# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 10:04:42 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (5~{Z})-4-azanyl-5-[(3-methoxy-4-oxidanyl-phenyl)methylidene]-1,3-thiazol-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1O)/C=C/2SC(=O)N=C/2N
#
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
 9OE  9OE  (5~{Z})-4-azanyl-5-[(3-methoxy-4-oxidanyl-phenyl)methylidene]-1,3-thiazol-2-one  ligand  27  17  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9OE
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
 9OE  CAA  C  CH3   0  -0.435   4.3156   2.2143  -0.3387
 9OE  CAE  C  C1    0  -0.283  -0.5509   0.8116   0.0500
 9OE  CAF  C  CR16  0  -0.337   0.7848  -1.3287   0.1815
 9OE  CAG  C  CR16  0  -0.322   2.0214  -1.9525   0.1703
 9OE  CAH  C  CR16  0  -0.445   1.8751   0.7997  -0.0749
 9OE  CAL  C  CR5   0   0.568  -2.9905   1.3248   0.1095
 9OE  CAM  C  CR6   0   0.177   0.6860   0.0579   0.0577
 9OE  CAN  C  CR6   0   0.289   3.1884  -1.2167   0.0372
 9OE  CAO  C  CR6   0   0.322   3.1087   0.1834  -0.0862
 9OE  CAP  C  CR5   0   0.331  -4.1564  -0.5518   0.3534
 9OE  CAQ  C  CR5   0  -0.236  -1.8313   0.4092   0.1446
 9OE  NAI  N  N     0  -0.478  -4.1825   0.7916   0.2231
 9OE  OAC  O  O     0  -0.421  -5.0953  -1.2958   0.4756
 9OE  OAJ  O  O2    0  -0.486   4.2973   0.8054  -0.2106
 9OE  SAK  S  S2    0   0.011  -2.4596  -1.2091   0.3265
 9OE  H1   H  HCH3  0   0.234   3.7752   2.5455  -1.2289
 9OE  H2   H  HCH3  0   0.234   3.8895   2.7052   0.5399
 9OE  H3   H  HCH3  0   0.266   5.3591   2.5021  -0.4323
 9OE  H4   H  H     0   0.263  -0.3934   1.8800  -0.0516
 9OE  H6   H  HCR6  0   0.261  -0.0879  -1.9550   0.2894
 9OE  H7   H  HCR6  0   0.277   2.0856  -3.0290   0.2644
 9OE  H8   H  HCR6  0   0.292   1.8062   1.8759  -0.1690
 9OE  H9   H  HNH2  0   0.434  -1.9627   3.0814  -0.1400
 9OE  H10  H  HNH2  0   0.423  -3.6715   3.2144  -0.0593
 9OE  H11  H  HOH1  0   0.478   5.0915  -1.2197  -0.0701
 9OE  OAD  O  OH1   0  -0.615   4.3677  -1.8516   0.0281
 9OE  NAB  N  NH2   0  -0.803  -2.8530   2.6287  -0.0316

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
 9OE  OAC  CAP  double    1.204  0.020  1.204
 9OE  CAA  OAJ  single    1.415  0.020  1.415
 9OE  CAP  SAK  single    1.820  0.020  1.820
 9OE  CAP  NAI  single    1.350  0.020  1.350
 9OE  SAK  CAQ  single    1.745  0.020  1.745
 9OE  OAJ  CAO  single    1.347  0.020  1.347
 9OE  NAI  CAL  double    1.311  0.020  1.311
 9OE  CAO  CAH  aromatic  1.379  0.020  1.379
 9OE  CAO  CAN  aromatic  1.408  0.020  1.408
 9OE  CAH  CAM  aromatic  1.408  0.020  1.408
 9OE  OAD  CAN  single    1.339  0.020  1.339
 9OE  CAQ  CAL  single    1.478  0.020  1.478
 9OE  CAQ  CAE  double    1.346  0.020  1.346
 9OE  CAN  CAG  aromatic  1.386  0.020  1.386
 9OE  CAL  NAB  single    1.319  0.020  1.319
 9OE  CAM  CAE  single    1.448  0.020  1.448
 9OE  CAM  CAF  aromatic  1.396  0.020  1.396
 9OE  CAG  CAF  aromatic  1.385  0.020  1.385
 9OE  CAA  H1   single    0.970  0.020  1.090
 9OE  CAA  H2   single    0.970  0.020  1.090
 9OE  CAA  H3   single    0.970  0.020  1.090
 9OE  CAE  H4   single    0.930  0.020  1.080
 9OE  CAF  H6   single    0.930  0.020  1.080
 9OE  CAG  H7   single    0.930  0.020  1.080
 9OE  CAH  H8   single    0.930  0.020  1.080
 9OE  NAB  H9   single    0.860  0.020  1.020
 9OE  NAB  H10  single    0.860  0.020  1.020
 9OE  OAD  H11  single    0.850  0.020  0.980

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
 9OE  H3   CAA  H2   108.95  3.000
 9OE  H3   CAA  H1   108.94  3.000
 9OE  H2   CAA  H1   109.03  3.000
 9OE  H3   CAA  OAJ  106.49  3.000
 9OE  H2   CAA  OAJ  111.68  3.000
 9OE  H1   CAA  OAJ  111.66  3.000
 9OE  H4   CAE  CAQ  116.06  3.000
 9OE  H4   CAE  CAM  112.89  3.000
 9OE  CAQ  CAE  CAM  131.05  3.000
 9OE  H6   CAF  CAM  121.88  3.000
 9OE  H6   CAF  CAG  117.46  3.000
 9OE  CAM  CAF  CAG  120.66  3.000
 9OE  H7   CAG  CAN  119.10  3.000
 9OE  H7   CAG  CAF  120.01  3.000
 9OE  CAN  CAG  CAF  120.89  3.000
 9OE  H8   CAH  CAO  120.03  3.000
 9OE  H8   CAH  CAM  118.57  3.000
 9OE  CAO  CAH  CAM  121.40  3.000
 9OE  NAI  CAL  NAB  120.42  3.000
 9OE  NAB  CAL  CAQ  122.24  3.000
 9OE  NAI  CAL  CAQ  117.34  3.000
 9OE  CAH  CAM  CAF  118.17  3.000
 9OE  CAF  CAM  CAE  125.30  3.000
 9OE  CAH  CAM  CAE  116.53  3.000
 9OE  OAD  CAN  CAO  121.38  3.000
 9OE  OAD  CAN  CAG  119.36  3.000
 9OE  CAO  CAN  CAG  119.26  3.000
 9OE  OAJ  CAO  CAN  114.66  3.000
 9OE  CAN  CAO  CAH  119.63  3.000
 9OE  OAJ  CAO  CAH  125.71  3.000
 9OE  SAK  CAP  OAC  120.35  3.000
 9OE  SAK  CAP  NAI  112.09  3.000
 9OE  OAC  CAP  NAI  127.56  3.000
 9OE  SAK  CAQ  CAL  107.13  3.000
 9OE  CAL  CAQ  CAE  124.03  3.000
 9OE  SAK  CAQ  CAE  128.84  3.000
 9OE  CAP  NAI  CAL  113.30  3.000
 9OE  CAO  OAJ  CAA  118.65  3.000
 9OE  CAQ  SAK  CAP   90.13  3.000
 9OE  H11  OAD  CAN  110.51  3.000
 9OE  H10  NAB  H9   117.09  3.000
 9OE  H10  NAB  CAL  119.56  3.000
 9OE  H9   NAB  CAL  123.33  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
 9OE  CONST_01  CAO  CAH  CAM  CAF     0.00   0.0  0
 9OE  CONST_02  CAO  CAN  CAG  CAF     0.00   0.0  0
 9OE  CONST_03  CAH  CAO  CAN  CAG     0.00   0.0  0
 9OE  CONST_04  CAH  CAM  CAF  CAG     0.00   0.0  0
 9OE  CONST_05  CAN  CAO  CAH  CAM     0.00   0.0  0
 9OE  CONST_06  CAN  CAG  CAF  CAM     0.00   0.0  0
 9OE  CONST_07  CAQ  CAL  NAI  CAP     0.00   0.0  0
 9OE  CONST_08  CAO  CAH  CAM  CAE   180.00   0.0  0
 9OE  CONST_09  CAG  CAF  CAM  CAE   180.00   0.0  0
 9OE  CONST_10  OAD  CAN  CAG  CAF   180.00   0.0  0
 9OE  CONST_11  OAJ  CAO  CAN  CAG   180.00   0.0  0
 9OE  CONST_12  OAD  CAN  CAO  CAH   180.00   0.0  0
 9OE  CONST_13  OAJ  CAO  CAH  CAM   180.00   0.0  0
 9OE  CONST_14  NAB  CAL  NAI  CAP   180.00   0.0  0
 9OE  CONST_15  H8   CAH  CAM  CAF   180.00   0.0  0
 9OE  CONST_16  H6   CAF  CAM  CAH   180.00   0.0  0
 9OE  CONST_17  H7   CAG  CAF  CAM   180.00   0.0  0
 9OE  CONST_18  H9   NAB  CAL  CAQ     0.00   0.0  0
 9OE  CONST_19  H10  NAB  CAL  CAQ   180.00   0.0  0
 9OE  Var_01    CAQ  CAE  CAM  CAF    -0.41  30.0  2
 9OE  Var_02    CAM  CAE  CAQ  CAL  -179.55  30.0  2
 9OE  Var_03    CAH  CAO  OAJ  CAA     0.21  30.0  2
 9OE  Var_04    H1   CAA  OAJ  CAO   -60.78  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
 9OE  plan-1  CAE  0.020
 9OE  plan-1  CAL  0.020
 9OE  plan-1  CAP  0.020
 9OE  plan-1  CAQ  0.020
 9OE  plan-1  NAI  0.020
 9OE  plan-1  OAC  0.020
 9OE  plan-1  SAK  0.020
 9OE  plan-1  H9   0.020
 9OE  plan-1  H10  0.020
 9OE  plan-1  NAB  0.020
 9OE  plan-2  CAE  0.020
 9OE  plan-2  CAF  0.020
 9OE  plan-2  CAG  0.020
 9OE  plan-2  CAH  0.020
 9OE  plan-2  CAM  0.020
 9OE  plan-2  CAN  0.020
 9OE  plan-2  CAO  0.020
 9OE  plan-2  OAJ  0.020
 9OE  plan-2  H6   0.020
 9OE  plan-2  H7   0.020
 9OE  plan-2  H8   0.020
 9OE  plan-2  OAD  0.020

