# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 07:35:21 2022
#   Inital geometry file: a 66 line input string
#   Ligand name: 6-phenoxypyridin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(Oc2ccccc2)nc1
#
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
 UKK  UKK  '6-phenoxypyridin-3-amine '  ligand  24  14  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_UKK
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
 UKK  C10  C  CR16  0  -0.308  23.8550  -13.4826  -5.0181
 UKK  C13  C  CR16  0  -0.248  24.4570  -11.2761  -6.5981
 UKK  C02  C  CR6   0   0.222  19.2723  -14.1060  -2.5998
 UKK  C03  C  CR16  0  -0.145  19.2172  -14.8223  -3.7958
 UKK  C05  C  CR6   0   0.437  20.8930  -13.6209  -4.7540
 UKK  C06  C  CR16  0  -0.388  21.0347  -12.8207  -3.6239
 UKK  C07  C  CR16  0  -0.207  20.2183  -13.0768  -2.5407
 UKK  C09  C  CR6   0   0.322  22.8767  -12.9008  -5.8165
 UKK  C11  C  CR16  0  -0.247  25.1337  -12.9452  -5.0117
 UKK  C12  C  CR16  0  -0.261  25.4409  -11.8425  -5.7999
 UKK  C14  C  CR16  0  -0.321  23.1700  -11.7983  -6.6055
 UKK  N04  N  N     0  -0.409  20.0092  -14.5859  -4.8344
 UKK  O08  O  O2    0  -0.490  21.6163  -13.4283  -5.8951
 UKK  H1   H  HCR6  0   0.276  23.6245  -14.3490  -4.4104
 UKK  H2   H  HCR6  0   0.260  24.6857  -10.4177  -7.2161
 UKK  H3   H  HCR6  0   0.262  18.4969  -15.6265  -3.9122
 UKK  H4   H  HCR6  0   0.284  21.7532  -12.0132  -3.5820
 UKK  H5   H  HCR6  0   0.276  20.3060  -12.4702  -1.6474
 UKK  H6   H  HCR6  0   0.261  25.8961  -13.3974  -4.3907
 UKK  H7   H  HCR6  0   0.257  26.4412  -11.4305  -5.7933
 UKK  H8   H  HCR6  0   0.267  22.3982  -11.3571  -7.2235
 UKK  H9   H  HNH2  0   0.380  18.2911  -13.6723  -0.8819
 UKK  H10  H  HNH2  0   0.378  17.6273  -14.9259  -1.7486
 UKK  N01  N  NH2   0  -0.859  18.4750  -14.4300  -1.5207

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
 UKK  C13  C14  aromatic  1.389  0.020  1.389
 UKK  C13  C12  aromatic  1.388  0.020  1.388
 UKK  C14  C09  aromatic  1.387  0.020  1.387
 UKK  O08  C09  single    1.369  0.020  1.369
 UKK  O08  C05  single    1.365  0.020  1.365
 UKK  C12  C11  aromatic  1.390  0.020  1.390
 UKK  C09  C10  aromatic  1.390  0.020  1.390
 UKK  N04  C05  aromatic  1.311  0.020  1.311
 UKK  N04  C03  aromatic  1.327  0.020  1.327
 UKK  C05  C06  aromatic  1.392  0.020  1.392
 UKK  C10  C11  aromatic  1.387  0.020  1.387
 UKK  C03  C02  aromatic  1.395  0.020  1.395
 UKK  C06  C07  aromatic  1.380  0.020  1.380
 UKK  C02  C07  aromatic  1.399  0.020  1.399
 UKK  C02  N01  single    1.380  0.020  1.380
 UKK  C10  H1   single    0.930  0.020  1.080
 UKK  C13  H2   single    0.930  0.020  1.080
 UKK  C03  H3   single    0.930  0.020  1.080
 UKK  C06  H4   single    0.930  0.020  1.080
 UKK  C07  H5   single    0.930  0.020  1.080
 UKK  C11  H6   single    0.930  0.020  1.080
 UKK  C12  H7   single    0.930  0.020  1.080
 UKK  C14  H8   single    0.930  0.020  1.080
 UKK  N01  H9   single    0.890  0.020  1.040
 UKK  N01  H10  single    0.890  0.020  1.040

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
 UKK  H1   C10  C11  120.23  3.000
 UKK  H1   C10  C09  120.48  3.000
 UKK  C11  C10  C09  119.29  3.000
 UKK  H2   C13  C14  119.41  3.000
 UKK  H2   C13  C12  120.15  3.000
 UKK  C14  C13  C12  120.44  3.000
 UKK  N01  C02  C07  122.02  3.000
 UKK  N01  C02  C03  121.79  3.000
 UKK  C07  C02  C03  116.14  3.000
 UKK  H3   C03  N04  116.34  3.000
 UKK  H3   C03  C02  119.89  3.000
 UKK  N04  C03  C02  123.77  3.000
 UKK  O08  C05  N04  114.20  3.000
 UKK  N04  C05  C06  122.79  3.000
 UKK  O08  C05  C06  122.94  3.000
 UKK  H4   C06  C07  120.06  3.000
 UKK  H4   C06  C05  121.89  3.000
 UKK  C07  C06  C05  118.05  3.000
 UKK  H5   C07  C06  119.69  3.000
 UKK  H5   C07  C02  120.09  3.000
 UKK  C06  C07  C02  120.22  3.000
 UKK  O08  C09  C14  117.93  3.000
 UKK  O08  C09  C10  121.31  3.000
 UKK  C14  C09  C10  120.69  3.000
 UKK  H6   C11  C12  120.08  3.000
 UKK  H6   C11  C10  119.35  3.000
 UKK  C12  C11  C10  120.56  3.000
 UKK  H7   C12  C11  120.20  3.000
 UKK  H7   C12  C13  120.24  3.000
 UKK  C11  C12  C13  119.56  3.000
 UKK  H8   C14  C09  119.85  3.000
 UKK  H8   C14  C13  120.69  3.000
 UKK  C09  C14  C13  119.46  3.000
 UKK  C05  N04  C03  119.03  3.000
 UKK  C09  O08  C05  119.64  3.000
 UKK  H10  N01  H9   111.07  3.000
 UKK  H10  N01  C02  115.11  3.000
 UKK  H9   N01  C02  115.12  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
 UKK  CONST_01  C13  C14  C09  C10     0.00   0.0  0
 UKK  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 UKK  CONST_03  C05  N04  C03  C02     0.00   0.0  0
 UKK  CONST_04  C05  C06  C07  C02     0.00   0.0  0
 UKK  CONST_05  C06  C05  N04  C03     0.00   0.0  0
 UKK  CONST_06  C06  C07  C02  C03     0.00   0.0  0
 UKK  CONST_07  N04  C05  C06  C07     0.00   0.0  0
 UKK  CONST_08  N04  C03  C02  C07     0.00   0.0  0
 UKK  CONST_09  C12  C13  C14  C09     0.00   0.0  0
 UKK  CONST_10  C12  C11  C10  C09     0.00   0.0  0
 UKK  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 UKK  CONST_12  C14  C09  C10  C11     0.00   0.0  0
 UKK  CONST_13  O08  C09  C14  C13   180.00   0.0  0
 UKK  CONST_14  O08  C05  N04  C03   180.00   0.0  0
 UKK  CONST_15  N01  C02  C07  C06   180.00   0.0  0
 UKK  CONST_16  O08  C05  C06  C07   180.00   0.0  0
 UKK  CONST_17  O08  C09  C10  C11   180.00   0.0  0
 UKK  CONST_18  N04  C03  C02  N01   180.00   0.0  0
 UKK  CONST_19  H8   C14  C09  C10   180.00   0.0  0
 UKK  CONST_20  H7   C12  C11  C10   180.00   0.0  0
 UKK  CONST_21  H6   C11  C12  C13   180.00   0.0  0
 UKK  CONST_22  H4   C06  C07  C02   180.00   0.0  0
 UKK  CONST_23  H5   C07  C02  C03   180.00   0.0  0
 UKK  CONST_24  H3   C03  N04  C05   180.00   0.0  0
 UKK  CONST_25  H2   C13  C14  C09   180.00   0.0  0
 UKK  CONST_26  H1   C10  C11  C12   180.00   0.0  0
 UKK  Var_01    C14  C09  O08  C05  -127.57  30.0  2
 UKK  Var_02    N04  C05  O08  C09  -152.84  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
 UKK  plan-1  C10  0.020
 UKK  plan-1  C13  0.020
 UKK  plan-1  C09  0.020
 UKK  plan-1  C11  0.020
 UKK  plan-1  C12  0.020
 UKK  plan-1  C14  0.020
 UKK  plan-1  O08  0.020
 UKK  plan-1  H1   0.020
 UKK  plan-1  H2   0.020
 UKK  plan-1  H6   0.020
 UKK  plan-1  H7   0.020
 UKK  plan-1  H8   0.020
 UKK  plan-2  C02  0.020
 UKK  plan-2  C03  0.020
 UKK  plan-2  C05  0.020
 UKK  plan-2  C06  0.020
 UKK  plan-2  C07  0.020
 UKK  plan-2  N04  0.020
 UKK  plan-2  O08  0.020
 UKK  plan-2  H3   0.020
 UKK  plan-2  H4   0.020
 UKK  plan-2  H5   0.020
 UKK  plan-2  N01  0.020
 UKK  plan-3  C02  0.020
 UKK  plan-3  H9   0.020
 UKK  plan-3  H10  0.020
 UKK  plan-3  N01  0.020

