# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 02:01:07 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 2-({[4-(trifluoromethoxy)phenyl]carbonyl}amino)ethyl dihydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)OCCNC(=O)c1ccc(OC(F)(F)F)cc1
#
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
 F6F  F6F  '2-({[4-(trifluoromethoxy)phenyl]carbonyl}amino)ethyl dihydrogen phosphate'  ligand  32  21  .  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
;

data_comp_F6F
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
 F6F  C1    C  CR6   0   0.311  -3.0407  -0.1683   0.2055
 F6F  C2    C  CR16  0  -0.279  -2.0070   0.2506   1.0237
 F6F  C3    C  CR16  0  -0.309  -0.7603  -0.3381   0.8801
 F6F  C4    C  CR6   0  -0.127  -0.5443  -1.3337  -0.0694
 F6F  C5    C  CR16  0  -0.275  -1.6028  -1.7316  -0.8822
 F6F  C6    C  CR16  0  -0.271  -2.8544  -1.1568  -0.7466
 F6F  O7    O  O2    0  -0.500  -4.3080   0.3702   0.3730
 F6F  C8    C  CT    0   1.153  -4.6080   1.4912  -0.2976
 F6F  F9    F  F     0  -0.320  -4.4521   1.3598  -1.6149
 F6F  F10   F  F     0  -0.335  -5.8744   1.7796  -0.0497
 F6F  F11   F  F     0  -0.295  -3.8591   2.5295   0.0781
 F6F  C12   C  C     0   0.539   0.7901  -1.9751  -0.2916
 F6F  N13   N  NH1   0  -0.741   1.6824  -1.8695   0.7081
 F6F  O14   O  O     0  -0.291   1.0377  -2.5589  -1.3364
 F6F  C15   C  CH2   0  -0.297   3.0330  -2.3693   0.6025
 F6F  C16   C  CH2   0  -0.298   3.9147  -1.5148  -0.2867
 F6F  O17   O  O2    0  -0.540   3.9382  -0.1742   0.2211
 F6F  P18   P  P     0   1.431   3.5938   1.0532  -0.7341
 F6F  O19   O  OH1   0  -0.719   3.8624   2.2047   0.3366
 F6F  O20   O  O     0  -0.718   4.3136   1.1071  -2.0191
 F6F  O21   O  OH1   0  -0.765   2.0163   1.0218  -1.0096
 F6F  H2    H  HCR6  0   0.318  -2.1634   1.0151   1.7722
 F6F  H3    H  HCR6  0   0.259   0.0349   0.0078   1.5284
 F6F  H5    H  HCR6  0   0.261  -1.4516  -2.4993  -1.6280
 F6F  H6    H  HCR6  0   0.287  -3.6777  -1.4843  -1.3672
 F6F  H13   H  HNH1  0   0.395   1.4006  -1.4853   1.5940
 F6F  H151  H  HCH2  0   0.276   3.0408  -3.3900   0.2153
 F6F  H152  H  HCH2  0   0.272   3.4467  -2.4069   1.6092
 F6F  H161  H  HCH2  0   0.297   3.5644  -1.5484  -1.3195
 F6F  H162  H  HCH2  0   0.315   4.9334  -1.9043  -0.2713
 F6F  H19   H  HOH1  0   0.501   3.8524   3.0958  -0.0376
 F6F  H21   H  HOH1  0   0.467   1.4501   1.1528  -0.2386

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
 F6F  C1   C2    aromatic  1.383  0.020  1.383
 F6F  C1   C6    aromatic  1.385  0.020  1.385
 F6F  C1   O7    single    1.387  0.020  1.387
 F6F  C2   C3    aromatic  1.386  0.020  1.386
 F6F  C2   H2    single    0.930  0.020  1.080
 F6F  C3   C4    aromatic  1.393  0.020  1.393
 F6F  C3   H3    single    0.930  0.020  1.080
 F6F  C4   C5    aromatic  1.393  0.020  1.393
 F6F  C4   C12   single    1.497  0.020  1.497
 F6F  C5   C6    aromatic  1.384  0.020  1.384
 F6F  C5   H5    single    0.930  0.020  1.080
 F6F  C6   H6    single    0.930  0.020  1.080
 F6F  O7   C8    single    1.340  0.020  1.340
 F6F  C8   F9    single    1.333  0.020  1.333
 F6F  C8   F10   single    1.322  0.020  1.322
 F6F  C8   F11   single    1.334  0.020  1.334
 F6F  C12  N13   single    1.344  0.020  1.344
 F6F  C12  O14   double    1.222  0.020  1.222
 F6F  N13  C15   single    1.444  0.020  1.444
 F6F  N13  H13   single    0.860  0.020  1.020
 F6F  C15  C16   single    1.516  0.020  1.516
 F6F  C15  H151  single    0.970  0.020  1.090
 F6F  C15  H152  single    0.970  0.020  1.090
 F6F  C16  O17   single    1.434  0.020  1.434
 F6F  C16  H161  single    0.970  0.020  1.090
 F6F  C16  H162  single    0.970  0.020  1.090
 F6F  O17  P18   single    1.593  0.020  1.593
 F6F  P18  O19   single    1.595  0.020  1.595
 F6F  P18  O20   double    1.474  0.020  1.474
 F6F  P18  O21   single    1.602  0.020  1.602
 F6F  O19  H19   single    0.850  0.020  0.980
 F6F  O21  H21   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
 F6F  O7    C1   C6    118.88  3.000
 F6F  O7    C1   C2    119.59  3.000
 F6F  C6    C1   C2    121.48  3.000
 F6F  H2    C2   C3    120.14  3.000
 F6F  H2    C2   C1    121.03  3.000
 F6F  C3    C2   C1    118.83  3.000
 F6F  H3    C3   C4    121.51  3.000
 F6F  H3    C3   C2    117.58  3.000
 F6F  C4    C3   C2    120.91  3.000
 F6F  C12   C4   C5    117.93  3.000
 F6F  C12   C4   C3    123.08  3.000
 F6F  C5    C4   C3    118.97  3.000
 F6F  H5    C5   C6    119.28  3.000
 F6F  H5    C5   C4    119.96  3.000
 F6F  C6    C5   C4    120.76  3.000
 F6F  H6    C6   C5    120.42  3.000
 F6F  H6    C6   C1    120.54  3.000
 F6F  C5    C6   C1    119.04  3.000
 F6F  C8    O7   C1    117.95  3.000
 F6F  F11   C8   F10   108.36  3.000
 F6F  F11   C8   F9    106.82  3.000
 F6F  F10   C8   F9    108.59  3.000
 F6F  F11   C8   O7    112.61  3.000
 F6F  F10   C8   O7    107.63  3.000
 F6F  F9    C8   O7    112.69  3.000
 F6F  O14   C12  N13   122.61  3.000
 F6F  O14   C12  C4    120.80  3.000
 F6F  N13   C12  C4    116.59  3.000
 F6F  H13   N13  C15   117.29  3.000
 F6F  H13   N13  C12   119.94  3.000
 F6F  C15   N13  C12   122.64  3.000
 F6F  H152  C15  H151  107.02  3.000
 F6F  H152  C15  C16   109.92  3.000
 F6F  H151  C15  C16   108.35  3.000
 F6F  H152  C15  N13   107.44  3.000
 F6F  H151  C15  N13   110.87  3.000
 F6F  C16   C15  N13   113.07  3.000
 F6F  H162  C16  H161  107.59  3.000
 F6F  H162  C16  O17   108.27  3.000
 F6F  H161  C16  O17   111.67  3.000
 F6F  H162  C16  C15   109.50  3.000
 F6F  H161  C16  C15   110.56  3.000
 F6F  O17   C16  C15   109.20  3.000
 F6F  P18   O17  C16   120.30  3.000
 F6F  O21   P18  O20   109.37  3.000
 F6F  O21   P18  O19   107.19  3.000
 F6F  O20   P18  O19   118.46  3.000
 F6F  O21   P18  O17   107.52  3.000
 F6F  O20   P18  O17   116.45  3.000
 F6F  O19   P18  O17    96.74  3.000
 F6F  H19   O19  P18   113.82  3.000
 F6F  H21   O21  P18   115.95  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
 F6F  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 F6F  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 F6F  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 F6F  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 F6F  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 F6F  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 F6F  CONST_07  C12  C4   C3   C2    180.00   0.0  0
 F6F  CONST_08  O7   C1   C2   C3    180.00   0.0  0
 F6F  CONST_09  O7   C1   C6   C5    180.00   0.0  0
 F6F  CONST_10  C12  C4   C5   C6    180.00   0.0  0
 F6F  CONST_11  H3   C3   C2   C1    180.00   0.0  0
 F6F  CONST_12  H5   C5   C6   C1    180.00   0.0  0
 F6F  CONST_13  H6   C6   C1   C2    180.00   0.0  0
 F6F  CONST_14  H2   C2   C3   C4    180.00   0.0  0
 F6F  CONST_15  C15  N13  C12  C4    180.00   0.0  0
 F6F  CONST_16  H13  N13  C12  C4      0.00   0.0  0
 F6F  CONST_17  C15  N13  C12  O14     0.00   0.0  0
 F6F  Var_01    N13  C12  C4   C3     19.90  30.0  2
 F6F  Var_02    F9   C8   O7   C1     56.88  30.0  3
 F6F  Var_03    C16  C15  N13  C12    73.72  30.0  3
 F6F  Var_04    O17  C16  C15  N13    57.80  30.0  3
 F6F  Var_05    O19  P18  O17  C16  -177.04  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
 F6F  plan-1  C1   0.020
 F6F  plan-1  C2   0.020
 F6F  plan-1  C3   0.020
 F6F  plan-1  C4   0.020
 F6F  plan-1  C5   0.020
 F6F  plan-1  C6   0.020
 F6F  plan-1  O7   0.020
 F6F  plan-1  C12  0.020
 F6F  plan-1  H2   0.020
 F6F  plan-1  H3   0.020
 F6F  plan-1  H5   0.020
 F6F  plan-1  H6   0.020
 F6F  plan-2  C4   0.020
 F6F  plan-2  C12  0.020
 F6F  plan-2  N13  0.020
 F6F  plan-2  O14  0.020
 F6F  plan-2  C15  0.020
 F6F  plan-2  H13  0.020

