# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 19:38:07 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 3,3'-(E)-diazene-1,2-diylbis{6-[(chloroacetyl)amino]benzenesulfonic acid}
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1cc(ccc1NC(=O)CCl)N=Nc2ccc(NC(=O)CCl)c(c2)[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
 33B  33B  '3,3'-(E)-diazene-1,2-diylbis{6-[(chloroacetyl)amino]benzenesulfonic acid}'  ligand  44  32  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_33B
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
 33B  C1    C   CH2    0  -0.598   8.1498   1.0613   0.2056
 33B  C2    C   C      0   0.547   6.6684   1.3520   0.0190
 33B  O2    O   O      0  -0.434   6.2457   2.3931  -0.4289
 33B  N3    N   NH1    0  -0.764   5.9106   0.2913   0.3969
 33B  C4    C   CR6    0   0.403   4.5279   0.1558   0.2940
 33B  C5    C   CR16   0  -0.287   3.6609   1.2524   0.3649
 33B  C6    C   CR6    0  -0.297   3.9792  -1.1307   0.1727
 33B  S6    S   S      0   1.430   5.0275  -2.5787  -0.0281
 33B  C7    C   CR16   0  -0.265   2.2946   1.0764   0.3037
 33B  C8    C   CR16   0  -0.293   2.6068  -1.2968   0.1266
 33B  C9    C   CR6    0   0.234   1.7511  -0.2028   0.1843
 33B  N10   N   N      0  -0.268   0.3828  -0.4990   0.1285
 33B  N11   N   N      0  -0.268  -0.3746   0.4824   0.1401
 33B  C12   C   CR6    0   0.235  -1.7431   0.1856   0.0891
 33B  C13   C   CR16   0  -0.265  -2.2870  -1.0955  -0.0074
 33B  C14   C   CR16   0  -0.294  -2.5984   1.2806   0.1313
 33B  C15   C   CR16   0  -0.286  -3.6536  -1.2721  -0.0586
 33B  C16   C   CR6    0  -0.296  -3.9711   1.1138   0.0940
 33B  C17   C   CR6    0   0.401  -4.5199  -0.1745  -0.0002
 33B  S17   S   S      0   1.430  -5.0196   2.5644   0.2715
 33B  N18   N   NH1    0  -0.763  -5.9036  -0.3141  -0.0883
 33B  C19   C   C      0   0.546  -6.6550  -1.3593   0.3429
 33B  O19   O   O      0  -0.434  -6.2233  -2.3831   0.8210
 33B  C20   C   CH2    0  -0.598  -8.1396  -1.0724   0.1801
 33B  O61   O   OS     0  -0.731   5.5182  -2.5000  -1.4092
 33B  O62   O   OS    -1  -0.745   6.1041  -2.4047   0.9777
 33B  O63   O   OS     0  -0.719   4.1730  -3.7404   0.2410
 33B  O71   O   OS     0  -0.731  -5.5101   2.5079   1.6538
 33B  O72   O   OS    -1  -0.719  -4.1642   3.7215  -0.0173
 33B  O73   O   OS     0  -0.744  -6.0961   2.3738  -0.7310
 33B  HN3   H   HNH1   0   0.423   6.3861  -0.5536   0.7138
 33B  H5    H   HCR6   0   0.286   4.0537   2.2491   0.4871
 33B  H7    H   HCR6   0   0.277   1.6451   1.9385   0.3673
 33B  H8    H   HCR6   0   0.279   2.1800  -2.2873   0.0402
 33B  CL1   CL  CL     0  -0.124   9.1379   2.4882  -0.1418
 33B  H1    H   HCH2   0   0.322   8.3509   0.7416   1.2275
 33B  H13   H   HCR6   0   0.277  -1.6378  -1.9585  -0.0594
 33B  H14   H   HCR6   0   0.279  -2.1711   2.2723   0.1992
 33B  H15   H   HCR6   0   0.285  -4.0474  -2.2706  -0.1625
 33B  HN18  H   HNH1   0   0.423  -6.3842   0.5194  -0.4256
 33B  CL2   CL  CL     0  -0.124  -9.1178  -2.5039   0.5374
 33B  H20   H   HCH2   0   0.325  -8.4375  -0.2751   0.8616
 33B  H1A   H   HCH2   0   0.324   8.4578   0.2593  -0.4656
 33B  H20A  H   HCH2   0   0.321  -8.3597  -0.7476  -0.8360

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
 33B  C1    C2    single    1.521  0.020  1.521
 33B  C1    H1    single    0.970  0.020  1.090
 33B  C1    H1A   single    0.970  0.020  1.090
 33B  C2    N3    single    1.357  0.020  1.357
 33B  O2    C2    double    1.210  0.020  1.210
 33B  N3    HN3   single    0.860  0.020  1.020
 33B  C4    N3    single    1.393  0.020  1.393
 33B  C4    C5    aromatic  1.400  0.020  1.400
 33B  C5    H5    single    0.930  0.020  1.080
 33B  C6    C4    aromatic  1.404  0.020  1.404
 33B  S6    C6    single    1.799  0.020  1.799
 33B  S6    O62   deloc     1.484  0.020  1.484
 33B  C7    C5    aromatic  1.379  0.020  1.379
 33B  C7    H7    single    0.930  0.020  1.080
 33B  C8    C6    aromatic  1.383  0.020  1.383
 33B  C8    C9    aromatic  1.390  0.020  1.390
 33B  C9    C7    aromatic  1.395  0.020  1.395
 33B  N10   C9    single    1.401  0.020  1.401
 33B  N10   N11   double    1.240  0.020  1.240
 33B  C12   N11   single    1.401  0.020  1.401
 33B  C12   C13   aromatic  1.395  0.020  1.395
 33B  C13   H13   single    0.930  0.020  1.080
 33B  C14   C12   aromatic  1.390  0.020  1.390
 33B  C15   C13   aromatic  1.379  0.020  1.379
 33B  C15   H15   single    0.930  0.020  1.080
 33B  C16   C14   aromatic  1.383  0.020  1.383
 33B  C16   C17   aromatic  1.404  0.020  1.404
 33B  C17   C15   aromatic  1.400  0.020  1.400
 33B  S17   C16   single    1.799  0.020  1.799
 33B  N18   C17   single    1.394  0.020  1.394
 33B  N18   C19   single    1.358  0.020  1.358
 33B  C19   O19   double    1.210  0.020  1.210
 33B  C20   C19   single    1.521  0.020  1.521
 33B  C20   CL2   single    1.770  0.020  1.770
 33B  C20   H20A  single    0.970  0.020  1.090
 33B  O61   S6    deloc     1.468  0.020  1.468
 33B  O63   S6    deloc     1.467  0.020  1.467
 33B  O71   S17   deloc     1.468  0.020  1.468
 33B  O72   S17   deloc     1.468  0.020  1.468
 33B  O73   S17   deloc     1.483  0.020  1.483
 33B  H8    C8    single    0.930  0.020  1.080
 33B  CL1   C1    single    1.770  0.020  1.770
 33B  H14   C14   single    0.930  0.020  1.080
 33B  HN18  N18   single    0.860  0.020  1.020
 33B  H20   C20   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
 33B  H1A   C1   H1   108.03  3.000
 33B  H1A   C1   CL1  108.33  3.000
 33B  H1    C1   CL1  108.51  3.000
 33B  CL1   C1   C2   111.44  3.000
 33B  H1A   C1   C2   109.89  3.000
 33B  H1    C1   C2   110.54  3.000
 33B  N3    C2   O2   125.49  3.000
 33B  O2    C2   C1   123.38  3.000
 33B  N3    C2   C1   111.11  3.000
 33B  HN3   N3   C4   113.90  3.000
 33B  C4    N3   C2   127.56  3.000
 33B  HN3   N3   C2   118.26  3.000
 33B  C6    C4   C5   118.70  3.000
 33B  C6    C4   N3   118.90  3.000
 33B  C5    C4   N3   122.34  3.000
 33B  H5    C5   C7   118.95  3.000
 33B  C7    C5   C4   120.76  3.000
 33B  H5    C5   C4   120.28  3.000
 33B  C8    C6   S6   118.54  3.000
 33B  C8    C6   C4   120.05  3.000
 33B  S6    C6   C4   121.30  3.000
 33B  O63   S6   O62  113.03  3.000
 33B  O63   S6   O61  114.19  3.000
 33B  O62   S6   O61  112.89  3.000
 33B  O63   S6   C6   106.11  3.000
 33B  O61   S6   C6   104.87  3.000
 33B  O62   S6   C6   104.65  3.000
 33B  H7    C7   C9   120.14  3.000
 33B  C9    C7   C5   120.46  3.000
 33B  H7    C7   C5   119.39  3.000
 33B  H8    C8   C9   118.74  3.000
 33B  H8    C8   C6   120.26  3.000
 33B  C9    C8   C6   120.99  3.000
 33B  N10   C9   C8   115.67  3.000
 33B  N10   C9   C7   125.29  3.000
 33B  C8    C9   C7   119.04  3.000
 33B  N11   N10  C9   115.40  3.000
 33B  C12   N11  N10  115.38  3.000
 33B  C14   C12  C13  119.05  3.000
 33B  C14   C12  N11  115.66  3.000
 33B  C13   C12  N11  125.29  3.000
 33B  H13   C13  C15  119.41  3.000
 33B  C15   C13  C12  120.44  3.000
 33B  H13   C13  C12  120.15  3.000
 33B  H14   C14  C16  120.27  3.000
 33B  H14   C14  C12  118.74  3.000
 33B  C16   C14  C12  120.98  3.000
 33B  H15   C15  C17  120.27  3.000
 33B  C17   C15  C13  120.76  3.000
 33B  H15   C15  C13  118.96  3.000
 33B  S17   C16  C17  121.26  3.000
 33B  S17   C16  C14  118.59  3.000
 33B  C17   C16  C14  120.04  3.000
 33B  N18   C17  C16  118.98  3.000
 33B  N18   C17  C15  122.23  3.000
 33B  C16   C17  C15  118.73  3.000
 33B  O73   S17  O72  113.03  3.000
 33B  O73   S17  O71  112.89  3.000
 33B  O72   S17  O71  114.23  3.000
 33B  O73   S17  C16  104.64  3.000
 33B  O72   S17  C16  106.06  3.000
 33B  O71   S17  C16  104.88  3.000
 33B  HN18  N18  C19  118.27  3.000
 33B  HN18  N18  C17  114.01  3.000
 33B  C19   N18  C17  127.35  3.000
 33B  C20   C19  O19  123.39  3.000
 33B  C20   C19  N18  111.17  3.000
 33B  O19   C19  N18  125.42  3.000
 33B  H20A  C20  H20  108.05  3.000
 33B  H20   C20  CL2  108.31  3.000
 33B  H20A  C20  CL2  108.53  3.000
 33B  H20   C20  C19  109.74  3.000
 33B  H20A  C20  C19  110.69  3.000
 33B  CL2   C20  C19  111.42  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
 33B  CONST_01  C9   C7   C5   C4      0.00   0.0  0
 33B  CONST_02  C9   C8   C6   C4      0.00   0.0  0
 33B  CONST_03  C8   C6   C4   C5      0.00   0.0  0
 33B  CONST_04  C8   C9   C7   C5      0.00   0.0  0
 33B  CONST_05  C7   C5   C4   C6      0.00   0.0  0
 33B  CONST_06  C7   C9   C8   C6      0.00   0.0  0
 33B  CONST_07  C17  C15  C13  C12     0.00   0.0  0
 33B  CONST_08  C17  C16  C14  C12     0.00   0.0  0
 33B  CONST_09  C16  C14  C12  C13     0.00   0.0  0
 33B  CONST_10  C16  C17  C15  C13     0.00   0.0  0
 33B  CONST_11  C15  C13  C12  C14     0.00   0.0  0
 33B  CONST_12  C15  C17  C16  C14     0.00   0.0  0
 33B  CONST_13  C7   C5   C4   N3    180.00   0.0  0
 33B  CONST_14  C8   C6   C4   N3    180.00   0.0  0
 33B  CONST_15  S6   C6   C4   C5    180.00   0.0  0
 33B  CONST_16  N10  C9   C7   C5    180.00   0.0  0
 33B  CONST_17  N10  C9   C8   C6    180.00   0.0  0
 33B  CONST_18  C9   C8   C6   S6    180.00   0.0  0
 33B  CONST_19  C15  C13  C12  N11   180.00   0.0  0
 33B  CONST_20  C16  C14  C12  N11   180.00   0.0  0
 33B  CONST_21  S17  C16  C14  C12   180.00   0.0  0
 33B  CONST_22  N18  C17  C15  C13   180.00   0.0  0
 33B  CONST_23  N18  C17  C16  C14   180.00   0.0  0
 33B  CONST_24  S17  C16  C17  C15   180.00   0.0  0
 33B  CONST_25  H7   C7   C5   C4    180.00   0.0  0
 33B  CONST_26  H8   C8   C6   C4    180.00   0.0  0
 33B  CONST_27  H5   C5   C4   C6    180.00   0.0  0
 33B  CONST_28  H15  C15  C13  C12   180.00   0.0  0
 33B  CONST_29  H14  C14  C12  C13   180.00   0.0  0
 33B  CONST_30  H13  C13  C12  C14   180.00   0.0  0
 33B  CONST_31  N11  N10  C9   C7      0.00   0.0  0
 33B  CONST_32  N11  N10  C9   C8    180.00   0.0  0
 33B  CONST_33  C13  C12  N11  N10     0.00   0.0  0
 33B  CONST_34  C14  C12  N11  N10   180.00   0.0  0
 33B  CONST_41  C4   N3   C2   C1    180.00   0.0  0
 33B  CONST_42  C4   N3   C2   O2      0.00   0.0  0
 33B  CONST_43  O19  C19  N18  C17     0.00   0.0  0
 33B  CONST_44  C20  C19  N18  C17   180.00   0.0  0
 33B  Var_01    O62  S6   C6   C4     45.34  30.0  3
 33B  Var_02    O71  S17  C16  C14  -102.80  30.0  3
 33B  Var_03    CL1  C1   C2   O2      6.30  30.0  1
 33B  Var_04    CL2  C20  C19  N18   172.49  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
 33B  plan-1  N3    0.020
 33B  plan-1  C4    0.020
 33B  plan-1  C5    0.020
 33B  plan-1  C6    0.020
 33B  plan-1  S6    0.020
 33B  plan-1  C7    0.020
 33B  plan-1  C8    0.020
 33B  plan-1  C9    0.020
 33B  plan-1  N10   0.020
 33B  plan-1  N11   0.020
 33B  plan-1  C12   0.020
 33B  plan-1  H5    0.020
 33B  plan-1  H7    0.020
 33B  plan-1  H8    0.020
 33B  plan-2  N10   0.020
 33B  plan-2  N11   0.020
 33B  plan-2  C12   0.020
 33B  plan-2  C13   0.020
 33B  plan-2  C14   0.020
 33B  plan-2  C15   0.020
 33B  plan-2  C16   0.020
 33B  plan-2  C17   0.020
 33B  plan-2  S17   0.020
 33B  plan-2  N18   0.020
 33B  plan-2  H13   0.020
 33B  plan-2  H14   0.020
 33B  plan-2  H15   0.020
 33B  plan-3  C1    0.020
 33B  plan-3  C2    0.020
 33B  plan-3  O2    0.020
 33B  plan-3  N3    0.020
 33B  plan-3  C4    0.020
 33B  plan-3  HN3   0.020
 33B  plan-4  C17   0.020
 33B  plan-4  N18   0.020
 33B  plan-4  C19   0.020
 33B  plan-4  O19   0.020
 33B  plan-4  C20   0.020
 33B  plan-4  HN18  0.020

