# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 09:12:57 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: (2Z,3E)-6'-bromo-2,3'-biindole-2',3(1H,1'H)-dione 3-oxime
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O/N=C1/C(Nc2ccccc12)=C3/C(=O)Nc4cc(Br)ccc34
#
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
 BRW  BRW  '(2Z,3E)-6'-bromo-2,3'-biindole-2',3(1H,1'H)-dione 3-oxime'  ligand  32  22  .  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_BRW
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
 BRW  C1    C   CR56  0   0.026  -3.8450   0.9246  -0.0146
 BRW  C2    C   CR5   0   0.082  -2.3858   0.9805   0.0191
 BRW  C3    C   CR56  0   0.370  -4.1734  -0.4335  -0.0704
 BRW  N4    N   NR15  0  -0.799  -3.0162  -1.1847  -0.0730
 BRW  C5    C   CR16  0  -0.320  -5.4822  -0.8766  -0.1148
 BRW  C7    C   CR16  0  -0.253  -6.4810   0.0908  -0.1017
 BRW  C9    C   CR16  0  -0.262  -6.1755   1.4478  -0.0469
 BRW  C11   C   CR16  0  -0.310  -4.8540   1.8791  -0.0031
 BRW  C13   C   CR5   0   0.420  -1.8988  -0.4196  -0.0215
 BRW  C14   C   CR5   0  -0.162  -0.6330  -0.9563  -0.0166
 BRW  C15   C   CR5   0   0.543  -0.4696  -2.4198  -0.0731
 BRW  N16   N   NR15  0  -0.767   0.8727  -2.6635  -0.0587
 BRW  C17   C   CR56  0   0.381   1.5962  -1.4944   0.0079
 BRW  C18   C   CR56  0   0.016   0.7079  -0.3983   0.0366
 BRW  C19   C   CR16  0  -0.281   2.9691  -1.3602   0.0460
 BRW  C20   C   CR6   0  -0.139   3.4723  -0.0663   0.1174
 BRW  C21   C   CR16  0  -0.224   2.6400   1.0422   0.1496
 BRW  C22   C   CR16  0  -0.418   1.2586   0.8761   0.1087
 BRW  O23   O   O     0  -0.491  -1.3343  -3.2899  -0.1232
 BRW  N24   N   N     0  -0.109  -1.5764   1.9659   0.0729
 BRW  O39   O   OH1   0  -0.505  -2.1868   3.1559   0.1029
 BRW  BR21  BR  BR    0  -0.051   5.3444   0.1786   0.1728
 BRW  H4    H   HNR5  0   0.430  -2.9658  -2.1953  -0.1066
 BRW  H5    H   HCR6  0   0.274  -5.7197  -1.9310  -0.1584
 BRW  H7    H   HCR6  0   0.268  -7.5168  -0.2208  -0.1353
 BRW  H9    H   HCR6  0   0.263  -6.9736   2.1771  -0.0391
 BRW  H11   H   HCR6  0   0.267  -4.6366   2.9352   0.0372
 BRW  H16   H   HNR5  0   0.414   1.2694  -3.5904  -0.0864
 BRW  H19   H   HCR6  0   0.287   3.6153  -2.2274   0.0218
 BRW  H21   H   HCR6  0   0.272   3.0496   2.0415   0.2062
 BRW  H22   H   HCR6  0   0.286   0.6245   1.7464   0.1336
 BRW  H39   H   HOH1  0   0.495  -1.4727   3.8041   0.1443

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
 BRW  C1   C2    single    1.461  0.020  1.461
 BRW  C1   C3    aromatic  1.398  0.020  1.398
 BRW  C1   C11   aromatic  1.389  0.020  1.389
 BRW  C2   C13   single    1.483  0.020  1.483
 BRW  C2   N24   double    1.276  0.020  1.276
 BRW  C3   N4    single    1.380  0.020  1.380
 BRW  C3   C5    aromatic  1.382  0.020  1.382
 BRW  N4   C13   single    1.355  0.020  1.355
 BRW  N4   H4    single    0.860  0.020  1.020
 BRW  C5   C7    aromatic  1.391  0.020  1.391
 BRW  C5   H5    single    0.930  0.020  1.080
 BRW  C7   C9    aromatic  1.392  0.020  1.392
 BRW  C7   H7    single    0.930  0.020  1.080
 BRW  C9   C11   aromatic  1.391  0.020  1.391
 BRW  C9   H9    single    0.930  0.020  1.080
 BRW  C11  H11   single    0.930  0.020  1.080
 BRW  C13  C14   double    1.375  0.020  1.375
 BRW  C14  C15   single    1.474  0.020  1.474
 BRW  C14  C18   single    1.453  0.020  1.453
 BRW  C15  N16   single    1.364  0.020  1.364
 BRW  C15  O23   double    1.228  0.020  1.228
 BRW  N16  C17   single    1.376  0.020  1.376
 BRW  N16  H16   single    0.860  0.020  1.020
 BRW  C17  C18   aromatic  1.411  0.020  1.411
 BRW  C17  C19   aromatic  1.380  0.020  1.380
 BRW  C18  C22   aromatic  1.390  0.020  1.390
 BRW  C19  C20   aromatic  1.390  0.020  1.390
 BRW  C19  H19   single    0.930  0.020  1.080
 BRW  C20  C21   aromatic  1.387  0.020  1.387
 BRW  C20  BR21  single    1.889  0.020  1.889
 BRW  C21  C22   aromatic  1.392  0.020  1.392
 BRW  C21  H21   single    0.930  0.020  1.080
 BRW  C22  H22   single    0.930  0.020  1.080
 BRW  N24  O39   single    1.338  0.020  1.338
 BRW  O39  H39   single    0.850  0.020  0.980

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
 BRW  C11   C1   C3   119.81  3.000
 BRW  C11   C1   C2   134.37  3.000
 BRW  C3    C1   C2   105.82  3.000
 BRW  N24   C2   C13  121.46  3.000
 BRW  N24   C2   C1   131.61  3.000
 BRW  C13   C2   C1   106.94  3.000
 BRW  C5    C3   N4   128.28  3.000
 BRW  C5    C3   C1   122.34  3.000
 BRW  N4    C3   C1   109.38  3.000
 BRW  H4    N4   C13  121.58  3.000
 BRW  H4    N4   C3   125.83  3.000
 BRW  C13   N4   C3   112.59  3.000
 BRW  H5    C5   C7   121.39  3.000
 BRW  H5    C5   C3   121.44  3.000
 BRW  C7    C5   C3   117.18  3.000
 BRW  H7    C7   C9   119.47  3.000
 BRW  H7    C7   C5   119.14  3.000
 BRW  C9    C7   C5   121.39  3.000
 BRW  H9    C9   C11  119.48  3.000
 BRW  H9    C9   C7   119.72  3.000
 BRW  C11   C9   C7   120.80  3.000
 BRW  H11   C11  C9   119.75  3.000
 BRW  H11   C11  C1   121.77  3.000
 BRW  C9    C11  C1   118.48  3.000
 BRW  C14   C13  N4   122.61  3.000
 BRW  C14   C13  C2   132.13  3.000
 BRW  N4    C13  C2   105.26  3.000
 BRW  C18   C14  C15  106.28  3.000
 BRW  C18   C14  C13  134.40  3.000
 BRW  C15   C14  C13  119.31  3.000
 BRW  O23   C15  N16  124.53  3.000
 BRW  O23   C15  C14  128.85  3.000
 BRW  N16   C15  C14  106.62  3.000
 BRW  H16   N16  C17  125.12  3.000
 BRW  H16   N16  C15  123.42  3.000
 BRW  C17   N16  C15  111.46  3.000
 BRW  C19   C17  C18  123.38  3.000
 BRW  C19   C17  N16  127.36  3.000
 BRW  C18   C17  N16  109.26  3.000
 BRW  C22   C18  C17  117.63  3.000
 BRW  C22   C18  C14  136.00  3.000
 BRW  C17   C18  C14  106.37  3.000
 BRW  H19   C19  C20  122.08  3.000
 BRW  H19   C19  C17  121.04  3.000
 BRW  C20   C19  C17  116.88  3.000
 BRW  BR21  C20  C21  119.38  3.000
 BRW  BR21  C20  C19  118.75  3.000
 BRW  C21   C20  C19  121.87  3.000
 BRW  H21   C21  C22  119.19  3.000
 BRW  H21   C21  C20  120.83  3.000
 BRW  C22   C21  C20  119.98  3.000
 BRW  H22   C22  C21  119.15  3.000
 BRW  H22   C22  C18  120.58  3.000
 BRW  C21   C22  C18  120.27  3.000
 BRW  O39   N24  C2   113.48  3.000
 BRW  H39   O39  N24  105.12  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
 BRW  CONST_01  C7    C5   C3   C1      0.00   0.0  0
 BRW  CONST_02  C7    C9   C11  C1      0.00   0.0  0
 BRW  CONST_03  C9    C11  C1   C3      0.00   0.0  0
 BRW  CONST_04  C9    C7   C5   C3      0.00   0.0  0
 BRW  CONST_05  C11   C1   C3   C5      0.00   0.0  0
 BRW  CONST_06  C11   C9   C7   C5      0.00   0.0  0
 BRW  CONST_07  C21   C22  C18  C17     0.00   0.0  0
 BRW  CONST_08  C21   C20  C19  C17     0.00   0.0  0
 BRW  CONST_09  C20   C19  C17  C18     0.00   0.0  0
 BRW  CONST_10  C20   C21  C22  C18     0.00   0.0  0
 BRW  CONST_11  C22   C18  C17  C19     0.00   0.0  0
 BRW  CONST_12  C22   C21  C20  C19     0.00   0.0  0
 BRW  CONST_13  C17   N16  C15  C14     0.00   0.0  0
 BRW  CONST_14  BR21  C20  C19  C17   180.00   0.0  0
 BRW  CONST_15  BR21  C20  C21  C22   180.00   0.0  0
 BRW  CONST_16  O23   C15  N16  C17   180.00   0.0  0
 BRW  CONST_17  H5    C5   C3   C1    180.00   0.0  0
 BRW  CONST_18  H9    C9   C11  C1    180.00   0.0  0
 BRW  CONST_19  H11   C11  C1   C2      0.00   0.0  0
 BRW  CONST_20  H7    C7   C5   C3    180.00   0.0  0
 BRW  CONST_21  H22   C22  C18  C14     0.00   0.0  0
 BRW  CONST_22  H19   C19  C17  N16     0.00   0.0  0
 BRW  CONST_23  H21   C21  C22  C18   180.00   0.0  0
 BRW  CONST_24  H16   N16  C15  C14   180.00   0.0  0
 BRW  Var_01    C15   C14  C13  C2   -179.67  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
 BRW  plan-1  C1    0.020
 BRW  plan-1  C2    0.020
 BRW  plan-1  C3    0.020
 BRW  plan-1  N4    0.020
 BRW  plan-1  C5    0.020
 BRW  plan-1  C7    0.020
 BRW  plan-1  C9    0.020
 BRW  plan-1  C11   0.020
 BRW  plan-1  C13   0.020
 BRW  plan-1  C14   0.020
 BRW  plan-1  N24   0.020
 BRW  plan-1  H4    0.020
 BRW  plan-1  H5    0.020
 BRW  plan-1  H7    0.020
 BRW  plan-1  H9    0.020
 BRW  plan-1  H11   0.020
 BRW  plan-2  C13   0.020
 BRW  plan-2  C14   0.020
 BRW  plan-2  C15   0.020
 BRW  plan-2  N16   0.020
 BRW  plan-2  C17   0.020
 BRW  plan-2  C18   0.020
 BRW  plan-2  C19   0.020
 BRW  plan-2  C20   0.020
 BRW  plan-2  C21   0.020
 BRW  plan-2  C22   0.020
 BRW  plan-2  O23   0.020
 BRW  plan-2  BR21  0.020
 BRW  plan-2  H16   0.020
 BRW  plan-2  H19   0.020
 BRW  plan-2  H21   0.020
 BRW  plan-2  H22   0.020

