# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 11:17:15 2022
#   Inital geometry file: a 77 line input string
#   Ligand name: 5-methoxy-6-pyridin-4-yl-1~{H}-indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2cc[nH]c2cc1c3ccncc3
#
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
 I6A  I6A  "5-methoxy-6-pyridin-4-yl-1~{H}-indole"
  ligand  29  17  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I6A
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
 I6A  C1   C  CR6   0  -0.065  37.5538  32.6279  12.2062
 I6A  C2   C  CR16  0  -0.329  36.6762  32.7912  13.2651
 I6A  C3   C  CR6   0   0.351  38.4567  31.5293  12.1972
 I6A  C13  C  CR16  0  -0.062  37.5178  35.9021  10.3606
 I6A  C14  C  CR16  0  -0.066  37.3828  34.2598   8.8074
 I6A  C15  C  CR16  0  -0.355  37.4402  33.2653   9.7692
 I6A  C16  C  CR16  0  -0.370  37.5805  34.9855  11.3986
 I6A  C17  C  CH3   0  -0.434  40.2618  30.4494  11.0982
 I6A  C4   C  CR56  0   0.346  36.6801  31.8556  14.2924
 I6A  C5   C  CR56  0   0.086  37.5597  30.7568  14.2854
 I6A  N6   N  NR15  0  -0.685  35.9185  31.7692  15.4256
 I6A  C7   C  CR16  0  -0.489  38.4609  30.6027  13.2220
 I6A  C8   C  CR15  0  -0.025  36.2882  30.6631  16.1282
 I6A  C9   C  CR15  0  -0.422  37.2931  30.0081  15.4696
 I6A  C10  C  CR6   0   0.181  37.5414  33.6217  11.1139
 I6A  N11  N  N     0  -0.407  37.4222  35.5601   9.0817
 I6A  O12  O  O2    0  -0.469  39.3076  31.4861  11.1484
 I6A  H1   H  HCR6  0   0.264  35.9869  33.6270  13.2724
 I6A  H2   H  HCR6  0   0.259  37.5518  36.9644  10.5776
 I6A  H3   H  HCR6  0   0.259  37.2963  33.9889   7.7606
 I6A  H4   H  HCR6  0   0.260  37.3841  32.2295   9.4647
 I6A  H5   H  HCR6  0   0.264  37.6697  35.3362  12.4186
 I6A  H6   H  HCH3  0   0.257  40.8452  30.6086  10.1943
 I6A  H7   H  HCH3  0   0.224  40.9346  30.4704  11.9601
 I6A  H8   H  HCH3  0   0.224  39.7936  29.4622  11.0447
 I6A  H9   H  HNR5  0   0.409  35.2017  32.4188  15.7033
 I6A  H10  H  HCR6  0   0.270  39.1470  29.7663  13.2283
 I6A  H11  H  HCR5  0   0.280  35.8034  30.4187  17.0599
 I6A  H12  H  HCR5  0   0.245  37.7795  29.1021  15.7938

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
 I6A  C14  N11  aromatic  1.329  0.020  1.329
 I6A  C14  C15  aromatic  1.385  0.020  1.385
 I6A  N11  C13  aromatic  1.327  0.020  1.327
 I6A  C15  C10  aromatic  1.395  0.020  1.395
 I6A  C13  C16  aromatic  1.386  0.020  1.386
 I6A  C17  O12  single    1.410  0.020  1.410
 I6A  C10  C16  aromatic  1.394  0.020  1.394
 I6A  C10  C1   single    1.477  0.020  1.477
 I6A  O12  C3   single    1.351  0.020  1.351
 I6A  C1   C3   aromatic  1.422  0.020  1.422
 I6A  C1   C2   aromatic  1.385  0.020  1.385
 I6A  C3   C7   aromatic  1.382  0.020  1.382
 I6A  C2   C4   aromatic  1.389  0.020  1.389
 I6A  C7   C5   aromatic  1.402  0.020  1.402
 I6A  C4   C5   aromatic  1.408  0.020  1.408
 I6A  C4   N6   aromatic  1.368  0.020  1.368
 I6A  C5   C9   aromatic  1.426  0.020  1.426
 I6A  N6   C8   aromatic  1.362  0.020  1.362
 I6A  C9   C8   aromatic  1.368  0.020  1.368
 I6A  C2   H1   single    0.930  0.020  1.080
 I6A  C13  H2   single    0.930  0.020  1.080
 I6A  C14  H3   single    0.930  0.020  1.080
 I6A  C15  H4   single    0.930  0.020  1.080
 I6A  C16  H5   single    0.930  0.020  1.080
 I6A  C17  H6   single    0.970  0.020  1.090
 I6A  C17  H7   single    0.970  0.020  1.090
 I6A  C17  H8   single    0.970  0.020  1.090
 I6A  N6   H9   single    0.860  0.020  1.020
 I6A  C7   H10  single    0.930  0.020  1.080
 I6A  C8   H11  single    0.930  0.020  1.080
 I6A  C9   H12  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
 I6A  C10  C1   C3   121.37  3.000
 I6A  C3   C1   C2   119.89  3.000
 I6A  C10  C1   C2   118.74  3.000
 I6A  H1   C2   C4   121.08  3.000
 I6A  H1   C2   C1   119.95  3.000
 I6A  C4   C2   C1   118.95  3.000
 I6A  O12  C3   C7   123.53  3.000
 I6A  C7   C3   C1   121.02  3.000
 I6A  O12  C3   C1   115.43  3.000
 I6A  H2   C13  N11  116.57  3.000
 I6A  H2   C13  C16  119.76  3.000
 I6A  N11  C13  C16  123.67  3.000
 I6A  H3   C14  N11  116.47  3.000
 I6A  H3   C14  C15  119.61  3.000
 I6A  N11  C14  C15  123.92  3.000
 I6A  H4   C15  C10  121.34  3.000
 I6A  H4   C15  C14  119.37  3.000
 I6A  C10  C15  C14  119.28  3.000
 I6A  H5   C16  C10  120.79  3.000
 I6A  H5   C16  C13  119.68  3.000
 I6A  C10  C16  C13  119.52  3.000
 I6A  H8   C17  H7   108.61  3.000
 I6A  H8   C17  H6   108.72  3.000
 I6A  H7   C17  H6   108.79  3.000
 I6A  H8   C17  O12  112.07  3.000
 I6A  H7   C17  O12  111.97  3.000
 I6A  H6   C17  O12  106.57  3.000
 I6A  N6   C4   C5   107.62  3.000
 I6A  N6   C4   C2   130.80  3.000
 I6A  C5   C4   C2   121.58  3.000
 I6A  C9   C5   C7   133.79  3.000
 I6A  C9   C5   C4   106.79  3.000
 I6A  C7   C5   C4   119.42  3.000
 I6A  H9   N6   C8   125.13  3.000
 I6A  H9   N6   C4   125.75  3.000
 I6A  C8   N6   C4   109.12  3.000
 I6A  H10  C7   C5   119.21  3.000
 I6A  H10  C7   C3   121.65  3.000
 I6A  C5   C7   C3   119.13  3.000
 I6A  H11  C8   C9   129.61  3.000
 I6A  H11  C8   N6   120.52  3.000
 I6A  C9   C8   N6   109.87  3.000
 I6A  H12  C9   C8   126.07  3.000
 I6A  H12  C9   C5   127.33  3.000
 I6A  C8   C9   C5   106.59  3.000
 I6A  C16  C10  C15  116.68  3.000
 I6A  C16  C10  C1   120.48  3.000
 I6A  C15  C10  C1   122.80  3.000
 I6A  C14  N11  C13  116.93  3.000
 I6A  C17  O12  C3   118.51  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
 I6A  CONST_01  C14  C15  C10  C1    180.00   0.0  0
 I6A  CONST_02  C13  C16  C10  C1    180.00   0.0  0
 I6A  CONST_03  C5   C7   C3   C1      0.00   0.0  0
 I6A  CONST_04  C5   C4   C2   C1      0.00   0.0  0
 I6A  CONST_05  N6   C4   C2   C1    180.00   0.0  0
 I6A  CONST_08  C7   C3   C1   C2      0.00   0.0  0
 I6A  CONST_09  C7   C5   C4   C2      0.00   0.0  0
 I6A  CONST_10  C9   C5   C4   C2    180.00   0.0  0
 I6A  CONST_11  C8   N6   C4   C2    180.00   0.0  0
 I6A  CONST_14  C4   C2   C1   C3      0.00   0.0  0
 I6A  CONST_15  C4   C5   C7   C3      0.00   0.0  0
 I6A  CONST_16  C9   C5   C7   C3    180.00   0.0  0
 I6A  CONST_17  C15  C14  N11  C13     0.00   0.0  0
 I6A  CONST_18  C15  C10  C16  C13     0.00   0.0  0
 I6A  CONST_19  C16  C13  N11  C14     0.00   0.0  0
 I6A  CONST_20  C16  C10  C15  C14     0.00   0.0  0
 I6A  CONST_21  C10  C1   C2   C4    180.00   0.0  0
 I6A  CONST_22  C8   C9   C5   C4      0.00   0.0  0
 I6A  CONST_23  C9   C8   N6   C4      0.00   0.0  0
 I6A  CONST_24  C8   N6   C4   C5      0.00   0.0  0
 I6A  CONST_25  N6   C8   C9   C5      0.00   0.0  0
 I6A  CONST_26  C7   C5   C4   N6    180.00   0.0  0
 I6A  CONST_27  C9   C5   C4   N6      0.00   0.0  0
 I6A  CONST_28  C10  C1   C3   C7    180.00   0.0  0
 I6A  CONST_29  C8   C9   C5   C7    180.00   0.0  0
 I6A  CONST_30  N11  C14  C15  C10     0.00   0.0  0
 I6A  CONST_31  N11  C13  C16  C10     0.00   0.0  0
 I6A  CONST_32  O12  C3   C1   C2    180.00   0.0  0
 I6A  CONST_33  O12  C3   C7   C5    180.00   0.0  0
 I6A  CONST_34  O12  C3   C1   C10     0.00   0.0  0
 I6A  CONST_35  H4   C15  C10  C1      0.00   0.0  0
 I6A  CONST_36  H5   C16  C10  C1      0.00   0.0  0
 I6A  CONST_37  H10  C7   C3   C1    180.00   0.0  0
 I6A  CONST_38  H9   N6   C4   C2      0.00   0.0  0
 I6A  CONST_39  H1   C2   C1   C3    180.00   0.0  0
 I6A  CONST_40  H3   C14  N11  C13   180.00   0.0  0
 I6A  CONST_41  H2   C13  N11  C14   180.00   0.0  0
 I6A  CONST_42  H5   C16  C10  C15   180.00   0.0  0
 I6A  CONST_43  H4   C15  C10  C16   180.00   0.0  0
 I6A  CONST_44  H10  C7   C5   C4    180.00   0.0  0
 I6A  CONST_45  H12  C9   C5   C4    180.00   0.0  0
 I6A  CONST_46  H11  C8   N6   C4    180.00   0.0  0
 I6A  CONST_47  H1   C2   C4   C5    180.00   0.0  0
 I6A  CONST_48  H9   N6   C4   C5    180.00   0.0  0
 I6A  CONST_49  H11  C8   C9   C5    180.00   0.0  0
 I6A  CONST_50  H1   C2   C4   N6      0.00   0.0  0
 I6A  CONST_51  H12  C9   C8   N6    180.00   0.0  0
 I6A  CONST_52  H12  C9   C5   C7      0.00   0.0  0
 I6A  CONST_53  H10  C7   C5   C9      0.00   0.0  0
 I6A  CONST_54  H9   N6   C8   C9    180.00   0.0  0
 I6A  CONST_55  H3   C14  C15  C10   180.00   0.0  0
 I6A  CONST_56  H2   C13  C16  C10   180.00   0.0  0
 I6A  CONST_57  H1   C2   C1   C10     0.00   0.0  0
 I6A  CONST_58  H4   C15  C14  N11   180.00   0.0  0
 I6A  CONST_59  H5   C16  C13  N11   180.00   0.0  0
 I6A  Var_01    C17  O12  C3   C1    177.86  30.0  2
 I6A  Var_02    C7   C3   O12  C17    -0.64  30.0  2
 I6A  Var_03    H6   C17  O12  C3   -179.16  30.0  3
 I6A  Var_04    H7   C17  O12  C3    -60.32  30.0  3
 I6A  Var_05    H8   C17  O12  C3     62.02  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
 I6A  plan-1  C1   0.020
 I6A  plan-1  C13  0.020
 I6A  plan-1  C14  0.020
 I6A  plan-1  C15  0.020
 I6A  plan-1  C16  0.020
 I6A  plan-1  C10  0.020
 I6A  plan-1  N11  0.020
 I6A  plan-1  H2   0.020
 I6A  plan-1  H3   0.020
 I6A  plan-1  H4   0.020
 I6A  plan-1  H5   0.020
 I6A  plan-2  C1   0.020
 I6A  plan-2  C2   0.020
 I6A  plan-2  C3   0.020
 I6A  plan-2  C4   0.020
 I6A  plan-2  C5   0.020
 I6A  plan-2  N6   0.020
 I6A  plan-2  C7   0.020
 I6A  plan-2  C8   0.020
 I6A  plan-2  C9   0.020
 I6A  plan-2  C10  0.020
 I6A  plan-2  O12  0.020
 I6A  plan-2  H1   0.020
 I6A  plan-2  H9   0.020
 I6A  plan-2  H10  0.020
 I6A  plan-2  H11  0.020
 I6A  plan-2  H12  0.020

