# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 17 12:40:56 2020
#   Inital geometry file: a 52 line input string
#   Ligand name: 3,6-dichloro-1-benzothiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1sc2cc(Cl)ccc2c1Cl
#
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
 0F1  0F1  '3,6-dichloro-1-benzothiophene-2-carboxylic acid'  ligand  17  14  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0F1
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
 0F1  CL1  CL  CL    0  -0.121  -4.6253  -0.4171  0.0147
 0F1  C2   C   C     0  -0.052  -2.9389  -0.0190  0.0169
 0F1  C1   C   C1    0  -0.214  -2.5685   1.3305  0.0205
 0F1  C6   C   C1    0  -0.305  -1.2344   1.6741  0.0225
 0F1  C3   C   C1    0  -0.239  -2.0091  -1.0371  0.0140
 0F1  C4   C   CR5   0  -0.245  -0.6639  -0.6770  0.0168
 0F1  C5   C   CR5   0   0.310  -0.2637   0.6688  0.0209
 0F1  C8   C   CR5   0  -0.040   1.1662   0.7766  0.0225
 0F1  CL2  CL  CL    0  -0.119   1.9190   2.3185  0.0283
 0F1  S    S   S2    0   0.238   0.6978  -1.7449  0.0139
 0F1  C7   C   CR5   0  -0.314   1.8125  -0.4140  0.0193
 0F1  C9   C   C     0   0.419   3.2782  -0.7820  0.0190
 0F1  O1   O   OC   -1  -0.590   3.4838  -2.0103  0.0202
 0F1  O2   O   O     0  -0.566   4.0988   0.1450  0.0179
 0F1  H1   H   H     0   0.283  -3.3285   2.0992  0.0218
 0F1  H2   H   H     0   0.264  -0.9462   2.7172  0.0256
 0F1  H3   H   H     0   0.291  -2.3128  -2.0756  0.0111

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
 0F1  O2   C9   deloc     1.238  0.020  1.238
 0F1  O1   C9   deloc     1.245  0.020  1.245
 0F1  C9   C7   single    1.511  0.020  1.511
 0F1  CL2  C8   single    1.716  0.020  1.716
 0F1  C7   C8   aromatic  1.355  0.020  1.355
 0F1  C7   S    aromatic  1.736  0.020  1.736
 0F1  C8   C5   aromatic  1.434  0.020  1.434
 0F1  S    C4   aromatic  1.731  0.020  1.731
 0F1  C5   C4   aromatic  1.404  0.020  1.404
 0F1  C5   C6   aromatic  1.397  0.020  1.397
 0F1  C4   C3   aromatic  1.393  0.020  1.393
 0F1  C6   C1   aromatic  1.378  0.020  1.378
 0F1  C3   C2   aromatic  1.379  0.020  1.379
 0F1  C1   C2   aromatic  1.399  0.020  1.399
 0F1  C2   CL1  single    1.733  0.020  1.733
 0F1  C1   H1   single    0.930  0.020  1.080
 0F1  C6   H2   single    0.930  0.020  1.080
 0F1  C3   H3   single    0.930  0.020  1.080

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
 0F1  C3   C2  C1   122.25  3.000
 0F1  C1   C2  CL1  118.63  3.000
 0F1  C3   C2  CL1  119.12  3.000
 0F1  H1   C1  C6   120.23  3.000
 0F1  H1   C1  C2   119.98  3.000
 0F1  C6   C1  C2   119.79  3.000
 0F1  H2   C6  C5   120.56  3.000
 0F1  H2   C6  C1   119.89  3.000
 0F1  C5   C6  C1   119.56  3.000
 0F1  H3   C3  C4   121.29  3.000
 0F1  H3   C3  C2   121.30  3.000
 0F1  C4   C3  C2   117.42  3.000
 0F1  S    C4  C5   111.55  3.000
 0F1  C5   C4  C3   121.55  3.000
 0F1  S    C4  C3   126.91  3.000
 0F1  C8   C5  C4   110.87  3.000
 0F1  C4   C5  C6   119.44  3.000
 0F1  C8   C5  C6   129.69  3.000
 0F1  C7   C8  CL2  125.48  3.000
 0F1  C7   C8  C5   114.18  3.000
 0F1  CL2  C8  C5   120.33  3.000
 0F1  C7   S   C4    91.84  3.000
 0F1  C9   C7  S    115.85  3.000
 0F1  S    C7  C8   111.56  3.000
 0F1  C9   C7  C8   132.59  3.000
 0F1  O2   C9  O1   128.98  3.000
 0F1  O1   C9  C7   113.60  3.000
 0F1  O2   C9  C7   117.42  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
 0F1  CONST_01  S    C4  C3  C2   180.00   0.0  0
 0F1  CONST_02  C5   C4  C3  C2     0.00   0.0  0
 0F1  CONST_03  C5   C6  C1  C2     0.00   0.0  0
 0F1  CONST_04  C8   C5  C6  C1   180.00   0.0  0
 0F1  CONST_05  C4   C5  C6  C1     0.00   0.0  0
 0F1  CONST_06  C4   C3  C2  C1     0.00   0.0  0
 0F1  CONST_07  C7   C8  C5  C6   180.00   0.0  0
 0F1  CONST_08  S    C4  C5  C6   180.00   0.0  0
 0F1  CONST_09  C3   C4  C5  C6     0.00   0.0  0
 0F1  CONST_10  C3   C2  C1  C6     0.00   0.0  0
 0F1  CONST_11  C7   S   C4  C3   180.00   0.0  0
 0F1  CONST_12  C8   C5  C4  C3   180.00   0.0  0
 0F1  CONST_13  C8   C7  S   C4     0.00   0.0  0
 0F1  CONST_14  C7   C8  C5  C4     0.00   0.0  0
 0F1  CONST_15  S    C7  C8  C5     0.00   0.0  0
 0F1  CONST_16  C7   S   C4  C5     0.00   0.0  0
 0F1  CONST_17  S    C4  C5  C8     0.00   0.0  0
 0F1  CONST_18  C4   C3  C2  CL1  180.00   0.0  0
 0F1  CONST_19  C6   C1  C2  CL1  180.00   0.0  0
 0F1  CONST_20  CL2  C8  C5  C6     0.00   0.0  0
 0F1  CONST_21  C9   C7  S   C4   180.00   0.0  0
 0F1  CONST_22  CL2  C8  C5  C4   180.00   0.0  0
 0F1  CONST_23  C9   C7  C8  C5   180.00   0.0  0
 0F1  CONST_24  S    C7  C8  CL2  180.00   0.0  0
 0F1  CONST_25  H2   C6  C1  C2   180.00   0.0  0
 0F1  CONST_26  H3   C3  C2  C1   180.00   0.0  0
 0F1  CONST_27  H1   C1  C2  C3   180.00   0.0  0
 0F1  Var_01    O2   C9  C7  C8    -0.23  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
 0F1  plan-1  CL1  0.020
 0F1  plan-1  C2   0.020
 0F1  plan-1  C1   0.020
 0F1  plan-1  C6   0.020
 0F1  plan-1  C3   0.020
 0F1  plan-1  C4   0.020
 0F1  plan-1  C5   0.020
 0F1  plan-1  C8   0.020
 0F1  plan-1  CL2  0.020
 0F1  plan-1  S    0.020
 0F1  plan-1  C7   0.020
 0F1  plan-1  C9   0.020
 0F1  plan-1  H1   0.020
 0F1  plan-1  H2   0.020
 0F1  plan-1  H3   0.020
 0F1  plan-2  C7   0.020
 0F1  plan-2  C9   0.020
 0F1  plan-2  O1   0.020
 0F1  plan-2  O2   0.020

