# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 22:43:46 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: ethyl (2~{S})-1-(6-chloranyl-1,3-benzothiazol-2-yl)-4-oxidanyl-5-oxidanylidene-2-thiophen-2-yl-2~{H}-pyrrole-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)C1=C(O)C(=O)N([C@@H]1c2sccc2)c3sc4cc(Cl)ccc4n3
#
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
 S26  S26  'ethyl (2~{S})-1-(6-chloranyl-1,3-benzothiazol-2-yl)-4-oxidanyl-5-oxidanylidene-2-thiophen-2-yl-2~{H}-pyrrole-3-carboxylate'  ligand  40  27  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_S26
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
 S26  C4   C   CR6   0  -0.053  -5.2249   0.6205   0.5677
 S26  C14  C   CR5   0  -0.162   2.8449  -1.0453   0.2224
 S26  C5   C   CR16  0  -0.214  -4.5514   1.7121   1.1201
 S26  C6   C   CR16  0  -0.314  -3.1719   1.7153   1.1808
 S26  C8   C   CR5   0   0.317  -0.7618  -0.6354   0.1587
 S26  C13  C   CR5   0   0.241   2.4438  -2.2475  -0.2178
 S26  C23  C   C     0   0.618   4.2239  -0.6461   0.5075
 S26  O22  O   OH1   0  -0.562   3.1553  -3.3143  -0.4950
 S26  C12  C   CR5   0   0.515   0.9654  -2.2507  -0.3507
 S26  O21  O   O     0  -0.423   0.2711  -3.1743  -0.7095
 S26  C15  C   CR15  0  -0.203   1.6635  -0.1202   0.3665
 S26  C16  C   CR5   0  -0.088   1.7364   1.0556  -0.5555
 S26  C20  C   CR15  0  -0.210   1.4427   2.3547  -0.2847
 S26  C19  C   CR15  0  -0.178   1.6227   3.2047  -1.4093
 S26  C18  C   CR15  0  -0.464   2.0456   2.5275  -2.5114
 S26  S17  S   S2    0   0.219   2.2425   0.8561  -2.1912
 S26  N11  N   NR5   0  -0.575   0.5484  -1.0115   0.0312
 S26  S9   S   S2    0   0.259  -2.0557  -1.6796  -0.3959
 S26  C2   C   CR56  0  -0.251  -3.1703  -0.4597   0.1341
 S26  N7   N   N     0  -0.435  -1.1013   0.4848   0.6855
 S26  C1   C   CR56  0   0.383  -2.4663   0.6206   0.6854
 S26  CL   CL  CL    0  -0.120  -6.9561   0.6500   0.5068
 S26  C3   C   CR16  0  -0.240  -4.5562  -0.4815   0.0677
 S26  H1   H   HCR6  0   0.285  -5.1106   2.5551   1.5013
 S26  H2   H   HCR6  0   0.277  -2.6427   2.5563   1.6081
 S26  H6   H   HOH1  0   0.494   2.5827  -4.0410  -0.7834
 S26  H7   H   HCR5  0   0.324   1.5450   0.2320   1.3935
 S26  H8   H   HCR5  0   0.263   1.1014   2.6909   0.6836
 S26  H9   H   HCR5  0   0.269   1.4425   4.2700  -1.3973
 S26  H10  H   HCR5  0   0.298   2.2578   2.9195  -3.4941
 S26  H11  H   HCR6  0   0.297  -5.0913  -1.3197  -0.3569
 S26  O1   O   O2    0  -0.450   4.2703   0.5749   1.0053
 S26  C9   C   CH2   0  -0.182   5.5526   1.1436   1.3161
 S26  C10  C   CH3   0  -0.685   5.3193   2.5641   1.7678
 S26  O2   O   O     0  -0.443   5.1850  -1.3521   0.3143
 S26  H3   H   HCH2  0   0.240   6.0313   0.5529   2.0996
 S26  H4   H   HCH2  0   0.240   6.1906   1.1119   0.4310
 S26  H5   H   HCH3  0   0.237   4.8560   3.1603   0.9819
 S26  H12  H   HCH3  0   0.237   4.6856   2.6028   2.6537
 S26  H13  H   HCH3  0   0.240   6.2752   3.0223   2.0192

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
 S26  CL   C4   single    1.733  0.020  1.733
 S26  C5   C4   aromatic  1.397  0.020  1.397
 S26  C5   C6   aromatic  1.381  0.020  1.381
 S26  C4   C3   aromatic  1.383  0.020  1.383
 S26  C6   C1   aromatic  1.393  0.020  1.393
 S26  C3   C2   aromatic  1.388  0.020  1.388
 S26  C1   C2   aromatic  1.402  0.020  1.402
 S26  C1   N7   aromatic  1.372  0.020  1.372
 S26  C2   S9   aromatic  1.735  0.020  1.735
 S26  C19  C18  aromatic  1.361  0.020  1.361
 S26  C19  C20  aromatic  1.421  0.020  1.421
 S26  N7   C8   aromatic  1.284  0.020  1.284
 S26  C18  S17  aromatic  1.713  0.020  1.713
 S26  C20  C16  aromatic  1.359  0.020  1.359
 S26  C8   S9   aromatic  1.753  0.020  1.753
 S26  C8   N11  single    1.369  0.020  1.369
 S26  C16  S17  aromatic  1.724  0.020  1.724
 S26  C16  C15  single    1.496  0.020  1.496
 S26  C15  N11  single    1.466  0.020  1.466
 S26  C15  C14  single    1.507  0.020  1.507
 S26  N11  C12  single    1.362  0.020  1.362
 S26  C12  O21  double    1.210  0.020  1.210
 S26  C12  C13  single    1.484  0.020  1.484
 S26  C14  C23  single    1.464  0.020  1.464
 S26  C14  C13  double    1.342  0.020  1.342
 S26  C13  O22  single    1.312  0.020  1.312
 S26  C5   H1   single    0.930  0.020  1.080
 S26  C6   H2   single    0.930  0.020  1.080
 S26  O22  H6   single    0.850  0.020  0.980
 S26  C15  H7   single    0.970  0.020  1.090
 S26  C20  H8   single    0.930  0.020  1.080
 S26  C19  H9   single    0.930  0.020  1.080
 S26  C18  H10  single    0.930  0.020  1.080
 S26  C3   H11  single    0.930  0.020  1.080
 S26  C23  O1   single    1.319  0.020  1.319
 S26  O1   C9   single    1.437  0.020  1.437
 S26  C9   C10  single    1.509  0.020  1.509
 S26  C23  O2   double    1.208  0.020  1.208
 S26  C9   H3   single    0.970  0.020  1.090
 S26  C9   H4   single    0.970  0.020  1.090
 S26  C10  H5   single    0.970  0.020  1.090
 S26  C10  H12  single    0.970  0.020  1.090
 S26  C10  H13  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
 S26  C3   C4   CL   118.96  3.000
 S26  C3   C4   C5   122.19  3.000
 S26  CL   C4   C5   118.85  3.000
 S26  C15  C14  C23  123.53  3.000
 S26  C23  C14  C13  126.15  3.000
 S26  C15  C14  C13  110.31  3.000
 S26  H1   C5   C6   119.97  3.000
 S26  H1   C5   C4   119.97  3.000
 S26  C6   C5   C4   120.07  3.000
 S26  H2   C6   C1   120.23  3.000
 S26  H2   C6   C5   120.53  3.000
 S26  C1   C6   C5   119.23  3.000
 S26  N7   C8   S9   117.03  3.000
 S26  S9   C8   N11  120.89  3.000
 S26  N7   C8   N11  122.08  3.000
 S26  C12  C13  O22  121.29  3.000
 S26  O22  C13  C14  129.49  3.000
 S26  C12  C13  C14  109.21  3.000
 S26  O2   C23  O1   124.97  3.000
 S26  O2   C23  C14  123.99  3.000
 S26  O1   C23  C14  111.04  3.000
 S26  H6   O22  C13  110.62  3.000
 S26  N11  C12  O21  127.01  3.000
 S26  O21  C12  C13  126.86  3.000
 S26  N11  C12  C13  106.13  3.000
 S26  H7   C15  N11  109.17  3.000
 S26  H7   C15  C16  109.36  3.000
 S26  N11  C15  C16  111.95  3.000
 S26  H7   C15  C14  111.89  3.000
 S26  N11  C15  C14  101.60  3.000
 S26  C16  C15  C14  112.66  3.000
 S26  S17  C16  C20  111.29  3.000
 S26  S17  C16  C15  120.54  3.000
 S26  C20  C16  C15  128.16  3.000
 S26  H8   C20  C19  124.27  3.000
 S26  H8   C20  C16  122.98  3.000
 S26  C19  C20  C16  112.74  3.000
 S26  H9   C19  C18  123.46  3.000
 S26  H9   C19  C20  124.04  3.000
 S26  C18  C19  C20  112.49  3.000
 S26  H10  C18  S17  120.14  3.000
 S26  H10  C18  C19  128.16  3.000
 S26  S17  C18  C19  111.70  3.000
 S26  C18  S17  C16   91.76  3.000
 S26  C15  N11  C12  112.60  3.000
 S26  C12  N11  C8   124.69  3.000
 S26  C15  N11  C8   122.64  3.000
 S26  C2   S9   C8    87.64  3.000
 S26  C3   C2   C1   122.16  3.000
 S26  C1   C2   S9   109.83  3.000
 S26  C3   C2   S9   128.01  3.000
 S26  C1   N7   C8   110.47  3.000
 S26  N7   C1   C2   115.04  3.000
 S26  N7   C1   C6   125.57  3.000
 S26  C2   C1   C6   119.39  3.000
 S26  H11  C3   C2   121.68  3.000
 S26  H11  C3   C4   121.37  3.000
 S26  C2   C3   C4   116.95  3.000
 S26  C9   O1   C23  118.64  3.000
 S26  H4   C9   H3   108.05  3.000
 S26  H4   C9   C10  111.14  3.000
 S26  H3   C9   C10  111.25  3.000
 S26  H4   C9   O1   109.56  3.000
 S26  H3   C9   O1   109.41  3.000
 S26  C10  C9   O1   107.42  3.000
 S26  H13  C10  H12  107.91  3.000
 S26  H13  C10  H5   108.01  3.000
 S26  H12  C10  H5   108.63  3.000
 S26  H13  C10  C9   109.23  3.000
 S26  H12  C10  C9   111.52  3.000
 S26  H5   C10  C9   111.41  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
 S26  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 S26  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 S26  CONST_03  S9   C2   C3   C4    180.00   0.0  0
 S26  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 S26  CONST_05  C2   C1   C6   C5      0.00   0.0  0
 S26  CONST_06  N7   C1   C6   C5    180.00   0.0  0
 S26  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 S26  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 S26  CONST_09  S9   C2   C1   C6    180.00   0.0  0
 S26  CONST_10  C8   N7   C1   C6    180.00   0.0  0
 S26  CONST_11  C2   C1   N7   C8      0.00   0.0  0
 S26  CONST_12  C3   C2   S9   C8    180.00   0.0  0
 S26  CONST_13  C1   C2   S9   C8      0.00   0.0  0
 S26  CONST_14  C18  C19  C20  C16     0.00   0.0  0
 S26  CONST_15  C19  C18  S17  C16     0.00   0.0  0
 S26  CONST_16  S17  C18  C19  C20     0.00   0.0  0
 S26  CONST_17  C18  S17  C16  C20     0.00   0.0  0
 S26  CONST_18  S17  C16  C20  C19     0.00   0.0  0
 S26  CONST_19  N7   C1   C2   S9      0.00   0.0  0
 S26  CONST_20  C1   N7   C8   S9      0.00   0.0  0
 S26  CONST_21  N7   C8   S9   C2      0.00   0.0  0
 S26  CONST_22  C3   C2   C1   N7    180.00   0.0  0
 S26  CONST_23  C19  C20  C16  C15   180.00   0.0  0
 S26  CONST_24  C18  S17  C16  C15   180.00   0.0  0
 S26  CONST_25  C1   N7   C8   N11   180.00   0.0  0
 S26  CONST_26  C2   S9   C8   N11   180.00   0.0  0
 S26  CONST_27  C13  C12  N11  C8    180.00   0.0  0
 S26  CONST_28  C15  N11  C12  C13     0.00   0.0  0
 S26  CONST_29  CL   C4   C5   C6    180.00   0.0  0
 S26  CONST_30  CL   C4   C3   C2    180.00   0.0  0
 S26  CONST_31  O21  C12  N11  C8      0.00   0.0  0
 S26  CONST_32  C15  N11  C12  O21   180.00   0.0  0
 S26  CONST_33  H2   C6   C5   C4    180.00   0.0  0
 S26  CONST_34  H11  C3   C4   C5    180.00   0.0  0
 S26  CONST_35  H8   C20  C16  C15     0.00   0.0  0
 S26  CONST_36  H9   C19  C20  C16   180.00   0.0  0
 S26  CONST_37  H10  C18  S17  C16   180.00   0.0  0
 S26  CONST_38  H1   C5   C6   C1    180.00   0.0  0
 S26  Var_01    N11  C12  C13  C14    -0.09  30.0  1
 S26  Var_02    N7   C8   N11  C12   170.79  30.0  2
 S26  Var_03    C15  C14  C13  C12    -2.36  30.0  1
 S26  Var_04    O1   C23  C14  C13  -176.00  30.0  2
 S26  Var_05    C10  C9   O1   C23   175.97  30.0  3
 S26  Var_06    H5   C10  C9   O1    -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
 S26  chir_01  C15  C16  N11  C14  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
 S26  plan-1  C15  0.020
 S26  plan-1  C16  0.020
 S26  plan-1  C20  0.020
 S26  plan-1  C19  0.020
 S26  plan-1  C18  0.020
 S26  plan-1  S17  0.020
 S26  plan-1  H8   0.020
 S26  plan-1  H9   0.020
 S26  plan-1  H10  0.020
 S26  plan-2  C4   0.020
 S26  plan-2  C5   0.020
 S26  plan-2  C6   0.020
 S26  plan-2  C8   0.020
 S26  plan-2  N11  0.020
 S26  plan-2  S9   0.020
 S26  plan-2  C2   0.020
 S26  plan-2  N7   0.020
 S26  plan-2  C1   0.020
 S26  plan-2  CL   0.020
 S26  plan-2  C3   0.020
 S26  plan-2  H1   0.020
 S26  plan-2  H2   0.020
 S26  plan-2  H11  0.020
 S26  plan-3  C8   0.020
 S26  plan-3  C13  0.020
 S26  plan-3  C12  0.020
 S26  plan-3  O21  0.020
 S26  plan-3  C15  0.020
 S26  plan-3  N11  0.020
 S26  plan-4  C14  0.020
 S26  plan-4  C23  0.020
 S26  plan-4  O1   0.020
 S26  plan-4  O2   0.020

