# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 23:33:01 2022
#   Inital geometry file: a 135 line input string
#   Ligand name: (2~{Z})-6-[[2,6-bis(chloranyl)phenyl]methylsulfonyl]-2-[[4-oxidanyl-3-[oxidanyl(oxidanylidene)-$l^{4}-azanyl]phenyl]methylidene]-4~{H}-1,4-benzothiazin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(\C=C2/Sc3ccc(cc3NC2=O)[S](=O)(=O)Cc4c(Cl)cccc4Cl)cc1[N](O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 ON6  ON6  (2~{Z})-6-[[2,6-bis(chloranyl)phenyl]methylsulfonyl]-2-[[4-oxidanyl-3-[oxidanyl(oxidanylidene)-$l^{4}-azanyl]phenyl]methylidene]-4~{H}-1,4-benzothiazin-3-one  ligand  48  34  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ON6
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
 ON6  O3   O   O     0  -0.421  22.3944   3.1988  16.6708
 ON6  N2   N   N     0   0.363  22.0606   4.2317  16.1064
 ON6  O4   O   O     0  -0.357  21.4686   5.1170  16.6673
 ON6  C14  C   CR6   0   0.201  22.3982   4.3823  14.7157
 ON6  C15  C   CR16  0  -0.384  21.9782   5.5438  14.0674
 ON6  C13  C   CR6   0   0.369  23.1194   3.3807  14.0381
 ON6  O2   O   OH1   0  -0.588  23.5650   2.2582  14.5711
 ON6  C12  C   CR16  0  -0.334  23.3789   3.5906  12.6773
 ON6  C11  C   CR16  0  -0.266  22.9549   4.7302  12.0468
 ON6  C10  C   CR6   0   0.144  22.2639   5.7523  12.7290
 ON6  C9   C   C1    0  -0.242  21.8957   6.9303  11.9616
 ON6  C8   C   CR6   0  -0.300  21.6871   8.1997  12.3517
 ON6  S2   S   S2    0   0.162  21.6992   8.7034  14.0318
 ON6  C7   C   CR6   0   0.574  21.3378   9.1950  11.2997
 ON6  O1   O   O     0  -0.432  20.9458   8.8576  10.2003
 ON6  N1   N   NR16  0  -0.766  21.4899  10.5133  11.6038
 ON6  C2   C   CR66  0   0.497  22.0599  11.0883  12.7280
 ON6  C3   C   CR16  0  -0.295  22.4431  12.4227  12.6914
 ON6  C1   C   CR66  0  -0.186  22.2290  10.3641  13.9083
 ON6  C6   C   CR16  0  -0.253  22.7591  10.9742  15.0381
 ON6  C5   C   CR16  0  -0.239  23.1054  12.3131  15.0178
 ON6  C4   C   CR6   0  -0.200  22.9375  13.0209  13.8378
 ON6  S1   S   S     0   1.230  23.3035  14.7547  13.8052
 ON6  O6   O   OS    0  -0.649  23.7555  15.1168  12.4662
 ON6  O5   O   OS    0  -0.639  24.1440  15.0585  14.9564
 ON6  C16  C   CH2   0  -0.716  21.6810  15.5363  14.0361
 ON6  C20  C   CR6   0   0.286  21.1917  15.4241  15.4390
 ON6  C21  C   CR6   0  -0.102  21.5714  16.3536  16.4130
 ON6  CL2  CL  CL    0  -0.102  22.5791  17.6936  15.9886
 ON6  C22  C   CR16  0  -0.184  21.1449  16.2651  17.7268
 ON6  C17  C   CR16  0  -0.279  20.3132  15.2231  18.1003
 ON6  C18  C   CR16  0  -0.183  19.8991  14.2895  17.1665
 ON6  C19  C   CR6   0  -0.119  20.3357  14.4010  15.8562
 ON6  CL1  CL  CL    0  -0.094  19.7532  13.2329  14.7210
 ON6  H5   H   HCR6  0   0.302  21.3815   6.2458  14.6288
 ON6  H13  H   HOH1  0   0.485  23.2982   2.2192  15.5088
 ON6  H4   H   HCR6  0   0.293  23.9185   2.8281  12.1311
 ON6  H3   H   HCR6  0   0.284  23.1663   4.8514  10.9917
 ON6  H12  H   H     0   0.288  21.8138   6.7590  10.8940
 ON6  H6   H   HNR6  0   0.424  21.2718  11.1423  10.8416
 ON6  H1   H   HCR6  0   0.306  22.3219  12.9864  11.7739
 ON6  H2   H   HCR6  0   0.289  22.8947  10.3984  15.9446
 ON6  H14  H   HCR6  0   0.292  23.4962  12.7844  15.9080
 ON6  H10  H   HCH2  0   0.341  21.8340  16.5741  13.7347
 ON6  H11  H   HCH2  0   0.339  21.0078  15.0805  13.3105
 ON6  H9   H   HCR6  0   0.289  21.4574  17.0048  18.4504
 ON6  H7   H   HCR6  0   0.283  19.9768  15.1445  19.1250
 ON6  H8   H   HCR6  0   0.289  19.2378  13.4830  17.4506

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
 ON6  O1   C7   double    1.215  0.020  1.215
 ON6  C7   N1   single    1.361  0.020  1.361
 ON6  C7   C8   single    1.490  0.020  1.490
 ON6  N1   C2   single    1.385  0.020  1.385
 ON6  C9   C8   double    1.344  0.020  1.344
 ON6  C9   C10  single    1.453  0.020  1.453
 ON6  C11  C12  aromatic  1.370  0.020  1.370
 ON6  C11  C10  aromatic  1.410  0.020  1.410
 ON6  C8   S2   single    1.754  0.020  1.754
 ON6  O6   S1   double    1.459  0.020  1.459
 ON6  C12  C13  aromatic  1.401  0.020  1.401
 ON6  C10  C15  aromatic  1.384  0.020  1.384
 ON6  C3   C2   aromatic  1.389  0.020  1.389
 ON6  C3   C4   aromatic  1.384  0.020  1.384
 ON6  C2   C1   aromatic  1.395  0.020  1.395
 ON6  S1   C4   single    1.772  0.020  1.772
 ON6  S1   O5   double    1.457  0.020  1.457
 ON6  S1   C16  single    1.816  0.020  1.816
 ON6  C4   C5   aromatic  1.386  0.020  1.386
 ON6  C13  O2   single    1.320  0.020  1.320
 ON6  C13  C14  aromatic  1.408  0.020  1.408
 ON6  C1   S2   single    1.748  0.020  1.748
 ON6  C1   C6   aromatic  1.389  0.020  1.389
 ON6  C15  C14  aromatic  1.395  0.020  1.395
 ON6  C14  N2   single    1.439  0.020  1.439
 ON6  C16  C20  single    1.490  0.020  1.490
 ON6  C5   C6   aromatic  1.383  0.020  1.383
 ON6  CL2  C21  single    1.730  0.020  1.730
 ON6  C20  C21  aromatic  1.399  0.020  1.399
 ON6  C20  C19  aromatic  1.398  0.020  1.398
 ON6  N2   O4   double    1.204  0.020  1.204
 ON6  N2   O3   single    1.223  0.020  1.223
 ON6  CL1  C19  single    1.730  0.020  1.730
 ON6  C21  C22  aromatic  1.384  0.020  1.384
 ON6  C19  C18  aromatic  1.386  0.020  1.386
 ON6  C22  C17  aromatic  1.385  0.020  1.385
 ON6  C18  C17  aromatic  1.384  0.020  1.384
 ON6  C15  H5   single    0.930  0.020  1.080
 ON6  O2   H13  single    0.850  0.020  0.980
 ON6  C12  H4   single    0.930  0.020  1.080
 ON6  C11  H3   single    0.930  0.020  1.080
 ON6  C9   H12  single    0.930  0.020  1.080
 ON6  N1   H6   single    0.860  0.020  1.020
 ON6  C3   H1   single    0.930  0.020  1.080
 ON6  C6   H2   single    0.930  0.020  1.080
 ON6  C5   H14  single    0.930  0.020  1.080
 ON6  C16  H10  single    0.970  0.020  1.090
 ON6  C16  H11  single    0.970  0.020  1.090
 ON6  C22  H9   single    0.930  0.020  1.080
 ON6  C17  H7   single    0.930  0.020  1.080
 ON6  C18  H8   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
 ON6  C14  N2   O4   119.26  3.000
 ON6  O4   N2   O3   122.69  3.000
 ON6  C14  N2   O3   118.05  3.000
 ON6  C13  C14  C15  121.53  3.000
 ON6  C15  C14  N2   117.75  3.000
 ON6  C13  C14  N2   120.72  3.000
 ON6  H5   C15  C10  121.28  3.000
 ON6  H5   C15  C14  117.81  3.000
 ON6  C10  C15  C14  120.83  3.000
 ON6  C12  C13  O2   117.19  3.000
 ON6  O2   C13  C14  125.69  3.000
 ON6  C12  C13  C14  117.11  3.000
 ON6  H13  O2   C13  109.25  3.000
 ON6  H4   C12  C11  120.55  3.000
 ON6  H4   C12  C13  118.50  3.000
 ON6  C11  C12  C13  120.95  3.000
 ON6  H3   C11  C10  119.08  3.000
 ON6  H3   C11  C12  118.76  3.000
 ON6  C10  C11  C12  122.16  3.000
 ON6  C9   C10  C11  117.15  3.000
 ON6  C11  C10  C15  117.38  3.000
 ON6  C9   C10  C15  125.47  3.000
 ON6  H12  C9   C8   115.03  3.000
 ON6  H12  C9   C10  114.26  3.000
 ON6  C8   C9   C10  130.66  3.000
 ON6  C7   C8   S2   119.09  3.000
 ON6  S2   C8   C9   123.23  3.000
 ON6  C7   C8   C9   117.54  3.000
 ON6  C1   S2   C8   101.96  3.000
 ON6  N1   C7   O1   120.47  3.000
 ON6  N1   C7   C8   117.58  3.000
 ON6  O1   C7   C8   121.94  3.000
 ON6  H6   N1   C2   116.23  3.000
 ON6  H6   N1   C7   114.17  3.000
 ON6  C2   N1   C7   128.98  3.000
 ON6  C1   C2   C3   119.19  3.000
 ON6  C1   C2   N1   121.40  3.000
 ON6  C3   C2   N1   119.40  3.000
 ON6  H1   C3   C4   121.09  3.000
 ON6  H1   C3   C2   119.42  3.000
 ON6  C4   C3   C2   119.46  3.000
 ON6  C6   C1   C2   120.42  3.000
 ON6  C6   C1   S2   118.40  3.000
 ON6  C2   C1   S2   121.09  3.000
 ON6  H2   C6   C5   119.73  3.000
 ON6  H2   C6   C1   119.69  3.000
 ON6  C5   C6   C1   120.58  3.000
 ON6  H14  C5   C4   121.50  3.000
 ON6  H14  C5   C6   120.05  3.000
 ON6  C4   C5   C6   118.46  3.000
 ON6  S1   C4   C5   119.35  3.000
 ON6  C5   C4   C3   121.84  3.000
 ON6  S1   C4   C3   118.77  3.000
 ON6  C16  S1   O5   108.97  3.000
 ON6  C16  S1   O6   106.66  3.000
 ON6  O5   S1   O6   119.64  3.000
 ON6  C16  S1   C4   103.55  3.000
 ON6  O5   S1   C4   107.97  3.000
 ON6  O6   S1   C4   108.88  3.000
 ON6  H11  C16  H10  107.49  3.000
 ON6  H11  C16  C20  113.11  3.000
 ON6  H10  C16  C20  112.19  3.000
 ON6  H11  C16  S1   106.70  3.000
 ON6  H10  C16  S1   104.41  3.000
 ON6  C20  C16  S1   112.38  3.000
 ON6  C19  C20  C21  116.41  3.000
 ON6  C19  C20  C16  122.50  3.000
 ON6  C21  C20  C16  121.09  3.000
 ON6  C22  C21  CL2  117.52  3.000
 ON6  C22  C21  C20  122.33  3.000
 ON6  CL2  C21  C20  120.14  3.000
 ON6  H9   C22  C17  120.54  3.000
 ON6  H9   C22  C21  120.17  3.000
 ON6  C17  C22  C21  119.29  3.000
 ON6  H7   C17  C18  119.82  3.000
 ON6  H7   C17  C22  119.81  3.000
 ON6  C18  C17  C22  120.36  3.000
 ON6  H8   C18  C19  120.09  3.000
 ON6  H8   C18  C17  120.60  3.000
 ON6  C19  C18  C17  119.31  3.000
 ON6  CL1  C19  C18  117.40  3.000
 ON6  C18  C19  C20  122.29  3.000
 ON6  CL1  C19  C20  120.31  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
 ON6  CONST_01  C11  C12  C13  C14    0.00   0.0  0
 ON6  CONST_02  C11  C10  C15  C14    0.00   0.0  0
 ON6  CONST_03  C12  C11  C10  C15    0.00   0.0  0
 ON6  CONST_04  C12  C13  C14  C15    0.00   0.0  0
 ON6  CONST_05  C10  C11  C12  C13    0.00   0.0  0
 ON6  CONST_06  C10  C15  C14  C13    0.00   0.0  0
 ON6  CONST_07  C5   C4   C3   C2     0.00   0.0  0
 ON6  CONST_08  C5   C6   C1   C2     0.00   0.0  0
 ON6  CONST_09  C6   C1   C2   C3     0.00   0.0  0
 ON6  CONST_10  C6   C5   C4   C3     0.00   0.0  0
 ON6  CONST_11  C4   C3   C2   C1     0.00   0.0  0
 ON6  CONST_12  C4   C5   C6   C1     0.00   0.0  0
 ON6  CONST_13  C17  C22  C21  C20    0.00   0.0  0
 ON6  CONST_14  C17  C18  C19  C20    0.00   0.0  0
 ON6  CONST_15  C18  C19  C20  C21    0.00   0.0  0
 ON6  CONST_16  C18  C17  C22  C21    0.00   0.0  0
 ON6  CONST_17  C19  C20  C21  C22    0.00   0.0  0
 ON6  CONST_18  C19  C18  C17  C22    0.00   0.0  0
 ON6  CONST_19  C2   N1   C7   C8     0.00   0.0  0
 ON6  CONST_20  C12  C13  C14  N2   180.00   0.0  0
 ON6  CONST_21  C10  C15  C14  N2   180.00   0.0  0
 ON6  CONST_22  C9   C10  C15  C14  180.00   0.0  0
 ON6  CONST_23  O2   C13  C14  C15  180.00   0.0  0
 ON6  CONST_24  C11  C12  C13  O2   180.00   0.0  0
 ON6  CONST_25  C9   C10  C11  C12  180.00   0.0  0
 ON6  CONST_26  S1   C4   C3   C2   180.00   0.0  0
 ON6  CONST_27  S1   C4   C5   C6   180.00   0.0  0
 ON6  CONST_28  C22  C21  C20  C16  180.00   0.0  0
 ON6  CONST_29  C18  C19  C20  C16  180.00   0.0  0
 ON6  CONST_30  CL1  C19  C20  C21  180.00   0.0  0
 ON6  CONST_31  C19  C20  C21  CL2  180.00   0.0  0
 ON6  CONST_32  C17  C22  C21  CL2  180.00   0.0  0
 ON6  CONST_33  CL1  C19  C18  C17  180.00   0.0  0
 ON6  CONST_34  C2   N1   C7   O1   180.00   0.0  0
 ON6  CONST_35  H4   C12  C13  C14  180.00   0.0  0
 ON6  CONST_36  H3   C11  C10  C15  180.00   0.0  0
 ON6  CONST_37  H5   C15  C14  C13  180.00   0.0  0
 ON6  CONST_38  H2   C6   C1   S2     0.00   0.0  0
 ON6  CONST_39  H1   C3   C2   N1     0.00   0.0  0
 ON6  CONST_40  H14  C5   C4   C3   180.00   0.0  0
 ON6  CONST_41  H9   C22  C21  C20  180.00   0.0  0
 ON6  CONST_42  H8   C18  C19  C20  180.00   0.0  0
 ON6  CONST_43  H7   C17  C22  C21  180.00   0.0  0
 ON6  CONST_44  H6   N1   C7   C8   180.00   0.0  0
 ON6  CONST_45  C13  C14  N2   O3     0.00   0.0  0
 ON6  CONST_46  C15  C14  N2   O3   180.00   0.0  0
 ON6  CONST_47  C13  C14  N2   O4   180.00   0.0  0
 ON6  CONST_48  C15  C14  N2   O4     0.00   0.0  0
 ON6  Var_01    C2   C1   S2   C8    23.34  30.0  1
 ON6  Var_02    N1   C7   C8   S2    22.05  30.0  1
 ON6  Var_03    C3   C2   N1   C7   162.67  30.0  1
 ON6  Var_04    C7   C8   C9   C10  178.98   0.0  2
 ON6  Var_05    C8   C9   C10  C15   27.43  30.0  2
 ON6  Var_06    O6   S1   C4   C3   -32.71  30.0  2
 ON6  Var_07    C20  C16  S1   C4    73.98  30.0  3
 ON6  Var_08    C21  C20  C16  S1    85.32  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
 ON6  plan-1  N2   0.020
 ON6  plan-1  C14  0.020
 ON6  plan-1  C15  0.020
 ON6  plan-1  C13  0.020
 ON6  plan-1  O2   0.020
 ON6  plan-1  C12  0.020
 ON6  plan-1  C11  0.020
 ON6  plan-1  C10  0.020
 ON6  plan-1  C9   0.020
 ON6  plan-1  H5   0.020
 ON6  plan-1  H4   0.020
 ON6  plan-1  H3   0.020
 ON6  plan-2  C16  0.020
 ON6  plan-2  C20  0.020
 ON6  plan-2  C21  0.020
 ON6  plan-2  CL2  0.020
 ON6  plan-2  C22  0.020
 ON6  plan-2  C17  0.020
 ON6  plan-2  C18  0.020
 ON6  plan-2  C19  0.020
 ON6  plan-2  CL1  0.020
 ON6  plan-2  H9   0.020
 ON6  plan-2  H7   0.020
 ON6  plan-2  H8   0.020
 ON6  plan-3  S2   0.020
 ON6  plan-3  N1   0.020
 ON6  plan-3  C2   0.020
 ON6  plan-3  C3   0.020
 ON6  plan-3  C1   0.020
 ON6  plan-3  C6   0.020
 ON6  plan-3  C5   0.020
 ON6  plan-3  C4   0.020
 ON6  plan-3  S1   0.020
 ON6  plan-3  H1   0.020
 ON6  plan-3  H2   0.020
 ON6  plan-3  H14  0.020
 ON6  plan-4  O3   0.020
 ON6  plan-4  N2   0.020
 ON6  plan-4  O4   0.020
 ON6  plan-4  C14  0.020
 ON6  plan-5  C8   0.020
 ON6  plan-5  C7   0.020
 ON6  plan-5  O1   0.020
 ON6  plan-5  N1   0.020
 ON6  plan-5  C2   0.020
 ON6  plan-5  H6   0.020
 ON6  plan-6  C10  0.020
 ON6  plan-6  C9   0.020
 ON6  plan-6  C8   0.020
 ON6  plan-6  S2   0.020
 ON6  plan-6  C7   0.020
 ON6  plan-6  H12  0.020

