# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 09:44:39 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: N-[(1R)-1-(4-bromophenyl)ethyl]-5-fluoro-2-hydroxybenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](NC(=O)c1cc(F)ccc1O)c2ccc(Br)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
 BFS  BFS  N-[(1R)-1-(4-bromophenyl)ethyl]-5-fluoro-2-hydroxybenzamide  ligand  33  20  .  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_BFS
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
 BFS  C1    C   CR6   0  -0.163  -0.1119  -0.2520  -3.4889
 BFS  C2    C   CR6   0   0.353  -0.4685  -0.5234  -4.8242
 BFS  C3    C   CR16  0  -0.328   0.5363  -0.6724  -5.7852
 BFS  C4    C   CR16  0  -0.391   1.8681  -0.5838  -5.4389
 BFS  C5    C   CR6   0   0.527   2.2029  -0.3430  -4.1162
 BFS  C6    C   CR16  0  -0.460   1.2436  -0.1789  -3.1494
 BFS  C     C   C     0   0.634  -1.1976  -0.0652  -2.4930
 BFS  CE1   C   CH1   0  -0.169  -1.8621   0.5925  -0.2203
 BFS  CE2   C   CH3   0  -0.649  -2.5341   1.9563  -0.3473
 BFS  C1'   C   CR6   0   0.138  -1.1837   0.3964   1.1157
 BFS  C2'   C   CR16  0  -0.311  -1.4688  -0.7226   1.8891
 BFS  C3'   C   CR16  0  -0.209  -0.8500  -0.9275   3.1146
 BFS  C4'   C   CR6   0  -0.123   0.0752   0.0017   3.5637
 BFS  C5'   C   CR16  0  -0.211   0.3823   1.1258   2.8108
 BFS  C6'   C   CR16  0  -0.297  -0.2533   1.3158   1.5929
 BFS  N     N   NH1   0  -0.655  -0.8775   0.3752  -1.2753
 BFS  O     O   O     0  -0.540  -2.3725  -0.3148  -2.8009
 BFS  O2    O   OH1   0  -0.633  -1.7343  -0.6424  -5.2244
 BFS  F5    F   F     0  -0.319   3.5009  -0.2743  -3.7714
 BFS  BR4   BR  BR    0  -0.044   0.9288  -0.2639   5.2270
 BFS  H3    H   HCR6  0   0.281   0.2552  -0.8681  -6.8119
 BFS  H4    H   HCR6  0   0.290   2.6400  -0.7068  -6.1872
 BFS  H6    H   HCR6  0   0.276   1.5706  -0.0100  -2.1316
 BFS  HE1   H   HCH1  0   0.277  -2.6254  -0.1794  -0.3265
 BFS  HE21  H   HCH3  0   0.231  -1.8133   2.7707  -0.2737
 BFS  HE22  H   HCH3  0   0.247  -3.0444   2.0407  -1.3061
 BFS  HE23  H   HCH3  0   0.243  -3.2745   2.0846   0.4422
 BFS  H2'   H   HCR6  0   0.269  -2.1884  -1.4516   1.5370
 BFS  H3'   H   HCR6  0   0.282  -1.0947  -1.8037   3.6999
 BFS  H5'   H   HCR6  0   0.283   1.1016   1.8542   3.1602
 BFS  H6'   H   HCR6  0   0.271  -0.0099   2.2037   1.0211
 BFS  HN    H   HNH1  0   0.419   0.0677   0.6622  -1.0821
 BFS  HO2   H   HOH1  0   0.477  -2.2951  -0.5675  -4.4127

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
 BFS  C1   C2    aromatic  1.408  0.020  1.408
 BFS  C1   C6    aromatic  1.399  0.020  1.399
 BFS  C1   C     single    1.485  0.020  1.485
 BFS  C2   C3    aromatic  1.398  0.020  1.398
 BFS  C2   O2    single    1.333  0.020  1.333
 BFS  C3   C4    aromatic  1.379  0.020  1.379
 BFS  C3   H3    single    0.930  0.020  1.080
 BFS  C4   C5    aromatic  1.385  0.020  1.385
 BFS  C4   H4    single    0.930  0.020  1.080
 BFS  C5   C6    aromatic  1.372  0.020  1.372
 BFS  C5   F5    single    1.345  0.020  1.345
 BFS  C6   H6    single    0.930  0.020  1.080
 BFS  C    N     single    1.334  0.020  1.334
 BFS  C    O     double    1.240  0.020  1.240
 BFS  CE1  CE2   single    1.526  0.020  1.526
 BFS  CE1  C1'   single    1.511  0.020  1.511
 BFS  CE1  N     single    1.459  0.020  1.459
 BFS  CE1  HE1   single    0.970  0.020  1.090
 BFS  CE2  HE21  single    0.970  0.020  1.090
 BFS  CE2  HE22  single    0.970  0.020  1.090
 BFS  CE2  HE23  single    0.970  0.020  1.090
 BFS  C1'  C2'   aromatic  1.390  0.020  1.390
 BFS  C1'  C6'   aromatic  1.392  0.020  1.392
 BFS  C2'  C3'   aromatic  1.388  0.020  1.388
 BFS  C2'  H2'   single    0.930  0.020  1.080
 BFS  C3'  C4'   aromatic  1.386  0.020  1.386
 BFS  C3'  H3'   single    0.930  0.020  1.080
 BFS  C4'  C5'   aromatic  1.387  0.020  1.387
 BFS  C4'  BR4   single    1.888  0.020  1.888
 BFS  C5'  C6'   aromatic  1.387  0.020  1.387
 BFS  C5'  H5'   single    0.930  0.020  1.080
 BFS  C6'  H6'   single    0.930  0.020  1.080
 BFS  N    HN    single    0.860  0.020  1.020
 BFS  O2   HO2   single    0.850  0.020  0.980

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
 BFS  C     C1   C6    122.61  3.000
 BFS  C     C1   C2    118.35  3.000
 BFS  C6    C1   C2    119.04  3.000
 BFS  O2    C2   C3    117.81  3.000
 BFS  O2    C2   C1    122.84  3.000
 BFS  C3    C2   C1    119.35  3.000
 BFS  H3    C3   C4    120.05  3.000
 BFS  H3    C3   C2    118.98  3.000
 BFS  C4    C3   C2    120.96  3.000
 BFS  H4    C4   C5    120.51  3.000
 BFS  H4    C4   C3    120.52  3.000
 BFS  C5    C4   C3    118.97  3.000
 BFS  F5    C5   C6    119.22  3.000
 BFS  F5    C5   C4    119.13  3.000
 BFS  C6    C5   C4    121.65  3.000
 BFS  H6    C6   C5    118.05  3.000
 BFS  H6    C6   C1    121.94  3.000
 BFS  C5    C6   C1    120.01  3.000
 BFS  O     C    N     121.37  3.000
 BFS  O     C    C1    120.06  3.000
 BFS  N     C    C1    118.58  3.000
 BFS  HE1   CE1  N     107.24  3.000
 BFS  HE1   CE1  C1'   107.97  3.000
 BFS  N     CE1  C1'   108.48  3.000
 BFS  HE1   CE1  CE2   108.43  3.000
 BFS  N     CE1  CE2   111.72  3.000
 BFS  C1'   CE1  CE2   112.79  3.000
 BFS  HE23  CE2  HE22  108.07  3.000
 BFS  HE23  CE2  HE21  108.20  3.000
 BFS  HE22  CE2  HE21  108.14  3.000
 BFS  HE23  CE2  CE1   110.13  3.000
 BFS  HE22  CE2  CE1   110.42  3.000
 BFS  HE21  CE2  CE1   111.78  3.000
 BFS  C6'   C1'  C2'   118.55  3.000
 BFS  C6'   C1'  CE1   121.15  3.000
 BFS  C2'   C1'  CE1   120.29  3.000
 BFS  H2'   C2'  C3'   118.94  3.000
 BFS  H2'   C2'  C1'   119.81  3.000
 BFS  C3'   C2'  C1'   121.25  3.000
 BFS  H3'   C3'  C4'   121.25  3.000
 BFS  H3'   C3'  C2'   119.76  3.000
 BFS  C4'   C3'  C2'   118.99  3.000
 BFS  BR4   C4'  C5'   119.47  3.000
 BFS  BR4   C4'  C3'   119.53  3.000
 BFS  C5'   C4'  C3'   121.01  3.000
 BFS  H5'   C5'  C6'   119.75  3.000
 BFS  H5'   C5'  C4'   121.16  3.000
 BFS  C6'   C5'  C4'   119.08  3.000
 BFS  H6'   C6'  C5'   118.20  3.000
 BFS  H6'   C6'  C1'   120.68  3.000
 BFS  C5'   C6'  C1'   121.12  3.000
 BFS  HN    N    CE1   116.90  3.000
 BFS  HN    N    C     119.65  3.000
 BFS  CE1   N    C     123.18  3.000
 BFS  HO2   O2   C2    106.57  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
 BFS  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 BFS  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 BFS  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 BFS  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 BFS  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 BFS  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 BFS  CONST_07  C4'  C3'  C2'  C1'     0.00   0.0  0
 BFS  CONST_08  C4'  C5'  C6'  C1'     0.00   0.0  0
 BFS  CONST_09  C5'  C6'  C1'  C2'     0.00   0.0  0
 BFS  CONST_10  C5'  C4'  C3'  C2'     0.00   0.0  0
 BFS  CONST_11  C6'  C1'  C2'  C3'     0.00   0.0  0
 BFS  CONST_12  C6'  C5'  C4'  C3'     0.00   0.0  0
 BFS  CONST_13  F5   C5   C6   C1    180.00   0.0  0
 BFS  CONST_14  C    C1   C2   C3    180.00   0.0  0
 BFS  CONST_15  F5   C5   C4   C3    180.00   0.0  0
 BFS  CONST_16  O2   C2   C3   C4    180.00   0.0  0
 BFS  CONST_17  C    C1   C6   C5    180.00   0.0  0
 BFS  CONST_18  O2   C2   C1   C6    180.00   0.0  0
 BFS  CONST_19  C3'  C2'  C1'  CE1   180.00   0.0  0
 BFS  CONST_20  C5'  C6'  C1'  CE1   180.00   0.0  0
 BFS  CONST_21  BR4  C4'  C3'  C2'   180.00   0.0  0
 BFS  CONST_22  BR4  C4'  C5'  C6'   180.00   0.0  0
 BFS  CONST_23  H3   C3   C2   C1    180.00   0.0  0
 BFS  CONST_24  H6   C6   C1   C2    180.00   0.0  0
 BFS  CONST_25  H4   C4   C3   C2    180.00   0.0  0
 BFS  CONST_26  H3'  C3'  C2'  C1'   180.00   0.0  0
 BFS  CONST_27  H5'  C5'  C6'  C1'   180.00   0.0  0
 BFS  CONST_28  H6'  C6'  C1'  C2'   180.00   0.0  0
 BFS  CONST_29  H2'  C2'  C3'  C4'   180.00   0.0  0
 BFS  CONST_30  CE1  N    C    C1    180.00   0.0  0
 BFS  CONST_31  HN   N    C    C1      0.00   0.0  0
 BFS  CONST_32  O    C    N    CE1     0.00   0.0  0
 BFS  Var_01    N    C    C1   C2   -170.70  30.0  2

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
 BFS  chir_01  CE1  CE2  C1'  N  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
 BFS  plan-1  C1   0.020
 BFS  plan-1  C2   0.020
 BFS  plan-1  C3   0.020
 BFS  plan-1  C4   0.020
 BFS  plan-1  C5   0.020
 BFS  plan-1  C6   0.020
 BFS  plan-1  C    0.020
 BFS  plan-1  O2   0.020
 BFS  plan-1  F5   0.020
 BFS  plan-1  H3   0.020
 BFS  plan-1  H4   0.020
 BFS  plan-1  H6   0.020
 BFS  plan-2  CE1  0.020
 BFS  plan-2  C1'  0.020
 BFS  plan-2  C2'  0.020
 BFS  plan-2  C3'  0.020
 BFS  plan-2  C4'  0.020
 BFS  plan-2  C5'  0.020
 BFS  plan-2  C6'  0.020
 BFS  plan-2  BR4  0.020
 BFS  plan-2  H2'  0.020
 BFS  plan-2  H3'  0.020
 BFS  plan-2  H5'  0.020
 BFS  plan-2  H6'  0.020
 BFS  plan-3  C1   0.020
 BFS  plan-3  C    0.020
 BFS  plan-3  CE1  0.020
 BFS  plan-3  N    0.020
 BFS  plan-3  O    0.020
 BFS  plan-3  HN   0.020

