# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 15:42:10 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: (1~{S},3~{R},4~{S},5~{R})-3-methyl-3,4,5-tris(oxidanyl)cyclohexane-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]1(O)C[C@H](C[C@@H](O)[C@@H]1O)C(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
 FSQ  FSQ  '(1~{S},3~{R},4~{S},5~{R})-3-methyl-3,4,5-tris(oxidanyl)cyclohexane-1-carboxylic acid'  ligand  27  13  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FSQ
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
 FSQ  O16  O  O     0  -0.439  -3.1277  -0.8402   0.9230
 FSQ  C14  C  C     0   0.570  -2.6649  -0.1050   0.0858
 FSQ  O15  O  OH1   0  -0.596  -3.4069   0.7513  -0.6093
 FSQ  C5   C  CH1   0  -0.392  -1.2065  -0.0205  -0.2890
 FSQ  C6   C  CH2   0  -0.438  -0.4116  -1.1829   0.2905
 FSQ  C1   C  CT    0   0.166   1.0759  -1.1095  -0.0732
 FSQ  O28  O  OH1   0  -0.677   1.2473  -1.1373  -1.4806
 FSQ  C21  C  CH3   0  -0.670   1.8154  -2.2761   0.5770
 FSQ  C4   C  CH2   0  -0.472  -0.6195   1.3183   0.1802
 FSQ  C3   C  CH1   0   0.027   0.8608   1.4092  -0.1702
 FSQ  O19  O  OH1   0  -0.680   1.4449   2.5798   0.3700
 FSQ  C2   C  CH1   0   0.086   1.6347   0.2304   0.4131
 FSQ  O17  O  OH1   0  -0.679   2.9998   0.3047   0.0891
 FSQ  H1   H  HOH1  0   0.479  -4.3309   0.6967  -0.3230
 FSQ  H2   H  HCH1  0   0.277  -1.1488  -0.0533  -1.3821
 FSQ  H3   H  HCH2  0   0.236  -0.5124  -1.1963   1.3787
 FSQ  H4   H  HCH2  0   0.251  -0.8148  -2.1361  -0.0655
 FSQ  H5   H  HOH1  0   0.446   0.8876  -1.9683  -1.8091
 FSQ  H6   H  HCH3  0   0.230   1.3982  -3.2259   0.2347
 FSQ  H7   H  HCH3  0   0.242   2.8766  -2.2650   0.3322
 FSQ  H8   H  HCH2  0   0.256  -1.1508   2.1560  -0.2768
 FSQ  H9   H  HCH2  0   0.236  -0.7370   1.4131   1.2653
 FSQ  H10  H  HCH1  0   0.215   0.9707   1.4000  -1.2623
 FSQ  H11  H  HOH1  0   0.457   1.2044   3.3265  -0.1862
 FSQ  H12  H  HCH1  0   0.200   1.4913   0.2526   1.5070
 FSQ  H13  H  HOH1  0   0.446   3.3118   1.1777   0.3496
 FSQ  H14  H  HCH3  0   0.225   1.7188  -2.2478   1.6633

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
 FSQ  O16  C14  double  1.206  0.020  1.206
 FSQ  O15  C14  single  1.329  0.020  1.329
 FSQ  C14  C5   single  1.508  0.020  1.508
 FSQ  C6   C5   single  1.523  0.020  1.523
 FSQ  C6   C1   single  1.533  0.020  1.533
 FSQ  C5   C4   single  1.535  0.020  1.535
 FSQ  C21  C1   single  1.527  0.020  1.527
 FSQ  C4   C3   single  1.524  0.020  1.524
 FSQ  C1   C2   single  1.531  0.020  1.531
 FSQ  C1   O28  single  1.418  0.020  1.418
 FSQ  C2   C3   single  1.526  0.020  1.526
 FSQ  C2   O17  single  1.405  0.020  1.405
 FSQ  C3   O19  single  1.415  0.020  1.415
 FSQ  O15  H1   single  0.850  0.020  0.980
 FSQ  C5   H2   single  0.970  0.020  1.090
 FSQ  C6   H3   single  0.970  0.020  1.090
 FSQ  C6   H4   single  0.970  0.020  1.090
 FSQ  O28  H5   single  0.850  0.020  0.980
 FSQ  C21  H6   single  0.970  0.020  1.090
 FSQ  C21  H7   single  0.970  0.020  1.090
 FSQ  C4   H8   single  0.970  0.020  1.090
 FSQ  C4   H9   single  0.970  0.020  1.090
 FSQ  C3   H10  single  0.970  0.020  1.090
 FSQ  O19  H11  single  0.850  0.020  0.980
 FSQ  C2   H12  single  0.970  0.020  1.090
 FSQ  O17  H13  single  0.850  0.020  0.980
 FSQ  C21  H14  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
 FSQ  C5   C14  O15  111.94  3.000
 FSQ  C5   C14  O16  125.27  3.000
 FSQ  O15  C14  O16  122.78  3.000
 FSQ  H1   O15  C14  109.97  3.000
 FSQ  H2   C5   C4   108.12  3.000
 FSQ  H2   C5   C6   109.23  3.000
 FSQ  C4   C5   C6   110.47  3.000
 FSQ  H2   C5   C14  107.30  3.000
 FSQ  C4   C5   C14  110.04  3.000
 FSQ  C6   C5   C14  111.56  3.000
 FSQ  H4   C6   H3   106.21  3.000
 FSQ  H4   C6   C1   108.78  3.000
 FSQ  H3   C6   C1   109.04  3.000
 FSQ  H4   C6   C5   110.41  3.000
 FSQ  H3   C6   C5   109.88  3.000
 FSQ  C1   C6   C5   112.31  3.000
 FSQ  C2   C1   C21  110.90  3.000
 FSQ  C2   C1   O28  106.75  3.000
 FSQ  C21  C1   O28  110.44  3.000
 FSQ  O28  C1   C6   110.59  3.000
 FSQ  C2   C1   C6   108.70  3.000
 FSQ  C21  C1   C6   109.42  3.000
 FSQ  H5   O28  C1   108.07  3.000
 FSQ  H14  C21  H7   108.05  3.000
 FSQ  H14  C21  H6   107.50  3.000
 FSQ  H7   C21  H6   108.09  3.000
 FSQ  H14  C21  C1   111.19  3.000
 FSQ  H7   C21  C1   111.62  3.000
 FSQ  H6   C21  C1   110.24  3.000
 FSQ  H9   C4   H8   107.21  3.000
 FSQ  H9   C4   C3   109.07  3.000
 FSQ  H8   C4   C3   109.31  3.000
 FSQ  H9   C4   C5   109.70  3.000
 FSQ  H8   C4   C5   110.79  3.000
 FSQ  C3   C4   C5   110.68  3.000
 FSQ  H10  C3   C2   108.85  3.000
 FSQ  H10  C3   O19  110.20  3.000
 FSQ  C2   C3   O19  106.48  3.000
 FSQ  H10  C3   C4   109.00  3.000
 FSQ  O19  C3   C4   111.25  3.000
 FSQ  C2   C3   C4   111.02  3.000
 FSQ  H11  O19  C3   108.56  3.000
 FSQ  H12  C2   O17  110.72  3.000
 FSQ  H12  C2   C3   107.31  3.000
 FSQ  O17  C2   C3   111.33  3.000
 FSQ  H12  C2   C1   106.56  3.000
 FSQ  O17  C2   C1   109.12  3.000
 FSQ  C3   C2   C1   111.69  3.000
 FSQ  H13  O17  C2   107.48  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
 FSQ  CONST_01  H1  O15  C14  C5  180.00  0.0  0

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FSQ  chir_01  C5  C14  C6   C4  positiv
 FSQ  chir_02  C1  C6   C21  C2  positiv
 FSQ  chir_03  C3  O19  C2   C4  negativ
 FSQ  chir_04  C2  O17  C3   C1  negativ

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
 FSQ  plan-1  O16  0.020
 FSQ  plan-1  C14  0.020
 FSQ  plan-1  O15  0.020
 FSQ  plan-1  C5   0.020
 FSQ  plan-1  H1   0.020

