# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 05:32:14 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: (2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@](O)(COc1ccc(F)cc1)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O
#
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
 FHM  FHM  (2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide  ligand  42  28  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FHM
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
 FHM  C17   C  CR16   0  -0.332   6.4353   1.1192   0.3166
 FHM  C18   C  CR16   0  -0.393   7.6841   0.6101   0.6234
 FHM  C19   C  CR6    0   0.499   7.8455  -0.7609   0.7158
 FHM  F19   F  F      0  -0.321   9.0600  -1.2577   1.0160
 FHM  C20   C  CR16   0  -0.396   6.7935  -1.6256   0.5099
 FHM  C21   C  CR16   0  -0.363   5.5377  -1.1121   0.2012
 FHM  C16   C  CR6    0   0.386   5.3534   0.2636   0.1024
 FHM  O14   O  O2     0  -0.475   4.1778   0.8575  -0.1920
 FHM  C13   C  CH2    0  -0.191   3.0445   0.0493  -0.4048
 FHM  C11   C  CT     0   0.053   1.8696   0.9821  -0.7030
 FHM  O11   O  OH1    0  -0.655   1.6470   1.8812   0.3565
 FHM  C12   C  CH3    0  -0.661   2.1086   1.8179  -1.9590
 FHM  C10   C  C      0   0.536   0.6335   0.1029  -0.9709
 FHM  O10   O  O      0  -0.445   0.7001  -0.8900  -1.6671
 FHM  N9    N  NH1    0  -0.749  -0.5040   0.5751  -0.4005
 FHM  C6    C  CR6    0   0.457  -1.7927   0.0791  -0.4881
 FHM  C5    C  CR16   0  -0.414  -2.7870   0.8175   0.1651
 FHM  C1    C  CR16   0  -0.312  -2.1526  -1.0752  -1.1796
 FHM  C2    C  CR16   0  -0.249  -3.4775  -1.4687  -1.1965
 FHM  C3    C  CR6    0   0.227  -4.4450  -0.7496  -0.5189
 FHM  N8    N  N      1   0.318  -5.7909  -1.2947  -0.5337
 FHM  O2    O  O      0  -0.365  -6.1684  -1.8214  -1.5526
 FHM  O1    O  O     -1  -0.370  -6.4425  -1.2201   0.4801
 FHM  C4    C  CR6    0  -0.163  -4.1082   0.4189   0.1719
 FHM  C7    C  CT     0   1.073  -5.1094   1.3085   0.8698
 FHM  F2    F  F      0  -0.296  -4.6077   2.5313   1.0675
 FHM  F3    F  F      0  -0.304  -6.2212   1.4684   0.1477
 FHM  F1    F  F      0  -0.301  -5.4540   0.8428   2.0704
 FHM  H17   H  HCR6   0   0.275   6.2923   2.1896   0.2422
 FHM  H18   H  HCR6   0   0.282   8.5205   1.2761   0.7895
 FHM  H20   H  HCR6   0   0.283   6.9377  -2.6954   0.5864
 FHM  H21   H  HCR6   0   0.290   4.7252  -1.8076   0.0431
 FHM  H131  H  HCH2   0   0.252   2.8259  -0.5549   0.4867
 FHM  H132  H  HCH2   0   0.251   3.2002  -0.6389  -1.2405
 FHM  H11   H  HOH1   0   0.465   1.7298   1.4226   1.2016
 FHM  H121  H  HCH3   0   0.259   2.9843   2.4533  -1.8365
 FHM  H122  H  HCH3   0   0.247   2.2643   1.1790  -2.8266
 FHM  H123  H  HCH3   0   0.252   1.2507   2.4605  -2.1615
 FHM  HN9   H  HNH1   0   0.427  -0.3858   1.4153   0.1508
 FHM  H5    H  HCR6   0   0.306  -2.4968   1.7308   0.6664
 FHM  H1    H  HCR6   0   0.308  -1.4237  -1.6703  -1.7024
 FHM  H2    H  HCR6   0   0.309  -3.7455  -2.3702  -1.7288

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
 FHM  C17  C18   aromatic  1.383  0.020  1.383
 FHM  C17  C16   aromatic  1.396  0.020  1.396
 FHM  C17  H17   single    0.930  0.020  1.080
 FHM  C18  C19   aromatic  1.384  0.020  1.384
 FHM  C18  H18   single    0.930  0.020  1.080
 FHM  C19  F19   single    1.346  0.020  1.346
 FHM  C19  C20   aromatic  1.377  0.020  1.377
 FHM  C20  C21   aromatic  1.392  0.020  1.392
 FHM  C20  H20   single    0.930  0.020  1.080
 FHM  C21  C16   aromatic  1.391  0.020  1.391
 FHM  C21  H21   single    0.930  0.020  1.080
 FHM  C16  O14   single    1.350  0.020  1.350
 FHM  O14  C13   single    1.408  0.020  1.408
 FHM  C13  C11   single    1.529  0.020  1.529
 FHM  C13  H131  single    0.970  0.020  1.090
 FHM  C13  H132  single    0.970  0.020  1.090
 FHM  C11  O11   single    1.407  0.020  1.407
 FHM  C11  C12   single    1.528  0.020  1.528
 FHM  C11  C10   single    1.540  0.020  1.540
 FHM  O11  H11   single    0.850  0.020  0.980
 FHM  C12  H121  single    0.970  0.020  1.090
 FHM  C12  H122  single    0.970  0.020  1.090
 FHM  C12  H123  single    0.970  0.020  1.090
 FHM  C10  O10   double    1.215  0.020  1.215
 FHM  C10  N9    single    1.357  0.020  1.357
 FHM  N9   C6    single    1.384  0.020  1.384
 FHM  N9   HN9   single    0.860  0.020  1.020
 FHM  C6   C5    aromatic  1.400  0.020  1.400
 FHM  C6   C1    aromatic  1.393  0.020  1.393
 FHM  C5   C4    aromatic  1.380  0.020  1.380
 FHM  C5   H5    single    0.930  0.020  1.080
 FHM  C1   C2    aromatic  1.382  0.020  1.382
 FHM  C1   H1    single    0.930  0.020  1.080
 FHM  C2   C3    aromatic  1.383  0.020  1.383
 FHM  C2   H2    single    0.930  0.020  1.080
 FHM  C3   N8    single    1.452  0.020  1.452
 FHM  C3   C4    aromatic  1.399  0.020  1.399
 FHM  N8   O2    double    1.208  0.020  1.208
 FHM  N8   O1    single    1.207  0.020  1.207
 FHM  C4   C7    single    1.510  0.020  1.510
 FHM  C7   F2    single    1.336  0.020  1.336
 FHM  C7   F3    single    1.335  0.020  1.335
 FHM  C7   F1    single    1.333  0.020  1.333

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
 FHM  H17   C17  C16   119.55  3.000
 FHM  H17   C17  C18   119.90  3.000
 FHM  C16   C17  C18   120.55  3.000
 FHM  H18   C18  C19   120.63  3.000
 FHM  H18   C18  C17   120.36  3.000
 FHM  C19   C18  C17   119.01  3.000
 FHM  C20   C19  F19   119.40  3.000
 FHM  C20   C19  C18   121.54  3.000
 FHM  F19   C19  C18   119.07  3.000
 FHM  H20   C20  C21   120.05  3.000
 FHM  H20   C20  C19   120.56  3.000
 FHM  C21   C20  C19   119.40  3.000
 FHM  H21   C21  C16   121.74  3.000
 FHM  H21   C21  C20   118.25  3.000
 FHM  C16   C21  C20   120.01  3.000
 FHM  O14   C16  C21   124.46  3.000
 FHM  O14   C16  C17   116.03  3.000
 FHM  C21   C16  C17   119.50  3.000
 FHM  C13   O14  C16   118.78  3.000
 FHM  H132  C13  H131  107.59  3.000
 FHM  H132  C13  C11   110.13  3.000
 FHM  H131  C13  C11   109.92  3.000
 FHM  H132  C13  O14   111.23  3.000
 FHM  H131  C13  O14   110.67  3.000
 FHM  C11   C13  O14   107.32  3.000
 FHM  C10   C11  C12   107.15  3.000
 FHM  C10   C11  O11   111.63  3.000
 FHM  C12   C11  O11   107.11  3.000
 FHM  C10   C11  C13   107.59  3.000
 FHM  C12   C11  C13   111.95  3.000
 FHM  O11   C11  C13   111.37  3.000
 FHM  H11   O11  C11   110.01  3.000
 FHM  H123  C12  H122  108.07  3.000
 FHM  H123  C12  H121  108.04  3.000
 FHM  H122  C12  H121  108.49  3.000
 FHM  H123  C12  C11   110.61  3.000
 FHM  H122  C12  C11   110.89  3.000
 FHM  H121  C12  C11   110.65  3.000
 FHM  N9    C10  O10   124.84  3.000
 FHM  N9    C10  C11   113.64  3.000
 FHM  O10   C10  C11   121.49  3.000
 FHM  HN9   N9   C6    116.16  3.000
 FHM  HN9   N9   C10   114.83  3.000
 FHM  C6    N9   C10   129.00  3.000
 FHM  C1    C6   C5    119.02  3.000
 FHM  C1    C6   N9    124.69  3.000
 FHM  C5    C6   N9    116.28  3.000
 FHM  H5    C5   C4    119.90  3.000
 FHM  H5    C5   C6    118.10  3.000
 FHM  C4    C5   C6    121.99  3.000
 FHM  H1    C1   C2    119.06  3.000
 FHM  H1    C1   C6    121.62  3.000
 FHM  C2    C1   C6    119.32  3.000
 FHM  H2    C2   C3    120.11  3.000
 FHM  H2    C2   C1    118.76  3.000
 FHM  C3    C2   C1    121.10  3.000
 FHM  C4    C3   N8    122.81  3.000
 FHM  C4    C3   C2    120.53  3.000
 FHM  N8    C3   C2    116.63  3.000
 FHM  O1    N8   O2    124.52  3.000
 FHM  O1    N8   C3    117.93  3.000
 FHM  O2    N8   C3    117.52  3.000
 FHM  C7    C4   C3    124.11  3.000
 FHM  C7    C4   C5    117.83  3.000
 FHM  C3    C4   C5    118.00  3.000
 FHM  F1    C7   F3    108.27  3.000
 FHM  F1    C7   F2    106.47  3.000
 FHM  F3    C7   F2    106.44  3.000
 FHM  F1    C7   C4    112.44  3.000
 FHM  F3    C7   C4    111.88  3.000
 FHM  F2    C7   C4    111.01  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
 FHM  CONST_01  C20  C19  C18  C17    0.00   0.0  0
 FHM  CONST_02  C20  C21  C16  C17    0.00   0.0  0
 FHM  CONST_03  C21  C16  C17  C18    0.00   0.0  0
 FHM  CONST_04  C21  C20  C19  C18    0.00   0.0  0
 FHM  CONST_05  C16  C17  C18  C19    0.00   0.0  0
 FHM  CONST_06  C16  C21  C20  C19    0.00   0.0  0
 FHM  CONST_07  C3   C4   C5   C6     0.00   0.0  0
 FHM  CONST_08  C3   C2   C1   C6     0.00   0.0  0
 FHM  CONST_09  C2   C1   C6   C5     0.00   0.0  0
 FHM  CONST_10  C2   C3   C4   C5     0.00   0.0  0
 FHM  CONST_11  C4   C5   C6   C1     0.00   0.0  0
 FHM  CONST_12  C4   C3   C2   C1     0.00   0.0  0
 FHM  CONST_13  F19  C19  C18  C17  180.00   0.0  0
 FHM  CONST_14  O14  C16  C17  C18  180.00   0.0  0
 FHM  CONST_15  C21  C20  C19  F19  180.00   0.0  0
 FHM  CONST_16  O14  C16  C21  C20  180.00   0.0  0
 FHM  CONST_17  C4   C5   C6   N9   180.00   0.0  0
 FHM  CONST_18  C2   C1   C6   N9   180.00   0.0  0
 FHM  CONST_19  C7   C4   C5   C6   180.00   0.0  0
 FHM  CONST_20  N8   C3   C4   C5   180.00   0.0  0
 FHM  CONST_21  N8   C3   C2   C1   180.00   0.0  0
 FHM  CONST_22  C7   C4   C3   C2   180.00   0.0  0
 FHM  CONST_23  H21  C21  C16  C17  180.00   0.0  0
 FHM  CONST_24  H20  C20  C19  C18  180.00   0.0  0
 FHM  CONST_25  H17  C17  C18  C19  180.00   0.0  0
 FHM  CONST_26  H18  C18  C19  C20  180.00   0.0  0
 FHM  CONST_27  H2   C2   C1   C6   180.00   0.0  0
 FHM  CONST_28  H1   C1   C6   C5   180.00   0.0  0
 FHM  CONST_29  H5   C5   C6   C1   180.00   0.0  0
 FHM  CONST_30  C5   C6   N9   C10  180.00   0.0  0
 FHM  CONST_31  C1   C6   N9   C10    0.00   0.0  0
 FHM  CONST_36  HN9  N9   C6   C5     0.00   0.0  0
 FHM  CONST_37  C6   N9   C10  C11  180.00   0.0  0
 FHM  CONST_38  C6   N9   C10  O10    0.00   0.0  0
 FHM  Var_01    F2   C7   C4   C5    16.82  30.0  2
 FHM  Var_02    C11  C13  O14  C16  179.48  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FHM  chir_01  C11  O11  C12  C10  positiv

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
 FHM  plan-1  C17  0.020
 FHM  plan-1  C18  0.020
 FHM  plan-1  C19  0.020
 FHM  plan-1  F19  0.020
 FHM  plan-1  C20  0.020
 FHM  plan-1  C21  0.020
 FHM  plan-1  C16  0.020
 FHM  plan-1  O14  0.020
 FHM  plan-1  H17  0.020
 FHM  plan-1  H18  0.020
 FHM  plan-1  H20  0.020
 FHM  plan-1  H21  0.020
 FHM  plan-2  N9   0.020
 FHM  plan-2  C6   0.020
 FHM  plan-2  C5   0.020
 FHM  plan-2  C1   0.020
 FHM  plan-2  C2   0.020
 FHM  plan-2  C3   0.020
 FHM  plan-2  N8   0.020
 FHM  plan-2  C4   0.020
 FHM  plan-2  C7   0.020
 FHM  plan-2  H5   0.020
 FHM  plan-2  H1   0.020
 FHM  plan-2  H2   0.020
 FHM  plan-3  C11  0.020
 FHM  plan-3  C10  0.020
 FHM  plan-3  O10  0.020
 FHM  plan-3  N9   0.020
 FHM  plan-3  C6   0.020
 FHM  plan-3  HN9  0.020
 FHM  plan-4  C3   0.020
 FHM  plan-4  N8   0.020
 FHM  plan-4  O2   0.020
 FHM  plan-4  O1   0.020

