# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 03:51:52 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (1'R,2'R)-5',6-dimethyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,4-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=C)[C@@H]1CCC(=C[C@H]1c2c(C)cc(O)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
 HVJ  HVJ  (1'R,2'R)-5',6-dimethyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,4-diol  ligand  41  19  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HVJ
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
 HVJ  C11   C  CR6   0   0.076  -1.6975  -0.4223   1.0239
 HVJ  C12   C  CH3   0  -0.714   3.4609   2.8304   0.6303
 HVJ  C13   C  CR6   0   0.325  -1.0598   1.1902  -0.6323
 HVJ  C14   C  CH3   0  -0.744   1.3955  -3.2520   0.4418
 HVJ  C15   C  C2    0  -0.578  -0.0929  -2.6017  -1.4237
 HVJ  C16   C  CR16  0  -0.468  -3.0347  -0.1810   0.7225
 HVJ  C17   C  CR16  0  -0.442  -2.3951   1.4303  -0.9369
 HVJ  C18   C  CH3   0  -0.768  -1.3958  -1.4400   2.0883
 HVJ  C19   C  CR6   0   0.370  -3.3855   0.7365  -0.2606
 HVJ  C10   C  C     0   0.200   0.8557  -2.2650  -0.5530
 HVJ  O01   O  OH1   0  -0.640  -0.1636   1.9002  -1.3549
 HVJ  O02   O  OH1   0  -0.639  -4.6699   0.9955  -0.5851
 HVJ  C03   C  CH1   0  -0.310   1.4206  -0.8663  -0.5280
 HVJ  C04   C  CH1   0  -0.359   0.7881  -0.0252   0.6096
 HVJ  C05   C  CH2   0  -0.438   2.9424  -0.8522  -0.3949
 HVJ  C06   C  CH2   0  -0.487   3.4914   0.5590  -0.5294
 HVJ  C07   C  C1    0  -0.309   1.5647   1.2461   0.8643
 HVJ  C08   C  C     0   0.088   2.7659   1.5340   0.3534
 HVJ  C09   C  CR6   0   0.009  -0.6781   0.2595   0.3468
 HVJ  H121  H  HCH3  0   0.241   2.8497   3.5054   1.2284
 HVJ  H123  H  HCH3  0   0.240   4.4013   2.6588   1.1595
 HVJ  H122  H  HCH3  0   0.239   3.7185   3.3386  -0.3022
 HVJ  H141  H  HCH3  0   0.233   1.4080  -2.8467   1.4565
 HVJ  H142  H  HCH3  0   0.245   0.8024  -4.1658   0.4557
 HVJ  H143  H  HCH3  0   0.249   2.4265  -3.5271   0.2070
 HVJ  H152  H  H     0   0.226  -0.4750  -1.8915  -2.1469
 HVJ  H151  H  H     0   0.225  -0.5252  -3.5953  -1.4401
 HVJ  H161  H  HCR6  0   0.254  -3.8074  -0.7201   1.2601
 HVJ  H171  H  HCR6  0   0.259  -2.6511   2.1590  -1.6968
 HVJ  H183  H  HCH3  0   0.245  -0.7612  -1.0370   2.8790
 HVJ  H181  H  HCH3  0   0.254  -2.3145  -1.7930   2.5548
 HVJ  H182  H  HCH3  0   0.259  -0.8869  -2.3119   1.6757
 HVJ  H011  H  HOH1  0   0.470   0.7079   1.8772  -0.9312
 HVJ  H021  H  HOH1  0   0.472  -5.2614   0.4600  -0.0447
 HVJ  H031  H  HCH1  0   0.236   1.1618  -0.3907  -1.4799
 HVJ  H041  H  HCH1  0   0.268   0.8517  -0.6115   1.5322
 HVJ  H051  H  HCH2  0   0.229   3.2297  -1.2564   0.5806
 HVJ  H052  H  HCH2  0   0.241   3.3909  -1.5026  -1.1498
 HVJ  H061  H  HCH2  0   0.247   4.5562   0.5736  -0.2792
 HVJ  H062  H  HCH2  0   0.244   3.4312   0.8975  -1.5707
 HVJ  H071  H  H     0   0.250   1.0886   1.9635   1.5285

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
 HVJ  O02  C19   single    1.350  0.020  1.350
 HVJ  C19  C16   aromatic  1.390  0.020  1.390
 HVJ  C19  C17   aromatic  1.386  0.020  1.386
 HVJ  C16  C11   aromatic  1.392  0.020  1.392
 HVJ  C17  C13   aromatic  1.390  0.020  1.390
 HVJ  C11  C18   single    1.503  0.020  1.503
 HVJ  C11  C09   aromatic  1.401  0.020  1.401
 HVJ  C13  C09   aromatic  1.404  0.020  1.404
 HVJ  C13  O01   single    1.353  0.020  1.353
 HVJ  C14  C10   single    1.502  0.020  1.502
 HVJ  C09  C04   single    1.517  0.020  1.517
 HVJ  C10  C15   double    1.331  0.020  1.331
 HVJ  C10  C03   single    1.509  0.020  1.509
 HVJ  C04  C03   single    1.550  0.020  1.550
 HVJ  C04  C07   single    1.511  0.020  1.511
 HVJ  C03  C05   single    1.528  0.020  1.528
 HVJ  C07  C08   double    1.337  0.020  1.337
 HVJ  C05  C06   single    1.520  0.020  1.520
 HVJ  C08  C06   single    1.502  0.020  1.502
 HVJ  C08  C12   single    1.497  0.020  1.497
 HVJ  C12  H121  single    0.970  0.020  1.090
 HVJ  C12  H123  single    0.970  0.020  1.090
 HVJ  C12  H122  single    0.970  0.020  1.090
 HVJ  C14  H141  single    0.970  0.020  1.090
 HVJ  C14  H142  single    0.970  0.020  1.090
 HVJ  C14  H143  single    0.970  0.020  1.090
 HVJ  C15  H152  single    0.930  0.020  1.080
 HVJ  C15  H151  single    0.930  0.020  1.080
 HVJ  C16  H161  single    0.930  0.020  1.080
 HVJ  C17  H171  single    0.930  0.020  1.080
 HVJ  C18  H183  single    0.970  0.020  1.090
 HVJ  C18  H181  single    0.970  0.020  1.090
 HVJ  C18  H182  single    0.970  0.020  1.090
 HVJ  O01  H011  single    0.850  0.020  0.980
 HVJ  O02  H021  single    0.850  0.020  0.980
 HVJ  C03  H031  single    0.970  0.020  1.090
 HVJ  C04  H041  single    0.970  0.020  1.090
 HVJ  C05  H051  single    0.970  0.020  1.090
 HVJ  C05  H052  single    0.970  0.020  1.090
 HVJ  C06  H061  single    0.970  0.020  1.090
 HVJ  C06  H062  single    0.970  0.020  1.090
 HVJ  C07  H071  single    0.930  0.020  1.080

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
 HVJ  C09   C11  C18   121.71  3.000
 HVJ  C09   C11  C16   120.67  3.000
 HVJ  C18   C11  C16   117.61  3.000
 HVJ  H122  C12  H123  106.47  3.000
 HVJ  H122  C12  H121  108.21  3.000
 HVJ  H123  C12  H121  108.32  3.000
 HVJ  H122  C12  C08   110.76  3.000
 HVJ  H123  C12  C08   110.68  3.000
 HVJ  H121  C12  C08   112.19  3.000
 HVJ  C09   C13  O01   122.72  3.000
 HVJ  O01   C13  C17   115.39  3.000
 HVJ  C09   C13  C17   121.89  3.000
 HVJ  H143  C14  H142  107.77  3.000
 HVJ  H143  C14  H141  106.39  3.000
 HVJ  H142  C14  H141  107.79  3.000
 HVJ  H143  C14  C10   111.24  3.000
 HVJ  H142  C14  C10   111.35  3.000
 HVJ  H141  C14  C10   112.05  3.000
 HVJ  H151  C15  H152  116.77  3.000
 HVJ  H151  C15  C10   121.74  3.000
 HVJ  H152  C15  C10   121.49  3.000
 HVJ  H161  C16  C19   119.92  3.000
 HVJ  H161  C16  C11   119.41  3.000
 HVJ  C19   C16  C11   120.67  3.000
 HVJ  H171  C17  C19   120.68  3.000
 HVJ  H171  C17  C13   119.78  3.000
 HVJ  C19   C17  C13   119.55  3.000
 HVJ  H182  C18  H181  107.25  3.000
 HVJ  H182  C18  H183  107.34  3.000
 HVJ  H181  C18  H183  107.45  3.000
 HVJ  H182  C18  C11   111.53  3.000
 HVJ  H181  C18  C11   110.70  3.000
 HVJ  H183  C18  C11   112.32  3.000
 HVJ  O02   C19  C17   117.83  3.000
 HVJ  C17   C19  C16   119.70  3.000
 HVJ  O02   C19  C16   122.48  3.000
 HVJ  C03   C10  C15   120.81  3.000
 HVJ  C03   C10  C14   117.63  3.000
 HVJ  C15   C10  C14   121.55  3.000
 HVJ  H011  O01  C13   110.48  3.000
 HVJ  H021  O02  C19   110.04  3.000
 HVJ  H031  C03  C05   107.89  3.000
 HVJ  H031  C03  C04   107.82  3.000
 HVJ  C05   C03  C04   109.73  3.000
 HVJ  H031  C03  C10   107.45  3.000
 HVJ  C05   C03  C10   112.52  3.000
 HVJ  C04   C03  C10   111.25  3.000
 HVJ  H041  C04  C09   107.62  3.000
 HVJ  H041  C04  C07   106.18  3.000
 HVJ  C09   C04  C07   111.60  3.000
 HVJ  H041  C04  C03   107.71  3.000
 HVJ  C07   C04  C03   111.75  3.000
 HVJ  C09   C04  C03   111.67  3.000
 HVJ  H052  C05  H051  106.76  3.000
 HVJ  H052  C05  C06   110.07  3.000
 HVJ  H051  C05  C06   109.08  3.000
 HVJ  H052  C05  C03   110.07  3.000
 HVJ  H051  C05  C03   109.62  3.000
 HVJ  C06   C05  C03   111.13  3.000
 HVJ  H062  C06  H061  105.46  3.000
 HVJ  H062  C06  C08   109.34  3.000
 HVJ  H061  C06  C08   109.08  3.000
 HVJ  H062  C06  C05   110.54  3.000
 HVJ  H061  C06  C05   110.10  3.000
 HVJ  C08   C06  C05   112.09  3.000
 HVJ  H071  C07  C08   119.00  3.000
 HVJ  H071  C07  C04   115.65  3.000
 HVJ  C08   C07  C04   125.35  3.000
 HVJ  C07   C08  C06   121.25  3.000
 HVJ  C06   C08  C12   116.53  3.000
 HVJ  C07   C08  C12   122.22  3.000
 HVJ  C04   C09  C13   120.54  3.000
 HVJ  C04   C09  C11   121.90  3.000
 HVJ  C13   C09  C11   117.51  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
 HVJ  CONST_01  C17   C19  C16  C11     0.00   0.0  0
 HVJ  CONST_02  C17   C13  C09  C11     0.00   0.0  0
 HVJ  CONST_03  C16   C19  C17  C13     0.00   0.0  0
 HVJ  CONST_04  C16   C11  C09  C13     0.00   0.0  0
 HVJ  CONST_05  C09   C11  C16  C19     0.00   0.0  0
 HVJ  CONST_06  C09   C13  C17  C19     0.00   0.0  0
 HVJ  CONST_07  C04   C09  C11  C16   180.00   0.0  0
 HVJ  CONST_08  C04   C09  C13  C17   180.00   0.0  0
 HVJ  CONST_09  O02   C19  C16  C11   180.00   0.0  0
 HVJ  CONST_10  O01   C13  C09  C11   180.00   0.0  0
 HVJ  CONST_11  O02   C19  C17  C13   180.00   0.0  0
 HVJ  CONST_12  C18   C11  C09  C13   180.00   0.0  0
 HVJ  CONST_13  C19   C16  C11  C18   180.00   0.0  0
 HVJ  CONST_14  C04   C09  C11  C18     0.00   0.0  0
 HVJ  CONST_15  O01   C13  C17  C19   180.00   0.0  0
 HVJ  CONST_16  C04   C09  C13  O01     0.00   0.0  0
 HVJ  CONST_17  H171  C17  C19  C16   180.00   0.0  0
 HVJ  CONST_18  H161  C16  C19  C17   180.00   0.0  0
 HVJ  Var_01    C08   C06  C05  C03    49.65  30.0  1
 HVJ  Var_02    C06   C08  C07  C04    -1.59  30.0  1
 HVJ  Var_03    C07   C08  C06  C05   -17.97  30.0  1
 HVJ  Var_04    H183  C18  C11  C16  -125.47  30.0  2
 HVJ  Var_05    H121  C12  C08  C06   176.71  30.0  3
 HVJ  Var_06    H152  C15  C10  C03     0.98   0.0  2
 HVJ  Var_07    H141  C14  C10  C03    49.09  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
 HVJ  chir_01  C03  C10  C04  C05  negativ
 HVJ  chir_02  C04  C07  C03  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
 HVJ  plan-1  C11   0.020
 HVJ  plan-1  C13   0.020
 HVJ  plan-1  C16   0.020
 HVJ  plan-1  C17   0.020
 HVJ  plan-1  C18   0.020
 HVJ  plan-1  C19   0.020
 HVJ  plan-1  O01   0.020
 HVJ  plan-1  O02   0.020
 HVJ  plan-1  C04   0.020
 HVJ  plan-1  C09   0.020
 HVJ  plan-1  H161  0.020
 HVJ  plan-1  H171  0.020
 HVJ  plan-2  C14   0.020
 HVJ  plan-2  C15   0.020
 HVJ  plan-2  C10   0.020
 HVJ  plan-2  C03   0.020
 HVJ  plan-2  H152  0.020
 HVJ  plan-2  H151  0.020

