# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 12:58:11 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-[(naphthalen-2-ylsulfonyl)amino]ethyl dihydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)OCCN[S](=O)(=O)c1ccc2ccccc2c1
#
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
 F19  F19  '2-[(naphthalen-2-ylsulfonyl)amino]ethyl dihydrogen phosphate'  ligand  35  21  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_F19
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
 F19  C1    C  CR16  0  -0.303  51.4084  25.1470  15.1046
 F19  C2    C  CR16  0  -0.223  50.4991  26.0897  15.4839
 F19  C3    C  CR6   0  -0.224  49.1315  25.7405  15.5442
 F19  C4    C  CR16  0  -0.291  48.6935  24.4830  15.2395
 F19  C5    C  CR66  0   0.129  49.6247  23.4949  14.8453
 F19  C6    C  CR66  0   0.127  51.0011  23.8301  14.7757
 F19  C7    C  CR16  0  -0.307  51.9270  22.8398  14.3791
 F19  C8    C  CR16  0  -0.246  51.5011  21.5763  14.0679
 F19  C9    C  CR16  0  -0.253  50.1323  21.2443  14.1368
 F19  C10   C  CR16  0  -0.302  49.2127  22.1833  14.5171
 F19  S11   S  S     0   1.387  47.9756  26.9732  16.0619
 F19  O12   O  OS    0  -0.648  46.6516  26.3668  16.1043
 F19  O13   O  OS    0  -0.659  48.4756  27.6388  17.2550
 F19  C16   C  CH2   0  -0.162  48.3620  28.4993  12.4879
 F19  O17   O  O2    0  -0.585  47.8505  28.1136  11.2104
 F19  C18   C  CH2   0  -0.318  47.5793  27.7302  13.5347
 F19  N1    N  NC1   0  -0.746  48.1223  28.0723  14.8415
 F19  O20   O  O     0  -0.708  47.5948  30.3916   9.9283
 F19  O21   O  OH1   0  -0.743  49.7168  28.9043   9.7927
 F19  P     P  P     0   1.449  48.1274  29.0147   9.9245
 F19  O22   O  OH1   0  -0.729  47.5294  28.0251   8.8284
 F19  H1    H  HCR6  0   0.269  52.4598  25.4008  15.0538
 F19  H2    H  HCR6  0   0.283  50.8221  27.0920  15.7307
 F19  H4    H  HCR6  0   0.285  47.6428  24.2269  15.2886
 F19  H7    H  HCR6  0   0.264  52.9786  23.0930  14.3246
 F19  H8    H  HCR6  0   0.267  52.2175  20.8236  13.7657
 F19  H9    H  HCR6  0   0.267  49.8128  20.2420  13.8847
 F19  H10   H  HCR6  0   0.265  48.1602  21.9331  14.5690
 F19  H161  H  HCH2  0   0.244  48.2468  29.5759  12.6427
 F19  H162  H  HCH2  0   0.250  49.4229  28.2523  12.5609
 F19  H181  H  HCH2  0   0.268  47.7123  26.6604  13.3608
 F19  H182  H  HCH2  0   0.269  46.5119  27.9500  13.4615
 F19  HA    H  HNC1  0   0.420  47.8945  29.0084  15.1636
 F19  H21   H  HOH1  0   0.500  50.1344  29.6737   9.3841
 F19  H22   H  HOH1  0   0.504  47.0478  28.4737   8.1215

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
 F19  C1   C2    aromatic  1.364  0.020  1.364
 F19  C1   C6    aromatic  1.417  0.020  1.417
 F19  C1   H1    single    0.930  0.020  1.080
 F19  C2   C3    aromatic  1.413  0.020  1.413
 F19  C2   H2    single    0.930  0.020  1.080
 F19  C3   C4    aromatic  1.366  0.020  1.366
 F19  C3   S11   single    1.767  0.020  1.767
 F19  C4   C5    aromatic  1.414  0.020  1.414
 F19  C4   H4    single    0.930  0.020  1.080
 F19  C5   C6    aromatic  1.418  0.020  1.418
 F19  C5   C10   aromatic  1.413  0.020  1.413
 F19  C6   C7    aromatic  1.413  0.020  1.413
 F19  C7   C8    aromatic  1.369  0.020  1.369
 F19  C7   H7    single    0.930  0.020  1.080
 F19  C8   C9    aromatic  1.410  0.020  1.410
 F19  C8   H8    single    0.930  0.020  1.080
 F19  C9   C10   aromatic  1.368  0.020  1.368
 F19  C9   H9    single    0.930  0.020  1.080
 F19  C10  H10   single    0.930  0.020  1.080
 F19  S11  O12   double    1.457  0.020  1.457
 F19  S11  O13   double    1.455  0.020  1.455
 F19  S11  N1    single    1.649  0.020  1.649
 F19  C16  O17   single    1.429  0.020  1.429
 F19  C16  C18   single    1.517  0.020  1.517
 F19  C16  H161  single    0.970  0.020  1.090
 F19  C16  H162  single    0.970  0.020  1.090
 F19  O17  P     single    1.594  0.020  1.594
 F19  C18  N1    single    1.456  0.020  1.456
 F19  C18  H181  single    0.970  0.020  1.090
 F19  C18  H182  single    0.970  0.020  1.090
 F19  N1   HA    single    0.890  0.020  1.040
 F19  O20  P     double    1.476  0.020  1.476
 F19  O21  P     single    1.599  0.020  1.599
 F19  O21  H21   single    0.850  0.020  0.980
 F19  P    O22   single    1.593  0.020  1.593
 F19  O22  H22   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
 F19  H1    C1   C6    119.08  3.000
 F19  H1    C1   C2    119.90  3.000
 F19  C6    C1   C2    121.02  3.000
 F19  H2    C2   C3    120.56  3.000
 F19  H2    C2   C1    120.33  3.000
 F19  C3    C2   C1    119.11  3.000
 F19  S11   C3   C4    119.85  3.000
 F19  S11   C3   C2    118.24  3.000
 F19  C4    C3   C2    121.90  3.000
 F19  H4    C4   C5    119.11  3.000
 F19  H4    C4   C3    121.26  3.000
 F19  C5    C4   C3    119.63  3.000
 F19  C10   C5   C6    119.39  3.000
 F19  C10   C5   C4    121.42  3.000
 F19  C6    C5   C4    119.19  3.000
 F19  C7    C6   C5    118.96  3.000
 F19  C7    C6   C1    121.89  3.000
 F19  C5    C6   C1    119.15  3.000
 F19  H7    C7   C8    120.42  3.000
 F19  H7    C7   C6    119.12  3.000
 F19  C8    C7   C6    120.46  3.000
 F19  H8    C8   C9    119.50  3.000
 F19  H8    C8   C7    119.96  3.000
 F19  C9    C8   C7    120.54  3.000
 F19  H9    C9   C10   120.14  3.000
 F19  H9    C9   C8    119.57  3.000
 F19  C10   C9   C8    120.29  3.000
 F19  H10   C10  C9    120.53  3.000
 F19  H10   C10  C5    119.11  3.000
 F19  C9    C10  C5    120.36  3.000
 F19  N1    S11  O13   105.75  3.000
 F19  N1    S11  O12   112.32  3.000
 F19  O13   S11  O12   118.61  3.000
 F19  N1    S11  C3    100.95  3.000
 F19  O13   S11  C3    109.55  3.000
 F19  O12   S11  C3    108.21  3.000
 F19  H162  C16  H161  108.40  3.000
 F19  H162  C16  C18   109.92  3.000
 F19  H161  C16  C18   110.32  3.000
 F19  H162  C16  O17   110.27  3.000
 F19  H161  C16  O17   110.76  3.000
 F19  C18   C16  O17   107.18  3.000
 F19  P     O17  C16   120.41  3.000
 F19  H182  C18  H181  107.79  3.000
 F19  H182  C18  N1    112.17  3.000
 F19  H181  C18  N1    109.13  3.000
 F19  H182  C18  C16   110.86  3.000
 F19  H181  C18  C16   108.91  3.000
 F19  N1    C18  C16   107.93  3.000
 F19  HA    N1   C18   114.68  3.000
 F19  HA    N1   S11   111.08  3.000
 F19  C18   N1   S11   118.33  3.000
 F19  H21   O21  P     114.17  3.000
 F19  O22   P    O21   105.88  3.000
 F19  O22   P    O20   116.47  3.000
 F19  O21   P    O20   115.04  3.000
 F19  O22   P    O17    97.97  3.000
 F19  O21   P    O17   101.54  3.000
 F19  O20   P    O17   117.54  3.000
 F19  H22   O22  P     113.72  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
 F19  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 F19  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 F19  CONST_03  C10  C5   C6   C1    180.00   0.0  0
 F19  CONST_04  C8   C7   C6   C1    180.00   0.0  0
 F19  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 F19  CONST_06  C7   C6   C1   C2    180.00   0.0  0
 F19  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 F19  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 F19  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 F19  CONST_10  C10  C5   C4   C3    180.00   0.0  0
 F19  CONST_11  C7   C6   C5   C4    180.00   0.0  0
 F19  CONST_12  C9   C10  C5   C4    180.00   0.0  0
 F19  CONST_13  C8   C7   C6   C5      0.00   0.0  0
 F19  CONST_14  C8   C9   C10  C5      0.00   0.0  0
 F19  CONST_15  C9   C10  C5   C6      0.00   0.0  0
 F19  CONST_16  C9   C8   C7   C6      0.00   0.0  0
 F19  CONST_17  C10  C5   C6   C7      0.00   0.0  0
 F19  CONST_18  C10  C9   C8   C7      0.00   0.0  0
 F19  CONST_19  S11  C3   C2   C1    180.00   0.0  0
 F19  CONST_20  S11  C3   C4   C5    180.00   0.0  0
 F19  CONST_21  H7   C7   C6   C1      0.00   0.0  0
 F19  CONST_22  H4   C4   C3   C2    180.00   0.0  0
 F19  CONST_23  H1   C1   C2   C3    180.00   0.0  0
 F19  CONST_24  H2   C2   C3   C4    180.00   0.0  0
 F19  CONST_25  H10  C10  C5   C4      0.00   0.0  0
 F19  CONST_26  H9   C9   C10  C5    180.00   0.0  0
 F19  CONST_27  H8   C8   C7   C6    180.00   0.0  0
 F19  Var_01    O12  S11  C3   C2   -177.41  30.0  2
 F19  Var_02    C18  N1   S11  C3     71.58  30.0  3
 F19  Var_03    C16  C18  N1   S11  -153.38  30.0  1
 F19  Var_04    O20  P    O17  C16   -62.00  30.0  3
 F19  Var_05    N1   C18  C16  O17   177.85  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
 F19  plan-1  C1   0.020
 F19  plan-1  C2   0.020
 F19  plan-1  C3   0.020
 F19  plan-1  C4   0.020
 F19  plan-1  C5   0.020
 F19  plan-1  C6   0.020
 F19  plan-1  C7   0.020
 F19  plan-1  C8   0.020
 F19  plan-1  C9   0.020
 F19  plan-1  C10  0.020
 F19  plan-1  S11  0.020
 F19  plan-1  H1   0.020
 F19  plan-1  H2   0.020
 F19  plan-1  H4   0.020
 F19  plan-1  H7   0.020
 F19  plan-1  H8   0.020
 F19  plan-1  H9   0.020
 F19  plan-1  H10  0.020

