# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 19:45:47 2022
#   Inital geometry file: a 141 line input string
#   Ligand name: 4-octylphenyl 6-O-sulfo-alpha-D-glucopyranoside
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCc1ccc(O[C@H]2O[C@H](CO[S](O)(=O)=O)[C@@H](O)[C@H](O)[C@H]2O)cc1
#
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
 OGS  OGS  '4-octylphenyl 6-O-sulfo-alpha-D-glucopyranoside'  ligand  61  30  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OGS
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
 OGS  C01  C  CH1    0   0.015   8.7316  13.3040   2.0149
 OGS  C02  C  CH1    0  -0.025   7.7754  14.4459   2.3513
 OGS  C03  C  CH1    0   0.018   7.9549  15.5672   1.3367
 OGS  C04  C  CH1    0   0.218   9.4144  16.0088   1.3021
 OGS  C06  C  CH1    0  -0.016  10.1674  13.8262   1.9309
 OGS  C08  C  CR6    0   0.355  10.5982  17.6397   2.5872
 OGS  C09  C  CR16   0  -0.328  10.3646  18.6294   3.5373
 OGS  C10  C  CR16   0  -0.302  11.2449  19.6915   3.6663
 OGS  C11  C  CR6    0   0.124  12.3716  19.8029   2.8539
 OGS  C12  C  CR16   0  -0.301  12.5891  18.8011   1.9130
 OGS  C13  C  CR16   0  -0.336  11.7249  17.7217   1.7753
 OGS  C14  C  CH2    0  -0.501  13.2956  20.9839   2.9577
 OGS  C15  C  CH2    0  -0.408  12.9255  22.1047   1.9848
 OGS  C16  C  CH2    0  -0.414  13.8776  23.2913   2.0599
 OGS  C17  C  CH2    0  -0.408  13.5334  24.3964   1.0689
 OGS  C18  C  CH2    0  -0.414  14.5100  25.5654   1.1052
 OGS  C19  C  CH2    0  -0.416  14.1777  26.6464   0.0819
 OGS  C20  C  CH2    0  -0.424  15.1901  27.7865   0.0181
 OGS  C21  C  CH3    0  -0.664  15.2480  28.6380   1.2803
 OGS  C22  C  CH2    0  -0.188  11.1622  12.7901   1.4477
 OGS  O05  O  O2     0  -0.495  10.2506  14.9302   1.0396
 OGS  O07  O  O2     0  -0.502   9.6962  16.6243   2.5332
 OGS  O23  O  OC2    0  -0.617  10.7489  12.3203   0.1757
 OGS  O24  O  OH1    0  -0.670   8.7130  12.3005   3.0022
 OGS  O25  O  OH1    0  -0.663   7.1624  16.6894   1.6101
 OGS  O26  O  OH1    0  -0.672   6.4287  14.0259   2.2836
 OGS  O28  O  OS     0  -0.730  10.9701  11.0625  -1.8489
 OGS  O29  O  OS    -1  -0.742  11.9870  10.1663   0.2058
 OGS  O30  O  OS     0  -0.742  12.9756  12.1249  -0.8936
 OGS  S27  S  S      0   1.574  11.7685  11.3303  -0.6561
 OGS  H1   H  HCH1   0   0.223   8.4429  12.8997   1.0352
 OGS  H2   H  HCH1   0   0.224   8.0119  14.8232   3.3554
 OGS  H3   H  HCH1   0   0.224   7.7324  15.1604   0.3375
 OGS  H4   H  HCH1   0   0.263   9.5762  16.7177   0.4820
 OGS  H5   H  HCH1   0   0.241  10.4898  14.1236   2.9392
 OGS  H6   H  HCR6   0   0.257   9.4879  18.5649   4.1700
 OGS  H7   H  HCR6   0   0.245  11.0457  20.4532   4.4115
 OGS  H8   H  HCR6   0   0.247  13.4638  18.8531   1.2746
 OGS  H9   H  HCR6   0   0.273  11.9499  16.9511   1.0497
 OGS  H10  H  HCH2   0   0.234  13.2826  21.3749   3.9790
 OGS  H11  H  HCH2   0   0.233  14.3234  20.6659   2.7604
 OGS  H12  H  HCH2   0   0.217  12.9199  21.7067   0.9649
 OGS  H13  H  HCH2   0   0.217  11.9030  22.4388   2.1884
 OGS  H14  H  HCH2   0   0.208  14.9000  22.9441   1.8744
 OGS  H15  H  HCH2   0   0.209  13.8755  23.6975   3.0773
 OGS  H16  H  HCH2   0   0.207  12.5202  24.7623   1.2676
 OGS  H17  H  HCH2   0   0.206  13.5105  23.9776   0.0567
 OGS  H18  H  HCH2   0   0.204  15.5241  25.1939   0.9192
 OGS  H19  H  HCH2   0   0.211  14.5225  25.9903   2.1139
 OGS  H20  H  HCH2   0   0.205  13.1840  27.0559   0.2948
 OGS  H21  H  HCH2   0   0.213  14.1064  26.1819  -0.9070
 OGS  H22  H  HCH2   0   0.208  16.1828  27.3765  -0.1935
 OGS  H23  H  HCH2   0   0.218  14.9445  28.4297  -0.8314
 OGS  H24  H  HCH3   0   0.225  15.9388  29.4734   1.1599
 OGS  H25  H  HCH3   0   0.214  14.2665  29.0537   1.5169
 OGS  H26  H  HCH3   0   0.219  15.5806  28.0650   2.1465
 OGS  H27  H  HCH2   0   0.230  11.2105  11.9764   2.1760
 OGS  H28  H  HCH2   0   0.235  12.1546  13.2509   1.3978
 OGS  H29  H  HOH1   0   0.455   7.9339  11.7521   2.8717
 OGS  H30  H  HOH1   0   0.451   6.2436  16.4015   1.6253
 OGS  H31  H  HOH1   0   0.457   6.1584  13.6983   3.1459

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
 OGS  O28  S27  deloc     1.460  0.020  1.460
 OGS  O30  S27  deloc     1.465  0.020  1.465
 OGS  S27  O23  single    1.647  0.020  1.647
 OGS  S27  O29  deloc     1.465  0.020  1.465
 OGS  O23  C22  single    1.418  0.020  1.418
 OGS  C19  C20  single    1.526  0.020  1.526
 OGS  C19  C18  single    1.525  0.020  1.525
 OGS  C21  C20  single    1.524  0.020  1.524
 OGS  O05  C04  single    1.390  0.020  1.390
 OGS  O05  C06  single    1.421  0.020  1.421
 OGS  C04  C03  single    1.525  0.020  1.525
 OGS  C04  O07  single    1.405  0.020  1.405
 OGS  C22  C06  single    1.515  0.020  1.515
 OGS  C03  O25  single    1.401  0.020  1.401
 OGS  C03  C02  single    1.523  0.020  1.523
 OGS  C17  C18  single    1.524  0.020  1.524
 OGS  C17  C16  single    1.524  0.020  1.524
 OGS  C12  C13  aromatic  1.390  0.020  1.390
 OGS  C12  C11  aromatic  1.391  0.020  1.391
 OGS  C13  C08  aromatic  1.391  0.020  1.391
 OGS  C06  C01  single    1.530  0.020  1.530
 OGS  C01  C02  single    1.527  0.020  1.527
 OGS  C01  O24  single    1.408  0.020  1.408
 OGS  C14  C11  single    1.503  0.020  1.503
 OGS  C14  C15  single    1.530  0.020  1.530
 OGS  C11  C10  aromatic  1.393  0.020  1.393
 OGS  C08  O07  single    1.359  0.020  1.359
 OGS  C08  C09  aromatic  1.392  0.020  1.392
 OGS  C02  O26  single    1.412  0.020  1.412
 OGS  C16  C15  single    1.523  0.020  1.523
 OGS  C10  C09  aromatic  1.385  0.020  1.385
 OGS  C01  H1   single    0.970  0.020  1.090
 OGS  C02  H2   single    0.970  0.020  1.090
 OGS  C03  H3   single    0.970  0.020  1.090
 OGS  C04  H4   single    0.970  0.020  1.090
 OGS  C06  H5   single    0.970  0.020  1.090
 OGS  C09  H6   single    0.930  0.020  1.080
 OGS  C10  H7   single    0.930  0.020  1.080
 OGS  C12  H8   single    0.930  0.020  1.080
 OGS  C13  H9   single    0.930  0.020  1.080
 OGS  C14  H10  single    0.970  0.020  1.090
 OGS  C14  H11  single    0.970  0.020  1.090
 OGS  C15  H12  single    0.970  0.020  1.090
 OGS  C15  H13  single    0.970  0.020  1.090
 OGS  C16  H14  single    0.970  0.020  1.090
 OGS  C16  H15  single    0.970  0.020  1.090
 OGS  C17  H16  single    0.970  0.020  1.090
 OGS  C17  H17  single    0.970  0.020  1.090
 OGS  C18  H18  single    0.970  0.020  1.090
 OGS  C18  H19  single    0.970  0.020  1.090
 OGS  C19  H20  single    0.970  0.020  1.090
 OGS  C19  H21  single    0.970  0.020  1.090
 OGS  C20  H22  single    0.970  0.020  1.090
 OGS  C20  H23  single    0.970  0.020  1.090
 OGS  C21  H24  single    0.970  0.020  1.090
 OGS  C21  H25  single    0.970  0.020  1.090
 OGS  C21  H26  single    0.970  0.020  1.090
 OGS  C22  H27  single    0.970  0.020  1.090
 OGS  C22  H28  single    0.970  0.020  1.090
 OGS  O24  H29  single    0.850  0.020  0.980
 OGS  O25  H30  single    0.850  0.020  0.980
 OGS  O26  H31  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
 OGS  H1   C01  O24  111.07  3.000
 OGS  H1   C01  C06  108.87  3.000
 OGS  O24  C01  C06  107.11  3.000
 OGS  H1   C01  C02  107.89  3.000
 OGS  O24  C01  C02  111.73  3.000
 OGS  C06  C01  C02  110.15  3.000
 OGS  H2   C02  O26  110.57  3.000
 OGS  H2   C02  C03  109.32  3.000
 OGS  O26  C02  C03  107.43  3.000
 OGS  H2   C02  C01  108.87  3.000
 OGS  O26  C02  C01  111.36  3.000
 OGS  C03  C02  C01  109.27  3.000
 OGS  H3   C03  O25  111.02  3.000
 OGS  H3   C03  C04  106.24  3.000
 OGS  O25  C03  C04  108.29  3.000
 OGS  H3   C03  C02  107.98  3.000
 OGS  O25  C03  C02  113.15  3.000
 OGS  C04  C03  C02  109.95  3.000
 OGS  H4   C04  O07  110.04  3.000
 OGS  H4   C04  O05  105.77  3.000
 OGS  O07  C04  O05  112.63  3.000
 OGS  H4   C04  C03  110.21  3.000
 OGS  O07  C04  C03  107.39  3.000
 OGS  O05  C04  C03  110.81  3.000
 OGS  H5   C06  O05  110.36  3.000
 OGS  H5   C06  C22  106.55  3.000
 OGS  O05  C06  C22  107.02  3.000
 OGS  H5   C06  C01  108.48  3.000
 OGS  C22  C06  C01  113.59  3.000
 OGS  O05  C06  C01  110.76  3.000
 OGS  O07  C08  C13  123.94  3.000
 OGS  O07  C08  C09  116.55  3.000
 OGS  C13  C08  C09  119.50  3.000
 OGS  H6   C09  C10  120.37  3.000
 OGS  H6   C09  C08  119.49  3.000
 OGS  C10  C09  C08  120.14  3.000
 OGS  H7   C10  C11  119.55  3.000
 OGS  H7   C10  C09  119.07  3.000
 OGS  C11  C10  C09  121.38  3.000
 OGS  C14  C11  C12  121.08  3.000
 OGS  C14  C11  C10  121.31  3.000
 OGS  C12  C11  C10  117.58  3.000
 OGS  H8   C12  C13  118.73  3.000
 OGS  H8   C12  C11  119.32  3.000
 OGS  C13  C12  C11  121.94  3.000
 OGS  H9   C13  C12  119.36  3.000
 OGS  H9   C13  C08  121.18  3.000
 OGS  C12  C13  C08  119.45  3.000
 OGS  H11  C14  H10  106.48  3.000
 OGS  H11  C14  C15  109.00  3.000
 OGS  H10  C14  C15  109.21  3.000
 OGS  H11  C14  C11  109.68  3.000
 OGS  H10  C14  C11  109.76  3.000
 OGS  C15  C14  C11  112.52  3.000
 OGS  H13  C15  H12  106.23  3.000
 OGS  H13  C15  C16  109.69  3.000
 OGS  H12  C15  C16  109.41  3.000
 OGS  H13  C15  C14  109.34  3.000
 OGS  H12  C15  C14  109.11  3.000
 OGS  C16  C15  C14  112.84  3.000
 OGS  H15  C16  H14  106.06  3.000
 OGS  H15  C16  C17  109.55  3.000
 OGS  H14  C16  C17  109.30  3.000
 OGS  H15  C16  C15  109.48  3.000
 OGS  H14  C16  C15  109.15  3.000
 OGS  C17  C16  C15  113.06  3.000
 OGS  H17  C17  H16  106.01  3.000
 OGS  H17  C17  C18  109.19  3.000
 OGS  H16  C17  C18  109.40  3.000
 OGS  H17  C17  C16  109.17  3.000
 OGS  H16  C17  C16  109.46  3.000
 OGS  C18  C17  C16  113.34  3.000
 OGS  H19  C18  H18  106.10  3.000
 OGS  H19  C18  C19  110.23  3.000
 OGS  H18  C18  C19  109.15  3.000
 OGS  H19  C18  C17  109.10  3.000
 OGS  H18  C18  C17  109.20  3.000
 OGS  C19  C18  C17  112.84  3.000
 OGS  H21  C19  H20  105.96  3.000
 OGS  H21  C19  C20  108.81  3.000
 OGS  H20  C19  C20  109.30  3.000
 OGS  H21  C19  C18  108.63  3.000
 OGS  H20  C19  C18  109.40  3.000
 OGS  C20  C19  C18  114.39  3.000
 OGS  H23  C20  H22  105.90  3.000
 OGS  H23  C20  C21  108.87  3.000
 OGS  H22  C20  C21  109.57  3.000
 OGS  H23  C20  C19  108.83  3.000
 OGS  H22  C20  C19  109.26  3.000
 OGS  C21  C20  C19  114.08  3.000
 OGS  H26  C21  H25  107.58  3.000
 OGS  H26  C21  H24  107.28  3.000
 OGS  H25  C21  H24  107.56  3.000
 OGS  H26  C21  C20  112.09  3.000
 OGS  H25  C21  C20  110.98  3.000
 OGS  H24  C21  C20  111.14  3.000
 OGS  H28  C22  H27  107.67  3.000
 OGS  H28  C22  O23  111.27  3.000
 OGS  H27  C22  O23  111.35  3.000
 OGS  H28  C22  C06  108.76  3.000
 OGS  H27  C22  C06  108.99  3.000
 OGS  O23  C22  C06  108.74  3.000
 OGS  C06  O05  C04  116.69  3.000
 OGS  C08  O07  C04  119.68  3.000
 OGS  S27  O23  C22  118.16  3.000
 OGS  H29  O24  C01  108.79  3.000
 OGS  H30  O25  C03  107.66  3.000
 OGS  H31  O26  C02  109.06  3.000
 OGS  O30  S27  O29  113.80  3.000
 OGS  O29  S27  O28  114.62  3.000
 OGS  O30  S27  O28  114.69  3.000
 OGS  O29  S27  O23  105.84  3.000
 OGS  O30  S27  O23  105.43  3.000
 OGS  O28  S27  O23  100.62  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
 OGS  CONST_01  C11  C12  C13  C08     0.00   0.0  0
 OGS  CONST_02  C11  C10  C09  C08     0.00   0.0  0
 OGS  CONST_03  C12  C13  C08  C09     0.00   0.0  0
 OGS  CONST_04  C12  C11  C10  C09     0.00   0.0  0
 OGS  CONST_05  C13  C12  C11  C10     0.00   0.0  0
 OGS  CONST_06  C13  C08  C09  C10     0.00   0.0  0
 OGS  CONST_07  C14  C11  C10  C09   180.00   0.0  0
 OGS  CONST_08  O07  C08  C09  C10   180.00   0.0  0
 OGS  CONST_09  O07  C08  C13  C12   180.00   0.0  0
 OGS  CONST_10  C14  C11  C12  C13   180.00   0.0  0
 OGS  CONST_11  H8   C12  C13  C08   180.00   0.0  0
 OGS  CONST_12  H7   C10  C09  C08   180.00   0.0  0
 OGS  CONST_13  H9   C13  C08  C09   180.00   0.0  0
 OGS  CONST_14  H6   C09  C10  C11   180.00   0.0  0
 OGS  Var_01    C13  C08  O07  C04   -33.71  30.0  2
 OGS  Var_02    C15  C14  C11  C10   -92.52  30.0  1
 OGS  Var_03    C16  C15  C14  C11  -178.60  30.0  3
 OGS  Var_04    C17  C16  C15  C14   178.60  30.0  1
 OGS  Var_05    C18  C17  C16  C15  -178.02  30.0  1
 OGS  Var_06    C19  C18  C17  C16   178.37  30.0  3
 OGS  Var_07    C20  C19  C18  C17  -175.81  30.0  2
 OGS  Var_08    C21  C20  C19  C18   -66.12  30.0  3
 OGS  Var_09    O28  S27  O23  C22   178.58  30.0  3
 OGS  Var_10    H24  C21  C20  C19  -176.42  30.0  3
 OGS  Var_11    H27  C22  O23  S27   -67.81  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
 OGS  chir_01  C01  C06  C02  O24  positiv
 OGS  chir_02  C02  O26  C01  C03  negativ
 OGS  chir_03  C03  O25  C02  C04  positiv
 OGS  chir_04  C04  O07  O05  C03  negativ
 OGS  chir_05  C06  O05  C22  C01  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
 OGS  plan-1  C08  0.020
 OGS  plan-1  C09  0.020
 OGS  plan-1  C10  0.020
 OGS  plan-1  C11  0.020
 OGS  plan-1  C12  0.020
 OGS  plan-1  C13  0.020
 OGS  plan-1  C14  0.020
 OGS  plan-1  O07  0.020
 OGS  plan-1  H6   0.020
 OGS  plan-1  H7   0.020
 OGS  plan-1  H8   0.020
 OGS  plan-1  H9   0.020

