# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 07:32:27 2022
#   Inital geometry file: a 48 line input string
#   Ligand name: 3,5-bis(bromanyl)-4-oxidanyl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(Br)c(O)c(Br)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
 QSH  QSH  '3,5-bis(bromanyl)-4-oxidanyl-benzoic acid'  ligand  15  12  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_QSH
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
 QSH  C01  C   CR16   0  -0.272  153.6220  48.5288  123.3647
 QSH  C02  C   CR6    0  -0.212  153.2415  48.7693  124.6735
 QSH  C05  C   CR16   0  -0.266  152.2490  46.5764  123.3306
 QSH  C06  C   CR6    0  -0.115  153.1268  47.4319  122.6738
 QSH  C10  C   C      0   0.414  153.5367  47.1788  121.2235
 QSH  BR1  BR  BR     0  -0.032  153.9463  50.2827  125.5659
 QSH  C03  C   CR6    0   0.440  152.3549  47.9268  125.3510
 QSH  O09  O   OH1    0  -0.590  151.9369  48.0941  126.6065
 QSH  C04  C   CR6    0  -0.199  151.8784  46.8205  124.6398
 QSH  BR2  BR  BR     0  -0.030  150.6923  45.6404  125.5119
 QSH  O11  O   O      0  -0.581  153.0076  46.2001  120.6669
 QSH  O12  O   OC    -1  -0.581  154.3575  47.9794  120.7405
 QSH  H1   H   HCR6   0   0.274  154.3101  49.1989  122.8673
 QSH  H2   H   HCR6   0   0.271  151.8570  45.7162  122.8047
 QSH  H3   H   HOH1   0   0.480  152.2917  48.8967  127.0103

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
 QSH  O11  C10  deloc     1.244  0.020  1.244
 QSH  O12  C10  deloc     1.244  0.020  1.244
 QSH  C10  C06  single    1.528  0.020  1.528
 QSH  C06  C05  aromatic  1.391  0.020  1.391
 QSH  C06  C01  aromatic  1.388  0.020  1.388
 QSH  C05  C04  aromatic  1.382  0.020  1.382
 QSH  C01  C02  aromatic  1.384  0.020  1.384
 QSH  C04  C03  aromatic  1.399  0.020  1.399
 QSH  C04  BR2  single    1.887  0.020  1.887
 QSH  C02  C03  aromatic  1.398  0.020  1.398
 QSH  C02  BR1  single    1.893  0.020  1.893
 QSH  C03  O09  single    1.334  0.020  1.334
 QSH  C01  H1   single    0.930  0.020  1.080
 QSH  C05  H2   single    0.930  0.020  1.080
 QSH  O09  H3   single    0.850  0.020  0.980

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
 QSH  H1   C01  C06  119.19  3.000
 QSH  H1   C01  C02  120.14  3.000
 QSH  C06  C01  C02  120.67  3.000
 QSH  C03  C02  BR1  119.30  3.000
 QSH  BR1  C02  C01  118.84  3.000
 QSH  C03  C02  C01  121.86  3.000
 QSH  H2   C05  C04  120.25  3.000
 QSH  H2   C05  C06  119.23  3.000
 QSH  C04  C05  C06  120.53  3.000
 QSH  C10  C06  C05  121.04  3.000
 QSH  C05  C06  C01  118.44  3.000
 QSH  C10  C06  C01  120.51  3.000
 QSH  O12  C10  O11  127.81  3.000
 QSH  O12  C10  C06  116.03  3.000
 QSH  O11  C10  C06  116.16  3.000
 QSH  C04  C03  O09  118.10  3.000
 QSH  O09  C03  C02  125.40  3.000
 QSH  C04  C03  C02  116.50  3.000
 QSH  H3   O09  C03  112.49  3.000
 QSH  BR2  C04  C03  118.28  3.000
 QSH  BR2  C04  C05  119.72  3.000
 QSH  C03  C04  C05  122.00  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
 QSH  CONST_01  C04  C05  C06  C01     0.00   0.0  0
 QSH  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 QSH  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 QSH  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 QSH  CONST_05  C03  C04  C05  C06     0.00   0.0  0
 QSH  CONST_06  C03  C02  C01  C06     0.00   0.0  0
 QSH  CONST_07  O09  C03  C02  C01   180.00   0.0  0
 QSH  CONST_08  C10  C06  C01  C02   180.00   0.0  0
 QSH  CONST_09  BR2  C04  C03  C02   180.00   0.0  0
 QSH  CONST_10  O09  C03  C04  C05   180.00   0.0  0
 QSH  CONST_11  BR2  C04  C05  C06   180.00   0.0  0
 QSH  CONST_12  BR1  C02  C01  C06   180.00   0.0  0
 QSH  CONST_13  C04  C05  C06  C10   180.00   0.0  0
 QSH  CONST_14  C04  C03  C02  BR1   180.00   0.0  0
 QSH  CONST_15  H2   C05  C06  C01   180.00   0.0  0
 QSH  CONST_16  H1   C01  C06  C05   180.00   0.0  0
 QSH  Var_01    O11  C10  C06  C01  -177.50  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
 QSH  plan-1  C01  0.020
 QSH  plan-1  C02  0.020
 QSH  plan-1  C05  0.020
 QSH  plan-1  C06  0.020
 QSH  plan-1  C10  0.020
 QSH  plan-1  BR1  0.020
 QSH  plan-1  C03  0.020
 QSH  plan-1  O09  0.020
 QSH  plan-1  C04  0.020
 QSH  plan-1  BR2  0.020
 QSH  plan-1  H1   0.020
 QSH  plan-1  H2   0.020
 QSH  plan-2  C06  0.020
 QSH  plan-2  C10  0.020
 QSH  plan-2  O11  0.020
 QSH  plan-2  O12  0.020

