# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 18:06:49 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: 2'-{[2-(acetylamino)-2-deoxy-beta-D-galactopyranosyl]oxy}[1,1'-biphenyl]-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1Oc2ccccc2c3cccc(c3)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
 BTG  BTG  '2'-{[2-(acetylamino)-2-deoxy-beta-D-galactopyranosyl]oxy}[1,1'-biphenyl]-3-carboxylic acid'  D-saccharide  52  30  .  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_BTG
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
 BTG  C13   C  CR16   0  -0.259   0.3284   4.0989   0.9355
 BTG  C15   C  CR16   0  -0.300  -1.8245   3.1374   0.5233
 BTG  C17   C  CR6    0   0.127  -2.1193   0.8371  -0.3682
 BTG  C20   C  CR16   0  -0.305  -3.8796  -1.1931  -1.1277
 BTG  C21   C  CR6    0  -0.077  -4.0623  -0.5546   0.0949
 BTG  C22   C  C      0   0.394  -5.2035  -0.9509   1.0220
 BTG  C26   C  CH1    0  -0.141   1.8787  -1.2817   0.0053
 BTG  O01   O  OH1    0  -0.658   3.2300  -3.1813   0.4518
 BTG  C02   C  CH1    0   0.057   3.1900  -1.7918   0.6053
 BTG  C03   C  CH1    0  -0.033   4.3760  -1.0814  -0.0544
 BTG  O04   O  OH1    0  -0.671   4.4361  -1.4749  -1.4030
 BTG  C05   C  CH1    0  -0.012   4.1816   0.4285   0.0891
 BTG  C06   C  CH2    0  -0.167   5.2797   1.2354  -0.5645
 BTG  O07   O  OH1    0  -0.665   5.0954   2.5910  -0.2342
 BTG  O08   O  O2     0  -0.489   2.9501   0.8128  -0.4952
 BTG  C09   C  CH1    0   0.309   1.8541   0.2423   0.1497
 BTG  O10   O  O2     0  -0.485   0.6897   0.7174  -0.4351
 BTG  C11   C  CR6    0   0.311   0.1507   1.8781   0.0256
 BTG  C12   C  CR16   0  -0.338   0.9336   2.9439   0.4603
 BTG  C14   C  CR16   0  -0.258  -1.0535   4.2005   0.9687
 BTG  C16   C  CR6    0  -0.039  -1.2483   1.9591   0.0491
 BTG  C18   C  CR16   0  -0.288  -1.9512   0.1754  -1.5844
 BTG  C19   C  CR16   0  -0.222  -2.8274  -0.8323  -1.9567
 BTG  O23   O  O      0  -0.595  -5.2640  -0.3645   2.1205
 BTG  O24   O  OC    -1  -0.596  -5.9833  -1.8284   0.6038
 BTG  C25   C  CR16   0  -0.349  -3.1748   0.4528   0.4578
 BTG  C29   C  CH3    0  -0.782  -1.3408  -3.0656   0.8622
 BTG  O30   O  O      0  -0.503  -0.0407  -3.0152  -1.1435
 BTG  H131  H  HCR6   0   0.259   0.9461   4.9221   1.2706
 BTG  H151  H  HCR6   0   0.256  -2.9044   3.2188   0.5400
 BTG  H201  H  HCR6   0   0.240  -4.5609  -1.9785  -1.4279
 BTG  H261  H  HCH1   0   0.275   1.8427  -1.5351  -1.0575
 BTG  H011  H  HOH1   0   0.453   3.9880  -3.5204   0.9387
 BTG  H021  H  HCH1   0   0.213   3.2073  -1.5135   1.6712
 BTG  H031  H  HCH1   0   0.248   5.2916  -1.3629   0.4846
 BTG  H041  H  HOH1   0   0.459   5.3523  -1.4661  -1.6916
 BTG  H051  H  HCH1   0   0.226   4.1770   0.6674   1.1659
 BTG  H062  H  HCH2   0   0.207   6.2419   0.8536  -0.1992
 BTG  H061  H  HCH2   0   0.204   5.2576   1.0759  -1.6495
 BTG  H071  H  HOH1   0   0.457   5.7784   3.1018  -0.6777
 BTG  H091  H  HCH1   0   0.201   1.8703   0.5080   1.2233
 BTG  H121  H  HCR6   0   0.281   2.0132   2.8889   0.4137
 BTG  H141  H  HCR6   0   0.255  -1.5298   5.1014   1.3314
 BTG  H181  H  HCR6   0   0.238  -1.1507   0.4573  -2.2548
 BTG  H191  H  HCR6   0   0.241  -2.6888  -1.3341  -2.9060
 BTG  H251  H  HCR6   0   0.236  -3.3071   0.9418   1.4150
 BTG  H293  H  HCH3   0   0.264  -1.1748  -4.0799   1.2291
 BTG  H291  H  HCH3   0   0.243  -1.5067  -2.4162   1.7195
 BTG  H292  H  HCH3   0   0.267  -2.2436  -3.0709   0.2559
 BTG  N27   N  NH1    0  -0.629   0.7277  -1.8572   0.6414
 BTG  H271  H  HNH1   0   0.395   0.5383  -1.5929   1.5955
 BTG  C28   C  C      0   0.542  -0.1701  -2.6415   0.0124

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
 BTG  C06  C05   single    1.511  0.020  1.511
 BTG  C06  O07   single    1.407  0.020  1.407
 BTG  C03  C05   single    1.529  0.020  1.529
 BTG  C03  O04   single    1.406  0.020  1.406
 BTG  C03  C02   single    1.532  0.020  1.532
 BTG  C05  O08   single    1.416  0.020  1.416
 BTG  O01  C02   single    1.399  0.020  1.399
 BTG  C02  C26   single    1.530  0.020  1.530
 BTG  O08  C09   single    1.394  0.020  1.394
 BTG  C26  C09   single    1.531  0.020  1.531
 BTG  C26  N27   single    1.435  0.020  1.435
 BTG  C09  O10   single    1.387  0.020  1.387
 BTG  N27  C28   single    1.348  0.020  1.348
 BTG  O10  C11   single    1.360  0.020  1.360
 BTG  C28  O30   double    1.222  0.020  1.222
 BTG  C28  C29   single    1.508  0.020  1.508
 BTG  C12  C11   aromatic  1.392  0.020  1.392
 BTG  C12  C13   aromatic  1.388  0.020  1.388
 BTG  C11  C16   aromatic  1.402  0.020  1.402
 BTG  C13  C14   aromatic  1.386  0.020  1.386
 BTG  C16  C17   single    1.480  0.020  1.480
 BTG  C16  C15   aromatic  1.395  0.020  1.395
 BTG  C14  C15   aromatic  1.387  0.020  1.387
 BTG  C17  C18   aromatic  1.395  0.020  1.395
 BTG  C17  C25   aromatic  1.394  0.020  1.394
 BTG  C18  C19   aromatic  1.386  0.020  1.386
 BTG  C25  C21   aromatic  1.391  0.020  1.391
 BTG  C19  C20   aromatic  1.387  0.020  1.387
 BTG  O23  C22   deloc     1.247  0.020  1.247
 BTG  C21  C20   aromatic  1.391  0.020  1.391
 BTG  C21  C22   single    1.523  0.020  1.523
 BTG  C22  O24   deloc     1.246  0.020  1.246
 BTG  C13  H131  single    0.930  0.020  1.080
 BTG  C15  H151  single    0.930  0.020  1.080
 BTG  C20  H201  single    0.930  0.020  1.080
 BTG  C26  H261  single    0.970  0.020  1.090
 BTG  O01  H011  single    0.850  0.020  0.980
 BTG  C02  H021  single    0.970  0.020  1.090
 BTG  C03  H031  single    0.970  0.020  1.090
 BTG  O04  H041  single    0.850  0.020  0.980
 BTG  C05  H051  single    0.970  0.020  1.090
 BTG  C06  H062  single    0.970  0.020  1.090
 BTG  C06  H061  single    0.970  0.020  1.090
 BTG  O07  H071  single    0.850  0.020  0.980
 BTG  C09  H091  single    0.970  0.020  1.090
 BTG  C12  H121  single    0.930  0.020  1.080
 BTG  C14  H141  single    0.930  0.020  1.080
 BTG  C18  H181  single    0.930  0.020  1.080
 BTG  C19  H191  single    0.930  0.020  1.080
 BTG  C25  H251  single    0.930  0.020  1.080
 BTG  N27  H271  single    0.860  0.020  1.020
 BTG  C29  H293  single    0.970  0.020  1.090
 BTG  C29  H291  single    0.970  0.020  1.090
 BTG  C29  H292  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
 BTG  H131  C13  C14   120.38  3.000
 BTG  H131  C13  C12   119.35  3.000
 BTG  C14   C13  C12   120.26  3.000
 BTG  H151  C15  C16   118.73  3.000
 BTG  H151  C15  C14   119.46  3.000
 BTG  C16   C15  C14   121.82  3.000
 BTG  C25   C17  C18   118.49  3.000
 BTG  C25   C17  C16   119.16  3.000
 BTG  C18   C17  C16   122.31  3.000
 BTG  H201  C20  C19   120.03  3.000
 BTG  H201  C20  C21   119.62  3.000
 BTG  C19   C20  C21   120.35  3.000
 BTG  C25   C21  C22   120.52  3.000
 BTG  C22   C21  C20   120.93  3.000
 BTG  C25   C21  C20   118.55  3.000
 BTG  O24   C22  O23   126.62  3.000
 BTG  O24   C22  C21   116.61  3.000
 BTG  O23   C22  C21   116.77  3.000
 BTG  H261  C26  N27   108.15  3.000
 BTG  H261  C26  C09   108.78  3.000
 BTG  N27   C26  C09   110.15  3.000
 BTG  H261  C26  C02   109.41  3.000
 BTG  N27   C26  C02   112.33  3.000
 BTG  C09   C26  C02   107.98  3.000
 BTG  H011  O01  C02   108.48  3.000
 BTG  H021  C02  C03   106.70  3.000
 BTG  H021  C02  O01   110.90  3.000
 BTG  C03   C02  O01   113.04  3.000
 BTG  H021  C02  C26   107.98  3.000
 BTG  O01   C02  C26   108.23  3.000
 BTG  C03   C02  C26   109.89  3.000
 BTG  H031  C03  C05   108.23  3.000
 BTG  H031  C03  O04   111.29  3.000
 BTG  C05   C03  O04   111.82  3.000
 BTG  H031  C03  C02   108.36  3.000
 BTG  O04   C03  C02   108.44  3.000
 BTG  C05   C03  C02   108.61  3.000
 BTG  H041  O04  C03   109.05  3.000
 BTG  H051  C05  O08   109.90  3.000
 BTG  H051  C05  C06   108.04  3.000
 BTG  O08   C05  C06   107.97  3.000
 BTG  H051  C05  C03   107.81  3.000
 BTG  O08   C05  C03   109.86  3.000
 BTG  C06   C05  C03   113.22  3.000
 BTG  H061  C06  H062  107.23  3.000
 BTG  H061  C06  O07   111.69  3.000
 BTG  H062  C06  O07   111.82  3.000
 BTG  H061  C06  C05   109.61  3.000
 BTG  H062  C06  C05   107.89  3.000
 BTG  O07   C06  C05   108.52  3.000
 BTG  H071  O07  C06   108.09  3.000
 BTG  C09   O08  C05   112.45  3.000
 BTG  H091  C09  O10   109.83  3.000
 BTG  H091  C09  O08   109.83  3.000
 BTG  O10   C09  O08   108.96  3.000
 BTG  H091  C09  C26   109.29  3.000
 BTG  O10   C09  C26   108.34  3.000
 BTG  O08   C09  C26   110.56  3.000
 BTG  C11   O10  C09   118.83  3.000
 BTG  C16   C11  C12   120.79  3.000
 BTG  C16   C11  O10   116.78  3.000
 BTG  C12   C11  O10   122.42  3.000
 BTG  H121  C12  C11   120.59  3.000
 BTG  H121  C12  C13   119.48  3.000
 BTG  C11   C12  C13   119.92  3.000
 BTG  H141  C14  C15   120.09  3.000
 BTG  H141  C14  C13   120.54  3.000
 BTG  C15   C14  C13   119.37  3.000
 BTG  C11   C16  C17   122.60  3.000
 BTG  C17   C16  C15   119.54  3.000
 BTG  C11   C16  C15   117.83  3.000
 BTG  H181  C18  C19   119.39  3.000
 BTG  H181  C18  C17   120.40  3.000
 BTG  C19   C18  C17   120.19  3.000
 BTG  H191  C19  C18   119.44  3.000
 BTG  H191  C19  C20   120.03  3.000
 BTG  C18   C19  C20   120.52  3.000
 BTG  H251  C25  C21   118.67  3.000
 BTG  H251  C25  C17   119.44  3.000
 BTG  C21   C25  C17   121.88  3.000
 BTG  H292  C29  H291  108.39  3.000
 BTG  H292  C29  H293  108.01  3.000
 BTG  H291  C29  H293  108.24  3.000
 BTG  H292  C29  C28   109.38  3.000
 BTG  H291  C29  C28   113.25  3.000
 BTG  H293  C29  C28   109.44  3.000
 BTG  H271  N27  C28   117.98  3.000
 BTG  H271  N27  C26   117.71  3.000
 BTG  C28   N27  C26   124.09  3.000
 BTG  O30   C28  C29   121.98  3.000
 BTG  C29   C28  N27   114.70  3.000
 BTG  O30   C28  N27   123.30  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
 BTG  CONST_01  C16   C11  C12  C13    0.00   0.0  0
 BTG  CONST_02  C16   C15  C14  C13    0.00   0.0  0
 BTG  CONST_03  C12   C11  C16  C15    0.00   0.0  0
 BTG  CONST_06  C12   C13  C14  C15    0.00   0.0  0
 BTG  CONST_07  C12   C11  C16  C17  180.00   0.0  0
 BTG  CONST_08  C14   C15  C16  C17  180.00   0.0  0
 BTG  CONST_09  C20   C19  C18  C17    0.00   0.0  0
 BTG  CONST_10  C20   C21  C25  C17    0.00   0.0  0
 BTG  CONST_11  C16   C17  C25  C21  180.00   0.0  0
 BTG  CONST_12  C18   C17  C25  C21    0.00   0.0  0
 BTG  CONST_13  C18   C19  C20  C21    0.00   0.0  0
 BTG  CONST_14  C14   C13  C12  C11    0.00   0.0  0
 BTG  CONST_17  C14   C15  C16  C11    0.00   0.0  0
 BTG  CONST_18  C19   C18  C17  C16  180.00   0.0  0
 BTG  CONST_19  C25   C17  C18  C19    0.00   0.0  0
 BTG  CONST_20  C25   C21  C20  C19    0.00   0.0  0
 BTG  CONST_21  O10   C11  C12  C13  180.00   0.0  0
 BTG  CONST_22  O10   C11  C16  C15  180.00   0.0  0
 BTG  CONST_23  O10   C11  C16  C17    0.00   0.0  0
 BTG  CONST_24  C22   C21  C25  C17  180.00   0.0  0
 BTG  CONST_25  C19   C20  C21  C22  180.00   0.0  0
 BTG  CONST_26  H151  C15  C14  C13  180.00   0.0  0
 BTG  CONST_27  H131  C13  C14  C15  180.00   0.0  0
 BTG  CONST_28  H191  C19  C18  C17  180.00   0.0  0
 BTG  CONST_29  H181  C18  C19  C20  180.00   0.0  0
 BTG  CONST_30  H251  C25  C21  C20  180.00   0.0  0
 BTG  CONST_31  H141  C14  C13  C12  180.00   0.0  0
 BTG  CONST_32  H121  C12  C13  C14  180.00   0.0  0
 BTG  CONST_33  H201  C20  C19  C18  180.00   0.0  0
 BTG  CONST_34  O30   C28  N27  C26    0.00   0.0  0
 BTG  CONST_35  C29   C28  N27  C26  180.00   0.0  0
 BTG  CONST_36  H271  N27  C28  C29    0.00   0.0  0
 BTG  Var_01    C12   C11  O10  C09   35.75  30.0  2
 BTG  Var_02    O23   C22  C21  C20  177.28  30.0  2
 BTG  Var_03    H293  C29  C28  N27  -99.65  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
 BTG  chir_01  C26  C02  C09  N27  positiv
 BTG  chir_02  C02  O01  C26  C03  positiv
 BTG  chir_03  C03  O04  C02  C05  positiv
 BTG  chir_04  C05  O08  C03  C06  negativ
 BTG  chir_05  C09  O10  O08  C26  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
 BTG  plan-1  C17   0.020
 BTG  plan-1  C20   0.020
 BTG  plan-1  C21   0.020
 BTG  plan-1  C22   0.020
 BTG  plan-1  C16   0.020
 BTG  plan-1  C18   0.020
 BTG  plan-1  C19   0.020
 BTG  plan-1  C25   0.020
 BTG  plan-1  H201  0.020
 BTG  plan-1  H181  0.020
 BTG  plan-1  H191  0.020
 BTG  plan-1  H251  0.020
 BTG  plan-2  C13   0.020
 BTG  plan-2  C15   0.020
 BTG  plan-2  C17   0.020
 BTG  plan-2  O10   0.020
 BTG  plan-2  C11   0.020
 BTG  plan-2  C12   0.020
 BTG  plan-2  C14   0.020
 BTG  plan-2  C16   0.020
 BTG  plan-2  H131  0.020
 BTG  plan-2  H151  0.020
 BTG  plan-2  H121  0.020
 BTG  plan-2  H141  0.020
 BTG  plan-3  C26   0.020
 BTG  plan-3  C29   0.020
 BTG  plan-3  O30   0.020
 BTG  plan-3  N27   0.020
 BTG  plan-3  H271  0.020
 BTG  plan-3  C28   0.020
 BTG  plan-4  C21   0.020
 BTG  plan-4  C22   0.020
 BTG  plan-4  O23   0.020
 BTG  plan-4  O24   0.020

