# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 09:02:50 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: (2Z)-5'-bromo-2,3'-biindole-2',3(1H,1'H)-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1ccc2NC(=O)/C(=C/3Nc4ccccc4C/3=O)c2c1
#
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
 BRY  BRY  (2Z)-5'-bromo-2,3'-biindole-2',3(1H,1'H)-dione  ligand  30  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BRY
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
 BRY  C1   C   CR56  0  -0.080  -1.3007  -0.0034  -3.1560
 BRY  C2   C   CR5   0   0.314  -1.0169   0.0247  -1.7269
 BRY  C3   C   CR56  0   0.417  -0.0792  -0.0726  -3.8245
 BRY  N4   N   NR15  0  -0.796   0.9533  -0.0891  -2.9077
 BRY  C5   C   CR16  0  -0.319  -0.0164  -0.1152  -5.2064
 BRY  C7   C   CR16  0  -0.239  -1.2249  -0.0853  -5.8933
 BRY  C9   C   CR16  0  -0.271  -2.4552  -0.0157  -5.2355
 BRY  C11  C   CR16  0  -0.283  -2.5011   0.0262  -3.8506
 BRY  C13  C   CR5   0   0.295   0.4981  -0.0357  -1.6293
 BRY  C14  C   CR5   0  -0.124   1.2929  -0.0377  -0.5242
 BRY  C15  C   CR5   0   0.552   2.7715  -0.1003  -0.6755
 BRY  N16  N   NR15  0  -0.764   3.2871  -0.0845   0.5830
 BRY  C17  C   CR56  0   0.390   2.2928  -0.0225   1.5380
 BRY  C18  C   CR56  0   0.025   1.0347   0.0091   0.9064
 BRY  C19  C   CR16  0  -0.300   2.4365   0.0060   2.9094
 BRY  C20  C   CR16  0  -0.243   1.2875   0.0671   3.6897
 BRY  C21  C   CR6   0  -0.107   0.0426   0.0987   3.0769
 BRY  C22  C   CR16  0  -0.382  -0.1074   0.0710   1.6956
 BRY  O23  O   O     0  -0.465   3.4195  -0.1563  -1.7093
 BRY  O1   O   O     0  -0.363  -1.7978   0.0821  -0.8060
 BRY  BR1  BR  BR    0  -0.055  -1.5094   0.1818   4.1564
 BRY  H4   H   HNR5  0   0.429   1.9365  -0.1377  -3.1345
 BRY  H5   H   HCR6  0   0.279   0.9262  -0.1701  -5.7338
 BRY  H7   H   HCR6  0   0.276  -1.2084  -0.1167  -6.9749
 BRY  H9   H   HCR6  0   0.268  -3.3695   0.0062  -5.8120
 BRY  H11  H   HCR6  0   0.272  -3.4448   0.0819  -3.3235
 BRY  H16  H   HNR5  0   0.419   4.2753  -0.1193   0.7822
 BRY  H19  H   HCR6  0   0.282   3.4135  -0.0193   3.3732
 BRY  H20  H   HCR6  0   0.284   1.3791   0.0898   4.7669
 BRY  H22  H   HCR6  0   0.293  -1.0862   0.0968   1.2464

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
 BRY  C1   C2   single    1.457  0.020  1.457
 BRY  C1   C3   aromatic  1.394  0.020  1.394
 BRY  C1   C11  aromatic  1.387  0.020  1.387
 BRY  C2   C13  single    1.519  0.020  1.519
 BRY  C2   O1   double    1.209  0.020  1.209
 BRY  C3   N4   single    1.381  0.020  1.381
 BRY  C3   C5   aromatic  1.384  0.020  1.384
 BRY  N4   C13  single    1.358  0.020  1.358
 BRY  N4   H4   single    0.860  0.020  1.020
 BRY  C5   C7   aromatic  1.390  0.020  1.390
 BRY  C5   H5   single    0.930  0.020  1.080
 BRY  C7   C9   aromatic  1.397  0.020  1.397
 BRY  C7   H7   single    0.930  0.020  1.080
 BRY  C9   C11  aromatic  1.386  0.020  1.386
 BRY  C9   H9   single    0.930  0.020  1.080
 BRY  C11  H11  single    0.930  0.020  1.080
 BRY  C13  C14  double    1.361  0.020  1.361
 BRY  C14  C15  single    1.488  0.020  1.488
 BRY  C14  C18  single    1.454  0.020  1.454
 BRY  C15  N16  single    1.360  0.020  1.360
 BRY  C15  O23  double    1.221  0.020  1.221
 BRY  N16  C17  single    1.380  0.020  1.380
 BRY  N16  H16  single    0.860  0.020  1.020
 BRY  C17  C18  aromatic  1.408  0.020  1.408
 BRY  C17  C19  aromatic  1.379  0.020  1.379
 BRY  C18  C22  aromatic  1.390  0.020  1.390
 BRY  C19  C20  aromatic  1.390  0.020  1.390
 BRY  C19  H19  single    0.930  0.020  1.080
 BRY  C20  C21  aromatic  1.388  0.020  1.388
 BRY  C20  H20  single    0.930  0.020  1.080
 BRY  C21  C22  aromatic  1.390  0.020  1.390
 BRY  C21  BR1  single    1.892  0.020  1.892
 BRY  C22  H22  single    0.930  0.020  1.080

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
 BRY  C11  C1   C3   121.27  3.000
 BRY  C11  C1   C2   131.24  3.000
 BRY  C3   C1   C2   107.49  3.000
 BRY  O1   C2   C13  126.66  3.000
 BRY  O1   C2   C1   128.47  3.000
 BRY  C13  C2   C1   104.86  3.000
 BRY  C5   C3   N4   128.95  3.000
 BRY  C5   C3   C1   121.33  3.000
 BRY  N4   C3   C1   109.71  3.000
 BRY  H4   N4   C13  122.64  3.000
 BRY  H4   N4   C3   125.39  3.000
 BRY  C13  N4   C3   111.96  3.000
 BRY  H5   C5   C7   121.18  3.000
 BRY  H5   C5   C3   121.86  3.000
 BRY  C7   C5   C3   116.95  3.000
 BRY  H7   C7   C9   119.05  3.000
 BRY  H7   C7   C5   118.68  3.000
 BRY  C9   C7   C5   122.27  3.000
 BRY  H9   C9   C11  120.27  3.000
 BRY  H9   C9   C7   119.65  3.000
 BRY  C11  C9   C7   120.08  3.000
 BRY  H11  C11  C9   121.13  3.000
 BRY  H11  C11  C1   120.78  3.000
 BRY  C9   C11  C1   118.10  3.000
 BRY  C14  C13  N4   124.64  3.000
 BRY  C14  C13  C2   129.38  3.000
 BRY  N4   C13  C2   105.98  3.000
 BRY  C18  C14  C15  106.13  3.000
 BRY  C18  C14  C13  134.01  3.000
 BRY  C15  C14  C13  119.86  3.000
 BRY  O23  C15  N16  125.63  3.000
 BRY  O23  C15  C14  127.97  3.000
 BRY  N16  C15  C14  106.39  3.000
 BRY  H16  N16  C17  124.80  3.000
 BRY  H16  N16  C15  123.63  3.000
 BRY  C17  N16  C15  111.57  3.000
 BRY  C19  C17  C18  122.60  3.000
 BRY  C19  C17  N16  127.87  3.000
 BRY  C18  C17  N16  109.53  3.000
 BRY  C22  C18  C17  118.72  3.000
 BRY  C22  C18  C14  134.91  3.000
 BRY  C17  C18  C14  106.37  3.000
 BRY  H19  C19  C20  120.45  3.000
 BRY  H19  C19  C17  121.33  3.000
 BRY  C20  C19  C17  118.22  3.000
 BRY  H20  C20  C21  121.01  3.000
 BRY  H20  C20  C19  119.35  3.000
 BRY  C21  C20  C19  119.64  3.000
 BRY  BR1  C21  C22  118.64  3.000
 BRY  BR1  C21  C20  119.00  3.000
 BRY  C22  C21  C20  122.36  3.000
 BRY  H22  C22  C21  120.80  3.000
 BRY  H22  C22  C18  120.73  3.000
 BRY  C21  C22  C18  118.47  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
 BRY  CONST_01  C7   C5   C3   C1      0.00   0.0  0
 BRY  CONST_02  C7   C9   C11  C1      0.00   0.0  0
 BRY  CONST_03  C9   C11  C1   C3      0.00   0.0  0
 BRY  CONST_04  C9   C7   C5   C3      0.00   0.0  0
 BRY  CONST_05  C11  C1   C3   C5      0.00   0.0  0
 BRY  CONST_06  C11  C9   C7   C5      0.00   0.0  0
 BRY  CONST_07  C21  C22  C18  C17     0.00   0.0  0
 BRY  CONST_08  C21  C20  C19  C17     0.00   0.0  0
 BRY  CONST_09  C20  C19  C17  C18     0.00   0.0  0
 BRY  CONST_10  C20  C21  C22  C18     0.00   0.0  0
 BRY  CONST_11  C22  C18  C17  C19     0.00   0.0  0
 BRY  CONST_12  C22  C21  C20  C19     0.00   0.0  0
 BRY  CONST_13  C17  N16  C15  C14     0.00   0.0  0
 BRY  CONST_14  BR1  C21  C22  C18   180.00   0.0  0
 BRY  CONST_15  BR1  C21  C20  C19   180.00   0.0  0
 BRY  CONST_16  O23  C15  N16  C17   180.00   0.0  0
 BRY  CONST_17  H5   C5   C3   C1    180.00   0.0  0
 BRY  CONST_18  H9   C9   C11  C1    180.00   0.0  0
 BRY  CONST_19  H11  C11  C1   C2      0.00   0.0  0
 BRY  CONST_20  H7   C7   C5   C3    180.00   0.0  0
 BRY  CONST_21  H22  C22  C18  C14     0.00   0.0  0
 BRY  CONST_22  H19  C19  C17  N16     0.00   0.0  0
 BRY  CONST_23  H20  C20  C19  C17   180.00   0.0  0
 BRY  CONST_24  H16  N16  C15  C14   180.00   0.0  0
 BRY  Var_01    C15  C14  C13  C2   -179.85  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
 BRY  plan-1  C1   0.020
 BRY  plan-1  C2   0.020
 BRY  plan-1  C3   0.020
 BRY  plan-1  N4   0.020
 BRY  plan-1  C5   0.020
 BRY  plan-1  C7   0.020
 BRY  plan-1  C9   0.020
 BRY  plan-1  C11  0.020
 BRY  plan-1  C13  0.020
 BRY  plan-1  C14  0.020
 BRY  plan-1  O1   0.020
 BRY  plan-1  H4   0.020
 BRY  plan-1  H5   0.020
 BRY  plan-1  H7   0.020
 BRY  plan-1  H9   0.020
 BRY  plan-1  H11  0.020
 BRY  plan-2  C13  0.020
 BRY  plan-2  C14  0.020
 BRY  plan-2  C15  0.020
 BRY  plan-2  N16  0.020
 BRY  plan-2  C17  0.020
 BRY  plan-2  C18  0.020
 BRY  plan-2  C19  0.020
 BRY  plan-2  C20  0.020
 BRY  plan-2  C21  0.020
 BRY  plan-2  C22  0.020
 BRY  plan-2  O23  0.020
 BRY  plan-2  BR1  0.020
 BRY  plan-2  H16  0.020
 BRY  plan-2  H19  0.020
 BRY  plan-2  H20  0.020
 BRY  plan-2  H22  0.020

