# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:32:55 2022
#   Inital geometry file: a 100 line input string
#   Ligand name: {3,5-dichloro-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1cc(Oc2c(Cl)cc(CC(O)=O)cc2Cl)ccc1O
#
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
 IH5  IH5  '{3,5-dichloro-4-[4-hydroxy-3-(propan-2-yl)phenoxy]phenyl}acetic acid'  ligand  38  23  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IH5
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
 IH5  O3    O   OC    -1  -0.614   6.9953   0.2358  -0.2740
 IH5  C15   C   C      0   0.427   5.8365  -0.0665   0.0659
 IH5  O4    O   O      0  -0.593   5.4448  -0.4074   1.1949
 IH5  C13   C   CH2    0  -0.688   4.7841  -0.0460  -1.0760
 IH5  C01   C   CR6    0   0.153   3.3722   0.0364  -0.5953
 IH5  C11   C   CR16   0  -0.282   2.6887   1.2469  -0.6072
 IH5  C09   C   CR6    0  -0.107   1.3893   1.3232  -0.1323
 IH5  C07   C   CR6    0   0.414   0.7401   0.2047   0.3727
 IH5  O2    O   O2     0  -0.493  -0.5113   0.2930   0.8824
 IH5  C2    C   CR6    0   0.381  -1.5829   0.1202   0.0376
 IH5  C12   C   CR16   0  -0.334  -1.4602  -0.1660  -1.3109
 IH5  C10   C   CR16   0  -0.331  -2.6101  -0.3252  -2.0697
 IH5  C8    C   CR6    0   0.292  -3.8706  -0.2088  -1.4990
 IH5  O1    O   OH1    0  -0.635  -4.9286  -0.4068  -2.3227
 IH5  C6    C   CR6    0   0.050  -3.9996   0.0909  -0.1350
 IH5  C4    C   CR16   0  -0.399  -2.8380   0.2483   0.6124
 IH5  C14   C   CH1    0  -0.345  -5.3651   0.1752   0.5150
 IH5  C16   C   CH3    0  -0.634  -5.8530  -1.2253   0.9002
 IH5  C18   C   CH3    0  -0.660  -5.4134   1.1099   1.7193
 IH5  C05   C   CR6    0  -0.114   1.4270  -1.0051   0.3663
 IH5  C03   C   CR16   0  -0.267   2.7258  -1.0926  -0.0986
 IH5  CL5   CL  CL     0  -0.098   0.6241  -2.4087   0.9696
 IH5  CL6   CL  CL     0  -0.096   0.5439   2.8270  -0.1561
 IH5  H131  H   HCH2   0   0.246   4.9999   0.7779  -1.7587
 IH5  H132  H   HCH2   0   0.259   4.9202  -0.9641  -1.6575
 IH5  H11   H   HCR6   0   0.278   3.1677   2.1382  -0.9915
 IH5  H12   H   HCR6   0   0.278  -0.4950  -0.2691  -1.7895
 IH5  H10   H   HCR6   0   0.266  -2.5242  -0.5458  -3.1264
 IH5  HO1   H   HOH1   0   0.473  -5.7614  -0.2296  -1.8739
 IH5  H4    H   HCR6   0   0.266  -2.9040   0.4743   1.6693
 IH5  H14   H   HCH1   0   0.234  -6.0723   0.5951  -0.2108
 IH5  H161  H   HCH3   0   0.228  -5.2035  -1.6541   1.6654
 IH5  H162  H   HCH3   0   0.234  -6.8666  -1.1849   1.3017
 IH5  H163  H   HCH3   0   0.230  -5.8581  -1.9075   0.0494
 IH5  H181  H   HCH3   0   0.227  -4.8393   0.7220   2.5620
 IH5  H182  H   HCH3   0   0.238  -5.0309   2.1014   1.4760
 IH5  H183  H   HCH3   0   0.242  -6.4435   1.2216   2.0582
 IH5  H03   H   HCR6   0   0.274   3.2317  -2.0486  -0.0926

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
 IH5  O3   C15   deloc     1.245  0.020  1.245
 IH5  C15  O4    deloc     1.243  0.020  1.243
 IH5  C15  C13   single    1.553  0.020  1.553
 IH5  C13  C01   single    1.494  0.020  1.494
 IH5  C13  H131  single    0.970  0.020  1.090
 IH5  C13  H132  single    0.970  0.020  1.090
 IH5  C01  C11   aromatic  1.390  0.020  1.390
 IH5  C01  C03   aromatic  1.393  0.020  1.393
 IH5  C11  C09   aromatic  1.385  0.020  1.385
 IH5  C11  H11   single    0.930  0.020  1.080
 IH5  C09  C07   aromatic  1.388  0.020  1.388
 IH5  C09  CL6   single    1.725  0.020  1.725
 IH5  C07  O2    single    1.354  0.020  1.354
 IH5  C07  C05   aromatic  1.391  0.020  1.391
 IH5  O2   C2    single    1.375  0.020  1.375
 IH5  C2   C12   aromatic  1.384  0.020  1.384
 IH5  C2   C4    aromatic  1.386  0.020  1.386
 IH5  C12  C10   aromatic  1.387  0.020  1.387
 IH5  C12  H12   single    0.930  0.020  1.080
 IH5  C10  C8    aromatic  1.389  0.020  1.389
 IH5  C10  H10   single    0.930  0.020  1.080
 IH5  C8   O1    single    1.355  0.020  1.355
 IH5  C8   C6    aromatic  1.403  0.020  1.403
 IH5  O1   HO1   single    0.850  0.020  0.980
 IH5  C6   C4    aromatic  1.390  0.020  1.390
 IH5  C6   C14   single    1.515  0.020  1.515
 IH5  C4   H4    single    0.930  0.020  1.080
 IH5  C14  C16   single    1.532  0.020  1.532
 IH5  C14  C18   single    1.525  0.020  1.525
 IH5  C14  H14   single    0.970  0.020  1.090
 IH5  C16  H161  single    0.970  0.020  1.090
 IH5  C16  H162  single    0.970  0.020  1.090
 IH5  C16  H163  single    0.970  0.020  1.090
 IH5  C18  H181  single    0.970  0.020  1.090
 IH5  C18  H182  single    0.970  0.020  1.090
 IH5  C18  H183  single    0.970  0.020  1.090
 IH5  C05  C03   aromatic  1.382  0.020  1.382
 IH5  C05  CL5   single    1.726  0.020  1.726
 IH5  C03  H03   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
 IH5  C13   C15  O4    117.26  3.000
 IH5  C13   C15  O3    115.27  3.000
 IH5  O4    C15  O3    127.45  3.000
 IH5  H132  C13  H131  106.03  3.000
 IH5  H132  C13  C01   109.55  3.000
 IH5  H131  C13  C01   110.27  3.000
 IH5  H132  C13  C15   107.16  3.000
 IH5  H131  C13  C15   109.62  3.000
 IH5  C01   C13  C15   113.87  3.000
 IH5  C03   C01  C11   118.73  3.000
 IH5  C03   C01  C13   120.59  3.000
 IH5  C11   C01  C13   120.67  3.000
 IH5  H11   C11  C09   119.44  3.000
 IH5  H11   C11  C01   120.16  3.000
 IH5  C09   C11  C01   120.41  3.000
 IH5  CL6   C09  C07   118.56  3.000
 IH5  CL6   C09  C11   120.18  3.000
 IH5  C07   C09  C11   121.26  3.000
 IH5  C05   C07  O2    120.98  3.000
 IH5  C05   C07  C09   117.91  3.000
 IH5  O2    C07  C09   121.10  3.000
 IH5  C2    O2   C07   118.73  3.000
 IH5  C4    C2   C12   120.22  3.000
 IH5  C4    C2   O2    116.05  3.000
 IH5  C12   C2   O2    123.73  3.000
 IH5  H12   C12  C10   119.11  3.000
 IH5  H12   C12  C2    121.98  3.000
 IH5  C10   C12  C2    118.91  3.000
 IH5  H10   C10  C8    119.35  3.000
 IH5  H10   C10  C12   119.45  3.000
 IH5  C8    C10  C12   121.21  3.000
 IH5  C6    C8   O1    123.40  3.000
 IH5  C6    C8   C10   120.07  3.000
 IH5  O1    C8   C10   116.53  3.000
 IH5  HO1   O1   C8    111.42  3.000
 IH5  C14   C6   C4    121.08  3.000
 IH5  C14   C6   C8    120.81  3.000
 IH5  C4    C6   C8    118.05  3.000
 IH5  H4    C4   C6    119.83  3.000
 IH5  H4    C4   C2    118.63  3.000
 IH5  C6    C4   C2    121.54  3.000
 IH5  H14   C14  C18   105.51  3.000
 IH5  H14   C14  C16   108.11  3.000
 IH5  C18   C14  C16   110.58  3.000
 IH5  H14   C14  C6    108.58  3.000
 IH5  C18   C14  C6    113.67  3.000
 IH5  C16   C14  C6    110.13  3.000
 IH5  H163  C16  H162  107.82  3.000
 IH5  H163  C16  H161  107.70  3.000
 IH5  H162  C16  H161  108.02  3.000
 IH5  H163  C16  C14   112.15  3.000
 IH5  H162  C16  C14   110.77  3.000
 IH5  H161  C16  C14   110.23  3.000
 IH5  H183  C18  H182  107.92  3.000
 IH5  H183  C18  H181  107.07  3.000
 IH5  H182  C18  H181  108.13  3.000
 IH5  H183  C18  C14   109.76  3.000
 IH5  H182  C18  C14   111.72  3.000
 IH5  H181  C18  C14   112.04  3.000
 IH5  CL5   C05  C03   120.22  3.000
 IH5  CL5   C05  C07   118.42  3.000
 IH5  C03   C05  C07   121.36  3.000
 IH5  H03   C03  C05   119.57  3.000
 IH5  H03   C03  C01   120.10  3.000
 IH5  C05   C03  C01   120.32  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
 IH5  CONST_01  C07   C09  C11  C01     0.00   0.0  0
 IH5  CONST_02  C07   C05  C03  C01     0.00   0.0  0
 IH5  CONST_03  C05   C03  C01  C11     0.00   0.0  0
 IH5  CONST_04  C05   C07  C09  C11     0.00   0.0  0
 IH5  CONST_05  C03   C01  C11  C09     0.00   0.0  0
 IH5  CONST_06  C03   C05  C07  C09     0.00   0.0  0
 IH5  CONST_07  C8    C10  C12  C2      0.00   0.0  0
 IH5  CONST_08  C8    C6   C4   C2      0.00   0.0  0
 IH5  CONST_09  C6    C4   C2   C12     0.00   0.0  0
 IH5  CONST_10  C6    C8   C10  C12     0.00   0.0  0
 IH5  CONST_11  C4    C2   C12  C10     0.00   0.0  0
 IH5  CONST_12  C4    C6   C8   C10     0.00   0.0  0
 IH5  CONST_13  C09   C11  C01  C13   180.00   0.0  0
 IH5  CONST_14  C05   C03  C01  C13   180.00   0.0  0
 IH5  CONST_15  CL6   C09  C11  C01   180.00   0.0  0
 IH5  CONST_16  CL5   C05  C03  C01   180.00   0.0  0
 IH5  CONST_17  O2    C07  C09  C11   180.00   0.0  0
 IH5  CONST_18  CL5   C05  C07  C09   180.00   0.0  0
 IH5  CONST_19  C03   C05  C07  O2    180.00   0.0  0
 IH5  CONST_20  C10   C12  C2   O2    180.00   0.0  0
 IH5  CONST_21  C6    C4   C2   O2    180.00   0.0  0
 IH5  CONST_22  C14   C6   C4   C2    180.00   0.0  0
 IH5  CONST_23  O1    C8   C10  C12   180.00   0.0  0
 IH5  CONST_24  C14   C6   C8   C10   180.00   0.0  0
 IH5  CONST_25  C4    C6   C8   O1    180.00   0.0  0
 IH5  CONST_26  CL6   C09  C07  C05   180.00   0.0  0
 IH5  CONST_27  H03   C03  C01  C11   180.00   0.0  0
 IH5  CONST_28  H11   C11  C09  C07   180.00   0.0  0
 IH5  CONST_29  H10   C10  C12  C2    180.00   0.0  0
 IH5  CONST_30  H4    C4   C2   C12   180.00   0.0  0
 IH5  CONST_31  H12   C12  C10  C8    180.00   0.0  0
 IH5  Var_01    C12   C2   O2   C07     1.27  30.0  2
 IH5  Var_02    C05   C07  O2   C2    -91.92  30.0  3
 IH5  Var_03    C11   C01  C13  C15   100.59  30.0  2
 IH5  Var_04    C16   C14  C6   C8     83.03  30.0  2
 IH5  Var_05    C01   C13  C15  O3   -160.93  30.0  3
 IH5  Var_06    H161  C16  C14  C6     64.70  30.0  3
 IH5  Var_07    H181  C18  C14  C6    -68.34  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
 IH5  plan-1  C13  0.020
 IH5  plan-1  C01  0.020
 IH5  plan-1  C11  0.020
 IH5  plan-1  C09  0.020
 IH5  plan-1  C07  0.020
 IH5  plan-1  O2   0.020
 IH5  plan-1  C05  0.020
 IH5  plan-1  C03  0.020
 IH5  plan-1  CL5  0.020
 IH5  plan-1  CL6  0.020
 IH5  plan-1  H11  0.020
 IH5  plan-1  H03  0.020
 IH5  plan-2  O2   0.020
 IH5  plan-2  C2   0.020
 IH5  plan-2  C12  0.020
 IH5  plan-2  C10  0.020
 IH5  plan-2  C8   0.020
 IH5  plan-2  O1   0.020
 IH5  plan-2  C6   0.020
 IH5  plan-2  C4   0.020
 IH5  plan-2  C14  0.020
 IH5  plan-2  H12  0.020
 IH5  plan-2  H10  0.020
 IH5  plan-2  H4   0.020
 IH5  plan-3  O3   0.020
 IH5  plan-3  C15  0.020
 IH5  plan-3  O4   0.020
 IH5  plan-3  C13  0.020

