# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 08:17:34 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  19  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 OK
;

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  -0.290  -1.1773   2.3345   0.1973
 F12  C7    C  C     0   0.503  -1.8234   1.3048   0.1506
 F12  O8    O  OH1   0  -0.616  -3.1467   1.2862   0.2169
 F12  C3    C  CR5   0  -0.182  -1.2436  -0.0268   0.0199
 F12  C4    C  CR15  0  -0.228  -1.9802  -1.2500  -0.0352
 F12  C5    C  CR15  0  -0.427  -1.1821  -2.3338  -0.1529
 F12  S6    S  S2    0   0.251   0.4916  -1.9153  -0.2031
 F12  C2    C  CR5   0   0.107   0.1201  -0.2409  -0.0612
 F12  N1    N  NH1   0  -0.647   1.0859   0.7290  -0.0353
 F12  C13   C  C     0   0.494   2.4262   0.4923  -0.1089
 F12  O14   O  O     0  -0.510   2.8589  -0.6399  -0.2221
 F12  C12   C  CH3   0  -0.748   3.2930   1.7119  -0.0082
 F12  HO8   H  HOH1  0   0.480  -3.4846   2.1896   0.3078
 F12  H4    H  HCR5  0   0.264  -3.0574  -1.3078   0.0119
 F12  H5    H  HCR5  0   0.320  -1.4745  -3.3703  -0.2140
 F12  HN1   H  HNH1  0   0.426   0.7409   1.6776   0.0585
 F12  H121  H  HCH3  0   0.286   3.6376   1.8192   1.0219
 F12  H122  H  HCH3  0   0.256   4.1704   1.5959  -0.6404
 F12  H123  H  HCH3  0   0.260   2.7708   2.6258  -0.2843

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    double    1.217  0.020  1.217
 F12  C7   O8    single    1.325  0.020  1.325
 F12  C7   C3    single    1.458  0.020  1.458
 F12  O8   HO8   single    0.850  0.020  0.980
 F12  C3   C4    aromatic  1.429  0.020  1.429
 F12  C3   C2    aromatic  1.383  0.020  1.383
 F12  C4   C5    aromatic  1.351  0.020  1.351
 F12  C4   H4    single    0.930  0.020  1.080
 F12  C5   S6    aromatic  1.726  0.020  1.726
 F12  C5   H5    single    0.930  0.020  1.080
 F12  S6   C2    aromatic  1.721  0.020  1.721
 F12  C2   N1    single    1.369  0.020  1.369
 F12  N1   C13   single    1.363  0.020  1.363
 F12  N1   HN1   single    0.860  0.020  1.020
 F12  C13  O14   double    1.217  0.020  1.217
 F12  C13  C12   single    1.500  0.020  1.500
 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    112.88  3.000
 F12  C3    C7   O9    124.41  3.000
 F12  O8    C7   O9    122.71  3.000
 F12  HO8   O8   C7    109.87  3.000
 F12  C2    C3   C4    111.94  3.000
 F12  C2    C3   C7    122.60  3.000
 F12  C4    C3   C7    125.46  3.000
 F12  H4    C4   C5    123.38  3.000
 F12  H4    C4   C3    123.95  3.000
 F12  C5    C4   C3    112.67  3.000
 F12  H5    C5   S6    119.62  3.000
 F12  H5    C5   C4    127.99  3.000
 F12  S6    C5   C4    112.39  3.000
 F12  C2    S6   C5     91.38  3.000
 F12  N1    C2   S6    122.58  3.000
 F12  N1    C2   C3    125.80  3.000
 F12  S6    C2   C3    111.62  3.000
 F12  HN1   N1   C13   120.14  3.000
 F12  HN1   N1   C2    115.13  3.000
 F12  C13   N1   C2    124.73  3.000
 F12  C12   C13  O14   123.87  3.000
 F12  C12   C13  N1    115.05  3.000
 F12  O14   C13  N1    121.06  3.000
 F12  H123  C12  H122  109.22  3.000
 F12  H123  C12  H121  107.96  3.000
 F12  H122  C12  H121  107.71  3.000
 F12  H123  C12  C13   112.87  3.000
 F12  H122  C12  C13   109.91  3.000
 F12  H121  C12  C13   109.02  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
 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  CONST_17  HO8   O8   C7   C3  180.00   0.0  0
 F12  Var_01    C4    C3   C7   O9  179.91  30.0  2
 F12  Var_02    H121  C12  C13  N1   97.01  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
 F12  plan-3  HO8  0.020

