# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 00:50:28 2020
#   Inital geometry file: a 55 line input string
#   Ligand name: 1H-indole-6-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2cc[nH]c2c1
#
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
 1F1  1F1  '1H-indole-6-carboxylic acid'  ligand  19  12  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1F1
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
 1F1  O1    O  O     0  -0.450   2.9232  -1.4743  -0.0167
 1F1  C2    C  C     0   0.530   2.5493  -0.3231   0.0002
 1F1  O3    O  OH1   0  -0.598   3.3933   0.7024   0.0136
 1F1  C4    C  CR6   0  -0.117   1.1291   0.0873   0.0096
 1F1  C5    C  CR16  0  -0.279   0.7444   1.4459   0.0276
 1F1  C6    C  CR16  0  -0.329  -0.5833   1.8100   0.0354
 1F1  C7    C  CR56  0   0.068  -1.5676   0.8127   0.0250
 1F1  C8    C  CR15  0  -0.417  -2.9915   0.8161   0.0295
 1F1  C9    C  CR15  0  -0.014  -3.3845  -0.4945   0.0147
 1F1  N10   N  NR15  0  -0.678  -2.2930  -1.3073   0.0035
 1F1  C11   C  CR56  0   0.375  -1.1619  -0.5434   0.0073
 1F1  C12   C  CR16  0  -0.314   0.1726  -0.9190  -0.0001
 1F1  HO3   H  HOH1  0   0.485   4.3050   0.3759   0.0067
 1F1  H5    H  HCR6  0   0.258   1.4975   2.2208   0.0357
 1F1  H6    H  HCR6  0   0.253  -0.8595   2.8567   0.0497
 1F1  H8    H  HCR5  0   0.255  -3.6441   1.6738   0.0404
 1F1  H9    H  HCR5  0   0.288  -4.3776  -0.9145   0.0132
 1F1  H12   H  HCR6  0   0.269   0.4605  -1.9621  -0.0140
 1F1  HN10  H  HNR5  0   0.415  -2.3224  -2.3131  -0.0197

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
 1F1  O1   C2    double    1.210  0.020  1.210
 1F1  C2   O3    single    1.328  0.020  1.328
 1F1  C2   C4    single    1.478  0.020  1.478
 1F1  O3   HO3   single    0.850  0.020  0.980
 1F1  C4   C5    aromatic  1.412  0.020  1.412
 1F1  C4   C12   aromatic  1.388  0.020  1.388
 1F1  C5   C6    aromatic  1.377  0.020  1.377
 1F1  C5   H5    single    0.930  0.020  1.080
 1F1  C6   C7    aromatic  1.401  0.020  1.401
 1F1  C6   H6    single    0.930  0.020  1.080
 1F1  C11  C7    aromatic  1.416  0.020  1.416
 1F1  C7   C8    aromatic  1.424  0.020  1.424
 1F1  C8   C9    aromatic  1.368  0.020  1.368
 1F1  C8   H8    single    0.930  0.020  1.080
 1F1  N10  C9    aromatic  1.361  0.020  1.361
 1F1  C9   H9    single    0.930  0.020  1.080
 1F1  C11  N10   aromatic  1.365  0.020  1.365
 1F1  C12  C11   aromatic  1.386  0.020  1.386
 1F1  C12  H12   single    0.930  0.020  1.080
 1F1  N10  HN10  single    0.860  0.020  1.020

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
 1F1  C4    C2   O3   113.33  3.000
 1F1  C4    C2   O1   124.12  3.000
 1F1  O3    C2   O1   122.55  3.000
 1F1  HO3   O3   C2   109.74  3.000
 1F1  C12   C4   C5   120.65  3.000
 1F1  C12   C4   C2   117.43  3.000
 1F1  C5    C4   C2   121.93  3.000
 1F1  H5    C5   C6   118.84  3.000
 1F1  H5    C5   C4   120.01  3.000
 1F1  C6    C5   C4   121.15  3.000
 1F1  H6    C6   C7   120.60  3.000
 1F1  H6    C6   C5   120.12  3.000
 1F1  C7    C6   C5   119.28  3.000
 1F1  C11   C7   C8   106.79  3.000
 1F1  C8    C7   C6   134.48  3.000
 1F1  C11   C7   C6   118.72  3.000
 1F1  H8    C8   C9   126.05  3.000
 1F1  H8    C8   C7   127.40  3.000
 1F1  C9    C8   C7   106.55  3.000
 1F1  H9    C9   N10  120.40  3.000
 1F1  H9    C9   C8   129.61  3.000
 1F1  N10   C9   C8   109.99  3.000
 1F1  HN10  N10  C11  125.71  3.000
 1F1  HN10  N10  C9   125.00  3.000
 1F1  C11   N10  C9   109.29  3.000
 1F1  C12   C11  N10  130.24  3.000
 1F1  C12   C11  C7   122.38  3.000
 1F1  N10   C11  C7   107.38  3.000
 1F1  H12   C12  C11  121.15  3.000
 1F1  H12   C12  C4   121.03  3.000
 1F1  C11   C12  C4   117.82  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
 1F1  CONST_01  C7    C6   C5   C4     0.00   0.0  0
 1F1  CONST_02  C7    C11  C12  C4     0.00   0.0  0
 1F1  CONST_03  N10   C11  C12  C4   180.00   0.0  0
 1F1  CONST_04  C11   C12  C4   C5     0.00   0.0  0
 1F1  CONST_05  C11   C7   C6   C5     0.00   0.0  0
 1F1  CONST_06  C8    C7   C6   C5   180.00   0.0  0
 1F1  CONST_07  C12   C4   C5   C6     0.00   0.0  0
 1F1  CONST_08  N10   C11  C7   C6   180.00   0.0  0
 1F1  CONST_09  C12   C11  C7   C6     0.00   0.0  0
 1F1  CONST_10  C9    C8   C7   C6   180.00   0.0  0
 1F1  CONST_11  C9    N10  C11  C7     0.00   0.0  0
 1F1  CONST_12  N10   C9   C8   C7     0.00   0.0  0
 1F1  CONST_13  N10   C11  C7   C8     0.00   0.0  0
 1F1  CONST_14  C12   C11  C7   C8   180.00   0.0  0
 1F1  CONST_15  C11   N10  C9   C8     0.00   0.0  0
 1F1  CONST_16  C11   C7   C8   C9     0.00   0.0  0
 1F1  CONST_17  C12   C11  N10  C9   180.00   0.0  0
 1F1  CONST_18  C6    C5   C4   C2   180.00   0.0  0
 1F1  CONST_19  C11   C12  C4   C2   180.00   0.0  0
 1F1  CONST_20  H6    C6   C5   C4   180.00   0.0  0
 1F1  CONST_21  H12   C12  C4   C5   180.00   0.0  0
 1F1  CONST_22  H8    C8   C7   C6     0.00   0.0  0
 1F1  CONST_23  H5    C5   C6   C7   180.00   0.0  0
 1F1  CONST_24  HN10  N10  C11  C7   180.00   0.0  0
 1F1  CONST_25  H9    C9   C8   C7   180.00   0.0  0
 1F1  CONST_26  HO3   O3   C2   C4   180.00   0.0  0
 1F1  Var_01    C5    C4   C2   O1  -179.91  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
 1F1  plan-1  C2    0.020
 1F1  plan-1  C4    0.020
 1F1  plan-1  C5    0.020
 1F1  plan-1  C6    0.020
 1F1  plan-1  C7    0.020
 1F1  plan-1  C8    0.020
 1F1  plan-1  C9    0.020
 1F1  plan-1  N10   0.020
 1F1  plan-1  C11   0.020
 1F1  plan-1  C12   0.020
 1F1  plan-1  H5    0.020
 1F1  plan-1  H6    0.020
 1F1  plan-1  H8    0.020
 1F1  plan-1  H9    0.020
 1F1  plan-1  H12   0.020
 1F1  plan-1  HN10  0.020
 1F1  plan-2  O1    0.020
 1F1  plan-2  C2    0.020
 1F1  plan-2  O3    0.020
 1F1  plan-2  C4    0.020
 1F1  plan-2  HO3   0.020

