# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 07:01:05 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 9-(4-phenoxyphenyl)-3,4-dihydro-2H-2lambda~6~-pyrido[2,1-c][1,2,4]thiadiazine-2,2-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=[S]1(=O)CCN2C=CC=C(c3ccc(Oc4ccccc4)cc3)C2=N1
#
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
 9C6  9C6  9-(4-phenoxyphenyl)-3,4-dihydro-2H-2lambda~6~-pyrido[2,1-c][1,2,4]thiadiazine-2,2-dione  ligand  41  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9C6
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
 9C6  N1   N  NR6   0  -0.525   3.9166   0.7057  -0.2604
 9C6  C4   C  CR16  0   0.057   4.3922   1.9460  -0.5546
 9C6  C5   C  CR6   0   0.575   2.5803   0.4525  -0.0760
 9C6  C6   C  CH2   0  -0.653   4.4105  -1.6835  -0.6355
 9C6  C7   C  CH2   0  -0.327   4.9088  -0.3645  -0.0932
 9C6  C8   C  CR6   0   0.091   0.2422   1.3957   0.0401
 9C6  C10  C  CR16  0  -0.298  -1.6227   0.7000   1.4112
 9C6  C13  C  CR16  0  -0.300  -0.6614   1.9002  -0.8931
 9C6  C15  C  CR16  0  -0.343  -4.0644  -0.9046  -0.5155
 9C6  C17  C  CR16  0  -0.273  -6.2901  -1.7876  -0.8445
 9C6  S1   S  S     0   1.325   2.9317  -2.0881   0.2708
 9C6  O1   O  OS    0  -0.691   3.3075  -2.3337   1.6623
 9C6  C3   C  CR16  0  -0.379   3.5711   3.0139  -0.6746
 9C6  C2   C  CR16  0  -0.146   2.1939   2.8139  -0.4685
 9C6  N2   N  N     0  -0.669   2.0662  -0.7365   0.1513
 9C6  C1   C  CR6   0  -0.097   1.6918   1.5783  -0.1722
 9C6  C12  C  CR16  0  -0.289  -2.0302   1.8119  -0.6863
 9C6  C11  C  CR6   0   0.297  -2.5032   1.2164   0.4715
 9C6  C9   C  CR16  0  -0.264  -0.2581   0.7901   1.1928
 9C6  O3   O  O2    0  -0.514  -3.8510   1.1738   0.7202
 9C6  C14  C  CR6   0   0.364  -4.6020   0.1753   0.1749
 9C6  C19  C  CR16  0  -0.328  -5.9784   0.2788   0.3579
 9C6  C18  C  CR16  0  -0.246  -6.8135  -0.7024  -0.1505
 9C6  C16  C  CR16  0  -0.246  -4.9179  -1.8791  -1.0205
 9C6  H1   H  HCR6  0   0.323   5.4619   2.0188  -0.6810
 9C6  H2   H  HCH2  0   0.318   4.1628  -1.6249  -1.6958
 9C6  H3   H  HCH2  0   0.335   5.1537  -2.4650  -0.4797
 9C6  H4   H  HCH2  0   0.310   5.8102  -0.0717  -0.6251
 9C6  H5   H  HCH2  0   0.305   5.1607  -0.4473   0.9650
 9C6  H6   H  HCR6  0   0.274  -2.0015   0.2404   2.3151
 9C6  H7   H  HCR6  0   0.264  -0.2971   2.3616  -1.8024
 9C6  H8   H  HCR6  0   0.277  -2.9971  -1.0036  -0.6621
 9C6  H9   H  HCR6  0   0.255  -6.9448  -2.5524  -1.2403
 9C6  H10  H  HCR6  0   0.290   3.9757   3.9858  -0.9098
 9C6  H11  H  HCR6  0   0.285   1.5201   3.6591  -0.5290
 9C6  H13  H  HCR6  0   0.276  -2.7193   2.2104  -1.4201
 9C6  H14  H  HCR6  0   0.259   0.4202   0.3932   1.9354
 9C6  H15  H  HCR6  0   0.268  -6.3866   1.1253   0.8956
 9C6  H16  H  HCR6  0   0.260  -7.8821  -0.6156  -0.0025
 9C6  H17  H  HCR6  0   0.262  -4.4938  -2.7197  -1.5546
 9C6  O2   O  OS    0  -0.681   2.2047  -3.1547  -0.4062

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
 9C6  C18  C19  aromatic  1.385  0.020  1.385
 9C6  C18  C17  aromatic  1.390  0.020  1.390
 9C6  C19  C14  aromatic  1.392  0.020  1.392
 9C6  C17  C16  aromatic  1.387  0.020  1.387
 9C6  C2   C3   single    1.407  0.020  1.407
 9C6  C2   C1   double    1.366  0.020  1.366
 9C6  C3   C4   double    1.352  0.020  1.352
 9C6  C14  O3   single    1.363  0.020  1.363
 9C6  C14  C15  aromatic  1.390  0.020  1.390
 9C6  C11  O3   single    1.371  0.020  1.371
 9C6  C11  C12  aromatic  1.385  0.020  1.385
 9C6  C11  C10  aromatic  1.387  0.020  1.387
 9C6  C12  C13  aromatic  1.387  0.020  1.387
 9C6  C10  C9   aromatic  1.385  0.020  1.385
 9C6  C13  C8   aromatic  1.394  0.020  1.394
 9C6  C9   C8   aromatic  1.395  0.020  1.395
 9C6  C8   C1   single    1.476  0.020  1.476
 9C6  C1   C5   single    1.437  0.020  1.437
 9C6  C16  C15  aromatic  1.390  0.020  1.390
 9C6  C4   N1   single    1.360  0.020  1.360
 9C6  C5   N1   single    1.373  0.020  1.373
 9C6  C5   N2   double    1.315  0.020  1.315
 9C6  N1   C7   single    1.469  0.020  1.469
 9C6  N2   S1   single    1.609  0.020  1.609
 9C6  C7   C6   single    1.511  0.020  1.511
 9C6  O1   S1   double    1.462  0.020  1.462
 9C6  S1   C6   single    1.781  0.020  1.781
 9C6  S1   O2   double    1.458  0.020  1.458
 9C6  C4   H1   single    0.930  0.020  1.080
 9C6  C6   H2   single    0.970  0.020  1.090
 9C6  C6   H3   single    0.970  0.020  1.090
 9C6  C7   H4   single    0.970  0.020  1.090
 9C6  C7   H5   single    0.970  0.020  1.090
 9C6  C10  H6   single    0.930  0.020  1.080
 9C6  C13  H7   single    0.930  0.020  1.080
 9C6  C15  H8   single    0.930  0.020  1.080
 9C6  C17  H9   single    0.930  0.020  1.080
 9C6  C3   H10  single    0.930  0.020  1.080
 9C6  C2   H11  single    0.930  0.020  1.080
 9C6  C12  H13  single    0.930  0.020  1.080
 9C6  C9   H14  single    0.930  0.020  1.080
 9C6  C19  H15  single    0.930  0.020  1.080
 9C6  C18  H16  single    0.930  0.020  1.080
 9C6  C16  H17  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
 9C6  C7   N1   C5   120.52  3.000
 9C6  C7   N1   C4   116.92  3.000
 9C6  C5   N1   C4   122.52  3.000
 9C6  H1   C4   C3   122.54  3.000
 9C6  H1   C4   N1   115.67  3.000
 9C6  C3   C4   N1   121.79  3.000
 9C6  C1   C5   N2   118.55  3.000
 9C6  N2   C5   N1   124.80  3.000
 9C6  C1   C5   N1   116.64  3.000
 9C6  H3   C6   H2   109.42  3.000
 9C6  H3   C6   S1   109.30  3.000
 9C6  H2   C6   S1   108.57  3.000
 9C6  H3   C6   C7   110.48  3.000
 9C6  H2   C6   C7   112.15  3.000
 9C6  S1   C6   C7   106.83  3.000
 9C6  H5   C7   H4   107.68  3.000
 9C6  H5   C7   C6   110.99  3.000
 9C6  H4   C7   C6   109.46  3.000
 9C6  H5   C7   N1   108.76  3.000
 9C6  H4   C7   N1   107.95  3.000
 9C6  C6   C7   N1   111.87  3.000
 9C6  C9   C8   C1   121.65  3.000
 9C6  C1   C8   C13  119.71  3.000
 9C6  C9   C8   C13  118.56  3.000
 9C6  H6   C10  C9   120.26  3.000
 9C6  H6   C10  C11  120.10  3.000
 9C6  C9   C10  C11  119.63  3.000
 9C6  H7   C13  C12  118.97  3.000
 9C6  H7   C13  C8   119.90  3.000
 9C6  C12  C13  C8   121.13  3.000
 9C6  H8   C15  C16  119.48  3.000
 9C6  H8   C15  C14  121.33  3.000
 9C6  C16  C15  C14  119.18  3.000
 9C6  H9   C17  C16  120.39  3.000
 9C6  H9   C17  C18  120.44  3.000
 9C6  C16  C17  C18  119.17  3.000
 9C6  N2   S1   O1   110.48  3.000
 9C6  O1   S1   O2   116.57  3.000
 9C6  N2   S1   O2   108.17  3.000
 9C6  O2   S1   C6   110.12  3.000
 9C6  O1   S1   C6   108.00  3.000
 9C6  N2   S1   C6   102.59  3.000
 9C6  H10  C3   C2   121.81  3.000
 9C6  H10  C3   C4   120.21  3.000
 9C6  C2   C3   C4   117.97  3.000
 9C6  H11  C2   C1   119.31  3.000
 9C6  H11  C2   C3   119.35  3.000
 9C6  C1   C2   C3   121.34  3.000
 9C6  S1   N2   C5   124.18  3.000
 9C6  C2   C1   C8   120.25  3.000
 9C6  C8   C1   C5   120.03  3.000
 9C6  C2   C1   C5   119.71  3.000
 9C6  H13  C12  C11  120.49  3.000
 9C6  H13  C12  C13  120.23  3.000
 9C6  C11  C12  C13  119.27  3.000
 9C6  O3   C11  C12  120.04  3.000
 9C6  C12  C11  C10  120.62  3.000
 9C6  O3   C11  C10  119.30  3.000
 9C6  H14  C9   C10  119.08  3.000
 9C6  H14  C9   C8   120.13  3.000
 9C6  C10  C9   C8   120.79  3.000
 9C6  C14  O3   C11  119.46  3.000
 9C6  C19  C14  O3   115.95  3.000
 9C6  O3   C14  C15  123.69  3.000
 9C6  C19  C14  C15  120.36  3.000
 9C6  H15  C19  C18  120.59  3.000
 9C6  H15  C19  C14  119.74  3.000
 9C6  C18  C19  C14  119.67  3.000
 9C6  H16  C18  C19  119.22  3.000
 9C6  H16  C18  C17  120.17  3.000
 9C6  C19  C18  C17  120.61  3.000
 9C6  H17  C16  C17  120.11  3.000
 9C6  H17  C16  C15  118.88  3.000
 9C6  C17  C16  C15  121.01  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
 9C6  CONST_01  C11  C12  C13  C8      0.00   0.0  0
 9C6  CONST_02  C11  C10  C9   C8      0.00   0.0  0
 9C6  CONST_03  C13  C12  C11  C10     0.00   0.0  0
 9C6  CONST_04  C13  C8   C9   C10     0.00   0.0  0
 9C6  CONST_05  C18  C19  C14  C15     0.00   0.0  0
 9C6  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 9C6  CONST_07  C14  C19  C18  C17     0.00   0.0  0
 9C6  CONST_08  C14  C15  C16  C17     0.00   0.0  0
 9C6  CONST_09  C9   C10  C11  C12     0.00   0.0  0
 9C6  CONST_10  C9   C8   C13  C12     0.00   0.0  0
 9C6  CONST_11  C16  C17  C18  C19     0.00   0.0  0
 9C6  CONST_12  C16  C15  C14  C19     0.00   0.0  0
 9C6  CONST_13  C1   C8   C9   C10   180.00   0.0  0
 9C6  CONST_14  C12  C13  C8   C1    180.00   0.0  0
 9C6  CONST_15  S1   N2   C5   N1      0.00   0.0  0
 9C6  CONST_16  C1   C5   N1   C4      0.00   0.0  0
 9C6  CONST_17  N2   C5   N1   C4    180.00   0.0  0
 9C6  CONST_18  C1   C5   N1   C7    180.00   0.0  0
 9C6  CONST_19  N2   C5   N1   C7      0.00   0.0  0
 9C6  CONST_20  C1   C5   N2   S1    180.00   0.0  0
 9C6  CONST_21  O3   C11  C12  C13   180.00   0.0  0
 9C6  CONST_22  O3   C11  C10  C9    180.00   0.0  0
 9C6  CONST_23  C18  C19  C14  O3    180.00   0.0  0
 9C6  CONST_24  C16  C15  C14  O3    180.00   0.0  0
 9C6  CONST_25  H13  C12  C13  C8    180.00   0.0  0
 9C6  CONST_26  H6   C10  C9   C8    180.00   0.0  0
 9C6  CONST_27  H14  C9   C8   C13   180.00   0.0  0
 9C6  CONST_28  H15  C19  C14  C15   180.00   0.0  0
 9C6  CONST_29  H9   C17  C16  C15   180.00   0.0  0
 9C6  CONST_30  H8   C15  C16  C17   180.00   0.0  0
 9C6  CONST_31  H7   C13  C8   C1      0.00   0.0  0
 9C6  CONST_32  H16  C18  C19  C14   180.00   0.0  0
 9C6  CONST_33  H17  C16  C15  C14   180.00   0.0  0
 9C6  Var_01    S1   C6   C7   N1    -59.92  30.0  1
 9C6  Var_02    C6   C7   N1   C4   -143.48  30.0  1
 9C6  Var_03    C13  C8   C1   C5   -129.78  30.0  3
 9C6  Var_04    C6   S1   N2   C5    -23.50  30.0  1
 9C6  Var_05    N2   S1   C6   C7     50.65  30.0  1
 9C6  Var_06    C19  C14  O3   C11  -173.56  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
 9C6  plan-1  C8   0.020
 9C6  plan-1  C10  0.020
 9C6  plan-1  C13  0.020
 9C6  plan-1  C1   0.020
 9C6  plan-1  C12  0.020
 9C6  plan-1  C11  0.020
 9C6  plan-1  C9   0.020
 9C6  plan-1  O3   0.020
 9C6  plan-1  H6   0.020
 9C6  plan-1  H7   0.020
 9C6  plan-1  H13  0.020
 9C6  plan-1  H14  0.020
 9C6  plan-2  C15  0.020
 9C6  plan-2  C17  0.020
 9C6  plan-2  O3   0.020
 9C6  plan-2  C14  0.020
 9C6  plan-2  C19  0.020
 9C6  plan-2  C18  0.020
 9C6  plan-2  C16  0.020
 9C6  plan-2  H8   0.020
 9C6  plan-2  H9   0.020
 9C6  plan-2  H15  0.020
 9C6  plan-2  H16  0.020
 9C6  plan-2  H17  0.020
 9C6  plan-3  N1   0.020
 9C6  plan-3  C4   0.020
 9C6  plan-3  C5   0.020
 9C6  plan-3  C7   0.020
 9C6  plan-3  C8   0.020
 9C6  plan-3  S1   0.020
 9C6  plan-3  C3   0.020
 9C6  plan-3  C2   0.020
 9C6  plan-3  N2   0.020
 9C6  plan-3  C1   0.020
 9C6  plan-3  H1   0.020
 9C6  plan-3  H10  0.020
 9C6  plan-3  H11  0.020

