# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 13:40:03 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: ~{N}-[2-chloranyl-5-(oxidanylcarbamoyl)phenyl]-1-benzothiophene-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)c1ccc(Cl)c(NC(=O)c2cccc3ccsc23)c1
#
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
 GQW  GQW  ~{N}-[2-chloranyl-5-(oxidanylcarbamoyl)phenyl]-1-benzothiophene-7-carboxamide  ligand  34  23  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GQW
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
 GQW  C1   C   CR6   0  -0.049  -3.3958  -0.3296   0.2314
 GQW  C2   C   CR16  0  -0.303  -4.0831   0.7272  -0.3596
 GQW  C3   C   CR16  0  -0.195  -3.3986   1.8670  -0.7420
 GQW  C4   C   CR6   0  -0.130  -2.0295   1.9430  -0.5524
 GQW  C5   C   CR6   0   0.471  -1.3219   0.8994   0.0491
 GQW  C6   C   C     0   0.553   0.9649   0.0388   0.0615
 GQW  C7   C   CR6   0  -0.032   2.3817   0.3748   0.3481
 GQW  N1   N   NH1   0  -0.776   0.0521   1.0255   0.2667
 GQW  C8   C   CR16  0  -0.331   2.7868   1.5024   1.0494
 GQW  N    N   NH1   0  -0.384  -5.2099  -1.8687   0.0281
 GQW  C    C   C     0   0.510  -4.0759  -1.5762   0.6991
 GQW  O    O   O     0  -0.456  -3.6445  -2.2458   1.6189
 GQW  C10  C   CR16  0  -0.311   5.1113   0.9145   0.8057
 GQW  C11  C   CR56  0   0.197   4.7389  -0.2398   0.1117
 GQW  C12  C   CR15  0  -0.202   5.5834  -1.2556  -0.4458
 GQW  C13  C   CR15  0  -0.467   4.8733  -2.2361  -1.0411
 GQW  C14  C   CR56  0  -0.238   3.3735  -0.5085  -0.1004
 GQW  C15  C   CR16  0  -0.315  -2.0290  -0.2272   0.4534
 GQW  C9   C   CR16  0  -0.242   4.1373   1.7706   1.2761
 GQW  O1   O   OH1   0  -0.537  -5.8287  -3.0569   0.2740
 GQW  O2   O   O     0  -0.449   0.6628  -1.0669  -0.3527
 GQW  S    S   S2    0   0.234   3.1598  -1.9986  -0.9576
 GQW  CL   CL  CL    0  -0.094  -1.1885   3.3629  -1.0645
 GQW  H1   H   HCR6  0   0.277  -5.1543   0.6934  -0.5046
 GQW  H2   H   HCR6  0   0.293  -3.9275   2.6960  -1.1907
 GQW  H3   H   HNH1  0   0.411   0.3923   1.9593   0.4353
 GQW  H4   H   HCR6  0   0.264   2.0609   2.1938   1.4583
 GQW  H5   H   HNH1  0   0.421  -5.3936  -1.4949  -0.8924
 GQW  H6   H   HCR6  0   0.269   6.1588   1.1290   0.9749
 GQW  H7   H   HCR5  0   0.273   6.6624  -1.2342  -0.3902
 GQW  H8   H   HCR5  0   0.299   5.2616  -3.1171  -1.5299
 GQW  H9   H   HCR6  0   0.285  -1.5119  -1.0312   0.9551
 GQW  H10  H   HCR6  0   0.271   4.4151   2.6592   1.8259
 GQW  H11  H   HOH1  0   0.481  -6.5821  -2.8519   0.8425

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
 GQW  C3   C2   aromatic  1.383  0.020  1.383
 GQW  C3   C4   aromatic  1.384  0.020  1.384
 GQW  C2   C1   aromatic  1.392  0.020  1.392
 GQW  CL   C4   single    1.728  0.020  1.728
 GQW  C4   C5   aromatic  1.397  0.020  1.397
 GQW  N    O1   single    1.362  0.020  1.362
 GQW  N    C    single    1.350  0.020  1.350
 GQW  C1   C    single    1.495  0.020  1.495
 GQW  C1   C15  aromatic  1.388  0.020  1.388
 GQW  C    O    double    1.217  0.020  1.217
 GQW  C5   C15  aromatic  1.390  0.020  1.390
 GQW  C5   N1   single    1.397  0.020  1.397
 GQW  O2   C6   double    1.219  0.020  1.219
 GQW  N1   C6   single    1.360  0.020  1.360
 GQW  C6   C7   single    1.484  0.020  1.484
 GQW  C7   C8   aromatic  1.388  0.020  1.388
 GQW  C7   C14  aromatic  1.402  0.020  1.402
 GQW  S    C14  aromatic  1.732  0.020  1.732
 GQW  S    C13  aromatic  1.732  0.020  1.732
 GQW  C8   C9   aromatic  1.395  0.020  1.395
 GQW  C14  C11  aromatic  1.408  0.020  1.408
 GQW  C9   C10  aromatic  1.379  0.020  1.379
 GQW  C13  C12  aromatic  1.349  0.020  1.349
 GQW  C11  C10  aromatic  1.397  0.020  1.397
 GQW  C11  C12  aromatic  1.434  0.020  1.434
 GQW  C2   H1   single    0.930  0.020  1.080
 GQW  C3   H2   single    0.930  0.020  1.080
 GQW  N1   H3   single    0.860  0.020  1.020
 GQW  C8   H4   single    0.930  0.020  1.080
 GQW  N    H5   single    0.890  0.020  1.040
 GQW  C10  H6   single    0.930  0.020  1.080
 GQW  C12  H7   single    0.930  0.020  1.080
 GQW  C13  H8   single    0.930  0.020  1.080
 GQW  C15  H9   single    0.930  0.020  1.080
 GQW  C9   H10  single    0.930  0.020  1.080
 GQW  O1   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
 GQW  C15  C1   C    117.34  3.000
 GQW  C15  C1   C2   119.86  3.000
 GQW  C    C1   C2   122.76  3.000
 GQW  H1   C2   C3   118.61  3.000
 GQW  H1   C2   C1   121.47  3.000
 GQW  C3   C2   C1   119.90  3.000
 GQW  H2   C3   C4   119.91  3.000
 GQW  H2   C3   C2   120.30  3.000
 GQW  C4   C3   C2   119.79  3.000
 GQW  CL   C4   C5   119.67  3.000
 GQW  C5   C4   C3   121.26  3.000
 GQW  CL   C4   C3   119.07  3.000
 GQW  C15  C5   N1   121.88  3.000
 GQW  N1   C5   C4   119.86  3.000
 GQW  C15  C5   C4   118.23  3.000
 GQW  O2   C6   N1   122.90  3.000
 GQW  N1   C6   C7   116.59  3.000
 GQW  O2   C6   C7   120.51  3.000
 GQW  C14  C7   C8   117.84  3.000
 GQW  C14  C7   C6   118.10  3.000
 GQW  C8   C7   C6   124.05  3.000
 GQW  H3   N1   C6   118.09  3.000
 GQW  H3   N1   C5   116.21  3.000
 GQW  C6   N1   C5   124.85  3.000
 GQW  H4   C8   C9   117.69  3.000
 GQW  H4   C8   C7   120.92  3.000
 GQW  C9   C8   C7   121.37  3.000
 GQW  H5   N    O1   113.87  3.000
 GQW  H5   N    C    121.70  3.000
 GQW  O1   N    C    118.75  3.000
 GQW  O    C    N    123.67  3.000
 GQW  O    C    C1   122.28  3.000
 GQW  N    C    C1   114.04  3.000
 GQW  H6   C10  C9   120.46  3.000
 GQW  H6   C10  C11  119.95  3.000
 GQW  C9   C10  C11  119.59  3.000
 GQW  C14  C11  C12  112.18  3.000
 GQW  C12  C11  C10  128.41  3.000
 GQW  C14  C11  C10  119.41  3.000
 GQW  H7   C12  C13  124.24  3.000
 GQW  H7   C12  C11  123.65  3.000
 GQW  C13  C12  C11  112.11  3.000
 GQW  H8   C13  S    119.31  3.000
 GQW  H8   C13  C12  127.12  3.000
 GQW  S    C13  C12  113.57  3.000
 GQW  S    C14  C11  111.00  3.000
 GQW  C11  C14  C7   121.18  3.000
 GQW  S    C14  C7   127.81  3.000
 GQW  H9   C15  C5   119.67  3.000
 GQW  H9   C15  C1   119.40  3.000
 GQW  C5   C15  C1   120.93  3.000
 GQW  H10  C9   C10  120.13  3.000
 GQW  H10  C9   C8   119.29  3.000
 GQW  C10  C9   C8   120.57  3.000
 GQW  H11  O1   N    105.99  3.000
 GQW  C14  S    C13   91.13  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
 GQW  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 GQW  CONST_02  C4   C5   C15  C1     0.00   0.0  0
 GQW  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 GQW  CONST_04  C5   C15  C1   C2     0.00   0.0  0
 GQW  CONST_05  C15  C1   C2   C3     0.00   0.0  0
 GQW  CONST_06  C15  C5   C4   C3     0.00   0.0  0
 GQW  CONST_07  C10  C9   C8   C7     0.00   0.0  0
 GQW  CONST_08  C13  S    C14  C7   180.00   0.0  0
 GQW  CONST_09  C10  C11  C14  C7     0.00   0.0  0
 GQW  CONST_10  C12  C11  C14  C7   180.00   0.0  0
 GQW  CONST_11  S    C14  C7   C8   180.00   0.0  0
 GQW  CONST_12  C11  C14  C7   C8     0.00   0.0  0
 GQW  CONST_13  C11  C10  C9   C8     0.00   0.0  0
 GQW  CONST_14  S    C14  C11  C10  180.00   0.0  0
 GQW  CONST_15  C13  C12  C11  C10  180.00   0.0  0
 GQW  CONST_16  C13  S    C14  C11    0.00   0.0  0
 GQW  CONST_17  S    C13  C12  C11    0.00   0.0  0
 GQW  CONST_18  C14  S    C13  C12    0.00   0.0  0
 GQW  CONST_19  S    C14  C11  C12    0.00   0.0  0
 GQW  CONST_20  C9   C10  C11  C12  180.00   0.0  0
 GQW  CONST_21  C14  C11  C12  C13    0.00   0.0  0
 GQW  CONST_22  C9   C8   C7   C14    0.00   0.0  0
 GQW  CONST_23  C9   C10  C11  C14    0.00   0.0  0
 GQW  CONST_24  N1   C5   C15  C1   180.00   0.0  0
 GQW  CONST_25  CL   C4   C3   C2   180.00   0.0  0
 GQW  CONST_26  C    C1   C2   C3   180.00   0.0  0
 GQW  CONST_27  N1   C5   C4   C3   180.00   0.0  0
 GQW  CONST_28  C    C1   C15  C5   180.00   0.0  0
 GQW  CONST_29  C9   C8   C7   C6   180.00   0.0  0
 GQW  CONST_30  S    C14  C7   C6     0.00   0.0  0
 GQW  CONST_31  C11  C14  C7   C6   180.00   0.0  0
 GQW  CONST_32  CL   C4   C5   C15  180.00   0.0  0
 GQW  CONST_33  H2   C3   C2   C1   180.00   0.0  0
 GQW  CONST_34  H9   C15  C1   C2   180.00   0.0  0
 GQW  CONST_35  H1   C2   C3   C4   180.00   0.0  0
 GQW  CONST_36  H10  C9   C8   C7   180.00   0.0  0
 GQW  CONST_37  H6   C10  C9   C8   180.00   0.0  0
 GQW  CONST_38  H4   C8   C9   C10  180.00   0.0  0
 GQW  CONST_39  H7   C12  C11  C10    0.00   0.0  0
 GQW  CONST_40  H8   C13  C12  C11  180.00   0.0  0
 GQW  CONST_41  C7   C6   N1   C5   180.00   0.0  0
 GQW  CONST_45  O1   N    C    C1   180.00   0.0  0
 GQW  CONST_46  O2   C6   N1   C5     0.00   0.0  0
 GQW  CONST_48  O1   N    C    O      0.00   0.0  0
 GQW  Var_01    N    C    C1   C2    27.43  30.0  2
 GQW  Var_02    C8   C7   C6   N1    13.53  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
 GQW  plan-1  C1   0.020
 GQW  plan-1  C2   0.020
 GQW  plan-1  C3   0.020
 GQW  plan-1  C4   0.020
 GQW  plan-1  C5   0.020
 GQW  plan-1  N1   0.020
 GQW  plan-1  C    0.020
 GQW  plan-1  C15  0.020
 GQW  plan-1  CL   0.020
 GQW  plan-1  H1   0.020
 GQW  plan-1  H2   0.020
 GQW  plan-1  H9   0.020
 GQW  plan-2  C6   0.020
 GQW  plan-2  C7   0.020
 GQW  plan-2  C8   0.020
 GQW  plan-2  C10  0.020
 GQW  plan-2  C11  0.020
 GQW  plan-2  C12  0.020
 GQW  plan-2  C13  0.020
 GQW  plan-2  C14  0.020
 GQW  plan-2  C9   0.020
 GQW  plan-2  S    0.020
 GQW  plan-2  H4   0.020
 GQW  plan-2  H6   0.020
 GQW  plan-2  H7   0.020
 GQW  plan-2  H8   0.020
 GQW  plan-2  H10  0.020
 GQW  plan-3  C5   0.020
 GQW  plan-3  C6   0.020
 GQW  plan-3  C7   0.020
 GQW  plan-3  N1   0.020
 GQW  plan-3  O2   0.020
 GQW  plan-3  H3   0.020
 GQW  plan-4  C1   0.020
 GQW  plan-4  N    0.020
 GQW  plan-4  C    0.020
 GQW  plan-4  O    0.020
 GQW  plan-4  O1   0.020
 GQW  plan-4  H5   0.020

