# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 05:46:49 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-fluoranyl-3-[6-[1-(4-fluoranyl-3-oxidanyl-phenyl)ethenyl]pyridin-2-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(ccc1F)C(=C)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
 9JW  9JW  2-fluoranyl-3-[6-[1-(4-fluoranyl-3-oxidanyl-phenyl)ethenyl]pyridin-2-yl]phenol  ligand  37  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9JW
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
 9JW  C01  C  C2    0  -0.543  -2.1417   3.4527   0.4012
 9JW  C02  C  C     0   0.027  -1.4754   2.3541   0.0470
 9JW  C03  C  CR6   0   0.062  -2.1870   1.0626  -0.1402
 9JW  C04  C  CR16  0  -0.303  -2.9585   0.8686  -1.2814
 9JW  C05  C  CR16  0  -0.393  -3.6553  -0.3195  -1.4596
 9JW  C06  C  CR6   0   0.421  -3.5709  -1.2958  -0.4941
 9JW  F07  F  F     0  -0.324  -4.2524  -2.4510  -0.6432
 9JW  C08  C  CR6   0   0.239  -2.7992  -1.1373   0.6533
 9JW  O09  O  OH1   0  -0.632  -2.7094  -2.0801   1.6101
 9JW  C10  C  CR16  0  -0.347  -2.1047   0.0541   0.8140
 9JW  C11  C  CR6   0   0.224  -0.0138   2.3751  -0.1977
 9JW  C12  C  CR16  0  -0.334   0.6182   3.4986  -0.7317
 9JW  C13  C  CR16  0  -0.148   1.9870   3.4558  -0.9289
 9JW  C14  C  CR16  0  -0.328   2.6833   2.3040  -0.5988
 9JW  C15  C  CR6   0   0.218   1.9693   1.2282  -0.0776
 9JW  C16  C  CR6   0  -0.146   2.6687  -0.0169   0.3087
 9JW  C17  C  CR16  0  -0.303   3.8516   0.0335   1.0468
 9JW  C18  C  CR16  0  -0.247   4.5022  -1.1341   1.4117
 9JW  C19  C  CR16  0  -0.348   3.9926  -2.3708   1.0462
 9JW  C20  C  CR6   0   0.242   2.8180  -2.4481   0.3074
 9JW  O21  O  OH1   0  -0.630   2.3515  -3.6566  -0.0541
 9JW  C22  C  CR6   0   0.427   2.1778  -1.2634  -0.0452
 9JW  F23  F  F     0  -0.303   1.0613  -1.3708  -0.7850
 9JW  N24  N  N     0  -0.413   0.6553   1.2699   0.1079
 9JW  H1   H  H     0   0.253  -1.6444   4.4031   0.5480
 9JW  H2   H  H     0   0.256  -3.2101   3.4308   0.5698
 9JW  H3   H  HCR6  0   0.257  -3.0190   1.6419  -2.0354
 9JW  H4   H  HCR6  0   0.281  -4.2633  -0.4844  -2.3398
 9JW  H5   H  HOH1  0   0.475  -3.2302  -2.8582   1.3816
 9JW  H6   H  HCR6  0   0.258  -1.5012   0.1882   1.7020
 9JW  H7   H  HCR6  0   0.271   0.0491   4.3745  -1.0105
 9JW  H8   H  HCR6  0   0.275   2.5051   4.3070  -1.3500
 9JW  H9   H  HCR6  0   0.274   3.7505   2.2352  -0.7599
 9JW  H10  H  HCR6  0   0.265   4.2495   0.9941   1.3458
 9JW  H11  H  HCR6  0   0.264   5.4138  -1.0843   1.9915
 9JW  H12  H  HCR6  0   0.277   4.5002  -3.2852   1.3261
 9JW  H13  H  HOH1  0   0.476   1.5219  -3.5796  -0.5394

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
 9JW  C18  C17  aromatic  1.386  0.020  1.386
 9JW  C18  C19  aromatic  1.387  0.020  1.387
 9JW  C17  C16  aromatic  1.395  0.020  1.395
 9JW  C19  C20  aromatic  1.390  0.020  1.390
 9JW  C01  C02  double    1.333  0.020  1.333
 9JW  C16  C15  single    1.479  0.020  1.479
 9JW  C16  C22  aromatic  1.386  0.020  1.386
 9JW  C15  N24  aromatic  1.328  0.020  1.328
 9JW  C15  C14  aromatic  1.392  0.020  1.392
 9JW  N24  C11  aromatic  1.328  0.020  1.328
 9JW  C14  C13  aromatic  1.386  0.020  1.386
 9JW  C11  C02  single    1.482  0.020  1.482
 9JW  C11  C12  aromatic  1.395  0.020  1.395
 9JW  C20  C22  aromatic  1.392  0.020  1.392
 9JW  C20  O21  single    1.345  0.020  1.345
 9JW  C02  C03  single    1.486  0.020  1.486
 9JW  C13  C12  aromatic  1.384  0.020  1.384
 9JW  C22  F23  single    1.344  0.020  1.344
 9JW  C10  C03  aromatic  1.391  0.020  1.391
 9JW  C10  C08  aromatic  1.388  0.020  1.388
 9JW  C03  C04  aromatic  1.391  0.020  1.391
 9JW  O09  C08  single    1.346  0.020  1.346
 9JW  C08  C06  aromatic  1.392  0.020  1.392
 9JW  C04  C05  aromatic  1.389  0.020  1.389
 9JW  C06  C05  aromatic  1.376  0.020  1.376
 9JW  C06  F07  single    1.349  0.020  1.349
 9JW  C01  H1   single    0.930  0.020  1.080
 9JW  C01  H2   single    0.930  0.020  1.080
 9JW  C04  H3   single    0.930  0.020  1.080
 9JW  C05  H4   single    0.930  0.020  1.080
 9JW  O09  H5   single    0.850  0.020  0.980
 9JW  C10  H6   single    0.930  0.020  1.080
 9JW  C12  H7   single    0.930  0.020  1.080
 9JW  C13  H8   single    0.930  0.020  1.080
 9JW  C14  H9   single    0.930  0.020  1.080
 9JW  C17  H10  single    0.930  0.020  1.080
 9JW  C18  H11  single    0.930  0.020  1.080
 9JW  C19  H12  single    0.930  0.020  1.080
 9JW  O21  H13  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
 9JW  H2   C01  H1   116.76  3.000
 9JW  H2   C01  C02  121.23  3.000
 9JW  H1   C01  C02  122.00  3.000
 9JW  C11  C02  C03  117.62  3.000
 9JW  C03  C02  C01  120.69  3.000
 9JW  C11  C02  C01  121.68  3.000
 9JW  C10  C03  C04  119.64  3.000
 9JW  C04  C03  C02  119.34  3.000
 9JW  C10  C03  C02  121.02  3.000
 9JW  H3   C04  C05  119.61  3.000
 9JW  H3   C04  C03  120.21  3.000
 9JW  C05  C04  C03  120.18  3.000
 9JW  H4   C05  C06  119.81  3.000
 9JW  H4   C05  C04  121.10  3.000
 9JW  C06  C05  C04  119.10  3.000
 9JW  C08  C06  F07  117.94  3.000
 9JW  F07  C06  C05  119.94  3.000
 9JW  C08  C06  C05  122.12  3.000
 9JW  C10  C08  O09  119.03  3.000
 9JW  O09  C08  C06  122.90  3.000
 9JW  C10  C08  C06  118.07  3.000
 9JW  H5   O09  C08  111.15  3.000
 9JW  H6   C10  C08  118.71  3.000
 9JW  H6   C10  C03  120.41  3.000
 9JW  C08  C10  C03  120.88  3.000
 9JW  N24  C11  C12  122.01  3.000
 9JW  C12  C11  C02  121.42  3.000
 9JW  N24  C11  C02  116.57  3.000
 9JW  H7   C12  C13  120.60  3.000
 9JW  H7   C12  C11  120.84  3.000
 9JW  C13  C12  C11  118.54  3.000
 9JW  H8   C13  C14  120.40  3.000
 9JW  H8   C13  C12  120.32  3.000
 9JW  C14  C13  C12  119.26  3.000
 9JW  H9   C14  C15  120.84  3.000
 9JW  H9   C14  C13  120.88  3.000
 9JW  C15  C14  C13  118.27  3.000
 9JW  N24  C15  C16  117.25  3.000
 9JW  N24  C15  C14  122.38  3.000
 9JW  C16  C15  C14  120.37  3.000
 9JW  C22  C16  C17  117.90  3.000
 9JW  C22  C16  C15  121.53  3.000
 9JW  C17  C16  C15  120.57  3.000
 9JW  H10  C17  C18  120.18  3.000
 9JW  H10  C17  C16  119.35  3.000
 9JW  C18  C17  C16  120.46  3.000
 9JW  H11  C18  C19  119.48  3.000
 9JW  H11  C18  C17  119.88  3.000
 9JW  C19  C18  C17  120.64  3.000
 9JW  H12  C19  C20  119.13  3.000
 9JW  H12  C19  C18  120.85  3.000
 9JW  C20  C19  C18  120.03  3.000
 9JW  C22  C20  O21  122.49  3.000
 9JW  O21  C20  C19  119.08  3.000
 9JW  C22  C20  C19  118.42  3.000
 9JW  H13  O21  C20  111.23  3.000
 9JW  F23  C22  C20  116.97  3.000
 9JW  F23  C22  C16  120.46  3.000
 9JW  C20  C22  C16  122.55  3.000
 9JW  C15  N24  C11  119.53  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
 9JW  CONST_01  C06  C08  C10  C03     0.00   0.0  0
 9JW  CONST_02  C06  C05  C04  C03     0.00   0.0  0
 9JW  CONST_03  C08  C10  C03  C04     0.00   0.0  0
 9JW  CONST_04  C08  C06  C05  C04     0.00   0.0  0
 9JW  CONST_05  C10  C03  C04  C05     0.00   0.0  0
 9JW  CONST_06  C10  C08  C06  C05     0.00   0.0  0
 9JW  CONST_07  C16  C15  N24  C11   180.00   0.0  0
 9JW  CONST_08  C14  C15  N24  C11     0.00   0.0  0
 9JW  CONST_09  C14  C13  C12  C11     0.00   0.0  0
 9JW  CONST_10  C15  N24  C11  C12     0.00   0.0  0
 9JW  CONST_11  C15  C14  C13  C12     0.00   0.0  0
 9JW  CONST_12  C16  C15  C14  C13   180.00   0.0  0
 9JW  CONST_13  N24  C15  C14  C13     0.00   0.0  0
 9JW  CONST_14  N24  C11  C12  C13     0.00   0.0  0
 9JW  CONST_17  C18  C17  C16  C15   180.00   0.0  0
 9JW  CONST_18  C20  C22  C16  C15   180.00   0.0  0
 9JW  CONST_19  C19  C18  C17  C16     0.00   0.0  0
 9JW  CONST_20  C19  C20  C22  C16     0.00   0.0  0
 9JW  CONST_21  C20  C19  C18  C17     0.00   0.0  0
 9JW  CONST_23  C20  C22  C16  C17     0.00   0.0  0
 9JW  CONST_24  C22  C16  C17  C18     0.00   0.0  0
 9JW  CONST_25  C22  C20  C19  C18     0.00   0.0  0
 9JW  CONST_27  C15  N24  C11  C02   180.00   0.0  0
 9JW  CONST_28  C13  C12  C11  C02   180.00   0.0  0
 9JW  CONST_29  C08  C10  C03  C02   180.00   0.0  0
 9JW  CONST_30  C05  C04  C03  C02   180.00   0.0  0
 9JW  CONST_31  O09  C08  C10  C03   180.00   0.0  0
 9JW  CONST_32  F07  C06  C05  C04   180.00   0.0  0
 9JW  CONST_33  O09  C08  C06  C05   180.00   0.0  0
 9JW  CONST_34  C10  C08  C06  F07   180.00   0.0  0
 9JW  CONST_35  F23  C22  C16  C15     0.00   0.0  0
 9JW  CONST_36  O21  C20  C22  C16   180.00   0.0  0
 9JW  CONST_37  F23  C22  C16  C17   180.00   0.0  0
 9JW  CONST_38  O21  C20  C19  C18   180.00   0.0  0
 9JW  CONST_39  F23  C22  C20  C19   180.00   0.0  0
 9JW  CONST_40  H4   C05  C04  C03   180.00   0.0  0
 9JW  CONST_41  H6   C10  C03  C04   180.00   0.0  0
 9JW  CONST_42  H3   C04  C05  C06   180.00   0.0  0
 9JW  CONST_43  H8   C13  C12  C11   180.00   0.0  0
 9JW  CONST_44  H9   C14  C13  C12   180.00   0.0  0
 9JW  CONST_45  H7   C12  C13  C14   180.00   0.0  0
 9JW  CONST_46  H10  C17  C16  C15     0.00   0.0  0
 9JW  CONST_47  H11  C18  C17  C16   180.00   0.0  0
 9JW  CONST_48  H12  C19  C18  C17   180.00   0.0  0
 9JW  Var_01    N24  C11  C02  C03   -33.56  30.0  3
 9JW  Var_02    C11  C02  C03  C04  -103.96  30.0  2
 9JW  Var_03    H1   C01  C02  C03   179.70   0.0  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
 9JW  plan-1  C02  0.020
 9JW  plan-1  C03  0.020
 9JW  plan-1  C04  0.020
 9JW  plan-1  C05  0.020
 9JW  plan-1  C06  0.020
 9JW  plan-1  F07  0.020
 9JW  plan-1  C08  0.020
 9JW  plan-1  O09  0.020
 9JW  plan-1  C10  0.020
 9JW  plan-1  H3   0.020
 9JW  plan-1  H4   0.020
 9JW  plan-1  H6   0.020
 9JW  plan-2  C02  0.020
 9JW  plan-2  C11  0.020
 9JW  plan-2  C12  0.020
 9JW  plan-2  C13  0.020
 9JW  plan-2  C14  0.020
 9JW  plan-2  C15  0.020
 9JW  plan-2  C16  0.020
 9JW  plan-2  N24  0.020
 9JW  plan-2  H7   0.020
 9JW  plan-2  H8   0.020
 9JW  plan-2  H9   0.020
 9JW  plan-3  C15  0.020
 9JW  plan-3  C16  0.020
 9JW  plan-3  C17  0.020
 9JW  plan-3  C18  0.020
 9JW  plan-3  C19  0.020
 9JW  plan-3  C20  0.020
 9JW  plan-3  O21  0.020
 9JW  plan-3  C22  0.020
 9JW  plan-3  F23  0.020
 9JW  plan-3  H10  0.020
 9JW  plan-3  H11  0.020
 9JW  plan-3  H12  0.020
 9JW  plan-4  C01  0.020
 9JW  plan-4  C02  0.020
 9JW  plan-4  C03  0.020
 9JW  plan-4  C11  0.020
 9JW  plan-4  H1   0.020
 9JW  plan-4  H2   0.020

