# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 00:42:19 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: 3-iodanyl-2-oxidanyl-5-(2-phenylethoxy)-4-pyrrol-1-yl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(OCCc2ccccc2)c(n3cccc3)c(I)c1O
#
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
 9GK  9GK  '3-iodanyl-2-oxidanyl-5-(2-phenylethoxy)-4-pyrrol-1-yl-benzoic acid'  ligand  40  25  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_9GK
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
 9GK  C10  C  CR6    0   0.105   5.2587  -0.9689   0.0663
 9GK  C13  C  CR16   0  -0.270   7.8826   0.0060   0.0286
 9GK  C15  C  CR16   0  -0.301   5.9263  -0.6757   1.2535
 9GK  C17  C  CR15   0  -0.364  -1.0108  -3.9072  -0.7666
 9GK  C01  C  CR16   0  -0.439   0.6842   1.4943   0.0925
 9GK  C02  C  CR6    0   0.384   0.5409   0.1153   0.0655
 9GK  C03  C  CR6    0   0.246  -0.7482  -0.4283   0.0150
 9GK  C04  C  CR6    0  -0.394  -1.8570   0.4077  -0.0068
 9GK  C05  C  CR6    0   0.407  -1.7212   1.7986   0.0234
 9GK  C06  C  CR6    0  -0.260  -0.4234   2.3333   0.0732
 9GK  C07  C  C      0   0.506  -0.2374   3.8348   0.1023
 9GK  C08  C  CH2    0  -0.165   2.8808  -0.2654   0.0863
 9GK  C09  C  CH2    0  -0.537   3.8331  -1.4483   0.0847
 9GK  C11  C  CR16   0  -0.303   5.9248  -0.7648  -1.1398
 9GK  C12  C  CR16   0  -0.240   7.2269  -0.2827  -1.1611
 9GK  C14  C  CR16   0  -0.240   7.2281  -0.1931   1.2374
 9GK  C16  C  CR15   0  -0.054  -0.8633  -2.5990  -1.1431
 9GK  C18  C  CR15   0  -0.362  -1.1265  -3.9273   0.6491
 9GK  C19  C  CR15   0  -0.057  -1.0511  -2.6299   1.0807
 9GK  I01  I  I      0   0.076  -3.7860  -0.4006  -0.0965
 9GK  N01  N  NR5    0  -0.481  -0.8928  -1.8292  -0.0150
 9GK  O01  O  OH1    0  -0.643  -2.7893   2.5836   0.0029
 9GK  O02  O  O2     0  -0.459   1.5571  -0.7690   0.0826
 9GK  O03  O  O      0  -0.625  -1.3085   4.5169   0.0707
 9GK  O04  O  OC    -1  -0.541   0.9040   4.2941   0.1525
 9GK  H1   H  HCR6   0   0.255   8.8982   0.3804   0.0137
 9GK  H2   H  HCR6   0   0.249   5.4250  -0.8324   2.2017
 9GK  H5   H  HCH2   0   0.228   3.0525   0.3587   0.9713
 9GK  H6   H  HCH2   0   0.228   3.0528   0.3610  -0.7972
 9GK  H7   H  HCH2   0   0.256   3.6355  -2.0721  -0.7900
 9GK  H8   H  HCH2   0   0.256   3.6526  -2.0630   0.9696
 9GK  H9   H  HCR6   0   0.249   5.4225  -0.9906  -2.0734
 9GK  H10  H  HCR6   0   0.254   7.7302  -0.1340  -2.1079
 9GK  H11  H  HCR6   0   0.254   7.7321   0.0252   2.1702
 9GK  H12  H  HCR5   0   0.273  -0.7402  -2.1513  -2.1160
 9GK  H13  H  HCR5   0   0.241  -1.2553  -4.7941   1.2781
 9GK  H14  H  HCR5   0   0.274  -1.0997  -2.2095   2.0722
 9GK  H15  H  HOH1   0   0.466  -2.3803   3.5302   0.0256
 9GK  H3   H  HCR5   0   0.241  -1.0317  -4.7559  -1.4319
 9GK  H4   H  HCR6   0   0.285   1.6626   1.9533   0.1324

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
 9GK  C13  C14  aromatic  1.389  0.020  1.389
 9GK  C13  C12  aromatic  1.389  0.020  1.389
 9GK  C14  C15  aromatic  1.389  0.020  1.389
 9GK  C12  C11  aromatic  1.389  0.020  1.389
 9GK  C15  C10  aromatic  1.393  0.020  1.393
 9GK  C11  C10  aromatic  1.393  0.020  1.393
 9GK  C10  C09  single    1.504  0.020  1.504
 9GK  C09  C08  single    1.519  0.020  1.519
 9GK  O03  C07  deloc     1.270  0.020  1.270
 9GK  C08  O02  single    1.416  0.020  1.416
 9GK  O02  C02  single    1.347  0.020  1.347
 9GK  C01  C02  aromatic  1.387  0.020  1.387
 9GK  C01  C06  aromatic  1.390  0.020  1.390
 9GK  C07  C06  single    1.513  0.020  1.513
 9GK  C07  O04  deloc     1.231  0.020  1.231
 9GK  C02  C03  aromatic  1.400  0.020  1.400
 9GK  C06  C05  aromatic  1.405  0.020  1.405
 9GK  C03  N01  single    1.409  0.020  1.409
 9GK  C03  C04  aromatic  1.389  0.020  1.389
 9GK  C05  C04  aromatic  1.398  0.020  1.398
 9GK  C05  O01  single    1.326  0.020  1.326
 9GK  N01  C19  aromatic  1.366  0.020  1.366
 9GK  N01  C16  aromatic  1.366  0.020  1.366
 9GK  C04  I01  single    2.093  0.020  2.093
 9GK  C19  C18  aromatic  1.369  0.020  1.369
 9GK  C16  C17  aromatic  1.369  0.020  1.369
 9GK  C18  C17  aromatic  1.421  0.020  1.421
 9GK  C13  H1   single    0.930  0.020  1.080
 9GK  C15  H2   single    0.930  0.020  1.080
 9GK  C17  H3   single    0.930  0.020  1.080
 9GK  C01  H4   single    0.930  0.020  1.080
 9GK  C08  H5   single    0.970  0.020  1.090
 9GK  C08  H6   single    0.970  0.020  1.090
 9GK  C09  H7   single    0.970  0.020  1.090
 9GK  C09  H8   single    0.970  0.020  1.090
 9GK  C11  H9   single    0.930  0.020  1.080
 9GK  C12  H10  single    0.930  0.020  1.080
 9GK  C14  H11  single    0.930  0.020  1.080
 9GK  C16  H12  single    0.930  0.020  1.080
 9GK  C18  H13  single    0.930  0.020  1.080
 9GK  C19  H14  single    0.930  0.020  1.080
 9GK  O01  H15  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
 9GK  C11  C10  C09  120.70  3.000
 9GK  C09  C10  C15  120.72  3.000
 9GK  C11  C10  C15  118.55  3.000
 9GK  H1   C13  C14  120.24  3.000
 9GK  H1   C13  C12  120.20  3.000
 9GK  C14  C13  C12  119.55  3.000
 9GK  H2   C15  C14  119.60  3.000
 9GK  H2   C15  C10  119.56  3.000
 9GK  C14  C15  C10  120.83  3.000
 9GK  H3   C17  C18  127.01  3.000
 9GK  H3   C17  C16  125.75  3.000
 9GK  C18  C17  C16  107.24  3.000
 9GK  H4   C01  C06  117.73  3.000
 9GK  H4   C01  C02  121.08  3.000
 9GK  C06  C01  C02  121.18  3.000
 9GK  O02  C02  C03  116.11  3.000
 9GK  C03  C02  C01  118.82  3.000
 9GK  O02  C02  C01  125.07  3.000
 9GK  N01  C03  C04  121.09  3.000
 9GK  C04  C03  C02  120.13  3.000
 9GK  N01  C03  C02  118.78  3.000
 9GK  I01  C04  C05  118.33  3.000
 9GK  I01  C04  C03  120.25  3.000
 9GK  C05  C04  C03  121.41  3.000
 9GK  O01  C05  C06  121.31  3.000
 9GK  O01  C05  C04  120.70  3.000
 9GK  C06  C05  C04  117.99  3.000
 9GK  C07  C06  C05  119.47  3.000
 9GK  C05  C06  C01  120.48  3.000
 9GK  C07  C06  C01  120.06  3.000
 9GK  O04  C07  O03  125.62  3.000
 9GK  O04  C07  C06  119.00  3.000
 9GK  O03  C07  C06  115.39  3.000
 9GK  H6   C08  H5   107.49  3.000
 9GK  H6   C08  O02  110.35  3.000
 9GK  H5   C08  O02  110.54  3.000
 9GK  H6   C08  C09  110.22  3.000
 9GK  H5   C08  C09  110.24  3.000
 9GK  O02  C08  C09  108.00  3.000
 9GK  H8   C09  H7   107.30  3.000
 9GK  H8   C09  C08  109.51  3.000
 9GK  H7   C09  C08  109.40  3.000
 9GK  H8   C09  C10  110.23  3.000
 9GK  H7   C09  C10  110.10  3.000
 9GK  C08  C09  C10  110.25  3.000
 9GK  H9   C11  C12  119.58  3.000
 9GK  H9   C11  C10  119.58  3.000
 9GK  C12  C11  C10  120.84  3.000
 9GK  H10  C12  C11  119.80  3.000
 9GK  H10  C12  C13  120.08  3.000
 9GK  C11  C12  C13  120.12  3.000
 9GK  H11  C14  C15  119.78  3.000
 9GK  H11  C14  C13  120.11  3.000
 9GK  C15  C14  C13  120.11  3.000
 9GK  H12  C16  N01  120.91  3.000
 9GK  H12  C16  C17  131.10  3.000
 9GK  N01  C16  C17  107.99  3.000
 9GK  H13  C18  C19  125.74  3.000
 9GK  H13  C18  C17  127.03  3.000
 9GK  C19  C18  C17  107.23  3.000
 9GK  H14  C19  N01  120.94  3.000
 9GK  H14  C19  C18  131.06  3.000
 9GK  N01  C19  C18  107.99  3.000
 9GK  C19  N01  C16  109.54  3.000
 9GK  C16  N01  C03  125.15  3.000
 9GK  C19  N01  C03  125.29  3.000
 9GK  H15  O01  C05  102.92  3.000
 9GK  C08  O02  C02  118.14  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
 9GK  CONST_01  C13  C14  C15  C10     0.00   0.0  0
 9GK  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 9GK  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 9GK  CONST_04  C12  C11  C10  C15     0.00   0.0  0
 9GK  CONST_05  C03  N01  C16  C17   180.00   0.0  0
 9GK  CONST_06  C19  N01  C16  C17     0.00   0.0  0
 9GK  CONST_07  N01  C19  C18  C17     0.00   0.0  0
 9GK  CONST_08  N01  C03  C02  C01   180.00   0.0  0
 9GK  CONST_09  C04  C03  C02  C01     0.00   0.0  0
 9GK  CONST_10  C04  C05  C06  C01     0.00   0.0  0
 9GK  CONST_11  C05  C06  C01  C02     0.00   0.0  0
 9GK  CONST_14  C05  C04  C03  C02     0.00   0.0  0
 9GK  CONST_15  C06  C01  C02  C03     0.00   0.0  0
 9GK  CONST_16  C18  C19  N01  C03   180.00   0.0  0
 9GK  CONST_17  C06  C05  C04  C03     0.00   0.0  0
 9GK  CONST_20  N01  C03  C04  C05   180.00   0.0  0
 9GK  CONST_21  C14  C13  C12  C11     0.00   0.0  0
 9GK  CONST_22  C14  C15  C10  C11     0.00   0.0  0
 9GK  CONST_23  C18  C19  N01  C16     0.00   0.0  0
 9GK  CONST_24  C19  C18  C17  C16     0.00   0.0  0
 9GK  CONST_25  N01  C16  C17  C18     0.00   0.0  0
 9GK  CONST_26  O01  C05  C06  C01   180.00   0.0  0
 9GK  CONST_27  C07  C06  C01  C02   180.00   0.0  0
 9GK  CONST_28  I01  C04  C03  C02   180.00   0.0  0
 9GK  CONST_29  O01  C05  C04  C03   180.00   0.0  0
 9GK  CONST_30  O02  C02  C03  C04   180.00   0.0  0
 9GK  CONST_31  C07  C06  C05  C04   180.00   0.0  0
 9GK  CONST_32  O02  C02  C01  C06   180.00   0.0  0
 9GK  CONST_33  I01  C04  C05  C06   180.00   0.0  0
 9GK  CONST_34  C14  C15  C10  C09   180.00   0.0  0
 9GK  CONST_35  C12  C11  C10  C09   180.00   0.0  0
 9GK  CONST_36  N01  C03  C04  I01     0.00   0.0  0
 9GK  CONST_37  O02  C02  C03  N01     0.00   0.0  0
 9GK  CONST_38  H11  C14  C15  C10   180.00   0.0  0
 9GK  CONST_39  H10  C12  C11  C10   180.00   0.0  0
 9GK  CONST_40  H2   C15  C14  C13   180.00   0.0  0
 9GK  CONST_41  H9   C11  C12  C13   180.00   0.0  0
 9GK  CONST_42  H1   C13  C14  C15   180.00   0.0  0
 9GK  CONST_43  H14  C19  C18  C17   180.00   0.0  0
 9GK  CONST_44  H4   C01  C02  C03   180.00   0.0  0
 9GK  CONST_45  H12  C16  N01  C03     0.00   0.0  0
 9GK  CONST_46  H13  C18  C17  C16   180.00   0.0  0
 9GK  CONST_47  H3   C17  C18  C19   180.00   0.0  0
 9GK  Var_01    C08  C09  C10  C15    87.08  30.0  2
 9GK  Var_02    O03  C07  C06  C01   179.46  30.0  3
 9GK  Var_03    O02  C08  C09  C10   179.10  30.0  3
 9GK  Var_04    C09  C08  O02  C02  -179.15  30.0  1

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
 9GK  plan-1  C17  0.020
 9GK  plan-1  C03  0.020
 9GK  plan-1  C16  0.020
 9GK  plan-1  C18  0.020
 9GK  plan-1  C19  0.020
 9GK  plan-1  N01  0.020
 9GK  plan-1  H12  0.020
 9GK  plan-1  H13  0.020
 9GK  plan-1  H14  0.020
 9GK  plan-1  H3   0.020
 9GK  plan-2  C10  0.020
 9GK  plan-2  C13  0.020
 9GK  plan-2  C15  0.020
 9GK  plan-2  C09  0.020
 9GK  plan-2  C11  0.020
 9GK  plan-2  C12  0.020
 9GK  plan-2  C14  0.020
 9GK  plan-2  H1   0.020
 9GK  plan-2  H2   0.020
 9GK  plan-2  H9   0.020
 9GK  plan-2  H10  0.020
 9GK  plan-2  H11  0.020
 9GK  plan-3  C01  0.020
 9GK  plan-3  C02  0.020
 9GK  plan-3  C03  0.020
 9GK  plan-3  C04  0.020
 9GK  plan-3  C05  0.020
 9GK  plan-3  C06  0.020
 9GK  plan-3  C07  0.020
 9GK  plan-3  I01  0.020
 9GK  plan-3  N01  0.020
 9GK  plan-3  O01  0.020
 9GK  plan-3  O02  0.020
 9GK  plan-3  H4   0.020
 9GK  plan-4  C06  0.020
 9GK  plan-4  C07  0.020
 9GK  plan-4  O03  0.020
 9GK  plan-4  O04  0.020

