# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 08:36:21 2020
#   Inital geometry file: a 55 line input string
#   Ligand name: 2-(acetylamino)thiophene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1sccc1C(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
 F12  F12  '2-(acetylamino)thiophene-3-carboxylic acid'  ligand  18  12  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F12
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
 F12  O9    O  O      0  -0.611  -1.0302   2.3119   0.0012
 F12  C7    C  C      0   0.427  -1.8384   1.3461   0.0098
 F12  O8    O  OC    -1  -0.578  -3.0767   1.4288   0.0140
 F12  C3    C  CR5    0  -0.144  -1.2450  -0.0350   0.0155
 F12  C4    C  CR15   0  -0.194  -2.0015  -1.2431   0.0246
 F12  C5    C  CR15   0  -0.498  -1.2343  -2.3610   0.0285
 F12  S6    S  S2     0   0.214   0.4512  -1.9861   0.0207
 F12  C2    C  CR5    0   0.075   0.1052  -0.2954   0.0128
 F12  N1    N  NH1    0  -0.693   1.0780   0.6760   0.0049
 F12  C13   C  C      0   0.500   2.4112   0.4519  -0.0069
 F12  O14   O  O      0  -0.477   2.8708  -0.6804  -0.0039
 F12  C12   C  CH3    0  -0.786   3.2538   1.6972  -0.0288
 F12  H4    H  HCR5   0   0.255  -3.0817  -1.2611   0.0280
 F12  H5    H  HCR5   0   0.283  -1.5539  -3.3915   0.0358
 F12  HN1   H  HNH1   0   0.423   0.6618   1.6144  -0.0006
 F12  H121  H  HCH3   0   0.264   4.3093   1.4419   0.0145
 F12  H122  H  HCH3   0   0.271   3.0686   2.2687  -0.9394
 F12  H123  H  HCH3   0   0.269   3.0128   2.3453   0.8146

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
 F12  O9   C7    deloc     1.259  0.020  1.259
 F12  C7   O8    deloc     1.241  0.020  1.241
 F12  C7   C3    single    1.503  0.020  1.503
 F12  C3   C4    aromatic  1.425  0.020  1.425
 F12  C3   C2    aromatic  1.375  0.020  1.375
 F12  C4   C5    aromatic  1.356  0.020  1.356
 F12  C4   H4    single    0.930  0.020  1.080
 F12  C5   S6    aromatic  1.727  0.020  1.727
 F12  C5   H5    single    0.930  0.020  1.080
 F12  S6   C2    aromatic  1.726  0.020  1.726
 F12  C2   N1    single    1.375  0.020  1.375
 F12  N1   C13   single    1.352  0.020  1.352
 F12  N1   HN1   single    0.860  0.020  1.020
 F12  C13  O14   double    1.222  0.020  1.222
 F12  C13  C12   single    1.504  0.020  1.504
 F12  C12  H121  single    0.970  0.020  1.090
 F12  C12  H122  single    0.970  0.020  1.090
 F12  C12  H123  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
 F12  C3    C7   O8    117.07  3.000
 F12  C3    C7   O9    116.82  3.000
 F12  O8    C7   O9    126.10  3.000
 F12  C2    C3   C4    111.14  3.000
 F12  C2    C3   C7    124.17  3.000
 F12  C4    C3   C7    124.69  3.000
 F12  H4    C4   C5    123.50  3.000
 F12  H4    C4   C3    123.02  3.000
 F12  C5    C4   C3    113.48  3.000
 F12  H5    C5   S6    119.77  3.000
 F12  H5    C5   C4    128.31  3.000
 F12  S6    C5   C4    111.92  3.000
 F12  C2    S6   C5     90.97  3.000
 F12  N1    C2   S6    123.39  3.000
 F12  N1    C2   C3    124.13  3.000
 F12  S6    C2   C3    112.48  3.000
 F12  HN1   N1   C13   123.45  3.000
 F12  HN1   N1   C2    111.04  3.000
 F12  C13   N1   C2    125.50  3.000
 F12  C12   C13  O14   123.82  3.000
 F12  C12   C13  N1    114.55  3.000
 F12  O14   C13  N1    121.63  3.000
 F12  H123  C12  H122  107.26  3.000
 F12  H123  C12  H121  108.86  3.000
 F12  H122  C12  H121  108.74  3.000
 F12  H123  C12  C13   110.92  3.000
 F12  H122  C12  C13   110.54  3.000
 F12  H121  C12  C13   110.43  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
 F12  CONST_01  S6    C5   C4   C3     0.00   0.0  0
 F12  CONST_02  C5    S6   C2   C3     0.00   0.0  0
 F12  CONST_03  S6    C2   C3   C4     0.00   0.0  0
 F12  CONST_04  C2    S6   C5   C4     0.00   0.0  0
 F12  CONST_05  C2    C3   C4   C5     0.00   0.0  0
 F12  CONST_06  C5    C4   C3   C7   180.00   0.0  0
 F12  CONST_07  S6    C2   C3   C7   180.00   0.0  0
 F12  CONST_08  N1    C2   C3   C4   180.00   0.0  0
 F12  CONST_09  N1    C2   S6   C5   180.00   0.0  0
 F12  CONST_10  H5    C5   C4   C3   180.00   0.0  0
 F12  CONST_11  H4    C4   C5   S6   180.00   0.0  0
 F12  CONST_12  C13   N1   C2   C3   180.00   0.0  0
 F12  CONST_13  C13   N1   C2   S6     0.00   0.0  0
 F12  CONST_14  HN1   N1   C2   C3     0.00   0.0  0
 F12  CONST_15  O14   C13  N1   C2     0.00   0.0  0
 F12  CONST_16  C12   C13  N1   C2   180.00   0.0  0
 F12  Var_01    C4    C3   C7   O9  -179.97  30.0  2
 F12  Var_02    H121  C12  C13  N1   177.08  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
 F12  plan-1  C7   0.020
 F12  plan-1  C3   0.020
 F12  plan-1  C4   0.020
 F12  plan-1  C5   0.020
 F12  plan-1  S6   0.020
 F12  plan-1  C2   0.020
 F12  plan-1  N1   0.020
 F12  plan-1  H4   0.020
 F12  plan-1  H5   0.020
 F12  plan-2  C2   0.020
 F12  plan-2  N1   0.020
 F12  plan-2  C13  0.020
 F12  plan-2  O14  0.020
 F12  plan-2  C12  0.020
 F12  plan-2  HN1  0.020
 F12  plan-3  O9   0.020
 F12  plan-3  C7   0.020
 F12  plan-3  O8   0.020
 F12  plan-3  C3   0.020

