# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 14:13:01 2022
#   Inital geometry file: a 125 line input string
#   Ligand name: (2~{R})-3-[(2~{E},6~{E})-3,7,11-trimethyldodeca-2,6,10-trienoxy]propane-1,2-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CCCC(/C)=C/CC/C(C)=C/COC[C@H](O)CO
#
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
 FQF  FQF  (2~{R})-3-[(2~{E},6~{E})-3,7,11-trimethyldodeca-2,6,10-trienoxy]propane-1,2-diol  ligand  53  21  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FQF
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
 FQF  C1   C  CH2   0  -0.176   -4.2119  -25.0540  13.8070
 FQF  C2   C  CH1   0  -0.018   -5.0283  -24.3107  12.7627
 FQF  C3   C  CH2   0  -0.163   -6.2760  -25.0637  12.3205
 FQF  C7   C  C1    0  -0.330   -9.2345  -25.3046  12.1984
 FQF  C8   C  C     0   0.139  -10.0287  -24.2659  12.4764
 FQF  C9   C  CH2   0  -0.494  -10.9127  -23.6844  11.4012
 FQF  C10  C  CH3   0  -0.727  -10.1153  -23.6158  13.8241
 FQF  C11  C  CH2   0  -0.483  -10.2429  -22.5750  10.5695
 FQF  C12  C  C1    0  -0.268   -9.9184  -21.3334  11.3389
 FQF  C13  C  C     0   0.122   -8.7177  -20.8622  11.6871
 FQF  C14  C  CH3   0  -0.746   -7.4167  -21.5387  11.3755
 FQF  C6   C  CH2   0  -0.227   -8.2857  -25.9660  13.1610
 FQF  O6   O  OH1   0  -0.671   -4.2921  -24.0457  11.5874
 FQF  O1   O  OH1   0  -0.669   -3.8351  -26.3187  13.3170
 FQF  O5   O  O2    0  -0.486   -7.1178  -25.2153  13.4340
 FQF  C15  C  CH2   0  -0.469   -8.6002  -19.5756  12.4601
 FQF  C16  C  CH2   0  -0.510   -7.8808  -18.4512  11.6939
 FQF  C17  C  C1    0  -0.249   -8.5249  -18.1574  10.3735
 FQF  C18  C  C     0   0.087   -9.4285  -17.2113  10.1052
 FQF  C19  C  CH3   0  -0.703  -10.0147  -17.0682   8.7304
 FQF  C20  C  CH3   0  -0.718   -9.9466  -16.2236  11.1080
 FQF  H1   H  HCH2  0   0.203   -3.3336  -24.4410  14.0594
 FQF  H2   H  HCH2  0   0.199   -4.8098  -25.1274  14.7235
 FQF  H3   H  HCH1  0   0.209   -5.3532  -23.3749  13.2417
 FQF  H4   H  HCH2  0   0.201   -6.0060  -26.0398  11.8937
 FQF  H5   H  HCH2  0   0.218   -6.7679  -24.4915  11.5239
 FQF  H6   H  H     0   0.232   -9.2613  -25.7069  11.1891
 FQF  H7   H  HCH2  0   0.230  -11.8318  -23.2932  11.8484
 FQF  H8   H  HCH2  0   0.241  -11.2138  -24.4773  10.7130
 FQF  H9   H  HCH3  0   0.240   -9.4585  -24.0635  14.5667
 FQF  H10  H  HCH3  0   0.251   -9.8646  -22.5560  13.7522
 FQF  H11  H  HCH3  0   0.235  -11.1402  -23.6664  14.1995
 FQF  H12  H  HCH2  0   0.234   -9.3611  -22.9887  10.0774
 FQF  H13  H  HCH2  0   0.236  -10.9395  -22.3080   9.7682
 FQF  H14  H  H     0   0.217  -10.7862  -20.7536  11.6475
 FQF  H15  H  HCH3  0   0.238   -6.8810  -21.7721  12.2999
 FQF  H16  H  HCH3  0   0.244   -7.5367  -22.4679  10.8234
 FQF  H17  H  HCH3  0   0.238   -6.7575  -20.8911  10.7925
 FQF  H18  H  HCH2  0   0.232   -8.7631  -26.1304  14.1293
 FQF  H19  H  HCH2  0   0.214   -8.0124  -26.9549  12.7699
 FQF  H20  H  HOH1  0   0.451   -3.5529  -23.4736  11.8156
 FQF  H21  H  HOH1  0   0.453   -3.3475  -26.7748  14.0079
 FQF  H22  H  HCH2  0   0.230   -9.5958  -19.2228  12.7404
 FQF  H23  H  HCH2  0   0.227   -8.0547  -19.7620  13.3923
 FQF  H24  H  HCH2  0   0.233   -6.8365  -18.7307  11.5311
 FQF  H25  H  HCH2  0   0.241   -7.8550  -17.5654  12.3307
 FQF  H26  H  H     0   0.218   -8.2453  -18.8223   9.5600
 FQF  H27  H  HCH3  0   0.234   -9.6131  -17.8041   8.0342
 FQF  H28  H  HCH3  0   0.228  -11.1016  -17.1833   8.7541
 FQF  H29  H  HCH3  0   0.228   -9.8192  -16.0731   8.3221
 FQF  H30  H  HCH3  0   0.238   -9.5099  -16.3385  12.0979
 FQF  H31  H  HCH3  0   0.232   -9.7575  -15.2000  10.7742
 FQF  H32  H  HCH3  0   0.233  -11.0308  -16.3168  11.2112

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
 FQF  C19  C18  single  1.501  0.020  1.501
 FQF  C11  C9   single  1.540  0.020  1.540
 FQF  C11  C12  single  1.496  0.020  1.496
 FQF  C18  C20  single  1.500  0.020  1.500
 FQF  C18  C17  double  1.336  0.020  1.336
 FQF  C9   C8   single  1.509  0.020  1.509
 FQF  C17  C16  single  1.498  0.020  1.498
 FQF  C14  C13  single  1.499  0.020  1.499
 FQF  C12  C13  double  1.336  0.020  1.336
 FQF  C13  C15  single  1.506  0.020  1.506
 FQF  C7   C8   double  1.337  0.020  1.337
 FQF  C7   C6   single  1.505  0.020  1.505
 FQF  C8   C10  single  1.499  0.020  1.499
 FQF  C16  C15  single  1.539  0.020  1.539
 FQF  C3   O5   single  1.404  0.020  1.404
 FQF  C3   C2   single  1.523  0.020  1.523
 FQF  O5   C6   single  1.415  0.020  1.415
 FQF  C2   O6   single  1.412  0.020  1.412
 FQF  C2   C1   single  1.520  0.020  1.520
 FQF  C1   O1   single  1.408  0.020  1.408
 FQF  C1   H1   single  0.970  0.020  1.090
 FQF  C1   H2   single  0.970  0.020  1.090
 FQF  C2   H3   single  0.970  0.020  1.090
 FQF  C3   H4   single  0.970  0.020  1.090
 FQF  C3   H5   single  0.970  0.020  1.090
 FQF  C7   H6   single  0.930  0.020  1.080
 FQF  C9   H7   single  0.970  0.020  1.090
 FQF  C9   H8   single  0.970  0.020  1.090
 FQF  C10  H9   single  0.970  0.020  1.090
 FQF  C10  H10  single  0.970  0.020  1.090
 FQF  C10  H11  single  0.970  0.020  1.090
 FQF  C11  H12  single  0.970  0.020  1.090
 FQF  C11  H13  single  0.970  0.020  1.090
 FQF  C12  H14  single  0.930  0.020  1.080
 FQF  C14  H15  single  0.970  0.020  1.090
 FQF  C14  H16  single  0.970  0.020  1.090
 FQF  C14  H17  single  0.970  0.020  1.090
 FQF  C6   H18  single  0.970  0.020  1.090
 FQF  C6   H19  single  0.970  0.020  1.090
 FQF  O6   H20  single  0.850  0.020  0.980
 FQF  O1   H21  single  0.850  0.020  0.980
 FQF  C15  H22  single  0.970  0.020  1.090
 FQF  C15  H23  single  0.970  0.020  1.090
 FQF  C16  H24  single  0.970  0.020  1.090
 FQF  C16  H25  single  0.970  0.020  1.090
 FQF  C17  H26  single  0.930  0.020  1.080
 FQF  C19  H27  single  0.970  0.020  1.090
 FQF  C19  H28  single  0.970  0.020  1.090
 FQF  C19  H29  single  0.970  0.020  1.090
 FQF  C20  H30  single  0.970  0.020  1.090
 FQF  C20  H31  single  0.970  0.020  1.090
 FQF  C20  H32  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
 FQF  H2   C1   H1   106.30  3.000
 FQF  H2   C1   O1   112.13  3.000
 FQF  H1   C1   O1   111.51  3.000
 FQF  H2   C1   C2   108.31  3.000
 FQF  H1   C1   C2   108.30  3.000
 FQF  O1   C1   C2   110.12  3.000
 FQF  H3   C2   O6   110.90  3.000
 FQF  H3   C2   C3   107.76  3.000
 FQF  O6   C2   C3   106.16  3.000
 FQF  H3   C2   C1   105.98  3.000
 FQF  O6   C2   C1   112.56  3.000
 FQF  C3   C2   C1   113.44  3.000
 FQF  H5   C3   H4   106.94  3.000
 FQF  H5   C3   O5   111.30  3.000
 FQF  H4   C3   O5   111.06  3.000
 FQF  H5   C3   C2   108.67  3.000
 FQF  H4   C3   C2   110.53  3.000
 FQF  O5   C3   C2   108.32  3.000
 FQF  H6   C7   C6   116.54  3.000
 FQF  H6   C7   C8   117.78  3.000
 FQF  C6   C7   C8   125.67  3.000
 FQF  C10  C8   C9   116.10  3.000
 FQF  C10  C8   C7   123.94  3.000
 FQF  C9   C8   C7   119.96  3.000
 FQF  H8   C9   H7   106.58  3.000
 FQF  H8   C9   C11  107.61  3.000
 FQF  H7   C9   C11  109.18  3.000
 FQF  H8   C9   C8   109.32  3.000
 FQF  H7   C9   C8   109.80  3.000
 FQF  C11  C9   C8   114.07  3.000
 FQF  H11  C10  H10  106.44  3.000
 FQF  H11  C10  H9   108.23  3.000
 FQF  H10  C10  H9   107.82  3.000
 FQF  H11  C10  C8   110.06  3.000
 FQF  H10  C10  C8   110.40  3.000
 FQF  H9   C10  C8   113.61  3.000
 FQF  H13  C11  H12  106.05  3.000
 FQF  H13  C11  C12  108.18  3.000
 FQF  H12  C11  C12  111.79  3.000
 FQF  H13  C11  C9   107.12  3.000
 FQF  H12  C11  C9   108.78  3.000
 FQF  C12  C11  C9   114.48  3.000
 FQF  H14  C12  C13  117.05  3.000
 FQF  H14  C12  C11  114.52  3.000
 FQF  C13  C12  C11  128.44  3.000
 FQF  C15  C13  C14  115.13  3.000
 FQF  C15  C13  C12  120.36  3.000
 FQF  C14  C13  C12  124.51  3.000
 FQF  H17  C14  H16  107.58  3.000
 FQF  H17  C14  H15  106.38  3.000
 FQF  H16  C14  H15  107.51  3.000
 FQF  H17  C14  C13  111.53  3.000
 FQF  H16  C14  C13  113.29  3.000
 FQF  H15  C14  C13  110.23  3.000
 FQF  H19  C6   H18  106.80  3.000
 FQF  H19  C6   O5   109.95  3.000
 FQF  H18  C6   O5   105.64  3.000
 FQF  H19  C6   C7   108.96  3.000
 FQF  H18  C6   C7   110.96  3.000
 FQF  O5   C6   C7   114.24  3.000
 FQF  H20  O6   C2   108.35  3.000
 FQF  H21  O1   C1   108.18  3.000
 FQF  C6   O5   C3   113.53  3.000
 FQF  H23  C15  H22  106.86  3.000
 FQF  H23  C15  C16  108.36  3.000
 FQF  H22  C15  C16  108.53  3.000
 FQF  H23  C15  C13  109.28  3.000
 FQF  H22  C15  C13  109.66  3.000
 FQF  C16  C15  C13  113.90  3.000
 FQF  H25  C16  H24  105.78  3.000
 FQF  H25  C16  C17  111.42  3.000
 FQF  H24  C16  C17  109.24  3.000
 FQF  H25  C16  C15  108.27  3.000
 FQF  H24  C16  C15  109.51  3.000
 FQF  C17  C16  C15  112.40  3.000
 FQF  H26  C17  C18  117.19  3.000
 FQF  H26  C17  C16  115.40  3.000
 FQF  C18  C17  C16  127.36  3.000
 FQF  C20  C18  C19  114.49  3.000
 FQF  C20  C18  C17  124.47  3.000
 FQF  C19  C18  C17  121.04  3.000
 FQF  H29  C19  H28  106.37  3.000
 FQF  H29  C19  H27  108.07  3.000
 FQF  H28  C19  H27  108.01  3.000
 FQF  H29  C19  C18  111.03  3.000
 FQF  H28  C19  C18  110.99  3.000
 FQF  H27  C19  C18  112.13  3.000
 FQF  H32  C20  H31  106.28  3.000
 FQF  H32  C20  H30  107.65  3.000
 FQF  H31  C20  H30  107.90  3.000
 FQF  H32  C20  C18  110.46  3.000
 FQF  H31  C20  C18  110.65  3.000
 FQF  H30  C20  C18  113.58  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
 FQF  Var_01  C6   C7   C8   C9    178.76   0.0  2
 FQF  Var_02  C14  C13  C12  C11    -1.21   0.0  2
 FQF  Var_03  C19  C18  C17  C16  -178.11   0.0  2
 FQF  Var_04  C7   C6   O5   C3    -65.96  30.0  3
 FQF  Var_05  C11  C9   C8   C7    -88.94  30.0  3
 FQF  Var_06  C12  C11  C9   C8    -65.64  30.0  2
 FQF  Var_07  O5   C6   C7   C8    -74.21  30.0  3
 FQF  Var_08  C13  C12  C11  C9    110.24  30.0  3
 FQF  Var_09  C16  C15  C13  C12  -115.79  30.0  3
 FQF  Var_10  C17  C16  C15  C13    55.99  30.0  1
 FQF  Var_11  C18  C17  C16  C15    95.47  30.0  1
 FQF  Var_12  H9   C10  C8   C7      0.54  30.0  3
 FQF  Var_13  H15  C14  C13  C12  -120.24  30.0  3
 FQF  Var_14  H4   C3   O5   C6    -55.32  30.0  1
 FQF  Var_15  H27  C19  C18  C17    -0.15  30.0  3
 FQF  Var_16  H30  C20  C18  C17     0.41  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
 FQF  chir_01  C2  C3  O6  C1  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
 FQF  plan-1  C16  0.020
 FQF  plan-1  C17  0.020
 FQF  plan-1  C18  0.020
 FQF  plan-1  C19  0.020
 FQF  plan-1  C20  0.020
 FQF  plan-1  H26  0.020
 FQF  plan-2  C11  0.020
 FQF  plan-2  C12  0.020
 FQF  plan-2  C13  0.020
 FQF  plan-2  C14  0.020
 FQF  plan-2  C15  0.020
 FQF  plan-2  H14  0.020
 FQF  plan-3  C7   0.020
 FQF  plan-3  C8   0.020
 FQF  plan-3  C9   0.020
 FQF  plan-3  C10  0.020
 FQF  plan-3  C6   0.020
 FQF  plan-3  H6   0.020

