# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 14:01:53 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 7-chloranyl-5-ethyl-3-(3-hydroxy-3-oxopropyl)-1~{H}-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(Cl)c2[nH]c(C(O)=O)c(CCC(O)=O)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
 0KI  0KI  "7-chloranyl-5-ethyl-3-(3-hydroxy-3-oxopropyl)-1H-indole-2-carboxylic acid"  ligand  32  20  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0KI
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
 0KI  C10  C   CH3    0  -0.653  14.4193  10.5131  -6.4568
 0KI  C13  C   C      0   0.395  21.0361  11.2052  -6.3178
 0KI  C1   C   CR6    0   0.113  16.1062   8.6824  -6.0677
 0KI  C2   C   CR16   0  -0.314  15.8797   8.1807  -4.7698
 0KI  C3   C   CR6    0  -0.116  16.9290   7.7862  -3.9716
 0KI  C4   C   CR56   0   0.439  18.2302   7.8879  -4.4540
 0KI  C5   C   CR56   0   0.063  18.4802   8.3905  -5.7489
 0KI  C6   C   CR16   0  -0.440  17.3985   8.7825  -6.5494
 0KI  C7   C   CR5    0   0.088  20.4347   7.8200  -4.7913
 0KI  C8   C   CR5    0   0.009  19.8996   8.3436  -5.9479
 0KI  C9   C   CH2    0  -0.500  14.9305   9.1406  -6.8890
 0KI  C11  C   CH2    0  -0.526  20.6018   8.8144  -7.1825
 0KI  C12  C   CH2    0  -0.549  20.4543  10.3199  -7.4377
 0KI  C14  C   C      0   0.359  21.8404   7.4667  -4.3629
 0KI  N1   N   NR15   0  -0.715  19.4196   7.5602  -3.9018
 0KI  O1   O   OC    -1  -0.616  20.2729  12.0536  -5.8115
 0KI  O2   O   O      0  -0.617  22.2349  11.0151  -6.0206
 0KI  O3   O   O      0  -0.569  22.7355   7.5187  -5.2238
 0KI  O4   O   OC    -1  -0.597  21.9547   7.1331  -3.1657
 0KI  CL1  CL  CL     0  -0.138  16.6590   7.1493  -2.3807
 0KI  H1   H   HCH3   0   0.227  13.5658  10.8229  -7.0612
 0KI  H2   H   HCH3   0   0.223  14.1017  10.5048  -5.4132
 0KI  H3   H   HCH3   0   0.223  15.1967  11.2711  -6.5609
 0KI  H4   H   HCR6   0   0.257  14.8653   8.0984  -4.3983
 0KI  H5   H   HCR6   0   0.235  17.5691   9.1598  -7.5513
 0KI  H6   H   HCH2   0   0.233  14.1179   8.4136  -6.8111
 0KI  H7   H   HCH2   0   0.237  15.2143   9.1743  -7.9431
 0KI  H8   H   HCH2   0   0.213  20.2051   8.2755  -8.0500
 0KI  H9   H   HCH2   0   0.237  21.6556   8.5564  -7.1132
 0KI  H10  H   HCH2   0   0.214  20.9769  10.5532  -8.3728
 0KI  H11  H   HCH2   0   0.197  19.4043  10.5698  -7.6038
 0KI  H12  H   HNR5   0   0.388  19.5816   7.1734  -2.9865

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
 0KI  O2   C13  deloc     1.250  0.020  1.250
 0KI  C11  C12  single    1.534  0.020  1.534
 0KI  C11  C8   single    1.496  0.020  1.496
 0KI  C9   C10  single    1.527  0.020  1.527
 0KI  C9   C1   single    1.506  0.020  1.506
 0KI  C12  C13  single    1.542  0.020  1.542
 0KI  C13  O1   deloc     1.248  0.020  1.248
 0KI  C6   C1   aromatic  1.383  0.020  1.383
 0KI  C6   C5   aromatic  1.402  0.020  1.402
 0KI  C1   C2   aromatic  1.410  0.020  1.410
 0KI  C8   C5   aromatic  1.434  0.020  1.434
 0KI  C8   C7   aromatic  1.378  0.020  1.378
 0KI  C5   C4   aromatic  1.411  0.020  1.411
 0KI  O3   C14  deloc     1.243  0.020  1.243
 0KI  C2   C3   aromatic  1.376  0.020  1.376
 0KI  C7   C14  single    1.511  0.020  1.511
 0KI  C7   N1   aromatic  1.374  0.020  1.374
 0KI  C4   C3   aromatic  1.391  0.020  1.391
 0KI  C4   N1   aromatic  1.352  0.020  1.352
 0KI  C14  O4   deloc     1.248  0.020  1.248
 0KI  C3   CL1  single    1.735  0.020  1.735
 0KI  C10  H1   single    0.970  0.020  1.090
 0KI  C10  H2   single    0.970  0.020  1.090
 0KI  C10  H3   single    0.970  0.020  1.090
 0KI  C2   H4   single    0.930  0.020  1.080
 0KI  C6   H5   single    0.930  0.020  1.080
 0KI  C9   H6   single    0.970  0.020  1.090
 0KI  C9   H7   single    0.970  0.020  1.090
 0KI  C11  H8   single    0.970  0.020  1.090
 0KI  C11  H9   single    0.970  0.020  1.090
 0KI  C12  H10  single    0.970  0.020  1.090
 0KI  C12  H11  single    0.970  0.020  1.090
 0KI  N1   H12  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
 0KI  H3   C10  H2   107.71  3.000
 0KI  H3   C10  H1   107.91  3.000
 0KI  H2   C10  H1   107.72  3.000
 0KI  H3   C10  C9   111.04  3.000
 0KI  H2   C10  C9   111.18  3.000
 0KI  H1   C10  C9   111.12  3.000
 0KI  O2   C13  O1   126.40  3.000
 0KI  O1   C13  C12  117.01  3.000
 0KI  O2   C13  C12  116.58  3.000
 0KI  C9   C1   C6   121.18  3.000
 0KI  C6   C1   C2   119.78  3.000
 0KI  C9   C1   C2   119.02  3.000
 0KI  H4   C2   C3   119.55  3.000
 0KI  H4   C2   C1   119.55  3.000
 0KI  C3   C2   C1   120.90  3.000
 0KI  CL1  C3   C4   119.36  3.000
 0KI  CL1  C3   C2   121.23  3.000
 0KI  C4   C3   C2   119.40  3.000
 0KI  N1   C4   C5   107.77  3.000
 0KI  N1   C4   C3   131.57  3.000
 0KI  C5   C4   C3   120.65  3.000
 0KI  C8   C5   C6   133.93  3.000
 0KI  C8   C5   C4   106.92  3.000
 0KI  C6   C5   C4   119.13  3.000
 0KI  H5   C6   C5   120.25  3.000
 0KI  H5   C6   C1   119.62  3.000
 0KI  C5   C6   C1   120.14  3.000
 0KI  N1   C7   C14  117.34  3.000
 0KI  N1   C7   C8   109.17  3.000
 0KI  C14  C7   C8   133.47  3.000
 0KI  C11  C8   C7   129.04  3.000
 0KI  C7   C8   C5   106.28  3.000
 0KI  C11  C8   C5   124.66  3.000
 0KI  H7   C9   H6   106.40  3.000
 0KI  H7   C9   C1   109.45  3.000
 0KI  H6   C9   C1   109.83  3.000
 0KI  H7   C9   C10  109.42  3.000
 0KI  H6   C9   C10  109.19  3.000
 0KI  C1   C9   C10  112.37  3.000
 0KI  H9   C11  H8   106.54  3.000
 0KI  H9   C11  C12  109.68  3.000
 0KI  H8   C11  C12  108.43  3.000
 0KI  H9   C11  C8   109.13  3.000
 0KI  H8   C11  C8   109.18  3.000
 0KI  C12  C11  C8   113.64  3.000
 0KI  H11  C12  H10  106.25  3.000
 0KI  H11  C12  C11  110.02  3.000
 0KI  H10  C12  C11  107.75  3.000
 0KI  H11  C12  C13  110.00  3.000
 0KI  H10  C12  C13  108.52  3.000
 0KI  C11  C12  C13  113.98  3.000
 0KI  O4   C14  O3   127.56  3.000
 0KI  O4   C14  C7   114.81  3.000
 0KI  O3   C14  C7   117.62  3.000
 0KI  H12  N1   C7   122.83  3.000
 0KI  H12  N1   C4   127.31  3.000
 0KI  C7   N1   C4   109.86  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
 0KI  CONST_01  C8   C5   C6   C1    180.00   0.0  0
 0KI  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 0KI  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 0KI  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 0KI  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 0KI  CONST_06  N1   C4   C3   C2    180.00   0.0  0
 0KI  CONST_07  C6   C1   C2   C3      0.00   0.0  0
 0KI  CONST_08  C6   C5   C4   C3      0.00   0.0  0
 0KI  CONST_09  C8   C5   C4   C3    180.00   0.0  0
 0KI  CONST_10  C7   N1   C4   C3    180.00   0.0  0
 0KI  CONST_11  C7   C8   C5   C4      0.00   0.0  0
 0KI  CONST_12  C8   C7   N1   C4      0.00   0.0  0
 0KI  CONST_13  N1   C7   C8   C5      0.00   0.0  0
 0KI  CONST_14  C7   N1   C4   C5      0.00   0.0  0
 0KI  CONST_15  C7   C8   C5   C6    180.00   0.0  0
 0KI  CONST_16  N1   C4   C5   C6    180.00   0.0  0
 0KI  CONST_17  N1   C4   C5   C8      0.00   0.0  0
 0KI  CONST_18  CL1  C3   C2   C1    180.00   0.0  0
 0KI  CONST_19  C9   C1   C2   C3    180.00   0.0  0
 0KI  CONST_20  C11  C8   C5   C4    180.00   0.0  0
 0KI  CONST_21  C14  C7   N1   C4    180.00   0.0  0
 0KI  CONST_22  C9   C1   C6   C5    180.00   0.0  0
 0KI  CONST_23  C14  C7   C8   C5    180.00   0.0  0
 0KI  CONST_24  CL1  C3   C4   C5    180.00   0.0  0
 0KI  CONST_25  C11  C8   C5   C6      0.00   0.0  0
 0KI  CONST_26  N1   C7   C8   C11   180.00   0.0  0
 0KI  CONST_27  CL1  C3   C4   N1      0.00   0.0  0
 0KI  CONST_28  H5   C6   C1   C2    180.00   0.0  0
 0KI  CONST_29  H12  N1   C4   C3      0.00   0.0  0
 0KI  CONST_30  H5   C6   C5   C4    180.00   0.0  0
 0KI  CONST_31  H4   C2   C3   C4    180.00   0.0  0
 0KI  CONST_32  H12  N1   C4   C5    180.00   0.0  0
 0KI  CONST_33  H4   C2   C1   C6    180.00   0.0  0
 0KI  CONST_34  H5   C6   C5   C8      0.00   0.0  0
 0KI  CONST_35  H12  N1   C7   C8    180.00   0.0  0
 0KI  Var_01    C6   C1   C9   C10  -100.88  30.0  2
 0KI  Var_02    C2   C1   C9   C10    77.20  30.0  2
 0KI  Var_03    C12  C11  C8   C5     63.84  30.0  2
 0KI  Var_04    C12  C11  C8   C7   -114.70  30.0  2
 0KI  Var_05    O3   C14  C7   C8     -8.05  30.0  2
 0KI  Var_06    O4   C14  C7   C8    172.96  30.0  2
 0KI  Var_07    O3   C14  C7   N1    169.97  30.0  2
 0KI  Var_08    O4   C14  C7   N1     -9.01  30.0  2
 0KI  Var_09    H6   C9   C1   C2    -44.55  30.0  2
 0KI  Var_10    H7   C9   C1   C2   -161.02  30.0  2
 0KI  Var_11    H8   C11  C8   C5    -57.34  30.0  2
 0KI  Var_12    H9   C11  C8   C5   -173.42  30.0  2
 0KI  Var_13    H6   C9   C1   C6    137.36  30.0  2
 0KI  Var_14    H7   C9   C1   C6     20.89  30.0  2
 0KI  Var_15    H8   C11  C8   C7    124.12  30.0  2
 0KI  Var_16    H9   C11  C8   C7      8.04  30.0  2
 0KI  Var_17    C8   C11  C12  C13    61.10  30.0  1
 0KI  Var_18    H1   C10  C9   C1   -179.73  30.0  3
 0KI  Var_19    H2   C10  C9   C1    -59.75  30.0  3
 0KI  Var_20    H3   C10  C9   C1     60.15  30.0  3
 0KI  Var_21    H10  C12  C11  C8   -178.41  30.0  3
 0KI  Var_22    H11  C12  C11  C8    -62.99  30.0  3
 0KI  Var_23    O2   C13  C12  C11    55.49  30.0  3
 0KI  Var_24    O1   C13  C12  C11  -125.58  30.0  3
 0KI  Var_25    H8   C11  C12  C13  -177.31  30.0  1
 0KI  Var_26    H9   C11  C12  C13   -61.34  30.0  1
 0KI  Var_27    H10  C12  C13  O1    114.36  30.0  2
 0KI  Var_28    H11  C12  C13  O1     -1.48  30.0  2
 0KI  Var_29    H10  C12  C13  O2    -64.57  30.0  2
 0KI  Var_30    H11  C12  C13  O2    179.59  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
 0KI  plan-1  C1   0.020
 0KI  plan-1  C2   0.020
 0KI  plan-1  C3   0.020
 0KI  plan-1  C4   0.020
 0KI  plan-1  C5   0.020
 0KI  plan-1  C6   0.020
 0KI  plan-1  C7   0.020
 0KI  plan-1  C8   0.020
 0KI  plan-1  C9   0.020
 0KI  plan-1  C11  0.020
 0KI  plan-1  C14  0.020
 0KI  plan-1  N1   0.020
 0KI  plan-1  CL1  0.020
 0KI  plan-1  H4   0.020
 0KI  plan-1  H5   0.020
 0KI  plan-1  H12  0.020
 0KI  plan-2  C13  0.020
 0KI  plan-2  C12  0.020
 0KI  plan-2  O1   0.020
 0KI  plan-2  O2   0.020
 0KI  plan-3  C7   0.020
 0KI  plan-3  C14  0.020
 0KI  plan-3  O3   0.020
 0KI  plan-3  O4   0.020

