# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:25:12 2022
#   Inital geometry file: a 128 line input string
#   Ligand name: 2-chloro-6-fluoro-N-(1-{[3-(trifluoromethyl)phenyl]sulfonyl}-2,3-dihydro-1H-indol-6-yl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc(Cl)c1C(=O)Nc2ccc3CCN(c3c2)[S](=O)(=O)c4cccc(c4)C(F)(F)F
#
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
 L77  L77  2-chloro-6-fluoro-N-(1-{[3-(trifluoromethyl)phenyl]sulfonyl}-2,3-dihydro-1H-indol-6-yl)benzamide  ligand  48  33  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L77
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
 L77  N1   N   NH1   0  -0.719   2.7864   0.7257   0.0408
 L77  C1   C   CH2   0  -0.305  -2.7547   2.9671   0.0379
 L77  O1   O   O     0  -0.428   3.8779   0.4280  -1.9416
 L77  N2   N   NR5   0  -0.708  -1.7726   2.2775   0.9102
 L77  C2   C   CH2   0  -0.493  -1.8816   3.7456  -0.9486
 L77  O2   O   OS    0  -0.629  -1.2760   0.7799   2.8634
 L77  C3   C   CR16  0  -0.245   6.3642  -2.5922   1.1625
 L77  O3   O   OS    0  -0.629  -3.6262   1.5423   2.3864
 L77  C4   C   CR16  0  -0.226  -1.7494  -2.3237  -0.1412
 L77  C5   C   CR16  0  -0.397   6.8208  -1.3272   0.8239
 L77  C6   C   CR16  0  -0.219   5.0549  -2.9725   0.9064
 L77  C10  C   CR16  0  -0.319   0.5116   3.0602  -1.7395
 L77  C11  C   CR16  0  -0.413   0.5838   1.4511   0.5393
 L77  C12  C   CR16  0  -0.289  -3.7920  -0.4643   0.2149
 L77  C13  C   C     0   0.485   3.7287   0.1866  -0.7619
 L77  C14  C   CR6   0   0.562   5.9385  -0.4562   0.2198
 L77  C15  C   CR6   0  -0.034   4.1983  -2.0650   0.3053
 L77  C16  C   CR6   0   0.384   1.6815   1.5073  -0.3265
 L77  C17  C   CR56  0  -0.008  -0.5840   2.9988  -0.9059
 L77  C18  C   CR6   0  -0.176  -3.9662  -1.5387  -0.6419
 L77  C19  C   CR56  0   0.421  -0.5429   2.1843   0.2224
 L77  C20  C   CR6   0  -0.170  -2.5802  -0.3302   0.8823
 L77  C21  C   CR6   0  -0.211   4.6203  -0.7877  -0.0467
 L77  C7   C   CR16  0  -0.245  -2.9444  -2.4652  -0.8256
 L77  C8   C   CR16  0  -0.306   1.6509   2.3089  -1.4635
 L77  C9   C   CR16  0  -0.220  -1.5588  -1.2558   0.7225
 L77  F2   F   F     0  -0.310  -5.0690  -1.5487  -2.7109
 L77  F3   F   F     0  -0.308  -5.7398  -2.9566  -1.2341
 L77  F4   F   F     0  -0.298  -6.1957  -0.8648  -1.0097
 L77  S1   S   S     0   1.386  -2.3319   1.0869   1.9184
 L77  CL1  CL  CL    0  -0.100   2.5674  -2.5361  -0.0321
 L77  H1   H   HNH1  0   0.427   2.7889   0.4106   1.0000
 L77  H2   H   HCH2  0   0.264  -3.3676   2.2383  -0.5006
 L77  H3   H   HCH2  0   0.284  -3.4040   3.6049   0.6296
 L77  H4   H   HCH2  0   0.276  -2.3327   3.7793  -1.9394
 L77  H5   H   HCH2  0   0.273  -1.7392   4.7765  -0.6164
 L77  H6   H   HCR6  0   0.288   7.0384  -3.2942   1.6334
 L77  H7   H   HCR6  0   0.283  -0.9656  -3.0562  -0.2731
 L77  H8   H   HCR6  0   0.295   7.8393  -1.0238   1.0243
 L77  H9   H   HCR6  0   0.292   4.7076  -3.9618   1.1685
 L77  H10  H   HCR6  0   0.263   0.4953   3.6958  -2.6159
 L77  H11  H   HCR6  0   0.294   0.6424   0.8442   1.4317
 L77  H12  H   HCR6  0   0.305  -4.5865   0.2505   0.3788
 L77  H13  H   HCR6  0   0.293  -3.0741  -3.3072  -1.4929
 L77  H14  H   HCR6  0   0.277   2.4988   2.3700  -2.1252
 L77  H15  H   HCR6  0   0.289  -0.6323  -1.1713   1.2720
 L77  F1   F   F     0  -0.295   6.3520   0.7706  -0.1145
 L77  C22  C   CT    0   1.062  -5.2490  -1.7221  -1.3950

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
 L77  O3   S1   double    1.450  0.020  1.450
 L77  O2   S1   double    1.450  0.020  1.450
 L77  S1   N2   single    1.657  0.020  1.657
 L77  S1   C20  single    1.773  0.020  1.773
 L77  F1   C14  single    1.337  0.020  1.337
 L77  N2   C1   single    1.484  0.020  1.484
 L77  N2   C19  single    1.412  0.020  1.412
 L77  C1   C2   single    1.530  0.020  1.530
 L77  C20  C9   aromatic  1.388  0.020  1.388
 L77  C20  C12  aromatic  1.390  0.020  1.390
 L77  O1   C13  double    1.213  0.020  1.213
 L77  C14  C5   aromatic  1.379  0.020  1.379
 L77  C14  C21  aromatic  1.385  0.020  1.385
 L77  C5   C3   aromatic  1.387  0.020  1.387
 L77  C9   C4   aromatic  1.387  0.020  1.387
 L77  C19  C11  aromatic  1.381  0.020  1.381
 L77  C19  C17  aromatic  1.392  0.020  1.392
 L77  C11  C16  aromatic  1.399  0.020  1.399
 L77  C12  C18  aromatic  1.385  0.020  1.385
 L77  C13  C21  single    1.502  0.020  1.502
 L77  C13  N1   single    1.350  0.020  1.350
 L77  C21  C15  aromatic  1.391  0.020  1.391
 L77  C3   C6   aromatic  1.387  0.020  1.387
 L77  C2   C17  single    1.498  0.020  1.498
 L77  F4   C22  single    1.334  0.020  1.334
 L77  C4   C7   aromatic  1.384  0.020  1.384
 L77  C17  C10  aromatic  1.378  0.020  1.378
 L77  C18  C7   aromatic  1.392  0.020  1.392
 L77  C18  C22  single    1.499  0.020  1.499
 L77  C16  N1   single    1.402  0.020  1.402
 L77  C16  C8   aromatic  1.391  0.020  1.391
 L77  C15  C6   aromatic  1.385  0.020  1.385
 L77  C15  CL1  single    1.731  0.020  1.731
 L77  C22  F2   single    1.339  0.020  1.339
 L77  C22  F3   single    1.338  0.020  1.338
 L77  C10  C8   aromatic  1.392  0.020  1.392
 L77  N1   H1   single    0.860  0.020  1.020
 L77  C1   H2   single    0.970  0.020  1.090
 L77  C1   H3   single    0.970  0.020  1.090
 L77  C2   H4   single    0.970  0.020  1.090
 L77  C2   H5   single    0.970  0.020  1.090
 L77  C3   H6   single    0.930  0.020  1.080
 L77  C4   H7   single    0.930  0.020  1.080
 L77  C5   H8   single    0.930  0.020  1.080
 L77  C6   H9   single    0.930  0.020  1.080
 L77  C10  H10  single    0.930  0.020  1.080
 L77  C11  H11  single    0.930  0.020  1.080
 L77  C12  H12  single    0.930  0.020  1.080
 L77  C7   H13  single    0.930  0.020  1.080
 L77  C8   H14  single    0.930  0.020  1.080
 L77  C9   H15  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
 L77  H1   N1   C16  115.14  3.000
 L77  H1   N1   C13  116.01  3.000
 L77  C16  N1   C13  128.08  3.000
 L77  H3   C1   H2   108.94  3.000
 L77  H3   C1   C2   113.19  3.000
 L77  H2   C1   C2   109.95  3.000
 L77  H3   C1   N2   110.40  3.000
 L77  H2   C1   N2   110.53  3.000
 L77  C2   C1   N2   103.76  3.000
 L77  S1   N2   C19  122.88  3.000
 L77  C19  N2   C1   108.71  3.000
 L77  S1   N2   C1   117.91  3.000
 L77  H5   C2   H4   107.54  3.000
 L77  H5   C2   C17  110.42  3.000
 L77  H4   C2   C17  113.59  3.000
 L77  H5   C2   C1   111.00  3.000
 L77  H4   C2   C1   111.46  3.000
 L77  C17  C2   C1   102.84  3.000
 L77  H6   C3   C6   119.40  3.000
 L77  H6   C3   C5   119.55  3.000
 L77  C6   C3   C5   121.04  3.000
 L77  H7   C4   C9   119.89  3.000
 L77  H7   C4   C7   119.76  3.000
 L77  C9   C4   C7   120.35  3.000
 L77  H8   C5   C14  120.43  3.000
 L77  H8   C5   C3   121.38  3.000
 L77  C14  C5   C3   118.19  3.000
 L77  H9   C6   C15  120.41  3.000
 L77  H9   C6   C3   120.63  3.000
 L77  C15  C6   C3   118.96  3.000
 L77  H10  C10  C8   119.31  3.000
 L77  H10  C10  C17  120.26  3.000
 L77  C8   C10  C17  120.44  3.000
 L77  H11  C11  C19  122.12  3.000
 L77  H11  C11  C16  119.41  3.000
 L77  C19  C11  C16  118.47  3.000
 L77  H12  C12  C20  120.27  3.000
 L77  H12  C12  C18  120.94  3.000
 L77  C20  C12  C18  118.78  3.000
 L77  C21  C13  O1   121.26  3.000
 L77  C21  C13  N1   112.97  3.000
 L77  O1   C13  N1   125.77  3.000
 L77  F1   C14  C21  117.76  3.000
 L77  C21  C14  C5   122.82  3.000
 L77  F1   C14  C5   119.42  3.000
 L77  CL1  C15  C21  119.12  3.000
 L77  CL1  C15  C6   119.28  3.000
 L77  C21  C15  C6   121.60  3.000
 L77  C8   C16  C11  120.76  3.000
 L77  C8   C16  N1   123.54  3.000
 L77  C11  C16  N1   115.70  3.000
 L77  C19  C17  C10  119.53  3.000
 L77  C10  C17  C2   130.49  3.000
 L77  C19  C17  C2   109.90  3.000
 L77  C7   C18  C22  118.73  3.000
 L77  C22  C18  C12  120.89  3.000
 L77  C7   C18  C12  120.38  3.000
 L77  C17  C19  C11  121.37  3.000
 L77  C17  C19  N2   109.30  3.000
 L77  C11  C19  N2   129.33  3.000
 L77  S1   C20  C9   119.83  3.000
 L77  C9   C20  C12  121.47  3.000
 L77  S1   C20  C12  118.67  3.000
 L77  C15  C21  C14  117.39  3.000
 L77  C15  C21  C13  122.43  3.000
 L77  C14  C21  C13  120.09  3.000
 L77  H13  C7   C18  120.76  3.000
 L77  H13  C7   C4   119.20  3.000
 L77  C18  C7   C4   120.04  3.000
 L77  H14  C8   C16  121.14  3.000
 L77  H14  C8   C10  119.45  3.000
 L77  C16  C8   C10  119.40  3.000
 L77  H15  C9   C20  121.36  3.000
 L77  H15  C9   C4   119.66  3.000
 L77  C20  C9   C4   118.97  3.000
 L77  C20  S1   O3   108.35  3.000
 L77  C20  S1   O2   108.28  3.000
 L77  O3   S1   O2   120.42  3.000
 L77  C20  S1   N2   105.42  3.000
 L77  O2   S1   N2   107.63  3.000
 L77  O3   S1   N2   105.79  3.000
 L77  F4   C22  F3   107.33  3.000
 L77  F3   C22  F2   106.67  3.000
 L77  F4   C22  F2   107.21  3.000
 L77  F3   C22  C18  111.49  3.000
 L77  F2   C22  C18  111.27  3.000
 L77  F4   C22  C18  112.55  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
 L77  CONST_01  C21  C14  C5   C3      0.00   0.0  0
 L77  CONST_02  C21  C15  C6   C3      0.00   0.0  0
 L77  CONST_03  C12  C20  C9   C4      0.00   0.0  0
 L77  CONST_04  C12  C18  C7   C4      0.00   0.0  0
 L77  CONST_05  C15  C21  C14  C5      0.00   0.0  0
 L77  CONST_06  C15  C6   C3   C5      0.00   0.0  0
 L77  CONST_07  C14  C5   C3   C6      0.00   0.0  0
 L77  CONST_08  C14  C21  C15  C6      0.00   0.0  0
 L77  CONST_09  C11  C19  C17  C10     0.00   0.0  0
 L77  CONST_10  C11  C16  C8   C10     0.00   0.0  0
 L77  CONST_11  C17  C19  C11  C16     0.00   0.0  0
 L77  CONST_12  C17  C10  C8   C16     0.00   0.0  0
 L77  CONST_13  C9   C20  C12  C18     0.00   0.0  0
 L77  CONST_14  C9   C4   C7   C18     0.00   0.0  0
 L77  CONST_15  C8   C16  C11  C19     0.00   0.0  0
 L77  CONST_16  C8   C10  C17  C19     0.00   0.0  0
 L77  CONST_17  C7   C4   C9   C20     0.00   0.0  0
 L77  CONST_18  C7   C18  C12  C20     0.00   0.0  0
 L77  CONST_19  C19  C11  C16  N1    180.00   0.0  0
 L77  CONST_20  C10  C8   C16  N1    180.00   0.0  0
 L77  CONST_21  F1   C14  C5   C3    180.00   0.0  0
 L77  CONST_22  CL1  C15  C6   C3    180.00   0.0  0
 L77  CONST_23  S1   C20  C9   C4    180.00   0.0  0
 L77  CONST_24  C22  C18  C7   C4    180.00   0.0  0
 L77  CONST_25  C13  C21  C14  C5    180.00   0.0  0
 L77  CONST_26  C13  C21  C15  C6    180.00   0.0  0
 L77  CONST_27  CL1  C15  C21  C14   180.00   0.0  0
 L77  CONST_28  F1   C14  C21  C15   180.00   0.0  0
 L77  CONST_29  S1   C20  C12  C18   180.00   0.0  0
 L77  CONST_30  C22  C18  C12  C20   180.00   0.0  0
 L77  CONST_31  H11  C11  C19  N2      0.00   0.0  0
 L77  CONST_32  H10  C10  C17  C2      0.00   0.0  0
 L77  CONST_33  H9   C6   C3   C5    180.00   0.0  0
 L77  CONST_34  H8   C5   C3   C6    180.00   0.0  0
 L77  CONST_35  H14  C8   C16  C11   180.00   0.0  0
 L77  CONST_36  H15  C9   C20  C12   180.00   0.0  0
 L77  CONST_37  H13  C7   C18  C12   180.00   0.0  0
 L77  CONST_38  H6   C3   C5   C14   180.00   0.0  0
 L77  CONST_39  H7   C4   C7   C18   180.00   0.0  0
 L77  CONST_40  H12  C12  C18  C7    180.00   0.0  0
 L77  CONST_41  C21  C13  N1   C16   180.00   0.0  0
 L77  CONST_45  C16  N1   C13  O1      0.00   0.0  0
 L77  Var_01    C11  C19  N2   C1   -168.68  30.0  1
 L77  Var_02    C19  C17  C2   C1    -16.51  30.0  1
 L77  Var_03    C17  C2   C1   N2     22.50  30.0  1
 L77  Var_04    C19  N2   C1   C2    -21.89  30.0  1
 L77  Var_05    C20  S1   N2   C1     77.16  30.0  1
 L77  Var_06    C9   C20  S1   N2     91.95  30.0  2
 L77  Var_07    C14  C21  C13  N1   -108.95  30.0  2
 L77  Var_08    F4   C22  C18  C12    -8.02  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
 L77  plan-1  C3   0.020
 L77  plan-1  C5   0.020
 L77  plan-1  C6   0.020
 L77  plan-1  C13  0.020
 L77  plan-1  C14  0.020
 L77  plan-1  C15  0.020
 L77  plan-1  C21  0.020
 L77  plan-1  CL1  0.020
 L77  plan-1  H6   0.020
 L77  plan-1  H8   0.020
 L77  plan-1  H9   0.020
 L77  plan-1  F1   0.020
 L77  plan-2  C4   0.020
 L77  plan-2  C12  0.020
 L77  plan-2  C18  0.020
 L77  plan-2  C20  0.020
 L77  plan-2  C7   0.020
 L77  plan-2  C9   0.020
 L77  plan-2  S1   0.020
 L77  plan-2  H7   0.020
 L77  plan-2  H12  0.020
 L77  plan-2  H13  0.020
 L77  plan-2  H15  0.020
 L77  plan-2  C22  0.020
 L77  plan-3  N1   0.020
 L77  plan-3  N2   0.020
 L77  plan-3  C2   0.020
 L77  plan-3  C10  0.020
 L77  plan-3  C11  0.020
 L77  plan-3  C16  0.020
 L77  plan-3  C17  0.020
 L77  plan-3  C19  0.020
 L77  plan-3  C8   0.020
 L77  plan-3  H10  0.020
 L77  plan-3  H11  0.020
 L77  plan-3  H14  0.020
 L77  plan-4  N1   0.020
 L77  plan-4  O1   0.020
 L77  plan-4  C13  0.020
 L77  plan-4  C16  0.020
 L77  plan-4  C21  0.020
 L77  plan-4  H1   0.020

