# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 10:50:26 2020
#   Inital geometry file: a 115 line input string
#   Ligand name: 3-(6-chloranyl-2-methyl-1-phenyl-indol-3-yl)sulfanylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n(c2ccccc2)c3cc(Cl)ccc3c1Sc4cccc(c4)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
 72P  72P  '3-(6-chloranyl-2-methyl-1-phenyl-indol-3-yl)sulfanylbenzoic acid'  ligand  42  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_72P
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
 72P  CL1  CL  CL     0  -0.136  -3.7321  -3.7442  -0.9259
 72P  C1   C   CR6    0  -0.065  -2.5673  -2.6086  -0.3161
 72P  C2   C   CR16   0  -0.225  -1.3301  -3.0927   0.1260
 72P  C3   C   CR16   0  -0.368  -0.3807  -2.2160   0.6148
 72P  C4   C   CR56   0   0.189  -0.6765  -0.8549   0.6644
 72P  C5   C   CR5    0  -0.370   0.0435   0.3080   1.0843
 72P  S1   S   S2     0   0.045   1.6355   0.3310   1.7853
 72P  C6   C   CR6    0  -0.097   2.7145   0.1749   0.3832
 72P  C7   C   CR16   0  -0.245   2.2880   0.3397  -0.9289
 72P  C8   C   CR16   0  -0.235   3.2076   0.2126  -1.9617
 72P  C9   C   CR16   0  -0.304   4.5399  -0.0662  -1.6945
 72P  C10  C   CR6    0  -0.087   4.9753  -0.2260  -0.3808
 72P  C11  C   C      0   0.401   6.4377  -0.5325  -0.0706
 72P  O1   O   O      0  -0.591   6.7403  -0.6494   1.1320
 72P  O2   O   OC    -1  -0.592   7.2023  -0.6383  -1.0478
 72P  C12  C   CR16   0  -0.310   4.0508  -0.1079   0.6512
 72P  C13  C   CR5    0   0.373  -0.7711   1.3963   0.8839
 72P  C14  C   CH3    0  -0.731  -0.5178   2.8278   1.1705
 72P  N1   N   NR5    0  -0.671  -1.9638   0.9607   0.3610
 72P  C15  C   CR6    0   0.264  -3.0755   1.7779   0.0336
 72P  C16  C   CR16   0  -0.262  -3.0297   2.5888  -1.0927
 72P  C17  C   CR16   0  -0.257  -4.1231   3.3827  -1.4082
 72P  C18  C   CR16   0  -0.244  -5.2602   3.3520  -0.6112
 72P  C19  C   CR16   0  -0.256  -5.3038   2.5289   0.5066
 72P  C20  C   CR16   0  -0.264  -4.2085   1.7432   0.8362
 72P  C21  C   CR56   0   0.331  -1.9296  -0.4067   0.2146
 72P  C22  C   CR16   0  -0.260  -2.8985  -1.2682  -0.2870
 72P  H1   H   HCR6   0   0.274  -1.1209  -4.1528   0.0829
 72P  H2   H   HCR6   0   0.256   0.5779  -2.5851   0.9567
 72P  H3   H   HCR6   0   0.261   1.2516   0.5623  -1.1473
 72P  H4   H   HCR6   0   0.252   2.8748   0.3377  -2.9845
 72P  H5   H   HCR6   0   0.244   5.2470  -0.1613  -2.5071
 72P  H7   H   HCR6   0   0.250   4.3837  -0.2446   1.6731
 72P  H8   H   HCH3   0   0.264  -0.5653   3.4384   0.2681
 72P  H9   H   HCH3   0   0.265  -1.2477   3.2286   1.8757
 72P  H10  H   HCH3   0   0.266   0.4734   2.9429   1.6031
 72P  H11  H   HCR6   0   0.274  -2.1476   2.5917  -1.7201
 72P  H12  H   HCR6   0   0.268  -4.0884   4.0189  -2.2824
 72P  H13  H   HCR6   0   0.265  -6.1131   3.9686  -0.8627
 72P  H14  H   HCR6   0   0.267  -6.1886   2.5014   1.1284
 72P  H15  H   HCR6   0   0.276  -4.2306   1.1062   1.7113
 72P  H16  H   HCR6   0   0.286  -3.8587  -0.9146  -0.6376

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
 72P  CL1  C1   single    1.737  0.020  1.737
 72P  C19  C20  aromatic  1.388  0.020  1.388
 72P  C19  C18  aromatic  1.389  0.020  1.389
 72P  C1   C22  aromatic  1.381  0.020  1.381
 72P  C1   C2   aromatic  1.400  0.020  1.400
 72P  C22  C21  aromatic  1.390  0.020  1.390
 72P  C20  C15  aromatic  1.389  0.020  1.389
 72P  C18  C17  aromatic  1.389  0.020  1.389
 72P  C2   C3   aromatic  1.382  0.020  1.382
 72P  C15  C16  aromatic  1.389  0.020  1.389
 72P  C15  N1   single    1.418  0.020  1.418
 72P  C17  C16  aromatic  1.388  0.020  1.388
 72P  C21  N1   aromatic  1.376  0.020  1.376
 72P  C21  C4   aromatic  1.405  0.020  1.405
 72P  N1   C13  aromatic  1.373  0.020  1.373
 72P  C3   C4   aromatic  1.394  0.020  1.394
 72P  C4   C5   aromatic  1.431  0.020  1.431
 72P  C13  C5   aromatic  1.374  0.020  1.374
 72P  C13  C14  single    1.482  0.020  1.482
 72P  C5   S1   single    1.740  0.020  1.740
 72P  S1   C6   single    1.776  0.020  1.776
 72P  C7   C6   aromatic  1.389  0.020  1.389
 72P  C7   C8   aromatic  1.389  0.020  1.389
 72P  C6   C12  aromatic  1.392  0.020  1.392
 72P  C8   C9   aromatic  1.387  0.020  1.387
 72P  C12  C10  aromatic  1.391  0.020  1.391
 72P  C9   C10  aromatic  1.393  0.020  1.393
 72P  C10  C11  single    1.526  0.020  1.526
 72P  O1   C11  deloc     1.246  0.020  1.246
 72P  C11  O2   deloc     1.245  0.020  1.245
 72P  C2   H1   single    0.930  0.020  1.080
 72P  C3   H2   single    0.930  0.020  1.080
 72P  C7   H3   single    0.930  0.020  1.080
 72P  C8   H4   single    0.930  0.020  1.080
 72P  C9   H5   single    0.930  0.020  1.080
 72P  C12  H7   single    0.930  0.020  1.080
 72P  C14  H8   single    0.970  0.020  1.090
 72P  C14  H9   single    0.970  0.020  1.090
 72P  C14  H10  single    0.970  0.020  1.090
 72P  C16  H11  single    0.930  0.020  1.080
 72P  C17  H12  single    0.930  0.020  1.080
 72P  C18  H13  single    0.930  0.020  1.080
 72P  C19  H14  single    0.930  0.020  1.080
 72P  C20  H15  single    0.930  0.020  1.080
 72P  C22  H16  single    0.930  0.020  1.080

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
 72P  C22  C1   C2   122.74  3.000
 72P  C2   C1   CL1  118.51  3.000
 72P  C22  C1   CL1  118.75  3.000
 72P  H1   C2   C3   120.21  3.000
 72P  H1   C2   C1   119.82  3.000
 72P  C3   C2   C1   119.97  3.000
 72P  H2   C3   C4   120.64  3.000
 72P  H2   C3   C2   120.26  3.000
 72P  C4   C3   C2   119.10  3.000
 72P  C21  C4   C5   106.47  3.000
 72P  C5   C4   C3   134.22  3.000
 72P  C21  C4   C3   119.31  3.000
 72P  C13  C5   S1   126.22  3.000
 72P  S1   C5   C4   126.12  3.000
 72P  C13  C5   C4   107.61  3.000
 72P  C6   S1   C5   103.69  3.000
 72P  C12  C6   C7   120.04  3.000
 72P  C12  C6   S1   116.69  3.000
 72P  C7   C6   S1   123.27  3.000
 72P  H3   C7   C8   120.19  3.000
 72P  H3   C7   C6   120.59  3.000
 72P  C8   C7   C6   119.22  3.000
 72P  H4   C8   C9   120.03  3.000
 72P  H4   C8   C7   119.23  3.000
 72P  C9   C8   C7   120.74  3.000
 72P  H5   C9   C10  119.61  3.000
 72P  H5   C9   C8   120.06  3.000
 72P  C10  C9   C8   120.32  3.000
 72P  C12  C10  C11  120.22  3.000
 72P  C11  C10  C9   120.94  3.000
 72P  C12  C10  C9   118.83  3.000
 72P  O2   C11  O1   126.91  3.000
 72P  O2   C11  C10  116.48  3.000
 72P  O1   C11  C10  116.61  3.000
 72P  H7   C12  C10  119.01  3.000
 72P  H7   C12  C6   120.15  3.000
 72P  C10  C12  C6   120.84  3.000
 72P  N1   C13  C14  121.91  3.000
 72P  C14  C13  C5   129.47  3.000
 72P  N1   C13  C5   108.62  3.000
 72P  H10  C14  H9   108.27  3.000
 72P  H10  C14  H8   108.03  3.000
 72P  H9   C14  H8   107.46  3.000
 72P  H10  C14  C13  109.57  3.000
 72P  H9   C14  C13  111.44  3.000
 72P  H8   C14  C13  111.93  3.000
 72P  C21  N1   C15  124.59  3.000
 72P  C21  N1   C13  109.53  3.000
 72P  C15  N1   C13  125.87  3.000
 72P  C20  C15  C16  120.68  3.000
 72P  C16  C15  N1   119.86  3.000
 72P  C20  C15  N1   119.46  3.000
 72P  H11  C16  C17  120.59  3.000
 72P  H11  C16  C15  119.91  3.000
 72P  C17  C16  C15  119.51  3.000
 72P  H12  C17  C18  120.20  3.000
 72P  H12  C17  C16  119.67  3.000
 72P  C18  C17  C16  120.13  3.000
 72P  H13  C18  C19  120.00  3.000
 72P  H13  C18  C17  119.96  3.000
 72P  C19  C18  C17  120.04  3.000
 72P  H14  C19  C20  119.65  3.000
 72P  H14  C19  C18  120.22  3.000
 72P  C20  C19  C18  120.13  3.000
 72P  H15  C20  C19  120.60  3.000
 72P  H15  C20  C15  119.90  3.000
 72P  C19  C20  C15  119.51  3.000
 72P  C22  C21  N1   129.57  3.000
 72P  N1   C21  C4   107.77  3.000
 72P  C22  C21  C4   122.65  3.000
 72P  H16  C22  C21  122.21  3.000
 72P  H16  C22  C1   121.56  3.000
 72P  C21  C22  C1   116.23  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
 72P  CONST_01  N1   C21  C22  C1    180.00   0.0  0
 72P  CONST_02  C4   C21  C22  C1      0.00   0.0  0
 72P  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 72P  CONST_04  C21  C22  C1   C2      0.00   0.0  0
 72P  CONST_05  C21  C4   C3   C2      0.00   0.0  0
 72P  CONST_06  C5   C4   C3   C2    180.00   0.0  0
 72P  CONST_07  C22  C1   C2   C3      0.00   0.0  0
 72P  CONST_08  C22  C21  C4   C3      0.00   0.0  0
 72P  CONST_09  N1   C21  C4   C3    180.00   0.0  0
 72P  CONST_10  C13  C5   C4   C3    180.00   0.0  0
 72P  CONST_11  C15  N1   C21  C4    180.00   0.0  0
 72P  CONST_12  C13  N1   C21  C4      0.00   0.0  0
 72P  CONST_13  N1   C13  C5   C4      0.00   0.0  0
 72P  CONST_14  C22  C21  C4   C5    180.00   0.0  0
 72P  CONST_15  N1   C21  C4   C5      0.00   0.0  0
 72P  CONST_16  C15  N1   C13  C5    180.00   0.0  0
 72P  CONST_17  C21  N1   C13  C5      0.00   0.0  0
 72P  CONST_18  C9   C8   C7   C6      0.00   0.0  0
 72P  CONST_19  C9   C10  C12  C6      0.00   0.0  0
 72P  CONST_20  C10  C12  C6   C7      0.00   0.0  0
 72P  CONST_21  C10  C9   C8   C7      0.00   0.0  0
 72P  CONST_22  C12  C6   C7   C8      0.00   0.0  0
 72P  CONST_23  C12  C10  C9   C8      0.00   0.0  0
 72P  CONST_26  C22  C21  N1   C13   180.00   0.0  0
 72P  CONST_27  C21  C4   C5   C13     0.00   0.0  0
 72P  CONST_28  C19  C20  C15  N1    180.00   0.0  0
 72P  CONST_29  C17  C16  C15  N1    180.00   0.0  0
 72P  CONST_30  C18  C19  C20  C15     0.00   0.0  0
 72P  CONST_31  C18  C17  C16  C15     0.00   0.0  0
 72P  CONST_32  C22  C21  N1   C15     0.00   0.0  0
 72P  CONST_33  C19  C20  C15  C16     0.00   0.0  0
 72P  CONST_35  C19  C18  C17  C16     0.00   0.0  0
 72P  CONST_36  C20  C19  C18  C17     0.00   0.0  0
 72P  CONST_37  C20  C15  C16  C17     0.00   0.0  0
 72P  CONST_39  C21  C22  C1   CL1   180.00   0.0  0
 72P  CONST_40  C3   C2   C1   CL1   180.00   0.0  0
 72P  CONST_41  S1   C5   C4   C3      0.00   0.0  0
 72P  CONST_42  C14  C13  C5   C4    180.00   0.0  0
 72P  CONST_43  C21  C4   C5   S1    180.00   0.0  0
 72P  CONST_44  N1   C13  C5   S1    180.00   0.0  0
 72P  CONST_45  C8   C7   C6   S1    180.00   0.0  0
 72P  CONST_46  C10  C12  C6   S1    180.00   0.0  0
 72P  CONST_47  C11  C10  C12  C6    180.00   0.0  0
 72P  CONST_48  C11  C10  C9   C8    180.00   0.0  0
 72P  CONST_49  C15  N1   C13  C14     0.00   0.0  0
 72P  CONST_50  C21  N1   C13  C14   180.00   0.0  0
 72P  CONST_51  H2   C3   C2   C1    180.00   0.0  0
 72P  CONST_52  H16  C22  C1   C2    180.00   0.0  0
 72P  CONST_53  H1   C2   C3   C4    180.00   0.0  0
 72P  CONST_54  H4   C8   C7   C6    180.00   0.0  0
 72P  CONST_55  H7   C12  C6   C7    180.00   0.0  0
 72P  CONST_56  H5   C9   C8   C7    180.00   0.0  0
 72P  CONST_57  H3   C7   C8   C9    180.00   0.0  0
 72P  CONST_58  H15  C20  C15  N1      0.00   0.0  0
 72P  CONST_59  H11  C16  C15  N1      0.00   0.0  0
 72P  CONST_60  H14  C19  C20  C15   180.00   0.0  0
 72P  CONST_61  H12  C17  C16  C15   180.00   0.0  0
 72P  CONST_62  H13  C18  C17  C16   180.00   0.0  0
 72P  Var_01    C7   C6   S1   C5     13.57  30.0  2
 72P  Var_02    C13  C5   S1   C6   -102.89  30.0  2
 72P  Var_03    O1   C11  C10  C9    179.47  30.0  2
 72P  Var_04    H8   C14  C13  C5    119.49  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
 72P  plan-1  S1   0.020
 72P  plan-1  C6   0.020
 72P  plan-1  C7   0.020
 72P  plan-1  C8   0.020
 72P  plan-1  C9   0.020
 72P  plan-1  C10  0.020
 72P  plan-1  C11  0.020
 72P  plan-1  C12  0.020
 72P  plan-1  H3   0.020
 72P  plan-1  H4   0.020
 72P  plan-1  H5   0.020
 72P  plan-1  H7   0.020
 72P  plan-2  N1   0.020
 72P  plan-2  C15  0.020
 72P  plan-2  C16  0.020
 72P  plan-2  C17  0.020
 72P  plan-2  C18  0.020
 72P  plan-2  C19  0.020
 72P  plan-2  C20  0.020
 72P  plan-2  H11  0.020
 72P  plan-2  H12  0.020
 72P  plan-2  H13  0.020
 72P  plan-2  H14  0.020
 72P  plan-2  H15  0.020
 72P  plan-3  CL1  0.020
 72P  plan-3  C1   0.020
 72P  plan-3  C2   0.020
 72P  plan-3  C3   0.020
 72P  plan-3  C4   0.020
 72P  plan-3  C5   0.020
 72P  plan-3  S1   0.020
 72P  plan-3  C13  0.020
 72P  plan-3  C14  0.020
 72P  plan-3  N1   0.020
 72P  plan-3  C15  0.020
 72P  plan-3  C21  0.020
 72P  plan-3  C22  0.020
 72P  plan-3  H1   0.020
 72P  plan-3  H2   0.020
 72P  plan-3  H16  0.020
 72P  plan-4  C10  0.020
 72P  plan-4  C11  0.020
 72P  plan-4  O1   0.020
 72P  plan-4  O2   0.020

