# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 00:01:11 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  25  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  -0.602   3.0847  -1.1343  -0.3751
 FQZ  C14  C  C      0   0.433   2.6077  -0.0604   0.0422
 FQZ  O15  O  OC    -1  -0.619   3.2390   1.0028   0.2177
 FQZ  C5   C  CH1    0  -0.401   1.1051  -0.0298   0.3984
 FQZ  C6   C  CH2    0  -0.393   0.3443  -1.2819  -0.0170
 FQZ  C1   C  CH1    0  -0.269  -1.1370  -1.2330   0.3587
 FQZ  C21  C  CH3    0  -0.654  -1.8468  -2.5082  -0.0821
 FQZ  C4   C  CH2    0  -0.460   0.4231   1.2127  -0.1731
 FQZ  C3   C  CH1    0   0.039  -1.0466   1.2683   0.2140
 FQZ  O19  O  OH1    0  -0.686  -1.7142   2.3711  -0.3766
 FQZ  C2   C  CH1    0   0.089  -1.7850   0.0134  -0.2332
 FQZ  O17  O  OH1    0  -0.683  -3.1414   0.0545   0.1558
 FQZ  H2   H  HCH1   0   0.217   1.0481   0.0459   1.4950
 FQZ  H3   H  HCH2   0   0.199   0.4315  -1.4221  -1.1007
 FQZ  H4   H  HCH2   0   0.220   0.7964  -2.1651   0.4387
 FQZ  H5   H  HCH1   0   0.209  -1.2113  -1.1571   1.4523
 FQZ  H6   H  HCH3   0   0.223  -1.3636  -3.3838   0.3546
 FQZ  H7   H  HCH3   0   0.229  -2.8938  -2.5241   0.2179
 FQZ  H8   H  HCH2   0   0.228   0.9283   2.1137   0.1820
 FQZ  H9   H  HCH2   0   0.208   0.5055   1.2129  -1.2669
 FQZ  H10  H  HCH1   0   0.189  -1.1195   1.3263   1.3120
 FQZ  H11  H  HOH1   0   0.451  -1.3870   3.1780   0.0322
 FQZ  H12  H  HCH1   0   0.177  -1.7009  -0.0511  -1.3333
 FQZ  H13  H  HOH1   0   0.442  -3.5067   0.8911  -0.1510
 FQZ  H14  H  HCH3   0   0.210  -1.8082  -2.6198  -1.1688

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  1.525  0.020  1.525
 FQZ  O16  C14  deloc   1.247  0.020  1.247
 FQZ  C1   C6   single  1.529  0.020  1.529
 FQZ  C1   C2   single  1.524  0.020  1.524
 FQZ  C6   C5   single  1.523  0.020  1.523
 FQZ  C5   C14  single  1.545  0.020  1.545
 FQZ  C5   C4   single  1.528  0.020  1.528
 FQZ  C14  O15  deloc   1.249  0.020  1.249
 FQZ  O17  C2   single  1.412  0.020  1.412
 FQZ  C2   C3   single  1.523  0.020  1.523
 FQZ  C3   C4   single  1.521  0.020  1.521
 FQZ  C3   O19  single  1.418  0.020  1.418
 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  116.26  3.000
 FQZ  O15  C14  O16  125.93  3.000
 FQZ  C5   C14  O16  117.80  3.000
 FQZ  H2   C5   C4   107.07  3.000
 FQZ  H2   C5   C6   107.60  3.000
 FQZ  C4   C5   C6   110.09  3.000
 FQZ  H2   C5   C14  106.34  3.000
 FQZ  C4   C5   C14  111.35  3.000
 FQZ  C6   C5   C14  114.00  3.000
 FQZ  H4   C6   H3   106.03  3.000
 FQZ  H4   C6   C1   108.94  3.000
 FQZ  H3   C6   C1   108.91  3.000
 FQZ  H4   C6   C5   110.14  3.000
 FQZ  H3   C6   C5   109.58  3.000
 FQZ  C1   C6   C5   113.00  3.000
 FQZ  H5   C1   C2   107.53  3.000
 FQZ  H5   C1   C21  108.31  3.000
 FQZ  C2   C1   C21  111.94  3.000
 FQZ  H5   C1   C6   108.20  3.000
 FQZ  C2   C1   C6   110.03  3.000
 FQZ  C21  C1   C6   110.69  3.000
 FQZ  H14  C21  H7   107.84  3.000
 FQZ  H14  C21  H6   107.47  3.000
 FQZ  H7   C21  H6   107.68  3.000
 FQZ  H14  C21  C1   110.88  3.000
 FQZ  H7   C21  C1   112.34  3.000
 FQZ  H6   C21  C1   110.44  3.000
 FQZ  H9   C4   H8   106.81  3.000
 FQZ  H9   C4   C3   109.05  3.000
 FQZ  H8   C4   C3   109.51  3.000
 FQZ  H9   C4   C5   109.85  3.000
 FQZ  H8   C4   C5   110.04  3.000
 FQZ  C3   C4   C5   111.46  3.000
 FQZ  H10  C3   C2   107.68  3.000
 FQZ  H10  C3   O19  110.05  3.000
 FQZ  C2   C3   O19  106.87  3.000
 FQZ  H10  C3   C4   108.63  3.000
 FQZ  O19  C3   C4   112.18  3.000
 FQZ  C2   C3   C4   111.32  3.000
 FQZ  H11  O19  C3   108.37  3.000
 FQZ  H12  C2   O17  110.43  3.000
 FQZ  H12  C2   C3   107.66  3.000
 FQZ  O17  C2   C3   111.16  3.000
 FQZ  H12  C2   C1   107.84  3.000
 FQZ  C3   C2   C1   110.71  3.000
 FQZ  O17  C2   C1   108.98  3.000
 FQZ  H13  O17  C2   107.58  3.000

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

