# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:34:10 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 3-(carboxymethyl)-4,7-dichloro-1H-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1c([nH]c2c(Cl)ccc(Cl)c12)C(O)=O
#
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
 GO0  GO0  '3-(carboxymethyl)-4,7-dichloro-1H-indole-2-carboxylic acid'  ligand  23  18  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GO0
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
 GO0  CL1   CL  CL     0  -0.118  -3.9373   1.1125   0.2840
 GO0  C2    C   CR6    0  -0.149  -2.6860  -0.0660   0.0828
 GO0  C3    C   CR56   0   0.270  -1.3741   0.3597  -0.1092
 GO0  N4    N   NR15   0  -0.689  -0.8632   1.6051  -0.1700
 GO0  C6    C   CR5    0   0.176   0.4953   1.5448  -0.3639
 GO0  C7    C   CR5    0  -0.082   0.8921   0.2292  -0.4292
 GO0  C8    C   CR56   0   0.190  -0.3015  -0.5514  -0.2762
 GO0  C9    C   CR6    0  -0.014  -0.6163  -1.9159  -0.2500
 GO0  C10   C   CR16   0  -0.240  -1.9149  -2.3396  -0.0612
 GO0  C12   C   CR16   0  -0.245  -2.9541  -1.4145   0.1101
 GO0  CL14  CL  CL     0  -0.151   0.6132  -3.1150  -0.4822
 GO0  C15   C   CH2    0  -0.662   2.2742  -0.3009  -0.5941
 GO0  C18   C   C      0   0.397   2.8518  -0.9932   0.6588
 GO0  O19   O   O      0  -0.448   2.2612  -0.8329   1.7417
 GO0  O20   O   OC    -1  -0.798   3.9048  -1.6395   0.4692
 GO0  C22   C   C      0   0.360   1.2428   2.8511  -0.4525
 GO0  O23   O   O      0  -0.586   2.4688   2.8085  -0.6553
 GO0  O24   O   OC    -1  -0.640   0.5375   3.8708  -0.3070
 GO0  H10   H   HCR6   0   0.263  -2.1440  -3.3962  -0.0421
 GO0  H12   H   HCR6   0   0.292  -3.9647  -1.7685   0.2611
 GO0  H15   H   HCH2   0   0.238   2.3226  -0.9980  -1.4341
 GO0  H15A  H   HCH2   0   0.269   2.9357   0.5283  -0.8488
 GO0  HN4   H   HNR5   0   0.368  -1.3667   2.4727  -0.0796

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
 GO0  C2    CL1   single    1.731  0.020  1.731
 GO0  C12   C2    aromatic  1.375  0.020  1.375
 GO0  C3    C2    aromatic  1.393  0.020  1.393
 GO0  C8    C3    aromatic  1.417  0.020  1.417
 GO0  C3    N4    aromatic  1.347  0.020  1.347
 GO0  C6    N4    aromatic  1.374  0.020  1.374
 GO0  C7    C6    aromatic  1.376  0.020  1.376
 GO0  C6    C22   single    1.508  0.020  1.508
 GO0  C15   C7    single    1.489  0.020  1.489
 GO0  C8    C7    aromatic  1.434  0.020  1.434
 GO0  C9    C8    aromatic  1.401  0.020  1.401
 GO0  CL14  C9    single    1.733  0.020  1.733
 GO0  C9    C10   aromatic  1.379  0.020  1.379
 GO0  C10   C12   aromatic  1.402  0.020  1.402
 GO0  C10   H10   single    0.930  0.020  1.080
 GO0  C12   H12   single    0.930  0.020  1.080
 GO0  C18   C15   single    1.544  0.020  1.544
 GO0  C15   H15   single    0.970  0.020  1.090
 GO0  C15   H15A  single    0.970  0.020  1.090
 GO0  O19   C18   deloc     1.244  0.020  1.244
 GO0  O20   C18   deloc     1.250  0.020  1.250
 GO0  O23   C22   deloc     1.243  0.020  1.243
 GO0  C22   O24   deloc     1.248  0.020  1.248
 GO0  N4    HN4   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
 GO0  C12   C2   C3   119.10  3.000
 GO0  C3    C2   CL1  119.27  3.000
 GO0  C12   C2   CL1  121.63  3.000
 GO0  C8    C3   N4   107.57  3.000
 GO0  N4    C3   C2   130.24  3.000
 GO0  C8    C3   C2   122.19  3.000
 GO0  HN4   N4   C6   123.02  3.000
 GO0  HN4   N4   C3   127.05  3.000
 GO0  C6    N4   C3   109.93  3.000
 GO0  C22   C6   C7   133.06  3.000
 GO0  C22   C6   N4   117.43  3.000
 GO0  C7    C6   N4   109.51  3.000
 GO0  C15   C7   C8   126.18  3.000
 GO0  C8    C7   C6   105.99  3.000
 GO0  C15   C7   C6   127.83  3.000
 GO0  C9    C8   C7   135.99  3.000
 GO0  C9    C8   C3   117.00  3.000
 GO0  C7    C8   C3   107.01  3.000
 GO0  CL14  C9   C10  118.28  3.000
 GO0  C10   C9   C8   120.90  3.000
 GO0  CL14  C9   C8   120.81  3.000
 GO0  H10   C10  C12  119.05  3.000
 GO0  H10   C10  C9   120.14  3.000
 GO0  C12   C10  C9   120.81  3.000
 GO0  H12   C12  C10  119.59  3.000
 GO0  H12   C12  C2   120.40  3.000
 GO0  C10   C12  C2   120.01  3.000
 GO0  H15A  C15  H15  106.18  3.000
 GO0  H15A  C15  C18  107.67  3.000
 GO0  H15   C15  C18  108.74  3.000
 GO0  H15A  C15  C7   108.54  3.000
 GO0  H15   C15  C7   110.69  3.000
 GO0  C18   C15  C7   114.65  3.000
 GO0  O20   C18  O19  126.77  3.000
 GO0  O20   C18  C15  115.09  3.000
 GO0  O19   C18  C15  118.11  3.000
 GO0  O24   C22  O23  127.16  3.000
 GO0  O24   C22  C6   114.88  3.000
 GO0  O23   C22  C6   117.95  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
 GO0  CONST_01  C9    C10  C12  C2      0.00   0.0  0
 GO0  CONST_02  C7    C8   C3   C2    180.00   0.0  0
 GO0  CONST_03  C9    C8   C3   C2      0.00   0.0  0
 GO0  CONST_04  C6    N4   C3   C2    180.00   0.0  0
 GO0  CONST_05  C10   C12  C2   C3      0.00   0.0  0
 GO0  CONST_06  C6    C7   C8   C3      0.00   0.0  0
 GO0  CONST_07  C10   C9   C8   C3      0.00   0.0  0
 GO0  CONST_08  C7    C6   N4   C3      0.00   0.0  0
 GO0  CONST_09  C12   C2   C3   N4    180.00   0.0  0
 GO0  CONST_10  C7    C8   C3   N4      0.00   0.0  0
 GO0  CONST_11  C9    C8   C3   N4    180.00   0.0  0
 GO0  CONST_12  C8    C7   C6   N4      0.00   0.0  0
 GO0  CONST_13  C8    C3   N4   C6      0.00   0.0  0
 GO0  CONST_14  C9    C8   C7   C6    180.00   0.0  0
 GO0  CONST_15  C10   C9   C8   C7    180.00   0.0  0
 GO0  CONST_16  C12   C2   C3   C8      0.00   0.0  0
 GO0  CONST_17  C12   C10  C9   C8      0.00   0.0  0
 GO0  CONST_18  C10   C12  C2   CL1   180.00   0.0  0
 GO0  CONST_19  C8    C3   C2   CL1   180.00   0.0  0
 GO0  CONST_20  N4    C3   C2   CL1     0.00   0.0  0
 GO0  CONST_21  C15   C7   C8   C3    180.00   0.0  0
 GO0  CONST_22  CL14  C9   C8   C3    180.00   0.0  0
 GO0  CONST_23  C22   C6   N4   C3    180.00   0.0  0
 GO0  CONST_24  C15   C7   C6   N4    180.00   0.0  0
 GO0  CONST_25  CL14  C9   C8   C7      0.00   0.0  0
 GO0  CONST_26  C22   C6   C7   C8    180.00   0.0  0
 GO0  CONST_27  C15   C7   C8   C9      0.00   0.0  0
 GO0  CONST_28  CL14  C9   C10  C12   180.00   0.0  0
 GO0  CONST_29  H10   C10  C12  C2    180.00   0.0  0
 GO0  CONST_30  HN4   N4   C3   C2      0.00   0.0  0
 GO0  CONST_31  H12   C12  C2   C3    180.00   0.0  0
 GO0  Var_01    O23   C22  C6   N4   -178.56  30.0  2
 GO0  Var_02    C18   C15  C7   C6    109.74  30.0  3
 GO0  Var_03    O19   C18  C15  C7    -13.56  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
 GO0  plan-1  CL1   0.020
 GO0  plan-1  C2    0.020
 GO0  plan-1  C3    0.020
 GO0  plan-1  N4    0.020
 GO0  plan-1  C6    0.020
 GO0  plan-1  C7    0.020
 GO0  plan-1  C8    0.020
 GO0  plan-1  C9    0.020
 GO0  plan-1  C10   0.020
 GO0  plan-1  C12   0.020
 GO0  plan-1  CL14  0.020
 GO0  plan-1  C15   0.020
 GO0  plan-1  C22   0.020
 GO0  plan-1  H10   0.020
 GO0  plan-1  H12   0.020
 GO0  plan-1  HN4   0.020
 GO0  plan-2  C15   0.020
 GO0  plan-2  C18   0.020
 GO0  plan-2  O19   0.020
 GO0  plan-2  O20   0.020
 GO0  plan-3  C6    0.020
 GO0  plan-3  C22   0.020
 GO0  plan-3  O23   0.020
 GO0  plan-3  O24   0.020

