# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 11:00:46 2022
#   Inital geometry file: a 137 line input string
#   Ligand name: N,N'-[biphenyl-4,4'-diyldi(2R)propane-2,1-diyl]dimethanesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](CN[S](C)(=O)=O)c1ccc(cc1)c2ccc(cc2)[C@@H](C)CN[S](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
 BHY  BHY  N,N'-[biphenyl-4,4'-diyldi(2R)propane-2,1-diyl]dimethanesulfonamide  ligand  56  28  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BHY
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
 BHY  N1    N  NC1   0  -0.738  -6.9870   0.3564  -0.5476
 BHY  C2    C  CR16  0  -0.305  -2.6088  -0.7787  -1.6270
 BHY  N2    N  NC1   0  -0.738   6.9720   0.3611   0.5432
 BHY  C4    C  CR6   0   0.081  -0.7338  -1.1181  -0.1338
 BHY  O4    O  OS    0  -0.674  -9.2752   1.2483  -0.1575
 BHY  C6    C  CR16  0  -0.293  -3.0113  -1.4386   0.6286
 BHY  C7    C  CR6   0   0.147   3.5039  -1.1039   0.6190
 BHY  C1    C  CR6   0   0.147  -3.5184  -1.1069  -0.6262
 BHY  O1    O  OS    0  -0.674   9.2590   1.2561   0.1541
 BHY  S1    S  S     0   1.342   7.9060   1.3573  -0.3719
 BHY  O2    O  OS    0  -0.674   7.6559   1.0232  -1.7666
 BHY  S2    S  S     0   1.342  -7.9235   1.3463   0.3722
 BHY  C3    C  CR16  0  -0.298  -1.2430  -0.7818  -1.3884
 BHY  O3    O  OS    0  -0.674  -7.6766   1.0026   1.7650
 BHY  C5    C  CR16  0  -0.300  -1.6471  -1.4484   0.8696
 BHY  C8    C  CR16  0  -0.305   2.5937  -0.7819   1.6211
 BHY  C9    C  CR16  0  -0.298   1.2280  -0.7863   1.3823
 BHY  C10   C  CR6   0   0.081   0.7196  -1.1175   0.1260
 BHY  C11   C  CR16  0  -0.300   1.6335  -1.4414  -0.8789
 BHY  C12   C  CR16  0  -0.293   2.9976  -1.4305  -0.6375
 BHY  C13   C  CH1   0  -0.353   4.9904  -1.0557   0.8843
 BHY  C14   C  CH1   0  -0.353  -5.0050  -1.0594  -0.8908
 BHY  C15   C  CH2   0  -0.255  -5.5682   0.2095  -0.2423
 BHY  C16   C  CH3   0  -0.646  -5.7330  -2.3155  -0.4222
 BHY  C17   C  CH3   0  -0.646   5.7196  -2.3097   0.4117
 BHY  C18   C  CH2   0  -0.254   5.5525   0.2158   0.2400
 BHY  C19   C  CH3   0  -0.799   7.3304   3.0179  -0.0951
 BHY  C20   C  CH3   0  -0.799  -7.3475   3.0088   0.1084
 BHY  HN1   H  HNC1  0   0.411  -7.1915   0.4541  -1.5368
 BHY  H2    H  HCR6  0   0.252  -2.9731  -0.5040  -2.6100
 BHY  HN2   H  HNC1  0   0.411   7.1781   0.4526   1.5328
 BHY  H6    H  HCR6  0   0.249  -3.6832  -1.7001   1.4372
 BHY  H3    H  HCR6  0   0.251  -0.5703  -0.5008  -2.1893
 BHY  H5    H  HCR6  0   0.252  -1.2921  -1.7368   1.8510
 BHY  H8    H  HCR6  0   0.252   2.9574  -0.5113   2.6056
 BHY  H9    H  HCR6  0   0.251   0.5546  -0.5103   2.1843
 BHY  H11   H  HCR6  0   0.252   1.2792  -1.7260  -1.8616
 BHY  H12   H  HCR6  0   0.249   3.6702  -1.6868  -1.4472
 BHY  H13   H  HCH1  0   0.255   5.1247  -0.9680   1.9678
 BHY  H14   H  HCH1  0   0.255  -5.1399  -0.9685  -1.9740
 BHY  H15   H  HCH2  0   0.253  -4.9923   1.0767  -0.5822
 BHY  H15A  H  HCH2  0   0.256  -5.4545   0.1409   0.8401
 BHY  H16   H  HCH3  0   0.222  -5.6773  -2.4357   0.6611
 BHY  H16A  H  HCH3  0   0.241  -6.7873  -2.2747  -0.6913
 BHY  H16B  H  HCH3  0   0.238  -5.3015  -3.2051  -0.8808
 BHY  H17   H  HCH3  0   0.241   6.7733  -2.2703   0.6833
 BHY  H17A  H  HCH3  0   0.238   5.2869  -3.2011   0.8656
 BHY  H17B  H  HCH3  0   0.222   5.6660  -2.4252  -0.6722
 BHY  H18   H  HCH2  0   0.253   4.9775   1.0815   0.5850
 BHY  H18A  H  HCH2  0   0.256   5.4365   0.1520  -0.8424
 BHY  H19   H  HCH3  0   0.291   7.4537   3.2681   0.9562
 BHY  H19A  H  HCH3  0   0.303   7.9282   3.6892  -0.7095
 BHY  H19B  H  HCH3  0   0.290   6.2834   3.0975  -0.3797
 BHY  H20   H  HCH3  0   0.291  -7.4692   3.2669  -0.9412
 BHY  H20A  H  HCH3  0   0.303  -7.9459   3.6756   0.7271
 BHY  H20B  H  HCH3  0   0.290  -6.3009   3.0863   0.3951

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
 BHY  N1   S2    single    1.644  0.020  1.644
 BHY  N1   C15   single    1.459  0.020  1.459
 BHY  C2   C1    aromatic  1.392  0.020  1.392
 BHY  C2   C3    aromatic  1.386  0.020  1.386
 BHY  N2   S1    single    1.644  0.020  1.644
 BHY  N2   C18   single    1.459  0.020  1.459
 BHY  C4   C3    aromatic  1.395  0.020  1.395
 BHY  C4   C5    aromatic  1.396  0.020  1.396
 BHY  C4   C10   single    1.476  0.020  1.476
 BHY  O4   S2    double    1.455  0.020  1.455
 BHY  C6   C1    aromatic  1.393  0.020  1.393
 BHY  C6   C5    aromatic  1.385  0.020  1.385
 BHY  C7   C8    aromatic  1.392  0.020  1.392
 BHY  C7   C12   aromatic  1.394  0.020  1.394
 BHY  C7   C13   single    1.511  0.020  1.511
 BHY  C1   C14   single    1.511  0.020  1.511
 BHY  O1   S1    double    1.455  0.020  1.455
 BHY  S1   O2    double    1.456  0.020  1.456
 BHY  S1   C19   single    1.779  0.020  1.779
 BHY  S2   O3    double    1.456  0.020  1.456
 BHY  S2   C20   single    1.779  0.020  1.779
 BHY  C8   C9    aromatic  1.386  0.020  1.386
 BHY  C9   C10   aromatic  1.395  0.020  1.395
 BHY  C10  C11   aromatic  1.396  0.020  1.396
 BHY  C11  C12   aromatic  1.385  0.020  1.385
 BHY  C13  C17   single    1.526  0.020  1.526
 BHY  C13  C18   single    1.532  0.020  1.532
 BHY  C14  C15   single    1.532  0.020  1.532
 BHY  C14  C16   single    1.526  0.020  1.526
 BHY  N1   HN1   single    0.890  0.020  1.040
 BHY  C2   H2    single    0.930  0.020  1.080
 BHY  N2   HN2   single    0.890  0.020  1.040
 BHY  C6   H6    single    0.930  0.020  1.080
 BHY  C3   H3    single    0.930  0.020  1.080
 BHY  C5   H5    single    0.930  0.020  1.080
 BHY  C8   H8    single    0.930  0.020  1.080
 BHY  C9   H9    single    0.930  0.020  1.080
 BHY  C11  H11   single    0.930  0.020  1.080
 BHY  C12  H12   single    0.930  0.020  1.080
 BHY  C13  H13   single    0.970  0.020  1.090
 BHY  C14  H14   single    0.970  0.020  1.090
 BHY  C15  H15   single    0.970  0.020  1.090
 BHY  C15  H15A  single    0.970  0.020  1.090
 BHY  C16  H16   single    0.970  0.020  1.090
 BHY  C16  H16A  single    0.970  0.020  1.090
 BHY  C16  H16B  single    0.970  0.020  1.090
 BHY  C17  H17   single    0.970  0.020  1.090
 BHY  C17  H17A  single    0.970  0.020  1.090
 BHY  C17  H17B  single    0.970  0.020  1.090
 BHY  C18  H18   single    0.970  0.020  1.090
 BHY  C18  H18A  single    0.970  0.020  1.090
 BHY  C19  H19   single    0.970  0.020  1.090
 BHY  C19  H19A  single    0.970  0.020  1.090
 BHY  C19  H19B  single    0.970  0.020  1.090
 BHY  C20  H20   single    0.970  0.020  1.090
 BHY  C20  H20A  single    0.970  0.020  1.090
 BHY  C20  H20B  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
 BHY  HN1   N1   C15   114.19  3.000
 BHY  HN1   N1   S2    111.87  3.000
 BHY  C15   N1   S2    119.84  3.000
 BHY  H2    C2   C3    119.20  3.000
 BHY  H2    C2   C1    119.50  3.000
 BHY  C3    C2   C1    121.30  3.000
 BHY  HN2   N2   C18   114.16  3.000
 BHY  HN2   N2   S1    111.89  3.000
 BHY  C18   N2   S1    119.84  3.000
 BHY  C10   C4   C5    121.17  3.000
 BHY  C10   C4   C3    121.16  3.000
 BHY  C5    C4   C3    117.68  3.000
 BHY  H6    C6   C5    118.63  3.000
 BHY  H6    C6   C1    120.26  3.000
 BHY  C5    C6   C1    121.11  3.000
 BHY  C13   C7   C12   121.55  3.000
 BHY  C13   C7   C8    120.65  3.000
 BHY  C12   C7   C8    117.77  3.000
 BHY  C14   C1   C6    121.55  3.000
 BHY  C14   C1   C2    120.65  3.000
 BHY  C6    C1   C2    117.77  3.000
 BHY  C19   S1   O2    107.92  3.000
 BHY  C19   S1   O1    108.03  3.000
 BHY  O2    S1   O1    119.34  3.000
 BHY  C19   S1   N2    107.17  3.000
 BHY  O2    S1   N2    107.26  3.000
 BHY  O1    S1   N2    106.56  3.000
 BHY  C20   S2   O3    107.91  3.000
 BHY  C20   S2   O4    108.04  3.000
 BHY  O3    S2   O4    119.34  3.000
 BHY  C20   S2   N1    107.18  3.000
 BHY  O3    S2   N1    107.25  3.000
 BHY  O4    S2   N1    106.56  3.000
 BHY  H3    C3   C4    120.05  3.000
 BHY  H3    C3   C2    118.95  3.000
 BHY  C4    C3   C2    120.99  3.000
 BHY  H5    C5   C6    118.84  3.000
 BHY  H5    C5   C4    119.99  3.000
 BHY  C6    C5   C4    121.16  3.000
 BHY  H8    C8   C9    119.20  3.000
 BHY  H8    C8   C7    119.50  3.000
 BHY  C9    C8   C7    121.30  3.000
 BHY  H9    C9   C10   120.05  3.000
 BHY  H9    C9   C8    118.95  3.000
 BHY  C10   C9   C8    120.99  3.000
 BHY  C11   C10  C9    117.68  3.000
 BHY  C11   C10  C4    121.17  3.000
 BHY  C9    C10  C4    121.15  3.000
 BHY  H11   C11  C12   118.84  3.000
 BHY  H11   C11  C10   119.99  3.000
 BHY  C12   C11  C10   121.15  3.000
 BHY  H12   C12  C11   118.64  3.000
 BHY  H12   C12  C7    120.26  3.000
 BHY  C11   C12  C7    121.11  3.000
 BHY  H13   C13  C18   107.73  3.000
 BHY  H13   C13  C17   108.28  3.000
 BHY  C18   C13  C17   112.12  3.000
 BHY  H13   C13  C7    107.27  3.000
 BHY  C18   C13  C7    108.28  3.000
 BHY  C17   C13  C7    112.93  3.000
 BHY  H14   C14  C16   108.26  3.000
 BHY  H14   C14  C15   107.73  3.000
 BHY  C16   C14  C15   112.11  3.000
 BHY  H14   C14  C1    107.28  3.000
 BHY  C16   C14  C1    112.95  3.000
 BHY  C15   C14  C1    108.28  3.000
 BHY  H15A  C15  H15   107.65  3.000
 BHY  H15A  C15  C14   109.25  3.000
 BHY  H15   C15  C14   109.34  3.000
 BHY  H15A  C15  N1    108.39  3.000
 BHY  H15   C15  N1    111.52  3.000
 BHY  C14   C15  N1    110.63  3.000
 BHY  H16B  C16  H16A  108.06  3.000
 BHY  H16B  C16  H16   107.92  3.000
 BHY  H16A  C16  H16   107.39  3.000
 BHY  H16B  C16  C14   110.72  3.000
 BHY  H16A  C16  C14   110.81  3.000
 BHY  H16   C16  C14   111.79  3.000
 BHY  H17B  C17  H17A  107.91  3.000
 BHY  H17B  C17  H17   107.40  3.000
 BHY  H17A  C17  H17   108.05  3.000
 BHY  H17B  C17  C13   111.79  3.000
 BHY  H17A  C17  C13   110.71  3.000
 BHY  H17   C17  C13   110.83  3.000
 BHY  H18A  C18  H18   107.64  3.000
 BHY  H18A  C18  C13   109.25  3.000
 BHY  H18   C18  C13   109.33  3.000
 BHY  H18A  C18  N2    108.40  3.000
 BHY  H18   C18  N2    111.51  3.000
 BHY  C13   C18  N2    110.63  3.000
 BHY  H19B  C19  H19A  109.61  3.000
 BHY  H19B  C19  H19   110.19  3.000
 BHY  H19A  C19  H19   109.96  3.000
 BHY  H19B  C19  S1    109.81  3.000
 BHY  H19A  C19  S1    108.06  3.000
 BHY  H19   C19  S1    109.17  3.000
 BHY  H20B  C20  H20A  109.60  3.000
 BHY  H20B  C20  H20   110.18  3.000
 BHY  H20A  C20  H20   109.97  3.000
 BHY  H20B  C20  S2    109.81  3.000
 BHY  H20A  C20  S2    108.07  3.000
 BHY  H20   C20  S2    109.18  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
 BHY  CONST_01  C5   C6   C1   C2      0.00   0.0  0
 BHY  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 BHY  CONST_03  C10  C4   C3   C2    180.00   0.0  0
 BHY  CONST_04  C1   C2   C3   C4      0.00   0.0  0
 BHY  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 BHY  CONST_06  C8   C9   C10  C4    180.00   0.0  0
 BHY  CONST_07  C12  C11  C10  C4    180.00   0.0  0
 BHY  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 BHY  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 BHY  CONST_10  C10  C4   C5   C6    180.00   0.0  0
 BHY  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 BHY  CONST_12  C10  C11  C12  C7      0.00   0.0  0
 BHY  CONST_17  C11  C12  C7   C8      0.00   0.0  0
 BHY  CONST_18  C11  C10  C9   C8      0.00   0.0  0
 BHY  CONST_19  C12  C7   C8   C9      0.00   0.0  0
 BHY  CONST_20  C12  C11  C10  C9      0.00   0.0  0
 BHY  CONST_21  C14  C1   C2   C3    180.00   0.0  0
 BHY  CONST_22  C14  C1   C6   C5    180.00   0.0  0
 BHY  CONST_23  C13  C7   C8   C9    180.00   0.0  0
 BHY  CONST_24  C13  C7   C12  C11   180.00   0.0  0
 BHY  CONST_25  H6   C6   C1   C2    180.00   0.0  0
 BHY  CONST_26  H2   C2   C3   C4    180.00   0.0  0
 BHY  CONST_27  H9   C9   C10  C4      0.00   0.0  0
 BHY  CONST_28  H11  C11  C10  C4      0.00   0.0  0
 BHY  CONST_29  H3   C3   C2   C1    180.00   0.0  0
 BHY  CONST_30  H5   C5   C6   C1    180.00   0.0  0
 BHY  CONST_31  H12  C12  C7   C8    180.00   0.0  0
 BHY  CONST_32  H8   C8   C9   C10   180.00   0.0  0
 BHY  Var_01    C15  N1   S2   O4   -178.50  30.0  1
 BHY  Var_02    C18  N2   S1   O1   -178.49  30.0  1
 BHY  Var_03    C13  C18  N2   S1    161.56  30.0  3
 BHY  Var_04    C14  C15  N1   S2    161.42  30.0  3
 BHY  Var_05    H20  C20  S2   N1     61.52  30.0  3
 BHY  Var_06    H19  C19  S1   N2     61.46  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
 BHY  chir_01  C13  C7  C17  C18  negativ
 BHY  chir_02  C14  C1  C15  C16  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
 BHY  plan-1  C2   0.020
 BHY  plan-1  C4   0.020
 BHY  plan-1  C6   0.020
 BHY  plan-1  C1   0.020
 BHY  plan-1  C3   0.020
 BHY  plan-1  C5   0.020
 BHY  plan-1  C10  0.020
 BHY  plan-1  C14  0.020
 BHY  plan-1  H2   0.020
 BHY  plan-1  H6   0.020
 BHY  plan-1  H3   0.020
 BHY  plan-1  H5   0.020
 BHY  plan-2  C4   0.020
 BHY  plan-2  C7   0.020
 BHY  plan-2  C8   0.020
 BHY  plan-2  C9   0.020
 BHY  plan-2  C10  0.020
 BHY  plan-2  C11  0.020
 BHY  plan-2  C12  0.020
 BHY  plan-2  C13  0.020
 BHY  plan-2  H8   0.020
 BHY  plan-2  H9   0.020
 BHY  plan-2  H11  0.020
 BHY  plan-2  H12  0.020

