# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 14:15:56 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: {5-chloro-2-[(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)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
 1WW  1WW  '{5-chloro-2-[(4-iodobenzyl)carbamoyl]phenoxy}acetic acid'  ligand  36  23  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1WW
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
 1WW  C1    C   CR16  0  -0.302  -1.7372   1.7245   0.8914
 1WW  CL1   CL  CL    0  -0.110   5.3725  -4.1134  -0.3739
 1WW  C2    C   CR6   0   0.004  -1.3129   1.3621  -0.3809
 1WW  C3    C   CR16  0  -0.176  -2.0645   0.4351  -1.0995
 1WW  C4    C   CR16  0  -0.177  -2.8904   1.1800   1.4455
 1WW  C5    C   CR16  0  -0.193  -3.2151  -0.1239  -0.5638
 1WW  C6    C   CR6   0  -0.237  -3.6165   0.2573   0.7098
 1WW  I7    I   I     0  -0.002  -5.3623  -0.5833   1.5366
 1WW  C8    C   CH2   0  -0.312  -0.0439   1.9254  -0.9733
 1WW  N9    N   NH1   0  -0.679   1.0205   0.9415  -0.9981
 1WW  C10   C   C     0   0.561   1.7327   0.6205   0.0917
 1WW  O11   O   O     0  -0.572   1.6376   1.2071   1.1581
 1WW  C12   C   CR6   0   0.465   4.0386  -0.3969   0.1175
 1WW  C13   C   CR6   0  -0.245   2.6610  -0.5407  -0.0931
 1WW  C14   C   CR16  0  -0.225   2.1500  -1.7889  -0.4118
 1WW  C15   C   CR16  0  -0.403   4.8748  -1.5054   0.0290
 1WW  C16   C   CR16  0  -0.234   2.9675  -2.9078  -0.5022
 1WW  C17   C   CR6   0   0.008   4.3204  -2.7410  -0.2743
 1WW  C20   C   CH2   0  -0.322   5.8543   1.0681   0.4899
 1WW  C21   C   C     0   0.541   6.0652   2.5629   0.5609
 1WW  O22   O   O     0  -0.404   5.1852   3.3803   0.5345
 1WW  O23   O   OH1   0  -0.689   7.3545   2.8401   0.6612
 1WW  H1    H   HCR6  0   0.277  -1.1672   2.4444   1.4641
 1WW  H3    H   HCR6  0   0.271  -1.7512   0.1420  -2.0947
 1WW  H4    H   HCR6  0   0.288  -3.2016   1.4774   2.4376
 1WW  H5    H   HCR6  0   0.282  -3.7821  -0.8440  -1.1380
 1WW  H8    H   HCH2  0   0.282  -0.2133   2.2350  -2.0039
 1WW  H8A   H   HCH2  0   0.250   0.2760   2.8041  -0.4141
 1WW  HN9   H   HNH1  0   0.396   1.1770   0.4367  -1.8553
 1WW  H14   H   HCR6  0   0.263   1.0859  -1.9019  -0.5794
 1WW  H15   H   HCR6  0   0.308   5.9407  -1.4227   0.1894
 1WW  H16   H   HCR6  0   0.279   2.5540  -3.8763  -0.7448
 1WW  H20   H   HCH2  0   0.315   6.2606   0.5836   1.3852
 1WW  H20A  H   HCH2  0   0.299   6.4090   0.6786  -0.3721
 1WW  HO23  H   HOH1  0   0.481   7.5068   3.7988   0.6840
 1WW  O19   O   O2    0  -0.288   4.4722   0.8515   0.3589

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
 1WW  C2   C1    aromatic  1.389  0.020  1.389
 1WW  C1   C4    aromatic  1.390  0.020  1.390
 1WW  C1   H1    single    0.930  0.020  1.080
 1WW  CL1  C17   single    1.732  0.020  1.732
 1WW  C8   C2    single    1.509  0.020  1.509
 1WW  C2   C3    aromatic  1.393  0.020  1.393
 1WW  C3   C5    aromatic  1.387  0.020  1.387
 1WW  C3   H3    single    0.930  0.020  1.080
 1WW  C4   C6    aromatic  1.386  0.020  1.386
 1WW  C4   H4    single    0.930  0.020  1.080
 1WW  C5   C6    aromatic  1.389  0.020  1.389
 1WW  C5   H5    single    0.930  0.020  1.080
 1WW  C6   I7    single    2.107  0.020  2.107
 1WW  N9   C8    single    1.450  0.020  1.450
 1WW  C8   H8    single    0.970  0.020  1.090
 1WW  C8   H8A   single    0.970  0.020  1.090
 1WW  N9   C10   single    1.341  0.020  1.341
 1WW  N9   HN9   single    0.860  0.020  1.020
 1WW  C13  C10   single    1.498  0.020  1.498
 1WW  C10  O11   double    1.221  0.020  1.221
 1WW  C15  C12   aromatic  1.391  0.020  1.391
 1WW  O19  C12   single    1.343  0.020  1.343
 1WW  C12  C13   aromatic  1.401  0.020  1.401
 1WW  C13  C14   aromatic  1.386  0.020  1.386
 1WW  C16  C14   aromatic  1.389  0.020  1.389
 1WW  C14  H14   single    0.930  0.020  1.080
 1WW  C15  C17   aromatic  1.388  0.020  1.388
 1WW  C15  H15   single    0.930  0.020  1.080
 1WW  C17  C16   aromatic  1.382  0.020  1.382
 1WW  C16  H16   single    0.930  0.020  1.080
 1WW  C20  O19   single    1.405  0.020  1.405
 1WW  C20  C21   single    1.511  0.020  1.511
 1WW  C20  H20   single    0.970  0.020  1.090
 1WW  C20  H20A  single    0.970  0.020  1.090
 1WW  O22  C21   double    1.201  0.020  1.201
 1WW  C21  O23   single    1.323  0.020  1.323
 1WW  O23  HO23  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
 1WW  H1    C1   C4   119.11  3.000
 1WW  H1    C1   C2   119.82  3.000
 1WW  C4    C1   C2   121.07  3.000
 1WW  C8    C2   C3   119.97  3.000
 1WW  C3    C2   C1   118.76  3.000
 1WW  C8    C2   C1   121.25  3.000
 1WW  H3    C3   C5   119.05  3.000
 1WW  H3    C3   C2   119.85  3.000
 1WW  C5    C3   C2   121.11  3.000
 1WW  H4    C4   C6   121.29  3.000
 1WW  H4    C4   C1   119.77  3.000
 1WW  C6    C4   C1   118.94  3.000
 1WW  H5    C5   C6   121.21  3.000
 1WW  H5    C5   C3   119.88  3.000
 1WW  C6    C5   C3   118.91  3.000
 1WW  I7    C6   C5   119.34  3.000
 1WW  I7    C6   C4   119.45  3.000
 1WW  C5    C6   C4   121.21  3.000
 1WW  H8A   C8   H8   107.58  3.000
 1WW  H8A   C8   N9   109.91  3.000
 1WW  H8    C8   N9   106.92  3.000
 1WW  H8A   C8   C2   110.26  3.000
 1WW  H8    C8   C2   110.28  3.000
 1WW  N9    C8   C2   111.76  3.000
 1WW  HN9   N9   C10  119.29  3.000
 1WW  HN9   N9   C8   117.96  3.000
 1WW  C10   N9   C8   122.59  3.000
 1WW  C13   C10  O11  121.91  3.000
 1WW  O11   C10  N9   123.61  3.000
 1WW  C13   C10  N9   114.48  3.000
 1WW  O19   C12  C15  123.91  3.000
 1WW  O19   C12  C13  116.09  3.000
 1WW  C15   C12  C13  119.98  3.000
 1WW  C14   C13  C12  119.31  3.000
 1WW  C14   C13  C10  119.87  3.000
 1WW  C12   C13  C10  120.74  3.000
 1WW  H14   C14  C16  118.96  3.000
 1WW  H14   C14  C13  119.46  3.000
 1WW  C16   C14  C13  121.57  3.000
 1WW  H15   C15  C17  119.63  3.000
 1WW  H15   C15  C12  121.48  3.000
 1WW  C17   C15  C12  118.89  3.000
 1WW  H16   C16  C17  121.31  3.000
 1WW  H16   C16  C14  120.76  3.000
 1WW  C17   C16  C14  117.92  3.000
 1WW  C16   C17  C15  122.31  3.000
 1WW  C16   C17  CL1  119.31  3.000
 1WW  C15   C17  CL1  118.38  3.000
 1WW  H20A  C20  H20  107.31  3.000
 1WW  H20A  C20  C21  108.53  3.000
 1WW  H20   C20  C21  110.31  3.000
 1WW  H20A  C20  O19  111.69  3.000
 1WW  H20   C20  O19  111.87  3.000
 1WW  C21   C20  O19  107.10  3.000
 1WW  O23   C21  O22  124.97  3.000
 1WW  O23   C21  C20  110.30  3.000
 1WW  O22   C21  C20  124.74  3.000
 1WW  HO23  O23  C21  111.20  3.000
 1WW  C20   O19  C12  118.52  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
 1WW  CONST_01  C5    C3   C2   C1     0.00   0.0  0
 1WW  CONST_02  C5    C6   C4   C1     0.00   0.0  0
 1WW  CONST_03  C6    C4   C1   C2     0.00   0.0  0
 1WW  CONST_04  C6    C5   C3   C2     0.00   0.0  0
 1WW  CONST_05  C4    C1   C2   C3     0.00   0.0  0
 1WW  CONST_06  C4    C6   C5   C3     0.00   0.0  0
 1WW  CONST_07  C16   C17  C15  C12    0.00   0.0  0
 1WW  CONST_08  C16   C14  C13  C12    0.00   0.0  0
 1WW  CONST_09  C17   C15  C12  C13    0.00   0.0  0
 1WW  CONST_10  C17   C16  C14  C13    0.00   0.0  0
 1WW  CONST_11  C15   C12  C13  C14    0.00   0.0  0
 1WW  CONST_12  C15   C17  C16  C14    0.00   0.0  0
 1WW  CONST_13  I7    C6   C4   C1   180.00   0.0  0
 1WW  CONST_14  C12   C15  C17  CL1  180.00   0.0  0
 1WW  CONST_15  C14   C16  C17  CL1  180.00   0.0  0
 1WW  CONST_16  I7    C6   C5   C3   180.00   0.0  0
 1WW  CONST_17  C8    C2   C1   C4   180.00   0.0  0
 1WW  CONST_18  C8    C2   C3   C5   180.00   0.0  0
 1WW  CONST_19  C15   C12  C13  C10  180.00   0.0  0
 1WW  CONST_20  C16   C14  C13  C10  180.00   0.0  0
 1WW  CONST_21  O19   C12  C13  C14  180.00   0.0  0
 1WW  CONST_22  O19   C12  C15  C17  180.00   0.0  0
 1WW  CONST_23  H3    C3   C2   C1   180.00   0.0  0
 1WW  CONST_24  H4    C4   C1   C2   180.00   0.0  0
 1WW  CONST_25  H5    C5   C3   C2   180.00   0.0  0
 1WW  CONST_26  H1    C1   C2   C3   180.00   0.0  0
 1WW  CONST_27  H14   C14  C13  C12  180.00   0.0  0
 1WW  CONST_28  H15   C15  C12  C13  180.00   0.0  0
 1WW  CONST_29  H16   C16  C14  C13  180.00   0.0  0
 1WW  CONST_30  C13   C10  N9   C8   180.00   0.0  0
 1WW  CONST_31  HN9   N9   C10  C13    0.00   0.0  0
 1WW  CONST_32  O11   C10  N9   C8     0.00   0.0  0
 1WW  CONST_33  HO23  O23  C21  C20  180.00   0.0  0
 1WW  Var_01    N9    C8   C2   C1   106.43  30.0  2
 1WW  Var_02    C12   C13  C10  N9   121.44  30.0  2
 1WW  Var_03    C10   N9   C8   C2   -78.09  30.0  1
 1WW  Var_04    C21   C20  O19  C12  172.29  30.0  1
 1WW  Var_05    O22   C21  C20  O19    1.36  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
 1WW  plan-1  C1    0.020
 1WW  plan-1  C2    0.020
 1WW  plan-1  C3    0.020
 1WW  plan-1  C4    0.020
 1WW  plan-1  C5    0.020
 1WW  plan-1  C6    0.020
 1WW  plan-1  I7    0.020
 1WW  plan-1  C8    0.020
 1WW  plan-1  H1    0.020
 1WW  plan-1  H3    0.020
 1WW  plan-1  H4    0.020
 1WW  plan-1  H5    0.020
 1WW  plan-2  CL1   0.020
 1WW  plan-2  C10   0.020
 1WW  plan-2  C12   0.020
 1WW  plan-2  C13   0.020
 1WW  plan-2  C14   0.020
 1WW  plan-2  C15   0.020
 1WW  plan-2  C16   0.020
 1WW  plan-2  C17   0.020
 1WW  plan-2  H14   0.020
 1WW  plan-2  H15   0.020
 1WW  plan-2  H16   0.020
 1WW  plan-2  O19   0.020
 1WW  plan-3  C8    0.020
 1WW  plan-3  N9    0.020
 1WW  plan-3  C10   0.020
 1WW  plan-3  O11   0.020
 1WW  plan-3  C13   0.020
 1WW  plan-3  HN9   0.020
 1WW  plan-4  C20   0.020
 1WW  plan-4  C21   0.020
 1WW  plan-4  O22   0.020
 1WW  plan-4  O23   0.020
 1WW  plan-4  HO23  0.020

