# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 04:09:58 2020
#   Inital geometry file: a 71 line input string
#   Ligand name: (2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@H]1O[C@H](OC[C@H]2CO2)[C@H](O)[C@@H](O)[C@@H]1O
#
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
 EPG  EPG  '(2R)-oxiran-2-ylmethyl alpha-D-glucopyranoside'  D-saccharide  32  16  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EPG
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
 EPG  C1   C  CH1   0   0.251  -0.5142   1.0087   0.0449
 EPG  O1   O  O2    0  -0.498  -0.6798   0.0062   0.9922
 EPG  C2   C  CH1   0  -0.016  -1.3738   0.6754  -1.1767
 EPG  O2   O  OH1   0  -0.667  -2.7107   0.4125  -0.8388
 EPG  C3   C  CH1   0  -0.010  -0.8138  -0.5468  -1.8924
 EPG  O3   O  OH1   0  -0.675  -1.4843  -0.7932  -3.1071
 EPG  C4   C  CH1   0   0.033   0.6576  -0.3259  -2.2230
 EPG  O4   O  OH1   0  -0.673   1.2436  -1.4860  -2.7599
 EPG  C5   C  CH1   0  -0.014   1.4241   0.0470  -0.9540
 EPG  O5   O  O2    0  -0.504   0.8212   1.1749  -0.3401
 EPG  C6   C  CH2   0  -0.160   2.8631   0.4142  -1.2468
 EPG  O6   O  OH1   0  -0.669   3.5316   0.6329  -0.0269
 EPG  C7   C  CH2   0  -0.170  -0.0683   0.2748   2.2380
 EPG  C8   C  CH1   0  -0.043  -0.4420  -0.8199   3.1854
 EPG  C9   C  CH2   0  -0.252  -0.5785  -0.5540   4.6117
 EPG  O8   O  O2    0  -0.482  -1.7213  -0.7393   3.7909
 EPG  H1   H  HCH1  0   0.234  -0.8094   1.9827   0.4623
 EPG  H2   H  HCH1  0   0.229  -1.2988   1.5355  -1.8571
 EPG  HO2  H  HOH1  0   0.458  -3.1508   1.2447  -0.6408
 EPG  H3   H  HCH1  0   0.220  -0.8869  -1.4184  -1.2247
 EPG  HO3  H  HOH1  0   0.456  -2.3720  -1.1053  -2.9072
 EPG  H4   H  HCH1  0   0.210   0.7307   0.5160  -2.9307
 EPG  HO4  H  HOH1  0   0.454   0.7519  -1.7316  -3.5505
 EPG  H5   H  HCH1  0   0.227   1.4142  -0.8175  -0.2747
 EPG  H61  H  HCH2  0   0.195   2.8809   1.3060  -1.8892
 EPG  H62  H  HCH2  0   0.212   3.3203  -0.4018  -1.8158
 EPG  HO6  H  HOH1  0   0.456   4.4581   0.7978  -0.2228
 EPG  H71  H  HCH2  0   0.225   1.0233   0.3057   2.1496
 EPG  H72  H  HCH2  0   0.223  -0.3949   1.2482   2.6284
 EPG  H8   H  HCH1  0   0.262  -0.1490  -1.8223   2.8754
 EPG  H91  H  HCH2  0   0.245  -0.3674  -1.3455   5.3245
 EPG  H92  H  HCH2  0   0.243  -0.4248   0.4534   4.9906

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
 EPG  C1  O1   single  1.389  0.020  1.389
 EPG  C1  C2   single  1.530  0.020  1.530
 EPG  C1  O5   single  1.400  0.020  1.400
 EPG  C1  H1   single  0.970  0.020  1.090
 EPG  O1  C7   single  1.414  0.020  1.414
 EPG  C2  O2   single  1.404  0.020  1.404
 EPG  C2  C3   single  1.523  0.020  1.523
 EPG  C2  H2   single  0.970  0.020  1.090
 EPG  O2  HO2  single  0.850  0.020  0.980
 EPG  C3  O3   single  1.409  0.020  1.409
 EPG  C3  C4   single  1.524  0.020  1.524
 EPG  C3  H3   single  0.970  0.020  1.090
 EPG  O3  HO3  single  0.850  0.020  0.980
 EPG  C4  O4   single  1.406  0.020  1.406
 EPG  C4  C5   single  1.529  0.020  1.529
 EPG  C4  H4   single  0.970  0.020  1.090
 EPG  O4  HO4  single  0.850  0.020  0.980
 EPG  C5  O5   single  1.419  0.020  1.419
 EPG  C5  C6   single  1.514  0.020  1.514
 EPG  C5  H5   single  0.970  0.020  1.090
 EPG  C6  O6   single  1.408  0.020  1.408
 EPG  C6  H61  single  0.970  0.020  1.090
 EPG  C6  H62  single  0.970  0.020  1.090
 EPG  O6  HO6  single  0.850  0.020  0.980
 EPG  C7  C8   single  1.495  0.020  1.495
 EPG  C7  H71  single  0.970  0.020  1.090
 EPG  C7  H72  single  0.970  0.020  1.090
 EPG  C8  C9   single  1.457  0.020  1.457
 EPG  C8  O8   single  1.418  0.020  1.418
 EPG  C8  H8   single  0.970  0.020  1.090
 EPG  C9  O8   single  1.419  0.020  1.419
 EPG  C9  H91  single  0.970  0.020  1.090
 EPG  C9  H92  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
 EPG  H1   C1  O5   104.79  3.000
 EPG  H1   C1  C2   110.18  3.000
 EPG  O5   C1  C2   110.01  3.000
 EPG  H1   C1  O1   110.38  3.000
 EPG  O5   C1  O1   112.77  3.000
 EPG  C2   C1  O1   108.67  3.000
 EPG  C7   O1  C1   114.35  3.000
 EPG  H2   C2  C3   108.18  3.000
 EPG  H2   C2  O2   111.13  3.000
 EPG  C3   C2  O2   108.24  3.000
 EPG  H2   C2  C1   106.58  3.000
 EPG  C3   C2  C1   110.08  3.000
 EPG  O2   C2  C1   112.55  3.000
 EPG  HO2  O2  C2   108.86  3.000
 EPG  H3   C3  C4   108.09  3.000
 EPG  H3   C3  O3   110.67  3.000
 EPG  C4   C3  O3   107.31  3.000
 EPG  H3   C3  C2   109.03  3.000
 EPG  C4   C3  C2   109.91  3.000
 EPG  O3   C3  C2   111.74  3.000
 EPG  HO3  O3  C3   108.46  3.000
 EPG  H4   C4  C5   108.26  3.000
 EPG  H4   C4  O4   110.94  3.000
 EPG  C5   C4  O4   108.02  3.000
 EPG  H4   C4  C3   108.30  3.000
 EPG  C5   C4  C3   109.83  3.000
 EPG  O4   C4  C3   111.44  3.000
 EPG  HO4  O4  C4   108.13  3.000
 EPG  H5   C5  C6   108.59  3.000
 EPG  H5   C5  O5   110.73  3.000
 EPG  C6   C5  O5   107.15  3.000
 EPG  H5   C5  C4   108.45  3.000
 EPG  C6   C5  C4   112.04  3.000
 EPG  O5   C5  C4   109.88  3.000
 EPG  C5   O5  C1   115.47  3.000
 EPG  H62  C6  H61  107.10  3.000
 EPG  H62  C6  O6   111.58  3.000
 EPG  H61  C6  O6   111.88  3.000
 EPG  H62  C6  C5   108.47  3.000
 EPG  H61  C6  C5   108.98  3.000
 EPG  O6   C6  C5   108.75  3.000
 EPG  HO6  O6  C6   107.91  3.000
 EPG  H72  C7  H71  107.45  3.000
 EPG  H72  C7  C8   110.44  3.000
 EPG  H71  C7  C8   108.71  3.000
 EPG  H72  C7  O1   110.67  3.000
 EPG  H71  C7  O1   111.43  3.000
 EPG  C8   C7  O1   108.13  3.000
 EPG  H8   C8  O8   114.62  3.000
 EPG  H8   C8  C9   118.14  3.000
 EPG  O8   C8  C9    59.14  3.000
 EPG  H8   C8  C7   115.22  3.000
 EPG  O8   C8  C7   117.04  3.000
 EPG  C9   C8  C7   120.66  3.000
 EPG  H92  C9  H91  114.78  3.000
 EPG  H92  C9  O8   115.87  3.000
 EPG  H91  C9  O8   116.17  3.000
 EPG  H92  C9  C8   119.80  3.000
 EPG  H91  C9  C8   119.43  3.000
 EPG  O8   C9  C8    59.04  3.000
 EPG  C9   O8  C8    61.82  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
 EPG  Var_01  O8   C9  C8  C7   105.15  30.0  1
 EPG  Var_02  H91  C9  O8  C8  -110.10  30.0  1
 EPG  Var_03  C8   C7  O1  C1   174.57  30.0  3
 EPG  Var_04  C9   C8  C7  O1  -148.64  30.0  3

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
 EPG  chir_01  C1  O1  C2  O5  positiv
 EPG  chir_02  C2  O2  C1  C3  negativ
 EPG  chir_03  C3  O3  C2  C4  positiv
 EPG  chir_04  C4  O4  C5  C3  positiv
 EPG  chir_05  C5  O5  C4  C6  negativ
 EPG  chir_06  C8  C7  C9  O8  both

