# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 13:21:40 2022
#   Inital geometry file: a 123 line input string
#   Ligand name: (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]isochromen-1-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCc1cc(O)c2[C@@H]3C=C(C)CC[C@H]3C(C)(C)Oc2c1
#
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
 TCI  TCI  (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]isochromen-1-ol  ligand  53  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TCI
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
 TCI  C1    C  CR16  0  -0.461  -1.2569   0.6960   0.9027
 TCI  O1    O  O     0  -0.498   0.7572   1.8392   0.6756
 TCI  C2    C  CR6   0   0.153  -2.0554  -0.4199   0.7053
 TCI  C3    C  CR16  0  -0.421  -1.5240  -1.5230   0.0451
 TCI  C4    C  CR6   0   0.332  -0.2010  -1.5161  -0.3762
 TCI  C5    C  CR66  0  -0.108   0.6492  -0.4357  -0.1046
 TCI  C6    C  CR66  0   0.388   0.0721   0.6929   0.4821
 TCI  C7    C  CR16  0  -0.336   2.1102  -0.4302  -0.4855
 TCI  C8    C  C1    0  -0.299   2.9004  -1.6389  -0.0261
 TCI  C9    C  C     0   0.106   4.2207  -1.5999   0.1601
 TCI  C10   C  CH2   0  -0.478   5.0278  -0.3476  -0.0418
 TCI  C11   C  CH2   0  -0.448   4.2146   0.8511  -0.5350
 TCI  C12   C  CR16  0  -0.254   2.8187   0.8078   0.0717
 TCI  C13   C  CR6   0   0.199   1.9613   2.0606  -0.0844
 TCI  C14   C  CH3   0  -0.673   2.6103   3.2685   0.5728
 TCI  C15   C  CH3   0  -0.678   1.6026   2.3800  -1.5317
 TCI  C16   C  CH3   0  -0.713   4.9885  -2.7972   0.6301
 TCI  C17   C  CH2   0  -0.508  -3.5048  -0.4083   1.1043
 TCI  C18   C  CH2   0  -0.409  -4.4225  -0.1024  -0.0812
 TCI  C19   C  CH2   0  -0.410  -5.8976  -0.0878   0.2965
 TCI  C20   C  CH2   0  -0.419  -6.8104   0.2220  -0.8840
 TCI  C21   C  CH3   0  -0.662  -8.2861   0.2167  -0.5101
 TCI  H1    H  HCR6  0   0.242  -1.6627   1.5868   1.3682
 TCI  HO2   H  HOH1  0   0.479   1.0571  -2.4444  -1.5007
 TCI  H3    H  HCR6  0   0.245  -2.1449  -2.3855  -0.1695
 TCI  H7    H  HCR6  0   0.266   2.1716  -0.3779  -1.5836
 TCI  H8    H  H     0   0.243   2.3829  -2.5681   0.1876
 TCI  H10   H  HCH2  0   0.239   5.5027  -0.1006   0.9149
 TCI  H10A  H  HCH2  0   0.246   5.8545  -0.5512  -0.7291
 TCI  H11   H  HCH2  0   0.246   4.7389   1.7707  -0.2717
 TCI  H11A  H  HCH2  0   0.229   4.1387   0.8331  -1.6257
 TCI  H12   H  HCR6  0   0.242   2.9327   0.6596   1.1543
 TCI  H14   H  HCH3  0   0.237   2.9165   3.0500   1.5972
 TCI  H14A  H  HCH3  0   0.234   3.4929   3.5815   0.0172
 TCI  H14B  H  HCH3  0   0.243   1.9199   4.1132   0.5935
 TCI  H15   H  HCH3  0   0.244   0.9439   3.2482  -1.5778
 TCI  H15A  H  HCH3  0   0.240   2.5023   2.6191  -2.0998
 TCI  H15B  H  HCH3  0   0.242   1.1038   1.5531  -2.0384
 TCI  H16   H  HCH3  0   0.239   4.3455  -3.6662   0.7682
 TCI  H16A  H  HCH3  0   0.235   5.7721  -3.0655  -0.0828
 TCI  H16B  H  HCH3  0   0.235   5.4904  -2.5906   1.5787
 TCI  H17   H  HCH2  0   0.235  -3.7786  -1.3782   1.5293
 TCI  H17A  H  HCH2  0   0.236  -3.6667   0.3362   1.8882
 TCI  H18   H  HCH2  0   0.218  -4.1422   0.8655  -0.5084
 TCI  H18A  H  HCH2  0   0.219  -4.2547  -0.8458  -0.8671
 TCI  H19   H  HCH2  0   0.209  -6.1728  -1.0592   0.7220
 TCI  H19A  H  HCH2  0   0.209  -6.0654   0.6503   1.0885
 TCI  H20   H  HCH2  0   0.211  -6.5422   1.1973  -1.3017
 TCI  H20A  H  HCH2  0   0.211  -6.6316  -0.5082  -1.6791
 TCI  H21   H  HCH3  0   0.216  -8.5936  -0.7605  -0.1335
 TCI  H21A  H  HCH3  0   0.216  -8.4995   0.9511   0.2691
 TCI  H21B  H  HCH3  0   0.226  -8.9173   0.4537  -1.3675
 TCI  O2    O  OH1   0  -0.633   0.2160  -2.6070  -1.0616

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
 TCI  C1   C2    aromatic  1.386  0.020  1.386
 TCI  C1   C6    aromatic  1.394  0.020  1.394
 TCI  O1   C6    single    1.349  0.020  1.349
 TCI  O1   C13   single    1.441  0.020  1.441
 TCI  C2   C3    aromatic  1.391  0.020  1.391
 TCI  C2   C17   single    1.503  0.020  1.503
 TCI  O2   C4    single    1.354  0.020  1.354
 TCI  C3   C4    aromatic  1.389  0.020  1.389
 TCI  C4   C5    aromatic  1.401  0.020  1.401
 TCI  C5   C6    aromatic  1.397  0.020  1.397
 TCI  C5   C7    single    1.510  0.020  1.510
 TCI  C7   C8    single    1.515  0.020  1.515
 TCI  C7   C12   single    1.531  0.020  1.531
 TCI  C8   C9    double    1.334  0.020  1.334
 TCI  C9   C10   single    1.504  0.020  1.504
 TCI  C9   C16   single    1.498  0.020  1.498
 TCI  C10  C11   single    1.530  0.020  1.530
 TCI  C11  C12   single    1.523  0.020  1.523
 TCI  C12  C13   single    1.526  0.020  1.526
 TCI  C13  C14   single    1.521  0.020  1.521
 TCI  C13  C15   single    1.525  0.020  1.525
 TCI  C17  C18   single    1.530  0.020  1.530
 TCI  C18  C19   single    1.523  0.020  1.523
 TCI  C19  C20   single    1.524  0.020  1.524
 TCI  C20  C21   single    1.522  0.020  1.522
 TCI  C1   H1    single    0.930  0.020  1.080
 TCI  O2   HO2   single    0.850  0.020  0.980
 TCI  C3   H3    single    0.930  0.020  1.080
 TCI  C7   H7    single    0.970  0.020  1.090
 TCI  C8   H8    single    0.930  0.020  1.080
 TCI  C10  H10   single    0.970  0.020  1.090
 TCI  C10  H10A  single    0.970  0.020  1.090
 TCI  C11  H11   single    0.970  0.020  1.090
 TCI  C11  H11A  single    0.970  0.020  1.090
 TCI  C12  H12   single    0.970  0.020  1.090
 TCI  C14  H14   single    0.970  0.020  1.090
 TCI  C14  H14A  single    0.970  0.020  1.090
 TCI  C14  H14B  single    0.970  0.020  1.090
 TCI  C15  H15   single    0.970  0.020  1.090
 TCI  C15  H15A  single    0.970  0.020  1.090
 TCI  C15  H15B  single    0.970  0.020  1.090
 TCI  C16  H16   single    0.970  0.020  1.090
 TCI  C16  H16A  single    0.970  0.020  1.090
 TCI  C16  H16B  single    0.970  0.020  1.090
 TCI  C17  H17   single    0.970  0.020  1.090
 TCI  C17  H17A  single    0.970  0.020  1.090
 TCI  C18  H18   single    0.970  0.020  1.090
 TCI  C18  H18A  single    0.970  0.020  1.090
 TCI  C19  H19   single    0.970  0.020  1.090
 TCI  C19  H19A  single    0.970  0.020  1.090
 TCI  C20  H20   single    0.970  0.020  1.090
 TCI  C20  H20A  single    0.970  0.020  1.090
 TCI  C21  H21   single    0.970  0.020  1.090
 TCI  C21  H21A  single    0.970  0.020  1.090
 TCI  C21  H21B  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
 TCI  H1    C1   C6    119.23  3.000
 TCI  H1    C1   C2    120.47  3.000
 TCI  C6    C1   C2    120.29  3.000
 TCI  C13   O1   C6    118.63  3.000
 TCI  C17   C2   C3    120.02  3.000
 TCI  C17   C2   C1    120.75  3.000
 TCI  C3    C2   C1    119.07  3.000
 TCI  H3    C3   C4    119.31  3.000
 TCI  H3    C3   C2    120.40  3.000
 TCI  C4    C3   C2    120.27  3.000
 TCI  C5    C4   C3    121.54  3.000
 TCI  C5    C4   O2    122.16  3.000
 TCI  C3    C4   O2    116.30  3.000
 TCI  C7    C5   C6    120.18  3.000
 TCI  C7    C5   C4    122.75  3.000
 TCI  C6    C5   C4    116.98  3.000
 TCI  C5    C6   O1    122.47  3.000
 TCI  C5    C6   C1    121.49  3.000
 TCI  O1    C6   C1    116.04  3.000
 TCI  H7    C7   C12   107.38  3.000
 TCI  H7    C7   C8    108.13  3.000
 TCI  C12   C7   C8    107.05  3.000
 TCI  H7    C7   C5    107.80  3.000
 TCI  C12   C7   C5    111.03  3.000
 TCI  C8    C7   C5    115.16  3.000
 TCI  H8    C8   C9    118.01  3.000
 TCI  H8    C8   C7    119.61  3.000
 TCI  C9    C8   C7    122.36  3.000
 TCI  C16   C9   C10   115.64  3.000
 TCI  C16   C9   C8    121.86  3.000
 TCI  C10   C9   C8    122.47  3.000
 TCI  H10A  C10  H10   105.23  3.000
 TCI  H10A  C10  C11   110.18  3.000
 TCI  H10   C10  C11   109.57  3.000
 TCI  H10A  C10  C9    109.57  3.000
 TCI  H10   C10  C9    107.63  3.000
 TCI  C11   C10  C9    114.24  3.000
 TCI  H11A  C11  H11   106.73  3.000
 TCI  H11A  C11  C12   109.47  3.000
 TCI  H11   C11  C12   111.62  3.000
 TCI  H11A  C11  C10   110.21  3.000
 TCI  H11   C11  C10   109.10  3.000
 TCI  C12   C11  C10   109.67  3.000
 TCI  H12   C12  C13   105.65  3.000
 TCI  H12   C12  C11   107.54  3.000
 TCI  C13   C12  C11   116.81  3.000
 TCI  H12   C12  C7    107.31  3.000
 TCI  C13   C12  C7    111.50  3.000
 TCI  C11   C12  C7    107.58  3.000
 TCI  C15   C13  C14   110.14  3.000
 TCI  C15   C13  C12   113.65  3.000
 TCI  C14   C13  C12   111.60  3.000
 TCI  C15   C13  O1    109.64  3.000
 TCI  C14   C13  O1    104.52  3.000
 TCI  C12   C13  O1    106.82  3.000
 TCI  H14B  C14  H14A  107.45  3.000
 TCI  H14B  C14  H14   108.35  3.000
 TCI  H14A  C14  H14   108.01  3.000
 TCI  H14B  C14  C13   110.68  3.000
 TCI  H14A  C14  C13   110.71  3.000
 TCI  H14   C14  C13   111.50  3.000
 TCI  H15B  C15  H15A  107.55  3.000
 TCI  H15B  C15  H15   107.92  3.000
 TCI  H15A  C15  H15   107.56  3.000
 TCI  H15B  C15  C13   112.94  3.000
 TCI  H15A  C15  C13   110.26  3.000
 TCI  H15   C15  C13   110.42  3.000
 TCI  H16B  C16  H16A  106.46  3.000
 TCI  H16B  C16  H16   108.16  3.000
 TCI  H16A  C16  H16   108.05  3.000
 TCI  H16B  C16  C9    110.89  3.000
 TCI  H16A  C16  C9    111.05  3.000
 TCI  H16   C16  C9    112.00  3.000
 TCI  H17A  C17  H17   106.75  3.000
 TCI  H17A  C17  C18   109.31  3.000
 TCI  H17   C17  C18   109.16  3.000
 TCI  H17A  C17  C2    109.78  3.000
 TCI  H17   C17  C2    109.73  3.000
 TCI  C18   C17  C2    111.97  3.000
 TCI  H18A  C18  H18   106.33  3.000
 TCI  H18A  C18  C19   109.46  3.000
 TCI  H18   C18  C19   109.66  3.000
 TCI  H18A  C18  C17   109.18  3.000
 TCI  H18   C18  C17   108.99  3.000
 TCI  C19   C18  C17   113.00  3.000
 TCI  H19A  C19  H19   106.15  3.000
 TCI  H19A  C19  C20   109.35  3.000
 TCI  H19   C19  C20   109.30  3.000
 TCI  H19A  C19  C18   109.52  3.000
 TCI  H19   C19  C18   109.34  3.000
 TCI  C20   C19  C18   112.95  3.000
 TCI  H20A  C20  H20   106.10  3.000
 TCI  H20A  C20  C21   109.54  3.000
 TCI  H20   C20  C21   109.54  3.000
 TCI  H20A  C20  C19   109.22  3.000
 TCI  H20   C20  C19   109.27  3.000
 TCI  C21   C20  C19   112.93  3.000
 TCI  H21B  C21  H21A  107.57  3.000
 TCI  H21B  C21  H21   107.62  3.000
 TCI  H21A  C21  H21   107.52  3.000
 TCI  H21B  C21  C20   111.54  3.000
 TCI  H21A  C21  C20   111.24  3.000
 TCI  H21   C21  C20   111.16  3.000
 TCI  HO2   O2   C4    111.35  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
 TCI  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 TCI  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 TCI  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 TCI  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 TCI  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 TCI  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 TCI  CONST_07  O2   C4   C3   C2   180.00   0.0  0
 TCI  CONST_08  C6   C5   C4   O2   180.00   0.0  0
 TCI  CONST_09  C7   C5   C4   O2     0.00   0.0  0
 TCI  CONST_10  C17  C2   C3   C4   180.00   0.0  0
 TCI  CONST_11  C17  C2   C1   C6   180.00   0.0  0
 TCI  CONST_12  H3   C3   C2   C1   180.00   0.0  0
 TCI  CONST_13  H1   C1   C6   O1     0.00   0.0  0
 TCI  Var_01    C12  C13  O1   C6   -50.35  30.0  1
 TCI  Var_02    C10  C9   C8   C7     1.34  30.0  1
 TCI  Var_03    C11  C10  C9   C8    -2.52  30.0  1
 TCI  Var_04    C12  C11  C10  C9    34.52  30.0  1
 TCI  Var_05    C18  C17  C2   C1    97.47  30.0  2
 TCI  Var_06    H14  C14  C13  O1    64.82  30.0  3
 TCI  Var_07    H15  C15  C13  O1    57.27  30.0  3
 TCI  Var_08    H16  C16  C9   C8     1.25  30.0  3
 TCI  Var_09    C19  C18  C17  C2   179.88  30.0  3
 TCI  Var_10    C20  C19  C18  C17  179.79  30.0  3
 TCI  Var_11    C21  C20  C19  C18  179.17  30.0  3
 TCI  Var_12    H21  C21  C20  C19  -60.63  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
 TCI  chir_01  C7   C5  C8   C12  positiv
 TCI  chir_02  C12  C7  C11  C13  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
 TCI  plan-1  C1   0.020
 TCI  plan-1  O1   0.020
 TCI  plan-1  C2   0.020
 TCI  plan-1  C3   0.020
 TCI  plan-1  C4   0.020
 TCI  plan-1  C5   0.020
 TCI  plan-1  C6   0.020
 TCI  plan-1  C7   0.020
 TCI  plan-1  C17  0.020
 TCI  plan-1  H1   0.020
 TCI  plan-1  H3   0.020
 TCI  plan-1  O2   0.020

