# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 05:56:15 2021
#   Inital geometry file: a 153 line input string
#   Ligand name: (1S,3aS,6aS)-5-hexyl-4-phenyl-3a-(1-phenylethenyl)-1,2,3,3a,6,6a-hexahydropentalen-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCC1=C(c2ccccc2)[C@]3(CC[C@H](O)[C@H]3C1)C(=C)c4ccccc4
#
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
 QU7  QU7  (1S,3aS,6aS)-5-hexyl-4-phenyl-3a-(1-phenylethenyl)-1,2,3,3a,6,6a-hexahydropentalen-1-ol  ligand  63  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QU7
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
 QU7  C01  C  CR15  0  -0.291  11.0115  -1.7632  13.9418
 QU7  C02  C  CH1   0   0.085   9.6676  -1.2187  14.4363
 QU7  C04  C  CH2   0  -0.461   9.4113  -0.0377  13.5215
 QU7  C05  C  CH2   0  -0.457   9.7687  -0.6017  12.1536
 QU7  C06  C  CR5   0  -0.159  11.0024  -1.5152  12.4022
 QU7  C07  C  C     0   0.158  12.3096  -0.9204  11.8903
 QU7  C08  C  CR6   0   0.047  13.5756  -1.2887  12.5836
 QU7  C09  C  CR16  0  -0.299  14.0778  -2.5902  12.5878
 QU7  C10  C  CR16  0  -0.248  15.2770  -2.8878  13.2198
 QU7  C11  C  CR16  0  -0.266  15.9981  -1.8918  13.8644
 QU7  C12  C  CR16  0  -0.242  15.5096  -0.5925  13.8685
 QU7  C13  C  CR16  0  -0.293  14.3108  -0.2966  13.2338
 QU7  C14  C  C2    0  -0.567  12.3938  -0.0929  10.8492
 QU7  C15  C  CR5   0   0.031  10.7771  -2.9215  11.8537
 QU7  C16  C  CR6   0   0.075  10.4536  -3.1401  10.4308
 QU7  C17  C  CR16  0  -0.282  11.4213  -3.0171   9.4322
 QU7  C18  C  CR16  0  -0.246  11.0951  -3.2155   8.0979
 QU7  C19  C  CR16  0  -0.269   9.7933  -3.5372   7.7355
 QU7  C20  C  CR16  0  -0.247   8.8210  -3.6641   8.7184
 QU7  C21  C  CR16  0  -0.306   9.1499  -3.4642  10.0526
 QU7  C22  C  CR5   0   0.094  10.8486  -3.8611  12.8017
 QU7  C23  C  CH2   0  -0.517  10.6866  -5.3419  12.6505
 QU7  C24  C  CH2   0  -0.429  12.0322  -6.0835  12.6578
 QU7  C25  C  CH2   0  -0.432  12.7697  -5.9808  11.3284
 QU7  C26  C  CH2   0  -0.419  14.2303  -6.4014  11.4075
 QU7  C27  C  CH2   0  -0.416  14.9816  -6.1985  10.0978
 QU7  C28  C  CH3   0  -0.661  16.4552  -6.5658  10.1967
 QU7  C29  C  CH2   0  -0.480  11.1830  -3.2705  14.1433
 QU7  O03  O  OH1   0  -0.670   9.6614  -0.8331  15.7905
 QU7  H1   H  HCR5  0   0.248  11.8028  -1.1910  14.4332
 QU7  H2   H  HCH1  0   0.192   8.8903  -1.9768  14.2490
 QU7  H3   H  HCH2  0   0.223  10.0820   0.7854  13.7893
 QU7  H4   H  HCH2  0   0.239   8.3873   0.3367  13.5721
 QU7  H5   H  HCH2  0   0.243   9.9350   0.1782  11.4147
 QU7  H6   H  HCH2  0   0.238   8.9372  -1.2011  11.7754
 QU7  H7   H  HCR6  0   0.259  13.5351  -3.3799  12.0865
 QU7  H8   H  HCR6  0   0.252  15.6514  -3.9038  13.2043
 QU7  H9   H  HCR6  0   0.255  16.9328  -2.1266  14.3570
 QU7  H10  H  HCR6  0   0.255  16.0599   0.1942  14.3686
 QU7  H11  H  HCR6  0   0.248  13.9343   0.7188  13.2469
 QU7  H12  H  H     0   0.242  11.5335   0.2377  10.2838
 QU7  H13  H  H     0   0.242  13.3542   0.2694  10.5045
 QU7  H15  H  HCR6  0   0.243  12.4414  -2.7754   9.7003
 QU7  H16  H  HCR6  0   0.252  11.8620  -3.1236   7.3394
 QU7  H17  H  HCR6  0   0.253   9.5394  -3.6911   6.6946
 QU7  H18  H  HCR6  0   0.252   7.8039  -3.9169   8.4474
 QU7  H19  H  HCR6  0   0.246   8.3857  -3.5597  10.8143
 QU7  H21  H  HCH2  0   0.234  10.1499  -5.5854  11.7306
 QU7  H22  H  HCH2  0   0.238  10.0704  -5.7084  13.4771
 QU7  H23  H  HCH2  0   0.229  11.8644  -7.1359  12.9014
 QU7  H24  H  HCH2  0   0.221  12.7177  -4.9529  10.9581
 QU7  H25  H  HCH2  0   0.214  14.3031  -7.4503  11.7154
 QU7  H26  H  HCH2  0   0.209  14.7256  -5.8238  12.1973
 QU7  H27  H  HCH2  0   0.207  14.8854  -5.1519   9.7904
 QU7  H28  H  HCH2  0   0.212  14.5046  -6.7879   9.3088
 QU7  H29  H  HCH3  0   0.226  16.9748  -6.4021   9.2520
 QU7  H30  H  HCH3  0   0.214  16.9575  -5.9661  10.9585
 QU7  H31  H  HCH3  0   0.216  16.5842  -7.6150  10.4689
 QU7  H32  H  HCH2  0   0.236  10.5285  -3.6657  14.9296
 QU7  H33  H  HCH2  0   0.249  12.2029  -3.5333  14.4425
 QU7  H34  H  HOH1  0   0.447   9.7952  -1.6172  16.3317
 QU7  H14  H  HCH2  0   0.213  12.6612  -5.6857  13.4606
 QU7  H20  H  HCH2  0   0.222  12.2481  -6.5810  10.5756

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
 QU7  C19  C18  aromatic  1.389  0.020  1.389
 QU7  C19  C20  aromatic  1.388  0.020  1.388
 QU7  C18  C17  aromatic  1.388  0.020  1.388
 QU7  C20  C21  aromatic  1.389  0.020  1.389
 QU7  C17  C16  aromatic  1.396  0.020  1.396
 QU7  C21  C16  aromatic  1.396  0.020  1.396
 QU7  C28  C27  single    1.522  0.020  1.522
 QU7  C16  C15  single    1.475  0.020  1.475
 QU7  C27  C26  single    1.524  0.020  1.524
 QU7  C14  C07  double    1.333  0.020  1.333
 QU7  C25  C26  single    1.522  0.020  1.522
 QU7  C25  C24  single    1.524  0.020  1.524
 QU7  C15  C06  single    1.526  0.020  1.526
 QU7  C15  C22  double    1.337  0.020  1.337
 QU7  C07  C08  single    1.490  0.020  1.490
 QU7  C07  C06  single    1.525  0.020  1.525
 QU7  C05  C06  single    1.555  0.020  1.555
 QU7  C05  C04  single    1.522  0.020  1.522
 QU7  C08  C09  aromatic  1.395  0.020  1.395
 QU7  C08  C13  aromatic  1.396  0.020  1.396
 QU7  C06  C01  single    1.559  0.020  1.559
 QU7  C24  C23  single    1.536  0.020  1.536
 QU7  C23  C22  single    1.497  0.020  1.497
 QU7  C09  C10  aromatic  1.388  0.020  1.388
 QU7  C13  C12  aromatic  1.388  0.020  1.388
 QU7  C22  C29  single    1.504  0.020  1.504
 QU7  C10  C11  aromatic  1.388  0.020  1.388
 QU7  C12  C11  aromatic  1.388  0.020  1.388
 QU7  C04  C02  single    1.516  0.020  1.516
 QU7  C01  C29  single    1.530  0.020  1.530
 QU7  C01  C02  single    1.532  0.020  1.532
 QU7  C02  O03  single    1.408  0.020  1.408
 QU7  C01  H1   single    0.970  0.020  1.090
 QU7  C02  H2   single    0.970  0.020  1.090
 QU7  C04  H3   single    0.970  0.020  1.090
 QU7  C04  H4   single    0.970  0.020  1.090
 QU7  C05  H5   single    0.970  0.020  1.090
 QU7  C05  H6   single    0.970  0.020  1.090
 QU7  C09  H7   single    0.930  0.020  1.080
 QU7  C10  H8   single    0.930  0.020  1.080
 QU7  C11  H9   single    0.930  0.020  1.080
 QU7  C12  H10  single    0.930  0.020  1.080
 QU7  C13  H11  single    0.930  0.020  1.080
 QU7  C14  H12  single    0.930  0.020  1.080
 QU7  C14  H13  single    0.930  0.020  1.080
 QU7  C17  H15  single    0.930  0.020  1.080
 QU7  C18  H16  single    0.930  0.020  1.080
 QU7  C19  H17  single    0.930  0.020  1.080
 QU7  C20  H18  single    0.930  0.020  1.080
 QU7  C21  H19  single    0.930  0.020  1.080
 QU7  C23  H21  single    0.970  0.020  1.090
 QU7  C23  H22  single    0.970  0.020  1.090
 QU7  C24  H23  single    0.970  0.020  1.090
 QU7  C25  H24  single    0.970  0.020  1.090
 QU7  C26  H25  single    0.970  0.020  1.090
 QU7  C26  H26  single    0.970  0.020  1.090
 QU7  C27  H27  single    0.970  0.020  1.090
 QU7  C27  H28  single    0.970  0.020  1.090
 QU7  C28  H29  single    0.970  0.020  1.090
 QU7  C28  H30  single    0.970  0.020  1.090
 QU7  C28  H31  single    0.970  0.020  1.090
 QU7  C29  H32  single    0.970  0.020  1.090
 QU7  C29  H33  single    0.970  0.020  1.090
 QU7  O03  H34  single    0.850  0.020  0.980
 QU7  C24  H14  single    0.970  0.020  1.090
 QU7  C25  H20  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
 QU7  H1   C01  C29  112.04  3.000
 QU7  H1   C01  C06  111.39  3.000
 QU7  C29  C01  C06  106.70  3.000
 QU7  H1   C01  C02  107.69  3.000
 QU7  C29  C01  C02  113.95  3.000
 QU7  C06  C01  C02  104.89  3.000
 QU7  H2   C02  O03  110.42  3.000
 QU7  H2   C02  C04  108.32  3.000
 QU7  O03  C02  C04  111.49  3.000
 QU7  H2   C02  C01  108.62  3.000
 QU7  O03  C02  C01  114.31  3.000
 QU7  C04  C02  C01  103.32  3.000
 QU7  H4   C04  H3   107.79  3.000
 QU7  H4   C04  C05  112.89  3.000
 QU7  H3   C04  C05  110.76  3.000
 QU7  H4   C04  C02  113.45  3.000
 QU7  H3   C04  C02  109.55  3.000
 QU7  C05  C04  C02  102.36  3.000
 QU7  H6   C05  H5   105.94  3.000
 QU7  H6   C05  C06  109.68  3.000
 QU7  H5   C05  C06  114.13  3.000
 QU7  H6   C05  C04  109.61  3.000
 QU7  H5   C05  C04  112.39  3.000
 QU7  C06  C05  C04  105.08  3.000
 QU7  C15  C06  C07  111.43  3.000
 QU7  C07  C06  C05  113.41  3.000
 QU7  C15  C06  C05  111.52  3.000
 QU7  C05  C06  C01  104.83  3.000
 QU7  C07  C06  C01  112.86  3.000
 QU7  C15  C06  C01  102.07  3.000
 QU7  C14  C07  C08  117.61  3.000
 QU7  C08  C07  C06  118.42  3.000
 QU7  C14  C07  C06  123.97  3.000
 QU7  C13  C08  C09  118.17  3.000
 QU7  C13  C08  C07  119.27  3.000
 QU7  C09  C08  C07  122.55  3.000
 QU7  H7   C09  C10  119.21  3.000
 QU7  H7   C09  C08  119.95  3.000
 QU7  C10  C09  C08  120.83  3.000
 QU7  H8   C10  C11  120.01  3.000
 QU7  H8   C10  C09  119.57  3.000
 QU7  C11  C10  C09  120.43  3.000
 QU7  H9   C11  C12  120.37  3.000
 QU7  H9   C11  C10  120.29  3.000
 QU7  C12  C11  C10  119.34  3.000
 QU7  H10  C12  C13  119.69  3.000
 QU7  H10  C12  C11  120.18  3.000
 QU7  C13  C12  C11  120.14  3.000
 QU7  H11  C13  C12  119.64  3.000
 QU7  H11  C13  C08  119.27  3.000
 QU7  C12  C13  C08  121.09  3.000
 QU7  H13  C14  H12  115.91  3.000
 QU7  H13  C14  C07  120.83  3.000
 QU7  H12  C14  C07  123.24  3.000
 QU7  C22  C15  C16  126.27  3.000
 QU7  C22  C15  C06  112.64  3.000
 QU7  C16  C15  C06  121.03  3.000
 QU7  C21  C16  C17  118.31  3.000
 QU7  C21  C16  C15  120.04  3.000
 QU7  C17  C16  C15  121.66  3.000
 QU7  H15  C17  C18  119.45  3.000
 QU7  H15  C17  C16  119.73  3.000
 QU7  C18  C17  C16  120.81  3.000
 QU7  H16  C18  C19  120.05  3.000
 QU7  H16  C18  C17  119.67  3.000
 QU7  C19  C18  C17  120.28  3.000
 QU7  H17  C19  C20  120.23  3.000
 QU7  H17  C19  C18  120.24  3.000
 QU7  C20  C19  C18  119.53  3.000
 QU7  H18  C20  C21  119.78  3.000
 QU7  H18  C20  C19  120.14  3.000
 QU7  C21  C20  C19  120.07  3.000
 QU7  H19  C21  C20  119.72  3.000
 QU7  H19  C21  C16  119.28  3.000
 QU7  C20  C21  C16  121.00  3.000
 QU7  C29  C22  C23  120.18  3.000
 QU7  C29  C22  C15  111.63  3.000
 QU7  C23  C22  C15  128.15  3.000
 QU7  H22  C23  H21  106.54  3.000
 QU7  H22  C23  C24  109.14  3.000
 QU7  H21  C23  C24  109.07  3.000
 QU7  H22  C23  C22  108.41  3.000
 QU7  H21  C23  C22  111.02  3.000
 QU7  C24  C23  C22  112.47  3.000
 QU7  H14  C24  H23  105.94  3.000
 QU7  H14  C24  C25  109.71  3.000
 QU7  H23  C24  C25  109.49  3.000
 QU7  H14  C24  C23  109.35  3.000
 QU7  H23  C24  C23  109.35  3.000
 QU7  C25  C24  C23  112.78  3.000
 QU7  H20  C25  H24  105.06  3.000
 QU7  H20  C25  C26  109.96  3.000
 QU7  H24  C25  C26  108.84  3.000
 QU7  H20  C25  C24  109.41  3.000
 QU7  H24  C25  C24  109.62  3.000
 QU7  C26  C25  C24  113.61  3.000
 QU7  H26  C26  H25  105.77  3.000
 QU7  H26  C26  C27  109.04  3.000
 QU7  H25  C26  C27  109.65  3.000
 QU7  H26  C26  C25  108.98  3.000
 QU7  H25  C26  C25  110.06  3.000
 QU7  C27  C26  C25  113.06  3.000
 QU7  H28  C27  H27  105.91  3.000
 QU7  H28  C27  C28  109.81  3.000
 QU7  H27  C27  C28  109.51  3.000
 QU7  H28  C27  C26  109.46  3.000
 QU7  H27  C27  C26  108.98  3.000
 QU7  C28  C27  C26  112.92  3.000
 QU7  H31  C28  H30  107.43  3.000
 QU7  H31  C28  H29  107.70  3.000
 QU7  H30  C28  H29  107.62  3.000
 QU7  H31  C28  C27  111.26  3.000
 QU7  H30  C28  C27  110.99  3.000
 QU7  H29  C28  C27  111.64  3.000
 QU7  H33  C29  H32  105.87  3.000
 QU7  H33  C29  C22  110.90  3.000
 QU7  H32  C29  C22  111.44  3.000
 QU7  H33  C29  C01  112.13  3.000
 QU7  H32  C29  C01  112.48  3.000
 QU7  C22  C29  C01  104.15  3.000
 QU7  H34  O03  C02  108.50  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
 QU7  CONST_01  C11  C10  C09  C08     0.00   0.0  0
 QU7  CONST_02  C11  C12  C13  C08     0.00   0.0  0
 QU7  CONST_03  C12  C13  C08  C09     0.00   0.0  0
 QU7  CONST_04  C12  C11  C10  C09     0.00   0.0  0
 QU7  CONST_05  C13  C08  C09  C10     0.00   0.0  0
 QU7  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 QU7  CONST_07  C19  C18  C17  C16     0.00   0.0  0
 QU7  CONST_08  C19  C20  C21  C16     0.00   0.0  0
 QU7  CONST_09  C20  C19  C18  C17     0.00   0.0  0
 QU7  CONST_10  C20  C21  C16  C17     0.00   0.0  0
 QU7  CONST_11  C21  C20  C19  C18     0.00   0.0  0
 QU7  CONST_12  C21  C16  C17  C18     0.00   0.0  0
 QU7  CONST_13  C18  C17  C16  C15   180.00   0.0  0
 QU7  CONST_14  C20  C21  C16  C15   180.00   0.0  0
 QU7  CONST_15  C10  C09  C08  C07   180.00   0.0  0
 QU7  CONST_16  C12  C13  C08  C07   180.00   0.0  0
 QU7  CONST_17  H8   C10  C09  C08   180.00   0.0  0
 QU7  CONST_18  H10  C12  C13  C08   180.00   0.0  0
 QU7  CONST_19  H11  C13  C08  C09   180.00   0.0  0
 QU7  CONST_20  H9   C11  C10  C09   180.00   0.0  0
 QU7  CONST_21  H7   C09  C10  C11   180.00   0.0  0
 QU7  CONST_22  H15  C17  C16  C15     0.00   0.0  0
 QU7  CONST_23  H19  C21  C16  C15     0.00   0.0  0
 QU7  CONST_24  H16  C18  C17  C16   180.00   0.0  0
 QU7  CONST_25  H18  C20  C21  C16   180.00   0.0  0
 QU7  CONST_26  H17  C19  C18  C17   180.00   0.0  0
 QU7  Var_01    C15  C22  C29  C01    11.94  30.0  1
 QU7  Var_02    C06  C05  C04  C02   -37.92  30.0  1
 QU7  Var_03    C17  C16  C15  C06    74.34  30.0  2
 QU7  Var_04    C29  C22  C15  C06    -2.10  30.0  1
 QU7  Var_05    C09  C08  C07  C06    65.09  30.0  2
 QU7  Var_06    C24  C23  C22  C15   102.19  30.0  2
 QU7  Var_07    C25  C24  C23  C22   -77.88  30.0  1
 QU7  Var_08    H12  C14  C07  C06     0.77   0.0  2
 QU7  Var_09    C26  C25  C24  C23   165.80  30.0  2
 QU7  Var_10    C27  C26  C25  C24  -175.82  30.0  3
 QU7  Var_11    C28  C27  C26  C25   177.62  30.0  2
 QU7  Var_12    H29  C28  C27  C26  -179.35  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
 QU7  chir_01  C01  C06  C29  C02  positiv
 QU7  chir_02  C02  O03  C01  C04  positiv
 QU7  chir_03  C06  C05  C01  C15  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
 QU7  plan-1  C07  0.020
 QU7  plan-1  C08  0.020
 QU7  plan-1  C09  0.020
 QU7  plan-1  C10  0.020
 QU7  plan-1  C11  0.020
 QU7  plan-1  C12  0.020
 QU7  plan-1  C13  0.020
 QU7  plan-1  H7   0.020
 QU7  plan-1  H8   0.020
 QU7  plan-1  H9   0.020
 QU7  plan-1  H10  0.020
 QU7  plan-1  H11  0.020
 QU7  plan-2  C15  0.020
 QU7  plan-2  C16  0.020
 QU7  plan-2  C17  0.020
 QU7  plan-2  C18  0.020
 QU7  plan-2  C19  0.020
 QU7  plan-2  C20  0.020
 QU7  plan-2  C21  0.020
 QU7  plan-2  H15  0.020
 QU7  plan-2  H16  0.020
 QU7  plan-2  H17  0.020
 QU7  plan-2  H18  0.020
 QU7  plan-2  H19  0.020
 QU7  plan-3  C06  0.020
 QU7  plan-3  C07  0.020
 QU7  plan-3  C08  0.020
 QU7  plan-3  C14  0.020
 QU7  plan-3  H12  0.020
 QU7  plan-3  H13  0.020

