# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 16:57:17 2020
#   Inital geometry file: a 55 line input string
#   Ligand name: 3-(acetylamino)thiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccsc1C(O)=O
#
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
 GV9  GV9  '3-(acetylamino)thiophene-2-carboxylic acid'  ligand  18  12  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GV9
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
 GV9  O11   O  O      0  -0.488  -3.1734  -0.9890   0.1101
 GV9  C10   C  C      0   0.501  -2.7400   0.1527   0.0737
 GV9  C12   C  CH3    0  -0.782  -3.6580   1.3495   0.0851
 GV9  N9    N  NH1    0  -0.734  -1.4258   0.4601   0.0178
 GV9  C3    C  CR5    0   0.387  -0.3394  -0.4043  -0.0085
 GV9  C4    C  CR15   0  -0.213  -0.3626  -1.8313   0.0230
 GV9  C5    C  CR15   0  -0.465   0.8936  -2.3573  -0.0168
 GV9  S1    S  S2     0   0.213   2.1056  -1.1563  -0.0904
 GV9  C2    C  CR5    0  -0.457   0.9387   0.1042  -0.0703
 GV9  C6    C  C      0   0.451   1.3914   1.5276  -0.1171
 GV9  O7    O  O      0  -0.597   0.4902   2.4016  -0.1045
 GV9  O8    O  OC    -1  -0.582   2.6178   1.7143  -0.1644
 GV9  H12   H  HCH3   0   0.267  -4.2891   1.3122   0.9728
 GV9  H12A  H  HCH3   0   0.249  -3.1350   2.3037   0.0734
 GV9  H12B  H  HCH3   0   0.268  -4.3160   1.3068  -0.7829
 GV9  HN9   H  HNH1   0   0.411  -1.1263   1.4358  -0.0170
 GV9  H4    H  HCR5   0   0.278  -1.2544  -2.4330   0.0717
 GV9  H5    H  HCR5   0   0.293   1.1540  -3.4047  -0.0060

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
 GV9  C10  O11   double    1.222  0.020  1.222
 GV9  C12  C10   single    1.508  0.020  1.508
 GV9  C10  N9    single    1.351  0.020  1.351
 GV9  C12  H12   single    0.970  0.020  1.090
 GV9  C12  H12A  single    0.970  0.020  1.090
 GV9  C12  H12B  single    0.970  0.020  1.090
 GV9  N9   C3    single    1.389  0.020  1.389
 GV9  N9   HN9   single    0.860  0.020  1.020
 GV9  C4   C3    aromatic  1.428  0.020  1.428
 GV9  C3   C2    aromatic  1.377  0.020  1.377
 GV9  C4   C5    aromatic  1.362  0.020  1.362
 GV9  C4   H4    single    0.930  0.020  1.080
 GV9  C5   S1    aromatic  1.708  0.020  1.708
 GV9  C5   H5    single    0.930  0.020  1.080
 GV9  C2   S1    aromatic  1.718  0.020  1.718
 GV9  C2   C6    single    1.494  0.020  1.494
 GV9  O7   C6    deloc     1.255  0.020  1.255
 GV9  C6   O8    deloc     1.242  0.020  1.242

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
 GV9  N9    C10  C12   114.32  3.000
 GV9  N9    C10  O11   123.99  3.000
 GV9  C12   C10  O11   121.69  3.000
 GV9  H12B  C12  H12A  108.41  3.000
 GV9  H12B  C12  H12   107.32  3.000
 GV9  H12A  C12  H12   108.49  3.000
 GV9  H12B  C12  C10   109.29  3.000
 GV9  H12A  C12  C10   113.78  3.000
 GV9  H12   C12  C10   109.36  3.000
 GV9  HN9   N9   C3    111.39  3.000
 GV9  HN9   N9   C10   120.28  3.000
 GV9  C3    N9   C10   128.33  3.000
 GV9  C2    C3   C4    112.66  3.000
 GV9  C2    C3   N9    119.81  3.000
 GV9  C4    C3   N9    127.53  3.000
 GV9  H4    C4   C5    123.31  3.000
 GV9  H4    C4   C3    124.96  3.000
 GV9  C5    C4   C3    111.73  3.000
 GV9  H5    C5   S1    120.77  3.000
 GV9  H5    C5   C4    126.64  3.000
 GV9  S1    C5   C4    112.59  3.000
 GV9  C2    S1   C5     91.92  3.000
 GV9  C6    C2   S1    119.52  3.000
 GV9  C6    C2   C3    129.37  3.000
 GV9  S1    C2   C3    111.11  3.000
 GV9  O8    C6   O7    127.21  3.000
 GV9  O8    C6   C2    116.34  3.000
 GV9  O7    C6   C2    116.45  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
 GV9  CONST_01  S1   C5   C4   C3     0.00   0.0  0
 GV9  CONST_02  C5   S1   C2   C3     0.00   0.0  0
 GV9  CONST_03  S1   C2   C3   C4     0.00   0.0  0
 GV9  CONST_04  C2   S1   C5   C4     0.00   0.0  0
 GV9  CONST_05  C2   C3   C4   C5     0.00   0.0  0
 GV9  CONST_06  C5   C4   C3   N9   180.00   0.0  0
 GV9  CONST_07  S1   C2   C3   N9   180.00   0.0  0
 GV9  CONST_08  C6   C2   C3   C4   180.00   0.0  0
 GV9  CONST_09  C6   C2   S1   C5   180.00   0.0  0
 GV9  CONST_10  H5   C5   C4   C3   180.00   0.0  0
 GV9  CONST_11  H4   C4   C5   S1   180.00   0.0  0
 GV9  CONST_12  C4   C3   N9   C10    0.00   0.0  0
 GV9  CONST_13  C2   C3   N9   C10  180.00   0.0  0
 GV9  CONST_14  HN9  N9   C3   C4   180.00   0.0  0
 GV9  CONST_15  C3   N9   C10  O11    0.00   0.0  0
 GV9  CONST_16  C3   N9   C10  C12  180.00   0.0  0
 GV9  Var_01    O7   C6   C2   C3    -0.32  30.0  2
 GV9  Var_02    H12  C12  C10  O11   57.12  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
 GV9  plan-1  N9   0.020
 GV9  plan-1  C3   0.020
 GV9  plan-1  C4   0.020
 GV9  plan-1  C5   0.020
 GV9  plan-1  S1   0.020
 GV9  plan-1  C2   0.020
 GV9  plan-1  C6   0.020
 GV9  plan-1  H4   0.020
 GV9  plan-1  H5   0.020
 GV9  plan-2  O11  0.020
 GV9  plan-2  C10  0.020
 GV9  plan-2  C12  0.020
 GV9  plan-2  N9   0.020
 GV9  plan-2  C3   0.020
 GV9  plan-2  HN9  0.020
 GV9  plan-3  C2   0.020
 GV9  plan-3  C6   0.020
 GV9  plan-3  O7   0.020
 GV9  plan-3  O8   0.020

