# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 15:55:43 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: (1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C[C@](O)(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
 QIC  QIC  '(1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid'  ligand  24  13  .  2021-08-20  2021-08-20  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QIC
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
 QIC  C1   C  CT     0   0.685  -0.9219  -0.0128  -0.2061
 QIC  O1   O  OH1    0  -0.829  -0.8998  -0.2849  -1.5868
 QIC  C2   C  CH2    0  -2.401  -0.3520  -1.1972   0.5837
 QIC  O2   O  OH1    0  -1.121   1.4206  -1.9086  -0.8733
 QIC  C3   C  CH1    0   1.714   1.1463  -1.4110   0.4163
 QIC  O3   O  OH1    0   7.997   3.2767  -0.3675   0.4732
 QIC  C4   C  CH1    0   4.159   1.9078  -0.1131   0.6860
 QIC  O4   O  OH1    0   1.322   2.1709   2.1604   0.1066
 QIC  C5   C  CH1    0   1.979   1.3904   1.0158  -0.1921
 QIC  C6   C  CH2    0  -2.022  -0.0885   1.2427   0.0905
 QIC  C7   C  C      0  -3.775  -2.3909   0.2516   0.2103
 QIC  HO1  H  HOH1   0  -2.077  -1.8189  -0.1175  -1.8575
 QIC  H2   H  HCH2   0  -2.165  -0.5421  -1.0338   1.6464
 QIC  H2A  H  HCH2   0  -2.173  -0.8805  -2.1157   0.3120
 QIC  HO2  H  HOH1   0  -1.072   2.3791  -1.9235  -0.9745
 QIC  H3   H  HCH1   0  -2.062   1.4614  -2.1427   1.1768
 QIC  HO3  H  HOH1   0   1.000   3.7262   0.4819   0.3828
 QIC  H4   H  HCH1   0   0.955   1.7230   0.1673   1.7372
 QIC  HO4  H  HOH1   0   0.982   2.1539   2.7474  -0.6551
 QIC  H5   H  HCH1   0  -0.168   1.5234   0.7312  -1.2429
 QIC  H6   H  HCH2   0  -1.330  -0.4573   2.0816  -0.5091
 QIC  H6A  H  HCH2   0  -0.018  -0.2087   1.5256   1.1405
 QIC  O5   O  O      0  -0.166  -2.6452   0.4459   1.4128
 QIC  O6   O  OC    -1  -0.414  -3.2167   0.2835  -0.7311

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
 QIC  C7  C1   single  1.550  0.020  1.550
 QIC  O1  C1   single  1.407  0.020  1.407
 QIC  C1  C2   single  1.533  0.020  1.533
 QIC  C1  C6   single  1.536  0.020  1.536
 QIC  O1  HO1  single  0.850  0.020  0.980
 QIC  C2  C3   single  1.523  0.020  1.523
 QIC  C2  H2   single  0.970  0.020  1.090
 QIC  C2  H2A  single  0.970  0.020  1.090
 QIC  O2  C3   single  1.409  0.020  1.409
 QIC  O2  HO2  single  0.850  0.020  0.980
 QIC  C3  C4   single  1.529  0.020  1.529
 QIC  C3  H3   single  0.970  0.020  1.090
 QIC  C4  O3   single  1.409  0.020  1.409
 QIC  O3  HO3  single  0.850  0.020  0.980
 QIC  C5  C4   single  1.521  0.020  1.521
 QIC  C4  H4   single  0.970  0.020  1.090
 QIC  C5  O4   single  1.417  0.020  1.417
 QIC  O4  HO4  single  0.850  0.020  0.980
 QIC  C6  C5   single  1.523  0.020  1.523
 QIC  C5  H5   single  0.970  0.020  1.090
 QIC  O5  C7   deloc   1.244  0.020  1.244
 QIC  C6  H6   single  0.970  0.020  1.090
 QIC  C6  H6A  single  0.970  0.020  1.090
 QIC  C7  O6   deloc   1.253  0.020  1.253

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
 QIC  C7   C1  C6  108.85  3.000
 QIC  C6   C1  C2  109.28  3.000
 QIC  C7   C1  C2  110.22  3.000
 QIC  C6   C1  O1  109.82  3.000
 QIC  C2   C1  O1  110.49  3.000
 QIC  C7   C1  O1  108.15  3.000
 QIC  HO1  O1  C1  102.99  3.000
 QIC  H2A  C2  H2  106.45  3.000
 QIC  H2A  C2  C3  109.27  3.000
 QIC  H2   C2  C3  107.41  3.000
 QIC  H2A  C2  C1  109.94  3.000
 QIC  H2   C2  C1  108.73  3.000
 QIC  C3   C2  C1  114.68  3.000
 QIC  HO2  O2  C3  107.17  3.000
 QIC  H3   C3  C4  107.44  3.000
 QIC  H3   C3  O2  109.98  3.000
 QIC  C4   C3  O2  111.36  3.000
 QIC  H3   C3  C2  107.40  3.000
 QIC  C4   C3  C2  110.58  3.000
 QIC  O2   C3  C2  109.98  3.000
 QIC  HO3  O3  C4  107.93  3.000
 QIC  H4   C4  C5  107.72  3.000
 QIC  H4   C4  O3  110.65  3.000
 QIC  C5   C4  O3  112.18  3.000
 QIC  H4   C4  C3  107.47  3.000
 QIC  C5   C4  C3  111.03  3.000
 QIC  O3   C4  C3  107.71  3.000
 QIC  HO4  O4  C5  108.44  3.000
 QIC  H5   C5  C6  109.53  3.000
 QIC  H5   C5  O4  110.16  3.000
 QIC  C6   C5  O4  112.05  3.000
 QIC  H5   C5  C4  108.62  3.000
 QIC  C6   C5  C4  109.51  3.000
 QIC  O4   C5  C4  106.88  3.000
 QIC  H6A  C6  H6  106.88  3.000
 QIC  H6A  C6  C5  108.87  3.000
 QIC  H6   C6  C5  109.86  3.000
 QIC  H6A  C6  C1  109.70  3.000
 QIC  H6   C6  C1  109.74  3.000
 QIC  C5   C6  C1  111.68  3.000
 QIC  O6   C7  O5  125.99  3.000
 QIC  O6   C7  C1  115.30  3.000
 QIC  O5   C7  C1  118.69  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
 QIC  chir_01  C1  O1  C2  C6  negativ
 QIC  chir_02  C3  O2  C2  C4  positiv
 QIC  chir_03  C4  O3  C3  C5  positiv
 QIC  chir_04  C5  O4  C4  C6  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
 QIC  plan-1  C1  0.020
 QIC  plan-1  C7  0.020
 QIC  plan-1  O5  0.020
 QIC  plan-1  O6  0.020

