# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 14:32:40 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: methyl 3-chloro-2-(2-{2-[(4-fluorophenyl)methyl]phenyl}ethyl)-4,6-dihydroxybenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(O)cc(O)c(Cl)c1CCc2ccccc2Cc3ccc(F)cc3
#
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
 VC1  VC1  'methyl 3-chloro-2-(2-{2-[(4-fluorophenyl)methyl]phenyl}ethyl)-4,6-dihydroxybenzoate'  ligand  49  29  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VC1
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
 VC1  O01  O   OH1   0  -0.618  -5.9903   0.4672  -0.0376
 VC1  C02  C   CR6   0   0.405  -4.7563   0.9818   0.0619
 VC1  C03  C   CR16  0  -0.544  -4.5375   2.2976   0.4410
 VC1  C04  C   CR6   0   0.464  -3.2411   2.7825   0.5370
 VC1  O05  O   OH1   0  -0.605  -2.9670   4.0421   0.8865
 VC1  C06  C   CR6   0  -0.266  -2.1697   1.9329   0.2558
 VC1  CL7  CL  CL    0  -0.102  -0.5758   2.6057   0.3601
 VC1  C08  C   CR6   0   0.266  -2.3668   0.6054  -0.1095
 VC1  C09  C   CH2   0  -0.542  -1.1921  -0.2906  -0.3959
 VC1  C10  C   CH2   0  -0.524  -0.5389  -0.8230   0.8908
 VC1  C11  C   CR6   0   0.106   0.5708  -1.7957   0.5933
 VC1  C12  C   CR6   0   0.064   1.8856  -1.3782   0.3290
 VC1  C13  C   CH2   0  -0.580   2.2336   0.0968   0.3747
 VC1  C14  C   CR6   0   0.087   3.6804   0.4190   0.1306
 VC1  C15  C   CR16  0  -0.275   4.5878   0.4748   1.1849
 VC1  C16  C   CR16  0  -0.398   5.9303   0.7516   0.9674
 VC1  C17  C   CR6   0   0.510   6.3559   0.9721  -0.3279
 VC1  F18  F   F     0  -0.318   7.6542   1.2410  -0.5503
 VC1  C19  C   CR16  0  -0.398   5.4882   0.9275  -1.4017
 VC1  C20  C   CR16  0  -0.275   4.1503   0.6495  -1.1596
 VC1  C21  C   CR16  0  -0.285   2.8468  -2.3416   0.0342
 VC1  C22  C   CR16  0  -0.260   2.5301  -3.6933  -0.0108
 VC1  C23  C   CR16  0  -0.255   1.2328  -4.1049   0.2466
 VC1  C24  C   CR16  0  -0.310   0.2684  -3.1538   0.5470
 VC1  C25  C   CR6   0  -0.227  -3.6794   0.1316  -0.2018
 VC1  C26  C   C     0   0.503  -3.9879  -1.2616  -0.6330
 VC1  O27  O   O2    0  -0.439  -3.5508  -2.1605   0.2353
 VC1  C28  C   CH3   0  -0.433  -3.7531  -3.5391  -0.0862
 VC1  O29  O   O     0  -0.428  -4.5801  -1.5385  -1.6448
 VC1  H1   H   HOH1  0   0.485  -6.6563   1.1297   0.1804
 VC1  H2   H   HCR6  0   0.298  -5.3773   2.9494   0.6592
 VC1  H3   H   HOH1  0   0.487  -3.7809   4.5300   1.0592
 VC1  H4   H   HCH2  0   0.268  -1.4967  -1.1358  -1.0135
 VC1  H5   H   HCH2  0   0.271  -0.4553   0.2525  -0.9898
 VC1  H6   H   HCH2  0   0.254  -0.1794   0.0145   1.4908
 VC1  H7   H   HCH2  0   0.268  -1.3020  -1.3232   1.4880
 VC1  H8   H   HCH2  0   0.262   1.6262   0.6305  -0.3612
 VC1  H9   H   HCH2  0   0.265   1.9376   0.5042   1.3454
 VC1  H10  H   HCR6  0   0.260   4.2453   0.2989   2.1974
 VC1  H11  H   HCR6  0   0.278   6.6307   0.7965   1.7911
 VC1  H12  H   HCR6  0   0.278   5.8464   1.1085  -2.4065
 VC1  H13  H   HCR6  0   0.261   3.4614   0.6103  -1.9946
 VC1  H14  H   HCR6  0   0.246   3.8663  -2.0399  -0.1671
 VC1  H15  H   HCR6  0   0.252   3.2998  -4.4182  -0.2431
 VC1  H16  H   HCR6  0   0.251   0.9719  -5.1551   0.2201
 VC1  H17  H   HCR6  0   0.246  -0.7455  -3.4732   0.7602
 VC1  H18  H   HCH3  0   0.243  -3.2495  -3.8088  -1.0142
 VC1  H19  H   HCH3  0   0.254  -3.3235  -4.1025   0.7367
 VC1  H20  H   HCH3  0   0.250  -4.8137  -3.7738  -0.1699

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
 VC1  O05  C04  single    1.336  0.020  1.336
 VC1  C04  C03  aromatic  1.387  0.020  1.387
 VC1  C04  C06  aromatic  1.396  0.020  1.396
 VC1  CL7  C06  single    1.733  0.020  1.733
 VC1  C03  C02  aromatic  1.387  0.020  1.387
 VC1  C06  C08  aromatic  1.391  0.020  1.391
 VC1  C02  O01  single    1.341  0.020  1.341
 VC1  C02  C25  aromatic  1.397  0.020  1.397
 VC1  C13  C14  single    1.502  0.020  1.502
 VC1  C13  C12  single    1.516  0.020  1.516
 VC1  C15  C14  aromatic  1.392  0.020  1.392
 VC1  C15  C16  aromatic  1.388  0.020  1.388
 VC1  C14  C20  aromatic  1.392  0.020  1.392
 VC1  C08  C25  aromatic  1.399  0.020  1.399
 VC1  C08  C09  single    1.505  0.020  1.505
 VC1  C16  C17  aromatic  1.381  0.020  1.381
 VC1  C20  C19  aromatic  1.388  0.020  1.388
 VC1  C17  C19  aromatic  1.381  0.020  1.381
 VC1  C17  F18  single    1.344  0.020  1.344
 VC1  C10  C09  single    1.538  0.020  1.538
 VC1  C10  C11  single    1.505  0.020  1.505
 VC1  C25  C26  single    1.491  0.020  1.491
 VC1  C12  C11  aromatic  1.405  0.020  1.405
 VC1  C12  C21  aromatic  1.392  0.020  1.392
 VC1  C11  C24  aromatic  1.392  0.020  1.392
 VC1  C26  O27  single    1.324  0.020  1.324
 VC1  C26  O29  double    1.205  0.020  1.205
 VC1  C21  C22  aromatic  1.389  0.020  1.389
 VC1  O27  C28  single    1.430  0.020  1.430
 VC1  C24  C23  aromatic  1.387  0.020  1.387
 VC1  C22  C23  aromatic  1.385  0.020  1.385
 VC1  O01  H1   single    0.850  0.020  0.980
 VC1  C03  H2   single    0.930  0.020  1.080
 VC1  O05  H3   single    0.850  0.020  0.980
 VC1  C09  H4   single    0.970  0.020  1.090
 VC1  C09  H5   single    0.970  0.020  1.090
 VC1  C10  H6   single    0.970  0.020  1.090
 VC1  C10  H7   single    0.970  0.020  1.090
 VC1  C13  H8   single    0.970  0.020  1.090
 VC1  C13  H9   single    0.970  0.020  1.090
 VC1  C15  H10  single    0.930  0.020  1.080
 VC1  C16  H11  single    0.930  0.020  1.080
 VC1  C19  H12  single    0.930  0.020  1.080
 VC1  C20  H13  single    0.930  0.020  1.080
 VC1  C21  H14  single    0.930  0.020  1.080
 VC1  C22  H15  single    0.930  0.020  1.080
 VC1  C23  H16  single    0.930  0.020  1.080
 VC1  C24  H17  single    0.930  0.020  1.080
 VC1  C28  H18  single    0.970  0.020  1.090
 VC1  C28  H19  single    0.970  0.020  1.090
 VC1  C28  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
 VC1  H1   O01  C02  110.80  3.000
 VC1  C25  C02  C03  120.49  3.000
 VC1  C25  C02  O01  117.51  3.000
 VC1  C03  C02  O01  121.98  3.000
 VC1  H2   C03  C04  119.95  3.000
 VC1  H2   C03  C02  120.19  3.000
 VC1  C04  C03  C02  119.86  3.000
 VC1  C06  C04  O05  117.98  3.000
 VC1  C06  C04  C03  119.37  3.000
 VC1  O05  C04  C03  122.65  3.000
 VC1  H3   O05  C04  110.53  3.000
 VC1  C08  C06  CL7  121.11  3.000
 VC1  C08  C06  C04  121.67  3.000
 VC1  CL7  C06  C04  117.22  3.000
 VC1  C25  C08  C09  121.22  3.000
 VC1  C09  C08  C06  120.51  3.000
 VC1  C25  C08  C06  118.27  3.000
 VC1  H5   C09  H4   105.44  3.000
 VC1  H5   C09  C10  109.93  3.000
 VC1  H4   C09  C10  108.91  3.000
 VC1  H5   C09  C08  109.53  3.000
 VC1  H4   C09  C08  110.57  3.000
 VC1  C10  C09  C08  112.24  3.000
 VC1  H7   C10  H6   106.35  3.000
 VC1  H7   C10  C11  109.13  3.000
 VC1  H6   C10  C11  111.21  3.000
 VC1  H7   C10  C09  108.64  3.000
 VC1  H6   C10  C09  109.52  3.000
 VC1  C11  C10  C09  111.80  3.000
 VC1  C24  C11  C12  119.15  3.000
 VC1  C24  C11  C10  118.48  3.000
 VC1  C12  C11  C10  122.36  3.000
 VC1  C21  C12  C13  121.41  3.000
 VC1  C21  C12  C11  118.71  3.000
 VC1  C13  C12  C11  119.89  3.000
 VC1  H9   C13  H8   105.39  3.000
 VC1  H9   C13  C14  108.97  3.000
 VC1  H8   C13  C14  108.72  3.000
 VC1  H9   C13  C12  109.09  3.000
 VC1  H8   C13  C12  109.09  3.000
 VC1  C14  C13  C12  115.13  3.000
 VC1  C20  C14  C15  118.37  3.000
 VC1  C20  C14  C13  120.74  3.000
 VC1  C15  C14  C13  120.89  3.000
 VC1  H10  C15  C16  118.99  3.000
 VC1  H10  C15  C14  119.69  3.000
 VC1  C16  C15  C14  121.32  3.000
 VC1  H11  C16  C17  120.52  3.000
 VC1  H11  C16  C15  121.00  3.000
 VC1  C17  C16  C15  118.48  3.000
 VC1  C19  C17  F18  118.98  3.000
 VC1  F18  C17  C16  118.98  3.000
 VC1  C19  C17  C16  122.03  3.000
 VC1  H12  C19  C20  120.98  3.000
 VC1  H12  C19  C17  120.57  3.000
 VC1  C20  C19  C17  118.45  3.000
 VC1  H13  C20  C19  119.07  3.000
 VC1  H13  C20  C14  119.58  3.000
 VC1  C19  C20  C14  121.35  3.000
 VC1  H14  C21  C22  118.69  3.000
 VC1  H14  C21  C12  119.79  3.000
 VC1  C22  C21  C12  121.52  3.000
 VC1  H15  C22  C23  120.45  3.000
 VC1  H15  C22  C21  119.77  3.000
 VC1  C23  C22  C21  119.78  3.000
 VC1  H16  C23  C24  120.19  3.000
 VC1  H16  C23  C22  120.63  3.000
 VC1  C24  C23  C22  119.18  3.000
 VC1  H17  C24  C23  119.38  3.000
 VC1  H17  C24  C11  118.95  3.000
 VC1  C23  C24  C11  121.67  3.000
 VC1  C26  C25  C08  122.01  3.000
 VC1  C26  C25  C02  117.63  3.000
 VC1  C08  C25  C02  120.32  3.000
 VC1  O29  C26  O27  123.86  3.000
 VC1  O29  C26  C25  124.02  3.000
 VC1  O27  C26  C25  112.11  3.000
 VC1  C28  O27  C26  117.41  3.000
 VC1  H20  C28  H19  109.37  3.000
 VC1  H20  C28  H18  109.34  3.000
 VC1  H19  C28  H18  109.52  3.000
 VC1  H20  C28  O27  111.26  3.000
 VC1  H19  C28  O27  105.89  3.000
 VC1  H18  C28  O27  111.39  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
 VC1  CONST_01  C06  C04  C03  C02     0.00   0.0  0
 VC1  CONST_02  C06  C08  C25  C02     0.00   0.0  0
 VC1  CONST_03  C08  C06  C04  C03     0.00   0.0  0
 VC1  CONST_04  C08  C25  C02  C03     0.00   0.0  0
 VC1  CONST_05  C25  C02  C03  C04     0.00   0.0  0
 VC1  CONST_06  C25  C08  C06  C04     0.00   0.0  0
 VC1  CONST_07  C22  C21  C12  C11     0.00   0.0  0
 VC1  CONST_08  C22  C23  C24  C11     0.00   0.0  0
 VC1  CONST_09  C23  C24  C11  C12     0.00   0.0  0
 VC1  CONST_10  C23  C22  C21  C12     0.00   0.0  0
 VC1  CONST_11  C17  C16  C15  C14     0.00   0.0  0
 VC1  CONST_12  C17  C19  C20  C14     0.00   0.0  0
 VC1  CONST_13  C19  C20  C14  C15     0.00   0.0  0
 VC1  CONST_14  C19  C17  C16  C15     0.00   0.0  0
 VC1  CONST_15  C20  C14  C15  C16     0.00   0.0  0
 VC1  CONST_16  C20  C19  C17  C16     0.00   0.0  0
 VC1  CONST_17  C24  C11  C12  C21     0.00   0.0  0
 VC1  CONST_18  C24  C23  C22  C21     0.00   0.0  0
 VC1  CONST_19  C04  C03  C02  O01   180.00   0.0  0
 VC1  CONST_20  C08  C25  C02  O01   180.00   0.0  0
 VC1  CONST_21  O05  C04  C03  C02   180.00   0.0  0
 VC1  CONST_22  C09  C08  C25  C02   180.00   0.0  0
 VC1  CONST_23  CL7  C06  C04  C03   180.00   0.0  0
 VC1  CONST_24  C26  C25  C02  C03   180.00   0.0  0
 VC1  CONST_25  C09  C08  C06  C04   180.00   0.0  0
 VC1  CONST_26  C08  C06  C04  O05   180.00   0.0  0
 VC1  CONST_27  C26  C25  C08  C06   180.00   0.0  0
 VC1  CONST_28  C25  C08  C06  CL7   180.00   0.0  0
 VC1  CONST_29  C21  C12  C11  C10   180.00   0.0  0
 VC1  CONST_30  C23  C24  C11  C10   180.00   0.0  0
 VC1  CONST_31  C16  C15  C14  C13   180.00   0.0  0
 VC1  CONST_32  C19  C20  C14  C13   180.00   0.0  0
 VC1  CONST_33  C24  C11  C12  C13   180.00   0.0  0
 VC1  CONST_34  C22  C21  C12  C13   180.00   0.0  0
 VC1  CONST_35  F18  C17  C16  C15   180.00   0.0  0
 VC1  CONST_36  C20  C19  C17  F18   180.00   0.0  0
 VC1  CONST_37  H2   C03  C04  C06   180.00   0.0  0
 VC1  CONST_38  H14  C21  C12  C11   180.00   0.0  0
 VC1  CONST_39  H16  C23  C24  C11   180.00   0.0  0
 VC1  CONST_40  H17  C24  C11  C12   180.00   0.0  0
 VC1  CONST_41  H15  C22  C21  C12   180.00   0.0  0
 VC1  CONST_42  H11  C16  C15  C14   180.00   0.0  0
 VC1  CONST_43  H12  C19  C20  C14   180.00   0.0  0
 VC1  CONST_44  H13  C20  C14  C15   180.00   0.0  0
 VC1  CONST_45  H10  C15  C16  C17   180.00   0.0  0
 VC1  Var_01    C14  C13  C12  C11   177.61  30.0  1
 VC1  Var_02    C15  C14  C13  C12   -89.51  30.0  2
 VC1  Var_03    O27  C26  C25  C02  -116.73  30.0  2
 VC1  Var_04    C10  C09  C08  C06    79.77  30.0  2
 VC1  Var_05    C11  C10  C09  C08   175.87  30.0  1
 VC1  Var_06    C12  C11  C10  C09    85.50  30.0  2
 VC1  Var_07    H18  C28  O27  C26    60.60  30.0  3

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
 VC1  plan-1  O01  0.020
 VC1  plan-1  C02  0.020
 VC1  plan-1  C03  0.020
 VC1  plan-1  C04  0.020
 VC1  plan-1  O05  0.020
 VC1  plan-1  C06  0.020
 VC1  plan-1  CL7  0.020
 VC1  plan-1  C08  0.020
 VC1  plan-1  C09  0.020
 VC1  plan-1  C25  0.020
 VC1  plan-1  C26  0.020
 VC1  plan-1  H2   0.020
 VC1  plan-2  C10  0.020
 VC1  plan-2  C11  0.020
 VC1  plan-2  C12  0.020
 VC1  plan-2  C13  0.020
 VC1  plan-2  C21  0.020
 VC1  plan-2  C22  0.020
 VC1  plan-2  C23  0.020
 VC1  plan-2  C24  0.020
 VC1  plan-2  H14  0.020
 VC1  plan-2  H15  0.020
 VC1  plan-2  H16  0.020
 VC1  plan-2  H17  0.020
 VC1  plan-3  C13  0.020
 VC1  plan-3  C14  0.020
 VC1  plan-3  C15  0.020
 VC1  plan-3  C16  0.020
 VC1  plan-3  C17  0.020
 VC1  plan-3  F18  0.020
 VC1  plan-3  C19  0.020
 VC1  plan-3  C20  0.020
 VC1  plan-3  H10  0.020
 VC1  plan-3  H11  0.020
 VC1  plan-3  H12  0.020
 VC1  plan-3  H13  0.020
 VC1  plan-4  C25  0.020
 VC1  plan-4  C26  0.020
 VC1  plan-4  O27  0.020
 VC1  plan-4  O29  0.020

