# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 20:40:53 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 3-(1H-indol-3-yl)-2-oxopropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=O)Cc1c[nH]c2ccccc12
#
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
 3IO  3IO  '3-(1H-indol-3-yl)-2-oxopropanoic acid'  ligand  23  15  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3IO
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
 3IO  CAO   C  CR56   0   0.041  -1.2844  -0.0549   0.2828
 3IO  CAG   C  CR16   0  -0.372  -1.3580  -1.4484   0.3881
 3IO  CAE   C  CR16   0  -0.272  -2.5610  -2.0769   0.1312
 3IO  CAD   C  CR16   0  -0.285  -3.6990  -1.3389  -0.2363
 3IO  CAF   C  CR16   0  -0.307  -3.6565   0.0377  -0.3501
 3IO  CAN   C  CR56   0   0.350  -2.4410   0.6679  -0.0857
 3IO  NAJ   N  NR15   0  -0.688  -2.1011   1.9882  -0.1146
 3IO  CAH   C  CR15   0  -0.089  -0.7823   2.1218   0.2240
 3IO  CAM   C  CR5    0   0.056  -0.2333   0.8978   0.4779
 3IO  CAI   C  CH2    0  -0.699   1.1699   0.6067   0.8740
 3IO  CAL   C  C      0   0.236   1.9908  -0.0727  -0.2004
 3IO  OAB   O  O      0  -0.384   1.5352  -0.3435  -1.2845
 3IO  CAK   C  C      0   0.348   3.4688  -0.4162   0.1524
 3IO  OAC   O  OC    -1  -0.581   4.1196  -0.9667  -0.7454
 3IO  OAA   O  O      0  -0.577   3.8322  -0.0982   1.2976
 3IO  HAG   H  HCR6   0   0.238  -0.4860  -2.0277   0.6677
 3IO  HAE   H  HCR6   0   0.244  -2.6323  -3.1541   0.2093
 3IO  HAD   H  HCR6   0   0.247  -4.6269  -1.8592  -0.4366
 3IO  HAF   H  HCR6   0   0.257  -4.5351   0.6031  -0.6347
 3IO  HNAJ  H  HNR5   0   0.406  -2.7190   2.7502  -0.3359
 3IO  HAH   H  HCR5   0   0.279  -0.3240   3.0979   0.2643
 3IO  HAI1  H  HCH2   0   0.272   1.2046  -0.0280   1.7663
 3IO  HAI2  H  HCH2   0   0.281   1.6908   1.5223   1.1682

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
 3IO  CAO  CAG   aromatic  1.399  0.020  1.399
 3IO  CAO  CAN   aromatic  1.413  0.020  1.413
 3IO  CAO  CAM   aromatic  1.432  0.020  1.432
 3IO  CAG  CAE   aromatic  1.381  0.020  1.381
 3IO  CAG  HAG   single    0.930  0.020  1.080
 3IO  CAE  CAD   aromatic  1.405  0.020  1.405
 3IO  CAE  HAE   single    0.930  0.020  1.080
 3IO  CAD  CAF   aromatic  1.382  0.020  1.382
 3IO  CAD  HAD   single    0.930  0.020  1.080
 3IO  CAF  CAN   aromatic  1.394  0.020  1.394
 3IO  CAF  HAF   single    0.930  0.020  1.080
 3IO  CAN  NAJ   aromatic  1.364  0.020  1.364
 3IO  NAJ  CAH   aromatic  1.368  0.020  1.368
 3IO  NAJ  HNAJ  single    0.860  0.020  1.020
 3IO  CAH  CAM   aromatic  1.365  0.020  1.365
 3IO  CAH  HAH   single    0.930  0.020  1.080
 3IO  CAM  CAI   single    1.487  0.020  1.487
 3IO  CAI  CAL   single    1.513  0.020  1.513
 3IO  CAI  HAI1  single    0.970  0.020  1.090
 3IO  CAI  HAI2  single    0.970  0.020  1.090
 3IO  CAL  OAB   double    1.207  0.020  1.207
 3IO  CAL  CAK   single    1.558  0.020  1.558
 3IO  CAK  OAC   deloc     1.238  0.020  1.238
 3IO  CAK  OAA   deloc     1.243  0.020  1.243

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
 3IO  CAM   CAO  CAN   107.22  3.000
 3IO  CAM   CAO  CAG   133.70  3.000
 3IO  CAN   CAO  CAG   119.08  3.000
 3IO  HAG   CAG  CAE   120.37  3.000
 3IO  HAG   CAG  CAO   120.62  3.000
 3IO  CAE   CAG  CAO   119.00  3.000
 3IO  HAE   CAE  CAD   119.22  3.000
 3IO  HAE   CAE  CAG   119.79  3.000
 3IO  CAD   CAE  CAG   120.99  3.000
 3IO  HAD   CAD  CAF   119.33  3.000
 3IO  HAD   CAD  CAE   119.35  3.000
 3IO  CAF   CAD  CAE   121.32  3.000
 3IO  HAF   CAF  CAN   121.40  3.000
 3IO  HAF   CAF  CAD   121.12  3.000
 3IO  CAN   CAF  CAD   117.48  3.000
 3IO  NAJ   CAN  CAF   130.61  3.000
 3IO  NAJ   CAN  CAO   107.26  3.000
 3IO  CAF   CAN  CAO   122.13  3.000
 3IO  HNAJ  NAJ  CAH   124.94  3.000
 3IO  HNAJ  NAJ  CAN   125.81  3.000
 3IO  CAH   NAJ  CAN   109.25  3.000
 3IO  HAH   CAH  CAM   129.29  3.000
 3IO  HAH   CAH  NAJ   120.46  3.000
 3IO  CAM   CAH  NAJ   110.25  3.000
 3IO  CAI   CAM  CAH   127.20  3.000
 3IO  CAI   CAM  CAO   126.78  3.000
 3IO  CAH   CAM  CAO   106.02  3.000
 3IO  HAI2  CAI  HAI1  104.52  3.000
 3IO  HAI2  CAI  CAL   107.97  3.000
 3IO  HAI1  CAI  CAL   107.52  3.000
 3IO  HAI2  CAI  CAM   110.92  3.000
 3IO  HAI1  CAI  CAM   111.12  3.000
 3IO  CAL   CAI  CAM   114.26  3.000
 3IO  CAK   CAL  OAB   120.81  3.000
 3IO  CAK   CAL  CAI   116.93  3.000
 3IO  OAB   CAL  CAI   122.26  3.000
 3IO  OAA   CAK  OAC   128.92  3.000
 3IO  OAA   CAK  CAL   115.45  3.000
 3IO  OAC   CAK  CAL   115.63  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
 3IO  CONST_01  CAD   CAE  CAG  CAO     0.00   0.0  0
 3IO  CONST_02  CAD   CAF  CAN  CAO     0.00   0.0  0
 3IO  CONST_03  CAH   NAJ  CAN  CAO     0.00   0.0  0
 3IO  CONST_04  NAJ   CAH  CAM  CAO     0.00   0.0  0
 3IO  CONST_05  CAF   CAN  CAO  CAG     0.00   0.0  0
 3IO  CONST_06  NAJ   CAN  CAO  CAG   180.00   0.0  0
 3IO  CONST_07  CAH   CAM  CAO  CAG   180.00   0.0  0
 3IO  CONST_08  CAF   CAD  CAE  CAG     0.00   0.0  0
 3IO  CONST_09  CAN   CAO  CAG  CAE     0.00   0.0  0
 3IO  CONST_10  CAM   CAO  CAG  CAE   180.00   0.0  0
 3IO  CONST_11  CAN   CAF  CAD  CAE     0.00   0.0  0
 3IO  CONST_12  NAJ   CAN  CAF  CAD   180.00   0.0  0
 3IO  CONST_13  CAM   CAO  CAN  CAF   180.00   0.0  0
 3IO  CONST_14  CAH   NAJ  CAN  CAF   180.00   0.0  0
 3IO  CONST_15  CAH   CAM  CAO  CAN     0.00   0.0  0
 3IO  CONST_16  CAM   CAH  NAJ  CAN     0.00   0.0  0
 3IO  CONST_17  CAM   CAO  CAN  NAJ     0.00   0.0  0
 3IO  CONST_18  CAI   CAM  CAO  CAG     0.00   0.0  0
 3IO  CONST_19  CAI   CAM  CAO  CAN   180.00   0.0  0
 3IO  CONST_20  CAI   CAM  CAH  NAJ   180.00   0.0  0
 3IO  CONST_21  HAE   CAE  CAG  CAO   180.00   0.0  0
 3IO  CONST_22  HAF   CAF  CAN  CAO   180.00   0.0  0
 3IO  CONST_23  HNAJ  NAJ  CAN  CAO   180.00   0.0  0
 3IO  CONST_24  HAH   CAH  CAM  CAO   180.00   0.0  0
 3IO  CONST_25  HAD   CAD  CAE  CAG   180.00   0.0  0
 3IO  CONST_26  HAG   CAG  CAE  CAD   180.00   0.0  0
 3IO  Var_01    CAL   CAI  CAM  CAO    70.55  30.0  2
 3IO  Var_02    OAB   CAL  CAI  CAM     0.36  30.0  3
 3IO  Var_03    OAC   CAK  CAL  CAI  -179.73  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
 3IO  plan-1  CAO   0.020
 3IO  plan-1  CAG   0.020
 3IO  plan-1  CAE   0.020
 3IO  plan-1  CAD   0.020
 3IO  plan-1  CAF   0.020
 3IO  plan-1  CAN   0.020
 3IO  plan-1  NAJ   0.020
 3IO  plan-1  CAH   0.020
 3IO  plan-1  CAM   0.020
 3IO  plan-1  CAI   0.020
 3IO  plan-1  HAG   0.020
 3IO  plan-1  HAE   0.020
 3IO  plan-1  HAD   0.020
 3IO  plan-1  HAF   0.020
 3IO  plan-1  HNAJ  0.020
 3IO  plan-1  HAH   0.020
 3IO  plan-2  CAI   0.020
 3IO  plan-2  CAL   0.020
 3IO  plan-2  OAB   0.020
 3IO  plan-2  CAK   0.020
 3IO  plan-3  CAL   0.020
 3IO  plan-3  CAK   0.020
 3IO  plan-3  OAC   0.020
 3IO  plan-3  OAA   0.020

