# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Aug  4 04:15:26 2022
#   Inital geometry file: a 71 line input string
#   Ligand name: 2,4-bis[(1~{R})-1-oxidanylethyl]benzene-1,3,5-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](O)c1c(O)cc(O)c([C@@H](C)O)c1O
#
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
 ZHG  ZHG  "2,4-bis[(1R)-1-oxidanylethyl]benzene-1,3,5-triol"
  ligand  29  15  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZHG
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
 ZHG  C1   C  CH3   0  -0.657  49.5085  73.5853  124.3869
 ZHG  C2   C  CH1   0  -0.011  48.8119  73.4534  125.7314
 ZHG  O3   O  OH1   0  -0.671  47.5680  74.1544  125.6379
 ZHG  C4   C  CR6   0  -0.199  48.6107  72.0028  126.1225
 ZHG  C5   C  CR6   0   0.320  47.4978  71.2659  125.6877
 ZHG  C6   C  CR6   0  -0.140  47.3214  69.9082  125.9898
 ZHG  C7   C  CR6   0   0.364  48.3212  69.2877  126.7458
 ZHG  C8   C  CR16  0  -0.553  49.4377  69.9897  127.1878
 ZHG  C9   C  CR6   0   0.354  49.5749  71.3350  126.8730
 ZHG  O10  O  OH1   0  -0.631  50.6574  72.0389  127.2619
 ZHG  O11  O  OH1   0  -0.622  48.1850  67.9795  127.0357
 ZHG  C12  C  CH1   0   0.010  46.0952  69.1678  125.5077
 ZHG  O13  O  OH1   0  -0.669  45.4287  68.6164  126.6317
 ZHG  C14  C  CH3   0  -0.693  46.4206  68.1133  124.4522
 ZHG  O15  O  OH1   0  -0.648  46.5528  71.8622  124.9368
 ZHG  H1   H  HCH3  0   0.237  50.4815  73.0978  124.4282
 ZHG  H2   H  HCH3  0   0.228  48.9322  73.1144  123.5888
 ZHG  H3   H  HCH3  0   0.237  49.6675  74.6331  124.1284
 ZHG  H4   H  HCH1  0   0.249  49.4281  73.9468  126.4876
 ZHG  H5   H  HOH1  0   0.466  47.2246  74.2888  126.5294
 ZHG  H6   H  HCR6  0   0.271  50.2038  69.4861  127.7701
 ZHG  H7   H  HOH1  0   0.476  51.2482  71.4863  127.7860
 ZHG  H8   H  HOH1  0   0.471  48.9463  67.6702  127.5392
 ZHG  H9   H  HCH1  0   0.219  45.4367  69.8961  125.0250
 ZHG  H10  H  HOH1  0   0.442  44.6407  68.1673  126.3090
 ZHG  H11  H  HCH3  0   0.225  46.9081  68.5775  123.5941
 ZHG  H12  H  HCH3  0   0.232  47.0747  67.3313  124.8342
 ZHG  H13  H  HCH3  0   0.225  45.5050  67.6410  124.0873
 ZHG  H14  H  HOH1  0   0.468  46.6873  72.8317  124.9980

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
 ZHG  O3   C2   single    1.431  0.020  1.431
 ZHG  C12  O13  single    1.418  0.020  1.418
 ZHG  C12  C6   single    1.511  0.020  1.511
 ZHG  C12  C14  single    1.527  0.020  1.527
 ZHG  O15  C5   single    1.346  0.020  1.346
 ZHG  C1   C2   single    1.520  0.020  1.520
 ZHG  C5   C6   aromatic  1.402  0.020  1.402
 ZHG  C5   C4   aromatic  1.404  0.020  1.404
 ZHG  C6   C7   aromatic  1.399  0.020  1.399
 ZHG  C2   C4   single    1.516  0.020  1.516
 ZHG  C4   C9   aromatic  1.392  0.020  1.392
 ZHG  C7   O11  single    1.347  0.020  1.347
 ZHG  C7   C8   aromatic  1.391  0.020  1.391
 ZHG  C9   C8   aromatic  1.388  0.020  1.388
 ZHG  C9   O10  single    1.348  0.020  1.348
 ZHG  C1   H1   single    0.970  0.020  1.090
 ZHG  C1   H2   single    0.970  0.020  1.090
 ZHG  C1   H3   single    0.970  0.020  1.090
 ZHG  C2   H4   single    0.970  0.020  1.090
 ZHG  O3   H5   single    0.850  0.020  0.980
 ZHG  C8   H6   single    0.930  0.020  1.080
 ZHG  O10  H7   single    0.850  0.020  0.980
 ZHG  O11  H8   single    0.850  0.020  0.980
 ZHG  C12  H9   single    0.970  0.020  1.090
 ZHG  O13  H10  single    0.850  0.020  0.980
 ZHG  C14  H11  single    0.970  0.020  1.090
 ZHG  C14  H12  single    0.970  0.020  1.090
 ZHG  C14  H13  single    0.970  0.020  1.090
 ZHG  O15  H14  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
 ZHG  H3   C1   H2   108.55  3.000
 ZHG  H3   C1   H1   107.98  3.000
 ZHG  H2   C1   H1   107.84  3.000
 ZHG  H3   C1   C2   111.08  3.000
 ZHG  H2   C1   C2   111.56  3.000
 ZHG  H1   C1   C2   109.70  3.000
 ZHG  H4   C2   C4   109.17  3.000
 ZHG  H4   C2   O3   108.31  3.000
 ZHG  C4   C2   O3   111.73  3.000
 ZHG  H4   C2   C1   108.32  3.000
 ZHG  C4   C2   C1   111.84  3.000
 ZHG  O3   C2   C1   107.34  3.000
 ZHG  H5   O3   C2   108.50  3.000
 ZHG  C9   C4   C5   117.65  3.000
 ZHG  C9   C4   C2   120.40  3.000
 ZHG  C5   C4   C2   121.85  3.000
 ZHG  O15  C5   C6   117.44  3.000
 ZHG  C6   C5   C4   122.78  3.000
 ZHG  O15  C5   C4   119.78  3.000
 ZHG  C12  C6   C7   122.34  3.000
 ZHG  C7   C6   C5   117.14  3.000
 ZHG  C12  C6   C5   120.52  3.000
 ZHG  O11  C7   C8   120.20  3.000
 ZHG  C8   C7   C6   121.44  3.000
 ZHG  O11  C7   C6   118.36  3.000
 ZHG  H6   C8   C9   120.07  3.000
 ZHG  H6   C8   C7   120.17  3.000
 ZHG  C9   C8   C7   119.75  3.000
 ZHG  O10  C9   C8   121.31  3.000
 ZHG  O10  C9   C4   117.45  3.000
 ZHG  C8   C9   C4   121.23  3.000
 ZHG  H7   O10  C9   110.46  3.000
 ZHG  H8   O11  C7   110.14  3.000
 ZHG  H9   C12  C14  106.44  3.000
 ZHG  H9   C12  O13  109.00  3.000
 ZHG  C14  C12  O13  112.30  3.000
 ZHG  H9   C12  C6   107.63  3.000
 ZHG  C14  C12  C6   112.70  3.000
 ZHG  O13  C12  C6   108.60  3.000
 ZHG  H10  O13  C12  107.48  3.000
 ZHG  H13  C14  H12  108.06  3.000
 ZHG  H13  C14  H11  107.20  3.000
 ZHG  H12  C14  H11  108.26  3.000
 ZHG  H13  C14  C12  110.53  3.000
 ZHG  H12  C14  C12  112.43  3.000
 ZHG  H11  C14  C12  110.19  3.000
 ZHG  H14  O15  C5   107.86  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
 ZHG  CONST_01  C7   C6  C5  C4    0.00  0.0  0
 ZHG  CONST_02  C7   C8  C9  C4    0.00  0.0  0
 ZHG  CONST_03  C8   C7  C6  C5    0.00  0.0  0
 ZHG  CONST_04  C8   C9  C4  C5    0.00  0.0  0
 ZHG  CONST_05  C9   C4  C5  C6    0.00  0.0  0
 ZHG  CONST_06  C9   C8  C7  C6    0.00  0.0  0
 ZHG  CONST_07  C6   C5  C4  C2  180.00  0.0  0
 ZHG  CONST_08  C8   C9  C4  C2  180.00  0.0  0
 ZHG  CONST_09  C12  C6  C5  C4  180.00  0.0  0
 ZHG  CONST_10  O11  C7  C6  C5  180.00  0.0  0
 ZHG  CONST_11  O10  C9  C4  C5  180.00  0.0  0
 ZHG  CONST_12  O15  C5  C6  C7  180.00  0.0  0
 ZHG  CONST_13  O10  C9  C8  C7  180.00  0.0  0
 ZHG  CONST_14  C12  C6  C7  C8  180.00  0.0  0
 ZHG  CONST_15  O15  C5  C4  C9  180.00  0.0  0
 ZHG  CONST_16  O11  C7  C8  C9  180.00  0.0  0
 ZHG  CONST_17  H6   C8  C9  C4  180.00  0.0  0
 ZHG  CONST_18  H6   C8  C7  C6  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
 ZHG  chir_01  C2   O3   C1   C4  positiv
 ZHG  chir_02  C12  O13  C14  C6  positiv

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
 ZHG  plan-1  C2   0.020
 ZHG  plan-1  C4   0.020
 ZHG  plan-1  C5   0.020
 ZHG  plan-1  C6   0.020
 ZHG  plan-1  C7   0.020
 ZHG  plan-1  C8   0.020
 ZHG  plan-1  C9   0.020
 ZHG  plan-1  O10  0.020
 ZHG  plan-1  O11  0.020
 ZHG  plan-1  C12  0.020
 ZHG  plan-1  O15  0.020
 ZHG  plan-1  H6   0.020

