# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 24 19:23:22 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  25  13  .  2021-08-20  2022-11-17
;
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   0.102  -0.9663  -0.0026  -0.1894
 QIC  O1   O  OH1   0  -0.652  -0.9750  -0.3593  -1.5435
 QIC  C2   C  CH2   0  -0.465  -0.4008  -1.1845   0.6100
 QIC  O2   O  OH1   0  -0.664   1.3628  -1.9445  -0.8334
 QIC  C3   C  CH1   0   0.013   1.0950  -1.4099   0.4408
 QIC  O3   O  OH1   0  -0.683   3.2320  -0.3906   0.4725
 QIC  C4   C  CH1   0   0.027   1.8667  -0.1141   0.6810
 QIC  O4   O  OH1   0  -0.680   2.1403   2.1451   0.0521
 QIC  C5   C  CH1   0   0.039   1.3593   0.9982  -0.2245
 QIC  C6   C  CH2   0  -0.521  -0.1162   1.2523   0.0624
 QIC  C7   C  C     0   0.537  -2.3815   0.2795   0.3331
 QIC  HO1  H  HOH1  0   0.448  -1.2042   0.4107  -2.0752
 QIC  H2   H  HCH2  0   0.260  -0.5859  -1.0059   1.6701
 QIC  H2A  H  HCH2  0   0.266  -0.9399  -2.0993   0.3491
 QIC  HO2  H  HOH1  0   0.444   2.3202  -1.9772  -0.9358
 QIC  H3   H  HCH1  0   0.225   1.3980  -2.1251   1.2207
 QIC  HO3  H  HOH1  0   0.451   3.7012   0.4484   0.4067
 QIC  H4   H  HCH1  0   0.204   1.6862   0.1932   1.7247
 QIC  HO4  H  HOH1  0   0.457   2.0560   2.7596  -0.6828
 QIC  H5   H  HCH1  0   0.218   1.4880   0.6928  -1.2698
 QIC  H6   H  HCH2  0   0.263  -0.4809   2.0800  -0.5559
 QIC  H6A  H  HCH2  0   0.250  -0.2253   1.5674   1.1033
 QIC  HO6  H  HOH1  0   0.484  -4.1745   0.4326  -0.2290
 QIC  O5   O  O     0  -0.444  -2.6215   0.5363   1.4874
 QIC  O6   O  OH1   0  -0.577  -3.3065   0.2289  -0.6098

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  1.535  0.020  1.535
 QIC  O1  C1   single  1.400  0.020  1.400
 QIC  C1  C2   single  1.535  0.020  1.535
 QIC  C1  C6   single  1.536  0.020  1.536
 QIC  O1  HO1  single  0.850  0.020  0.980
 QIC  C2  C3   single  1.522  0.020  1.522
 QIC  C2  H2   single  0.970  0.020  1.090
 QIC  C2  H2A  single  0.970  0.020  1.090
 QIC  O2  C3   single  1.408  0.020  1.408
 QIC  O2  HO2  single  0.850  0.020  0.980
 QIC  C3  C4   single  1.527  0.020  1.527
 QIC  C3  H3   single  0.970  0.020  1.090
 QIC  C4  O3   single  1.408  0.020  1.408
 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  1.415  0.020  1.415
 QIC  O4  HO4  single  0.850  0.020  0.980
 QIC  C6  C5   single  1.524  0.020  1.524
 QIC  C5  H5   single  0.970  0.020  1.090
 QIC  O5  C7   double  1.207  0.020  1.207
 QIC  C6  H6   single  0.970  0.020  1.090
 QIC  C6  H6A  single  0.970  0.020  1.090
 QIC  C7  O6   single  1.322  0.020  1.322
 QIC  O6  HO6  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
 QIC  C7   C1  C6  107.71  3.000
 QIC  C6   C1  C2  109.86  3.000
 QIC  C7   C1  C2  107.70  3.000
 QIC  C6   C1  O1  111.71  3.000
 QIC  C2   C1  O1  108.04  3.000
 QIC  C7   C1  O1  111.74  3.000
 QIC  HO1  O1  C1  109.36  3.000
 QIC  H2A  C2  H2  106.57  3.000
 QIC  H2A  C2  C3  109.52  3.000
 QIC  H2   C2  C3  107.40  3.000
 QIC  H2A  C2  C1  109.77  3.000
 QIC  H2   C2  C1  108.51  3.000
 QIC  C3   C2  C1  114.72  3.000
 QIC  HO2  O2  C3  107.35  3.000
 QIC  H3   C3  C4  107.50  3.000
 QIC  H3   C3  O2  110.02  3.000
 QIC  C4   C3  O2  111.62  3.000
 QIC  H3   C3  C2  106.73  3.000
 QIC  C4   C3  C2  110.70  3.000
 QIC  O2   C3  C2  110.11  3.000
 QIC  HO3  O3  C4  108.13  3.000
 QIC  H4   C4  C5  107.76  3.000
 QIC  H4   C4  O3  110.70  3.000
 QIC  C5   C4  O3  112.25  3.000
 QIC  H4   C4  C3  107.61  3.000
 QIC  C5   C4  C3  110.99  3.000
 QIC  O3   C4  C3  107.45  3.000
 QIC  HO4  O4  C5  108.67  3.000
 QIC  H5   C5  C6  109.84  3.000
 QIC  H5   C5  O4  110.33  3.000
 QIC  C6   C5  O4  111.24  3.000
 QIC  H5   C5  C4  108.94  3.000
 QIC  C6   C5  C4  109.43  3.000
 QIC  O4   C5  C4  106.99  3.000
 QIC  H6A  C6  H6  106.64  3.000
 QIC  H6A  C6  C5  108.90  3.000
 QIC  H6   C6  C5  109.99  3.000
 QIC  H6A  C6  C1  109.65  3.000
 QIC  H6   C6  C1  109.90  3.000
 QIC  C5   C6  C1  111.62  3.000
 QIC  O6   C7  O5  123.46  3.000
 QIC  O6   C7  C1  113.29  3.000
 QIC  O5   C7  C1  123.25  3.000
 QIC  HO6  O6  C7  109.77  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
 QIC  CONST_01  HO6  O6  C7  C1  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
 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  HO6  0.020
 QIC  plan-1  O5   0.020
 QIC  plan-1  O6   0.020

