# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 01:43:46 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 2-fluoranyl-3-[6-[(4-fluoranyl-3-oxidanyl-phenyl)-methyl-amino]pyridin-2-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(c1ccc(F)c(O)c1)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
 9JQ  9JQ  2-fluoranyl-3-[6-[(4-fluoranyl-3-oxidanyl-phenyl)-methyl-amino]pyridin-2-yl]phenol  ligand  38  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_9JQ
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
 9JQ  C16  C  CR6   0  -0.147  -3.3292  -0.4217  -0.0709
 9JQ  C17  C  CR6   0   0.460  -3.6632   0.9184   0.0307
 9JQ  C18  C  CR6   0   0.215  -4.9367   1.3446   0.4023
 9JQ  C15  C  CR16  0  -0.302  -4.3203  -1.3666   0.2056
 9JQ  C13  C  CR16  0  -0.377  -5.9016   0.3855   0.6820
 9JQ  C11  C  CR16  0  -0.376   0.5750  -1.6242  -1.0726
 9JQ  C12  C  CR16  0  -0.152  -0.4863  -2.2282  -1.7065
 9JQ  C10  C  CR6   0   0.484   0.2954  -0.6091  -0.1348
 9JQ  C01  C  CR6   0   0.263   2.6448  -0.1115   0.2195
 9JQ  C02  C  CR16  0  -0.279   3.1232   0.2963  -1.0215
 9JQ  C03  C  CR16  0  -0.406   4.4691   0.1454  -1.3224
 9JQ  C04  C  CR6   0   0.433   5.3185  -0.3863  -0.3786
 9JQ  F01  F  F     0  -0.322   6.6302  -0.5277  -0.6541
 9JQ  C05  C  CR6   0   0.239   4.8703  -0.7880   0.8763
 9JQ  O01  O  OH1   0  -0.627   5.6821  -1.3067   1.8127
 9JQ  C06  C  CR16  0  -0.367   3.5163  -0.6550   1.1578
 9JQ  N01  N  NT    0  -0.576   1.2817   0.0455   0.5526
 9JQ  C07  C  CH3   0  -0.525   0.9191   0.9828   1.6006
 9JQ  C08  C  CR16  0  -0.363  -1.7925  -1.8423  -1.4135
 9JQ  C09  C  CR6   0   0.226  -1.9675  -0.8527  -0.4600
 9JQ  N02  N  N     0  -0.475  -0.9509  -0.2560   0.1589
 9JQ  C14  C  CR16  0  -0.247  -5.5902  -0.9638   0.5800
 9JQ  F02  F  F     0  -0.300  -2.7642   1.8652  -0.2698
 9JQ  O02  O  OH1   0  -0.624  -5.1510   2.6704   0.4590
 9JQ  H1   H  HCR6  0   0.262  -4.0802  -2.4198   0.1440
 9JQ  H2   H  HCR6  0   0.283  -6.8970   0.6961   0.9770
 9JQ  H3   H  HCR6  0   0.274   1.5875  -1.9314  -1.2889
 9JQ  H4   H  HCR6  0   0.267  -0.3027  -3.0079  -2.4344
 9JQ  H5   H  HCR6  0   0.275   2.4534   0.7328  -1.7502
 9JQ  H6   H  HCR6  0   0.288   4.8603   0.4571  -2.2821
 9JQ  H7   H  HOH1  0   0.478   6.5895  -1.3689   1.4926
 9JQ  H8   H  HCR6  0   0.283   3.1448  -0.9820   2.1214
 9JQ  H9   H  HCH3  0   0.236   0.3345   0.5034   2.3860
 9JQ  H10  H  HCH3  0   0.247   1.8300   1.3783   2.0416
 9JQ  H11  H  HCH3  0   0.244   0.3349   1.8172   1.2094
 9JQ  H12  H  HCR6  0   0.262  -2.6364  -2.2929  -1.9164
 9JQ  H13  H  HCR6  0   0.265  -6.3482  -1.7024   0.8034
 9JQ  H14  H  HOH1  0   0.480  -6.0625   2.8502   0.7154

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
 9JQ  F02  C17  single    1.340  0.020  1.340
 9JQ  O02  C18  single    1.344  0.020  1.344
 9JQ  C17  C18  aromatic  1.393  0.020  1.393
 9JQ  C17  C16  aromatic  1.385  0.020  1.385
 9JQ  C07  N01  single    1.452  0.020  1.452
 9JQ  C18  C13  aromatic  1.389  0.020  1.389
 9JQ  C11  C12  aromatic  1.376  0.020  1.376
 9JQ  C11  C10  aromatic  1.410  0.020  1.410
 9JQ  C12  C08  aromatic  1.393  0.020  1.393
 9JQ  N01  C10  single    1.369  0.020  1.369
 9JQ  N01  C01  single    1.412  0.020  1.412
 9JQ  C10  N02  aromatic  1.328  0.020  1.328
 9JQ  C08  C09  aromatic  1.385  0.020  1.385
 9JQ  N02  C09  aromatic  1.331  0.020  1.331
 9JQ  C09  C16  single    1.480  0.020  1.480
 9JQ  C16  C15  aromatic  1.397  0.020  1.397
 9JQ  C06  C01  aromatic  1.391  0.020  1.391
 9JQ  C06  C05  aromatic  1.389  0.020  1.389
 9JQ  C13  C14  aromatic  1.388  0.020  1.388
 9JQ  C01  C02  aromatic  1.391  0.020  1.391
 9JQ  O01  C05  single    1.343  0.020  1.343
 9JQ  C05  C04  aromatic  1.392  0.020  1.392
 9JQ  C15  C14  aromatic  1.384  0.020  1.384
 9JQ  C02  C03  aromatic  1.387  0.020  1.387
 9JQ  C04  C03  aromatic  1.377  0.020  1.377
 9JQ  C04  F01  single    1.348  0.020  1.348
 9JQ  C15  H1   single    0.930  0.020  1.080
 9JQ  C13  H2   single    0.930  0.020  1.080
 9JQ  C11  H3   single    0.930  0.020  1.080
 9JQ  C12  H4   single    0.930  0.020  1.080
 9JQ  C02  H5   single    0.930  0.020  1.080
 9JQ  C03  H6   single    0.930  0.020  1.080
 9JQ  O01  H7   single    0.850  0.020  0.980
 9JQ  C06  H8   single    0.930  0.020  1.080
 9JQ  C07  H9   single    0.970  0.020  1.090
 9JQ  C07  H10  single    0.970  0.020  1.090
 9JQ  C07  H11  single    0.970  0.020  1.090
 9JQ  C08  H12  single    0.930  0.020  1.080
 9JQ  C14  H13  single    0.930  0.020  1.080
 9JQ  O02  H14  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
 9JQ  C09  C16  C15  120.51  3.000
 9JQ  C15  C16  C17  117.96  3.000
 9JQ  C09  C16  C17  121.52  3.000
 9JQ  F02  C17  C18  117.19  3.000
 9JQ  C18  C17  C16  122.41  3.000
 9JQ  F02  C17  C16  120.37  3.000
 9JQ  O02  C18  C13  124.18  3.000
 9JQ  C13  C18  C17  118.52  3.000
 9JQ  O02  C18  C17  117.30  3.000
 9JQ  H1   C15  C14  120.16  3.000
 9JQ  H1   C15  C16  119.32  3.000
 9JQ  C14  C15  C16  120.51  3.000
 9JQ  H2   C13  C14  120.30  3.000
 9JQ  H2   C13  C18  119.67  3.000
 9JQ  C14  C13  C18  120.03  3.000
 9JQ  H3   C11  C10  121.59  3.000
 9JQ  H3   C11  C12  120.41  3.000
 9JQ  C10  C11  C12  118.00  3.000
 9JQ  H4   C12  C08  120.00  3.000
 9JQ  H4   C12  C11  119.69  3.000
 9JQ  C08  C12  C11  120.32  3.000
 9JQ  N02  C10  N01  115.97  3.000
 9JQ  N02  C10  C11  121.64  3.000
 9JQ  N01  C10  C11  122.37  3.000
 9JQ  N01  C01  C06  119.28  3.000
 9JQ  C06  C01  C02  120.04  3.000
 9JQ  N01  C01  C02  120.66  3.000
 9JQ  H5   C02  C03  119.90  3.000
 9JQ  H5   C02  C01  120.41  3.000
 9JQ  C03  C02  C01  119.69  3.000
 9JQ  H6   C03  C04  119.75  3.000
 9JQ  H6   C03  C02  120.78  3.000
 9JQ  C04  C03  C02  119.46  3.000
 9JQ  C05  C04  F01  117.87  3.000
 9JQ  F01  C04  C03  120.06  3.000
 9JQ  C05  C04  C03  122.07  3.000
 9JQ  C06  C05  O01  118.99  3.000
 9JQ  O01  C05  C04  123.05  3.000
 9JQ  C06  C05  C04  117.96  3.000
 9JQ  H7   O01  C05  111.23  3.000
 9JQ  H8   C06  C05  119.05  3.000
 9JQ  H8   C06  C01  120.20  3.000
 9JQ  C05  C06  C01  120.75  3.000
 9JQ  C07  N01  C01  118.89  3.000
 9JQ  C01  N01  C10  121.60  3.000
 9JQ  C07  N01  C10  119.42  3.000
 9JQ  H11  C07  H10  108.42  3.000
 9JQ  H11  C07  H9   107.91  3.000
 9JQ  H10  C07  H9   108.50  3.000
 9JQ  H11  C07  N01  111.63  3.000
 9JQ  H10  C07  N01  108.58  3.000
 9JQ  H9   C07  N01  111.72  3.000
 9JQ  H12  C08  C09  121.29  3.000
 9JQ  H12  C08  C12  121.25  3.000
 9JQ  C09  C08  C12  117.45  3.000
 9JQ  N02  C09  C08  122.93  3.000
 9JQ  N02  C09  C16  116.73  3.000
 9JQ  C08  C09  C16  120.34  3.000
 9JQ  C09  N02  C10  119.64  3.000
 9JQ  H13  C14  C13  119.42  3.000
 9JQ  H13  C14  C15  120.01  3.000
 9JQ  C13  C14  C15  120.57  3.000
 9JQ  H14  O02  C18  110.24  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
 9JQ  CONST_01  C13  C18  C17  C16     0.00   0.0  0
 9JQ  CONST_02  C12  C08  C09  C16   180.00   0.0  0
 9JQ  CONST_03  C10  N02  C09  C16   180.00   0.0  0
 9JQ  CONST_04  C13  C14  C15  C16     0.00   0.0  0
 9JQ  CONST_05  C14  C13  C18  C17     0.00   0.0  0
 9JQ  CONST_08  C14  C15  C16  C17     0.00   0.0  0
 9JQ  CONST_09  C09  C16  C17  C18   180.00   0.0  0
 9JQ  CONST_10  C15  C16  C17  C18     0.00   0.0  0
 9JQ  CONST_11  C15  C14  C13  C18     0.00   0.0  0
 9JQ  CONST_14  C09  C08  C12  C11     0.00   0.0  0
 9JQ  CONST_15  C09  N02  C10  C11     0.00   0.0  0
 9JQ  CONST_16  N02  C10  C11  C12     0.00   0.0  0
 9JQ  CONST_17  N02  C09  C08  C12     0.00   0.0  0
 9JQ  CONST_18  C08  C12  C11  C10     0.00   0.0  0
 9JQ  CONST_19  C08  C09  N02  C10     0.00   0.0  0
 9JQ  CONST_20  C04  C05  C06  C01     0.00   0.0  0
 9JQ  CONST_21  C04  C03  C02  C01     0.00   0.0  0
 9JQ  CONST_22  C05  C06  C01  C02     0.00   0.0  0
 9JQ  CONST_23  C05  C04  C03  C02     0.00   0.0  0
 9JQ  CONST_24  C06  C01  C02  C03     0.00   0.0  0
 9JQ  CONST_25  C06  C05  C04  C03     0.00   0.0  0
 9JQ  CONST_26  C14  C15  C16  C09   180.00   0.0  0
 9JQ  CONST_27  O02  C18  C17  C16   180.00   0.0  0
 9JQ  CONST_28  F02  C17  C16  C15   180.00   0.0  0
 9JQ  CONST_29  F02  C17  C18  C13   180.00   0.0  0
 9JQ  CONST_30  N01  C10  C11  C12   180.00   0.0  0
 9JQ  CONST_31  O01  C05  C06  C01   180.00   0.0  0
 9JQ  CONST_32  F01  C04  C03  C02   180.00   0.0  0
 9JQ  CONST_33  N01  C01  C02  C03   180.00   0.0  0
 9JQ  CONST_34  O01  C05  C04  C03   180.00   0.0  0
 9JQ  CONST_35  C06  C05  C04  F01   180.00   0.0  0
 9JQ  CONST_36  N01  C01  C06  C05   180.00   0.0  0
 9JQ  CONST_37  C09  N02  C10  N01   180.00   0.0  0
 9JQ  CONST_38  F02  C17  C16  C09     0.00   0.0  0
 9JQ  CONST_39  O02  C18  C13  C14   180.00   0.0  0
 9JQ  CONST_40  H12  C08  C09  C16     0.00   0.0  0
 9JQ  CONST_41  H13  C14  C15  C16   180.00   0.0  0
 9JQ  CONST_42  H2   C13  C18  C17   180.00   0.0  0
 9JQ  CONST_43  H1   C15  C16  C17   180.00   0.0  0
 9JQ  CONST_44  H4   C12  C11  C10   180.00   0.0  0
 9JQ  CONST_45  H6   C03  C02  C01   180.00   0.0  0
 9JQ  CONST_46  H8   C06  C01  C02   180.00   0.0  0
 9JQ  CONST_47  H5   C02  C03  C04   180.00   0.0  0
 9JQ  CONST_48  H3   C11  C12  C08   180.00   0.0  0
 9JQ  Var_01    C01  N01  C10  C11     9.79  30.0  3
 9JQ  Var_02    C06  C01  N01  C10  -117.84  30.0  2
 9JQ  Var_03    H9   C07  N01  C10    59.01  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
 9JQ  plan-1  C16  0.020
 9JQ  plan-1  C17  0.020
 9JQ  plan-1  C18  0.020
 9JQ  plan-1  C15  0.020
 9JQ  plan-1  C13  0.020
 9JQ  plan-1  C09  0.020
 9JQ  plan-1  C14  0.020
 9JQ  plan-1  F02  0.020
 9JQ  plan-1  O02  0.020
 9JQ  plan-1  H1   0.020
 9JQ  plan-1  H2   0.020
 9JQ  plan-1  H13  0.020
 9JQ  plan-2  C16  0.020
 9JQ  plan-2  C11  0.020
 9JQ  plan-2  C12  0.020
 9JQ  plan-2  C10  0.020
 9JQ  plan-2  N01  0.020
 9JQ  plan-2  C08  0.020
 9JQ  plan-2  C09  0.020
 9JQ  plan-2  N02  0.020
 9JQ  plan-2  H3   0.020
 9JQ  plan-2  H4   0.020
 9JQ  plan-2  H12  0.020
 9JQ  plan-3  C01  0.020
 9JQ  plan-3  C02  0.020
 9JQ  plan-3  C03  0.020
 9JQ  plan-3  C04  0.020
 9JQ  plan-3  F01  0.020
 9JQ  plan-3  C05  0.020
 9JQ  plan-3  O01  0.020
 9JQ  plan-3  C06  0.020
 9JQ  plan-3  N01  0.020
 9JQ  plan-3  H5   0.020
 9JQ  plan-3  H6   0.020
 9JQ  plan-3  H8   0.020

