# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:28:24 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-({[4-(trifluoromethoxy)phenyl]sulfonyl}amino)ethyl dihydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)OCCN[S](=O)(=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
 F9F  F9F  '2-({[4-(trifluoromethoxy)phenyl]sulfonyl}amino)ethyl dihydrogen phosphate'  ligand  33  22  .  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_F9F
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
 F9F  C1    C  CR6   0   0.370  -3.2570   0.1177  -0.5847
 F9F  C2    C  CR16  0  -0.328  -2.9279  -0.2640   0.7079
 F9F  C3    C  CR16  0  -0.219  -1.8146  -1.0681   0.9051
 F9F  C4    C  CR6   0  -0.211  -1.0569  -1.4866  -0.1763
 F9F  C5    C  CR16  0  -0.221  -1.3987  -1.1099  -1.4701
 F9F  C6    C  CR16  0  -0.312  -2.5009  -0.3040  -1.6723
 F9F  O7    O  O2    0  -0.501  -4.3326   0.9016  -0.9237
 F9F  C8    C  CT    0   1.086  -5.0352   1.6129  -0.0283
 F9F  F9F   F  F     0  -0.297  -4.2662   2.4033   0.7164
 F9F  F10   F  F     0  -0.269  -5.8797   2.3676  -0.7087
 F9F  F11   F  F     0  -0.299  -5.7410   0.8421   0.7987
 F9F  S12   S  S     0   1.375   0.4022  -2.4537   0.0898
 F9F  N13   N  NC1   0  -0.723   1.6687  -1.4048   0.0886
 F9F  C14   C  CH2   0  -0.328   1.7074  -0.3372   1.0806
 F9F  C15   C  CH2   0  -0.176   3.1164   0.1769   1.2393
 F9F  O16   O  O2    0  -0.592   3.5382   0.7184  -0.0180
 F9F  P17   P  P     0   1.462   5.0337   1.2585  -0.1841
 F9F  O18   O  OH1   0  -0.731   4.8927   1.7489  -1.6925
 F9F  O19   O  O     0  -0.709   5.4960   2.2349   0.8185
 F9F  O20   O  OH1   0  -0.741   5.9883  -0.0220  -0.1674
 F9F  O21   O  OS    0  -0.652   0.5959  -3.3160  -1.0625
 F9F  O22   O  OS    0  -0.650   0.3179  -3.0179   1.4257
 F9F  H2    H  HCR6  0   0.304  -3.5046   0.0256   1.5739
 F9F  H3    H  HCR6  0   0.299  -1.5599  -1.3644   1.9130
 F9F  H5    H  HCR6  0   0.296  -0.8209  -1.4382  -2.3234
 F9F  H6    H  HCR6  0   0.299  -2.7797  -0.0028  -2.6731
 F9F  H13   H  HNC1  0   0.415   1.9103  -1.1050  -0.8504
 F9F  H141  H  HCH2  0   0.279   1.4032  -0.7343   2.0488
 F9F  H142  H  HCH2  0   0.261   1.0276   0.4826   0.8280
 F9F  H151  H  HCH2  0   0.249   3.7755  -0.6379   1.5483
 F9F  H152  H  HCH2  0   0.261   3.1295   0.9500   2.0096
 F9F  H18   H  HOH1  0   0.505   5.6024   2.3383  -1.9809
 F9F  H20   H  HOH1  0   0.496   5.7921  -0.7085  -0.8192

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
 F9F  C1   C2    aromatic  1.387  0.020  1.387
 F9F  C1   C6    aromatic  1.390  0.020  1.390
 F9F  C1   O7    single    1.373  0.020  1.373
 F9F  C2   C3    aromatic  1.387  0.020  1.387
 F9F  C2   H2    single    0.930  0.020  1.080
 F9F  C3   C4    aromatic  1.385  0.020  1.385
 F9F  C3   H3    single    0.930  0.020  1.080
 F9F  C4   C5    aromatic  1.390  0.020  1.390
 F9F  C4   S12   single    1.771  0.020  1.771
 F9F  C5   C6    aromatic  1.380  0.020  1.380
 F9F  C5   H5    single    0.930  0.020  1.080
 F9F  C6   H6    single    0.930  0.020  1.080
 F9F  O7   C8    single    1.342  0.020  1.342
 F9F  C8   F9F   single    1.331  0.020  1.331
 F9F  C8   F10   single    1.321  0.020  1.321
 F9F  C8   F11   single    1.333  0.020  1.333
 F9F  S12  N13   single    1.644  0.020  1.644
 F9F  S12  O21   double    1.452  0.020  1.452
 F9F  S12  O22   double    1.453  0.020  1.453
 F9F  N13  C14   single    1.458  0.020  1.458
 F9F  N13  H13   single    0.890  0.020  1.040
 F9F  C14  C15   single    1.508  0.020  1.508
 F9F  C14  H141  single    0.970  0.020  1.090
 F9F  C14  H142  single    0.970  0.020  1.090
 F9F  C15  O16   single    1.432  0.020  1.432
 F9F  C15  H151  single    0.970  0.020  1.090
 F9F  C15  H152  single    0.970  0.020  1.090
 F9F  O16  P17   single    1.599  0.020  1.599
 F9F  P17  O18   single    1.592  0.020  1.592
 F9F  P17  O19   double    1.474  0.020  1.474
 F9F  P17  O20   single    1.597  0.020  1.597
 F9F  O18  H18   single    0.850  0.020  0.980
 F9F  O20  H20   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
 F9F  O7    C1   C6    113.95  3.000
 F9F  O7    C1   C2    124.94  3.000
 F9F  C6    C1   C2    121.10  3.000
 F9F  H2    C2   C3    118.03  3.000
 F9F  H2    C2   C1    123.14  3.000
 F9F  C3    C2   C1    118.83  3.000
 F9F  H3    C3   C4    121.07  3.000
 F9F  H3    C3   C2    118.71  3.000
 F9F  C4    C3   C2    120.21  3.000
 F9F  S12   C4   C5    119.38  3.000
 F9F  S12   C4   C3    119.90  3.000
 F9F  C5    C4   C3    120.67  3.000
 F9F  H5    C5   C6    119.23  3.000
 F9F  H5    C5   C4    121.37  3.000
 F9F  C6    C5   C4    119.40  3.000
 F9F  H6    C6   C5    120.26  3.000
 F9F  H6    C6   C1    119.94  3.000
 F9F  C5    C6   C1    119.79  3.000
 F9F  C8    O7   C1    123.21  3.000
 F9F  F11   C8   F10   108.15  3.000
 F9F  F11   C8   F9F   107.60  3.000
 F9F  F10   C8   F9F   108.56  3.000
 F9F  F11   C8   O7    112.62  3.000
 F9F  F10   C8   O7    107.08  3.000
 F9F  F9F   C8   O7    112.68  3.000
 F9F  O22   S12  O21   120.45  3.000
 F9F  O22   S12  N13   107.05  3.000
 F9F  O21   S12  N13   105.99  3.000
 F9F  O22   S12  C4    107.61  3.000
 F9F  O21   S12  C4    108.36  3.000
 F9F  N13   S12  C4    106.63  3.000
 F9F  H13   N13  C14   114.01  3.000
 F9F  H13   N13  S12   111.87  3.000
 F9F  C14   N13  S12   119.14  3.000
 F9F  H142  C14  H141  107.73  3.000
 F9F  H142  C14  C15   110.44  3.000
 F9F  H141  C14  C15   106.95  3.000
 F9F  H142  C14  N13   112.03  3.000
 F9F  H141  C14  N13   109.29  3.000
 F9F  C15   C14  N13   110.24  3.000
 F9F  H152  C15  H151  108.75  3.000
 F9F  H152  C15  O16   110.37  3.000
 F9F  H151  C15  O16   110.64  3.000
 F9F  H152  C15  C14   109.08  3.000
 F9F  H151  C15  C14   109.82  3.000
 F9F  O16   C15  C14   108.16  3.000
 F9F  P17   O16  C15   119.63  3.000
 F9F  O20   P17  O19   109.67  3.000
 F9F  O20   P17  O18   108.04  3.000
 F9F  O19   P17  O18   117.92  3.000
 F9F  O20   P17  O16   106.68  3.000
 F9F  O19   P17  O16   116.52  3.000
 F9F  O18   P17  O16    96.87  3.000
 F9F  H18   O18  P17   113.91  3.000
 F9F  H20   O20  P17   116.17  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
 F9F  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 F9F  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 F9F  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 F9F  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 F9F  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 F9F  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 F9F  CONST_07  S12  C4   C3   C2    180.00   0.0  0
 F9F  CONST_08  O7   C1   C2   C3    180.00   0.0  0
 F9F  CONST_09  O7   C1   C6   C5    180.00   0.0  0
 F9F  CONST_10  S12  C4   C5   C6    180.00   0.0  0
 F9F  CONST_11  H3   C3   C2   C1    180.00   0.0  0
 F9F  CONST_12  H5   C5   C6   C1    180.00   0.0  0
 F9F  CONST_13  H6   C6   C1   C2    180.00   0.0  0
 F9F  CONST_14  H2   C2   C3   C4    180.00   0.0  0
 F9F  Var_01    N13  S12  C4   C3    -95.98  30.0  2
 F9F  Var_02    F9F  C8   O7   C1     53.14  30.0  3
 F9F  Var_03    C14  N13  S12  C4     60.26  30.0  3
 F9F  Var_04    C15  C14  N13  S12   159.65  30.0  3
 F9F  Var_05    O16  C15  C14  N13    61.87  30.0  3
 F9F  Var_06    O18  P17  O16  C15  -178.31  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
 F9F  plan-1  C1   0.020
 F9F  plan-1  C2   0.020
 F9F  plan-1  C3   0.020
 F9F  plan-1  C4   0.020
 F9F  plan-1  C5   0.020
 F9F  plan-1  C6   0.020
 F9F  plan-1  O7   0.020
 F9F  plan-1  S12  0.020
 F9F  plan-1  H2   0.020
 F9F  plan-1  H3   0.020
 F9F  plan-1  H5   0.020
 F9F  plan-1  H6   0.020

