# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 03:22:53 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: {4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]phenyl}boronic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OB(O)c1ccc(\C=C\c2cc(O)cc(O)c2)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
 S4B  S4B  '{4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]phenyl}boronic acid'  ligand  32  19  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_S4B
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
 S4B  C01  C  CR6   0  -0.194  -4.1129   0.0012  -0.0396
 S4B  C02  C  CR16  0  -0.206  -3.4800  -1.1704  -0.4579
 S4B  C03  C  CR16  0  -0.260  -2.1110  -1.3392  -0.3248
 S4B  C04  C  CR6   0   0.075  -1.3096  -0.3335   0.2214
 S4B  C05  C  CR16  0  -0.239  -1.9410   0.8339   0.6662
 S4B  C06  C  CR16  0  -0.247  -3.3087   0.9887   0.5413
 S4B  C07  C  C1    0  -0.241   0.1374  -0.5264   0.2431
 S4B  C08  C  C1    0  -0.188   1.0648   0.4296   0.3886
 S4B  C09  C  CR6   0  -0.051   2.5125   0.2430   0.2743
 S4B  C10  C  CR16  0  -0.313   3.2797   1.3427  -0.1048
 S4B  C11  C  CR6   0   0.347   4.6451   1.1987  -0.3400
 S4B  C12  C  CR16  0  -0.314   5.2642  -0.0288  -0.1329
 S4B  C13  C  CR6   0   0.244   4.4976  -1.1199   0.2683
 S4B  C14  C  CR16  0  -0.256   3.1292  -0.9988   0.4580
 S4B  O01  O  OH1   0  -0.682   5.1430  -2.3003   0.4397
 S4B  O02  O  OH1   0  -0.629   5.3202   2.2791  -0.7756
 S4B  O03  O  OH1   0  -0.737  -6.5363  -0.8016  -0.4127
 S4B  O04  O  OH1   0  -0.553  -6.1270   1.4956  -0.1968
 S4B  B01  B  B     0   0.579  -5.6557   0.2208  -0.2146
 S4B  H1   H  HCR6  0   0.229  -4.0449  -1.9777  -0.9106
 S4B  H2   H  HCR6  0   0.181  -1.6507  -2.2575  -0.6697
 S4B  H3   H  HCR6  0   0.238  -1.3637   1.6295   1.1199
 S4B  H4   H  HCR6  0   0.254  -3.7568   1.9103   0.8918
 S4B  H5   H  H     0   0.233   0.4579  -1.5365   0.0094
 S4B  H6   H  H     0   0.235   0.7503   1.4605   0.5154
 S4B  H7   H  HCR6  0   0.244   2.8092   2.3048  -0.2679
 S4B  H8   H  HCR6  0   0.265   6.3315  -0.1477  -0.2885
 S4B  H9   H  HCR6  0   0.237   2.5563  -1.8681   0.7616
 S4B  H10  H  HOH1  0   0.418   4.7308  -2.8017   1.1530
 S4B  H11  H  HOH1  0   0.445   6.2194   2.0350  -1.0260
 S4B  H12  H  HOH1  0   0.418  -6.1540  -1.6799  -0.3421
 S4B  H13  H  HOH1  0   0.468  -7.0835   1.5523  -0.2942

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
 S4B  O04  B01  single    1.359  0.020  1.359
 S4B  O03  B01  single    1.364  0.020  1.364
 S4B  B01  C01  single    1.568  0.020  1.568
 S4B  C01  C02  aromatic  1.396  0.020  1.396
 S4B  C01  C06  aromatic  1.400  0.020  1.400
 S4B  C02  C03  aromatic  1.386  0.020  1.386
 S4B  C06  C05  aromatic  1.382  0.020  1.382
 S4B  C03  C04  aromatic  1.397  0.020  1.397
 S4B  C05  C04  aromatic  1.400  0.020  1.400
 S4B  C04  C07  single    1.460  0.020  1.460
 S4B  C07  C08  double    1.340  0.020  1.340
 S4B  C08  C09  single    1.464  0.020  1.464
 S4B  C09  C10  aromatic  1.393  0.020  1.393
 S4B  C09  C14  aromatic  1.399  0.020  1.399
 S4B  C10  C11  aromatic  1.393  0.020  1.393
 S4B  C14  C13  aromatic  1.387  0.020  1.387
 S4B  C11  O02  single    1.346  0.020  1.346
 S4B  C11  C12  aromatic  1.390  0.020  1.390
 S4B  C13  C12  aromatic  1.393  0.020  1.393
 S4B  C13  O01  single    1.356  0.020  1.356
 S4B  C02  H1   single    0.930  0.020  1.080
 S4B  C03  H2   single    0.930  0.020  1.080
 S4B  C05  H3   single    0.930  0.020  1.080
 S4B  C06  H4   single    0.930  0.020  1.080
 S4B  C07  H5   single    0.930  0.020  1.080
 S4B  C08  H6   single    0.930  0.020  1.080
 S4B  C10  H7   single    0.930  0.020  1.080
 S4B  C12  H8   single    0.930  0.020  1.080
 S4B  C14  H9   single    0.930  0.020  1.080
 S4B  O01  H10  single    0.850  0.020  0.980
 S4B  O02  H11  single    0.850  0.020  0.980
 S4B  O03  H12  single    0.850  0.020  0.980
 S4B  O04  H13  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
 S4B  B01  C01  C06  120.85  3.000
 S4B  C06  C01  C02  117.13  3.000
 S4B  B01  C01  C02  122.02  3.000
 S4B  H1   C02  C03  117.65  3.000
 S4B  H1   C02  C01  120.92  3.000
 S4B  C03  C02  C01  121.43  3.000
 S4B  H2   C03  C04  119.40  3.000
 S4B  H2   C03  C02  119.49  3.000
 S4B  C04  C03  C02  121.10  3.000
 S4B  C07  C04  C05  123.54  3.000
 S4B  C07  C04  C03  118.63  3.000
 S4B  C05  C04  C03  117.77  3.000
 S4B  H3   C05  C06  118.90  3.000
 S4B  H3   C05  C04  120.37  3.000
 S4B  C06  C05  C04  120.73  3.000
 S4B  H4   C06  C05  118.39  3.000
 S4B  H4   C06  C01  119.79  3.000
 S4B  C05  C06  C01  121.81  3.000
 S4B  H5   C07  C08  118.89  3.000
 S4B  H5   C07  C04  114.37  3.000
 S4B  C08  C07  C04  126.39  3.000
 S4B  H6   C08  C09  114.63  3.000
 S4B  H6   C08  C07  119.34  3.000
 S4B  C09  C08  C07  125.80  3.000
 S4B  C14  C09  C10  119.58  3.000
 S4B  C14  C09  C08  122.61  3.000
 S4B  C10  C09  C08  117.71  3.000
 S4B  H7   C10  C11  119.48  3.000
 S4B  H7   C10  C09  120.18  3.000
 S4B  C11  C10  C09  120.27  3.000
 S4B  O02  C11  C12  122.23  3.000
 S4B  C12  C11  C10  120.18  3.000
 S4B  O02  C11  C10  117.59  3.000
 S4B  H8   C12  C13  119.79  3.000
 S4B  H8   C12  C11  120.89  3.000
 S4B  C13  C12  C11  119.31  3.000
 S4B  O01  C13  C14  121.89  3.000
 S4B  O01  C13  C12  117.15  3.000
 S4B  C14  C13  C12  120.95  3.000
 S4B  H9   C14  C13  119.32  3.000
 S4B  H9   C14  C09  121.03  3.000
 S4B  C13  C14  C09  119.65  3.000
 S4B  H10  O01  C13  110.03  3.000
 S4B  H11  O02  C11  110.39  3.000
 S4B  H12  O03  B01  114.70  3.000
 S4B  H13  O04  B01  113.47  3.000
 S4B  O04  B01  O03  118.75  3.000
 S4B  O03  B01  C01  123.13  3.000
 S4B  O04  B01  C01  118.10  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
 S4B  CONST_01  C04  C03  C02  C01     0.00   0.0  0
 S4B  CONST_02  C04  C05  C06  C01     0.00   0.0  0
 S4B  CONST_03  C05  C06  C01  C02     0.00   0.0  0
 S4B  CONST_04  C05  C04  C03  C02     0.00   0.0  0
 S4B  CONST_05  C06  C01  C02  C03     0.00   0.0  0
 S4B  CONST_06  C06  C05  C04  C03     0.00   0.0  0
 S4B  CONST_07  C12  C11  C10  C09     0.00   0.0  0
 S4B  CONST_08  C12  C13  C14  C09     0.00   0.0  0
 S4B  CONST_09  C13  C14  C09  C10     0.00   0.0  0
 S4B  CONST_10  C13  C12  C11  C10     0.00   0.0  0
 S4B  CONST_11  C14  C09  C10  C11     0.00   0.0  0
 S4B  CONST_12  C14  C13  C12  C11     0.00   0.0  0
 S4B  CONST_13  C07  C04  C03  C02   180.00   0.0  0
 S4B  CONST_14  B01  C01  C02  C03   180.00   0.0  0
 S4B  CONST_15  B01  C01  C06  C05   180.00   0.0  0
 S4B  CONST_16  C07  C04  C05  C06   180.00   0.0  0
 S4B  CONST_17  C11  C10  C09  C08   180.00   0.0  0
 S4B  CONST_18  C13  C14  C09  C08   180.00   0.0  0
 S4B  CONST_19  O02  C11  C10  C09   180.00   0.0  0
 S4B  CONST_20  O01  C13  C14  C09   180.00   0.0  0
 S4B  CONST_21  O01  C13  C12  C11   180.00   0.0  0
 S4B  CONST_22  O02  C11  C12  C13   180.00   0.0  0
 S4B  CONST_23  H2   C03  C02  C01   180.00   0.0  0
 S4B  CONST_24  H3   C05  C06  C01   180.00   0.0  0
 S4B  CONST_25  H4   C06  C01  C02   180.00   0.0  0
 S4B  CONST_26  H1   C02  C03  C04   180.00   0.0  0
 S4B  CONST_27  H9   C14  C09  C10   180.00   0.0  0
 S4B  CONST_28  H8   C12  C11  C10   180.00   0.0  0
 S4B  CONST_29  H7   C10  C11  C12   180.00   0.0  0
 S4B  Var_01    C09  C08  C07  C04  -173.44   0.0  2
 S4B  Var_02    O04  B01  C01  C02  -159.08  30.0  2
 S4B  Var_03    C08  C07  C04  C03   161.19  30.0  2
 S4B  Var_04    C10  C09  C08  C07   153.51  30.0  2

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
 S4B  plan-1  C01  0.020
 S4B  plan-1  C02  0.020
 S4B  plan-1  C03  0.020
 S4B  plan-1  C04  0.020
 S4B  plan-1  C05  0.020
 S4B  plan-1  C06  0.020
 S4B  plan-1  C07  0.020
 S4B  plan-1  B01  0.020
 S4B  plan-1  H1   0.020
 S4B  plan-1  H2   0.020
 S4B  plan-1  H3   0.020
 S4B  plan-1  H4   0.020
 S4B  plan-2  C08  0.020
 S4B  plan-2  C09  0.020
 S4B  plan-2  C10  0.020
 S4B  plan-2  C11  0.020
 S4B  plan-2  C12  0.020
 S4B  plan-2  C13  0.020
 S4B  plan-2  C14  0.020
 S4B  plan-2  O01  0.020
 S4B  plan-2  O02  0.020
 S4B  plan-2  H7   0.020
 S4B  plan-2  H8   0.020
 S4B  plan-2  H9   0.020
 S4B  plan-3  C04  0.020
 S4B  plan-3  C07  0.020
 S4B  plan-3  C08  0.020
 S4B  plan-3  C09  0.020
 S4B  plan-3  H5   0.020
 S4B  plan-3  H6   0.020

