# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 01:19:40 2020
#   Inital geometry file: a 148 line input string
#   Ligand name: methyl (S)-(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ylphosphonofluoridate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC[P@](F)(=O)OC
#
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
 MAY  MAY  'methyl (S)-(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ylphosphonofluoridate'  ligand  61  25  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_MAY
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
 MAY  F     F  F     0  -0.432   -8.1010  -0.0540   2.3626
 MAY  C1    C  CH2   0  -0.752   -7.4466  -0.3172  -0.2025
 MAY  O1    O  O     0  -0.699   -8.8776  -2.2095   1.2928
 MAY  P1    P  P     0   1.468   -8.6492  -0.7718   1.0426
 MAY  C2    C  CH2   0  -0.440   -6.0973  -1.0038   0.0154
 MAY  O2    O  O2    0  -0.582   -9.9271   0.1052   0.6846
 MAY  C3    C  CH2   0  -0.410   -5.0931  -0.6116  -1.0603
 MAY  C4    C  CH2   0  -0.490   -3.7509  -1.3231  -0.8887
 MAY  C5    C  C1    0  -0.208   -2.7911  -0.9753  -1.9822
 MAY  C6    C  C1    0  -0.210   -1.5712  -0.4542  -1.8632
 MAY  C7    C  CH2   0  -0.579   -0.8378  -0.1279  -0.5934
 MAY  C8    C  C1    0  -0.204    0.2766  -1.1112  -0.3758
 MAY  C9    C  C1    0  -0.203    1.5872  -0.8812  -0.4314
 MAY  CM    C  CH3   0  -0.413  -11.1847  -0.1097   1.3410
 MAY  C10   C  CH2   0  -0.578    2.2787   0.4296  -0.6745
 MAY  C11   C  C1    0  -0.207    3.0211   0.8598   0.5584
 MAY  C12   C  C1    0  -0.203    4.3390   0.8694   0.7497
 MAY  C13   C  CH2   0  -0.575    5.4108   0.4925  -0.2321
 MAY  C14   C  C1    0  -0.210    6.2249   1.6977  -0.6073
 MAY  C15   C  C1    0  -0.208    7.5010   1.9423  -0.3137
 MAY  C16   C  CH2   0  -0.489    8.4642   1.0681   0.4252
 MAY  C17   C  CH2   0  -0.415    9.7047   0.7469  -0.4096
 MAY  C18   C  CH2   0  -0.408   10.7255  -0.0930   0.3470
 MAY  C19   C  CH2   0  -0.420   11.9801  -0.3903  -0.4653
 MAY  C20   C  CH3   0  -0.663   12.9889  -1.2361   0.2994
 MAY  H1    H  HCH2  0   0.297   -7.8655  -0.6053  -1.1703
 MAY  H1A   H  HCH2  0   0.295   -7.3386   0.7696  -0.2097
 MAY  H2    H  HCH2  0   0.240   -5.6968  -0.7419   0.9982
 MAY  H2A   H  HCH2  0   0.241   -6.2331  -2.0880   0.0105
 MAY  H3    H  HCH2  0   0.224   -5.5047  -0.8484  -2.0466
 MAY  H3A   H  HCH2  0   0.228   -4.9370   0.4709  -1.0413
 MAY  H4    H  HCH2  0   0.235   -3.3346  -1.0914   0.0941
 MAY  H4A   H  HCH2  0   0.234   -3.9270  -2.4046  -0.9010
 MAY  H5    H  H     0   0.233   -3.1532  -1.1701  -2.9886
 MAY  H6    H  H     0   0.236   -1.0091  -0.2684  -2.7740
 MAY  H7    H  HCH2  0   0.252   -0.4516   0.8919  -0.6508
 MAY  H7A   H  HCH2  0   0.253   -1.5139  -0.1573   0.2640
 MAY  H8    H  H     0   0.239   -0.0491  -2.1286  -0.1784
 MAY  H9    H  H     0   0.239    2.2547  -1.7205  -0.2576
 MAY  HM    H  HCH3  0   0.242  -11.1204   0.1330   2.4014
 MAY  HMA   H  HCH3  0   0.258  -11.9009   0.5562   0.8681
 MAY  HMB   H  HCH3  0   0.244  -11.5200  -1.1393   1.2239
 MAY  H10   H  HCH2  0   0.253    2.9593   0.3264  -1.5229
 MAY  H10A  H  HCH2  0   0.253    1.5591   1.2045  -0.9475
 MAY  H11   H  H     0   0.238    2.3895   1.1670   1.3872
 MAY  H12   H  H     0   0.239    4.7060   1.2036   1.7159
 MAY  H13   H  HCH2  0   0.252    6.0410  -0.2809   0.2127
 MAY  H13A  H  HCH2  0   0.250    4.9758   0.0557  -1.1338
 MAY  H14   H  H     0   0.235    5.6787   2.4584  -1.1581
 MAY  H15   H  H     0   0.231    7.9169   2.8860  -0.6589
 MAY  H16   H  HCH2  0   0.230    8.7825   1.5845   1.3383
 MAY  H16A  H  HCH2  0   0.231    7.9930   0.1384   0.7510
 MAY  H17   H  HCH2  0   0.216    9.4021   0.2222  -1.3213
 MAY  H17A  H  HCH2  0   0.213   10.1726   1.6817  -0.7372
 MAY  H18   H  HCH2  0   0.208   11.0064   0.4246   1.2711
 MAY  H18A  H  HCH2  0   0.209   10.2622  -1.0360   0.6584
 MAY  H19   H  HCH2  0   0.211   11.6996  -0.9011  -1.3918
 MAY  H19A  H  HCH2  0   0.211   12.4451   0.5527  -0.7690
 MAY  H20   H  HCH3  0   0.216   12.5642  -2.2046   0.5702
 MAY  H20A  H  HCH3  0   0.226   13.8883  -1.4214  -0.2887
 MAY  H20B  H  HCH3  0   0.216   13.2934  -0.7419   1.2238

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
 MAY  P1   F     single  1.599  0.020  1.599
 MAY  C1   P1    single  1.790  0.020  1.790
 MAY  C1   C2    single  1.530  0.020  1.530
 MAY  C1   H1    single  0.970  0.020  1.090
 MAY  C1   H1A   single  0.970  0.020  1.090
 MAY  O1   P1    double  1.477  0.020  1.477
 MAY  P1   O2    single  1.591  0.020  1.591
 MAY  C2   C3    single  1.523  0.020  1.523
 MAY  C2   H2    single  0.970  0.020  1.090
 MAY  C2   H2A   single  0.970  0.020  1.090
 MAY  O2   CM    single  1.435  0.020  1.435
 MAY  C4   C3    single  1.529  0.020  1.529
 MAY  C3   H3    single  0.970  0.020  1.090
 MAY  C3   H3A   single  0.970  0.020  1.090
 MAY  C4   C5    single  1.496  0.020  1.496
 MAY  C4   H4    single  0.970  0.020  1.090
 MAY  C4   H4A   single  0.970  0.020  1.090
 MAY  C5   C6    double  1.332  0.020  1.332
 MAY  C5   H5    single  0.930  0.020  1.080
 MAY  C7   C6    single  1.502  0.020  1.502
 MAY  C6   H6    single  0.930  0.020  1.080
 MAY  C7   C8    single  1.502  0.020  1.502
 MAY  C7   H7    single  0.970  0.020  1.090
 MAY  C7   H7A   single  0.970  0.020  1.090
 MAY  C9   C8    double  1.332  0.020  1.332
 MAY  C8   H8    single  0.930  0.020  1.080
 MAY  C10  C9    single  1.502  0.020  1.502
 MAY  C9   H9    single  0.930  0.020  1.080
 MAY  CM   HM    single  0.970  0.020  1.090
 MAY  CM   HMA   single  0.970  0.020  1.090
 MAY  CM   HMB   single  0.970  0.020  1.090
 MAY  C11  C10   single  1.502  0.020  1.502
 MAY  C10  H10   single  0.970  0.020  1.090
 MAY  C10  H10A  single  0.970  0.020  1.090
 MAY  C12  C11   double  1.332  0.020  1.332
 MAY  C11  H11   single  0.930  0.020  1.080
 MAY  C13  C12   single  1.502  0.020  1.502
 MAY  C12  H12   single  0.930  0.020  1.080
 MAY  C14  C13   single  1.502  0.020  1.502
 MAY  C13  H13   single  0.970  0.020  1.090
 MAY  C13  H13A  single  0.970  0.020  1.090
 MAY  C15  C14   double  1.332  0.020  1.332
 MAY  C14  H14   single  0.930  0.020  1.080
 MAY  C16  C15   single  1.496  0.020  1.496
 MAY  C15  H15   single  0.930  0.020  1.080
 MAY  C17  C16   single  1.529  0.020  1.529
 MAY  C16  H16   single  0.970  0.020  1.090
 MAY  C16  H16A  single  0.970  0.020  1.090
 MAY  C17  C18   single  1.523  0.020  1.523
 MAY  C17  H17   single  0.970  0.020  1.090
 MAY  C17  H17A  single  0.970  0.020  1.090
 MAY  C19  C18   single  1.524  0.020  1.524
 MAY  C18  H18   single  0.970  0.020  1.090
 MAY  C18  H18A  single  0.970  0.020  1.090
 MAY  C19  C20   single  1.522  0.020  1.522
 MAY  C19  H19   single  0.970  0.020  1.090
 MAY  C19  H19A  single  0.970  0.020  1.090
 MAY  C20  H20   single  0.970  0.020  1.090
 MAY  C20  H20A  single  0.970  0.020  1.090
 MAY  C20  H20B  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
 MAY  H1A   C1   H1    107.11  3.000
 MAY  H1A   C1   C2    111.12  3.000
 MAY  H1    C1   C2    110.23  3.000
 MAY  H1A   C1   P1    108.90  3.000
 MAY  H1    C1   P1    106.95  3.000
 MAY  C2    C1   P1    112.31  3.000
 MAY  O2    P1   O1    116.78  3.000
 MAY  O2    P1   C1    104.07  3.000
 MAY  O1    P1   C1    117.97  3.000
 MAY  O2    P1   F     102.34  3.000
 MAY  O1    P1   F     110.49  3.000
 MAY  C1    P1   F     103.29  3.000
 MAY  H2A   C2   H2    106.69  3.000
 MAY  H2A   C2   C3    109.52  3.000
 MAY  H2    C2   C3    109.38  3.000
 MAY  H2A   C2   C1    109.58  3.000
 MAY  H2    C2   C1    110.11  3.000
 MAY  C3    C2   C1    111.44  3.000
 MAY  CM    O2   P1    121.24  3.000
 MAY  H3A   C3   H3    106.46  3.000
 MAY  H3A   C3   C4    109.47  3.000
 MAY  H3    C3   C4    109.31  3.000
 MAY  H3A   C3   C2    109.67  3.000
 MAY  H3    C3   C2    109.43  3.000
 MAY  C4    C3   C2    112.32  3.000
 MAY  H4A   C4   H4    106.30  3.000
 MAY  H4A   C4   C5    108.93  3.000
 MAY  H4    C4   C5    111.34  3.000
 MAY  H4A   C4   C3    108.48  3.000
 MAY  H4    C4   C3    109.69  3.000
 MAY  C5    C4   C3    111.90  3.000
 MAY  H5    C5   C6    117.25  3.000
 MAY  H5    C5   C4    114.92  3.000
 MAY  C6    C5   C4    127.83  3.000
 MAY  H6    C6   C7    114.77  3.000
 MAY  H6    C6   C5    117.77  3.000
 MAY  C7    C6   C5    127.42  3.000
 MAY  H7A   C7   H7    106.58  3.000
 MAY  H7A   C7   C8    109.14  3.000
 MAY  H7    C7   C8    110.89  3.000
 MAY  H7A   C7   C6    110.82  3.000
 MAY  H7    C7   C6    109.33  3.000
 MAY  C8    C7   C6    110.02  3.000
 MAY  H8    C8   C9    117.67  3.000
 MAY  H8    C8   C7    114.65  3.000
 MAY  C9    C8   C7    127.66  3.000
 MAY  H9    C9   C10   114.66  3.000
 MAY  H9    C9   C8    117.69  3.000
 MAY  C10   C9   C8    127.63  3.000
 MAY  HMB   CM   HMA   109.25  3.000
 MAY  HMB   CM   HM    109.47  3.000
 MAY  HMA   CM   HM    109.03  3.000
 MAY  HMB   CM   O2    111.24  3.000
 MAY  HMA   CM   O2    106.67  3.000
 MAY  HM    CM   O2    111.10  3.000
 MAY  H10A  C10  H10   106.47  3.000
 MAY  H10A  C10  C11   109.12  3.000
 MAY  H10   C10  C11   110.89  3.000
 MAY  H10A  C10  C9    110.87  3.000
 MAY  H10   C10  C9    109.27  3.000
 MAY  C11   C10  C9    110.16  3.000
 MAY  H11   C11  C12   117.63  3.000
 MAY  H11   C11  C10   114.82  3.000
 MAY  C12   C11  C10   127.52  3.000
 MAY  H12   C12  C13   114.69  3.000
 MAY  H12   C12  C11   117.67  3.000
 MAY  C13   C12  C11   127.63  3.000
 MAY  H13A  C13  H13   106.43  3.000
 MAY  H13A  C13  C14   109.30  3.000
 MAY  H13   C13  C14   110.92  3.000
 MAY  H13A  C13  C12   110.85  3.000
 MAY  H13   C13  C12   108.86  3.000
 MAY  C14   C13  C12   110.41  3.000
 MAY  H14   C14  C15   117.70  3.000
 MAY  H14   C14  C13   114.58  3.000
 MAY  C15   C14  C13   127.70  3.000
 MAY  H15   C15  C16   114.68  3.000
 MAY  H15   C15  C14   117.11  3.000
 MAY  C16   C15  C14   128.20  3.000
 MAY  H16A  C16  H16   106.13  3.000
 MAY  H16A  C16  C17   109.51  3.000
 MAY  H16   C16  C17   108.55  3.000
 MAY  H16A  C16  C15   111.53  3.000
 MAY  H16   C16  C15   108.85  3.000
 MAY  C17   C16  C15   112.05  3.000
 MAY  H17A  C17  H17   106.14  3.000
 MAY  H17A  C17  C18   109.44  3.000
 MAY  H17   C17  C18   109.56  3.000
 MAY  H17A  C17  C16   109.29  3.000
 MAY  H17   C17  C16   109.33  3.000
 MAY  C18   C17  C16   112.85  3.000
 MAY  H18A  C18  H18   105.97  3.000
 MAY  H18A  C18  C19   109.37  3.000
 MAY  H18   C18  C19   109.31  3.000
 MAY  H18A  C18  C17   109.41  3.000
 MAY  H18   C18  C17   109.28  3.000
 MAY  C19   C18  C17   113.24  3.000
 MAY  H19A  C19  H19   106.03  3.000
 MAY  H19A  C19  C20   109.66  3.000
 MAY  H19   C19  C20   109.62  3.000
 MAY  H19A  C19  C18   109.24  3.000
 MAY  H19   C19  C18   109.35  3.000
 MAY  C20   C19  C18   112.71  3.000
 MAY  H20B  C20  H20A  107.67  3.000
 MAY  H20B  C20  H20   107.47  3.000
 MAY  H20A  C20  H20   107.69  3.000
 MAY  H20B  C20  C19   111.02  3.000
 MAY  H20A  C20  C19   111.72  3.000
 MAY  H20   C20  C19   111.08  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
 MAY  Var_01  C7   C6   C5   C4      2.19   0.0  2
 MAY  Var_02  C10  C9   C8   C7      2.50   0.0  2
 MAY  Var_03  C13  C12  C11  C10     2.02   0.0  2
 MAY  Var_04  C16  C15  C14  C13     2.08   0.0  2
 MAY  Var_05  C2   C1   P1   F      70.15  30.0  1
 MAY  Var_06  C4   C3   C2   C1   -178.08  30.0  3
 MAY  Var_07  C3   C2   C1   P1    179.56  30.0  3
 MAY  Var_08  C5   C4   C3   C2    177.61  30.0  2
 MAY  Var_09  C6   C5   C4   C3    123.40  30.0  3
 MAY  Var_10  C8   C7   C6   C5    107.82  30.0  1
 MAY  Var_11  C9   C8   C7   C6    111.57  30.0  3
 MAY  Var_12  C11  C10  C9   C8    113.06  30.0  1
 MAY  Var_13  C12  C11  C10  C9    107.89  30.0  2
 MAY  Var_14  C14  C13  C12  C11   113.27  30.0  2
 MAY  Var_15  C15  C14  C13  C12   112.21  30.0  1
 MAY  Var_16  C17  C16  C15  C14   122.00  30.0  1
 MAY  Var_17  C18  C17  C16  C15   177.53  30.0  1
 MAY  Var_18  C19  C18  C17  C16  -178.63  30.0  3
 MAY  Var_19  C20  C19  C18  C17  -179.71  30.0  1
 MAY  Var_20  HM   CM   O2   P1     65.53  30.0  3
 MAY  Var_21  H20  C20  C19  C18    60.92  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
 MAY  chir_01  P1  C1  O1  O2  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
 MAY  plan-1  C4   0.020
 MAY  plan-1  C5   0.020
 MAY  plan-1  C6   0.020
 MAY  plan-1  C7   0.020
 MAY  plan-1  H5   0.020
 MAY  plan-1  H6   0.020
 MAY  plan-2  C7   0.020
 MAY  plan-2  C8   0.020
 MAY  plan-2  C9   0.020
 MAY  plan-2  C10  0.020
 MAY  plan-2  H8   0.020
 MAY  plan-2  H9   0.020
 MAY  plan-3  C10  0.020
 MAY  plan-3  C11  0.020
 MAY  plan-3  C12  0.020
 MAY  plan-3  C13  0.020
 MAY  plan-3  H11  0.020
 MAY  plan-3  H12  0.020
 MAY  plan-4  C13  0.020
 MAY  plan-4  C14  0.020
 MAY  plan-4  C15  0.020
 MAY  plan-4  C16  0.020
 MAY  plan-4  H14  0.020
 MAY  plan-4  H15  0.020

