# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 08:55:17 2020
#   Inital geometry file: a 165 line input string
#   Ligand name: "(1~{S},3~{Z})-3-[(2~{E})-2-[(1~{S},3~{a}~{S},7~{a}~{S})-7~{a}-methyl-1-[(2~{S})-6-methyl-2-oxidanyl-hept-5-en-2-yl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexan-1-ol"
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CCC[C@](C)(O)[C@H]1CC[C@H]2/C(CCC[C@]12C)=C/C=C3/C[C@@H](O)CCC3=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
 B0B  B0B  "(1~{S},3~{Z})-3-[(2~{E})-2-[(1~{S},3~{a}~{S},7~{a}~{S})-7~{a}-methyl-1-[(2~{S})-6-methyl-2-oxidanyl-hept-5-en-2-yl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexan-1-ol"
  ligand  71  29  .  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_B0B
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
 B0B  C4   C  C     0   0.076  -4.9647   0.1196   0.6291
 B0B  C5   C  CH2   0  -0.534  -6.3783  -0.2719   0.2899
 B0B  C6   C  CH1   0   0.076  -7.0140   0.7348  -0.6728
 B0B  C7   C  C1    0  -0.299  -3.9411  -0.7319   0.4386
 B0B  C10  C  C1    0  -0.362  -2.5331  -0.4482   0.6378
 B0B  C11  C  C     0   0.154  -1.5239  -1.3279   0.5342
 B0B  C12  C  CH1   0  -0.245  -0.0909  -0.9492   0.7370
 B0B  C13  C  CT    0  -0.065   0.7955  -1.2634  -0.4977
 B0B  C14  C  CH2   0  -0.418   0.6888  -2.7692  -0.7596
 B0B  C15  C  CH2   0  -0.434  -0.7618  -3.2210  -0.9305
 B0B  C1   C  CH2   0  -0.464  -6.9582   2.1312  -0.0760
 B0B  C2   C  CH2   0  -0.510  -5.5182   2.5318   0.2436
 B0B  C3   C  C     0   0.110  -4.8321   1.5091   1.1124
 B0B  O9   O  OH1   0  -0.674  -8.3649   0.4240  -0.9391
 B0B  C16  C  CH2   0  -0.506  -1.6667  -2.7934   0.2295
 B0B  C17  C  CH1   0  -0.179   2.1624  -0.7702   0.0430
 B0B  C18  C  CH2   0  -0.454   1.8115   0.5077   0.8553
 B0B  C19  C  CH2   0  -0.449   0.2954   0.4688   1.1209
 B0B  C20  C  CT    0   0.211   3.3850  -0.5944  -0.8905
 B0B  C21  C  CH2   0  -0.440   4.6025  -0.2657  -0.0003
 B0B  C22  C  CH3   0  -0.685   3.6529  -1.8558  -1.7027
 B0B  C23  C  CH2   0  -0.499   5.9201  -0.0171  -0.7401
 B0B  O24  O  OH1   0  -0.675   3.1982   0.4374  -1.8481
 B0B  C25  C  C1    0  -0.253   7.0096   0.3584   0.2171
 B0B  C26  C  C     0   0.080   7.5637   1.5592   0.4052
 B0B  C27  C  CH3   0  -0.720   7.1933   2.7991  -0.3532
 B0B  C28  C  CH3   0  -0.704   8.6304   1.7607   1.4426
 B0B  C29  C  CH3   0  -0.656   0.3202  -0.4707  -1.7195
 B0B  H1   H  HCH2  0   0.244  -6.3982  -1.2766  -0.1417
 B0B  H2   H  HCH2  0   0.236  -6.9868  -0.2950   1.2024
 B0B  H3   H  HCH1  0   0.197  -6.4275   0.7327  -1.6046
 B0B  H4   H  H     0   0.233  -4.2020  -1.7193   0.0701
 B0B  H5   H  H     0   0.238  -3.7439   1.0884   2.8767
 B0B  H6   H  H     0   0.236  -4.1522   2.8631   2.5798
 B0B  H7   H  H     0   0.235  -2.2877   0.5777   0.8861
 B0B  H8   H  HCH1  0   0.231   0.2862  -1.6060   1.5374
 B0B  H9   H  HCH2  0   0.230   1.2497  -3.0649  -1.6469
 B0B  H10  H  HCH2  0   0.212   1.1377  -3.3069   0.0842
 B0B  H11  H  HCH2  0   0.222  -1.1678  -2.8274  -1.8660
 B0B  H12  H  HCH2  0   0.233  -0.7938  -4.3092  -1.0249
 B0B  H13  H  HCH2  0   0.244  -7.3961   2.8525  -0.7701
 B0B  H14  H  HCH2  0   0.226  -7.5605   2.1544   0.8383
 B0B  H15  H  HCH2  0   0.239  -4.9626   2.6217  -0.6965
 B0B  H16  H  HCH2  0   0.249  -5.4951   3.5137   0.7191
 B0B  H17  H  HOH1  0   0.448  -8.3949  -0.4298  -1.3823
 B0B  H18  H  HCH2  0   0.231  -1.3752  -3.3559   1.1251
 B0B  H19  H  HCH2  0   0.244  -2.6970  -3.0743   0.0122
 B0B  H20  H  HCH1  0   0.218   2.4698  -1.5347   0.7689
 B0B  H21  H  HCH2  0   0.239   2.3756   0.5327   1.7879
 B0B  H22  H  HCH2  0   0.211   2.0756   1.4279   0.3280
 B0B  H23  H  HCH2  0   0.224  -0.2219   1.2034   0.5005
 B0B  H24  H  HCH2  0   0.236   0.0452   0.6998   2.1571
 B0B  H25  H  HCH2  0   0.239   4.3820   0.6262   0.5953
 B0B  H26  H  HCH2  0   0.222   4.7389  -1.0762   0.7232
 B0B  H27  H  HCH3  0   0.238   2.8595  -2.0384  -2.4264
 B0B  H28  H  HCH3  0   0.242   4.5844  -1.7797  -2.2649
 B0B  H29  H  HCH3  0   0.223   3.7251  -2.7292  -1.0544
 B0B  H30  H  HCH2  0   0.231   6.2256  -0.9243  -1.2685
 B0B  H31  H  HCH2  0   0.229   5.7724   0.7500  -1.5009
 B0B  H32  H  HOH1  0   0.437   3.0725   1.2715  -1.3850
 B0B  H33  H  H     0   0.219   7.3598  -0.4550   0.8500
 B0B  H34  H  HCH3  0   0.234   6.7736   3.5495   0.3221
 B0B  H35  H  HCH3  0   0.233   8.0771   3.2541  -0.8073
 B0B  H36  H  HCH3  0   0.237   6.4661   2.6248  -1.1429
 B0B  H37  H  HCH3  0   0.229   9.5508   2.1421   0.9929
 B0B  H38  H  HCH3  0   0.229   8.3221   2.5006   2.1863
 B0B  H39  H  HCH3  0   0.234   8.8695   0.8361   1.9678
 B0B  H40  H  HCH3  0   0.228   0.8625  -0.7701  -2.6166
 B0B  H41  H  HCH3  0   0.223  -0.7422  -0.6334  -1.9047
 B0B  H42  H  HCH3  0   0.225   0.4617   0.6031  -1.6021
 B0B  C8   C  C2    0  -0.590  -4.2084   1.8344   2.2445

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
 B0B  C27  C26  single  1.500  0.020  1.500
 B0B  C28  C26  single  1.502  0.020  1.502
 B0B  C26  C25  double  1.336  0.020  1.336
 B0B  C25  C23  single  1.498  0.020  1.498
 B0B  C23  C21  single  1.531  0.020  1.531
 B0B  C21  C20  single  1.544  0.020  1.544
 B0B  C29  C13  single  1.532  0.020  1.532
 B0B  O24  C20  single  1.420  0.020  1.420
 B0B  C8   C3   double  1.333  0.020  1.333
 B0B  C15  C14  single  1.529  0.020  1.529
 B0B  C15  C16  single  1.532  0.020  1.532
 B0B  C14  C13  single  1.532  0.020  1.532
 B0B  C20  C17  single  1.548  0.020  1.548
 B0B  C20  C22  single  1.524  0.020  1.524
 B0B  C13  C17  single  1.550  0.020  1.550
 B0B  C13  C12  single  1.552  0.020  1.552
 B0B  C3   C4   single  1.477  0.020  1.477
 B0B  C3   C2   single  1.507  0.020  1.507
 B0B  C5   C4   single  1.505  0.020  1.505
 B0B  C5   C6   single  1.531  0.020  1.531
 B0B  C1   C2   single  1.528  0.020  1.528
 B0B  C1   C6   single  1.520  0.020  1.520
 B0B  C4   C7   double  1.345  0.020  1.345
 B0B  C16  C11  single  1.504  0.020  1.504
 B0B  C7   C10  single  1.450  0.020  1.450
 B0B  C6   O9   single  1.412  0.020  1.412
 B0B  C17  C18  single  1.554  0.020  1.554
 B0B  C10  C11  double  1.343  0.020  1.343
 B0B  C11  C12  single  1.496  0.020  1.496
 B0B  C12  C19  single  1.519  0.020  1.519
 B0B  C18  C19  single  1.540  0.020  1.540
 B0B  C5   H1   single  0.970  0.020  1.090
 B0B  C5   H2   single  0.970  0.020  1.090
 B0B  C6   H3   single  0.970  0.020  1.090
 B0B  C7   H4   single  0.930  0.020  1.080
 B0B  C8   H5   single  0.930  0.020  1.080
 B0B  C8   H6   single  0.930  0.020  1.080
 B0B  C10  H7   single  0.930  0.020  1.080
 B0B  C12  H8   single  0.970  0.020  1.090
 B0B  C14  H9   single  0.970  0.020  1.090
 B0B  C14  H10  single  0.970  0.020  1.090
 B0B  C15  H11  single  0.970  0.020  1.090
 B0B  C15  H12  single  0.970  0.020  1.090
 B0B  C1   H13  single  0.970  0.020  1.090
 B0B  C1   H14  single  0.970  0.020  1.090
 B0B  C2   H15  single  0.970  0.020  1.090
 B0B  C2   H16  single  0.970  0.020  1.090
 B0B  O9   H17  single  0.850  0.020  0.980
 B0B  C16  H18  single  0.970  0.020  1.090
 B0B  C16  H19  single  0.970  0.020  1.090
 B0B  C17  H20  single  0.970  0.020  1.090
 B0B  C18  H21  single  0.970  0.020  1.090
 B0B  C18  H22  single  0.970  0.020  1.090
 B0B  C19  H23  single  0.970  0.020  1.090
 B0B  C19  H24  single  0.970  0.020  1.090
 B0B  C21  H25  single  0.970  0.020  1.090
 B0B  C21  H26  single  0.970  0.020  1.090
 B0B  C22  H27  single  0.970  0.020  1.090
 B0B  C22  H28  single  0.970  0.020  1.090
 B0B  C22  H29  single  0.970  0.020  1.090
 B0B  C23  H30  single  0.970  0.020  1.090
 B0B  C23  H31  single  0.970  0.020  1.090
 B0B  O24  H32  single  0.850  0.020  0.980
 B0B  C25  H33  single  0.930  0.020  1.080
 B0B  C27  H34  single  0.970  0.020  1.090
 B0B  C27  H35  single  0.970  0.020  1.090
 B0B  C27  H36  single  0.970  0.020  1.090
 B0B  C28  H37  single  0.970  0.020  1.090
 B0B  C28  H38  single  0.970  0.020  1.090
 B0B  C28  H39  single  0.970  0.020  1.090
 B0B  C29  H40  single  0.970  0.020  1.090
 B0B  C29  H41  single  0.970  0.020  1.090
 B0B  C29  H42  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
 B0B  C3   C4   C7   125.00  3.000
 B0B  C7   C4   C5   121.19  3.000
 B0B  C3   C4   C5   113.75  3.000
 B0B  H2   C5   H1   107.39  3.000
 B0B  H2   C5   C6   107.85  3.000
 B0B  H1   C5   C6   110.39  3.000
 B0B  H2   C5   C4   109.80  3.000
 B0B  H1   C5   C4   110.18  3.000
 B0B  C6   C5   C4   111.13  3.000
 B0B  H3   C6   O9   110.47  3.000
 B0B  H3   C6   C1   108.34  3.000
 B0B  O9   C6   C1   108.16  3.000
 B0B  H3   C6   C5   108.03  3.000
 B0B  O9   C6   C5   111.78  3.000
 B0B  C1   C6   C5   110.00  3.000
 B0B  H4   C7   C10  117.25  3.000
 B0B  H4   C7   C4   116.16  3.000
 B0B  C10  C7   C4   126.56  3.000
 B0B  H7   C10  C11  117.88  3.000
 B0B  H7   C10  C7   115.89  3.000
 B0B  C11  C10  C7   126.23  3.000
 B0B  C16  C11  C12  111.42  3.000
 B0B  C12  C11  C10  122.93  3.000
 B0B  C16  C11  C10  125.64  3.000
 B0B  H8   C12  C19  106.61  3.000
 B0B  H8   C12  C13  105.17  3.000
 B0B  C19  C12  C13  104.17  3.000
 B0B  H8   C12  C11  105.99  3.000
 B0B  C19  C12  C11  120.94  3.000
 B0B  C13  C12  C11  112.83  3.000
 B0B  C29  C13  C17  112.78  3.000
 B0B  C17  C13  C14  115.70  3.000
 B0B  C29  C13  C14  110.52  3.000
 B0B  C17  C13  C12   99.30  3.000
 B0B  C14  C13  C12  107.17  3.000
 B0B  C29  C13  C12  110.64  3.000
 B0B  H10  C14  H9   106.41  3.000
 B0B  H10  C14  C15  109.24  3.000
 B0B  H9   C14  C15  108.48  3.000
 B0B  H10  C14  C13  108.78  3.000
 B0B  H9   C14  C13  111.70  3.000
 B0B  C15  C14  C13  112.06  3.000
 B0B  H12  C15  H11  105.89  3.000
 B0B  H12  C15  C16  109.03  3.000
 B0B  H11  C15  C16  109.15  3.000
 B0B  H12  C15  C14  109.37  3.000
 B0B  H11  C15  C14  109.98  3.000
 B0B  C16  C15  C14  113.16  3.000
 B0B  H14  C1   H13  107.22  3.000
 B0B  H14  C1   C2   109.76  3.000
 B0B  H13  C1   C2   109.71  3.000
 B0B  H14  C1   C6   109.10  3.000
 B0B  H13  C1   C6   110.02  3.000
 B0B  C2   C1   C6   110.95  3.000
 B0B  H16  C2   H15  106.82  3.000
 B0B  H16  C2   C3   110.47  3.000
 B0B  H15  C2   C3   108.63  3.000
 B0B  H16  C2   C1   110.30  3.000
 B0B  H15  C2   C1   108.66  3.000
 B0B  C3   C2   C1   111.81  3.000
 B0B  C2   C3   C8   122.49  3.000
 B0B  C2   C3   C4   114.13  3.000
 B0B  C8   C3   C4   123.33  3.000
 B0B  H17  O9   C6   108.19  3.000
 B0B  H19  C16  H18  106.37  3.000
 B0B  H19  C16  C15  109.60  3.000
 B0B  H18  C16  C15  108.54  3.000
 B0B  H19  C16  C11  112.42  3.000
 B0B  H18  C16  C11  108.00  3.000
 B0B  C15  C16  C11  111.68  3.000
 B0B  H20  C17  C20  104.87  3.000
 B0B  H20  C17  C18  106.87  3.000
 B0B  C20  C17  C18  113.57  3.000
 B0B  H20  C17  C13  104.83  3.000
 B0B  C18  C17  C13  104.17  3.000
 B0B  C20  C17  C13  121.46  3.000
 B0B  H22  C18  H21  105.57  3.000
 B0B  H22  C18  C19  110.02  3.000
 B0B  H21  C18  C19  111.25  3.000
 B0B  H22  C18  C17  112.68  3.000
 B0B  H21  C18  C17  110.43  3.000
 B0B  C19  C18  C17  106.95  3.000
 B0B  H24  C19  H23  106.77  3.000
 B0B  H24  C19  C18  112.60  3.000
 B0B  H23  C19  C18  110.59  3.000
 B0B  H24  C19  C12  112.30  3.000
 B0B  H23  C19  C12  111.34  3.000
 B0B  C18  C19  C12  103.32  3.000
 B0B  O24  C20  C22  105.38  3.000
 B0B  C22  C20  C21  110.18  3.000
 B0B  O24  C20  C21  109.75  3.000
 B0B  C22  C20  C17  111.48  3.000
 B0B  O24  C20  C17  112.66  3.000
 B0B  C21  C20  C17  107.41  3.000
 B0B  H26  C21  H25  105.58  3.000
 B0B  H26  C21  C23  109.40  3.000
 B0B  H25  C21  C23  107.69  3.000
 B0B  H26  C21  C20  108.76  3.000
 B0B  H25  C21  C20  109.17  3.000
 B0B  C23  C21  C20  115.76  3.000
 B0B  H29  C22  H28  107.81  3.000
 B0B  H29  C22  H27  108.01  3.000
 B0B  H28  C22  H27  106.94  3.000
 B0B  H29  C22  C20  110.97  3.000
 B0B  H28  C22  C20  111.53  3.000
 B0B  H27  C22  C20  111.39  3.000
 B0B  H31  C23  H30  106.52  3.000
 B0B  H31  C23  C25  111.59  3.000
 B0B  H30  C23  C25  108.27  3.000
 B0B  H31  C23  C21  109.55  3.000
 B0B  H30  C23  C21  109.83  3.000
 B0B  C25  C23  C21  110.96  3.000
 B0B  H32  O24  C20  108.81  3.000
 B0B  H33  C25  C26  117.16  3.000
 B0B  H33  C25  C23  114.72  3.000
 B0B  C26  C25  C23  128.10  3.000
 B0B  C28  C26  C27  114.45  3.000
 B0B  C28  C26  C25  120.84  3.000
 B0B  C27  C26  C25  124.71  3.000
 B0B  H36  C27  H35  107.80  3.000
 B0B  H36  C27  H34  107.57  3.000
 B0B  H35  C27  H34  106.34  3.000
 B0B  H36  C27  C26  113.57  3.000
 B0B  H35  C27  C26  110.77  3.000
 B0B  H34  C27  C26  110.48  3.000
 B0B  H39  C28  H38  107.95  3.000
 B0B  H39  C28  H37  108.03  3.000
 B0B  H38  C28  H37  106.33  3.000
 B0B  H39  C28  C26  112.02  3.000
 B0B  H38  C28  C26  111.13  3.000
 B0B  H37  C28  C26  111.14  3.000
 B0B  H42  C29  H41  106.97  3.000
 B0B  H42  C29  H40  107.14  3.000
 B0B  H41  C29  H40  107.69  3.000
 B0B  H42  C29  C13  112.57  3.000
 B0B  H41  C29  C13  111.13  3.000
 B0B  H40  C29  C13  111.09  3.000
 B0B  H6   C8   H5   116.82  3.000
 B0B  H6   C8   C3   121.26  3.000
 B0B  H5   C8   C3   121.92  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
 B0B  Var_01  C1   C2   C3   C4     49.40  30.0  1
 B0B  Var_02  C2   C3   C4   C5    -49.23  30.0  1
 B0B  Var_03  C3   C4   C5   C6     52.42  30.0  1
 B0B  Var_04  C3   C2   C1   C6    -53.71  30.0  1
 B0B  Var_05  C14  C15  C16  C11    50.27  30.0  1
 B0B  Var_06  C15  C16  C11  C12   -52.44  30.0  1
 B0B  Var_07  C17  C18  C19  C12    12.32  30.0  1
 B0B  Var_08  C16  C15  C14  C13   -53.21  30.0  1
 B0B  Var_09  C11  C10  C7   C4    175.11  30.0  2
 B0B  Var_10  C10  C7   C4   C5    175.54  30.0  2
 B0B  Var_11  C16  C11  C10  C7     -1.93  30.0  2
 B0B  Var_12  H5   C8   C3   C4      0.92  30.0  2
 B0B  Var_13  C27  C26  C25  C23    -0.92   0.0  2
 B0B  Var_14  C25  C23  C21  C20   177.16  30.0  1
 B0B  Var_15  C26  C25  C23  C21  -106.94  30.0  2
 B0B  Var_16  H34  C27  C26  C25   116.66  30.0  3
 B0B  Var_17  H37  C28  C26  C25   121.64  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
 B0B  chir_01  C6   C5   C1   O9   positiv
 B0B  chir_02  C12  C13  C11  C19  positiv
 B0B  chir_03  C13  C14  C17  C12  positiv
 B0B  chir_04  C17  C18  C13  C20  negativ
 B0B  chir_05  C20  C22  C17  C21  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
 B0B  plan-1  C23  0.020
 B0B  plan-1  C25  0.020
 B0B  plan-1  C26  0.020
 B0B  plan-1  C27  0.020
 B0B  plan-1  C28  0.020
 B0B  plan-1  H33  0.020

