# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 07:00:21 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: benzo[g][1]benzothiole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1sc2c(ccc3ccccc23)c1
#
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
 D8S  D8S  'benzo[g][1]benzothiole-2-carboxylic acid'  ligand  23  16  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D8S
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
 D8S  C01  C  CR16   0  -0.322   2.0603  -2.1043   0.0023
 D8S  C02  C  CR16   0  -0.324   0.7258  -2.3718   0.0071
 D8S  C03  C  CR56   0   0.209  -0.2084  -1.3033   0.0061
 D8S  C04  C  CR15   0  -0.249  -1.6352  -1.3687   0.0118
 D8S  C05  C  CR5    0  -0.321  -2.2195  -0.1446   0.0098
 D8S  C06  C  C      0   0.400  -3.6772   0.2314   0.0133
 D8S  O07  O  OC    -1  -0.594  -3.9035   1.4562   0.0037
 D8S  O08  O  O      0  -0.580  -4.4922  -0.7060   0.0252
 D8S  S09  S  S2     0   0.207  -1.0548   1.1370  -0.0002
 D8S  C10  C  CR56   0  -0.308   0.2553   0.0112  -0.0005
 D8S  C11  C  CR66   0   0.169   1.6402   0.3224  -0.0055
 D8S  C12  C  CR16   0  -0.338   2.1425   1.6402  -0.0110
 D8S  C13  C  CR16   0  -0.253   3.4937   1.8737  -0.0149
 D8S  C14  C  CR16   0  -0.260   4.4000   0.7979  -0.0135
 D8S  C15  C  CR16   0  -0.311   3.9349  -0.4919  -0.0082
 D8S  C16  C  CR66   0   0.079   2.5505  -0.7657  -0.0040
 D8S  H01  H  HCR6   0   0.255   2.7781  -2.9152   0.0037
 D8S  H02  H  HCR6   0   0.255   0.3691  -3.3942   0.0120
 D8S  H04  H  HCR5   0   0.258  -2.1970  -2.2928   0.0181
 D8S  H12  H  HCR6   0   0.251   1.4538   2.4767  -0.0117
 D8S  H13  H  HCR6   0   0.261   3.8650   2.8903  -0.0199
 D8S  H14  H  HCR6   0   0.258   5.4646   0.9907  -0.0168
 D8S  H15  H  HCR6   0   0.257   4.6314  -1.3214  -0.0077

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
 D8S  C01  C02  aromatic  1.361  0.020  1.361
 D8S  C01  C16  aromatic  1.426  0.020  1.426
 D8S  C02  C03  aromatic  1.419  0.020  1.419
 D8S  C03  C04  aromatic  1.428  0.020  1.428
 D8S  C03  C10  aromatic  1.394  0.020  1.394
 D8S  C04  C05  aromatic  1.356  0.020  1.356
 D8S  C05  C06  single    1.505  0.020  1.505
 D8S  C05  S09  aromatic  1.732  0.020  1.732
 D8S  C06  O07  deloc     1.246  0.020  1.246
 D8S  C06  O08  deloc     1.242  0.020  1.242
 D8S  S09  C10  aromatic  1.727  0.020  1.727
 D8S  C10  C11  aromatic  1.419  0.020  1.419
 D8S  C11  C12  aromatic  1.410  0.020  1.410
 D8S  C11  C16  aromatic  1.419  0.020  1.419
 D8S  C12  C13  aromatic  1.371  0.020  1.371
 D8S  C13  C14  aromatic  1.407  0.020  1.407
 D8S  C14  C15  aromatic  1.371  0.020  1.371
 D8S  C15  C16  aromatic  1.411  0.020  1.411
 D8S  C01  H01  single    0.930  0.020  1.080
 D8S  C02  H02  single    0.930  0.020  1.080
 D8S  C04  H04  single    0.930  0.020  1.080
 D8S  C12  H12  single    0.930  0.020  1.080
 D8S  C13  H13  single    0.930  0.020  1.080
 D8S  C14  H14  single    0.930  0.020  1.080
 D8S  C15  H15  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
 D8S  H01  C01  C16  118.38  3.000
 D8S  H01  C01  C02  120.18  3.000
 D8S  C16  C01  C02  121.45  3.000
 D8S  H02  C02  C03  119.60  3.000
 D8S  H02  C02  C01  120.57  3.000
 D8S  C03  C02  C01  119.83  3.000
 D8S  C10  C03  C04  112.06  3.000
 D8S  C10  C03  C02  119.41  3.000
 D8S  C04  C03  C02  128.53  3.000
 D8S  H04  C04  C05  123.18  3.000
 D8S  H04  C04  C03  123.93  3.000
 D8S  C05  C04  C03  112.89  3.000
 D8S  S09  C05  C06  117.80  3.000
 D8S  S09  C05  C04  112.22  3.000
 D8S  C06  C05  C04  129.98  3.000
 D8S  O08  C06  O07  128.52  3.000
 D8S  O08  C06  C05  116.54  3.000
 D8S  O07  C06  C05  114.93  3.000
 D8S  C10  S09  C05   91.59  3.000
 D8S  C11  C10  S09  126.66  3.000
 D8S  C11  C10  C03  122.09  3.000
 D8S  S09  C10  C03  111.24  3.000
 D8S  C16  C11  C12  119.22  3.000
 D8S  C16  C11  C10  117.25  3.000
 D8S  C12  C11  C10  123.53  3.000
 D8S  H12  C12  C13  119.66  3.000
 D8S  H12  C12  C11  119.67  3.000
 D8S  C13  C12  C11  120.67  3.000
 D8S  H13  C13  C14  119.82  3.000
 D8S  H13  C13  C12  119.87  3.000
 D8S  C14  C13  C12  120.31  3.000
 D8S  H14  C14  C15  120.09  3.000
 D8S  H14  C14  C13  119.84  3.000
 D8S  C15  C14  C13  120.06  3.000
 D8S  H15  C15  C16  118.83  3.000
 D8S  H15  C15  C14  120.15  3.000
 D8S  C16  C15  C14  121.02  3.000
 D8S  C15  C16  C11  118.73  3.000
 D8S  C15  C16  C01  121.30  3.000
 D8S  C11  C16  C01  119.97  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
 D8S  CONST_01  C04  C03  C02  C01   180.00   0.0  0
 D8S  CONST_02  C10  C03  C02  C01     0.00   0.0  0
 D8S  CONST_03  C10  C11  C16  C01     0.00   0.0  0
 D8S  CONST_04  C12  C11  C16  C01   180.00   0.0  0
 D8S  CONST_05  C14  C15  C16  C01   180.00   0.0  0
 D8S  CONST_06  C11  C16  C01  C02     0.00   0.0  0
 D8S  CONST_07  C15  C16  C01  C02   180.00   0.0  0
 D8S  CONST_08  C05  C04  C03  C02   180.00   0.0  0
 D8S  CONST_09  S09  C10  C03  C02   180.00   0.0  0
 D8S  CONST_10  C11  C10  C03  C02     0.00   0.0  0
 D8S  CONST_11  C16  C01  C02  C03     0.00   0.0  0
 D8S  CONST_12  S09  C05  C04  C03     0.00   0.0  0
 D8S  CONST_13  C05  S09  C10  C03     0.00   0.0  0
 D8S  CONST_14  C12  C11  C10  C03   180.00   0.0  0
 D8S  CONST_15  C16  C11  C10  C03     0.00   0.0  0
 D8S  CONST_16  S09  C10  C03  C04     0.00   0.0  0
 D8S  CONST_17  C11  C10  C03  C04   180.00   0.0  0
 D8S  CONST_18  C10  S09  C05  C04     0.00   0.0  0
 D8S  CONST_19  C10  C03  C04  C05     0.00   0.0  0
 D8S  CONST_20  C11  C10  S09  C05   180.00   0.0  0
 D8S  CONST_21  C12  C11  C10  S09     0.00   0.0  0
 D8S  CONST_22  C16  C11  C10  S09   180.00   0.0  0
 D8S  CONST_23  C13  C12  C11  C10   180.00   0.0  0
 D8S  CONST_24  C15  C16  C11  C10   180.00   0.0  0
 D8S  CONST_25  C14  C13  C12  C11     0.00   0.0  0
 D8S  CONST_26  C14  C15  C16  C11     0.00   0.0  0
 D8S  CONST_27  C15  C16  C11  C12     0.00   0.0  0
 D8S  CONST_28  C15  C14  C13  C12     0.00   0.0  0
 D8S  CONST_29  C16  C11  C12  C13     0.00   0.0  0
 D8S  CONST_30  C16  C15  C14  C13     0.00   0.0  0
 D8S  CONST_31  C06  C05  C04  C03   180.00   0.0  0
 D8S  CONST_32  C10  S09  C05  C06   180.00   0.0  0
 D8S  CONST_33  H15  C15  C16  C01     0.00   0.0  0
 D8S  CONST_34  H04  C04  C03  C02     0.00   0.0  0
 D8S  CONST_35  H01  C01  C02  C03   180.00   0.0  0
 D8S  CONST_36  H02  C02  C03  C04     0.00   0.0  0
 D8S  CONST_37  H12  C12  C11  C10     0.00   0.0  0
 D8S  CONST_38  H13  C13  C12  C11   180.00   0.0  0
 D8S  CONST_39  H14  C14  C13  C12   180.00   0.0  0
 D8S  Var_01    O07  C06  C05  C04  -179.68  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
 D8S  plan-1  C01  0.020
 D8S  plan-1  C02  0.020
 D8S  plan-1  C03  0.020
 D8S  plan-1  C04  0.020
 D8S  plan-1  C05  0.020
 D8S  plan-1  C06  0.020
 D8S  plan-1  S09  0.020
 D8S  plan-1  C10  0.020
 D8S  plan-1  C11  0.020
 D8S  plan-1  C12  0.020
 D8S  plan-1  C13  0.020
 D8S  plan-1  C14  0.020
 D8S  plan-1  C15  0.020
 D8S  plan-1  C16  0.020
 D8S  plan-1  H01  0.020
 D8S  plan-1  H02  0.020
 D8S  plan-1  H04  0.020
 D8S  plan-1  H12  0.020
 D8S  plan-1  H13  0.020
 D8S  plan-1  H14  0.020
 D8S  plan-1  H15  0.020
 D8S  plan-2  C05  0.020
 D8S  plan-2  C06  0.020
 D8S  plan-2  O07  0.020
 D8S  plan-2  O08  0.020

