# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 02:35:30 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: hexadecyl dihydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCCO[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
 E9H  E9H  'hexadecyl dihydrogen phosphate'  ligand  56  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_E9H
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
 E9H  O1   O  OH1   0  -0.733    9.3271   1.2900  -0.0520
 E9H  C1   C  CH2   0  -0.158    5.9232  -0.3388   0.1251
 E9H  C2   C  CH2   0  -0.461    4.6709   0.5011   0.0122
 E9H  O2   O  O2    0  -0.592    7.0661   0.5316   0.0433
 E9H  C3   C  CH2   0  -0.428    3.4155  -0.3580   0.1107
 E9H  C4   C  CH2   0  -0.412    2.1358   0.4592  -0.0111
 E9H  P1   P  P     0   1.453    8.5278  -0.0901  -0.0731
 E9H  O3   O  OH1   0  -0.744    8.6576  -0.7069  -1.5433
 E9H  O4   O  O     0  -0.714    8.9060  -1.1118   0.9214
 E9H  H1   H  HOH1  0   0.503   10.2826   1.1848   0.0490
 E9H  H2   H  HCH2  0   0.235    5.9431  -0.8760   1.0768
 E9H  H4   H  HCH2  0   0.232    4.6633   1.2543   0.8054
 E9H  H6   H  HCH2  0   0.218    3.4324  -1.1240  -0.6720
 E9H  H8   H  HCH2  0   0.211    2.1380   0.9960  -0.9663
 E9H  C5   C  CH2   0  -0.412    0.8736  -0.3876   0.0898
 E9H  C6   C  CH2   0  -0.412   -0.4066   0.4294  -0.0296
 E9H  C7   C  CH2   0  -0.412   -1.6716  -0.4139   0.0703
 E9H  C8   C  CH2   0  -0.412   -2.9506   0.4067  -0.0386
 E9H  C9   C  CH2   0  -0.412   -4.2173  -0.4355   0.0492
 E9H  C10  C  CH2   0  -0.412   -5.4949   0.3898  -0.0399
 E9H  C11  C  CH2   0  -0.412   -6.7634  -0.4518   0.0278
 E9H  C12  C  CH2   0  -0.411   -8.0392   0.3785  -0.0395
 E9H  C13  C  CH2   0  -0.412   -9.3097  -0.4615   0.0067
 E9H  C14  C  CH2   0  -0.406  -10.5831   0.3735  -0.0426
 E9H  C15  C  CH2   0  -0.419  -11.8573  -0.4620  -0.0132
 E9H  C16  C  CH3   0  -0.662  -13.1192   0.3889  -0.0569
 E9H  H5   H  HCH2  0   0.231    5.9548  -1.0783  -0.6805
 E9H  H7   H  HCH2  0   0.231    4.6769   1.0377  -0.9411
 E9H  H3   H  HCH2  0   0.218    3.4136  -0.8960   1.0648
 E9H  H9   H  HCH2  0   0.211    2.1205   1.2282   0.7691
 E9H  H10  H  HOH1  0   0.495    8.4599  -0.1022  -2.2708
 E9H  H11  H  HCH2  0   0.208    0.8884  -1.1560  -0.6912
 E9H  H12  H  HCH2  0   0.208    0.8733  -0.9262   1.0443
 E9H  H13  H  HCH2  0   0.207   -0.4206   1.1978   0.7516
 E9H  H14  H  HCH2  0   0.207   -0.4050   0.9688  -0.9836
 E9H  H15  H  HCH2  0   0.206   -1.6617  -1.1769  -0.7162
 E9H  H16  H  HCH2  0   0.206   -1.6703  -0.9594   1.0208
 E9H  H17  H  HCH2  0   0.206   -2.9634   1.1645   0.7529
 E9H  H18  H  HCH2  0   0.206   -2.9481   0.9589  -0.9854
 E9H  H19  H  HCH2  0   0.206   -4.2114  -1.1834  -0.7517
 E9H  H20  H  HCH2  0   0.206   -4.2146  -0.9990   0.9892
 E9H  H21  H  HCH2  0   0.206   -5.5061   1.1285   0.7695
 E9H  H22  H  HCH2  0   0.206   -5.4916   0.9646  -0.9732
 E9H  H23  H  HCH2  0   0.206   -6.7596  -1.1792  -0.7917
 E9H  H24  H  HCH2  0   0.206   -6.7612  -1.0389   0.9534
 E9H  H25  H  HCH2  0   0.206   -8.0484   1.0957   0.7890
 E9H  H26  H  HCH2  0   0.206   -8.0345   0.9773  -0.9575
 E9H  H27  H  HCH2  0   0.206   -9.3067  -1.1691  -0.8300
 E9H  H28  H  HCH2  0   0.206   -9.3100  -1.0707   0.9179
 E9H  H29  H  HCH2  0   0.206  -10.5908   1.0738   0.8005
 E9H  H30  H  HCH2  0   0.205  -10.5775   0.9916  -0.9480
 E9H  H31  H  HCH2  0   0.210  -11.8531  -1.1567  -0.8589
 E9H  H32  H  HCH2  0   0.210  -11.8625  -1.0825   0.8886
 E9H  H33  H  HCH3  0   0.225  -14.0212  -0.2240  -0.0403
 E9H  H34  H  HCH3  0   0.216  -13.1653   1.0678   0.7969
 E9H  H35  H  HCH3  0   0.215  -13.1505   0.9976  -0.9628

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
 E9H  O4   P1   double  1.475  0.020  1.475
 E9H  C3   C4   single  1.523  0.020  1.523
 E9H  C3   C2   single  1.524  0.020  1.524
 E9H  C1   C2   single  1.512  0.020  1.512
 E9H  C1   O2   single  1.439  0.020  1.439
 E9H  O1   P1   single  1.595  0.020  1.595
 E9H  P1   O2   single  1.593  0.020  1.593
 E9H  P1   O3   single  1.600  0.020  1.600
 E9H  O1   H1   single  0.850  0.020  0.980
 E9H  C1   H2   single  0.970  0.020  1.090
 E9H  C2   H4   single  0.970  0.020  1.090
 E9H  C3   H6   single  0.970  0.020  1.090
 E9H  C4   H8   single  0.970  0.020  1.090
 E9H  C4   C5   single  1.523  0.020  1.523
 E9H  C5   C6   single  1.523  0.020  1.523
 E9H  C6   C7   single  1.524  0.020  1.524
 E9H  C9   C10  single  1.524  0.020  1.524
 E9H  C10  C11  single  1.524  0.020  1.524
 E9H  C11  C12  single  1.524  0.020  1.524
 E9H  C12  C13  single  1.524  0.020  1.524
 E9H  C13  C14  single  1.524  0.020  1.524
 E9H  C14  C15  single  1.524  0.020  1.524
 E9H  C15  C16  single  1.523  0.020  1.523
 E9H  C7   C8   single  1.523  0.020  1.523
 E9H  C8   C9   single  1.524  0.020  1.524
 E9H  C1   H5   single  0.970  0.020  1.090
 E9H  C2   H7   single  0.970  0.020  1.090
 E9H  C3   H3   single  0.970  0.020  1.090
 E9H  C4   H9   single  0.970  0.020  1.090
 E9H  O3   H10  single  0.850  0.020  0.980
 E9H  C5   H11  single  0.970  0.020  1.090
 E9H  C5   H12  single  0.970  0.020  1.090
 E9H  C6   H13  single  0.970  0.020  1.090
 E9H  C6   H14  single  0.970  0.020  1.090
 E9H  C7   H15  single  0.970  0.020  1.090
 E9H  C7   H16  single  0.970  0.020  1.090
 E9H  C8   H17  single  0.970  0.020  1.090
 E9H  C8   H18  single  0.970  0.020  1.090
 E9H  C9   H19  single  0.970  0.020  1.090
 E9H  C9   H20  single  0.970  0.020  1.090
 E9H  C10  H21  single  0.970  0.020  1.090
 E9H  C10  H22  single  0.970  0.020  1.090
 E9H  C11  H23  single  0.970  0.020  1.090
 E9H  C11  H24  single  0.970  0.020  1.090
 E9H  C12  H25  single  0.970  0.020  1.090
 E9H  C12  H26  single  0.970  0.020  1.090
 E9H  C13  H27  single  0.970  0.020  1.090
 E9H  C13  H28  single  0.970  0.020  1.090
 E9H  C14  H29  single  0.970  0.020  1.090
 E9H  C14  H30  single  0.970  0.020  1.090
 E9H  C15  H31  single  0.970  0.020  1.090
 E9H  C15  H32  single  0.970  0.020  1.090
 E9H  C16  H33  single  0.970  0.020  1.090
 E9H  C16  H34  single  0.970  0.020  1.090
 E9H  C16  H35  single  0.970  0.020  1.090

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
 E9H  H1   O1   P1   113.74  3.000
 E9H  H5   C1   H2   107.96  3.000
 E9H  H5   C1   O2   110.13  3.000
 E9H  H2   C1   O2   109.41  3.000
 E9H  H5   C1   C2   110.15  3.000
 E9H  H2   C1   C2   110.67  3.000
 E9H  O2   C1   C2   108.52  3.000
 E9H  H7   C2   H4   107.11  3.000
 E9H  H7   C2   C3   109.70  3.000
 E9H  H4   C2   C3   109.60  3.000
 E9H  H7   C2   C1   109.45  3.000
 E9H  H4   C2   C1   109.52  3.000
 E9H  C3   C2   C1   111.36  3.000
 E9H  P1   O2   C1   119.80  3.000
 E9H  H3   C3   H6   106.20  3.000
 E9H  H3   C3   C4   109.37  3.000
 E9H  H6   C3   C4   109.33  3.000
 E9H  H3   C3   C2   109.54  3.000
 E9H  H6   C3   C2   109.59  3.000
 E9H  C4   C3   C2   112.60  3.000
 E9H  H9   C4   C5   109.36  3.000
 E9H  H9   C4   H8   106.08  3.000
 E9H  C5   C4   H8   109.38  3.000
 E9H  H9   C4   C3   109.35  3.000
 E9H  C5   C4   C3   113.11  3.000
 E9H  H8   C4   C3   109.32  3.000
 E9H  O4   P1   O3   109.38  3.000
 E9H  O3   P1   O2   106.99  3.000
 E9H  O4   P1   O2   117.16  3.000
 E9H  O3   P1   O1   107.76  3.000
 E9H  O2   P1   O1    96.96  3.000
 E9H  O4   P1   O1   117.51  3.000
 E9H  H10  O3   P1   115.72  3.000
 E9H  H12  C5   H11  106.03  3.000
 E9H  H12  C5   C6   109.36  3.000
 E9H  H11  C5   C6   109.37  3.000
 E9H  H12  C5   C4   109.34  3.000
 E9H  H11  C5   C4   109.36  3.000
 E9H  C6   C5   C4   113.14  3.000
 E9H  H14  C6   H13  105.99  3.000
 E9H  H14  C6   C7   109.31  3.000
 E9H  H13  C6   C7   109.32  3.000
 E9H  H14  C6   C5   109.32  3.000
 E9H  H13  C6   C5   109.32  3.000
 E9H  C7   C6   C5   113.31  3.000
 E9H  H16  C7   H15  106.01  3.000
 E9H  H16  C7   C8   109.33  3.000
 E9H  H15  C7   C8   109.35  3.000
 E9H  H16  C7   C6   109.35  3.000
 E9H  H15  C7   C6   109.32  3.000
 E9H  C8   C7   C6   113.22  3.000
 E9H  H18  C8   H17  105.99  3.000
 E9H  H18  C8   C9   109.28  3.000
 E9H  H17  C8   C9   109.32  3.000
 E9H  H18  C8   C7   109.34  3.000
 E9H  H17  C8   C7   109.31  3.000
 E9H  C9   C8   C7   113.34  3.000
 E9H  H20  C9   H19  106.01  3.000
 E9H  H20  C9   C10  109.32  3.000
 E9H  H19  C9   C10  109.36  3.000
 E9H  H20  C9   C8   109.36  3.000
 E9H  H19  C9   C8   109.31  3.000
 E9H  C10  C9   C8   113.23  3.000
 E9H  H22  C10  H21  105.99  3.000
 E9H  H22  C10  C11  109.27  3.000
 E9H  H21  C10  C11  109.33  3.000
 E9H  H22  C10  C9   109.34  3.000
 E9H  H21  C10  C9   109.30  3.000
 E9H  C11  C10  C9   113.35  3.000
 E9H  H24  C11  H23  106.02  3.000
 E9H  H24  C11  C12  109.32  3.000
 E9H  H23  C11  C12  109.36  3.000
 E9H  H24  C11  C10  109.38  3.000
 E9H  H23  C11  C10  109.30  3.000
 E9H  C12  C11  C10  113.21  3.000
 E9H  H26  C12  H25  106.00  3.000
 E9H  H26  C12  C13  109.27  3.000
 E9H  H25  C12  C13  109.32  3.000
 E9H  H26  C12  C11  109.34  3.000
 E9H  H25  C12  C11  109.29  3.000
 E9H  C13  C12  C11  113.36  3.000
 E9H  H28  C13  H27  106.01  3.000
 E9H  H28  C13  C14  109.35  3.000
 E9H  H27  C13  C14  109.36  3.000
 E9H  H28  C13  C12  109.38  3.000
 E9H  H27  C13  C12  109.30  3.000
 E9H  C14  C13  C12  113.19  3.000
 E9H  H30  C14  H29  105.97  3.000
 E9H  H30  C14  C15  109.22  3.000
 E9H  H29  C14  C15  109.24  3.000
 E9H  H30  C14  C13  109.36  3.000
 E9H  H29  C14  C13  109.34  3.000
 E9H  C15  C14  C13  113.43  3.000
 E9H  H32  C15  H31  106.07  3.000
 E9H  H32  C15  C16  109.66  3.000
 E9H  H31  C15  C16  109.62  3.000
 E9H  H32  C15  C14  109.31  3.000
 E9H  H31  C15  C14  109.26  3.000
 E9H  C16  C15  C14  112.71  3.000
 E9H  H35  C16  H34  107.51  3.000
 E9H  H35  C16  H33  107.60  3.000
 E9H  H34  C16  H33  107.61  3.000
 E9H  H35  C16  C15  111.05  3.000
 E9H  H34  C16  C15  111.10  3.000
 E9H  H33  C16  C15  111.77  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
 E9H  Var_01  C4   C3   C2   C1   -179.53  30.0  1
 E9H  Var_02  O4   P1   O2   C1    -51.51  30.0  1
 E9H  Var_03  C5   C4   C3   C2   -179.83  30.0  3
 E9H  Var_04  C3   C2   C1   O2   -179.22  30.0  3
 E9H  Var_05  C6   C5   C4   C3    179.90  30.0  3
 E9H  Var_06  C7   C6   C5   C4    179.98  30.0  3
 E9H  Var_07  C8   C7   C6   C5    179.56  30.0  3
 E9H  Var_08  C9   C8   C7   C6    179.52  30.0  3
 E9H  Var_09  C10  C9   C8   C7    179.17  30.0  3
 E9H  Var_10  C11  C10  C9   C8    179.19  30.0  3
 E9H  Var_11  C12  C11  C10  C9    179.10  30.0  3
 E9H  Var_12  C13  C12  C11  C10   179.13  30.0  3
 E9H  Var_13  C14  C13  C12  C11   179.25  30.0  3
 E9H  Var_14  C15  C14  C13  C12   179.32  30.0  3
 E9H  Var_15  C16  C15  C14  C13   179.74  30.0  3
 E9H  Var_16  H33  C16  C15  C14   179.71  30.0  3

