# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 08:52:21 2022
#   Inital geometry file: a 38 line input string
#   Ligand name: 5-chloranylthiophene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1sc(Cl)cc1
#
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
 9E9  9E9  '5-chloranylthiophene-2-carboxylic acid'  ligand  11  9  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9E9
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
 9E9  C1   C   C      0   0.401  -2.4522  -0.0654  -0.0249
 9E9  C2   C   CR5    0  -0.317  -1.0035   0.3368  -0.0255
 9E9  C5   C   CR5    0  -0.256   1.4515   0.2473  -0.0455
 9E9  C6   C   CR15   0  -0.140   0.9942   1.5287  -0.0087
 9E9  C7   C   CR15   0  -0.224  -0.4254   1.5704   0.0026
 9E9  O8   O   O      0  -0.581  -3.2835   0.8570  -0.0008
 9E9  O9   O   OC    -1  -0.597  -2.6559  -1.2944  -0.0494
 9E9  S1   S   S2     0   0.263   0.1833  -0.9116  -0.0660
 9E9  CL1  CL  CL     0  -0.093   3.0902  -0.2487  -0.0697
 9E9  H6   H   HCR5   0   0.281   1.6365   2.3972   0.0086
 9E9  H7   H   HCR5   0   0.264  -0.9974   2.4872   0.0310

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
 9E9  CL1  C5  single    1.712  0.020  1.712
 9E9  C5   S1  aromatic  1.718  0.020  1.718
 9E9  C5   C6  aromatic  1.361  0.020  1.361
 9E9  S1   C2  aromatic  1.723  0.020  1.723
 9E9  C6   C7  aromatic  1.420  0.020  1.420
 9E9  C2   C7  aromatic  1.363  0.020  1.363
 9E9  C2   C1  single    1.504  0.020  1.504
 9E9  O8   C1  deloc     1.242  0.020  1.242
 9E9  C1   O9  deloc     1.246  0.020  1.246
 9E9  C6   H6  single    0.930  0.020  1.080
 9E9  C7   H7  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
 9E9  O9   C1  O8  128.57  3.000
 9E9  O9   C1  C2  114.92  3.000
 9E9  O8   C1  C2  116.51  3.000
 9E9  S1   C2  C7  111.36  3.000
 9E9  C7   C2  C1  130.61  3.000
 9E9  S1   C2  C1  118.03  3.000
 9E9  CL1  C5  S1  120.72  3.000
 9E9  S1   C5  C6  112.79  3.000
 9E9  CL1  C5  C6  126.48  3.000
 9E9  H6   C6  C7  124.79  3.000
 9E9  H6   C6  C5  123.88  3.000
 9E9  C7   C6  C5  111.33  3.000
 9E9  H7   C7  C6  123.64  3.000
 9E9  H7   C7  C2  122.95  3.000
 9E9  C6   C7  C2  113.41  3.000
 9E9  C5   S1  C2   91.11  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
 9E9  CONST_01  C6   C5  S1  C2    0.00   0.0  0
 9E9  CONST_02  C5   C6  C7  C2    0.00   0.0  0
 9E9  CONST_03  C7   C2  S1  C5    0.00   0.0  0
 9E9  CONST_04  S1   C2  C7  C6    0.00   0.0  0
 9E9  CONST_05  S1   C5  C6  C7    0.00   0.0  0
 9E9  CONST_06  C5   S1  C2  C1  180.00   0.0  0
 9E9  CONST_07  C6   C7  C2  C1  180.00   0.0  0
 9E9  CONST_08  CL1  C5  S1  C2  180.00   0.0  0
 9E9  CONST_09  CL1  C5  C6  C7  180.00   0.0  0
 9E9  CONST_10  H6   C6  C7  C2  180.00   0.0  0
 9E9  CONST_11  H7   C7  C6  C5  180.00   0.0  0
 9E9  Var_01    O8   C1  C2  C7    0.33  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
 9E9  plan-1  C1   0.020
 9E9  plan-1  C2   0.020
 9E9  plan-1  C5   0.020
 9E9  plan-1  C6   0.020
 9E9  plan-1  C7   0.020
 9E9  plan-1  S1   0.020
 9E9  plan-1  CL1  0.020
 9E9  plan-1  H6   0.020
 9E9  plan-1  H7   0.020
 9E9  plan-2  C1   0.020
 9E9  plan-2  C2   0.020
 9E9  plan-2  O8   0.020
 9E9  plan-2  O9   0.020

