# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 20:28:39 2022
#   Inital geometry file: a 72 line input string
#   Ligand name: 4,6-O-[(1S)-1-carboxyethylidene]-beta-D-glucopyranose
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]1(OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O1)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
 CEG  CEG  4,6-O-[(1S)-1-carboxyethylidene]-beta-D-glucopyranose  D-saccharide  30  17  .  2019-10-31  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CEG
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
 CEG  C1   C  CH1    0   0.279  -3.1988  -4.6682  25.1105
 CEG  C2   C  CH1    0   0.002  -4.6993  -4.4080  25.2593
 CEG  C3   C  CH1    0  -0.027  -5.1043  -4.4240  26.7332
 CEG  C4   C  CH1    0  -0.001  -4.6155  -5.7175  27.3537
 CEG  C5   C  CH1    0   0.009  -3.1148  -5.8380  27.1272
 CEG  C6   C  CH2    0  -0.221  -2.6454  -7.1095  27.8091
 CEG  C7   C  CT     0   0.383  -4.4314  -6.9145  29.3610
 CEG  C8   C  C      0   0.357  -5.2462  -8.1781  28.9078
 CEG  C9   C  CH3    0  -0.700  -4.6363  -6.7164  30.8523
 CEG  O1   O  OH1    0  -0.650  -2.9025  -4.7817  23.7718
 CEG  O2   O  OH1    0  -0.666  -4.9778  -3.1700  24.6602
 CEG  O3   O  OH1    0  -0.667  -6.5037  -4.2781  26.7786
 CEG  O4   O  O2     0  -0.506  -4.8845  -5.7343  28.7332
 CEG  O5   O  O2     0  -0.497  -2.8421  -5.8769  25.7494
 CEG  O6   O  O2     0  -0.492  -3.0465  -7.0651  29.1604
 CEG  O8A  O  O      0  -0.586  -4.6488  -9.2648  28.9880
 CEG  O8B  O  OC    -1  -0.588  -6.4315  -7.9769  28.5914
 CEG  H1   H  HCH1   0   0.188  -2.6436  -3.8392  25.5844
 CEG  H2   H  HCH1   0   0.213  -5.2323  -5.2289  24.7515
 CEG  H3   H  HCH1   0   0.212  -4.6060  -3.5824  27.2404
 CEG  H4   H  HCH1   0   0.217  -5.1116  -6.5604  26.8483
 CEG  H5   H  HCH1   0   0.218  -2.6108  -4.9767  27.5965
 CEG  H61  H  HCH2   0   0.210  -3.0530  -7.9847  27.2873
 CEG  H62  H  HCH2   0   0.243  -1.5567  -7.1900  27.7989
 CEG  H9A  H  HCH3   0   0.234  -4.0863  -5.8440  31.2095
 CEG  H9B  H  HCH3   0   0.234  -5.6933  -6.5726  31.0737
 CEG  H9C  H  HCH3   0   0.234  -4.2920  -7.5913  31.4026
 CEG  HO1  H  HOH1   0   0.462  -1.9539  -4.6736  23.6442
 CEG  HO2  H  HOH1   0   0.450  -5.9093  -2.9731  24.8057
 CEG  HO3  H  HOH1   0   0.455  -6.7647  -4.0953  27.6864

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
 CEG  C1  C2   single  1.530  0.020  1.530
 CEG  C1  O1   single  1.376  0.020  1.376
 CEG  C1  O5   single  1.413  0.020  1.413
 CEG  C1  H1   single  0.970  0.020  1.090
 CEG  C2  C3   single  1.529  0.020  1.529
 CEG  C2  O2   single  1.403  0.020  1.403
 CEG  C2  H2   single  0.970  0.020  1.090
 CEG  C3  C4   single  1.516  0.020  1.516
 CEG  C3  O3   single  1.408  0.020  1.408
 CEG  C3  H3   single  0.970  0.020  1.090
 CEG  C4  C5   single  1.522  0.020  1.522
 CEG  C4  O4   single  1.406  0.020  1.406
 CEG  C4  H4   single  0.970  0.020  1.090
 CEG  C5  C6   single  1.517  0.020  1.517
 CEG  C5  O5   single  1.405  0.020  1.405
 CEG  C5  H5   single  0.970  0.020  1.090
 CEG  C6  O6   single  1.410  0.020  1.410
 CEG  C6  H61  single  0.970  0.020  1.090
 CEG  C6  H62  single  0.970  0.020  1.090
 CEG  C7  C8   single  1.570  0.020  1.570
 CEG  C7  C9   single  1.518  0.020  1.518
 CEG  C7  O4   single  1.411  0.020  1.411
 CEG  C7  O6   single  1.407  0.020  1.407
 CEG  C8  O8A  deloc   1.243  0.020  1.243
 CEG  C8  O8B  deloc   1.243  0.020  1.243
 CEG  C9  H9A  single  0.970  0.020  1.090
 CEG  C9  H9B  single  0.970  0.020  1.090
 CEG  C9  H9C  single  0.970  0.020  1.090
 CEG  O1  HO1  single  0.850  0.020  0.980
 CEG  O2  HO2  single  0.850  0.020  0.980
 CEG  O3  HO3  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
 CEG  H1   C1  O5   108.74  3.000
 CEG  H1   C1  O1   111.79  3.000
 CEG  O5   C1  O1   108.36  3.000
 CEG  H1   C1  C2   108.88  3.000
 CEG  O5   C1  C2   110.43  3.000
 CEG  O1   C1  C2   108.65  3.000
 CEG  H2   C2  O2   111.36  3.000
 CEG  H2   C2  C3   107.95  3.000
 CEG  O2   C2  C3   111.61  3.000
 CEG  H2   C2  C1   107.62  3.000
 CEG  O2   C2  C1   107.64  3.000
 CEG  C3   C2  C1   110.59  3.000
 CEG  H3   C3  O3   110.83  3.000
 CEG  H3   C3  C4   108.52  3.000
 CEG  O3   C3  C4   113.32  3.000
 CEG  H3   C3  C2   108.42  3.000
 CEG  O3   C3  C2   107.06  3.000
 CEG  C4   C3  C2   108.56  3.000
 CEG  H4   C4  O4   110.81  3.000
 CEG  H4   C4  C5   108.38  3.000
 CEG  O4   C4  C5   109.50  3.000
 CEG  H4   C4  C3   108.67  3.000
 CEG  O4   C4  C3   110.50  3.000
 CEG  C5   C4  C3   108.93  3.000
 CEG  H5   C5  O5   110.50  3.000
 CEG  H5   C5  C6   108.77  3.000
 CEG  O5   C5  C6   110.94  3.000
 CEG  H5   C5  C4   108.99  3.000
 CEG  O5   C5  C4   109.84  3.000
 CEG  C6   C5  C4   107.72  3.000
 CEG  H62  C6  H61  107.89  3.000
 CEG  H62  C6  O6   107.15  3.000
 CEG  H61  C6  O6   112.03  3.000
 CEG  H62  C6  C5   111.48  3.000
 CEG  H61  C6  C5   109.86  3.000
 CEG  O6   C6  C5   108.43  3.000
 CEG  O6   C7  O4   110.00  3.000
 CEG  O6   C7  C9   106.66  3.000
 CEG  O4   C7  C9   106.53  3.000
 CEG  O6   C7  C8   112.54  3.000
 CEG  O4   C7  C8   112.21  3.000
 CEG  C9   C7  C8   108.57  3.000
 CEG  O8B  C8  O8A  128.05  3.000
 CEG  O8B  C8  C7   115.97  3.000
 CEG  O8A  C8  C7   115.82  3.000
 CEG  H9C  C9  H9B  108.06  3.000
 CEG  H9C  C9  H9A  108.51  3.000
 CEG  H9B  C9  H9A  108.48  3.000
 CEG  H9C  C9  C7   110.41  3.000
 CEG  H9B  C9  C7   110.35  3.000
 CEG  H9A  C9  C7   110.96  3.000
 CEG  HO1  O1  C1   109.37  3.000
 CEG  HO2  O2  C2   107.93  3.000
 CEG  HO3  O3  C3   108.65  3.000
 CEG  C7   O4  C4   112.64  3.000
 CEG  C5   O5  C1   111.75  3.000
 CEG  C7   O6  C6   114.82  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
 CEG  Var_01  H61  C6  O6  C7  -63.92  30.0  1

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
 CEG  chir_01  C1  C2  O1  O5  positiv
 CEG  chir_02  C2  O2  C1  C3  negativ
 CEG  chir_03  C3  O3  C2  C4  positiv
 CEG  chir_04  C4  O4  C5  C3  positiv
 CEG  chir_05  C5  O5  C4  C6  negativ
 CEG  chir_06  C7  O6  O4  C9  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
 CEG  plan-1  C7   0.020
 CEG  plan-1  C8   0.020
 CEG  plan-1  O8A  0.020
 CEG  plan-1  O8B  0.020

