# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 17:25:18 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: 1-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-glucopyranose
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(/C=C/C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)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
 SGS  SGS  1-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-beta-D-glucopyranose  D-saccharide  49  27  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SGS
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
 SGS  O5   O  O2    0  -0.487  -3.4335   0.8291   0.4977
 SGS  C1   C  CH1   0   0.284  -3.0462  -0.1014  -0.4626
 SGS  O1   O  O2    0  -0.502  -1.7034  -0.4231  -0.2106
 SGS  C13  C  C     0   0.604  -0.7417   0.4083  -0.6537
 SGS  O32  O  O     0  -0.441  -0.9739   1.4265  -1.2564
 SGS  C21  C  C1    0  -0.454   0.5824  -0.1095  -0.3026
 SGS  C25  C  C1    0  -0.210   1.6841   0.5986  -0.5909
 SGS  C26  C  CR6   0   0.175   3.0612   0.2276  -0.3155
 SGS  C27  C  CR16  0  -0.469   4.0541   1.1719  -0.5803
 SGS  C28  C  CR6   0   0.331   5.3837   0.8745  -0.3213
 SGS  O5A  O  O2    0  -0.490   6.4254   1.7058  -0.5304
 SGS  C7   C  CH3   0  -0.434   6.1653   2.9996  -1.0404
 SGS  C29  C  CR6   0   0.191   5.7368  -0.3737   0.1967
 SGS  O35  O  OH1   0  -0.611   7.0107  -0.7053   0.4598
 SGS  C30  C  CR6   0   0.361   4.7407  -1.3265   0.4518
 SGS  O37  O  O2    0  -0.467   5.1878  -2.4975   0.9373
 SGS  C38  C  CH3   0  -0.440   4.2438  -3.5160   1.2006
 SGS  C31  C  CR16  0  -0.491   3.4128  -1.0236   0.1992
 SGS  C2   C  CH1   0  -0.034  -3.8579  -1.3851  -0.3168
 SGS  O13  O  OH1   0  -0.665  -3.5356  -2.3204  -1.3130
 SGS  C3   C  CH1   0  -0.011  -5.3335  -1.0348  -0.4599
 SGS  O3   O  OH1   0  -0.670  -6.1627  -2.1382  -0.1903
 SGS  C4   C  CH1   0   0.033  -5.7177   0.0771   0.5110
 SGS  O4   O  OH1   0  -0.670  -7.0278   0.5285   0.2775
 SGS  C5   C  CH1   0  -0.019  -4.7700   1.2663   0.3379
 SGS  C6   C  CH2   0  -0.155  -5.0274   2.3483   1.3642
 SGS  O6   O  OH1   0  -0.668  -4.1857   3.4427   1.0937
 SGS  H18  H  HCH1  0   0.219  -3.1628   0.3037  -1.4792
 SGS  H1   H  H     0   0.278   0.6243  -1.0687   0.1983
 SGS  H2   H  H     0   0.269   1.5548   1.5623  -1.0742
 SGS  H3   H  HCR6  0   0.287   3.7688   2.1352  -0.9822
 SGS  H7   H  HCH3  0   0.233   5.5213   3.5745  -0.3707
 SGS  H6   H  HCH3  0   0.233   5.7032   2.9576  -2.0295
 SGS  H5   H  HCH3  0   0.266   7.1270   3.4991  -1.1215
 SGS  H9   H  HOH1  0   0.477   7.5959   0.0267   0.2277
 SGS  H10  H  HCH3  0   0.230   3.5165  -3.2144   1.9590
 SGS  H11  H  HCH3  0   0.230   3.7068  -3.8164   0.2969
 SGS  H12  H  HCH3  0   0.263   4.8061  -4.3682   1.5740
 SGS  H4   H  HCR6  0   0.283   2.6449  -1.7605   0.3890
 SGS  H17  H  HCH1  0   0.232  -3.6861  -1.7880   0.6920
 SGS  H22  H  HOH1  0   0.460  -2.7003  -2.7409  -1.0875
 SGS  H16  H  HCH1  0   0.220  -5.5026  -0.6613  -1.4829
 SGS  H20  H  HOH1  0   0.458  -6.0514  -2.7848  -0.8943
 SGS  H15  H  HCH1  0   0.216  -5.6066  -0.3053   1.5384
 SGS  H19  H  HOH1  0   0.456  -7.6289  -0.2135   0.4004
 SGS  H31  H  HCH1  0   0.230  -4.9113   1.6832  -0.6725
 SGS  H32  H  HCH2  0   0.215  -6.0845   2.6271   1.3112
 SGS  H33  H  HCH2  0   0.198  -4.8515   1.9343   2.3671
 SGS  H34  H  HOH1  0   0.457  -4.4207   4.1526   1.6978

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
 SGS  O5   C1   single    1.392  0.020  1.392
 SGS  O5   C5   single    1.415  0.020  1.415
 SGS  C1   O1   single    1.404  0.020  1.404
 SGS  C1   C2   single    1.526  0.020  1.526
 SGS  C1   H18  single    0.970  0.020  1.090
 SGS  O1   C13  single    1.346  0.020  1.346
 SGS  C13  O32  double    1.206  0.020  1.206
 SGS  C13  C21  single    1.464  0.020  1.464
 SGS  C21  C25  double    1.341  0.020  1.341
 SGS  C21  H1   single    0.930  0.020  1.080
 SGS  C25  C26  single    1.452  0.020  1.452
 SGS  C25  H2   single    0.930  0.020  1.080
 SGS  C26  C27  aromatic  1.396  0.020  1.396
 SGS  C26  C31  aromatic  1.398  0.020  1.398
 SGS  C27  C28  aromatic  1.387  0.020  1.387
 SGS  C27  H3   single    0.930  0.020  1.080
 SGS  C28  O5A  single    1.349  0.020  1.349
 SGS  C28  C29  aromatic  1.397  0.020  1.397
 SGS  O5A  C7   single    1.415  0.020  1.415
 SGS  C7   H7   single    0.970  0.020  1.090
 SGS  C7   H6   single    0.970  0.020  1.090
 SGS  C7   H5   single    0.970  0.020  1.090
 SGS  C29  O35  single    1.342  0.020  1.342
 SGS  C29  C30  aromatic  1.402  0.020  1.402
 SGS  O35  H9   single    0.850  0.020  0.980
 SGS  C30  O37  single    1.344  0.020  1.344
 SGS  C30  C31  aromatic  1.385  0.020  1.385
 SGS  O37  C38  single    1.414  0.020  1.414
 SGS  C38  H10  single    0.970  0.020  1.090
 SGS  C38  H11  single    0.970  0.020  1.090
 SGS  C38  H12  single    0.970  0.020  1.090
 SGS  C31  H4   single    0.930  0.020  1.080
 SGS  C2   O13  single    1.404  0.020  1.404
 SGS  C2   C3   single    1.523  0.020  1.523
 SGS  C2   H17  single    0.970  0.020  1.090
 SGS  O13  H22  single    0.850  0.020  0.980
 SGS  C3   O3   single    1.406  0.020  1.406
 SGS  C3   C4   single    1.525  0.020  1.525
 SGS  C3   H16  single    0.970  0.020  1.090
 SGS  O3   H20  single    0.850  0.020  0.980
 SGS  C4   O4   single    1.405  0.020  1.405
 SGS  C4   C5   single    1.530  0.020  1.530
 SGS  C4   H15  single    0.970  0.020  1.090
 SGS  O4   H19  single    0.850  0.020  0.980
 SGS  C5   C6   single    1.513  0.020  1.513
 SGS  C5   H31  single    0.970  0.020  1.090
 SGS  C6   O6   single    1.407  0.020  1.407
 SGS  C6   H32  single    0.970  0.020  1.090
 SGS  C6   H33  single    0.970  0.020  1.090
 SGS  O6   H34  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
 SGS  C5   O5   C1   113.03  3.000
 SGS  H18  C1   C2   109.98  3.000
 SGS  H18  C1   O1   110.59  3.000
 SGS  C2   C1   O1   107.39  3.000
 SGS  H18  C1   O5   111.21  3.000
 SGS  C2   C1   O5   110.39  3.000
 SGS  O1   C1   O5   107.19  3.000
 SGS  C13  O1   C1   118.86  3.000
 SGS  C21  C13  O32  126.33  3.000
 SGS  C21  C13  O1   110.40  3.000
 SGS  O32  C13  O1   123.26  3.000
 SGS  H1   C21  C25  122.37  3.000
 SGS  H1   C21  C13  117.33  3.000
 SGS  C25  C21  C13  120.31  3.000
 SGS  H2   C25  C26  115.08  3.000
 SGS  H2   C25  C21  117.81  3.000
 SGS  C26  C25  C21  127.11  3.000
 SGS  C31  C26  C27  119.77  3.000
 SGS  C31  C26  C25  122.47  3.000
 SGS  C27  C26  C25  117.76  3.000
 SGS  H3   C27  C28  120.87  3.000
 SGS  H3   C27  C26  119.03  3.000
 SGS  C28  C27  C26  120.10  3.000
 SGS  C29  C28  O5A  114.39  3.000
 SGS  C29  C28  C27  120.22  3.000
 SGS  O5A  C28  C27  125.39  3.000
 SGS  C7   O5A  C28  118.52  3.000
 SGS  H5   C7   H6   108.93  3.000
 SGS  H5   C7   H7   108.99  3.000
 SGS  H6   C7   H7   109.01  3.000
 SGS  H5   C7   O5A  106.54  3.000
 SGS  H6   C7   O5A  111.65  3.000
 SGS  H7   C7   O5A  111.63  3.000
 SGS  C30  C29  O35  118.09  3.000
 SGS  C30  C29  C28  119.68  3.000
 SGS  O35  C29  C28  122.23  3.000
 SGS  H9   O35  C29  109.93  3.000
 SGS  C31  C30  O37  125.11  3.000
 SGS  C31  C30  C29  119.96  3.000
 SGS  O37  C30  C29  114.93  3.000
 SGS  C38  O37  C30  118.22  3.000
 SGS  H12  C38  H11  108.82  3.000
 SGS  H12  C38  H10  108.79  3.000
 SGS  H11  C38  H10  108.81  3.000
 SGS  H12  C38  O37  106.46  3.000
 SGS  H11  C38  O37  111.84  3.000
 SGS  H10  C38  O37  112.01  3.000
 SGS  H4   C31  C30  119.99  3.000
 SGS  H4   C31  C26  119.75  3.000
 SGS  C30  C31  C26  120.26  3.000
 SGS  H17  C2   C3   108.76  3.000
 SGS  H17  C2   O13  111.77  3.000
 SGS  C3   C2   O13  107.99  3.000
 SGS  H17  C2   C1   108.23  3.000
 SGS  C3   C2   C1   108.23  3.000
 SGS  O13  C2   C1   111.75  3.000
 SGS  H22  O13  C2   108.92  3.000
 SGS  H16  C3   C4   107.77  3.000
 SGS  H16  C3   O3   110.69  3.000
 SGS  C4   C3   O3   107.54  3.000
 SGS  H16  C3   C2   108.29  3.000
 SGS  C4   C3   C2   110.60  3.000
 SGS  O3   C3   C2   111.89  3.000
 SGS  H20  O3   C3   108.58  3.000
 SGS  H15  C4   C5   108.22  3.000
 SGS  H15  C4   O4   111.12  3.000
 SGS  C5   C4   O4   107.99  3.000
 SGS  H15  C4   C3   108.37  3.000
 SGS  C5   C4   C3   109.78  3.000
 SGS  O4   C4   C3   111.30  3.000
 SGS  H19  O4   C4   108.26  3.000
 SGS  H31  C5   C6   109.23  3.000
 SGS  H31  C5   C4   108.56  3.000
 SGS  C6   C5   C4   111.94  3.000
 SGS  H31  C5   O5   109.97  3.000
 SGS  C6   C5   O5   107.75  3.000
 SGS  C4   C5   O5   109.39  3.000
 SGS  H33  C6   H32  107.14  3.000
 SGS  H33  C6   O6   111.88  3.000
 SGS  H32  C6   O6   111.73  3.000
 SGS  H33  C6   C5   108.80  3.000
 SGS  H32  C6   C5   108.27  3.000
 SGS  O6   C6   C5   108.91  3.000
 SGS  H34  O6   C6   107.91  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
 SGS  CONST_01  C29  C28  C27  C26     0.00   0.0  0
 SGS  CONST_02  C29  C30  C31  C26     0.00   0.0  0
 SGS  CONST_03  C30  C31  C26  C27     0.00   0.0  0
 SGS  CONST_04  C30  C29  C28  C27     0.00   0.0  0
 SGS  CONST_05  C31  C26  C27  C28     0.00   0.0  0
 SGS  CONST_06  C31  C30  C29  C28     0.00   0.0  0
 SGS  CONST_07  C28  C27  C26  C25   180.00   0.0  0
 SGS  CONST_08  C30  C31  C26  C25   180.00   0.0  0
 SGS  CONST_09  O5A  C28  C27  C26   180.00   0.0  0
 SGS  CONST_10  O37  C30  C31  C26   180.00   0.0  0
 SGS  CONST_11  O35  C29  C28  C27   180.00   0.0  0
 SGS  CONST_12  O37  C30  C29  C28   180.00   0.0  0
 SGS  CONST_13  C30  C29  C28  O5A   180.00   0.0  0
 SGS  CONST_14  C31  C30  C29  O35   180.00   0.0  0
 SGS  CONST_15  H4   C31  C26  C27   180.00   0.0  0
 SGS  CONST_16  H3   C27  C28  C29   180.00   0.0  0
 SGS  Var_01    C27  C26  C25  C21  -173.79  30.0  2
 SGS  Var_02    C29  C28  O5A  C7   -179.33  30.0  2
 SGS  Var_03    C31  C30  O37  C38     0.83  30.0  2
 SGS  Var_04    C26  C25  C21  C13  -179.81   0.0  2
 SGS  Var_05    O32  C13  O1   C1      0.31  30.0  3
 SGS  Var_06    H7   C7   O5A  C28    60.53  30.0  3
 SGS  Var_07    H10  C38  O37  C30   -61.62  30.0  3
 SGS  Var_08    C25  C21  C13  O1   -176.65  30.0  2

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
 SGS  chir_01  C1  O5   O1  C2  negativ
 SGS  chir_02  C2  O13  C1  C3  negativ
 SGS  chir_03  C3  O3   C2  C4  positiv
 SGS  chir_04  C4  O4   C3  C5  negativ
 SGS  chir_05  C5  O5   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
 SGS  plan-1  C25  0.020
 SGS  plan-1  C26  0.020
 SGS  plan-1  C27  0.020
 SGS  plan-1  C28  0.020
 SGS  plan-1  O5A  0.020
 SGS  plan-1  C29  0.020
 SGS  plan-1  O35  0.020
 SGS  plan-1  C30  0.020
 SGS  plan-1  O37  0.020
 SGS  plan-1  C31  0.020
 SGS  plan-1  H3   0.020
 SGS  plan-1  H4   0.020
 SGS  plan-2  O1   0.020
 SGS  plan-2  C13  0.020
 SGS  plan-2  O32  0.020
 SGS  plan-2  C21  0.020
 SGS  plan-3  C13  0.020
 SGS  plan-3  C21  0.020
 SGS  plan-3  C25  0.020
 SGS  plan-3  C26  0.020
 SGS  plan-3  H1   0.020
 SGS  plan-3  H2   0.020

