# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 02:33:05 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 4'-fluoro-4,5-dihydroxy-N-(2-hydroxyethyl)[1,1'-biphenyl]-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCNC(=O)c1cc(cc(O)c1O)c2ccc(F)cc2
#
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
 77L  77L  4'-fluoro-4,5-dihydroxy-N-(2-hydroxyethyl)[1,1'-biphenyl]-3-carboxamide  ligand  35  21  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_77L
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
 77L  C4   C  CR16  0  -0.407   0.2475  -0.1363  -0.0744
 77L  C5   C  CR6   0  -0.149   1.4727  -0.8103  -0.1230
 77L  C6   C  CR6   0   0.241   1.4834  -2.2076  -0.2018
 77L  C7   C  CR6   0   0.078  -2.2405  -0.1018  -0.0502
 77L  C8   C  CR16  0  -0.297  -2.4082   1.1090  -0.7247
 77L  C10  C  CR6   0   0.515  -4.6547   1.2619   0.0465
 77L  C20  C  CH2   0  -0.183   3.7474   3.4012  -0.3108
 77L  O18  O  O     0  -0.547   3.8359  -0.7682  -0.2412
 77L  C16  C  C     0   0.637   2.7871  -0.1175  -0.0936
 77L  N17  N  NH1   0  -0.657   2.8075   1.1994   0.0902
 77L  C19  C  CH2   0  -0.297   4.0215   1.9873   0.1505
 77L  O21  O  OH1   0  -0.672   2.7642   3.9609   0.5327
 77L  O15  O  OH1   0  -0.645   2.5969  -2.9397  -0.2760
 77L  C1   C  CR6   0   0.327   0.2653  -2.9105  -0.2068
 77L  O14  O  OH1   0  -0.633   0.2500  -4.2552  -0.2754
 77L  C3   C  CR6   0   0.110  -0.9535  -0.8234  -0.0942
 77L  C2   C  CR16  0  -0.410  -0.9275  -2.2222  -0.1583
 77L  C12  C  CR16  0  -0.292  -3.3225  -0.6091   0.6705
 77L  C11  C  CR16  0  -0.397  -4.5333   0.0643   0.7240
 77L  F13  F  F     0  -0.315  -5.8226   1.9228   0.0948
 77L  C9   C  CR16  0  -0.396  -3.6098   1.7990  -0.6798
 77L  H1   H  HCR6  0   0.250   0.2164   0.9434  -0.0098
 77L  H2   H  HCR6  0   0.266  -1.5980   1.5183  -1.3146
 77L  H3   H  HCH2  0   0.218   4.6880   3.9632  -0.2735
 77L  H4   H  HCH2  0   0.215   3.4192   3.3823  -1.3561
 77L  H5   H  HNH1  0   0.413   1.9529   1.6870   0.3046
 77L  H6   H  HCH2  0   0.259   4.7772   1.5445  -0.4959
 77L  H7   H  HCH2  0   0.250   4.4240   1.9920   1.1682
 77L  H8   H  HOH1  0   0.462   2.4343   4.7667   0.1256
 77L  H9   H  HOH1  0   0.484   3.3498  -2.2870  -0.2996
 77L  H10  H  HOH1  0   0.475   1.1493  -4.5970  -0.3535
 77L  H11  H  HCR6  0   0.270  -1.8515  -2.7869  -0.1945
 77L  H12  H  HCR6  0   0.265  -3.2203  -1.5361   1.2203
 77L  H13  H  HCR6  0   0.282  -5.3627  -0.3334   1.2939
 77L  H14  H  HCR6  0   0.282  -3.7312   2.7333  -1.2118

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
 77L  O15  C6   single    1.335  0.020  1.335
 77L  C19  N17  single    1.449  0.020  1.449
 77L  C19  C20  single    1.512  0.020  1.512
 77L  O14  C1   single    1.346  0.020  1.346
 77L  N17  C16  single    1.330  0.020  1.330
 77L  C6   C1   aromatic  1.406  0.020  1.406
 77L  C6   C5   aromatic  1.400  0.020  1.400
 77L  C1   C2   aromatic  1.378  0.020  1.378
 77L  C16  C5   single    1.486  0.020  1.486
 77L  C16  O18  double    1.243  0.020  1.243
 77L  C5   C4   aromatic  1.399  0.020  1.399
 77L  C2   C3   aromatic  1.401  0.020  1.401
 77L  C4   C3   aromatic  1.384  0.020  1.384
 77L  C20  O21  single    1.411  0.020  1.411
 77L  C3   C7   single    1.476  0.020  1.476
 77L  C8   C7   aromatic  1.396  0.020  1.396
 77L  C8   C9   aromatic  1.386  0.020  1.386
 77L  C7   C12  aromatic  1.396  0.020  1.396
 77L  C9   C10  aromatic  1.381  0.020  1.381
 77L  C12  C11  aromatic  1.386  0.020  1.386
 77L  C10  C11  aromatic  1.381  0.020  1.381
 77L  C10  F13  single    1.343  0.020  1.343
 77L  C4   H1   single    0.930  0.020  1.080
 77L  C8   H2   single    0.930  0.020  1.080
 77L  C20  H3   single    0.970  0.020  1.090
 77L  C20  H4   single    0.970  0.020  1.090
 77L  N17  H5   single    0.860  0.020  1.020
 77L  C19  H6   single    0.970  0.020  1.090
 77L  C19  H7   single    0.970  0.020  1.090
 77L  O21  H8   single    0.850  0.020  0.980
 77L  O15  H9   single    0.850  0.020  0.980
 77L  O14  H10  single    0.850  0.020  0.980
 77L  C2   H11  single    0.930  0.020  1.080
 77L  C12  H12  single    0.930  0.020  1.080
 77L  C11  H13  single    0.930  0.020  1.080
 77L  C9   H14  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
 77L  H1   C4   C3   118.12  3.000
 77L  H1   C4   C5   120.53  3.000
 77L  C3   C4   C5   121.35  3.000
 77L  C16  C5   C6   117.37  3.000
 77L  C16  C5   C4   123.32  3.000
 77L  C6   C5   C4   119.31  3.000
 77L  C1   C6   O15  116.63  3.000
 77L  C1   C6   C5   119.51  3.000
 77L  O15  C6   C5   123.86  3.000
 77L  C12  C7   C3   120.91  3.000
 77L  C12  C7   C8   118.14  3.000
 77L  C3   C7   C8   120.95  3.000
 77L  H2   C8   C9   118.57  3.000
 77L  H2   C8   C7   120.08  3.000
 77L  C9   C8   C7   121.34  3.000
 77L  C9   C10  F13  119.04  3.000
 77L  F13  C10  C11  119.05  3.000
 77L  C9   C10  C11  121.90  3.000
 77L  H4   C20  H3   107.35  3.000
 77L  H4   C20  O21  111.61  3.000
 77L  H3   C20  O21  111.97  3.000
 77L  H4   C20  C19  109.21  3.000
 77L  H3   C20  C19  108.27  3.000
 77L  O21  C20  C19  108.35  3.000
 77L  N17  C16  O18  121.46  3.000
 77L  O18  C16  C5   119.99  3.000
 77L  N17  C16  C5   118.55  3.000
 77L  H5   N17  C19  116.03  3.000
 77L  H5   N17  C16  119.73  3.000
 77L  C19  N17  C16  123.87  3.000
 77L  H7   C19  H6   107.37  3.000
 77L  H7   C19  N17  110.45  3.000
 77L  H6   C19  N17  109.62  3.000
 77L  H7   C19  C20  110.26  3.000
 77L  H6   C19  C20  108.97  3.000
 77L  N17  C19  C20  110.12  3.000
 77L  H8   O21  C20  108.57  3.000
 77L  H9   O15  C6   105.80  3.000
 77L  C2   C1   O14  119.40  3.000
 77L  C2   C1   C6   119.99  3.000
 77L  O14  C1   C6   120.61  3.000
 77L  H10  O14  C1   110.32  3.000
 77L  C2   C3   C7   120.39  3.000
 77L  C7   C3   C4   120.90  3.000
 77L  C2   C3   C4   118.71  3.000
 77L  H11  C2   C3   120.41  3.000
 77L  H11  C2   C1   118.46  3.000
 77L  C3   C2   C1   121.11  3.000
 77L  H12  C12  C11  118.61  3.000
 77L  H12  C12  C7   120.02  3.000
 77L  C11  C12  C7   121.36  3.000
 77L  H13  C11  C12  120.74  3.000
 77L  H13  C11  C10  120.63  3.000
 77L  C12  C11  C10  118.62  3.000
 77L  H14  C9   C10  120.63  3.000
 77L  H14  C9   C8   120.74  3.000
 77L  C10  C9   C8   118.63  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
 77L  CONST_01  C1   C6   C5   C4     0.00   0.0  0
 77L  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 77L  CONST_05  C2   C1   C6   C5     0.00   0.0  0
 77L  CONST_06  C2   C3   C4   C5     0.00   0.0  0
 77L  CONST_07  C7   C3   C4   C5   180.00   0.0  0
 77L  CONST_08  C3   C2   C1   C6     0.00   0.0  0
 77L  CONST_09  C3   C4   C5   C6     0.00   0.0  0
 77L  CONST_10  C1   C2   C3   C7   180.00   0.0  0
 77L  CONST_11  C10  C9   C8   C7     0.00   0.0  0
 77L  CONST_12  C10  C11  C12  C7     0.00   0.0  0
 77L  CONST_14  C11  C12  C7   C8     0.00   0.0  0
 77L  CONST_15  C11  C10  C9   C8     0.00   0.0  0
 77L  CONST_16  C9   C8   C7   C3   180.00   0.0  0
 77L  CONST_17  C11  C12  C7   C3   180.00   0.0  0
 77L  CONST_19  C9   C8   C7   C12    0.00   0.0  0
 77L  CONST_20  C9   C10  C11  C12    0.00   0.0  0
 77L  CONST_21  O15  C6   C5   C4   180.00   0.0  0
 77L  CONST_22  O14  C1   C6   C5   180.00   0.0  0
 77L  CONST_23  F13  C10  C9   C8   180.00   0.0  0
 77L  CONST_24  C1   C6   C5   C16  180.00   0.0  0
 77L  CONST_25  C3   C4   C5   C16  180.00   0.0  0
 77L  CONST_26  C2   C1   C6   O15  180.00   0.0  0
 77L  CONST_27  C3   C2   C1   O14  180.00   0.0  0
 77L  CONST_28  F13  C10  C11  C12  180.00   0.0  0
 77L  CONST_29  H11  C2   C3   C4   180.00   0.0  0
 77L  CONST_30  H1   C4   C5   C6   180.00   0.0  0
 77L  CONST_31  H14  C9   C8   C7   180.00   0.0  0
 77L  CONST_32  H13  C11  C12  C7   180.00   0.0  0
 77L  CONST_33  H12  C12  C7   C8   180.00   0.0  0
 77L  CONST_34  H2   C8   C9   C10  180.00   0.0  0
 77L  CONST_35  C19  N17  C16  C5   180.00   0.0  0
 77L  CONST_36  H5   N17  C16  C5     0.00   0.0  0
 77L  CONST_37  C19  N17  C16  O18    0.00   0.0  0
 77L  Var_01    N17  C16  C5   C4     5.30  30.0  2
 77L  Var_02    C16  N17  C19  C20  152.13  30.0  3
 77L  Var_03    O21  C20  C19  N17   59.56  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
 77L  plan-1  C4   0.020
 77L  plan-1  C5   0.020
 77L  plan-1  C6   0.020
 77L  plan-1  C7   0.020
 77L  plan-1  C16  0.020
 77L  plan-1  O15  0.020
 77L  plan-1  C1   0.020
 77L  plan-1  O14  0.020
 77L  plan-1  C3   0.020
 77L  plan-1  C2   0.020
 77L  plan-1  H1   0.020
 77L  plan-1  H11  0.020
 77L  plan-2  C7   0.020
 77L  plan-2  C8   0.020
 77L  plan-2  C10  0.020
 77L  plan-2  C3   0.020
 77L  plan-2  C12  0.020
 77L  plan-2  C11  0.020
 77L  plan-2  F13  0.020
 77L  plan-2  C9   0.020
 77L  plan-2  H2   0.020
 77L  plan-2  H12  0.020
 77L  plan-2  H13  0.020
 77L  plan-2  H14  0.020
 77L  plan-3  C5   0.020
 77L  plan-3  O18  0.020
 77L  plan-3  C16  0.020
 77L  plan-3  N17  0.020
 77L  plan-3  C19  0.020
 77L  plan-3  H5   0.020

