# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 20:33:21 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: (2Z,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CCC\C(C)=C/CC\C(C)=C/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
 FOH  FOH  (2Z,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol  ligand  42  16  .  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_FOH
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
 FOH  C1   C  CH3   0  -0.717  -5.1571  -0.1977  -0.8396
 FOH  C2   C  C     0   0.080  -4.2984  -1.1097  -0.0143
 FOH  C3   C  CH3   0  -0.706  -5.0378  -2.2537   0.6174
 FOH  C4   C  C1    0  -0.256  -2.9846  -0.9560   0.1701
 FOH  C5   C  CH2   0  -0.489  -2.0985   0.1274  -0.3591
 FOH  C6   C  CH2   0  -0.512  -1.6366   1.0802   0.7567
 FOH  C7   C  C     0   0.110  -0.7222   2.1621   0.2438
 FOH  C8   C  CH3   0  -0.718  -1.4063   3.4232  -0.1965
 FOH  C9   C  C1    0  -0.263   0.6013   2.0207   0.1351
 FOH  C10  C  CH2   0  -0.484   1.4059   0.8054   0.4709
 FOH  C11  C  CH2   0  -0.514   1.9735   0.1327  -0.7914
 FOH  C12  C  C     0   0.125   2.6638  -1.1651  -0.4651
 FOH  C13  C  CH3   0  -0.715   1.7526  -2.3551  -0.3820
 FOH  C14  C  C1    0  -0.310   3.9704  -1.2830  -0.2182
 FOH  C15  C  CH2   0  -0.202   4.9931  -0.1949  -0.2457
 FOH  O1   O  OH1   0  -0.675   5.5427  -0.0666   1.0552
 FOH  H1   H  HCH3  0   0.235  -5.9911   0.1814  -0.2440
 FOH  H2   H  HCH3  0   0.236  -4.6210   0.6592  -1.2419
 FOH  H3   H  HCH3  0   0.235  -5.6004  -0.7409  -1.6782
 FOH  H4   H  HCH3  0   0.231  -5.5344  -2.8657  -0.1401
 FOH  H5   H  HCH3  0   0.236  -4.3785  -2.9012   1.1947
 FOH  H6   H  HCH3  0   0.231  -5.8250  -1.8902   1.2834
 FOH  H7   H  H     0   0.220  -2.4811  -1.6816   0.8062
 FOH  H8   H  HCH2  0   0.235  -1.2130  -0.3244  -0.8179
 FOH  H9   H  HCH2  0   0.236  -2.5876   0.6999  -1.1501
 FOH  H10  H  HCH2  0   0.239  -2.5214   1.5348   1.2113
 FOH  H11  H  HCH2  0   0.239  -1.1591   0.4956   1.5464
 FOH  H12  H  HCH3  0   0.234  -1.8975   3.9195   0.6441
 FOH  H13  H  HCH3  0   0.235  -0.7111   4.1307  -0.6480
 FOH  H14  H  HCH3  0   0.231  -2.1898   3.2115  -0.9293
 FOH  H15  H  H     0   0.222   1.1680   2.8522  -0.2795
 FOH  H16  H  HCH2  0   0.240   2.2466   1.0803   1.1155
 FOH  H17  H  HCH2  0   0.234   0.8111   0.0819   1.0323
 FOH  H18  H  HCH2  0   0.242   1.1525  -0.0639  -1.4872
 FOH  H19  H  HCH2  0   0.244   2.6375   0.8323  -1.3018
 FOH  H20  H  HCH3  0   0.238   1.2794  -2.5512  -1.3473
 FOH  H21  H  HCH3  0   0.240   2.2790  -3.2575  -0.0724
 FOH  H22  H  HCH3  0   0.233   0.9431  -2.1805   0.3313
 FOH  H23  H  H     0   0.229   4.3557  -2.2666   0.0401
 FOH  H24  H  HCH2  0   0.204   5.7747  -0.4591  -0.9704
 FOH  H25  H  HCH2  0   0.199   4.5568   0.7500  -0.5867
 FOH  H26  H  HOH1  0   0.451   6.3033   0.5189   0.9959

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
 FOH  C1   C2   single  1.500  0.020  1.500
 FOH  C2   C3   single  1.502  0.020  1.502
 FOH  C2   C4   double  1.335  0.020  1.335
 FOH  C4   C5   single  1.496  0.020  1.496
 FOH  C5   C6   single  1.538  0.020  1.538
 FOH  C8   C7   single  1.501  0.020  1.501
 FOH  C6   C7   single  1.507  0.020  1.507
 FOH  C7   C9   double  1.335  0.020  1.335
 FOH  C15  O1   single  1.418  0.020  1.418
 FOH  C15  C14  single  1.494  0.020  1.494
 FOH  C14  C12  double  1.335  0.020  1.335
 FOH  C9   C10  single  1.496  0.020  1.496
 FOH  C12  C13  single  1.501  0.020  1.501
 FOH  C12  C11  single  1.506  0.020  1.506
 FOH  C10  C11  single  1.539  0.020  1.539
 FOH  C1   H1   single  0.970  0.020  1.090
 FOH  C1   H2   single  0.970  0.020  1.090
 FOH  C1   H3   single  0.970  0.020  1.090
 FOH  C3   H4   single  0.970  0.020  1.090
 FOH  C3   H5   single  0.970  0.020  1.090
 FOH  C3   H6   single  0.970  0.020  1.090
 FOH  C4   H7   single  0.930  0.020  1.080
 FOH  C5   H8   single  0.970  0.020  1.090
 FOH  C5   H9   single  0.970  0.020  1.090
 FOH  C6   H10  single  0.970  0.020  1.090
 FOH  C6   H11  single  0.970  0.020  1.090
 FOH  C8   H12  single  0.970  0.020  1.090
 FOH  C8   H13  single  0.970  0.020  1.090
 FOH  C8   H14  single  0.970  0.020  1.090
 FOH  C9   H15  single  0.930  0.020  1.080
 FOH  C10  H16  single  0.970  0.020  1.090
 FOH  C10  H17  single  0.970  0.020  1.090
 FOH  C11  H18  single  0.970  0.020  1.090
 FOH  C11  H19  single  0.970  0.020  1.090
 FOH  C13  H20  single  0.970  0.020  1.090
 FOH  C13  H21  single  0.970  0.020  1.090
 FOH  C13  H22  single  0.970  0.020  1.090
 FOH  C14  H23  single  0.930  0.020  1.080
 FOH  C15  H24  single  0.970  0.020  1.090
 FOH  C15  H25  single  0.970  0.020  1.090
 FOH  O1   H26  single  0.850  0.020  0.980

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
 FOH  H3   C1   H2   107.91  3.000
 FOH  H3   C1   H1   106.32  3.000
 FOH  H2   C1   H1   107.72  3.000
 FOH  H3   C1   C2   110.62  3.000
 FOH  H2   C1   C2   113.59  3.000
 FOH  H1   C1   C2   110.36  3.000
 FOH  C4   C2   C3   120.93  3.000
 FOH  C4   C2   C1   124.69  3.000
 FOH  C3   C2   C1   114.37  3.000
 FOH  H6   C3   H5   108.09  3.000
 FOH  H6   C3   H4   106.33  3.000
 FOH  H5   C3   H4   108.02  3.000
 FOH  H6   C3   C2   110.95  3.000
 FOH  H5   C3   C2   112.19  3.000
 FOH  H4   C3   C2   111.03  3.000
 FOH  H7   C4   C5   114.54  3.000
 FOH  H7   C4   C2   117.33  3.000
 FOH  C5   C4   C2   128.10  3.000
 FOH  H9   C5   H8   105.96  3.000
 FOH  H9   C5   C6   109.58  3.000
 FOH  H8   C5   C6   108.47  3.000
 FOH  H9   C5   C4   111.74  3.000
 FOH  H8   C5   C4   109.17  3.000
 FOH  C6   C5   C4   111.70  3.000
 FOH  H11  C6   H10  106.00  3.000
 FOH  H11  C6   C7   111.41  3.000
 FOH  H10  C6   C7   109.52  3.000
 FOH  H11  C6   C5   108.91  3.000
 FOH  H10  C6   C5   108.43  3.000
 FOH  C7   C6   C5   112.34  3.000
 FOH  C9   C7   C8   121.12  3.000
 FOH  C9   C7   C6   123.59  3.000
 FOH  C8   C7   C6   115.26  3.000
 FOH  H14  C8   H13  107.77  3.000
 FOH  H14  C8   H12  106.34  3.000
 FOH  H13  C8   H12  108.09  3.000
 FOH  H14  C8   C7   111.13  3.000
 FOH  H13  C8   C7   112.11  3.000
 FOH  H12  C8   C7   111.15  3.000
 FOH  H15  C9   C10  115.23  3.000
 FOH  H15  C9   C7   117.79  3.000
 FOH  C10  C9   C7   126.93  3.000
 FOH  H17  C10  H16  106.38  3.000
 FOH  H17  C10  C11  109.45  3.000
 FOH  H16  C10  C11  108.03  3.000
 FOH  H17  C10  C9   111.15  3.000
 FOH  H16  C10  C9   109.96  3.000
 FOH  C11  C10  C9   111.68  3.000
 FOH  H19  C11  H18  105.92  3.000
 FOH  H19  C11  C12  112.02  3.000
 FOH  H18  C11  C12  109.08  3.000
 FOH  H19  C11  C10  109.14  3.000
 FOH  H18  C11  C10  108.87  3.000
 FOH  C12  C11  C10  111.60  3.000
 FOH  C14  C12  C13  120.92  3.000
 FOH  C13  C12  C11  114.65  3.000
 FOH  C14  C12  C11  124.40  3.000
 FOH  H22  C13  H21  107.74  3.000
 FOH  H22  C13  H20  106.52  3.000
 FOH  H21  C13  H20  108.15  3.000
 FOH  H22  C13  C12  111.04  3.000
 FOH  H21  C13  C12  112.28  3.000
 FOH  H20  C13  C12  110.86  3.000
 FOH  H23  C14  C15  114.88  3.000
 FOH  H23  C14  C12  118.08  3.000
 FOH  C15  C14  C12  127.04  3.000
 FOH  H25  C15  H24  106.60  3.000
 FOH  H25  C15  O1   111.22  3.000
 FOH  H24  C15  O1   110.56  3.000
 FOH  H25  C15  C14  111.20  3.000
 FOH  H24  C15  C14  108.92  3.000
 FOH  O1   C15  C14  108.33  3.000
 FOH  H26  O1   C15  107.76  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
 FOH  Var_01  C5   C4   C2   C1      1.11   0.0  2
 FOH  Var_02  C10  C9   C7   C6      0.77   0.0  2
 FOH  Var_03  C15  C14  C12  C11    -1.58   0.0  2
 FOH  Var_04  C6   C5   C4   C2    109.05  30.0  3
 FOH  Var_05  C7   C6   C5   C4    178.93  30.0  3
 FOH  Var_06  C8   C7   C6   C5     90.59  30.0  3
 FOH  Var_07  C11  C10  C9   C7    110.21  30.0  3
 FOH  Var_08  C12  C11  C10  C9   -174.21  30.0  3
 FOH  Var_09  C14  C12  C11  C10   -92.98  30.0  2
 FOH  Var_10  O1   C15  C14  C12   117.65  30.0  1
 FOH  Var_11  H4   C3   C2   C1     58.13  30.0  3
 FOH  Var_12  H1   C1   C2   C3     55.44  30.0  3
 FOH  Var_13  H12  C8   C7   C6     64.54  30.0  3
 FOH  Var_14  H20  C13  C12  C11    63.13  30.0  3

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
 FOH  plan-1  C1   0.020
 FOH  plan-1  C2   0.020
 FOH  plan-1  C3   0.020
 FOH  plan-1  C4   0.020
 FOH  plan-1  C5   0.020
 FOH  plan-1  H7   0.020
 FOH  plan-2  C6   0.020
 FOH  plan-2  C7   0.020
 FOH  plan-2  C8   0.020
 FOH  plan-2  C9   0.020
 FOH  plan-2  C10  0.020
 FOH  plan-2  H15  0.020
 FOH  plan-3  C11  0.020
 FOH  plan-3  C12  0.020
 FOH  plan-3  C13  0.020
 FOH  plan-3  C14  0.020
 FOH  plan-3  C15  0.020
 FOH  plan-3  H23  0.020

