# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 14:59:03 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: (1~{R},3~{S},4~{R},5~{R})-3-methyl-4,5-bis(oxidanyl)cyclohexane-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1C[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
 FQZ  FQZ  '(1~{R},3~{S},4~{R},5~{R})-3-methyl-4,5-bis(oxidanyl)cyclohexane-1-carboxylic acid'  ligand  26  12  .  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_FQZ
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
 FQZ  O16  O  O     0  -0.439   3.0457  -0.9215  -0.7520
 FQZ  C14  C  C     0   0.570   2.5567  -0.0984  -0.0182
 FQZ  O15  O  OH1   0  -0.596   3.2607   0.8887   0.5273
 FQZ  C5   C  CH1   0  -0.403   1.1030  -0.0414   0.3811
 FQZ  C6   C  CH2   0  -0.406   0.3486  -1.2971  -0.0357
 FQZ  C1   C  CH1   0  -0.279  -1.1267  -1.2366   0.3575
 FQZ  C21  C  CH3   0  -0.654  -1.8411  -2.5153  -0.0631
 FQZ  C4   C  CH2   0  -0.469   0.4355   1.2093  -0.2072
 FQZ  C3   C  CH1   0   0.033  -1.0335   1.2646   0.1930
 FQZ  O19  O  OH1   0  -0.679  -1.6915   2.3649  -0.4028
 FQZ  C2   C  CH1   0   0.091  -1.7748   0.0064  -0.2438
 FQZ  O17  O  OH1   0  -0.679  -3.1255   0.0522   0.1540
 FQZ  H1   H  HOH1  0   0.479   4.1823   0.8399   0.2326
 FQZ  H2   H  HCH1  0   0.276   1.0716   0.0447   1.4743
 FQZ  H3   H  HCH2  0   0.225   0.4267  -1.4337  -1.1190
 FQZ  H4   H  HCH2  0   0.246   0.8044  -2.1782   0.4218
 FQZ  H5   H  HCH1  0   0.222  -1.1884  -1.1498   1.4506
 FQZ  H6   H  HCH3  0   0.228  -1.3563  -3.3866   0.3798
 FQZ  H7   H  HCH3  0   0.235  -2.8842  -2.5227   0.2490
 FQZ  H8   H  HCH2  0   0.255   0.9378   2.1150   0.1406
 FQZ  H9   H  HCH2  0   0.237   0.5148   1.1932  -1.2994
 FQZ  H10  H  HCH1  0   0.205  -1.0958   1.3297   1.2902
 FQZ  H11  H  HOH1  0   0.456  -1.4220   3.1676   0.0535
 FQZ  H12  H  HCH1  0   0.187  -1.6947  -0.0665  -1.3433
 FQZ  H13  H  HOH1  0   0.445  -3.4989   0.8788  -0.1699
 FQZ  H14  H  HCH3  0   0.214  -1.8148  -2.6391  -1.1485

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
 FQZ  C21  C1   single  1.524  0.020  1.524
 FQZ  O16  C14  double  1.206  0.020  1.206
 FQZ  C1   C6   single  1.528  0.020  1.528
 FQZ  C1   C2   single  1.525  0.020  1.525
 FQZ  C6   C5   single  1.523  0.020  1.523
 FQZ  C5   C14  single  1.509  0.020  1.509
 FQZ  C5   C4   single  1.535  0.020  1.535
 FQZ  C14  O15  single  1.329  0.020  1.329
 FQZ  O17  C2   single  1.409  0.020  1.409
 FQZ  C2   C3   single  1.524  0.020  1.524
 FQZ  C3   C4   single  1.524  0.020  1.524
 FQZ  C3   O19  single  1.414  0.020  1.414
 FQZ  O15  H1   single  0.850  0.020  0.980
 FQZ  C5   H2   single  0.970  0.020  1.090
 FQZ  C6   H3   single  0.970  0.020  1.090
 FQZ  C6   H4   single  0.970  0.020  1.090
 FQZ  C1   H5   single  0.970  0.020  1.090
 FQZ  C21  H6   single  0.970  0.020  1.090
 FQZ  C21  H7   single  0.970  0.020  1.090
 FQZ  C4   H8   single  0.970  0.020  1.090
 FQZ  C4   H9   single  0.970  0.020  1.090
 FQZ  C3   H10  single  0.970  0.020  1.090
 FQZ  O19  H11  single  0.850  0.020  0.980
 FQZ  C2   H12  single  0.970  0.020  1.090
 FQZ  O17  H13  single  0.850  0.020  0.980
 FQZ  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
 FQZ  C5   C14  O15  111.94  3.000
 FQZ  O15  C14  O16  122.79  3.000
 FQZ  C5   C14  O16  125.27  3.000
 FQZ  H1   O15  C14  109.98  3.000
 FQZ  H2   C5   C4   107.79  3.000
 FQZ  H2   C5   C6   108.85  3.000
 FQZ  C4   C5   C6   110.58  3.000
 FQZ  H2   C5   C14  107.12  3.000
 FQZ  C4   C5   C14  110.39  3.000
 FQZ  C6   C5   C14  111.95  3.000
 FQZ  H4   C6   H3   106.50  3.000
 FQZ  H4   C6   C1   109.08  3.000
 FQZ  H3   C6   C1   109.17  3.000
 FQZ  H4   C6   C5   110.11  3.000
 FQZ  H3   C6   C5   109.78  3.000
 FQZ  C1   C6   C5   112.04  3.000
 FQZ  H5   C1   C2   107.71  3.000
 FQZ  H5   C1   C21  108.34  3.000
 FQZ  C2   C1   C21  112.07  3.000
 FQZ  H5   C1   C6   108.27  3.000
 FQZ  C2   C1   C6   109.94  3.000
 FQZ  C21  C1   C6   110.39  3.000
 FQZ  H14  C21  H7   107.88  3.000
 FQZ  H14  C21  H6   107.58  3.000
 FQZ  H7   C21  H6   107.69  3.000
 FQZ  H14  C21  C1   110.97  3.000
 FQZ  H7   C21  C1   112.06  3.000
 FQZ  H6   C21  C1   110.47  3.000
 FQZ  H9   C4   H8   107.24  3.000
 FQZ  H9   C4   C3   109.41  3.000
 FQZ  H8   C4   C3   109.24  3.000
 FQZ  H9   C4   C5   109.80  3.000
 FQZ  H8   C4   C5   110.71  3.000
 FQZ  C3   C4   C5   110.38  3.000
 FQZ  H10  C3   C2   107.87  3.000
 FQZ  H10  C3   O19  110.34  3.000
 FQZ  C2   C3   O19  107.18  3.000
 FQZ  H10  C3   C4   108.57  3.000
 FQZ  O19  C3   C4   111.49  3.000
 FQZ  C2   C3   C4   111.33  3.000
 FQZ  H11  O19  C3   108.61  3.000
 FQZ  H12  C2   O17  110.65  3.000
 FQZ  H12  C2   C3   107.72  3.000
 FQZ  O17  C2   C3   111.01  3.000
 FQZ  H12  C2   C1   107.93  3.000
 FQZ  C3   C2   C1   110.67  3.000
 FQZ  O17  C2   C1   108.81  3.000
 FQZ  H13  O17  C2   107.74  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
 FQZ  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
 FQZ  chir_01  C5  C6   C14  C4  negativ
 FQZ  chir_02  C1  C21  C6   C2  negativ
 FQZ  chir_03  C3  O19  C2   C4  negativ
 FQZ  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
 FQZ  plan-1  O16  0.020
 FQZ  plan-1  C14  0.020
 FQZ  plan-1  O15  0.020
 FQZ  plan-1  C5   0.020
 FQZ  plan-1  H1   0.020

