# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 17:14:57 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: (2E,4E,7R,12R,13R)-13-formyl-12,14-dihydroxy-3,5,7-trimethyltetradeca-2,4-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCCC[C@@H](O)[C@@H](CO)C=O)CC(/C)=C/C(C)=C/C(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
 F24  F24  '(2E,4E,7R,12R,13R)-13-formyl-12,14-dihydroxy-3,5,7-trimethyltetradeca-2,4-dienoic acid'  ligand  52  23  .  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_F24
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
 F24  C1    C  CH1    0  -0.407   6.6793  -0.1597   0.4346
 F24  O1    O  O      0  -0.598  -8.5831   0.9569   0.0553
 F24  C2    C  CH1    0   0.025   5.4219  -0.6985  -0.2850
 F24  O2    O  O      0  -0.376   6.6687   2.2052   0.8856
 F24  C3    C  C      0   0.388  -8.0894  -0.1350   0.4087
 F24  C4    C  CH2    0  -0.140   7.9183  -0.9424   0.0291
 F24  O4    O  OC    -1  -0.624  -8.6924  -1.0445   1.0207
 F24  C5    C  CH2    0  -0.470   4.1379  -0.0857   0.2598
 F24  O5    O  OH1    0  -0.670   9.0164  -0.3856   0.7170
 F24  C6    C  C1     0  -0.468  -6.6411  -0.4389   0.1083
 F24  O6    O  OH1    0  -0.663   5.5252  -0.5833  -1.6891
 F24  C7    C  CH3    0  -0.738  -3.7802  -0.6263   1.5887
 F24  C8    C  C1     0   0.191   6.9051   1.2949   0.1304
 F24  C9    C  C      0   0.110  -5.7644   0.2309  -0.6584
 F24  C10   C  CH2    0  -0.409   2.8763  -0.7185  -0.3144
 F24  C11   C  CH2    0  -0.423   1.5998  -0.1122   0.2553
 F24  C12   C  C1     0  -0.327  -4.3816  -0.2486  -0.8243
 F24  C13   C  CH3    0  -0.655  -1.1943   1.2600  -0.2036
 F24  C16   C  CH2    0  -0.473  -2.1285  -1.0831  -0.2872
 F24  C18   C  CH1    0  -0.236  -0.9752  -0.1929   0.2034
 F24  C20   C  CH2    0  -0.401   0.3459  -0.7464  -0.3340
 F24  C21   C  CH3    0  -0.734  -6.0602   1.4677  -1.4584
 F24  H1    H  HCH1   0   0.265   6.5113  -0.2700   1.5105
 F24  H2    H  HCH1   0   0.238   5.3931  -1.7748  -0.0788
 F24  H4    H  HCH2   0   0.216   7.7707  -2.0009   0.2775
 F24  H4A   H  HCH2   0   0.207   8.0518  -0.8810  -1.0577
 F24  H5    H  HCH2   0   0.236   4.1402  -0.1990   1.3480
 F24  H5A   H  HCH2   0   0.227   4.1232   0.9952   0.0726
 F24  HO5   H  HOH1   0   0.459   9.8203  -0.8074   0.3994
 F24  H6    H  H      0   0.211  -6.2809  -1.3542   0.5691
 F24  HO6   H  HOH1   0   0.449   5.2155   0.2870  -1.9606
 F24  H7    H  HCH3   0   0.236  -3.8583  -1.6482   1.9701
 F24  H7A   H  HCH3   0   0.239  -2.9596  -0.1556   2.1346
 F24  H7B   H  HCH3   0   0.246  -4.7020  -0.1089   1.8451
 F24  H8    H  H      0   0.187   7.3081   1.4980  -0.8799
 F24  H10   H  HCH2   0   0.216   2.8650  -0.6090  -1.4028
 F24  H10A  H  HCH2   0   0.215   2.8895  -1.7961  -0.1178
 F24  H11   H  HCH2   0   0.210   1.5898  -0.2297   1.3446
 F24  H11A  H  HCH2   0   0.216   1.6044   0.9661   0.0674
 F24  H12   H  H      0   0.222  -4.0232  -0.2353  -1.8529
 F24  H13   H  HCH3   0   0.231  -2.1152   1.6619   0.2213
 F24  H13A  H  HCH3   0   0.227  -0.3762   1.9015   0.1252
 F24  H13B  H  HCH3   0   0.210  -1.2717   1.3483  -1.2906
 F24  H16   H  HCH2   0   0.230  -1.9626  -2.0985   0.0934
 F24  H16A  H  HCH2   0   0.224  -2.0722  -1.1493  -1.3783
 F24  H18   H  HCH1   0   0.213  -0.9341  -0.2452   1.2983
 F24  H20   H  HCH2   0   0.206   0.3621  -0.6338  -1.4249
 F24  H20A  H  HCH2   0   0.215   0.3804  -1.8254  -0.1444
 F24  H21   H  HCH3   0   0.231  -5.5190   2.3223  -1.0434
 F24  H21A  H  HCH3   0   0.224  -5.6993   1.3457  -2.4828
 F24  H21B  H  HCH3   0   0.255  -7.1169   1.7063  -1.4732
 F24  C14   C  C      0   0.137  -3.5056  -0.6289   0.1157

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
 F24  C1   C2    single  1.546  0.020  1.546
 F24  O1   C3    deloc   1.249  0.020  1.249
 F24  C2   O6    single  1.413  0.020  1.413
 F24  C2   C5    single  1.524  0.020  1.524
 F24  O2   C8    double  1.206  0.020  1.206
 F24  C3   O4    deloc   1.251  0.020  1.251
 F24  C4   C1    single  1.521  0.020  1.521
 F24  O5   C4    single  1.410  0.020  1.410
 F24  C6   C3    single  1.510  0.020  1.510
 F24  C6   C9    double  1.344  0.020  1.344
 F24  C7   C14   single  1.498  0.020  1.498
 F24  C8   C1    single  1.503  0.020  1.503
 F24  C9   C21   single  1.502  0.020  1.502
 F24  C10  C5    single  1.524  0.020  1.524
 F24  C10  C11   single  1.524  0.020  1.524
 F24  C11  C20   single  1.524  0.020  1.524
 F24  C12  C9    single  1.473  0.020  1.473
 F24  C14  C12   double  1.340  0.020  1.340
 F24  C16  C14   single  1.505  0.020  1.505
 F24  C18  C13   single  1.525  0.020  1.525
 F24  C18  C16   single  1.537  0.020  1.537
 F24  C20  C18   single  1.530  0.020  1.530
 F24  C1   H1    single  0.970  0.020  1.090
 F24  C2   H2    single  0.970  0.020  1.090
 F24  C4   H4    single  0.970  0.020  1.090
 F24  C4   H4A   single  0.970  0.020  1.090
 F24  C5   H5    single  0.970  0.020  1.090
 F24  C5   H5A   single  0.970  0.020  1.090
 F24  O5   HO5   single  0.850  0.020  0.980
 F24  C6   H6    single  0.930  0.020  1.080
 F24  O6   HO6   single  0.850  0.020  0.980
 F24  C7   H7    single  0.970  0.020  1.090
 F24  C7   H7A   single  0.970  0.020  1.090
 F24  C7   H7B   single  0.970  0.020  1.090
 F24  C8   H8    single  0.930  0.020  1.080
 F24  C10  H10   single  0.970  0.020  1.090
 F24  C10  H10A  single  0.970  0.020  1.090
 F24  C11  H11   single  0.970  0.020  1.090
 F24  C11  H11A  single  0.970  0.020  1.090
 F24  C12  H12   single  0.930  0.020  1.080
 F24  C13  H13   single  0.970  0.020  1.090
 F24  C13  H13A  single  0.970  0.020  1.090
 F24  C13  H13B  single  0.970  0.020  1.090
 F24  C16  H16   single  0.970  0.020  1.090
 F24  C16  H16A  single  0.970  0.020  1.090
 F24  C18  H18   single  0.970  0.020  1.090
 F24  C20  H20   single  0.970  0.020  1.090
 F24  C20  H20A  single  0.970  0.020  1.090
 F24  C21  H21   single  0.970  0.020  1.090
 F24  C21  H21A  single  0.970  0.020  1.090
 F24  C21  H21B  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
 F24  H1    C1   C8    108.64  3.000
 F24  H1    C1   C4    109.60  3.000
 F24  C8    C1   C4    108.77  3.000
 F24  H1    C1   C2    107.31  3.000
 F24  C8    C1   C2    111.43  3.000
 F24  C4    C1   C2    111.05  3.000
 F24  H2    C2   O6    105.60  3.000
 F24  H2    C2   C5    107.79  3.000
 F24  O6    C2   C5    112.60  3.000
 F24  H2    C2   C1    106.03  3.000
 F24  C5    C2   C1    112.26  3.000
 F24  O6    C2   C1    112.01  3.000
 F24  C6    C3   O4    114.41  3.000
 F24  C6    C3   O1    119.91  3.000
 F24  O4    C3   O1    125.68  3.000
 F24  H4A   C4   H4    107.14  3.000
 F24  H4A   C4   O5    111.50  3.000
 F24  H4    C4   O5    112.04  3.000
 F24  H4A   C4   C1    109.55  3.000
 F24  H4    C4   C1    109.06  3.000
 F24  O5    C4   C1    107.53  3.000
 F24  H5A   C5   H5    105.78  3.000
 F24  H5A   C5   C10   109.50  3.000
 F24  H5    C5   C10   109.49  3.000
 F24  H5A   C5   C2    110.28  3.000
 F24  H5    C5   C2    108.19  3.000
 F24  C10   C5   C2    113.32  3.000
 F24  HO5   O5   C4    108.46  3.000
 F24  H6    C6   C9    116.47  3.000
 F24  H6    C6   C3    113.78  3.000
 F24  C9    C6   C3    129.72  3.000
 F24  HO6   O6   C2    109.29  3.000
 F24  H7B   C7   H7A   108.30  3.000
 F24  H7B   C7   H7    107.56  3.000
 F24  H7A   C7   H7    106.38  3.000
 F24  H7B   C7   C14   112.82  3.000
 F24  H7A   C7   C14   110.76  3.000
 F24  H7    C7   C14   110.75  3.000
 F24  H8    C8   O2    120.29  3.000
 F24  H8    C8   C1    114.65  3.000
 F24  O2    C8   C1    125.05  3.000
 F24  C21   C9   C12   113.13  3.000
 F24  C12   C9   C6    120.97  3.000
 F24  C21   C9   C6    125.86  3.000
 F24  H10A  C10  H10   106.09  3.000
 F24  H10A  C10  C11   109.54  3.000
 F24  H10   C10  C11   108.88  3.000
 F24  H10A  C10  C5    109.32  3.000
 F24  H10   C10  C5    110.00  3.000
 F24  C11   C10  C5    112.79  3.000
 F24  H11A  C11  H11   106.05  3.000
 F24  H11A  C11  C20   110.31  3.000
 F24  H11   C11  C20   109.41  3.000
 F24  H11A  C11  C10   108.92  3.000
 F24  H11   C11  C10   109.68  3.000
 F24  C20   C11  C10   112.28  3.000
 F24  H12   C12  C14   116.79  3.000
 F24  H12   C12  C9    114.29  3.000
 F24  C14   C12  C9    128.84  3.000
 F24  H13B  C13  H13A  107.78  3.000
 F24  H13B  C13  H13   107.32  3.000
 F24  H13A  C13  H13   107.41  3.000
 F24  H13B  C13  C18   110.64  3.000
 F24  H13A  C13  C18   111.86  3.000
 F24  H13   C13  C18   111.62  3.000
 F24  H16A  C16  H16   106.38  3.000
 F24  H16A  C16  C18   108.33  3.000
 F24  H16   C16  C18   108.17  3.000
 F24  H16A  C16  C14   109.40  3.000
 F24  H16   C16  C14   108.96  3.000
 F24  C18   C16  C14   115.23  3.000
 F24  H18   C18  C20   107.52  3.000
 F24  H18   C18  C16   108.60  3.000
 F24  C20   C18  C16   109.04  3.000
 F24  H18   C18  C13   108.50  3.000
 F24  C20   C18  C13   112.03  3.000
 F24  C16   C18  C13   111.03  3.000
 F24  H20A  C20  H20   105.83  3.000
 F24  H20A  C20  C18   108.82  3.000
 F24  H20   C20  C18   108.96  3.000
 F24  H20A  C20  C11   108.48  3.000
 F24  H20   C20  C11   109.26  3.000
 F24  C18   C20  C11   115.09  3.000
 F24  H21B  C21  H21A  109.50  3.000
 F24  H21B  C21  H21   108.41  3.000
 F24  H21A  C21  H21   106.24  3.000
 F24  H21B  C21  C9    112.37  3.000
 F24  H21A  C21  C9    110.01  3.000
 F24  H21   C21  C9    110.11  3.000
 F24  C16   C14  C12   119.74  3.000
 F24  C16   C14  C7    115.55  3.000
 F24  C12   C14  C7    124.70  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
 F24  Var_01  C21  C9   C6   C3    -2.11   0.0  2
 F24  Var_02  C9   C12  C14  C7    -0.57   0.0  2
 F24  Var_03  C9   C6   C3   O1    -9.32  30.0  2
 F24  Var_04  C11  C10  C5   C2   179.07  30.0  1
 F24  Var_05  C20  C11  C10  C5   179.59  30.0  3
 F24  Var_06  C14  C12  C9   C6   -49.02  30.0  3
 F24  Var_07  C18  C16  C14  C7   -63.74  30.0  2
 F24  Var_08  C18  C20  C11  C10  179.49  30.0  3
 F24  Var_09  H21  C21  C9   C6   112.77  30.0  3
 F24  Var_10  H7   C7   C14  C12  109.88  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
 F24  chir_01  C1   C2   C4   C8   negativ
 F24  chir_02  C2   O6   C1   C5   negativ
 F24  chir_03  C18  C13  C16  C20  negativ

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
 F24  plan-1  O1   0.020
 F24  plan-1  C3   0.020
 F24  plan-1  O4   0.020
 F24  plan-1  C6   0.020
 F24  plan-2  C1   0.020
 F24  plan-2  O2   0.020
 F24  plan-2  C8   0.020
 F24  plan-2  H8   0.020
 F24  plan-3  C3   0.020
 F24  plan-3  C6   0.020
 F24  plan-3  C9   0.020
 F24  plan-3  C12  0.020
 F24  plan-3  C21  0.020
 F24  plan-3  H6   0.020
 F24  plan-4  C7   0.020
 F24  plan-4  C9   0.020
 F24  plan-4  C12  0.020
 F24  plan-4  C16  0.020
 F24  plan-4  H12  0.020
 F24  plan-4  C14  0.020

