# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 19:07:48 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  41  25  .  2022-07-24  2022-11-17
;
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   0.104   5.2625  -0.9966   0.0475
 9GK  C13  C  CR16  0  -0.269   7.8795  -0.0299   0.2703
 9GK  C15  C  CR16  0  -0.301   5.8564  -0.8331   1.2970
 9GK  C17  C  CR15  0  -0.357  -1.1886  -3.9116  -0.6918
 9GK  C01  C  CR16  0  -0.420   0.7020   1.4817  -0.0673
 9GK  C02  C  CR6   0   0.405   0.5567   0.1083  -0.0621
 9GK  C03  C  CR6   0   0.270  -0.7363  -0.4376   0.0045
 9GK  C04  C  CR6   0  -0.389  -1.8444   0.3897   0.0680
 9GK  C05  C  CR6   0   0.419  -1.7103   1.7838   0.0570
 9GK  C06  C  CR6   0  -0.210  -0.4158   2.3197  -0.0116
 9GK  C07  C  C     0   0.610  -0.2632   3.7853  -0.0193
 9GK  C08  C  CH2   0  -0.173   2.8951  -0.2794  -0.0641
 9GK  C09  C  CH2   0  -0.538   3.8388  -1.4686  -0.0674
 9GK  C11  C  CR16  0  -0.302   5.9985  -0.6679  -1.0885
 9GK  C12  C  CR16  0  -0.240   7.2977  -0.1893  -0.9807
 9GK  C14  C  CR16  0  -0.240   7.1548  -0.3547   1.4099
 9GK  C16  C  CR15  0  -0.062  -1.1747  -2.6019  -1.0872
 9GK  C18  C  CR15  0  -0.361  -0.8799  -3.9385   0.6949
 9GK  C19  C  CR15  0  -0.049  -0.6849  -2.6444   1.0940
 9GK  I01  I  I     0   0.121  -3.7629  -0.4249   0.2218
 9GK  N01  N  NR5   0  -0.490  -0.8739  -1.8365   0.0068
 9GK  O01  O  OH1   0  -0.609  -2.8092   2.5263   0.1219
 9GK  O02  O  O2    0  -0.455   1.5656  -0.7734  -0.1178
 9GK  O03  O  O     0  -0.477  -1.2114   4.5514   0.0248
 9GK  O04  O  OH1   0  -0.578   0.9833   4.1984  -0.0770
 9GK  H1   H  HCR6  0   0.255   8.8922   0.3423   0.3573
 9GK  H2   H  HCR6  0   0.250   5.3001  -1.0870   2.1920
 9GK  H4   H  HCR6  0   0.309   1.6856   1.9246  -0.1239
 9GK  H5   H  HCH2  0   0.235   3.0384   0.3191   0.8431
 9GK  H6   H  HCH2  0   0.234   3.0975   0.3680  -0.9251
 9GK  H7   H  HCH2  0   0.259   3.7027  -2.0406  -0.9881
 9GK  H8   H  HCH2  0   0.258   3.5933  -2.1294   0.7669
 9GK  H9   H  HCR6  0   0.250   5.5536  -0.7948  -2.0687
 9GK  H10  H  HCR6  0   0.255   7.8561   0.0557  -1.8751
 9GK  H11  H  HCR6  0   0.255   7.6012  -0.2360   2.3888
 9GK  H12  H  HCR5  0   0.281  -1.3549  -2.1495  -2.0490
 9GK  H13  H  HCR5  0   0.245  -0.8071  -4.8095   1.3268
 9GK  H14  H  HCR5  0   0.278  -0.4349  -2.2296   2.0568
 9GK  H15  H  HOH1  0   0.485  -2.5382   3.4704   0.1064
 9GK  H16  H  HOH1  0   0.498   1.0211   5.1674  -0.0797
 9GK  H3   H  HCR5  0   0.245  -1.3984  -4.7585  -1.3260

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  1.388  0.020  1.388
 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    1.518  0.020  1.518
 9GK  O03  C07  double    1.220  0.020  1.220
 9GK  C08  O02  single    1.419  0.020  1.419
 9GK  O02  C02  single    1.341  0.020  1.341
 9GK  C01  C02  aromatic  1.381  0.020  1.381
 9GK  C01  C06  aromatic  1.398  0.020  1.398
 9GK  C07  C06  single    1.474  0.020  1.474
 9GK  C07  O04  single    1.314  0.020  1.314
 9GK  C02  C03  aromatic  1.405  0.020  1.405
 9GK  C06  C05  aromatic  1.403  0.020  1.403
 9GK  C03  N01  single    1.406  0.020  1.406
 9GK  C03  C04  aromatic  1.384  0.020  1.384
 9GK  C05  C04  aromatic  1.401  0.020  1.401
 9GK  C05  O01  single    1.328  0.020  1.328
 9GK  N01  C19  aromatic  1.368  0.020  1.368
 9GK  N01  C16  aromatic  1.369  0.020  1.369
 9GK  C04  I01  single    2.090  0.020  2.090
 9GK  C19  C18  aromatic  1.368  0.020  1.368
 9GK  C16  C17  aromatic  1.368  0.020  1.368
 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
 9GK  O04  H16  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  120.78  3.000
 9GK  C09  C10  C15  120.59  3.000
 9GK  C11  C10  C15  118.59  3.000
 9GK  H1   C13  C14  120.17  3.000
 9GK  H1   C13  C12  120.25  3.000
 9GK  C14  C13  C12  119.58  3.000
 9GK  H2   C15  C14  119.58  3.000
 9GK  H2   C15  C10  119.62  3.000
 9GK  C14  C15  C10  120.80  3.000
 9GK  H3   C17  C18  126.96  3.000
 9GK  H3   C17  C16  125.71  3.000
 9GK  C18  C17  C16  107.33  3.000
 9GK  H4   C01  C06  118.97  3.000
 9GK  H4   C01  C02  120.25  3.000
 9GK  C06  C01  C02  120.78  3.000
 9GK  O02  C02  C03  116.03  3.000
 9GK  C03  C02  C01  118.90  3.000
 9GK  O02  C02  C01  125.07  3.000
 9GK  N01  C03  C04  121.09  3.000
 9GK  C04  C03  C02  120.44  3.000
 9GK  N01  C03  C02  118.48  3.000
 9GK  I01  C04  C05  118.45  3.000
 9GK  I01  C04  C03  120.35  3.000
 9GK  C05  C04  C03  121.19  3.000
 9GK  O01  C05  C06  123.54  3.000
 9GK  O01  C05  C04  118.49  3.000
 9GK  C06  C05  C04  117.97  3.000
 9GK  C07  C06  C05  118.41  3.000
 9GK  C05  C06  C01  120.72  3.000
 9GK  C07  C06  C01  120.88  3.000
 9GK  O04  C07  O03  122.77  3.000
 9GK  O04  C07  C06  114.27  3.000
 9GK  O03  C07  C06  122.96  3.000
 9GK  H6   C08  H5   107.67  3.000
 9GK  H6   C08  O02  110.42  3.000
 9GK  H5   C08  O02  110.10  3.000
 9GK  H6   C08  C09  110.25  3.000
 9GK  H5   C08  C09  110.38  3.000
 9GK  O02  C08  C09  108.03  3.000
 9GK  H8   C09  H7   107.40  3.000
 9GK  H8   C09  C08  109.42  3.000
 9GK  H7   C09  C08  109.54  3.000
 9GK  H8   C09  C10  110.13  3.000
 9GK  H7   C09  C10  110.28  3.000
 9GK  C08  C09  C10  110.02  3.000
 9GK  H9   C11  C12  119.64  3.000
 9GK  H9   C11  C10  119.53  3.000
 9GK  C12  C11  C10  120.82  3.000
 9GK  H10  C12  C11  119.76  3.000
 9GK  H10  C12  C13  120.14  3.000
 9GK  C11  C12  C13  120.09  3.000
 9GK  H11  C14  C15  119.80  3.000
 9GK  H11  C14  C13  120.08  3.000
 9GK  C15  C14  C13  120.12  3.000
 9GK  H12  C16  N01  121.01  3.000
 9GK  H12  C16  C17  131.14  3.000
 9GK  N01  C16  C17  107.85  3.000
 9GK  H13  C18  C19  125.68  3.000
 9GK  H13  C18  C17  126.99  3.000
 9GK  C19  C18  C17  107.32  3.000
 9GK  H14  C19  N01  120.98  3.000
 9GK  H14  C19  C18  131.13  3.000
 9GK  N01  C19  C18  107.89  3.000
 9GK  C19  N01  C16  109.60  3.000
 9GK  C16  N01  C03  125.22  3.000
 9GK  C19  N01  C03  125.15  3.000
 9GK  H15  O01  C05  107.96  3.000
 9GK  C08  O02  C02  118.31  3.000
 9GK  H16  O04  C07  110.56  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  CONST_48  H16  O04  C07  C06   180.00   0.0  0
 9GK  Var_01    C08  C09  C10  C15    89.78  30.0  2
 9GK  Var_02    O03  C07  C06  C01   179.82  30.0  2
 9GK  Var_03    O02  C08  C09  C10  -177.61  30.0  3
 9GK  Var_04    C09  C08  O02  C02   176.96  30.0  2

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
 9GK  plan-4  H16  0.020

