# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun 15 07:27:20 2020
#   Inital geometry file: a 171 line input string
#   Ligand name: "(1~{R},3~{S},5~{Z})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-7~{a}-methyl-1-[(1~{S})-1-[(2~{R},5~{S})-5-(2-oxidanylpropan-2-yl)oxolan-2-yl]ethyl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol"
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]([C@H]1CC[C@H](O1)C(C)(C)O)[C@H]2CC[C@H]3/C(CCC[C@]23C)=C/C=C4/C[C@@H](O)C[C@H](O)C4=C
#
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
 91W  91W  "(1~{R},3~{S},5~{Z})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-7~{a}-methyl-1-[(1~{S})-1-[(2~{R},5~{S})-5-(2-oxidanylpropan-2-yl)oxolan-2-yl]ethyl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol"
  ligand  76  32  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_91W
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
 91W  O3   O  OH1   0  -0.664  -4.8438   2.1329  -1.4687
 91W  C25  C  CH1   0  -0.028  -5.4789   2.3537  -0.2232
 91W  C24  C  CH2   0  -0.489  -6.9458   1.9778  -0.3812
 91W  C23  C  CH1   0   0.072  -7.1361   0.4851  -0.6083
 91W  O2   O  OH1   0  -0.674  -8.5258   0.2433  -0.6849
 91W  C22  C  CH2   0  -0.534  -6.4863  -0.3079   0.5288
 91W  C26  C  C     0   0.068  -4.8241   1.5157   0.8525
 91W  C27  C  C2    0  -0.588  -4.1451   2.0785   1.8503
 91W  C21  C  C     0   0.098  -5.0390   0.0644   0.7048
 91W  C20  C  C1    0  -0.301  -4.0640  -0.8608   0.6935
 91W  C19  C  C1    0  -0.362  -2.6394  -0.6107   0.7896
 91W  C15  C  C     0   0.154  -1.6716  -1.5400   0.8412
 91W  C2   C  CH1   0  -0.245  -0.2150  -1.1997   0.9108
 91W  C16  C  CH2   0  -0.506  -1.8871  -3.0281   0.8357
 91W  C17  C  CH2   0  -0.433  -1.0681  -3.7078  -0.2665
 91W  C18  C  CH2   0  -0.418   0.4078  -3.3095  -0.2390
 91W  C1   C  CT    0  -0.067   0.5920  -1.7879  -0.2755
 91W  C    C  CH3   0  -0.678   0.0930  -1.2055  -1.6007
 91W  C5   C  CH1   0  -0.170   2.0099  -1.2578   0.0739
 91W  C4   C  CH2   0  -0.424   1.7320   0.1754   0.6126
 91W  C3   C  CH2   0  -0.455   0.2402   0.2456   0.9890
 91W  C6   C  CH1   0  -0.289   3.0992  -1.3037  -1.0151
 91W  C14  C  CH3   0  -0.685   3.1942  -2.6603  -1.7161
 91W  C7   C  CH1   0   0.130   4.4951  -0.9995  -0.4601
 91W  C13  C  CH2   0  -0.495   5.5990  -0.9067  -1.5289
 91W  C12  C  CH2   0  -0.479   6.5393   0.1946  -1.0189
 91W  C8   C  CH1   0   0.076   5.8808   0.6571   0.2870
 91W  O    O  O2    0  -0.495   4.5382   0.2467   0.2006
 91W  C9   C  CT    0   0.163   5.9372   2.1652   0.5766
 91W  C11  C  CH3   0  -0.675   5.4017   2.4549   1.9775
 91W  O1   O  OH1   0  -0.675   7.2921   2.5815   0.4754
 91W  C10  C  CH3   0  -0.668   5.1522   2.9731  -0.4470
 91W  H1   H  HOH1  0   0.449  -3.9055   2.3188  -1.3634
 91W  H2   H  HCH1  0   0.225  -5.4155   3.4121   0.0636
 91W  H3   H  HCH2  0   0.237  -7.4745   2.2719   0.5309
 91W  H4   H  HCH2  0   0.250  -7.3832   2.5495  -1.2048
 91W  H5   H  HCH1  0   0.205  -6.6466   0.1987  -1.5479
 91W  H6   H  HOH1  0   0.449  -8.6589  -0.6876  -0.8897
 91W  H7   H  HCH2  0   0.237  -7.0354  -0.0816   1.4512
 91W  H8   H  HCH2  0   0.245  -6.5858  -1.3816   0.3451
 91W  H9   H  H     0   0.246  -3.6872   1.4917   2.6367
 91W  H10  H  H     0   0.243  -4.0374   3.1547   1.9174
 91W  H11  H  H     0   0.233  -4.3804  -1.8918   0.5704
 91W  H12  H  H     0   0.231  -2.3416   0.4312   0.8157
 91W  H13  H  HCH1  0   0.230   0.1738  -1.7133   1.8055
 91W  H14  H  HCH2  0   0.231  -1.5539  -3.4228   1.8038
 91W  H15  H  HCH2  0   0.244  -2.9381  -3.3006   0.7382
 91W  H16  H  HCH2  0   0.233  -1.1564  -4.7917  -0.1606
 91W  H17  H  HCH2  0   0.221  -1.4988  -3.4615  -1.2407
 91W  H18  H  HCH2  0   0.210   0.8668  -3.6936   0.6799
 91W  H19  H  HCH2  0   0.233   0.9178  -3.8005  -1.0681
 91W  H20  H  HCH3  0   0.235  -0.9836  -1.3358  -1.7172
 91W  H21  H  HCH3  0   0.233   0.2917  -0.1356  -1.6816
 91W  H22  H  HCH3  0   0.230   0.5706  -1.6872  -2.4540
 91W  H23  H  HCH1  0   0.205   2.3644  -1.8812   0.9077
 91W  H24  H  HCH2  0   0.232   2.3638   0.3984   1.4694
 91W  H25  H  HCH2  0   0.219   1.9727   0.9219  -0.1461
 91W  H26  H  HCH2  0   0.218  -0.3074   0.8709   0.2806
 91W  H27  H  HCH2  0   0.230   0.0735   0.6732   1.9789
 91W  H28  H  HCH1  0   0.211   2.8762  -0.5386  -1.7703
 91W  H29  H  HCH3  0   0.237   2.2997  -2.8925  -2.2886
 91W  H30  H  HCH3  0   0.249   4.0252  -2.6855  -2.4210
 91W  H31  H  HCH3  0   0.217   3.3479  -3.4673  -0.9943
 91W  H32  H  HCH1  0   0.186   4.7519  -1.7989   0.2569
 91W  H33  H  HCH2  0   0.240   6.1091  -1.8601  -1.6627
 91W  H34  H  HCH2  0   0.235   5.1693  -0.6330  -2.4957
 91W  H35  H  HCH2  0   0.238   7.5497  -0.1708  -0.8395
 91W  H36  H  HCH2  0   0.238   6.6185   1.0053  -1.7438
 91W  H37  H  HCH1  0   0.199   6.3728   0.1359   1.1282
 91W  H38  H  HCH3  0   0.232   5.4781   3.5201   2.2031
 91W  H39  H  HCH3  0   0.234   4.3541   2.1687   2.0732
 91W  H40  H  HCH3  0   0.224   5.9644   1.9078   2.7384
 91W  H41  H  HOH1  0   0.442   7.8025   2.1237   1.1521
 91W  H42  H  HCH3  0   0.230   5.4509   2.7534  -1.4725
 91W  H43  H  HCH3  0   0.237   4.0868   2.7702  -0.3572
 91W  H44  H  HCH3  0   0.230   5.3027   4.0405  -0.2766

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
 91W  C10  C9   single  1.522  0.020  1.522
 91W  C11  C9   single  1.527  0.020  1.527
 91W  C9   O1   single  1.421  0.020  1.421
 91W  C9   C8   single  1.537  0.020  1.537
 91W  C8   O    single  1.407  0.020  1.407
 91W  C8   C12  single  1.534  0.020  1.534
 91W  O    C7   single  1.411  0.020  1.411
 91W  C12  C13  single  1.535  0.020  1.535
 91W  C7   C13  single  1.539  0.020  1.539
 91W  C7   C6   single  1.533  0.020  1.533
 91W  C    C1   single  1.531  0.020  1.531
 91W  C27  C26  double  1.332  0.020  1.332
 91W  C6   C14  single  1.530  0.020  1.530
 91W  C6   C5   single  1.541  0.020  1.541
 91W  C17  C18  single  1.529  0.020  1.529
 91W  C17  C16  single  1.532  0.020  1.532
 91W  C18  C1   single  1.533  0.020  1.533
 91W  O3   C25  single  1.415  0.020  1.415
 91W  C24  C25  single  1.522  0.020  1.522
 91W  C24  C23  single  1.522  0.020  1.522
 91W  C1   C5   single  1.554  0.020  1.554
 91W  C1   C2   single  1.551  0.020  1.551
 91W  C26  C21  single  1.475  0.020  1.475
 91W  C26  C25  single  1.513  0.020  1.513
 91W  C22  C21  single  1.505  0.020  1.505
 91W  C22  C23  single  1.531  0.020  1.531
 91W  C21  C20  double  1.344  0.020  1.344
 91W  C5   C4   single  1.556  0.020  1.556
 91W  C23  O2   single  1.413  0.020  1.413
 91W  C20  C19  single  1.450  0.020  1.450
 91W  C16  C15  single  1.504  0.020  1.504
 91W  C19  C15  double  1.343  0.020  1.343
 91W  C15  C2   single  1.497  0.020  1.497
 91W  C4   C3   single  1.540  0.020  1.540
 91W  C2   C3   single  1.517  0.020  1.517
 91W  O3   H1   single  0.850  0.020  0.980
 91W  C25  H2   single  0.970  0.020  1.090
 91W  C24  H3   single  0.970  0.020  1.090
 91W  C24  H4   single  0.970  0.020  1.090
 91W  C23  H5   single  0.970  0.020  1.090
 91W  O2   H6   single  0.850  0.020  0.980
 91W  C22  H7   single  0.970  0.020  1.090
 91W  C22  H8   single  0.970  0.020  1.090
 91W  C27  H9   single  0.930  0.020  1.080
 91W  C27  H10  single  0.930  0.020  1.080
 91W  C20  H11  single  0.930  0.020  1.080
 91W  C19  H12  single  0.930  0.020  1.080
 91W  C2   H13  single  0.970  0.020  1.090
 91W  C16  H14  single  0.970  0.020  1.090
 91W  C16  H15  single  0.970  0.020  1.090
 91W  C17  H16  single  0.970  0.020  1.090
 91W  C17  H17  single  0.970  0.020  1.090
 91W  C18  H18  single  0.970  0.020  1.090
 91W  C18  H19  single  0.970  0.020  1.090
 91W  C    H20  single  0.970  0.020  1.090
 91W  C    H21  single  0.970  0.020  1.090
 91W  C    H22  single  0.970  0.020  1.090
 91W  C5   H23  single  0.970  0.020  1.090
 91W  C4   H24  single  0.970  0.020  1.090
 91W  C4   H25  single  0.970  0.020  1.090
 91W  C3   H26  single  0.970  0.020  1.090
 91W  C3   H27  single  0.970  0.020  1.090
 91W  C6   H28  single  0.970  0.020  1.090
 91W  C14  H29  single  0.970  0.020  1.090
 91W  C14  H30  single  0.970  0.020  1.090
 91W  C14  H31  single  0.970  0.020  1.090
 91W  C7   H32  single  0.970  0.020  1.090
 91W  C13  H33  single  0.970  0.020  1.090
 91W  C13  H34  single  0.970  0.020  1.090
 91W  C12  H35  single  0.970  0.020  1.090
 91W  C12  H36  single  0.970  0.020  1.090
 91W  C8   H37  single  0.970  0.020  1.090
 91W  C11  H38  single  0.970  0.020  1.090
 91W  C11  H39  single  0.970  0.020  1.090
 91W  C11  H40  single  0.970  0.020  1.090
 91W  O1   H41  single  0.850  0.020  0.980
 91W  C10  H42  single  0.970  0.020  1.090
 91W  C10  H43  single  0.970  0.020  1.090
 91W  C10  H44  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
 91W  H1   O3   C25  108.12  3.000
 91W  H2   C25  C26  108.85  3.000
 91W  H2   C25  C24  108.71  3.000
 91W  C26  C25  C24  110.74  3.000
 91W  H2   C25  O3   110.74  3.000
 91W  C26  C25  O3   110.19  3.000
 91W  C24  C25  O3   107.60  3.000
 91W  H4   C24  H3   107.08  3.000
 91W  H4   C24  C23  110.50  3.000
 91W  H3   C24  C23  109.11  3.000
 91W  H4   C24  C25  109.54  3.000
 91W  H3   C24  C25  108.21  3.000
 91W  C23  C24  C25  112.23  3.000
 91W  H5   C23  C22  108.14  3.000
 91W  H5   C23  O2   110.35  3.000
 91W  C22  C23  O2   111.67  3.000
 91W  H5   C23  C24  109.14  3.000
 91W  O2   C23  C24  107.40  3.000
 91W  C22  C23  C24  110.13  3.000
 91W  H6   O2   C23  108.25  3.000
 91W  H8   C22  H7   107.34  3.000
 91W  H8   C22  C21  110.49  3.000
 91W  H7   C22  C21  109.39  3.000
 91W  H8   C22  C23  110.19  3.000
 91W  H7   C22  C23  107.77  3.000
 91W  C21  C22  C23  111.53  3.000
 91W  C21  C26  C27  124.43  3.000
 91W  C21  C26  C25  114.26  3.000
 91W  C27  C26  C25  121.29  3.000
 91W  H10  C27  H9   116.83  3.000
 91W  H10  C27  C26  121.12  3.000
 91W  H9   C27  C26  122.05  3.000
 91W  C20  C21  C26  124.93  3.000
 91W  C20  C21  C22  121.77  3.000
 91W  C26  C21  C22  113.29  3.000
 91W  H11  C20  C19  117.25  3.000
 91W  H11  C20  C21  116.31  3.000
 91W  C19  C20  C21  126.41  3.000
 91W  H12  C19  C15  117.79  3.000
 91W  H12  C19  C20  115.94  3.000
 91W  C15  C19  C20  126.26  3.000
 91W  C16  C15  C2   111.38  3.000
 91W  C2   C15  C19  123.07  3.000
 91W  C16  C15  C19  125.56  3.000
 91W  H13  C2   C3   107.22  3.000
 91W  H13  C2   C1   105.11  3.000
 91W  C3   C2   C1   104.16  3.000
 91W  H13  C2   C15  105.96  3.000
 91W  C3   C2   C15  120.71  3.000
 91W  C1   C2   C15  112.61  3.000
 91W  H15  C16  H14  106.36  3.000
 91W  H15  C16  C17  109.88  3.000
 91W  H14  C16  C17  108.23  3.000
 91W  H15  C16  C15  112.70  3.000
 91W  H14  C16  C15  108.01  3.000
 91W  C17  C16  C15  111.41  3.000
 91W  H17  C17  H16  106.14  3.000
 91W  H17  C17  C18  109.73  3.000
 91W  H16  C17  C18  109.56  3.000
 91W  H17  C17  C16  109.30  3.000
 91W  H16  C17  C16  109.09  3.000
 91W  C18  C17  C16  112.80  3.000
 91W  H19  C18  H18  106.48  3.000
 91W  H19  C18  C1   111.88  3.000
 91W  H18  C18  C1   108.50  3.000
 91W  H19  C18  C17  108.69  3.000
 91W  H18  C18  C17  109.14  3.000
 91W  C1   C18  C17  111.97  3.000
 91W  C5   C1   C    111.24  3.000
 91W  C5   C1   C18  116.29  3.000
 91W  C    C1   C18  111.04  3.000
 91W  C5   C1   C2    99.99  3.000
 91W  C18  C1   C2   107.20  3.000
 91W  C    C1   C2   110.38  3.000
 91W  H22  C    H21  107.18  3.000
 91W  H22  C    H20  107.22  3.000
 91W  H21  C    H20  106.80  3.000
 91W  H22  C    C1   111.51  3.000
 91W  H21  C    C1   112.20  3.000
 91W  H20  C    C1   111.64  3.000
 91W  H23  C5   C6   106.92  3.000
 91W  H23  C5   C4   108.49  3.000
 91W  C6   C5   C4   113.47  3.000
 91W  H23  C5   C1   105.74  3.000
 91W  C4   C5   C1   103.24  3.000
 91W  C6   C5   C1   118.43  3.000
 91W  H25  C4   H24  106.22  3.000
 91W  H25  C4   C3   110.64  3.000
 91W  H24  C4   C3   111.15  3.000
 91W  H25  C4   C5   110.48  3.000
 91W  H24  C4   C5   110.96  3.000
 91W  C3   C4   C5   107.43  3.000
 91W  H27  C3   H26  106.70  3.000
 91W  H27  C3   C4   112.80  3.000
 91W  H26  C3   C4   110.69  3.000
 91W  H27  C3   C2   111.98  3.000
 91W  H26  C3   C2   111.20  3.000
 91W  C4   C3   C2   103.57  3.000
 91W  H28  C6   C7   107.20  3.000
 91W  H28  C6   C14  108.38  3.000
 91W  C7   C6   C14  106.58  3.000
 91W  H28  C6   C5   108.77  3.000
 91W  C14  C6   C5   113.21  3.000
 91W  C7   C6   C5   112.46  3.000
 91W  H31  C14  H30  107.62  3.000
 91W  H31  C14  H29  107.80  3.000
 91W  H30  C14  H29  106.37  3.000
 91W  H31  C14  C6   111.14  3.000
 91W  H30  C14  C6   111.36  3.000
 91W  H29  C14  C6   112.30  3.000
 91W  H32  C7   O    109.16  3.000
 91W  H32  C7   C13  109.13  3.000
 91W  O    C7   C13  104.47  3.000
 91W  H32  C7   C6   107.66  3.000
 91W  C13  C7   C6   114.43  3.000
 91W  O    C7   C6   111.88  3.000
 91W  H34  C13  H33  107.14  3.000
 91W  H34  C13  C12  110.79  3.000
 91W  H33  C13  C12  112.44  3.000
 91W  H34  C13  C7   110.33  3.000
 91W  H33  C13  C7   111.61  3.000
 91W  C12  C13  C7   104.58  3.000
 91W  H36  C12  H35  106.95  3.000
 91W  H36  C12  C8   111.90  3.000
 91W  H35  C12  C8   111.05  3.000
 91W  H36  C12  C13  110.91  3.000
 91W  H35  C12  C13  112.47  3.000
 91W  C8   C12  C13  103.66  3.000
 91W  H37  C8   C9   107.64  3.000
 91W  H37  C8   O    109.52  3.000
 91W  C9   C8   O    109.45  3.000
 91W  H37  C8   C12  108.34  3.000
 91W  O    C8   C12  105.64  3.000
 91W  C9   C8   C12  116.14  3.000
 91W  C8   O    C7   108.40  3.000
 91W  C10  C9   O1   106.76  3.000
 91W  O1   C9   C11  110.12  3.000
 91W  C10  C9   C11  109.59  3.000
 91W  O1   C9   C8   108.00  3.000
 91W  C11  C9   C8   110.25  3.000
 91W  C10  C9   C8   112.04  3.000
 91W  H40  C11  H39  107.58  3.000
 91W  H40  C11  H38  107.98  3.000
 91W  H39  C11  H38  107.78  3.000
 91W  H40  C11  C9   111.29  3.000
 91W  H39  C11  C9   111.56  3.000
 91W  H38  C11  C9   110.50  3.000
 91W  H41  O1   C9   108.42  3.000
 91W  H44  C10  H43  107.72  3.000
 91W  H44  C10  H42  107.83  3.000
 91W  H43  C10  H42  107.95  3.000
 91W  H44  C10  C9   110.06  3.000
 91W  H43  C10  C9   110.51  3.000
 91W  H42  C10  C9   112.60  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
 91W  Var_01  C22  C21  C26  C25  -51.17  30.0  1
 91W  Var_02  C26  C21  C22  C23   52.63  30.0  1
 91W  Var_03  C18  C17  C16  C15   51.21  30.0  1
 91W  Var_04  C17  C16  C15  C2   -53.25  30.0  1
 91W  Var_05  C5   C4   C3   C2    10.53  30.0  1
 91W  Var_06  C1   C18  C17  C16  -53.89  30.0  1
 91W  Var_07  C8   C12  C13  C7    -0.98  30.0  1
 91W  Var_08  C19  C20  C21  C22  176.87  30.0  2
 91W  Var_09  C15  C19  C20  C21  176.64  30.0  2
 91W  Var_10  C16  C15  C19  C20   -1.26  30.0  2
 91W  Var_11  H9   C27  C26  C25  178.84  30.0  2
 91W  Var_12  H42  C10  C9   C8   -53.50  30.0  3
 91W  Var_13  H38  C11  C9   C8   177.68  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
 91W  chir_01  C25  O3   C24  C26  negativ
 91W  chir_02  C23  O2   C22  C24  positiv
 91W  chir_03  C2   C1   C15  C3   positiv
 91W  chir_04  C1   C18  C5   C2   positiv
 91W  chir_05  C5   C4   C1   C6   negativ
 91W  chir_06  C6   C5   C14  C7   positiv
 91W  chir_07  C7   O    C13  C6   positiv
 91W  chir_08  C8   O    C12  C9   negativ

