# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 16 03:35:51 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {5-chloro-2-[(2-fluoro-4-iodobenzyl)carbamoyl]phenoxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1cc(Cl)ccc1C(=O)NCc2ccc(I)cc2F
#
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
 M15  M15  '{5-chloro-2-[(2-fluoro-4-iodobenzyl)carbamoyl]phenoxy}acetic acid'  ligand  36  24  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M15
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
 M15  F24  F   F     0  -0.295  -0.5713   2.2662   0.3510
 M15  C2   C   CR6   0   0.554   0.6736   1.7819   0.4184
 M15  C4   C   CR16  0  -0.367   1.4086   2.0316   1.5610
 M15  C6   C   CR6   0  -0.219   2.7001   1.5277   1.6263
 M15  I23  I   I     0   0.073   3.8491   1.8851   3.3481
 M15  C5   C   CR16  0  -0.227   3.2397   0.7961   0.5805
 M15  C3   C   CR16  0  -0.281   2.4621   0.5688  -0.5479
 M15  C1   C   CR6   0  -0.098   1.1657   1.0556  -0.6570
 M15  C7   C   CH2   0  -0.355   0.3274   0.7941  -1.8786
 M15  N8   N   NH1   0  -0.613  -0.8185  -0.0324  -1.5753
 M15  C9   C   C     0   0.529  -2.0950   0.3404  -1.7710
 M15  O16  O   O     0  -0.473  -2.4372   1.4092  -2.2455
 M15  C10  C   CR6   0  -0.176  -3.0938  -0.7093  -1.3888
 M15  C12  C   CR16  0  -0.249  -3.1055  -1.9331  -2.0386
 M15  C14  C   CR16  0  -0.238  -4.0587  -2.9008  -1.7494
 M15  C15  C   CR6   0  -0.025  -4.9971  -2.6164  -0.7765
 M15  CL2  CL  CL    0  -0.116  -6.1983  -3.7984  -0.3806
 M15  C13  C   CR16  0  -0.336  -5.0105  -1.4077  -0.0938
 M15  C11  C   CR6   0   0.399  -4.0551  -0.4457  -0.4051
 M15  O17  O   O2    0  -0.440  -3.9678   0.7452   0.2048
 M15  C18  C   CH2   0  -0.302  -4.8681   1.0396   1.2381
 M15  C19  C   C     0   0.510  -4.5490   2.4251   1.7462
 M15  O20  O   O     0  -0.409  -3.6895   3.1411   1.3152
 M15  O21  O   OH1   0  -0.593  -5.3664   2.7353   2.7428
 M15  H1   H   HCR6  0   0.300   0.9705   2.6070   2.3655
 M15  H2   H   HCR6  0   0.284   4.2441   0.4000   0.6290
 M15  H3   H   HCR6  0   0.279   2.8797  -0.0055  -1.3656
 M15  H4   H   HCH2  0   0.277  -0.0302   1.7257  -2.3152
 M15  H5   H   HCH2  0   0.277   0.9445   0.3042  -2.6341
 M15  H6   H   HNH1  0   0.410  -0.6406  -0.9299  -1.1527
 M15  H7   H   HCR6  0   0.279  -2.3638  -2.1383  -2.8002
 M15  H8   H   HCR6  0   0.283  -4.0618  -3.8468  -2.2717
 M15  H9   H   HCR6  0   0.309  -5.7589  -1.2384   0.6671
 M15  H10  H   HCH2  0   0.280  -5.9086   1.0212   0.8927
 M15  H11  H   HCH2  0   0.280  -4.7860   0.3276   2.0680
 M15  H12  H   HOH1  0   0.490  -5.1763   3.6283   3.0673

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
 M15  O20  C19  double    1.199  0.020  1.199
 M15  C18  C19  single    1.510  0.020  1.510
 M15  C18  O17  single    1.402  0.020  1.402
 M15  CL2  C15  single    1.731  0.020  1.731
 M15  C19  O21  single    1.326  0.020  1.326
 M15  C13  C15  aromatic  1.388  0.020  1.388
 M15  C13  C11  aromatic  1.391  0.020  1.391
 M15  O17  C11  single    1.341  0.020  1.341
 M15  C15  C14  aromatic  1.381  0.020  1.381
 M15  C11  C10  aromatic  1.400  0.020  1.400
 M15  C14  C12  aromatic  1.389  0.020  1.389
 M15  C10  C12  aromatic  1.386  0.020  1.386
 M15  C10  C9   single    1.499  0.020  1.499
 M15  N8   C9   single    1.344  0.020  1.344
 M15  N8   C7   single    1.445  0.020  1.445
 M15  C9   O16  double    1.218  0.020  1.218
 M15  C7   C1   single    1.505  0.020  1.505
 M15  C1   C3   aromatic  1.389  0.020  1.389
 M15  C1   C2   aromatic  1.388  0.020  1.388
 M15  C3   C5   aromatic  1.389  0.020  1.389
 M15  F24  C2   single    1.338  0.020  1.338
 M15  C2   C4   aromatic  1.381  0.020  1.381
 M15  C5   C6   aromatic  1.386  0.020  1.386
 M15  C4   C6   aromatic  1.388  0.020  1.388
 M15  C6   I23  single    2.101  0.020  2.101
 M15  C4   H1   single    0.930  0.020  1.080
 M15  C5   H2   single    0.930  0.020  1.080
 M15  C3   H3   single    0.930  0.020  1.080
 M15  C7   H4   single    0.970  0.020  1.090
 M15  C7   H5   single    0.970  0.020  1.090
 M15  N8   H6   single    0.860  0.020  1.020
 M15  C12  H7   single    0.930  0.020  1.080
 M15  C14  H8   single    0.930  0.020  1.080
 M15  C13  H9   single    0.930  0.020  1.080
 M15  C18  H10  single    0.970  0.020  1.090
 M15  C18  H11  single    0.970  0.020  1.090
 M15  O21  H12  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
 M15  C1   C2   C4   123.15  3.000
 M15  C4   C2   F24  118.13  3.000
 M15  C1   C2   F24  118.72  3.000
 M15  H1   C4   C6   122.34  3.000
 M15  H1   C4   C2   119.73  3.000
 M15  C6   C4   C2   117.93  3.000
 M15  C5   C6   I23  119.70  3.000
 M15  I23  C6   C4   119.07  3.000
 M15  C5   C6   C4   121.23  3.000
 M15  H2   C5   C3   119.78  3.000
 M15  H2   C5   C6   121.43  3.000
 M15  C3   C5   C6   118.79  3.000
 M15  H3   C3   C1   119.11  3.000
 M15  H3   C3   C5   118.96  3.000
 M15  C1   C3   C5   121.93  3.000
 M15  C7   C1   C3   121.53  3.000
 M15  C3   C1   C2   116.97  3.000
 M15  C7   C1   C2   121.50  3.000
 M15  H5   C7   H4   106.98  3.000
 M15  H5   C7   N8   109.69  3.000
 M15  H4   C7   N8   108.24  3.000
 M15  H5   C7   C1   108.96  3.000
 M15  H4   C7   C1   111.08  3.000
 M15  N8   C7   C1   111.77  3.000
 M15  H6   N8   C9   118.40  3.000
 M15  H6   N8   C7   117.22  3.000
 M15  C9   N8   C7   124.32  3.000
 M15  C10  C9   O16  121.78  3.000
 M15  O16  C9   N8   124.52  3.000
 M15  C10  C9   N8   113.67  3.000
 M15  C11  C10  C12  119.33  3.000
 M15  C12  C10  C9   120.31  3.000
 M15  C11  C10  C9   120.31  3.000
 M15  H7   C12  C14  118.98  3.000
 M15  H7   C12  C10  119.44  3.000
 M15  C14  C12  C10  121.57  3.000
 M15  H8   C14  C15  121.25  3.000
 M15  H8   C14  C12  120.75  3.000
 M15  C15  C14  C12  118.00  3.000
 M15  C13  C15  CL2  118.38  3.000
 M15  C13  C15  C14  122.15  3.000
 M15  CL2  C15  C14  119.46  3.000
 M15  H9   C13  C11  121.66  3.000
 M15  H9   C13  C15  119.30  3.000
 M15  C11  C13  C15  119.04  3.000
 M15  O17  C11  C13  123.86  3.000
 M15  O17  C11  C10  116.23  3.000
 M15  C13  C11  C10  119.90  3.000
 M15  C18  O17  C11  118.69  3.000
 M15  H11  C18  H10  107.37  3.000
 M15  H11  C18  C19  108.98  3.000
 M15  H10  C18  C19  108.78  3.000
 M15  H11  C18  O17  111.92  3.000
 M15  H10  C18  O17  111.95  3.000
 M15  C19  C18  O17  107.76  3.000
 M15  O21  C19  O20  124.93  3.000
 M15  O21  C19  C18  109.72  3.000
 M15  O20  C19  C18  125.35  3.000
 M15  H12  O21  C19  110.27  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
 M15  CONST_01  C5   C3   C1   C2     0.00   0.0  0
 M15  CONST_02  C5   C6   C4   C2     0.00   0.0  0
 M15  CONST_03  C3   C1   C2   C4     0.00   0.0  0
 M15  CONST_04  C3   C5   C6   C4     0.00   0.0  0
 M15  CONST_05  C1   C3   C5   C6     0.00   0.0  0
 M15  CONST_06  C1   C2   C4   C6     0.00   0.0  0
 M15  CONST_07  C15  C13  C11  C10    0.00   0.0  0
 M15  CONST_08  C15  C14  C12  C10    0.00   0.0  0
 M15  CONST_09  C13  C15  C14  C12    0.00   0.0  0
 M15  CONST_10  C13  C11  C10  C12    0.00   0.0  0
 M15  CONST_11  C11  C13  C15  C14    0.00   0.0  0
 M15  CONST_12  C11  C10  C12  C14    0.00   0.0  0
 M15  CONST_13  C3   C1   C2   F24  180.00   0.0  0
 M15  CONST_14  C6   C4   C2   F24  180.00   0.0  0
 M15  CONST_15  I23  C6   C4   C2   180.00   0.0  0
 M15  CONST_16  C7   C1   C2   C4   180.00   0.0  0
 M15  CONST_17  C3   C5   C6   I23  180.00   0.0  0
 M15  CONST_18  C7   C1   C3   C5   180.00   0.0  0
 M15  CONST_19  C13  C11  C10  C9   180.00   0.0  0
 M15  CONST_20  C14  C12  C10  C9   180.00   0.0  0
 M15  CONST_21  CL2  C15  C14  C12  180.00   0.0  0
 M15  CONST_22  O17  C11  C10  C12  180.00   0.0  0
 M15  CONST_23  O17  C11  C13  C15  180.00   0.0  0
 M15  CONST_24  C11  C13  C15  CL2  180.00   0.0  0
 M15  CONST_25  H3   C3   C1   C2   180.00   0.0  0
 M15  CONST_26  H2   C5   C6   C4   180.00   0.0  0
 M15  CONST_27  H1   C4   C6   C5   180.00   0.0  0
 M15  CONST_28  H9   C13  C11  C10  180.00   0.0  0
 M15  CONST_29  H8   C14  C12  C10  180.00   0.0  0
 M15  CONST_30  H7   C12  C14  C15  180.00   0.0  0
 M15  CONST_31  C10  C9   N8   C7   180.00   0.0  0
 M15  CONST_32  H6   N8   C9   C10    0.00   0.0  0
 M15  CONST_33  O16  C9   N8   C7     0.00   0.0  0
 M15  CONST_34  H12  O21  C19  C18  180.00   0.0  0
 M15  Var_01    N8   C7   C1   C2   -64.71  30.0  2
 M15  Var_02    C11  C10  C9   N8   120.32  30.0  3
 M15  Var_03    C9   N8   C7   C1   120.57  30.0  1
 M15  Var_04    C19  C18  O17  C11  179.82  30.0  1
 M15  Var_05    O20  C19  C18  O17    1.16  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
 M15  plan-1  F24  0.020
 M15  plan-1  C2   0.020
 M15  plan-1  C4   0.020
 M15  plan-1  C6   0.020
 M15  plan-1  I23  0.020
 M15  plan-1  C5   0.020
 M15  plan-1  C3   0.020
 M15  plan-1  C1   0.020
 M15  plan-1  C7   0.020
 M15  plan-1  H1   0.020
 M15  plan-1  H2   0.020
 M15  plan-1  H3   0.020
 M15  plan-2  C9   0.020
 M15  plan-2  C10  0.020
 M15  plan-2  C12  0.020
 M15  plan-2  C14  0.020
 M15  plan-2  C15  0.020
 M15  plan-2  CL2  0.020
 M15  plan-2  C13  0.020
 M15  plan-2  C11  0.020
 M15  plan-2  O17  0.020
 M15  plan-2  H7   0.020
 M15  plan-2  H8   0.020
 M15  plan-2  H9   0.020
 M15  plan-3  C7   0.020
 M15  plan-3  N8   0.020
 M15  plan-3  C9   0.020
 M15  plan-3  O16  0.020
 M15  plan-3  C10  0.020
 M15  plan-3  H6   0.020
 M15  plan-4  C18  0.020
 M15  plan-4  C19  0.020
 M15  plan-4  O20  0.020
 M15  plan-4  O21  0.020
 M15  plan-4  H12  0.020

