# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 16:39:21 2021
#   Inital geometry file: a 159 line input string
#   Ligand name: phosphono [(3~{R},6~{E},10~{E})-3,7,11,15-tetramethylhexadeca-6,10,14-trienyl] hydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](CCO[P](O)(=O)O[P](O)(O)=O)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C
#
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
 ELU  ELU  'phosphono [(3~{R},6~{E},10~{E})-3,7,11,15-tetramethylhexadeca-6,10,14-trienyl] hydrogen phosphate'  ligand  67  29  .  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_ELU
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
 ELU  O2A  O  O     0  -0.695  13.9995  -15.1857   -8.6482
 ELU  PA   P  P     0   1.484  13.8042  -16.4535   -9.3711
 ELU  O1A  O  OH1   0  -0.720  15.0229  -17.4728   -9.3757
 ELU  O3A  O  O2    0  -0.684  12.5907  -17.3640   -8.8040
 ELU  PB   P  P     0   1.461  11.2695  -16.8296   -8.0286
 ELU  O2B  O  O     0  -0.680  10.6285  -15.6524   -8.6340
 ELU  O1B  O  OH1   0  -0.727  11.8488  -16.7014   -6.5581
 ELU  O3B  O  OH1   0  -0.719  10.4081  -18.1615   -7.9448
 ELU  O1   O  O2    0  -0.576  13.4024  -16.3928  -10.8974
 ELU  C1   C  CH2   0  -0.186  14.2006  -15.6419  -11.8402
 ELU  C2   C  CH2   0  -0.456  13.3604  -15.2740  -13.0446
 ELU  C3   C  CH1   0  -0.231  12.4779  -14.0325  -12.8958
 ELU  C4   C  CH3   0  -0.660  11.5433  -14.0928  -11.6912
 ELU  C5   C  CH2   0  -0.406  11.6683  -13.7862  -14.1706
 ELU  C6   C  CH2   0  -0.509  12.4974  -13.6475  -15.4533
 ELU  C7   C  C1    0  -0.254  11.6584  -13.1150  -16.5754
 ELU  C8   C  C     0   0.116  10.9003  -13.8209  -17.4167
 ELU  C10  C  CH3   0  -0.735  10.8130  -15.3197  -17.4021
 ELU  C9   C  CH2   0  -0.473   9.9857  -13.1250  -18.3858
 ELU  C11  C  CH2   0  -0.508   8.4996  -13.3355  -18.0372
 ELU  C12  C  C1    0  -0.260   8.2168  -12.9325  -16.6214
 ELU  C13  C  C     0   0.127   7.9553  -11.7017  -16.1761
 ELU  C14  C  CH3   0  -0.736   7.8209  -10.5012  -17.0657
 ELU  C15  C  CH2   0  -0.481   7.8627  -11.4379  -14.6986
 ELU  C16  C  CH2   0  -0.504   9.0312  -10.5807  -14.1823
 ELU  C17  C  C1    0  -0.264   9.1134  -10.5961  -12.6883
 ELU  C18  C  C     0   0.083   8.8803   -9.5978  -11.8327
 ELU  C20  C  CH3   0  -0.719   8.4779   -8.2087  -12.2307
 ELU  C19  C  CH3   0  -0.706   9.0116   -9.8032  -10.3514
 ELU  H1   H  HOH1  0   0.506  15.5527  -17.4741   -8.5664
 ELU  H2   H  HOH1  0   0.508  11.3288  -16.1355   -5.9711
 ELU  H3   H  HOH1  0   0.507   9.7954  -18.2892   -8.6821
 ELU  H4   H  HCH2  0   0.257  15.0414  -16.2690  -12.1409
 ELU  H5   H  HCH2  0   0.238  14.6039  -14.7450  -11.3619
 ELU  H6   H  HCH2  0   0.231  12.7570  -16.1398  -13.3392
 ELU  H7   H  HCH2  0   0.251  14.0651  -15.1091  -13.8635
 ELU  H8   H  HCH1  0   0.214  13.1469  -13.1724  -12.7601
 ELU  H9   H  HCH3  0   0.231  12.0769  -14.0815  -10.7428
 ELU  H10  H  HCH3  0   0.220  10.8745  -13.2289  -11.6898
 ELU  H11  H  HCH3  0   0.214  10.9227  -14.9900  -11.7091
 ELU  H12  H  HCH2  0   0.232  11.0798  -12.8727  -14.0367
 ELU  H13  H  HCH2  0   0.214  10.9354  -14.5903  -14.3052
 ELU  H14  H  HCH2  0   0.233  12.9430  -14.6100  -15.7148
 ELU  H15  H  HCH2  0   0.225  13.3306  -12.9629  -15.2665
 ELU  H16  H  H     0   0.215  11.6021  -12.0314  -16.6426
 ELU  H17  H  HCH3  0   0.240  11.6878  -15.7917  -16.9564
 ELU  H18  H  HCH3  0   0.237   9.9399  -15.6572  -16.8360
 ELU  H19  H  HCH3  0   0.233  10.6995  -15.7158  -18.4135
 ELU  H20  H  HCH2  0   0.225  10.1662  -13.4871  -19.4040
 ELU  H21  H  HCH2  0   0.230  10.1929  -12.0519  -18.3847
 ELU  H22  H  HCH2  0   0.239   7.8915  -12.7694  -18.7467
 ELU  H23  H  HCH2  0   0.233   8.2331  -14.3855  -18.1823
 ELU  H24  H  H     0   0.216   8.3294  -13.7169  -15.8775
 ELU  H25  H  HCH3  0   0.239   8.6835   -9.8379  -16.9622
 ELU  H26  H  HCH3  0   0.240   7.7400  -10.7590  -18.1207
 ELU  H27  H  HCH3  0   0.232   6.9412   -9.9118  -16.7962
 ELU  H28  H  HCH2  0   0.225   6.9223  -10.9339  -14.4500
 ELU  H29  H  HCH2  0   0.229   7.8595  -12.3891  -14.1593
 ELU  H30  H  HCH2  0   0.239   9.9587  -10.9944  -14.5930
 ELU  H31  H  HCH2  0   0.239   8.9525   -9.5634  -14.5680
 ELU  H32  H  H     0   0.224   9.3890  -11.5610  -12.2648
 ELU  H33  H  HCH3  0   0.235   7.5344   -7.9343  -11.7526
 ELU  H34  H  HCH3  0   0.234   9.2182   -7.4811  -11.8878
 ELU  H35  H  HCH3  0   0.239   8.3560   -8.0802  -13.3041
 ELU  H36  H  HCH3  0   0.233   9.3100  -10.8211  -10.1012
 ELU  H37  H  HCH3  0   0.231   9.7530   -9.1210   -9.9273
 ELU  H38  H  HCH3  0   0.231   8.0689   -9.5898   -9.8405

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
 ELU  C9   C11  single  1.541  0.020  1.541
 ELU  C9   C8   single  1.503  0.020  1.503
 ELU  C14  C13  single  1.500  0.020  1.500
 ELU  C10  C8   single  1.501  0.020  1.501
 ELU  C11  C12  single  1.499  0.020  1.499
 ELU  C8   C7   double  1.334  0.020  1.334
 ELU  C20  C18  single  1.500  0.020  1.500
 ELU  C7   C6   single  1.499  0.020  1.499
 ELU  C13  C12  double  1.335  0.020  1.335
 ELU  C13  C15  single  1.504  0.020  1.504
 ELU  C16  C15  single  1.538  0.020  1.538
 ELU  C16  C17  single  1.496  0.020  1.496
 ELU  C6   C5   single  1.534  0.020  1.534
 ELU  C18  C17  double  1.335  0.020  1.335
 ELU  C18  C19  single  1.501  0.020  1.501
 ELU  C5   C3   single  1.530  0.020  1.530
 ELU  C2   C3   single  1.530  0.020  1.530
 ELU  C2   C1   single  1.514  0.020  1.514
 ELU  C3   C4   single  1.526  0.020  1.526
 ELU  C1   O1   single  1.446  0.020  1.446
 ELU  O1   PA   single  1.580  0.020  1.580
 ELU  O2B  PB   double  1.471  0.020  1.471
 ELU  PA   O2A  double  1.472  0.020  1.472
 ELU  PA   O3A  single  1.620  0.020  1.620
 ELU  PA   O1A  single  1.589  0.020  1.589
 ELU  O3A  PB   single  1.622  0.020  1.622
 ELU  PB   O3B  single  1.588  0.020  1.588
 ELU  PB   O1B  single  1.586  0.020  1.586
 ELU  O1A  H1   single  0.850  0.020  0.980
 ELU  O1B  H2   single  0.850  0.020  0.980
 ELU  O3B  H3   single  0.850  0.020  0.980
 ELU  C1   H4   single  0.970  0.020  1.090
 ELU  C1   H5   single  0.970  0.020  1.090
 ELU  C2   H6   single  0.970  0.020  1.090
 ELU  C2   H7   single  0.970  0.020  1.090
 ELU  C3   H8   single  0.970  0.020  1.090
 ELU  C4   H9   single  0.970  0.020  1.090
 ELU  C4   H10  single  0.970  0.020  1.090
 ELU  C4   H11  single  0.970  0.020  1.090
 ELU  C5   H12  single  0.970  0.020  1.090
 ELU  C5   H13  single  0.970  0.020  1.090
 ELU  C6   H14  single  0.970  0.020  1.090
 ELU  C6   H15  single  0.970  0.020  1.090
 ELU  C7   H16  single  0.930  0.020  1.080
 ELU  C10  H17  single  0.970  0.020  1.090
 ELU  C10  H18  single  0.970  0.020  1.090
 ELU  C10  H19  single  0.970  0.020  1.090
 ELU  C9   H20  single  0.970  0.020  1.090
 ELU  C9   H21  single  0.970  0.020  1.090
 ELU  C11  H22  single  0.970  0.020  1.090
 ELU  C11  H23  single  0.970  0.020  1.090
 ELU  C12  H24  single  0.930  0.020  1.080
 ELU  C14  H25  single  0.970  0.020  1.090
 ELU  C14  H26  single  0.970  0.020  1.090
 ELU  C14  H27  single  0.970  0.020  1.090
 ELU  C15  H28  single  0.970  0.020  1.090
 ELU  C15  H29  single  0.970  0.020  1.090
 ELU  C16  H30  single  0.970  0.020  1.090
 ELU  C16  H31  single  0.970  0.020  1.090
 ELU  C17  H32  single  0.930  0.020  1.080
 ELU  C20  H33  single  0.970  0.020  1.090
 ELU  C20  H34  single  0.970  0.020  1.090
 ELU  C20  H35  single  0.970  0.020  1.090
 ELU  C19  H36  single  0.970  0.020  1.090
 ELU  C19  H37  single  0.970  0.020  1.090
 ELU  C19  H38  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
 ELU  O1   PA   O3A   99.75  3.000
 ELU  O3A  PA   O1A  102.42  3.000
 ELU  O1   PA   O1A  102.53  3.000
 ELU  O1A  PA   O2A  116.88  3.000
 ELU  O3A  PA   O2A  114.30  3.000
 ELU  O1   PA   O2A  118.37  3.000
 ELU  H1   O1A  PA   114.74  3.000
 ELU  PB   O3A  PA   126.32  3.000
 ELU  O3B  PB   O1B  102.53  3.000
 ELU  O1B  PB   O2B  118.44  3.000
 ELU  O3B  PB   O2B  117.16  3.000
 ELU  O1B  PB   O3A   99.92  3.000
 ELU  O3B  PB   O3A  100.99  3.000
 ELU  O2B  PB   O3A  114.95  3.000
 ELU  H2   O1B  PB   114.44  3.000
 ELU  H3   O3B  PB   114.46  3.000
 ELU  C1   O1   PA   120.64  3.000
 ELU  H5   C1   H4   107.92  3.000
 ELU  H5   C1   C2   110.70  3.000
 ELU  H4   C1   C2   110.37  3.000
 ELU  H5   C1   O1   110.14  3.000
 ELU  H4   C1   O1   107.85  3.000
 ELU  C2   C1   O1   109.79  3.000
 ELU  H7   C2   H6   105.84  3.000
 ELU  H7   C2   C3   108.80  3.000
 ELU  H6   C2   C3   110.46  3.000
 ELU  H7   C2   C1   105.96  3.000
 ELU  H6   C2   C1   109.12  3.000
 ELU  C3   C2   C1   116.09  3.000
 ELU  H8   C3   C5   107.42  3.000
 ELU  H8   C3   C4   107.85  3.000
 ELU  C5   C3   C4   109.88  3.000
 ELU  H8   C3   C2   107.22  3.000
 ELU  C4   C3   C2   113.44  3.000
 ELU  C5   C3   C2   110.77  3.000
 ELU  H11  C4   H10  107.59  3.000
 ELU  H11  C4   H9   107.56  3.000
 ELU  H10  C4   H9   106.91  3.000
 ELU  H11  C4   C3   111.59  3.000
 ELU  H10  C4   C3   110.16  3.000
 ELU  H9   C4   C3   112.78  3.000
 ELU  H13  C5   H12  105.52  3.000
 ELU  H13  C5   C6   108.97  3.000
 ELU  H12  C5   C6   108.51  3.000
 ELU  H13  C5   C3   109.75  3.000
 ELU  H12  C5   C3   108.47  3.000
 ELU  C6   C5   C3   115.18  3.000
 ELU  H15  C6   H14  106.34  3.000
 ELU  H15  C6   C7   109.37  3.000
 ELU  H14  C6   C7   111.23  3.000
 ELU  H15  C6   C5   108.99  3.000
 ELU  H14  C6   C5   109.94  3.000
 ELU  C7   C6   C5   110.84  3.000
 ELU  H16  C7   C8   117.31  3.000
 ELU  H16  C7   C6   115.43  3.000
 ELU  C8   C7   C6   127.02  3.000
 ELU  C9   C8   C10  115.66  3.000
 ELU  C10  C8   C7   123.71  3.000
 ELU  C9   C8   C7   120.48  3.000
 ELU  H19  C10  H18  106.52  3.000
 ELU  H19  C10  H17  107.77  3.000
 ELU  H18  C10  H17  107.18  3.000
 ELU  H19  C10  C8   111.05  3.000
 ELU  H18  C10  C8   111.07  3.000
 ELU  H17  C10  C8   112.95  3.000
 ELU  H21  C9   H20  107.11  3.000
 ELU  H21  C9   C11  108.47  3.000
 ELU  H20  C9   C11  108.91  3.000
 ELU  H21  C9   C8   109.79  3.000
 ELU  H20  C9   C8   110.23  3.000
 ELU  C11  C9   C8   112.19  3.000
 ELU  H23  C11  H22  106.01  3.000
 ELU  H23  C11  C12  109.73  3.000
 ELU  H22  C11  C12  111.66  3.000
 ELU  H23  C11  C9   109.66  3.000
 ELU  H22  C11  C9   108.61  3.000
 ELU  C12  C11  C9   111.03  3.000
 ELU  H24  C12  C13  117.22  3.000
 ELU  H24  C12  C11  115.65  3.000
 ELU  C13  C12  C11  126.87  3.000
 ELU  C15  C13  C14  115.89  3.000
 ELU  C15  C13  C12  120.11  3.000
 ELU  C14  C13  C12  123.89  3.000
 ELU  H27  C14  H26  107.87  3.000
 ELU  H27  C14  H25  106.54  3.000
 ELU  H26  C14  H25  107.10  3.000
 ELU  H27  C14  C13  110.95  3.000
 ELU  H26  C14  C13  113.06  3.000
 ELU  H25  C14  C13  111.02  3.000
 ELU  H29  C15  H28  106.60  3.000
 ELU  H29  C15  C16  108.75  3.000
 ELU  H28  C15  C16  108.63  3.000
 ELU  H29  C15  C13  109.40  3.000
 ELU  H28  C15  C13  110.89  3.000
 ELU  C16  C15  C13  112.38  3.000
 ELU  H31  C16  H30  106.30  3.000
 ELU  H31  C16  C17  111.51  3.000
 ELU  H30  C16  C17  108.90  3.000
 ELU  H31  C16  C15  110.25  3.000
 ELU  H30  C16  C15  107.87  3.000
 ELU  C17  C16  C15  111.79  3.000
 ELU  H32  C17  C18  117.21  3.000
 ELU  H32  C17  C16  114.28  3.000
 ELU  C18  C17  C16  128.50  3.000
 ELU  C19  C18  C20  114.33  3.000
 ELU  C19  C18  C17  120.98  3.000
 ELU  C20  C18  C17  124.69  3.000
 ELU  H35  C20  H34  107.86  3.000
 ELU  H35  C20  H33  107.78  3.000
 ELU  H34  C20  H33  106.28  3.000
 ELU  H35  C20  C18  113.66  3.000
 ELU  H34  C20  C18  110.57  3.000
 ELU  H33  C20  C18  110.37  3.000
 ELU  H38  C19  H37  106.36  3.000
 ELU  H38  C19  H36  108.13  3.000
 ELU  H37  C19  H36  107.95  3.000
 ELU  H38  C19  C18  111.04  3.000
 ELU  H37  C19  C18  110.90  3.000
 ELU  H36  C19  C18  112.23  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
 ELU  Var_01  C9   C8   C7   C6    172.51   0.0  2
 ELU  Var_02  C14  C13  C12  C11     3.82   0.0  2
 ELU  Var_03  C20  C18  C17  C16    -0.21   0.0  2
 ELU  Var_04  C2   C1   O1   PA   -157.28  30.0  1
 ELU  Var_05  O2B  PB   O3A  PA     44.91  30.0  3
 ELU  Var_06  O1   PA   O3A  PB   -100.28  30.0  1
 ELU  Var_07  C3   C2   C1   O1     82.57  30.0  1
 ELU  Var_08  C7   C6   C5   C3   -167.50  30.0  2
 ELU  Var_09  C8   C7   C6   C5    -86.79  30.0  1
 ELU  Var_10  C11  C9   C8   C7   -111.00  30.0  2
 ELU  Var_11  C12  C11  C9   C8     54.23  30.0  3
 ELU  Var_12  C13  C12  C11  C9     84.09  30.0  3
 ELU  Var_13  C16  C15  C13  C12   110.94  30.0  3
 ELU  Var_14  C17  C16  C15  C13  -166.39  30.0  3
 ELU  Var_15  C18  C17  C16  C15  -111.64  30.0  3
 ELU  Var_16  H17  C10  C8   C7    -23.73  30.0  3
 ELU  Var_17  H25  C14  C13  C12  -107.77  30.0  3
 ELU  Var_18  H33  C20  C18  C17   123.08  30.0  3
 ELU  Var_19  H36  C19  C18  C17     0.24  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 ELU  chir_02  C3  C5   C2   C4   positiv
 ELU  chir_03  PA  O2A  O3A  O1A  both

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
 ELU  plan-1  C6   0.020
 ELU  plan-1  C7   0.020
 ELU  plan-1  C8   0.020
 ELU  plan-1  C10  0.020
 ELU  plan-1  C9   0.020
 ELU  plan-1  H16  0.020
 ELU  plan-2  C11  0.020
 ELU  plan-2  C12  0.020
 ELU  plan-2  C13  0.020
 ELU  plan-2  C14  0.020
 ELU  plan-2  C15  0.020
 ELU  plan-2  H24  0.020
 ELU  plan-3  C16  0.020
 ELU  plan-3  C17  0.020
 ELU  plan-3  C18  0.020
 ELU  plan-3  C20  0.020
 ELU  plan-3  C19  0.020
 ELU  plan-3  H32  0.020

