# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 15:46:06 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: N-[5,5-bis(oxidanylidene)dibenzothiophen-2-yl]-4,4-bis(fluoranyl)piperidine-1-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC1(F)CCN(CC1)C(=O)Nc2ccc3c(c2)c4ccccc4[S]3(=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
 6N0  6N0  N-[5,5-bis(oxidanylidene)dibenzothiophen-2-yl]-4,4-bis(fluoranyl)piperidine-1-carboxamide  ligand  42  26  .  2021-08-05  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6N0
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
 6N0  C1    C  CR16  0  -0.222  -4.7656  -3.0409   0.8559
 6N0  C2    C  CR16  0  -0.261  -5.9210  -2.3760   0.4604
 6N0  C6    C  CR16  0  -0.339  -3.5183  -2.4336   0.7637
 6N0  C10   C  CR16  0  -0.318  -0.2215   1.5456  -0.4202
 6N0  C3    C  CR16  0  -0.270  -5.8508  -1.0802  -0.0399
 6N0  C11   C  CR16  0  -0.263  -1.5381   1.8696  -0.7085
 6N0  C8    C  CR16  0  -0.475  -0.9286  -0.6325   0.3755
 6N0  C5    C  CR56  0   0.254  -3.4350  -1.1417   0.2685
 6N0  C7    C  CR56  0   0.293  -2.2370  -0.3097   0.0828
 6N0  C9    C  CR6   0   0.452   0.0925   0.2976   0.1345
 6N0  C4    C  CR56  0  -0.268  -4.6047  -0.4971  -0.1224
 6N0  C12   C  CR56  0  -0.304  -2.5251   0.9428  -0.4495
 6N0  C21   C  CH2   0  -0.556   5.6799   1.0790  -0.0541
 6N0  C23   C  CH2   0  -0.548   4.7946  -1.0827  -0.9929
 6N0  C20   C  CH2   0  -0.341   4.8337   0.8180   1.1898
 6N0  C24   C  CH2   0  -0.358   3.9756  -1.2547   0.2865
 6N0  C22   C  CT    0   0.744   6.0132  -0.2276  -0.7345
 6N0  N19   N  NT    0  -0.493   3.6489   0.0418   0.8626
 6N0  N16   N  NH1   0  -0.798   1.3844  -0.1120   0.4194
 6N0  O18   O  O     0  -0.501   2.3609   1.9105   0.7975
 6N0  F26   F  F     0  -0.356   6.8952  -0.9321   0.0513
 6N0  S13   S  S     0   1.268  -4.2570   1.1370  -0.7165
 6N0  H1    H  HCR6  0   0.279  -4.8375  -4.0486   1.2426
 6N0  H2    H  HCR6  0   0.279  -6.8807  -2.8673   0.5427
 6N0  H6    H  HCR6  0   0.268  -2.6301  -2.9681   1.0744
 6N0  H3    H  HCR6  0   0.288  -6.7449  -0.5550  -0.3492
 6N0  H10   H  HCR6  0   0.289   0.5506   2.2643  -0.6379
 6N0  H11   H  HCR6  0   0.287  -1.7716   2.8353  -1.1370
 6N0  H8    H  HCR6  0   0.278  -0.6819  -1.6006   0.7947
 6N0  H16   H  HNH1  0   0.424   1.4660  -1.0851   0.6659
 6N0  H211  H  HCH2  0   0.265   5.1220   1.7083  -0.7511
 6N0  H212  H  HCH2  0   0.277   6.5952   1.6105   0.2160
 6N0  H201  H  HCH2  0   0.263   5.4104   0.2569   1.9294
 6N0  H202  H  HCH2  0   0.282   4.5470   1.7562   1.6547
 6N0  H231  H  HCH2  0   0.280   5.0935  -2.0599  -1.3786
 6N0  H232  H  HCH2  0   0.266   4.1793  -0.5979  -1.7540
 6N0  H241  H  HCH2  0   0.277   3.0895  -1.8397   0.0580
 6N0  H242  H  HCH2  0   0.269   4.5385  -1.8275   1.0260
 6N0  O14   O  OS    0  -0.650  -4.5685   1.2530  -2.1360
 6N0  C17   C  C     0   0.738   2.4679   0.7009   0.6872
 6N0  O15   O  OS    0  -0.651  -4.8155   2.1426   0.1797
 6N0  F25   F  F     0  -0.348   6.6841   0.0034  -1.9050

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
 6N0  C1   C2    aromatic  1.391  0.020  1.391
 6N0  C1   C6    aromatic  1.390  0.020  1.390
 6N0  C2   C3    aromatic  1.391  0.020  1.391
 6N0  C6   C5    aromatic  1.386  0.020  1.386
 6N0  C10  C11   aromatic  1.386  0.020  1.386
 6N0  C10  C9    aromatic  1.401  0.020  1.401
 6N0  C3   C4    aromatic  1.378  0.020  1.378
 6N0  C11  C12   aromatic  1.378  0.020  1.378
 6N0  C8   C7    aromatic  1.379  0.020  1.379
 6N0  C8   C9    aromatic  1.402  0.020  1.402
 6N0  C5   C7    aromatic  1.470  0.020  1.470
 6N0  C5   C4    aromatic  1.392  0.020  1.392
 6N0  C7   C12   aromatic  1.391  0.020  1.391
 6N0  C9   N16   single    1.385  0.020  1.385
 6N0  C4   S13   single    1.773  0.020  1.773
 6N0  C12  S13   single    1.763  0.020  1.763
 6N0  C17  N19   single    1.364  0.020  1.364
 6N0  C17  N16   single    1.381  0.020  1.381
 6N0  C17  O18   double    1.219  0.020  1.219
 6N0  C21  C20   single    1.527  0.020  1.527
 6N0  C21  C22   single    1.510  0.020  1.510
 6N0  C23  C24   single    1.529  0.020  1.529
 6N0  C23  C22   single    1.511  0.020  1.511
 6N0  C20  N19   single    1.454  0.020  1.454
 6N0  C24  N19   single    1.456  0.020  1.456
 6N0  C22  F25   single    1.369  0.020  1.369
 6N0  C22  F26   single    1.375  0.020  1.375
 6N0  O14  S13   double    1.458  0.020  1.458
 6N0  O15  S13   double    1.458  0.020  1.458
 6N0  C1   H1    single    0.930  0.020  1.080
 6N0  C2   H2    single    0.930  0.020  1.080
 6N0  C6   H6    single    0.930  0.020  1.080
 6N0  C3   H3    single    0.930  0.020  1.080
 6N0  C10  H10   single    0.930  0.020  1.080
 6N0  C11  H11   single    0.930  0.020  1.080
 6N0  C8   H8    single    0.930  0.020  1.080
 6N0  N16  H16   single    0.860  0.020  1.020
 6N0  C21  H211  single    0.970  0.020  1.090
 6N0  C21  H212  single    0.970  0.020  1.090
 6N0  C20  H201  single    0.970  0.020  1.090
 6N0  C20  H202  single    0.970  0.020  1.090
 6N0  C23  H231  single    0.970  0.020  1.090
 6N0  C23  H232  single    0.970  0.020  1.090
 6N0  C24  H241  single    0.970  0.020  1.090
 6N0  C24  H242  single    0.970  0.020  1.090

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
 6N0  H1    C1   C6    119.36  3.000
 6N0  H1    C1   C2    119.46  3.000
 6N0  C6    C1   C2    121.18  3.000
 6N0  H2    C2   C3    119.71  3.000
 6N0  H2    C2   C1    119.91  3.000
 6N0  C3    C2   C1    120.39  3.000
 6N0  H6    C6   C5    120.90  3.000
 6N0  H6    C6   C1    120.10  3.000
 6N0  C5    C6   C1    119.00  3.000
 6N0  H10   C10  C9    120.91  3.000
 6N0  H10   C10  C11   118.87  3.000
 6N0  C9    C10  C11   120.21  3.000
 6N0  H3    C3   C4    121.64  3.000
 6N0  H3    C3   C2    120.88  3.000
 6N0  C4    C3   C2    117.48  3.000
 6N0  H11   C11  C12   121.33  3.000
 6N0  H11   C11  C10   119.73  3.000
 6N0  C12   C11  C10   118.94  3.000
 6N0  H8    C8   C9    119.57  3.000
 6N0  H8    C8   C7    120.49  3.000
 6N0  C9    C8   C7    119.95  3.000
 6N0  C4    C5   C7    112.78  3.000
 6N0  C4    C5   C6    118.79  3.000
 6N0  C7    C5   C6    128.43  3.000
 6N0  C12   C7   C5    112.89  3.000
 6N0  C12   C7   C8    119.24  3.000
 6N0  C5    C7   C8    127.86  3.000
 6N0  N16   C9   C8    116.61  3.000
 6N0  N16   C9   C10   123.62  3.000
 6N0  C8    C9   C10   119.71  3.000
 6N0  S13   C4   C5    110.87  3.000
 6N0  S13   C4   C3    125.96  3.000
 6N0  C5    C4   C3    123.17  3.000
 6N0  S13   C12  C7    111.14  3.000
 6N0  S13   C12  C11   126.93  3.000
 6N0  C7    C12  C11   121.93  3.000
 6N0  H212  C21  H211  107.79  3.000
 6N0  H212  C21  C22   110.33  3.000
 6N0  H211  C21  C22   108.88  3.000
 6N0  H212  C21  C20   110.25  3.000
 6N0  H211  C21  C20   109.59  3.000
 6N0  C22   C21  C20   109.96  3.000
 6N0  H232  C23  H231  107.77  3.000
 6N0  H232  C23  C22   108.81  3.000
 6N0  H231  C23  C22   110.24  3.000
 6N0  H232  C23  C24   109.35  3.000
 6N0  H231  C23  C24   109.97  3.000
 6N0  C22   C23  C24   110.65  3.000
 6N0  H202  C20  H201  107.06  3.000
 6N0  H202  C20  N19   110.04  3.000
 6N0  H201  C20  N19   107.95  3.000
 6N0  H202  C20  C21   110.33  3.000
 6N0  H201  C20  C21   110.28  3.000
 6N0  N19   C20  C21   111.07  3.000
 6N0  H242  C24  H241  106.29  3.000
 6N0  H242  C24  N19   108.35  3.000
 6N0  H241  C24  N19   112.32  3.000
 6N0  H242  C24  C23   110.47  3.000
 6N0  H241  C24  C23   108.76  3.000
 6N0  N19   C24  C23   110.56  3.000
 6N0  F26   C22  F25   105.11  3.000
 6N0  F26   C22  C23   108.97  3.000
 6N0  F25   C22  C23   110.16  3.000
 6N0  F26   C22  C21   109.11  3.000
 6N0  F25   C22  C21   110.33  3.000
 6N0  C23   C22  C21   112.87  3.000
 6N0  C24   N19  C20   112.44  3.000
 6N0  C24   N19  C17   125.02  3.000
 6N0  C20   N19  C17   118.46  3.000
 6N0  H16   N16  C17   117.25  3.000
 6N0  H16   N16  C9    114.30  3.000
 6N0  C17   N16  C9    126.72  3.000
 6N0  O15   S13  O14   117.49  3.000
 6N0  O15   S13  C12   111.05  3.000
 6N0  O14   S13  C12   111.47  3.000
 6N0  O15   S13  C4    110.77  3.000
 6N0  O14   S13  C4    110.96  3.000
 6N0  C12   S13  C4     92.31  3.000
 6N0  O18   C17  N16   122.19  3.000
 6N0  O18   C17  N19   122.95  3.000
 6N0  N16   C17  N19   114.83  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
 6N0  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 6N0  CONST_02  C7   C5   C6   C1   180.00   0.0  0
 6N0  CONST_03  C4   C5   C6   C1     0.00   0.0  0
 6N0  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 6N0  CONST_05  C5   C4   C3   C2     0.00   0.0  0
 6N0  CONST_06  C3   C2   C1   C6     0.00   0.0  0
 6N0  CONST_07  C8   C7   C5   C6     0.00   0.0  0
 6N0  CONST_08  C12  C7   C5   C6   180.00   0.0  0
 6N0  CONST_09  C3   C4   C5   C6     0.00   0.0  0
 6N0  CONST_10  C7   C12  C11  C10    0.00   0.0  0
 6N0  CONST_11  C7   C8   C9   C10    0.00   0.0  0
 6N0  CONST_12  C7   C5   C4   C3   180.00   0.0  0
 6N0  CONST_13  C8   C9   C10  C11    0.00   0.0  0
 6N0  CONST_14  C8   C7   C12  C11    0.00   0.0  0
 6N0  CONST_15  C5   C7   C12  C11  180.00   0.0  0
 6N0  CONST_16  C4   C5   C7   C8   180.00   0.0  0
 6N0  CONST_17  C9   C8   C7   C5   180.00   0.0  0
 6N0  CONST_18  C12  C11  C10  C9     0.00   0.0  0
 6N0  CONST_19  C12  C7   C8   C9     0.00   0.0  0
 6N0  CONST_20  C12  C7   C5   C4     0.00   0.0  0
 6N0  CONST_21  N16  C9   C10  C11  180.00   0.0  0
 6N0  CONST_22  N16  C9   C8   C7   180.00   0.0  0
 6N0  CONST_23  H3   C3   C2   C1   180.00   0.0  0
 6N0  CONST_24  H6   C6   C1   C2   180.00   0.0  0
 6N0  CONST_25  H2   C2   C1   C6   180.00   0.0  0
 6N0  CONST_26  H8   C8   C9   C10  180.00   0.0  0
 6N0  CONST_27  H1   C1   C2   C3   180.00   0.0  0
 6N0  CONST_28  H10  C10  C9   C8   180.00   0.0  0
 6N0  CONST_29  H11  C11  C12  C7   180.00   0.0  0
 6N0  CONST_30  O18  C17  N19  C20    0.00   0.0  0
 6N0  CONST_34  N19  C17  N16  C9   180.00   0.0  0
 6N0  CONST_35  N16  C17  N19  C20  180.00   0.0  0
 6N0  CONST_37  H16  N16  C9   C10  180.00   0.0  0
 6N0  CONST_38  O18  C17  N16  C9     0.00   0.0  0
 6N0  Var_01    C24  N19  C20  C21   59.96  30.0  1
 6N0  Var_02    C24  C23  C22  C21  -51.65  30.0  1
 6N0  Var_03    C20  N19  C24  C23  -59.26  30.0  1
 6N0  Var_04    C20  C21  C22  C23   51.68  30.0  1
 6N0  Var_05    N19  C20  C21  C22  -54.75  30.0  1
 6N0  Var_06    N19  C24  C23  C22   54.04  30.0  1
 6N0  Var_07    O14  S13  C4   C3   -65.69  30.0  1

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
 6N0  plan-1  C1   0.020
 6N0  plan-1  C2   0.020
 6N0  plan-1  C6   0.020
 6N0  plan-1  C10  0.020
 6N0  plan-1  C3   0.020
 6N0  plan-1  C11  0.020
 6N0  plan-1  C8   0.020
 6N0  plan-1  C5   0.020
 6N0  plan-1  C7   0.020
 6N0  plan-1  C9   0.020
 6N0  plan-1  C4   0.020
 6N0  plan-1  C12  0.020
 6N0  plan-1  N16  0.020
 6N0  plan-1  S13  0.020
 6N0  plan-1  H1   0.020
 6N0  plan-1  H2   0.020
 6N0  plan-1  H6   0.020
 6N0  plan-1  H3   0.020
 6N0  plan-1  H10  0.020
 6N0  plan-1  H11  0.020
 6N0  plan-1  H8   0.020
 6N0  plan-2  C9   0.020
 6N0  plan-2  C20  0.020
 6N0  plan-2  C24  0.020
 6N0  plan-2  N19  0.020
 6N0  plan-2  N16  0.020
 6N0  plan-2  O18  0.020
 6N0  plan-2  H16  0.020
 6N0  plan-2  C17  0.020

