# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:23:49 2021
#   Inital geometry file: a 61 line input string
#   Ligand name: 6-methyl-1H-indole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2c([nH]cc2C(O)=O)c1
#
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
 WB1  WB1  '6-methyl-1H-indole-3-carboxylic acid'  ligand  22  13  .  2022-03-29  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_WB1
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
 WB1  C10   C  CR16  0  -0.345   9.8534   5.6669  17.9225
 WB1  C01   C  CH3   0  -0.721   9.8233   7.5751  19.5503
 WB1  C02   C  CR6   0   0.070  10.1594   6.1588  19.1797
 WB1  C03   C  CR16  0  -0.294  10.7656   5.3061  20.1221
 WB1  C04   C  CR16  0  -0.356  11.0658   3.9874  19.8438
 WB1  C05   C  CR56  0   0.075  10.7592   3.4742  18.5789
 WB1  C06   C  CR5   0  -0.196  10.9096   2.2055  17.9148
 WB1  C07   C  CR15  0   0.008  10.4008   2.3627  16.6455
 WB1  C09   C  CR56  0   0.368  10.1559   4.3373  17.6441
 WB1  C11   C  C     0   0.451  11.4666   0.9516  18.3871
 WB1  N08   N  NR15  0  -0.676   9.9565   3.6235  16.4888
 WB1  O12   O  OH1   0  -0.604  11.8921   1.0172  19.6475
 WB1  O13   O  O     0  -0.464  11.5461  -0.0596  17.7216
 WB1  H101  H  HCR6  0   0.258   9.3903   6.2983  17.1732
 WB1  H011  H  HCH3  0   0.246   8.8357   7.6352  20.0127
 WB1  H013  H  HCH3  0   0.242  10.5377   7.9818  20.2657
 WB1  H012  H  HCH3  0   0.243   9.8118   8.2267  18.6772
 WB1  H031  H  HCR6  0   0.243  11.0089   5.7021  21.1012
 WB1  H041  H  HCR6  0   0.245  11.5347   3.3726  20.5990
 WB1  H071  H  HCR5  0   0.304  10.3285   1.6450  15.8442
 WB1  H081  H  HNR5  0   0.421   9.5377   3.9818  15.6456
 WB1  H1    H  HOH1  0   0.482  12.2483   0.1575  19.9160

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
 WB1  N08  C07   aromatic  1.346  0.020  1.346
 WB1  N08  C09   aromatic  1.373  0.020  1.373
 WB1  C07  C06   aromatic  1.376  0.020  1.376
 WB1  C09  C10   aromatic  1.392  0.020  1.392
 WB1  C09  C05   aromatic  1.408  0.020  1.408
 WB1  O13  C11   double    1.213  0.020  1.213
 WB1  C06  C11   single    1.451  0.020  1.451
 WB1  C06  C05   aromatic  1.440  0.020  1.440
 WB1  C10  C02   aromatic  1.384  0.020  1.384
 WB1  C11  O12   single    1.332  0.020  1.332
 WB1  C05  C04   aromatic  1.399  0.020  1.399
 WB1  C02  C01   single    1.502  0.020  1.502
 WB1  C02  C03   aromatic  1.408  0.020  1.408
 WB1  C04  C03   aromatic  1.381  0.020  1.381
 WB1  C10  H101  single    0.930  0.020  1.080
 WB1  C01  H011  single    0.970  0.020  1.090
 WB1  C01  H013  single    0.970  0.020  1.090
 WB1  C01  H012  single    0.970  0.020  1.090
 WB1  C03  H031  single    0.930  0.020  1.080
 WB1  C04  H041  single    0.930  0.020  1.080
 WB1  C07  H071  single    0.930  0.020  1.080
 WB1  N08  H081  single    0.860  0.020  1.020
 WB1  O12  H1    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
 WB1  H101  C10  C09   120.74  3.000
 WB1  H101  C10  C02   121.02  3.000
 WB1  C09   C10  C02   118.24  3.000
 WB1  H012  C01  H013  108.05  3.000
 WB1  H012  C01  H011  107.26  3.000
 WB1  H013  C01  H011  107.12  3.000
 WB1  H012  C01  C02   111.63  3.000
 WB1  H013  C01  C02   111.54  3.000
 WB1  H011  C01  C02   111.02  3.000
 WB1  C03   C02  C01   120.14  3.000
 WB1  C03   C02  C10   119.20  3.000
 WB1  C01   C02  C10   120.64  3.000
 WB1  H031  C03  C04   118.83  3.000
 WB1  H031  C03  C02   118.69  3.000
 WB1  C04   C03  C02   122.48  3.000
 WB1  H041  C04  C05   121.21  3.000
 WB1  H041  C04  C03   119.78  3.000
 WB1  C05   C04  C03   119.01  3.000
 WB1  C09   C05  C06   106.18  3.000
 WB1  C06   C05  C04   135.84  3.000
 WB1  C09   C05  C04   117.99  3.000
 WB1  C11   C06  C07   122.73  3.000
 WB1  C11   C06  C05   130.64  3.000
 WB1  C07   C06  C05   106.62  3.000
 WB1  H071  C07  N08   120.99  3.000
 WB1  H071  C07  C06   129.35  3.000
 WB1  N08   C07  C06   109.66  3.000
 WB1  N08   C09  C05   107.60  3.000
 WB1  C05   C09  C10   123.09  3.000
 WB1  N08   C09  C10   129.32  3.000
 WB1  O13   C11  O12   122.63  3.000
 WB1  O12   C11  C06   112.84  3.000
 WB1  O13   C11  C06   124.53  3.000
 WB1  H081  N08  C09   125.45  3.000
 WB1  H081  N08  C07   124.60  3.000
 WB1  C09   N08  C07   109.95  3.000
 WB1  H1    O12  C11   109.64  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
 WB1  CONST_01  C07   N08  C09  C10   180.00   0.0  0
 WB1  CONST_02  C06   C05  C09  C10   180.00   0.0  0
 WB1  CONST_03  C04   C05  C09  C10     0.00   0.0  0
 WB1  CONST_04  C04   C03  C02  C10     0.00   0.0  0
 WB1  CONST_05  N08   C09  C10  C02   180.00   0.0  0
 WB1  CONST_06  C05   C09  C10  C02     0.00   0.0  0
 WB1  CONST_07  C05   C04  C03  C02     0.00   0.0  0
 WB1  CONST_08  C09   C10  C02  C03     0.00   0.0  0
 WB1  CONST_09  C09   C05  C04  C03     0.00   0.0  0
 WB1  CONST_10  C06   C05  C04  C03   180.00   0.0  0
 WB1  CONST_11  N08   C09  C05  C04   180.00   0.0  0
 WB1  CONST_12  C07   C06  C05  C04   180.00   0.0  0
 WB1  CONST_13  C07   N08  C09  C05     0.00   0.0  0
 WB1  CONST_14  N08   C07  C06  C05     0.00   0.0  0
 WB1  CONST_15  C09   N08  C07  C06     0.00   0.0  0
 WB1  CONST_16  N08   C09  C05  C06     0.00   0.0  0
 WB1  CONST_17  C09   C05  C06  C07     0.00   0.0  0
 WB1  CONST_18  C09   C10  C02  C01   180.00   0.0  0
 WB1  CONST_19  C04   C03  C02  C01   180.00   0.0  0
 WB1  CONST_20  C11   C06  C05  C04     0.00   0.0  0
 WB1  CONST_21  C11   C06  C05  C09   180.00   0.0  0
 WB1  CONST_22  N08   C07  C06  C11   180.00   0.0  0
 WB1  CONST_23  H081  N08  C09  C10     0.00   0.0  0
 WB1  CONST_24  H031  C03  C02  C10   180.00   0.0  0
 WB1  CONST_25  H041  C04  C03  C02   180.00   0.0  0
 WB1  CONST_26  H101  C10  C02  C03   180.00   0.0  0
 WB1  CONST_27  H071  C07  C06  C05   180.00   0.0  0
 WB1  CONST_28  H1    O12  C11  C06   180.00   0.0  0
 WB1  Var_01    O13   C11  C06  C05  -179.53  30.0  2
 WB1  Var_02    H011  C01  C02  C10    91.53  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
 WB1  plan-1  C10   0.020
 WB1  plan-1  C01   0.020
 WB1  plan-1  C02   0.020
 WB1  plan-1  C03   0.020
 WB1  plan-1  C04   0.020
 WB1  plan-1  C05   0.020
 WB1  plan-1  C06   0.020
 WB1  plan-1  C07   0.020
 WB1  plan-1  C09   0.020
 WB1  plan-1  C11   0.020
 WB1  plan-1  N08   0.020
 WB1  plan-1  H101  0.020
 WB1  plan-1  H031  0.020
 WB1  plan-1  H041  0.020
 WB1  plan-1  H071  0.020
 WB1  plan-1  H081  0.020
 WB1  plan-2  C06   0.020
 WB1  plan-2  C11   0.020
 WB1  plan-2  O12   0.020
 WB1  plan-2  O13   0.020
 WB1  plan-2  H1    0.020

