# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 02:16:58 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 3-(2-thiophen-2-ylethenyl)-1~{H}-quinoxalin-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1Nc2ccccc2N=C1C=Cc3sccc3
#
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
 8UB  8UB  3-(2-thiophen-2-ylethenyl)-1~{H}-quinoxalin-2-one  ligand  28  18  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_8UB
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
 8UB  C4   C  CR66  0   0.397   3.2924  -0.4455  -0.0149
 8UB  C5   C  CR16  0  -0.320   4.6852  -0.3946  -0.0310
 8UB  C6   C  CR6   0   0.531   1.2541  -1.7432   0.0098
 8UB  N1   N  N     0  -0.409   1.1676   0.6942   0.0067
 8UB  C7   C  CR6   0   0.067   0.5442  -0.4361   0.0150
 8UB  C8   C  C1    0  -0.325  -0.9073  -0.4882   0.0305
 8UB  O    O  O     0  -0.459   0.6838  -2.8222   0.0180
 8UB  N    N  NR16  0  -0.728   2.6075  -1.6345  -0.0064
 8UB  C    C  CR16  0  -0.256   5.3137   0.8346  -0.0376
 8UB  C3   C  CR66  0   0.179   2.5330   0.7337  -0.0073
 8UB  C2   C  CR16  0  -0.314   3.1949   1.9685  -0.0138
 8UB  C1   C  CR16  0  -0.262   4.5716   2.0202  -0.0287
 8UB  H1   H  HCR6  0   0.281   5.2625  -1.3107  -0.0373
 8UB  H2   H  H     0   0.270  -1.3531  -1.4749   0.0647
 8UB  H5   H  HNR6  0   0.423   3.1370  -2.4976  -0.0152
 8UB  H6   H  HCR6  0   0.270   6.3945   0.8769  -0.0507
 8UB  H7   H  HCR6  0   0.269   2.5986   2.8719  -0.0062
 8UB  H8   H  HCR6  0   0.264   5.0796   2.9749  -0.0328
 8UB  C9   C  C1    0  -0.204  -1.6791   0.6121   0.0029
 8UB  C10  C  CR5   0  -0.160  -3.1165   0.6393   0.0199
 8UB  C11  C  CR15  0  -0.230  -3.9057   1.7622  -0.0291
 8UB  C12  C  CR15  0  -0.173  -5.2905   1.4732   0.0015
 8UB  C13  C  CR15  0  -0.453  -5.5405   0.1351   0.0750
 8UB  S1   S  S2    0   0.220  -4.0972  -0.7841   0.1078
 8UB  H3   H  H     0   0.272  -1.2033   1.5869  -0.0381
 8UB  H9   H  HCR5  0   0.272  -3.4965   2.7615  -0.0876
 8UB  H11  H  HCR5  0   0.274  -6.0669   2.2230  -0.0306
 8UB  H13  H  HCR5  0   0.303  -6.4987  -0.3599   0.1146

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
 8UB  C8   C7   single    1.453  0.020  1.453
 8UB  N1   C7   double    1.291  0.020  1.291
 8UB  N1   C3   single    1.366  0.020  1.366
 8UB  C2   C3   aromatic  1.401  0.020  1.401
 8UB  C2   C1   aromatic  1.378  0.020  1.378
 8UB  C7   C6   single    1.487  0.020  1.487
 8UB  C3   C4   aromatic  1.403  0.020  1.403
 8UB  C1   C    aromatic  1.399  0.020  1.399
 8UB  C6   O    double    1.220  0.020  1.220
 8UB  C6   N    single    1.358  0.020  1.358
 8UB  C4   N    single    1.372  0.020  1.372
 8UB  C4   C5   aromatic  1.394  0.020  1.394
 8UB  C    C5   aromatic  1.381  0.020  1.381
 8UB  C5   H1   single    0.930  0.020  1.080
 8UB  C8   H2   single    0.930  0.020  1.080
 8UB  N    H5   single    0.860  0.020  1.020
 8UB  C    H6   single    0.930  0.020  1.080
 8UB  C2   H7   single    0.930  0.020  1.080
 8UB  C1   H8   single    0.930  0.020  1.080
 8UB  C8   C9   double    1.344  0.020  1.344
 8UB  C9   C10  single    1.438  0.020  1.438
 8UB  C10  C11  aromatic  1.373  0.020  1.373
 8UB  C11  C12  aromatic  1.415  0.020  1.415
 8UB  C12  C13  aromatic  1.363  0.020  1.363
 8UB  C10  S1   aromatic  1.731  0.020  1.731
 8UB  C9   H3   single    0.930  0.020  1.080
 8UB  C11  H9   single    0.930  0.020  1.080
 8UB  C12  H11  single    0.930  0.020  1.080
 8UB  C13  H13  single    0.930  0.020  1.080
 8UB  C13  S1   aromatic  1.711  0.020  1.711

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
 8UB  C3   C4   N    117.27  3.000
 8UB  N    C4   C5   122.04  3.000
 8UB  C3   C4   C5   120.69  3.000
 8UB  H1   C5   C    120.70  3.000
 8UB  H1   C5   C4   120.12  3.000
 8UB  C    C5   C4   119.17  3.000
 8UB  N    C6   O    122.46  3.000
 8UB  N    C6   C7   113.91  3.000
 8UB  O    C6   C7   123.63  3.000
 8UB  C3   N1   C7   120.53  3.000
 8UB  C8   C7   N1   120.93  3.000
 8UB  N1   C7   C6   122.62  3.000
 8UB  C8   C7   C6   116.45  3.000
 8UB  C9   C8   H2   120.66  3.000
 8UB  C9   C8   C7   122.97  3.000
 8UB  H2   C8   C7   116.37  3.000
 8UB  H5   N    C6   116.94  3.000
 8UB  H5   N    C4   118.52  3.000
 8UB  C6   N    C4   124.54  3.000
 8UB  H6   C    C1   119.81  3.000
 8UB  H6   C    C5   119.32  3.000
 8UB  C1   C    C5   120.87  3.000
 8UB  C2   C3   N1   119.85  3.000
 8UB  C2   C3   C4   119.03  3.000
 8UB  N1   C3   C4   121.13  3.000
 8UB  H7   C2   C1   121.28  3.000
 8UB  H7   C2   C3   118.38  3.000
 8UB  C1   C2   C3   120.34  3.000
 8UB  H8   C1   C2   120.16  3.000
 8UB  H8   C1   C    119.94  3.000
 8UB  C2   C1   C    119.90  3.000
 8UB  H3   C9   C10  114.94  3.000
 8UB  H3   C9   C8   118.96  3.000
 8UB  C10  C9   C8   126.10  3.000
 8UB  S1   C10  C11  110.40  3.000
 8UB  S1   C10  C9   123.47  3.000
 8UB  C11  C10  C9   126.12  3.000
 8UB  H9   C11  C12  124.07  3.000
 8UB  H9   C11  C10  122.68  3.000
 8UB  C12  C11  C10  113.24  3.000
 8UB  H11  C12  C13  123.45  3.000
 8UB  H11  C12  C11  124.14  3.000
 8UB  C13  C12  C11  112.40  3.000
 8UB  H13  C13  S1   120.11  3.000
 8UB  S1   C13  C12  111.94  3.000
 8UB  H13  C13  C12  127.95  3.000
 8UB  C13  S1   C10   92.02  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
 8UB  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 8UB  CONST_02  C1   C    C5   C4      0.00   0.0  0
 8UB  CONST_03  C2   C3   C4   C5      0.00   0.0  0
 8UB  CONST_04  C2   C1   C    C5      0.00   0.0  0
 8UB  CONST_05  C3   C2   C1   C       0.00   0.0  0
 8UB  CONST_06  C3   C4   C5   C       0.00   0.0  0
 8UB  CONST_07  C13  C12  C11  C10     0.00   0.0  0
 8UB  CONST_08  C12  C13  S1   C10     0.00   0.0  0
 8UB  CONST_09  C13  S1   C10  C11     0.00   0.0  0
 8UB  CONST_10  S1   C13  C12  C11     0.00   0.0  0
 8UB  CONST_11  S1   C10  C11  C12     0.00   0.0  0
 8UB  CONST_12  C7   C6   N    C4      0.00   0.0  0
 8UB  CONST_13  C12  C11  C10  C9    180.00   0.0  0
 8UB  CONST_14  C13  S1   C10  C9    180.00   0.0  0
 8UB  CONST_15  O    C6   N    C4    180.00   0.0  0
 8UB  CONST_16  H7   C2   C3   C4    180.00   0.0  0
 8UB  CONST_17  H6   C    C5   C4    180.00   0.0  0
 8UB  CONST_18  H8   C1   C    C5    180.00   0.0  0
 8UB  CONST_19  H1   C5   C4   N       0.00   0.0  0
 8UB  CONST_20  H11  C12  C11  C10   180.00   0.0  0
 8UB  CONST_21  H13  C13  S1   C10   180.00   0.0  0
 8UB  CONST_22  H9   C11  C12  C13   180.00   0.0  0
 8UB  CONST_23  H5   N    C6   C7    180.00   0.0  0
 8UB  CONST_24  C10  C9   C8   C7    180.00   0.0  0
 8UB  CONST_25  H3   C9   C8   C7      0.00   0.0  0
 8UB  CONST_26  C10  C9   C8   H2      0.00   0.0  0
 8UB  Var_01    C9   C8   C7   C6   -178.28  30.0  3
 8UB  Var_02    C11  C10  C9   C8   -178.92  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
 8UB  plan-1  C9   0.020
 8UB  plan-1  C10  0.020
 8UB  plan-1  C11  0.020
 8UB  plan-1  C12  0.020
 8UB  plan-1  C13  0.020
 8UB  plan-1  S1   0.020
 8UB  plan-1  H9   0.020
 8UB  plan-1  H11  0.020
 8UB  plan-1  H13  0.020
 8UB  plan-2  C4   0.020
 8UB  plan-2  C5   0.020
 8UB  plan-2  C6   0.020
 8UB  plan-2  N1   0.020
 8UB  plan-2  C7   0.020
 8UB  plan-2  C8   0.020
 8UB  plan-2  O    0.020
 8UB  plan-2  N    0.020
 8UB  plan-2  C    0.020
 8UB  plan-2  C3   0.020
 8UB  plan-2  C2   0.020
 8UB  plan-2  C1   0.020
 8UB  plan-2  H1   0.020
 8UB  plan-2  H5   0.020
 8UB  plan-2  H6   0.020
 8UB  plan-2  H7   0.020
 8UB  plan-2  H8   0.020
 8UB  plan-3  C7   0.020
 8UB  plan-3  C8   0.020
 8UB  plan-3  H2   0.020
 8UB  plan-3  C9   0.020
 8UB  plan-3  C10  0.020
 8UB  plan-3  H3   0.020

