# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 20:01:05 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: {1-[(4-iodophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2n(c(C)c(CC(O)=O)c2c1)C(=O)c3ccc(I)cc3
#
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
 IMM  IMM  '{1-[(4-iodophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid'  ligand  40  25  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_IMM
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
 IMM  N1    N  NR5    0  -0.673  -0.7808   1.3402   1.5574
 IMM  C2    C  CR5    0   0.288  -1.8246   1.3593   2.5048
 IMM  C3    C  CR5    0   0.025  -1.4432   0.6644   3.6065
 IMM  C4    C  CR56   0   0.104  -0.0963   0.2113   3.3846
 IMM  C5    C  CR16   0  -0.480   0.7780  -0.4997   4.1964
 IMM  C6    C  CR6    0   0.393   2.0677  -0.7464   3.7421
 IMM  C7    C  CR16   0  -0.406   2.4741  -0.2712   2.4882
 IMM  C8    C  CR16   0  -0.244   1.5995   0.4329   1.6708
 IMM  C9    C  CR56   0   0.304   0.3033   0.6449   2.1132
 IMM  C10   C  C      0   0.522  -0.7931   2.0101   0.3476
 IMM  C11   C  CR6    0  -0.098  -0.0082   1.4076  -0.7610
 IMM  C12   C  CR16   0  -0.245   0.6914   2.2435  -1.6246
 IMM  C13   C  CR16   0  -0.215   1.3883   1.7159  -2.7003
 IMM  C14   C  CR6    0  -0.219   1.3489   0.3462  -2.9235
 IMM  C15   C  CR16   0  -0.208   0.6294  -0.4991  -2.0898
 IMM  C16   C  CR16   0  -0.235  -0.0413   0.0372  -1.0020
 IMM  C17   C  CH3    0  -0.725  -3.1477   1.9800   2.2265
 IMM  C18   C  CH2    0  -0.745  -2.2220   0.4056   4.8450
 IMM  C19   C  C      0   0.424  -2.6958  -1.0575   5.0260
 IMM  C20   C  CH3    0  -0.435   4.1872  -1.7397   4.1574
 IMM  O1    O  O      0  -0.405  -1.4419   3.0179   0.1740
 IMM  O2    O  O2     0  -0.479   2.8713  -1.4454   4.5748
 IMM  O3    O  O      0  -0.594  -2.4307  -1.8673   4.1214
 IMM  O4    O  OC    -1  -0.625  -3.3154  -1.2866   6.0840
 IMM  I1    I  I      0   0.076   2.3939  -0.4613  -4.5568
 IMM  H5    H  HCR6   0   0.250   0.4730  -0.8460   5.1764
 IMM  H7    H  HCR6   0   0.277   3.4801  -0.4361   2.1278
 IMM  H8    H  HCR6   0   0.269   1.9607   0.8012   0.7227
 IMM  H12   H  HCR6   0   0.279   0.7151   3.3113  -1.4508
 IMM  H13   H  HCR6   0   0.288   1.9478   2.3743  -3.3500
 IMM  H15   H  HCR6   0   0.288   0.5854  -1.5637  -2.2724
 IMM  H16   H  HCR6   0   0.286  -0.5991  -0.6233  -0.3510
 IMM  H171  H  HCH3   0   0.251  -3.5655   1.6455   1.2760
 IMM  H172  H  HCH3   0   0.253  -3.8493   1.6938   3.0069
 IMM  H173  H  HCH3   0   0.255  -3.1040   3.0679   2.1996
 IMM  H181  H  HCH2   0   0.243  -1.6190   0.6787   5.7185
 IMM  H182  H  HCH2   0   0.251  -3.0969   1.0587   4.8926
 IMM  H201  H  HCH3   0   0.257   4.6426  -2.3215   4.9554
 IMM  H202  H  HCH3   0   0.225   4.2035  -2.3324   3.2386
 IMM  H203  H  HCH3   0   0.225   4.7828  -0.8359   4.0016

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
 IMM  N1   C2    aromatic  1.410  0.020  1.410
 IMM  N1   C9    aromatic  1.403  0.020  1.403
 IMM  N1   C10   single    1.383  0.020  1.383
 IMM  C2   C3    aromatic  1.357  0.020  1.357
 IMM  C2   C17   single    1.488  0.020  1.488
 IMM  C3   C4    aromatic  1.438  0.020  1.438
 IMM  C3   C18   single    1.486  0.020  1.486
 IMM  C4   C5    aromatic  1.389  0.020  1.389
 IMM  C4   C9    aromatic  1.401  0.020  1.401
 IMM  C5   C6    aromatic  1.389  0.020  1.389
 IMM  C5   H5    single    0.930  0.020  1.080
 IMM  C6   C7    aromatic  1.401  0.020  1.401
 IMM  C6   O2    single    1.352  0.020  1.352
 IMM  C7   C8    aromatic  1.389  0.020  1.389
 IMM  C7   H7    single    0.930  0.020  1.080
 IMM  C8   C9    aromatic  1.386  0.020  1.386
 IMM  C8   H8    single    0.930  0.020  1.080
 IMM  C10  C11   single    1.486  0.020  1.486
 IMM  C10  O1    double    1.211  0.020  1.211
 IMM  C11  C12   aromatic  1.391  0.020  1.391
 IMM  C11  C16   aromatic  1.392  0.020  1.392
 IMM  C12  C13   aromatic  1.386  0.020  1.386
 IMM  C12  H12   single    0.930  0.020  1.080
 IMM  C13  C14   aromatic  1.388  0.020  1.388
 IMM  C13  H13   single    0.930  0.020  1.080
 IMM  C14  C15   aromatic  1.388  0.020  1.388
 IMM  C14  I1    single    2.100  0.020  2.100
 IMM  C15  C16   aromatic  1.386  0.020  1.386
 IMM  C15  H15   single    0.930  0.020  1.080
 IMM  C16  H16   single    0.930  0.020  1.080
 IMM  C17  H171  single    0.970  0.020  1.090
 IMM  C17  H172  single    0.970  0.020  1.090
 IMM  C17  H173  single    0.970  0.020  1.090
 IMM  C18  C19   single    1.548  0.020  1.548
 IMM  C18  H181  single    0.970  0.020  1.090
 IMM  C18  H182  single    0.970  0.020  1.090
 IMM  C19  O3    deloc     1.243  0.020  1.243
 IMM  C19  O4    deloc     1.247  0.020  1.247
 IMM  C20  O2    single    1.412  0.020  1.412
 IMM  C20  H201  single    0.970  0.020  1.090
 IMM  C20  H202  single    0.970  0.020  1.090
 IMM  C20  H203  single    0.970  0.020  1.090

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
 IMM  C10   N1   C9    126.42  3.000
 IMM  C10   N1   C2    125.08  3.000
 IMM  C9    N1   C2    108.22  3.000
 IMM  C17   C2   C3    127.98  3.000
 IMM  C17   C2   N1    122.58  3.000
 IMM  C3    C2   N1    109.30  3.000
 IMM  C18   C3   C4    124.38  3.000
 IMM  C18   C3   C2    128.21  3.000
 IMM  C4    C3   C2    107.41  3.000
 IMM  C9    C4   C5    120.61  3.000
 IMM  C9    C4   C3    108.03  3.000
 IMM  C5    C4   C3    131.34  3.000
 IMM  H5    C5   C6    120.03  3.000
 IMM  H5    C5   C4    121.02  3.000
 IMM  C6    C5   C4    118.95  3.000
 IMM  O2    C6   C7    123.65  3.000
 IMM  O2    C6   C5    116.24  3.000
 IMM  C7    C6   C5    120.11  3.000
 IMM  H7    C7   C8    117.85  3.000
 IMM  H7    C7   C6    121.09  3.000
 IMM  C8    C7   C6    121.06  3.000
 IMM  H8    C8   C9    122.76  3.000
 IMM  H8    C8   C7    118.63  3.000
 IMM  C9    C8   C7    118.60  3.000
 IMM  C8    C9   C4    120.59  3.000
 IMM  C8    C9   N1    132.23  3.000
 IMM  C4    C9   N1    107.00  3.000
 IMM  O1    C10  C11   120.90  3.000
 IMM  O1    C10  N1    122.23  3.000
 IMM  C11   C10  N1    116.84  3.000
 IMM  C16   C11  C12   119.75  3.000
 IMM  C16   C11  C10   121.06  3.000
 IMM  C12   C11  C10   119.03  3.000
 IMM  H12   C12  C13   119.30  3.000
 IMM  H12   C12  C11   120.29  3.000
 IMM  C13   C12  C11   120.40  3.000
 IMM  H13   C13  C14   121.26  3.000
 IMM  H13   C13  C12   119.66  3.000
 IMM  C14   C13  C12   119.08  3.000
 IMM  I1    C14  C15   119.39  3.000
 IMM  I1    C14  C13   119.35  3.000
 IMM  C15   C14  C13   121.26  3.000
 IMM  H15   C15  C16   119.60  3.000
 IMM  H15   C15  C14   121.28  3.000
 IMM  C16   C15  C14   119.11  3.000
 IMM  H16   C16  C15   119.03  3.000
 IMM  H16   C16  C11   120.60  3.000
 IMM  C15   C16  C11   120.36  3.000
 IMM  H173  C17  H172  107.84  3.000
 IMM  H173  C17  H171  107.47  3.000
 IMM  H172  C17  H171  107.30  3.000
 IMM  H173  C17  C2    112.69  3.000
 IMM  H172  C17  C2    109.25  3.000
 IMM  H171  C17  C2    112.07  3.000
 IMM  H182  C18  H181  104.88  3.000
 IMM  H182  C18  C19   108.34  3.000
 IMM  H181  C18  C19   108.10  3.000
 IMM  H182  C18  C3    110.60  3.000
 IMM  H181  C18  C3    109.43  3.000
 IMM  C19   C18  C3    114.99  3.000
 IMM  O4    C19  O3    127.14  3.000
 IMM  O4    C19  C18   115.13  3.000
 IMM  O3    C19  C18   117.73  3.000
 IMM  H203  C20  H202  108.68  3.000
 IMM  H203  C20  H201  108.58  3.000
 IMM  H202  C20  H201  108.68  3.000
 IMM  H203  C20  O2    112.18  3.000
 IMM  H202  C20  O2    112.05  3.000
 IMM  H201  C20  O2    106.55  3.000
 IMM  C20   O2   C6    118.67  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
 IMM  CONST_01  C4    C3   C2   N1      0.00   0.0  0
 IMM  CONST_02  C3    C4   C9   N1      0.00   0.0  0
 IMM  CONST_03  C5    C4   C9   N1    180.00   0.0  0
 IMM  CONST_04  C7    C8   C9   N1    180.00   0.0  0
 IMM  CONST_05  C4    C9   N1   C2      0.00   0.0  0
 IMM  CONST_06  C8    C9   N1   C2    180.00   0.0  0
 IMM  CONST_07  C5    C4   C3   C2    180.00   0.0  0
 IMM  CONST_08  C9    C4   C3   C2      0.00   0.0  0
 IMM  CONST_09  C9    N1   C2   C3      0.00   0.0  0
 IMM  CONST_10  C6    C5   C4   C3    180.00   0.0  0
 IMM  CONST_11  C8    C9   C4   C3    180.00   0.0  0
 IMM  CONST_12  C7    C6   C5   C4      0.00   0.0  0
 IMM  CONST_13  C7    C8   C9   C4      0.00   0.0  0
 IMM  CONST_14  C8    C9   C4   C5      0.00   0.0  0
 IMM  CONST_15  C8    C7   C6   C5      0.00   0.0  0
 IMM  CONST_16  C9    C4   C5   C6      0.00   0.0  0
 IMM  CONST_17  C9    C8   C7   C6      0.00   0.0  0
 IMM  CONST_18  C14   C13  C12  C11     0.00   0.0  0
 IMM  CONST_19  C14   C15  C16  C11     0.00   0.0  0
 IMM  CONST_20  C15   C16  C11  C12     0.00   0.0  0
 IMM  CONST_21  C15   C14  C13  C12     0.00   0.0  0
 IMM  CONST_22  C16   C11  C12  C13     0.00   0.0  0
 IMM  CONST_23  C16   C15  C14  C13     0.00   0.0  0
 IMM  CONST_24  C18   C3   C2   N1    180.00   0.0  0
 IMM  CONST_25  C10   N1   C2   C3    180.00   0.0  0
 IMM  CONST_26  C17   C2   C3   C4    180.00   0.0  0
 IMM  CONST_27  O2    C6   C5   C4    180.00   0.0  0
 IMM  CONST_28  C10   N1   C9   C4    180.00   0.0  0
 IMM  CONST_29  C18   C3   C4   C5      0.00   0.0  0
 IMM  CONST_30  O2    C6   C7   C8    180.00   0.0  0
 IMM  CONST_31  C10   N1   C9   C8      0.00   0.0  0
 IMM  CONST_32  C17   C2   N1   C9    180.00   0.0  0
 IMM  CONST_33  C18   C3   C4   C9    180.00   0.0  0
 IMM  CONST_34  C13   C12  C11  C10   180.00   0.0  0
 IMM  CONST_35  C15   C16  C11  C10   180.00   0.0  0
 IMM  CONST_36  I1    C14  C13  C12   180.00   0.0  0
 IMM  CONST_37  I1    C14  C15  C16   180.00   0.0  0
 IMM  CONST_40  H8    C8   C9   N1      0.00   0.0  0
 IMM  CONST_41  H5    C5   C4   C3      0.00   0.0  0
 IMM  CONST_42  H7    C7   C6   C5    180.00   0.0  0
 IMM  CONST_43  H13   C13  C12  C11   180.00   0.0  0
 IMM  CONST_44  H15   C15  C16  C11   180.00   0.0  0
 IMM  CONST_45  H16   C16  C11  C12   180.00   0.0  0
 IMM  CONST_46  H12   C12  C13  C14   180.00   0.0  0
 IMM  Var_01    C12   C11  C10  N1   -141.53  30.0  2
 IMM  Var_02    C19   C18  C3   C2    108.96  30.0  2
 IMM  Var_03    H171  C17  C2   N1     49.38  30.0  2
 IMM  Var_04    O3    C19  C18  C3     -2.27  30.0  3
 IMM  Var_05    H201  C20  O2   C6   -178.59  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
 IMM  plan-1  C10  0.020
 IMM  plan-1  C11  0.020
 IMM  plan-1  C12  0.020
 IMM  plan-1  C13  0.020
 IMM  plan-1  C14  0.020
 IMM  plan-1  C15  0.020
 IMM  plan-1  C16  0.020
 IMM  plan-1  I1   0.020
 IMM  plan-1  H12  0.020
 IMM  plan-1  H13  0.020
 IMM  plan-1  H15  0.020
 IMM  plan-1  H16  0.020
 IMM  plan-2  N1   0.020
 IMM  plan-2  C2   0.020
 IMM  plan-2  C3   0.020
 IMM  plan-2  C4   0.020
 IMM  plan-2  C5   0.020
 IMM  plan-2  C6   0.020
 IMM  plan-2  C7   0.020
 IMM  plan-2  C8   0.020
 IMM  plan-2  C9   0.020
 IMM  plan-2  C10  0.020
 IMM  plan-2  C11  0.020
 IMM  plan-2  C17  0.020
 IMM  plan-2  C18  0.020
 IMM  plan-2  O1   0.020
 IMM  plan-2  O2   0.020
 IMM  plan-2  H5   0.020
 IMM  plan-2  H7   0.020
 IMM  plan-2  H8   0.020
 IMM  plan-3  C18  0.020
 IMM  plan-3  C19  0.020
 IMM  plan-3  O3   0.020
 IMM  plan-3  O4   0.020

