# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 23:01:16 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (4-fluoranyl-3-oxidanyl-phenyl)-[6-(3-methyl-4-oxidanyl-phenyl)pyridin-2-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(ccc1O)c2cccc(n2)C(=O)c3ccc(F)c(O)c3
#
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
 6QJ  6QJ  (4-fluoranyl-3-oxidanyl-phenyl)-[6-(3-methyl-4-oxidanyl-phenyl)pyridin-2-yl]methanone  ligand  38  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 PERFECT
;

data_comp_6QJ
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
 6QJ  C1   C  CR6   0   0.021  -2.9922  -1.7885  -0.2910
 6QJ  C2   C  CR16  0  -0.334  -2.1406  -0.7017  -0.1705
 6QJ  C3   C  CR6   0   0.051  -2.6014   0.6163  -0.1475
 6QJ  C4   C  CR6   0   0.243  -1.6426   1.7278   0.0061
 6QJ  C5   C  CR16  0  -0.331  -2.0423   3.0326   0.3152
 6QJ  C6   C  CR16  0  -0.148  -1.0828   4.0186   0.4525
 6QJ  C7   C  CR16  0  -0.303   0.2553   3.6966   0.2848
 6QJ  C8   C  CR6   0   0.122   0.5640   2.3727  -0.0012
 6QJ  C9   C  C     0   0.334   1.9904   1.9736  -0.2217
 6QJ  C10  C  CR6   0  -0.006   2.4001   0.5594  -0.0164
 6QJ  C13  C  CR6   0   0.448   3.3282  -2.0017   0.3692
 6QJ  C12  C  CR16  0  -0.400   2.2738  -1.5493   1.1309
 6QJ  C11  C  CR16  0  -0.265   1.7968  -0.2633   0.9332
 6QJ  C14  C  CR6   0   0.243   3.9525  -1.2061  -0.5891
 6QJ  C15  C  CR16  0  -0.363   3.4828   0.0873  -0.7576
 6QJ  O    O  O     0  -0.380   2.7950   2.8076  -0.5821
 6QJ  N    N  N     0  -0.446  -0.3557   1.4293  -0.1393
 6QJ  C16  C  CR16  0  -0.336  -3.9743   0.8288  -0.2671
 6QJ  C17  C  CR16  0  -0.315  -4.8476  -0.2358  -0.3933
 6QJ  C18  C  CR6   0   0.309  -4.3675  -1.5418  -0.4011
 6QJ  C    C  CH3   0  -0.773  -2.4649  -3.1941  -0.3012
 6QJ  H1   H  HCR6  0   0.257  -1.0757  -0.8803  -0.0854
 6QJ  H2   H  HCR6  0   0.276  -3.0840   3.2780   0.4641
 6QJ  H3   H  HCR6  0   0.280  -1.3768   5.0308   0.6955
 6QJ  H4   H  HCR6  0   0.278   1.0290   4.4438   0.3867
 6QJ  H5   H  HOH1  0   0.479   5.2122  -2.5462  -1.1380
 6QJ  H6   H  HOH1  0   0.483  -4.8448  -3.3959  -0.5239
 6QJ  H7   H  HCR6  0   0.292   1.8287  -2.1994   1.8724
 6QJ  H8   H  HCR6  0   0.270   0.9724   0.0872   1.5349
 6QJ  H9   H  HCR6  0   0.281   3.9619   0.7232  -1.4914
 6QJ  H10  H  HCR6  0   0.253  -4.3847   1.8300  -0.2751
 6QJ  H11  H  HCR6  0   0.265  -5.9116  -0.0594  -0.4891
 6QJ  H12  H  HCH3  0   0.256  -2.8417  -3.7801   0.5410
 6QJ  H13  H  HCH3  0   0.254  -2.7331  -3.7262  -1.2174
 6QJ  H14  H  HCH3  0   0.265  -1.3784  -3.2014  -0.2348
 6QJ  O1   O  OH1   0  -0.625   4.9787  -1.6334  -1.3433
 6QJ  O2   O  OH1   0  -0.621  -5.2721  -2.5322  -0.5168
 6QJ  F    F  F     0  -0.314   3.7862  -3.2526   0.5396

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
 6QJ  O    C9   double    1.214  0.020  1.214
 6QJ  C16  C17  aromatic  1.383  0.020  1.383
 6QJ  C16  C3   aromatic  1.394  0.020  1.394
 6QJ  C17  C18  aromatic  1.391  0.020  1.391
 6QJ  C7   C6   aromatic  1.386  0.020  1.386
 6QJ  C7   C8   aromatic  1.389  0.020  1.389
 6QJ  C6   C5   aromatic  1.383  0.020  1.383
 6QJ  C9   C8   single    1.497  0.020  1.497
 6QJ  C9   C10  single    1.487  0.020  1.487
 6QJ  C8   N    aromatic  1.325  0.020  1.325
 6QJ  C5   C4   aromatic  1.399  0.020  1.399
 6QJ  N    C4   aromatic  1.329  0.020  1.329
 6QJ  C4   C3   single    1.476  0.020  1.476
 6QJ  C3   C2   aromatic  1.396  0.020  1.396
 6QJ  C18  O2   single    1.346  0.020  1.346
 6QJ  C18  C1   aromatic  1.402  0.020  1.402
 6QJ  C2   C1   aromatic  1.386  0.020  1.386
 6QJ  C15  C10  aromatic  1.394  0.020  1.394
 6QJ  C15  C14  aromatic  1.386  0.020  1.386
 6QJ  C1   C    single    1.501  0.020  1.501
 6QJ  C10  C11  aromatic  1.394  0.020  1.394
 6QJ  O1   C14  single    1.343  0.020  1.343
 6QJ  C14  C13  aromatic  1.393  0.020  1.393
 6QJ  C11  C12  aromatic  1.386  0.020  1.386
 6QJ  C13  C12  aromatic  1.377  0.020  1.377
 6QJ  C13  F    single    1.343  0.020  1.343
 6QJ  C2   H1   single    0.930  0.020  1.080
 6QJ  C5   H2   single    0.930  0.020  1.080
 6QJ  C6   H3   single    0.930  0.020  1.080
 6QJ  C7   H4   single    0.930  0.020  1.080
 6QJ  O1   H5   single    0.850  0.020  0.980
 6QJ  O2   H6   single    0.850  0.020  0.980
 6QJ  C12  H7   single    0.930  0.020  1.080
 6QJ  C11  H8   single    0.930  0.020  1.080
 6QJ  C15  H9   single    0.930  0.020  1.080
 6QJ  C16  H10  single    0.930  0.020  1.080
 6QJ  C17  H11  single    0.930  0.020  1.080
 6QJ  C    H12  single    0.970  0.020  1.090
 6QJ  C    H13  single    0.970  0.020  1.090
 6QJ  C    H14  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
 6QJ  C    C1   C18  120.59  3.000
 6QJ  C    C1   C2   121.26  3.000
 6QJ  C18  C1   C2   118.15  3.000
 6QJ  H1   C2   C3   118.61  3.000
 6QJ  H1   C2   C1   118.80  3.000
 6QJ  C3   C2   C1   122.60  3.000
 6QJ  C16  C3   C4   122.26  3.000
 6QJ  C4   C3   C2   119.87  3.000
 6QJ  C16  C3   C2   117.86  3.000
 6QJ  N    C4   C5   120.68  3.000
 6QJ  N    C4   C3   116.65  3.000
 6QJ  C5   C4   C3   122.66  3.000
 6QJ  H2   C5   C6   119.57  3.000
 6QJ  H2   C5   C4   121.17  3.000
 6QJ  C6   C5   C4   119.25  3.000
 6QJ  H3   C6   C7   120.45  3.000
 6QJ  H3   C6   C5   120.06  3.000
 6QJ  C7   C6   C5   119.48  3.000
 6QJ  H4   C7   C8   121.29  3.000
 6QJ  H4   C7   C6   121.27  3.000
 6QJ  C8   C7   C6   117.43  3.000
 6QJ  N    C8   C9   117.14  3.000
 6QJ  N    C8   C7   123.08  3.000
 6QJ  C9   C8   C7   119.74  3.000
 6QJ  O    C9   C10  120.80  3.000
 6QJ  C10  C9   C8   119.72  3.000
 6QJ  O    C9   C8   119.47  3.000
 6QJ  C15  C10  C11  119.89  3.000
 6QJ  C11  C10  C9   122.43  3.000
 6QJ  C15  C10  C9   117.56  3.000
 6QJ  C14  C13  C12  122.41  3.000
 6QJ  C12  C13  F    119.79  3.000
 6QJ  C14  C13  F    117.80  3.000
 6QJ  H7   C12  C11  120.91  3.000
 6QJ  H7   C12  C13  119.78  3.000
 6QJ  C11  C12  C13  119.30  3.000
 6QJ  H8   C11  C12  119.00  3.000
 6QJ  H8   C11  C10  121.26  3.000
 6QJ  C12  C11  C10  119.73  3.000
 6QJ  C15  C14  C13  117.68  3.000
 6QJ  C13  C14  O1   123.15  3.000
 6QJ  C15  C14  O1   119.17  3.000
 6QJ  H9   C15  C14  118.71  3.000
 6QJ  H9   C15  C10  120.32  3.000
 6QJ  C14  C15  C10  120.96  3.000
 6QJ  C8   N    C4   120.06  3.000
 6QJ  H10  C16  C17  118.17  3.000
 6QJ  H10  C16  C3   121.00  3.000
 6QJ  C17  C16  C3   120.82  3.000
 6QJ  H11  C17  C18  119.44  3.000
 6QJ  H11  C17  C16  120.21  3.000
 6QJ  C18  C17  C16  120.34  3.000
 6QJ  C17  C18  O2   117.33  3.000
 6QJ  O2   C18  C1   122.45  3.000
 6QJ  C17  C18  C1   120.22  3.000
 6QJ  H14  C    H13  107.03  3.000
 6QJ  H14  C    H12  107.07  3.000
 6QJ  H13  C    H12  107.48  3.000
 6QJ  H14  C    C1   110.88  3.000
 6QJ  H13  C    C1   112.04  3.000
 6QJ  H12  C    C1   112.06  3.000
 6QJ  H5   O1   C14  111.50  3.000
 6QJ  H6   O2   C18  111.22  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
 6QJ  CONST_01  C16  C17  C18  C1     0.00   0.0  0
 6QJ  CONST_02  C16  C3   C2   C1     0.00   0.0  0
 6QJ  CONST_03  C4   C3   C2   C1   180.00   0.0  0
 6QJ  CONST_04  C17  C16  C3   C2     0.00   0.0  0
 6QJ  CONST_05  C5   C4   C3   C2   180.00   0.0  0
 6QJ  CONST_06  N    C4   C3   C2     0.00   0.0  0
 6QJ  CONST_07  C17  C18  C1   C2     0.00   0.0  0
 6QJ  CONST_08  C18  C17  C16  C3     0.00   0.0  0
 6QJ  CONST_09  C6   C5   C4   C3   180.00   0.0  0
 6QJ  CONST_10  C8   N    C4   C3   180.00   0.0  0
 6QJ  CONST_11  C18  C1   C2   C3     0.00   0.0  0
 6QJ  CONST_12  C7   C6   C5   C4     0.00   0.0  0
 6QJ  CONST_13  C7   C8   N    C4     0.00   0.0  0
 6QJ  CONST_14  C17  C16  C3   C4   180.00   0.0  0
 6QJ  CONST_15  C8   C7   C6   C5     0.00   0.0  0
 6QJ  CONST_16  C8   N    C4   C5     0.00   0.0  0
 6QJ  CONST_17  C16  C3   C4   C5     0.00   0.0  0
 6QJ  CONST_18  N    C8   C7   C6     0.00   0.0  0
 6QJ  CONST_19  N    C4   C5   C6     0.00   0.0  0
 6QJ  CONST_20  C13  C14  C15  C10    0.00   0.0  0
 6QJ  CONST_21  C13  C12  C11  C10    0.00   0.0  0
 6QJ  CONST_22  C15  C10  C11  C12    0.00   0.0  0
 6QJ  CONST_23  C15  C14  C13  C12    0.00   0.0  0
 6QJ  CONST_24  C14  C15  C10  C11    0.00   0.0  0
 6QJ  CONST_25  C14  C13  C12  C11    0.00   0.0  0
 6QJ  CONST_26  C16  C3   C4   N    180.00   0.0  0
 6QJ  CONST_27  O2   C18  C1   C2   180.00   0.0  0
 6QJ  CONST_28  C    C1   C2   C3   180.00   0.0  0
 6QJ  CONST_29  C9   C8   N    C4   180.00   0.0  0
 6QJ  CONST_30  C9   C8   C7   C6   180.00   0.0  0
 6QJ  CONST_31  C14  C15  C10  C9   180.00   0.0  0
 6QJ  CONST_32  C12  C11  C10  C9   180.00   0.0  0
 6QJ  CONST_33  O1   C14  C15  C10  180.00   0.0  0
 6QJ  CONST_34  C12  C13  C14  O1   180.00   0.0  0
 6QJ  CONST_35  C16  C17  C18  O2   180.00   0.0  0
 6QJ  CONST_36  C15  C14  C13  F    180.00   0.0  0
 6QJ  CONST_37  C11  C12  C13  F    180.00   0.0  0
 6QJ  CONST_38  C    C1   C18  C17  180.00   0.0  0
 6QJ  CONST_39  H11  C17  C18  C1   180.00   0.0  0
 6QJ  CONST_40  H10  C16  C3   C2   180.00   0.0  0
 6QJ  CONST_41  H2   C5   C4   C3     0.00   0.0  0
 6QJ  CONST_42  H3   C6   C5   C4   180.00   0.0  0
 6QJ  CONST_43  H1   C2   C3   C4     0.00   0.0  0
 6QJ  CONST_44  H4   C7   C6   C5   180.00   0.0  0
 6QJ  CONST_45  H7   C12  C11  C10  180.00   0.0  0
 6QJ  CONST_46  H9   C15  C14  C13  180.00   0.0  0
 6QJ  CONST_47  H8   C11  C12  C13  180.00   0.0  0
 6QJ  Var_01    C10  C9   C8   C7   156.87  30.0  2
 6QJ  Var_02    C15  C10  C9   C8   151.82  30.0  2
 6QJ  Var_03    H12  C    C1   C2   117.87  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
 6QJ  plan-1  C3   0.020
 6QJ  plan-1  C4   0.020
 6QJ  plan-1  C5   0.020
 6QJ  plan-1  C6   0.020
 6QJ  plan-1  C7   0.020
 6QJ  plan-1  C8   0.020
 6QJ  plan-1  C9   0.020
 6QJ  plan-1  N    0.020
 6QJ  plan-1  H2   0.020
 6QJ  plan-1  H3   0.020
 6QJ  plan-1  H4   0.020
 6QJ  plan-2  C9   0.020
 6QJ  plan-2  C10  0.020
 6QJ  plan-2  C13  0.020
 6QJ  plan-2  C12  0.020
 6QJ  plan-2  C11  0.020
 6QJ  plan-2  C14  0.020
 6QJ  plan-2  C15  0.020
 6QJ  plan-2  H7   0.020
 6QJ  plan-2  H8   0.020
 6QJ  plan-2  H9   0.020
 6QJ  plan-2  O1   0.020
 6QJ  plan-2  F    0.020
 6QJ  plan-3  C1   0.020
 6QJ  plan-3  C2   0.020
 6QJ  plan-3  C3   0.020
 6QJ  plan-3  C4   0.020
 6QJ  plan-3  C16  0.020
 6QJ  plan-3  C17  0.020
 6QJ  plan-3  C18  0.020
 6QJ  plan-3  C    0.020
 6QJ  plan-3  H1   0.020
 6QJ  plan-3  H10  0.020
 6QJ  plan-3  H11  0.020
 6QJ  plan-3  O2   0.020
 6QJ  plan-4  C8   0.020
 6QJ  plan-4  C9   0.020
 6QJ  plan-4  C10  0.020
 6QJ  plan-4  O    0.020

