# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 07:49:52 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 3-[(3,5-dibromo-4-hydroxyphenyl)carbonyl]-2-ethyl-N,N-dimethyl-1-benzofuran-6-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1oc2cc(ccc2c1C(=O)c3cc(Br)c(O)c(Br)c3)[S](=O)(=O)N(C)C
#
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
 BB3  BB3  3-[(3,5-dibromo-4-hydroxyphenyl)carbonyl]-2-ethyl-N,N-dimethyl-1-benzofuran-6-sulfonamide  ligand  45  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BB3
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
 BB3  BR22  BR  BR    0   0.004  -3.2683  -0.2378  -1.8315
 BB3  C13   C   CR6   0  -0.209  -1.4600   0.1889  -2.1091
 BB3  C14   C   CR6   0   0.467  -1.1384   1.1534  -3.0721
 BB3  O20   O   OH1   0  -0.576  -2.1352   1.7303  -3.7279
 BB3  C15   C   CR6   0  -0.229   0.2210   1.4348  -3.2693
 BB3  BR21  BR  BR    0   0.002   0.7163   2.7198  -4.5567
 BB3  C16   C   CR16  0  -0.249   1.2052   0.7920  -2.5454
 BB3  C12   C   CR16  0  -0.249  -0.4846  -0.4432  -1.3656
 BB3  C11   C   CR6   0  -0.061   0.8579  -0.1401  -1.5733
 BB3  C03   C   C     0   0.321   1.9309  -0.8392  -0.8237
 BB3  O19   O   O     0  -0.385   3.0147  -1.0370  -1.3381
 BB3  C9    C   CR5   0  -0.143   1.6410  -1.2812   0.5452
 BB3  C8    C   CR5   0   0.410   2.1670  -2.4005   1.1279
 BB3  C17   C   CH2   0  -0.539   3.0896  -3.4498   0.6357
 BB3  C18   C   CH3   0  -0.665   4.5428  -3.1619   1.0228
 BB3  C5    C   CR56  0   0.094   0.8313  -0.6473   1.5561
 BB3  C6    C   CR16  0  -0.370   0.0667   0.5158   1.6541
 BB3  C4    C   CR56  0   0.368   0.9444  -1.4694   2.6775
 BB3  O7    O   O     0  -0.439   1.7421  -2.5260   2.3992
 BB3  C3    C   CR16  0  -0.316   0.3239  -1.2304   3.8842
 BB3  C2    C   CR6   0  -0.230  -0.4428  -0.0749   3.9420
 BB3  C1    C   CR16  0  -0.225  -0.5699   0.7911   2.8494
 BB3  S01   S   S     0   1.369  -1.2283   0.3500   5.4715
 BB3  O01   O   OS    0  -0.651  -2.3983   1.1573   5.1703
 BB3  O02   O   OS    0  -0.651  -1.3833  -0.8687   6.2481
 BB3  N01   N   N     0  -0.535  -0.1698   1.3177   6.2944
 BB3  C01   C   CH3   0  -0.539   0.0505   2.6527   5.7508
 BB3  C02   C   CH3   0  -0.538   1.0531   0.6814   6.7697
 BB3  H20   H   HOH1  0   0.488  -1.8303   2.3903  -4.3650
 BB3  H16   H   HCR6  0   0.297   2.2472   1.0248  -2.7202
 BB3  H12   H   HCR6  0   0.306  -0.7665  -1.1910  -0.6358
 BB3  H171  H   HCH2  0   0.268   3.0032  -3.5204  -0.4473
 BB3  H172  H   HCH2  0   0.272   2.7776  -4.4117   1.0471
 BB3  H181  H   HCH3  0   0.246   5.1857  -3.9647   0.6642
 BB3  H182  H   HCH3  0   0.238   4.8837  -2.2287   0.5772
 BB3  H183  H   HCH3  0   0.235   4.6635  -3.0932   2.1034
 BB3  H6    H   HCR6  0   0.271  -0.0381   1.1995   0.8238
 BB3  H3    H   HCR6  0   0.304   0.4273  -1.9096   4.7197
 BB3  H1    H   HCR6  0   0.288  -1.1780   1.6819   2.9269
 BB3  H011  H   HCH3  0   0.270   0.5057   3.2577   6.5331
 BB3  H012  H   HCH3  0   0.237   0.7235   2.6474   4.8875
 BB3  H013  H   HCH3  0   0.269  -0.8886   3.1212   5.4711
 BB3  H021  H   HCH3  0   0.269   0.8453  -0.2907   7.2068
 BB3  H022  H   HCH3  0   0.236   1.8005   0.5689   5.9776
 BB3  H023  H   HCH3  0   0.271   1.4759   1.3149   7.5476

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
 BB3  BR22  C13   single    1.879  0.020  1.879
 BB3  C13   C14   aromatic  1.400  0.020  1.400
 BB3  C13   C12   aromatic  1.380  0.020  1.380
 BB3  C14   O20   single    1.325  0.020  1.325
 BB3  C14   C15   aromatic  1.402  0.020  1.402
 BB3  O20   H20   single    0.850  0.020  0.980
 BB3  C15   BR21  single    1.885  0.020  1.885
 BB3  C15   C16   aromatic  1.381  0.020  1.381
 BB3  C16   C11   aromatic  1.391  0.020  1.391
 BB3  C16   H16   single    0.930  0.020  1.080
 BB3  C12   C11   aromatic  1.392  0.020  1.392
 BB3  C12   H12   single    0.930  0.020  1.080
 BB3  C11   C03   single    1.484  0.020  1.484
 BB3  C03   O19   double    1.216  0.020  1.216
 BB3  C03   C9    single    1.467  0.020  1.467
 BB3  C9    C8    aromatic  1.367  0.020  1.367
 BB3  C9    C5    aromatic  1.442  0.020  1.442
 BB3  C8    C17   single    1.481  0.020  1.481
 BB3  C8    O7    aromatic  1.346  0.020  1.346
 BB3  C17   C18   single    1.531  0.020  1.531
 BB3  C17   H171  single    0.970  0.020  1.090
 BB3  C17   H172  single    0.970  0.020  1.090
 BB3  C18   H181  single    0.970  0.020  1.090
 BB3  C18   H182  single    0.970  0.020  1.090
 BB3  C18   H183  single    0.970  0.020  1.090
 BB3  C5    C6    aromatic  1.395  0.020  1.395
 BB3  C5    C4    aromatic  1.395  0.020  1.395
 BB3  C6    C1    aromatic  1.382  0.020  1.382
 BB3  C6    H6    single    0.930  0.020  1.080
 BB3  C4    O7    aromatic  1.353  0.020  1.353
 BB3  C4    C3    aromatic  1.378  0.020  1.378
 BB3  C3    C2    aromatic  1.388  0.020  1.388
 BB3  C3    H3    single    0.930  0.020  1.080
 BB3  C2    C1    aromatic  1.400  0.020  1.400
 BB3  C2    S01   single    1.771  0.020  1.771
 BB3  C1    H1    single    0.930  0.020  1.080
 BB3  S01   O01   double    1.453  0.020  1.453
 BB3  S01   O02   double    1.453  0.020  1.453
 BB3  S01   N01   single    1.653  0.020  1.653
 BB3  N01   C01   single    1.458  0.020  1.458
 BB3  N01   C02   single    1.458  0.020  1.458
 BB3  C01   H011  single    0.970  0.020  1.090
 BB3  C01   H012  single    0.970  0.020  1.090
 BB3  C01   H013  single    0.970  0.020  1.090
 BB3  C02   H021  single    0.970  0.020  1.090
 BB3  C02   H022  single    0.970  0.020  1.090
 BB3  C02   H023  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
 BB3  C12   C13  C14   121.58  3.000
 BB3  C12   C13  BR22  119.79  3.000
 BB3  C14   C13  BR22  118.63  3.000
 BB3  C15   C14  O20   124.91  3.000
 BB3  C15   C14  C13   117.23  3.000
 BB3  O20   C14  C13   117.86  3.000
 BB3  H20   O20  C14   112.71  3.000
 BB3  C16   C15  BR21  119.22  3.000
 BB3  C16   C15  C14   121.60  3.000
 BB3  BR21  C15  C14   119.18  3.000
 BB3  H16   C16  C11   119.84  3.000
 BB3  H16   C16  C15   120.12  3.000
 BB3  C11   C16  C15   120.03  3.000
 BB3  H12   C12  C11   120.15  3.000
 BB3  H12   C12  C13   119.72  3.000
 BB3  C11   C12  C13   120.11  3.000
 BB3  C03   C11  C12   121.30  3.000
 BB3  C03   C11  C16   119.23  3.000
 BB3  C12   C11  C16   119.41  3.000
 BB3  C9    C03  O19   121.45  3.000
 BB3  C9    C03  C11   118.05  3.000
 BB3  O19   C03  C11   120.49  3.000
 BB3  C5    C9   C8    106.09  3.000
 BB3  C5    C9   C03   129.23  3.000
 BB3  C8    C9   C03   124.63  3.000
 BB3  O7    C8   C17   116.38  3.000
 BB3  O7    C8   C9    110.94  3.000
 BB3  C17   C8   C9    132.68  3.000
 BB3  H172  C17  H171  107.16  3.000
 BB3  H172  C17  C18   109.98  3.000
 BB3  H171  C17  C18   109.82  3.000
 BB3  H172  C17  C8    108.72  3.000
 BB3  H171  C17  C8    109.09  3.000
 BB3  C18   C17  C8    111.96  3.000
 BB3  H183  C18  H182  108.49  3.000
 BB3  H183  C18  H181  107.91  3.000
 BB3  H182  C18  H181  108.19  3.000
 BB3  H183  C18  C17   111.57  3.000
 BB3  H182  C18  C17   110.79  3.000
 BB3  H181  C18  C17   109.78  3.000
 BB3  C4    C5   C6    118.63  3.000
 BB3  C4    C5   C9    105.01  3.000
 BB3  C6    C5   C9    136.33  3.000
 BB3  H6    C6   C1    119.60  3.000
 BB3  H6    C6   C5    121.77  3.000
 BB3  C1    C6   C5    118.63  3.000
 BB3  C3    C4   O7    125.54  3.000
 BB3  C3    C4   C5    124.42  3.000
 BB3  O7    C4   C5    110.04  3.000
 BB3  C4    O7   C8    107.91  3.000
 BB3  H3    C3   C2    122.92  3.000
 BB3  H3    C3   C4    121.64  3.000
 BB3  C2    C3   C4    115.44  3.000
 BB3  S01   C2   C1    119.03  3.000
 BB3  S01   C2   C3    118.73  3.000
 BB3  C1    C2   C3    122.19  3.000
 BB3  H1    C1   C2    120.31  3.000
 BB3  H1    C1   C6    119.02  3.000
 BB3  C2    C1   C6    120.66  3.000
 BB3  N01   S01  O02   107.04  3.000
 BB3  N01   S01  O01   107.06  3.000
 BB3  O02   S01  O01   119.39  3.000
 BB3  N01   S01  C2    106.64  3.000
 BB3  O02   S01  C2    107.92  3.000
 BB3  O01   S01  C2    108.14  3.000
 BB3  C02   N01  C01   113.22  3.000
 BB3  C02   N01  S01   116.34  3.000
 BB3  C01   N01  S01   116.55  3.000
 BB3  H013  C01  H012  109.30  3.000
 BB3  H013  C01  H011  107.88  3.000
 BB3  H012  C01  H011  108.20  3.000
 BB3  H013  C01  N01   111.12  3.000
 BB3  H012  C01  N01   112.49  3.000
 BB3  H011  C01  N01   107.70  3.000
 BB3  H023  C02  H022  108.16  3.000
 BB3  H023  C02  H021  107.91  3.000
 BB3  H022  C02  H021  109.26  3.000
 BB3  H023  C02  N01   107.74  3.000
 BB3  H022  C02  N01   112.43  3.000
 BB3  H021  C02  N01   111.19  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
 BB3  CONST_01  C16   C15  C14  C13      0.00   0.0  0
 BB3  CONST_02  C16   C11  C12  C13      0.00   0.0  0
 BB3  CONST_03  C11   C12  C13  C14      0.00   0.0  0
 BB3  CONST_04  C11   C16  C15  C14      0.00   0.0  0
 BB3  CONST_05  C12   C13  C14  C15      0.00   0.0  0
 BB3  CONST_06  C12   C11  C16  C15      0.00   0.0  0
 BB3  CONST_07  C4    O7   C8   C9       0.00   0.0  0
 BB3  CONST_08  C1    C6   C5   C9     180.00   0.0  0
 BB3  CONST_09  O7    C4   C5   C9       0.00   0.0  0
 BB3  CONST_10  C3    C4   C5   C9     180.00   0.0  0
 BB3  CONST_11  C6    C5   C9   C8     180.00   0.0  0
 BB3  CONST_12  C4    C5   C9   C8       0.00   0.0  0
 BB3  CONST_13  C5    C4   O7   C8       0.00   0.0  0
 BB3  CONST_14  C3    C4   O7   C8     180.00   0.0  0
 BB3  CONST_15  O7    C8   C9   C5       0.00   0.0  0
 BB3  CONST_16  C2    C1   C6   C5       0.00   0.0  0
 BB3  CONST_17  C2    C3   C4   C5       0.00   0.0  0
 BB3  CONST_18  O7    C4   C5   C6     180.00   0.0  0
 BB3  CONST_19  C3    C4   C5   C6       0.00   0.0  0
 BB3  CONST_20  C3    C2   C1   C6       0.00   0.0  0
 BB3  CONST_21  C1    C6   C5   C4       0.00   0.0  0
 BB3  CONST_22  C1    C2   C3   C4       0.00   0.0  0
 BB3  CONST_23  C2    C3   C4   O7     180.00   0.0  0
 BB3  CONST_24  C15   C14  C13  BR22   180.00   0.0  0
 BB3  CONST_25  C11   C12  C13  BR22   180.00   0.0  0
 BB3  CONST_26  BR21  C15  C14  C13    180.00   0.0  0
 BB3  CONST_27  C03   C11  C12  C13    180.00   0.0  0
 BB3  CONST_28  C12   C13  C14  O20    180.00   0.0  0
 BB3  CONST_29  C16   C15  C14  O20    180.00   0.0  0
 BB3  CONST_30  C03   C11  C16  C15    180.00   0.0  0
 BB3  CONST_31  C11   C16  C15  BR21   180.00   0.0  0
 BB3  CONST_32  O7    C8   C9   C03    180.00   0.0  0
 BB3  CONST_33  C6    C5   C9   C03      0.00   0.0  0
 BB3  CONST_34  C4    C5   C9   C03    180.00   0.0  0
 BB3  CONST_35  C5    C9   C8   C17    180.00   0.0  0
 BB3  CONST_36  C4    O7   C8   C17    180.00   0.0  0
 BB3  CONST_37  S01   C2   C1   C6     180.00   0.0  0
 BB3  CONST_38  S01   C2   C3   C4     180.00   0.0  0
 BB3  CONST_39  H12   C12  C13  C14    180.00   0.0  0
 BB3  CONST_40  H16   C16  C15  C14    180.00   0.0  0
 BB3  CONST_41  H6    C6   C5   C9       0.00   0.0  0
 BB3  CONST_42  H1    C1   C6   C5     180.00   0.0  0
 BB3  CONST_43  H3    C3   C4   C5     180.00   0.0  0
 BB3  Var_01    C9    C03  C11  C16    151.00  30.0  2
 BB3  Var_02    C8    C9   C03  C11    147.43  30.0  2
 BB3  Var_03    C18   C17  C8   C9      95.52  30.0  2
 BB3  Var_04    O01   S01  C2   C3    -154.01  30.0  2
 BB3  Var_05    C01   N01  S01  C2      69.70  30.0  3
 BB3  Var_06    H181  C18  C17  C8     178.70  30.0  3
 BB3  Var_07    H011  C01  N01  S01    162.93  30.0  3
 BB3  Var_08    H021  C02  N01  S01    -43.47  30.0  3

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
 BB3  plan-1  BR22  0.020
 BB3  plan-1  C13   0.020
 BB3  plan-1  C14   0.020
 BB3  plan-1  O20   0.020
 BB3  plan-1  C15   0.020
 BB3  plan-1  BR21  0.020
 BB3  plan-1  C16   0.020
 BB3  plan-1  C12   0.020
 BB3  plan-1  C11   0.020
 BB3  plan-1  C03   0.020
 BB3  plan-1  H16   0.020
 BB3  plan-1  H12   0.020
 BB3  plan-2  C03   0.020
 BB3  plan-2  C9    0.020
 BB3  plan-2  C8    0.020
 BB3  plan-2  C17   0.020
 BB3  plan-2  C5    0.020
 BB3  plan-2  C6    0.020
 BB3  plan-2  C4    0.020
 BB3  plan-2  O7    0.020
 BB3  plan-2  C3    0.020
 BB3  plan-2  C2    0.020
 BB3  plan-2  C1    0.020
 BB3  plan-2  S01   0.020
 BB3  plan-2  H6    0.020
 BB3  plan-2  H3    0.020
 BB3  plan-2  H1    0.020
 BB3  plan-3  C11   0.020
 BB3  plan-3  C03   0.020
 BB3  plan-3  O19   0.020
 BB3  plan-3  C9    0.020

