# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 10:04:58 2022
#   Inital geometry file: a 55 line input string
#   Ligand name: 4-chloro-1H-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c2cccc(Cl)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
 W6A  W6A  '4-chloro-1H-indole-2-carboxylic acid'  ligand  18  13  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_W6A
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
 W6A  C10   C   CR16   0  -0.296  -44.6621  -25.6320  -0.5798
 W6A  C02   C   C      0   0.365  -42.4166  -30.0865   2.7948
 W6A  C04   C   CR5    0   0.173  -43.2476  -29.1411   1.9637
 W6A  C05   C   CR15   0  -0.429  -44.5585  -29.2185   1.5708
 W6A  C06   C   CR56   0   0.181  -44.8266  -28.0545   0.7983
 W6A  C07   C   CR6    0  -0.184  -45.9401  -27.5472   0.1244
 W6A  C09   C   CR16   0  -0.246  -45.8673  -26.3536  -0.5588
 W6A  C11   C   CR16   0  -0.299  -43.5334  -26.0867   0.0715
 W6A  C12   C   CR56   0   0.340  -43.6294  -27.2986   0.7553
 W6A  N13   N   NR15   0  -0.709  -42.7028  -27.9876   1.4709
 W6A  O01   O   O      0  -0.594  -41.2409  -29.7260   2.9971
 W6A  O03   O   OC    -1  -0.576  -42.9891  -31.1179   3.1854
 W6A  CL08  CL  CL     0  -0.145  -47.4223  -28.4483   0.1639
 W6A  H101  H   HCR6   0   0.256  -44.6257  -24.6970  -1.1232
 W6A  H051  H   HCR5   0   0.242  -45.2462  -30.0144   1.8047
 W6A  H091  H   HCR6   0   0.265  -46.7343  -25.9683  -1.0783
 W6A  H111  H   HCR6   0   0.260  -42.6094  -25.5236   0.0506
 W6A  H131  H   HNR5   0   0.396  -41.7453  -27.7172   1.6293

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
 W6A  C09   C10   aromatic  1.405  0.020  1.405
 W6A  C09   C07   aromatic  1.377  0.020  1.377
 W6A  C10   C11   aromatic  1.380  0.020  1.380
 W6A  CL08  C07   single    1.735  0.020  1.735
 W6A  C11   C12   aromatic  1.395  0.020  1.395
 W6A  C07   C06   aromatic  1.397  0.020  1.397
 W6A  C12   C06   aromatic  1.417  0.020  1.417
 W6A  C12   N13   aromatic  1.358  0.020  1.358
 W6A  C06   C05   aromatic  1.422  0.020  1.422
 W6A  N13   C04   aromatic  1.367  0.020  1.367
 W6A  C05   C04   aromatic  1.371  0.020  1.371
 W6A  C04   C02   single    1.508  0.020  1.508
 W6A  O01   C02   deloc     1.246  0.020  1.246
 W6A  C02   O03   deloc     1.243  0.020  1.243
 W6A  C10   H101  single    0.930  0.020  1.080
 W6A  C05   H051  single    0.930  0.020  1.080
 W6A  C09   H091  single    0.930  0.020  1.080
 W6A  C11   H111  single    0.930  0.020  1.080
 W6A  N13   H131  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
 W6A  H101  C10  C11  119.62  3.000
 W6A  H101  C10  C09  118.70  3.000
 W6A  C11   C10  C09  121.68  3.000
 W6A  O03   C02  O01  128.58  3.000
 W6A  O03   C02  C04  116.08  3.000
 W6A  O01   C02  C04  115.33  3.000
 W6A  N13   C04  C05  108.98  3.000
 W6A  C05   C04  C02  130.50  3.000
 W6A  N13   C04  C02  120.52  3.000
 W6A  H051  C05  C06  127.01  3.000
 W6A  H051  C05  C04  126.15  3.000
 W6A  C06   C05  C04  106.84  3.000
 W6A  C12   C06  C07  117.73  3.000
 W6A  C12   C06  C05  107.09  3.000
 W6A  C07   C06  C05  135.18  3.000
 W6A  CL08  C07  C09  120.43  3.000
 W6A  CL08  C07  C06  118.78  3.000
 W6A  C09   C07  C06  120.79  3.000
 W6A  H091  C09  C07  120.31  3.000
 W6A  H091  C09  C10  119.83  3.000
 W6A  C07   C09  C10  119.86  3.000
 W6A  H111  C11  C12  121.35  3.000
 W6A  H111  C11  C10  121.17  3.000
 W6A  C12   C11  C10  117.48  3.000
 W6A  N13   C12  C11  130.70  3.000
 W6A  N13   C12  C06  106.84  3.000
 W6A  C11   C12  C06  122.46  3.000
 W6A  H131  N13  C12  126.50  3.000
 W6A  H131  N13  C04  123.25  3.000
 W6A  C12   N13  C04  110.24  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
 W6A  CONST_01  C06   C07  C09  C10     0.00   0.0  0
 W6A  CONST_02  C06   C12  C11  C10     0.00   0.0  0
 W6A  CONST_03  N13   C12  C11  C10   180.00   0.0  0
 W6A  CONST_04  C11   C12  N13  C04   180.00   0.0  0
 W6A  CONST_05  C06   C12  N13  C04     0.00   0.0  0
 W6A  CONST_06  C07   C06  C05  C04   180.00   0.0  0
 W6A  CONST_07  C12   C06  C05  C04     0.00   0.0  0
 W6A  CONST_08  C09   C07  C06  C05   180.00   0.0  0
 W6A  CONST_09  C11   C12  C06  C05   180.00   0.0  0
 W6A  CONST_10  N13   C12  C06  C05     0.00   0.0  0
 W6A  CONST_11  C12   N13  C04  C05     0.00   0.0  0
 W6A  CONST_12  N13   C04  C05  C06     0.00   0.0  0
 W6A  CONST_13  C11   C10  C09  C07     0.00   0.0  0
 W6A  CONST_14  C11   C12  C06  C07     0.00   0.0  0
 W6A  CONST_15  N13   C12  C06  C07   180.00   0.0  0
 W6A  CONST_16  C12   C11  C10  C09     0.00   0.0  0
 W6A  CONST_17  C12   C06  C07  C09     0.00   0.0  0
 W6A  CONST_18  CL08  C07  C09  C10   180.00   0.0  0
 W6A  CONST_19  C12   N13  C04  C02   180.00   0.0  0
 W6A  CONST_20  C06   C05  C04  C02   180.00   0.0  0
 W6A  CONST_21  CL08  C07  C06  C05     0.00   0.0  0
 W6A  CONST_22  CL08  C07  C06  C12   180.00   0.0  0
 W6A  CONST_23  H131  N13  C04  C05   180.00   0.0  0
 W6A  CONST_24  H091  C09  C07  C06   180.00   0.0  0
 W6A  CONST_25  H111  C11  C12  C06   180.00   0.0  0
 W6A  CONST_26  H101  C10  C09  C07   180.00   0.0  0
 W6A  CONST_27  H051  C05  C06  C07     0.00   0.0  0
 W6A  Var_01    O01   C02  C04  C05  -179.15  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
 W6A  plan-1  C10   0.020
 W6A  plan-1  C02   0.020
 W6A  plan-1  C04   0.020
 W6A  plan-1  C05   0.020
 W6A  plan-1  C06   0.020
 W6A  plan-1  C07   0.020
 W6A  plan-1  C09   0.020
 W6A  plan-1  C11   0.020
 W6A  plan-1  C12   0.020
 W6A  plan-1  N13   0.020
 W6A  plan-1  CL08  0.020
 W6A  plan-1  H101  0.020
 W6A  plan-1  H051  0.020
 W6A  plan-1  H091  0.020
 W6A  plan-1  H111  0.020
 W6A  plan-1  H131  0.020
 W6A  plan-2  C02   0.020
 W6A  plan-2  C04   0.020
 W6A  plan-2  O01   0.020
 W6A  plan-2  O03   0.020

