# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 06:30:08 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: [(1R,2E,6E)-1-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CCC/C(C)=C/CC/C(C)=C/[C@H](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
 FHP  FHP  '[(1R,2E,6E)-1-hydroxy-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]phosphonic acid'  ligand  45  20  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FHP
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
 FHP  C1    C  CH1    0  -0.282   1.0825   0.6030  -3.9772
 FHP  C2    C  C1     0  -0.254   1.0664   0.4887  -2.4984
 FHP  C3    C  C      0   0.100   1.4574  -0.5502  -1.7537
 FHP  C4    C  CH2    0  -0.484   1.2869  -0.5308  -0.2596
 FHP  C5    C  CH2    0  -0.479   0.2466  -1.5426   0.2487
 FHP  C6    C  C1     0  -0.265   0.1542  -1.5264   1.7419
 FHP  C7    C  C      0   0.111  -0.8628  -1.0605   2.4694
 FHP  C8    C  CH2    0  -0.495  -0.7908  -1.0404   3.9716
 FHP  C9    C  CH2    0  -0.486  -0.6447   0.3851   4.5268
 FHP  C10   C  C1     0  -0.253  -0.6765   0.4128   6.0226
 FHP  C11   C  C      0   0.076   0.2928   0.7869   6.8621
 FHP  C12   C  CH3    0  -0.705   0.0895   0.7390   8.3492
 FHP  C13   C  CH3    0  -0.720   1.6451   1.2836   6.4432
 FHP  C14   C  CH3    0  -0.744  -2.1260  -0.5125   1.8541
 FHP  C15   C  CH3    0  -0.729   2.0292  -1.8179  -2.3224
 FHP  O1    O  OH1    0  -0.732   1.4683   1.9183  -4.3685
 FHP  O1A   O  O      0  -0.901  -0.4825   1.2134  -5.9836
 FHP  O2A   O  OP    -1  -0.886  -0.6758  -1.2039  -5.0818
 FHP  O3A   O  OP    -1  -0.885  -1.6696   0.7625  -3.7515
 FHP  PA    P  P      0   1.151  -0.6134   0.2845  -4.7467
 FHP  H1    H  HCH1   0   0.168   1.7788  -0.1332  -4.4077
 FHP  H2    H  H      0   0.196   0.6349   1.3423  -1.9801
 FHP  H41   H  HCH2   0   0.226   0.9888   0.4679   0.0706
 FHP  H42   H  HCH2   0   0.215   2.2465  -0.7513   0.2240
 FHP  H51   H  HCH2   0   0.232   0.5245  -2.5467  -0.0876
 FHP  H52   H  HCH2   0   0.232  -0.7180  -1.3171  -0.2110
 FHP  H6    H  H      0   0.217   1.0292  -1.9011   2.2695
 FHP  H81   H  HCH2   0   0.233   0.0533  -1.6423   4.3171
 FHP  H82   H  HCH2   0   0.227  -1.6963  -1.4938   4.3925
 FHP  H91   H  HCH2   0   0.233  -1.4658   1.0003   4.1432
 FHP  H92   H  HCH2   0   0.236   0.2735   0.8235   4.1327
 FHP  H10   H  H      0   0.220  -1.6108   0.0661   6.4608
 FHP  H121  H  HCH3   0   0.230   0.8181   0.0741   8.8208
 FHP  H122  H  HCH3   0   0.229   0.2384   1.7253   8.7967
 FHP  H123  H  HCH3   0   0.235  -0.9073   0.3915   8.6187
 FHP  H131  H  HCH3   0   0.240   1.8010   1.2745   5.3667
 FHP  H132  H  HCH3   0   0.234   1.8023   2.3074   6.7927
 FHP  H133  H  HCH3   0   0.233   2.4330   0.6798   6.9004
 FHP  H141  H  HCH3   0   0.244  -2.7381  -1.3094   1.4257
 FHP  H142  H  HCH3   0   0.241  -2.7414  -0.0031   2.5957
 FHP  H143  H  HCH3   0   0.239  -1.9259   0.2021   1.0548
 FHP  H151  H  HCH3   0   0.236   2.4769  -1.6728  -3.3051
 FHP  H152  H  HCH3   0   0.219   2.7950  -2.2315  -1.6618
 FHP  H153  H  HCH3   0   0.232   1.2634  -2.5895  -2.4367
 FHP  HO1   H  HOH1   0   0.416   0.8971   2.0536  -5.1551

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
 FHP  C1   C2    single  1.483  0.020  1.483
 FHP  C1   O1    single  1.426  0.020  1.426
 FHP  C1   PA    single  1.889  0.020  1.889
 FHP  C1   H1    single  0.970  0.020  1.090
 FHP  C2   C3    double  1.337  0.020  1.337
 FHP  C2   H2    single  0.930  0.020  1.080
 FHP  C3   C4    single  1.504  0.020  1.504
 FHP  C3   C15   single  1.503  0.020  1.503
 FHP  C4   C5    single  1.538  0.020  1.538
 FHP  C4   H41   single  0.970  0.020  1.090
 FHP  C4   H42   single  0.970  0.020  1.090
 FHP  C5   C6    single  1.496  0.020  1.496
 FHP  C5   H51   single  0.970  0.020  1.090
 FHP  C5   H52   single  0.970  0.020  1.090
 FHP  C6   C7    double  1.334  0.020  1.334
 FHP  C6   H6    single  0.930  0.020  1.080
 FHP  C7   C8    single  1.504  0.020  1.504
 FHP  C7   C14   single  1.508  0.020  1.508
 FHP  C8   C9    single  1.537  0.020  1.537
 FHP  C8   H81   single  0.970  0.020  1.090
 FHP  C8   H82   single  0.970  0.020  1.090
 FHP  C9   C10   single  1.496  0.020  1.496
 FHP  C9   H91   single  0.970  0.020  1.090
 FHP  C9   H92   single  0.970  0.020  1.090
 FHP  C10  C11   double  1.336  0.020  1.336
 FHP  C10  H10   single  0.930  0.020  1.080
 FHP  C11  C12   single  1.502  0.020  1.502
 FHP  C11  C13   single  1.500  0.020  1.500
 FHP  C12  H121  single  0.970  0.020  1.090
 FHP  C12  H122  single  0.970  0.020  1.090
 FHP  C12  H123  single  0.970  0.020  1.090
 FHP  C13  H131  single  0.970  0.020  1.090
 FHP  C13  H132  single  0.970  0.020  1.090
 FHP  C13  H133  single  0.970  0.020  1.090
 FHP  C14  H141  single  0.970  0.020  1.090
 FHP  C14  H142  single  0.970  0.020  1.090
 FHP  C14  H143  single  0.970  0.020  1.090
 FHP  C15  H151  single  0.970  0.020  1.090
 FHP  C15  H152  single  0.970  0.020  1.090
 FHP  C15  H153  single  0.970  0.020  1.090
 FHP  O1   HO1   single  0.850  0.020  0.980
 FHP  O1A  PA    deloc   1.552  0.020  1.552
 FHP  O2A  PA    deloc   1.527  0.020  1.527
 FHP  O3A  PA    deloc   1.528  0.020  1.528

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
 FHP  H1    C1   PA    107.21  3.000
 FHP  H1    C1   O1    109.78  3.000
 FHP  PA    C1   O1    106.66  3.000
 FHP  H1    C1   C2    110.19  3.000
 FHP  PA    C1   C2    112.54  3.000
 FHP  O1    C1   C2    110.35  3.000
 FHP  H2    C2   C3    117.42  3.000
 FHP  H2    C2   C1    114.76  3.000
 FHP  C3    C2   C1    127.74  3.000
 FHP  C15   C3   C4    115.47  3.000
 FHP  C15   C3   C2    123.80  3.000
 FHP  C4    C3   C2    120.68  3.000
 FHP  H42   C4   H41   106.79  3.000
 FHP  H42   C4   C5    108.29  3.000
 FHP  H41   C4   C5    108.47  3.000
 FHP  H42   C4   C3    109.65  3.000
 FHP  H41   C4   C3    110.05  3.000
 FHP  C5    C4   C3    113.37  3.000
 FHP  H52   C5   H51   106.51  3.000
 FHP  H52   C5   C6    111.31  3.000
 FHP  H51   C5   C6    109.40  3.000
 FHP  H52   C5   C4    108.82  3.000
 FHP  H51   C5   C4    109.28  3.000
 FHP  C6    C5   C4    111.39  3.000
 FHP  H6    C6   C7    117.95  3.000
 FHP  H6    C6   C5    115.49  3.000
 FHP  C7    C6   C5    126.51  3.000
 FHP  C14   C7   C8    116.28  3.000
 FHP  C14   C7   C6    122.87  3.000
 FHP  C8    C7   C6    120.84  3.000
 FHP  H82   C8   H81   106.78  3.000
 FHP  H82   C8   C9    108.86  3.000
 FHP  H81   C8   C9    108.86  3.000
 FHP  H82   C8   C7    109.78  3.000
 FHP  H81   C8   C7    110.21  3.000
 FHP  C9    C8   C7    112.19  3.000
 FHP  H92   C9   H91   106.18  3.000
 FHP  H92   C9   C10   111.81  3.000
 FHP  H91   C9   C10   108.89  3.000
 FHP  H92   C9   C8    108.79  3.000
 FHP  H91   C9   C8    108.86  3.000
 FHP  C10   C9   C8    112.10  3.000
 FHP  H10   C10  C11   117.32  3.000
 FHP  H10   C10  C9    114.50  3.000
 FHP  C11   C10  C9    128.17  3.000
 FHP  C13   C11  C12   114.14  3.000
 FHP  C13   C11  C10   124.85  3.000
 FHP  C12   C11  C10   121.01  3.000
 FHP  H123  C12  H122  108.12  3.000
 FHP  H123  C12  H121  108.00  3.000
 FHP  H122  C12  H121  106.34  3.000
 FHP  H123  C12  C11   112.27  3.000
 FHP  H122  C12  C11   110.98  3.000
 FHP  H121  C12  C11   110.88  3.000
 FHP  H133  C13  H132  106.27  3.000
 FHP  H133  C13  H131  107.82  3.000
 FHP  H132  C13  H131  107.67  3.000
 FHP  H133  C13  C11   110.49  3.000
 FHP  H132  C13  C11   110.52  3.000
 FHP  H131  C13  C11   113.75  3.000
 FHP  H143  C14  H142  107.22  3.000
 FHP  H143  C14  H141  107.05  3.000
 FHP  H142  C14  H141  106.94  3.000
 FHP  H143  C14  C7    112.54  3.000
 FHP  H142  C14  C7    111.41  3.000
 FHP  H141  C14  C7    111.37  3.000
 FHP  H153  C15  H152  106.68  3.000
 FHP  H153  C15  H151  106.71  3.000
 FHP  H152  C15  H151  107.93  3.000
 FHP  H153  C15  C3    111.62  3.000
 FHP  H152  C15  C3    110.93  3.000
 FHP  H151  C15  C3    112.67  3.000
 FHP  HO1   O1   C1    100.94  3.000
 FHP  O3A   PA   O2A   114.81  3.000
 FHP  O3A   PA   O1A   112.96  3.000
 FHP  O2A   PA   O1A   114.32  3.000
 FHP  O3A   PA   C1    107.61  3.000
 FHP  O2A   PA   C1    106.88  3.000
 FHP  O1A   PA   C1     98.51  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
 FHP  Var_01  C4    C3   C2   C1   -175.92   0.0  2
 FHP  Var_02  C8    C7   C6   C5   -176.73   0.0  2
 FHP  Var_03  C12   C11  C10  C9   -179.45   0.0  2
 FHP  Var_04  C5    C4   C3   C2    111.97  30.0  3
 FHP  Var_05  C6    C5   C4   C3    177.61  30.0  3
 FHP  Var_06  C7    C6   C5   C4    109.44  30.0  3
 FHP  Var_07  C9    C8   C7   C6    108.69  30.0  3
 FHP  Var_08  C10   C9   C8   C7    175.71  30.0  3
 FHP  Var_09  C11   C10  C9   C8    116.35  30.0  3
 FHP  Var_10  H151  C15  C3   C2     24.07  30.0  3
 FHP  Var_11  H141  C14  C7   C6     72.19  30.0  3
 FHP  Var_12  H121  C12  C11  C10   120.03  30.0  3
 FHP  Var_13  H131  C13  C11  C10    -2.71  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
 FHP  chir_01  C1  C2  O1  PA  positiv

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
 FHP  plan-1  C1   0.020
 FHP  plan-1  C2   0.020
 FHP  plan-1  C3   0.020
 FHP  plan-1  C4   0.020
 FHP  plan-1  C15  0.020
 FHP  plan-1  H2   0.020
 FHP  plan-2  C5   0.020
 FHP  plan-2  C6   0.020
 FHP  plan-2  C7   0.020
 FHP  plan-2  C8   0.020
 FHP  plan-2  C14  0.020
 FHP  plan-2  H6   0.020
 FHP  plan-3  C9   0.020
 FHP  plan-3  C10  0.020
 FHP  plan-3  C11  0.020
 FHP  plan-3  C12  0.020
 FHP  plan-3  C13  0.020
 FHP  plan-3  H10  0.020

