# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 00:21:01 2022
#   Inital geometry file: a 123 line input string
#   Ligand name: (2~{R},3~{R})-2,3-bis[(3-methoxy-4-oxidanyl-phenyl)methyl]butane-1,4-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C[C@@H](CO)[C@H](CO)Cc2ccc(O)c(OC)c2)ccc1O
#
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
 GO6  GO6  (2~{R},3~{R})-2,3-bis[(3-methoxy-4-oxidanyl-phenyl)methyl]butane-1,4-diol  ligand  52  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GO6
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
 GO6  C10   C  CH2   0  -0.540   -98.1242  124.9899  -21.7498
 GO6  C13   C  CR6   0   0.149   -95.5355  121.6576  -23.2519
 GO6  C15   C  CR16  0  -0.453   -95.6937  121.2395  -24.5751
 GO6  C17   C  CR16  0  -0.321   -94.4800  121.1377  -22.5185
 GO6  C20   C  CR6   0   0.310  -100.2483  126.9093  -19.2458
 GO6  C21   C  CR16  0  -0.361   -93.6029  120.2207  -23.0877
 GO6  C22   C  CR16  0  -0.328   -99.3331  128.4707  -20.8258
 GO6  C24   C  CR6   0   0.261  -100.1096  128.2277  -19.7059
 GO6  O01   O  OH1   0  -0.667   -94.9546  125.9245  -23.6536
 GO6  O02   O  OH1   0  -0.667   -95.0205  124.5444  -19.6978
 GO6  O04   O  O2    0  -0.489  -101.0224  126.7708  -18.1456
 GO6  O06   O  OH1   0  -0.632  -100.7195  129.2603  -19.0833
 GO6  C07   C  CH1   0  -0.266   -95.8465  124.0502  -22.4532
 GO6  C08   C  CH1   0  -0.266   -96.6166  124.9278  -21.4485
 GO6  C09   C  CH2   0  -0.539   -96.4758  122.6592  -22.6363
 GO6  C11   C  CH2   0  -0.130   -95.6842  124.7262  -23.8085
 GO6  C12   C  CH2   0  -0.130   -96.3961  124.4840  -20.0080
 GO6  C14   C  CR6   0   0.149   -98.8287  126.1165  -21.0431
 GO6  C16   C  CR16  0  -0.446   -99.6134  125.8730  -19.9141
 GO6  C18   C  CR16  0  -0.323   -98.6986  127.4249  -21.4870
 GO6  C19   C  CR6   0   0.335   -94.8233  120.3278  -25.1572
 GO6  C23   C  CR6   0   0.249   -93.7609  119.8071  -24.4001
 GO6  C25   C  CH3   0  -0.434   -95.9419  120.3885  -27.2440
 GO6  H102  H  HCH2  0   0.253   -98.2708  125.1044  -22.8268
 GO6  H101  H  HCH2  0   0.243   -98.5938  124.0395  -21.4802
 GO6  H151  H  HCR6  0   0.271   -96.5184  121.6432  -25.1493
 GO6  H171  H  HCR6  0   0.241   -94.3316  121.4449  -21.4898
 GO6  H211  H  HCR6  0   0.265   -92.7850  119.8202  -22.4981
 GO6  H221  H  HCR6  0   0.257   -99.2277  129.4881  -21.1828
 GO6  H262  H  HCH3  0   0.260  -101.8178  125.5982  -16.7147
 GO6  H261  H  HCH3  0   0.228  -101.6666  124.7957  -18.2883
 GO6  H263  H  HCH3  0   0.228  -100.2266  125.0529  -17.2782
 GO6  H011  H  HOH1  0   0.450   -94.8786  126.3426  -24.5158
 GO6  H021  H  HOH1  0   0.450   -94.9040  124.2381  -18.7943
 GO6  H051  H  HOH1  0   0.471   -92.2634  118.6248  -24.3961
 GO6  H061  H  HOH1  0   0.467  -101.1997  128.9416  -18.3095
 GO6  H071  H  HCH1  0   0.241   -94.8382  123.9055  -22.0515
 GO6  H081  H  HCH1  0   0.239   -96.2229  125.9461  -21.5349
 GO6  H092  H  HCH2  0   0.243   -97.3795  122.7358  -23.2483
 GO6  H091  H  HCH2  0   0.253   -96.8027  122.2803  -21.6643
 GO6  H111  H  HCH2  0   0.186   -96.6718  124.9135  -24.2536
 GO6  H112  H  HCH2  0   0.205   -95.1657  124.0369  -24.4874
 GO6  H121  H  HCH2  0   0.207   -96.9764  125.1363  -19.3430
 GO6  H122  H  HCH2  0   0.185   -96.7930  123.4682  -19.8676
 GO6  H161  H  HCR6  0   0.273   -99.7204  124.8530  -19.5651
 GO6  H181  H  HCR6  0   0.239   -98.0959  127.6398  -22.3617
 GO6  H253  H  HCH3  0   0.257   -95.8258  119.9185  -28.2177
 GO6  H251  H  HCH3  0   0.225   -96.9334  120.1436  -26.8525
 GO6  H252  H  HCH3  0   0.225   -95.8733  121.4731  -27.3676
 GO6  O03   O  O2    0  -0.466   -94.9086  119.8821  -26.4276
 GO6  O05   O  OH1   0  -0.627   -92.9453  118.9193  -25.0102
 GO6  C26   C  CH3   0  -0.429  -101.1824  125.4826  -17.5892

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
 GO6  C25  O03   single    1.411  0.020  1.411
 GO6  O03  C19   single    1.349  0.020  1.349
 GO6  O05  C23   single    1.351  0.020  1.351
 GO6  C19  C23   aromatic  1.405  0.020  1.405
 GO6  C19  C15   aromatic  1.388  0.020  1.388
 GO6  C23  C21   aromatic  1.385  0.020  1.385
 GO6  C15  C13   aromatic  1.397  0.020  1.397
 GO6  C21  C17   aromatic  1.391  0.020  1.391
 GO6  C13  C17   aromatic  1.386  0.020  1.386
 GO6  C13  C09   single    1.505  0.020  1.505
 GO6  C11  O01   single    1.411  0.020  1.411
 GO6  C11  C07   single    1.523  0.020  1.523
 GO6  C09  C07   single    1.538  0.020  1.538
 GO6  C07  C08   single    1.540  0.020  1.540
 GO6  C10  C08   single    1.539  0.020  1.539
 GO6  C10  C14   single    1.505  0.020  1.505
 GO6  C18  C14   aromatic  1.388  0.020  1.388
 GO6  C18  C22   aromatic  1.390  0.020  1.390
 GO6  C08  C12   single    1.523  0.020  1.523
 GO6  C14  C16   aromatic  1.396  0.020  1.396
 GO6  C22  C24   aromatic  1.384  0.020  1.384
 GO6  C16  C20   aromatic  1.387  0.020  1.387
 GO6  C24  C20   aromatic  1.403  0.020  1.403
 GO6  C24  O06   single    1.351  0.020  1.351
 GO6  C20  O04   single    1.352  0.020  1.352
 GO6  C12  O02   single    1.411  0.020  1.411
 GO6  O04  C26   single    1.412  0.020  1.412
 GO6  C10  H102  single    0.970  0.020  1.090
 GO6  C10  H101  single    0.970  0.020  1.090
 GO6  C15  H151  single    0.930  0.020  1.080
 GO6  C17  H171  single    0.930  0.020  1.080
 GO6  C21  H211  single    0.930  0.020  1.080
 GO6  C22  H221  single    0.930  0.020  1.080
 GO6  C26  H262  single    0.970  0.020  1.090
 GO6  C26  H261  single    0.970  0.020  1.090
 GO6  C26  H263  single    0.970  0.020  1.090
 GO6  O01  H011  single    0.850  0.020  0.980
 GO6  O02  H021  single    0.850  0.020  0.980
 GO6  O05  H051  single    0.850  0.020  0.980
 GO6  O06  H061  single    0.850  0.020  0.980
 GO6  C07  H071  single    0.970  0.020  1.090
 GO6  C08  H081  single    0.970  0.020  1.090
 GO6  C09  H092  single    0.970  0.020  1.090
 GO6  C09  H091  single    0.970  0.020  1.090
 GO6  C11  H111  single    0.970  0.020  1.090
 GO6  C11  H112  single    0.970  0.020  1.090
 GO6  C12  H121  single    0.970  0.020  1.090
 GO6  C12  H122  single    0.970  0.020  1.090
 GO6  C16  H161  single    0.930  0.020  1.080
 GO6  C18  H181  single    0.930  0.020  1.080
 GO6  C25  H253  single    0.970  0.020  1.090
 GO6  C25  H251  single    0.970  0.020  1.090
 GO6  C25  H252  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
 GO6  H101  C10  H102  106.04  3.000
 GO6  H101  C10  C14   109.49  3.000
 GO6  H102  C10  C14   108.75  3.000
 GO6  H101  C10  C08   109.72  3.000
 GO6  H102  C10  C08   109.18  3.000
 GO6  C14   C10  C08   113.39  3.000
 GO6  C09   C13  C17   120.58  3.000
 GO6  C09   C13  C15   121.05  3.000
 GO6  C17   C13  C15   118.37  3.000
 GO6  H151  C15  C19   119.99  3.000
 GO6  H151  C15  C13   118.49  3.000
 GO6  C19   C15  C13   121.51  3.000
 GO6  H171  C17  C21   119.28  3.000
 GO6  H171  C17  C13   120.00  3.000
 GO6  C21   C17  C13   120.72  3.000
 GO6  C16   C20  O04   125.28  3.000
 GO6  O04   C20  C24   114.80  3.000
 GO6  C16   C20  C24   119.92  3.000
 GO6  H211  C21  C23   119.39  3.000
 GO6  H211  C21  C17   119.76  3.000
 GO6  C23   C21  C17   120.85  3.000
 GO6  H221  C22  C18   120.34  3.000
 GO6  H221  C22  C24   119.09  3.000
 GO6  C18   C22  C24   120.57  3.000
 GO6  O06   C24  C22   119.46  3.000
 GO6  O06   C24  C20   121.49  3.000
 GO6  C22   C24  C20   119.06  3.000
 GO6  H011  O01  C11   108.16  3.000
 GO6  H021  O02  C12   108.13  3.000
 GO6  C26   O04  C20   118.60  3.000
 GO6  H061  O06  C24   109.99  3.000
 GO6  H071  C07  C11   106.68  3.000
 GO6  H071  C07  C09   107.51  3.000
 GO6  C11   C07  C09   109.82  3.000
 GO6  H071  C07  C08   107.24  3.000
 GO6  C09   C07  C08   112.86  3.000
 GO6  C11   C07  C08   112.38  3.000
 GO6  H081  C08  C12   107.07  3.000
 GO6  H081  C08  C07   107.37  3.000
 GO6  C12   C08  C07   112.24  3.000
 GO6  H081  C08  C10   107.41  3.000
 GO6  C12   C08  C10   109.80  3.000
 GO6  C07   C08  C10   112.65  3.000
 GO6  H091  C09  H092  105.94  3.000
 GO6  H091  C09  C07   109.27  3.000
 GO6  H092  C09  C07   109.96  3.000
 GO6  H091  C09  C13   108.64  3.000
 GO6  H092  C09  C13   109.50  3.000
 GO6  C07   C09  C13   113.26  3.000
 GO6  H112  C11  H111  106.31  3.000
 GO6  H112  C11  C07   108.78  3.000
 GO6  H111  C11  C07   109.89  3.000
 GO6  H112  C11  O01   110.91  3.000
 GO6  H111  C11  O01   111.36  3.000
 GO6  C07   C11  O01   109.52  3.000
 GO6  H122  C12  H121  106.31  3.000
 GO6  H122  C12  C08   109.74  3.000
 GO6  H121  C12  C08   108.87  3.000
 GO6  H122  C12  O02   111.29  3.000
 GO6  H121  C12  O02   110.90  3.000
 GO6  C08   C12  O02   109.66  3.000
 GO6  C18   C14  C16   118.41  3.000
 GO6  C16   C14  C10   120.81  3.000
 GO6  C18   C14  C10   120.78  3.000
 GO6  H161  C16  C14   118.70  3.000
 GO6  H161  C16  C20   120.20  3.000
 GO6  C14   C16  C20   121.10  3.000
 GO6  H181  C18  C14   119.82  3.000
 GO6  H181  C18  C22   119.23  3.000
 GO6  C14   C18  C22   120.95  3.000
 GO6  C23   C19  O03   115.66  3.000
 GO6  C23   C19  C15   119.45  3.000
 GO6  O03   C19  C15   124.90  3.000
 GO6  C19   C23  O05   117.18  3.000
 GO6  C19   C23  C21   119.10  3.000
 GO6  O05   C23  C21   123.72  3.000
 GO6  H252  C25  H251  108.63  3.000
 GO6  H252  C25  H253  108.71  3.000
 GO6  H251  C25  H253  108.70  3.000
 GO6  H252  C25  O03   112.04  3.000
 GO6  H251  C25  O03   112.11  3.000
 GO6  H253  C25  O03   106.55  3.000
 GO6  C25   O03  C19   118.21  3.000
 GO6  H051  O05  C23   109.89  3.000
 GO6  H263  C26  H261  108.80  3.000
 GO6  H263  C26  H262  108.90  3.000
 GO6  H261  C26  H262  108.81  3.000
 GO6  H263  C26  O04   111.81  3.000
 GO6  H261  C26  O04   111.80  3.000
 GO6  H262  C26  O04   106.62  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
 GO6  CONST_01  C23   C19  C15  C13     0.00   0.0  0
 GO6  CONST_02  C23   C21  C17  C13     0.00   0.0  0
 GO6  CONST_03  C21   C23  C19  C15     0.00   0.0  0
 GO6  CONST_04  C21   C17  C13  C15     0.00   0.0  0
 GO6  CONST_05  C19   C23  C21  C17     0.00   0.0  0
 GO6  CONST_06  C19   C15  C13  C17     0.00   0.0  0
 GO6  CONST_07  C18   C14  C16  C20     0.00   0.0  0
 GO6  CONST_08  C18   C22  C24  C20     0.00   0.0  0
 GO6  CONST_09  C16   C14  C18  C22     0.00   0.0  0
 GO6  CONST_10  C16   C20  C24  C22     0.00   0.0  0
 GO6  CONST_11  C14   C18  C22  C24     0.00   0.0  0
 GO6  CONST_12  C14   C16  C20  C24     0.00   0.0  0
 GO6  CONST_13  C22   C18  C14  C10   180.00   0.0  0
 GO6  CONST_14  C20   C16  C14  C10   180.00   0.0  0
 GO6  CONST_15  O03   C19  C15  C13   180.00   0.0  0
 GO6  CONST_16  O05   C23  C19  C15   180.00   0.0  0
 GO6  CONST_17  O05   C23  C21  C17   180.00   0.0  0
 GO6  CONST_18  O03   C19  C23  C21   180.00   0.0  0
 GO6  CONST_19  C09   C13  C17  C21   180.00   0.0  0
 GO6  CONST_20  O04   C20  C24  C22   180.00   0.0  0
 GO6  CONST_21  C14   C16  C20  O04   180.00   0.0  0
 GO6  CONST_22  C18   C22  C24  O06   180.00   0.0  0
 GO6  CONST_23  C16   C20  C24  O06   180.00   0.0  0
 GO6  CONST_24  C19   C15  C13  C09   180.00   0.0  0
 GO6  CONST_25  H211  C21  C17  C13   180.00   0.0  0
 GO6  CONST_26  H171  C17  C13  C15   180.00   0.0  0
 GO6  CONST_27  H151  C15  C13  C17   180.00   0.0  0
 GO6  CONST_28  H221  C22  C24  C20   180.00   0.0  0
 GO6  CONST_29  H181  C18  C22  C24   180.00   0.0  0
 GO6  CONST_30  H161  C16  C20  C24   180.00   0.0  0
 GO6  Var_01    C07   C09  C13  C15  -106.71  30.0  2
 GO6  Var_02    C16   C20  O04  C26     1.95  30.0  2
 GO6  Var_03    C18   C14  C10  C08    75.74  30.0  2
 GO6  Var_04    H262  C26  O04  C20   179.00  30.0  3
 GO6  Var_05    H253  C25  O03  C19   179.24  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
 GO6  chir_01  C07  C11  C09  C08  positiv
 GO6  chir_02  C08  C07  C10  C12  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
 GO6  plan-1  C10   0.020
 GO6  plan-1  C20   0.020
 GO6  plan-1  C22   0.020
 GO6  plan-1  C24   0.020
 GO6  plan-1  O04   0.020
 GO6  plan-1  O06   0.020
 GO6  plan-1  C14   0.020
 GO6  plan-1  C16   0.020
 GO6  plan-1  C18   0.020
 GO6  plan-1  H221  0.020
 GO6  plan-1  H161  0.020
 GO6  plan-1  H181  0.020
 GO6  plan-2  C13   0.020
 GO6  plan-2  C15   0.020
 GO6  plan-2  C17   0.020
 GO6  plan-2  C21   0.020
 GO6  plan-2  C09   0.020
 GO6  plan-2  C19   0.020
 GO6  plan-2  C23   0.020
 GO6  plan-2  H151  0.020
 GO6  plan-2  H171  0.020
 GO6  plan-2  H211  0.020
 GO6  plan-2  O03   0.020
 GO6  plan-2  O05   0.020

