# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 13:17:43 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: {(1E)-4-[(2-hydroxyphenyl)sulfanyl]but-1-en-1-yl}phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccccc1SCC/C=C/[P](O)(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
 HE1  HE1  '{(1E)-4-[(2-hydroxyphenyl)sulfanyl]but-1-en-1-yl}phosphonic acid'  ligand  27  16  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HE1
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
 HE1  P1   P  P      0   1.138   0.2312   0.8253   2.4151
 HE1  O1   O  OP    -1  -0.906  -1.1527   0.3214   2.8424
 HE1  O2   O  OP    -1  -0.906   0.2293   2.2874   1.9515
 HE1  O3   O  O      0  -0.897   1.3543   0.4802   3.3977
 HE1  C1   C  C1     0  -0.565   0.5985  -0.1178   0.8762
 HE1  C2   C  C1     0  -0.201   1.6777  -0.8661   0.6528
 HE1  C3   C  CH2    0  -0.531   2.1027  -3.1029  -0.3671
 HE1  C4   C  CH2    0  -0.480   1.9804  -1.6039  -0.6180
 HE1  S1   S  S2     0  -0.038   2.5316  -3.9420  -1.9355
 HE1  C5   C  CR16   0  -0.243   2.7055  -8.2907  -0.6327
 HE1  C6   C  CR16   0  -0.335   1.5096  -7.7492  -1.0731
 HE1  C7   C  CR6    0   0.399   1.4525  -6.4141  -1.4701
 HE1  C8   C  CR6    0  -0.252   2.6119  -5.6293  -1.4123
 HE1  C9   C  CR16   0  -0.229   3.8072  -6.1925  -0.9750
 HE1  C10  C  CR16   0  -0.277   3.8621  -7.5197  -0.5819
 HE1  H1   H  H      0   0.195  -0.1269  -0.0375   0.0633
 HE1  H2   H  H      0   0.214   2.4191  -0.9655   1.4433
 HE1  H31  H  HCH2   0   0.271   1.1642  -3.5092   0.0113
 HE1  H32  H  HCH2   0   0.272   2.8884  -3.3123   0.3600
 HE1  H41  H  HCH2   0   0.238   1.2003  -1.4148  -1.3600
 HE1  H42  H  HCH2   0   0.236   2.9223  -1.2412  -1.0444
 HE1  HO7  H  HOH1   0   0.464   0.4146  -5.0127  -2.2035
 HE1  H5   H  HCR6   0   0.262   2.7340  -9.3295  -0.3297
 HE1  H6   H  HCR6   0   0.267   0.6139  -8.3561  -1.1145
 HE1  H9   H  HCR6   0   0.268   4.6969  -5.5761  -0.9459
 HE1  H10  H  HCR6   0   0.258   4.7949  -7.9491  -0.2435
 HE1  OH   O  OH1    0  -0.621   0.2794  -5.9240  -1.8941

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
 HE1  P1   O1   deloc     1.534  0.020  1.534
 HE1  P1   O2   deloc     1.534  0.020  1.534
 HE1  P1   O3   deloc     1.532  0.020  1.532
 HE1  P1   C1   single    1.842  0.020  1.842
 HE1  C1   C2   double    1.332  0.020  1.332
 HE1  C1   H1   single    0.930  0.020  1.080
 HE1  C2   C4   single    1.500  0.020  1.500
 HE1  C2   H2   single    0.930  0.020  1.080
 HE1  C3   C4   single    1.525  0.020  1.525
 HE1  C3   S1   single    1.830  0.020  1.830
 HE1  C3   H31  single    0.970  0.020  1.090
 HE1  C3   H32  single    0.970  0.020  1.090
 HE1  C4   H41  single    0.970  0.020  1.090
 HE1  C4   H42  single    0.970  0.020  1.090
 HE1  S1   C8   single    1.768  0.020  1.768
 HE1  OH   C7   single    1.340  0.020  1.340
 HE1  OH   HO7  single    0.850  0.020  0.980
 HE1  C5   C6   aromatic  1.385  0.020  1.385
 HE1  C5   C10  aromatic  1.391  0.020  1.391
 HE1  C5   H5   single    0.930  0.020  1.080
 HE1  C6   C7   aromatic  1.394  0.020  1.394
 HE1  C6   H6   single    0.930  0.020  1.080
 HE1  C7   C8   aromatic  1.401  0.020  1.401
 HE1  C8   C9   aromatic  1.392  0.020  1.392
 HE1  C9   C10  aromatic  1.385  0.020  1.385
 HE1  C9   H9   single    0.930  0.020  1.080
 HE1  C10  H10  single    0.930  0.020  1.080

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
 HE1  C1   P1   O3   105.93  3.000
 HE1  C1   P1   O2   103.64  3.000
 HE1  O3   P1   O2   114.18  3.000
 HE1  C1   P1   O1   104.16  3.000
 HE1  O3   P1   O1   114.14  3.000
 HE1  O2   P1   O1   113.35  3.000
 HE1  H1   C1   C2   117.03  3.000
 HE1  H1   C1   P1   116.84  3.000
 HE1  C2   C1   P1   126.11  3.000
 HE1  H2   C2   C4   115.66  3.000
 HE1  H2   C2   C1   118.77  3.000
 HE1  C4   C2   C1   125.57  3.000
 HE1  H32  C3   H31  108.48  3.000
 HE1  H32  C3   S1   108.33  3.000
 HE1  H31  C3   S1   109.16  3.000
 HE1  H32  C3   C4   110.87  3.000
 HE1  H31  C3   C4   110.76  3.000
 HE1  S1   C3   C4   109.18  3.000
 HE1  H42  C4   H41  106.99  3.000
 HE1  H42  C4   C3   108.69  3.000
 HE1  H41  C4   C3   109.82  3.000
 HE1  H42  C4   C2   109.89  3.000
 HE1  H41  C4   C2   110.24  3.000
 HE1  C3   C4   C2   111.11  3.000
 HE1  C8   S1   C3   101.22  3.000
 HE1  H5   C5   C10  119.99  3.000
 HE1  H5   C5   C6   119.15  3.000
 HE1  C10  C5   C6   120.86  3.000
 HE1  H6   C6   C7   119.47  3.000
 HE1  H6   C6   C5   120.49  3.000
 HE1  C7   C6   C5   120.03  3.000
 HE1  C8   C7   C6   119.39  3.000
 HE1  C8   C7   OH   122.17  3.000
 HE1  C6   C7   OH   118.44  3.000
 HE1  C9   C8   C7   119.79  3.000
 HE1  C9   C8   S1   121.20  3.000
 HE1  C7   C8   S1   118.99  3.000
 HE1  H9   C9   C10  120.35  3.000
 HE1  H9   C9   C8   118.93  3.000
 HE1  C10  C9   C8   120.72  3.000
 HE1  H10  C10  C9   120.23  3.000
 HE1  H10  C10  C5   120.57  3.000
 HE1  C9   C10  C5   119.20  3.000
 HE1  HO7  OH   C7   108.78  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
 HE1  CONST_01  C8   C7   C6   C5     0.00   0.0  0
 HE1  CONST_02  C8   C9   C10  C5     0.00   0.0  0
 HE1  CONST_03  C9   C10  C5   C6     0.00   0.0  0
 HE1  CONST_04  C9   C8   C7   C6     0.00   0.0  0
 HE1  CONST_05  C10  C5   C6   C7     0.00   0.0  0
 HE1  CONST_06  C10  C9   C8   C7     0.00   0.0  0
 HE1  CONST_07  C6   C7   C8   S1   180.00   0.0  0
 HE1  CONST_08  C10  C9   C8   S1   180.00   0.0  0
 HE1  CONST_09  C5   C6   C7   OH   180.00   0.0  0
 HE1  CONST_10  C9   C8   C7   OH   180.00   0.0  0
 HE1  CONST_11  H9   C9   C10  C5   180.00   0.0  0
 HE1  CONST_12  H10  C10  C5   C6   180.00   0.0  0
 HE1  CONST_13  H5   C5   C6   C7   180.00   0.0  0
 HE1  CONST_14  H6   C6   C7   C8   180.00   0.0  0
 HE1  Var_01    C7   C8   S1   C3    90.26  30.0  2
 HE1  Var_02    H31  C3   S1   C8   -58.58  30.0  2
 HE1  Var_03    C4   C2   C1   P1  -178.48   0.0  2
 HE1  Var_04    C2   C1   P1   O1  -124.98  30.0  3
 HE1  Var_05    C3   C4   C2   C1  -120.07  30.0  3
 HE1  Var_06    S1   C3   C4   C2  -177.95  30.0  1

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
 HE1  plan-1  S1   0.020
 HE1  plan-1  C5   0.020
 HE1  plan-1  C6   0.020
 HE1  plan-1  C7   0.020
 HE1  plan-1  C8   0.020
 HE1  plan-1  C9   0.020
 HE1  plan-1  C10  0.020
 HE1  plan-1  H5   0.020
 HE1  plan-1  H6   0.020
 HE1  plan-1  H9   0.020
 HE1  plan-1  H10  0.020
 HE1  plan-1  OH   0.020
 HE1  plan-2  P1   0.020
 HE1  plan-2  C1   0.020
 HE1  plan-2  C2   0.020
 HE1  plan-2  C4   0.020
 HE1  plan-2  H1   0.020
 HE1  plan-2  H2   0.020

