# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 01:49:01 2020
#   Inital geometry file: a 159 line input string
#   Ligand name: (2Z,6E,10E)-2-fluoro-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl trihydrogen diphosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CCC/C(C)=C/CC/C(C)=C/CC\C(C)=C(F)\CO[P](O)(=O)O[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
 FGG  FGG  '(2Z,6E,10E)-2-fluoro-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl trihydrogen diphosphate'  ligand  65  30  .  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_FGG
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
 FGG  C01   C  CH2   0  -0.314    4.1031  -2.7814   0.0635
 FGG  F01   F  F     0  -0.331    2.4911  -1.3927   1.0421
 FGG  O01   O  O2    0  -0.579    4.9023  -1.7435  -0.5443
 FGG  C02   C  C     0   0.442    2.6766  -2.3829   0.1274
 FGG  P02   P  P     0   1.494    5.4038  -0.4720   0.2624
 FGG  C03   C  C     0  -0.076    1.6280  -2.8411  -0.5460
 FGG  O03   O  O2    0  -0.691    4.3572   0.6369  -0.3000
 FGG  C04   C  CH2   0  -0.478    0.2578  -2.2645  -0.3153
 FGG  P04   P  P     0   1.459    4.2825   2.2092   0.0669
 FGG  C05   C  CH2   0  -0.493   -0.0033  -1.0528  -1.2277
 FGG  O05   O  O     0  -0.691    5.2803   2.6701   1.0425
 FGG  C06   C  C1    0  -0.278   -1.4218  -0.5847  -1.1224
 FGG  O06   O  O     0  -0.685    5.4877  -0.5700   1.7245
 FGG  C07   C  C     0   0.122   -1.8915   0.4044  -0.3573
 FGG  O07   O  OH1   0  -0.721    6.7926  -0.0984  -0.4018
 FGG  C08   C  CH2   0  -0.481   -3.3678   0.6945  -0.3116
 FGG  O08   O  OH1   0  -0.722    4.4559   2.9487  -1.3273
 FGG  C09   C  CH2   0  -0.495   -4.0036   0.3310   1.0399
 FGG  O09   O  OH1   0  -0.715    2.7459   2.2635   0.4665
 FGG  C10   C  C1    0  -0.267   -5.4718   0.6226   1.0642
 FGG  C11   C  C     0   0.109   -6.4770  -0.2541   0.9953
 FGG  C12   C  CH2   0  -0.482   -7.9070   0.2182   1.0083
 FGG  C13   C  CH2   0  -0.491   -8.6043   0.0948  -0.3571
 FGG  C14   C  C1    0  -0.258  -10.0570   0.4437  -0.2623
 FGG  C15   C  C     0   0.082  -10.6569   1.5704  -0.6554
 FGG  C16   C  CH3   0  -0.718    1.7220  -3.8963  -1.6038
 FGG  C17   C  CH3   0  -0.737   -1.0343   1.2653   0.5242
 FGG  C18   C  CH3   0  -0.729   -6.2955  -1.7419   0.9084
 FGG  C19   C  CH3   0  -0.720   -9.9565   2.7234  -1.3116
 FGG  C20   C  CH3   0  -0.705  -12.1280   1.7788  -0.4391
 FGG  H01   H  HCH2  0   0.280    4.2457  -3.6622  -0.5552
 FGG  H01A  H  HCH2  0   0.272    4.4857  -3.0054   1.0617
 FGG  H04   H  HCH2  0   0.246   -0.4915  -3.0358  -0.5144
 FGG  H04A  H  HCH2  0   0.250    0.1192  -1.9596   0.7225
 FGG  H05   H  HCH2  0   0.242    0.7028  -0.2608  -0.9704
 FGG  H05A  H  HCH2  0   0.239    0.2093  -1.3317  -2.2637
 FGG  H06   H  H     0   0.223   -2.1404  -1.1529  -1.7087
 FGG  HO07  H  HOH1  0   0.505    6.8353  -0.0805  -1.3678
 FGG  H08   H  HCH2  0   0.226   -3.5420   1.7583  -0.5096
 FGG  H08A  H  HCH2  0   0.234   -3.8822   0.1398  -1.0999
 FGG  HO08  H  HOH1  0   0.503    3.7811   2.7757  -1.9982
 FGG  H09   H  HCH2  0   0.235   -3.8013  -0.7204   1.2521
 FGG  H09A  H  HCH2  0   0.236   -3.5154   0.9024   1.8346
 FGG  HO09  H  HOH1  0   0.508    2.4371   3.1375   0.7437
 FGG  H10   H  H     0   0.220   -5.7304   1.6781   1.1230
 FGG  H12   H  HCH2  0   0.227   -8.4736  -0.3616   1.7463
 FGG  H12A  H  HCH2  0   0.234   -7.9554   1.2621   1.3276
 FGG  H13   H  HCH2  0   0.236   -8.0815   0.7254  -1.0786
 FGG  H13A  H  HCH2  0   0.232   -8.5101  -0.9321  -0.7223
 FGG  H14   H  H     0   0.221  -10.6743  -0.3089   0.2235
 FGG  H16   H  HCH3  0   0.252    1.1881  -4.7946  -1.2873
 FGG  H16A  H  HCH3  0   0.248    1.2368  -3.5500  -2.5187
 FGG  H16B  H  HCH3  0   0.247    2.7384  -4.1832  -1.8619
 FGG  H17   H  HCH3  0   0.234   -1.2453   2.3236   0.3526
 FGG  H17A  H  HCH3  0   0.242   -1.2391   1.0770   1.5808
 FGG  H17B  H  HCH3  0   0.241    0.0319   1.1097   0.3719
 FGG  H18   H  HCH3  0   0.237   -6.6399  -2.2256   1.8266
 FGG  H18A  H  HCH3  0   0.236   -6.8928  -2.1630   0.0976
 FGG  H18B  H  HCH3  0   0.240   -5.2635  -2.0421   0.7394
 FGG  H19   H  HCH3  0   0.233  -10.4672   3.0103  -2.2337
 FGG  H19A  H  HCH3  0   0.236   -9.9748   3.6025  -0.6616
 FGG  H19B  H  HCH3  0   0.239   -8.9167   2.5177  -1.5574
 FGG  H20   H  HCH3  0   0.235  -12.6049   0.9089   0.0123
 FGG  H20A  H  HCH3  0   0.231  -12.3095   2.6389   0.2115
 FGG  H20B  H  HCH3  0   0.229  -12.6378   1.9932  -1.3820

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
 FGG  C01  C02   single  1.483  0.020  1.483
 FGG  C01  O01   single  1.444  0.020  1.444
 FGG  C01  H01   single  0.970  0.020  1.090
 FGG  C01  H01A  single  0.970  0.020  1.090
 FGG  C02  F01   single  1.361  0.020  1.361
 FGG  P02  O01   single  1.587  0.020  1.587
 FGG  C03  C02   double  1.328  0.020  1.328
 FGG  O03  P02   single  1.625  0.020  1.625
 FGG  O06  P02   double  1.468  0.020  1.468
 FGG  P02  O07   single  1.584  0.020  1.584
 FGG  C16  C03   single  1.497  0.020  1.497
 FGG  C03  C04   single  1.504  0.020  1.504
 FGG  P04  O03   single  1.616  0.020  1.616
 FGG  C05  C04   single  1.539  0.020  1.539
 FGG  C04  H04   single  0.970  0.020  1.090
 FGG  C04  H04A  single  0.970  0.020  1.090
 FGG  O05  P04   double  1.470  0.020  1.470
 FGG  O08  P04   single  1.588  0.020  1.588
 FGG  P04  O09   single  1.589  0.020  1.589
 FGG  C06  C05   single  1.497  0.020  1.497
 FGG  C05  H05   single  0.970  0.020  1.090
 FGG  C05  H05A  single  0.970  0.020  1.090
 FGG  C06  C07   double  1.336  0.020  1.336
 FGG  C06  H06   single  0.930  0.020  1.080
 FGG  C08  C07   single  1.505  0.020  1.505
 FGG  C07  C17   single  1.501  0.020  1.501
 FGG  O07  HO07  single  0.850  0.020  0.980
 FGG  C08  C09   single  1.537  0.020  1.537
 FGG  C08  H08   single  0.970  0.020  1.090
 FGG  C08  H08A  single  0.970  0.020  1.090
 FGG  O08  HO08  single  0.850  0.020  0.980
 FGG  C09  C10   single  1.497  0.020  1.497
 FGG  C09  H09   single  0.970  0.020  1.090
 FGG  C09  H09A  single  0.970  0.020  1.090
 FGG  O09  HO09  single  0.850  0.020  0.980
 FGG  C10  C11   double  1.336  0.020  1.336
 FGG  C10  H10   single  0.930  0.020  1.080
 FGG  C11  C18   single  1.501  0.020  1.501
 FGG  C11  C12   single  1.506  0.020  1.506
 FGG  C12  C13   single  1.538  0.020  1.538
 FGG  C12  H12   single  0.970  0.020  1.090
 FGG  C12  H12A  single  0.970  0.020  1.090
 FGG  C13  C14   single  1.497  0.020  1.497
 FGG  C13  H13   single  0.970  0.020  1.090
 FGG  C13  H13A  single  0.970  0.020  1.090
 FGG  C14  C15   double  1.336  0.020  1.336
 FGG  C14  H14   single  0.930  0.020  1.080
 FGG  C20  C15   single  1.501  0.020  1.501
 FGG  C15  C19   single  1.500  0.020  1.500
 FGG  C16  H16   single  0.970  0.020  1.090
 FGG  C16  H16A  single  0.970  0.020  1.090
 FGG  C16  H16B  single  0.970  0.020  1.090
 FGG  C17  H17   single  0.970  0.020  1.090
 FGG  C17  H17A  single  0.970  0.020  1.090
 FGG  C17  H17B  single  0.970  0.020  1.090
 FGG  C18  H18   single  0.970  0.020  1.090
 FGG  C18  H18A  single  0.970  0.020  1.090
 FGG  C18  H18B  single  0.970  0.020  1.090
 FGG  C19  H19   single  0.970  0.020  1.090
 FGG  C19  H19A  single  0.970  0.020  1.090
 FGG  C19  H19B  single  0.970  0.020  1.090
 FGG  C20  H20   single  0.970  0.020  1.090
 FGG  C20  H20A  single  0.970  0.020  1.090
 FGG  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
 FGG  H01A  C01  H01   107.96  3.000
 FGG  H01A  C01  C02   110.66  3.000
 FGG  H01   C01  C02   111.65  3.000
 FGG  H01A  C01  O01   109.77  3.000
 FGG  H01   C01  O01   105.70  3.000
 FGG  C02   C01  O01   110.94  3.000
 FGG  P02   O01  C01   122.46  3.000
 FGG  C03   C02  F01   118.98  3.000
 FGG  C03   C02  C01   130.19  3.000
 FGG  F01   C02  C01   110.84  3.000
 FGG  O07   P02  O06   112.54  3.000
 FGG  O07   P02  O03   104.99  3.000
 FGG  O06   P02  O03   115.28  3.000
 FGG  O07   P02  O01   104.65  3.000
 FGG  O06   P02  O01   118.09  3.000
 FGG  O03   P02  O01    99.63  3.000
 FGG  C16   C03  C04   115.83  3.000
 FGG  C04   C03  C02   120.61  3.000
 FGG  C16   C03  C02   123.51  3.000
 FGG  P04   O03  P02   127.95  3.000
 FGG  H04A  C04  H04   106.46  3.000
 FGG  H04A  C04  C05   108.82  3.000
 FGG  H04   C04  C05   109.33  3.000
 FGG  H04A  C04  C03   111.65  3.000
 FGG  H04   C04  C03   109.01  3.000
 FGG  C05   C04  C03   111.43  3.000
 FGG  O09   P04  O08   108.09  3.000
 FGG  O09   P04  O05   118.62  3.000
 FGG  O08   P04  O05   111.26  3.000
 FGG  O09   P04  O03    97.76  3.000
 FGG  O08   P04  O03   104.40  3.000
 FGG  O05   P04  O03   115.11  3.000
 FGG  H05A  C05  H05   106.41  3.000
 FGG  H05A  C05  C06   109.30  3.000
 FGG  H05   C05  C06   111.68  3.000
 FGG  H05A  C05  C04   109.13  3.000
 FGG  H05   C05  C04   108.76  3.000
 FGG  C06   C05  C04   111.42  3.000
 FGG  H06   C06  C07   117.60  3.000
 FGG  H06   C06  C05   115.13  3.000
 FGG  C07   C06  C05   127.22  3.000
 FGG  C17   C07  C08   115.58  3.000
 FGG  C17   C07  C06   124.07  3.000
 FGG  C08   C07  C06   120.34  3.000
 FGG  HO07  O07  P02   117.51  3.000
 FGG  H08A  C08  H08   106.71  3.000
 FGG  H08A  C08  C09   108.64  3.000
 FGG  H08   C08  C09   108.82  3.000
 FGG  H08A  C08  C07   110.00  3.000
 FGG  H08   C08  C07   109.72  3.000
 FGG  C09   C08  C07   112.76  3.000
 FGG  HO08  O08  P04   116.72  3.000
 FGG  H09A  C09  H09   106.22  3.000
 FGG  H09A  C09  C10   108.91  3.000
 FGG  H09   C09  C10   111.49  3.000
 FGG  H09A  C09  C08   109.30  3.000
 FGG  H09   C09  C08   108.78  3.000
 FGG  C10   C09  C08   111.95  3.000
 FGG  HO09  O09  P04   114.31  3.000
 FGG  H10   C10  C11   117.42  3.000
 FGG  H10   C10  C09   115.01  3.000
 FGG  C11   C10  C09   127.55  3.000
 FGG  C18   C11  C12   115.22  3.000
 FGG  C12   C11  C10   120.55  3.000
 FGG  C18   C11  C10   124.23  3.000
 FGG  H12A  C12  H12   106.60  3.000
 FGG  H12A  C12  C13   108.42  3.000
 FGG  H12   C12  C13   108.72  3.000
 FGG  H12A  C12  C11   110.13  3.000
 FGG  H12   C12  C11   109.31  3.000
 FGG  C13   C12  C11   113.43  3.000
 FGG  H13A  C13  H13   106.28  3.000
 FGG  H13A  C13  C14   108.88  3.000
 FGG  H13   C13  C14   111.84  3.000
 FGG  H13A  C13  C12   109.43  3.000
 FGG  H13   C13  C12   108.86  3.000
 FGG  C14   C13  C12   111.41  3.000
 FGG  H14   C14  C15   117.39  3.000
 FGG  H14   C14  C13   114.69  3.000
 FGG  C15   C14  C13   127.87  3.000
 FGG  C20   C15  C19   114.44  3.000
 FGG  C19   C15  C14   124.56  3.000
 FGG  C20   C15  C14   120.98  3.000
 FGG  H16B  C16  H16A  107.47  3.000
 FGG  H16B  C16  H16   107.99  3.000
 FGG  H16A  C16  H16   106.65  3.000
 FGG  H16B  C16  C03   114.35  3.000
 FGG  H16A  C16  C03   109.91  3.000
 FGG  H16   C16  C03   110.14  3.000
 FGG  H17B  C17  H17A  107.12  3.000
 FGG  H17B  C17  H17   107.80  3.000
 FGG  H17A  C17  H17   106.42  3.000
 FGG  H17B  C17  C07   113.29  3.000
 FGG  H17A  C17  C07   111.23  3.000
 FGG  H17   C17  C07   110.67  3.000
 FGG  H18B  C18  H18A  107.29  3.000
 FGG  H18B  C18  H18   107.89  3.000
 FGG  H18A  C18  H18   106.30  3.000
 FGG  H18B  C18  C11   113.40  3.000
 FGG  H18A  C18  C11   111.05  3.000
 FGG  H18   C18  C11   110.60  3.000
 FGG  H19B  C19  H19A  107.59  3.000
 FGG  H19B  C19  H19   107.81  3.000
 FGG  H19A  C19  H19   106.43  3.000
 FGG  H19B  C19  C15   113.56  3.000
 FGG  H19A  C19  C15   110.49  3.000
 FGG  H19   C19  C15   110.66  3.000
 FGG  H20B  C20  H20A  106.35  3.000
 FGG  H20B  C20  H20   108.04  3.000
 FGG  H20A  C20  H20   107.99  3.000
 FGG  H20B  C20  C15   111.09  3.000
 FGG  H20A  C20  C15   110.94  3.000
 FGG  H20   C20  C15   112.18  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
 FGG  Var_01  C16  C03  C02  C01    -2.19   0.0  2
 FGG  Var_02  C08  C07  C06  C05  -176.44   0.0  2
 FGG  Var_03  C18  C11  C10  C09     1.45   0.0  2
 FGG  Var_04  C20  C15  C14  C13  -177.72   0.0  2
 FGG  Var_05  O03  P02  O01  C01  -103.19  30.0  1
 FGG  Var_06  O01  C01  C02  F01   -70.47  30.0  1
 FGG  Var_07  C05  C04  C03  C02    88.35  30.0  3
 FGG  Var_08  O05  P04  O03  P02    -0.84  30.0  1
 FGG  Var_09  C06  C05  C04  C03   172.91  30.0  1
 FGG  Var_10  C07  C06  C05  C04    96.37  30.0  1
 FGG  Var_11  C09  C08  C07  C06   110.49  30.0  2
 FGG  Var_12  C10  C09  C08  C07  -179.82  30.0  3
 FGG  Var_13  C11  C10  C09  C08   105.24  30.0  3
 FGG  Var_14  C13  C12  C11  C10   107.50  30.0  3
 FGG  Var_15  C14  C13  C12  C11   174.23  30.0  3
 FGG  Var_16  C15  C14  C13  C12   103.63  30.0  3
 FGG  Var_17  H16  C16  C03  C02   115.17  30.0  3
 FGG  Var_18  H17  C17  C07  C06   129.92  30.0  3
 FGG  Var_19  H18  C18  C11  C10   111.71  30.0  3
 FGG  Var_20  H20  C20  C15  C14    -2.63  30.0  3
 FGG  Var_21  H19  C19  C15  C14   128.51  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
 FGG  chir_01  P02  O03  O06  O07  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
 FGG  plan-1  C01  0.020
 FGG  plan-1  F01  0.020
 FGG  plan-1  C02  0.020
 FGG  plan-1  C03  0.020
 FGG  plan-1  C04  0.020
 FGG  plan-1  C16  0.020
 FGG  plan-2  C05  0.020
 FGG  plan-2  C06  0.020
 FGG  plan-2  C07  0.020
 FGG  plan-2  C08  0.020
 FGG  plan-2  C17  0.020
 FGG  plan-2  H06  0.020
 FGG  plan-3  C09  0.020
 FGG  plan-3  C10  0.020
 FGG  plan-3  C11  0.020
 FGG  plan-3  C12  0.020
 FGG  plan-3  C18  0.020
 FGG  plan-3  H10  0.020
 FGG  plan-4  C13  0.020
 FGG  plan-4  C14  0.020
 FGG  plan-4  C15  0.020
 FGG  plan-4  C19  0.020
 FGG  plan-4  C20  0.020
 FGG  plan-4  H14  0.020

