# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 14:29:03 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 5,6-bis(4-fluorophenyl)pyridine-2,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(c2ccc(F)cc2)c(nc1O)c3ccc(F)cc3
#
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
 1ZQ  1ZQ  5,6-bis(4-fluorophenyl)pyridine-2,3-diol  ligand  33  22  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1ZQ
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
 1ZQ  O01  O  OH1   0  -0.627  -4.6185   1.1178   0.0206
 1ZQ  C02  C  CR6   0   0.357  -3.4411   0.4799   0.0272
 1ZQ  C03  C  CR6   0   0.233  -3.4767  -0.9247  -0.0109
 1ZQ  O04  O  OH1   0  -0.622  -4.6231  -1.6262  -0.0411
 1ZQ  C05  C  CR16  0  -0.267  -2.2632  -1.5729  -0.0381
 1ZQ  C06  C  CR6   0   0.029  -1.0631  -0.8527  -0.0113
 1ZQ  C07  C  CR6   0  -0.011   0.2144  -1.5892  -0.1186
 1ZQ  C08  C  CR16  0  -0.274   0.4944  -2.6495   0.7411
 1ZQ  C09  C  CR16  0  -0.399   1.6778  -3.3667   0.6369
 1ZQ  C10  C  CR6   0   0.515   2.5793  -3.0107  -0.3460
 1ZQ  F11  F  F     0  -0.315   3.7271  -3.6986  -0.4578
 1ZQ  C12  C  CR16  0  -0.394   2.3347  -1.9707  -1.2230
 1ZQ  C13  C  CR16  0  -0.262   1.1480  -1.2659  -1.1027
 1ZQ  C14  C  CR6   0   0.195  -1.1456   0.5358   0.0721
 1ZQ  C15  C  CR6   0   0.022   0.0350   1.4220   0.1699
 1ZQ  C16  C  CR16  0  -0.270   0.0925   2.5864  -0.5944
 1ZQ  C17  C  CR16  0  -0.400   1.1792   3.4437  -0.5152
 1ZQ  C18  C  CR6   0   0.516   2.2058   3.1288   0.3536
 1ZQ  F19  F  F     0  -0.315   3.2624   3.9530   0.4386
 1ZQ  C20  C  CR16  0  -0.396   2.1760   1.9957   1.1437
 1ZQ  C21  C  CR16  0  -0.264   1.0855   1.1461   1.0441
 1ZQ  N22  N  N     0  -0.461  -2.3292   1.1608   0.0726
 1ZQ  H1   H  HOH1  0   0.478  -5.3875  -1.0384  -0.0356
 1ZQ  H2   H  HCR6  0   0.278  -2.2436  -2.6539  -0.1094
 1ZQ  H4   H  HCR6  0   0.265  -0.2126  -2.9170   1.5164
 1ZQ  H5   H  HCR6  0   0.281   1.8908  -4.1845   1.3127
 1ZQ  H6   H  HCR6  0   0.280   3.0546  -1.7189  -1.9909
 1ZQ  H7   H  HCR6  0   0.263   0.9497  -0.4566  -1.7934
 1ZQ  H8   H  HCR6  0   0.261  -0.7176   2.8242  -1.2713
 1ZQ  H9   H  HCR6  0   0.280   1.2243   4.3396  -1.1202
 1ZQ  H10  H  HCR6  0   0.280   2.9845   1.7828   1.8307
 1ZQ  H11  H  HCR6  0   0.265   1.0525   0.2656   1.6718
 1ZQ  H12  H  HOH1  0   0.481  -4.4687   2.0720   0.0508

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
 1ZQ  F19  C18  single    1.343  0.020  1.343
 1ZQ  C18  C20  aromatic  1.382  0.020  1.382
 1ZQ  C18  C17  aromatic  1.381  0.020  1.381
 1ZQ  C20  C21  aromatic  1.386  0.020  1.386
 1ZQ  F11  C10  single    1.343  0.020  1.343
 1ZQ  C17  C16  aromatic  1.386  0.020  1.386
 1ZQ  C21  C15  aromatic  1.394  0.020  1.394
 1ZQ  C10  C09  aromatic  1.380  0.020  1.380
 1ZQ  C10  C12  aromatic  1.382  0.020  1.382
 1ZQ  C09  C08  aromatic  1.388  0.020  1.388
 1ZQ  C12  C13  aromatic  1.385  0.020  1.385
 1ZQ  C16  C15  aromatic  1.394  0.020  1.394
 1ZQ  C15  C14  single    1.480  0.020  1.480
 1ZQ  C08  C07  aromatic  1.394  0.020  1.394
 1ZQ  C13  C07  aromatic  1.395  0.020  1.395
 1ZQ  C07  C06  single    1.478  0.020  1.478
 1ZQ  C14  C06  aromatic  1.393  0.020  1.393
 1ZQ  C14  N22  aromatic  1.338  0.020  1.338
 1ZQ  C06  C05  aromatic  1.400  0.020  1.400
 1ZQ  N22  C02  aromatic  1.305  0.020  1.305
 1ZQ  C05  C03  aromatic  1.376  0.020  1.376
 1ZQ  C02  C03  aromatic  1.406  0.020  1.406
 1ZQ  C02  O01  single    1.339  0.020  1.339
 1ZQ  C03  O04  single    1.344  0.020  1.344
 1ZQ  O04  H1   single    0.850  0.020  0.980
 1ZQ  C05  H2   single    0.930  0.020  1.080
 1ZQ  C08  H4   single    0.930  0.020  1.080
 1ZQ  C09  H5   single    0.930  0.020  1.080
 1ZQ  C12  H6   single    0.930  0.020  1.080
 1ZQ  C13  H7   single    0.930  0.020  1.080
 1ZQ  C16  H8   single    0.930  0.020  1.080
 1ZQ  C17  H9   single    0.930  0.020  1.080
 1ZQ  C20  H10  single    0.930  0.020  1.080
 1ZQ  C21  H11  single    0.930  0.020  1.080
 1ZQ  O01  H12  single    0.850  0.020  0.980

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
 1ZQ  H12  O01  C02  109.50  3.000
 1ZQ  N22  C02  C03  122.96  3.000
 1ZQ  C03  C02  O01  116.98  3.000
 1ZQ  N22  C02  O01  120.06  3.000
 1ZQ  C05  C03  O04  120.38  3.000
 1ZQ  O04  C03  C02  122.93  3.000
 1ZQ  C05  C03  C02  116.68  3.000
 1ZQ  H1   O04  C03  110.97  3.000
 1ZQ  H2   C05  C06  119.93  3.000
 1ZQ  H2   C05  C03  119.16  3.000
 1ZQ  C06  C05  C03  120.88  3.000
 1ZQ  C14  C06  C07  123.50  3.000
 1ZQ  C14  C06  C05  117.58  3.000
 1ZQ  C07  C06  C05  118.89  3.000
 1ZQ  C13  C07  C08  118.50  3.000
 1ZQ  C13  C07  C06  120.95  3.000
 1ZQ  C08  C07  C06  120.52  3.000
 1ZQ  H4   C08  C09  118.88  3.000
 1ZQ  H4   C08  C07  119.90  3.000
 1ZQ  C09  C08  C07  121.22  3.000
 1ZQ  H5   C09  C10  120.74  3.000
 1ZQ  H5   C09  C08  120.77  3.000
 1ZQ  C10  C09  C08  118.49  3.000
 1ZQ  C12  C10  F11  118.94  3.000
 1ZQ  C12  C10  C09  122.03  3.000
 1ZQ  F11  C10  C09  119.03  3.000
 1ZQ  H6   C12  C13  120.86  3.000
 1ZQ  H6   C12  C10  120.50  3.000
 1ZQ  C13  C12  C10  118.63  3.000
 1ZQ  H7   C13  C12  118.81  3.000
 1ZQ  H7   C13  C07  120.07  3.000
 1ZQ  C12  C13  C07  121.12  3.000
 1ZQ  N22  C14  C15  115.21  3.000
 1ZQ  N22  C14  C06  121.18  3.000
 1ZQ  C15  C14  C06  123.61  3.000
 1ZQ  C21  C15  C16  118.56  3.000
 1ZQ  C16  C15  C14  119.80  3.000
 1ZQ  C21  C15  C14  121.61  3.000
 1ZQ  H8   C16  C17  119.12  3.000
 1ZQ  H8   C16  C15  119.71  3.000
 1ZQ  C17  C16  C15  121.16  3.000
 1ZQ  H9   C17  C18  120.63  3.000
 1ZQ  H9   C17  C16  120.84  3.000
 1ZQ  C18  C17  C16  118.53  3.000
 1ZQ  C20  C18  F19  118.96  3.000
 1ZQ  C20  C18  C17  122.05  3.000
 1ZQ  F19  C18  C17  119.00  3.000
 1ZQ  H10  C20  C21  120.86  3.000
 1ZQ  H10  C20  C18  120.55  3.000
 1ZQ  C21  C20  C18  118.59  3.000
 1ZQ  H11  C21  C20  118.77  3.000
 1ZQ  H11  C21  C15  120.12  3.000
 1ZQ  C20  C21  C15  121.10  3.000
 1ZQ  C14  N22  C02  120.66  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
 1ZQ  CONST_01  C15  C14  N22  C02  180.00  0.0  0
 1ZQ  CONST_02  C06  C14  N22  C02    0.00  0.0  0
 1ZQ  CONST_03  C06  C05  C03  C02    0.00  0.0  0
 1ZQ  CONST_04  C07  C06  C05  C03  180.00  0.0  0
 1ZQ  CONST_05  C14  C06  C05  C03    0.00  0.0  0
 1ZQ  CONST_06  C14  N22  C02  C03    0.00  0.0  0
 1ZQ  CONST_09  C15  C14  C06  C05  180.00  0.0  0
 1ZQ  CONST_10  N22  C14  C06  C05    0.00  0.0  0
 1ZQ  CONST_11  N22  C02  C03  C05    0.00  0.0  0
 1ZQ  CONST_12  C09  C08  C07  C06  180.00  0.0  0
 1ZQ  CONST_13  C12  C13  C07  C06  180.00  0.0  0
 1ZQ  CONST_16  C10  C09  C08  C07    0.00  0.0  0
 1ZQ  CONST_17  C10  C12  C13  C07    0.00  0.0  0
 1ZQ  CONST_18  C15  C14  C06  C07    0.00  0.0  0
 1ZQ  CONST_19  N22  C14  C06  C07  180.00  0.0  0
 1ZQ  CONST_20  C12  C10  C09  C08    0.00  0.0  0
 1ZQ  CONST_21  C12  C13  C07  C08    0.00  0.0  0
 1ZQ  CONST_23  C13  C12  C10  C09    0.00  0.0  0
 1ZQ  CONST_24  C13  C07  C08  C09    0.00  0.0  0
 1ZQ  CONST_26  C20  C21  C15  C14  180.00  0.0  0
 1ZQ  CONST_27  C17  C16  C15  C14  180.00  0.0  0
 1ZQ  CONST_28  C18  C20  C21  C15    0.00  0.0  0
 1ZQ  CONST_29  C18  C17  C16  C15    0.00  0.0  0
 1ZQ  CONST_30  C20  C18  C17  C16    0.00  0.0  0
 1ZQ  CONST_31  C20  C21  C15  C16    0.00  0.0  0
 1ZQ  CONST_33  C21  C20  C18  C17    0.00  0.0  0
 1ZQ  CONST_34  C21  C15  C16  C17    0.00  0.0  0
 1ZQ  CONST_36  C14  N22  C02  O01  180.00  0.0  0
 1ZQ  CONST_37  C05  C03  C02  O01  180.00  0.0  0
 1ZQ  CONST_38  C06  C05  C03  O04  180.00  0.0  0
 1ZQ  CONST_39  N22  C02  C03  O04  180.00  0.0  0
 1ZQ  CONST_40  F11  C10  C09  C08  180.00  0.0  0
 1ZQ  CONST_41  C13  C12  C10  F11  180.00  0.0  0
 1ZQ  CONST_42  F19  C18  C17  C16  180.00  0.0  0
 1ZQ  CONST_43  C21  C20  C18  F19  180.00  0.0  0
 1ZQ  CONST_44  H2   C05  C03  C02  180.00  0.0  0
 1ZQ  CONST_45  H4   C08  C07  C06    0.00  0.0  0
 1ZQ  CONST_46  H7   C13  C07  C06    0.00  0.0  0
 1ZQ  CONST_47  H5   C09  C08  C07  180.00  0.0  0
 1ZQ  CONST_48  H6   C12  C13  C07  180.00  0.0  0
 1ZQ  CONST_49  H11  C21  C15  C14    0.00  0.0  0
 1ZQ  CONST_50  H8   C16  C15  C14    0.00  0.0  0
 1ZQ  CONST_51  H10  C20  C21  C15  180.00  0.0  0
 1ZQ  CONST_52  H9   C17  C16  C15  180.00  0.0  0

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
 1ZQ  plan-1  C06  0.020
 1ZQ  plan-1  C07  0.020
 1ZQ  plan-1  C08  0.020
 1ZQ  plan-1  C09  0.020
 1ZQ  plan-1  C10  0.020
 1ZQ  plan-1  F11  0.020
 1ZQ  plan-1  C12  0.020
 1ZQ  plan-1  C13  0.020
 1ZQ  plan-1  H4   0.020
 1ZQ  plan-1  H5   0.020
 1ZQ  plan-1  H6   0.020
 1ZQ  plan-1  H7   0.020
 1ZQ  plan-2  O01  0.020
 1ZQ  plan-2  C02  0.020
 1ZQ  plan-2  C03  0.020
 1ZQ  plan-2  O04  0.020
 1ZQ  plan-2  C05  0.020
 1ZQ  plan-2  C06  0.020
 1ZQ  plan-2  C07  0.020
 1ZQ  plan-2  C14  0.020
 1ZQ  plan-2  C15  0.020
 1ZQ  plan-2  N22  0.020
 1ZQ  plan-2  H2   0.020
 1ZQ  plan-3  C14  0.020
 1ZQ  plan-3  C15  0.020
 1ZQ  plan-3  C16  0.020
 1ZQ  plan-3  C17  0.020
 1ZQ  plan-3  C18  0.020
 1ZQ  plan-3  F19  0.020
 1ZQ  plan-3  C20  0.020
 1ZQ  plan-3  C21  0.020
 1ZQ  plan-3  H8   0.020
 1ZQ  plan-3  H9   0.020
 1ZQ  plan-3  H10  0.020
 1ZQ  plan-3  H11  0.020

