# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 00:25:52 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: (4-fluoranyl-3-oxidanyl-phenyl)-[6-(2-fluoranyl-3-oxidanyl-phenyl)pyridin-2-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(ccc1F)C(=O)c2cccc(n2)c3cccc(O)c3F
#
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
 6QO  6QO  (4-fluoranyl-3-oxidanyl-phenyl)-[6-(2-fluoranyl-3-oxidanyl-phenyl)pyridin-2-yl]methanone  ligand  35  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6QO
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
 6QO  C1   C  CR16  0  -0.364   3.2446   0.3135  -1.0311
 6QO  C2   C  CR6   0  -0.008   2.2745   0.7213  -0.1169
 6QO  C3   C  C     0   0.339   1.6894   2.0751  -0.2802
 6QO  C4   C  CR6   0   0.104   0.2707   2.3177   0.1325
 6QO  C5   C  CR16  0  -0.291  -0.1321   3.6009   0.4857
 6QO  C6   C  CR16  0  -0.152  -1.4640   3.7964   0.8103
 6QO  C7   C  CR16  0  -0.305  -2.3350   2.7219   0.7504
 6QO  C8   C  CR6   0   0.213  -1.8396   1.4741   0.3739
 6QO  C9   C  CR6   0  -0.151  -2.7506   0.3151   0.2559
 6QO  C10  C  CR16  0  -0.298  -3.9514   0.4283  -0.4441
 6QO  C16  C  CR16  0  -0.399   2.5619  -1.3273   1.1037
 6QO  F1   F  F     0  -0.314   4.1018  -2.9143   0.3014
 6QO  C17  C  CR6   0   0.448   3.5070  -1.7166   0.1804
 6QO  C    C  CR6   0   0.241   3.8658  -0.9191  -0.9046
 6QO  O    O  OH1   0  -0.626   4.7883  -1.2849  -1.8104
 6QO  C15  C  CR16  0  -0.258   1.9316  -0.1023   0.9523
 6QO  O1   O  O     0  -0.377   2.3391   2.9853  -0.7509
 6QO  N    N  N     0  -0.407  -0.5596   1.2843   0.0797
 6QO  C14  C  CR6   0   0.430  -2.4451  -0.9071   0.8312
 6QO  F    F  F     0  -0.305  -1.3147  -1.0546   1.5446
 6QO  C13  C  CR6   0   0.245  -3.2894  -2.0099   0.7415
 6QO  O2   O  OH1   0  -0.629  -3.0009  -3.1915   1.3145
 6QO  C12  C  CR16  0  -0.346  -4.4738  -1.8757   0.0266
 6QO  C11  C  CR16  0  -0.246  -4.7992  -0.6618  -0.5595
 6QO  H1   H  HCR6  0   0.281   3.5205   0.9524  -1.8608
 6QO  H2   H  HCR6  0   0.282   0.5762   4.4163   0.5186
 6QO  H3   H  HCR6  0   0.283  -1.8211   4.7727   1.1087
 6QO  H4   H  HCR6  0   0.283  -3.3795   2.8451   1.0026
 6QO  H5   H  HCR6  0   0.267  -4.2087   1.3692  -0.9126
 6QO  H6   H  HCR6  0   0.291   2.3215  -1.9804   1.9323
 6QO  H7   H  HOH1  0   0.479   5.0659  -2.1994  -1.6822
 6QO  H8   H  HCR6  0   0.265   1.1988   0.2069   1.6818
 6QO  H9   H  HOH1  0   0.478  -2.2290  -3.1251   1.8888
 6QO  H10  H  HCR6  0   0.279  -5.1389  -2.7260  -0.0547
 6QO  H11  H  HCR6  0   0.266  -5.7222  -0.5699  -1.1157

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
 6QO  F    C14  single    1.345  0.020  1.345
 6QO  O2   C13  single    1.345  0.020  1.345
 6QO  C6   C7   aromatic  1.384  0.020  1.384
 6QO  C6   C5   aromatic  1.385  0.020  1.385
 6QO  C7   C8   aromatic  1.394  0.020  1.394
 6QO  C14  C13  aromatic  1.392  0.020  1.392
 6QO  C14  C9   aromatic  1.385  0.020  1.385
 6QO  C13  C12  aromatic  1.390  0.020  1.390
 6QO  C5   C4   aromatic  1.391  0.020  1.391
 6QO  C8   C9   single    1.479  0.020  1.479
 6QO  C8   N    aromatic  1.327  0.020  1.327
 6QO  C9   C10  aromatic  1.395  0.020  1.395
 6QO  C12  C11  aromatic  1.387  0.020  1.387
 6QO  C4   N    aromatic  1.327  0.020  1.327
 6QO  C4   C3   single    1.497  0.020  1.497
 6QO  C10  C11  aromatic  1.386  0.020  1.386
 6QO  O1   C3   double    1.213  0.020  1.213
 6QO  C3   C2   single    1.484  0.020  1.484
 6QO  C2   C15  aromatic  1.392  0.020  1.392
 6QO  C2   C1   aromatic  1.394  0.020  1.394
 6QO  C15  C16  aromatic  1.386  0.020  1.386
 6QO  C16  C17  aromatic  1.377  0.020  1.377
 6QO  C1   C    aromatic  1.386  0.020  1.386
 6QO  C17  C    aromatic  1.394  0.020  1.394
 6QO  C17  F1   single    1.343  0.020  1.343
 6QO  C    O    single    1.344  0.020  1.344
 6QO  C1   H1   single    0.930  0.020  1.080
 6QO  C5   H2   single    0.930  0.020  1.080
 6QO  C6   H3   single    0.930  0.020  1.080
 6QO  C7   H4   single    0.930  0.020  1.080
 6QO  C10  H5   single    0.930  0.020  1.080
 6QO  C16  H6   single    0.930  0.020  1.080
 6QO  O    H7   single    0.850  0.020  0.980
 6QO  C15  H8   single    0.930  0.020  1.080
 6QO  O2   H9   single    0.850  0.020  0.980
 6QO  C12  H10  single    0.930  0.020  1.080
 6QO  C11  H11  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
 6QO  H1   C1   C    118.71  3.000
 6QO  H1   C1   C2   120.47  3.000
 6QO  C    C1   C2   120.81  3.000
 6QO  C15  C2   C3   121.81  3.000
 6QO  C15  C2   C1   120.12  3.000
 6QO  C3   C2   C1   117.98  3.000
 6QO  O1   C3   C4   119.53  3.000
 6QO  O1   C3   C2   121.06  3.000
 6QO  C4   C3   C2   119.41  3.000
 6QO  N    C4   C5   123.20  3.000
 6QO  N    C4   C3   117.12  3.000
 6QO  C5   C4   C3   119.60  3.000
 6QO  H2   C5   C6   121.12  3.000
 6QO  H2   C5   C4   120.94  3.000
 6QO  C6   C5   C4   117.93  3.000
 6QO  H3   C6   C7   120.32  3.000
 6QO  H3   C6   C5   120.64  3.000
 6QO  C7   C6   C5   119.04  3.000
 6QO  H4   C7   C8   120.53  3.000
 6QO  H4   C7   C6   120.60  3.000
 6QO  C8   C7   C6   118.87  3.000
 6QO  N    C8   C9   117.68  3.000
 6QO  N    C8   C7   122.04  3.000
 6QO  C9   C8   C7   120.26  3.000
 6QO  C14  C9   C10  118.04  3.000
 6QO  C10  C9   C8   120.46  3.000
 6QO  C14  C9   C8   121.50  3.000
 6QO  H5   C10  C11  120.16  3.000
 6QO  H5   C10  C9   119.51  3.000
 6QO  C11  C10  C9   120.31  3.000
 6QO  H6   C16  C15  121.07  3.000
 6QO  H6   C16  C17  119.68  3.000
 6QO  C15  C16  C17  119.25  3.000
 6QO  C    C17  F1   117.81  3.000
 6QO  F1   C17  C16  119.71  3.000
 6QO  C    C17  C16  122.47  3.000
 6QO  O    C    C17  123.08  3.000
 6QO  O    C    C1   119.23  3.000
 6QO  C17  C    C1   117.68  3.000
 6QO  H7   O    C    111.49  3.000
 6QO  H8   C15  C16  119.22  3.000
 6QO  H8   C15  C2   121.12  3.000
 6QO  C16  C15  C2   119.65  3.000
 6QO  C8   N    C4   118.91  3.000
 6QO  C13  C14  F    117.20  3.000
 6QO  C13  C14  C9   122.59  3.000
 6QO  F    C14  C9   120.17  3.000
 6QO  C12  C13  O2   119.13  3.000
 6QO  C12  C13  C14  118.27  3.000
 6QO  O2   C13  C14  122.60  3.000
 6QO  H9   O2   C13  111.40  3.000
 6QO  H10  C12  C11  120.78  3.000
 6QO  H10  C12  C13  119.10  3.000
 6QO  C11  C12  C13  120.12  3.000
 6QO  H11  C11  C12  119.47  3.000
 6QO  H11  C11  C10  119.87  3.000
 6QO  C12  C11  C10  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
 6QO  CONST_01  C16  C15  C2   C1     0.00   0.0  0
 6QO  CONST_02  C16  C17  C    C1     0.00   0.0  0
 6QO  CONST_03  C17  C16  C15  C2     0.00   0.0  0
 6QO  CONST_04  C17  C    C1   C2     0.00   0.0  0
 6QO  CONST_05  C7   C6   C5   C4     0.00   0.0  0
 6QO  CONST_06  C7   C8   N    C4     0.00   0.0  0
 6QO  CONST_07  C9   C8   N    C4   180.00   0.0  0
 6QO  CONST_08  C8   C7   C6   C5     0.00   0.0  0
 6QO  CONST_09  C8   N    C4   C5     0.00   0.0  0
 6QO  CONST_10  C9   C8   C7   C6   180.00   0.0  0
 6QO  CONST_11  N    C8   C7   C6     0.00   0.0  0
 6QO  CONST_12  N    C4   C5   C6     0.00   0.0  0
 6QO  CONST_15  C13  C14  C9   C8   180.00   0.0  0
 6QO  CONST_16  C11  C10  C9   C8   180.00   0.0  0
 6QO  CONST_17  C12  C13  C14  C9     0.00   0.0  0
 6QO  CONST_18  C12  C11  C10  C9     0.00   0.0  0
 6QO  CONST_19  C13  C14  C9   C10    0.00   0.0  0
 6QO  CONST_21  C13  C12  C11  C10    0.00   0.0  0
 6QO  CONST_22  C15  C2   C1   C      0.00   0.0  0
 6QO  CONST_23  C15  C16  C17  C      0.00   0.0  0
 6QO  CONST_25  C11  C12  C13  C14    0.00   0.0  0
 6QO  CONST_26  C11  C10  C9   C14    0.00   0.0  0
 6QO  CONST_27  F1   C17  C    C1   180.00   0.0  0
 6QO  CONST_28  O    C    C1   C2   180.00   0.0  0
 6QO  CONST_29  C6   C5   C4   C3   180.00   0.0  0
 6QO  CONST_30  C8   N    C4   C3   180.00   0.0  0
 6QO  CONST_31  C16  C15  C2   C3   180.00   0.0  0
 6QO  CONST_32  C    C1   C2   C3   180.00   0.0  0
 6QO  CONST_33  F    C14  C9   C8     0.00   0.0  0
 6QO  CONST_34  O2   C13  C14  C9   180.00   0.0  0
 6QO  CONST_35  F    C14  C9   C10  180.00   0.0  0
 6QO  CONST_36  O    C    C17  C16  180.00   0.0  0
 6QO  CONST_37  C15  C16  C17  F1   180.00   0.0  0
 6QO  CONST_38  C12  C13  C14  F    180.00   0.0  0
 6QO  CONST_39  C11  C12  C13  O2   180.00   0.0  0
 6QO  CONST_40  H8   C15  C2   C1   180.00   0.0  0
 6QO  CONST_41  H6   C16  C15  C2   180.00   0.0  0
 6QO  CONST_42  H3   C6   C5   C4   180.00   0.0  0
 6QO  CONST_43  H4   C7   C6   C5   180.00   0.0  0
 6QO  CONST_44  H2   C5   C6   C7   180.00   0.0  0
 6QO  CONST_45  H5   C10  C9   C8     0.00   0.0  0
 6QO  CONST_46  H11  C11  C10  C9   180.00   0.0  0
 6QO  CONST_47  H10  C12  C11  C10  180.00   0.0  0
 6QO  CONST_48  H1   C1   C    C17  180.00   0.0  0
 6QO  Var_01    C4   C3   C2   C1   148.67  30.0  2
 6QO  Var_02    C5   C4   C3   C2   154.85  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
 6QO  plan-1  C1   0.020
 6QO  plan-1  C2   0.020
 6QO  plan-1  C3   0.020
 6QO  plan-1  C16  0.020
 6QO  plan-1  F1   0.020
 6QO  plan-1  C17  0.020
 6QO  plan-1  C    0.020
 6QO  plan-1  O    0.020
 6QO  plan-1  C15  0.020
 6QO  plan-1  H1   0.020
 6QO  plan-1  H6   0.020
 6QO  plan-1  H8   0.020
 6QO  plan-2  C3   0.020
 6QO  plan-2  C4   0.020
 6QO  plan-2  C5   0.020
 6QO  plan-2  C6   0.020
 6QO  plan-2  C7   0.020
 6QO  plan-2  C8   0.020
 6QO  plan-2  C9   0.020
 6QO  plan-2  N    0.020
 6QO  plan-2  H2   0.020
 6QO  plan-2  H3   0.020
 6QO  plan-2  H4   0.020
 6QO  plan-3  C8   0.020
 6QO  plan-3  C9   0.020
 6QO  plan-3  C10  0.020
 6QO  plan-3  C14  0.020
 6QO  plan-3  F    0.020
 6QO  plan-3  C13  0.020
 6QO  plan-3  O2   0.020
 6QO  plan-3  C12  0.020
 6QO  plan-3  C11  0.020
 6QO  plan-3  H5   0.020
 6QO  plan-3  H10  0.020
 6QO  plan-3  H11  0.020
 6QO  plan-4  C2   0.020
 6QO  plan-4  C3   0.020
 6QO  plan-4  C4   0.020
 6QO  plan-4  O1   0.020

