# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 12:04:31 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 3-[(2-methyl-6-phenylpyridin-4-yl)oxy]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(Oc2cccc(O)c2)cc(n1)c3ccccc3
#
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
 2OE  2OE  3-[(2-methyl-6-phenylpyridin-4-yl)oxy]phenol  ligand  36  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 OK
;

data_comp_2OE
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
 2OE  CAL  C  CR16  0  -0.438   3.4831   0.3770  -1.2010
 2OE  CAQ  C  CR6   0   0.369   4.8331   0.1302  -0.9604
 2OE  OAB  O  OH1   0  -0.629   5.6670  -0.3000  -1.9238
 2OE  CAG  C  CR16  0  -0.338   5.3590   0.3266   0.3156
 2OE  CAF  C  CR16  0  -0.242   4.5352   0.7749   1.3348
 2OE  CAH  C  CR16  0  -0.326   3.1881   1.0327   1.1126
 2OE  CAR  C  CR6   0   0.315   2.6867   0.8280  -0.1617
 2OE  OAO  O  O2    0  -0.507   1.3672   1.1161  -0.4306
 2OE  CAS  C  CR6   0   0.481   0.4120   0.2288  -0.0815
 2OE  CAM  C  CR16  0  -0.438  -0.9048   0.6414  -0.2393
 2OE  CAK  C  CR16  0  -0.431   0.6729  -1.0495   0.3922
 2OE  CAP  C  CR6   0   0.239  -0.4109  -1.8700   0.6896
 2OE  CAA  C  CH3   0  -0.719  -0.1919  -3.2575   1.2107
 2OE  NAN  N  N     0  -0.463  -1.6710  -1.4751   0.5491
 2OE  CAU  C  CR6   0   0.226  -1.9188  -0.2444   0.1010
 2OE  CAT  C  CR6   0   0.072  -3.3437   0.1368  -0.0307
 2OE  CAI  C  CR16  0  -0.318  -3.7467   1.4721   0.0157
 2OE  CAD  C  CR16  0  -0.239  -5.0859   1.8130  -0.1077
 2OE  CAC  C  CR16  0  -0.261  -6.0452   0.8246  -0.2823
 2OE  CAE  C  CR16  0  -0.241  -5.6550  -0.5081  -0.3260
 2OE  CAJ  C  CR16  0  -0.286  -4.3176  -0.8498  -0.1952
 2OE  H1   H  HCR6  0   0.287   3.0559   0.2278  -2.1864
 2OE  H2   H  HOH1  0   0.478   5.2037  -0.3780  -2.7655
 2OE  H3   H  HCR6  0   0.269   6.4080   0.1336   0.4996
 2OE  H4   H  HCR6  0   0.268   4.9501   0.9307   2.3219
 2OE  H5   H  HCR6  0   0.274   2.5501   1.3914   1.9096
 2OE  H6   H  HCR6  0   0.277  -1.1177   1.6251  -0.6350
 2OE  H7   H  HCR6  0   0.286   1.6810  -1.4161   0.5286
 2OE  H8   H  HCH3  0   0.255  -0.4709  -3.3171   2.2642
 2OE  H9   H  HCH3  0   0.252  -0.8108  -3.9748   0.6721
 2OE  H10  H  HCH3  0   0.245   0.8491  -3.5634   1.1240
 2OE  H11  H  HCR6  0   0.255  -3.0196   2.2589   0.1702
 2OE  H12  H  HCR6  0   0.259  -5.3786   2.8539  -0.0602
 2OE  H13  H  HCR6  0   0.259  -7.0899   1.0895  -0.3802
 2OE  H14  H  HCR6  0   0.258  -6.3954  -1.2855  -0.4626
 2OE  H15  H  HCR6  0   0.252  -4.0212  -1.8897  -0.2271

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
 2OE  OAB  CAQ  single    1.345  0.020  1.345
 2OE  CAQ  CAG  aromatic  1.394  0.020  1.394
 2OE  CAQ  CAL  aromatic  1.393  0.020  1.393
 2OE  CAG  CAF  aromatic  1.385  0.020  1.385
 2OE  CAL  CAR  aromatic  1.385  0.020  1.385
 2OE  CAF  CAH  aromatic  1.389  0.020  1.389
 2OE  CAR  CAH  aromatic  1.385  0.020  1.385
 2OE  CAR  OAO  single    1.377  0.020  1.377
 2OE  OAO  CAS  single    1.350  0.020  1.350
 2OE  CAS  CAK  aromatic  1.388  0.020  1.388
 2OE  CAS  CAM  aromatic  1.389  0.020  1.389
 2OE  CAK  CAP  aromatic  1.391  0.020  1.391
 2OE  CAA  CAP  single    1.498  0.020  1.498
 2OE  CAM  CAU  aromatic  1.389  0.020  1.389
 2OE  CAP  NAN  aromatic  1.328  0.020  1.328
 2OE  NAN  CAU  aromatic  1.333  0.020  1.333
 2OE  CAU  CAT  single    1.481  0.020  1.481
 2OE  CAI  CAT  aromatic  1.396  0.020  1.396
 2OE  CAI  CAD  aromatic  1.387  0.020  1.387
 2OE  CAT  CAJ  aromatic  1.396  0.020  1.396
 2OE  CAD  CAC  aromatic  1.388  0.020  1.388
 2OE  CAJ  CAE  aromatic  1.387  0.020  1.387
 2OE  CAC  CAE  aromatic  1.389  0.020  1.389
 2OE  CAL  H1   single    0.930  0.020  1.080
 2OE  OAB  H2   single    0.850  0.020  0.980
 2OE  CAG  H3   single    0.930  0.020  1.080
 2OE  CAF  H4   single    0.930  0.020  1.080
 2OE  CAH  H5   single    0.930  0.020  1.080
 2OE  CAM  H6   single    0.930  0.020  1.080
 2OE  CAK  H7   single    0.930  0.020  1.080
 2OE  CAA  H8   single    0.970  0.020  1.090
 2OE  CAA  H9   single    0.970  0.020  1.090
 2OE  CAA  H10  single    0.970  0.020  1.090
 2OE  CAI  H11  single    0.930  0.020  1.080
 2OE  CAD  H12  single    0.930  0.020  1.080
 2OE  CAC  H13  single    0.930  0.020  1.080
 2OE  CAE  H14  single    0.930  0.020  1.080
 2OE  CAJ  H15  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
 2OE  H1   CAL  CAR  120.01  3.000
 2OE  H1   CAL  CAQ  120.95  3.000
 2OE  CAR  CAL  CAQ  119.03  3.000
 2OE  CAG  CAQ  OAB  117.83  3.000
 2OE  CAG  CAQ  CAL  119.91  3.000
 2OE  OAB  CAQ  CAL  122.26  3.000
 2OE  H2   OAB  CAQ  110.69  3.000
 2OE  H3   CAG  CAF  120.61  3.000
 2OE  H3   CAG  CAQ  119.74  3.000
 2OE  CAF  CAG  CAQ  119.66  3.000
 2OE  H4   CAF  CAH  119.40  3.000
 2OE  H4   CAF  CAG  119.33  3.000
 2OE  CAH  CAF  CAG  121.27  3.000
 2OE  H5   CAH  CAR  120.88  3.000
 2OE  H5   CAH  CAF  121.02  3.000
 2OE  CAR  CAH  CAF  118.09  3.000
 2OE  OAO  CAR  CAH  119.72  3.000
 2OE  OAO  CAR  CAL  118.21  3.000
 2OE  CAH  CAR  CAL  122.04  3.000
 2OE  CAS  OAO  CAR  119.35  3.000
 2OE  CAK  CAS  CAM  119.38  3.000
 2OE  CAM  CAS  OAO  116.51  3.000
 2OE  CAK  CAS  OAO  124.11  3.000
 2OE  H6   CAM  CAU  121.75  3.000
 2OE  H6   CAM  CAS  119.89  3.000
 2OE  CAU  CAM  CAS  118.35  3.000
 2OE  H7   CAK  CAP  119.95  3.000
 2OE  H7   CAK  CAS  122.04  3.000
 2OE  CAP  CAK  CAS  118.01  3.000
 2OE  NAN  CAP  CAA  116.80  3.000
 2OE  NAN  CAP  CAK  122.75  3.000
 2OE  CAA  CAP  CAK  120.44  3.000
 2OE  H10  CAA  H9   108.60  3.000
 2OE  H10  CAA  H8   107.82  3.000
 2OE  H9   CAA  H8   107.21  3.000
 2OE  H10  CAA  CAP  111.86  3.000
 2OE  H9   CAA  CAP  110.77  3.000
 2OE  H8   CAA  CAP  110.42  3.000
 2OE  CAU  NAN  CAP  119.11  3.000
 2OE  CAT  CAU  NAN  116.52  3.000
 2OE  CAT  CAU  CAM  121.10  3.000
 2OE  NAN  CAU  CAM  122.38  3.000
 2OE  CAJ  CAT  CAI  118.60  3.000
 2OE  CAJ  CAT  CAU  119.99  3.000
 2OE  CAI  CAT  CAU  121.41  3.000
 2OE  H11  CAI  CAD  118.84  3.000
 2OE  H11  CAI  CAT  120.42  3.000
 2OE  CAD  CAI  CAT  120.73  3.000
 2OE  H12  CAD  CAC  120.22  3.000
 2OE  H12  CAD  CAI  119.57  3.000
 2OE  CAC  CAD  CAI  120.21  3.000
 2OE  H13  CAC  CAE  120.20  3.000
 2OE  H13  CAC  CAD  120.27  3.000
 2OE  CAE  CAC  CAD  119.52  3.000
 2OE  H14  CAE  CAJ  119.66  3.000
 2OE  H14  CAE  CAC  120.06  3.000
 2OE  CAJ  CAE  CAC  120.29  3.000
 2OE  H15  CAJ  CAE  119.90  3.000
 2OE  H15  CAJ  CAT  119.45  3.000
 2OE  CAE  CAJ  CAT  120.65  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
 2OE  CONST_01  CAF  CAG  CAQ  CAL    0.00   0.0  0
 2OE  CONST_02  CAF  CAH  CAR  CAL    0.00   0.0  0
 2OE  CONST_03  CAH  CAF  CAG  CAQ    0.00   0.0  0
 2OE  CONST_04  CAH  CAR  CAL  CAQ    0.00   0.0  0
 2OE  CONST_05  CAR  CAL  CAQ  CAG    0.00   0.0  0
 2OE  CONST_06  CAR  CAH  CAF  CAG    0.00   0.0  0
 2OE  CONST_07  NAN  CAP  CAK  CAS    0.00   0.0  0
 2OE  CONST_08  NAN  CAU  CAM  CAS    0.00   0.0  0
 2OE  CONST_09  CAT  CAU  CAM  CAS  180.00   0.0  0
 2OE  CONST_10  CAP  CAK  CAS  CAM    0.00   0.0  0
 2OE  CONST_11  CAP  NAN  CAU  CAM    0.00   0.0  0
 2OE  CONST_14  CAU  CAM  CAS  CAK    0.00   0.0  0
 2OE  CONST_15  CAU  NAN  CAP  CAK    0.00   0.0  0
 2OE  CONST_16  CAT  CAU  NAN  CAP  180.00   0.0  0
 2OE  CONST_19  CAD  CAI  CAT  CAU  180.00   0.0  0
 2OE  CONST_20  CAE  CAJ  CAT  CAU  180.00   0.0  0
 2OE  CONST_21  CAC  CAD  CAI  CAT    0.00   0.0  0
 2OE  CONST_22  CAC  CAE  CAJ  CAT    0.00   0.0  0
 2OE  CONST_23  CAE  CAJ  CAT  CAI    0.00   0.0  0
 2OE  CONST_24  CAE  CAC  CAD  CAI    0.00   0.0  0
 2OE  CONST_25  CAJ  CAT  CAI  CAD    0.00   0.0  0
 2OE  CONST_26  CAJ  CAE  CAC  CAD    0.00   0.0  0
 2OE  CONST_27  OAO  CAR  CAL  CAQ  180.00   0.0  0
 2OE  CONST_28  CAF  CAG  CAQ  OAB  180.00   0.0  0
 2OE  CONST_29  CAR  CAL  CAQ  OAB  180.00   0.0  0
 2OE  CONST_30  OAO  CAR  CAH  CAF  180.00   0.0  0
 2OE  CONST_31  CAP  CAK  CAS  OAO  180.00   0.0  0
 2OE  CONST_32  CAU  CAM  CAS  OAO  180.00   0.0  0
 2OE  CONST_33  CAA  CAP  CAK  CAS  180.00   0.0  0
 2OE  CONST_34  CAU  NAN  CAP  CAA  180.00   0.0  0
 2OE  CONST_35  H3   CAG  CAQ  CAL  180.00   0.0  0
 2OE  CONST_36  H5   CAH  CAR  CAL  180.00   0.0  0
 2OE  CONST_37  H4   CAF  CAG  CAQ  180.00   0.0  0
 2OE  CONST_38  H1   CAL  CAQ  CAG  180.00   0.0  0
 2OE  CONST_39  H7   CAK  CAS  CAM  180.00   0.0  0
 2OE  CONST_40  H6   CAM  CAS  CAK  180.00   0.0  0
 2OE  CONST_41  H11  CAI  CAT  CAU    0.00   0.0  0
 2OE  CONST_42  H15  CAJ  CAT  CAU    0.00   0.0  0
 2OE  CONST_43  H12  CAD  CAI  CAT  180.00   0.0  0
 2OE  CONST_44  H14  CAE  CAJ  CAT  180.00   0.0  0
 2OE  CONST_45  H13  CAC  CAD  CAI  180.00   0.0  0
 2OE  Var_01    CAK  CAS  OAO  CAR   -8.28  30.0  2
 2OE  Var_02    H8   CAA  CAP  CAK  108.83  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
 2OE  plan-1  CAL  0.020
 2OE  plan-1  CAQ  0.020
 2OE  plan-1  OAB  0.020
 2OE  plan-1  CAG  0.020
 2OE  plan-1  CAF  0.020
 2OE  plan-1  CAH  0.020
 2OE  plan-1  CAR  0.020
 2OE  plan-1  OAO  0.020
 2OE  plan-1  H1   0.020
 2OE  plan-1  H3   0.020
 2OE  plan-1  H4   0.020
 2OE  plan-1  H5   0.020
 2OE  plan-2  OAO  0.020
 2OE  plan-2  CAS  0.020
 2OE  plan-2  CAM  0.020
 2OE  plan-2  CAK  0.020
 2OE  plan-2  CAP  0.020
 2OE  plan-2  CAA  0.020
 2OE  plan-2  NAN  0.020
 2OE  plan-2  CAU  0.020
 2OE  plan-2  CAT  0.020
 2OE  plan-2  H6   0.020
 2OE  plan-2  H7   0.020
 2OE  plan-3  CAU  0.020
 2OE  plan-3  CAT  0.020
 2OE  plan-3  CAI  0.020
 2OE  plan-3  CAD  0.020
 2OE  plan-3  CAC  0.020
 2OE  plan-3  CAE  0.020
 2OE  plan-3  CAJ  0.020
 2OE  plan-3  H11  0.020
 2OE  plan-3  H12  0.020
 2OE  plan-3  H13  0.020
 2OE  plan-3  H14  0.020
 2OE  plan-3  H15  0.020

