# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 04:32:09 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 1-[4-[4-(3-chlorophenyl)carbonylpiperidin-1-yl]phenyl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1ccc(cc1)N2CCC(CC2)C(=O)c3cccc(Cl)c3
#
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
 6SQ  6SQ  1-[4-[4-(3-chlorophenyl)carbonylpiperidin-1-yl]phenyl]ethanone  ligand  44  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_6SQ
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
 6SQ  C10  C   CH2   0  -0.314   1.1778   1.3154  -1.0864
 6SQ  N11  N   NT    0  -0.512   1.7353   0.3302  -0.1782
 6SQ  C13  C   CH2   0  -0.434  -0.5138  -0.4038   0.5243
 6SQ  O14  O   O     0  -0.387  -2.6812   2.0982   0.5832
 6SQ  C17  C   CR16  0  -0.326   3.6743  -0.6472   0.8946
 6SQ  C19  C   CR6   0  -0.063   5.9164  -0.1289   0.1343
 6SQ  C20  C   CR16  0  -0.251   5.3502   0.6733  -0.8581
 6SQ  C21  C   CR16  0  -0.352   3.9841   0.8189  -0.9818
 6SQ  C23  C   C     0   0.355   7.3832  -0.2588   0.2309
 6SQ  C24  C   CH3   0  -0.801   7.9504  -1.1419   1.3122
 6SQ  C1   C   C     0   0.420  -2.5047   1.0209   0.0564
 6SQ  C2   C   CR6   0  -0.015  -3.6425   0.0572  -0.0639
 6SQ  C3   C   CR16  0  -0.223  -4.8268   0.3562   0.6119
 6SQ  C4   C   CR6   0  -0.024  -5.9023  -0.5053   0.5169
 6SQ  C5   C   CR16  0  -0.206  -5.8357  -1.6639  -0.2449
 6SQ  C6   C   CR16  0  -0.245  -4.6593  -1.9558  -0.9166
 6SQ  C7   C   CR16  0  -0.285  -3.5667  -1.1055  -0.8273
 6SQ  C8   C   CH1   0  -0.428  -1.1419   0.6054  -0.4473
 6SQ  C9   C   CH2   0  -0.410  -0.1908   1.7816  -0.6106
 6SQ  C12  C   CH2   0  -0.297   0.8651  -0.8173   0.0396
 6SQ  C16  C   CR6   0   0.396   3.0993   0.1662  -0.1015
 6SQ  C18  C   CR16  0  -0.271   5.0407  -0.7850   1.0047
 6SQ  CL   CL  CL    0  -0.120  -7.3664  -0.1323   1.3653
 6SQ  O25  O   O     0  -0.417   8.1178   0.3303  -0.5420
 6SQ  H1   H   HCH2  0   0.261   1.8335   2.1836  -1.1212
 6SQ  H2   H   HCH2  0   0.224   1.1054   0.9182  -2.1094
 6SQ  H3   H   HCH2  0   0.246  -0.4349   0.0460   1.5179
 6SQ  H4   H   HCH2  0   0.259  -1.1273  -1.3012   0.6204
 6SQ  H5   H   HCR6  0   0.268   3.0487  -1.1534   1.6164
 6SQ  H6   H   HCR6  0   0.259   5.9916   1.1854  -1.5637
 6SQ  H7   H   HCR6  0   0.271   3.6086   1.4284  -1.7915
 6SQ  H8   H   HCH3  0   0.265   7.6169  -2.1736   1.1872
 6SQ  H9   H   HCH3  0   0.266   9.0375  -1.1214   1.2850
 6SQ  H10  H   HCH3  0   0.263   7.6190  -0.8177   2.2995
 6SQ  H11  H   HCR6  0   0.283  -4.8988   1.2544   1.2103
 6SQ  H12  H   HCR6  0   0.290  -6.6874  -2.3269  -0.3133
 6SQ  H13  H   HCR6  0   0.278  -4.5969  -2.8543  -1.5152
 6SQ  H14  H   HCR6  0   0.269  -2.6656  -1.3608  -1.3675
 6SQ  H15  H   HCH1  0   0.268  -1.2554   0.1164  -1.4217
 6SQ  H16  H   HCH2  0   0.235  -0.0771   2.3067   0.3403
 6SQ  H17  H   HCH2  0   0.252  -0.5819   2.5000  -1.3335
 6SQ  H18  H   HCH2  0   0.230   0.7665  -1.3886  -0.8948
 6SQ  H19  H   HCH2  0   0.267   1.3058  -1.4885   0.7713
 6SQ  H20  H   HCR6  0   0.258   5.4237  -1.4097   1.8015

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
 6SQ  C5   C6   aromatic  1.386  0.020  1.386
 6SQ  C5   C4   aromatic  1.388  0.020  1.388
 6SQ  C6   C7   aromatic  1.387  0.020  1.387
 6SQ  CL   C4   single    1.733  0.020  1.733
 6SQ  C4   C3   aromatic  1.381  0.020  1.381
 6SQ  C7   C2   aromatic  1.393  0.020  1.393
 6SQ  O14  C1   double    1.212  0.020  1.212
 6SQ  C3   C2   aromatic  1.396  0.020  1.396
 6SQ  C2   C1   single    1.496  0.020  1.496
 6SQ  C1   C8   single    1.511  0.020  1.511
 6SQ  C8   C9   single    1.521  0.020  1.521
 6SQ  C8   C13  single    1.535  0.020  1.535
 6SQ  C9   C10  single    1.522  0.020  1.522
 6SQ  C10  N11  single    1.451  0.020  1.451
 6SQ  C13  C12  single    1.519  0.020  1.519
 6SQ  N11  C12  single    1.457  0.020  1.457
 6SQ  N11  C16  single    1.376  0.020  1.376
 6SQ  C16  C17  aromatic  1.409  0.020  1.409
 6SQ  C16  C21  aromatic  1.408  0.020  1.408
 6SQ  C17  C18  aromatic  1.378  0.020  1.378
 6SQ  C21  C20  aromatic  1.379  0.020  1.379
 6SQ  C18  C19  aromatic  1.398  0.020  1.398
 6SQ  C20  C19  aromatic  1.396  0.020  1.396
 6SQ  C19  C23  single    1.476  0.020  1.476
 6SQ  C23  O25  double    1.218  0.020  1.218
 6SQ  C23  C24  single    1.507  0.020  1.507
 6SQ  C10  H1   single    0.970  0.020  1.090
 6SQ  C10  H2   single    0.970  0.020  1.090
 6SQ  C13  H3   single    0.970  0.020  1.090
 6SQ  C13  H4   single    0.970  0.020  1.090
 6SQ  C17  H5   single    0.930  0.020  1.080
 6SQ  C20  H6   single    0.930  0.020  1.080
 6SQ  C21  H7   single    0.930  0.020  1.080
 6SQ  C24  H8   single    0.970  0.020  1.090
 6SQ  C24  H9   single    0.970  0.020  1.090
 6SQ  C24  H10  single    0.970  0.020  1.090
 6SQ  C3   H11  single    0.930  0.020  1.080
 6SQ  C5   H12  single    0.930  0.020  1.080
 6SQ  C6   H13  single    0.930  0.020  1.080
 6SQ  C7   H14  single    0.930  0.020  1.080
 6SQ  C8   H15  single    0.970  0.020  1.090
 6SQ  C9   H16  single    0.970  0.020  1.090
 6SQ  C9   H17  single    0.970  0.020  1.090
 6SQ  C12  H18  single    0.970  0.020  1.090
 6SQ  C12  H19  single    0.970  0.020  1.090
 6SQ  C18  H20  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
 6SQ  H2   C10  H1   107.34  3.000
 6SQ  H2   C10  C9   110.01  3.000
 6SQ  H1   C10  C9   107.90  3.000
 6SQ  H2   C10  N11  111.23  3.000
 6SQ  H1   C10  N11  109.27  3.000
 6SQ  C9   C10  N11  110.96  3.000
 6SQ  C16  N11  C12  119.34  3.000
 6SQ  C16  N11  C10  119.77  3.000
 6SQ  C12  N11  C10  113.51  3.000
 6SQ  H4   C13  H3   107.39  3.000
 6SQ  H4   C13  C12  108.33  3.000
 6SQ  H3   C13  C12  109.66  3.000
 6SQ  H4   C13  C8   111.49  3.000
 6SQ  H3   C13  C8   109.52  3.000
 6SQ  C12  C13  C8   110.39  3.000
 6SQ  H5   C17  C18  118.28  3.000
 6SQ  H5   C17  C16  120.42  3.000
 6SQ  C18  C17  C16  121.27  3.000
 6SQ  C18  C19  C23  122.72  3.000
 6SQ  C23  C19  C20  120.02  3.000
 6SQ  C18  C19  C20  117.26  3.000
 6SQ  H6   C20  C21  118.59  3.000
 6SQ  H6   C20  C19  119.67  3.000
 6SQ  C21  C20  C19  121.74  3.000
 6SQ  H7   C21  C16  120.76  3.000
 6SQ  H7   C21  C20  118.08  3.000
 6SQ  C16  C21  C20  121.14  3.000
 6SQ  O25  C23  C24  120.77  3.000
 6SQ  C24  C23  C19  118.21  3.000
 6SQ  O25  C23  C19  121.02  3.000
 6SQ  H10  C24  H9   108.70  3.000
 6SQ  H10  C24  H8   106.96  3.000
 6SQ  H9   C24  H8   108.69  3.000
 6SQ  H10  C24  C23  111.16  3.000
 6SQ  H9   C24  C23  110.32  3.000
 6SQ  H8   C24  C23  110.90  3.000
 6SQ  C8   C1   C2   118.81  3.000
 6SQ  C8   C1   O14  121.37  3.000
 6SQ  C2   C1   O14  119.79  3.000
 6SQ  C7   C2   C3   119.36  3.000
 6SQ  C3   C2   C1   117.93  3.000
 6SQ  C7   C2   C1   122.71  3.000
 6SQ  H11  C3   C4   120.27  3.000
 6SQ  H11  C3   C2   120.14  3.000
 6SQ  C4   C3   C2   119.58  3.000
 6SQ  CL   C4   C5   119.27  3.000
 6SQ  CL   C4   C3   119.34  3.000
 6SQ  C5   C4   C3   121.40  3.000
 6SQ  H12  C5   C6   120.58  3.000
 6SQ  H12  C5   C4   120.57  3.000
 6SQ  C6   C5   C4   118.85  3.000
 6SQ  H13  C6   C7   119.96  3.000
 6SQ  H13  C6   C5   119.49  3.000
 6SQ  C7   C6   C5   120.55  3.000
 6SQ  H14  C7   C6   118.65  3.000
 6SQ  H14  C7   C2   121.08  3.000
 6SQ  C6   C7   C2   120.27  3.000
 6SQ  H15  C8   C9   108.31  3.000
 6SQ  H15  C8   C1   109.00  3.000
 6SQ  C9   C8   C1   112.77  3.000
 6SQ  H15  C8   C13  108.16  3.000
 6SQ  C9   C8   C13  108.69  3.000
 6SQ  C1   C8   C13  109.80  3.000
 6SQ  H17  C9   H16  107.31  3.000
 6SQ  H17  C9   C8   110.84  3.000
 6SQ  H16  C9   C8   110.08  3.000
 6SQ  H17  C9   C10  108.47  3.000
 6SQ  H16  C9   C10  109.02  3.000
 6SQ  C8   C9   C10  111.03  3.000
 6SQ  H19  C12  H18  106.72  3.000
 6SQ  H19  C12  C13  108.76  3.000
 6SQ  H18  C12  C13  109.34  3.000
 6SQ  H19  C12  N11  110.18  3.000
 6SQ  H18  C12  N11  109.62  3.000
 6SQ  C13  C12  N11  112.06  3.000
 6SQ  C21  C16  C17  116.95  3.000
 6SQ  C21  C16  N11  122.18  3.000
 6SQ  C17  C16  N11  120.85  3.000
 6SQ  H20  C18  C19  120.49  3.000
 6SQ  H20  C18  C17  117.87  3.000
 6SQ  C19  C18  C17  121.64  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
 6SQ  CONST_01  C20  C21  C16  C17    0.00   0.0  0
 6SQ  CONST_02  C20  C19  C18  C17    0.00   0.0  0
 6SQ  CONST_03  C16  C17  C18  C19    0.00   0.0  0
 6SQ  CONST_04  C16  C21  C20  C19    0.00   0.0  0
 6SQ  CONST_05  C18  C17  C16  C21    0.00   0.0  0
 6SQ  CONST_06  C18  C19  C20  C21    0.00   0.0  0
 6SQ  CONST_07  C5   C6   C7   C2     0.00   0.0  0
 6SQ  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 6SQ  CONST_09  C6   C5   C4   C3     0.00   0.0  0
 6SQ  CONST_10  C6   C7   C2   C3     0.00   0.0  0
 6SQ  CONST_11  C7   C6   C5   C4     0.00   0.0  0
 6SQ  CONST_12  C7   C2   C3   C4     0.00   0.0  0
 6SQ  CONST_13  C18  C17  C16  N11  180.00   0.0  0
 6SQ  CONST_14  C20  C21  C16  N11  180.00   0.0  0
 6SQ  CONST_15  C23  C19  C18  C17  180.00   0.0  0
 6SQ  CONST_16  C23  C19  C20  C21  180.00   0.0  0
 6SQ  CONST_17  C6   C7   C2   C1   180.00   0.0  0
 6SQ  CONST_18  C4   C3   C2   C1   180.00   0.0  0
 6SQ  CONST_19  CL   C4   C3   C2   180.00   0.0  0
 6SQ  CONST_20  CL   C4   C5   C6   180.00   0.0  0
 6SQ  CONST_21  H5   C17  C16  N11    0.00   0.0  0
 6SQ  CONST_22  H7   C21  C16  N11    0.00   0.0  0
 6SQ  CONST_23  H20  C18  C19  C20  180.00   0.0  0
 6SQ  CONST_24  H13  C6   C7   C2   180.00   0.0  0
 6SQ  CONST_25  H12  C5   C4   C3   180.00   0.0  0
 6SQ  CONST_26  H14  C7   C2   C3   180.00   0.0  0
 6SQ  CONST_27  H11  C3   C4   C5   180.00   0.0  0
 6SQ  CONST_28  H6   C20  C21  C16  180.00   0.0  0
 6SQ  Var_01    C13  C12  N11  C10  -55.31  30.0  1
 6SQ  Var_02    C17  C16  N11  C10  171.31  30.0  2
 6SQ  Var_03    C8   C9   C10  N11  -56.57  30.0  1
 6SQ  Var_04    C8   C13  C12  N11   54.95  30.0  1
 6SQ  Var_05    C8   C1   C2   C3   168.88  30.0  2
 6SQ  Var_06    O25  C23  C19  C20    0.32  30.0  2
 6SQ  Var_07    H8   C24  C23  C19   61.19  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 6SQ  chir_01  C8  C1  C9  C13  negativ

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
 6SQ  plan-1  C1   0.020
 6SQ  plan-1  C2   0.020
 6SQ  plan-1  C3   0.020
 6SQ  plan-1  C4   0.020
 6SQ  plan-1  C5   0.020
 6SQ  plan-1  C6   0.020
 6SQ  plan-1  C7   0.020
 6SQ  plan-1  CL   0.020
 6SQ  plan-1  H11  0.020
 6SQ  plan-1  H12  0.020
 6SQ  plan-1  H13  0.020
 6SQ  plan-1  H14  0.020
 6SQ  plan-2  N11  0.020
 6SQ  plan-2  C17  0.020
 6SQ  plan-2  C19  0.020
 6SQ  plan-2  C20  0.020
 6SQ  plan-2  C21  0.020
 6SQ  plan-2  C23  0.020
 6SQ  plan-2  C16  0.020
 6SQ  plan-2  C18  0.020
 6SQ  plan-2  H5   0.020
 6SQ  plan-2  H6   0.020
 6SQ  plan-2  H7   0.020
 6SQ  plan-2  H20  0.020
 6SQ  plan-3  O14  0.020
 6SQ  plan-3  C1   0.020
 6SQ  plan-3  C2   0.020
 6SQ  plan-3  C8   0.020
 6SQ  plan-4  C19  0.020
 6SQ  plan-4  C23  0.020
 6SQ  plan-4  C24  0.020
 6SQ  plan-4  O25  0.020

