# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 22:07:23 2021
#   Inital geometry file: a 81 line input string
#   Ligand name: ~{N}-[(4-fluorophenyl)methyl]-4-methoxy-aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(NCc2ccc(F)cc2)cc1
#
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
 S2Y  S2Y  ~{N}-[(4-fluorophenyl)methyl]-4-methoxy-aniline  ligand  31  17  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_S2Y
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
 S2Y  N1   N  NH1   0  -0.692  13.3304  22.7397   0.9190
 S2Y  C4   C  CR16  0  -0.333  14.1285  22.9393  -1.3458
 S2Y  C5   C  CR6   0   0.342  13.0730  22.8434  -0.4359
 S2Y  C6   C  CR16  0  -0.306  11.7721  22.8865  -0.9519
 S2Y  C7   C  CR16  0  -0.336  11.5487  23.0222  -2.3123
 S2Y  C8   C  CH2   0  -0.356  12.3304  22.2616   1.8352
 S2Y  C10  C  CR16  0  -0.268  11.6173  24.6694   2.1970
 S2Y  C13  C  CR16  0  -0.399   9.1598  23.8496   3.2005
 S2Y  C1   C  CH3   0  -0.433  13.3418  23.2902  -5.4594
 S2Y  C11  C  CR16  0  -0.396  10.6988  25.6194   2.6249
 S2Y  C12  C  CR6   0   0.508   9.4845  25.1901   3.1223
 S2Y  C14  C  CR16  0  -0.281  10.0898  22.9178   2.7624
 S2Y  C2   C  CR6   0   0.346  12.6084  23.1193  -3.2096
 S2Y  C3   C  CR16  0  -0.369  13.9066  23.0748  -2.7092
 S2Y  C9   C  CR6   0   0.060  11.3277  23.3113   2.2617
 S2Y  O1   O  O2    0  -0.480  12.2898  23.2510  -4.5211
 S2Y  H1   H  HNH1  0   0.381  14.2694  22.4580   1.1446
 S2Y  H2   H  HCR6  0   0.256  15.1504  22.9027  -0.9855
 S2Y  H3   H  HCR6  0   0.262  10.9150  22.8235  -0.2949
 S2Y  H4   H  HCR6  0   0.256  10.5312  23.0536  -2.6837
 S2Y  H5   H  HCH2  0   0.235  11.7879  21.3945   1.4350
 S2Y  H6   H  HCH2  0   0.279  12.8548  21.9027   2.7228
 S2Y  H7   H  HCR6  0   0.261  12.5702  24.9932   1.7994
 S2Y  H8   H  HCR6  0   0.277   8.1994  23.5369   3.5886
 S2Y  H9   H  HCH3  0   0.255  12.8816  23.3766  -6.4411
 S2Y  H10  H  HCH3  0   0.222  14.0012  24.1498  -5.3071
 S2Y  H11  H  HCH3  0   0.222  13.9472  22.3792  -5.4378
 S2Y  H12  H  HCR6  0   0.276  10.9265  26.6760   2.5690
 S2Y  H13  H  HCR6  0   0.259   9.8389  21.8645   2.8117
 S2Y  H14  H  HCR6  0   0.273  14.7664  23.1392  -3.3626
 S2Y  F1   F  F     0  -0.319   8.5882  26.1031   3.5372

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
 S2Y  C1   O1   single    1.410  0.020  1.410
 S2Y  O1   C2   single    1.356  0.020  1.356
 S2Y  C2   C3   aromatic  1.392  0.020  1.392
 S2Y  C2   C7   aromatic  1.392  0.020  1.392
 S2Y  C3   C4   aromatic  1.388  0.020  1.388
 S2Y  C7   C6   aromatic  1.385  0.020  1.385
 S2Y  C4   C5   aromatic  1.397  0.020  1.397
 S2Y  C6   C5   aromatic  1.400  0.020  1.400
 S2Y  C5   N1   single    1.383  0.020  1.383
 S2Y  N1   C8   single    1.438  0.020  1.438
 S2Y  C8   C9   single    1.513  0.020  1.513
 S2Y  C14  C13  aromatic  1.387  0.020  1.387
 S2Y  C14  C9   aromatic  1.392  0.020  1.392
 S2Y  C13  C12  aromatic  1.381  0.020  1.381
 S2Y  C9   C10  aromatic  1.390  0.020  1.390
 S2Y  C12  F1   single    1.345  0.020  1.345
 S2Y  C12  C11  aromatic  1.381  0.020  1.381
 S2Y  C10  C11  aromatic  1.389  0.020  1.389
 S2Y  N1   H1   single    0.890  0.020  1.040
 S2Y  C4   H2   single    0.930  0.020  1.080
 S2Y  C6   H3   single    0.930  0.020  1.080
 S2Y  C7   H4   single    0.930  0.020  1.080
 S2Y  C8   H5   single    0.970  0.020  1.090
 S2Y  C8   H6   single    0.970  0.020  1.090
 S2Y  C10  H7   single    0.930  0.020  1.080
 S2Y  C13  H8   single    0.930  0.020  1.080
 S2Y  C1   H9   single    0.970  0.020  1.090
 S2Y  C1   H10  single    0.970  0.020  1.090
 S2Y  C1   H11  single    0.970  0.020  1.090
 S2Y  C11  H12  single    0.930  0.020  1.080
 S2Y  C14  H13  single    0.930  0.020  1.080
 S2Y  C3   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
 S2Y  H1   N1   C8   114.40  3.000
 S2Y  H1   N1   C5   114.49  3.000
 S2Y  C8   N1   C5   121.31  3.000
 S2Y  H2   C4   C3   118.71  3.000
 S2Y  H2   C4   C5   119.57  3.000
 S2Y  C3   C4   C5   121.72  3.000
 S2Y  C6   C5   C4   117.38  3.000
 S2Y  C6   C5   N1   122.43  3.000
 S2Y  C4   C5   N1   120.17  3.000
 S2Y  H3   C6   C7   118.32  3.000
 S2Y  H3   C6   C5   120.70  3.000
 S2Y  C7   C6   C5   120.98  3.000
 S2Y  H4   C7   C2   119.47  3.000
 S2Y  H4   C7   C6   119.39  3.000
 S2Y  C2   C7   C6   121.13  3.000
 S2Y  H6   C8   H5   105.90  3.000
 S2Y  H6   C8   C9   108.50  3.000
 S2Y  H5   C8   C9   108.85  3.000
 S2Y  H6   C8   N1   107.06  3.000
 S2Y  H5   C8   N1   111.94  3.000
 S2Y  C9   C8   N1   114.19  3.000
 S2Y  H7   C10  C9   119.53  3.000
 S2Y  H7   C10  C11  119.40  3.000
 S2Y  C9   C10  C11  121.07  3.000
 S2Y  H8   C13  C14  120.94  3.000
 S2Y  H8   C13  C12  120.62  3.000
 S2Y  C14  C13  C12  118.44  3.000
 S2Y  H11  C1   H10  108.54  3.000
 S2Y  H11  C1   H9   108.55  3.000
 S2Y  H10  C1   H9   108.55  3.000
 S2Y  H11  C1   O1   112.12  3.000
 S2Y  H10  C1   O1   112.26  3.000
 S2Y  H9   C1   O1   106.68  3.000
 S2Y  H12  C11  C12  120.48  3.000
 S2Y  H12  C11  C10  120.84  3.000
 S2Y  C12  C11  C10  118.68  3.000
 S2Y  F1   C12  C11  119.09  3.000
 S2Y  C11  C12  C13  121.93  3.000
 S2Y  F1   C12  C13  118.99  3.000
 S2Y  H13  C14  C9   119.79  3.000
 S2Y  H13  C14  C13  118.89  3.000
 S2Y  C9   C14  C13  121.32  3.000
 S2Y  O1   C2   C3   124.74  3.000
 S2Y  C3   C2   C7   118.43  3.000
 S2Y  O1   C2   C7   116.83  3.000
 S2Y  H14  C3   C2   121.48  3.000
 S2Y  H14  C3   C4   118.17  3.000
 S2Y  C2   C3   C4   120.35  3.000
 S2Y  C14  C9   C10  118.56  3.000
 S2Y  C10  C9   C8   121.78  3.000
 S2Y  C14  C9   C8   119.64  3.000
 S2Y  C2   O1   C1   118.09  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
 S2Y  CONST_01  C7   C2   C3   C4     0.00   0.0  0
 S2Y  CONST_02  C7   C6   C5   C4     0.00   0.0  0
 S2Y  CONST_03  C2   C3   C4   C5     0.00   0.0  0
 S2Y  CONST_04  C2   C7   C6   C5     0.00   0.0  0
 S2Y  CONST_05  C3   C2   C7   C6     0.00   0.0  0
 S2Y  CONST_06  C3   C4   C5   C6     0.00   0.0  0
 S2Y  CONST_07  C13  C14  C9   C10    0.00   0.0  0
 S2Y  CONST_08  C13  C12  C11  C10    0.00   0.0  0
 S2Y  CONST_09  C14  C13  C12  C11    0.00   0.0  0
 S2Y  CONST_10  C14  C9   C10  C11    0.00   0.0  0
 S2Y  CONST_11  C9   C14  C13  C12    0.00   0.0  0
 S2Y  CONST_12  C9   C10  C11  C12    0.00   0.0  0
 S2Y  CONST_13  C3   C4   C5   N1   180.00   0.0  0
 S2Y  CONST_14  C7   C6   C5   N1   180.00   0.0  0
 S2Y  CONST_15  O1   C2   C3   C4   180.00   0.0  0
 S2Y  CONST_16  O1   C2   C7   C6   180.00   0.0  0
 S2Y  CONST_17  C13  C14  C9   C8   180.00   0.0  0
 S2Y  CONST_18  C11  C10  C9   C8   180.00   0.0  0
 S2Y  CONST_19  F1   C12  C11  C10  180.00   0.0  0
 S2Y  CONST_20  F1   C12  C13  C14  180.00   0.0  0
 S2Y  CONST_21  H3   C6   C5   C4   180.00   0.0  0
 S2Y  CONST_22  H14  C3   C4   C5   180.00   0.0  0
 S2Y  CONST_23  H4   C7   C6   C5   180.00   0.0  0
 S2Y  CONST_24  H2   C4   C5   C6   180.00   0.0  0
 S2Y  CONST_25  H13  C14  C9   C10  180.00   0.0  0
 S2Y  CONST_26  H12  C11  C12  C13  180.00   0.0  0
 S2Y  CONST_27  H8   C13  C12  C11  180.00   0.0  0
 S2Y  CONST_28  H7   C10  C11  C12  180.00   0.0  0
 S2Y  Var_01    C14  C9   C8   N1   158.73  30.0  2
 S2Y  Var_02    C9   C8   N1   C5   -81.72  30.0  3
 S2Y  Var_03    C3   C2   O1   C1     2.80  30.0  2
 S2Y  Var_04    H9   C1   O1   C2   178.82  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
 S2Y  plan-1  C8   0.020
 S2Y  plan-1  C10  0.020
 S2Y  plan-1  C13  0.020
 S2Y  plan-1  C11  0.020
 S2Y  plan-1  C12  0.020
 S2Y  plan-1  C14  0.020
 S2Y  plan-1  C9   0.020
 S2Y  plan-1  H7   0.020
 S2Y  plan-1  H8   0.020
 S2Y  plan-1  H12  0.020
 S2Y  plan-1  H13  0.020
 S2Y  plan-1  F1   0.020
 S2Y  plan-2  N1   0.020
 S2Y  plan-2  C4   0.020
 S2Y  plan-2  C5   0.020
 S2Y  plan-2  C6   0.020
 S2Y  plan-2  C7   0.020
 S2Y  plan-2  C2   0.020
 S2Y  plan-2  C3   0.020
 S2Y  plan-2  O1   0.020
 S2Y  plan-2  H2   0.020
 S2Y  plan-2  H3   0.020
 S2Y  plan-2  H4   0.020
 S2Y  plan-2  H14  0.020
 S2Y  plan-3  N1   0.020
 S2Y  plan-3  C5   0.020
 S2Y  plan-3  C8   0.020
 S2Y  plan-3  H1   0.020

