# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 15:29:41 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 2-chloranyl-~{N}-(4-chloranyl-3-pyridin-2-yl-phenyl)-4-methylsulfonyl-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[S](=O)(=O)c1ccc(c(Cl)c1)C(=O)Nc2ccc(Cl)c(c2)c3ccccn3
#
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
 VIS  VIS  2-chloranyl-~{N}-(4-chloranyl-3-pyridin-2-yl-phenyl)-4-methylsulfonyl-benzamide  ligand  41  27  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VIS
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
 VIS  CL1  CL  CL    0  -0.124  -5.8156  -2.1195   0.3924
 VIS  C11  C   CR6   0  -0.132  -4.1436  -1.6731   0.3638
 VIS  C10  C   CR16  0  -0.185  -3.1984  -2.6337   0.6893
 VIS  C9   C   CR16  0  -0.354  -1.8537  -2.3244   0.6365
 VIS  C12  C   CR6   0   0.166  -3.7502  -0.3975  -0.0269
 VIS  C14  C   CR6   0   0.189  -4.7237   0.6601  -0.3916
 VIS  N1   N   N     0  -0.401  -5.6132   1.0121   0.5322
 VIS  C18  C   CR16  0  -0.080  -6.4789   1.9713   0.2356
 VIS  C17  C   CR16  0  -0.320  -6.5087   2.6245  -0.9886
 VIS  C16  C   CR16  0  -0.153  -5.5819   2.2549  -1.9500
 VIS  C15  C   CR16  0  -0.314  -4.6708   1.2546  -1.6481
 VIS  C13  C   CR16  0  -0.366  -2.3907  -0.0991  -0.0887
 VIS  C8   C   CR6   0   0.410  -1.4337  -1.0533   0.2461
 VIS  N    N   NH1   0  -0.735  -0.0542  -0.8275   0.2031
 VIS  C7   C   C     0   0.503   0.6072   0.3479   0.1004
 VIS  O2   O   O     0  -0.430   0.0921   1.4436   0.0174
 VIS  C4   C   CR6   0   0.023   2.0983   0.1822   0.0683
 VIS  C3   C   CR16  0  -0.260   2.6796  -0.5643  -0.9501
 VIS  C2   C   CR16  0  -0.209   4.0563  -0.6819  -1.0505
 VIS  C5   C   CR6   0  -0.069   2.9204   0.8108   0.9999
 VIS  CL   CL  CL    0  -0.091   2.2390   1.7147   2.3007
 VIS  C6   C   CR16  0  -0.172   4.2979   0.6958   0.9262
 VIS  C1   C   CR6   0  -0.211   4.8466  -0.0523  -0.1038
 VIS  S    S   S     0   1.219   6.6182  -0.2165  -0.1968
 VIS  O    O   OS    0  -0.659   6.9690  -0.5222  -1.5801
 VIS  O1   O   OS    0  -0.659   7.2169   0.9496   0.4458
 VIS  C    C   CH3   0  -0.792   6.9474  -1.6477   0.8019
 VIS  H1   H   HCR6  0   0.288  -3.5093  -3.6268   0.9825
 VIS  H2   H   HCR6  0   0.286  -1.1256  -3.0831   0.8964
 VIS  H3   H   HCR6  0   0.265  -7.1866   2.2380   1.0127
 VIS  H4   H   HCR6  0   0.274  -7.2400   3.3984  -1.1758
 VIS  H5   H   HCR6  0   0.277  -5.5694   2.7320  -2.9210
 VIS  H6   H   HCR6  0   0.275  -3.9383   0.9331  -2.3765
 VIS  H7   H   HCR6  0   0.291  -2.0993   0.8915  -0.3983
 VIS  H8   H   HNH1  0   0.431   0.5164  -1.6474   0.3516
 VIS  H9   H   HCR6  0   0.295   2.0523  -1.0486  -1.6870
 VIS  H10  H   HCR6  0   0.298   4.4915  -1.2548  -1.8571
 VIS  H11  H   HCR6  0   0.312   4.9222   1.1806   1.6646
 VIS  H12  H   HCH3  0   0.300   6.4343  -2.5086   0.3802
 VIS  H13  H   HCH3  0   0.317   8.0248  -1.8099   0.7880
 VIS  H14  H   HCH3  0   0.300   6.6106  -1.4641   1.8194

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
 VIS  C17  C16  aromatic  1.386  0.020  1.386
 VIS  C17  C18  aromatic  1.388  0.020  1.388
 VIS  C16  C15  aromatic  1.386  0.020  1.386
 VIS  C18  N1   aromatic  1.326  0.020  1.326
 VIS  C15  C14  aromatic  1.391  0.020  1.391
 VIS  N1   C14  aromatic  1.330  0.020  1.330
 VIS  C14  C12  single    1.483  0.020  1.483
 VIS  CL1  C11  single    1.731  0.020  1.731
 VIS  C12  C11  aromatic  1.391  0.020  1.391
 VIS  C12  C13  aromatic  1.393  0.020  1.393
 VIS  C11  C10  aromatic  1.386  0.020  1.386
 VIS  C13  C8   aromatic  1.392  0.020  1.392
 VIS  C10  C9   aromatic  1.381  0.020  1.381
 VIS  C8   C9   aromatic  1.395  0.020  1.395
 VIS  C8   N    single    1.398  0.020  1.398
 VIS  O2   C7   double    1.214  0.020  1.214
 VIS  CL   C5   single    1.724  0.020  1.724
 VIS  N    C7   single    1.353  0.020  1.353
 VIS  C7   C4   single    1.501  0.020  1.501
 VIS  C5   C4   aromatic  1.392  0.020  1.392
 VIS  C5   C6   aromatic  1.384  0.020  1.384
 VIS  C4   C3   aromatic  1.390  0.020  1.390
 VIS  C6   C1   aromatic  1.386  0.020  1.386
 VIS  C3   C2   aromatic  1.385  0.020  1.385
 VIS  C1   C2   aromatic  1.385  0.020  1.385
 VIS  C1   S    single    1.782  0.020  1.782
 VIS  O1   S    double    1.460  0.020  1.460
 VIS  S    O    double    1.459  0.020  1.459
 VIS  S    C    single    1.776  0.020  1.776
 VIS  C10  H1   single    0.930  0.020  1.080
 VIS  C9   H2   single    0.930  0.020  1.080
 VIS  C18  H3   single    0.930  0.020  1.080
 VIS  C17  H4   single    0.930  0.020  1.080
 VIS  C16  H5   single    0.930  0.020  1.080
 VIS  C15  H6   single    0.930  0.020  1.080
 VIS  C13  H7   single    0.930  0.020  1.080
 VIS  N    H8   single    0.860  0.020  1.020
 VIS  C3   H9   single    0.930  0.020  1.080
 VIS  C2   H10  single    0.930  0.020  1.080
 VIS  C6   H11  single    0.930  0.020  1.080
 VIS  C    H12  single    0.970  0.020  1.090
 VIS  C    H13  single    0.970  0.020  1.090
 VIS  C    H14  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
 VIS  C12  C11  C10  120.56  3.000
 VIS  C10  C11  CL1  118.43  3.000
 VIS  C12  C11  CL1  120.96  3.000
 VIS  H1   C10  C9   119.74  3.000
 VIS  H1   C10  C11  120.27  3.000
 VIS  C9   C10  C11  119.99  3.000
 VIS  H2   C9   C8   120.21  3.000
 VIS  H2   C9   C10  119.25  3.000
 VIS  C8   C9   C10  120.54  3.000
 VIS  C13  C12  C14  118.48  3.000
 VIS  C13  C12  C11  119.01  3.000
 VIS  C14  C12  C11  122.51  3.000
 VIS  C15  C14  N1   122.67  3.000
 VIS  N1   C14  C12  117.19  3.000
 VIS  C15  C14  C12  120.13  3.000
 VIS  C18  N1   C14  118.22  3.000
 VIS  H3   C18  C17  120.16  3.000
 VIS  H3   C18  N1   116.34  3.000
 VIS  C17  C18  N1   123.50  3.000
 VIS  H4   C17  C16  121.55  3.000
 VIS  H4   C17  C18  120.28  3.000
 VIS  C16  C17  C18  118.17  3.000
 VIS  H5   C16  C15  120.40  3.000
 VIS  H5   C16  C17  120.85  3.000
 VIS  C15  C16  C17  118.75  3.000
 VIS  H6   C15  C16  120.85  3.000
 VIS  H6   C15  C14  120.45  3.000
 VIS  C16  C15  C14  118.69  3.000
 VIS  H7   C13  C8   120.87  3.000
 VIS  H7   C13  C12  118.25  3.000
 VIS  C8   C13  C12  120.88  3.000
 VIS  N    C8   C13  124.05  3.000
 VIS  N    C8   C9   116.93  3.000
 VIS  C13  C8   C9   119.02  3.000
 VIS  H8   N    C7   116.12  3.000
 VIS  H8   N    C8   114.95  3.000
 VIS  C7   N    C8   128.68  3.000
 VIS  C4   C7   O2   121.33  3.000
 VIS  C4   C7   N    113.05  3.000
 VIS  O2   C7   N    125.60  3.000
 VIS  C5   C4   C3   119.06  3.000
 VIS  C3   C4   C7   119.38  3.000
 VIS  C5   C4   C7   121.50  3.000
 VIS  H9   C3   C2   119.26  3.000
 VIS  H9   C3   C4   119.79  3.000
 VIS  C2   C3   C4   120.95  3.000
 VIS  H10  C2   C1   121.43  3.000
 VIS  H10  C2   C3   119.95  3.000
 VIS  C1   C2   C3   118.63  3.000
 VIS  C6   C5   CL   118.48  3.000
 VIS  C6   C5   C4   120.96  3.000
 VIS  CL   C5   C4   120.53  3.000
 VIS  H11  C6   C1   121.38  3.000
 VIS  H11  C6   C5   120.05  3.000
 VIS  C1   C6   C5   118.57  3.000
 VIS  S    C1   C6   118.83  3.000
 VIS  S    C1   C2   119.34  3.000
 VIS  C6   C1   C2   121.83  3.000
 VIS  C    S    O1   108.67  3.000
 VIS  C    S    O    108.64  3.000
 VIS  O1   S    O    119.07  3.000
 VIS  C    S    C1   103.25  3.000
 VIS  O    S    C1   107.93  3.000
 VIS  O1   S    C1   108.13  3.000
 VIS  H14  C    H13  110.08  3.000
 VIS  H14  C    H12  110.52  3.000
 VIS  H13  C    H12  110.11  3.000
 VIS  H14  C    S    109.44  3.000
 VIS  H13  C    S    107.22  3.000
 VIS  H12  C    S    109.42  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
 VIS  CONST_03  C8   C13  C12  C11     0.00   0.0  0
 VIS  CONST_04  C8   C9   C10  C11     0.00   0.0  0
 VIS  CONST_05  C14  C12  C11  C10   180.00   0.0  0
 VIS  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 VIS  CONST_07  C13  C8   C9   C10     0.00   0.0  0
 VIS  CONST_08  C12  C11  C10  C9      0.00   0.0  0
 VIS  CONST_09  C12  C13  C8   C9      0.00   0.0  0
 VIS  CONST_10  C16  C15  C14  C12   180.00   0.0  0
 VIS  CONST_11  C18  N1   C14  C12   180.00   0.0  0
 VIS  CONST_12  C17  C16  C15  C14     0.00   0.0  0
 VIS  CONST_13  C17  C18  N1   C14     0.00   0.0  0
 VIS  CONST_14  C8   C13  C12  C14   180.00   0.0  0
 VIS  CONST_15  C16  C17  C18  N1      0.00   0.0  0
 VIS  CONST_16  C16  C15  C14  N1      0.00   0.0  0
 VIS  CONST_18  C15  C16  C17  C18     0.00   0.0  0
 VIS  CONST_19  C15  C14  N1   C18     0.00   0.0  0
 VIS  CONST_21  C1   C6   C5   C4      0.00   0.0  0
 VIS  CONST_22  C1   C2   C3   C4      0.00   0.0  0
 VIS  CONST_23  C6   C5   C4   C3      0.00   0.0  0
 VIS  CONST_24  C6   C1   C2   C3      0.00   0.0  0
 VIS  CONST_25  C5   C4   C3   C2      0.00   0.0  0
 VIS  CONST_26  C5   C6   C1   C2      0.00   0.0  0
 VIS  CONST_27  C14  C12  C11  CL1     0.00   0.0  0
 VIS  CONST_28  C13  C12  C11  CL1   180.00   0.0  0
 VIS  CONST_29  C9   C10  C11  CL1   180.00   0.0  0
 VIS  CONST_30  N    C8   C9   C10   180.00   0.0  0
 VIS  CONST_31  N    C8   C13  C12   180.00   0.0  0
 VIS  CONST_32  C6   C5   C4   C7    180.00   0.0  0
 VIS  CONST_33  C2   C3   C4   C7    180.00   0.0  0
 VIS  CONST_34  CL   C5   C4   C3    180.00   0.0  0
 VIS  CONST_35  S    C1   C2   C3    180.00   0.0  0
 VIS  CONST_36  S    C1   C6   C5    180.00   0.0  0
 VIS  CONST_37  C1   C6   C5   CL    180.00   0.0  0
 VIS  CONST_38  H7   C13  C12  C11   180.00   0.0  0
 VIS  CONST_39  H2   C9   C10  C11   180.00   0.0  0
 VIS  CONST_40  H6   C15  C14  C12     0.00   0.0  0
 VIS  CONST_41  H1   C10  C11  C12   180.00   0.0  0
 VIS  CONST_42  H5   C16  C15  C14   180.00   0.0  0
 VIS  CONST_43  H3   C18  N1   C14   180.00   0.0  0
 VIS  CONST_44  H4   C17  C18  N1    180.00   0.0  0
 VIS  CONST_45  H11  C6   C5   C4    180.00   0.0  0
 VIS  CONST_46  H10  C2   C3   C4    180.00   0.0  0
 VIS  CONST_47  H9   C3   C4   C5    180.00   0.0  0
 VIS  CONST_48  C4   C7   N    C8    180.00   0.0  0
 VIS  CONST_49  C7   N    C8   C9    180.00   0.0  0
 VIS  CONST_50  C7   N    C8   C13     0.00   0.0  0
 VIS  CONST_51  H8   N    C8   C9      0.00   0.0  0
 VIS  CONST_52  O2   C7   N    C8      0.00   0.0  0
 VIS  Var_01    C5   C4   C7   N    -122.85  30.0  2
 VIS  Var_02    O1   S    C1   C2    154.18  30.0  2
 VIS  Var_03    H12  C    S    C1     60.49  30.0  3

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
 VIS  plan-1  CL1  0.020
 VIS  plan-1  C11  0.020
 VIS  plan-1  C10  0.020
 VIS  plan-1  C9   0.020
 VIS  plan-1  C12  0.020
 VIS  plan-1  C14  0.020
 VIS  plan-1  C13  0.020
 VIS  plan-1  C8   0.020
 VIS  plan-1  N    0.020
 VIS  plan-1  H1   0.020
 VIS  plan-1  H2   0.020
 VIS  plan-1  H7   0.020
 VIS  plan-2  C12  0.020
 VIS  plan-2  C14  0.020
 VIS  plan-2  N1   0.020
 VIS  plan-2  C18  0.020
 VIS  plan-2  C17  0.020
 VIS  plan-2  C16  0.020
 VIS  plan-2  C15  0.020
 VIS  plan-2  H3   0.020
 VIS  plan-2  H4   0.020
 VIS  plan-2  H5   0.020
 VIS  plan-2  H6   0.020
 VIS  plan-3  C7   0.020
 VIS  plan-3  C4   0.020
 VIS  plan-3  C3   0.020
 VIS  plan-3  C2   0.020
 VIS  plan-3  C5   0.020
 VIS  plan-3  CL   0.020
 VIS  plan-3  C6   0.020
 VIS  plan-3  C1   0.020
 VIS  plan-3  S    0.020
 VIS  plan-3  H9   0.020
 VIS  plan-3  H10  0.020
 VIS  plan-3  H11  0.020
 VIS  plan-4  C8   0.020
 VIS  plan-4  N    0.020
 VIS  plan-4  C7   0.020
 VIS  plan-4  O2   0.020
 VIS  plan-4  C4   0.020
 VIS  plan-4  H8   0.020

