# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jun 14 16:36:29 2020
#   Inital geometry file: a 160 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@@]12C(=C)[C@@](C)(C[C@H]3[C@]4(C)CC[C@@H](O)C(C)(C)[C@H]4CC[C@]13C)C(=O)[C@](C)(O)C2=O
#
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
 8TC  8TC  'None                     '  ligand  70  32  .  2021-08-06  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8TC
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
 8TC  C10  C  CH1   0  -0.216  -0.4378  -0.3403   0.6086
 8TC  C13  C  CT    0  -0.276   1.7101  -1.6552   1.1617
 8TC  C15  C  CH3   0  -0.661  -4.3030   1.7105  -1.7091
 8TC  C17  C  CH3   0  -0.696  -2.3704   0.0814   2.2624
 8TC  C20  C  C     0   0.479   1.7029  -2.2854  -0.2272
 8TC  C21  C  CT    0  -0.024   2.2624  -1.4538  -1.3812
 8TC  C22  C  C     0   0.472   1.8067   0.0079  -1.2408
 8TC  C24  C  CH3   0  -0.678   1.9013  -2.0235  -2.7371
 8TC  C26  C  CH3   0  -0.428   4.7827   2.5569  -0.9567
 8TC  C01  C  CH2   0  -0.486  -4.0939  -1.5873   0.2774
 8TC  C02  C  CH1   0   0.126  -4.5051  -0.5834  -0.7859
 8TC  C03  C  CT    0  -0.106  -4.0355   0.8462  -0.4674
 8TC  C04  C  CH1   0  -0.164  -2.4998   0.7799  -0.2310
 8TC  C05  C  CT    0  -0.024  -1.9855  -0.2483   0.8120
 8TC  C06  C  CH2   0  -0.439  -2.5841  -1.6251   0.4642
 8TC  C07  C  CH2   0  -0.449  -1.8396   2.1349  -0.0010
 8TC  C08  C  CH2   0  -0.443  -0.3335   2.0552  -0.2186
 8TC  C09  C  CT    0  -0.001   0.3533   1.0013   0.6672
 8TC  C11  C  CT    0  -0.401   1.8255   0.6558   0.1614
 8TC  C12  C  C     0   0.335   2.4236  -0.3210   1.1598
 8TC  C14  C  CH2   0  -0.428   0.2191  -1.4047   1.4910
 8TC  C16  C  CH3   0  -0.663  -4.8198   1.4576   0.6994
 8TC  O01  O  OH1   0  -0.676  -5.9053  -0.5766  -0.9717
 8TC  C18  C  CH3   0  -0.684   0.4326   1.5561   2.0994
 8TC  C19  C  C2    0  -0.629   3.3777   0.0045   2.0220
 8TC  O02  O  O     0  -0.372   1.2941  -3.4049  -0.4066
 8TC  O03  O  O     0  -0.353   1.4922   0.6376  -2.2156
 8TC  C23  C  CH3   0  -0.671   2.2790  -2.6546   2.1652
 8TC  O04  O  OH1   0  -0.638   3.6586  -1.4001  -1.1678
 8TC  C25  C  C     0   0.642   2.7321   1.8820  -0.0105
 8TC  O05  O  O     0  -0.418   2.5374   2.9936   0.4040
 8TC  O06  O  O2    0  -0.436   3.8114   1.5450  -0.6941
 8TC  H1   H  HCH1  0   0.212  -0.3650  -0.6930  -0.4338
 8TC  H2   H  HCH3  0   0.235  -5.3505   1.6467  -2.0030
 8TC  H3   H  HCH3  0   0.225  -4.0838   2.7636  -1.5323
 8TC  H4   H  HCH3  0   0.217  -3.6985   1.3847  -2.5595
 8TC  H5   H  HCH3  0   0.238  -3.3812  -0.2509   2.4878
 8TC  H6   H  HCH3  0   0.239  -1.7195  -0.4288   2.9720
 8TC  H7   H  HCH3  0   0.231  -2.3310   1.1428   2.4959
 8TC  H8   H  HCH3  0   0.237   0.8235  -2.0321  -2.8991
 8TC  H9   H  HCH3  0   0.254   2.3593  -1.4378  -3.5319
 8TC  H10  H  HCH3  0   0.250   2.2551  -3.0503  -2.8251
 8TC  H11  H  HCH3  0   0.255   5.5677   2.0716  -1.5283
 8TC  H12  H  HCH3  0   0.242   4.3593   3.3724  -1.5426
 8TC  H13  H  HCH3  0   0.240   5.2006   2.9562  -0.0328
 8TC  H14  H  HCH2  0   0.221  -4.5995  -1.3563   1.2189
 8TC  H15  H  HCH2  0   0.235  -4.4389  -2.5848  -0.0142
 8TC  H16  H  HCH1  0   0.185  -4.0017  -0.8737  -1.7247
 8TC  H17  H  HCH1  0   0.202  -2.1020   0.4175  -1.1942
 8TC  H18  H  HCH2  0   0.238  -2.3477  -2.3537   1.2437
 8TC  H19  H  HCH2  0   0.218  -2.1207  -1.9997  -0.4567
 8TC  H20  H  HCH2  0   0.242  -2.2299   2.8768  -0.6994
 8TC  H21  H  HCH2  0   0.217  -2.0716   2.5253   0.9925
 8TC  H22  H  HCH2  0   0.243  -0.1701   1.8395  -1.2735
 8TC  H23  H  HCH2  0   0.244   0.1064   3.0341  -0.0282
 8TC  H24  H  HCH2  0   0.253   0.1601  -1.1366   2.5471
 8TC  H25  H  HCH2  0   0.266  -0.3047  -2.3561   1.3928
 8TC  H26  H  HCH3  0   0.224  -4.8763   0.8133   1.5743
 8TC  H27  H  HCH3  0   0.226  -4.3655   2.3976   1.0148
 8TC  H28  H  HCH3  0   0.232  -5.8428   1.6809   0.3959
 8TC  H29  H  HOH1  0   0.443  -6.1794  -1.4727  -1.1898
 8TC  H30  H  HCH3  0   0.236   0.6309   0.7955   2.8506
 8TC  H31  H  HCH3  0   0.256   1.2068   2.3125   2.1919
 8TC  H32  H  HCH3  0   0.240  -0.5049   2.0355   2.3708
 8TC  H33  H  H     0   0.253   3.7521  -0.6951   2.7553
 8TC  H34  H  H     0   0.241   3.8331   0.9858   2.0509
 8TC  H35  H  HCH3  0   0.244   3.3265  -2.8809   1.9626
 8TC  H36  H  HCH3  0   0.241   2.2051  -2.2601   3.1787
 8TC  H37  H  HCH3  0   0.259   1.7158  -3.5857   2.1331
 8TC  H38  H  HOH1  0   0.472   4.0195  -2.2840  -1.3121

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
 8TC  O01  C02  single  1.413  0.020  1.413
 8TC  C16  C03  single  1.533  0.020  1.533
 8TC  C01  C02  single  1.519  0.020  1.519
 8TC  C01  C06  single  1.522  0.020  1.522
 8TC  C02  C03  single  1.538  0.020  1.538
 8TC  C03  C15  single  1.536  0.020  1.536
 8TC  C03  C04  single  1.555  0.020  1.555
 8TC  C17  C05  single  1.536  0.020  1.536
 8TC  C06  C05  single  1.541  0.020  1.541
 8TC  C05  C04  single  1.552  0.020  1.552
 8TC  C05  C10  single  1.564  0.020  1.564
 8TC  C04  C07  single  1.525  0.020  1.525
 8TC  C07  C08  single  1.524  0.020  1.524
 8TC  C10  C14  single  1.531  0.020  1.531
 8TC  C10  C09  single  1.559  0.020  1.559
 8TC  C14  C13  single  1.547  0.020  1.547
 8TC  C18  C09  single  1.538  0.020  1.538
 8TC  C08  C09  single  1.539  0.020  1.539
 8TC  C09  C11  single  1.595  0.020  1.595
 8TC  C13  C23  single  1.526  0.020  1.526
 8TC  C13  C20  single  1.525  0.020  1.525
 8TC  C13  C12  single  1.513  0.020  1.513
 8TC  O02  C20  double  1.205  0.020  1.205
 8TC  C20  C21  single  1.528  0.020  1.528
 8TC  C11  C12  single  1.519  0.020  1.519
 8TC  C11  C22  single  1.545  0.020  1.545
 8TC  C11  C25  single  1.535  0.020  1.535
 8TC  C12  C19  double  1.326  0.020  1.326
 8TC  C24  C21  single  1.514  0.020  1.514
 8TC  C22  C21  single  1.538  0.020  1.538
 8TC  C22  O03  double  1.202  0.020  1.202
 8TC  C21  O04  single  1.413  0.020  1.413
 8TC  O05  C25  double  1.202  0.020  1.202
 8TC  C25  O06  single  1.321  0.020  1.321
 8TC  O06  C26  single  1.427  0.020  1.427
 8TC  C10  H1   single  0.970  0.020  1.090
 8TC  C15  H2   single  0.970  0.020  1.090
 8TC  C15  H3   single  0.970  0.020  1.090
 8TC  C15  H4   single  0.970  0.020  1.090
 8TC  C17  H5   single  0.970  0.020  1.090
 8TC  C17  H6   single  0.970  0.020  1.090
 8TC  C17  H7   single  0.970  0.020  1.090
 8TC  C24  H8   single  0.970  0.020  1.090
 8TC  C24  H9   single  0.970  0.020  1.090
 8TC  C24  H10  single  0.970  0.020  1.090
 8TC  C26  H11  single  0.970  0.020  1.090
 8TC  C26  H12  single  0.970  0.020  1.090
 8TC  C26  H13  single  0.970  0.020  1.090
 8TC  C01  H14  single  0.970  0.020  1.090
 8TC  C01  H15  single  0.970  0.020  1.090
 8TC  C02  H16  single  0.970  0.020  1.090
 8TC  C04  H17  single  0.970  0.020  1.090
 8TC  C06  H18  single  0.970  0.020  1.090
 8TC  C06  H19  single  0.970  0.020  1.090
 8TC  C07  H20  single  0.970  0.020  1.090
 8TC  C07  H21  single  0.970  0.020  1.090
 8TC  C08  H22  single  0.970  0.020  1.090
 8TC  C08  H23  single  0.970  0.020  1.090
 8TC  C14  H24  single  0.970  0.020  1.090
 8TC  C14  H25  single  0.970  0.020  1.090
 8TC  C16  H26  single  0.970  0.020  1.090
 8TC  C16  H27  single  0.970  0.020  1.090
 8TC  C16  H28  single  0.970  0.020  1.090
 8TC  O01  H29  single  0.850  0.020  0.980
 8TC  C18  H30  single  0.970  0.020  1.090
 8TC  C18  H31  single  0.970  0.020  1.090
 8TC  C18  H32  single  0.970  0.020  1.090
 8TC  C19  H33  single  0.930  0.020  1.080
 8TC  C19  H34  single  0.930  0.020  1.080
 8TC  C23  H35  single  0.970  0.020  1.090
 8TC  C23  H36  single  0.970  0.020  1.090
 8TC  C23  H37  single  0.970  0.020  1.090
 8TC  O04  H38  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
 8TC  H1   C10  C14  107.10  3.000
 8TC  H1   C10  C09  106.10  3.000
 8TC  C14  C10  C09  111.04  3.000
 8TC  H1   C10  C05  101.96  3.000
 8TC  C09  C10  C05  116.54  3.000
 8TC  C14  C10  C05  113.00  3.000
 8TC  C23  C13  C14  108.98  3.000
 8TC  C23  C13  C12  113.74  3.000
 8TC  C14  C13  C12  108.18  3.000
 8TC  C12  C13  C20  111.43  3.000
 8TC  C23  C13  C20  109.26  3.000
 8TC  C14  C13  C20  104.84  3.000
 8TC  H4   C15  H3   107.64  3.000
 8TC  H4   C15  H2   107.72  3.000
 8TC  H3   C15  H2   107.07  3.000
 8TC  H4   C15  C03  111.40  3.000
 8TC  H3   C15  C03  112.17  3.000
 8TC  H2   C15  C03  110.63  3.000
 8TC  H7   C17  H6   107.19  3.000
 8TC  H7   C17  H5   106.70  3.000
 8TC  H6   C17  H5   106.09  3.000
 8TC  H7   C17  C05  113.77  3.000
 8TC  H6   C17  C05  111.39  3.000
 8TC  H5   C17  C05  111.28  3.000
 8TC  O02  C20  C21  121.15  3.000
 8TC  C21  C20  C13  117.45  3.000
 8TC  O02  C20  C13  121.39  3.000
 8TC  O04  C21  C24  112.64  3.000
 8TC  O04  C21  C22  104.06  3.000
 8TC  C24  C21  C22  111.63  3.000
 8TC  O04  C21  C20  105.56  3.000
 8TC  C22  C21  C20  109.87  3.000
 8TC  C24  C21  C20  112.58  3.000
 8TC  O03  C22  C11  121.30  3.000
 8TC  O03  C22  C21  120.10  3.000
 8TC  C11  C22  C21  118.55  3.000
 8TC  H10  C24  H9   108.15  3.000
 8TC  H10  C24  H8   107.56  3.000
 8TC  H9   C24  H8   108.17  3.000
 8TC  H10  C24  C21  110.44  3.000
 8TC  H9   C24  C21  110.55  3.000
 8TC  H8   C24  C21  111.83  3.000
 8TC  H13  C26  H12  109.31  3.000
 8TC  H13  C26  H11  109.44  3.000
 8TC  H12  C26  H11  109.41  3.000
 8TC  H13  C26  O06  111.39  3.000
 8TC  H12  C26  O06  111.42  3.000
 8TC  H11  C26  O06  105.79  3.000
 8TC  H15  C01  H14  106.02  3.000
 8TC  H15  C01  C06  108.82  3.000
 8TC  H14  C01  C06  111.00  3.000
 8TC  H15  C01  C02  109.29  3.000
 8TC  H14  C01  C02  109.76  3.000
 8TC  C06  C01  C02  111.77  3.000
 8TC  H16  C02  O01  109.96  3.000
 8TC  H16  C02  C03  106.34  3.000
 8TC  O01  C02  C03  108.99  3.000
 8TC  H16  C02  C01  107.34  3.000
 8TC  C03  C02  C01  112.75  3.000
 8TC  O01  C02  C01  111.32  3.000
 8TC  C16  C03  C04  113.99  3.000
 8TC  C04  C03  C02  107.06  3.000
 8TC  C16  C03  C02  111.85  3.000
 8TC  C04  C03  C15  108.58  3.000
 8TC  C02  C03  C15  107.60  3.000
 8TC  C16  C03  C15  107.56  3.000
 8TC  H17  C04  C07  105.51  3.000
 8TC  H17  C04  C05  104.45  3.000
 8TC  C07  C04  C05  110.11  3.000
 8TC  H17  C04  C03  103.73  3.000
 8TC  C07  C04  C03  114.37  3.000
 8TC  C05  C04  C03  117.23  3.000
 8TC  C06  C05  C04  108.15  3.000
 8TC  C04  C05  C17  114.15  3.000
 8TC  C06  C05  C17  107.91  3.000
 8TC  C04  C05  C10  106.23  3.000
 8TC  C06  C05  C10  107.61  3.000
 8TC  C17  C05  C10  112.54  3.000
 8TC  H19  C06  H18  106.25  3.000
 8TC  H19  C06  C05  109.29  3.000
 8TC  H18  C06  C05  110.52  3.000
 8TC  H19  C06  C01  108.94  3.000
 8TC  H18  C06  C01  108.59  3.000
 8TC  C05  C06  C01  113.01  3.000
 8TC  H21  C07  H20  105.26  3.000
 8TC  H21  C07  C08  111.01  3.000
 8TC  H20  C07  C08  107.32  3.000
 8TC  H21  C07  C04  111.27  3.000
 8TC  H20  C07  C04  110.66  3.000
 8TC  C08  C07  C04  111.10  3.000
 8TC  H23  C08  H22  106.65  3.000
 8TC  H23  C08  C09  109.54  3.000
 8TC  H22  C08  C09  110.79  3.000
 8TC  H23  C08  C07  109.09  3.000
 8TC  H22  C08  C07  107.28  3.000
 8TC  C09  C08  C07  113.25  3.000
 8TC  C18  C09  C11  109.02  3.000
 8TC  C11  C09  C08  112.20  3.000
 8TC  C18  C09  C08  108.18  3.000
 8TC  C11  C09  C10  105.68  3.000
 8TC  C08  C09  C10  109.96  3.000
 8TC  C18  C09  C10  111.82  3.000
 8TC  C25  C11  C12  110.78  3.000
 8TC  C25  C11  C09  114.07  3.000
 8TC  C12  C11  C09  107.12  3.000
 8TC  C25  C11  C22  103.92  3.000
 8TC  C12  C11  C22  109.37  3.000
 8TC  C09  C11  C22  111.57  3.000
 8TC  C19  C12  C11  123.53  3.000
 8TC  C19  C12  C13  123.69  3.000
 8TC  C11  C12  C13  112.46  3.000
 8TC  H25  C14  H24  105.99  3.000
 8TC  H25  C14  C13  107.61  3.000
 8TC  H24  C14  C13  107.33  3.000
 8TC  H25  C14  C10  110.40  3.000
 8TC  H24  C14  C10  111.34  3.000
 8TC  C13  C14  C10  113.79  3.000
 8TC  H28  C16  H27  107.15  3.000
 8TC  H28  C16  H26  107.24  3.000
 8TC  H27  C16  H26  107.43  3.000
 8TC  H28  C16  C03  110.48  3.000
 8TC  H27  C16  C03  110.53  3.000
 8TC  H26  C16  C03  113.72  3.000
 8TC  H29  O01  C02  107.92  3.000
 8TC  H32  C18  H31  106.63  3.000
 8TC  H32  C18  H30  107.05  3.000
 8TC  H31  C18  H30  107.36  3.000
 8TC  H32  C18  C09  110.31  3.000
 8TC  H31  C18  C09  111.54  3.000
 8TC  H30  C18  C09  113.61  3.000
 8TC  H34  C19  H33  115.03  3.000
 8TC  H34  C19  C12  122.86  3.000
 8TC  H33  C19  C12  122.11  3.000
 8TC  H37  C23  H36  107.57  3.000
 8TC  H37  C23  H35  108.30  3.000
 8TC  H36  C23  H35  108.23  3.000
 8TC  H37  C23  C13  110.36  3.000
 8TC  H36  C23  C13  110.42  3.000
 8TC  H35  C23  C13  111.82  3.000
 8TC  H38  O04  C21  108.17  3.000
 8TC  O06  C25  O05  123.12  3.000
 8TC  O06  C25  C11  109.68  3.000
 8TC  O05  C25  C11  127.20  3.000
 8TC  C25  O06  C26  118.06  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
 8TC  Var_01  C05  C06  C01  C02    56.46  30.0  1
 8TC  Var_02  C09  C08  C07  C04   -56.69  30.0  1
 8TC  Var_03  H33  C19  C12  C13     3.74  30.0  2
 8TC  Var_04  H26  C16  C03  C02    49.71  30.0  3
 8TC  Var_05  H2   C15  C03  C02    55.12  30.0  3
 8TC  Var_06  C11  C25  O06  C26  -179.92  30.0  1
 8TC  Var_07  H11  C26  O06  C25  -179.53  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
 8TC  chir_01  C10  C05  C14  C09  positiv
 8TC  chir_02  C13  C14  C20  C12  negativ
 8TC  chir_03  C21  C20  C24  C22  negativ
 8TC  chir_04  C02  O01  C01  C03  positiv
 8TC  chir_05  C04  C07  C05  C03  negativ
 8TC  chir_06  C05  C04  C06  C10  negativ
 8TC  chir_07  C09  C10  C08  C11  positiv
 8TC  chir_08  C11  C22  C12  C09  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
 8TC  plan-1  C13  0.020
 8TC  plan-1  C20  0.020
 8TC  plan-1  C21  0.020
 8TC  plan-1  O02  0.020
 8TC  plan-2  C21  0.020
 8TC  plan-2  C22  0.020
 8TC  plan-2  C11  0.020
 8TC  plan-2  O03  0.020
 8TC  plan-3  C11  0.020
 8TC  plan-3  C25  0.020
 8TC  plan-3  O05  0.020
 8TC  plan-3  O06  0.020

