# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 01:14:00 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-(2-bromophenyl)-2,4-dioxobutanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=O)CC(=O)c1ccccc1Br
#
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
 I92  I92  '4-(2-bromophenyl)-2,4-dioxobutanoic acid'  ligand  22  15  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I92
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
 I92  O01   O   OH1   0  -0.567  -4.0379   0.1249   1.7388
 I92  C02   C   C     0   0.498  -3.7094   0.5654   0.5480
 I92  O03   O   O     0  -0.398  -4.3991   1.2206  -0.1855
 I92  C04   C   C     0   0.296  -2.2859   0.1410   0.1612
 I92  O05   O   O     0  -0.319  -1.6175  -0.5142   0.9116
 I92  C06   C   CH2   0  -0.726  -1.8370   0.5747  -1.2039
 I92  C07   C   C     0   0.407  -0.3866   0.2174  -1.4399
 I92  O08   O   O     0  -0.353  -0.0659  -0.5674  -2.2974
 I92  C09   C   CR6   0   0.033   0.6250   0.8870  -0.5712
 I92  C10   C   CR16  0  -0.281   0.4798   2.2474  -0.2992
 I92  C11   C   CR16  0  -0.233   1.4227   2.9410   0.4413
 I92  C12   C   CR16  0  -0.247   2.5244   2.2690   0.9452
 I92  C13   C   CR16  0  -0.219   2.6812   0.9105   0.7081
 I92  C14   C   CR6   0  -0.145   1.7433   0.2291  -0.0528
 I92  BR15  BR  BR    0  -0.025   2.0026  -1.6266  -0.2748
 I92  HO01  H   HOH1  0   0.497  -4.9401   0.3993   1.9680
 I92  H06   H   HCH2  0   0.339  -2.4625   0.0786  -1.9518
 I92  H06A  H   HCH2  0   0.324  -2.0149   1.6454  -1.3323
 I92  H10   H   HCR6  0   0.277  -0.3730   2.7855  -0.6918
 I92  H11   H   HCR6  0   0.275   1.2922   3.9984   0.6253
 I92  H12   H   HCR6  0   0.279   3.2662   2.7934   1.5322
 I92  H13   H   HCR6  0   0.287   3.5353   0.3908   1.1204

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
 I92  C02   O01   single    1.311  0.020  1.311
 I92  O01   HO01  single    0.850  0.020  0.980
 I92  C04   C02   single    1.535  0.020  1.535
 I92  O03   C02   double    1.201  0.020  1.201
 I92  O05   C04   double    1.200  0.020  1.200
 I92  C04   C06   single    1.501  0.020  1.501
 I92  C07   C06   single    1.512  0.020  1.512
 I92  C06   H06   single    0.970  0.020  1.090
 I92  C06   H06A  single    0.970  0.020  1.090
 I92  O08   C07   double    1.206  0.020  1.206
 I92  C07   C09   single    1.492  0.020  1.492
 I92  C14   C09   aromatic  1.397  0.020  1.397
 I92  C09   C10   aromatic  1.395  0.020  1.395
 I92  C10   C11   aromatic  1.385  0.020  1.385
 I92  C10   H10   single    0.930  0.020  1.080
 I92  C12   C11   aromatic  1.385  0.020  1.385
 I92  C11   H11   single    0.930  0.020  1.080
 I92  C13   C12   aromatic  1.388  0.020  1.388
 I92  C12   H12   single    0.930  0.020  1.080
 I92  C14   C13   aromatic  1.387  0.020  1.387
 I92  C13   H13   single    0.930  0.020  1.080
 I92  BR15  C14   single    1.887  0.020  1.887

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
 I92  HO01  O01  C02  110.63  3.000
 I92  C04   C02  O03  121.97  3.000
 I92  O03   C02  O01  126.43  3.000
 I92  C04   C02  O01  111.61  3.000
 I92  C06   C04  O05  124.06  3.000
 I92  C06   C04  C02  115.25  3.000
 I92  O05   C04  C02  120.67  3.000
 I92  H06A  C06  H06  105.72  3.000
 I92  H06A  C06  C07  111.67  3.000
 I92  H06   C06  C07  109.54  3.000
 I92  H06A  C06  C04  109.95  3.000
 I92  H06   C06  C04  108.64  3.000
 I92  C07   C06  C04  111.13  3.000
 I92  C09   C07  O08  121.72  3.000
 I92  C09   C07  C06  116.96  3.000
 I92  O08   C07  C06  121.32  3.000
 I92  C14   C09  C10  118.05  3.000
 I92  C10   C09  C07  118.72  3.000
 I92  C14   C09  C07  123.19  3.000
 I92  H10   C10  C11  118.78  3.000
 I92  H10   C10  C09  119.75  3.000
 I92  C11   C10  C09  121.45  3.000
 I92  H11   C11  C12  120.57  3.000
 I92  H11   C11  C10  119.90  3.000
 I92  C12   C11  C10  119.53  3.000
 I92  H12   C12  C13  119.33  3.000
 I92  H12   C12  C11  120.50  3.000
 I92  C13   C12  C11  120.17  3.000
 I92  H13   C13  C14  120.48  3.000
 I92  H13   C13  C12  119.64  3.000
 I92  C14   C13  C12  119.88  3.000
 I92  BR15  C14  C13  117.06  3.000
 I92  BR15  C14  C09  121.97  3.000
 I92  C13   C14  C09  120.90  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
 I92  CONST_01  C12   C13  C14  C09    0.00   0.0  0
 I92  CONST_02  C12   C11  C10  C09    0.00   0.0  0
 I92  CONST_03  C13   C14  C09  C10    0.00   0.0  0
 I92  CONST_04  C13   C12  C11  C10    0.00   0.0  0
 I92  CONST_05  C14   C09  C10  C11    0.00   0.0  0
 I92  CONST_06  C14   C13  C12  C11    0.00   0.0  0
 I92  CONST_07  C13   C14  C09  C07  180.00   0.0  0
 I92  CONST_08  C11   C10  C09  C07  180.00   0.0  0
 I92  CONST_09  BR15  C14  C09  C10  180.00   0.0  0
 I92  CONST_10  BR15  C14  C13  C12  180.00   0.0  0
 I92  CONST_11  H13   C13  C14  C09  180.00   0.0  0
 I92  CONST_12  H11   C11  C10  C09  180.00   0.0  0
 I92  CONST_13  H12   C12  C11  C10  180.00   0.0  0
 I92  CONST_14  H10   C10  C11  C12  180.00   0.0  0
 I92  CONST_15  HO01  O01  C02  O03    0.00   0.0  0
 I92  Var_01    C14   C09  C07  C06  140.17  30.0  2
 I92  Var_02    C09   C07  C06  C04  -64.31  30.0  1
 I92  Var_03    O05   C04  C02  O01    0.01  30.0  2
 I92  Var_04    C07   C06  C04  C02  174.91  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
 I92  plan-1  C07   0.020
 I92  plan-1  C09   0.020
 I92  plan-1  C10   0.020
 I92  plan-1  C11   0.020
 I92  plan-1  C12   0.020
 I92  plan-1  C13   0.020
 I92  plan-1  C14   0.020
 I92  plan-1  BR15  0.020
 I92  plan-1  H10   0.020
 I92  plan-1  H11   0.020
 I92  plan-1  H12   0.020
 I92  plan-1  H13   0.020
 I92  plan-2  C02   0.020
 I92  plan-2  C04   0.020
 I92  plan-2  O05   0.020
 I92  plan-2  C06   0.020
 I92  plan-3  C06   0.020
 I92  plan-3  C07   0.020
 I92  plan-3  O08   0.020
 I92  plan-3  C09   0.020
 I92  plan-4  O01   0.020
 I92  plan-4  C02   0.020
 I92  plan-4  O03   0.020
 I92  plan-4  C04   0.020
 I92  plan-4  HO01  0.020

