# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 10:48:43 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: 2-(2-fluorophenoxy)-3-{[2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(NC(=O)C2=CC=C(NC2=O)C(F)(F)F)c1Oc3ccccc3F
#
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
 J91  J91  '2-(2-fluorophenoxy)-3-{[2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carbonyl]amino}benzoic acid'  ligand  43  31  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_J91
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
 J91  C14  C  C     0   0.523   5.3827  -0.4520  -0.4640
 J91  C11  C  CR16  0  -0.252   0.7993   2.8212   1.9361
 J91  C10  C  CR16  0  -0.264   1.5013   1.7272   2.4173
 J91  C12  C  CR16  0  -0.411   0.7363   3.0550   0.5676
 J91  C13  C  CR6   0   0.480   1.3700   2.1852  -0.2922
 J91  C01  C  CR6   0   0.290   2.9440  -1.0011  -0.4416
 J91  C02  C  CR6   0  -0.147   4.2670  -1.4298  -0.3618
 J91  C03  C  CR16  0  -0.274   4.5248  -2.7781  -0.1164
 J91  C04  C  CR16  0  -0.252   3.4811  -3.6678   0.0688
 J91  C05  C  CR16  0  -0.288   2.1671  -3.2347  -0.0172
 J91  C06  C  CR6   0   0.315   1.8880  -1.9002  -0.2798
 J91  C08  C  CR6   0   0.215   2.0739   1.0826   0.1765
 J91  C09  C  CR16  0  -0.313   2.1427   0.8591   1.5422
 J91  C20  C  CR6   0  -0.313  -1.6408  -0.8286   0.3332
 J91  C21  C  CR6   0   0.593  -1.8571   0.0363  -0.8096
 J91  C23  C  CR6   0   0.187  -4.0737   0.4681   0.0750
 J91  C24  C  CR16  0  -0.379  -3.8811  -0.3426   1.1425
 J91  C25  C  CR16  0  -0.098  -2.6340  -0.9900   1.2552
 J91  C27  C  CT    0   1.056  -5.3504   1.2284  -0.1643
 J91  F28  F  F     0  -0.282  -6.2839   0.8980   0.7179
 J91  F29  F  F     0  -0.300  -5.1443   2.5438  -0.0753
 J91  F30  F  F     0  -0.301  -5.8277   0.9807  -1.3859
 J91  N17  N  NH1   0  -0.779   0.5779  -1.4204  -0.4060
 J91  N22  N  NR16  0  -0.727  -3.0967   0.6403  -0.8424
 J91  O15  O  O     0  -0.420   5.3105   0.7048  -0.1359
 J91  O16  O  OH1   0  -0.590   6.4870  -1.0120  -0.9391
 J91  O26  O  O     0  -0.486  -1.0574   0.2667  -1.7133
 J91  H1   H  HCR6  0   0.266   0.2997   3.4961   2.6174
 J91  H2   H  HCR6  0   0.266   1.5585   1.5406   3.4811
 J91  H3   H  HCR6  0   0.283   0.1954   3.9026   0.1672
 J91  H4   H  HCR6  0   0.278   5.5437  -3.1321  -0.0470
 J91  H5   H  HCR6  0   0.274   3.6904  -4.7096   0.2676
 J91  H6   H  HCR6  0   0.281   1.3560  -3.9401   0.0943
 J91  H7   H  HCR6  0   0.290   2.6903   0.0104   1.9312
 J91  H8   H  HCR6  0   0.303  -4.6459  -0.4956   1.8868
 J91  H10  H  HCR6  0   0.298  -2.4633  -1.6392   2.1035
 J91  H11  H  HNH1  0   0.431   0.3525  -0.7810  -1.1662
 J91  H12  H  HOH1  0   0.489   7.2120  -0.3688  -0.9354
 J91  H9   H  HNR6  0   0.440  -3.2508   1.2452  -1.6421
 J91  O07  O  O2    0  -0.491   2.6630   0.2919  -0.7640
 J91  C18  C  C     0   0.574  -0.3549  -1.5550   0.5642
 J91  F31  F  F     0  -0.306   1.3196   2.3936  -1.6138
 J91  O19  O  O     0  -0.461  -0.1830  -2.2187   1.5717

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
 J91  O15  C14  double    1.205  0.020  1.205
 J91  O16  C14  single    1.326  0.020  1.326
 J91  C14  C02  single    1.487  0.020  1.487
 J91  C03  C02  aromatic  1.394  0.020  1.394
 J91  C03  C04  aromatic  1.384  0.020  1.384
 J91  C02  C01  aromatic  1.393  0.020  1.393
 J91  C04  C05  aromatic  1.386  0.020  1.386
 J91  C01  O07  single    1.362  0.020  1.362
 J91  C01  C06  aromatic  1.396  0.020  1.396
 J91  O07  C08  single    1.363  0.020  1.363
 J91  C09  C08  aromatic  1.386  0.020  1.386
 J91  C09  C10  aromatic  1.389  0.020  1.389
 J91  C08  C13  aromatic  1.390  0.020  1.390
 J91  C10  C11  aromatic  1.386  0.020  1.386
 J91  C13  F31  single    1.339  0.020  1.339
 J91  C13  C12  aromatic  1.377  0.020  1.377
 J91  C11  C12  aromatic  1.390  0.020  1.390
 J91  C05  C06  aromatic  1.388  0.020  1.388
 J91  C06  N17  single    1.401  0.020  1.401
 J91  N17  C18  single    1.353  0.020  1.353
 J91  O26  C21  double    1.229  0.020  1.229
 J91  C18  O19  double    1.219  0.020  1.219
 J91  C18  C20  single    1.495  0.020  1.495
 J91  C21  C20  single    1.449  0.020  1.449
 J91  C21  N22  single    1.379  0.020  1.379
 J91  C20  C25  double    1.365  0.020  1.365
 J91  N22  C23  single    1.351  0.020  1.351
 J91  C25  C24  single    1.410  0.020  1.410
 J91  C23  C24  double    1.354  0.020  1.354
 J91  C23  C27  single    1.505  0.020  1.505
 J91  F29  C27  single    1.334  0.020  1.334
 J91  C27  F28  single    1.326  0.020  1.326
 J91  C27  F30  single    1.335  0.020  1.335
 J91  C11  H1   single    0.930  0.020  1.080
 J91  C10  H2   single    0.930  0.020  1.080
 J91  C12  H3   single    0.930  0.020  1.080
 J91  C03  H4   single    0.930  0.020  1.080
 J91  C04  H5   single    0.930  0.020  1.080
 J91  C05  H6   single    0.930  0.020  1.080
 J91  C09  H7   single    0.930  0.020  1.080
 J91  C24  H8   single    0.930  0.020  1.080
 J91  C25  H10  single    0.930  0.020  1.080
 J91  N17  H11  single    0.860  0.020  1.020
 J91  O16  H12  single    0.850  0.020  0.980
 J91  N22  H9   single    0.860  0.020  1.020

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
 J91  O16  C14  O15  123.58  3.000
 J91  O16  C14  C02  111.82  3.000
 J91  O15  C14  C02  124.59  3.000
 J91  H1   C11  C12  119.63  3.000
 J91  H1   C11  C10  120.52  3.000
 J91  C12  C11  C10  119.84  3.000
 J91  H2   C10  C09  119.16  3.000
 J91  H2   C10  C11  120.29  3.000
 J91  C09  C10  C11  120.54  3.000
 J91  H3   C12  C13  119.58  3.000
 J91  H3   C12  C11  121.24  3.000
 J91  C13  C12  C11  119.18  3.000
 J91  F31  C13  C08  118.40  3.000
 J91  F31  C13  C12  120.03  3.000
 J91  C08  C13  C12  121.57  3.000
 J91  O07  C01  C06  118.86  3.000
 J91  C06  C01  C02  120.90  3.000
 J91  O07  C01  C02  120.11  3.000
 J91  C03  C02  C01  118.89  3.000
 J91  C01  C02  C14  120.42  3.000
 J91  C03  C02  C14  120.61  3.000
 J91  H4   C03  C04  119.46  3.000
 J91  H4   C03  C02  120.15  3.000
 J91  C04  C03  C02  120.38  3.000
 J91  H5   C04  C05  119.73  3.000
 J91  H5   C04  C03  119.88  3.000
 J91  C05  C04  C03  120.38  3.000
 J91  H6   C05  C06  119.73  3.000
 J91  H6   C05  C04  120.08  3.000
 J91  C06  C05  C04  120.17  3.000
 J91  N17  C06  C05  122.29  3.000
 J91  N17  C06  C01  118.45  3.000
 J91  C05  C06  C01  119.26  3.000
 J91  O07  C08  C09  124.42  3.000
 J91  C09  C08  C13  119.05  3.000
 J91  O07  C08  C13  116.53  3.000
 J91  H7   C09  C08  120.39  3.000
 J91  H7   C09  C10  119.81  3.000
 J91  C08  C09  C10  119.81  3.000
 J91  C25  C20  C21  119.65  3.000
 J91  C25  C20  C18  117.66  3.000
 J91  C21  C20  C18  122.69  3.000
 J91  O26  C21  N22  119.04  3.000
 J91  N22  C21  C20  114.47  3.000
 J91  O26  C21  C20  126.50  3.000
 J91  N22  C23  C27  116.17  3.000
 J91  C27  C23  C24  123.25  3.000
 J91  N22  C23  C24  120.57  3.000
 J91  H8   C24  C25  120.48  3.000
 J91  H8   C24  C23  121.89  3.000
 J91  C25  C24  C23  117.63  3.000
 J91  H10  C25  C24  118.55  3.000
 J91  H10  C25  C20  119.07  3.000
 J91  C24  C25  C20  122.38  3.000
 J91  F30  C27  F29  107.41  3.000
 J91  F30  C27  F28  108.11  3.000
 J91  F29  C27  F28  108.05  3.000
 J91  F30  C27  C23  110.80  3.000
 J91  F28  C27  C23  111.44  3.000
 J91  F29  C27  C23  110.88  3.000
 J91  H11  N17  C18  116.43  3.000
 J91  H11  N17  C06  119.29  3.000
 J91  C18  N17  C06  123.11  3.000
 J91  H9   N22  C23  120.08  3.000
 J91  H9   N22  C21  114.61  3.000
 J91  C23  N22  C21  125.30  3.000
 J91  H12  O16  C14  109.95  3.000
 J91  C08  O07  C01  118.47  3.000
 J91  O19  C18  N17  123.36  3.000
 J91  O19  C18  C20  120.91  3.000
 J91  N17  C18  C20  115.73  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
 J91  CONST_01  C08  C09  C10  C11    0.00   0.0  0
 J91  CONST_02  C08  C13  C12  C11    0.00   0.0  0
 J91  CONST_03  C13  C08  C09  C10    0.00   0.0  0
 J91  CONST_04  C13  C12  C11  C10    0.00   0.0  0
 J91  CONST_05  C09  C08  C13  C12    0.00   0.0  0
 J91  CONST_06  C09  C10  C11  C12    0.00   0.0  0
 J91  CONST_07  C04  C03  C02  C01    0.00   0.0  0
 J91  CONST_08  C04  C05  C06  C01    0.00   0.0  0
 J91  CONST_09  C05  C04  C03  C02    0.00   0.0  0
 J91  CONST_10  C05  C06  C01  C02    0.00   0.0  0
 J91  CONST_11  C06  C01  C02  C03    0.00   0.0  0
 J91  CONST_12  C06  C05  C04  C03    0.00   0.0  0
 J91  CONST_13  C23  N22  C21  C20    0.00   0.0  0
 J91  CONST_14  C04  C03  C02  C14  180.00   0.0  0
 J91  CONST_15  C06  C01  C02  C14  180.00   0.0  0
 J91  CONST_16  F31  C13  C12  C11  180.00   0.0  0
 J91  CONST_17  O07  C08  C09  C10  180.00   0.0  0
 J91  CONST_18  O07  C08  C13  C12  180.00   0.0  0
 J91  CONST_19  N17  C06  C01  C02  180.00   0.0  0
 J91  CONST_20  O07  C01  C02  C03  180.00   0.0  0
 J91  CONST_21  N17  C06  C05  C04  180.00   0.0  0
 J91  CONST_22  O07  C01  C06  C05  180.00   0.0  0
 J91  CONST_23  F31  C13  C08  C09  180.00   0.0  0
 J91  CONST_24  O26  C21  N22  C23  180.00   0.0  0
 J91  CONST_25  H7   C09  C10  C11  180.00   0.0  0
 J91  CONST_26  H3   C12  C11  C10  180.00   0.0  0
 J91  CONST_27  H2   C10  C11  C12  180.00   0.0  0
 J91  CONST_28  H1   C11  C12  C13  180.00   0.0  0
 J91  CONST_29  H4   C03  C02  C01  180.00   0.0  0
 J91  CONST_30  H6   C05  C06  C01  180.00   0.0  0
 J91  CONST_31  H5   C04  C03  C02  180.00   0.0  0
 J91  CONST_32  H9   N22  C21  C20  180.00   0.0  0
 J91  CONST_33  C20  C18  N17  C06  180.00   0.0  0
 J91  CONST_37  O19  C18  N17  C06    0.00   0.0  0
 J91  CONST_38  H12  O16  C14  C02  180.00   0.0  0
 J91  Var_01    C09  C08  O07  C01   23.26  30.0  2
 J91  Var_02    O15  C14  C02  C01   28.42  30.0  2
 J91  Var_03    N17  C18  C20  C21   -3.81  30.0  2
 J91  Var_04    F29  C27  C23  C24  114.19  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
 J91  plan-1  C14  0.020
 J91  plan-1  C01  0.020
 J91  plan-1  C02  0.020
 J91  plan-1  C03  0.020
 J91  plan-1  C04  0.020
 J91  plan-1  C05  0.020
 J91  plan-1  C06  0.020
 J91  plan-1  N17  0.020
 J91  plan-1  H4   0.020
 J91  plan-1  H5   0.020
 J91  plan-1  H6   0.020
 J91  plan-1  O07  0.020
 J91  plan-2  C11  0.020
 J91  plan-2  C10  0.020
 J91  plan-2  C12  0.020
 J91  plan-2  C13  0.020
 J91  plan-2  C08  0.020
 J91  plan-2  C09  0.020
 J91  plan-2  H1   0.020
 J91  plan-2  H2   0.020
 J91  plan-2  H3   0.020
 J91  plan-2  H7   0.020
 J91  plan-2  O07  0.020
 J91  plan-2  F31  0.020
 J91  plan-3  C20  0.020
 J91  plan-3  C21  0.020
 J91  plan-3  C23  0.020
 J91  plan-3  C24  0.020
 J91  plan-3  C25  0.020
 J91  plan-3  C27  0.020
 J91  plan-3  N22  0.020
 J91  plan-3  O26  0.020
 J91  plan-3  H8   0.020
 J91  plan-3  H10  0.020
 J91  plan-3  H9   0.020
 J91  plan-3  C18  0.020
 J91  plan-4  C06  0.020
 J91  plan-4  C20  0.020
 J91  plan-4  N17  0.020
 J91  plan-4  H11  0.020
 J91  plan-4  C18  0.020
 J91  plan-4  O19  0.020
 J91  plan-5  C14  0.020
 J91  plan-5  C02  0.020
 J91  plan-5  O15  0.020
 J91  plan-5  O16  0.020
 J91  plan-5  H12  0.020

