# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 17:30:02 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (1'R,2'R)-4,5'-dimethyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=C)[C@@H]1CCC(=C[C@H]1c2c(O)cc(C)cc2O)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
 8CB  8CB  (1'R,2'R)-4,5'-dimethyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol  ligand  41  19  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8CB
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
 8CB  O01   O  OH1   0  -0.633   1.5108  -1.4295  -1.9030
 8CB  O02   O  OH1   0  -0.640   0.2550   1.9210   1.3303
 8CB  C03   C  CH1   0  -0.304  -1.3763  -0.8635   0.4738
 8CB  C04   C  CH1   0  -0.379  -0.7280   0.0041  -0.6323
 8CB  C05   C  CH2   0  -0.435  -2.8950  -0.8465   0.3152
 8CB  C06   C  CH2   0  -0.488  -3.4421   0.5636   0.4737
 8CB  C07   C  C1    0  -0.318  -1.4860   1.2909  -0.8606
 8CB  C08   C  C     0   0.098  -2.6978   1.5622  -0.3661
 8CB  C09   C  CR6   0  -0.070   0.7396   0.2481  -0.3421
 8CB  C10   C  C     0   0.192  -0.7989  -2.2567   0.4752
 8CB  C11   C  CH3   0  -0.714  -3.3845   2.8677  -0.6172
 8CB  C12   C  CR6   0   0.326   1.7546  -0.4925  -0.9610
 8CB  C13   C  CR6   0   0.335   1.1402   1.1733   0.6343
 8CB  C14   C  CH3   0  -0.739  -1.2869  -3.2177  -0.5707
 8CB  C15   C  C2    0  -0.576   0.1192  -2.6100   1.3715
 8CB  C16   C  CR16  0  -0.416   3.0958  -0.3100  -0.6353
 8CB  C17   C  CR16  0  -0.412   2.4796   1.3584   0.9614
 8CB  C18   C  CR6   0   0.109   3.4668   0.6117   0.3326
 8CB  C19   C  CH3   0  -0.726   4.9099   0.7820   0.7089
 8CB  H011  H  HOH1  0   0.469   0.5776  -1.4615  -2.1330
 8CB  H021  H  HOH1  0   0.471  -0.6170   1.9083   0.9070
 8CB  H031  H  HCH1  0   0.241  -1.1310  -0.4038   1.4372
 8CB  H041  H  HCH1  0   0.250  -0.8262  -0.5445  -1.5789
 8CB  H051  H  HCH2  0   0.231  -3.1669  -1.2287  -0.6734
 8CB  H052  H  HCH2  0   0.245  -3.3559  -1.5118   1.0487
 8CB  H061  H  HCH2  0   0.249  -4.5015   0.5889   0.2030
 8CB  H062  H  HCH2  0   0.247  -3.4009   0.8750   1.5241
 8CB  H071  H  H     0   0.258  -0.9955   2.0228  -1.4975
 8CB  H112  H  HCH3  0   0.241  -3.6434   3.3553   0.3258
 8CB  H111  H  HCH3  0   0.242  -2.7669   3.5530  -1.1966
 8CB  H113  H  HCH3  0   0.242  -4.3230   2.7128  -1.1545
 8CB  H142  H  HCH3  0   0.228  -1.3247  -2.7704  -1.5674
 8CB  H143  H  HCH3  0   0.249  -0.6505  -4.0997  -0.6256
 8CB  H141  H  HCH3  0   0.248  -2.3034  -3.5543  -0.3537
 8CB  H151  H  H     0   0.229   0.4616  -1.9199   2.1331
 8CB  H152  H  H     0   0.228   0.5647  -3.5978   1.3720
 8CB  H161  H  HCR6  0   0.245   3.8455  -0.9021  -1.1468
 8CB  H171  H  HCR6  0   0.243   2.7391   2.0930   1.7147
 8CB  H191  H  HCH3  0   0.248   5.1737   0.1310   1.5450
 8CB  H192  H  HCH3  0   0.242   5.5714   0.5275  -0.1188
 8CB  H193  H  HCH3  0   0.242   5.1265   1.8050   1.0151

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
 8CB  C15  C10   double    1.331  0.020  1.331
 8CB  C10  C14   single    1.502  0.020  1.502
 8CB  C10  C03   single    1.508  0.020  1.508
 8CB  C03  C05   single    1.527  0.020  1.527
 8CB  C03  C04   single    1.548  0.020  1.548
 8CB  C05  C06   single    1.521  0.020  1.521
 8CB  O02  C13   single    1.352  0.020  1.352
 8CB  C06  C08   single    1.502  0.020  1.502
 8CB  C17  C13   aromatic  1.391  0.020  1.391
 8CB  C17  C18   aromatic  1.388  0.020  1.388
 8CB  C13  C09   aromatic  1.403  0.020  1.403
 8CB  C19  C18   single    1.501  0.020  1.501
 8CB  C18  C16   aromatic  1.387  0.020  1.387
 8CB  C04  C09   single    1.516  0.020  1.516
 8CB  C04  C07   single    1.511  0.020  1.511
 8CB  C09  C12   aromatic  1.401  0.020  1.401
 8CB  C08  C07   double    1.337  0.020  1.337
 8CB  C08  C11   single    1.496  0.020  1.496
 8CB  C12  C16   aromatic  1.392  0.020  1.392
 8CB  C12  O01   single    1.351  0.020  1.351
 8CB  O01  H011  single    0.850  0.020  0.980
 8CB  O02  H021  single    0.850  0.020  0.980
 8CB  C03  H031  single    0.970  0.020  1.090
 8CB  C04  H041  single    0.970  0.020  1.090
 8CB  C05  H051  single    0.970  0.020  1.090
 8CB  C05  H052  single    0.970  0.020  1.090
 8CB  C06  H061  single    0.970  0.020  1.090
 8CB  C06  H062  single    0.970  0.020  1.090
 8CB  C07  H071  single    0.930  0.020  1.080
 8CB  C11  H112  single    0.970  0.020  1.090
 8CB  C11  H111  single    0.970  0.020  1.090
 8CB  C11  H113  single    0.970  0.020  1.090
 8CB  C14  H142  single    0.970  0.020  1.090
 8CB  C14  H143  single    0.970  0.020  1.090
 8CB  C14  H141  single    0.970  0.020  1.090
 8CB  C15  H151  single    0.930  0.020  1.080
 8CB  C15  H152  single    0.930  0.020  1.080
 8CB  C16  H161  single    0.930  0.020  1.080
 8CB  C17  H171  single    0.930  0.020  1.080
 8CB  C19  H191  single    0.970  0.020  1.090
 8CB  C19  H192  single    0.970  0.020  1.090
 8CB  C19  H193  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
 8CB  H011  O01  C12   111.41  3.000
 8CB  H021  O02  C13   110.91  3.000
 8CB  H031  C03  C10   107.53  3.000
 8CB  H031  C03  C05   108.02  3.000
 8CB  C10   C03  C05   113.02  3.000
 8CB  H031  C03  C04   107.43  3.000
 8CB  C05   C03  C04   109.64  3.000
 8CB  C10   C03  C04   110.98  3.000
 8CB  H041  C04  C09   109.39  3.000
 8CB  H041  C04  C07   104.49  3.000
 8CB  C09   C04  C07   112.19  3.000
 8CB  H041  C04  C03   107.36  3.000
 8CB  C07   C04  C03   112.04  3.000
 8CB  C09   C04  C03   111.03  3.000
 8CB  H052  C05  H051  106.80  3.000
 8CB  H052  C05  C06   110.06  3.000
 8CB  H051  C05  C06   109.19  3.000
 8CB  H052  C05  C03   110.07  3.000
 8CB  H051  C05  C03   109.70  3.000
 8CB  C06   C05  C03   110.94  3.000
 8CB  H062  C06  H061  105.48  3.000
 8CB  H062  C06  C08   109.16  3.000
 8CB  H061  C06  C08   109.04  3.000
 8CB  H062  C06  C05   110.47  3.000
 8CB  H061  C06  C05   110.13  3.000
 8CB  C08   C06  C05   112.32  3.000
 8CB  H071  C07  C08   119.29  3.000
 8CB  H071  C07  C04   115.82  3.000
 8CB  C08   C07  C04   124.88  3.000
 8CB  C11   C08  C07   122.08  3.000
 8CB  C11   C08  C06   116.52  3.000
 8CB  C07   C08  C06   121.41  3.000
 8CB  C13   C09  C12   116.69  3.000
 8CB  C12   C09  C04   122.13  3.000
 8CB  C13   C09  C04   121.04  3.000
 8CB  C15   C10  C14   121.56  3.000
 8CB  C14   C10  C03   117.78  3.000
 8CB  C15   C10  C03   120.66  3.000
 8CB  H113  C11  H111  108.34  3.000
 8CB  H113  C11  H112  106.51  3.000
 8CB  H111  C11  H112  108.22  3.000
 8CB  H113  C11  C08   110.67  3.000
 8CB  H111  C11  C08   112.20  3.000
 8CB  H112  C11  C08   110.68  3.000
 8CB  C16   C12  C09   121.69  3.000
 8CB  C16   C12  O01   115.34  3.000
 8CB  C09   C12  O01   122.97  3.000
 8CB  C17   C13  C09   121.74  3.000
 8CB  C09   C13  O02   122.41  3.000
 8CB  C17   C13  O02   115.84  3.000
 8CB  H141  C14  H143  107.71  3.000
 8CB  H141  C14  H142  105.97  3.000
 8CB  H143  C14  H142  107.80  3.000
 8CB  H141  C14  C10   111.17  3.000
 8CB  H143  C14  C10   111.31  3.000
 8CB  H142  C14  C10   112.61  3.000
 8CB  H152  C15  H151  116.77  3.000
 8CB  H152  C15  C10   121.73  3.000
 8CB  H151  C15  C10   121.49  3.000
 8CB  H161  C16  C18   120.49  3.000
 8CB  H161  C16  C12   118.97  3.000
 8CB  C18   C16  C12   120.54  3.000
 8CB  H171  C17  C18   120.61  3.000
 8CB  H171  C17  C13   118.96  3.000
 8CB  C18   C17  C13   120.43  3.000
 8CB  C19   C18  C17   120.60  3.000
 8CB  C19   C18  C16   120.50  3.000
 8CB  C17   C18  C16   118.89  3.000
 8CB  H193  C19  H192  108.18  3.000
 8CB  H193  C19  H191  107.25  3.000
 8CB  H192  C19  H191  107.19  3.000
 8CB  H193  C19  C18   111.60  3.000
 8CB  H192  C19  C18   111.51  3.000
 8CB  H191  C19  C18   110.89  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
 8CB  CONST_01  C18   C17  C13  C09    0.00   0.0  0
 8CB  CONST_02  C18   C16  C12  C09    0.00   0.0  0
 8CB  CONST_03  C17   C13  C09  C12    0.00   0.0  0
 8CB  CONST_04  C17   C18  C16  C12    0.00   0.0  0
 8CB  CONST_05  C16   C18  C17  C13    0.00   0.0  0
 8CB  CONST_06  C16   C12  C09  C13    0.00   0.0  0
 8CB  CONST_07  C17   C13  C09  C04  180.00   0.0  0
 8CB  CONST_08  C16   C12  C09  C04  180.00   0.0  0
 8CB  CONST_09  C13   C09  C12  O01  180.00   0.0  0
 8CB  CONST_10  C04   C09  C12  O01    0.00   0.0  0
 8CB  CONST_11  C18   C16  C12  O01  180.00   0.0  0
 8CB  CONST_12  C18   C17  C13  O02  180.00   0.0  0
 8CB  CONST_13  C04   C09  C13  O02    0.00   0.0  0
 8CB  CONST_14  C12   C09  C13  O02  180.00   0.0  0
 8CB  CONST_15  C19   C18  C16  C12  180.00   0.0  0
 8CB  CONST_16  C19   C18  C17  C13  180.00   0.0  0
 8CB  CONST_17  H171  C17  C13  C09  180.00   0.0  0
 8CB  CONST_18  H161  C16  C12  C09  180.00   0.0  0
 8CB  Var_01    C08   C06  C05  C03   49.33  30.0  1
 8CB  Var_02    C06   C08  C07  C04   -0.90  30.0  1
 8CB  Var_03    C07   C08  C06  C05  -18.00  30.0  1
 8CB  Var_04    H112  C11  C08  C06   56.59  30.0  3
 8CB  Var_05    H191  C19  C18  C16  -91.55  30.0  2
 8CB  Var_06    H151  C15  C10  C03    1.27   0.0  2
 8CB  Var_07    H142  C14  C10  C03   45.62  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
 8CB  chir_01  C03  C10  C05  C04  positiv
 8CB  chir_02  C04  C07  C09  C03  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
 8CB  plan-1  O01   0.020
 8CB  plan-1  O02   0.020
 8CB  plan-1  C04   0.020
 8CB  plan-1  C09   0.020
 8CB  plan-1  C12   0.020
 8CB  plan-1  C13   0.020
 8CB  plan-1  C16   0.020
 8CB  plan-1  C17   0.020
 8CB  plan-1  C18   0.020
 8CB  plan-1  C19   0.020
 8CB  plan-1  H161  0.020
 8CB  plan-1  H171  0.020
 8CB  plan-2  C03   0.020
 8CB  plan-2  C10   0.020
 8CB  plan-2  C14   0.020
 8CB  plan-2  C15   0.020
 8CB  plan-2  H151  0.020
 8CB  plan-2  H152  0.020

