# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 16:55:01 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: 2,4-dibromo-6-{[(2-nitrobenzene-1-carbonyl)amino]methyl}phenyl 2-nitrobenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [O-][N+](=O)c1ccccc1C(=O)NCc2cc(Br)cc(Br)c2OC(=O)c3ccccc3[N+]([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
 FXS  FXS  '2,4-dibromo-6-{[(2-nitrobenzene-1-carbonyl)amino]methyl}phenyl 2-nitrobenzoate'  ligand  46  33  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FXS
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
 FXS  C28  C   CR16   0  -0.245   2.4704   4.7974  -0.1458
 FXS  C29  C   CR16   0  -0.219   2.7538   3.4431  -0.0972
 FXS  C30  C   CR16   0  -0.269   1.7272   2.5113  -0.1779
 FXS  C27  C   CR16   0  -0.253   1.1580   5.2313  -0.2733
 FXS  C26  C   CR6    0   0.256   0.1477   4.2934  -0.3455
 FXS  C25  C   CR6    0  -0.042   0.4073   2.9247  -0.3064
 FXS  C21  C   C      0   0.550  -0.6493   1.9147  -0.5677
 FXS  O22  O   O      0  -0.372  -1.5015   2.0020  -1.4005
 FXS  O20  O   O2     0  -0.477  -0.4815   0.8323   0.2174
 FXS  C1   C   CR6    0   0.419  -1.2885  -0.2564  -0.0108
 FXS  C2   C   CR6    0  -0.185  -2.5133  -0.3626   0.6323
 FXS  BR1  BR  BR     0   0.023  -3.0945   1.0136   1.7627
 FXS  C3   C   CR16   0  -0.224  -3.3013  -1.4905   0.4581
 FXS  C4   C   CR6    0  -0.099  -2.8396  -2.4994  -0.3720
 FXS  BR2  BR  BR     0  -0.007  -3.8959  -4.0363  -0.6208
 FXS  C5   C   CR16   0  -0.278  -1.6161  -2.4019  -1.0157
 FXS  C6   C   CR6    0   0.009  -0.8307  -1.2701  -0.8439
 FXS  C7   C   CH2    0  -0.331   0.5054  -1.1709  -1.5278
 FXS  N8   N   NH1    0  -0.626   1.5747  -1.4411  -0.5856
 FXS  C9   C   C      0   0.522   2.8108  -1.7648  -0.9879
 FXS  O17  O   O      0  -0.464   3.1496  -1.8578  -2.1541
 FXS  C10  C   CR6    0  -0.049   3.7580  -2.0967   0.1299
 FXS  C15  C   CR6    0   0.237   4.9842  -1.4588   0.2984
 FXS  N16  N   N      1   0.342   5.3011  -0.2775  -0.4879
 FXS  O19  O   O      0  -0.377   4.3837   0.4332  -0.8265
 FXS  O18  O   O     -1  -0.364   6.4606  -0.0608  -0.7405
 FXS  C11  C   CR16   0  -0.259   3.4713  -3.1787   0.9508
 FXS  C12  C   CR16   0  -0.218   4.3821  -3.6042   1.9095
 FXS  C13  C   CR16   0  -0.254   5.5982  -2.9561   2.0530
 FXS  C14  C   CR16   0  -0.262   5.9080  -1.8762   1.2405
 FXS  N1   N   N      1   0.326  -1.2242   4.7815  -0.3737
 FXS  O2   O   O     -1  -0.361  -2.0277   4.2129   0.3239
 FXS  O3   O   O      0  -0.361  -1.4614   5.7412  -1.0649
 FXS  H1   H   HCR6   0   0.292   3.2664   5.5254  -0.0785
 FXS  H2   H   HCR6   0   0.283   3.7761   3.1049  -0.0027
 FXS  H3   H   HCR6   0   0.279   1.9666   1.4569  -0.1619
 FXS  H4   H   HCR6   0   0.308   0.9327   6.2884  -0.2864
 FXS  H5   H   HCR6   0   0.311  -4.2549  -1.5734   0.9612
 FXS  H6   H   HCR6   0   0.297  -1.2625  -3.1959  -1.6603
 FXS  H7   H   HCH2   0   0.292   0.5451  -1.9037  -2.3335
 FXS  H8   H   HCH2   0   0.268   0.6411  -0.1923  -1.9969
 FXS  H9   H   HNH1   0   0.423   1.3949  -1.3410   0.4013
 FXS  H10  H   HCR6   0   0.288   2.5357  -3.7091   0.8307
 FXS  H11  H   HCR6   0   0.285   4.1390  -4.4489   2.5393
 FXS  H12  H   HCR6   0   0.286   6.3088  -3.2837   2.7989
 FXS  H13  H   HCR6   0   0.303   6.8483  -1.3575   1.3617

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
 FXS  O2   N1   single    1.206  0.020  1.206
 FXS  N1   O3   double    1.206  0.020  1.206
 FXS  N1   C26  single    1.456  0.020  1.456
 FXS  C26  C27  aromatic  1.380  0.020  1.380
 FXS  C26  C25  aromatic  1.394  0.020  1.394
 FXS  C27  C28  aromatic  1.388  0.020  1.388
 FXS  O22  C21  double    1.195  0.020  1.195
 FXS  BR1  C2   single    1.873  0.020  1.873
 FXS  C25  C21  single    1.485  0.020  1.485
 FXS  C25  C30  aromatic  1.389  0.020  1.389
 FXS  C28  C29  aromatic  1.384  0.020  1.384
 FXS  C21  O20  single    1.348  0.020  1.348
 FXS  C2   C3   aromatic  1.387  0.020  1.387
 FXS  C2   C1   aromatic  1.387  0.020  1.387
 FXS  C3   C4   aromatic  1.386  0.020  1.386
 FXS  C30  C29  aromatic  1.389  0.020  1.389
 FXS  O20  C1   single    1.374  0.020  1.374
 FXS  C1   C6   aromatic  1.390  0.020  1.390
 FXS  C4   BR2  single    1.881  0.020  1.881
 FXS  C4   C5   aromatic  1.386  0.020  1.386
 FXS  C6   C5   aromatic  1.388  0.020  1.388
 FXS  C6   C7   single    1.504  0.020  1.504
 FXS  C7   N8   single    1.451  0.020  1.451
 FXS  O17  C9   double    1.218  0.020  1.218
 FXS  N8   C9   single    1.340  0.020  1.340
 FXS  C9   C10  single    1.502  0.020  1.502
 FXS  O19  N16  double    1.209  0.020  1.209
 FXS  N16  O18  single    1.206  0.020  1.206
 FXS  N16  C15  single    1.454  0.020  1.454
 FXS  C10  C15  aromatic  1.392  0.020  1.392
 FXS  C10  C11  aromatic  1.388  0.020  1.388
 FXS  C15  C14  aromatic  1.384  0.020  1.384
 FXS  C11  C12  aromatic  1.389  0.020  1.389
 FXS  C14  C13  aromatic  1.386  0.020  1.386
 FXS  C12  C13  aromatic  1.386  0.020  1.386
 FXS  C28  H1   single    0.930  0.020  1.080
 FXS  C29  H2   single    0.930  0.020  1.080
 FXS  C30  H3   single    0.930  0.020  1.080
 FXS  C27  H4   single    0.930  0.020  1.080
 FXS  C3   H5   single    0.930  0.020  1.080
 FXS  C5   H6   single    0.930  0.020  1.080
 FXS  C7   H7   single    0.970  0.020  1.090
 FXS  C7   H8   single    0.970  0.020  1.090
 FXS  N8   H9   single    0.860  0.020  1.020
 FXS  C11  H10  single    0.930  0.020  1.080
 FXS  C12  H11  single    0.930  0.020  1.080
 FXS  C13  H12  single    0.930  0.020  1.080
 FXS  C14  H13  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
 FXS  H1   C28  C27  119.43  3.000
 FXS  H1   C28  C29  120.40  3.000
 FXS  C27  C28  C29  120.17  3.000
 FXS  H2   C29  C30  119.62  3.000
 FXS  H2   C29  C28  120.18  3.000
 FXS  C30  C29  C28  120.20  3.000
 FXS  H3   C30  C25  120.13  3.000
 FXS  H3   C30  C29  119.32  3.000
 FXS  C25  C30  C29  120.54  3.000
 FXS  H4   C27  C26  120.75  3.000
 FXS  H4   C27  C28  120.26  3.000
 FXS  C26  C27  C28  118.97  3.000
 FXS  N1   C26  C25  120.34  3.000
 FXS  C25  C26  C27  121.97  3.000
 FXS  N1   C26  C27  117.56  3.000
 FXS  C21  C25  C26  122.04  3.000
 FXS  C21  C25  C30  119.34  3.000
 FXS  C26  C25  C30  118.16  3.000
 FXS  O20  C21  O22  123.62  3.000
 FXS  O20  C21  C25  110.80  3.000
 FXS  O22  C21  C25  125.49  3.000
 FXS  C1   O20  C21  117.80  3.000
 FXS  C6   C1   C2   120.86  3.000
 FXS  C6   C1   O20  118.95  3.000
 FXS  C2   C1   O20  120.13  3.000
 FXS  C3   C2   BR1  119.80  3.000
 FXS  C3   C2   C1   120.37  3.000
 FXS  BR1  C2   C1   119.83  3.000
 FXS  H5   C3   C4   121.11  3.000
 FXS  H5   C3   C2   120.33  3.000
 FXS  C4   C3   C2   118.56  3.000
 FXS  C5   C4   BR2  119.45  3.000
 FXS  C5   C4   C3   121.41  3.000
 FXS  BR2  C4   C3   119.14  3.000
 FXS  H6   C5   C6   119.14  3.000
 FXS  H6   C5   C4   120.90  3.000
 FXS  C6   C5   C4   119.95  3.000
 FXS  C7   C6   C5   120.00  3.000
 FXS  C7   C6   C1   121.14  3.000
 FXS  C5   C6   C1   118.85  3.000
 FXS  H8   C7   H7   106.27  3.000
 FXS  H8   C7   N8   110.72  3.000
 FXS  H7   C7   N8   109.15  3.000
 FXS  H8   C7   C6   111.36  3.000
 FXS  H7   C7   C6   108.91  3.000
 FXS  N8   C7   C6   110.31  3.000
 FXS  H9   N8   C9   118.85  3.000
 FXS  H9   N8   C7   119.07  3.000
 FXS  C9   N8   C7   122.02  3.000
 FXS  C10  C9   O17  121.35  3.000
 FXS  C10  C9   N8   114.31  3.000
 FXS  O17  C9   N8   124.24  3.000
 FXS  C11  C10  C15  117.86  3.000
 FXS  C11  C10  C9   118.82  3.000
 FXS  C15  C10  C9   122.96  3.000
 FXS  C14  C15  N16  117.88  3.000
 FXS  C14  C15  C10  122.15  3.000
 FXS  N16  C15  C10  119.91  3.000
 FXS  O18  N16  O19  124.41  3.000
 FXS  O18  N16  C15  117.95  3.000
 FXS  O19  N16  C15  117.63  3.000
 FXS  H10  C11  C12  119.56  3.000
 FXS  H10  C11  C10  119.67  3.000
 FXS  C12  C11  C10  120.76  3.000
 FXS  H11  C12  C13  120.15  3.000
 FXS  H11  C12  C11  119.60  3.000
 FXS  C13  C12  C11  120.25  3.000
 FXS  H12  C13  C14  119.58  3.000
 FXS  H12  C13  C12  120.44  3.000
 FXS  C14  C13  C12  119.98  3.000
 FXS  H13  C14  C13  120.17  3.000
 FXS  H13  C14  C15  120.82  3.000
 FXS  C13  C14  C15  118.99  3.000
 FXS  O3   N1   O2   125.12  3.000
 FXS  O3   N1   C26  117.58  3.000
 FXS  O2   N1   C26  117.27  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
 FXS  CONST_01  C25  C26  C27  C28     0.00   0.0  0
 FXS  CONST_02  C25  C30  C29  C28     0.00   0.0  0
 FXS  CONST_03  C26  C27  C28  C29     0.00   0.0  0
 FXS  CONST_04  C26  C25  C30  C29     0.00   0.0  0
 FXS  CONST_05  C27  C26  C25  C30     0.00   0.0  0
 FXS  CONST_06  C27  C28  C29  C30     0.00   0.0  0
 FXS  CONST_07  C4   C3   C2   C1      0.00   0.0  0
 FXS  CONST_08  C4   C5   C6   C1      0.00   0.0  0
 FXS  CONST_09  C5   C4   C3   C2      0.00   0.0  0
 FXS  CONST_10  C5   C6   C1   C2      0.00   0.0  0
 FXS  CONST_11  C6   C1   C2   C3      0.00   0.0  0
 FXS  CONST_12  C6   C5   C4   C3      0.00   0.0  0
 FXS  CONST_13  C13  C14  C15  C10     0.00   0.0  0
 FXS  CONST_14  C13  C12  C11  C10     0.00   0.0  0
 FXS  CONST_15  C12  C11  C10  C15     0.00   0.0  0
 FXS  CONST_16  C12  C13  C14  C15     0.00   0.0  0
 FXS  CONST_17  C14  C15  C10  C11     0.00   0.0  0
 FXS  CONST_18  C14  C13  C12  C11     0.00   0.0  0
 FXS  CONST_19  N1   C26  C27  C28   180.00   0.0  0
 FXS  CONST_20  C21  C25  C30  C29   180.00   0.0  0
 FXS  CONST_21  N1   C26  C25  C30   180.00   0.0  0
 FXS  CONST_22  C21  C25  C26  C27   180.00   0.0  0
 FXS  CONST_23  C3   C2   C1   O20   180.00   0.0  0
 FXS  CONST_24  C5   C6   C1   O20   180.00   0.0  0
 FXS  CONST_25  BR2  C4   C3   C2    180.00   0.0  0
 FXS  CONST_26  C7   C6   C1   C2    180.00   0.0  0
 FXS  CONST_27  C4   C3   C2   BR1   180.00   0.0  0
 FXS  CONST_28  C6   C1   C2   BR1   180.00   0.0  0
 FXS  CONST_29  C7   C6   C5   C4    180.00   0.0  0
 FXS  CONST_30  C6   C5   C4   BR2   180.00   0.0  0
 FXS  CONST_31  C14  C15  C10  C9    180.00   0.0  0
 FXS  CONST_32  C12  C11  C10  C9    180.00   0.0  0
 FXS  CONST_33  C11  C10  C15  N16   180.00   0.0  0
 FXS  CONST_34  C13  C14  C15  N16   180.00   0.0  0
 FXS  CONST_35  H3   C30  C29  C28   180.00   0.0  0
 FXS  CONST_36  H4   C27  C28  C29   180.00   0.0  0
 FXS  CONST_37  H1   C28  C29  C30   180.00   0.0  0
 FXS  CONST_38  H2   C29  C28  C27   180.00   0.0  0
 FXS  CONST_39  H5   C3   C2   C1    180.00   0.0  0
 FXS  CONST_40  H6   C5   C6   C1    180.00   0.0  0
 FXS  CONST_41  H13  C14  C15  C10   180.00   0.0  0
 FXS  CONST_42  H11  C12  C11  C10   180.00   0.0  0
 FXS  CONST_43  H10  C11  C10  C15   180.00   0.0  0
 FXS  CONST_44  H12  C13  C14  C15   180.00   0.0  0
 FXS  CONST_53  C10  C9   N8   C7    180.00   0.0  0
 FXS  CONST_54  H9   N8   C9   C10     0.00   0.0  0
 FXS  CONST_55  O17  C9   N8   C7      0.00   0.0  0
 FXS  Var_01    O22  C21  C25  C30  -132.50  30.0  2
 FXS  Var_02    C2   C1   O20  C21   -89.06  30.0  2
 FXS  Var_03    N8   C7   C6   C1     76.30  30.0  2
 FXS  Var_04    C15  C10  C9   N8   -125.27  30.0  2
 FXS  Var_05    C9   N8   C7   C6    161.98  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
 FXS  plan-1  C28  0.020
 FXS  plan-1  C29  0.020
 FXS  plan-1  C30  0.020
 FXS  plan-1  C27  0.020
 FXS  plan-1  C26  0.020
 FXS  plan-1  C25  0.020
 FXS  plan-1  C21  0.020
 FXS  plan-1  N1   0.020
 FXS  plan-1  H1   0.020
 FXS  plan-1  H2   0.020
 FXS  plan-1  H3   0.020
 FXS  plan-1  H4   0.020
 FXS  plan-2  O20  0.020
 FXS  plan-2  C1   0.020
 FXS  plan-2  C2   0.020
 FXS  plan-2  BR1  0.020
 FXS  plan-2  C3   0.020
 FXS  plan-2  C4   0.020
 FXS  plan-2  BR2  0.020
 FXS  plan-2  C5   0.020
 FXS  plan-2  C6   0.020
 FXS  plan-2  C7   0.020
 FXS  plan-2  H5   0.020
 FXS  plan-2  H6   0.020
 FXS  plan-3  C9   0.020
 FXS  plan-3  C10  0.020
 FXS  plan-3  C15  0.020
 FXS  plan-3  N16  0.020
 FXS  plan-3  C11  0.020
 FXS  plan-3  C12  0.020
 FXS  plan-3  C13  0.020
 FXS  plan-3  C14  0.020
 FXS  plan-3  H10  0.020
 FXS  plan-3  H11  0.020
 FXS  plan-3  H12  0.020
 FXS  plan-3  H13  0.020
 FXS  plan-4  C7   0.020
 FXS  plan-4  N8   0.020
 FXS  plan-4  C9   0.020
 FXS  plan-4  O17  0.020
 FXS  plan-4  C10  0.020
 FXS  plan-4  H9   0.020
 FXS  plan-5  C15  0.020
 FXS  plan-5  N16  0.020
 FXS  plan-5  O19  0.020
 FXS  plan-5  O18  0.020
 FXS  plan-6  C26  0.020
 FXS  plan-6  N1   0.020
 FXS  plan-6  O2   0.020
 FXS  plan-6  O3   0.020
 FXS  plan-7  C25  0.020
 FXS  plan-7  C21  0.020
 FXS  plan-7  O22  0.020
 FXS  plan-7  O20  0.020

