV  CAU  111.66  3.000
 69H  H1   CAV  CAU  111.21  3.000
 69H  H5   CAU  H4   106.08  3.000
 69H  H5   CAU  CAT  109.24  3.000
 69H  H4   CAU  CAT  109.21  3.000
 69H  H5   CAU  CAV  109.64  3.000
 69H  H4   CAU  CAV  109.63  3.000
 69H  CAT  CAU  CAV  112.81  3.000
 69H  H7   CAT  H6   106.08  3.000
 69H  H7   CAT  CAS  109.37  3.000
 69H  H6   CAT  CAS  109.49  3.000
 69H  H7   CAT  CAU  109.23  3.000
 69H  H6   CAT  CAU  109.22  3.000
 69H  CAS  CAT  CAU  113.21  3.000
 69H  H9   CAS  H8   106.16  3.000
 69H  H9   CAS  CAR  109.24  3.000
 69H  H8   CAS  CAR  109.22  3.000
 69H  H9   CAS  CAT  109.48  3.000
 69H  H8   CAS  CAT  109.43  3.000
 69H  CAR  CAS  CAT  113.08  3.000
 69H  H11  CAR  H10  106.42  3.000
 69H  H11  CAR  CAP  109.15  3.000
 69H  H10  CAR  CAP  109.70  3.000
 69H  H11  CAR  CAS  109.62  3.000
 69H  H10  CAR  CAS  109.48  3.000
 69H  CAP  CAR  CAS  112.31  3.000
 69H  H13  CAP  H12  106.34  3.000
 69H  H13  CAP  CAL  110.38  3.000
 69H  H12  CAP  CAL  108.69  3.000
 69H  H13  CAP  CAR  109.49  3.000
 69H  H12  CAP  CAR  109.17  3.000
 69H  CAL  CAP  CAR  112.57  3.000
 69H  CAH  CAL  CAM  117.08  3.000
 69H  CAH  CAL  CAP  120.98  3.000
 69H  CAM  CAL  CAP  121.91  3.000
 69H  CAI  CAM  FAQ  118.24  3.000
 69H  FAQ  CAM  CAL  118.95  3.000
 69H  CAI  CAM  CAL  122.81  3.000
 69H  H14  CAI  CAC  120.59  3.000
 69H  H14  CAI  CAM  120.73  3.000
 69H  CAC  CAI  CAM  118.68  3.000
 69H  H15  CAH  CAB  118.75  3.000
 69H  H15  CAH  CAL  119.24  3.000
 69H  CAB  CAH  CAL  122.01  3.000
 69H  CAC  CAB  OAA  122.40  3.000
 69H  OAA  CAB  CAH  118.95  3.000
 69H  CAC  CAB  CAH  118.65  3.000
 69H  H16  OAA  CAB  110.41  3.000
 69H  OAD  CAC  CAB  118.26  3.000
 69H  CAB  CAC  CAI  120.77  3.000
 69H  OAD  CAC  CAI  120.94  3.000
 69H  CAE  OAD  CAC  119.34  3.000
 69H  CAF  CAE  CAJ  121.62  3.000
 69H  CAJ  CAE  OAD  123.04  3.000
 69H  CAF  CAE  OAD  115.33  3.000
 69H  H17  CAJ  CAN  119.59  3.000
 69H  H17  CAJ  CAE  121.02  3.000
 69H  CAN  CAJ  CAE  119.39  3.000
 69H  H18  CAN  CAO  120.47  3.000
 69H  H18  CAN  CAJ  119.28  3.000
 69H  CAO  CAN  CAJ  120.25  3.000
 69H  H19  CAO  CAK  120.09  3.000
 69H  H19  CAO  CAN  120.48  3.000
 69H  CAK  CAO  CAN  119.43  3.000
 69H  H20  CAK  CAF  118.65  3.000
 69H  H20  CAK  CAO  119.58  3.000
 69H  CAF  CAK  CAO  121.77  3.000
 69H  CAG  CAF  CAK  121.57  3.000
 69H  CAG  CAF  CAE  120.88  3.000
 69H  CAK  CAF  CAE  117.54  3.000
 69H  H23  CAG  H22  107.67  3.000
 69H  H23  CAG  H21  107.76  3.000
 69H  H22  CAG  H21  107.03  3.000
 69H  H23  CAG  CAF  110.60  3.000
 69H  H22  CAG  CAF  111.88  3.000
 69H  H21  CAG  CAF  111.71  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
 69H  CONST_01  CAC  CAI  CAM  CAL     0.00   0.0  0
 69H  CONST_02  CAC  CAB  CAH  CAL     0.00   0.0  0
 69H  CONST_03  CAB  CAC  CAI  CAM     0.00   0.0  0
 69H  CONST_04  CAB  CAH  CAL  CAM     0.00   0.0  0
 69H  CONST_05  CAH  CAB  CAC  CAI     0.00   0.0  0
 69H  CONST_06  CAH  CAL  CAM  CAI     0.00   0.0  0
 69H  CONST_07  CAO  CAK  CAF  CAE     0.00   0.0  0
 69H  CONST_08  CAO  CAN  CAJ  CAE     0.00   0.0  0
 69H  CONST_09  CAK  CAO  CAN  CAJ     0.00   0.0  0
 69H  CONST_10  CAK  CAF  CAE  CAJ     0.00   0.0  0
 69H  CONST_11  CAF  CAK  CAO  CAN     0.00   0.0  0
 69H  CONST_12  CAF  CAE  CAJ  CAN     0.00   0.0  0
 69H  CONST_13  CAI  CAM  CAL  CAP   180.00   0.0  0
 69H  CONST_14  CAB  CAH  CAL  CAP   180.00   0.0  0
 69H  CONST_15  OAA  CAB  CAH  CAL   180.00   0.0  0
 69H  CONST_16  OAD  CAC  CAI  CAM   180.00   0.0  0
 69H  CONST_17  CAC  CAI  CAM  FAQ   180.00   0.0  0
 69H  CONST_18  CAH  CAL  CAM  FAQ   180.00   0.0  0
 69H  CONST_19  OAA  CAB  CAC  CAI   180.00   0.0  0
 69H  CONST_20  OAD  CAC  CAB  CAH   180.00   0.0  0
 69H  CONST_21  CAK  CAF  CAE  OAD   180.00   0.0  0
 69H  CONST_22  CAN  CAJ  CAE  OAD   180.00   0.0  0
 69H  CONST_23  CAG  CAF  CAE  CAJ   180.00   0.0  0
 69H  CONST_24  CAG  CAF  CAK  CAO   180.00   0.0  0
 69H  CONST_25  H14  CAI  CAM  CAL   180.00   0.0  0
 69H  CONST_26  H15  CAH  CAL  CAM   180.00   0.0  0
 69H  CONST_27  H20  CAK  CAF  CAE   180.00   0.0  0
 69H  CONST_28  H18  CAN  CAJ  CAE   180.00   0.0  0
 69H  CONST_29  H19  CAO  CAN  CAJ   180.00   0.0  0
 69H  CONST_30  H17  CAJ  CAN  CAO   180.00   0.0  0
 69H  Var_01    CAF  CAE  OAD  CAC   169.70  30.0  2
 69H  Var_02    CAM  CAL  CAP  CAR   -84.21  30.0  2
 69H  Var_03    H21  CAG  CAF  CAE   -58.86  30.0  2
 69H  Var_04    CAL  CAP  CAR  CAS  -179.84  30.0  3
 69H  Var_05    CAS  CAT  CAU  CAV   179.60  30.0  3
 69H  Var_06    CAR  CAS  CAT  CAU   179.85  30.0  1
 69H  Var_07    CAP  CAR  CAS  CAT   178.82  30.0  3
 69H  Var_08    H1   CAV  CAU  CAT    59.87  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
 69H  plan-1  CAP  0.020
 69H  plan-1  CAL  0.020
 69H  plan-1  CAM  0.020
 69H  plan-1  FAQ  0.020
 69H  plan-1  CAI  0.020
 69H  plan-1  CAH  0.020
 69H  plan-1  CAB  0.020
 69H  plan-1  OAA  0.020
 69H  plan-1  CAC  0.020
 69H  plan-1  OAD  0.020
 69H  plan-1  H14  0.020
 69H  plan-1  H15  0.020
 69H  plan-2  OAD  0.020
 69H  plan-2  CAE  0.020
 69H  plan-2  CAJ  0.020
 69H  plan-2  CAN  0.020
 69H  plan-2  CAO  0.020
 69H  plan-2  CAK  0.020
 69H  plan-2  CAF  0.020
 69H  plan-2  CAG  0.020
 69H  plan-2  H17  0.020
 69H  plan-2  H18  0.020
 69H  plan-2  H19  0.020
 69H  plan-2  H20  0.020

