# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 12:02:17 2022
#   Inital geometry file: a 124 line input string
#   Ligand name: 3,3'-(4,5,6,7-tetrabromo-3-oxo-1,3-dihydro-2-benzofuran-1,1-diyl)bis(6-hydroxybenzenesulfonate)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1[S]([O-])(=O)=O)C2(OC(=O)c3c(Br)c(Br)c(Br)c(Br)c23)c4ccc(O)c(c4)[S]([O-])(=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
 BSP  BSP  3,3'-(4,5,6,7-tetrabromo-3-oxo-1,3-dihydro-2-benzofuran-1,1-diyl)bis(6-hydroxybenzenesulfonate)  ligand  44  36  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BSP
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
 BSP  C5   C   CR6    0  -0.078  -0.1808   0.9999  -0.4068
 BSP  C4   C   CR6    0  -0.215  -1.4600   1.5089  -0.6527
 BSP  C3   C   CR56   0   0.244  -1.5805   2.8425  -1.0018
 BSP  C8   C   CR56   0  -0.022  -0.4628   3.6424  -1.1133
 BSP  C7   C   CR6    0  -0.165   0.8143   3.1617  -0.8729
 BSP  C6   C   CR6    0  -0.109   0.9535   1.8216  -0.5138
 BSP  BR6  BR  BR     0   0.070   2.6520   1.1228  -0.1826
 BSP  BR7  BR  BR     0   0.066   2.2925   4.2839  -1.0358
 BSP  BR5  BR  BR     0   0.080   0.0160  -0.7918   0.0692
 BSP  BR4  BR  BR     0   0.065  -2.9736   0.4270  -0.5124
 BSP  C9   C   CR5    0   0.555  -0.9056   4.9873  -1.5363
 BSP  O1   O   O      0  -0.444  -2.2277   4.9401  -1.7125
 BSP  O9   O   O      0  -0.391  -0.2682   5.9826  -1.7230
 BSP  C2   C   CR5    0   0.034  -2.8061   3.6618  -1.3532
 BSP  C1'  C   CR6    0   0.140  -3.4824   3.0995  -2.5905
 BSP  C2'  C   CR16   0  -0.281  -4.7285   2.5003  -2.5447
 BSP  C3'  C   CR6    0  -0.353  -5.3093   1.9517  -3.6805
 BSP  C4'  C   CR6    0   0.376  -4.6414   1.9976  -4.9103
 BSP  C5'  C   CR16   0  -0.332  -3.3794   2.5996  -4.9532
 BSP  C6'  C   CR16   0  -0.274  -2.8121   3.1305  -3.8157
 BSP  O4'  O   OH1    0  -0.638  -5.1413   1.5038  -6.0419
 BSP  S1'  S   S      0   1.440  -6.8776   1.1147  -3.5008
 BSP  OS1  O   OS     0  -0.723  -7.7080   1.9589  -2.6360
 BSP  OS2  O   OS    -1  -0.727  -6.5719  -0.2027  -2.9337
 BSP  OS3  O   OS     0  -0.763  -7.3958   1.0342  -4.8983
 BSP  C1B  C   CR6    0   0.140  -3.7243   3.9407  -0.1842
 BSP  C2B  C   CR16   0  -0.289  -3.4300   3.5533   1.1105
 BSP  C3B  C   CR6    0  -0.354  -4.2597   3.8929   2.1729
 BSP  C4B  C   CR6    0   0.380  -5.4215   4.6435   1.9523
 BSP  C5B  C   CR16   0  -0.333  -5.7034   5.0563   0.6450
 BSP  C6B  C   CR16   0  -0.258  -4.8666   4.7204  -0.3946
 BSP  O4B  O   OH1    0  -0.636  -6.2731   4.9865   2.9158
 BSP  S1B  S   S      0   1.440  -3.7494   3.4285   3.8220
 BSP  OSA  O   OS     0  -0.718  -3.2614   2.0488   3.7420
 BSP  OSB  O   OS    -1  -0.762  -4.9992   3.5575   4.6282
 BSP  OSC  O   OS     0  -0.731  -2.7250   4.4016   4.2174
 BSP  H2'  H   HCR6   0   0.278  -5.2731   2.4498  -1.6111
 BSP  H5'  H   HCR6   0   0.272  -2.8509   2.6485  -5.8968
 BSP  H6'  H   HCR6   0   0.258  -1.8300   3.5783  -3.9046
 BSP  H4'  H   HOH1   0   0.471  -6.0708   1.2133  -5.8622
 BSP  H2B  H   HCR6   0   0.269  -2.5424   2.9732   1.3277
 BSP  H5B  H   HCR6   0   0.272  -6.5912   5.6477   0.4599
 BSP  H6B  H   HCR6   0   0.274  -5.1168   5.0642  -1.3903
 BSP  H4B  H   HOH1   0   0.472  -5.9885   4.5305   3.7485

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
 BSP  C5   C4   aromatic  1.398  0.020  1.398
 BSP  C5   C6   aromatic  1.405  0.020  1.405
 BSP  C5   BR5  single    1.864  0.020  1.864
 BSP  C4   C3   aromatic  1.384  0.020  1.384
 BSP  C4   BR4  single    1.866  0.020  1.866
 BSP  C3   C8   aromatic  1.379  0.020  1.379
 BSP  C3   C2   single    1.515  0.020  1.515
 BSP  C8   C7   aromatic  1.386  0.020  1.386
 BSP  C8   C9   single    1.478  0.020  1.478
 BSP  C7   C6   aromatic  1.394  0.020  1.394
 BSP  C7   BR7  single    1.863  0.020  1.863
 BSP  C6   BR6  single    1.866  0.020  1.866
 BSP  C9   O1   single    1.335  0.020  1.335
 BSP  C9   O9   double    1.197  0.020  1.197
 BSP  O1   C2   single    1.448  0.020  1.448
 BSP  C2   C1'  single    1.518  0.020  1.518
 BSP  C2   C1B  single    1.512  0.020  1.512
 BSP  C1'  C2'  aromatic  1.383  0.020  1.383
 BSP  C1'  C6'  aromatic  1.397  0.020  1.397
 BSP  C2'  C3'  aromatic  1.389  0.020  1.389
 BSP  C2'  H2'  single    0.930  0.020  1.080
 BSP  C3'  C4'  aromatic  1.400  0.020  1.400
 BSP  C3'  S1'  single    1.787  0.020  1.787
 BSP  C4'  C5'  aromatic  1.399  0.020  1.399
 BSP  C4'  O4'  single    1.332  0.020  1.332
 BSP  C5'  C6'  aromatic  1.378  0.020  1.378
 BSP  C5'  H5'  single    0.930  0.020  1.080
 BSP  C6'  H6'  single    0.930  0.020  1.080
 BSP  O4'  H4'  single    0.850  0.020  0.980
 BSP  S1'  OS1  deloc     1.466  0.020  1.466
 BSP  S1'  OS2  deloc     1.467  0.020  1.467
 BSP  S1'  OS3  deloc     1.493  0.020  1.493
 BSP  C1B  C2B  aromatic  1.383  0.020  1.383
 BSP  C1B  C6B  aromatic  1.399  0.020  1.399
 BSP  C2B  C3B  aromatic  1.390  0.020  1.390
 BSP  C2B  H2B  single    0.930  0.020  1.080
 BSP  C3B  C4B  aromatic  1.401  0.020  1.401
 BSP  C3B  S1B  single    1.788  0.020  1.788
 BSP  C4B  C5B  aromatic  1.400  0.020  1.400
 BSP  C4B  O4B  single    1.331  0.020  1.331
 BSP  C5B  C6B  aromatic  1.376  0.020  1.376
 BSP  C5B  H5B  single    0.930  0.020  1.080
 BSP  C6B  H6B  single    0.930  0.020  1.080
 BSP  O4B  H4B  single    0.850  0.020  0.980
 BSP  S1B  OSA  deloc     1.466  0.020  1.466
 BSP  S1B  OSB  deloc     1.493  0.020  1.493
 BSP  S1B  OSC  deloc     1.467  0.020  1.467

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
 BSP  BR5  C5   C6   119.76  3.000
 BSP  BR5  C5   C4   119.42  3.000
 BSP  C6   C5   C4   120.81  3.000
 BSP  BR4  C4   C3   120.47  3.000
 BSP  BR4  C4   C5   121.18  3.000
 BSP  C3   C4   C5   118.35  3.000
 BSP  C2   C3   C8   108.85  3.000
 BSP  C2   C3   C4   130.54  3.000
 BSP  C8   C3   C4   120.58  3.000
 BSP  C9   C8   C7   129.91  3.000
 BSP  C9   C8   C3   107.95  3.000
 BSP  C7   C8   C3   122.13  3.000
 BSP  BR7  C7   C6   121.48  3.000
 BSP  BR7  C7   C8   120.48  3.000
 BSP  C6   C7   C8   118.04  3.000
 BSP  BR6  C6   C7   119.76  3.000
 BSP  BR6  C6   C5   120.15  3.000
 BSP  C7   C6   C5   120.08  3.000
 BSP  O9   C9   O1   122.45  3.000
 BSP  O9   C9   C8   129.95  3.000
 BSP  O1   C9   C8   107.60  3.000
 BSP  C2   O1   C9   113.21  3.000
 BSP  C1B  C2   C1'  115.33  3.000
 BSP  C1B  C2   O1   105.75  3.000
 BSP  C1'  C2   O1   107.62  3.000
 BSP  C1B  C2   C3   114.30  3.000
 BSP  C1'  C2   C3   110.43  3.000
 BSP  O1   C2   C3   102.22  3.000
 BSP  C6'  C1'  C2'  118.10  3.000
 BSP  C6'  C1'  C2   119.53  3.000
 BSP  C2'  C1'  C2   122.32  3.000
 BSP  H2'  C2'  C3'  118.47  3.000
 BSP  H2'  C2'  C1'  120.15  3.000
 BSP  C3'  C2'  C1'  121.38  3.000
 BSP  S1'  C3'  C4'  121.49  3.000
 BSP  S1'  C3'  C2'  118.03  3.000
 BSP  C4'  C3'  C2'  120.39  3.000
 BSP  O4'  C4'  C5'  118.17  3.000
 BSP  O4'  C4'  C3'  123.71  3.000
 BSP  C5'  C4'  C3'  118.13  3.000
 BSP  H5'  C5'  C6'  120.08  3.000
 BSP  H5'  C5'  C4'  119.12  3.000
 BSP  C6'  C5'  C4'  120.80  3.000
 BSP  H6'  C6'  C5'  117.71  3.000
 BSP  H6'  C6'  C1'  121.08  3.000
 BSP  C5'  C6'  C1'  121.20  3.000
 BSP  H4'  O4'  C4'  107.87  3.000
 BSP  OS3  S1'  OS2  112.70  3.000
 BSP  OS3  S1'  OS1  112.74  3.000
 BSP  OS2  S1'  OS1  114.03  3.000
 BSP  OS3  S1'  C3'  103.64  3.000
 BSP  OS2  S1'  C3'  106.07  3.000
 BSP  OS1  S1'  C3'  106.66  3.000
 BSP  C6B  C1B  C2B  118.08  3.000
 BSP  C6B  C1B  C2   118.83  3.000
 BSP  C2B  C1B  C2   122.87  3.000
 BSP  H2B  C2B  C3B  117.83  3.000
 BSP  H2B  C2B  C1B  120.83  3.000
 BSP  C3B  C2B  C1B  121.33  3.000
 BSP  S1B  C3B  C4B  121.42  3.000
 BSP  S1B  C3B  C2B  118.12  3.000
 BSP  C4B  C3B  C2B  120.37  3.000
 BSP  O4B  C4B  C5B  118.12  3.000
 BSP  O4B  C4B  C3B  123.70  3.000
 BSP  C5B  C4B  C3B  118.18  3.000
 BSP  H5B  C5B  C6B  120.19  3.000
 BSP  H5B  C5B  C4B  119.07  3.000
 BSP  C6B  C5B  C4B  120.74  3.000
 BSP  H6B  C6B  C5B  118.47  3.000
 BSP  H6B  C6B  C1B  120.27  3.000
 BSP  C5B  C6B  C1B  121.26  3.000
 BSP  H4B  O4B  C4B  107.81  3.000
 BSP  OSC  S1B  OSB  112.44  3.000
 BSP  OSC  S1B  OSA  113.99  3.000
 BSP  OSB  S1B  OSA  112.93  3.000
 BSP  OSC  S1B  C3B  106.00  3.000
 BSP  OSB  S1B  C3B  103.69  3.000
 BSP  OSA  S1B  C3B  106.81  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
 BSP  CONST_01  C8   C3   C4   C5      0.00   0.0  0
 BSP  CONST_02  C8   C7   C6   C5      0.00   0.0  0
 BSP  CONST_03  C7   C6   C5   C4      0.00   0.0  0
 BSP  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 BSP  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 BSP  CONST_06  C6   C7   C8   C3      0.00   0.0  0
 BSP  CONST_07  C4'  C3'  C2'  C1'     0.00   0.0  0
 BSP  CONST_08  C4'  C5'  C6'  C1'     0.00   0.0  0
 BSP  CONST_09  C5'  C6'  C1'  C2'     0.00   0.0  0
 BSP  CONST_10  C5'  C4'  C3'  C2'     0.00   0.0  0
 BSP  CONST_11  C6'  C1'  C2'  C3'     0.00   0.0  0
 BSP  CONST_12  C6'  C5'  C4'  C3'     0.00   0.0  0
 BSP  CONST_13  C4B  C3B  C2B  C1B     0.00   0.0  0
 BSP  CONST_14  C4B  C5B  C6B  C1B     0.00   0.0  0
 BSP  CONST_15  C5B  C6B  C1B  C2B     0.00   0.0  0
 BSP  CONST_16  C5B  C4B  C3B  C2B     0.00   0.0  0
 BSP  CONST_17  C6B  C1B  C2B  C3B     0.00   0.0  0
 BSP  CONST_18  C6B  C5B  C4B  C3B     0.00   0.0  0
 BSP  CONST_19  C3'  C2'  C1'  C2    180.00   0.0  0
 BSP  CONST_20  C5'  C6'  C1'  C2    180.00   0.0  0
 BSP  CONST_21  C3B  C2B  C1B  C2    180.00   0.0  0
 BSP  CONST_22  C5B  C6B  C1B  C2    180.00   0.0  0
 BSP  CONST_23  BR7  C7   C6   C5    180.00   0.0  0
 BSP  CONST_24  BR6  C6   C5   C4    180.00   0.0  0
 BSP  CONST_25  BR5  C5   C4   C3    180.00   0.0  0
 BSP  CONST_26  BR7  C7   C8   C3    180.00   0.0  0
 BSP  CONST_27  BR4  C4   C3   C8    180.00   0.0  0
 BSP  CONST_28  BR6  C6   C7   C8    180.00   0.0  0
 BSP  CONST_29  BR5  C5   C6   C7    180.00   0.0  0
 BSP  CONST_30  BR4  C4   C5   C6    180.00   0.0  0
 BSP  CONST_31  C9   C8   C7   BR7     0.00   0.0  0
 BSP  CONST_32  C2   C3   C4   BR4     0.00   0.0  0
 BSP  CONST_33  S1'  C3'  C2'  C1'   180.00   0.0  0
 BSP  CONST_34  O4'  C4'  C3'  C2'   180.00   0.0  0
 BSP  CONST_35  S1'  C3'  C4'  C5'   180.00   0.0  0
 BSP  CONST_36  O4'  C4'  C5'  C6'   180.00   0.0  0
 BSP  CONST_37  S1B  C3B  C2B  C1B   180.00   0.0  0
 BSP  CONST_38  O4B  C4B  C3B  C2B   180.00   0.0  0
 BSP  CONST_39  S1B  C3B  C4B  C5B   180.00   0.0  0
 BSP  CONST_40  O4B  C4B  C5B  C6B   180.00   0.0  0
 BSP  CONST_41  H2'  C2'  C1'  C2      0.00   0.0  0
 BSP  CONST_42  H6'  C6'  C1'  C2      0.00   0.0  0
 BSP  CONST_43  H2B  C2B  C1B  C2      0.00   0.0  0
 BSP  CONST_44  H6B  C6B  C1B  C2      0.00   0.0  0
 BSP  CONST_45  H5'  C5'  C6'  C1'   180.00   0.0  0
 BSP  CONST_46  H5B  C5B  C6B  C1B   180.00   0.0  0
 BSP  Var_01    O1   C2   C3   C4   -175.82  30.0  1
 BSP  Var_02    O1   C9   C8   C3     -2.39  30.0  1
 BSP  Var_03    C2'  C1'  C2   C3    112.26  30.0  2
 BSP  Var_04    C2B  C1B  C2   C3      3.83  30.0  2
 BSP  Var_05    OS1  S1'  C3'  C2'    44.06  30.0  2
 BSP  Var_06    OSA  S1B  C3B  C2B   -44.06  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
 BSP  plan-1  C2   0.020
 BSP  plan-1  C1'  0.020
 BSP  plan-1  C2'  0.020
 BSP  plan-1  C3'  0.020
 BSP  plan-1  C4'  0.020
 BSP  plan-1  C5'  0.020
 BSP  plan-1  C6'  0.020
 BSP  plan-1  O4'  0.020
 BSP  plan-1  S1'  0.020
 BSP  plan-1  H2'  0.020
 BSP  plan-1  H5'  0.020
 BSP  plan-1  H6'  0.020
 BSP  plan-2  C2   0.020
 BSP  plan-2  C1B  0.020
 BSP  plan-2  C2B  0.020
 BSP  plan-2  C3B  0.020
 BSP  plan-2  C4B  0.020
 BSP  plan-2  C5B  0.020
 BSP  plan-2  C6B  0.020
 BSP  plan-2  O4B  0.020
 BSP  plan-2  S1B  0.020
 BSP  plan-2  H2B  0.020
 BSP  plan-2  H5B  0.020
 BSP  plan-2  H6B  0.020
 BSP  plan-3  C5   0.020
 BSP  plan-3  C4   0.020
 BSP  plan-3  C3   0.020
 BSP  plan-3  C8   0.020
 BSP  plan-3  C7   0.020
 BSP  plan-3  C6   0.020
 BSP  plan-3  BR6  0.020
 BSP  plan-3  BR7  0.020
 BSP  plan-3  BR5  0.020
 BSP  plan-3  BR4  0.020
 BSP  plan-3  C9   0.020
 BSP  plan-3  C2   0.020
 BSP  plan-4  C8   0.020
 BSP  plan-4  C9   0.020
 BSP  plan-4  O1   0.020
 BSP  plan-4  O9   0.020

